Polyamine-polyene ultraviolet coatings

• US 4,761,435 A
• Filed: 10/03/1986
• Issued: 08/02/1988
• Est. Priority Date: 10/03/1986
• Status: Expired due to Term

• Current Assignee: DSM B.V.
• Original Assignee: DeSoto, Inc. (Overstock.com Incorporated)
• Inventors: Conti, Ronald S., Murphy, Edward J.
• Primary Examiner(s): Bleutge, John C.
• Assistant Examiner(s): BUTTNER, DAVID J
• Application Number:
  US06/914,989
• Time in Patent Office: 669 Days
• Field of Search: 522/117, 522/121, 522/904, 522/106, 522/46
• US Class Current: 522/46
• CPC Class Codes: C08F 222/00 Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
• CPC Class Codes: C08F 290/08 on to polymers modified by introduction of unsaturated side groups
• CPC Class Codes: C08F 299/0435 with sensitising agents
• CPC Class Codes: C09D 4/00 Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
• 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
• CPC Class Codes: Y10S 522/904 Monomer or polymer contains initiating group

Abstract

Ultraviolet-curable ethylenically unsaturated liquid coating composition are disclosed which consist essentially of:

1--polyethylenically unsaturated material in which the ethylenically unsaturated groups are polymerizable groups which are not (meth)acrylate groups;

2--a polyamine resin, preferably a polytertiary amine resin; and

3--an aryl ketone photosensitizer.

Claims

1. An ultraviolet-curable ethylenically unsaturated liquid coating composition consisting essentially of:

(1)--polyethylenically unsaturated material in which the ethylenically unsaturated groups are polymerizable groups which are not (meth)acrylate groups;

(2)--a polyamine resin; and

(3)--an aryl ketone photosensitizer.

2. An ultraviolet-curable coating composition as recited in claim 1 in which said components (1), (2) and (3) are in solution in a volatile inert organic solvent to provide coating viscosity.

3. An ultraviolet-curable coating composition as recited in claim 1 in which said polyamine resin is a polytertiary amine resin.

4. An ultraviolet-curable coating composition as recited in claim 1 in which said composition further includes a monoethylenically unsaturated liquid in which the ethylenically unsaturated groups are polymerizable groups which are not (meth)acrylate groups.

5. An ultraviolet-curable coating composition as recited in claim 1 in which said ethylenically unsaturated groups are selected from the group consisting of allyl, vinyl, styryl, maleate, fumarate, and mixtures thereof.

6. An ultraviolet-curable coating composition as recited in claim 1 in which said polyethylenically unsaturated material comprises a maleate or fumarate-containing polyester resin.

7. An ultraviolet-curable coating composition as recited in claim 3 in which said polytertiary amine-functional resin is a solvent-soluble copolymer containing from 5% to 50% by weight of a tertiary-amine-functional monoethylenic monomer.

8. An ultraviolet-curable coating composition as recited in claim 7 in which said amine-functional monoethylenic monomer is a dimethyl or diethylamino ethyl, propyl or butyl acrylate, methacrylate, acrylamide or methacrylamide.

9. An ultraviolet-curable coating composition as recited in claim 8 in which said amine-functional monoethylenic monomer is present in said copolymer in an amount of from 10% to 20% by weight.

10. An ultraviolet-curable coating composition as recited in claim 1 in which said components 1 and 2 are present in a ratio of unsaturated functionality to amine functionality, on an equivalent basis, of from 0.5/1 to 15/1.

11. An ultraviolet-curable coating composition as recited in claim 3 in which said components 1 and 2 are present in a ratio of unsaturated functionality to amine functionality, on an equivalent basis, of from 3/1 to 6/1.

12. An ultraviolet-curable coating composition as recited in claim 1 in which said photosensitizer is present in an amount of from 1% to 20%.

13. An ultraviolet-curable coating composition as recited in claim 12 in which said photosensitizer is benzophenone.

14. An ultraviolet-curable coating composition as recited in claim 1 in which said components 1 and 2 are supplied by a single resin.

15. An ultraviolet-curable coating composition as recited in claim 14 in which said single resin is an hydroxy-functional polytertiary amine resin which has been reacted via its hydroxy functionality with an ethylenically unsaturated monoisocyanate or an ethylenically unsaturated monocarboxylic acid.

16. An ultraviolet-curable coating composition as recited in claim 15 in which said hydroxy-functional polytertiary amine resin is an acrylic copolymer.

17. An ultraviolet-curable coating composition as recited in claim 15 in which said hydroxy-functional polytertiary amine resin is a polyepoxide having a number average molecular weight of from 350 to 5000, the epoxide groups of said polyepoxide having been reacted with secondary amine.

18. An ultraviolet-curable coating composition as recited in claim 15 in which said hydroxy-functional polytertiary amine resin is a maleate or fumarate-functional polyester resin containing tertiary amine groups.