Patent US3919063A successfully refreshed from Google Patents.
US3919063A
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Electron-beam radiation-curing method of unsaturated polyesters derived from endomethylene tetrahydrophthalic acid
Assignee: Kansai Paint Co Ltd
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Filing: 1974-04-24
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Granted: 1975-11-11
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Expires: 1994-04-24
Abstract
Abstract A method for curing unsaturated polyester compositions which comprises applying electron-beam at a total dose of 0.5 to 50 Mrad and a dose rate of 0.1 to 30 Mrad per second to an unsaturated polyester composition comprising a vinyl monomer and unsaturated polyester dissolved therein, said vinyl monomer being a mixture of 40 to 70 weight percent of at least one of acrylic and methacrylic monomers and 30 to 60 weight percent of at least one of styrene and vinyl toluene, and said unsaturated polyester having an acid value of 4 to 11 and being a condensation product of 1.0 mole of a dicarboxylic acid and 1.0 to 1.2 moles of a polyhydric alcohol, and said dicarboxylic acid being a mixture of (a) 30 to 45 mole percent of at least one of endo-cis-bicyclo(2,2,1)-5-heptene-2,3-dicarboxylic acid and anhydride thereof, (b) 20 to 40 mole percent of at least one of unsaturated dicarboxylic acids and anhydrides thereof and (c) 15 to 55 mole percent of at least one of aromatic dicarboxylic acids, saturated aliphatic dicarboxylic acids and anhydrides thereof.
Inventors
- 👤 Tsutomu Maruyama
- 👤 Koichiro Murata
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 15:13
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/52; C08G63/54; C08G63/553; C08F; C08F283/00; C08F283/01; Y; Y10; Y10S; Y10S525/00; Y10S525/904; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31681; Y10T428/31786; Y10T428/31794; Y10T428/31797
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
177 words
A METHOD FOR CURING UNSATURATED POLYESTER COMPOSITIONS WHICH COMPARISES APPLYING ELECTRON-BEAM AT A TOTAL DOSE OF 0.5 TO 50 MRAD AND A DOSE RATE OF 0.1 TO 30 MRAD PER SECOND TO AN UNSATURATED POLYESTER COMPOSITION COMPRISING A VINYL MONOMER AND UNSATURATED POLYESTER DISOLVED THEREIN, SAID VINYL MONOMER BEING A MIXTURE OF 40 TO 70 WEIGHT PERCENT OF AT LEAST ONE OF ACRYLIC AND METHACRYLIC MONOMERS AND 30 TO 60 WEIGHT PERCENT OF AT LEAST ONE OF STYRENE AND VINYL TOLUENE, AND SAID UNSATURATED POLYESTER HAVING AN ACID VALUE OF 4 TO 11 AND BEING A CONDENSATION PRODUCT OF 1.0 MOLE OF A DICARBOXYLIC ACID AND 1.0 TO 1.2 MOLES OF A POLYHYDRIC ALCHOL, AND SAID DICARBOXYLIC ACID BEING A MIXTURE OF (A) 30 TO 45 MOLE PERCENT OF AT LEAST ONE OF ENDO-CISBICYCLO-(2,2,1)-5-HEPTENE-2,3-DICARBOXYLIC ACID AND ANHYDRIDE THEREOF, (B) 20 TO 40 MOLE PERCENT OF AT LEAST ONE OF UNSATURATED DICARBOXYLIC ACIDS AND ANHYDRIDES THEREOF AND (C) 15 TO 55 MOLE PERCENT OF AT LEAST ONE OF AROMATIC DICARBOXYLIC ACIDS, SATURATED ALIPHATIC DICARBOXYLIC ACIDS AND ANHYDRIDES THEREOF.
Claim 2
Independent Claim
177 words
A METHOD FOR CURING UNSATURATED POLYESTER COMPOSITIONS WHICH COMPARISES APPLYING ELECTRON-BEAM AT A TOTAL DOSE OF 0.5 TO 50 MRAD AND A DOSE RATE OF 0.1 TO 30 MRAD PER SECOND TO AN UNSATURATED POLYESTER COMPOSITION COMPRISING A VINYL MONOMER AND UNSATURATED POLYESTER DISOLVED THEREIN, SAID VINYL MONOMER BEING A MIXTURE OF 40 TO 70 WEIGHT PERCENT OF AT LEAST ONE OF ACRYLIC AND METHACRYLIC MONOMERS AND 30 TO 60 WEIGHT PERCENT OF AT LEAST ONE OF STYRENE AND VINYL TOLUENE, AND SAID UNSATURATED POLYESTER HAVING AN ACID VALUE OF 4 TO 11 AND BEING A CONDENSATION PRODUCT OF 1.0 MOLE OF A DICARBOXYLIC ACID AND 1.0 TO 1.2 MOLES OF A POLYHYDRIC ALCHOL, AND SAID DICARBOXYLIC ACID BEING A MIXTURE OF (A) 30 TO 45 MOLE PERCENT OF AT LEAST ONE OF ENDO-CISBICYCLO-(2,2,1)-5-HEPTENE-2,3-DICARBOXYLIC ACID AND ANHYDRIDE THEREOF, (B) 20 TO 40 MOLE PERCENT OF AT LEAST ONE OF UNSATURATED DICARBOXYLIC ACIDS AND ANHYDRIDES THEREOF AND (C) 15 TO 55 MOLE PERCENT OF AT LEAST ONE OF AROMATIC DICARBOXYLIC ACIDS, SATURATED ALIPHATIC DICARBOXYLIC ACIDS AND ANHYDRIDES THEREOF.
