INDEX

p-Acetamidobenzene sulfonyl chloride

coupling to poly­(vinlyamine), 192

Acetic acid, 24, 25, 48, 99 Acetic anhydride, 24

osmocene reaction, 271, 275 ruthenocene reaction, 271,

275 Acetone

1,3-diphenyl substituted, 45, 46

Acetyl chloride, 245 methylal reaction, 201, 208

n5_ Acetylcyclopentiadienyl­dicarbonylnitrosyl chromium

reduction, 245 synthesis, 245

Acetyl ene bromoacetylene

copolymerization, 392 butadiyne copolymerization,

403 Ziegler-Natta polymeri­

zation, 402,403 Acetylene, copolymers

doped for conductivity, 390 Acetylene, deuterated

butadiyne copolymerization, 403

Acetylene, functionalized resins, 29

polymerization mechanism, 35 Acetylene, substituted

polymerized, 388, 391, 392

Acetyl nitrate, 11, 24 Acetylosmocene

reduction 272, 275 synthesis, 271, 275

Acetylruthenocene reduction, 271, 275 synthesis, 271, 275

Acridone attached to oxazoline

polymers, 114, 116, 118-121

potassium salt formation, 114, 115

N-substituted, 119, 120 triplet state, 114

Acridone, potassium salt r-butyrolactone reaction,

114, 115 Acridone, N-substituted

fluorescence emission spectra, 119, 120

4-(10-Acridonyl)butyric acid characterization, 115 synthesis steps, 114, 115 ethanolamine reaction, 116

2-(10-Acridonyl)-2-oxazoline cationic polymerization,

114, 116, 117, 118 synthesi s steps, 114, 116

Acrylamide

443

Azure B substituted, 187 dye residue substituted, 187 hydroxyl methyl substituted,

190 phenothiazine substituted,

187

444

Acrylamide (cont'd.) Thiodine substituted, 187

Acryl ic acid azobenzene substituted

acrylamide, 187 copolymerization, 187

Acryl onitri 1 e Organometallic monomer

copolymerization, 246, 257, 258

triphenyl-p-styryllead copolymerization, 273, 276, 277

Acryloyl chloride 4-amino azobenzene reaction,

187 2,2'-dimethoxY-4-aminoazo

benzene reaction, 187 Actin

palladium II poylamines treated, 158, 160

Actinobacter calcoacetius actin bacteria, 158, 160 platinum II polyamine

bacterial activity, 144 Actinomycin, 134 Activation energy

organometallic monomer polymerization, 259

Adam's catalyst for hydrogenation, II, 24

Adogen, 464 phase transfer catalyst 74,

Adriamycin, 134 Alcaligenes faecalis

Alcal bacteria, 158, 160 platinum II polyamine

bacterial activity, 144 Alfrey-Price Q and e-values

a-fluorostyrene, 289, 290 Organometallic monomers,

244, 246, 255, 256, 257, 259, 261

Aliquat, 336 phase transfer catalyst, 69, 70, 72-74, 92

(n 5-Alkenylcyclopentadienyl) tetracarbonylvanadium monomers

synthesis procedures, 254

Alkoxide anions methylene chloride reaction,

69 Alkylation

toluene with ethylene, 224, 226-229, 240

Alkyllithium compounds anionic polymerization

initiators, 358, 362-364 Alkyl methacrylates,

copolymers

INDEX

glass transitions, 373 physical properties, 373

Alkyl titanium tetraalkoxides preparation and use 402, 403

Allyl bromide PMMA end capping agent, 366

Allyl glycidyl ether functional polymer monomers

for dye bonding, 190 Allyllithium, 364

1, 1-di phenyl ethyl ene addition, 364

Allyl methacrylate anionic copolymerization,

372, 373 Allyl phenyl ether, 364 Aluminum chloride, 2, 3, 8,

10, 11, 16, 19, 21-23, 245, 271

toluene alkylation catalyst, 227

Aluminum oxide sutface for butadiyne polymerization, 403

Amines 3,3-diphenylnaphthalide

reaction, 6 palladium containing

polymers characterization, 150, 151, 154, 158, 159, 160

Amines, aliphatic platinum complex ligands,

136, 137, 140, 145 Amines, aromatic, 13, 16

electrochemical polymerization, 390

Amines, hydroxyethyl chloromethylated polystyrene

reaction, 206, 207

INDEX

Amines, palladium adducts bactericidal properties,

ISO, lSI, 157-161 Amines, polymeric

alkyl halide treatment. 202-205, 215

anti-tumor agents, 144, 145 Amines, tertiary

alkyl halide quaterinization 201-209, 214-218

p-quinodimethane polymerization, 318

4-Aminoazobenzene acryloyl chloride reaction,

187 methacryloyl chloride

react i on, 187 3-(p-Aminobenzylidene)phthalide

preparation, 25 synthesis 12, 25

6-Amino-3-benzylidene phthalide synthesis, 12

2-Amino-4-bromomercaptobenzene hydrochloride

m-bromobenzoic acid condensation, 142

2-Amino-6-bromomercaptobenzene hydrochloride

ethynyl substituted benzothiazole starting materi a 1, 143

2-Aminobutanolamine chloromethylated polystyrene

reaction. 207 2-Aminoethanol

chloromethylated polystyrene reaction, 207

4-Amino-3-hydroxybenzoic acid polybenzoxazole monomer, 56 polymerization, 64

3-Amino-4-hydroxy cinnamic acid polymerization, 64 synthesis, 63

4-Amino-3-hYdroxycinnamic acid polymerization, 64 synthesis, 63

3-Amino-4-hydroxy-hYdrocinnamic acid

polymerization, 64 synthesis, 63

445

4-Amino-3-hydroxy-hydrocinnamic acid

polymerization, 64 synthesis, 63

3-Amino-4-hydroxyphenylacetic acid

polybenzoxazole monomer, 56, 64

polymerization, 64 synthesis, 64

4-Amino-3-hydroxyphenyl-3-propionic acid

polybenzoxazole monomer, 56 polymerization, 64 synthesis, 63

3-Amino-4-hydroxypropionic acid polybenzoxazole monomer, 56 polymerization, 64 synthesis, 63

o-Aminomercaptobenzene bromo/substituted-acid

condensation reaction, 42 2-Amino-2-methylpropanol

chloromethylated polystyrene reaction, 207

3-Aminophenylacetylene 2.2-bis(3,4-dicarboxy phenyl)

hexafluoro propane dianhydride reaction, 48

ethynyl substituted imide synthesis intermediate 43, 44, 48

4-nitronaphthalic anhydride reaction, 43, 48

4-nitrophthalic anhydride reaction, 44, 48

3-(p-Aminophenyl)-3-phenyl­phthalide

preparation, II, 12, 24 synthesis, II, 12, 24

1-Amino-2-propanol chloromethylated polystyrene

react i on, 207 Ammonium sulfide

nitro group reduction, II, 24 Aniline

phthalide reaction, 2, 5, 20, 21, 25

Anililne, hydrochloride 3,3-diphenylphthalide

reaction, 4, 5, 20, 21

446

Aniline oligomers 12 doped, 393, 394

doped conductivity, 393 Anisole

crystallization solvent, 124 Anthracene

attached to polymers, 114 9,10-Anthraquinodimethane, 314 Anthraquinone dyes

polyurethanes attached, 189 po1y(viny1amines) attached,

191 Antimony oxide

fire retardant for PMS, 238 Antimony pentach10ride

polymer dopant for conductivity, 394

Antineoplastic agents, 133-136 Antineoplastic complexes

platinum type, 135, 136 Antitumor agents

activity, 135 polymer containing, 135, 137,

138 Aromatics, alkyl substituted

dimensions cross-section, 229

Arsenic pentaf1uoride po1ybutadiyne doping for

conductivity, 408 polymer doping agent, 390,

391 Ascorbic acid

Cull to CuI reduction agent, 435 Azine dyes

bonding to polymers, 190 Azure B1 ue

acry1amide substituted, 187 Azure B1 ue

polymeric dye intermediate, 187, 190

Bacteria growth inhibitors, 133, 144

Behesi-Hi1debrand equation use in carbazo1e-TCNQ

comp 1 exes, 125 Benzoic acid

3,4-disubstituted, 56

INDEX

Benzonitri1e TCNQ-carbazo1e polymer

solvent, 126 Benzophenone-4,4'-dibenzoy1-

3,3'-dicarboxy1ic acid, 10, 23

i somers preparation, 9, 10, 22, 23

reaction, 23 3,3',4,4'-Benzopohenone­

tetracarboxy1ic acid dianhydride, 9, 10, 22, 23

Benzothanizo1es, dibromo substituted

synthesis procedure, 47 o-Benzoy1 benzoic acid

chloride derivative, 2, 3, 23 2-Benzoyl-4-nitrobenzoic acid

synthesis, II, 23 2-Benzoyl-5-nitrobenzoic acid

synthesis, II, 23 3-Benzoyl-5-nitrobenzoic acid

synthesis, II, 23 Benzyl acrylate

styrene copolymer, 293

n-6(Benzy1 acrylate)tri­carbonyl chromium, 244

Benzyl benzoate poly(p-quinodimethanes)

solvent, 315 Benzyl chloride

anionic living polymer terminator, 438

p-T-butylphenol reaction, 69 quarternization

Benzylenebenzimidazole, 2 3-Benzylidene-6-aminophthalilde

preparation, 25 3-Benzylidene-5-carboxyphthalide

preparation, 25 thionyl chloride reaction, 25

3-Benzyl idene-6-carboxyphthal ide preparation, 25

3-Benzylidene-5-chloro-formyl phthal ide

preparation, II, 25 synthesis, 12, 13, 25

3-Benzylidene-6-chloroformyl-phthalide

synthesis, 12, 13, 25

INDEX

3-Benzylidenenaphthalide synthesis, 20

3-Benzylidene-6-nitrophthalide synthesis, 25

3-Benzylidenephthalide, 4, 6, 20, 21, 25

aniline reaction, 6, 21 preparation, 20

3-Benzylidenephthalide, trans, 4, 6, 20, 21

Benzyl methacrylate block copolymers, 371

Benzene acid catalyzed ethylene

alkylation, 224 acid chlordie reaction, 21, 23 anhydride acylation, 2, 3, 7,

8, 10, 11, 16, 19, 22, 23 ethylene alkylation, 224 molecular dimensions, 229 production from toluene, 224,

239 Biphenyl(s)

poly(p-quinodimethane)s solvent, 315

radical cation salts, 393 Biphenylsodium

anionic polymerization initiator, 362

Bis-(aminophenyl)ether, 16 l,2-Bis(bromomethyl)benzene

PMMA living polymer coupling, 367

1,3-Bis(bromomethyl)benzene PMMA living polymer coupling,

367 1,4-Bis(bromomethyl)benzene

PMMA living polymer coupling, 367-369

zinc reaction, 311 1, 3-Bi s(3-bromophenoxy) benzene

2-Methyl-3-butyn-2-ol adduct decomposition, 34

synthesis, 30, 34 4,4'-Bis(3-bromophenoxy)

biphenyl bis-butynol adduct hydrolysis,

34 synthesis, 31, 34

N,N'-Biscarbonyl-n­cyanoguanidine

cyanourea polymer unit, 108

l,4-Bis(chloromethoxy)butane chloromethylation reaction,

201 Bis(chloromethyl)ether, 201 Biscyclopentadienones

diacetylene Oiels-Alder reactions, 49

diacetylene oligomer condensations, 49

2,2-Bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride

3-aminophenylacetylene

447

reaction, 44 4,4'-bis(dimethylamine)

benzophenone, 197 Bis(3,3-0iphenyl-6-phthalidyl)

Ketone preparation, 9, 10, 23

l,3-Bis(3-ethynylphenoxy)benzene synthesis, 30, 31, 33, 34

4,4'-Bis(3-ethynylphenoxy) biphenyl

synthesis, 32, 34, 35 4,4'-Bis(3-ethynylphenoxy)

benzophenone cured materials OSC scan 33,

35-39 cured material thermooxidative

properties, 33, 35-38 synthesis procedure, 31, 34

4,4'-Bis(3-ethynylphenoxy) biphenyl

snythesis, 34 4,4'-Bis(3-ethynylphenoxy)

phenyl sulfone acetylene terminated monomer

30, 33, 34, 38 2,2-Bis[4-(3-ethynylphenyl-m­

phthalimide)] hexafluoro­propane

monomer properties 44, 48 synthesis procedure, 48

4,4'-Bishydroxybenzophenone methylene chloride reaction,

79, 82, 83 polyformal, 82

N,N-Bis(hydroxyethyl)methylamine chloromethylated polystyrene

reaction, 206 4,4'-Bishydroxyphenyl sulfide

polyformal, 81

448

4.4'-Bishydroxyphenyl sulfone methylene chloride reaction.

79. 80. 83 polyformal. 83

4.4'-Bis(4-hydroxythiophenoxy) methane

polycarbonate intermediate. 91 polyformal intermediate. 91 synthesis procedure. 91. 98.

99 1.4-Bis(methoxycarbonyl-cyano­

methyl)benzene oxidation to quinodimethanes.

318 Bisphenol A. 179

cyclic dimer hydrolysis, 77 cyclic formal dimer

hydro 1 ysi s, 77 dihydropran monoadduct. sodium

salt. 90. 97. 98 epichlorohydrin reaction to

phenoxy resins. 218 formaldehyde reaction. 68 formal dimer. linear 71, 75.

80. 90. 97 formal dimer-phosgene

reaction, 69. 90, 97. 98 linear formal dimer synthesis. 70. 71. 90, 97. 98 methylene chloride phase

transfer catalysis polymeri­zation. 69, 70-73. 75, 76, 94. 95. 100

methylene chloride reaction. 69- 73, 75. 76. 79, 80, 83, 86. 91. 94-96, 99, 100

polyformal gradient elution liquid chromatogram, 71, 71

polyformal hydrolysis, 77 polyformal intermediate, 68-

76, 79-81, 94-100 polyformal-phosgene reaction,

69, 90 polyformal properties 73, 76,

81-83, 85, 86 polyformal stability, 77, 80 reduction to cycloalkane, 175 tetramethylene derivative, 69

Bisphenol A, chloride substituted

polyformal intermediate, 81

INDEX

Bisphenol A, disodium salt bromochloromethane reaction,

68. 69 chlorophenyl phenyl sulfone

reaction. 208. 209 4.4'-dichlorodiphenyl sulfone

polymerization. 91. 99 preparation - DMSO solution.

75. 95 Bisphenol. formal dimer

characterization/preparation. 71, 90. 97. 98

phosgene coupling. 69. 90. 97, 98

Bisphenols. substituted formaldehyde reaction. 68 methylene chloride reaction.

69-76. 80-83. 86 m-Bis(p-phenoxyphenyl glyoxyl)

benzene 1.3-diphenyl acetone

condensation, 46 1.2-Bis(4-pyridyl)ethylene

quarternization. 203. 209 1.3-Bis(4-pyridyl)propane

quarternization. 203 Bistetracyclones

m- or p-diethynylbenzene copolymerization. 48

m-Bis(p-thiophenoxy phenyl glyoxyl) benzene

1.3-diphenyl acetone con­densation. 46

o-Bis(trifluoromethyl)benzene. 392

Bis-triphenylphosphine palladium chloride

aryl halide-butynes-2-ol reaction catalyst. 30. 32. 34, 47

Bleomycin. 134 9-Borabicyclo[3.3.1]monane

double bond reaction, 364 Boric acid

dehydrating agent, 6, 13 Boron trifluoride

p-quinodimethane polymeri­zation, 318

INDEX

Boron trifluoride etherate diisopropenyl polymerization

initiator, 419, 420, 422-425, 427

vinyl organometallic monomer polymerization, 259

Bromine oxidation agent, 318 polybutadiyne dopant, 408 styrene polymerization

terminator, 436, 437 N-Bromoacetamide

styrene reaction, 285 Bromoacetylene

acetylene copolymerization, 392

Bromoanthroquinone polymer substituted, 190

Bromobenzene, 19 m-Bromobenzoic acid

2-(3-bromophenyl)-5-bromo­benzothiazole synthesis intermediate, 42, 47

1,2-diamine reaction, 47 p-Bromobenzoic acid

1,2-diamine reaction, 47 Bromochloromethane, 68, 69, 92 a-Bromo-o-cyanotoluene, 26 Bromomethyl ketones

living polymer capping, 366 2-(3-Bromophenyl)-5-bromo­

benzothiazole 2-methyl-3-butyn-2-ol con­

densation reaction, 47 synthesis procedure, 42, 43,

47 Bronsted acid

diisopropenylbenzenes poly­merization initiator, 416, 419, 420, 422 423, 427, 428, 432, 434

Branhamella catarohilis platinum II polyamine

bacterial activity, 144 Branhamella catarrhalis

bran bacteria, 158, 160 1,3-Butadiene, 223

anionic polymerization, 331 living anionic polymerization,

357 living diblock copolymer with

styrene, 331

polymerization by living polymer, 331

449

Ziegler-Natta polymerization, 402

Butad1yne acetylene copolymerization,

403 diamine polycondensation, 399 handling precautions, 399, 400 heterocyclic compound addition, 399 n-methylpyrrolidone complex,

399 oxygen sensitivity, 400 polymerization, 399, 400, 403,

408 polymerization on A5F5' 400 polymerization on NaCT

surface, 404 polymerization on surfaces,

400, 401, 403, 404, 408, 410 preparation methods, 400 properties, 400, 402 radiation polymerization, 400 solid state polymerization,

