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US4313859A
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Composition containing a half ester of an organic polyol, an unsaturated monomer, an epoxide, and a basic compound
Assignee: Union Carbide Corp
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Filing: 1980-07-28
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Granted: 1982-02-02
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Expires: 2000-07-28
Abstract
Abstract The invention comprises a polymerizable liquid mixture of (a) a half ester characterized by the following empirical formula: ##STR1## wherein n is a number having an average value of about 1.5 to less than about 4, m is equal to the free valence of R less the average value of n, R is the hydroxyl-free residue of an organic polyol which contained from 2 to 4, inclusive, hydroxyl groups, OH, in formula (I) (b) maleic anhydride, (c) an epoxide containing two or more 1,2-epoxide radicals, (d) an ethylenically unsaturated monomer which forms a liquid homogeneous mixture with the half ester, maleic anhydride and epoxide, and (e) a basic compound.
Inventors
- 👤 Hugh C. Gardner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 23:25
CPC Classifications
C; C08; C08F; C08F222/00; C08F222/10; C08F222/12; C08F222/20; C08F283/00; C08F283/10; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/42; C08G59/4207; C08L; C08L63/00; C08L2205/00; C08L2205/05
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
106 words
A curable polymerizable liquid mixture comprising (a) a half ester characterized by the following ##STR10## wherein n is a number having an average value of about 1.5 to less than about 4, m is equal to the free valence of R less the average value of n, R is the hydroxyl-free residue of an organic polyol which contained from 2 to 4 inclusive, hydroxyl groups, OH, in formula (I), (b) maleic anhydride, (c) an epoxide containing two or more 1,2-epoxide radicals, (d) an ethylenically unsaturated monomer which forms a liquid homogeneous mixture with the half ester, maleic anhydride and the epoxide, and (e) a basic compound.
Claim 2
Dependent Claim
106 words
A curable polymerizable liquid mixture comprising (a) a half ester characterized by the following ##STR10## wherein n is a number having an average value of about 1.5 to less than about 4, m is equal to the free valence of R less the average value of n, R is the hydroxyl-free residue of an organic polyol which contained from 2 to 4 inclusive, hydroxyl groups, OH, in formula (I), (b) maleic anhydride, (c) an epoxide containing two or more 1,2-epoxide radicals, (d) an ethylenically unsaturated monomer which forms a liquid homogeneous mixture with the half ester, maleic anhydride and the epoxide, and (e) a basic compound.
Claim 3
Dependent Claim
63 words
A mixture as in claim 1 wherein the organic polyol is selected from the group consisting of ethylene glycol, diethylene glycol, 2,2,4-trimethyl-1,3-pentanediol, propylene glycol, dipropylene glycol and polypropylene glycol having an average molecular weight of between about 150 to about 600 and having 2 to 4 terminal hydroxyl groups, 2,2-dimethyl-3-hydroxypropyl 2,2-dimethyl-3-hydroxypropionate, ethylene and propylene oxide adducts of bisphenol A, 2,2-dimethyl-1,3-propanediol, 1,3-butanediol, and 1,4-butanediol.
Claim 4
Dependent Claim
15 words
A mixture as in claim 1 wherein the organic polyol is a mixture of polyols.
Claim 5
Dependent Claim
34 words
A mixture as in claim 1 wherein the maleic anhydride content does not exceed a total of about 25 mole percent of the amount of maleic anhydride used in producing the half ester (a).
Claim 6
Dependent Claim
29 words
A mixture as in claim 1 wherein the combined amount of the half ester of formula (I) and maleic anhydride is from about 1 to about 60 weight percent.
Claim 7
Dependent Claim
13 words
A mixture as in claim 1 wherein the epoxide is a polyglycidyl compound.
Claim 8
Dependent Claim
19 words
A mixture as in claim 1 wherein the epoxide is derived from the epoxidation of a diene or polyene.
Claim 9
Dependent Claim
33 words
A mixture as in claim 7 wherein the epoxide is selected from 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate, 3,4-epoxy-6-methylcyclohexylmethyl, 3,4-epoxy-6-methylcyclohexane carboxylate, bis(2,3-epoxy-cyclopentyl)ether, epoxidized polybutadiene, epoxidized soybean oil, bis(3,4-epoxy-6-methylcyclohexylmethyl)adipate, vinyl cyclohexene dioxide, 2-(3,4-epoxy-cyclohexyl-5,5-spiro-3,4-epoxy) cyclohexane-metadioxane and dipentene dioxide.
Claim 10
Dependent Claim
19 words
A mixture as in claim 1 wherein the epoxide is a copolymer of an acrylic acid ester of glycidol.
Claim 11
Dependent Claim
12 words
A mixture as in claim 1 wherein the composition contains a monoepoxide.
Claim 12
Dependent Claim
22 words
A mixture as in claim 1 wherein the epoxide is present in amounts of from about 1 to about 90 weight percent.
Claim 13
Dependent Claim
28 words
A mixture as in claim 1 wherein the ethylenically unsaturated monomer is selected from styrene, α-methylstyrene, the lower alkyl esters of acrylic acid and methacrylic acid, and acrylonitrile.
Claim 14
Dependent Claim
24 words
A mixture as in claim 1 wherein the ethylenically unsaturated monomer is present in amounts of from about 1 to about 70 weight percent.
Claim 15
Dependent Claim
28 words
A mixture as in claim 1 wherein the basic compound is selected from an amine, a metal hydroxide or a metal salt of an organic acid or alcohol.
Claim 16
Dependent Claim
33 words
A mixture as in claim 14 wherein the basic compound is present in amounts of from about 0.02 to about 2 weight percent, based on the combined weight of polyol and maleic anhydride.
Claim 17
Dependent Claim
12 words
A mixture as in claim 1 which contains an epoxide curing catalyst.
Claim 18
Dependent Claim
14 words
A mixture as in claim 1 which is cured by a free radical source.
Claim 19
Dependent Claim
15 words
A cured molded article prepared from the mixture of claims 1, or 16, or 17.
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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) | 1985-02-01 | 1985-08-03 | 1986-02-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-02-01 | 1989-08-03 | 1990-02-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-02-01 | 1993-08-03 | 1994-02-02 | $7700.00 | Window Closed / Lapsed |