cyanex introduction
TRANSCRIPT
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2.1 Introduction to cyanex compounds
Cyanex extractants are organophosphorous compounds. Depending on their
chemical compositions and structural properties there are different types of
cyanex compounds such as, cyanex 921, cyanex 272, cyanex 301, cyanex 923,
cyanex 471X, cyanex 302, cyanex 925 etc. Cyanex extractants are phosphorus-
based products that act in two different ways:
a) Chelating Extractants
b) Solvating Extractants
a) Chelating Extractants
Cyanex 272 solvent extraction reagent was developed specifically for the
separation of cobalt from nickel by solvent extraction. It is estimated that 40%
of the cobalt in the western hemisphere is produced using cyanex 272 solvent
extraction reagent, at plants Europe, South America , Canada , Africa, China
and Australia. Cyanex 272 solvent extraction reagent can also be used to
separate the rare earth elements from one another. The acid concentration
required for metal stripping is lower than when phosphoric acid or phosphonic
acid are used as extractants. Cyanex 301 solvent extraction reagent is an
analogue of cyanex 272 solvent extraction reagent. Thiophosphinic acid cyanex
301 solvent extraction reagent exhibits interesting extraction characteristics for
the recovery of cobalt and nickel. A potential advantage of the dithiophosphinic
acid cyanex 301 over cyanex 272 is its ability to extract both cobalt and nickel
under very acidic conditions avoiding therefore the need for pH adjustment of
the acidic leach liquors.
b) Solvating Extractants
Cyanex 921 and 923 solvent extraction reagents have potential in a wide
range of applications. Specific applications are the recovery of organic solutes
and inorganic mineral acids from waste effluents, and metal extraction
processes. Unlike its phosphine oxide analogues, cyanex 471X solvent
extraction reagent is a soft Lewis base. Under the HSAB principle, it will only
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complex readily with metals that exhibit the characteristics of soft Lewis acids.
Specific characteristics of these so-called soft Lewis acids are their large ionic
radius, their low oxidation state and their ease to be polarized. Examples of
metals falling upon those criteria are Pd(II), Pt(II), Ag(I), Cd(II), Hg(I), Hg (II)
and Au(III).
The cyanex compounds are very useful and effective in case of solvent
extraction of metal ions. Now a days these cyanex compounds are widely used
extractants for separation of metal ions. The detailed information of some of
the cyanex compounds are described [1].
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2.2 Properties of cyanex compounds
The properties of different cyanex compounds are shown in Table 2.2.
Table 2.2 Properties of different cyanex compounds
Name of
cyanex
Properties
Cyanex
921
Cyanex 272 Cyanex
923
Cyanex
301
Cyanex
471X
% Purity 93 85 93 75-80
Appearance Off-white,
waxy
solid
colourless to
light amber
liquid
colourless
mobile
liquid
Green
mobile
liquid
Off-white
crystalline
solidMolecular
Weight
386 290 322
Specific
gravity
0.88 at 250C
0.92 at 240C 0.88 at 25
0C
0.95 at 240C
0.91 at 220C
Viscosity 150 cp 37 cp 40 cp at 250C
78 cp at
240C
Solubility
In Distilled
water
16µg/mL at
pH 2.6
10 mg/L 7 mg/L 43µg/mL
at 240C
Boiling
point
>3000C 310
0C at
50 mm Hg
2200C
Pour point -320C -34
0C
Flash point >1080C(closed
cup)
1820C
(Closed
cup
setaflash)
74 0C
(closed
cup)
Specificheat
0.48cal/gm/
0C at
250C
0.45cal/gm/
0C
at 250C
Thermal
conductivit
y
2.7x 10-4
cal/cm/sec./ 0
C
0.000302
cal/cm/sec.
/0C
Melting
point
47-520C 58-59
0C
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2.3 Cyanex 921 extractant
Cyanex 921 is commonly known as trioctylphosphine oxide (TOPO). It was the
first member of a family of solvent extraction reagents developed by Cytec.
This reagent has been used commercially for many years to recover uranium
from wet process phosphoric acid. It is also used in the extraction of different
metals.
