Patent US2952122A successfully refreshed from Google Patents.
US4482503A
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Process for producing aliphatic nitriles
Assignee: Huels AG
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Filing: 1982-07-20
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Granted: 1984-11-13
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Expires: 2002-07-20
Abstract
Abstract A process for producing aliphatic nitriles by reacting the corresponding carboxylic acids or carboxylic alkylesters with ammonia in the liquid phase and in the presence of a metal-containing catalyst, the reaction being carried out at a temperature between about 150° and 290° C. in the presence of iron or an iron compound as the catalyst.
Inventors
- 👤 Peter Hofmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 14:09
CPC Classifications
C; C07; C07C; C07C253/00; C07C253/22
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
151 words
A single vessel batch process for producing aliphatic mononitriles comprising: (a) mixing a substrate selected from the group consisting of carboxylic acids having 4 to 22 carbon atoms or carboxylic alkylesters of carboxylic acids having 4 to 22 carbon atoms, and monoalkanols having 1 to 8 carbon atoms with a catalyst consisting of iron or compounds selected from the group consisting of iron chlorides, iron nitrates, iron sulfates, iron acetates, iron naphthenates, iron laurates, iron palmitates, iron stearates, and iron oxides in a liquid phase, wherein said catalyst has a concentration of about 0.3 to 3 percent by weight of iron; (b) adding excess ammonia to said liquid phase as a reactant; (c) heating the reactants of (a) and (b) in said liquid phase at a temperature of about 150° to 290° C. to form mononitriles corresponding to said carboxylic acids or said carboxylic alkylesters; and separating said mononitriles by distillation.
Claim 2
Dependent Claim
151 words
A single vessel batch process for producing aliphatic mononitriles comprising: (a) mixing a substrate selected from the group consisting of carboxylic acids having 4 to 22 carbon atoms or carboxylic alkylesters of carboxylic acids having 4 to 22 carbon atoms, and monoalkanols having 1 to 8 carbon atoms with a catalyst consisting of iron or compounds selected from the group consisting of iron chlorides, iron nitrates, iron sulfates, iron acetates, iron naphthenates, iron laurates, iron palmitates, iron stearates, and iron oxides in a liquid phase, wherein said catalyst has a concentration of about 0.3 to 3 percent by weight of iron; (b) adding excess ammonia to said liquid phase as a reactant; (c) heating the reactants of (a) and (b) in said liquid phase at a temperature of about 150° to 290° C. to form mononitriles corresponding to said carboxylic acids or said carboxylic alkylesters; and separating said mononitriles by distillation.
Claim 3
Dependent Claim
22 words
The process of claim 1, wherein the reaction of step (c) is carried out at a temperature between 180° and 265° C.
Claim 4
Dependent Claim
151 words
A single vessel batch process for producing aliphatic mononitriles comprising: (a) mixing a substrate selected from the group consisting of carboxylic acids having 4 to 22 carbon atoms or carboxylic alkylesters of carboxylic acids having 4 to 22 carbon atoms, and monoalkanols having 1 to 8 carbon atoms with a catalyst consisting of iron or compounds selected from the group consisting of iron chlorides, iron nitrates, iron sulfates, iron acetates, iron naphthenates, iron laurates, iron palmitates, iron stearates and iron oxides in a liquid phase wherein said catalyst has a concentration of about 0.3 to 3% by weight of iron; (b) adding excess ammonia to said liquid phase as a reactant; (c) heating the reactants of (a) and (b) in said liquid phase at a temperature of about 180° to 265° C. to form mononitriles corresponding to said carboxylic acids or said carboxylic alkylesters; and (d) separating said mononitriles by distillation.
Claim 5
Dependent Claim
151 words
A single vessel batch process for producing aliphatic mononitriles comprising: (a) mixing a substrate selected from the group consisting of carboxylic acids having 4 to 22 carbon atoms or carboxylic alkylesters of carboxylic acids having 4 to 22 carbon atoms, and monoalkanols having 1 to 8 carbon atoms with a catalyst consisting of iron or compounds selected from the group consisting of iron chlorides, iron nitrates, iron sulfates, iron acetates, iron naphthenates, iron laurates, iron palmitates, iron stearates and iron oxides in a liquid phase wherein said catalyst has a concentration of about 0.3 to 3% by weight of iron; (b) adding excess ammonia to said liquid phase as a reactant; (c) heating the reactants of (a) and (b) in said liquid phase at a temperature of about 180° to 265° C. to form mononitriles corresponding to said carboxylic acids or said carboxylic alkylesters; and (d) separating said mononitriles by distillation.
Claim 6
Dependent Claim
15 words
The process of claim 3, wherein said catalyst consists of iron in finely distributed form.
Claim 7
Dependent Claim
23 words
The process of claim 3, wherein said carboxylic acids and said carboxylic alkylesters have boiling points in excess of temperatures of step (c).
Claim 8
Dependent Claim
63 words
The process of claim 3, wherein said mononitriles are selected from the group consisting of butyric acid nitriles, valeric acid nitrile, capronic acid nitrile, enanthic acid nitrile, caprylic acid nitrile, pelargonic acid nitrile, capric acid nitrile, lauric acid nitrile, myristic acid nitrile, palmitic acid nitrile, stearic acid nitrile, archic acid nitrile, behenic acid nitrile, oleic acid nitrile, suberic acid nitrile, and mixtures thereof.
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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) | 1987-11-13 | 1988-05-14 | 1988-11-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-11-13 | 1992-05-14 | 1992-11-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-11-13 | 1996-05-14 | 1996-11-13 | $7700.00 | Window Closed / Lapsed |