VOC-free, low viscosity, LED-curable coating and method of application

• US 9,598,607 B2
• Filed: 02/20/2013
• Issued: 03/21/2017
• Est. Priority Date: 02/21/2012
• Status: Expired due to Fees

• Current Assignee: Kegel, LLC
• Original Assignee: Kegel, LLC
• Inventors: Komarova, Elena Y., Sheirs, Dennis, Padilla, Brandy, Wall, Donald
• Primary Examiner(s): Ahmed, Sheeba
• Application Number:
  US13/771,762
• Publication Number:
  US 20130216838A1
• Time in Patent Office: 1,490 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: C08F 220/10 Esters
• CPC Class Codes: C08G 75/045 from mercapto compounds and unsaturated compounds
• CPC Class Codes: C09D 163/00 Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
• CPC Class Codes: C09D 163/10 Epoxy resins modified by unsaturated compounds
• CPC Class Codes: C09D 175/14 Polyurethanes having carbon-to-carbon unsaturated bonds
• CPC Class Codes: C09D 175/16 having terminal carbon-to-carbon unsaturated bonds
• CPC Class Codes: C09D 181/02 Polythioethers; Polythioether-ethers
• 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: Y10T 428/31504 Composite [nonstructural laminate]
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 428/31696 Including polyene monomers [e.g., butadiene, etc.]
• CPC Class Codes: Y10T 428/31931 Polyene monomer-containing

Abstract

This invention is related to compositions that can be used to protect surfaces, such as those found on bowling lanes (both synthetic and wood). The compositions are low viscosity and contain little to no VOCs (volatile organic compounds). In one embodiment, the flowable compositions are 100% solids, while in another embodiment, they are solvent-borne compositions that only include VOC-exempt solvents. Regardless of the embodiment, the compositions can be cured via UV LED light to yield scratch, abrasion, and impact resistant coatings.

Claims

1. A method of forming a coating on a surface, said method comprising:

providing a flowable composition comprising

a metal oxide composition comprising;

silica nanoparticles, alumina nanoparticles, or both;

an acrylate; and

a photoinitiator selected from the group consisting of 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,4,6-trimethylbenzoyl)-phenylphosphineoxide, 4-thiophenyl phenyl diphenyl sulfonium hexafluoroantimonate, 2-methyl-1-[4-(methylthio)-phenyl]-2-(4-morpholinyl)-1-propanone, and mixtures thereof;

said flowable composition having a viscosity of less than about 200 cP and comprising less than about 5% by weight volatile organic compounds;

applying a layer of said flowable composition to said surface; and

exposing said layer to light having a wavelength of from about 320 nm to about 700 nm to form said coating.

2. The method of claim 1, wherein said flowable composition further comprises a source of thiols.

3. The method of claim 2, wherein said source of thiols is present at a level of from about 1% by weight to about 10% by weight thiols, based upon the total weight of the flowable composition taken as 100% by weight.

4. The method of claim 1, wherein said flowable composition is essentially free of thiols.

5. The method of claim 1, wherein said exposing causes polymerization of components in said flowable composition.

6. The method of claim 5, wherein said exposing causes crosslinking of polymers formed during said polymerization.

7. The method of claim 1, wherein said flowable composition comprises less than about 1% of volatile organic compounds.

8. The method of claim 1, wherein said coating, when subjected to an abrasion test, has a Δ

Haze of less than about 30.

9. The method of claim 1, wherein said coating has a coefficient of friction of less than about 0.8.

10. The method of claim 1, wherein said coating has an adhesion of at least about 90%.

11. The method of claim 1, wherein said coating has an impact resistance of at least about 140 inch-lb.

12. The method of claim 1, wherein said acrylate is selected from the group consisting of acrylate esters, trimethylol propane triacrylate, 1,6-hexanediol acrylate, 1,6-hexanediol diacrylate, isobornyl acrylate, hexafunctional urethane acrylate, hexafunctional epoxy acrylate, tripropylene glycol diacrylate, epoxy novolak acrylate, ethoxylated trimethylolpropane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, melamine acrylate, propoxylated neopentyl glycol diacrylate, and mixtures thereof.

13. The method of claim 1, wherein said photoinitiator is selected from the group consisting of 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,4,6-trimethylbenzoyl)-phenylphosphineoxide, 4-thiophenyl phenyl diphenyl sulfonium hexafluoroantimonate, and mixtures thereof.

14. The method of claim 1, wherein said flowable composition further comprises an ingredient selected from the group consisting of adhesion promoters, leveling agents, metal oxides, waxes, surfactants, photosensitizers, antifoaming agent, oxygen inhibition offsetting additives, and mixtures of the foregoing.

