US5386060A
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US
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Palladium catalyst and its use in the preparation of a mixture of optionally substituted cyclohexylamine and optionally substituted dicyclohexylamine
Assignee: Bayer AG
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Filing: 1992-10-23
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Granted: 1995-01-31
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Expires: 2012-10-23
Abstract
Abstract A Pd catalyst in which an alpha - or gamma -Al2O3 as support is first treated with at least one compound of the rare earth metals and with at least one compound of manganese and then with at least one palladium compound is suitable for the preparation of a mixture of optionally substituted cyclohexylamine and optionally substituted dicyclohexylamine by hydrogenation of a correspondingly substituted aniline.
Inventors
- 👤 Otto Immel
- 👤 Gerhard Darsow
- 👤 Helmut Waldmann
- 👤 Gerd-Michael Petruck
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 10:49
CPC Classifications
B; B01; B01J; B01J23/00; B01J23/38; B01J23/54; B01J23/56; B01J23/64; B01J23/656; B01J23/6562; C; C07; C07C; C07C209/00; C07C209/68; C07C209/70; C07C209/72; G; G02; G02B; G02B26/00; G02B26/08; G02B26/10; G02B26/12; G02B26/125; G06; G06K; G06K7/00; G06K7/10; G06K7/10544; G06K7/10554; G06K7/10594; G06K7/10683; G06K7/10702; G06K2207/00; G06K2207/1011
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
175 words
A process for the preparation of a mixture of optionally substituted cyclohexylamine and optionally substituted dicyclohexylamine by hydrogenation of optionally substituted aniline with hydrogen in the presence of a palladium/Al 2 O 3 supported catalyst, wherein the the reaction is carried out at 150° to 300° C. and 50 to 500 bar, the catalyst having been produced by first treating α- or γ-Al 2 O 3 with at least one compound of (A) the rare earth metals (subgroup III of the periodic table of the elements or scandium or yttrium) and with at least one compound of (B) manganese, the amount of the metal (A) and of the manganese (B) altogether being 0.05 to 8% by weight, relative to the total weight of the catalyst, and the weight ratio of metal (A) and manganese (B) being 5:1 to 1:5, and then treating the Al 2 O 3 with an amount of at least one palladium compound such that the Pd content is 0.05 to 5% by weight, relative to the total weight of the catalyst.
Claim 2
Dependent Claim
175 words
A process for the preparation of a mixture of optionally substituted cyclohexylamine and optionally substituted dicyclohexylamine by hydrogenation of optionally substituted aniline with hydrogen in the presence of a palladium/Al 2 O 3 supported catalyst, wherein the the reaction is carried out at 150° to 300° C. and 50 to 500 bar, the catalyst having been produced by first treating α- or γ-Al 2 O 3 with at least one compound of (A) the rare earth metals (subgroup III of the periodic table of the elements or scandium or yttrium) and with at least one compound of (B) manganese, the amount of the metal (A) and of the manganese (B) altogether being 0.05 to 8% by weight, relative to the total weight of the catalyst, and the weight ratio of metal (A) and manganese (B) being 5:1 to 1:5, and then treating the Al 2 O 3 with an amount of at least one palladium compound such that the Pd content is 0.05 to 5% by weight, relative to the total weight of the catalyst.
Claim 3
Dependent Claim
24 words
The process of claim 1, wherein a catalyst loading of 0.05 to 2 kg of aniline per liter of catalyst per hour is set.
Claim 4
Dependent Claim
24 words
The process of claim 2, wherein a catalyst loading of 0.1 to 1 kg of aniline per liter of catalyst per hour is set.
Claim 5
Dependent Claim
24 words
The process of claim 3, wherein a catalyst loading of 0.15 to 0.8 kg of aniline per liter of catalyst per hour is set.
Claim 6
Dependent Claim
38 words
The process of claim 1, wherein an aniline of the formula ##STR2## is employed in which R 1 and R 2 independently of one another denote hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy.
Claim 7
Dependent Claim
22 words
The process of claim 5, wherein R 1 and R 2 independently of one another denote hydrogen, methyl, ethyl, methoxy or ethoxy.
Claim 8
Dependent Claim
20 words
The process of claim 6, wherein R 1 and R 2 independently of one another denote hydrogen, methyl or methoxy.
Claim 9
Dependent Claim
19 words
The process of claim 5, wherein one of the substituents R 1 and R 2 has the meaning hydrogen.
Claim 10
Dependent Claim
10 words
The process of claim 8, wherein unsubstituted aniline is employed.
Claim 11
Dependent Claim
35 words
The process of claim 1, wherein in the catalyst the amount of the metal (A) and of the manganese (B) is altogether 0.2 to 5% by weight, relative to the total weight of the catalyst.
Claim 12
Dependent Claim
22 words
The process of claim 1, wherein in the catalyst the weight ratio of metal (A) and manganese (B) is 10:9 to 1:2.
Claim 13
Dependent Claim
23 words
The process of claim 1, wherein the Pd content is 0.05 to 4% by weight, relative to the total weight of the catalyst.
Claim 14
Dependent Claim
23 words
The process of claim 1, wherein the Pd content is 0.1 to 3% by weight, relative to the total weight of the catalyst.
Claim 15
Dependent Claim
29 words
The process of claim 1, wherein one or more metals from the group consisting of yttrium, lanthanum, cerium, praseodymium, neodymium and dysprosium is (are) employed as the metal (A).
Claim 16
Dependent Claim
25 words
The process of claim 1, wherein one or more metals from the groups consisting of cerium and lanthanum is (are) employed as the metal (A).
Claim 17
Dependent Claim
13 words
The process of claim 1, wherein cerium is employed as the metal (A).
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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) | 1998-01-30 | 1998-08-01 | 1999-01-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-01-30 | 2002-08-01 | 2003-01-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-01-30 | 2006-08-01 | 2007-01-31 | $7700.00 | Window Closed / Lapsed |