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US4112146A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyester resin compositions which are photocurable in the presence of oxygen and an organic hydrazone polymerization initiator

Assignee: Celanese Corp
•
Filing: 1977-05-25
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Granted: 1978-09-05
•
Expires: 1997-05-25
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Abstract

Abstract Photocurable polyester resin compositions are provided which are adapted for use in coating applications. The polyester resin compositions are air-uninhibited and are low energy photocurable at room temperature as substantially 100% solids systems. The photocurable polyester resin compositions are cured by exposure to activating light, without the necessity of incorporating any additional ingredients in the polyester compositions. Each photocurable polyester resin composition comprises a prepolymer(A) containing maleate and/or fumarate groups, and allyl ether groups; a solvent(B) which is a non-volatile polymerizable ester of acrylic or methacrylic acid derivative; and an organic polymerization initiator(C) which is photosensitive in the presence of oxygen.

Inventors

  • 👤 Nelson R. Lazear

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 09:22
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/66; C08G63/668; C08G63/676; C08K; C08K5/00; C08K5/04; C08K5/10; C09; C09D; C09D167/00; C09D167/06; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 204 words
An air-uninhibited polyester resin composition which is room temperature curable as a substantially 100 percent solids system without the incorporation of additional ingredients by exposure of the polyester resin composition to the action of oxygen and light, wherein said polyester resin composition comprises a prepolymer component (A) which contains between 2 and about 10 maleate and/or fumarate groups, and between 1 and about 5 allyl ether groups, and has a molecular weight between about 500 and 3000; a solvent component (B) which is a polymerizable acrylic or methacrylic acid ester derivative which is a liquid at 25° C and has a molecular weight of at least about 100; and an organic hydrazone polymerization initiator component (C) which is photosensitive in the presence of oxygen, corresponding to the formula: ##STR4## where R is selected from the group consisting of hydrogen and aliphatic, alicyclic and aromatic hydrocarbon radicals containing between 1 and about 12 carbon atoms; R 1 is selected from aliphatic, alicyclic and aromatic hydrocarbon radicals containing between 1 and about 12 carbon atoms; R 2 is selected from aliphatic and alicyclic hydrocarbon radicals containing between 1 and about 6 carbon atoms; and R and R 1 taken together can be an alicyclic hydrocarbon radical.
Claim 2
Dependent Claim 204 words
An air-uninhibited polyester resin composition which is room temperature curable as a substantially 100 percent solids system without the incorporation of additional ingredients by exposure of the polyester resin composition to the action of oxygen and light, wherein said polyester resin composition comprises a prepolymer component (A) which contains between 2 and about 10 maleate and/or fumarate groups, and between 1 and about 5 allyl ether groups, and has a molecular weight between about 500 and 3000; a solvent component (B) which is a polymerizable acrylic or methacrylic acid ester derivative which is a liquid at 25° C and has a molecular weight of at least about 100; and an organic hydrazone polymerization initiator component (C) which is photosensitive in the presence of oxygen, corresponding to the formula: ##STR4## where R is selected from the group consisting of hydrogen and aliphatic, alicyclic and aromatic hydrocarbon radicals containing between 1 and about 12 carbon atoms; R 1 is selected from aliphatic, alicyclic and aromatic hydrocarbon radicals containing between 1 and about 12 carbon atoms; R 2 is selected from aliphatic and alicyclic hydrocarbon radicals containing between 1 and about 6 carbon atoms; and R and R 1 taken together can be an alicyclic hydrocarbon radical.
Claim 3
Dependent Claim 30 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) is a condensate of trimethylolpropane monoallyl ether, dihydric polyol and maleic and/or fumaric acid or anhydride.
Claim 4
Dependent Claim 28 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) is a condensate of trimethylolpropane diallyl ether, 1,3-butylene glycol and maleic acid or anhydride.
Claim 5
Dependent Claim 18 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) contains phthalic acid groups.
Claim 6
Dependent Claim 18 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) contains tetrahydrophthalic acid groups.
Claim 7
Dependent Claim 18 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) contains 1,2-propylene glycol condensate.
Claim 8
Dependent Claim 18 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) contains ethylene glycol condensate.
Claim 9
Dependent Claim 18 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) contains diethylene glycol condensate.
Claim 10
Dependent Claim 17 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) contains 1,6-hexanediol condensate.
Claim 11
Dependent Claim 17 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) contains 1,3-propanediol condensate.
Claim 12
Dependent Claim 27 words
A polyester resin composition in accordance with claim 1 wherein the prepolymer component (A) is a condensate containing bisphenol A, allyl ether, and acrylate and/or fumarate moieties.
Claim 13
Dependent Claim 17 words
A polyester resin composition in accordance with claim 1 wherein the solvent component (B) comprises n-butyl methacrylate.
Claim 14
Dependent Claim 18 words
A polyester resin composition in accordance with claim 1 wherein the solvent component (B) comprises 1,3-butylene glycol dimethacrylate.
Claim 15
Dependent Claim 17 words
A polyester resin composition in accordance with claim 1 wherein the solvent component (B) comprises 1,6-hexanediol diacrylate.
Claim 16
Dependent Claim 17 words
A polyester resin composition in accordance with claim 1 wherein the solvent component (B) comprises 1,6-hexanediol dimethacrylate.
Claim 17
Dependent Claim 17 words
A polyester resin composition in accordance with claim 1 wherein the solvent component (B) comprises pentaerythritol trimethacrylate.
Claim 18
Dependent Claim 20 words
A polyester resin composition in accordance with claim 1 wherein the solvent component (B) comprises 1,6-hexanediol diacrylate and trimethylolpropane trimethacrylate.
Claim 19
Dependent Claim 19 words
A polyester resin composition in accordance with claim 1 wherein the hydrazone polymerization initiator component (C) is cyclohexanone methylhydrazone.
Claim 20
Dependent Claim 19 words
A polyester resin composition in accordance with claim 1 wherein the hydrazone polymerization initiator component (C) is acetophenone methylhydrazone.
Claim 21
Dependent Claim 21 words
A polyester resin composition in accordance with claim 1 wherein the hydrazone polymerization initiator component (C) is methyl ethyl ketone butylhydrazone.
Claim 22
Dependent Claim 19 words
A polyester resin composition in accordance with claim 1 wherein the hydrazone polymerization initiator component (C) is benzophenone methylhydrazone.
Claim 23
Dependent Claim 19 words
A polyester resin composition in accordance with claim 1 wherein the hydrazone polymerization initiator component (C) is benzaldehyde methylhydrazone.
Claim 24
Dependent Claim 21 words
A polyester resin composition in accordance with claim 1 wherein the hydrazone polymerization initiator component (C) is methyl ethyl ketone tertiary-butylhydrazone.
Claim 25
Dependent Claim 18 words
A photocurable air-uninhibited polyester resin composite comprising the polyester resin composition of claim 1 and a fiber matrix.
Claim 26
Dependent Claim 45 words
A method for providing a protective film or decorative coating on a surface which comprises coating said surface with a polyester resin composition of claim 1 and allowing sufficient time for the curing of said polyester composition in an environment of oxygen and ultraviolet light.
Claim 27
Dependent Claim 27 words
A method in accordance with claim 25 wherein the curing of said polyester resin coating is accelerated by contacting said coating with a flow of circulating air.

References Cited (Backward Citations)

US3296337A Cited
US3279919A Cited
US3326710A Cited
US3898144A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-04 1982-03-06 1982-09-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-04 1986-03-06 1986-09-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-04 1990-03-06 1990-09-05 $7700.00 Window Closed / Lapsed

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