Additive comprising low surface energy group and hydroxyl groups and coating compositions

Patent metadata

Field	Value
Publication number	US-9803042-B2
Application number	US-201615226306-A
Country	US
Kind code	B2
Filing date	Aug 2, 2016
Priority date	Jun 19, 2012
Publication date	Oct 31, 2017
Grant date	Oct 31, 2017

Abstract

Additives comprising a low surface energy group and one or more hydroxyl groups are described.

First claim

What is claimed is:

1. A copolymer additive comprising units represented by the general formula:
-[M L ] l -[M OH ] q -[M A ] p -[M R4 ] o -
wherein l, q, p, and o are each at least 1; and
[M L ] represent units derived from one or more ethylenically unsaturated monomers comprising a group selected from organopolysiloxane, perfluoroalkyl, and perfluoropolyether;
[M OH ] represent units derived from one or more ethylenically unsaturated monomers and at least one hydroxyl group;
[M A ] represent units derived from [M OH ] wherein a portion of the hydroxyl groups are converted to free-radically polymerizable groups; and
[M R4 ] represent units derived from one or more ethylenically unsaturated monomers comprising an alkyl group.

2. The copolymer additive of claim 1 wherein the copolymer additive further comprises
[M AO ] that represents units derived from one or more ethylenically unsaturated monomers having the group R—(O—Ra) j — wherein R is an alkyl group having greater than 6 carbon atoms, Ra is independently an alkylene group C x H 2x where x=2 to 4, and j ranges from 1 to 50.

3. The copolymer additive of claim 1 wherein the ethylenically unsaturated monomers of [M L ] and [M OH ], [M R4 ] are (meth)acrylate monomers.

4. The copolymer additive of claim 1 wherein the copolymer additive further comprises a reaction product of a thiol chain transfer agent.

5. The copolymer additive of claim 1 wherein 1 is chosen such that the copolymer additive comprises about 5-50% by weight of [M L ].

6. The copolymer additive of claim 1 wherein 1 is chosen such that the copolymer additive comprises about 10-40% by weight of [M L ].

7. The copolymer additive of claim 1 wherein q is chosen such that the copolymer additive has as OH equivalent weight ranging from about 200 g/equivalent hydroxyl groups to 2000 g/equivalent hydroxyl groups.

8. The copolymer additive of claim 1 wherein q is chosen such that the copolymer additive has as OH equivalent weight ranging from about 250 g/equivalent hydroxyl groups to 750 g/equivalent hydroxyl groups.

9. The copolymer additive of claim 1 wherein p is chosen such that the copolymer additive comprises about 1 to 20% by weight [M A ].

10. The copolymer additive of claim 1 wherein p is chosen such that the copolymer additive comprises 1.5 to 10% by weight [M A ].

11. The copolymer additive of claim 1 wherein o is chosen such that the copolymer additive comprises about 5 to 80% by weight [M R4 ].

12. The copolymer additive of claim 1 wherein o is chosen such that the copolymer additive comprises 20 to 70% by weight [M R4 ].

13. The copolymer additive of claim 1 wherein o is chosen such that the copolymer additive comprises 10 to 50% by weight [M R4 ].

14. A coating composition comprising the copolymer additive of claim 1 .

15. The coating composition of claim 14 wherein the concentration of the copolymer additive is no greater than 5 wt.-% solids of the coating composition.

16. A coating composition comprising the copolymer additive of claim 2 .

17. The coating composition of claim 16 wherein the concentration of the copolymer additive is no greater than 5 wt.-% solids of the coating composition.

18. The coating composition of claim 14 wherein the coating composition is a hardcoat after curing wherein the hardcoat exhibits no more than 3 scratch when tested according to the Steel Wool Abrasion Resistance test using a weight of 300 g and 10 wipes.

19. The coating composition of claim 16 wherein the coating composition is a hardcoat after curing wherein the hardcoat exhibits no more than 3 scratch when tested according to the Steel Wool Abrasion Resistance test using a weight of 300 g and 10 wipes.

Assignees

• 3M Innovative Properties Co
• 3M Innovative Properties Co

Inventors

• Klun Thomas P
• Ali Mahfuza B
• Pokorny Richard J
• Cremons Daniel R
• Toy Michelle L

Classifications

• C09D4/00

  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 title

• C08F220/36 Primary

  containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} · CPC title

• C09D133/16

  Homopolymers or copolymers of esters containing halogen atoms · CPC title

• C08F22/10

  Esters · CPC title

• C09D5/00

  Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes · CPC title