399, 400, 403 stability, 399, 400 storage properties, 399, 400 surface selective polymeri-

zation, 403, 404, 410 thermal condensation/poly­

merization, 399, 400, 403, 408

vapor deposition polymeri­zation, 400, 403

Ziegler-Natta polymeri­zation, 400-402

Butadiynes, substituted polymerization, 411

Butane butadiyne diluent, 399

1,2-Butene oxide anionic polymerization, 435

n-Butylamine cationic polymerization

terminator, 437 chloromethylate polystyrene

reaction, 207 t-Butylamine

chloromethylated polystyrene reaction, 207

n-Butyl bromide

450

amine reaction, 202-204, 215

t-Butyl a-bromoacetate PMMA end capping agent, 366

t-Butylhydroperoxide diphenoxymethane reaction, 78

Butyl-2-hydroxyethylamine chloromethylate polystyrene

reaction, 206 n-Butyllithium

amine reaction, 376 anionic polymerization initiator, 362, 375 1,1-diphenylethylene addition,

362 glycidyl methacrylate

polymerization, 375 polybutadiyne dopant, 408 quinodimethane polymerization

initiator, 318 styrene polymerization init­

iator, 436, 437 vinyl organometallic monomer

polymerization, 259 sec-Butyl 1 ithi urn

anionic initiator for MMA, 360, 367 anionic polymerization

initiator, 329, 330, 335, 337

n-Butyl methacrylate MMA anionic copolymerization,

374 p-t-Butyl phenol, 69, 92

methylene chloride reaction, 75, 94

n-Butylpyridinium bromide, 204 y- Butyrolactone

reaction with acridone salt, 114, 115

reaction with carbazole salt, 115,

Calcocicl Blue Anionic dye for cellulose

fibers, 190 Caprolactone

diol polymer, 104

INDEX

Carbazole attached to oxazoline

polymers, 114-117, 120, 123-130

TCNQ complex IR spectra, 125 TCNQ conductivity, 128, 130 TCNQ electron paramagetic

resonance spectra, 129 Carbazole, sodium salt

y- butylrolactone reaction, 115

synthesis, 115, 116, 117 4-(N-Carbazolyl)butyric acid

characterization, 117 ethanolamine reaction, 115,

117 synthesis steps, 115, 116, 117

4-(N-Carbazolebutyronitrile TCNQ complexes, 126, 128, 129

2-[3-(9-Carbazolyl)propyl]-2-(1, 3-oxazo 1 i ne)

characterization, 117 polymerization, 117 synthesis conditions, 115, 117

Ca rbocat ion s polymerization initiators, 437

Carbodiimide, 110 (-)-4-Carbomethoxy[2.2] para­

cyclophane thermal racemization, 320, 322

Carbonates, cyclic production from CO2 and

epoxides, 435 Carmi ne

polymer bound dye, 190 Catalysts, 226-228

Mobil ZMS-5 type, 224, 227, 228, 239

para-selective alkylation type 228, 239, 240

shape selective type, 227, 228 using organometallic polymers,

243, 246, 252, 253, 256 zeolite type, 224

Catalysts, dehydrogenation activity, 228 commercial type, 228 selectivity, 228 stabi 1 ity, 228

Ce 11 s, t umo r trypsinized,151

INDEX

Charge transfer complexes p-quinodimethanes - vinyl

monomers, 323, 325 rCNQ-carbazole polymer

constants, 126-130 vinyl ethers - p-quino­

dimethanes, 324, 325 Chemotherapy

using platinum complexes, 134 Chlorobenzene, 167, 195

diisopropenylbenzene co­polymerization solvent, 420 422-425

polyformal synthesis solvent, 70, 72-75, 91, 92, 99

TCNQ-carbazole polymer so 1 vent, 126

2-Chloro-1-butene-3-yne butadiyne impurity, 400

Chloroform, 10, 13, 26, 30, 41 Chloroformylbenzilidene -

phthalides synthesis, 12

1-Chl oromethoxy-4-chl oro­butane

chloromethylation reaction, 201

Chloromethylation activated aromatic polymers,

201, 206, 208 oxy-phenylene polymers, 201,

218 polystyrene, 201

Chloromethyl methyl ether polystyrene reaction, 201 polysulfone reaction, 208 synthesis, 201, 208

p-Chloromethyl styrene functional polymer monomer for

dye bonding, 190 organometallic monomer inter­

mediate, 272, 274, 275 3-Chloromethyl thiirane

copolymer block, 439 3-Chloro-3-phenYl-6-nitro­

phthal ide, 11 Chlorophenyl phenyl sulfone

sodium phenyl ate reaction, 208, 209

Chlorosulfonic acid poly(p-quinodimethane)

solvent, 318

N-Chlorosuccinimide oxidation agent, 318

Chlorostyrene

451

cationic copolymerization, 428

3-Chlorothietane copolymer block, 439

Chlorotriazinyl dyes bound to textiles, 191

Ci bacron Bl ue bound to sepharose, 191

Cinnamyl alcohol, lithium salt cationic polymerization term­

inator, 437 Coatings

light-induced curing, 432 Coatings, thermosetting

azo dye modified, 188 Coatings, vapor deposited

polybutadiyne, 412 Cobalt

in organometallic polymers, 253

Cobalt naphthenate crosslirtking catalyst, 373

Cobalt octacarbonyl sodium cyclopentadienide re­

action, 247 lithium cyclopentadienide re­

action, 253 Conductive polymers

applications, 394 conjugated type, 381, 382, 394 non-conjugated type, 394 opportunities, 394

Congo Red organometallic polymer

building block, 190 Copolymerization

acetylene-butadiyne, 403 Copolymerization, cationic

initiator systems for diiso­propenyl benzenes, 419, 420, 422, 424, 425, 427-429

diisopropenylbenzenes with electron rich aromatics, 416-420, 422, 424

Copolymers acetylene-propiolic acid, 390 Q- bromostyrene containing,

285

452

Copolymers (cont1d.) chloromethylthiirane/3-chloro­

thietane, 439 a-chlorostyrene containing,

285 diisopropenylbenzenes with di­

methoxybenzene, 415, 416, 419, 420, 422, 424, 425, 427-429

a-fluorostyrene containing, 285-289

formal-carbonate linkages, 68, 69, 84, 88, 90, 96, 98

formal-carbonate block, 69, 84, 88, 90, 96, 98

p-methylstyrene containing, 233

p-methylstyrene with acrylo­nitrile, 233

p-methylstyrene with methyl methacrylate, 233

mixed aromatic polyformals, 79, 80, 85, 100

organometallic monomers, 244, 246, 247, 254-259, 261-263

polyethers, (block), 431 pyrolysis of mixed p-cyclo­

phanes, 315 p-quinodimethane containing,

315 styrene containing, 204, 205

212 styrene with butadiene, 223

Copolymers, alternating, 323 styrene - p-quondimethanes,

321 styrene - TCNQ, 321 vinyl acetate - TCNQ, 321 vinyl ethers - TCNQ, 321

Copolymers, amine containing quaterinization, 203-205

Copolymers, anionic prepared dienyl methacrylate con­

taining, 373, 374 vinyl methacrylate contain­

ing, 377 Copolymers, block

alkyl methacrylates, 368, 371, anionic preparative methods,

329, 331, 337, 368, 371, 431, 436, 438

INDEX

aromatic formal - siloxane linkages, 69

controlled structure synthesis, 436, 437, 439

ether-ester bond containing, 194

formal-carbonate linkages, 84, 88, 90, 96, 98

glycidyl methacrylate con­taining, 376, 377

MMA-alkyl methacrylate Tg variations, 371

styrene-diene microstructure, 342, 345, 350

styrene-tetrahydrofuran, 436, 437

with sulfone and formal bonds, 91, 92, 99

synthesis by anionic lining polymers, 330, 331, 333, 337

synthesis of controlled structures, 436, 437

Copolymers, comb shape properties, 165, 167-169 synthesis, 163-167, 171

Copolymers, diblock styrene-b-myrcene synthesis,

329, 337, 339 Copolymes, graft

characterization, 165 167-169 properties, 165, 167-170

Copolymers, graft synthesis, 163-167, 171, 431,

436, 438 Copolymers, polyesters

synthesis procedures, 194 Copolymers, p-quinodimethane

properties, 319 Copolymers, star shape

properties, 165, 168 synthesis, 163-166, 171

Copolymers, triblock characterization, 339 morphology, 342, 345-350,

352 styrene-butadiene, 331 styrene production, 331 properties, 331, 342, 345 styrene-b-myrcene-b-styrene characterization~ 337, 345

INDEX

Copolymers, triblock (cont'd.) styrene-b-myrcene-b-styrene

synthes is, 337, 339 GPC study, 337-339

Coumarin solvent for acridonyl sub­

stituted oxazoline, 116 m-Cresol, 13 Crotyl methacrylate

anionic copolymerization, 373 15-Crown-5 ether

phase transfer catalyst. 73, 74, 92

18-Crown-6 ether phase transfer catalyst, 73,

74 Cumylcesium

anionic polymerization initiator, 358

Cuprous iodide catalyst, 30, 32, 34, 43, 47

Cyanamide dimerization, 103 diphenylmethane diisocyanate

reaction, 104, 106, 107, 112 phenyl isocyanate reaction,

103, 105 polymerization, 103

N-Cyano-N'-phenylurea IR studies, 106,109 NMR studies, 109 properties, 103, 109 synthesis, 103, 105 thermal reaction, 107, 109,

110 trimerization, 110

Cyanourea polymers thermal degradation, 105, 108,

109 Cycloaddition

vinyl monomers, 323 Cycloalky diols

oxidation to diones, 175 179 synthesis procedure, 175, 179

Cycloakly diones oximation to dioximes, 175,

179 l,3-Cyclohexadienylmethyl

methacrylate anionic copolymerization, 373,

374 preparative procedure, 374

2, 5-Cycl ohexadienylmethyl methacrylate

453

anionic polymerization, 373, 374,

preparative procedure, 374 Cyclohexene oxide

polymerization, 435 l,5-Cyclooctadiene

hydrogenation with organo­metallic polymer, 256

Cyclooctane synthesis with organometallic

polymer, 256 Cyclopentadiene

metal complexes in Friedel­Crafts acylation, 245, 247

sodium derivative, 272 Cyclopentadienides, sodium

aldehyde substitued, 247 cobalt octacarbonyl reation,

247 ketone substituted, 247 ester group substituted, 247,

249 ruthenium dicarbonyl chloride

complexes, 247 N5_Cyclopentadienyl complexes

metal carbonyl containg, 244-250, 252-254, 259

(N5_Cyclopentadienyl)dicarbonyl cobalt

formyl, acetyl and carbo­methoxy derivatives, 247, 248

(N5-Cyclopentadienyl)dicarbonyl ethyl tungsten, 259

(N5-Cycloopentadienyl)dicarbonyl nitrosyl-chromium

acylation, 245, 247 Cyclopentadienyl dicarbonyl

nitrosyl tungstensen. 275 (N5_Cyclopentadienyl)dicarbonyl

ruthenium formal, acetyl and carbo­

methoxy derivatives, 247, 247

Cyclopentadienyllithium reactions, 249, 250, 252

454

N5-Cyclopentadienyl-Nl-met hyl styryltricarbonyl tungsten

octadecyl methacrylate copoly­merization, 279

synthesis, 272, 275

(N5_Cyclopentadienyl)rhodium di­carbonyl

hydrogenation sites, 246 hydroformylation sites, 246

(N 5-Cyclopentadienyl)tetra­carbonyl vanadium, 247

(N 5-Cyclopentadienyl)tetraphenyl cyclobutadiene cobalt, 247

Cyclopentadienyl-titanium dichloride

organic dye condensation reaction, 190

N5-Cyclopentadienyltricarbonyl benzyl tungsten

pol styrene bound catalyst, 259, 261

(N 5-Cyclopentadienyl)tricarbonyl manganese, 247

(N 5-Cyclopentadienyl)tricarbonyl methyl tungsten

styrene polymerization modifier, 259, 261

(N 5-Cyclopentadienyl)tricarbonyl ruthenocene, 247

(N 5-Cyclopentadienyl)tricarbonyl osmocene, 247

(N 5-Cyclopentadienyl)trichloro­titanium

vinylcyclopentadienyl­lithium reaction, 250

p-Cyclophane alkyl, halo and cyano

substituted, 314 p-diisoporopylbenzene trap,

320, 322 dimethyl maleate adduct, 313 low pressure pyrolysis/poly-

merization, 314, 315 optically active, 322 pyrolysis, 314, 315, 322 pyrolysis polymerization

mechani sm, 315, 316, 320, 322

p-quinodimethane dimer, 313, 314

INDEX

p-Cyclophanes, substituted pyrolysis to polymer, 315, 316

322 Cyclophosphamide, 134 Cyclopolymerization

diacetylenes, 382, 388 1-6,-heptadiyne, 382, 391, 394 propiolic anhydride, 388, 389

Decabromodiphenyl oxide flame retardant additive, 238

2,4-Decadienyl methacrylate anionic copolymerization, 373 preparative procedure, 374

Decalin, 9, 22 Dehydrogenation

alkyl aromatics, 228 ethyl alcohol, 193

Deuterium laser fusion, 269, 270

Diacetylenes copolymerization, 382, 388,

390 polymerization, 399-404

Diacetylene, dimethyl sub­stituted

polymerization, 403 Diacetylene, diphenyl

substituted polymerization, 403, 411

1,I-Diacetyl osmocene, 272 1,I-Diacetylruthenocene, 271 Diacid chlorides

diol polymerization, 194-197 Dialkyl ethers

aliphatic diol reaction, 67 formaldehyde reaction, 67

Dial kyl-4-hydroxyphenyl sUl­fonium salts

photoinitiators, 433 Dialkylphenacylsulfonium salts

photoinitiators, 432-434 Diamines

tetrahalopalladium salt con­densations, 149-152, 158, 159

Diamines, aliphatic coupling reaction with

potassium tetrahaloplatinum II compounds, 137, 138, 144

diacid chloride reaction, 58

INDEX

Diamines, aromatic, 26 diacid chloride reaction, 58

Diaminobenzanalide tetrahalopalladate II re­

action, 151, 159 1,2-Diaminobenzene, 2

3,3-diphenyl phthal ide reaction, 26

1,2-Diaminocyclohexane-dinitrato pall adi urn

biological properties, 150 1,10-Diaminodecane, 161

tetrahalopalladate II reaction, 151, 158, 159

1,12-Diaminododecane, 161 tetrahalopalladate II re­

action, 151, 158, 159 1,7-Diaminoheptane, 161

palladium II polyamine adduct, 158, 159

1,6-Diaminohexane potassium tetrachloro platinum

II reaction, 141, 145 4,6-Diamino-2-mercapto­

pyrimidine, 161 tetrahalopalladate II

reaction, 151. 159 Diamino-6-mercaptopyrimidine,

161 tetrahalopalladate II re­

action, 151, 159 1,8-Diamino-p-methane, 161

tetrahalopalladate II re­action, 151, 159

4,6-Diamino-5-nitroso-2-phenyl pyrimidine, 161

tetrahalopalladate II re­action product, 155

1,1-Dianisylethylene e-value, 244

Diaryliodonium salts cationic polymerization

initiators, 432, 433 cationic photinitiators, 433

434 cu-modified initiators, 434,

435, dye modified as cationic

initiators, 432, 433 epoxide resin initiators,

433, 435

455

photodecomposition mechanism, 432, 434

redox iniators, 434, 435 thermal decomposition, 434,

435 thermal initiators, 432, 434

Diarylketones absorption characteristics,

197 phosphorous oxychloride

coupling, 195, 198, 199 polymeric dye intermediates,

186, 195, 197, 198, 199 Dibenzo-18-crown-6 ether

phase transfer catalyst 74, 92

1,2-Dibenzoyl benzene, 2 4,6-Dibenzoylisophthalic acid

synthesis, 7, 8 thionyl chloride reaction, 21

2,5-Dibenzoylterephthalic acid synthesis, 7, 8 thionyl chloride reaction, 21

3,5-Dibenzylidene pyromellitide aromatic amine reaction, 16 preparation, 8, 9, 22

