OPTICAL FILMS COMPRISING FLUORENOL (METH)ACRYLATE MONOMER

• US 20090270576A1
• Filed: 04/29/2008
• Published: 10/29/2009
• Est. Priority Date: 04/29/2008
• Status: Active Grant

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Lindstrom, Kyle J., Hunt, Bryan V.
• Granted Patent: US 7,981,986 B2
• Time in Patent Office: Days
• US Class Current: 526/326
• CPC Class Codes: C08F 220/30 containing aromatic rings in the alcohol moiety
• CPC Class Codes: C08F 220/301 and one oxygen in the alcohol moiety
• CPC Class Codes: C08F 220/306 and polyethylene oxide chain in the alcohol moiety
• CPC Class Codes: C08F 222/10 Esters

Abstract

Microstructured optical films and polymerizable resin compositions comprising at one aromatic monomer or oligomer having at least two polymerizable (meth)acrylate groups and a fluorenol (meth)acrylate monomer.

Claims

1. An optical film comprising a polymerized micro structured surface wherein the polymerized micro structured surface comprises the reaction product of a polymerizable resin composition comprising at one aromatic monomer or oligomer having at least two polymerizable (meth)acrylate groups and at least one fluorenol (meth)acrylate monomer having the general structure:

wherein

R is independently a substituent selected from halogen, aryl, or a C₂ to C₁₂ alkyl group;

t ranges from 0 to 4;

L is a C₂ to C₁₂ alkyl optionally substituted with hydroxyl;

n ranges from 0 to 10; and

R1 is H or CH₃.

2. The optical film of claim 1 wherein the polymerizable resin composition comprises at least 5 wt-% of the fluorenol (meth)acrylate monomer.

3. The optical film of claim 1 wherein the polymerizable resin composition comprises up to 50 wt-% of the fluorenol (meth)acrylate monomer.

4. The optical film of claim 1 wherein the polymerizable resin comprises 25 wt-% to 50 wt-% of the aromatic monomer or oligomer having at least two polymerizable (meth)acrylate groups.

5. The optical film of claim 1 wherein the aromatic monomer or oligomer having at least two polymerizable (meth)acrylate groups comprise at least two aromatic rings.

6. The optical film of claim 1 wherein the aromatic monomer or oligomer having at least two polymerizable (meth)acrylate groups has a molecular weight of at least 350 g/mole.

7. The optical film of claim 1 wherein the aromatic monomer or oligomer has the formula

wherein

R1 is independently hydrogen or methyl,

Z is independently — C(CH₃)₂—

, —

CH₂—

, —

C(O)—

, —

S—

, —

S(O)—

, or —

S(O)₂—

,

Q is independently O or S,

L is independently a C₂-C₆ alkyl group optionally substituted with one or more hydroxy groups,

and n ranges from 0 to 10.

8. The optical film of claim 1 wherein the aromatic monomer or oligomer has the formula

wherein

each R1 is independently H or methyl;

each R2 is independently Br;

m ranges from 0 to 4;

each Q is independently O or S;

n ranges from 0 to 10;

L is independently a C2 to C12 alkyl group optionally substituted with one or more hydroxyl groups;

z is an aromatic ring; and

t is independently 0 or 1.

9. The optical film of claim 1 wherein the fluorenol (meth)acrylate monomer is

10. The optical film of claim 1 wherein the fluorenol (meth)acrylate monomer is

11. The optical film of claim 1 wherein polymerizable composition has a refractive index of at least 1.54.

12. The optical film of claim 1 wherein the polymerizable resin composition comprises less than 1 wt-% total of chlorine, bromine, or mixtures thereof.

13. The optical film of claim 1 wherein the polymerizable resin composition comprises less that 1 wt-% total of chlorine, bromine, fluorine and iodine.

14. The optical film of claim 1 wherein the optical film is a brightness enhancing film having a single sheet gain of at least 1.59.

16. The polymerizable resin composition of claim 1 wherein the fluorenol (meth)acrylate monomer is

17. The polymerizable resin composition of claim 1 wherein the fluorenol (meth)acrylate monomer is

15. A polymerizable resin composition comprising at one aromatic monomer or oligomer having at least two polymerizable (meth)acrylate groups and at least one fluorenol (meth)acrylate monomer having the general structure:

wherein

R is independently a substituent selected from halogen, aryl, or a C₂ to C₁₂ alkyl group;

t ranges from 0 to 4;

L is a C₂ to C₁₂ alkyl optionally substituted with hydroxyl;

n ranges from 0 to 10; and

R1 is H or CH₃.