Patent US4035353A successfully refreshed from Google Patents.
US4035353A
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Process for producing hexamethyleneimine
Assignee: Mitsubishi Chemical Corp
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Filing: 1974-12-17
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Granted: 1977-07-12
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Expires: 1994-12-17
Abstract
Abstract Process for producing hexamethyleneimine by catalytic hydrogenation of epsilon -caprolactam in a liquid phase which comprises contacting epsilon -caprolactam with hydrogen over a catalyst selected from the group consisting of:
Inventors
- 👤 Junichi Kanetaka
- 👤 Takashi Shimodaira
- 👤 Nobuhiko Fuga
- 👤 Kuniaki Hayasi
- 👤 Tadashi Ayusawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:50
CPC Classifications
B; B01; B01J; B01J23/00; B01J23/70; B01J23/76; B01J23/84; B01J23/889; B01J23/8898; B01J23/85; B01J23/88; B01J23/882; B01J23/8896; C; C07; C07D; C07D295/00; C07D295/02; C07D295/023; B01J21/00; B01J21/06; B01J21/066
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
109 words
A process for producing hexamethyleneimine by the catalytic hydrogenation of ε-caprolactam in the liquid phase which comprises contacting ε-caprolactam with hydrogen over a catalytic amount of a hydrogenation catalyst selected from the group consisting of: (a) essentially cobalt-molybdenum and having an atomic ratio range of molybdenum/cobalt of 0.1 to 0.001/1.0; (b) essentially cobatl-rhenium-molybdenum having an atomic ratio of molybdenum/cobalt and of rhenium/cobalt from 0.001 to 0.1 and up to 0.2/1.10 respectively, suspended in a solvent inert to the hydrogenation reaction at a temperature of from 100° to 350° C. and under a hydrogen pressure ranging from atmospheric pressure to 200 kg/cm 2 , thereby to cause the catalytic hydrogenation.
Claim 2
Dependent Claim
109 words
A process for producing hexamethyleneimine by the catalytic hydrogenation of ε-caprolactam in the liquid phase which comprises contacting ε-caprolactam with hydrogen over a catalytic amount of a hydrogenation catalyst selected from the group consisting of: (a) essentially cobalt-molybdenum and having an atomic ratio range of molybdenum/cobalt of 0.1 to 0.001/1.0; (b) essentially cobatl-rhenium-molybdenum having an atomic ratio of molybdenum/cobalt and of rhenium/cobalt from 0.001 to 0.1 and up to 0.2/1.10 respectively, suspended in a solvent inert to the hydrogenation reaction at a temperature of from 100° to 350° C. and under a hydrogen pressure ranging from atmospheric pressure to 200 kg/cm 2 , thereby to cause the catalytic hydrogenation.
Claim 3
Dependent Claim
22 words
The process according to claim 1 wherein the catalysts contains molybdenum in an atomic ratios of Mo/Co of from 0.005 to 0.08.
Claim 4
Dependent Claim
22 words
The process according to claim 1 wherein the catalyst contains rhenium in an atomic ratio of Re/Co of from 0.005 to 0.1.
Claim 5
Dependent Claim
44 words
The process according to claim 1 wherein said liquid phase comprises a solvent and the solvent is selected from the group consisting of dioxane, diethylene glycol alkyl ethers, and straight and cyclic saturated hydrocarbons having from 9 to 14 carbon atoms, and mixtures thereof.
Claim 6
Dependent Claim
37 words
The process according to claim 4 wherein said diethylene glycol alkyl ether is selected from the group consisting of diethylene glycol monoalkyl ethers and diethylene glycol dialkyl ethers wherein the alkyl is selected from methyl and ethyl.
Claim 7
Dependent Claim
20 words
The process according to claim 1 wherein the reaction product is withdrawn in the vapor phase from the reaction zone.
Claim 8
Dependent Claim
18 words
The process according to claim 6 wherein the ε-caprolactam and hydrogen are continually fed to the reaction zone.
Claim 9
Dependent Claim
49 words
The process according to claim 7 wherein during the hydrogenation reaction, an excessive quantity of hydrogen gas is blown into the reaction zone, and the reaction product is entrained in the hydrogen gas to remove said reaction product from the reaction zone and to then condense the reaction product.
Claim 10
Dependent Claim
39 words
The process according to claim 7 wherein the liquid phase comprises a solvent and the solvent is selected from the group consisting of straight chain and cyclic saturated hydrocarbons having from 9 to 14 carbon atoms and mixtures thereof.
Claim 11
Dependent Claim
25 words
The process according to claim 9 wherein said hydrocarbon is selected from the group consisting of n-nonane, n-decane, n-dodecane, decalin, cyclodecane, cyclododecane, and trimethyl cyclohexane.
Claim 12
Dependent Claim
21 words
The process according to claim 9 wherein said hydrocarbon is selected from the group consisting of decalin, n-decane, cyclodecane, and n-dodecane.
Claim 13
Dependent Claim
11 words
The process according to claim 9 wherein said hydrocarbon is decalin.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-07-11 | 1981-01-10 | 1981-07-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-07-11 | 1985-01-10 | 1985-07-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-07-11 | 1989-01-10 | 1989-07-12 | $7700.00 | Window Closed / Lapsed |