US4824934A
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Process for polymerizing carbon monoxide with a quinone
Assignee: Shell USA Inc
•
Filing: 1987-03-05
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Granted: 1989-04-25
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Expires: 2007-03-05
Abstract
Abstract The invention relates to compositions that may be used as catalysts for the preparation of polymers of carbon monoxide and at least one olefinically unsaturated organic compound. The invention also relates to a process using the catalyst compositions of the invention to prepare said polymers. The process comprises contacting the monomers in the presence of a catalyst obtained from the reaction of (a) a Group VIII metal compound with (b) a bidentate phosphorus, arsenic or antimony ligand, (c) a compound selected from the group consisting of non-noble transition metal salts having an anion of a non-hydrohalogenic acid with a pKa less than 6, and (d) a quinone.
Inventors
- 👤 Johannes A. M. Van Broekhoven
- 👤 Eit Drent
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 09:07
CPC Classifications
B; B01; B01J; B01J23/00; C; C08; C08G; C08G67/00; C08G67/02; B01J31/00; B01J31/16; B01J31/24; B01J31/2404; B01J31/2409; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/824; B01J31/18; B01J31/1895
Claims Analysis
Total Claims: 48
Claim 1
Independent Claim
160 words
A process for preparing a linear alternating polymer which process comprises contacting carbon monoxide and at least one olefinically unsaturated organic compound in the presence of a catalyst wherein the catalyst is obtained by reacting (1) a compound of a Group VIII metal selected from the group consisting of palladium, cobalt and nickel, (2) at least one salt of a metal selected from the group of metals consisting of Group 1B-7B, iron, cobalt, nickel, actinides, and lanthanides, having an anion of a non-hydrohalogenic acid with a pKa less than 6 (3) a bidentate ligand of the general formula ##STR4## wherein M is selected from the group consisting of phosphorus, arsenic or antimony, R is a bivalent organic bridging group containing at least two carbon atoms in the bridge and R 1 , R 2 , R 3 and R 4 are substituted or unsubstituted hydrocarbon groups, and (4) a quinone, and under conditions suitable for preparing a linear alternating polymer.
Claim 2
Dependent Claim
160 words
A process for preparing a linear alternating polymer which process comprises contacting carbon monoxide and at least one olefinically unsaturated organic compound in the presence of a catalyst wherein the catalyst is obtained by reacting (1) a compound of a Group VIII metal selected from the group consisting of palladium, cobalt and nickel, (2) at least one salt of a metal selected from the group of metals consisting of Group 1B-7B, iron, cobalt, nickel, actinides, and lanthanides, having an anion of a non-hydrohalogenic acid with a pKa less than 6 (3) a bidentate ligand of the general formula ##STR4## wherein M is selected from the group consisting of phosphorus, arsenic or antimony, R is a bivalent organic bridging group containing at least two carbon atoms in the bridge and R 1 , R 2 , R 3 and R 4 are substituted or unsubstituted hydrocarbon groups, and (4) a quinone, and under conditions suitable for preparing a linear alternating polymer.
Claim 3
Dependent Claim
15 words
The process of claim 1 wherein the Group VIII metal compound is a palladium compound.
Claim 4
Dependent Claim
19 words
The process of claim 1 wherein the Group VIII metal compound is a palladium salt of a carboxylic acid.
Claim 5
Dependent Claim
14 words
The process of claim 1 wherein the Group VIII metal compound is palladium acetate.
Claim 6
Dependent Claim
43 words
The process of claim 1 wherein the non-hydrohalogenic acid with a pKa less than 6 is an acid selected from the group consisting of sulfonic acids with a pKa of less than 2 and carboxylic acids with a pKa of less than 2.
Claim 7
Dependent Claim
29 words
The process of claim 1 wherein the non-hydrohalogenic acid with a pKa less than 6 is an acid selected from the group consisting of para-toluenesulfonic acid and trifluoroacetic acid.
Claim 8
Dependent Claim
30 words
The process of claim 1 wherein the salt of a metal is selected from the group of metals consisting of zirconium, vanadium, chromium, iron, nickel, copper, cerium, thorium, and uranium.
Claim 9
Dependent Claim
39 words
The process of claim 1 wherein the salt of a metal comprises a mixture of metal salt having an anion of a non-hydrohalogenic acid with a pKa less than 6 and non-hydrohalogenic acid with a pKa less than 6.
Claim 10
Dependent Claim
42 words
The process of claim 8 wherein in the mixture of metal salt and a non-hydrohalogenic acid with a pKa less than 6, the ratio between the number of equivalents of salt and the number of equivalents of acid is greater than 1.
Claim 11
Dependent Claim
44 words
The process of claim 1 wherein in the reaction to obtain the catalyst, component (2) quantity is from about 0.5 to about 200 equivalents of the aniono of a non-hydrohalogenic acid with a pKa less than 6 per gram atom of Group VIII metal.
Claim 12
Dependent Claim
43 words
The process of claim 1 wherein the reaction to obtain the catalyst, component (2) quantity is from about 1.0 to about 100 equivalents of the anion of a non-hydrohalogenic acid with a pKa less than 6 per gram atom of Group VIII metal.
Claim 13
Dependent Claim
9 words
The process of claim 1 wherein M is phosphorus.
Claim 14
Dependent Claim
32 words
The process of claim 1 wherein in the reaction to obtain the catalyst, quantity of bidentate ligand is from about 0.1 to about 5.0 mol per mol of Group VIII metal compound.
Claim 15
Dependent Claim
32 words
The process of claim 1 wherein in the reaction to obtain the catalyst, quantity of bidentate ligand is from about 0.5 to about 1.5 mol per mol of Group VIII metal compound.
