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EP0257663B1
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Catalyst compositions, olefin/co copolymerization process and bisphosphine compounds
Assignee: Shell Internationale Research Maatschappij BV
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Filing: 1987-05-05
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Granted: 1992-01-15
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Expires: 2007-05-05
Abstract
Abstract Novel catalyst composition, characterized in that they are based upon a) a palladium compound, b) an anion of an acid with a pKa of less than 2, with the proviso that the acid is not a hydrohalogenic acid, c) a bisphosphine of the general formula R1R2P-R-PR3R4. wherein R1-R4 are similar or dissimilar hydrocarbyl groups which may or may not be substituted with polar groups, with the proviso that at least one of the groups R1-R4 represents a polarly substituted aryl group containing at least one polar substituent on a position ortho to phosphorus, and wherein R represents a bivalent organic bridging group containing at least two carbon atoms in the bridge, and d) optionally, a quinone.
Inventors
- 👤 Johannes A.M. Van Broekhoven
- 👤 Richard Lewin Wife
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-05 15:53
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/16; B01J31/24; B01J31/2404; B01J31/2409; B01J31/02; B01J31/0201; B01J31/0205; B01J31/0208; B01J31/0215; B01J31/0225; B01J31/04; B01J31/26; B01J31/28; C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/50; C07F9/5027; C08; C08G; C08G67/00; C08G67/02; B01J2231/00; B01J2231/10; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/824
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
105 words
Catalyst compositions, characterized in that they are based upon a) a palladium compound, b) an anion of an acid with a pKa of less than 2, with the proviso that the acid is not a hydrohalogenic acid, c) a bisphosphine of the general formula R₁R₂P-R-PR₃R₄, wherein R₁-R₄ are similar or dissimilar hydrocarbyl groups with the proviso that at least one of the groups R₁-R₄ represents a polarly substituted aryl group containing at least one polar substituent in a position ortho to phosphorus, and wherein R represents a bivalent organic bridging group containing at least two carbon atoms in the bridge, and d) optionally, a quinone.
Claim 2
Dependent Claim
105 words
Catalyst compositions, characterized in that they are based upon a) a palladium compound, b) an anion of an acid with a pKa of less than 2, with the proviso that the acid is not a hydrohalogenic acid, c) a bisphosphine of the general formula R₁R₂P-R-PR₃R₄, wherein R₁-R₄ are similar or dissimilar hydrocarbyl groups with the proviso that at least one of the groups R₁-R₄ represents a polarly substituted aryl group containing at least one polar substituent in a position ortho to phosphorus, and wherein R represents a bivalent organic bridging group containing at least two carbon atoms in the bridge, and d) optionally, a quinone.
Claim 3
Dependent Claim
77 words
Catalyst compositions as claimed in claim 1, characterized in that they are based upon a palladium salt of a carboxylic acid, such as palladium acetate, as the component a) and an anion of a sulphonic acid, such as para-toluene-sulphonic acid, or of a carboxylic acid, such as trifluoroacetic acid, as the component b), and that component b) is present in the catalyst compositions in a quantity of from 1.0 to 100 equivalents per gram atom of palladium.
Claim 4
Dependent Claim
41 words
Catalyst compositions as claimed in claim 1 or 2, characterized in that component b) is incorporated in the catalyst compositions in the form of an acid or in the form of a non-noble transition metal salt, such as a copper salt.
Claim 5
Dependent Claim
36 words
Catalyst compositions as claimed in one or more of claims 1-3, characterized in that as the component c) they contain a bisphosphine in which the bivalent bridging group R contains three carbon atoms in the bridge.
Claim 6
Dependent Claim
56 words
Catalyst compositions as claimed in one or more of claims 1-4, characterized in that as the component c) they contain a bisphosphine in which the groups R₁, R₂, R₃ and R₄ are aryl groups with the proviso that at least one of these groups contains at least one polar substitutent in a position ortho to phosphorus.
Claim 7
Dependent Claim
26 words
Catalyst compositions as claimed in claim 5, characterized in that as the components c) they contain a bisphosphine in which the aryl groups are phenyl groups.
Claim 8
Dependent Claim
52 words
Catalyst compositions as claimed in one or more of claims 1-6, characterized in that as the component c) they contain a bisphosphine in which the polar substituent in a position ortho to phosphorus is a R₅-O-, R₅-S-, R₅-CO-O-, R₅R₆N- or R₅-CO-NR₆- group, wherein R₅ and R₆ represent similar or dissimilar hydrocarbyl groups.
Claim 9
Dependent Claim
33 words
Catalyst compositions as claimed in claim 7, characterized in that as the component c) they contain a bisphosphine in which the polar substituent in a position ortho to phosphorus is an alkoxy group.
Claim 10
Dependent Claim
33 words
Catalyst compositions as claimed in claim 8, characterized in that as the component c) they contain a bisphosphine in which the polar substituent in a position ortho to phosphorus is a methoxy group.
Claim 11
Dependent Claim
47 words
Catalyst compositions as claimed in one or more of claims 1-9, characterized in that as the component c) they contain a bisphosphine in which each of the groups R₁, R₂, R₃ and R₄ is an aryl group containing a polar substituent in a position ortho to phosphorus.
