neo chemical seminar 2007 toine dinnissen / march 27th 2007page 1 why diluents ? that’s why !!!!!!

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NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007 Page 1 Why Diluents ? That’s Why !!!!!!

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Page 1: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 1

Why Diluents ?

That’s Why !!!!!!

Page 2: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 2

Why Diluents ??

• High processing viscosities of unmodified liquid epoxy resin systems

• Impregnating and wetting properties are favourably influenced by reducing the viscosity

• Larger filler amounts may be used– cheaper formulation– reduce the possible development of heat and shrinkage upon cure

• Possible Disadvantages;– May sweat out of the binder system

• Reduced flexibility– Influence the properties of the binder system

• Hardness• Rate of cure• Adhesion, Intercoat adhesion• Chemical resistance

Page 3: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 3

• Alcohols– Benzylalcohol– Furfurylalcohol– Nonyl phenol– Acceleration effect

• Phthalates– Dibutylphthalate

• Hydrocarbon Resins– Necirez-products– Epodil-L

• Pine-oil

Non-Reactive Diluents

OH

CH2-OH

Page 4: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 4

Reactive Diluents

• Polypropylene glycol diepoxides– D.E.R.™ 732P liquid epoxy resin– D.E.R. 736P liquid epoxy resin

™ Trademark of The Dow Chemical Company

O

O=

O

O

C

O

• Alcoholglycidylethers & esters [ mono- or multi-functional ]– EMS [ Grilonit ]– Prümmer [ Polypox ]– Resolution [ Heloxy, Cardura E-10]– Air Products [ Epodil ]– Etc…

Page 5: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 5

Reactive Diluents

EEW[g/eq]

HyCl[%]

Viscosity@ 25 °C [mPa.s]

Density@ 25°C [g/cm3]

Polypox R 3 1,4-Butanediol Diglycidylether 130 - 145 max. 0.2 12 - 22 1.10 - 1.12Polypox R 6 o-Cresyl Glycidylether 175 - 190 max. 0.3 5 - 10 1.07 - 1.09Polypox R 7 p-tert.-Butyl-Phenyl Glycidylether 220 - 240 max. 0.3 10 - 30 1.02 - 1.04Polypox R 9 Polyglycerine-3-Glycidylether 160 - 180 max. 1.0 1100 - 1360 1.21 - 1.25Polypox R 11 Cyclohexanedimethanol Diglycidylether 165 - 185 max. 1.0 60 - 90 1.08 - 1.11Polypox R 12 Glycerine Triglycidylether 140 - 150 max. 0.6 160 - 200 1.21 - 1.23Polypox R 14 Neopentylglycol Diglycidylether 150 - 160 max. 0.2 15 - 25 1.07 - 1.09Polypox R 16 Pentaerythrit Tetraglycidylether 156 - 170 max. 1.5 900 - 1200 1.23 - 1.25Polypox R 17 2-Ethyl-Hexyl Glycidylether 210 - 230 max. 0.3 2 - 4 0.89 - 0.91Polypox R 18 1,6-Hexanediol Diglycidylether 140 - 161 max. 0.2 15 - 25 1.06 - 1.08Polypox R 19 Polypropyleneglycol Diglycidylether 313 - 345 max. 0.3 40 - 90 1.02 - 1.06Polypox R 20 Trimethylolpropane Triglycidylether 140 - 150 max. 0.8 120 - 180 1.15 - 1.19Polypox R 24 C12-C14 Glycidylether 270 - 313 max. 0.1 5 - 10 0.88 - 0.91

Page 6: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 6

Viscosity Cutting Powder

100

1000

10000

0 5 10 15 20

2-EH GE = R 17

C12-C14 AGE = R 24

p-tert. BP GE = R 7

BDDGE, o-CGE, HDDGE = R 3, 6, 18

Page 7: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 7

General Observations

• The addition of reactive diluents might have the following effects:

– reduced viscosity,– changed surface tension [ wetting, air-release etc. ],– changed reactivity, especially for the mono-functional

reactive diluents,– changed solvent resistance,– changed physical strength,– changed linear coefficient of expansion,– changed flexibility / impact resistance,– changed abrasion resistance– ......

Page 8: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 8

Reactive Diluents used by Dow

o-Cresyl Glycidyl etherC12 - C14 alkyl Glycidyl ether

Hexane diol di Glycidyl ether

Compromise between Environmental, Hygiene & Safety aspects and performance.

Page 9: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 9

o-Cresyl Glycidyl ether

O

CH3

O

Typical properties

EEW 180 g/eqViscosity 7 mPa.s @ 25 °C

Page 10: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 10

Hexane Diol Di Glycidyl ether

OO

O O

Typical properties

EEW 142 g/eq

Viscosity 14 mPa.s @ 25 °C

Total Chlorine ca 4 wt%

Page 11: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 11

C12 - C14 Alkyl Glycidyl Ether

OO

N = 11-13

CH2 CH3

Typical properties

EEW 280 g/eq

Viscosity 7 mPa.s @ 25 °C

Total Chlorine ca 3 wt%

Remark : FDA approved for food contact applications

Page 12: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 12

Viscosity Cutting Power

100

1000

10000

0 5 10 15 20 25

Content in D.E.R.™ 331™ epoxy resin [ wt% ]

Vis

cosi

ty [

mP

a.s

]

o-Cresyl GE

Hexane Diol DGE

C12-C14 Alkyl GE

™ Trademark of The Dow Chemical Company

Page 13: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 13

Influence on the chemical resistance

Inorganic acids

Organic acids

Caustic Solvents

o-Cresyl GE Good Good Good Poor

C12 - C14 Alkyl GE

Good Poor Good Poor

Hexane Diol DGE

Poor Poor Good Good

Page 14: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 14

Chemical Resistance

D.E.R.™321 Dist. Water

10 wt% HCl

10 wt% NaOH

10 wt% HAc

Xylene

Gasoline

+ 1.3

+ 1.1

+ 1.1

+ 1.4

+ 1.4

- 0.1

+ 2.1

+ 1.7

+ 1.7

+ 5.4

+ 9.8

0

+ 1.2

+ 1.1

+ 1.0

+ 20

+ 4.9

+ 0.2

+ 2.5

+ 6.5

+ 2.0

Destroyed

Destroyed

+ 23

Aromatic IPD-adduct DETA-adduct Polyamide

D.E.R.™330 Dist. Water

10 wt% HCl

10 wt% NaOH

10 wt% HAc

Xylene

Gasoline

+ 1.4

+ 1.1

+ 1.1

+ 1.3

+ 0.1

+ 0.1

+ 1.4

+ 1.3

+ 1.0

+ 5.1

+ 0.1

0

™ Trademark of The Dow Chemical Company

Page 15: NEO Chemical Seminar 2007 Toine Dinnissen / March 27th 2007Page 1 Why Diluents ? That’s Why !!!!!!

NEO Chemical Seminar 2007

Toine Dinnissen / March 27th 2007 Page 15

Enough Chemistry !