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US4477327A Expired / Lapsed US ⏱️ 0.0 years remaining

Discoloration resistant, flexible, radiation curable coating compositions

Assignee: EIDP Inc
•
Filing: 1982-04-19
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Granted: 1984-10-16
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Expires: 2002-04-19
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Abstract

Abstract A low dosage radiation polymerizable protective and decorative coating composition or paint, coated articles bearing such a protective coating and processess for preparing such articles. The radiation polymerizable coating composition comprises an organic resin/monomer mixture of: (A) between about 97 and about 3 weight percent alpha-beta olefinically unsaturated organic resin containing between about 0.5 and about 5 vinyl unsaturation units per 1000 molecular weight of said resin, and (B) between about 3 and about 97 weight percent vinyl monomers polymerizable with said resin upon exposure to radiation, characterized in that said vinyl monomers include N-vinyl-2-pyrrolidone in an amount of from about 3 and up to about 10 weight percent based on the total weight of (A) and (B). The flexible coating exhibits excellent physical qualtities and good adhesion to a variety of substrates being particularly suitable for use on vinyl chloride fabric, wherein it is discoloration resistant after heat aging. Preferred articles bearing such a coating, which may comprise large amounts of pigment, are preferably cured by exposure to electron beam radiation.

Inventors

  • 👤 Joseph C. Cassatta
  • 👤 David L. Garrett, Jr.
  • 👤 Henk VAN Oene

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 04:04
CPC Classifications
C; C08; C08F; C08F299/00; C08F299/02; C08F299/06; C08F299/065; C08F299/022; C08F299/024; C09; C09D; C09D4/00; C09D4/06; Y; Y10; Y10S; Y10S522/00; Y10S522/911