3,7-Dibenzylidene pyromellitide aromatic amine reaction, 16 preparation, 8, 9, 22

m-Di bromobenzene aromatic bis-diol reactions,

30, 31, 32, 34 4,4'-dihydroxybiphenyl coup­

ling, 31, 32, 34 reaction with resorcinol, 30

Dibutylamine chloromethylated polystyrene

reaction, 206, 207 . Dibutyltin dilaurate

isocyanate-hydroxy catalyst, 194

2,3-Dicarbomethoxy[2.4] para­cyclophane, cis and trans

synthesis route, 322 1,1-Dichloro-2,2-bis(4-hydroxy

phenyl) ethylene methylene chloride reaction,

79 polyformal preparation, 79 polyformal properties, 79, 80

456

Dichlorobis (triphenyl phos­phine)palladium II

catalyst for acetylene oligomer synthesis, 34, 43, 47

l,4-Dichloro-2-butyne dehydrochlorination, 400

Dichlorodiamine platinum II, cis and trans, 149, 150, 152

amination, 135 antitumor agent, 133, 134, 144 bacteria growth inhibitor,

133, 144 DNA reaction, 138 polymer building block, 136-

138, 143, 149 polymeric controlled release

drugs, 136, toxicity, 134

trans-Dichlorodiamine platinum IV

animation, 135 hydrolysis, 135

2,3-Dichloro-5,6-dicyano-p­benzoquinone

vinyl ether complexes, 325 styrene alternating copoly­

mers, 325 vinyl ether polymerizations,

325 methyl vinyl ether complex,

325 4,4'-Dichlorodiphenylsulfone

bisphenol A reaction, 91, 99

l,2-Dichloroethane TCNQ-carbazole polymer

sol vent, 26 Dichloropalladium II polyamines

synthesis procedure, 149, 150, 151, 152, 158, 159

Dicumyl peroxide diphenoxymethane reaction, 78

Dicyandiamide cyanamide dimerization

product, 103, 106 Dicyanodichloro p-quinodimethane

alternating styrene copolymer, 325

Diels Alder reaction biscyclopentadienone - dia­

cetylenes copolymerizations, 41, 45, 49, 50

INDEX

in polyacetylene synthesis, 392

polymerization, 392 polyphenylene synthesis

route, 41, 45, 49, 50 Diethanolamine

chloromethylated polystyrene reaction, 207

7,8-Diethoxycarbonyl-7,8-di­cyanoquinodimethane

polymerization, 317 Diethylaluminum chloride

epoxide polymerization co­initiator, 435

Diethylamine chloromethylated polystyrene

reaction, 206, 207 Diethynylbenzene

bistetracyclone Diels-Alder reaction, 41, 45

phenylacetylene co­trimerization, 412

Ziegler-Natta polymerization, 412

p-Difluorobenzene, 288 4,4'-Difluorobenzophenone

3-hydroxyphenyl acetyl ene reaction, 31, 34

4,4'Difluorobenzophenone phenoxide reactions, 34

Di hydropyran Bisphenol A reaction, 90, 97

2,4-Dihydroxybenzophenone, 197 4,4'-Dihydroxybiphenyl, 179

m-dibromobenzone reaction, 31 reduction to cycloalkane, 175

1,4-Diiodobutane PMMA living polymer coupling,

367 Diisocyanate(s)

cyanamide reaction, 104, 105, 106

diol reaction, 104, 106 1,6-Diisocyanatohexane, 164-166

171 Di(p-isocyanatophenyl)methane

cyanamide copolymerization, 104, 105, 107, 111

cyanamide derivative, 104, 105, 107, 111

cyanamide reaction, 104, 105, 107, 111

INDEX

Di isopropenyl benzenes cationic copolymerization,

416-420, 422, 424, 425, 427-429

cationic copolymerization mechanism, 417-419, 427-429

cationic polymerization, 415, 418-420, 422

copolymerization initiators, 416, 419, 420, 422, 424, 425

m-dimethoxybenzene copolymer NMR study, 419, 421

m-dimethoxybenzene copolymer­ization, 416-420, 422-425, 427-429

phenol copolymerization, 416 polymerization, 415, 417-419,

423, 427-429 triplic acid copolymerization,

419, 420, 422, 424, 425, 427-429

l,l'-Diisopropenylferrocene synthesis, 249

Diisopropylamine n-butyllithium reaction, 376

p-Diisopropylbenzene p-xylylene radical trap, 320

2,2'-Dimethoxy-4-aminoazobenzene acryloyl chloride reaction,

187 methacryloyl chloride

reaction, 187 m-Dimethoxybenzene

m-diisopropenylbenzene co­polymerization, 415-420, 422-425, 427-429

4,4'-Dimethoxybenzophenone, 197 Dimethoxymethane

acetyl chloride reaction, 208 N,N-Dimethylacetamide, 44, 48,

49, 50, 61, 206 4-Dimethylaminobenzophenone

absorption characteristics, 197

Dimethylaniline methyl iodide reaction, 202,

203 p,p'-Dimethylbibenzyl

preparation from paracyclo­phane, 314

Dimethyl carbonate sodium cyclopentadienide

reaction, 247, 248

457

7,8-Dimethoxycarbonyl-7,8-dicyanoquinodimethane

polymerization, 317 4,4'-Dimethyldiphenoxymethane

synthesis procedure, 72, 74, 96

N,N'-Dimethylethylene diamine grafted to polyethers, 164,

165, 168 Dimethylformamide, 41, 50, 203,

204, 206, 207 polyimidine solvent, 13, 26

6,6'Dimethylfulvene lithium diisopropylamide

reaction, 249, 250 sodium amide-ferrous chloride

reaction, 249 Di(4-methylphenoxy)methane

synthesis procedure, 96 N,N-Dimethyl-p-phenylenediamine

polymer coupled for dye use, 193

Dimethyl p-quinodimethane, 314 Dimethylsulfone, 206-214, 216-

219 Dimethyl sul foxide, 159, 167

polyformal synthesis solvent, 68, 69, 75-77, 95, 96, 99

Dinitroalkanes dinitrosoalkanes starting

materials, 174, 178, 181 reduction, 174-176, 177, 181 synthesis procedure, 174, 175,

179, 181 4,4'-Dinitrobicyclohexane

synthesis and character-i zati on, 181

Dinitrosoalkanes synthesis procedures, 174, 177 polymeric, 174, 175, 177

l,4-Dinitrosocyclohexane oligomers, 173, 174, 177-179

4,4'-Dinitrosoisopropylidene­bicyclohexane

synthesis procedure - char­acterization, 179

Dioxane quanternization solvent, 206-

213 TCNQ-carbazole polymer

solvent, 125, 130

458

Diphenoxymethane oxidation reactions, 77, 78 ozone reaction, 77, 78 sodium 4-methy1phenoxide

reaction, 74, 77 sodium 4-methy1thiophenoxide

react ion, 77 synthesis, 69, 70

1,3-Dipheny1 acetone biscyc10pentadienone synthesis

intermediate 45, 46 3,3-Diphenyl-6-aminophtha1ide

preparation, 24 synthesis, 23, 24

1,I-Diphenyl-4-buteny11ithium anionic initiator, 364

Dipheny1 carbonate, 27 3,3-Diphenyl-6-carboxyphtha1ide

thiony1 chloride reaction, 25 Dipheny1diacety1ene

thermal polymerization, 403, 411

3,3-Dipheny1dithiophtha1ide, 3-6, 20, 26

aniline reaction, 5, 21 Dipheny1 ether

monomer building block, 41, 45 1,I-Diphenylethylene

allyl lithium adduct as initiator, 360

n-butyl1ithium addition, 360, 362

ethyl 3-1 ithi opropyl acet­aldehyde ethyl acetal reaction, 363

1,I-Dipheny1hexy1lithium anionic polymerization

initiator, 358, 362, 373, 375

methyl methacrylate adduct, 362

preparative procedure, 362 Diphenylmethyl potassium

epoxide polymerization initiator, 438

Diphenylmethylsodium MMA anionic polymerization

initiator, 368 3,3-Dipheny1naphtha1ide

preparation, 3, 6, 19, 20 reaction with amines, 3, 19

INDEX

3,3-Diphenyl-6-nitrophtha1ide reduction, 24 synthesis, 24

Dipheny1phosphite, 58 3,3-Diphenylphtha1ide, 2-5, 11,

16, 20 aniline hydrochloride

reaction, 4, 5 carboxyl substituted, 2, 3 nitration, 24 reaction with phosphorus

pentasulfide, 4, 20, 26 synthesis, 2, 3, 11, 16, 19

Dipheny1 sulfide monomer building block, 41, 45

Diphenylsu1fone 4,4'-dihydroxy substituted, 34

4,4'-Di-tert-butyliodonium hexa­f1uoroantimonate

cationic photoinitiator, 433 Dithioxamide, 138

potassium tetrachloroplatinum II reaction, 138, 139, 143

Divinylbenzene, 223 cationic polymerization, 428 tripheny1-p-styry11ead copoly­

merization, 273, 277 vinyl Malachite Green copoly­

merization, 186 2,2'-Divinylbenzidine

diazotization and coupling to polymers, 192

Dowex 50 Methylene Blue modified, 190

Drugs controlled release type, 136,

144 Pt containing, 133-138 polymer tumor inhibitors, 136,

144 Dyes

acrylamide substituted, 187 chromatographic resins bound,

191 chlorotriazinyl type, 191 covalent bonding to polymers,

187, 189-192, 199 dihydroxy azo for polyester,

189 functionalized with poly­

merizable unsaturation, 186, 187, 188

INDEX

Dyes (cont 'd.) ionic bound to polymers, 190 methacry1amide substituted,

187 polymer bound, 185, 187, 191-

193, 199 po1ymerizab1e type, 186-188 triphenylmethane po1ymerizab1e

type, 186 water soluble polymeric type,

187, 191

Elastomers, thermoplastics applications, 331 styrene-butadiene-styrene

trib10ck type, 331 Electrical conductivity

mechani sm for polymers, 385, 386

Enterobacteraerogenes enter bacterial, 158, 160 platinum II polyamine

bacterial activity, 144 Epi ch 1 orohyd ri n

polymerization, 435 Epoxy resi ns

photopo1ymerization, 433, 434 thermal polymerization, 435

Eriochrome Black T organometallic polymer

building block, 190 Escherichia coli, 158, 160

platinum II - oxamide bacterial activity, 144

platinum II - thiourea bacterial activity, 144

Ethanolamine, mono 4-(10-acridony1) butyric acid

reaction, 114, 116 4-(N-carbazo1y1)butyric acid

reaction, 115, 117 Ethers, aryl

acetylene terminated, 33-35, 38-40

Ethers, cyclic ring opeing polymerization,

431, 433-436, 438 Ethers, dia1ky1

aliphatic dio1 reaction, 67 formaldehyde reaction, 67

Ethers, vinyl photoinitiated cationic poly­

merization, 434

Ethyl benzene, 227, 230 dehydrogenation to styrene,

228 molecular dimensions, 229

Ethyl ene

459

alkylation of aromatics, 224, 226-228

Q and e-values, 290 Ethylene glycol, 193 Ethylene glycol ditosy1ate

oxazo1ine polymerization initiator, 115, 116

Ethylene oxide anionic polymerization, 435,

438 living polymerization, 438 polymerization to macromer,

438 Ethyl formate

sodium cyc10pentadienide reaction, 247, 248

Ethyl iodide triethylamine quanternization,

202 Ethyl lithiopropyl acetaldehyde

ethyl acetal 1,1-dipheny1ethylene adduct,

363 p-Ethy1 Malachite Green, 193 4-Ethyl-2-octene

synthesis by metathesis, 262 Ethyl propiolate, 389 N-Ethyl pyridinium bromide, 215 Ethyltol uene

catalytic dehydrogenation, 224, 228

isomers boiling points, 226 isomer distribution, 224, 227

o-Ethylto1uene cyc1ization to indane, 226 dehydrogenation, 224, 228 synthesis, 224, 227, 228

m-Ethylto1uene molecular dimensions, 229

p-Ethy1to1uene, 230 dehydrogenation, 228 molecular dimensions, 229 Mobil process, 239, 240

3-Ethyny1pheno1 n-3-ethyny1phenyl-4-mitro­

phtha1imide condensation, 44, 48

460

3-Ethynylphenol, sodium salt 4-nitro-n-(3-ethynylphenyl)

naphthalimide reaction, 43, 44

4-nitro-n-(3-ethynYlphenyl) phthalimide reaction, 44

N-3-Ethynyl-4-(3-ethynylphenoxy) naphthalimide

monomer properties, 46 synthesis procedure, 43-46, 48

5-(3-Ethynylphenoxy)-N-(3-ethynylphenyl)naphthalimide

bis-cyclopentadienone conden­sation reaction, 45

4-(3-Ethynylphenoxy)-N-(3-ethynylphenyl)phthalimide

bis-cyclopentadienone conden­sation reaction, 44

monomer properties, 44, 46 synthesis procedure 44, 46, 48

2-(3-Ethynylphenyl-5-ethynyl­benzothiazole

properties, 46 synthesis procedure, 43, 45-47

2-(3-Ethynylphenyl-6-ethynyl­benzothiazole

monomer properties, 46 synthesis procedure, 43, 45-47

N-3-Ethynylphenyl-4-nitro-phthal imide

synthesis procedure, 43 3-ethynylphenol reaction, 44

Fabrics polymeric dye treated, 189-

191, 199 Ferrocene, 244

electrophilic aromatic sub­stitution, 247

vinyl substituted, 243, 244, 275

Fibers polymeric dye treated, 189-

191, 199 Fibers, cellulose

Calcocid Blue dyed, 190, 191 polyamine treated, 190

Fl ame retardants tetrabromobisphenol A based,

67

INDEX

Fluorenyllithium anionic polymerization

initiator, 357, 358, 362, 376

a-Fluorostyrene characterization, 286 copolymer composition, 288-291 copolymer NMR studies, 285,

287, 290, 291, copolymer stability, 285 copolymer synthesis, 285, 286 copolymerization studies, 285-

287 electron donor monomer, 289 methyl acrylate copolymers,

286-293 methyl acrylate copolymer­

ization, 286, 287 methyl acrylate copolymer­

ization diagram, 291 methyl acrylate copolymer­

ization reactivity ratios, 287

Q and 3-values, 289, 290 radical polymerization, 285,

286 synthesis, 285, 286

Forma 1 dehyde aliphatic diol reaction, 67 dialkyl ether copolymer­

ization, 67 diol copolymerization, 67, 68 Methylene Blue reactions, 188

Formals, aromatic cyclic dimer, trimers, etc,

71-75, 77, 78, 100 diphenyl type, 77, 78 p-methylphenyl derivative, 96 synthesis, 72-75

Formals, dialkyl oxidation to carbonate, 77 ozone reaction, 77 synthesis, 69

Formal s, diaryl synthesis, 69, 72-75

Formals, cyclic, 67. 71-75, 77. 78, 100

acid hydrolysis, 77, 78 chemical stability, 77, 78 chromatographic studies. 71-

73. 78 detection-isolation, 71-73 oxidation. 77, 78

INDEX

Formals, cyclic (cont'd.) synthesis, 67, 71-75, 100

(n 5 -Formylcyclopentadienyl)tri­carbonyl methyl tungsten

synthesis, 247-249 Friedel-Crafts reactions, 2, 7,

8, 10, 11 Cyclopentadiene-metal

complexes, 245 organometallic monomer

syntheSis, 245 polyaromatics doping, 390

Fulvenes vanadium hexacarbonyl

reaction, 253 Fumarate, dimethyl

p-xylylene radical trap., 320 Furan

AsF 5 treated, 390

Glycidyl methacrylate anionic copolymerization, 375 anionic polymerization, 375 random and block copolymers,

376 vinyl anionic polymerization,

377 Grafting

using condensation reactions, 163-166, 171

Grignard reaction organometallic monomer

synthesis, 275 4-vinylphenyl magnesium

chloride, 186 Gri gna rd reagent

polymerization initiator, 437 a -Hal ostyrenes

copolymerization, 285 homopolymerization, 285

Heavy metal compounds toxicity, 134, 136

1,6-Heptadiyne cyclopolymerization, 382, 391

l,6-Heptadiyne-1,7-d2 polymer film, 382

3-Heptene, trans metathesis by organometallic

polymer, 262, 263 High performance liquid chroma­

tography polymer characterization, 361

461

Hi stami ne, 161 tetrahalopalladate II

reaction, 151, 157, 159 tetrahalopalladium salt con­

densation product, 151, 157, 159

Hexachloroethane polyamide synthesis solvent,

56, 58, 62, 64 Hexachloro-p-quinodimethane

stabil i ty, 316 styrene copolymerization, 322

n -(2,4-Hexadiene-1-yl acrylate) tricarbonyliron, 247

2,5-Hexadienyl methacrylate anionic copolymerization, 373,

374 preparative procedure, 374

Hexamethylenediol polyesterification, 198

Hexamethylphosphoramide, 41 l,6-Hexanediamine, 161

platinum II polymers as tumor growth inhibitors, 144, 145

tetrahalopalladiate II reactions, 151, 154, 156, 158, 159

3-Hexene, trans synthesis by metathesis, 262

Hexyl methacrylate MMA block copolymers, 368

Hydroformal at ion using organometallic polymers,

246 Hydrogen peroxide

Methylene Blue oxidant, 188 m-Hydroxybenzaldehyde

nitration reaction, 57, 62 p-Hydroxybenzaldehyde

nitration reaction, 57, 62 N-(2-Hydroxyethyl)-4-(10-acri-

donyl)butyramide optical properties, 118 solution properties, 118 conversion to oxazoline, 114,

116 synthesis steps, 114

N-(2-Hydroxyethyl)-4-(N-car­bazolyl butyramide)

characterization, 117, 118 conversion to oxazoline, 115,

117 synthesis, 115, 117

462

N-2-Hyd roxyethyl dimethyl amine chloromethylated polystyrene

reaction, 206 Hydroxyethylosmocene, 272, 275

conversion to vinylosmocene, 272, 275

Hydroxyethyl ruthenocene conversion to vinyl ruth­

enocene, 271, 275 Hydroxyl ami nes

bromine oxidation, 176-178, 182

synthesis procedure, 174, 177 N-Hydroxymethylacrylamide

functional polymer monomer for dye bonding, 190

4-Hydroxy-3-nitrobenzaldehyde synthesis, 56, 57, 62

3-Hydroxy-4-nitrocinnamic acid characterization, 63 esterification with methanol,

63 nitro reduction, 63 synthesis, 57, 62

4-Hydroxy-3-nitrocinnamic acid characterization, 57 esterification with methanol,

