Method for producing polythiol compound, polymerizable composition for optical material, and uses thereof

Patent metadata

Field	Value
Publication number	US-9637584-B2
Application number	US-201514871563-A
Country	US
Kind code	B2
Filing date	Sep 30, 2015
Priority date	Aug 14, 2012
Publication date	May 2, 2017
Grant date	May 2, 2017

Abstract

Provided is a method for producing a molded product comprising a step for preparing a polymerizable composition for optical materials and a step for curing the polymerizable composition for optical materials to produce the molded product. The step for preparing the polymerizable composition for optical materials comprises a step for preparing a defined polythiol compound and a step for preparing the polymerizable composition for optical materials from the polythiol compound. The step for preparing the defined polythiol compound comprises reacting 2-mercaptoethanol with a defined epihalohydrin compound at a temperature of 10° C. to 50° C. to obtain a defined polyalcohol compound, reacting the polyalcohol compound with thiourea in the presence of hydrogen chloride to obtain an isothiuronium salt, hydrolyzing the isothiuronium salt to obtain the polythiol compound, adding hydrochloric acid at a defined concentration to a solution of the polythiol compound, and washing the solution to purify the polythiol compound.

First claim

The invention claimed is:

1. A method for producing a molded product, comprising:
a step for preparing a polymerizable composition for optical materials and a step for curing the polymerizable composition for optical materials to produce the molded product;
wherein the step for preparing the polymerizable composition for optical materials comprises a step for preparing a polythiol compound represented by the following formula (5), and a step for preparing the polymerizable composition for optical materials from the polythiol compound represented by the following formula (5);
wherein the step for preparing the polythiol compound represented by the following formula (5) comprises:
a step for reacting 2-mercaptoethanol with an epihalohydrin compound represented by the following formula (1) at a temperature of 10° C. to 50° C. to obtain a polyalcohol compound represented by the following formula (2);

(wherein X represents a halogen atom)

a step for reacting the polyalcohol compound represented by formula (2) thus obtained with thiourea in the presence of hydrogen chloride to obtain an isothiuronium salt;
a step for adding, while maintaining a reaction solution containing the isothiuronium salt thus obtained at a temperature of 15° C. to 60° C., aqueous ammonia to the reaction solution within 80 minutes, thereby hydrolyzing the isothiuronium salt to obtain a polythiol compound represented by the following formula (5); and

a step for adding hydrochloric acid which is a concentration of 25% to 36% to the solution containing the polythiol compound thus obtained, washing the solution at a temperature of 10° C. to 50° C. to purify the polythiol compound represented by the formula (5).

2. The method for producing a molded product according to claim 1 ,
wherein the step for reacting 2-mercaptoethanol with the epihalohydrin compound comprises:
a step for reacting 2-mercaptoethanol with the epihalohydrin compound represented by formula (1) at a temperature of 10° C. to 20° C. to obtain a compound represented by the following formula (3); and

a step for reacting the compound represented by formula (3) with 2-mercaptoethanol at a temperature of 10° c. to 50° C. to obtain the polyalcohol compound represented by formula (2).

3. The method for producing a molded product according to claim 1 ,
wherein the polymerizable composition for optical materials further comprises a polyiso(thio)cyanate compound.

4. The method for producing a molded product according to claim 2 ,
wherein the polymerizable composition for optical materials further comprises a polyiso(thio)cyanate compound.

Assignees

• Mitsui Chemicals Inc
• Mitsui Chemicals Inc

Inventors

• Kawaguchi Masaru
• Nishimura Takeshi

Classifications

• C07C381/00

  Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00 · CPC title

• C07C319/14

  of sulfides · CPC title

• C07C319/08

  by replacement of hydroxy groups or etherified or esterified hydroxy groups · CPC title

• C08G18/7642

  containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring · CPC title

• C07C335/32

  having sulfur atoms of isothiourea groups bound to acyclic carbon atoms · CPC title