US4490567A
Expired / Lapsed
US
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Catalyst and process for dehydrating 2-alcohols
Assignee: Phillips Petroleum Co
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Filing: 1982-04-08
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Granted: 1984-12-25
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Expires: 2002-04-08
Abstract
Abstract Novel catalysts are disclosed for the selective dehydration of 2-alcohols to α-olefins. In one case, the catalyst comprises at least one catalytic metal oxide on a low surface area aluminum oxide-containing support. In another case, the catalyst comprises a mixture of thorium oxide and cerium oxide on a base treated aluminum oxide containing support. There is also disclosed a novel process for obtaining high purity 4-methyl-1-pentene involving the dehydration of 4-methyl-2-pentanol followed by disproportionation with ethylene.
Inventors
- 👤 Charles A. Drake
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 21:45
CPC Classifications
C; C07; C07C; C07C11/00; C07C11/02; C07C11/107; C07C11/113; B; B01; B01J; B01J23/00; B01J23/10; B01J23/12; C07C1/00; C07C1/20; C07C1/24; C07C2521/00; C07C2521/02; C07C2521/04; C07C2523/00; C07C2523/10; C07C2523/12
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
74 words
A process for preparing an α-olefin comprising contacting a dehydratable 2-alcohol under suitable reaction conditions with a catalyst selected from the group consisting of catalysts comprising a catalytically effective amount of at least one catalytic metal selected from the group consisting of metals having atomic numbers of 21, 39, 58-71, or 90 supported on a support consisting essentially of an oxide of aluminum having a surface area no greater than 20 m 2 /g.
Claim 2
Dependent Claim
74 words
A process for preparing an α-olefin comprising contacting a dehydratable 2-alcohol under suitable reaction conditions with a catalyst selected from the group consisting of catalysts comprising a catalytically effective amount of at least one catalytic metal selected from the group consisting of metals having atomic numbers of 21, 39, 58-71, or 90 supported on a support consisting essentially of an oxide of aluminum having a surface area no greater than 20 m 2 /g.
Claim 3
Dependent Claim
33 words
A process according to claim 1 wherein the total amount of said catalytic metal oxide is in the range of 0.5 to about 30 weight percent based on the weight of the support.
Claim 4
Dependent Claim
11 words
A process according to claim 2 wherein thorium oxide is employed.
Claim 5
Dependent Claim
16 words
A process according to claim 3 wherein the catalytic metal oxide consists essentially of thorium oxide.
Claim 6
Dependent Claim
15 words
A process according to claim 3 wherein said catalyst contains thorium oxide and cerium oxide.
Claim 7
Dependent Claim
60 words
A process according to claim 5 wherein the catalytic metal oxide consists essentially of thorium oxide and cerium oxide, the level of thorium is in the range of about 5 to about 20 weight percent based on the weight of the support, and the weight ratio of thorium to cerium is in the range of about 1/2 to about 30/1.
Claim 8
Dependent Claim
13 words
A process according to claim 6 wherein the support has been base treated.
Claim 9
Dependent Claim
15 words
A process according to claim 7 wherein potassium hydroxide is used in the base treatment.
Claim 10
Dependent Claim
75 words
A process according to claim 8 wherein said catalyst is prepared by soaking a support comprising alumina having a surface area no greater than 20 m 2 /g with an aqueous solution of potassium hydroxide, then washing the support with water, then washing the support with an aqueous solution of cerium nitrate and thorium nitrate, then evaporating the water, and then calcining at a temperature in the range of 300° C. to about 600° C.
Claim 11
Dependent Claim
15 words
A process according to claim 9 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol or 2-methyl-2-butenol.
Claim 12
Dependent Claim
36 words
A process according to claim 10 wherein said catalyst contains about 19 weight percent thorium based upon the weight of said support and about 3 weight percent cerium metal based on the weight of said support.
Claim 13
Dependent Claim
13 words
A process according to claim 3 wherein said alcohol consists essentially of 4-methyl-2-pentanol.
Claim 14
Dependent Claim
13 words
A process according to claim 4 wherein said support has been base treated.
Claim 15
Dependent Claim
13 words
A process according to claim 4 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol.
Claim 16
Dependent Claim
13 words
A process according to claim 13 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol.
Claim 17
Dependent Claim
13 words
A process according to claim 6 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol.
