Method for producing polythiol compound, method for producing curable composition, and method for producing cured product

Patent metadata

Field	Value
Publication number	US-10611726-B2
Application number	US-201816015620-A
Country	US
Kind code	B2
Filing date	Jun 22, 2018
Priority date	Aug 8, 2016
Publication date	Apr 7, 2020
Grant date	Apr 7, 2020

Abstract

Provided is a method for producing a polythiol compound, including obtaining one or more polythiol compounds selected from the group consisting of a polythiol compound represented by Formula (3), a polythiol compound represented by Formula (4), and a polythiol compound represented by Formula (5) through steps including: reacting 2-mercaptoethanol with an epihalohydrin in an amount of 1.00 equivalent or more and 1.25 equivalent or less with respect to the 2-mercaptoethanol to obtain a polyol compound represented by Formula (1); and reacting the polyol compound represented by Formula (1) with an alkali metal sulfide in an amount of 1.04 equivalent or more and 1.25 equivalent or less with respect to the 2-mercaptoethanol to obtain a polyol compound represented by Formula (2).

[in Formula (1), X represents a halogen atom]

First claim

What is claimed is:

1. A method for producing a polythiol compound, comprising:
reacting 2-mercaptoethanol with an epihalohydrin in an amount of 1.00 equivalent or more and 1.25 equivalent or less with respect to the 2-mercaptoethanol to obtain a polyol compound represented by Formula (1);

[in Formula (1), X represents a halogen atom]
reacting the polyol compound represented by Formula (1) with an alkali metal sulfide in an amount of 1.04 equivalent or more and 1.25 equivalent or less with respect to the 2-mercaptoethanol to obtain a polyol compound represented by Formula (2);

reacting the polyol compound represented by Formula (2) with thiourea in the presence of an acid to obtain an isothiuronium salt;
hydrolyzing the isothiuronium salt in the presence of a base to obtain a polythiol salt; and
converting the polythiol salt into a polythiol with an acid to obtain one or more polythiol compounds selected from the group consisting of a polythiol compound represented by Formula (3), a polythiol compound represented by Formula (4), and a polythiol compound represented by Formula (5)

2. A method for producing a curable composition, comprising:
producing a polythiol compound by the production method according to claim 1 ; and
mixing the produced polythiol compound with a polyiso(thio)cyanate compound to prepare a curable composition.

3. A method for producing a cured product, comprising:
producing a curable composition by the production method according to claim 2 ; and
curing the produced curable composition to obtain a cured product.

4. The method for producing a cured product according to claim 3 , wherein
the curing is carried out by subjecting the curable composition to cast polymerization.

5. The method for producing a cured product according to claim 3 , wherein
the cured product is a spectacle lens base material.

6. The method for producing a cured product according to claim 4 , wherein
the cured product is a spectacle lens base material.

Assignees

• Hoya Lens Thailand Ltd

Inventors

• Kageyama Yukio
• Kousaka Masahisa
• Ohnishi Tomofumi

Classifications

• C08G18/38

  having heteroatoms other than oxygen (C08G18/32 takes precedence) · CPC title

• G02B1/041

  Lenses · CPC title

• G02B3/00

  Simple or compound lenses · CPC title

• C07C319/22

  of hydropolysulfides or polysulfides · CPC title

• C07C319/14 Primary

  of sulfides · CPC title