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 111 words
A coating composition polymerizable by low dosage ionizing radiation, which comprises an organic resin/monomer mixture of: (A) between about 97 and about 3 weight percent alpha-beta olefinically unsaturated organic resin containing between about 0.5 and about 5 vinyl unsaturation units per 1000 units molecular weight of said resin, and (B) between about 3 and about 97 weight percent vinyl monomers polymerizable with said resin upon exposure to radiation. characterized in that said vinyl monomers include N-vinyl-2-pyrrolidone in an amount of from about 3 up to about 10 weight percent based on the total weight of (A) and (B) and that said coating composition is resistant to discoloration in an acid environment.
Claim 2
Dependent Claim 111 words
A coating composition polymerizable by low dosage ionizing radiation, which comprises an organic resin/monomer mixture of: (A) between about 97 and about 3 weight percent alpha-beta olefinically unsaturated organic resin containing between about 0.5 and about 5 vinyl unsaturation units per 1000 units molecular weight of said resin, and (B) between about 3 and about 97 weight percent vinyl monomers polymerizable with said resin upon exposure to radiation. characterized in that said vinyl monomers include N-vinyl-2-pyrrolidone in an amount of from about 3 up to about 10 weight percent based on the total weight of (A) and (B) and that said coating composition is resistant to discoloration in an acid environment.
Claim 3
Dependent Claim 28 words
A coating composition according to claim 1, wherein said resin contains between about 0.5 and about 3 vinyl unsaturation units per 1000 units molecular weight of said resin.
Claim 4
Dependent Claim 32 words
A coating composition according to claim 1, wherein said resin comprises a urethane acrylic oligomer having the formula ##STR3## wherein R' is hydrogen or methyl and Y is a divalent urethane residue.
Claim 5
Dependent Claim 35 words
A coating composition according to claim 1 or 3, wherein said N-vinyl-2-pyrrolidone is included in an amount of between about 3 and about 5 weight percent based on the total weight of (A) and (B).
Claim 6
Dependent Claim 21 words
A coating composition according to claim 3, wherein said vinyl monomers other than said N-vinyl-2-pyrrolidone consist essentially of acrylic ester monomers.
Claim 7
Dependent Claim 17 words
A coating composition according to claim 3 or 5, wherein said R' of said oligomer is hydrogen.
Claim 8
Dependent Claim 20 words
A coating composition according to claim 3, wherein said oligomer has a molecular weight between about 400 and about 10,000.
Claim 9
Dependent Claim 23 words
A coating composition according to claim 5, wherein said acrylic ester monomers comprise at least 70 weight percent of monovinyl acrylic ester monomers.
Claim 10
Dependent Claim 23 words
A coating composition according to claim 8, wherein said acrylic ester monomers comprise greater than 80 weight percent of monovinyl acrylic ester monomers.
Claim 11
Dependent Claim 34 words
A coating composition according to claim 8, wherein said monovinyl acrylic ester monomers are selected from the group consisting essentially of ethoxyethyl acrylate, 2-ethylhexyl acrylate, isobornyl acrylate, ethoxyethoxyethyl acrylate, glycidyl acrylate and mixtures thereof.
Claim 12
Dependent Claim 39 words
A coating composition according to claim 8 or 10, wherein said acrylic ester monomer, other than said monovinyl acrylic ester monomer, is selected from the group consisting of 1,6-hexanediol diacrylate, tetraethylene glycol diacrylate, trimethylol propane triacrylate and mixtures thereof.
Claim 13
Dependent Claim 155 words
A 100% solids coating composition polymerizable by low dosage ionizing radiation adapted to coat flexible substrates, which exclusive of pigments, initiators and other non-reactive components, consists essentially of an oligomer/monomer mixture of: (A) between about 90 and about 10 weight percent oligomer having the formula ##STR4## wherein R' is hydrogen or methyl, Y is a divalent urethane residue and said oligomer has between about 0.5 and about 5 vinyl unsaturation units per 1000 units molecular weight of said oligomer; and (B) between about 10 and about 90 weight percent vinyl monomers polymerizable with said oligomer upon exposure to radiation. characterized in that said vinyl monomers consist essentially of (i) acrylic ester monomers and (ii) N-vinyl-2-pyrrolidone, wherein said N-vinyl-2-pyrrolidone is included in an amount of from about 3 up to about 10 weight percent based on the total weight of (A) and (B) and that said coating composition is resistant to discoloration in an acid environment.
Claim 14
Dependent Claim 155 words
A 100% solids coating composition polymerizable by low dosage ionizing radiation adapted to coat flexible substrates, which exclusive of pigments, initiators and other non-reactive components, consists essentially of an oligomer/monomer mixture of: (A) between about 90 and about 10 weight percent oligomer having the formula ##STR4## wherein R' is hydrogen or methyl, Y is a divalent urethane residue and said oligomer has between about 0.5 and about 5 vinyl unsaturation units per 1000 units molecular weight of said oligomer; and (B) between about 10 and about 90 weight percent vinyl monomers polymerizable with said oligomer upon exposure to radiation. characterized in that said vinyl monomers consist essentially of (i) acrylic ester monomers and (ii) N-vinyl-2-pyrrolidone, wherein said N-vinyl-2-pyrrolidone is included in an amount of from about 3 up to about 10 weight percent based on the total weight of (A) and (B) and that said coating composition is resistant to discoloration in an acid environment.
Claim 15
Dependent Claim 33 words
A coating composition according to claim 12, wherein said N-vinyl-2-pyrrolidone is included in an amount of between about 3 and about 5 weight percent based on the total weight of (A) and (B).
Claim 16
Dependent Claim 15 words
A coating composition according to claim 12, wherein said R' of said oligomer is hydrogen.
Claim 17
Dependent Claim 23 words
A coating composition according to claim 12 or 14, wherein said oligomer has a molecular weight of between about 400 and about 5000.
Claim 18
Dependent Claim 22 words
A coating composition according to claim 12, wherein said acrylic ester monomers comprise at least 70 weight percent monovinyl acrylic ester monomers.
Claim 19
Dependent Claim 22 words
A coating composition according to claim 16, wherein said acrylic ester monomers comprise greater than 80 weight percent monovinyl acrylic ester monomers.
Claim 20
Dependent Claim 34 words
A coating composition according to claim 16, wherein said monovinyl acrylic ester monomers are selected from the group consisting essentially of ethoxyethyl acrylate, 2-ethylhexyl acrylate, isobornyl acrylate, ethoxyethoxyethyl acrylate, glycidyl acrylate and mixtures thereof.
Claim 21
Dependent Claim 38 words
A coating composition according to claim 16 or 18, wherein said acrylic ester monomers, other than said monovinyl acrylic ester monomers, are selected from the group consisting of 1,6-hexanediol diacrylate, tetraethylene glycol diacrylate, trimethylolpropane triacrylate and mixtures thereof.

References Cited (Backward Citations)

US3509234A Cited
US3959521A Cited
US3950592A Cited
US3924023A Cited
US4129667A Cited
US4301209A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-10-16 1988-04-16 1988-10-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-10-16 1992-04-16 1992-10-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-10-16 1996-04-16 1996-10-16 $7700.00 Window Closed / Lapsed

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