Patent US4451679A successfully refreshed from Google Patents.
US4451679A
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Alcohols and aldehydes prepared from olefins and synthesis gas
Assignee: Texaco Inc
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Filing: 1982-10-21
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Granted: 1984-05-29
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Expires: 2002-10-21
Abstract
Abstract This invention concerns a process of preparing alcohols and aldehydes which comprises the steps of contacting a mixture of terminal and/or internal olefins and synthesis gas with a catalyst system comprising a ruthenium-containing compound dispersed in a low melting quaternary phosphonium or ammonium base or salt and heating said resultant reaction mixture under a pressure of 100 psi or greater at a temperature of at least 50° C. for a sufficient time to produce said alcohols and aldehydes.
Inventors
- 👤 John F. Knifton
- 👤 Jiang-Jen Lin
- 👤 Robert A. Grigsby, Jr.
- 👤 Walter H. Brader, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 13:26
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/02; B01J31/0234; B01J31/0255; B01J31/0267; B01J31/0268; B01J31/0235; B01J31/0239; B01J31/0277; B01J31/0278; B01J31/0281; B01J31/0284; B01J31/0287; B01J31/0288; B01J31/04; B01J31/16; B01J31/20; B01J31/22; B01J31/2204; B01J31/2208; B01J31/26; B01J31/28; B01J31/30; C; C07; C07C; C07C29/00; C07C29/16; C07C31/00; C07C31/02; C07C31/125; C07C45/00; C07C45/49; C07C45/50; B01J2231/00; B01J2231/30; B01J2231/32; B01J2231/321; B01J2531/00; B01J2531/02; B01J2531/0202; B01J2531/0211; B01J2531/80; B01J2531/82; B01J2531/821; B01J31/2226; B01J31/223; B01J31/2234
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
84 words
An oxo process for preparing alcohols and aldehydes, particularly aliphatic alcohols which comprises the steps of contacting a variety of C 2 -C 30 terminal and internal olefins plus synthesis gas with a catalyst system comprising a ruthenium-containing compound derivative dispersed in low-melting quaternary compound selected from the group consisting of quaternary phosphonium bases, quaternary phosphonium salts, quaternary ammonium bases and quaternary salts and heating resultant reaction mixture under a pressure of 100 psi or greater at a temperature of at least 50° C.
Claim 2
Dependent Claim
84 words
An oxo process for preparing alcohols and aldehydes, particularly aliphatic alcohols which comprises the steps of contacting a variety of C 2 -C 30 terminal and internal olefins plus synthesis gas with a catalyst system comprising a ruthenium-containing compound derivative dispersed in low-melting quaternary compound selected from the group consisting of quaternary phosphonium bases, quaternary phosphonium salts, quaternary ammonium bases and quaternary salts and heating resultant reaction mixture under a pressure of 100 psi or greater at a temperature of at least 50° C.
Claim 3
Dependent Claim
41 words
The process of claim 1 wherein the ruthenium-containing compound is selected from the group consisting of one or more oxides of ruthenium, ruthenium salts of a mineral acid, ruthenium salts of an organic carboxylic acid and ruthenium carbonyl or hydrocarbonyl derivatives.
Claim 4
Dependent Claim
36 words
The process of claim 2 wherein the ruthenium-containing compound is selected from the group consisting of anhydrous ruthenium(IV) dioxide, ruthenium(IV) dioxide hydrate, ruthenium(VIII) tetraoxide, ruthenium(III) trichloride hydrate, ruthenium acetate, ruthenium propionate, ruthenium(III) acetylacetonate and triruthenium dodecacarbonyl.
Claim 5
Dependent Claim
13 words
The process of claim 3 wherein said ruthenium containing compound is ruthenium(IV) oxide.
Claim 6
Dependent Claim
13 words
The process of claim 3 wherein said ruthenium containing compound is triruthenium dodecacarbonyl.
Claim 7
Dependent Claim
13 words
The process of claim 3 wherein said ruthenium containing compound is ruthenium(II) acetylacetonate.
