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US3678065A Expired / Lapsed US ⏱️ 0.0 years remaining

Production of hydroxymethyl vinyl oxazoline

Assignee: Commercial Solvents Corp
•
Filing: 1970-12-09
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Granted: 1972-07-18
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Expires: 1990-12-09
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Abstract

Abstract A process for the production of hydroxymethyl vinyl oxazolines corresponding to the formula: WHERE R is methyl, ethyl, or hydroxymethyl and R'' is hydrogen or methyl, comprising reacting an alkanolamine, in which to the carbon atom adjacent to the amino group there are bonded three hydroxyalkyl groups, or two hydroxyalkyl groups and an alkyl group, with an ester of acrylic acid or methacrylic acid in the presence of a catalyst and a polymerization inhibitor, thereby forming an amide, and heating said amide rapidly and briefly to within about 165*-210* C in the presence of additional polymerization inhibitor, thereby forming said hydroxymethyl vinyl oxazoline.

Inventors

  • 👤 John A Frump

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 04:00
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/02; C07D263/08; C07D263/10; C07D263/14

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 11 words
The process of claim 1 wherein said catalyst is lithium metal.
Claim 2
Dependent Claim 10 words
The process of claim 1 wherein said alkanolamine is 2-amino-2-methyl-1,3-propanediol.
Claim 3
Dependent Claim 10 words
The process of claim 1 wherein said alkanolamine is 2-amino-2-ethyl-1,3-propanediol.
Claim 4
Dependent Claim 10 words
The process of claim 1 wherein said alkanolamine is 2-amino-2-hydroxymethyl-1,3-propanediol.
Claim 5
Dependent Claim 14 words
The process of claim 1 wherein said lower alkyl methacrylate ester is methyl methacrylate.
Claim 6
Dependent Claim 14 words
The process of claim 1 wherein said lower alkyl methacrylate ester is ethyl methacrylate.
Claim 7
Dependent Claim 11 words
The process of claim 1 wherein said ester is methyl acrylate.
Claim 8
Dependent Claim 11 words
The process of claim 1 wherein said ester is ethyl acrylate.
Claim 9
Dependent Claim 19 words
The process of claim 1 wherein said amide is heated by introducing it incrementally into a heated reaction zone.
Claim 10
Dependent Claim 19 words
The process of claim 1 wherein the residence time in step (b) is within about 10 to 30 minutes.

References Cited (Backward Citations)

US2831858A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-07-18 1976-01-17 1976-07-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-07-18 1980-01-17 1980-07-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-07-18 1984-01-17 1984-07-18 $7700.00 Window Closed / Lapsed

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