Polymerizable composition comprising low molecular weight organic component

• US 8,241,755 B2
• Filed: 09/07/2011
• Issued: 08/14/2012
• Est. Priority Date: 03/11/2005
• Status: Active Grant

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Jones, Clinton L., Goenner, Emily S., Olson, David B., Kolb, Brant U.
• Primary Examiner(s): WU, SHEAN CHIU
• Application Number:
  US13/226,646
• Publication Number:
  US 20110318538A1
• Time in Patent Office: 342 Days
• Field of Search: 252/299.01, 252/299.5, 523/202, 977/840, 977/939, 428/156, 428/402, 428/500, 522/81, 524/783, 526/241
• US Class Current: 428/500
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: C08L 33/08 Homopolymers or copolymers of acrylic acid esters
• CPC Class Codes: C08L 33/10 Homopolymers or copolymers of methacrylic acid esters
• CPC Class Codes: C09K 2323/00 Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
• CPC Class Codes: C09K 2323/035 Ester polymer, e.g. polycarbonate, polyacrylate or polyester
• CPC Class Codes: G02B 1/04 made of organic materials, e.g. plastics G02B1/08 takes precedence
• CPC Class Codes: G02B 6/0053 Prismatic sheet or layer; Brightness enhancement element, sheet or layer
• CPC Class Codes: G02B 6/0065 Manufacturing aspects; Material aspects
• CPC Class Codes: G02F 1/133507 Films for enhancing the luminance
• CPC Class Codes: Y10S 977/84 Manufacture, treatment, or detection of nanostructure
• CPC Class Codes: Y10S 977/932 for electronic or optoelectronic application
• CPC Class Codes: Y10S 977/939 Electron emitter, e.g. spindt emitter tip coated with nanoparticles
• CPC Class Codes: Y10T 428/24479 including variation in thickness
• CPC Class Codes: Y10T 428/256 Heavy metal or aluminum or compound thereof
• CPC Class Codes: Y10T 428/257 Iron oxide or aluminum oxide
• CPC Class Codes: Y10T 428/258 Alkali metal or alkaline earth metal or compound thereof
• CPC Class Codes: Y10T 428/259 Silicic material
• CPC Class Codes: Y10T 428/2982 Particulate matter [e.g., sphere, flake, etc.]
• CPC Class Codes: Y10T 428/31855 Of addition polymer from unsaturated monomers

Abstract

Polymerizable compositions comprising particularly useful for brightness enhancing films.

Claims

1. A microstructured article comprising:

the reaction product of a substantially solvent free polymerizable composition comprising

an organic component having a viscosity of less than 1000 cps at 180°

F. and at least 10 wt-% inorganic nanoparticles;

wherein the organic component comprises up to about 10 wt-% of ethylenically unsaturated monomers having a number average molecular weight of greater than 450 g/mole and up 90 wt % of one or more ethylenically unsaturated second monomers having a number average molecular weight up to 450 g/Mole.

2. The microstructured article of claim 1 wherein the polymerizable composition has a refractive index of at least 1.47.

3. The microstructured article of claim 1 wherein the polymerizable composition comprises photoinitiator.

4. The microstructured article of claim 3 wherein the polymerizable composition is cured by means of ultraviolet radiation.

5. The microstructured article of claim 1 wherein the second monomer has a refractive index of at least 1.47.

6. The microstructured article of claim 5 wherein the second monomer is selected from the group consisting of phenoxy ethyl acrylate;

phenylthio ethyl acrylate;

2-naphthylthio ethyl acrylate;

1-naphthylthio ethyl acrylate;

2,4,6-tribromophenoxy ethyl acrylate;

2,4-dibromophenoxy ethyl acrylate;

2-bromophenoxy ethyl acrylate;

1-naphthyloxy ethyl acrylate;

2-naphthyloxy ethyl acrylate;

phenoxy 2-methylethyl acrylate;

phenoxyethoxy ethyl acrylate;

3-phenoxy-2-hydroxy propyl acrylate;

2-phenylphenoxy ethyl acrylate;

4-phenylphenoxy ethyl acrylate;

2,4-dibromo-6-sec-butylphenyl acrylate;

2,4-dibromo-6-isopropylphenyl acrylate;

benzyl acrylate;

phenyl acrylate;

2,4,6-tribromophenyl acrylate; and

mixtures thereof.

7. The microstructured article of claim 1 wherein the second monomer has a refractive index of at least 1.50 in combination with another second monomer having a refractive index of less than 1.50.

8. The microstructured article of claim 7 wherein the other second monomer has a refractive index of less than 1.47.

9. The microstructured article of claim 1 wherein the second monomer of the organic component has at least two ethylenically unsaturated groups.

10. The microstructured, article of claim 8 wherein the other second monomer is selected from hexanediol diacrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, trimethylolpropane ethoxylate tri(meth)acrylate, glyceryl tri(meth)acrylate, pentaerythritol propoxylate tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, and mixtures thereof.

11. The microstructured-article of claim 1 wherein the polymerized structure has a plurality of ridges extending along a first surface.

12. The microstructured article of claim 11 wherein the ridges have rounded apexes having a radius ranging from 4 to 15 micrometers.

13. The microstructured article of claim 1 wherein the inorganic nanoparticles have a primary particle size in a range selected from 1 nm to 100 nm.

14. The microstructured article of claim 1 wherein the inorganic nanoparticles comprise 10 wt-% to 60 wt-% of the polymerizable composition.

15. The microstructured article of to claim 1 wherein the nanoparticles are selected from silica, zirconia, titania, antimony oxides, alumina, tin oxides, mixed metal oxides thereof, or mixtures thereof.

16. The microstructured article of claim 1 wherein the nanoparticles are surface modified such that the nanoparticles are polymerizable with the organic component.

17. The microstructured article of claim 1 wherein the inorganic nanoparticles comprise surface modified zirconia nanoparticles.

18. The microstructured article of claim 17 wherein the surface modified zirconia nanoparticles comprise a carboxylic acid surface treatment.