Claim 8
Dependent Claim
20 words
The process of claim 1 wherein said quaternary salt or base has a melting point less than about 180° C.
Claim 9
Dependent Claim
13 words
The process of claim 1 wherein said quaternary salt is a tetraalkylphosphonium salt.
Claim 10
Dependent Claim
13 words
The process of claim 8 wherein said alkyl groups contain 1-16 carbon atoms.
Claim 11
Dependent Claim
13 words
The process of claim 9 wherein said tetraalkylphosphonium salt is a tetrabutylphosphonium salt.
Claim 12
Dependent Claim
27 words
The process of claim 10 wherein said tetrabutylphosphonium salt is selected from the group consisting of tetrabutylphosphonium bromide, tetrabutylphosphonium chloride, tetrabutylphosphonium iodide, tetrabutylphosphonium acetate and tetrabutylphosphonium chromate.
Claim 13
Dependent Claim
14 words
The process of claim 1 wherein said quaternary is a mixed alkaryl phosphonium quaternary.
Claim 14
Dependent Claim
25 words
The process of claim 12 wherein said mixed alkaryl phosphonium quaternary is selected from the group consisting of heptyltriphenylphosphonium bromide, ethyltriphenylphosphonium iodide and dodecyltriphenylphosphonium bromide.
Claim 15
Dependent Claim
15 words
The process of claim 1 wherein said quaternary salt is a mixed tetraalkyl phosphonium salt.
Claim 16
Dependent Claim
22 words
The process of claim 14 wherein said mixed tetraalkylphosphonium salt is selected from the group consisting of hexadecyltributylphosphonium bromide and heptyltributylphosphonium bromide.
Claim 17
Dependent Claim
13 words
The process of claim 1 wherein said quaternary salt is a tetraalkylammonium salt.
Claim 18
Dependent Claim
25 words
The process of claim 16 wherein said tetraalkylammonium salt is selected from the group consisting of tetraheptylammonium chloride, tetrabutylammonium bromide, tetramethylammonium fluoride and tetramethylammonium acetate.
Claim 19
Dependent Claim
23 words
The process of claim 1 wherein said quaternary salt is selected from the group consisting of mixed alkylammonium salts and mixed alkylbenzylammonium bases.
Claim 20
Dependent Claim
11 words
The process of claim 18 wherein said salt is Di(octadecyl)dimethylammonium chloride.
Claim 21
Dependent Claim
11 words
The process of claim 18 wherein said base is benzyltrimethylammonium hydroxide.
Claim 22
Dependent Claim
16 words
The process of claim 1 wherein the mixture is under a pressure of 500 psi-3000 psi.
Claim 23
Dependent Claim
21 words
The process of claim 1 wherein the mixture is heated to a temperature of from 100° C. to about 220° C.
Claim 24
Dependent Claim
12 words
The process of claim 1 where the olefins used are terminal olefins.
Claim 25
Dependent Claim
22 words
The process of claim 23 wherein the terminal olefins are selected from the group consisting of propylene, 1-octene, 1-decene, 1-dodecene and 1-hexadecene.
Claim 26
Dependent Claim
12 words
The process of claim 1 wherein the olefins used are internal olefins.
Claim 27
Dependent Claim
31 words
The process of claim 25 wherein the internal olefins are selected from the group consisting of 2-octene, mixed internal octenes, mixed internal C 13 -C 14 olefins, and mixed internal undecenes.
Claim 28
Dependent Claim
25 words
The process of claim 1 wherein the synthesis gas is composed of hydrogen and carbon monoxide in a molar ratio ranging from 1:5 to 5:1.
Claim 29
Dependent Claim
18 words
The process of claim 1 where the olefins used are C 8 -C 15 terminal and internal olefins.
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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) | 1987-05-29 | 1987-11-28 | 1988-05-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-05-29 | 1991-11-28 | 1992-05-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-05-29 | 1995-11-28 | 1996-05-29 | $7700.00 | Window Closed / Lapsed |