57 nitro reduction, 57

4-Hydroxy-3-nitrophenylacetic acid

nitro group reduction­synthesis, 64

3-Hydroxyphenyl acetyl ene 4,4'-difluorobenzophenone

coupling, 34 4,4'-difluorobenzophenone

reaction, 34 m-Hydroxyphenylacetylene,

metall ic salt acetylene oligomer synthesis

intermediate, 29, 31, 34 4-Hydroxythiophenol

methylene chloride coupling, 91, 99

Hyd roxyurea antitumor agent, 138 potassium tetrachloroplatinum

II react ion, 138

Imidines model compounds, 2

INDEX

Indane dehydrogenation to indene, 224 physical properties, 226 structure in poly(diisopro-

penybenzene)polymer, 417, 419, 427-429

synthesis, 224 Indene, 224

physical properties, 226 synthesis, 224, 226

Indigo organometallic polymer

building block, 190 Inertial confinment fusion

application of polymers, 269 Initiators, anionic

anionic polymerization, 431, 436

biphenyl sodium, 362, 368 n-butyllithium, 375 sec.-butyl lithium, 360, 362 cationic polymerization, 431-

435 cumylcesium, 358 1,1-diphenylhexyllithium, 358,

360, 362 fluorenyllithium, 357, 358,

362 functionalized, 363, 364 light triggered, 431, 432, 434 naphthalenesodium, 357, 362

Iodine conductive polymer dopant, 413 doped polyacetylenes, 383-386,

390-392 Iodoni urn salts

polymerization initiators, 431-433

initiation mechanism, 432, 434 Iridiumtricarbonyl chloride

cyclopentadienyl lithium reaction, 253

Isobutylaluminum chloride metathesis catalyst, 262

Isocitrate dehydrogenase separation from enzymes, 191

Isocyanates, aromatic, 5, 6, 26 Isophthaloyl chloride

2,2'-phenyliminodiethanol reaction, 93, 95

2,2'-m-tolyiminodiethanol reaction, 93, 95

INDEX

Isoprene anionic polymerization, 331 living diblock copolymer with

styrene, 331 polymerization by living

polymer, 331 p-Isopropenylbenzyl alcohol,

potassium salt epoxide polymerization

initiator, 438 (n 5 -Isopropenylcyclopenta­

dienyl)dicarbonyl cobalt synthesis procedure, 253

(n 5 -Isopropenylcyclopenta­dienyl)-dicarbonylnitrosyl molybdenum

synthesis procedure, 252

(n 5 -Isopropenylcyclopenta­dienyl)-dicarbonylnitrosyl tungsten

synthesis procedure, 252

(n 5 -Isopropenylcyclopenta­dienyl)dicarbonylrhodium

synthesis, 253 Isopropenylcyclopentadienide,

potassium salt synthesis, 249

Isopropenylcyclopentadienyl lithium

NMR study, 250 reactions, 253, 254 synthesis, 249, 250

(n 5 -Isopropenylcyclopenta­dienyl)tricarbonylmethyl tungsten

synthesis, 275

(n 5 -Isopropenylcyclopenta­dienyl)triethylphosphorous copper

synthesis procedure, 253 p-Isopropyl-N,N-dimethylaniline

quarternization, 203 4-Isopropylpyridine

n-butyl bromide reaction, 202 p-Isopropylstyrene

triphenyl-p-styryllead copoly­meri zation, 277

463

Isothiocyanates, aromatic, 5, 6, 26

Kapton, 1 Kelen-Tudor plots

a -flurorstyrene-methyl acrylate copolymer, 292

Kerimide, 1 Ketones, bromo substituted

PMMA end capping agents, 366 Ki nel, 1 Klebsiella pneumoniae, 158, 160

platinum II polyamine bacterial activity, 144

Knoevenagel reaction cinnamic acid synthesis, 56,

57

Lactones ring opeing polymerization,

433 Lauryl methacrylate

MMA block copolymers, 371 triphenyl-p-styryllead copoly­

merization, 273 Lazer fusion

process description, 269 Lewis acids

cationic initiators, 419 diisopropenylbenzene init­

iator, 415, 419, 420, 422, 427, 428

polyacetylene doped, 381, 382 Lewis bases

polyacetylene doped, 382 L imonene

myrcene impurity, 335 Lithium aluminum hydride

vinyl organometallic monomer polymerizatin, 259

Lithium diisopropylamide anionic polymerization init­

iator, 376 6,6-dimethyl fulvene reaction,

250 6-methyl fulvene reaction,

249, 250 methyl methacrylate reaction,

376 preparative procedure, 376

Lithium ethylenediamine polybutadiyne dopant, 408

464

Lithographic resists organometallic polymer use,

247 Lukemia L1210, 133, 138

Macromers ethylene oxide based, 438 synthesis techniques, 438, 439 THF based, 438

Malachite Green vinyl substituted, 186

Malonamide potassium tetrachloro platinum

II reaction, 138, 143 Malonates

Pt containing, 136 Malonic acid

benzaldehyde reaction, 56, 57 Mannitol

diuretic, 134 Meldin, 1 Menschutkin reaction, 202 Metalloporphyrins

polymerization initiators, 431, 435

Methallyl methacrylate anionic copolymerization, 357,

373, 374 Metathesis reaction

organometallic polymers, 262, 263

in polyacetylene synthesis, 392

Methacrylamide dye residue substituted, 187

Methacrylates, alkyl living anionic polymerization,

361, 363 Methacryl ic acid

azobenzene substituted acrylamide copolymer-i zations, 187

Methacryloyl chloride 4-aminoazobenzene reaction,

187 2,2'-dimethoxy-4-

aminoazobenzene reaction, 187

macromer synthesis inter­mediate, 439

Methanol toluene alkylation reaction,

228

I-Methoxycyclopentene oligomer, 324

INDEX

TeNO copolymerization, 324 zwitterionic polymerization,

324 2-Methoxyethanol, potassium salt

epoxide polymerization initiator, 483

Methyl acetate, 208 sodium cyclopentadienide

reaction, 247, 248 Methyl acetyl ene

polymerization, 391, 392 Methyl acryl ate

Alfrey-Price 0 and e-values, 289

a-fluorostyrene copolymer­ization, 285, 286

p-quinodimethane copolymer­ization, 321

vinyl organometallic monomer copolymerization, 246, 257, 258

Methyl 3-amino-4-hydroxyphenyl­acetic acid

polymerization, 64 synthesis, 56, 57

Methyl 3-amino-4-hydroxy­cinnamate

polymerization, 64 synthesis, 56, 57, 63, 64

Methyl bromoacetate living polymer capping, 366

3-Methyl-2-butenyl methacrylate anionic copolymerization, 373

2-Methyl-3-butyn-2-ol acetylene end-capped oligomer

synthesis, 34, 43, 47 aryl halide end capper 30, 34,

40, 43, 47 base hydrolysis of adduct, 32,

34, 40, 43, 47 l,3-bis(3-bromophenoxy)benzene

reaction, 30-32, 34, 40 4,4'-bis(e-ethynylphenoxy)

biphenyl coupling, 34 3-Methylbutyric acid

hydroxyphenyl substituted, 55 Methyl chloroformate

sodium cyclopentadienide reaction, 247, 248

INDEX

Methylene Blue bound to Dowex 50, 190 butadiyne polymerization

inhibitor, 399 polycondensates oxidation

reduction cycle, 188 redox capacity, 188

Methylene Blue polymers redox capacity, 188

Methylene bromide, 92 polyformal intermediate, 79,

83 Methylene chloride, 77, 92

2,2-bis(4-hydroxyphenyl) ethylene reaction, 79

bisphenol A reaction, 70-75, 80, 83, 94-97, 99, 100

4-hydroxythiophenol reaction, 91

polyformal intermediate, 69, 70, 72-75, 79, 83, 90, 94-98

6-Methylfulvene lithium diisopropylamide

reaction, 249 vanadium hexacarbonyl

reaction, 254 5-Methylhexanoic acid

hydroxyphenyl substituted, 55 2-[3-(3-Methyl-3-hydroxy-1-

butynyl)phenyl]-5-{3-methyl-3-hydroxy-1-butynyl)benzo­thiazole

hydrolysis, 43, 47 synthesis, 43, 47

Methyl-2-hydroxyethylamine chloromethylated polystyrene

reaction, 206 Methyl 3-hydroxy-4-nitro­

cinnamate nitro group reduction, 63 synthesis, 57, 62, 63

Methyl 4-hydroxy-3-nitro­cinnamate

nitro group reduction, 62 synthesis, 62

Methyl 4-hydroxy-3-nitrophenyl acetic acid

nitro group reduction, 56 synthesis, 56, 57

I-Methyl imidazole catalyst for carbonate

preparation, 435

465

Methyl iodide amine reactions, 203

Methyl iodide, tritium labeled amine quarternization, 202

Methyl methacrylate alkyl methacrylate block

copolymers, 368, 371 anionic polymerization

initiators, 357, 358, 360 anionic polymerization

mechanism, 358, 366 n-butyllithium polymerized,

358 dienyl methacrylate co­

polymerizations, 373, 374 fluorenyllithium addition/

polymerization, 357 hexyl methacrylate block co­

polymers, 368 lauryl methacrylate block co­

polymers, 368 living anionic polymerization,

357-359, 361-363 naphthalenesodium addition,

357 octadecyl methacrylate block

copolymers, 368 organo alkali metal compound

polymerized, 357, 358, 360 PS living polymer polymerized,

368 p-quinodimethane copolymer­

i zat i on, 321 styrene block copolymer, 368

Methyl methacrylate, deuterated polymerization, 358

7-Methyl-3-methylene-1,6-octadiene

myrcene common name, 331 N-Methyl-N-nitroso-p-toluene­

sul fonamide organo metallic monomers

nitrosylation, 252 4-Methylphenol, 93, 94, 96

methylene chloride reaction, 72, 74, 94

4-Methylphenol, sodium salt, 92, 93

diphenoxymethane reaction, 77, 96

methylene chloride reaction, 72-75, 94, 96

466

4-Methylphenoxide, sodium methylene chloride reaction,

72, 74, 96 Methyl a-phenylacrylate

block copolymers, 371 N-Methyl pyrrolidone, 6, 21, 41,

104, 105, 107, 116, 118, 195 polyformal synthesis solvent,

73, 75, 77, 79, 80, 83, 90, 91, 92, 94, 96, 98, 99, 100

Methyl sorbate hydrogenation, 246

a-Methyl styrene, 223 Alfrey-Price Q and 3-values,

290 styrene copolymerization, 428

a-Methyl styrene, derivatives cationic copolymerization, 418

m-Methylstyrene production process, 228

p-Methylstyrene, 223, 224 Alfrey-Price Q and e-values,

230 anionic polymerization, 233 commercial significance, 239,

240 copolymerization, 233, 234 heat of polymerization, 230,

234 isothermal polymerization

rates, 230 meta isomer content, 224 Mobil production process, 224,

226, 228, 229, 239, 240 new commercial monomer, 225,

230, 234, 239, 240 ortho isomer content, 224 peroxide polymerization

kinetics, 232 polymerizations, 230-233 process conditions, 224, 226,

228-240 properties, 224-226, 230, 232,

234, 238-240 property advantages vs.

styrene, 224, 233, 238, 240 property advantages vs. vinyl-

toluene, 224, 233, 238, 240 storage stability, 230 styrene replacement, 240 thermal polymerization, 230,

232-234

INDEX

toxicological properties, 224, 239

unsaturated polyester diluent, 238, 239

vapor pressure, 225, 239 vinyl toluene replacement, 240 volume contraction on

polymerization, 238 Methyl styrenes

isomer boiling points, 226 4-Methylthiophenol, sodium salt

diphenoxymethane reaction, 77 Methyl vinyl ether

p-quinodimethane copolymer-i zation, 325

Michler's ketone, 197 Grignard reaction, 186, 193

Mobil ZSM-5 alkylation catalyst, 224,

226, 227, 228 toluene alkylation catalyst,

224, 226-228 Molybdenum hexacarbonyl

vinylcyclopentadienyl lithium reaction, 252

isopropenylcyclopentadienyl lithium reaction, 252

Monomers, 7 anionically polymerizable

type, 331 biscyclopentadiene type, 5, 6 n-cyanourea containing, 103-

106, 111, 112 diacetylene substituted, 29,

32-35, 38, 39, 46-50 difuranedione type, 13 dye group substituted, 185-188 electron donor-acceptor inter-

action, 322, 323, 324 glow-discharge polymerization,

271 halogenated styrenes, 224 heterocyclic acetylenic type,

42, 43, 45, 46, 47 macromolecular type, 438, 439 methyl substituted styrene

isomers, 224, 230 vinyl aromatics, 223, 224,

230, 234, 239 vinyl organometallic, 243-263

INDEX

Monomers, acetylene terminated . radical polymerization, 29,

33, 35 Monomers, biscyclopentadienones

diacetylenes condensations, 50, 51

Monomers, n-cyano substituted polymerization, 105, 111 trimerization, 108, 110

Monomers, Diels-Alder type biscyclopentadienone, 42,

45, 46 Monomers, dye substituted

homo- and copolymerization, 185-188

synthesis, 185-188 Monomers, vinyl

Alfrey-Price Q and e-values, 289, 290

anionic polymerization, 329, 330, 331

aromatic substituted, 224, 225, 230

cationic polymerization, 319 copolymerization, 319, 322,

323 donor-acceptor complexes, 322 homopolymerization, 319, 322 ionic initiated grafting, 163 quaternary ammonium

containing, 201 p-quinodimethane copolymer­

ization, 321 radical initiated grafting,

163 Monomethyltricaprylyl-ammonium

chloride Al iquat, 69, 70, 72, 73, 74,

336 Morpholine

n-aryl substituted, 195 Mycomycin, 405 Myrcene, 333

alkyl lithium polymerization, 329, 332, 335, 337

anionic polymerization, 333, 335, 337

impurities, 332 isoprene relationship, 332 7-methyl-3-methylene-1,6-

octadiene, 331 purification, 333, 335, 339

467

styrene block copolymer, 337, 338, 339

synthesis from 6-pinene, 332

Naphthalic anhydride, 3, 19, 20 acid chloride preparation, 3

Naphthalene doped conductivity, 393 doped crystal structure, 393 electrochemically oxidized,

393 monomeric radical cation

salts, 393 Naphthalene sodium

anionic polymerization initiator, 357, 362

Naphthaloyl chloride, 3 preparation, 19

l,4-Naphthaquinodimethane, 314 Nef reaction

nitroalkane oxidation reaction, 175, 178, 180

Neisseria mucosa, 158, 160 platinum II polyamine

bacterial activity, 144 Neoplasms

malignant type, 133 Neutral Red

polymeric dye intermediate, 190

Nigrosine organometallic polymer

building block, 190 Nitroal kanes

reduction to hydroxylamines, 175-177, 182

Nitrobenzene, 428 3-(p-Nitrobenzylidene)phthalide

preparation, 25 reduction, 25

a-4-Nitrobicyclohexyl-w-nitro-poly (azo-4,4'-bicyclo­hexylene-N,N'-dioxide), 173

4-(4-Nitrocyclohexyl)cyclohex­anone oxime

synthesis and character­ization, 181

2-(4-Nitrocyclohexyl)-2-(4-oximinocyclohexyl)propane

synthesis procedure, 180

468

4-Nitro-n-(3-ethynylphenyl) naphthalimide

synthesis procedure, 48 a-4-Nitroisopropylidene bicyclo­

hexyl-w-nitropoly(azo-l,4-cyclohexylene-isopropyl­idene-l,4-cycl ohexyl ene­N,N'-dioxide), 173

4-Nitronaphthalic anhydride 3-aminophenyl acetylene

reaction, 43, 48 Nitronium tetrafluorocarbonate

reduction, 11, 24 p-Nitrophenylacetic acid

phthalic anhydride reaction, 25

4-Nitrophenylhydrazine platinum II polymer as tumor

growth inhibitor, 145 3-(p-Nitrophenyl)-3-phenyl­

phthalide reduction, 24 synthesis, 24

4-Nitrophthalic acid, 11 4-Nitrophthalic anhydride

3-aminophenyl acetylene reaction, 48

benzene acylation, 11, 23 ethynyl phthalimide synthe­

sis intermediate, 48 synthesi s, 11

6-Nitrophthal ide benzaldehyde reaction, 25 synthesis, 25

4-Nitrophthalimide, 11 Nitroso al kanes

bifunctional monomers, 173, 177, 178

dimerization, 173, 174, 178 isomerization to oximino com­

pounds, 175, 178 oligomers, 173, 177, 179

Nitroso cycloalkanes polymerization, 175, 177

Ni troso dimers stability, 173

Nol imide, 1 Nuclear fission, 269 Nuclear fusion

deuterium-tritium mixture, 269, 270

lithium, 270 mechanism, 269

INDEX

polymers in target, 270 target design, 269, 270 process description, 269, 270

a,a,a' ,a',2,3,5,6-Octachloro-p­xyl xyl ene, 316

9,12-Octadecadienyl methacrylate anionic copolymerization, 373,

374 preparative procedure, 374

Octadecyl methacrylate MMA block copolymers, 368

Octadecyl methacrylate triphenyl-p-styryllead copoly­

merization, 273, 276, 277 vinyl OSmocene copolymer­

ization, 274, 279 2,4-0ctadienyl methacrylate

anionic copolymerization, 373, 374

preparative procedure, 374 4,7-Octadienyl methacrylate

anionic copolymerization, 373, 374

preparative procedure, 374 4-Octene, trans

synthesis by metathesis, 262 Olefins, electron rich

photopolymerization with iodonium salts, 433

Oligomers, 71-75, 80, 86, 90, 91, 96, 97

n-cyanourea terminated, 104, 105, 106

cyclic formal, 70-75, 79 isocyanate terminated, 104-106 linear formal, 70, 71 methyl methacrylate polymer­

izations, 366, 376 Oligomers, acetylene terminated

aryl-ether type, 30, 32, 34, 35, 38, 39

characterization, 32 curing mechanism, 35 cured polymer properties, 29,

33, 35-40 decomposition analysis, 35, 38 graphite prepregs, 36-40 polymerization, 29 synthesis, 29, 32, 34 Tg values, 32-37, 40

