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US3882003A Expired / Lapsed US ⏱️ 0.0 years remaining

Vinyl ester resin and process for curing same with ionizing radiation in the presence of amines

Assignee: Dow Chemical Co
•
Filing: 1973-08-27
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Granted: 1975-05-06
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Expires: 1993-08-27
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Abstract

Abstract The addition of about 2 to 5 weight percent of certain amines to a thermosettable mixture of certain vinyl monomers and a polymerizable vinyl ester resin reduces the dosage level of ionizing radiation required to cure the mixture.

Inventors

  • 👤 Inder Mani

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 05:58
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/14; C08G59/1433; C08G59/1438; C08G59/1455; C08G59/1461; C08F; C08F299/00; C08F299/02; C08F299/026; Y; Y10; Y10S; Y10S525/00; Y10S525/922

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 184 words
A PROCESS FOR CURING A MIXTURE OF A POLYMERIZABLE VINYL ESTER RESIN AND A NONVOLATILE VINYL MONOMER SELECTED FROM THE GROUP CONSISTING OF VINYL CARBOXYLIC ACIDS, VINYL NITRILES, VINYL AMIDES, ALKYL AND HYDROXYALKYL ESTERS OF VINYL CARBOXYLIC ACIDS WHEREIN THE ALKYL GROUP CONTAINS FROM 1 TO 8 CARBONS, AND MIXTURES THEREOF, SAID PROCESS COMPRISES EXPOSING SAID MIXTURE IN AN INERT ATMOSPHERE TO IONIZING RADIATION, SAID MIXTURE HAVING ADDED THERETO ABOUT 2 TO 5 WEIGHT PERCENT BASED ON THE WEIGHT OF THE MIXTURE OF AN AMINE HAVING THE FORMULA R1R2R3N WHERE R1 IS AN ALKYL OR ARALKYL GROUP, R2 IS HYDROGEN AND R3 MAY BE HYDROGEN OR AN ALKYL GROUP OR R1 AND R3 TOGETHER MAY BE A CYCLIC ALKYLENE RADICAL OR AN OXIDIALKYLENE RADICAL; AND WHEREIN SAID VINYL ESTER RESIN IS PREPARED BY REACTING ESSENTIALLY EQUIVALENT AMOUNTS OF A POLYEPOXIDE OF A POLYHYDRIC PHENOL HAVING MORE THAN ONE EPOXIDE GROUP PER MOLECULE WITH AN UNSATURATED ACID HAVING THE FORMULA R1-CH=C(-R2)-COOH WHERE R1 IS CHLORINE, BROMINE, HYDROGEN OR PHENYL AND R2 IS HYDROGEN, CHLORINE, BROMINE OR A LOWERALKYL GROUP OF 1 TO 4 CARBON ATOMS.
Claim 2
Dependent Claim 184 words
A PROCESS FOR CURING A MIXTURE OF A POLYMERIZABLE VINYL ESTER RESIN AND A NONVOLATILE VINYL MONOMER SELECTED FROM THE GROUP CONSISTING OF VINYL CARBOXYLIC ACIDS, VINYL NITRILES, VINYL AMIDES, ALKYL AND HYDROXYALKYL ESTERS OF VINYL CARBOXYLIC ACIDS WHEREIN THE ALKYL GROUP CONTAINS FROM 1 TO 8 CARBONS, AND MIXTURES THEREOF, SAID PROCESS COMPRISES EXPOSING SAID MIXTURE IN AN INERT ATMOSPHERE TO IONIZING RADIATION, SAID MIXTURE HAVING ADDED THERETO ABOUT 2 TO 5 WEIGHT PERCENT BASED ON THE WEIGHT OF THE MIXTURE OF AN AMINE HAVING THE FORMULA R1R2R3N WHERE R1 IS AN ALKYL OR ARALKYL GROUP, R2 IS HYDROGEN AND R3 MAY BE HYDROGEN OR AN ALKYL GROUP OR R1 AND R3 TOGETHER MAY BE A CYCLIC ALKYLENE RADICAL OR AN OXIDIALKYLENE RADICAL; AND WHEREIN SAID VINYL ESTER RESIN IS PREPARED BY REACTING ESSENTIALLY EQUIVALENT AMOUNTS OF A POLYEPOXIDE OF A POLYHYDRIC PHENOL HAVING MORE THAN ONE EPOXIDE GROUP PER MOLECULE WITH AN UNSATURATED ACID HAVING THE FORMULA R1-CH=C(-R2)-COOH WHERE R1 IS CHLORINE, BROMINE, HYDROGEN OR PHENYL AND R2 IS HYDROGEN, CHLORINE, BROMINE OR A LOWERALKYL GROUP OF 1 TO 4 CARBON ATOMS.
Claim 3
Dependent Claim 18 words
