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US4786714A
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Catalytic process for polymerizing carbon monoxide and olefin(s) with nitrogen bidentate ligand
Assignee: Shell USA Inc
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Filing: 1986-11-26
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Granted: 1988-11-22
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Expires: 2006-11-26
Abstract
Abstract The invention relates to compositions that may be used as catalysts for the preparation of polymers of carbon monoxide and olefinically unsaturated hydrocarbons. The invention also relates to processes using the catalyst compositions of the invention to prepare said polymers. The processes comprise contacting the monomers in the presence of a catalyst obtained from the reaction of a Group VIII metal compound with a nitrogen bidentate ligand, and an anion of a non-hydrohalogenic acid having a pKa of less than 6.
Inventors
- 👤 Eit Drent
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 14:50
CPC Classifications
C; C08; C08G; C08G67/00; C08G67/02
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
113 words
A process for preparing a polymer which comprises contacting carbon monoxide and an olefinically unsaturated hydrocarbon 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) an anion of a non-hydrohalogenic acid having a pKa less than 6, and (3) a nitrogen bidentate ligand of the general formula ##STR7## wherein X and Y represent the same or different organic bridging groups, each having a bridge containing three or four atoms, wherein at least two of the atoms in the bridge are carbon atoms, and under conditions suitable to prepare a polymer.
Claim 2
Dependent Claim
113 words
A process for preparing a polymer which comprises contacting carbon monoxide and an olefinically unsaturated hydrocarbon 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) an anion of a non-hydrohalogenic acid having a pKa less than 6, and (3) a nitrogen bidentate ligand of the general formula ##STR7## wherein X and Y represent the same or different organic bridging groups, each having a bridge containing three or four atoms, wherein at least two of the atoms in the bridge are carbon atoms, and under conditions suitable to prepare a 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
48 words
The process of claim 1 wherein the anion of an acid having a pKa less than 6 is an anion of an acid selected from the group consisting of sulfonic acids having a pKa of less than 2 and carboxylic acids having a pKa of less than 2.
Claim 7
Dependent Claim
35 words
The process of claim 1 wherein the anion of an acid having a pKa of less than 6 is an anion of an acid selected from the group consisting of para-toluenesulfonic acid and trifluoroacetic acid.
Claim 8
Dependent Claim
42 words
The process of claim 1 wherein in the reaction to obtain the catalyst, the quantity of anion of an acid having a pKa of less than 6 is from about 0.5 to about 200 equivalents per gram atom of Group VIII metal.
Claim 9
Dependent Claim
42 words
The process of claim 1 wherein in the reaction to obtain the catalyst, the quantity of anion of an acid having a pKa of less than 6 is from about 1 to about 100 equivalents per gram atom of Group VIII metal.
Claim 10
Dependent Claim
41 words
The process of claim 1 wherein the anion of an acid having a pKa less than 6 is present as the salt of a metal selected from the group of metals consisting of nickel, copper, iron, cobalt, chromium, manganese and vanadium.
Claim 11
Dependent Claim
38 words
The process of claim 1 wherein the anion of an acid having a pKa less than 6 is present as the salt of a metal selected from the group of metals consisting of nickel, copper, iron, and vanadium.
Claim 12
Dependent Claim
34 words
The process of claim 1 wherein in the reaction to obtain the catalyst, the quantity of nitrogen bidentate ligand is from about 0.5 to about 200 mol per mol of Group VIII metal compound.
Claim 13
Dependent Claim
34 words
The process of claim 1 wherein in the reaction to obtain the catalyst, the quantity of nitrogen bidentate ligand is from about 1 to about 50 mol per mol of Group VIII metal compound.
Claim 14
Dependent Claim
17 words
The process of claim 1 wherein the organic bridging groups X and Y also contain nitrogen atoms.
Claim 15
Dependent Claim
17 words
The process of claim 1 wherein the organic bridging groups X and Y are the same groups.
Claim 16
Dependent Claim
26 words
The process of claim 1 wherein the nitrogen bidentate ligand is selected from the group consisting of substituted or unsubstituted 2,2'bipyridine, and substituted or unsubstituted 1,10-phenanthroline.
Claim 17
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 18
Dependent Claim
14 words
The process of claim 16 wherein the liquid diluting agent is a lower alcohol.
Claim 19
Dependent Claim
20 words
The process of claim 17 wherein the liquid diluting agent is selected from the group consisting of methanol and ethanol.
Claim 20
Dependent Claim
29 words
The process of claim 1 wherein the quantity of catalyst is from about 10 -1 to about 10 -3 gram atom of Group VIII metal per mol of ethylene.