INDEX

Oligomers (cont'd.) thenmomechanical properties,

32, 33, 35-40 thermooxidative properties,

33, 35 thermoset resin systems, 33-40

Oligomers, aryl-ether acetylene end-capped

properties, 29, 35-37, 39, 40

acetylene end-capped syn­thesis, 29, 30, 33, 34, 35, 38, 40

bromo end capped, 32, 34 Oligomers, benzophenone aryl­

ether acetylene end-capped syn­

thesis, 33-37 Oligomers, bromo end-capped

2-methyl-3-butyn-2-ol reaction-capping, 32, 34, 40

Oligomers, dibromo terminated, 31, 32, 34

Oligomers, phenylsulfone containing

bromo end-capped, 29, 30, 32 Organometallic complexes

n5-cyclopentadienyl containing, 244, 246-263

Organometallic compounds tumor inhibitors, 133, 144

Organometallic monomers glow-discharge polymerization,

271 lead containing, 271, 276 osmium containing, 271-275,

279 palladium containing, 276,

277, 279, 280 polymerization, 254, 257,

259, 263 ruthenium containing, 271,

272, 275, 279, 281 synthesis, 245-254 tungsten containing, 271-275,

279 vinyl substituted, 243-253

n5-vinylcyclopentadienyl sub­stituted, 244-263

Organometallic polymers applications, 243-247, 250,

252, 262, 263

469

bacteria growth inhibitors, 150, 151, 158, 160, 161

hydrogenation catalyst, 250, 252

nuclear fussion applications, 279

organic dye modified, 190 synthesis, 269, 272, 273, 274,

276, 277, 279, 281 tumor inhibitors, 145

Osmocene acetic anhydride reaction,

271, 275 in organometallic monomers,

247, 263 Oxalyl chloride, 193

2,2'-phenyliminodiethanol reaction, 193

2,2'-m-tolyliminodiethanol reaction, 193

Oxamide, 140 potassium tetrachloro platinum

II reaction, 138, 144 Oxazines

coupled to polymers, 188 l,3-0xazoline, aromatic

subtituted cationic polymerization, 114-

118 Oxygen

formal reactions, 77 Ozone

formal reactions, 77

Palladium, 156 Palladium compounds

biological applications, 150, 151, 157, 158, 160, 161

Palladium dichloride, 156 Palladium II polyamines

analysis, 151-156, 159 bacteria inhibition, 151, 158,

160, 161 biological characterization,

151, 158, 160, 161 characterization, 151-157, 159 properties, 151, 157,-161 synthesis, 149-152, 158, 159

470

Paryl ene p-cyclophane monomers, 315

Perchlorotetraphenyl-p-xyl xyl ene, 317

Perchloro-p-xylxylene, 316 Perkin reaction, 12 Phase transfer catalysts

Aliquat 336, 69, 70, 72-74 onium salts, 72-74 polyformal synthesis, 69-75,

92, 94, 100 tetrabutylammonium bromide,

73, 94, 95 tetrabutylammonium chloride,

73, 74 tetraheptylammonium chloride,

73, 74 Pheno 1, 58, 59

diisopropenylbenzene co-polymerization, 416

formaldehyde reaction, 68 polyformal end copper, 97, 99 reduction to cycloalkyldiols,

175 Phenol-formaldehyde resins

synthesis, 68 Phenoxide anions

methylene chloride reaction, 69-75, 96, 98

Phenothiazine(s) acrylamide substituted, 187 redox reaction, 186

Phenothiazine, acrylamide substituted

radical copolymerization, 187 Phenylacetic acid

pyromelliticdianhydride reaction, 8

Perkin reaction intermediate, 12, 25

Phenyl acetylene, 405 diethynylbenzene cotrimer­

ization reaction, 412 thermal polymeri zation, 411,

412 trimerization, 412 Ziegler-Natta polymerization,

412 2-Phenyl-3-benzylidene­

phthalimidine preparation, 6, 7, 21

INDEX

p-Phenylenediamine, 161 platinum II polymer as tumor

growth inhibitors, 145 tetrachloropalladate II

product IR, 152, 153 tetrahalopalladate II

reactions, 151, 153, 159 3,3'-(l,3-PhenYlene)bis-[2,5-

diphenyl-4-p-phenyloxyphenyl cyclopentadienone]

bis-ethynyl substituted imide copolymerization, 44, 50

synthesis procedure, 42, 44, 45

3,3'-(l,3-Phenylene)bis[2,5-diphenyl-4-p-phenylthio­phenyl cyclopentadienone]

bis-ethynyl substituted imide condensation reaction, 50

synthesis procedure, 42, 45

h6-(2-Phenylethyl acrylate) tricarbonylchromium, 247

2,2-Phenyliminodiethanol, 193 acid chloride polymerization,

194-197 diisocyanate polymerization,

194, 198 esterification with acid

chlorides, 194-197 Phenyl isocyanate, 26

cyanamide reaction, 103, 105 Phenylisothiocyanate, 26 Phenyllithium, 3, 19

naphthalic anhydride reaction, 19, 20

Phenyl magnesium chloride Michler's ketone reaction, 186

Phenylquinoxalines acetylene terminated, 29

Phenylsulfone 4,4'-bis(3-ethynylphenoxy)

substituted, 29 Phenyl sulfonaphthalein dye

biscyclopentadienyl-titanium dichloride condensation, 190

Phosphorus oxychloride, 19, 195, 198

Phosphorus oxytrichloride, 58 Phosphorus pentachloride, 19 Phosphorus pentasulifide, 9, 20,

22 Phosphorus trichloride, 58

INDEX

Photoinitiators cationic polymerization, 432,

433, 434 Photochemical reactions

organometallic monomers, 246, 247

Photoconductivity dye sensitization, 187

Photopolymerization cyclic ethers, 431-433 cyclic sulfide, 431-433 electron rich olefins, 433 iodonium salt initiated, 432,

433, 434 Phthalaldehyde, 2 Phthalic anhydride, 3, 4, 20, 25 Phthal ide, 2

benzylidene substituted, 4 dehydration, 11 hyd ro 1 ys is, 11 nitration, 11, 25 phenyl substituted, 13

Phthal imide hyd ro 1 ys is, 11 nitration, 11

Phthal imidine, 4 Phthaloyl chloride

benzene reaction, 2, 16 4-Picoline

n-butyl bromide reaction, 202 Picrate, potassium salt

polymer complexes, 164, 169, 170,

Picrate, sodium salt polymer complexes, 164, 169,

170 a-Pinene, 335

pyrolysis to myrcene, 332 Piperidine

cata 1 yst, 25 Platinum complexes

amine ligands, 133, 136, 140 antitumor activity, 133-139,

144 malonate containing, 136 nitrate containing, 136 sulfate containint, 136 thiourea reaction, 138" 143-

145, 149 toxic activity, 134

471

Platinum compounds antitumor activity, 133, 135,

136, 139, 139, 144, 145 diaquo complexes, 135 diiodo complexes, 135

Platinum II oxamide polymer IR spectrum, 139, 140-142

Platinum II polyamides synthesi s, 133, 138

Platinum II amide polymers UV and visible spectra, 139,

141 Platinum polyamines

bacterial activity, 139 characterization, 152, 157 complex geomety, 140 molecular weights, 139, 143 solubility properties, 143 synthesi s, 137, 138, 140, 144,

145, 152 tumor growth inhibitors, 139

Platinum II polyhydrazines bacterial activity, 139 tumor growth inhibitors, 139

Platinum II polymers bacterial activity studies,

140-142 characterization, 143, 144 complex structure, 137-140,

144 synthesis paths, 137-139, 143,

144 Platinum II polythioureas IR

spectra, 139-141 bacterial activity, 139 synthesis, 133, 137, 138, 143,

144, 149 tumor growth inhibitors, 139

Platinum II polyureas bacterial activity, 139 IR spectrum, 139-142 synthesi s, 133, 137,' 138, 143,

144, 149 tumor growth inhibitor, 139

Poly(acetylenes) AsF5 doped, 383, 384

butadiyne absorption and poly­merization, 412

chemical modification, 392, 395

chloromethyl substituted, 392 crystallinity, 383

472

Po 1 y ( acetyl enes) (cont I d. ) cyano substituted, 383, 392 doped, 381, 383-385, 388, 393 doping kinetics, 385 doped structure, 393 electrical conductivity, 381,

383-388 I2 doped, 383-386, 390-392,

413 I2 oxidation, 383-387, 392,

393 film preparation, 402, 403 Lewis acid doped, 381, 383,

384 metalic conductivity, 381 methyl substituted, 393 morphology, 383 oxidation-oxygen sensititivy,

381, 385, 388, 393 polybutadiyne stabilized, 412,

413 poly(1,6-heptadiyne) com-

parisons, 383. 386, 387 properties, 381. 383 radical cations. 386, 387 radical cation coupling. 387 radical cation structure, 387 reduction. 381 structure-properties, 401 substituted type. 382. 388,

392 symmetry, 386 synthesis procedures, 383,

391, 392, 393 trifluoromethyl, 392

Poly(acetylene), cis. 385, 392 bromine complex thermolysis,

392 Poly(acetylenes), substituted

doped to high conductivity, 388

Polyacetylene, trans polybutadiyne protected. 385 raman spectroscopic study, 394

Poly(acetylene-co-bromo­acetylene)

structure. 392 Poly(acetylene-co-propiolic

acid) synthesis. 390

INDEX

Poly[N-((10-acridonyl)4-butyryl) ethyleneimine]

characterization, 116-123 compression molding. 121-122 crystallization behavior, 121,

122 optical properties, 118 plasticizer modified, 121 solution properties, 118 spectroscopic study, 119, 120 structure, 114, 121, 122 synthesis procedure, 114-116 thermal properties, 121, 122 Tg values, 122

Poly(acrylic acid) polymer complexes, 167

Poly(N-acylethyleneimines), 113 acridone substituted, 114,

116, 118, 119, 121, 122 carbazole substituted, 114,

115, 117. 120, 123-127 complexes, 113, 125 doped. 113, 130 electrical properties, 113 polarizable aromatic groups

attached substituted, 113-130

structure. 113, 122 synthesis, 113-115 trigonal nitrogen groups

attached, 113 Poly(allyl methacrylate)

anionic preparation, 372, 373 properties, 373

Poly(allyl methacrylate-co-n­butyl methacrylate-co-methyl methacrylate

physical properties, 373 preparative procedures, 372,

373 Poly(alkenyl methacrylates)

highly reactive air drying polymers, 374

Poly(alkyl methacrylates) block copolymers, 368, 371,

372 characterization, 361, 365,

371, 372 enyl and dienyl substituted,

372, 373, 374 preparative procedures, 361

INDEX

Poly(alkyl methacrylates) block copolymers

Tg values, 371 Polyamides

alkyl and alkenyl modified, 55, 59, 61, 64

13C NMR characterization, 61 characterization, 59, 61 conversion to polybenz-

oxazoles, 55, 58, 59, 60, 62, 64

dye group modified, 189 properties, 59

pt II containing, 133, 138-143 synthesis, 58, 62, 64 synthesis with triphenylphos-

phine, 58, 59, 64 thermal cyclization to poly­

benzoxazoles, 58, 59, 60, 64 Polyamides, substituted

cyclodehydration, 55, 58 polybenzoxazole precursors,

55, 59, 62, 64 Polyaromatic polymers, 390

AsF5 doped-conductivity, 390

oxidation, 390, 395 Poly(as-triazine)

solubli1ity,41 Poly(azoalkylene-N,N-dioxides) ,

173 synthesis, 175, 176, 181

Polybenzimidazoles, 55 Polybenzodipyrrolediones, 13 Poly(benzothiazoles)

solubility, 45, 55 Polybenzoxazoles

alkyl and alkenyl modified, 55, 56, 59, 60, 62

crosslinking, 59 characterization, 60 polymerization conditions, 59,

60 precursor monomers, 55, 56 properties, 60 reaction condition, 59 synthesis, 58-60, 62, 64 synthesis from polyamides, 55,

58-62, 64 Poly(benzylenebenzimidazoles),

2, 26

Poly(benzylidenepyro-mellitimides)

characterization, 17, 18 properties, 16-18 structures, 16-18

PolY(a-bromostyrene), 285 Polybutadiene

HPlC analysis, 366 rubber extensibility, 352

Polybutadiene, hydroxyl terminated

preparative method, 363 Poly(butadiyne)

473

applications potential. 412, 413

characterization. 399. 403. 404,406-410

coatings on thermoplastics. 401. 403. 404, 408, 410

crystallinity. 407 doping for conductivity. 408 electrical conductivity, 400.

401. 408 ESR studies, 407, 410 films. 403, 404, 410 impregnation and coating on

polymer surfaces. 408-413 oxygen uptake - reaction, 412 polymer structure, 401, 402,

404, 406, 408, 410-412 post-polymerization reactions,

408, 409, 410 properties. 399, 400, 403,

404, 407, 408 properties of coated polymers,

404. 408. 409, 410 spectroscopy studies, 404-407,

409 synthesis methods, 399-403 thermal properties. 407-410

Poly(t-butyl methacrylate) anionic preparative methods.

372 glass transition temperature.

372 physical properties, 372

Poly(n-butyl methacrylate-co­methyl methacrylate-co-1,3-cyclohexadienyl methyl methacrylate)

physical properties, 374 preparative procedures, 373.

374

474

Poly(n-butyl methacrylate-co­methyl methacrylate-co-2.5-cycl ohexadienyl methyl methacrylate)

physical properties. 374 preparative procedures. 373.

374 Poly(n-butyl methacrylate-co­

methyl methacrylate-co-2.4-hexadienyl methacrylate)

physical properties. 374 preparative procedure. 373.

374 Poly(n-butyl methacrylate-co­

methyl methacrylate-co-4.7-octadienyl methacrylate)

physical properties. 374 preparative procedures. 373.

374 Poly-n-butyl-p-quinodimethane.

315 Poly(n-butyl-4-vinylpyridinium

bromide). 204 Polycaprolactone. diol polymer

diisocyanate reaction. 104. 106

Poly[n-((9-carbazoyl)4-butyryl) ethyeneimine]

characterization. 118-120. 123-130

charge transfer complexes. 125-128

complex Tg. 125-127 complex equilibrium constant.

125. 126. 130 complexing behavior. 125-130 crystallization behavior. 123.

124. 130 doped. 130 fluoroescence emission

spectra study. 120 ion radical salts. 125-130 packing geometry. 130 plasticizer modified. 123 properties. 120. 123-128. 130 synthesis. 115-118 TeNQ complexes. 125-130 Tg values. 123-126 X-ray analysis. 123. 125

Polycarbonates bisphenol A based properties.

73. 76. 81-83

IN!>EX

bisphenol A formal dimer containing. 84. 90. 97. 98

Tg values. 73. 76. 81-83. 90. 95

Poly(chloromethylthiirane) rearrangement reaction. 439 synthesis procedure. 439

Poly(a-chlorostyrene). 285 Polycyclohexadiene.

dehydrogenation. 41

PolY(n 5-cyclopentadienyl-n ' -methyl styryltricarbonyl tungsten-co-octadecyl methacryl ate)

properties. 274. 279 synthesis. 274

POlY[4.6-diamino-5-nitroso-2-phenyl pyrimidine palladium (II) dichloride]

characterization. 155. 156. 159

thermal decomposition. 156 Poly(diacetylenes)

structures. 401. 403 Poly(dii sopropenyl benzene)

structure. 415. 417 synthesis methods. 415

Poly(m-diisopropylbenzene-co-m­dimethoxybenzene)

characterization. 420-426 composition. 420. 422. 424.

427 properties. 423. 425. 426 structure. 419. 420. 422-424. 427

Poly[m-(N.N-dimethyl)­aminostyreneJ

N.N-dimethyl-p-phenylene-diamine coupling. 192

Poly[4-(N.N-dimethylamino)­styrene]

methyl iodide quarternization. 203. 204

Poly(1.4-dimethyldiacetylene) synthesis. 403

Poly(diphenylbutadiyne) post-polymerization reactions.

