US3904672A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Carboxylation process for preparing alpha unsaturated linear fatty acid derivatives
Assignee: Texaco Inc
•
Filing: 1973-07-12
•
Granted: 1975-09-09
•
Expires: 1993-07-12
Abstract
Abstract This invention concerns a process for preparing linear alphaunsaturated fatty acid derivatives from the reaction of 1-alkynes and carbon monoxide in the presence of a hydroxylated coreactant and a homogeneous ligand-stabilized nobel metal - Group IVB metal halide catalyst complex.
Inventors
- 👤 John F Knifton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 04:59
CPC Classifications
C; C07; C07C; C07C69/00; C07C69/52
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
63 words
A PROCESS OF CARBOXYLATING 1-ALKYNES CONTAINING TWO TO 22 CARBON ATOMS TO THEIR LINEAR, ALPHA-UNSATURATED FATTY ACID DERIVATIVES CONSISTING ESSENTIALLY OF: A. ADMIXING EACH MOLAR EQUIVALENT OF 1-ALKYNE TO BE CARBOXYLATED WITH AT LEAST A MOLAR EQUIVAENT OF HYDROXLATED COREATANT, AT LEAST A CATALYTIC QUANTITY OF LIGAND-STABILIZED NOBLE METAL - GROUP 1VB METAL HALIDE CATALYST COMPLEX, SELECTED FROM THE GROUP CONSISTING OF PDC12(C6H5)3
Claim 2
Dependent Claim
63 words
A PROCESS OF CARBOXYLATING 1-ALKYNES CONTAINING TWO TO 22 CARBON ATOMS TO THEIR LINEAR, ALPHA-UNSATURATED FATTY ACID DERIVATIVES CONSISTING ESSENTIALLY OF: A. ADMIXING EACH MOLAR EQUIVALENT OF 1-ALKYNE TO BE CARBOXYLATED WITH AT LEAST A MOLAR EQUIVAENT OF HYDROXLATED COREATANT, AT LEAST A CATALYTIC QUANTITY OF LIGAND-STABILIZED NOBLE METAL - GROUP 1VB METAL HALIDE CATALYST COMPLEX, SELECTED FROM THE GROUP CONSISTING OF PDC12(C6H5)3
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein the hydroxylated reactant is an alkanol.
Claim 4
Dependent Claim
21 words
from 0.002 to 0.05 molar equivalents of a ligand-stabilized palladium metal complex selected from the group consisting of PdCl2(P(p-CH3O.C6H4)3)2-SnCl2, PdCl2(P(p-CH3-C6H4)3)2-SnCl2, PdCl2(P(C6H5)3)-GeCl2,
Claim 5
Dependent Claim
21 words
from 0.002 to 0.05 molar equivalents of a ligand-stabilized palladium metal complex selected from the group consisting of PdCl2(P(p-CH3O.C6H4)3)2-SnCl2, PdCl2(P(p-CH3-C6H4)3)2-SnCl2, PdCl2(P(C6H5)3)-GeCl2,
Claim 6
Dependent Claim
34 words
from 0.01 to 0.20 molar equivalents of Group IVB metal halides selected from the group consisting of tin(II) chloride, and germanium(II) chloride, in the presence of an oxygen-free environment to form a reaction mixture,
Claim 7
Dependent Claim
34 words
from 0.01 to 0.20 molar equivalents of Group IVB metal halides selected from the group consisting of tin(II) chloride, and germanium(II) chloride, in the presence of an oxygen-free environment to form a reaction mixture,
Claim 8
Dependent Claim
13 words
The process of claim 2 wherein the 1-alkyne is a linear monosubstituted alkyne.
Claim 9
Dependent Claim
10 words
The process of claim 2 wherein the 1-alkyne is acetylene.
Claim 10
Dependent Claim
47 words
introducing at least one mole of carbon monoxide in the presence of an oxygen-free environment to form a reaction mixture, and heating said mixture between about 20*C to 120*C, at pressures ranging from about 1 to 200 atmospheres, until the linear, alpha-unsaturated fatty acid derivatives are formed.
Claim 11
Dependent Claim
47 words
introducing at least one mole of carbon monoxide in the presence of an oxygen-free environment to form a reaction mixture, and heating said mixture between about 20*C to 120*C, at pressures ranging from about 1 to 200 atmospheres, until the linear, alpha-unsaturated fatty acid derivatives are formed.
Claim 12
Dependent Claim
11 words
The process of claim 2 wherein said catalyst complex is preformed.
Claim 13
Dependent Claim
12 words
The process of claim 2 wherein said catalyst is prepared in situ.
Claim 14
Dependent Claim
31 words
A process of carboxylating 1-alkynes containing two to 22 carbon atoms to their linear, alpha-unsaturated fatty acid derivatives, consisting essentially of: admixing each molar equivalent of 1-alkyne to be carboxylated with:
Claim 15
Dependent Claim
31 words
A process of carboxylating 1-alkynes containing two to 22 carbon atoms to their linear, alpha-unsaturated fatty acid derivatives, consisting essentially of: admixing each molar equivalent of 1-alkyne to be carboxylated with:
Claim 16
Dependent Claim
11 words
The process of claim 1 wherein the hydroxylated reactant is water.
Claim 17
Dependent Claim
12 words
The process of claim 1 wherein the palladium catalyst employed is PdCl2(P(p-CH3.C6H4)3)2-SnCl22H2O.
Claim 18
Dependent Claim
12 words
The process of claim 1 wherein the palladium catalyst employed is PdCl2(P(p-CH3OC6H4)3)2-SnCl22H2O.
Claim 19
Dependent Claim
12 words
The process of claim 1 wherein the palladium catalyst employed is PdCl2(P(CH3)2C6H5)2-SnCl2.
Claim 20
Dependent Claim
12 words
The process of claim 1 wherein the palladium catalyst employed is PdCl2(P(C6H5)3)2-SnCl22H2O.
Claim 21
Dependent Claim
22 words
The process of claim 7 in which the 1-alkyne is acetylene, and the linear, alpha-unsaturated fatty acid derivative is an acrylate ester.
Claim 22
Dependent Claim
10 words
The process of claim 13 wherein the alkanol is methanol.
References Cited (Backward Citations)
US2582911A
Cited
US3700706A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-09-08 | 1979-03-10 | 1979-09-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-08 | 1983-03-10 | 1983-09-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-08 | 1987-03-10 | 1987-09-09 | $7700.00 | Window Closed / Lapsed |