2.3.1 Chemical Structure of cyanex 921
The chemical structure of cyanex 921 is as follows:
CH3(CH
2)7-P-(CH
2)7CH
3
O
(CH2)7CH
3
2.3.2 Stability of cyanex 921
Among trialkylphosphine oxides, cyanex 921 is most stable member of
the group of organophosphorous solvating reagents.
2.3.3 Organic solubility of cyanex 921
The solubility of cyanex 921 is higher in aromatic diluents than the
aliphatic ones.
2.3.4 Toxicity of cyanex 921
The acute oral and acute dermal LD50 values for cyanex 921 extractant
are > 10.0 g/ kg and 2.83 g/ kg, respectively. Marked skin and eye irritation
were produced during primary irritation studies with rabbits. Inhalation of
airborne material may be irritating to the respiratory tract. Cyanex 921 was
determined to be not mutagenic in the Ames Salmonella Assay.
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2.3.5 Applications of Cyanex 921
Cyanex 921 is a better extractant because of its higher stability, lower
aqueous solubility and rapid phase engagement. There are numerous
applications of cyanex 921.
1. The solvent extraction method was developed to recover small quqntities of
uranium present in wet process phosphoric acid using cyanex 921.
2. Processes in petrochemical plants, wood pulp mills and other chemical
facilities often generate aqueous effluent streams containing small
concentrations of carboxylic acids; particularly acetic acid. The use of cyanex
921 and others reagents to recover acetic acid from these streams has formed
the subject of informative papers in recent years.
3. Cyanex 921 is used to extract niobium and tantalum from a hydrofluoric-
sulphuric acid leach liquor and then selectively stripped from the loaded
organic phase.
4. Rhenium is an essential element in the production of petroleum reforming
catalysts. Cyanex 921 was used to recover rhenium from these source
materials.
5. Removal of arsenic impurities from copper electrolytes by solvent extraction
with cyanex 921 was carried out. It was found that cyanex 921 is stronger
extractant for arsenic than tributylphosphate.
6. Because of wide applications of lithium in batteries and ceramics a novel
solvent extraction process using cyanex 921 extractant to recover lithium from
its sources was developed.
7. Selective separations can be made depending upon a variety of factors, e.g.
the valence state of metal, the anionic nature of the solution and the
concentration of the extractant in the solvent. Approximately 30 metals were
known to be extracted by cyanex 921.
8. Phenol occurs in aqueous effluent from many processes such as, in the
petroleum, steel and coal gasification industries. Cyanex 921 is a strong
extractant for phenol recovery and offers a lower cost alternative to
conventional phenosolvan technology.
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2.4 Cyanex 272 Extractant
Bis(2,4,4- trimethylpentyl)phosphinic acid commonly known as cyanex
272. The active component of cyanex 272 extractant is a phosphoric acid;
metals are extracted through a cation exchange mechanism. Though cyanex
272 is a selective extractant for cobolt in the presence of nickel, a variety of
other cations can be extracted depending upon the solution pH.
2.4.1 Chemical Structure of cyanex 272
The chemical structure of cyanex 272 is as follows
CH3-C-CH
2-CH-CH
2
CH3
CH3
CH3-C-CH
2-CH-CH
2
CH3
CH3
P
O
OH
CH3
CH3
2.4.2 Stability of cyanex 272
The hydrophilic stability of cyanex 272 extractant was examined in several
tests and it was found that cyanex 272 is having highest stability.
2.4.3 Organic solubility of cyanex 272
Cyanex 272 extractant is totally miscible with common aromatic and
aliphatic diluents, and is extremely stable to both heat and hydrolysis.
2.4.4 Toxicity of cyanex 272
The acute oral and acute dermal LD50 values for cyanex 272 extractant
are > 3.5 g/ kg and 2.0 g/ kg, respectively. It is limited to skin and eye irritation
during primary irritation studies with rabbits. Cyanex 272 was determined to be
non-mutagenic in the Ames Salmonella Assay.
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2.4.5 Applications of Cyanex 272
1. Cyanex 272 is used as a selectve extractant for the extraction and separation
of cobalt in the presence of nickel.