408 Poly(diphenyldiacetylene)

oxygen uptake-reaction. 412 structure. 403. 406. 411. 412

INDEX

Poly[(l,3-dioxo-1H-benz[de]iso­quinoline-2,6 (3H)-diyl)oxy [2I,_211I,5I,5"I_tetra_ phenyl-4 I,6" II -bis[p­(phenylthio)phenyl]-m~ quinquephenyl-3,3"I "-yl ene]]

synthesis procedure, 44, 45 PolY[(l,3-dioxo-2,5-isoindol­

inediyl)oxy[4 I,6" II -bis(p­phenoxyphenyl)-2I,211I,5", 5" II -tetraphenyl-m­quinquephenyl-3,3"I "-yl ene]]

synthesis procedure, 44 Poly(2,2"-divinylbenzidine)

diazotization and coupling reactions, 192

Polyelectrolytes preparation, 202, 205 properties, 219, 220

Polyenes acetylene moiety poly­

merization, 29 conductivity, 382, 391 conjugated type, 382, 390,

391, 393, 394 heteroatom containing, 390,

391, 393 methyl acetylene polymer, 390,

391, 392 non-conjugated, 394, 395 poly(methyl acetylene), 391

Polyesters, 194-197 azo dye modified, 189 dye group modified, 189, 195-

197 structurally colored, 189 synthesis from diols with acid

chlorides, 194-196, 198 Polyester fibers

flame retardent additives, 67 polyformal additives, 67

Polyethers block copolymers, 435, 436 electron-donating ability, 163 living type, 431, 435-437 reactive type, 431, 439 synthesis methods, 433-435 using tetraphenylporphyrin-

diethylaluminum complex catalyst, 435

Polyethers, block type synthesis, 435, 436

Polyethers, non-linear graft copolymers, 163-167

POly(ether-ester), 198 Poly(ether sulfone carbonate)

characterization, 91, 92 synthesis procedure, 91

Poly(ethersulfoneformals) NMR spectra, 92, 93 properties, 91, 92 synthesis procedure, 91, 99

Polyethylene

475

polybutadiyne stabilized, 413 polybutadiyne surface

modi fi ed, 413 surface for butadiyne polymer­

ization, 401, 403 Poly(ethylene glycol)

diisocyanate reactions, 164-166, 171, 194, 198

esterification, 193-195, 198 Poly(ethylene glycol), mono­

methyl) ethers, 164, 165, 171

l,6-diisocyanatohexane reaction, 164-166, 171

Poly(ethylene imines), 164-166, 171

grafted with PEGME-isocyanate adducts, 164-169, 171

poly(ethylene glycol) grafted, 164-166, 168, 170, 171

Polyethylene oxide synthesis, 436

Poly[N-ethyl-N-(2-methacryloyl­ethyl) anil i ne]

conversion to polymeric dye, 192

Poly(a-fluorostyrene) base stabilized, 285 decomposition mechanism, 303,

304 NMR studies, 285, 291, 293,

300, 301 Tg value, 305, 306

Poly(a-fluorostyrene-co-methyl acryl ate)

compositional studies, 288, 291, 292

degradition to lactone, 303, 304

NMR studies, 290, 294, 295, 288, 301, 303, 304

solution stability, 303

476

Poly (cont'd.) Tgvalues. 305. 306

Polyfonmals. aliphatic synthesis. 67 tetrabromobisphenol A based.

67. 68 Polyfonmals. aromatic

acid hydrolysis. 76. 77 bisphenol-A based. 69-76. 79.

80. 85. 94-100 blends. 87-89 characterization. 95 chemical stability. 76-78 chlorine containing. 79-81 chromatographic study. 70-73 1.I-dichloro-2.2-bis(4-

hydroxy-phenyl)ethylene based. 79. 80

hydroxy tenminated. 69. 80. 84.85. 86. 90. 96. 97. 98

mechanical properties. 76. 80 mixed bisphenol containing.

79. 80. 84. 85. mixed bisphenol properties.

80. 85 molecular weight. 70-72. 75.

76. 80. 85. 86 NMR spectra. 70. 80. 84. 85 oligomeric 80. 84. 85. 87. 90.

96-98 oxidation stability. 76-80 phase transfer catalysis

synthesis. 69. 70. 72. 73. 75. 76. 81-83. 94. 95

polyetherimide blends. 87. 89 polyether sulfone blends, 87,

89 polyphenylene oxide blends,

87, 89 properties, 70, 73, 76, 77,

79, 80, 85, 87 stability to acids, 76-78 synthesis, 67, 68, 70-73, 75-

77, 79-84, 86, 91, 94-100 tetrabromobisphenol A

diethanol based, 67, 68 tetramethylbisphenol A based,

69 thermal stability, 77, 80, 85,

99 Tg values, 73, 76, 79-83, 85-

88, 91, 97, 98. 99

INDEX

Polyfonmal, aromatic oligomers ether-sulfone containing, 87,

91 phosgenation to copolymers,

84, 87, 90, 96, 97 phosgene reaction, 84, 85, 90,

96-98 Polyfonmals, bromine containing

flame retardant additives, 67 Polyfonmals, mixed aromatic,79,

80, 84, 85, 87 Polyfonmal,oligomers

phosgene reaction, 84, 90, 97, 98

preparation, 70. 73, 75-79, 80, 87. 94, 96-98

Poly(glycidyl methacrylate) anionically prepared, 375. 376 copolymers, 375, 376

PolY(a-halostyrenes) stability. 285, 303, 304

Poly(I,6-heptadiyne) activation energy, 383. 388 AsF5 doped, 383, 384

a ssymmetry , 386 conductivity, 383-387 crystallinity, 383 double bond structure, 382 iodine doped, 384-386 morphology. 383 oxidation (doping) process,

383-385 oxidation stability, 388 preparation. 382 properties, 383 radical cation reactions,

structure, etc., 386, 387 spectroscopic studies, 382,

386, 387 structure, 382, 391 thermal properties, 383

Poly(hexamethylene tere-phthalate)

synthesis 194, 198 Poly[I,6-hexanediamine-palladium

(II) dichloride] characterization, 154. 155.

159 thenmal decomposition, 156

INDEX

Poly(2,4-hexadienyl meth­acrylate)

physical properties, 374 preparative procedure, 373,

374 Poly(hexyl methacrylate)-b-poly

(methyl methacrylate) preparative procedure, 368,

371 Poly(imides), 1

solubility, 41, 45 tetrachloropalladate II

dipotassium reaction, 150 Tg values, 50

Polyimidines, 1, 2, 4, 6, 13-16, 26

characterization, 14-16 phenylated, 1, 4, 13-15 properties, 14-16 so 1 ubil ity, 41 st ructures, 14, 15 synthesis, 13 thermal behavior thio derivatives, 13

Poly(indane) structure of poly(diiso­

propenyl benzene) prepared cationically, 415, 419

Poly(isoprene) rubber extensibility, 352 Tg value, 335

Polymer SP, 1 Polymeric dyes

applications, 191-193, 199 chemical reduction reactions,

186, 188 dioxygenation of water, 190 finely divided metal

precipitant, 190 fluoroescence, 190 hv absorbers, 190 nonabsorbable food colorants,

190 pH indicators, 192 optical properties, 188, 190 organometallic polymer types,

190 photochromic behavior, 187,

190 po 1 yami des, 189 polyesters, 189, 194, 195, 199 polyurethane, 189, 194, 195,

198, 199

477

preparative procedures, 185-197, 199

redox reactions, 185-188, 190 thermochromic, 190 water soluble type, 187, 191 weatherability, 190

Polymeric dyes, azo type photochromic polyelectrolytes,

187, 188 synthesis procedure, 187-189,

192 Polymeric dyes, triarylmethane

synthesis, 186, 193 Polymeric hydrogen acceptor

for enzymatic dehydrogenation reactions, 193

Polymeric Malachite Green non-diffusion dye, 193 polyelectrolyte behavior, 193 synthesis procedure, 186, 193

Polymerizations alkyllithium initiated, 329-

331, 335, 337 cyclic ethers, 431, 433-436 cyclic sulfides, 431, 433 diisocyanates with cyanamide,

107, 108 a-hal ostyrenes , 285, 286 1 actones , 433 light induced, 432, 433 living anionic type, 329-331,

333, 337 monomeric dyes, 186-188 metathesis type, 392 organometallic monomers, 271-

274, 276, 277, 279, 281 ring opering, 431, 433, 436 spiroorthoesters, 433 Ziegler-Natta method, 400-403,

412 Polymerizations, anionic, 436

acrylates, 357-359 applications for

methacrylates, 377 butadiyne, 399 diisopropenylbenzenes, 415 enyl and dienyl methacrylates,

372-374 limitations, 331 methacrylates, 357-359, 361-

363, 372, 373

478

Polymerizations, cationic, 324, 432-437

butadiyne, 399 diisopropenylbenzenes, 415-420 initiators, 432-436 living type, 436, 437 mechanism, 432, 434 photoinitiated, 432-434

Polymerizations, chain growth monomers with dye residues,

186-188 Polymerizations, glow discharge

monomers with iodine, 271 tetramethyllead, 271

Polymerization, initiators anionic type, 431, 436 cationic type, 431, 433-435 iodonium salt type, 431, 433-

435 metalloporphyrin type, 431,

435 sulfonium salt type, 431

Polymerizations, living anionic, 357-363, 367, 368, 436, 437

Polymerizations, radical butadiyne, 399 diisopropenylbenzenes, 415

Polymerizations, step growth monomers with dye residues,

188, 189, 197 Polymerizations, solid state

butadiyne, 399-401, 403 Polymerizations, surface

butadiyne, 401, 403, 404, 408, 410, 412, 413

Polymerizations, thermal butadiyne, 399, 400, 403

Polymers ASS type, 233 ablation in nuclear fusion,

271 acylethyleneimine based, 113-

127 allyl glycidyl ether baed, 190 amide group containing, 55,

58, 62 aromatic amide type, 1 aromatic heterocyclic type,

41, 49-52 aryl diazonium salt sub­

stituted, 192 azo dye modified, 187-189, 192 benzene oxidation route, 41

INDEX

N,N'-biscarbamyl-N-cyano­quanidine containing, 108

biscyclopentadienone-diacety­lene based/properties, 49-52

chloromethylated, 209, 211, 217, 218

p-chloromethylstyrene containing, 190

condensation type, 201, 202, 211

crystallinity modification with polybutadiyne, 413

N-cyanourea containing, 103-107

dichloropalladium II diamine containing, 149-161

from difunctional n-cyanourea monomer, 104, 105, 107

from diisocyanate-cyanamide reaction, 103, 107

as drug delivery agents, 136 dye group substituted, 185-

192, 198, 199 dye reactions, 185, 191, 192 electrically conductive, 381,

382, 387, 390, 394 formal linkages, 67 formaldehyde-methylene blue

containing, 188 functionalized methacrylate,

357, 360, 363-368, 372-377 grafting by condensation

reactions, 163-171 a-halostyrene, 285 heteroaromatic ring

containing, 55, 59, 62 n-hydroxymethyl acrylamide

containing, 190 ionic dye bonded, 190 living polyepoxide type, 431,

435 living polystyrene type, 436,

437 living types, 329-331 Malachite Green modified, 186,

187 optical behavior, 188 organometallic, 133-145, 149-

152, 158, 159, 190, 243-247, 250, 255, 256, 262, 263, 271, 279

INDEX

Polymers (cont'd.) phenylated synthesis, 41, 44,

49, 50, 51 phenylene containing, 390, 391 photolabile, 187, 189 platinum containing, 133-145 polarizable aromatic sub-

stituted, 113-127 polybutadiyne coated, 400,

401, 403, 404, 408-410, 412 polyimidines, 1, 13-15, 26 as polymeric dye precursors,

185, 191, 192, 198 quarternization, 201, 202,

211, 220 quinodimethane type, 311, 313,

314 redox-dye reactions, 186, 188,

190 resorcinol-Methylene Blue con-

taining, 188 as semi conductors, 381 structurally colored, 185, 189 substituted with metallic

residues, 271-274, 276-281 sulfur nitride containing,

390, 391 thermally stable, 1, 13-16, 26 transition metal containing,

247, 254-260, 262, 263 triethylbenzyl ammonium halide

substituted, 214-220 vinyl aromatic containing,

223, 230, 234, 235 vinylferrocene modified, 246

Polymers, amino type covalent bonding of dyes, 191,

199 Polymers, aromatic

oxy-phenylene type, 261 Polymers, azobenzene containing

polyelectrolyte behavior, 188 Polymer blends, 100

polyformals with polycar­bonate, 87, 89

polyformals with polyphenyl­ene oxide, 87-89

polyformals with polystyrene, 87-89

polyformals with polysulfone, 87-89

polyformals with polyether­imide, 87-89

Polymers, chloromethylated amine treatment, 202, 211,

217-220 Polymers, condensation

quarternization, 201, 202, 211, 220

479

Polymers, conductive opportunities for study, 394,

395 Polymers, functionalized

covalent bonding of dyes, 186-189, 191, 192

nucleophilic substitution with dye molecules, 190, 191

Polymers, ionic solution properties, 215, 216 glass transition, 219

Polymers, living anionic 436, 437 block copolymer, 368, 371, 372 cationic, 436, 437 end capping reactions, 366

Polymers, methacrylates acetyl functionalized, 366 allyl functionalized, 364, 366 diene functionalized, 373, 374 epoxide functionalized, 375 functional group modified,

357, 359, 362-368, 373-377 hydroxyl functionalized, 363-

366, 368 Polymers, organometallic

machinable, 279 nuclear fusion use 271 organic dye modified, 190 synthesis, 149-152, 158, 159 transition metal containing,

271-274, 276-281 Polymers, phenylated aromatic,

heterocyclic type decomposition, 50-52 mechanical properties, 49, 50 oxidation, 50, 52 physical properties, 49, 50 solubility/viscosity, 49-51 thermal properties, 50-52 Tg values, 50-52

Polymers, platinum II containing antitumor activity, 133-139,

144 Polymers, quaternary ammonium

containing applications, 201

480

Polymers (cont'd.) preparation, 201-203, 215-220 properties, 218-220

Polymers, triblock with acrylate and methacrylate

monomers, 371 Polymers, unsaturated aromatic

with pendent isopropenyl groups, 415. 417

Poly(methyl acetylene) doped conductivity. 391 12 doped, 391

preparation, 391 Poly(methyl acrylate)

13C_NMR study. 300 Poly(N-methyl-3,3'-carbazolyl),

390, 391 doped conductivity. 390 12 doped, 390

Poly(methyl methacrylate) acetal ended polymer, 363 allyl group terminated. 364,

366 anionic initiated. 361 4-(bromomethyl)benzyl capped.

368-370 capping reaction. 366-372 characterization. 361, 365,

367, 368 degree of polymerization. 372 hydroxyl functionalized. 363-

365. 368 dienyl methacrylate

copolymers, 373, 374 hydroxylated star shape

polymers, 368 HPLC analysis, 361. 364. 365,

367-369 living polymer, 366-372 methacrylate block copolymers.

368, 371 oligomer, 362. 366, 376 preparative procedures, 361-

364, 368 steroi somers , 362 styryl end capped. 366 tacticity. 358 vinyl benzyl iodide reaction, 366

living polymer

Poly(methyl methacrylate). living polymer

INDEX

coupling reactions, 367-371 molecular weight multi­

plication, 367-370 polY(a-bromomethyl)benzene

coupling, 366-370 Poly(methyl methacrylate-co-n­

butyl methacrylate) preparative procedures, 371

Poly(methyl methacrylate-co­glycidyl methacrylate)

preparation, 375 Poly(methyl methacrylate-co-n­

butyl methacrylate-co-crotYl methacryl ate)

physical properties, 373 preparative procedures. 372,

373 Poly(methyl methacrylate-co-n­

butyl methacrylate-co­glycidyl methacrylate-co­vinyl methacrylate

synthesis method. 377 Poly(methyl methacrylate-co-n­

butyl methacrylate-co­methallyl methacrylate)

physical properties, 373 preparative procedures. 372,

373 Poly(methyl methacrylate-co-n­

butyl methacrylate-co-3-methyl-2-butenyl meth­acryl ate)

physical properties, 373 preparative procedures, 372.

373 Poly(methyl methacrylate-)-b­

poly (hexyl methacrylate) preparative procedures. 368,

371 Poly(methyl methacrylate)-b­

poly (lauryl methacrylate) physical properties, 371 preparative procedures. 371

Poly(methyl methacrylate)-b-poly (lauryl methacrylate)-b-poly (methyl methacrylate)

preparative procedures. 371 Poly(methyl-p-quinodimethane),

315

INDEX

Poly(p-methylstyrene) ABS polymer, 234 acrylonitrile copolymer

modified, 234 alkyl lithium initiated, 332,

335 applications, 237-240 degradation mechanism, 238 fabrication profile, 230, 233,

234, 237 flammability rating. 238 flex modulus. 233-236 flow properties, 233. 234. 237 free volume. 233 heat distortion temperature,

233. 235, 236, 237 high heat crystal polymer,

233. 235, 237 impact properties. 235, 236 melt viscosities, 233, 234 molecular weights. 233 mold fill properties. 234 peroxide crosslinking, 238 physical properties. 334. 335,

354 polymer properties. 230-237 process viscosities, 233 processing characteristics.

230. 233 production. 230 quarternization. 204. 205 radiation crosslinking. 238 rubber modified. 233, 234 solubility, 350, 354 specific gravity, 234, 237 thermal properties. 230-237 Tg value. 230. 231. 233. 235.

236. 334. 335 vicat softening. 230. 233-236 viscosities. 334

Poly(myrcene). 333 characterization. 332-336 GPC analysis. 334. 337. 338 microstructure. 335-337 molecular weights 332. 333.

335 morphology. 345 polystyrene compatability. 342 rubber extensibility. 352

Poly(myrcenyl)lithium styrene polymerization

initiator. 337

POly(myrcene-b-styrene) GPC curves.~37. 338

Poly(nitrosoalkanes)

481

alkaline hydrolysis. 174. 176 degree of polymerization­

molecular weight. 176. 177. 179

polymer characterization, 176. 179

polymer preparation, 174-177 synthesis procedure. 173-177.

181 Poly(p-lithium styrene)

Michlers ketone reaction, 193 Polyolefins. 382 Poly(oxy-2.6-dimethyl-1,4-

phenylene) chloromethylation. 201. 211.

218-220 Poly(oxyethylenes)

phase transfer catalyst. 164. 169

picrate salt complexes. 164. 169

polyacid reactions. 163. 167 protein complexes, 163

Poly(oxyethylene-g­ethyleneimines)

comb shape. 163, 164. 167. 169 complexing agent, 164. 167.

169-171 phase transfer catalysts. 164.

169, 171 picrate complexes. 164. 169,

170 picrate extraction agent, 164.

