US4037038A
Expired / Lapsed
US
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Resins for use as coating material and process for preparing same
Assignee: Eneos Corp
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Filing: 1976-08-02
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Granted: 1977-07-19
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Expires: 1996-08-02
Abstract
Abstract Resins suitable for use as a coating material, consisting essentially of a reaction product of (1) a copolymer of a cyclopentadiene type compound such as dicyclopentadiene and an alpha , beta -unsaturated monomer such as a hydroxyalkyl acrylate and (2) acrylic acid and/or methacrylic acid; and a process for preparing said resins.
Inventors
- 👤 Shozo Tsuchiya
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 15:31
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/106; C08; C08F; C08F232/00; C08F8/00; C08F8/14; C08F2810/00; C08F2810/20; C08F2810/30
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
88 words
Resins suitable for use as a coating material, consisting essentially of an esterified copolymer of (1) a copolymer of (i) at least one cyclopentadiene compound selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene and lower alkyl substitution products thereof wherein the lower alkyl has 1-3 carbon atoms and (ii) at least one α, β-unsaturated monomer selected from the group consisting of hydroxyalkyl acrylate, hydroxyalkyl methacrylate, glycidyl acrylate, glycidyl methacrylate, allyl glycidyl ether and methallyl glycidyl ether and (2) at least one of acrylic and methacrylic acids.
Claim 2
Dependent Claim
88 words
Resins suitable for use as a coating material, consisting essentially of an esterified copolymer of (1) a copolymer of (i) at least one cyclopentadiene compound selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene and lower alkyl substitution products thereof wherein the lower alkyl has 1-3 carbon atoms and (ii) at least one α, β-unsaturated monomer selected from the group consisting of hydroxyalkyl acrylate, hydroxyalkyl methacrylate, glycidyl acrylate, glycidyl methacrylate, allyl glycidyl ether and methallyl glycidyl ether and (2) at least one of acrylic and methacrylic acids.
Claim 3
Dependent Claim
27 words
Resins according to claim 1, wherein the copolymer (1) has a softening point of 50°-200° C. and the esterified copolymer has a softening point of 30°-150° C.
Claim 4
Dependent Claim
18 words
Resins according to claim 1, wherein the hydroxyalkyl of the hydroxyalkyl acrylate and methacrylate is 2-hydroxyethyl or 2-hydroxypropyl.
Claim 5
Dependent Claim
95 words
Resins suitable for use as a coating material, consisting essentially of (A) an esterified copolymer of (1) a copolymer of (i) at least one cyclopentadiene compound selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene and lower alkyl substitution products thereof wherein the lower alkyl has 1-3 carbon atoms and (ii) at least one α,β-unsaturated monomer selected from the group consisting of hydroxyalkyl acrylate, hydroxyalkyl methacrylate, glycidyl acrylate, glycidyl methacrylate, allyl glycidyl ether and methallyl glycidyl ether and (2) at least one of acrylic and methacrylic acids and (B) at least one reactive solvent.
Claim 6
Dependent Claim
95 words
Resins suitable for use as a coating material, consisting essentially of (A) an esterified copolymer of (1) a copolymer of (i) at least one cyclopentadiene compound selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene and lower alkyl substitution products thereof wherein the lower alkyl has 1-3 carbon atoms and (ii) at least one α,β-unsaturated monomer selected from the group consisting of hydroxyalkyl acrylate, hydroxyalkyl methacrylate, glycidyl acrylate, glycidyl methacrylate, allyl glycidyl ether and methallyl glycidyl ether and (2) at least one of acrylic and methacrylic acids and (B) at least one reactive solvent.
Claim 7
Dependent Claim
57 words
Resins according to claim 4, wherein the reactive solvent is a member selected from the group consisting of pentaerithritol tetra(meth)acrylate, pentaerithritol tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, an alkyl (meth)acrylate in which the alkyl is a C 1 -C 18 one, and glycidyl (meth)acrylate.
Claim 8
Dependent Claim
18 words
Resins according to claim 5, wherein the hydroxyalkyl of the hydroxyalkyl acrylate and methacrylate is 2-hydroxyl or 2-hydroxypropyl.
Claim 9
Dependent Claim
180 words
A process for preparing a resin suitable for use as a coating material, comprising the steps of: reacting a cyclopentadiene compound selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene and lower alkyl substitution products thereof wherein the lower alkyl has 1-3 carbon atoms with an α,β-unsaturated monomer selected from the group consisting of hydroxyalkyl acrylate, hydroxyalkyl methacrylate, glycidyl acrylate, glycidyl methacrylate, allyl glycidyl ether and methallyl glycidyl ether in molar ratios of from 30:70 to 95 : 5 at 150°-350° C. in the presence or absence of a known radical catalyst and/or a solvent for a time sufficient to produce a copolymer having a softening point of 50°-200° C., and esterifying the thus produced copolymer resin with at least one of acrylic acid and methacrylic acid in amount of at least 0.5-1 mol of the acid per mol equivalent of the carboxyl or epoxy group of the copolymer in the presence or absence of a known esterifying catalyst thereby to prepare an esterified copolymer having a softening point of 30°-150° C. for use as the resinous coating material.
Claim 10
Dependent Claim
180 words
A process for preparing a resin suitable for use as a coating material, comprising the steps of: reacting a cyclopentadiene compound selected from the group consisting of cyclopentadiene, dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene and lower alkyl substitution products thereof wherein the lower alkyl has 1-3 carbon atoms with an α,β-unsaturated monomer selected from the group consisting of hydroxyalkyl acrylate, hydroxyalkyl methacrylate, glycidyl acrylate, glycidyl methacrylate, allyl glycidyl ether and methallyl glycidyl ether in molar ratios of from 30:70 to 95 : 5 at 150°-350° C. in the presence or absence of a known radical catalyst and/or a solvent for a time sufficient to produce a copolymer having a softening point of 50°-200° C., and esterifying the thus produced copolymer resin with at least one of acrylic acid and methacrylic acid in amount of at least 0.5-1 mol of the acid per mol equivalent of the carboxyl or epoxy group of the copolymer in the presence or absence of a known esterifying catalyst thereby to prepare an esterified copolymer having a softening point of 30°-150° C. for use as the resinous coating material.
Claim 11
Dependent Claim
19 words
A process according to claim 7, wherein the hydroxyalkyl of the hydroxyalkyl acrylate and methacrylate is 2-hydroxyethyl or hydroxypropyl.
Claim 12
Dependent Claim
32 words
A process according to claim 7, wherein the esterifying reaction is effected in the presence of at least one additional reactant selected from the group consisting of higher fatty acids and rosin.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-07-18 | 1981-01-17 | 1981-07-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-07-18 | 1985-01-17 | 1985-07-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-07-18 | 1989-01-17 | 1989-07-19 | $7700.00 | Window Closed / Lapsed |