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US4935545A
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Process for the disproportionation of alkylated aromatic primary amines
Assignee: Air Products and Chemicals Inc
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Filing: 1988-08-12
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Granted: 1990-06-19
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Expires: 2008-08-12
Abstract
Abstract Alkylated aromatic primary amines undergo disproportionation and transalkylation in the presence of a catalyst comprising activated carbon or unmodified graphite and a Group VIIIA metal at a temperature between 200° C. and 500° C. Suitable Group VIIIA metals are selected from the group consisting of platinum, palladium, nickel, cobalt or mixtures thereof.
Inventors
- 👤 Andrew F. Nordquist
- 👤 Ronald Pierantiozzi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 21:12
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/68
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
41 words
A process for the disproportionation of alkylated aromatic primary amines which comprises contacting said alkylated aromatic primary amines with a catalyst comprising activated carbon or unmodified graphite and a Group VIIIA metal at a temperature between 200° C. and 500° C.
Claim 2
Dependent Claim
41 words
A process for the disproportionation of alkylated aromatic primary amines which comprises contacting said alkylated aromatic primary amines with a catalyst comprising activated carbon or unmodified graphite and a Group VIIIA metal at a temperature between 200° C. and 500° C.
Claim 3
Dependent Claim
26 words
The process in accordance with claim 1 wherein said Group VIIIA metal is selected from the group consisting of platinum, palladium, nickel, cobalt and mixtures thereof.
Claim 4
Dependent Claim
16 words
The process in accordance with claim 2 wherein said alkylated aromatic primary amine is a diamine.
Claim 5
Dependent Claim
16 words
The process in accordance with claim 3 wherein said disproportionation results in the production of m-phenylenediamine.
Claim 6
Dependent Claim
15 words
The process in accordance with claim 4 wherein said alkylated aromatic primary amine is toluenediamine.
Claim 7
Dependent Claim
27 words
The process in accordance with claim 1 wherein said alkylated aromatic primary amine is contacted with said catalyst at a temperature between 300° C. and 400° C.
Claim 8
Dependent Claim
16 words
The process in accordance with claim 1 wherein said disproportionation is carried out under autogenous pressure.
Claim 9
Dependent Claim
21 words
The process in accordance with claim 1 wherein said disproportionation is carried out in the presence of an inert blanket gas.
Claim 10
Dependent Claim
15 words
The process in accordance with claim 1 wherein said alkylated aromatic primary amine is toluidine.
Claim 11
Dependent Claim
14 words
The process in accordance with claim 1 wherein said disproportionation produces aniline and xylidine.
Claim 12
Dependent Claim
22 words
The process in accordance with claim 1 wherein said disproportionation is carried out in a batch slurry reactor in the liquid phase.
Claim 13
Dependent Claim
18 words
The process in accordance with claim 1 wherein said disproportionation is carried out in a continuous flow reactor.
Claim 14
Dependent Claim
25 words
The process in accordance with claim 1 wherein said catalyst is an activated carbon produced from the pyrolysis of coal, vegetables, wood, coconut or oil.
Claim 15
Dependent Claim
24 words
The process in accordance with claim 1 wherein said carbon containing catalyst is treated with H 2 prior to being contacted with the reactants.
Claim 16
Dependent Claim
17 words
The process in accordance with claim 1 wherein the selectivity for disproportionation products is greater than 95%.
Claim 17
Dependent Claim
55 words
A process for the transalkylation of two or more aromatic primary amines, wherein at least one aromatic amine is an alkylated aromatic amine, said process which comprises contacting said aromatc primary amine with a catalyst comprising activated carbon or unmodified graphite and a Group VIIIA metal at a temperature between 200° C. and 500° C.
Claim 18
Dependent Claim
55 words
A process for the transalkylation of two or more aromatic primary amines, wherein at least one aromatic amine is an alkylated aromatic amine, said process which comprises contacting said aromatc primary amine with a catalyst comprising activated carbon or unmodified graphite and a Group VIIIA metal at a temperature between 200° C. and 500° C.
Claim 19
Dependent Claim
25 words
The process in accordance with claim 16 wherein one of the primary aromatic amines is selected from the group consisting of toluenediamine, xylenediamine and aniline.
Claim 20
Dependent Claim
16 words
The process in accordance with claim 16 wherein said transalkylation results in the production of m-phenylenediamine.
Claim 21
Dependent Claim
22 words
The process in accordance with claim 16 wherein said transalkylation is carried out in a temperature between 300° C. and 400° C.
Claim 22
Dependent Claim
25 words
The process in accordance with claim 16 wherein said carboncontaining catalyst is treated with H 2 prior to being contacted with the aromatic primary amines.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1993-06-18 | 1993-12-18 | 1994-06-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-06-18 | 1997-12-18 | 1998-06-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-06-18 | 2001-12-18 | 2002-06-19 | $7700.00 | Window Closed / Lapsed |