Claim 12
Dependent Claim
36 words
Catalyst compositions as claimed in one or more of claims 1-10, characterized in that as the component c) they contain a bisphosphine in which the groups R₁, R₂, R₃ and R₄ are similar to one another.
Claim 13
Dependent Claim
29 words
Catalyst compositions as claimed in claim 11, characterized in that as the component d) they contain a bisphosphine chosen from the group formed by 1,3-bis[di(2-methoxy-phenyl)phosphino]propane, 1,3-bis[di(2,4-dimethoxy-phenyl)phosphino]propane, 1,3-bis[di(2,6-dimethoxy-phenyl)phosphino]propane and 1,3-bis[di(2,4,6-trimethoxy-phenyl)phosphino]propane.
Claim 14
Dependent Claim
30 words
Catalyst compositions as claimed in one or more of claims 1-12, characterized in that component c) is present therein in a quantity of 0.75-1.5 mol per mol of palladium compound.
Claim 15
Dependent Claim
30 words
Catalyst compositions as claimed in one or more of claims 1-13, characterized in that component d) is present therein in a quantity of 10-5000 mol per gram atom of palladium.
Claim 16
Dependent Claim
17 words
Catalyst compositions as claimed in claim 14, characterized in that as the component d) they contain 1,4-benzoquinone.
Claim 17
Dependent Claim
57 words
Bisphosphines, having the general formula R₁R₂P-R-PR₃R₄, wherein R₁-R₄ are similar or dissimilar hydrocarbyl groups with the proviso that at least one of R₁-R₄ represents a polarly substituted aryl group which includes at least one polar substituent in a ortho-position to phosphorus and wherein R represents a bivalent organic bridging group containing three carbon atoms in the bridge.
Claim 18
Dependent Claim
57 words
Bisphosphines, having the general formula R₁R₂P-R-PR₃R₄, wherein R₁-R₄ are similar or dissimilar hydrocarbyl groups with the proviso that at least one of R₁-R₄ represents a polarly substituted aryl group which includes at least one polar substituent in a ortho-position to phosphorus and wherein R represents a bivalent organic bridging group containing three carbon atoms in the bridge.
Claim 19
Dependent Claim
19 words
Bisphosphines having the general formula (R₁)₂P-R-P(R₁)₂ in which R₁ is aryl carrying a polar substituent in ortho-position to phosphorus.
Claim 20
Dependent Claim
19 words
Bisphosphines having the general formula (R₁)₂P-R-P(R₁)₂ in which R₁ is aryl carrying a polar substituent in ortho-position to phosphorus.
Claim 21
Dependent Claim
16 words
Bisphosphines as claimed in claim 16 or 17, characterized in that R is a group -CH₂-CH₂-CH₂-.
Claim 22
Dependent Claim
32 words
Bisphosphines as claimed in claim 16, 17 or 18, characterized in that as polar substituents in an aryl group in a position ortho to phosphorus, R₁ contains one or two alkoxy groups.
Claim 23
Dependent Claim
2 words
Bisphosphine; 1,3-bis[di(2-ethoxy-phenyl)phosphino]propane.
Claim 24
Dependent Claim
2 words
Bisphosphine; 1,3-bis[di(2-ethoxy-phenyl)phosphino]propane.
Claim 25
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2-methoxy-phenyl)phosphino]propane.
Claim 26
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2-methoxy-phenyl)phosphino]propane.
Claim 27
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2,6-dimethoxy-phenyl)-phosphino]propane.
Claim 28
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2,6-dimethoxy-phenyl)-phosphino]propane.
Claim 29
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2,4-dimethoxy-phenyl)-phosphino]propane.
Claim 30
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2,4-dimethoxy-phenyl)-phosphino]propane.
Claim 31
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2,4,6-trimethoxy-phenyl)phosphino]propane.
Claim 32
Dependent Claim
2 words
Bisphosphine: 1,3-bis[di(2,4,6-trimethoxy-phenyl)phosphino]propane.
Claim 33
Dependent Claim
37 words
Process for the preparation of polymers, characterized in that a mixture of carbon monoxide and one or more olefinically unsaturated organic compounds is polymerized by using a catalyst composition as claimed in any one of claims 1-15.
Claim 34
Dependent Claim
33 words
Process as claimed in claim 25, characterized in that the olefinically unsaturated organic compounds used are hydrocarbons, in particular ethene, or a mixture of ethene and another olefinically unsaturated hydrocarbon, in particular propene.
Claim 35
Dependent Claim
75 words
Process as claimed in claim 25 or 26, characterized in that it is carried out at a temperature of 30-150 °C, a pressure of 20-200 bar and a molar ratio in the mixture to be polymerized of olefinically unsaturated organic compounds relative to carbon monoxide of 5:1-1:2, and that per mol of olefinically unsaturated organic compound to be polymerized, such a quantity of catalyst composition is used as to contain 10⁻⁶-10⁻⁴ gram atom of palladium.
References Cited (Backward Citations)
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