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

Patent metadata

Field	Value
Publication number	US-9441135-B2
Application number	US-201314381382-A
Country	US
Kind code	B2
Filing date	May 30, 2013
Priority date	Jun 19, 2012
Publication date	Sep 13, 2016
Grant date	Sep 13, 2016

Abstract

Coating compositions are described comprising a non-ionic surfactant and an additive wherein the additive comprises a low surface energy group and one or more hydroxyl groups. The cured coating can exhibit reduced fingerprint visibility and low cellulose surface attraction. Also described are copolymer compositions useful as additives.

First claim

What is claimed is:

1. A coating composition comprising:
a polymerizable resin composition comprising at least one free-radically polymerizable monomer, oligomer, polymer, or mixture thereof;
a first non-ionic unpolymerizable surfactant having a hydrophilic lipophilic balance ranging from 2 to 6 and a second polymerizable surfactant wherein the first and the second surfactants are present at a total concentration of greater than 10 wt-% and no greater than 25 wt-% based on total weight of solids of the coating composition; and
an additive comprising a low surface energy group comprising a fluorinated or silicone moiety and hydroxyl groups wherein at least a portion of the hydroxyl groups are primary hydroxyl groups.

2. The coating composition of claim 1 wherein the additive is a free-radically polymerizable additive.

3. The coating composition of claim 2 wherein the free-radically polymerizable additive comprises at least one (meth)acrylate group.

4. The coating composition of claim 1 wherein the additive comprises a monovalent perfluoropolyether, perfluoroalkyl or silicone moiety.

5. The coating composition of claim 4 wherein the perfluoropolyether moiety is F(CF(CF 3 )CF 2 O) a CF(CF 3 )— wherein a ranges from 4 to 15.

6. The coating composition of claim 5 wherein the additive comprises a monovalent polyorganosiloxane.

7. The coating composition of claim 1 wherein the concentration of hydroxyl groups of the additive ranges from about 200 to 2000 equivalent weight.

8. The coating composition of claim 1 wherein the additive comprises a polyacrylate backbone.

9. The coating composition of claim 1 wherein the additive has the general formula:
-[M L ] l -[M OH ] q -[M A ] p -[M R4 ] o -
wherein
[M L ] represent units derived from one or more ethylenically unsaturated monomers comprising a low surface energy silicone or fluorinated group;
[M OH ] represent units derived from one or more ethylenically unsaturated monomers and at least one hydroxyl group;
[M A ] represent units comprising a residue of [M OH ] and a free-radically polymerizable group; and
[M R4 ] represent units derived from one or more ethylenically unsaturated monomers comprising an alkyl group.

10. The coating composition of claim 9 wherein the additive may be represented by the general formula:
-[M L ] l -[M OH ] q -[M A ] p -[M R4 ] o -[M AO ] n

wherein [M AO ] represents units derived from one or more ethylenically unsaturated monomers having the group R—(O—R a ) j wherein R is an alkyl group having greater than 6, 7, or 8 carbon atoms, Ra is independently an alkylene group C x H 2x where x=2 to 4, and j ranges from 1 to 50.

11. The coating composition of claim 1 wherein the unpolymerizable non-ionic surfactant comprises an alkyl or alkenyl group having at least 12 carbon atoms.

12. The coating composition of claim 1 wherein the composition comprises a polymerizable non-ionic surfactant having a hydrophilic lipophilic balance ranging from 2 to 13.

13. The coating composition of claim 1 wherein the polymerizable resin comprises at least one non-fluorinated binder precursor comprising at least two free-radically polymerizable groups.

14. The coating composition of claim 1 wherein the coating composition further comprises inorganic oxide nanoparticles.

15. An article comprising the cured coating composition of claim 1 .

Assignees

• 3M Innovative Properties Co

Inventors

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

Classifications

• C09D133/16 Primary

  Homopolymers or copolymers of esters containing halogen atoms · 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

• C08F22/10

  Esters · CPC title

• 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

• C08F220/343

  in the form of urethane links · CPC title