Composition and methods useful for manufacturing an optical component

Patent metadata

Field	Value
Publication number	US-9663602-B2
Application number	US-201514675047-A
Country	US
Kind code	B2
Filing date	Mar 31, 2015
Priority date	Mar 31, 2014
Publication date	May 30, 2017
Grant date	May 30, 2017

Abstract

A composition suitable for manufacturing components and devices (e.g., optical or electronic components, films, and devices) is disclosed. Such compositions may comprise a first compound having a first polymerizable group, a second polymerizable group, and a third polymerizable group. The first compound preferably has no aromatic group, and the second compound is preferably able to generate a radical by cleavage of a bond of the second compound. The first polymerizable group, the second polymerizable group and the third polymerizable group may be identical substituents. Further, the first polymerizable group may be connected to a first chain connected to a first atom; the second polymerizable group may be connected to a second chain connected to the first atom; and the third polymerizable group may be connected to a third chain connected to the first atom.

First claim

What is claimed is:

1. A method for manufacturing a component, the method comprising:
providing a member;
disposing a composition on the member to form a coating film; and
curing the coating film;
wherein the composition includes:
a first monomer having three or more polymerizable groups;
a second monomer having two polymerizable groups;
an initiator able to generate a radical by cleavage of a bond of the initiator;
a silane coupling having a polymerizable group; and
a phosphoric acid compound having at least one hydroxy group bonded to a phosphorus atom that enhances adhesiveness of the composition to the member,
wherein the content of the first monomer is 10-85 wt %, and
wherein the content of the second monomer is 10-80 wt %.

2. The method according to claim 1 , wherein the first monomer has no aromatic group.

3. The method according to claim 1 , wherein each of the three or more polymerizable groups of the first monomer is any one of an acryloyl group and a methacryloyl group.

4. The method according to claim 1 , wherein the first monomer has more than three polymerizable groups.

5. The method according to claim 1 , wherein each of the two polymerizable groups of the second monomer is an identical substituent.

6. The method according to claim 1 , wherein the content of the first monomer is within the range of 10 to 85 wt % of the composition;
the content of the initiator is within the range of 0.1 to 10 wt % of the composition;
the content of the silane coupling is within the range of 0.2 to 40 wt % of the composition; and
the content of the phosphoric acid compound is within the range of 0.1 to 5 wt % of the composition.

7. The method according to claim 6 , wherein the content of the first monomer is greater than or equal to 50 wt % of the composition.

8. The method according to claim 1 , wherein the first monomer has a molecular weight greater than or equal to 290.

9. The method according to claim 1 , wherein the composition further comprises an antioxidizing agent.

10. A method for manufacturing a component, the method comprising:
providing a member;
disposing a composition on the member to form a coating film; and
curing the coating film;

wherein the composition includes:
a first monomer having three or more polymerizable groups;
a second monomer having two polymerizable groups;
an initiator able to generate a radical by cleavage of a bond of the initiator;
a silane coupling having a polymerizable group;
an antioxidizing agent; and
a phosphoric acid compound having at least one hydroxy group bonded to a phosphorus atom that enhances adhesiveness of the composition to the member,
wherein the antioxidizing agent is a compound represented by the following formula (1):

wherein, R 1 is selected from the group consisting of hydrogen atom, methyl group, and t-butyl group;
wherein, R 2 is selected from the group consisting of hydrogen atom, methyl group, and t-butyl group;
wherein, R 3 is selected from the group consisting of hydrogen atom, and methyl group; and
wherein R 4 is selected from the group consisting of alkyl group containing at least one carbon atom; and the alkyl group of R 4 optionally contains sulfur atom, oxygen atom or nitrogen atom.

11. The method according to claim 9 , wherein a content of the antioxidizing agent is within the range of 0.05 to 10 wt % of the composition.

12. The method according to claim 1 , wherein the component is an optical component or an optical device.

13. The method according to claim 1 , further comprising:
disposing a mold having a groove on the coating film so that the groove is filled with the composition before the curing by imprinting.

14. A method for manufacturing a component, the method comprising:
providing a member;
disposing a composition on the member to form a coating film; and
curing the coating film;

wherein the composition includes:
a first monomer having three or more polymerizable groups;
an initiator able to generate a radical by cleavage of a bond of the initiator;
a silane coupling having a polymerizable group;
a phosphoric acid compound having at least one hydroxy group bonded to a phosphorus atom that enhances adhesiveness of the composition to the member; and
an antioxidizing agent represented by the following formula (1):

wherein, R 1 is selected from the group consisting of hydrogen atom, methyl group, and t-butyl group;
wherein, R 2 is selected from the group consisting of hydrogen atom, methyl group, and t-butyl group;
wherein, R 3 is selected from the group consisting of hydrogen atom, and methyl group; and
wherein R 4 is selected from the group consisting of alkyl group containing at least one carbon atom; and the alkyl group of R 4 optionally contains sulfur atom, oxygen atom or nitrogen atom.

15. The method according to claim 14 , wherein the content of the antioxidizing agent is within the range of 0.05 to 10 wt % of the composition.

16. A method for manufacturing a component, the method comprising:
disposing a composition on a member to form a coating film;
disposing a mold having a groove on the coating film so that the groove is filled with the composition before the curing by imprinting; and
curing the coating film;

wherein the composition includes:
a first monomer having three or more polymerizable groups;
a second monomer having two polymerizable groups;
an initiator able to generate a radical by cleavage of a bond of the initiator;
a silane coupling having a polymerizable group; and
a phosphoric acid compound having at least one hydroxy group bonded to a phosphorus atom that enhances adhesiveness of the composition to the member,
wherein the content of the first monomer is 10-85 wt %, and
wherein the content of a second monomer is 10-80 wt %.

Assignees

• Toyo Gosei Co Ltd

Inventors

• Osaki Takeshi
• Naruse Kana
• Miyazawa Takashi

Classifications

• C09D4/00

  Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title

• C08F220/281

  and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate · CPC title

• C08F222/22

  Esters containing nitrogen · CPC title

• C08F220/28 Primary

  containing no aromatic rings in the alcohol moiety · CPC title

• C08F2220/281

  Chemistry & Metallurgy · mapped topic