The process of claim 1 wherein said polyhydric phenol is bisphenol A, a novolac resin or mixtures thereof.
Claim 4
Dependent Claim 15 words
The process of claim 1 wherein said unsaturated acid is acrylic acid or methacrylic acid.
Claim 5
Dependent Claim 13 words
The process of claim 1 wherein R3 in the amine formula is hydrogen.
Claim 6
Dependent Claim 171 words
A thermosettable mixture suitable for curing by exposure to low levels of ionizing radiation comprising a mixture of a polymerizable vinyl ester resin and a nonvolatile vinyl monomer selected from the group consisting of vinyl carboxylic acids, vinyl nitriles, vinyl amides, alkyl and hydroxyalkyl esters of vinyl carboxylic acids wherein the alkyl group contains from 1 to 8 carbons, and mixtures thereof, said mixture having added thereto about 2 to 5 weight percent based on the weight of the mixture of a nitrogen containing compound selected from the group consisting of 2-oxazolines, guanidines and amines having the formula R1R2R3N where R1 is an alkyl or aralkyl group, R2 is hydrogen and R3 each may be hydrogen or an alkyl group or R1 and R3 together may be a cyclic alkylene radical or an oxydialykylene radical; and wherein said polymerizable vinyl ester resin is prepared by reacting essentially equivalent amounts of a polyepoxide of a polyhydric phenol having more than one epoxide group per molecule and an unsaturated acid having the formula
Claim 7
Dependent Claim 171 words
A thermosettable mixture suitable for curing by exposure to low levels of ionizing radiation comprising a mixture of a polymerizable vinyl ester resin and a nonvolatile vinyl monomer selected from the group consisting of vinyl carboxylic acids, vinyl nitriles, vinyl amides, alkyl and hydroxyalkyl esters of vinyl carboxylic acids wherein the alkyl group contains from 1 to 8 carbons, and mixtures thereof, said mixture having added thereto about 2 to 5 weight percent based on the weight of the mixture of a nitrogen containing compound selected from the group consisting of 2-oxazolines, guanidines and amines having the formula R1R2R3N where R1 is an alkyl or aralkyl group, R2 is hydrogen and R3 each may be hydrogen or an alkyl group or R1 and R3 together may be a cyclic alkylene radical or an oxydialykylene radical; and wherein said polymerizable vinyl ester resin is prepared by reacting essentially equivalent amounts of a polyepoxide of a polyhydric phenol having more than one epoxide group per molecule and an unsaturated acid having the formula
Claim 8
Dependent Claim 18 words
The mixture of claim 5 wherein said polyhydric phenol is bisphenol A, a novolac resin or mixtures thereof.
Claim 9
Dependent Claim 15 words
The mixture of claim 5 wherein said unsaturated acid is acrylic acid or methacrylic acid.
Claim 10
Dependent Claim 13 words
The mixture of claim 5 wherein R3 in the amine formula is hydrogen.

References Cited (Backward Citations)

US2673151A Cited
US3301743A Cited
US3367992A Cited
US3420914A Cited
US3676398A Cited
US3669911A Cited
US3683045A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-05-05 1978-11-04 1979-05-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-05-05 1982-11-04 1983-05-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-05-05 1986-11-04 1987-05-06 $7700.00 Window Closed / Lapsed

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