US4448892A
Expired / Lapsed
US
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Olefin oxidation catalyst
Assignee: Phillips Petroleum Co
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Filing: 1982-04-01
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Granted: 1984-05-15
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Expires: 2002-04-01
Abstract
Abstract The use of fluorocarbons during the multiphase oxidation of olefins to ketones with Wacker-type catalysts improves reaction efficiency.
Inventors
- 👤 Semyon G. Kukes
- 👤 Tod K. Shioyama
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 17:02
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/27; C07C45/32; C07C45/33; C07C45/34; B; B01; B01J; B01J31/00; B01J31/02; B01J31/0234; B01J31/0235; B01J31/0239; B01J31/16; B01J31/22; B01J31/2204; B01J31/2208; B01J31/2226; B01J31/2252; B01J31/26; B01J31/28; B01J31/30
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
99 words
A composition useful for the Wacker catalytic oxidation of olefins to carbonyl compounds comprising: (a) one or more suitable palladium components; (b) one or more suitable heteropolyacid or copper components; (c) one or more surfactants selected from the group consisting of quaternary ammonium salts, alkali metal sulfates, alkali metal salts of alkanoic acids, alkali metal salts of alkaryl sulfonic acids, and 1-alkyl pyridinium salts; and (d) at least one fluorocarbon compound conforming to the empirical formula: C.sub.x' F.sub.y' X.sub.z' wherein X is a halogen other than fluorine and y' is greater than x' and y' is greater than z'.
Claim 2
Dependent Claim
99 words
A composition useful for the Wacker catalytic oxidation of olefins to carbonyl compounds comprising: (a) one or more suitable palladium components; (b) one or more suitable heteropolyacid or copper components; (c) one or more surfactants selected from the group consisting of quaternary ammonium salts, alkali metal sulfates, alkali metal salts of alkanoic acids, alkali metal salts of alkaryl sulfonic acids, and 1-alkyl pyridinium salts; and (d) at least one fluorocarbon compound conforming to the empirical formula: C.sub.x' F.sub.y' X.sub.z' wherein X is a halogen other than fluorine and y' is greater than x' and y' is greater than z'.
Claim 3
Dependent Claim
21 words
The composition of claim 1 wherein (d) is at least one perfluorinated compound containing from 1 to about 24 carbon atoms.
Claim 4
Dependent Claim
9 words
The composition of claim 2 wherein (d) contains perfluorodecalin.
Claim 5
Dependent Claim
22 words
The composition of claim 2 wherein (a) is palladium chloride, and (b) is H 9 [PMo 6 V 6 O 40 ].
Claim 6
Dependent Claim
16 words
The composition of claim 2 wherein (a) is palladium chloride, and (b) is CuCl 2 .
Claim 7
Dependent Claim
13 words
The composition of claim 2 wherein the diluent system contains water and decane.
Claim 8
Dependent Claim
13 words
The composition of claim 3 wherein the diluent system contains water and decane.
Claim 9
Dependent Claim
13 words
The composition of claim 4 where the diluent system contains water and decane.
Claim 10
Dependent Claim
10 words
The composition of claim 7 wherein (c) is cetyltrimethylammonium bromide.
Claim 11
Dependent Claim
13 words
The composition of claim 5 wherein the diluent system contains water and decane.
Claim 12
Dependent Claim
10 words
The composition of claim 10 wherein (c) is cetyltrimethylammonium bromide.
Claim 13
Dependent Claim
264 words
The composition of claim 1 wherein the surfactant is at least one compound selected from Groups (A) through (E), as follows: (A) Quaternary ammonium salts of the general formula (R"') 4 N + X - wherein R"' is an alkyl radical of from 1 to 20 carbon atoms and wherein the total number of carbon atoms in said quaternary ammonium salt is from 8 to 30 carbon atoms; and wherein X is selected from the group consisting of Br - , Cl - , I - , F - , R"'CO 2 - , QSO 3 - , BF 4 - , and HSO 4 - , wherein Q is an aryl, alkaryl or arylalkyl radical of 6 to 10 carbon atoms; (B) Alkali metal alkyl sulfates of the general formula R' v OSO 3 M, wherein R' v is an alkyl radical having from 10 to 20 carbon atoms and wherein M is an alkali metal; (C) Alkali metal salts of alkanoic acids of the general formula R' v CO 2 M, wherein R' v and M have the same meaning as given above for the compounds of (B); (D) Alkali metal salts of alkaryl sulfonic acids of the general formula ##STR3## wherein R' v and M have the same meaning as given and wherein R v is an alkyl radical of 1 to 4 carbon atoms and wherein n is 0 or an integer of from 1 to 4; and (E) 1-Alkyl pyridinium salts of the general formula ##STR4## wherein R' v and X - have the same meanings as described above.
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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) | 1987-05-15 | 1987-11-14 | 1988-05-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-05-15 | 1991-11-14 | 1992-05-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-05-15 | 1995-11-14 | 1996-05-15 | $7700.00 | Window Closed / Lapsed |