Claim 18
Dependent Claim
13 words
A process according to claim 7 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol.
Claim 19
Dependent Claim
17 words
A process according to claim 1 wherein said 2-alcohol has less than 30 carbon atoms per molecule.
Claim 20
Dependent Claim
44 words
A process according to claim 18 wherein said 2-alcohol is of the formula ##STR2## wherein the R in the 2 position is hydrogen or a methyl radical and the other R is an alkyl, cycloalkyl, or aralkyl group having 1 to 17 carbon atoms.
Claim 21
Dependent Claim
13 words
A process according to claim 19 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol.
Claim 22
Dependent Claim
13 words
A process according to claim 19 wherein said 2-alcohol consists essentially of 2-methyl-2-butanol.
Claim 23
Dependent Claim
42 words
A process according to claim 20 wherein the mixture of 4-methyl-1-pentene and 4-methyl-2-pentene resulting from the dehydration is contacted with ethylene in the presence of a disproportionation catalyst under conditions sufficient to convert said 4-methyl-2-pentene to a mixture of 3-methyl-1-butene and propylene.
Claim 24
Dependent Claim
26 words
A process according to claim 22 wherein the 4-methyl-1-pentene in the reaction product of the disproportionation reaction is separated from the remainder of the reaction product.
Claim 25
Dependent Claim
39 words
A process for preparing an α-olefin comprising contacting a dehydratable 2-alcohol under suitable reaction conditions with a catalyst comprising base treated aluminum oxide having deposited thereon a catalytically effective amount of a mixture of thorium oxide and cerium oxide.
Claim 26
Dependent Claim
39 words
A process for preparing an α-olefin comprising contacting a dehydratable 2-alcohol under suitable reaction conditions with a catalyst comprising base treated aluminum oxide having deposited thereon a catalytically effective amount of a mixture of thorium oxide and cerium oxide.
Claim 27
Dependent Claim
17 words
A process according to claim 24 wherein said 2-alcohol has less than 30 carbon atoms per molecule.
Claim 28
Dependent Claim
44 words
A process according to claim 25 wherein said 2-alcohol is of the formula ##STR3## wherein the R in the 2 position is hydrogen or a methyl radical and the other R is an alkyl, cycloalkyl, or aralkyl group having 1 to 17 carbon atoms.
Claim 29
Dependent Claim
13 words
A process according to claim 26 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol.
Claim 30
Dependent Claim
13 words
A process according to claim 26 wherein said 2-alcohol consists essentially of 2-methyl-2-butanol.
Claim 31
Dependent Claim
13 words
A process according to claim 27 wherein said 2-alcohol consists essentially of 4-methyl-2-pentanol.
Claim 32
Dependent Claim
42 words
A process according to claim 27 wherein the mixture of 4-methyl-1-pentene and 4-methyl-2-pentene resulting from the dehydration is contacted with ethylene in the presence of a disproportionation catalyst under conditions sufficient to convert said 4-methyl-2-pentene to a mixture of 3-methyl-1-butene and propylene.
Claim 33
Dependent Claim
26 words
A process according to claim 30 wherein the 4-methyl-1-pentene in the reaction product of the disproportionation reaction is separated from the remainder of the reaction product.
Claim 34
Dependent Claim
70 words
A process according to claim 24 wherein said support has a surface area in the range of 100 to 350 m 2 /g and said catalyst contains about 5 to 20 weight percent of thorium metal based on the weight of the support and further being characterized by containing cerium in such an amount that the weight ratio of thorium to cerium is in the range of 1/2 to 30/1.
Claim 35
Dependent Claim
15 words
A process according to claim 32 wherein the base treatment is provided by potassium hydroxide.
Claim 36
Dependent Claim
58 words
A process according to claim 33 wherein said catalyst contains about 19 weight percent thorium metal based on the weight of said support and about 3 weight percent cerium metal based on the weight of said support, and wherein the support has a surface are of about 230 m 2 /g and comprises about 99.75 weight percent aluminum.
Claim 37
Dependent Claim
14 words
A process according to claim 34 where in said 2-alcohol consists essentially of 4-methyl-2-pentanol.
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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) | 1987-12-25 | 1988-06-25 | 1988-12-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-12-25 | 1992-06-25 | 1992-12-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-12-25 | 1996-06-25 | 1996-12-25 | $7700.00 | Window Closed / Lapsed |