Claim 21
Dependent Claim
29 words
The process of claim 1 wherein the quantity of catalyst is from about 10 -6 to about 10 -4 gram atom of Group VIII metal per mol of ethylene.
Claim 22
Dependent Claim
32 words
The process of claim 1 wherein the molar ratio of the number of moles of ethylene relative to the number of moles of carbon monoxide is from about 10:1 to about 1:5.
Claim 23
Dependent Claim
32 words
The process of claim 1 wherein the molar ratio of the number of moles of ethylene relative to the number of moles of carbon monoxide is from about 5:1 to about 1:2.
Claim 24
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 25
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 26
Dependent Claim
11 words
The process of claim 1 wherein olefinically unsaturated hydrocarbon is ethylene.
Claim 27
Dependent Claim
26 words
The process of claim 1 wherein the monomer mixture from which the polymers are prepared comprises carbon monoxide, ethylene and at least one olefinically unsaturated hydrocarbon.
Claim 28
Dependent Claim
54 words
The process of claim 26 wherein olefinically unsaturated hydrocarbon has the general formula CHR 1 ═CHR 2 , where R 1 is an alkyl group and R 2 is selected from the group consisting of hydrogen and an alkyl group, and where R 1 and R 2 together contain fewer than 18 carbon atoms.
Claim 29
Dependent Claim
17 words
The process of claim 27 wherein R 1 is hydrogen and R 2 is an alkyl group.
Claim 30
Dependent Claim
17 words
The process of claim 28 wherein R 1 is hydrogen and R 2 is an methyl group.
Claim 31
Dependent Claim
110 words
A process for preparing a linear alternating polymer of carbon monoxide and at least one olefinically unsaturated hydrocarbon which comprises contacting carbon monoxide and at least one olefinically unsaturated hydrocarbon in the presence of a catalyst obtained from (1) a palladium compound, (2) an anion of a non-hydrohalogenic acid having a pKa less than 6, and (3) a nitrogen bidentate ligand of the general formula ##STR8## wherein X and Y represent the same or different organic bridging groups, each having a bridge containing three or four atoms, wherein at least two of the atoms in the bridge are carbon atoms, and under conditions suitable to prepare a linear alternating polymer.
Claim 32
Dependent Claim
110 words
A process for preparing a linear alternating polymer of carbon monoxide and at least one olefinically unsaturated hydrocarbon which comprises contacting carbon monoxide and at least one olefinically unsaturated hydrocarbon in the presence of a catalyst obtained from (1) a palladium compound, (2) an anion of a non-hydrohalogenic acid having a pKa less than 6, and (3) a nitrogen bidentate ligand of the general formula ##STR8## wherein X and Y represent the same or different organic bridging groups, each having a bridge containing three or four atoms, wherein at least two of the atoms in the bridge are carbon atoms, and under conditions suitable to prepare a linear alternating polymer.
Claim 33
Dependent Claim
11 words
The process of claim 30 wherein olefinically unsaturated hydrocarbon is ethylene.
Claim 34
Dependent Claim
39 words
The process of claim 30 wherein olefinically unsaturated hydrocarbon is ethylene and at least one olefinically unsaturated hydrocarbon having the general formula CHR 1 ═CHR 2 , where R 1 is alkyl and R 2 is alkyl or hydrogen.
Claim 35
Dependent Claim
10 words
The process of claim 32 wherein R 2 is hydrogen.
Claim 36
Dependent Claim
17 words
The process of claim 32 wherein the palladium compound is a palladium salt of a carboxylic acid.
Claim 37
Dependent Claim
32 words
The process of claim 34 wherein the acid is selected from the group consisting of sulfonic acids having a pKa less than 6 and carboxylic acids having a pKa less than 6.
Claim 38
Dependent Claim
21 words
The process of claim 35 wherein the acid is selected from the group consisting of para-toluene sulfonic acid and trifluoroacetic acid.
Claim 39
Dependent Claim
13 words
The process of claim 35 wherein X and Y each contain nitrogen atoms.
Claim 40
Dependent Claim
12 words
The process of claim 35 wherein X and Y are the same.
Claim 41
Dependent Claim
12 words
The process of claim 35 wherein the nitrogen bidentate ligand is 2,2'-bipyridine.
Claim 42
Dependent Claim
12 words
The process of claim 35 wherein the nitrogen bidentate ligand is 1,10-phenanthroline.
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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) | 1991-11-22 | 1992-05-23 | 1992-11-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-22 | 1996-05-23 | 1996-11-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-22 | 2000-05-23 | 2000-11-22 | $7700.00 | Window Closed / Lapsed |