Patent US4160785A successfully refreshed from Google Patents.
US4160785A
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Reduction of diimino compounds to diamino compounds
Assignee: General Electric Co
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Filing: 1976-07-01
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Granted: 1979-07-10
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Expires: 1996-07-01
Abstract
Abstract Organic diamines can be prepared by hydrogenating a preformed diimine in the presence of methanol and in the further presence of the tertiary alkyl mono-amine used to make the diimino compound. The diamino compounds thus obtained are useful as catalysts in the preparation of polyphenylene oxide resins.
Inventors
- 👤 Jimmy L. Webb
- 👤 John E. Corn
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 22:53
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/44; C07C209/52
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
161 words
The process for making diamino compounds of the formula ##STR10## which consists essentially of (1) hydrogenating a preformed imino compound of the formula ##STR11## in a methanol solvent and in the added presence of a tertiary alkyl mono-amine of the formula R--NH 2 which is used to increase the yield of the diamino compound, the tertiary alkyl mono-amine being present in a molar ratio of from 0.2 to 4.0 mols of the latter per mol of the imino compound, where R in the diimino compound and in the mono-amine is the same and is a monovalent alkyl hydrocarbon of from 4 to 10 carbon atoms containing a tertiary ##STR12## group connected directly to the nitrogen atoms of the mono-amine or the imino compound, and where R' is a member of the class consisting of the methyl radical, the ethyl radical, and mixtures thereof, thereby to form the aforesaid diamino compound, and (2) recovering the above-described diamino compound from the reaction mixture.
Claim 2
Dependent Claim
161 words
The process for making diamino compounds of the formula ##STR10## which consists essentially of (1) hydrogenating a preformed imino compound of the formula ##STR11## in a methanol solvent and in the added presence of a tertiary alkyl mono-amine of the formula R--NH 2 which is used to increase the yield of the diamino compound, the tertiary alkyl mono-amine being present in a molar ratio of from 0.2 to 4.0 mols of the latter per mol of the imino compound, where R in the diimino compound and in the mono-amine is the same and is a monovalent alkyl hydrocarbon of from 4 to 10 carbon atoms containing a tertiary ##STR12## group connected directly to the nitrogen atoms of the mono-amine or the imino compound, and where R' is a member of the class consisting of the methyl radical, the ethyl radical, and mixtures thereof, thereby to form the aforesaid diamino compound, and (2) recovering the above-described diamino compound from the reaction mixture.
Claim 3
Dependent Claim
75 words
The process for making a diamino compound of the formula ##STR13## which consists essentially of (1) hydrogenating a performed imino compound of the formula ##STR14## in the added presence of methanol as a solvent, and in the further presence of t-butylamine, the amine being present in a molar ratio of from 0.5 to 2.0 mols of the latter per mol of the imino compound, and (2) recovering the formed diamino compound from the reaction mixture.
Claim 4
Dependent Claim
75 words
The process for making a diamino compound of the formula ##STR13## which consists essentially of (1) hydrogenating a performed imino compound of the formula ##STR14## in the added presence of methanol as a solvent, and in the further presence of t-butylamine, the amine being present in a molar ratio of from 0.5 to 2.0 mols of the latter per mol of the imino compound, and (2) recovering the formed diamino compound from the reaction mixture.
Claim 5
Dependent Claim
22 words
The process as in claim 1 wherein the tertiary alkyl mono-amine is 1,1-dimethyl propyl amine and R is the 1,1-dimethyl propyl radical.
Claim 6
Dependent Claim
36 words
The process as in claim 1 wherein the tertiary alkyl mon-amine has the formula CH.sub.3 C(CH.sub.3).sub.2 CH.sub.2 --C(CH.sub.3).sub.2 --NH.sub.2 and R is the CH 3 --C(CH 3 ) 2 CH 2 --C(CH 3 ) 2 radical.
References Cited (Backward Citations)
US2636051A
Cited
US3652672A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-07-09 | 1983-01-08 | 1983-07-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-07-09 | 1987-01-08 | 1987-07-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-07-09 | 1991-01-08 | 1991-07-10 | $7700.00 | Window Closed / Lapsed |