2. Cyanex 272 is found to be preferentially selective extractant for cobalt in the
presence of calcium.
3. Cyanex 272 can be used to recover cobalt from ammoniacal as well as acidic
solutions.
4. Using cyanex 272 metals like iron, zinc. Copper, manganese, calcium, nickel
from sulphate solutions can be extracted.
2.5
Cyanex 923 Extractant
Cyanex 923 extractant is a liquid phosphine oxide which has potential
applications in the solvent extraction recovery of both organic and inorganic
solutes from aqueous solution, e.g. carboxylic acids from effluent streams and
the removal of arsenic impurities from copper electrolytes.
2.5.1 Compositions of cyanex 923
Cyanex 923 extractant is a mixture of four trialkyl-phosphine oxides as
follows:
(1) Trihexylphosphine oxide (2) dihexylmonooctyl-phosphine oxide
(3) dioctylmonohexyl-phosphine oxide (4) Trioctylphosphine oxide.
R3P(O) R2R’P(O) RR2’P(O) R’3P(O)
Where, R= [CH3(CH2)7]-normal octyl
R’ = [CH3(CH2)7]-normal octyl
2.5.2 Organic solubility of cyanex 923
Cyanex 923 extractants are completely miscible with all common
hydrocarbon diluents even at very low ambient temperatures. The major benefit
of high solubility lies the ability to prepare concentrated, stable solvents which
can recover solutes (e.g. acetic acid) that are normally only weakly extracted by
this type of reagent.
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2.5.3 Applications of Cyanex 923
1. Processes in petrochemical plants, wood pulping mills, and other
chemical facilities often generate aqueous effluent streams containing
carboxylic acids: particularly acetic acid. These carboxylic acids are
recovered by cyanex 923.
2. Phenols, like carboxylic acids are produced during coal liquefaction, coal
gasification and in the petrochemical industry and they can be efficiently
extracted by cyanex 923.
3. Cyanex 923 extractant exhibits a separation factor in ethanol/water
solutions near the maximum useful limit for recovery from continuous
fermentation broths, typically containing 5% ethanol.
4. Removing arsenic, antimony and bismuth impurities from copper
electrolytes by solvent extraction with cyanex 923 improves the quality
of electrolytic copper and consists of improvements in current efficiency.
5. Uranium recovery from wet-process phosphoric acid using synergic
mixtures of phosphine oxides and D2EHPA.
6. Niobium and tantalum are extracted and separated by cyanex 923.
7. Cadmium sometimes occurs as an undesirable impurity in phosphoric
acid and other acids can be removed by cyanex 923.
2.6 Cyanex 301 extractant
Cyanex 301 is a dialkyl dithiophosphinic acid extractant. This sulphur
containing compound is a much stronger acid than its analogous oxy-acid,
cyanex 272. It is capable of extracting many metals at lower pH (
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P
S
SHR
R
Where,
R=CH3-C-CH
2-CH-CH
2-
CH3
CH3
CH3
The active component of cyanex 301 is bis(2,4,4-trimethylpentyl)
dithiophosphinic acid.
2.6.2 Applications of cyanex 301
Cyanex 301 extractant is capable of the selective recovery of heavy
metals at low pH in the presence of alkaline earths.
1. Cadmium from wet process phosphoric acid and amino acids from
fermentation broths were capable to extract by cyanex 301.
2. Cyanex 301 was developed to extract and recover zinc from the effluentstreams of viscose rayon plants in the presence of calcium.
3. Dialkyl dithiophoshinic acids, or their salts, have shown to be effective in
extracting a number of alpha amino acids from fermentation broths. The
recovery of L-phenylalanine was done using cyanex 301 extractant.
2.7 Cyanex 471X extractant
Cyanex 471X extractant is a new phosphine –based extractant developed
by Cyanamid for the hydrometallurgical industry. It is particularly useful for
the selective recovery of silver and in the separation of palladium from
platinum.