169. 170 properties. 165. 167. 169. 170 solution properties. 167. 169 star shape. 163. 165. 166 synthesis path. 164-166, 171

Poly(oxyethylenes). branched metal complexing agent. 169

Polyoxyethylenes, cyclic metal complexes. 163

Polyoxyethylenes. linear metal ion complexes. 163

Polyphosphoric acid, 58. 62. 64 Poly(propiolic anhydride)

As F 5 doped. 389

base hydrolysis. 390 conductivity. 389

482

Po1y(propio1ic) (cont'd.) decarbony1ation, 389 decarboxylation, 390 DMF modified, 389 12 doped, 389

molecular weights, 388 structure, 388, 389 synthesis, 388

Po1ypyromellitimidines, 13, 16 cross1inking reactions, 16

Po1y(pyrro1e) conductivity, 390 preparation, 390, 391

Po1y(pheny1 acetyl ene) structure, 405, 411

Po1y(p-pheny1ene) As F 5 doped, 390

doped polymer conductivity, 390

doped structure, 393 Po1ypheny1enes, aromatic

pheny1ated for solubility, 41 Po1ypheny1enes, aromatic hetero­

cyclic dipheny1ether modified, 41 dipheny1su1fide modified, 41

Po1y[p-pheny1enediamine palladium (II) dichloride]

characterization, 153-156, 159 thermal decomposition, 156

Po1y(p-pheny1ene oxide) AsF5 doped conductivity, 390,

391 Po1y(m-pheny1ene sulfide)

AsF5 doped conductivity, 390,

391 Po1y(pheny1ene viny1ene)

doped conductivity, 390 structure, 391

Po1y(pheny1 quinoxa1ines) solubility, 41

Po1y(p-quinodimethane) chira1 centers containing, 318 cross1inking, 314, 322 preparation, 313, 314 properties, 313, 314, 318 solubility, 314, 315, 318 substituted polymers, 315

Po1y(quino1ines) solubility, 41

Po1y(quinoxa1ines)

INDEX

sol ub1 i1 ity, 41 Po1ysaccaharides

ch10rotriaziny1 dye modified, 191

Po1y(styrene), 202, 205, 223, 224, 230, 233-237, 276, 339, 345, 352, 416, 437

anionically prepared, 329-331 applications, 237-239 bromine terminated, 436 ch10romethy1ation, 201 cross1inking, 238

(n 5-cyc1opentadieny1)di-carbonyl-cobalt modified, 253

degradation, 238 fabrication profile, 233, 234,

237 flexural modulus, 233-236 flow properties, 234, 237 free volume, 233 GPC resins, 194 heat distortion temp., 233,

235, 236, 237 high impact, 236 HPLC analysis, 366 impact properties, 235, 236 living polymer, 329-331 melt viscosities, 233, 234 mold fill properties, 234 molecular weights, 330 morphology, 345

13C-NMR study, 300 organometallic monomer

modified, 262, 263 physical properties, 230, 233-

237 process viscosities, 233 solubility, 350, 352 specific gravity, 234 Tg values, 230, 233, 235, 236 thermoforming properties,

234, 235 titanocene dichloride

modifi ed, 252 xy1y1ene dibromide terminated,

436, 437

INDEX

Polystyrene, chloromethylated amine reactions, 206, 207, 217

Polystyrene, living polymer anionic polymerization

initiator, 368 block copolymer preparation, 368

Poly(styrene-b-butadiene) lithium terminated, 331

Poly(styrene-b-butadiene-b-styrene - -

characterization, 339 morphological behavior, 350 properties, 331, 342, 345 synthesis procedure, 331

Poly(styrene-b-diene-b-styrene) - -

domain morphologies, 342, 345, 350

Poly(styrene-co-4-N,N ' -dimethyl­aminostyrene)

quarternization, 203, 204 Poly(styrene-b-isoprene-b-

styrene) - -characterization, 339 morphological behavior, 342,

345, 351 properties, 342, 345

Poly(styrene-co-2-methyl-5-vinyl pyridine)

quarternization, 204 Poly(styrene-b-myrcene-b-

styrene) - -dynamic mechanical analysis,

342, 343, 344 electron microscopy study,

345-349, 352 GPC curves, 338, 340 molecular weight char­

acterization, 339, 340, 341 morphological behavior, 342,

345, 350, 352 stress-strain properties, 350-

353 Tg values, 341, 342

Polystyrene-b-poly(methyl methacryl ate)

preparation, 368 Polystyryllithium

living polymer, 436, 437 myrcene polymerization

initiator, 337

483

Poly[styrene-co-(n5-vinyl­cyclopentadienyl)dicarbonyl nitrosyl molybdenum], 254-256

Poly[styrene-co-(n5-vinyl-cyclo­pentadienyl)tricarbonyl methyl tungsten]

metathesis catalyst, 262 Poly(styrene-co-2-vinyl­

pyridine) quarternization, 204

Poly(styrene-co-4-vinyl­pyridine)

quarternization, 204 Poly(styrene-co-vinylosmocene)

preparation-molecular weights 263

Poly(styrene-co-vinyl­ruthenocene)

preparation-molecular weights, 263

Polysul fides reactive type, 431, 439

Polysulfides, block copolymers synthesis procedure, 439

Polysul fone chloromethylation, 201, 208-

211, 217 Polysulfone, chloromethylated

quarternization, 211-217 PolY(a,a,a ' ,a ' -tetrachloro-2-

cyano-p-xylxylene) synthesis, 316

POlY(a,a,a ' ,a ' -tetrachloro-2-cyano-5-chloro-p-xylxylene)

synthesi s, 316 PolY(a,a,a',a',-tetrachloro-p­

xylxylene) synthesis, 316

Poly(tetrafluoroethylene) polybutadiyne coated thermo­

gram, 408, 412 surface for butadiyne polymer­

ization, 401, 403, 408 Poly(tetrafluoroethylene-co­

hexafluoropropylene) surface for butadiyne polymer­

ization, 401, 408 Polytetrahydrofuran, 437

living cation polymer, 436, 437

484

Poly(2,5-thienylene) conductivity, 390 12 doped, 390

structure, 391 Poly(2,5-thiophene)

AsF5 doped for conductivity,

390, 391 Polythioureas

Pt II containing, 133, 137-141, 143-145, 149

Poly(triphenyl-p-styryllead) film SEM photomicrograph, 278 properties, 272, 276-280 synthesis, 272, 276, 280

Poly(triphenyl-p-styryllead-co­acryl onitril e)

properties, 273, 276, 277 synthesis, 273, 276, 277

Poly(triphenyl-p-styryllead-co­n-butyl methacrylate)

properties, 276, 277 synthesis, 276, 277

Poly(triphenyl-p-styryllead-co-p-isopropenylstyrene)

properties, 273, 276, 277 synthesis, 273, 277

Poly(triphenyl-p-styryllead-co­lauryl methacrylate)

properties, 273, 276, 277 synthesis, 273, 276, 277

Poly(triphenyl-p-styryllead-co-octadecyl methacrylate)

properties, 273, 276, 277, 279, 280

synthesis, 273, 276, 279 SEM photomicrograph, 276, 278,

280 Polyureas

Pt II containing, 133, 137-140, 142-145, 149

synthesis methods, 58 Polyurethanes, 194

acrylate substituted, 189 anthraquinone dye substituted,

189 dye group modified, 189, 198,

199 photocurable, 189 structurally colored, 189 synthesis, 194, 195, 198

triphenylmethane dye sub­stituted, 189

INDEX

Polyurethane oligomers isocyanate-cyanamide reaction,

104, 106 Poly(vinyl acetylene)

synthesi s, 411 thermal rearrangement, 411

Poly(vinylamine) p-acetamidobenzene sulfonyl

chloride reaction, 192 bromoanthraquinone

substituted, 190, 191 Poly(vinylamine-co-vinylsulfonic

acid) anthraquinone dye modified

water soluble polymeric dye intermediate, 191

Poly[vinylbenzo-(8-crown 16)J poly(acrylic acid) complexes,

167 Poly(vinylbenzoglymes)

poly(acrylic acid) complexes, 167

Poly(vinylbenzyl chloride) quarternization rates, 205

Poly(vinylbenzyl chloride) triethylamine quarternization,

217, 218 Poly(vinylbenzyl chloride-co­

divinylbenzene) trimethylamine quartern­

ization, 205 Poly(vinyl carbazole)

doped conductivity, 394 photo conductivity, 187 polymeric Malachite Green

modifi ed, 187 poly(vinyl Malachite Green)

blend, 187 radical cation structure, 393,

394 SbC1 5 doped, 394

Poly(vinylcarbazole-co-vinyl Malachite Green)

photo conductivity, 187 Poly(3-vinylcyclohexene oxide)

synthesis, 433

INDEX

PolY[(n5-vinyl cyclopentadienyl) dicarbonyliridium)

hydrogenation catalyst, 256

PolY[(n5-vinyl cyclopentadienyl) tricarbonyl methyl tungsten]

metathesis catalyst, 262 molecular weight, 259 NMR spectrum, 259 polymer structure, 259

Poly(vinyl ferrocene), 244, 246 Poly(vinylidene fluoride)

properties of polybutadiyne coated films, 410, 411

surface for polybutadiyne polymerization, 401, 408-410, 413

Poly(vinyl Malachite Green) poly(vinyl carbazole) blend,

187 Poly(4-vinyl Methylene Blue)

hydrogen acceptor, 193 synthesis procedure, 193

Poly(vinyl osmocene-co-octadecyl methacrylate)

properties, 274 synthesis, 274, 279

Poly(2-vinylphenothiazine), 186 oxidation reactions, 187

Poly(2-vinylpyridine) quarternization, 204, 205, 215

Poly(4-vinylpyridine) alkyl halide treatment, 202-

206 tetrachloropalladate II di­

potassium reaction, 150 Poly(vinylruthenocene)

characterization, 281 properties, 281 synthesis, 279

Poly(vinYlruthenocene-co-methyl acrylate)

characterization, 281 properties, 281 synthesis, 279

Poly(vinylruthenocene-co-styrene)

characterization, 281 properties, 281 synthesis, 279

Poly(vinylruthenocene-co-n-vinylpyrrolidone)

characterization, 281 properties, 281 synthesis, 279

Poly(p-xylylene)

485

synthesis, 311, 313, 314 Potassium t-butoxide

6,6-dimethyl fulvene reaction, 249

Potassium isopropenylcyclopenta­dienide, 249

Potassium tetrabromoplatinate II diamine condensation reaction,

137 thiourea condensation

reaction, 137 urea condensation reaction,

137 Potassium tetrachloroplatinate

II diamine condensation reaction,

137, 138, 144 dithiourea reaction, 144 diureas reaction, 144 oxamide condensation reaction,

138, 140, 143 thiourea condensation

reaction,137, 138, 143 urea condensation reaction,

137, 138, 140, 143, 144 Potassium tetrachloroplatinum

11,137, 143 Potassium tetraiodo platinate II

diamine condensation reaction, 137, 138

thiourea condensation reaction, 137, 138, 143

urea condensation reaction, 137, 138, 143

Propene Q value, 261

Propiolic acid, 389 Propiolic anhydride

anionic polymerization, 388, 389

cyclopolymerization, 388, 389 Propionic acid

hydroxyphenyl subustituted. 55 Propylene carbonate, 215

486

Propylene oxide anionic polymerization, 435 metalloporphyrin polymerized,

435 Prymidines, 138 Pseudomonas aeruginosa

platinum II polyamine bacterial activity, 144

palladium II polyamine treated, 158, 160

Puri nes, 138 Pyral ine, 1 Pyre-ML, 1 Pyridine, 30, 31, 56, 58, 62,

360, 361 butadiyne polymerization

inhibitor, 399 n-butyl bromide reaction, 202,

204 Pyridine, 4-alkyl

quarternization, 203 Pyromelitaldehyde, 2 Pyromellitic dianhydride, 7, 8

phenyl acetic acid reaction, 22

Pyromellitoyl chloride Friedel-Crafts reaction, 7

Pyrrole AsF 5 treated, 390

electrochemical polymer­i zati on, 390

polymer, 390, 391

Quarternization, 210-217 amines, 201-206, 208-211, 217 polymers, 201-206

p-Quinodimethane(s) alternating copolymerization,

319 biradical coupling, 315, 320 biradical structure, 312-314 carbocationic reactivity, 320 characterization, 313 copolymerization-vinyl

monomers, 314, 318, 319 cyclic dimer, 313 dimerization, 312, 313, 319 electron withdrawing group

substituted, 318, 319 e.s.r. study, 313, 314 high reactivity, 314 homopolymerization, 319

p-Quinodimethane (cont'd.) NMR study, 314 O2 copolymerization, 314

INDEX

502 copolymerization, 314

paramagnetic species, 313 photoelectron spectru, 314 polymerization character-

istics, 313, 314, 320 polymerization dispropor­

nation, 322 polymerization mechanism, 313-

316, 320, 322 preparation, 313, 314 quinoid structure, 312-314 solid state studies, 314 spontaneous polymerization,

313-315, 318, 320 stability, 313 substituted, 312, 313, 315,

316 surface polymerization, 313 trimer, 313, 314 vapor phase stability, 315,

320 vinyl monomer cation - anion

radical pairs, 325 vinyl monomer reaction, 319 p-xylylene name, 311 Zwitterionic intermediates,

322 p-Quinodimethane, carboalkoxy

substituted anionic polymerization, 319 radical polymerization, 319 thermal polymerization, 319

p-Quinodimethanes, chlorinated polymerization, 316 properties, 316 reactivity, 316 stability, 316

p-Quinodimethane copolymers molecular weight, 319

p-Quinodimethanes, cyano and ester substituted

spontaneous polymerizations, 318, 320

p-Quinodimethane, dicyano­dichloro substituted

vinyl ether copolymerization, 325

INDEX

p-Quinodimethane, dimethyl sub­stituted

photoelectron spectrum, 314 p-Quinodimethane, electron with­

drawing group substituted copolymerization, 319

Quinuclidine quarternization, 208, 209,

213, 214

Reactivity ratios, 256, 259, 263 a-fluorostyrene-methyl

acrylate monomers, 288, 289 styrene-a-methylstyrene

monomer, 428

styrene-(n 5-vinylcyclo­pentadienyl)dicarbonyl nitrosyl molybdenum monomers, 255

triphenyl-p-styryllead­octadecyl methacrylate monomers, 279

Redox reactions polymers with dye residues,

186-188, 190 Resins

N-cyanourea terminated, 104-106, 111, 112

ion exchange type, 201 Resins, acetylated phenoxy

chloromethylated, 218 quarternization, 219

Resorc i no 1 m-dibromobenzene coupled, 30 Methylene Blue condensation

reactions, 188 Rhodium dicarbonyl chloride

dimer, 253 cyc 1 opentad i enyl 1 i thi um

reaction, 253 Ruthenocene

acetyl chloride reaction, 271, 275

in organometallic monomers, 247, 263

Saframine-O polymeric dye intermediate,

190 Sarcoma 133, 180

487

Semiconductors, 381 organometallic polymers, 246 vinyl ferrocene polymers, 243

Sepharose Cibacron Blue modified, 191

Silver hexafluorophosphate cyclic ether polymerization

initiator, 437 Silver perchlorate

cyclic ether polymerization initiator, 437

Skybond, 1 Skygard, 1 Sn2 reaction, 202, 203 Sodium acetate, 4, 9, 20, 22 Sodium amide

use in organometallic monomer synthesis, 249, 250

Sodium anthranilate coupling to diazotized

polymers, 192 Sodium borohydride, 245

organometallic monomer reaction, 271, 274

Sodium cyclopentadienide electrophilic sUbstitution

reactions, 247-249 Sodium dithionate

Methylene Blue reductant, 188 nitro group reducing agent,

56, 57 Sodium naphthalene

vinyl organometallic monomers polymerization, 257

polybutadiyne dopant, 408, 412 Sodium naphthionate

coupling to diazotized polymers, 192

Stannic chloride, 208 m-diisopropenylbenzene poly­

merization initiator, 419 Staphylococcus aureaus

staph A, 158, 160 platinum II polyamine

bacterial activity, 144 Staphylococcus epidermis

staph E, 158, 160 ' platinum II polyamine

bacterial activity, 144 Stilbene

AsF 5 treated, 390

488

Styrene acrylate copolymers, 290, 293 alkyllithium polymerization

mechanism, 329-331 anionic polymerization, 436 benzyl acrylate copolymer, 293 bromofluorination reaction,

285 cationic copolymerization, 428 chain-transfer constant, 244 heat of polymerization, 230,

