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US4359404A
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Hydrogenation of esters using alkali doped heterogeneous Group VIII transition metal catalysts
Assignee: Honeywell International Inc
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Filing: 1981-09-29
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Granted: 1982-11-16
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Expires: 2001-09-29
Abstract
Abstract A novel class of heterogeneous catalysts, containing Group VIII transition metals in combination with alkali organic compounds is prepared, such as potassium naphthalene on ruthenium on carbon. The catalysts are useful as heterogeneous catalysts in the hydrogenation of carboxylic acid esters. A process for producing the materials is described. The catalysts permit the process of the hydrogenation of carboxylic acid esters to primary alcohols to be conducted with the ester in the liquid phase at a temperature not exceeding about 150° C. with high selectivity. Catalysts of Group VIII transition metals and alkali metal on carbon are also useful in such processes.
Inventors
- 👤 Roger A. Grey
- 👤 Guido P. Pez
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:42
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/16; B01J31/1616; B01J23/00; B01J23/38; B01J23/40; B01J23/54; B01J23/56; B01J23/58; B01J31/22; B01J31/2204; B01J31/2208; B01J31/2226; B01J31/2282; B01J31/2295; B01J31/26; B01J31/28; C; C07; C07C; C07C29/00; C07C29/132; C07C29/136; C07C29/147; C07C29/149; C07C29/17; C07C29/19; B01J21/00; B01J21/18; B01J2231/00; B01J2231/60; B01J2231/64; B01J2231/641; B01J2231/643; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/821; B01J2531/822; B01J2531/824; B01J2531/828; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/52
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
40 words
A method for preparing a catalyst comprising contacting a group VIII metal deposited on carbon with a member of the group consisting of alkali metal arenes, alkali metal ketyls and mixtures thereof in the presence of an inert polar solvent.
Claim 2
Independent Claim
40 words
A method for preparing a catalyst comprising contacting a group VIII metal deposited on carbon with a member of the group consisting of alkali metal arenes, alkali metal ketyls and mixtures thereof in the presence of an inert polar solvent.
Claim 3
Dependent Claim
13 words
The method of claim 1 wherein the inert polar solvent is an ether.
Claim 4
Dependent Claim
12 words
The method of claim 1 wherein the inert polar solvent is tetrahydrofuran.
Claim 5
Dependent Claim
12 words
The method of claim 1 wherein the inert polar solvent is 1,2-dimethoxyethane.
Claim 6
Dependent Claim
19 words
The method of claim 1 wherein the group VIII metal deposited on carbon is ruthenium, rhodium, platinum or palladium.
Claim 7
Dependent Claim
12 words
The method of claim 5 wherein the group VIII metal is rhodium.
Claim 8
Dependent Claim
12 words
The method of claim 5 wherein the group VIII metal is ruthenium.
Claim 9
Dependent Claim
46 words
The method of claim 1 wherein the group VIII metal deposited on carbon is contacted with an alkali metal arene having an arene radical anion selected from the group consisting of unsubstituted arene radical anions and arene radical anions substituted with alkyl, ether, dialkylamine or aryl.
Claim 10
Dependent Claim
16 words
The method of claim 8 wherein the arene radical anion is an unsubstituted arene radical anion.
Claim 11
Dependent Claim
15 words
The method of claim 8 wherein the alkali metal arene is an alkali metal naphthalene.
Claim 12
Dependent Claim
15 words
The method of claim 8 wherein the alkali metal arene is an alkali metal biphenyl.
Claim 13
Dependent Claim
19 words
The method of claim 8 wherein the alkali metal arene is an alkali metal naphthalene, biphenyl, anthracene or phenanthrene.
Claim 14
Dependent Claim
20 words
The method of claim 1 wherein the group VIII metal deposited on carbon is contacted with an alkali metal ketone.
Claim 15
Dependent Claim
14 words
The method of claim 13 wherein the alkali metal ketone is a diaryl ketone.
Claim 16
Dependent Claim
12 words
The method of claim 14 wherein the alkali metal ketone is benzophenone.
Claim 17
Dependent Claim
14 words
The method of claim 1 wherein the alkali metal is sodium, potassium or lithium.
Claim 18
Dependent Claim
11 words
The method of claim 16 wherein the alkali metal is potassium.
Claim 19
Dependent Claim
86 words
A solid catalyst composition consisting essentially of about 0.1 to about 15 weight percent of at least one group VIII transition metal, about 1 to about 50 weight percent of at least one alkali metal, about 2 to about 50 weight percent of an anion radical selected from the group consisting of arene radical anions, ketyls and mixtures thereof, with the alkali metal being in cation form in a molar amount equal to the anion radical, and the balance a support comprising high surface area carbon.
Claim 20
Dependent Claim
86 words
A solid catalyst composition consisting essentially of about 0.1 to about 15 weight percent of at least one group VIII transition metal, about 1 to about 50 weight percent of at least one alkali metal, about 2 to about 50 weight percent of an anion radical selected from the group consisting of arene radical anions, ketyls and mixtures thereof, with the alkali metal being in cation form in a molar amount equal to the anion radical, and the balance a support comprising high surface area carbon.
Claim 21
Dependent Claim
18 words
The catalyst composition of claim 18 wherein the group VIII transition metal is ruthenium, rhodium, platinum or palladium.
Claim 22
Dependent Claim
14 words
The catalyst composition of claim 19 wherein the group VIII transition metal is rhodium.
Claim 23
Dependent Claim
14 words
The catalyst composition of claim 19 wherein the group VIII transition metal is ruthenium.
Claim 24
Dependent Claim
36 words
The catalyst composition of claim 18 wherein the radical anion is an arene radical anion selected from the group consisting of unsubstituted arene radical anions and arene radical anions substituted with alkyl, ether, dialkylamine or aryl.
Claim 25
Dependent Claim
17 words
The catalyst composition of claim 22 wherein the arene radical anion is an unsubstituted arene radical anion.
Claim 26
Dependent Claim
16 words
The catalyst composition of claim 23 wherein the arene radical anion is the naphthalene radical anion.
Claim 27
Dependent Claim
16 words
The catalyst composition of claim 22 wherein the arene radical anion is the biphenyl radical anion.
Claim 28
Dependent Claim
26 words
The catalyst composition of claim 22 wherein the arene radical anion is selected from the group consisting of the naphthalene, biphenyl, anthracene and phenanthrene radical anions.
Claim 29
Dependent Claim
12 words
The catalyst composition of claim 18 wherein the radical anion is ketyl.
Claim 30
Dependent Claim
13 words
The catalyst composition of claim 27 wherein the ketyl is a diaryl ketyl.
Claim 31
Dependent Claim
12 words
The catalyst composition of claim 27 wherein the ketyl is diphenyl ketyl.
Claim 32
Dependent Claim
30 words
The catalyst composition of claim 18 wherein the alkali metal is about 2 to about 20 weight percent sodium or potassium or about 1 to about 5 weight percent lithium.
Claim 33
Dependent Claim
12 words
The catalyst composition of claim 21 wherein the alkali metal is potassium.
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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) | 1985-11-15 | 1986-05-17 | 1986-11-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-11-15 | 1990-05-17 | 1990-11-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-11-15 | 1994-05-17 | 1994-11-16 | $7700.00 | Window Closed / Lapsed |