Curable resin composition and optical member

Patent metadata

Field	Value
Publication number	US-10988607-B2
Application number	US-201716085918-A
Country	US
Kind code	B2
Filing date	Feb 22, 2017
Priority date	Mar 18, 2016
Publication date	Apr 27, 2021
Grant date	Apr 27, 2021

Abstract

A resin composition (X), which is a curable resin composition according to the present invention, contains a curable resin component ( 10 ), a surface-modified nanodiamond ( 20 ), and an organic medium. The surface-modified nanodiamond ( 20 ) includes a ND particle ( 21 ), which is a nanodiamond particle, and a silane coupling agent ( 22 ). The silane coupling agent ( 22 ) has a (meth)acryloyl-containing organic chain and is bonded to the ND particle ( 21 ). The resin composition (X) is suitable for forming a nanodiamond-dispersed cured resin portion having both high transparency and high scratch resistance. An optical element according to the present invention has a light-transmitting region and includes a cured resin portion, which is a cured product of the resin composition (X), in at least part of the light-transmitting region. The optical element is advantageous for actually providing an optical element including a cured resin portion or cured resin layer having both high transparency and high scratch resistance.

First claim

The invention claimed is:

1. A curable resin composition comprising:
a curable resin component;
a surface-modified nanodiamond comprising:
a nanodiamond particle; and
a silane coupling agent having a (meth)acryloyl-containing organic chain and being bonded to the nanodiamond particle;

an organic medium;
surface-unmodified hollow silica particles; and
zirconia in a proportion in terms of zirconium of 0.01 mass percent or more of a totality of the surface-modified nanodiamond and the zirconia;
wherein the surface-modified nanodiamond has a median diameter of 50 nm or less.

2. The curable resin composition according to claim 1 ,
wherein the nanodiamond particle is a detonation nanodiamond particle.

3. The curable resin composition according to claim 1 ,
wherein the organic chain of the silane coupling agent is at least one of propyl acrylate and propyl methacrylate.

4. The curable resin composition according to claim 1 ,
wherein the curable resin component contains a (meth)acryloyl group.

5. The curable resin composition according to claim 1 ,
wherein the curable resin component is at least one selected from the group consisting of:
pentaerythritol triacrylate;
pentaerythritol tetraacrylate;
oligomers of pentaerythritol triacrylate;
oligomers of pentaerythritol tetraacrylate; and
oligomers of pentaerythritol triacrylate and pentaerythritol tetraacrylate.

6. The curable resin composition according to claim 1 ,
wherein the curable resin component is present in a proportion of 30 mass percent or more of a totality of solids contained in the composition.

7. The curable resin composition according to claim 1 ,
wherein the organic medium comprises tetrahydrofuran.

8. The curable resin composition according to claim 1 ,
wherein the hollow silica particles are present in a content of 0.5 mass percent or more.

9. An optical element having a light-transmitting region and comprising
a cured product of the curable resin composition according to claim 1 in at least part of the light-transmitting region.

10. The optical element according to claim 9 , comprising
a multilayered portion including:
a substrate; and
the cured product,

the multilayered portion having a haze of 2.0% or less.

11. The curable resin composition according to claim 2 ,
wherein the organic chain of the silane coupling agent is at least one of propyl acrylate and propyl methacrylate.

12. The curable resin composition according to claim 2 ,
wherein the curable resin component contains a (meth)acryloyl group.

13. The curable resin composition according to claim 3 ,
wherein the curable resin component contains a (meth)acryloyl group.

14. The curable resin composition according to claim 2 ,
wherein the curable resin component is at least one selected from the group consisting of:
pentaerythritol triacrylate;
pentaerythritol tetraacrylate;
oligomers of pentaerythritol triacrylate;
oligomers of pentaerythritol tetraacrylate; and
oligomers of pentaerythritol triacrylate and pentaerythritol tetraacrylate.

Assignees

• Daicel Corp

Inventors

• Umemoto Kouichi
• Sakakibara Takahiro

Classifications

• C08L33/066 Primary

  containing -OH groups · CPC title

• C08K3/04 Primary

  Carbon · CPC title

• C08K9/06 Primary

  with silicon-containing compounds · CPC title

• C08K3/36

  Silica · CPC title

• C08K2201/005

  Additives being defined by their particle size in general · CPC title