US4258206A
Expired / Lapsed
US
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Selective carbonylation of olefins by a polymer-supported Pd halide catalyst
Assignee: University of Alabama
•
Filing: 1979-07-16
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Granted: 1981-03-24
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Expires: 1999-07-16
Abstract
Abstract A solid supported catalyst useful in the carbonylation of olefins represented by the formula <IMAGE> wherein Resin- represents a cross-linked solvent swellable high molecular weight resin; X represents a halide; m+n=4. A method for the carbonylation of alpha -olefins using the above-mentioned solid-supported catalyst.
Inventors
- 👤 Charles U. Pittman, Jr.
- 👤 Quock Y. Ng
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 08:52
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/14; B; B01; B01J; B01J31/00; B01J31/16; B01J31/165; B01J31/1658; B01J31/24; B01J31/2404; C07C67/00; C07C67/36; C07C67/38; B01J2231/00; B01J2231/30; B01J2231/32; B01J2231/321; B01J2231/40; B01J2231/42; B01J2231/4205; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/824
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
89 words
A method for the carbonylation of α-olefins which comprises: reacting at 70°-200° C. an olefin having 2-30 carbon atoms with carbon monoxide at a pressure of 25-2500 psi, with a primary alcohol or water, or a mixture thereof, and with a catalyst represented by the formula: ##STR11## wherein Resin-represents a non-degradable cross-linked swollen high molecular weight resin with permeatable micropores; the sum of m and n is 4; X is a halide and wherein said α-olefin and said alcohol are capable of permeating the micropores of said swollen resin.
Claim 2
Independent Claim
89 words
A method for the carbonylation of α-olefins which comprises: reacting at 70°-200° C. an olefin having 2-30 carbon atoms with carbon monoxide at a pressure of 25-2500 psi, with a primary alcohol or water, or a mixture thereof, and with a catalyst represented by the formula: ##STR11## wherein Resin-represents a non-degradable cross-linked swollen high molecular weight resin with permeatable micropores; the sum of m and n is 4; X is a halide and wherein said α-olefin and said alcohol are capable of permeating the micropores of said swollen resin.
Claim 3
Independent Claim
95 words
A method for the carbonylation of α-olefins which comprises: reacting, in the absence of SnCl 2 , at 70°-200° C. an olefin having 2-30 carbon atoms with carbon monoxide at a pressure of 25-2500 psi, with a primary alcohol or water or a mixture thereof, and with a catalyst represented by the formula ##STR12## wherein Resin-represents a non-degradable cross-linked swollen, high molecular weight resin with permeatable micropores the sum of m and n is 4; X is a halide; and wherein said α-olefin and said alcohol are capable of permeating the micropores of said resin.
Claim 4
Independent Claim
95 words
A method for the carbonylation of α-olefins which comprises: reacting, in the absence of SnCl 2 , at 70°-200° C. an olefin having 2-30 carbon atoms with carbon monoxide at a pressure of 25-2500 psi, with a primary alcohol or water or a mixture thereof, and with a catalyst represented by the formula ##STR12## wherein Resin-represents a non-degradable cross-linked swollen, high molecular weight resin with permeatable micropores the sum of m and n is 4; X is a halide; and wherein said α-olefin and said alcohol are capable of permeating the micropores of said resin.
Claim 5
Dependent Claim
13 words
The method of claim 1 or 2 wherein said carbonylation reaction is alkoxycarbonylation.
Claim 6
Dependent Claim
13 words
The method of claim 1 or 2 wherein said carbonylation reaction is hydroxycarbonylation.
Claim 7
Dependent Claim
14 words
The method of claim 1 or 2, wherein said olefin contains 2-15 carbon atoms.
Claim 8
Dependent Claim
14 words
The method of claim 1 or 2, wherein said alcohol contains 1-30 carbon atoms.
Claim 9
Dependent Claim
11 words
The method of claim 1 or 2, wherein X is chloride.
Claim 10
Dependent Claim
11 words
The method of claim 1 or 2, wherein X is bromide.
Claim 11
Dependent Claim
14 words
The method of claim 1 or 2, wherein said CO pressure is 100-1200 psi.
Claim 12
Dependent Claim
14 words
The method of claim 1 or 2, wherein said CO pressure is 400-800 psi.
Claim 13
Dependent Claim
13 words
The method of claim 1 or 2, wherein said temperature is 100°-180° C.
Claim 14
Dependent Claim
13 words
The method of claim 1 or 2, wherein said temperature is 115°-150° C.
Claim 15
Dependent Claim
24 words
The method of claim 1 or 2, wherein said reaction is carried out in the presence of a solvent capable of swelling said resin.
Claim 16
Dependent Claim
12 words
The method of claim 13, wherein said solvent is an organic solvent.
Claim 17
Dependent Claim
12 words
The method of claim 14, wherein said organic solvent is an alcohol.
Claim 18
Dependent Claim
10 words
The method of claim 13, wherein said solvent contains water.
Claim 19
Dependent Claim
13 words
The method of claim 1 or 2, wherein Resin- is 1% divinylbenzene polystyrene.
Claim 20
Dependent Claim
12 words
The method of claim 1 or 2, wherein Resin- is 2% divinylbenzene.
Claim 21
Dependent Claim
34 words
The method of claim 1 or 2, wherein the phosphine loading of said catalyst is in the range 0.5-99.5% by weight and wherein the P:Pd ratio of said catalyst is in the range 1-99.
Claim 22
Dependent Claim
17 words
The method of claim 19, wherein the phosphine loading of said catalyst is in the range 20-80%.
Claim 23
Dependent Claim
14 words
The method of claim 19, wherein the phosphine loading of said catalyst is 40-70%.
Claim 24
Dependent Claim
17 words
The method of claim 19, wherein the P:Pd ratio of said catalyst is in the range 2-60.
Claim 25
Dependent Claim
17 words
The method of claim 19, wherein the P:Pd ratio of said catalyst is in the range 5-25.
Claim 26
Dependent Claim
24 words
The method of claim 19, wherein said phosphine loading is in the range 40-70% and wherein said P:Pd ratio is in the range 5-25.
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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) | 1984-03-23 | 1984-09-22 | 1985-03-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-03-23 | 1988-09-22 | 1989-03-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-03-23 | 1992-09-22 | 1993-03-24 | $7700.00 | Window Closed / Lapsed |