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US4365092A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of methacrylamide from methylmethacrylate

Assignee: Cook Paint and Varnish Co
•
Filing: 1978-07-13
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Granted: 1982-12-21
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Expires: 1998-07-13
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Abstract

Abstract This invention relates to an improved process for the preparation of methacrylamide by the reaction of methylmethacrylate with a molar excess of aqueous ammonium hydroxide at or near ambient temperatures to provide a high purity and yield of methacrylamide reaction product that is compatible in the preparation of isocyanate resins. Optional surfactants and alkoxide catalysts may be utilized to increase the rate of the reaction of methylmethacrylate with ammonia which may be further fostered by the addition of gaseous ammonia to the aqueous ammonium hydroxidemethylmethacrylate reaction mixture to yield methacrylamide according to the general equation: ##STR1##

Inventors

  • 👤 Kenneth E. Harwell

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 09:37
CPC Classifications
C; C07; C07C; C07C233/00; C07C233/01; C07C233/02; C07C233/09

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 163 words
A process for the preparation of methacrylamide by the reaction of methylmethacrylate and ammonia comprising: (a) adding methylmethacrylate and a surfactant to an aqueous solution of ammonium hydroxide wherein said ammonium hydroxide is used in amounts such that a molar excess of ammonium hydroxide is used per mol of methylmethacrylate to form a reaction mixture comprising a methylmethacrylate oil phase and an ammonium hydroxide aqueous phase; (b) stirring said reaction mixture and maintaining the same at a temperature in the range of about 10° C. to 50° C. until said oil phase and said aqueous phase become a single phase and the reaction is completed; and (c) recovering methacrylamide from the resultant single phase reaction mixture comprising ammonia, water, methanol and methacrylamide, ammonia gas being continuously added to said reaction mixture as the reaction proceeds so as to resaturate the reaction mixture with ammonia gas while the reaction proceeds, the recovered methacrylamide being characterized by its compatibility for the preparation of isocyanate resins.
Claim 2
Dependent Claim 163 words
A process for the preparation of methacrylamide by the reaction of methylmethacrylate and ammonia comprising: (a) adding methylmethacrylate and a surfactant to an aqueous solution of ammonium hydroxide wherein said ammonium hydroxide is used in amounts such that a molar excess of ammonium hydroxide is used per mol of methylmethacrylate to form a reaction mixture comprising a methylmethacrylate oil phase and an ammonium hydroxide aqueous phase; (b) stirring said reaction mixture and maintaining the same at a temperature in the range of about 10° C. to 50° C. until said oil phase and said aqueous phase become a single phase and the reaction is completed; and (c) recovering methacrylamide from the resultant single phase reaction mixture comprising ammonia, water, methanol and methacrylamide, ammonia gas being continuously added to said reaction mixture as the reaction proceeds so as to resaturate the reaction mixture with ammonia gas while the reaction proceeds, the recovered methacrylamide being characterized by its compatibility for the preparation of isocyanate resins.
Claim 3
Dependent Claim 12 words
The process according to claim 1 wherein said surfactant is Polywet KX4.

References Cited (Backward Citations)

US2120933A Cited
US3397232A Cited
US3666809A Cited
US3902855A Cited
US3917693A Cited
US3887425A Cited
US3929421A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-12-20 1986-06-21 1986-12-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-12-20 1990-06-21 1990-12-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-12-20 1994-06-21 1994-12-21 $7700.00 Window Closed / Lapsed

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