2.7.1 Chemical Structure of cyanex 471X
The chemical structure of cyanex 471X is as follows
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CH3-CH
2-CH
2
CH3
3
P=S
2.7.2 Toxicity of cyanex 471X
The acute oral (rat) and acute dermal (rabbit) LD50 values for the active
phosphine sulphide contained in cyanex 471X extractant are 10,000 mg/kg of
body weight. No significant skin irritation and only mild eye irritation were
produced during primary irritation studies with rabbits. The sulfide was
determined to be non-mutagenic in the Ames Salmonella Assay.
2.7.3 Applications of cyanex 471X
1. Cyanex 471X is a solvating reagent and will extract silver from sulfate,
nitrate and chloride systems.
2. Cyanex 741X extractant has potential in the separation of palladium from
chloride solutions containing platinum(IV) and palladium(II). Palladium
extraction occurs with silver through a solvating mechanism. Stabilized
thiosulfate solutions are an effective strip feed. If present, Ag, Hg(II), Au(III)
will be co-extracted with palladium.
2.8 Scope of Solvent extraction with cyanex compounds
Extraction of metals by cyanex compounds takes place by ion-pair
extraction. In the present days large numbers of cyanex compounds are using
because of their selective extraction properties. In the presence of various
counter anions the extraction properties of cyanex compounds differs and
provides wide variability to extract different metals. Literature survey reveals
the applicability of cyanex compounds in separation of metals by solvent
extraction. The literature survey of cyanex compounds used in the extraction of
various metal ions is given in the following table 2.8.
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Table 2.8 Different cyanex compounds used for various metal extractions
under different conditions
Sr.
no.
Cation Technique Cyanex Media Solvent Ref.
No.
1 Ga(III) SE CX-921 HCl Toluene 2
2 Pd(II) SE CX-302 HCl Toluene 3
3 Zn(II) SE CX-923 HCl Solvesso-
100
4
4 Pd(II) Ex-Chrom. CX-302 0.1M HNO3 5
5 Au(III) SE CX-302 HCl Toluene 6
6 Zn(II) SFC CX-302 CO2 7
7 Am(III) Ex-Chrom. CX-301 HNO3 Silica-
Polym.
8
8 Zn(II) SE CX-923 HCl 9
9 Ag(I) BLM CX-471X HNO3 Alkenes +
Isodecanol
10
10 Co(II), Ni(II) SLM CX-
272,301,302
H2SO4 11
11 Cd(II) Ex-Chrom. CX-301 H3PO4 12
12 Am(III), Eu(III) SE CX-301 HNO3 Kerosene 13
13 Cr(III) SE CX-301 HCl Toluene 14
14 As(III), (V) SE CX-925 H2SO4 Toluene 15
15 V(IV) Ex-Chrom. CX-272,
CX-301
Silica Gel 16
16 Ln(III) HPCPC CX-302 HCl 17
17 Ti(IV) SE CX-272 HCl Xylene 18
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18 Sc(III) SE CX 923,
CX 925
HCl 19
19 Rh, Pt, Pd SE CX 921 HCl Toluene 20
20 Os, Ru, Ir SE CX 921 HCl 21
21 Sc, Y, La, Gd SE CX 302 HCl 22
22 Ce, Th SE CX 923 H2SO4 n-hexane 23
23 Th(IV) SE CX 272 HNO3 24
24 U(VI) SE CX 272 Salicylate Toluene 25
25 Th(IV) SE CX 272 Salicylate Kerosene 26
26 Cu(II) SE CX 921 HCl Kerosene 27
27 Be(II) SE CX 921 H2SO4 Kerosene 28
28 Ln(III), Y(III) SE CX 925 HNO3 n-heptane 29
29 Eu(III) SE CX 921 HNO3 Toluene 30
30 Al(III) SE CX 272 H2SO4 Exxsol D-80 31
31 Zr(IV), Hf(IV) SE CX 921,
923, 925
HNO3 Kerosene 32
32 Pt(IV) SE CX 921,
925
HCl Toluene 33
