Ceramer containing a brominated polymer and inorganic oxide particles

• US 6,261,700 B1
• Filed: 05/27/1999
• Issued: 07/17/2001
• Est. Priority Date: 12/30/1998
• Status: Expired due to Term

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Olson, David B., Arney, David S., Fong, Bettie C., Kang, Soonkun, Bilkadi, Zayn
• Primary Examiner(s): Yoon, Tae H.
• Application Number:
  US09/319,061
• Time in Patent Office: 782 Days
• Field of Search: 428/522, 525/330.7, 427/162, 524/430, 524/431, 524/492, 524/497, 524/551
• US Class Current: 428/522
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: C01P 2004/64 Nanometer sized, i.e. from 1-100 nanometer
• CPC Class Codes: C01P 2004/84 one phase coated with the other
• CPC Class Codes: C08K 3/22 of metals
• CPC Class Codes: C08L 2666/54 Inorganic substances
• CPC Class Codes: C08L 33/14 of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C09D 133/16 Homopolymers or copolymers of esters containing halogen atoms
• CPC Class Codes: Y10T 428/31935 Ester, halide or nitrile of addition polymer

Abstract

Described are coatings, composite structures containing coatings, and compositions for preparing and methods of preparing coatings and composite structures, wherein the compositions comprise inorganic oxide particles and polymerizable brominated compounds, and coatings comprise inorganic oxide particles and a brominated polymer.

Claims

1. A cured hardcoat composition comprising:

(a) a brominated polymer comprising monomeric units derived from a polymerizable composition comprising

(i) an aromatic brominated (meth)acrylate compound of formula (I)

wherein;

R is hydrogen or methyl;

R¹ is a straight or branched alkyl;

L is a straight or branched alkylene;

x is an integer from 1 to 4; and

m is an integer from zero to 1; and

(b) substantially non-agglomerated, inorganic oxide particles that are less than about 50 nanometers in size, selected from the group consisting of silica, titania, alumina, zirconia, and mixtures thereof;

wherein the cured hardcoat composition has an index of refraction of at least about 1.5, and a pencil hardness of greater than or equal to 1H.

6. The composition of claim 1 wherein said composition further comprises a coupling agent.

7. The composition of claim 6 wherein said coupling agent is an organofunctional silane monomer.

8. The composition of claim 6 wherein said coupling agent is a carboxylic acid-functional compound.

9. The composite structure of claim 7 wherein said hardcoat layer further comprises a coupling agent.

10. The composite structure of claim 9 wherein said coupling agent is an organofunctional silane monomer.

11. The composite structure of claim 9 wherein said coupling agent is a carboxylic acid-functional compound.

12. The composition of claim 1 wherein said substantially non-agglomerated, inorganic oxide particles are about 10 nanometers to about 30 nanometers in size.

2. A composite structure comprising:

(a) a substrate having a first and a second surface,

(b) a hardcoat layer comprising;

(i) an aromatic brominated (meth)acrylate compound of formula (I)

wherein;

R is hydrogen or methyl;

R¹ is a straight or branched alkyl;

L is a straight or branched alkylene;

x is an integer from 1 to 4; and

m is an integer from zero to 1; and

(c) substantially non-agglomerated inorganic oxide particles that are less than about 50 nanometers in size, selected from the group consisting of silica, titania, alumina, zirconia, and mixtures thereof;

wherein the hardcoat layer has an index of refraction of at least about 1.5, and a pencil hardness of greater than or equal to 1H.

3. The composite structure of claim 2 wherein the composition further comprises an optically functional antireflective coating.

4. The composite structure of claim 2 wherein the substrate comprises polycarbonate or poly(ethyleneterephthalate).

5. The composite structure of claim 2 wherein the hardcoat layer exhibits an index of refraction approximately equal to the index of refraction of the substrate.

13. The composite structure of claim 2 wherein said substantially non-agglomerated, inorganic oxide particles are about 10 nanometers to about 30 nanometers in size.