Thiolene-based compositions with extended pot life

Patent metadata

Field	Value
Publication number	US-9796858-B2
Application number	US-201615263412-A
Country	US
Kind code	B2
Filing date	Sep 13, 2016
Priority date	Mar 12, 2015
Publication date	Oct 24, 2017
Grant date	Oct 24, 2017

Abstract

A method comprising (a) applying a composition to a substrate as a substantially continuous coating on the substrate, (b) curing the coating, wherein the composition comprises: (i) a polyene, (ii) a polythiol, (iii) 0.001 to 20 percent by weight of an anhydride, and (iv) up to 80 percent by weight of a pigment, particularly wherein the mole ratio of (ii) to (i) being from 0.1 to 10/1; the percentage by weight of (iii) being based on weight of resin solids in the composition and the percentage by weight of (iv) being based on solids weight of the composition.

First claim

What is claimed is:

1. A method comprising:
(a) applying a composition to a substrate as a substantially continuous coating on the substrate,
(b) curing the compostion;

wherein the curable composition comprises:
(i) a polyene,
(ii) a polythiol,
(iii) 0.001 to 20 percent by weight of an anhydride, and (iv) up to 80 percent by weight of a pigment, wherein the mole ration of (ii) to (i) being from 0.1 to 10/1; the percentage by weight of (iii) being based on weight of resin solids in the composition and the percentage by weight of (iv) being based on solids weight of the composition.

2. The method of claim 1 in which the composition is applied to the substrate by spraying.

3. The method of claim 1 in which curing is done at temperatures of −10 to 80° C.

4. The method of claim 1 in which the substrate is metal, plastic or a composite.

5. The method of claim 1 in which the pigment is a corrosion-inhibiting pigment.

6. The method of claim 1 in which the polyene has the structural formula
A-(X) m
where A is an organic moiety; X is an olefinically unsaturated moiety and m is at least 2.

7. The method of claim 6 in which X is selected from —C(O)CHR═CH 2 and —CH 2 —CHR═CH 2 , where R is hydrogen or methyl.

8. The method of claim 6 in which A contains groups selected from ester and urethane.

9. The method of claim 6 in which A is derived from a polyisocyanate.

10. The method of claim 6 in which A-(X) m is a polyurethane (meth)acrylate.

11. The method of claim 6 in which A-(X) m is a polyester (meth)acrylate.

12. The method of claim 9 in which the polyisocyanate is an aliphatic including a cycloaliphatic polyisocyanate.

13. The method of claim 6 in which m is from 2 to 6.

14. The method of claim 1 in which the polythiol has the structural formula R 1 —(SH) n where R 1 is an organic moiety and n is at least 2.

15. The method of claim 14 in which R 1 contains ester groups.

16. The method of claim 14 in which R 1 is derived from a polyol.

17. The method of claim 14 in which the polythiol is the reaction product of a thiol-functional organic acid and a polyol.

18. The method of claim 14 in which n is from 2 to 6.

19. The method of claim 1 in which the anhydride is an anhydride-containing polymer.

20. The method of claim 19 in which the polymer is a (meth)acrylic polymer.

21. The method of claim 1 wherein the curable composition further comprises a catalyst.

22. The method of claim 21 in which the catalyst is a secondary or tertiary amine.

23. The method of claim 21 in which the catalyst is present in the composition in amounts of 0.001 to 10 percent by weight based on weight of resin solids in the composition.

Assignees

• Ppg Ind Ohio Inc

Inventors

• Powell Adam B
• Schwartzmiller Davina
• Bowles Steven
• Moravek Scott

Classifications

• C09D5/086 Primary

  Organic or non-macromolecular compounds · CPC title

• C09D175/14 Primary

  Polyurethanes having carbon-to-carbon unsaturated bonds · CPC title

• C09D133/08

  Homopolymers or copolymers of acrylic acid esters · CPC title

• C08G75/045

  from mercapto compounds and unsaturated compounds · CPC title

• C08K5/37 Primary

  Thiols · CPC title