234 hexachloro-p-quinodimethane

copolymerization, 321, 322 history, 223, 224 living anionic polymerization,

357, 363, 368 manufacture, 224, 239, 240 MMA block copolymer, 368 methacrylate copolymers, 290 organometallic monomer copoly-

merization, 246, 254-259 polymerization kinetics, 230 polymerization volume con­

traction, 230, 234 properties, 224, 225, 230,

232, 234, 239 purification, 333 Q and e-values, 230, 234, 261,

290 p-quinodimethane copolymer­

ization, 321, 325 thermal polymerization, 230,

232 tetrachloro-p-xylene co­

polymerization, 321 tetrahydrofuran copoly­

merization, 436 toxiocological properties,

239 unsaturated polyester diluent,

239 vinyl Malachite Green copoly­

merization, 186 vinyl organometallic

copolymer, 254-257 4-vinylpyridine copolymers,

212 Sulfanil i c aci d

coupling to diazotized polymer, 192

Sulfides, cyclic ring opening polymerization,

431, 433

INDEX

Sulfolane, 42 Sulfoni um salts

polymerization initiators, 431-434

Super Fi ltrol diisopropenylbenzenes copoly­

merization initiators, 419, 420, 427

TeNQ, 317, 321, 325 dopant for polymer

conductivity, 394 Teflon

surface for butadiyne poly­merization, 403, 408, 410

Terephthaloyl chloride, 193 2,2'-phenyliminodiethanol

reaction, 194-197 2,2'-m-tolyliminodiethanol

reaction, 194-196 Terphenyl

radical cation salts, 393 Terpolymers

alkyl methacrylates, 372, 374, 377

anionic preparative methods, 372-374, 377

7,8,7,8-Tetraalkoxylcarbonyl­quinodimethane, 319

Tetrabromopalladate II, di­potassium salt

diamine reactions, 149 Tetrabromobisphenol A

diethanol derivative in poly­forma 1 s, 67, 68

flame retardant polyformal additive, 67

Tetrabutylammonium bromide phase transfer catalyst, 73-

75, 94 Tetrabutylammonium chloride

phase transfer catalyst, 74 Tetrabutylammonium iodide

phase transfer catalyst, 74 p-Tertbutylphenol

polyformal capping unit, 75, 94

Tetrabutyl phosphonium chloride phase transfer catalyst, 74

Tetrahalopalladate II salts diamine reactions, 149-152,

157-159 Tetrahalopalladium II, salts

histamine complex, 157-159

INDEX

Tetraheptylammonium chloride phase transfer catalyst, 73,

74 Tetrahydrofuran, 219, 220

anionic polymerization solvent, 358, 360, 362, 368

carbocation polymerization, 437

cationic polymerization, 435, 436

styrene copolymerization, 436 Tetraiodopalladate II,

dipotassium salt diamine reactions, 149

Tetraisopropyl titanate methacrylic acid esterifi­

cation catalyst, 373 l,2,4,5-Tetrakis(bromomethyl)

benzene PMMA living polymer reaction,

368, 369 Tetrakis(methoxycarbonyl)p­

quinodimethane, 317 a,a,al,a l- tetrachloro-2-cyano­

p-xyl xyl ene polymerization, 316

a,a,a l ,a l-Tetrachloro-2-cyano-5-chloro-p-xylxylene

polymerization, 316 a,a,al,al-Tetrachloro-p­

xYlxylene polymerization, 316 styrene copolymerization, 321

cis-Tetrachlorodiamineplatinum IV

bacteria growth inhibitors, 133

l,l,2,2-Tetrachloroethane, 208 Tetrachloropalladate II,

dipotassium diamine reactions, 149-153,

157-159 infrared spectrum, 153

Tetrachloropalladate II, di­sodium

diamine reactions, 149, 150 7,7,8,8-Tetracyanoquinodimethane

(TCNQ), 317, 321, 325 carbazole polymer complexes,

125. 126. 130 1-methoxYcyclopentene polymer­

ization initiator. 324 styrene copolymerization. 325 vinyl ether copolymers. 321

489

a.a,a l ,a l-Tetracyano-2,3,5,6-tetrafluoro-p-xylxylene

vinyl monomer copolymer­izations, 321

a,a,al,al-Tetramethoxycarbonyl­p-quinodimethane, 319

7,7,8,8-Tetramethoxycarbonyl quinodimethane

polymerization, 317. 319 Tetramethyl lead

glow discharge polymerization, 271

Tetramethylene polymerization intermediate,

322 Tetramethylene sulfone, 24, 202-

204 Tetraphenylporphyrin

epoxide polymerization init­iator, 435

3,3,5.5-Tetraphenylpyromellitide preparation, 7-9, 21 reaction with phosphorus

pentasulfide, 22 3,3,7,7-Tetraphenylpyromellitide

preparation, 7, 9, 21, 22 Tetraphenyl-quinodimethanes, 312

diradicals. 312 perchlorinated derivative. 317

3, 3, 5.5-Tetraphenyltetrathio­pyromellitide

preparation. 9, 13, 22 3, 3, 7, 7-Tetraphenyltetrathio­

pyromellitide synthesis/reactions, 9. 13,

22 Tetraphenyl-p-xylylene

biradical form, 312 quinoid form, 312

Tetra(n-propyl)ammonium chloride phase transfer catalyst, 74

Textiles chlorotriazinyl dye modified.

191 Thermid. 1 Thiazine dyes

bonding to polymers. 187, 188, 190

Thionine acrylamide substituted. 187 polymeric dye intermediate,

187, 190

490

Thionyl chloride, 8, 10-12, 21, 23, 25

use in polyamide synthesis, 58, 59

Thiooxamide, 138 potassium tetrachloroplatinum

II react i on-, 137, 138 Thiophene

AsF5 treated, 390

electrochemical polymer­ization, 390

polymers, 391 Thiourea, 138, 140

antitoxicant, 138 platinum II polymer as tumor

growth inhibitor, 137, 145 potassium tetrachloroplatinum

II reaction, 137, 138, 143 Titanium alkoxide

Ziegler-Natta catalyst, 400, 402

Titanium tetrabutoxide Ziegler-Natta catalyst, 400,

402 Titanium tetrachloride

m-diisopropenylbenzene polymerization initiator, 419, 420, 427

Titanium tetraethoxide Ziegler-Natta catalyst, 400,

402 Titanium tetraisopropoxide

methanol reaction, 400 Titanium tetraisopropoxide

Ziegler-Natta catalyst, 400, 402

Titanium tetramethoxide preparation, 400 Zeigler-Natta catalyst, 400,

402 Titanium tetrapropoxide

Ziegler-Natta catalyst, 400, 402

Titanocene organometallic monomers, 252

Toll en 's Reagent hydroxylamine test, 176

Toluene acid catalyzed ethylene

alkylation, 224, 226-228 alkylation product dis­

tribution, 224, 227, 228 conversion to benzene, 224

INDEX

ethylene alkylation, 226-228 hydrodemethylation, 239 methanol alkylation, 228 molecular dimensions, 229 pyrolysis to p-cyclophane, 315

Toluene-2,4-diisocyanate cyanamide reaction, 104, 111 2,2'-phenyliminodiethanol

reaction, 193, 194 polycaprolactonediol reaction,

104 2,2'-m-tolyliminodiethanol

reaction, 194 2,2'-m-Tolyliminodiethanol, 193

diisocyanate polymerization, 194

esterification with acid chloride, 194-196

Triarylselenonium salts photoinitiators, 433

Triarylsulfonium salts photoinitiators, 433, 434

1,3,5-Tri(bromomethyl)benzene PMMA living polymer reaction,

368, 369 Tri-n-butyl amine, 213

quaternization, 208, 214, 215 1,2,4-Trichlorobenzene, 44, 45,

49 Triethanol amine

chloromethylated polystyrene reaction, 207

Triethyl aluminum Ziegler-Natta catalyst, 400,

402 Triethylamine, 30, 32, 43, 97,

98, 164 base catalyst for ester­

ifications, 194, 196-198 chloromethylated polystyrene

reaction, 206-220 ethyl iodide reaction, 202

Triethylbenzylammonium chloride phase transfer catalyst, 69,

74 Triethylchloromethylammonium

chloride phase transfer catalyst, 74

Triflic acid cationic polymerization

initiator, 419, 420, 422-425, 427-429

trifluoromethanesulfonic acid, 419

INDEX

Trifluoroacetic acid, 118 pero~ derivative in

oxidations, 174. 179 Trifluoromethane sulfonic acid

cationic polymerization initiator. 419, 420. 422-425, 427-429

poly(p-quinodimethane) solvent. 318

triflic acid. 419 Trihydro~ methanamine

chloromethylated poly-styrene reaction, 207

Trimellitic anhydride phenylacetic acid reaction,

12. 25 Trimethylamine

methyl iodide reaction, 202 vinyl benzyl chloride reaction,

205 Trimethylamine-S03 complex

sulfonation of polyamines, 191 Trimethylhexadecyl ammonium

bromide phase transfer catalyst, 74

2, 3, 5-Trimethyl phenol methylene chloride reaction,

69 Trimethylphenyl ammonium

bromide phase transfer catalyst, 74

Trioxane polymerization, 434, 435

1, 3,5-Triphenyl benzene synthesis from phenyl­

acetylene. 412 Triphenyl lead chloride, 274 Triphenylmethane dyes

polyurethane attached, 198, 199

Triphenylmethylammonium bromide phase transfer catalyst, 74

Triphenylphosphine catalyst, 3D, 31, 34, 43, 47 methyl iodide salt reaction,

249 polyamide synthesis agent, 56,

58, 64 2,3,3-Triphenylphthalimidine

synthesis, 4. 5, 20. 26 2.3,3-Triphenylthiophthalimidine

preparation, 5, 21. 26

491

l,2,4-Triphenyl-3,5.6-tris­(phenylethynyl)benzene

synthesis from diphenyl­diacetylene. 412

Triphenyl-p-styryllead acrylonitrile copolymer­

ization, 273. 276. 277 copolymerizations. 273, 276.

277 isopropyl styrene copolymer­

ization, 273, 276. 277 lauryl methacrylate copolymer­

izations. 273. 276. 277 octadecyl methacrylate copoly­

merization. 273, 276. 277 radical polymerization, 272.

276. 277 synthesis, 271. 274 thermal polymerization, 273.

276. 277 Tris(dimethylformamide)tri­

carbonyl tungsten isopropenylcyclopentadienyl­

lithium reaction. 249, 252 vinylcyclopentadienyllithium

reaction. 252 Tritium

laser fusion, 269 Trityl methacrylate

block copolymers, 371 Trypan blue

cell stain. 152 L- ( - ) Tryptophan

tetrahalopalladate II reaction. 151

Tungsten carbonyl sodium cyclopentadiene

react ion. 272 Tungsten hexacarbonyl

sodium cyclopentadienide reaction. 249

Turpentine, 332

Ullmann reaction aryl-ether oligomer synthesis,

2~. 30. 34. 35, 40 Ultem

polyetherimide, 87 Urea, 138, 140, 145

potassium tetrachloroplatinum II reaction, 137. 138, 143

Pt II polymer tumor growth inhibitors. 144, 145

492

Vanadium hexacarbonyl fulvene reaction. 253. 254

Vespel. 1 Vinblastine, 134 Vincristine. 134 Vinyl acetate

p-quinodimethane copolymer­ization. 321

Vinyl acetylene polymerization. 411

Vinyl alkyl ethers cationic polymerization. 319 p-quinodimethane copolymer-

ization, 319, 321, 322 Vinyl benzyl chloride, 366 Vi nyl benzyl bromide. 366 Vi nyl benzyl iodide

PMMA end capping agent, 366 3-Vinylbisfulvalenediiron

synthesis. 245, 247 Vinyl bromide

acrylate ester copolymers. 305 Vinyl n-butyl ether

p-quinodimethane copolymer­ization. 321

Vinyl t-butyl ether TCNQ complex, 325 radical anion pair. 325

n-Vinyl carbazole p-quinodimethane copolymer­

ization, 319. 321 Vinyl s-chloroethyl ether

p-quinodimethane copolymer­ization. 321. 324

TCNQ copolymer, 321, 324 Vinyl chloride

acrylate ester copolymers. 305 3-Vinylcyclohexene oxide

photopolymerization. 433

(n 5-Vinylcyclopentadienyl) (n 5_ cyclopentadienyl)dichloro­titanium

synthesis 250

(n 5 -Vi nyl cycl opentadienyl) (n 5_ cyclopentadienyl)dicarbonyl­titanium

synthesis 250

(n 5-Vinylcyclopentadienyl) dicarbonyl cobalt

polymerization. 255. 256 synthesis 253

INDEX

(n 5-Vinylcyclopentadienyl) dicarbonyliridium

Alfrey-Price Q and e-values, 256. 261. 262

polymerization. 255. 256 reactivity ratios. 256 styrene copolymerization. 256.

257. 261 synthesis, 253

(n 5-VinylCyclopentadienyl) dicarbonyl nitrosyl chromium

Alfrey-Price Q and e-value. 246. 255, 261, 262

copolymerization, 246. 256 polymerization. 245. 246 polymers as catalysts, 245,

246 preparation, 245. 247 styrene copolymerization, 246,

256, 261, 262

(n 5-Vinylcyclopentadienyl) dicarbonyl nitrosyl moly­bdenum

Alfrey-Price Q and e-value, 255, 261, 262

electron rich monomer, 255 polymerization, 254, 255 styrene copolymerization, 254-

256 synthesis, 252

(n 5- Vinylcyclopentadienyl) dicarbonylnitrosyl tungsten

acrylonitrile copolymer­ization, 257, 258

methyl acrylate copolymer­ization, 257, 258

polymerization, 260, 279 synthesis, 275

(n 5-Vinylcyclopentadienyl) dicarbonylrhodium

synthesis 253 Vinylcyclopentadienyllithium

NMR spectrum, 250, reactions, 250, 252-254 synthesis, 249

(n5-Vinylcyclopentadienyl) metal complexes

synthesis scheme, 245, 247-250, 252-255

INDEX

n5-Vinylcyclopentadienyl monomers

resonance stabilization, 261 synthesis, 245, 247-250, 252-

255

(n 5-Vinylcyclopentadienyl)tetra carbonyl vanadium

synthesis 253, 254

n5- Vinylcyclopentadienyl-tricarbonyl manganese

acetyl derivative, 245 acetyl group reduction, 245 Alfrey-Price Q and e-values,

246, 261, 262 copolymerization, 246, 256 polymerization, 245, 246 styrene copolymerization, 246,

256 synthesis route, 245, 247

(n 5-Vinylcyclopentadienyl)-tri­carbonyl methyl tungsten

acrylonitrile copolymer­ization, 258

Alfrey-Price Q and e-values, 259, 261, 262

chain transfer properties, 259, 261

chain termination, 259, 261 methyl methacrylate copolymer-

ization, 257, 258 polymerization, 257-261, 279 reactivity ratios, 259 styrene copolymerization, 256-

258 synthesis, 247-249, 275 n-vinylpyrrolidone copolymer­

ization, 257. 258

(n 5- Vinylcyclopentadienyl)-tri­carbonyl molybdenum

lithium salt, 252

(n 5-Vinylcyclopentadienyl)-tri­ethyl phosphorous copper

synthesis 253 Vi nyl ferrocene

Alfrey-Price Q and e-value, 244, 246, 261. 262

chain transfer constant, 244 copolymerization. 244. 256

493

electron donor properties, 244

polymerization, 243-246 redox behavior, 243 semiconductor coatings, 246 styrene copolymerization, 256,

263 Vi nylfl uori de

electron acceptor monomer Q and e-values, 289, 290

Vinyl isobutyl ether p-quinodimethane copolymer­

ization. 321 Vinyl Malachite Green

radical polymerization. 186 synthesis, 186

Vinyl methacrylate anionic copolymerization. 377 random copolymers. 377

Vinyl methyl ether dicyanodichloro p-quino­

dimethane complex. 325 Vinyl organometallic monomers

chromium containing, 244, 245. 247. 262

cobalt containing. 253. 255, 256

copper containing. 253 iridium containing. 253. 262 iron containing. 243-245,

247, 262 manganese containing. 245. 262 molybdenum containing. 252,

254. 255. 262 osmocene containing. 261, 263 polymerization reactivity.

255, 261, 263 rhodium containing, 244, 253 ruthenium containing, 261, 263 titanium containing, 250, 256 tungsten containing, 248, 249,

252, 257-263 vanadium containing, 254, 263

Vinyl osmocene. 261 octadecyl methacrylate copoly­

merization, 279 styrene copolymerization, 263 synthesis, 271, 275

Vinyl phenyl ether p-quinodimethane copolymer­

ization, 321

494

4-Vinylphenyl magnesium chloride Michler's ketone condensation,

186 Vinylpyridine

butadiyne polymerization inhibitor, 399

4-Vinylpyridine styrene copolymer, 212

N-Vinylpyrrolidone dye monomer polymerization,

187 organometallic monomer copoly­

merization, 246, 257, 258 Vinylruthenocene, 261

polymerization, 279 styrene copolymerization, 263 synthesis, 271, 275

Vinyltoluene Alfrey-Price Q and e-values,

230, 261 heat of polymerization, 230 isomer distribution, 224, 228 manufacture, 223, 224 polymerization volume con-

traction, 230 properties, 224, 225, 230, 239 thermal polymerization, 230

Wittig reaction, 3, 8 organometallic monomer

synthesis, 249

Xylenes, 0, m and p molecular dimensions, 229 toluene alkylation product,

227, 228 p-Xylene

pyrolysis to quinodimethane, 313, 314

p-Xylyl ene dimer diradical, 313-315 dimerization, 315 oligomeric diradicals, 313,

320, 322, 324 perchloro derivative, 316 polymerization, 211, 313-315,

320, 322 p-quinodimethane name, 311 stability, 313, 315, 316, 320 synthesis, 313-315 tetraphenyl derivative, 312 vinyl copolymers, 319

INDEX

Xylylene dibromide styrene polymerization

terminator, 436, 437 p-Xylyltrimethylammonium

hydroxide polymerization, 315 pyrolysis to p-quinodimethane,

315

Zeolite catalyst, 224, 226-228 acidic sites, 228 composition, 227 molecular shape, 227, 228 pore size, 228

Ziegler-Natta polymerization l,3-butadiene, 402 butadiyne, 400, 401, 403 polyolefins, 382 vinyl organic monomers, 244

Zirconium alkoxide Ziegler-Natta catalyst, 400

Zirconium tetraisopropoxide Ziegler-Natta catalyst use,

400