# US 10,767,015 B2 · Optical material composition and optical material

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- Number: US 10,767,015 B2
- Document ID: US10767015B2
- Status: Granted
- Kind: B2
- Application number: 15/575,532
- Filed: 2016-07-05
- Published: 2018-05-10
- Granted: 2020-09-08
- Earliest claimed: 2015-07-09
- Assignees: Mitsubishi Gas Chemical Company, Inc.
- Applicants: Mitsubishi Gas Chemical Company, Inc.
- Inventors: Kota Kinjo; Yoshiaki Yamamoto; Hiroshi Horikoshi
- Web page: https://patentgrep.com/patent/US10767015B2

## CPC

- C08G 75/08: from thiiranes
- C09K 9/02: Organic tenebrescent materials
- G02B 1/04: made of organic materials, e.g. plastics (G02B1/08 takes precedence)
- C09K 2211/1007: Non-condensed systems
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- C09K 2211/1033: with oxygen
- C09K 2211/1088: containing oxygen as the only heteroatom
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## Abstract

The present invention makes it possible to provide an optical material composition containing an episulfide compound (A), a polythiol compound (B), and a photochromic compound (C). The episulfide compound (A) is preferably a compound represented by formula (1), and the polythiol compound (B) is preferably a compound represented by formula (6). (In formula (1), m represents an integer of 0 to 4, and n represents an integer of 0 to 2.) (In formula (6), n represents an integer of 4 to 20, and R1 and R2 may be the same or different and represent H, SH, C1-10 alkyl groups, or C1-10 alkylthiol groups.)

## Claims

### Claim 1

A composition for optical materials, consisting of:
an episulfide compound (A) in an amount of 65 to 90 parts by mass with respect to 100 parts by mass of the composition,
a polythiol compound (B) in an amount of 10 to 35 parts by mass with respect to 100 parts by mass of the composition,
a photochromic compound (C) in an amount of 0.01 to 0.5 parts by mass with respect to 100 parts by mass of the composition, and
sulfur as an optional component, an optional polymerization catalyst and an optional curing catalyst;
wherein the photochromic compound (C) is selected from the group consisting of a spiropyran compound, a spirooxazine compound, a spiroperimidine compound, a benzopyran compound, a fulgide compound, a naphthopyran compound, a diarylethene compound, and an azobenzene compound.

### Claim 2 (depends on 1)

The composition for optical materials according to claim 1, wherein the episulfide compound (A) is a compound represented by formula (1):
wherein:
m represents an integer of 0 to 4; and
n represents an integer of 0 to 2.

### Claim 3 (depends on 1)

The composition for optical materials according to claim 1, wherein the polythiol compound (B) is a compound represented by formula (5):
HS—X—SH (5)
wherein:
X represents an alkylene group having at least one selected from the group consisting of —S—, —O— and —CO— in the main chain, wherein the carbon number of the main chain is 4 to 20; and
X may have SH, a C1-10 alkyl group, a C1-10 alkylthiol group or a C1-10 mercaptoalkylcarbonyloxy group in the side chain.

### Claim 4 (depends on 1)

The composition for optical materials according to claim 1, wherein the polythiol compound (B) is a compound represented by formula (6):
wherein:
n represents an integer of 4 to 20; and
R1 and R2 may be the same or different and represent H, SH, a C1-10 alkyl group or a C1-10 alkylthiol group.

### Claim 5 (depends on 4)

The composition for optical materials according to claim 4, wherein the polythiol compound (B) is a compound represented by formula (7):
wherein n represents an integer of 4 to 20.

### Claim 6 (depends on 5)

The composition for optical materials according to claim 5, wherein n in formula (7) represents an integer of 5 to 20.

### Claim 7 (depends on 1)

An optical material obtained by polymerizing and curing the composition for optical materials according to claim 1.

### Claim 8 (depends on 7)

The optical material according to claim 7, having a refractive index from 1.670 to 1.701.