# US 8,772,441 B2 · Polyurethanes polymerizable composition and method for producing optical resin of the same

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- Number: US 8,772,441 B2
- Document ID: US8772441B2
- Status: Granted
- Kind: B2
- Application number: 10/592,375
- Filed: 2005-02-22
- Published: 2007-08-30
- Granted: 2014-07-08
- Earliest claimed: 2004-03-12
- Assignees: Mitsui Chemicals, Inc.
- Applicants: Shigetoshi Kuma; Koichi Tokunaga; Hiroyuki Morijiri; Seiichi Kobayashi
- Inventors: Shigetoshi Kuma; Koichi Tokunaga; Hiroyuki Morijiri; Seiichi Kobayashi
- Web page: https://patentgrep.com/patent/US8772441B2

## CPC

- C08G 18/758: {containing two or more cycloaliphatic rings}
- C08G 18/3876: {containing mercapto groups}
- C08G 18/757: {containing at least two isocyanate or isothiocyanate groups linked to the cycloaliphatic ring by means of an aliphatic group}
- G02B 1/04: made of organic materials, e.g. plastics (G02B1/08 takes precedence)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## Abstract

A resin composition for an optical material that has excellent balance of refractive index of resin, Abbe number, heat resistance, specific gravity, and resin strength, a resin obtained by curing the resin composition, and an optical material are provided. A polymerizable composition comprising the following is used: An alicyclic isocyanate compound represented by the formula (1) and/or the formula (2): (In the formula (1), n represents integer of 0 to 3) and (a) at least one compound of the polythiol compound having at least two thiol groups in one molecule and/or the polythiol compound having at least two thiol groups and at least one (poly)sulfide bond other than the thiol group in one molecule, and (b) at least one compound of the polyhydroxy compound having at least two hydroxy groups in one molecule and/or the (poly)hydroxy(poly)mercapto compound having at least one hydroxy group and at least one thiol group.

## Claims

### Claim 1

A polymerizable composition comprising an alicyclic isocyanate compound represented by the formula (3)
(a) at least one compound of a polythiol compound having at least two thiol groups in one molecule and/or a polythiol compound having at least two thiol groups and at least one (poly)sulfide bond other than the thiol group in one molecule which is
4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, and
(b) at least one compound of a polyhydroxy compound having at least two hydroxy groups in one molecule and/or a (poly)hydroxy(poly)mercapto compound having at least one hydroxy group and at least one thiol group in one molecule selected from 2 mercaptoethanol, pyrogallol, glycerine 1,3-bis(3-mercaptopropionate) and bis(3-mercaptopropionate)malate and wherein, if the mole number of hydroxy group and thiol group of the polyhydroxy compound having at least two hydroxy groups in one molecule and/or the (poly)hydroxy(poly)mercapto compound having at least one hydroxy group and at least one thiol group in one molecule, are A and B respectively, and the mole number of the thiol group of the polythiol compound having at least two thiol groups and/or the polythiol compound having at least two thiol groups and at least one (poly)sulfide bond other than the thiol group in one molecule, is C, A/(A+B+C) is from 0.1 to 40% and wherein the polymerizable composition provides a resin that exhibits a greater tensile strength compared to the same resin prepared in the absence of (b).

### Claim 2 (depends on 1)

The polymerizable composition according to claim 1, wherein the polyhydroxy compound having at least two hydroxy groups in one molecule and/or the (poly)hydroxy(poly)mercapto compound having at least one hydroxy group and at least one thiol group in one molecule, is 2-mercaptoethanol.

### Claim 3 (depends on 1)

A process for producing a resin by curing the polymerizable composition according to claim 1.

### Claim 4 (depends on 1)

A resin obtained by curing the polymerizable composition according to claim 1.

### Claim 5 (depends on 4)

An optical element comprising the resin according to claim 4.

### Claim 6 (depends on 5)

A lens comprising the optical element according to claim 5.