IP Library Granted Patent US 7,341,784
Granted Patent B2
US 7,341,784 · App. 10/937,942 · Granted Mar 11, 2008

Light management film and its preparation and use

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Quick Facts
Patent No.
US 7,341,784
App. No.
10/937,942
Granted
Mar 11, 2008
Kind
B2
Abstract

A light management film includes a first layer with a thermoplastic resin and a particular phosphonium sulfonate salt, and a second layer formed from a curable composition and having a refractive index of at least 1.5. The light management film exhibits reduced static electricity build-up and reduced dust attraction, making it easier to handle during fabrication of display devices such as the flat panel displays of laptop computers.

Claims (68)

1. A light management film, comprising:

a first layer comprising

a thermoplastic resin selected from aromatic polycarbonates, polyetherimides, polyesters, polyphenylene ethers, polyphenylene ether/styrene polymer blends, polyamides, polyketones, acrylonitrile-butadiene-styrenes, and blends thereof, and

a phosphonium sulfonate salt having the structure

wherein each occurrence of X is independently halogen or hydrogen provided that at least one X is halogen; m, p, and q are integers from 0 to 12; n is 0 or 1 with the proviso that when n is 1, p and q are not both 0; R 1 -R 3 are each independently C 1 -C 12 hydrocarbyl; R 4 is C 1 -C 18 hydrocarbyl; and Y is selected from

wherein R 5 is hydrogen or C 1 -C 12 hydrocarbyl; and

a second layer disposed on a face of the first layer; wherein the second layer is the cured product of a curable composition; wherein the second layer has an index of refraction of at least 1.5; and wherein the curable composition comprises

a difunctional (meth)acrylate having the structure

wherein R 6 is hydrogen or methyl; X 1 is O, NH, or S; and R 8 has the structure

wherein Q is —C(CH 3 ) 2 —, —CH 2 —, —O—, —S—, —C(O)—, —S(O)—, or —S(O) 2 —; R 9 is hydroxy-substituted C 1 -C 6 alkylene; each occurrence of t is independently 0, 1, 2, 3, or 4; and d is 1 to 3;

an arylether (meth)acrylate having the structure

wherein R 6 is hydrogen or methyl; X 1 is O, NH, or S; X 2 is O, NH, or S; R 10 is substituted or unsubstituted divalent C 1 -C 12 alkylene or alkenylene; Ar is substituted or unsubstituted C 6 -C 12 aryl, including phenyl; wherein the substitution on the R 10 and Ar may independently include fluorine, chlorine, bromine, iodine, C 1 -C 6 alkyl, C 1 -C 3 perhalogenated alkyl, hydroxy, C 1 -C 6 ketone, C 1 -C 6 ester, N,N-di(C 1 -C 3 )alkylamide, or a combination comprising at least one of the foregoing substituents; and

a polymerization initiator.

2. The light management film of claim 1 , wherein the thermoplastic comprises an aromatic polycarbonate.

3. The light management film of claim 1 , wherein n, p, and q are zero, and m is 1 to 12.

4. The light management film of claim 1 , wherein the phosphonium sulfonate salt comprises tetra-n-butylphosphonium nonafluoro-n-butylsulfonate.

5. The light management film of claim 1 , wherein the curable composition further comprises metal oxide nanoparticles.

6. The light management film of claim 1 , further comprising a masking layer disposed on a surface of the first layer opposite the second layer.

7. The light management film of claim 1 , further comprising a masking layer disposed on a surface of the second layer opposite the first layer.

8. A flat panel display comprising the light management film of claim 1 .

9. A light management film, comprising:

a first layer comprising

a thermoplastic resin selected from aromatic polycarbonates, polyetherimides, polyesters, polyphenylene ethers, polyphenylene ether/styrene polymer blends, polyamides, polyketones, acrylonitrile-butadiene-styrenes, and blends thereof, and

a phosphonium sulfonate salt having the structure

wherein each occurrence of X is independently halogen or hydrogen provided that at least one X is halogen; m, p, and q are integers from 0 to 12; n is 0 or 1 with the proviso that when n is 1, p and q are not both 0; R 1 -R 3 are each independently C 1 -C 12 hydrocarbyl; R 4 is C 1 -C 18 hydrocarbyl; and Y is selected from

wherein R 5 is hydrogen or C 1 -C 12 hydrocarbyl; and

a second layer disposed on a face of the first layer; wherein the second layer is the cured product of a curable composition: wherein the second layer has an index of refraction of at least 1.5; and wherein the curable composition comprises

a difunctional (meth)acrylate having the structure

wherein R 6 is hydrogen or methyl; X 1 is O, NH, or S; and R 8 has the structure

wherein Q is —C(CH 3 ) 2 —, —CH 2 —, —O—, —S—, —C(O)—, —S(O)—, or —S(O) 2 —; R 9 is C 1 -C 6 alkylene or hydroxy-substituted C 1 -C 6 alkylene; each occurrence of t is independently 1, 2, 3, or 4; and d is 1 to 3;

an arylether (meth)acrylate having the structure

wherein R 6 is hydrogen or methyl; X 1 is O, NH, or S; X 2 is O, NH, or S; R 10 is substituted or unsubstituted divalent C 1 -C 12 alkylene or alkenylene; Ar is substituted or unsubstituted C 6 -C 12 aryl, including phenyl; wherein the substitution on the R 10 and Ar may independently include fluorine, chlorine, bromine, iodine, C 1 -C 6 alkyl, C 1 -C 3 perhalogenated alkyl, hydroxy, C 1 -C 6 ketone, C 1 -C 6 ester, N,N-di(C 1 -C 3 )alkylamide, or a combination comprising, at least one of the foregoing substituents; and

a polymerization initiator.

