Adherent ultraviolet cured coatings

• US 4,532,021 A
• Filed: 05/07/1984
• Issued: 07/30/1985
• Est. Priority Date: 07/18/1983
• Status: Expired due to Fees

• Current Assignee: DSM Resins BV (DSM-Firmenich AG)
• Original Assignee: DeSoto, Inc. (Overstock.com Incorporated)
• Inventors: Lewarchik, Ronald J., Murphy, Edward J., Thompson, Jeffrey W.
• Primary Examiner(s): Lieberman, Allan M.
• Application Number:
  US06/606,527
• Time in Patent Office: 449 Days
• Field of Search: 204/159.16, 204/159.23
• US Class Current: 522/8
• CPC Class Codes: C08F 265/00 Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
• CPC Class Codes: C09D 4/06 Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00

Abstract

Ultraviolet-curable liquid coating compositions are disclosed in which improved adhesion to metal and plastic surfaces is obtained. This improvement is obtained by using, in admixture: (1) from 10% to about 60% of total resin solids of an organic solvent-soluble solution copolymer of monoethylenically unsaturated monomers including from 2.5% to 10% of tertiary amine monomer which is an aminoalkyl ester or amide of an alpha, beta-monoethylenic monocarboxylic acid in which the alkyl group contains 2-4 carbon atoms; and (2) from 40% to 90% of total resin solids of radiation-curable ethylenically unsaturated liquid. The coating composition includes photoinitiators and/or photosensitizers rendering the composition sensitive to ultraviolet light, and the components are present in solution in at least about 10% of inert volatile organic solvent.

Claims

1. An ultraviolet-curable liquid coating composition exhibiting improved adhesion to metal and plastic surfaces comprising, in admixture:

(1) from 10% to about 60% of total resin solids of an organic solvent-soluble solution copolymer of monoethylenically unsaturated monomers including from 2.5% to 10% of tertiary amine monomer which is an aminoalkyl ester or amide of an alpha,beta-monethylenic monocarboxylic acid in which the alkyl group contains 2-4 carbon atoms, the balance of the copolymer, except for the amine monomer, being constituted by monomers having no reactive group other than the single ethylenic group, at least 40% of said copolymer being copolymerized methyl methacrylate and at least 15% of the copolymer being copolymerized C₂ -C₁₂ alkyl ester of acrylic or methacrylic acid; and

(2) from 40% to 90% of total resin solids of radiation-curable ethylenically unsaturated liquid, said coating composition including photoinitiators and/or photosensitizers rendering the composition sensitive to ultraviolet light, and said components being present in solution in at least about 25% of inert volatile organic solvent in which the solvent content of said solution contains at least 30% of a C₁ -C₄ alkanol.

2. A coating composition as recited in claim 1 in which the solvent content of said solution contains said alkanol in admixture with butyl acetate and a ketone.

3. A coating composition as recited in claim 2 in which said alkanol is isopropanol.

4. A coating composition as recited in claim 1 in which said ethylenically unsaturated liquid comprises liquid polyacrylate.

6. A coating composition as recited in claim 4 in which said liquid polyacrylate is trimethylol propane diacrylate.

7. A coating composition as recited in claim 4 in which said liquid polyacrylate is pentaerythritol triacrylate.

8. A coating composition as recited in claim 1 in which said monocarboxylic acid is acrylic acid.

9. A coating composition as recited in claim 8 in which said tertiary amine monomer is dimethyl substituted.

10. A coating composition as recited in claim 8 in which said components (1) and (2) are present in a weight ratio of 40:

60 to 60;

40.

11. A coating composition as recited in claim 4 in which said coating composition includes from 3% to 30% of resin solids of monoethylenically unsaturated liquid selected from the group consisting of triallyl cyanurate, N-vinyl pyrrolidone and dimethyl acrylamide.

12. A coating composition as recited in claim 11 in which from 5% to 20% of said monoethylenically unsaturated liquid is present.

13. A coating composition as recited in claim 12 in which said monoethylenically unsaturated liquid is N-vinyl pyrrolidone.

14. A coating composition as recited in claim 11 in which said composition is rendered sensitive to ultraviolet light using a mixture of benzophenone and diethoxyacetophenone.

5. A coating composition as recited in claim 5 in which said liquid polyacrylate is hydroxy-functional.

15. An ultraviolet-curable liquid coating composition exhibiting improved adhesion to metal and plastic surfaces comprising, in admixture:

(1) from 40% to about 60% of total resin solids of an organic solvent-soluble solution copolymer of monoethylenically unsaturated monomers including from 2.5% to 10% of tertiary amine monomer which is an aminoalkyl ester or amide of acrylic acid in which the alkyl group contains 2-4 carbon atoms, the balance of the copolymer, except for the amine monomer, being constituted by monomers having no reactive group other than the single ethylenic group, at least 40% of said copolymer being copolymerized methyl methacrylate and at least 15% of the copolymer being copolymerized C₂ -C₁₂ alkyl ester of acrylic or methacrylic acid; and

(2) from 40% to 60% of total resin solids of radiation-curable ethylenically unsaturated liquid comprising hydroxy-functional polyacrylate liquid, said coating composition including photoinitiators and/or photosensitizers rendering the composition sensitive to ultraviolet light, and said components being present in solution in from 25% to 50% of inert volatile organic solvent comprising at least 30% of isopropanol in admixture with butyl acetate.