Claim 16
Dependent Claim
19 words
The process of claim 1 wherein the divalent organic bridging group R contains three carbon atoms in the bridge.
Claim 17
Dependent Claim
28 words
The process of claim 1 wherein the hydrocarbon groups R 1 , R 2 , R 3 , and R 4 each contain 6 to 14 carbon atoms.
Claim 18
Dependent Claim
30 words
The process of claim 1 wherein the hydrocarbon groups R 1 , R 2 , R 3 , and R 4 each contain an aryl group bonded directly to M.
Claim 19
Dependent Claim
34 words
The process of claim 1 wherein the hydrocarbon groups R 1 , R 2 , R 3 , and R 4 are selected from the group consisting of phenyl groups and alkyl-substituted henyl groups.
Claim 20
Dependent Claim
19 words
The process of claim 1 wherein the bidentate ligand is selected from the group consisting of 1,3-bis(diphenylphosphino)propane, and 2-methyl-2-(methyldiphenylphosphino)-1,3-bis(diphenylphosphino)propane.
Claim 21
Dependent Claim
26 words
The process of claim 1 wherein the process is carried out by contacting the monomers with a catalyst in the presence of a liquid diluting agent.
Claim 22
Dependent Claim
14 words
The process of claim 20 wherein the liquid diluting agent is a lower alcohol.
Claim 23
Dependent Claim
12 words
The process of claim 20 wherein the liquid diluting agent is methanol.
Claim 24
Dependent Claim
31 words
The process of claim 1 wherein quantity of catalyst is from about 10 -7 to about 10 -3 gram atom of Group VIII metal per mol of olefinically unsaturated organic compound.
Claim 25
Dependent Claim
31 words
The process of claim 1 wherein quantity of catalyst is from about 10 -6 to about 10 -4 gram atom of Group VIII metal per mol of olefinically unsaturated organic compound.
Claim 26
Dependent Claim
35 words
The process of claim 1 wherein the molar ratio of the number of moles of olefinically unsaturated organic compound relative to the number of moles of carbon monoxide is from about 10:1 to about 1:5.
Claim 27
Dependent Claim
35 words
The process of claim 1 wherein the molar ratio of the number of moles of olefinically unsaturated organic compound relative to the number of mols of carbon monoxide is from about 5:1 to about 1:2.
Claim 28
Dependent Claim
27 words
The process of claim 1 wherein contacting temperature is from about 20° to about 200° C. and contacting pressure is from about 1 to about 200 bar.
Claim 29
Dependent Claim
27 words
The process of claim 1 wherein contacting temperature is from about 30° to about 150° C. and contacting pressure is from about 20 to about 100 bar.
Claim 30
Dependent Claim
12 words
The process of claim 1 wherein olefinically unsaturated organic compound is hydrocarbon.
Claim 31
Dependent Claim
12 words
The process of claim 1 wherein olefinically unsaturated organic compound is ethylene.
Claim 32
Dependent Claim
22 words
The process of claim 1 wherein olefinically unsaturated organic ompound is comprised of ethylene and at least one other olefinically unsaturated hydrocarbon.
Claim 33
Dependent Claim
16 words
The process of claim 1 wherein olefinically unsaturated organic compound is comprised of ethylene and propylene.
Claim 34
Dependent Claim
11 words
The process of claim 1 wherein the quinone is a 1,4-quinone.
Claim 35
Dependent Claim
14 words
The process of claim 1 wherein the quinone is a substituted or unsubstituted benzoquinone.
Claim 36
Dependent Claim
10 words
The process of claim 34 wherein the benzoquinine os 1,4-benzoquinone.
Claim 37
Dependent Claim
31 words
The process of claim 1 wherein in the reaction to obtain the catalyst, quantity of quinone is from about 1 to about 10000 mol per gram atom of Group VIII metal.
Claim 38
Dependent Claim
31 words
The process of claim 1 wherein in the reaction to obtain the catalyst, quantity of quinone is from about 10 to about 5000 mol per gram atom of Group VIII metal.
Claim 39
Dependent Claim
43 words
The process of claim 3 wherein the non-hydrohalogenic acid with a pKa less than 6 is an acid selected from the group consisting of sulfonic acids with a pKa of less than 2 and carboxylic acids with a pKa of less than 2.
Claim 40
Dependent Claim
9 words
The process of claim 38 wherein M is phosphorus.
Claim 41
Dependent Claim
16 words
The process of claim 39 wherein the bivalent organic bridging group R contains three carbon atoms.
Claim 42
Dependent Claim
30 words
The process of claim 40 wherein the hydrocarbon groups R 1 , R 2 , R 3 , and R 4 each contain an aryl group bonded directly to M.
Claim 43
Dependent Claim
19 words
The process of claim 41 wherein the bidentate ligand is selected from the group consisting of 1,3-bis(diphenylphosphino)propane, and 2-methyl-2-(methyldiphenylphosphino)-1,3-bis(diphenylphosphino)propane.
Claim 44
Dependent Claim
12 words
The process of claim 41 wherein olefinically unsaturated organic compound is alpha-olefin.
Claim 45
Dependent Claim
9 words
The process of claim 43 wherein α-olefin is ethylene.
Claim 46
Dependent Claim
15 words
The process of claim 43 wherein α-olefin is ethylene and at least one other α-olefin.
Claim 47
Dependent Claim
11 words
The process of claim 43 wherein α-olefin is ethylene and propylene.
Claim 48
Dependent Claim
11 words
The process of claim 43 wherein the quinone is a 1,4-quinone.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-04-24 | 1992-10-24 | 1993-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-04-24 | 1996-10-24 | 1997-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-04-24 | 2000-10-24 | 2001-04-25 | $7700.00 | Window Closed / Lapsed |