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US5728883A
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Process for preparing a mixture of cyclohexylamine and dicyclohexylamine
Assignee: Bayer AG
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Filing: 1997-02-05
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Granted: 1998-03-17
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Expires: 2017-02-05
Abstract
Abstract In the preparation of a mixture of cyclohexylamine and dicyclohexylamine by catalytic hydrogenation of aniline at elevated temperature and elevated H2 pressure, use is made of reduced, support-free catalysts which comprise pressed element (hydr)oxide powders of Co, Mn, alkaline earth metals and element (hydr)oxide powders of elements of transition groups V and/or VI of the Periodic Table.
Inventors
- 👤 Gerhard Darsow
- 👤 Wilfried Niemeier
- 👤 Gerd-Michael Petruck
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 09:03
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/68; C07C209/70; C07C209/72
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
120 words
A process for preparing a mixture of a cyclohexylamine and a dicyclohexylamine of the formulae ##STR3## by catalytic hydrogenation of an aniline of the formula ##STR4## where, in the formulae, R 1 and R 2 are, independently of one another, hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, at a reaction temperature of from 140° to 240° C. and an H 2 pressure of from 10 to 400 bar, wherein the catalyst used comprises support-free shaped bodies which are obtainable by reduction of shaped bodies comprising pressed powders of cobalt, manganese and alkaline earth metal (hydr)oxides and of (hydr)oxides of elements of transition groups V, VI or both of the Periodic Table of the Elements (Mendeleev).
Claim 2
Dependent Claim
120 words
A process for preparing a mixture of a cyclohexylamine and a dicyclohexylamine of the formulae ##STR3## by catalytic hydrogenation of an aniline of the formula ##STR4## where, in the formulae, R 1 and R 2 are, independently of one another, hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, at a reaction temperature of from 140° to 240° C. and an H 2 pressure of from 10 to 400 bar, wherein the catalyst used comprises support-free shaped bodies which are obtainable by reduction of shaped bodies comprising pressed powders of cobalt, manganese and alkaline earth metal (hydr)oxides and of (hydr)oxides of elements of transition groups V, VI or both of the Periodic Table of the Elements (Mendeleev).
Claim 3
Dependent Claim
96 words
The process of claim 1, wherein the shaped bodies of pressed metal oxide powders to be used for the reduction contain from 40 to 65% by weight of cobalt, from 10 to 20% by weight of manganese, from 0.2 to 5% by weight of alkaline earth metal and from 0.2 to 5% by weight of elements of transition groups V, VI or both of the Periodic Table (in each case calculated as metals), where the percentages are based on the total amount of metal oxide powder mixture and the remainder to 100% by weight is oxygen.
Claim 4
Dependent Claim
39 words
The process of claim 1, wherein the catalyst has a compressive strength of 200-800N/cm 2 on flat surfaces, a compressive strength of 50-200N, measured as force, on curved surfaces and an internal surface area of 30-200 m 2 /g.
Claim 5
Dependent Claim
19 words
The process of claim 3, wherein the catalyst has a compressive strength of 250-600 N/cm 2 on flat surfaces.
Claim 6
Dependent Claim
20 words
The process of claim 3, wherein the catalyst has a compressive strength of 80-100N, measured as force, on curved surfaces.
Claim 7
Dependent Claim
18 words
The process of claim 3, wherein the catalyst has an internal surface area of 80-160 m 2 /g.
Claim 8
Dependent Claim
37 words
The process of claim 1, wherein the reaction is carried out continuously in the trickling phase over fixed-bed catalysts and the weight hourly space velocity used is 0.1-3 kg of aniline per liter of catalyst and hour.
Claim 9
Dependent Claim
14 words
The process of claim 7, wherein the weight hourly space velocity is 0.15-1.5 kg.
Claim 10
Dependent Claim
19 words
The process of claim 1, wherein the reaction is carried out at an H 2 pressure of 20-350 bar.
Claim 11
Dependent Claim
19 words
The process of claim 9, wherein the reaction is carried out at an H 2 pressure of 100-300 bar.
Claim 12
Dependent Claim
17 words
The process of claim 1, wherein the reaction is carried out at a temperature of 160°-230° C.
Claim 13
Dependent Claim
54 words
The process of claim 1, wherein the catalyst is reduced before use by treatment with hydrogen at 160°-240° C. and 10-400 bar, with the hydrogen being used as an H 2 /inert gas mixture at the beginning of the reduction and the inert gas component being completely removed during the course of the reduction.
Claim 14
Dependent Claim
28 words
The process of claim 1, wherein the unsubstituted or substituted aniline is diluted with 10-100% by weight of a reaction-inert solvent, based on the unsubstituted or substituted aniline.
Claim 15
Dependent Claim
21 words
The process of claim 13, wherein the reaction-inert solvent is of 10-40% by weight, based on the unsubstituted or substitute aniline.
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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) | 2001-03-16 | 2001-09-15 | 2002-03-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2005-03-16 | 2005-09-15 | 2006-03-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2009-03-16 | 2009-09-15 | 2010-03-17 | $7700.00 | Window Closed / Lapsed |