Microstructured optical films comprising fluorene-containing monomer

• US 9,244,193 B2
• Filed: 06/06/2013
• Issued: 01/26/2016
• Est. Priority Date: 12/22/2008
• Status: Active Grant

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Hunt, Bryan V., Nelson, Eric W.
• Primary Examiner(s): Choi, Ling
• Assistant Examiner(s): WANG, CHUN CHENG
• Application Number:
  US13/911,336
• Publication Number:
  US 20130266763A1
• Time in Patent Office: 964 Days
• Field of Search: 526/259, 428/141
• US Class Current: 1/1
• CPC Class Codes: C08F 265/04 on to polymers of esters
• CPC Class Codes: C08F 289/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
• CPC Class Codes: C08F 290/06 Polymers provided for in subclass C08G
• CPC Class Codes: C08F 291/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 51/003 grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds C08L51/04, C08L51/06 take precedence
• CPC Class Codes: C08L 51/08 grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C09D 151/003 grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds C09D151/04, C09D151/06 take precedence
• CPC Class Codes: C09D 151/08 grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: G02B 1/04 made of organic materials, e.g. plastics G02B1/08 takes precedence
• CPC Class Codes: G02B 5/045 Prism arrays
• CPC Class Codes: Y10T 428/24355 Continuous and nonuniform or irregular surface on layer or component [e.g., roofing, etc.]

Abstract

Polymerizable resin compositions and microstructures comprising the reaction product of such polymerizable resin compositions are described. The microstructures comprise the reaction product of a polymerizable resin composition comprising an organic portion having a refractive index of at least 1.56 wherein the polymerizable resin composition comprises a fluorene-containing monomer.

Claims

1. A microstructured film comprising a polymerized microstructured surface wherein the microstructures comprise the reaction product of a polymerizable resin composition comprising an organic portion having a refractive index of at least 1.56, the organic component comprising a di(meth)acrylate monomer that is a fluorene-containing monomer and at least one aromatic monofunctional (meth)acrylate monomer that comprises a group selected from phenyl or biphenyl.

2. The microstructured film of claim 1 wherein the mono(meth)acrylate monomer is a sulfur-containing aromatic monomer.

3. The microstructured film of claim 1 wherein the polymerizable resin is non-brominated.

4. The microstructured film of claim 1 wherein the polymerizable resin is non-halogenated.

5. The microstructured film of claim 1 wherein the polymerizable resin comprises at least one aromatic monomer or oligomer having a refractive index of least 1.585.

6. The microstructured film of claim 1 wherein the polymerizable resin comprises no greater than 1% by weight of non-polymerizable additives other than photoinitiator.

7. The microstructured film of claim 1 wherein the polymerizable resin further comprises inorganic particles.

8. The microstructured film of claim 1 wherein the inorganic particles comprises zirconia.

9. The microstructured film of claim 1 wherein the film is a brightness enhancing film.

10. The microstructured film of claim 1 wherein the polymerizable resin further comprises a polymerizable ultraviolet absorbing compound.

11. A microstructured film comprising a polymerized microstructured surface wherein the microstructures comprise the reaction product of a polymerizable resin composition comprising an organic portion having a refractive index of at least 1.59 wherein the polymerizable resin composition comprises a fluorene-containing monomer.

12. The microstructured film of claim 11 wherein the organic component comprises a di(meth)acrylate monomer that is a fluorene-containing monomer and at least one aromatic monofunctional (meth)acrylate monomer that comprises a group selected from phenyl or biphenyl.

13. The microstructured film of claim 11 wherein the polymerizable resin is non-brominated.

14. The microstructured film of claim 11 wherein the polymerizable resin comprises at least one aromatic monomer or oligomer having a refractive index of least 1.585.

15. The microstructured film of claim 11 wherein the polymerizable resin further comprises a polymerizable ultraviolet absorbing compound.

16. A microstructured film comprising a polymerized microstructured surface wherein the microstructures comprise the reaction product of a polymerizable resin composition comprising an organic portion having a refractive index of at least 1.56 and a viscosity of less than 1000 cps at 25°

C. wherein the polymerizable resin composition comprises a fluorene-containing monomer.

17. The microstructured film of claim 16 wherein the organic component comprises a di(meth)acrylate monomer that is a fluorene-containing monomer and at least one aromatic monofunctional (meth)acrylate monomer that comprises a group selected from phenyl or biphenyl.

18. The microstructured film of claim 16 wherein the polymerizable resin is non-brominated.

19. The microstructured film of claim 16 wherein the polymerizable resin comprises at least one aromatic monomer or oligomer having a refractive index of least 1.585.

20. The microstructured film of claim 16 wherein the polymerizable resin further comprises a polymerizable ultraviolet absorbing compound.