33 La(III) SE CX 923 HNO3 Heptane 34
34 U(VI) SE CX 302 HNO3 Kerosene 35
35 Ln(III), Y(III) SE CX 925 HNO3 n-heptane 36
36 Ln(III), Sm(III) SE CX
921,923,925
HNO3 Kerosene 37
37 Cu(II) SE CX 272 H2SO4 38
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38 Co(II), Ni(II) SE CX 272 H2SO4 DX 3641 39
39 Zn, Ni SE CX 272,
D2EHPA
H2SO4 Kerosene 40
40 Ni(II) SE CX 272 H2SO4 Kerosene 41
41 Cd(II) SE D2EHPA H2SO4 Toluene 42
42 Zr(IV) SE CX 272 HCl Toluene 43
443 CO(II) SE CX 272 CH3COONa Toluene 44
44 CU(II), Zn(II) SE CX 272,
Versatic 10
acid
H2SO4 Kerosene 45
45 Cd, Ni, Co SE Cx 272,
923, TOPS
HCl Kerosene 46
46 Al, Ni SE TOPS 99,
PC 88 A,
CX 272
H2SO4 Kerosene 47
47 Ga(III), Al(III) SE DBTPA,
DETPA
Kerosene 48
48 Be(II), Al(III) SE CX 921 Cyclohexane 49
49 Cd, Co, Ni SE CX 923 HCl Kerosene 50
50 Cd(II) SLM CX 923 HCl Solvesso
100
51
51 Ti(IV) SE CX 923 HCl Xylene 52
52 Mo(VI), W(VI) SE CX 923 HCl Toluene 53
53 U(VI) SE CX 923 HNO3 Xylene 54
54 Rh, Pt, Pd SE CX 921 HCl Toluene 55
55 Sc(III) SE CX 923, H2SO4 / HCl 56
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925
57 Ln(III) SE CX 272 HClO4 57
58 Sn(II) SE CX 925 HCl Toluene 58
59 Zn(II) SE CX 923 NH4Cl Solvesso
100
59
60 U(VI), TH(IV) SE CX 923 HBr Toluene 60
61 U(VI), Th(IV) SE CX 923 HNO3 Xylene 61
62 U(VI),Th(IV),Ce(III),
Ce(IV), Y(III)
SE CX 923 Mineral
acids
Toluene 62
63 Th(IV) SE PC-88A Chloride Dodecane 63
64 Th(IV), Pr(III) SE CX 301,
302
Nitrate Kerosene 64
65 Th(IV) SE CX 272 Nitrate Kerosene 65
66 Ti(IV), V(V), Fe(III) SE CX 923 Kerosene 66
67 U(VI) SE CX 302 HNO3 Xylene 67
68 Sc(II), Zr(IV),
Th(IV), Fe(III),
Lu(III)
SE CX 302,
301
Acidic n-hexane 68
69 Mn(II) SE CX 302 Sulphate Kerosene 69
70 Pb(II) SE CX 302 Phosphoric
acid
Toluene 70
71 Au(III) SE CX 471X HCl 71
72 U(VI) SE CX 302,
Alamine
308, TBP,
HCl/ HNO3 Toluene 72
73 Ce(IV), Th(IV) SE CX 923 H2SO4 n-hexane 73
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74 Zr(IV) SE CX 923 Mineral
acids
Toluene 74
75 Ce(III), La(III) SE LIX 54 NaCl n-heptane 75
76 Ti(IV) SE PC-88 A HClO4 Toluene 76
In the present study we have concentrated on the separation of
lanthanides and actinides using cyanex compounds. The lanthanides and
actinides show very close properties. Since, in these elements, the number of
electrons in the outermost as well as the penultimate shell remains the same
and is very difficult to separate from one another [77]. In the present work we
have developed a reliable analytical method for extraction and separation of
uranium, thorium and cerium. Still there were no reports for extraction and
separation of uranium and thorium using cyanex 272 from sodium salicylate
medium in toluene and kerosene respectively. We have also carried out the
study of extraction and separation of cerium using cyanex 923 from sodium
acetate medium in kerosene. In the present work we have studied various
parameters like, concentration of cyanex extractant, concentration of counter
anion, effect of diluents, tolerance limit, multicomponent mixture separation.
The developed methods we have applied for the extraction and separation of
metal ions from real and geological samples.
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