US3900489A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of 1,1'-peroxydicyclohexylamine
Assignee: Sun Research and Development Co
•
Filing: 1973-01-02
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Granted: 1975-08-19
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Expires: 1993-01-02
Abstract
Abstract The caprolactam intermediate, 1,1''-peroxydicyclohexylamine, can be prepared by reacting cyclohexanone, with an aliphatic or alicyclic hydroperoxide and ammonia. In addition to the hexylamine intermediate, there is also formed as a by-product tbutyl alcohol.
Inventors
- 👤 John O Turner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 20:31
CPC Classifications
C; C07; C07D; C07D273/00
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
91 words
A PROCESS FOR THE PRODUCTION AND RECOVERY OF 1,1'' -PEROXYDICYCLOHEXYLAMINE AND AN ALIPHATIC OR ALICYCLIC ALCOHOL, WHICH COMPRISES REACTING AT A TEMPERATURE F FROM -10*C TO 50*C CYCLOHEXANONE AND AMMONIA WITH A HYDROPEROXIDE OF THE FORMULA ROOH, WHEREIN R IS A PRIMARY, SECONDARY, OR TERTIARY ALKYL OR CYCLOALKYL HYDROCARBON GROUP HAVING FROM 3 TO 12 CARBON ATOMS, AND RECOVERING FROM THE REACTION MIXTUE SAID 1,1'' -PEROXYDICYCLOHEXYLAMINE AND AN ALCOHOL OF THE FORMULA ROH, WHEREIN R IS DEFINED AS ABOVE, AN WHEREIN THE MOLE RATIO OF HYDROPEROXIDE TO CYCLOHEXANONE IS ABOUT 0.5:10.
Claim 2
Dependent Claim
91 words
A PROCESS FOR THE PRODUCTION AND RECOVERY OF 1,1'' -PEROXYDICYCLOHEXYLAMINE AND AN ALIPHATIC OR ALICYCLIC ALCOHOL, WHICH COMPRISES REACTING AT A TEMPERATURE F FROM -10*C TO 50*C CYCLOHEXANONE AND AMMONIA WITH A HYDROPEROXIDE OF THE FORMULA ROOH, WHEREIN R IS A PRIMARY, SECONDARY, OR TERTIARY ALKYL OR CYCLOALKYL HYDROCARBON GROUP HAVING FROM 3 TO 12 CARBON ATOMS, AND RECOVERING FROM THE REACTION MIXTUE SAID 1,1'' -PEROXYDICYCLOHEXYLAMINE AND AN ALCOHOL OF THE FORMULA ROH, WHEREIN R IS DEFINED AS ABOVE, AN WHEREIN THE MOLE RATIO OF HYDROPEROXIDE TO CYCLOHEXANONE IS ABOUT 0.5:10.
Claim 3
Dependent Claim
15 words
The process according to claim 1 wherein NH4NO3 compound is used as a reaction accelerator.
Claim 4
Dependent Claim
20 words
The process according to claim 1 wherein the reaction is carried out in the presence of a suitable organic solvent.
Claim 5
Dependent Claim
18 words
The process according to claim 1 wherein the hydroperoxide is cyclohexylhydroperoxide and the alcohol recovered is cyclohexyl alcohol.
Claim 6
Dependent Claim
18 words
The process according to claim 1 wherein the hydroperoxide is t-butylhydroperoxide and the alcohol recovered is t-butyl alcohol.
Claim 7
Dependent Claim
19 words
The process according to claim 1 wherein the mole ratio of ammonia to cyclohexanone is about 0.5 to 10.0:1.0.
References Cited (Backward Citations)
DE2064077A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-08-18 | 1979-02-17 | 1979-08-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-08-18 | 1983-02-17 | 1983-08-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-08-18 | 1987-02-17 | 1987-08-19 | $7700.00 | Window Closed / Lapsed |