15. The method of claim 1, wherein said surface is selected from the group consisting of bowling lanes, vinyl composite tile, hardwood flooring, and laminate flooring.

16. The method of claim 1, wherein said exposing is carried out with an LED light source.

17. A protected surface, said surface comprising a cured coating on said surface, said cured coating being formed from a flowable composition comprising

a metal oxide composition comprising:

silica nanoparticles, alumina nanoparticles, or both;

an acrylate; and

a photoinitiator selected from the group consisting of 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,4,6-trimethylbenzoyl)-phenylphosphineoxide, 4-thiophenyl phenyl diphenyl sulfonium hexafluoroantimonate, 2-methyl-1-[4-(methylthio)-phenyl]-2-(4-morpholinyl)-1-propanone, and mixtures thereof;

said flowable composition having a viscosity of less than about 200 cP and comprising less than about 5% by weight volatile organic compounds, and being curable by light having a wavelength of from about 320 nm to about 700 nm.

18. The protected surface of claim 17, wherein said flowable composition further comprises a source of thiols.

19. The protected surface of claim 18, wherein said source of thiols is present at a level of from about 1% by weight to about 10% by weight thiols, based upon the total weight of the flowable composition taken as 100% by weight.

20. The protected surface of claim 17, wherein said flowable composition is essentially free of thiols.

21. The protected surface of claim 17, wherein said flowable composition comprises less than about 1% of volatile organic compounds.

22. The protected surface of claim 17, wherein said coating, when subjected to an abrasion test, has a Δ

Haze of less than about 30.

23. The protected surface of claim 17, wherein said coating has a coefficient of friction of less than about 0.8.

24. The protected surface of claim 17, wherein said coating has an adhesion of at least about 90%.

25. The protected surface of claim 17, wherein said coating has an impact resistance of at least about 140 inch-lb.

26. A flowable composition useful for treating a surface, said flowable composition comprising

a metal oxide composition comprising:

silica nanoparticles, alumina nanoparticles, or both;

an acrylate; and

a photoinitiator selected from the group consisting of 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,4,6-trimethylbenzoyl)-phenylphosphineoxide, 4-thiophenyl phenyl diphenyl sulfonium hexafluoroantimonate, 2-methyl-1-[4-(methylthio)-phenyl]-2-(4-morpholinyl)-1-propanone, and mixtures thereof;

said flowable composition having a viscosity of less than about 200 cP, comprising less than about 5% by weight volatile organic compounds, and being curable by light having a wavelength of from about 320 nm to about 700 nm.

27. The flowable composition of claim 26, wherein said flowable composition further comprises a source of thiols.

28. The flowable composition of claim 27, wherein said source of thiols is present at a level of from about 1% by weight to about 10% by weight thiols, based upon the total weight of the flowable composition taken as 100% by weight.

29. The flowable composition of claim 26, wherein said flowable composition is essentially free of thiols.

30. The flowable composition of claim 26, wherein said flowable composition comprises less than about 1% of volatile organic compounds.

31. The flowable composition of claim 26, wherein said acrylate is selected from the group consisting of acrylate esters, trimethylol propane triacrylate, 1,6-hexanediol acrylate, 1,6-hexanediol diacrylate, isobornyl acrylate, hexafunctional urethane acrylate, hexafunctional epoxy acrylate, tripropylene glycol diacrylate, epoxy novolak acrylate, ethoxylated trimethylolpropane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, melamine acrylate, propoxylated neopentyl glycol diacrylate, and mixtures thereof.

32. The flowable composition of claim 26, wherein said photoinitiator is selected from the group consisting of 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,4,6-trimethylbenzoyl)-phenylphosphineoxide, 4-thiophenyl phenyl diphenyl sulfonium hexafluoroantimonate, and mixtures thereof.

33. The flowable composition of claim 26, wherein said flowable composition further comprises an ingredient selected from the group consisting of adhesion promoters, leveling agents, metal oxides, waxes, surfactants, photosensitizers, antifoaming agent, oxygen inhibition offsetting additives, and mixtures of the foregoing.

34. The flowable composition of claim 26, wherein said flowable composition is curable by an LED light source.

35. The flowable composition of claim 26, said flowable composition being curable to form a coating having a Δ

Haze of less than about 30.

36. The flowable composition of claim 26, said flowable composition being curable to form a coating having an adhesion of at least about 90%.

37. The flowable composition of claim 26, said flowable composition being curable to form a coating having an impact resistance of at least about 140 inch-lb.

38. The flowable composition of claim 26, wherein said flowable composition is free of amines.