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US4098822A Expired / Lapsed US ⏱️ 0.0 years remaining

Mixtures of aliphatic amines and quaternary ammonium compounds thereof

Assignee: Ashland LLC
•
Filing: 1973-10-26
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Granted: 1978-07-04
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Expires: 1993-10-26
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Abstract

Abstract A mixture of specified long chain aliphatic alcohols is contacted at atmospheric pressure and at an elevated temperature with ammonia in the presence of a hydrogenation-dehydrogenation catalyst while continuously removing water of reaction and excess ammonia, to produce a mixture of aliphatic amines predominating in secondary amines. Such amine product is quaternized to yield corresponding mixtures of fabric softening quaternary ammonium compounds capable of providing aqueous dispersions thereof exhibiting outstanding stability characteristics at low concentrations of active content.

Inventors

  • 👤 Richard R. Egan
  • 👤 Graham K. Hughes
  • 👤 Jack W. Sigan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-10 02:31
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/322; D06M13/46; C; C11; C11D; C11D1/00; C11D1/38; C11D1/645; D06M13/463; D06M2200/00; D06M2200/50

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 118 words
A process for the conversion of a C 8 -C 22 primary aliphatic hydrocarbon mono-alcohol to a C 8 -C 22 mono-amine containing from 60-85 wt. % secondary amine derivatives which comprises sparging said alcohol at a temperature of from 180°-220° C. in the presence of from 0.5-10 wt. % nickel hydrogenation-dehydrogenation catalyst with a gaseous mixture of ammonia and hydrogen having a volumetric ratio of 8:1 to 1:1, respectively, at a rate of from 2.2-6 wt. % ammonia per hour based on the weight of the alcohol and continuously removing water of reaction and excess ammonia, and wherein the ammonolysis reaction is carried out until the total amine nitrogen content of the reaction mixture remains substantially constant.
Claim 2
Dependent Claim 118 words
A process for the conversion of a C 8 -C 22 primary aliphatic hydrocarbon mono-alcohol to a C 8 -C 22 mono-amine containing from 60-85 wt. % secondary amine derivatives which comprises sparging said alcohol at a temperature of from 180°-220° C. in the presence of from 0.5-10 wt. % nickel hydrogenation-dehydrogenation catalyst with a gaseous mixture of ammonia and hydrogen having a volumetric ratio of 8:1 to 1:1, respectively, at a rate of from 2.2-6 wt. % ammonia per hour based on the weight of the alcohol and continuously removing water of reaction and excess ammonia, and wherein the ammonolysis reaction is carried out until the total amine nitrogen content of the reaction mixture remains substantially constant.
Claim 3
Dependent Claim 32 words
A process in accordance with claim 1 wherein the ammonia is introduced into said alcohols at a rate of 3-5 wt. % per hour based on the weight of the alcohol mixture.
Claim 4
Dependent Claim 29 words
A process in accordance with claim 2 wherein said catalyst is a supported nickel catalyst present in an amount of from about 1-4 wt. % of said alcohol mixture.
Claim 5
Dependent Claim 18 words
A process in accordance with claim 3 wherein the reaction temperature is from about 185° to 195° C.
Claim 6
Dependent Claim 30 words
A process in accordance with claim 4 wherein the hydrogen is introduced into said alcohols at a rate of about 25-75 vol. % based on the rate of said ammonia.

References Cited (Backward Citations)

GB744851A Cited
US2953601A Cited
US3223734A Cited
US3803137A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-03 1982-01-02 1982-07-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-03 1986-01-02 1986-07-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-03 1990-01-02 1990-07-04 $7700.00 Window Closed / Lapsed

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