IP Library › Granted Patent US 10,072,173
Granted Patent B2
US 10,072,173 · App. 14/387,072 · Granted Sep 11, 2018

Polymethylmethacrylate based hardcoat composition and coated article

Inventors: Susannah C. Clear (Hastings, MN); Raghunath Padiyath (Woodbury, MN); Garry W. Lachmansingh (Plymouth, MN); Mark A. Strobel (Maplewood, MN); Sonja S. Mackey (St. Paul, MN); Naiyong Jing (Woodbury, MN)
Assignee: 3M Innovative Properties Company
C09D133/12C08K3/36C08K5/3435C08K5/3492C09D4/06C09D7/48C09D133/14C08L2312/00Y10T428/259Y10T428/3154Y10T428/31507Y10T428/31797Y10T428/31913Y10T428/31938
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Quick Facts
Patent No.
US 10,072,173
App. No.
14/387,072
Granted
Sep 11, 2018
Kind
B2
Abstract

A coating composition is disclosed. The coating composition includes a poly(methyl methacrylate) polymer or copolymer having a weight average molecular weight of at least 50,000 grams per mole; monomer comprising at least one of an alkylene diacrylate, alkylene dimethacrylate, cycloalkylene diacrylate, or cycloalkylenedimethacrylate, wherein the at least one of an alkylene diacrylate, alkylene dimethacrylate, cycloalkylene diacrylate, or cycloalkylenedimethacrylate provides at least 80 percent by weight of the monomer; and a stabilizer against ultraviolet light. An article including a coating on a surface of a substrate and a method of making the article are also disclosed. The coating on the surface of the substrate is obtained by curing the disclosed coating composition.

Claims (26)

1. A coating composition comprising:

a poly(methyl methacrylate) polymer or copolymer having a weight average molecular weight of at least 50,000 grams per mole;

monomer comprising at least one of an alkylene diacrylate, alkylene dimethacrylate, cycloalkylene diacrylate, or cycloalkylenedimethacrylate, wherein the at least one of an alkylene diacrylate, alkylene dimethacrylate, cycloalkylene diacrylate, or cycloalkylenedimethacrylate makes up at least 80 percent by weight of the monomer, based on the total weight of the monomer in the coating composition; and

a stabilizer against ultraviolet light, wherein the stabilizer comprises at least one of a UV absorber or a hindered amine light stabilizer.

2. The coating composition of claim 1 , wherein the poly(methyl methacrylate) polymer or copolymer has a weight average molecular weight of at least 75,000 grams per mole.

3. The coating composition of claim 1 , wherein the poly(methyl methacrylate) polymer or copolymer is poly(methyl methacrylate) or a copolymer of methyl methacrylate and at least one of a C 2 -C 8 alkyl acrylate or methacrylate or a C 3 -C 8 cycloalkyl acrylate or methacrylate.

4. The coating composition of claim 1 , wherein the monomeric alkylene diacrylate or a monomeric alkylene dimethacrylate comprises at least one of 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, or neopentyl glycol dimethacrylate.

5. The coating composition of claim 1 , further comprising a silicone-containing acrylic copolymer.

6. The coating composition of claim 1 , further comprising silica particles having an average particle size of up to 500 nanometers.

7. The coating composition of claim 6 , wherein the silica particles are surface-modified silica particles modified with poly(methyl methacrylate).

8. The coating composition of claim 1 , wherein the weight ratio of the monomer comprising at least one of alkylene diacrylate, alkylene dimethacrylate, cycloalkylene diacrylate, or cycloalkylenedimethacrylate to the poly(methyl methacrylate) polymer or copolymer is in a range from 0.75:1 to 10:1.

9. The coating composition of claim 1 , further comprising at least one of organic solvent or a photoinitiator.

10. The coating composition of claim 1 , wherein the stabilizer against ultraviolet light comprises at least one of a benzotriazole, a benzophenone, a triazine, or a hindered-amine light stabilizer.

11. An article comprising a polymeric substrate and a first coating on a surface of the polymeric substrate, wherein the first coating is obtained by curing the coating composition of claim 1 .

12. The article of claim 11 , wherein the polymeric substrate is a thermoplastic comprising at least one of an acrylic, a polyester, a polycarbonate, or a blend of polyvinylidene fluoride and poly(methyl methacrylate).

13. The article of claim 12 , wherein the polymeric substrate comprises poly(methyl methacrylate), and wherein the surface of the polymeric substrate is nitrogen corona-treated.

14. The article of claim 11 , further comprising a second coating disposed on the first coating, wherein the second coating comprises silica particles having an average particle size of up to 500 nanometers.

15. The article of claim 11 , wherein the substrate comprises polyethylene terephthalate.

16. The article of claim 11 , wherein the substrate is an acrylic mirror film, a multi-layer optical film, a lens, retroreflective sheeting, or a window film.

17. The article of claim 11 , wherein the article is exposed to sunlight.

18. The coating composition of claim 1 , wherein the coating composition comprises a UV absorber and a hindered amine light stabilizer.

19. The coating composition of claim 1 , further comprising a silicone-containing acrylic monomer.

20. A method of making an article, the method comprising:

contacting a surface of a substrate with the coating composition of claim 1 ;

removing organic solvent, if present, from the coating composition; and

exposing the coating composition to actinic radiation to provide a first coating on the surface of the substrate.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2016
From: CLEAR, SUSANNAH C.; PADIYATH, RAGHUNATH; LACHMANSINGH, GARRY W.; STROBEL, MARK A.; MACKEY, SONJA S.; JING, NAIYONG
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 038651/0554 →
Continuity (2)
Provisional Application 61614297 · Mar 22, 2012
Related Publication 20150037567A1 · Feb 5, 2015
Cited By (1)
US 12,738,628