Light stable articles

• US 6,613,819 B2
• Filed: 06/27/2001
• Issued: 09/02/2003
• Est. Priority Date: 04/13/2000
• Status: Expired due to Term

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Frank, John W., Johnson, Stephen A., McGurran, Daniel J., Bailey, Terry R.
• Primary Examiner(s): SANDERS, KRIELLION ANTIONETTE
• Application Number:
  US09/893,200
• Publication Number:
  US 20020028862A1
• Time in Patent Office: 797 Days
• Field of Search: 524/99, 524/100, 524/102, 524/139, 428/480
• US Class Current: 524/100
• CPC Class Codes: B32B 27/18 characterised by the use of special additives
• CPC Class Codes: B32B 27/36 comprising polyesters
• CPC Class Codes: C08K 5/3435 Piperidines
• CPC Class Codes: C08K 5/3492 Triazines
• CPC Class Codes: C08K 5/5333 Esters of phosphonic acids
• CPC Class Codes: Y10T 428/31786 Of polyester [e.g., alkyd, etc.]

Abstract

The invention provides, generally, light stable article containing at least one single or multiple layer polyester film and an effective amount of a light absorbing composition comprising one or more of an ultraviolet light absorbing compound, a hindered amine light stabilizer (HALS) composition, and a phosphonate stabilizing compound. Generally, the weight ratio of the light absorbing compound to the HALS composition is at least about 2:1. Various composite articles and constructions made utilizing the above light stable articles are also provided.

Claims

1. A light stable article comprising at least one single or multiple layer polyester film and an effective amount of a light absorbing composition comprising an ultraviolet light absorbing compound and a hindered amine light stabilizer (HALS) composition, wherein the weight ratio of the light absorbing compound to the HALS composition is at least about 2:

1, and wherein the ultraviolet light absorbing compound is a hydroxy-functional tris-aryl triazine is of the formula;

wherein each R¹ is the same or different and is selected from the group consisting of hydrogen and substituted or unsubstituted, branched or unbranched alkyl, aryl, or alkaryl groups having from 1 to about 18 carbon atoms, with the proviso that the carbon chain of any such alkyl, aryl or alkaryl group is not interrupted by an oxygen atom and is not substituted with a hydroxyl substituent.

2. The article of claim 1 wherein the ultraviolet light absorbing compound is 2,4-bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-octyloxyphenyl)-s-triazine.

3. The article of claim 1 wherein the ultraviolet light absorbing compound is 2,4-diphenyl-6-(2-hydroxy-4-hexyloxyphenyl)-s-triazine.

4. The article of claim 1 wherein the HALS composition is derived from a tetramethyl piperidine.

5. The article of claim 1 wherein the HALS composition comprises butanedioic acid, dimethylester, polymer with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidine ethanol.

6. The article of claim 1 wherein the ultraviolet light absorbing compound is a hydroxy-functional tris-aryl triazine and the HALS composition is derived from a tetramethyl piperidine.

7. The article of claim 1 wherein the ultraviolet light absorbing compound is 2,4-bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-octyloxyphenyl)-s-triazine and the HALS composition comprises butanedioic acid, dimethylester, polymer with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidine ethanol.

8. The article of claim 1 wherein the article exhibits no significant environmental deterioration upon outdoor exposure for at least three years.

9. The article of claim 1 wherein said light absorbing composition further comprises at least one phosphonate stabilizing compound.

10. The article of claim 1 wherein the ultraviolet light absorbing compound is present in an amount between about 0.5 and about 4 weight percent, and the HALS composition is present between about 0.05 and about 1.0 weight percent.

11. The article of claim 1 wherein said polyester film comprises terephthalate monomer units.

12. The article of claim 1 wherein said polyester film comprises naphthalate monomer units.

13. The article of claim 1 wherein said polyester film comprises a polyester selected from the group consisting of polyethylene naphthalate, polyethylene terephthalate, polycarbonates, polyarylates, polybutylene naphthalate, polypropylene naphthalate, polybutylene terephthalate, polypropylene terephthalate, and blends and copolymers of any of the above with each other or with other polymers.

14. The article of claim 1 wherein the polyester film is oriented.

15. The article of claim 1 wherein said article comprising the polyester film is a multilayer optical film.

16. The article of claim 1 wherein the article is rendered retroreflective.

17. An infrared mirror comprising the article of claim 1.

18. A window film comprising the article of claim 1.

19. A puncture resistant film comprising the article of claim 1.

20. A solar control film comprising the article of claim 1.

21. A security film comprising the article of claim 1.

22. A protective overlay film comprising the article of claim 1.

23. A contrast enhancement film comprising the article of claim 1.

24. A light stable article comprising at least one single or multiple layer polyester film having dispersed therein an effective amount of each of a light absorbing composition comprising at least one ultraviolet light absorbing compound and a phosphonate stabilizing compound, wherein the ultraviolet light absorbing compound is a hydroxy-functional tris-aryl triazine is of the formula:

wherein each R¹ is the same or different and is selected from the group consisting of hydrogen and substituted or unsubstituted, branched or unbranched alkyl, aryl, or alkaryl groups having from 1 to about 18 carbon atoms, with the proviso that the carbon chain of any such alkyl, aryl or alkaryl group is not interrupted by an oxygen atom and is not substituted with a hydroxyl substituent.

25. The article of claim 24 wherein the ultraviolet light absorbing compound is 2,4-bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-octyloxyphenyl)-s-triazine.

26. The article of claim 24 wherein the ultraviolet light absorbing compound is 2,4-diphenyl-6-(2-hydroxy-4-hexyloxyphenyl)-s-triazine.

27. The article of claim 24 wherein the phosphonate stabilizing compound is triethyl phosphono acetate.

28. The article of claim 24 wherein the ultraviolet light absorbing compound is present in an amount between about 0.5 and about 4 weight percent, and the phosphonate stabilizing compound is present in an amount less than about 0.25 weight percent.

29. The article of claim 24 wherein the light stabilizing composition further comprises a hindered amine light stabilizer (HALS) composition.

30. The article of claim 29 wherein the HALS composition is derived from a tetramethyl piperidine.

31. The article of claim 29 wherein the HALS composition comprises butanedioic acid, dimethylester, polymer with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidine ethanol.

32. The article of claim 24 wherein said polyester film comprises terephthalate monomer units.

33. The article of claim 24 wherein said polyester film comprises naphthalate monomer units.

34. The article of claim 24 wherein said polyester film comprises a polyester selected from the group consisting of polyethylene naphthalate, polyethylene terephthalate, polycarbonates, polyarylates, polybutylene naphthalate, polypropylene naphthalate, polybutylene terephthalate, polypropylene terephthalate, and blends and copolymers of any of the above with each other or with other polymers.

35. The article of claim 24 wherein the polyester film is oriented.

36. The article of claim 24 wherein said article comprising the polyester film is a multilayer optical film.

37. The article of claim 24 wherein the article is rendered retroreflective.

38. An infrared mirror comprising the article of claim 24.

39. A window film comprising the article of claim 24.

40. A puncture resistant film comprising the article of claim 24.

41. A solar control film comprising the article of claim 24.

42. A security film comprising the article of claim 24.

43. A protective overlay film comprising the article of claim 24.

44. A contrast enhancement film comprising the article of claim 24.