Claim 3
Dependent Claim
37 words
A method for curing unsaturated polyester compositions according to claim 1, in which said electron-beam is applied at a total dose of 5 to 25 Mrad and a dose rate of 0.5 to 10 Mrad per second.
Claim 4
Dependent Claim
30 words
A meThod for curing unsaturated polyester compositions according to claim 1, in which said acrylic and methacrylic monomer is at least one of the compounds represented by the formula of
Claim 5
Dependent Claim
58 words
A method for curing unsaturated polyester compositions according to claim 3, in which said acrylic and methacrylic monomer is at least one member selected from the group consisting of acrylic acid, methyl acrylate, ethyl acrylate, butyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 2-ethylhexyl acrylate, methacrylic acid, methyl methacrylate, ethyl methacrylate, butyl methacrylate and lauryl methacrylate.
Claim 6
Dependent Claim
45 words
A method for curing unsaturated polyester compositions according to claim 1, in which said unsaturated dicarboxylic acid is at least one member selected from the group consisting of maleic acid, maleic anhydride, fumaric acid, mesaconic acid, citraconic acid, itaconic acid, tetrahydrophthalic acid and tetrahydrophthalic anhydride.
Claim 7
Dependent Claim
52 words
A method for curing unsaturated polyester compositions according to claim 1, in which said aromatic dicarboxylic acid and saturated aliphatic dicarboxylic acid is at least one member selected from the group consisting of phthalic acid, phthalic anhydride, isophthalic acid, hexahydrophthalic acid, hexahydrophthalic anhydride, adipic acid, sebacic acid, succinic acid and succinic anhydride.
Claim 8
Dependent Claim
20 words
A method for curing unsaturated polyester compositions according to claim 1, in which said polyhydric alcohol is a dihydric alcohol.
Claim 9
Dependent Claim
47 words
A method for curing unsaturated polyester compositions according to claim 7, in which said dihydric alcohol is at least one member selected from the group consisting of ethylene glycol, propylene glycol, diethylene glycol, butylene glycol, hydrogenated bisphenol A, bisphenol dihydroxypropylether, neopentyl glycol, butane diol and hexane diol.
Claim 10
Dependent Claim
27 words
A method for curing unsaturated polyester compositions according to claim 1, in which said polyhydric alcohol is a mixture of a dihydric alcohol and a trihydric alcohol.
Claim 11
Dependent Claim
74 words
A method for curing unsaturated polyester compositions according to claim 1, in which said dicarboxylic acid is mixture of (a) 30 to 40 mole percent of at least one of endo-cis-bicyclo-(2,2,1)-5-heptene-2,3-dicarboxylic acid and anhydride thereof, (b) 25 to 35 mole percent of at least one of unsaturated dicarboxylic acids and anhydrides thereof and (c) 30 to 40 mole percent of at least one of aromatic dicarboxylic acids, saturated aliphatic dicarboxylic acids and anhydrides thereof.
Claim 12
Dependent Claim
150 words
An electron-beam radiation curable unsaturated polyester composition which comprises a vinyl monomer and unsaturated polyester dissolved therein, said vinyl monomer being a mixture of 40 to 70 weight percent of at least one of acrylic and methacrylic monomers and 30 to 60 weight percent of at least one of styrene and vinyl toluene, and said unsaturated polyester having an acid value of 4 to 11 and being a condensation product of 1.0 mole of a dicarboxylic acid and 1.0 to 1.2 moles of a polyhydric alcohol, and said dicarboxylic acid being a mixture of (a) 30 to 45 mole percent of at least one of endo-cis-bicyclo-(2, 2,1)-5-heptene-2,3-dicarboxylic acid and anhydride thereof, (b) 20 to 40 mole percent of at least one of unsaturated dicarboxylic acids and anhydrides thereof and (c) 15 to 55 mole percent of at least one of aromatic aliphatic dicarboxylic acids, saturated dicarboxylic acids and anhydrides thereof.
Claim 13
Dependent Claim
150 words
An electron-beam radiation curable unsaturated polyester composition which comprises a vinyl monomer and unsaturated polyester dissolved therein, said vinyl monomer being a mixture of 40 to 70 weight percent of at least one of acrylic and methacrylic monomers and 30 to 60 weight percent of at least one of styrene and vinyl toluene, and said unsaturated polyester having an acid value of 4 to 11 and being a condensation product of 1.0 mole of a dicarboxylic acid and 1.0 to 1.2 moles of a polyhydric alcohol, and said dicarboxylic acid being a mixture of (a) 30 to 45 mole percent of at least one of endo-cis-bicyclo-(2, 2,1)-5-heptene-2,3-dicarboxylic acid and anhydride thereof, (b) 20 to 40 mole percent of at least one of unsaturated dicarboxylic acids and anhydrides thereof and (c) 15 to 55 mole percent of at least one of aromatic aliphatic dicarboxylic acids, saturated dicarboxylic acids and anhydrides thereof.
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) | 1978-11-10 | 1979-05-12 | 1979-11-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-11-10 | 1983-05-12 | 1983-11-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-11-10 | 1987-05-12 | 1987-11-11 | $7700.00 | Window Closed / Lapsed |