10. The light management film of claim 9 , wherein the thermoplastic comprises an aromatic polycarbonate.

11. The light management film of claim 9 , wherein n, p, and q are zero, and m is 1 to 12.

12. The light management film of claim 9 , wherein the phosphonium sulfonate salt comprises tetra-n-butylphosphonium nonafluoro-n-butylsulfonate.

13. The light management film of claim 9 , wherein the curable composition further comprises metal oxide nanoparticles.

14. The light management film of claim 9 , further comprising a masking layer disposed on a surface of the first layer opposite the second layer.

15. The light management film of claim 9 , further comprising a masking layer disposed on a surface of the second layer opposite the first layer.

16. A flat panel display comprising the light management film of claim 9 .

17. A light management film, comprising:

a first layer comprising

a thermoplastic resin selected from aromatic polycarbonates, polyetherimides, polyesters, polyphenylene ethers, polyphenylene ether/styrene polymer blends, polyamides, polyketones, acrylonitrile-butadiene-styrenes, and blends thereof, and

a phosphonium sulfonate salt having the structure

wherein each occurrence of X is independently halogen or hydrogen provided that at least one X is halogen; m, p, and q are integers from 0 to 12; n is 0 or 1 with the proviso that when n is 1, p and q are not both 0; R 1 -R 3 are each independently C 1 -C 12 hydrocarbyl; R 4 is C 1 -C 18 hydrocarbyl; and Y is selected from

wherein R 5 is hydrogen or C 1 -C 12 hydrocarbyl; and

a second layer disposed on a face of the first layer; wherein the second layer is the cured product of a curable composition; wherein the second layer has an index of refraction of at least 1.5; and wherein the curable composition comprises tetrabromobisphenol A diglycidyl ether diacrylate.

18. The light management film of claim 17 , wherein the thermoplastic comprises an aromatic polycarbonate.

19. The light management film of claim 17 , wherein n, p, and q are zero, and m is 1 to 12.

20. The light management film of claim 17 , wherein the phosphonium sulfonate salt comprises tetra-n-butylphosphonium nonafluoro-n-butylsulfonate.

21. The light management film of claim 17 , wherein the curable composition further comprises metal oxide nanoparticles.

22. The light management film of claim 17 , further comprising a masking layer disposed on a surface of the first layer opposite the second layer.

23. The light management film of claim 17 , further comprising a masking layer disposed on a surface of the second layer opposite the first layer.

24. A flat panel display comprising the light management film of claim 17 .

25. A light management film, comprising:

a first layer comprising

a thermoplastic resin selected from aromatic polycarbonates, polyetherimides, polyesters, polyphenylene ethers, polyphenylene ether/styrene polymer blends, polyamides, polyketones, acrylonitrile-butadiene-styrenes, and blends thereof, and

a phosphonium sulfonate salt having the structure

wherein each occurrence of X is independently halogen or hydrogen provided that at least one X is halogen; m, p, and q are integers from 0 to 12; n is 0 or 1 with the proviso that when n is 1, p and q are not both 0; R 1 -R 3 are each independently C 1 -C 12 hydrocarbyl; R 4 is C 1 -C 18 hydrocarbyl; and Y is selected from

wherein R 5 is hydrogen or C 1 -C 12 hydrocarbyl; and

a second layer disposed on a face of the first layer; wherein the second layer is the cured product of a curable composition; wherein the second layer has an index of refraction of at least 1.5; and wherein the curable composition comprises tetrabromobisphenol A diglycidyl ether diacrylate and phenylthioethyl acrylate.

26. The light management film of claim 25 , wherein the thermoplastic comprises an aromatic polycarbonate.

27. The light management film of claim 25 , wherein n, p, and q are zero, and m is 1 to 12.

28. The light management film of claim 25 , wherein the phosphonium sulfonate salt comprises tetra-n-butylphosphonium nonafluoro-n-butylsulfonate.

29. The light management film of claim 25 , wherein the curable composition further comprises metal oxide nanoparticles.

30. The light management film of claim 25 , further comprising a masking layer disposed on a surface of the first layer opposite the second layer.

31. The light management film of claim 25 , further comprising a masking layer disposed on a surface of the second layer opposite the first layer.

32. A flat panel display comprising the light management film of claim 25 .

Assignments (6)
NUNC PRO TUNC ASSIGNMENT Recorded Apr 13, 2025
From: SABIC GLOBAL TECHNOLOGIES B.V
To: F&S B.V
Reel/Frame 070825/0675 →
CHANGE OF NAME Recorded Jun 6, 2016
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 038883/0795 →
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 7, 2005
From: YEUNG, CHUNGHEI; HU, YU; CAPALDO, KEVIN PATRICK; HERRMANN, ANNE ELIZABETH; ZHANG, YAN; CHISHOLM, BRET; SMIGELSKI, PAUL; COYLE, DENNIS JOSEPH
To: GENERAL ELECTRIC COMPANY
Reel/Frame 016147/0001 →