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

Patent metadata

Field	Value
Publication number	US-2016017085-A1
Application number	US-201514871479-A
Country	US
Kind code	A1
Filing date	Sep 30, 2015
Priority date	Aug 14, 2012
Publication date	Jan 21, 2016
Grant date	—

Abstract

Provided is a method for producing a molded product comprising preparing a polymerizable composition for optical materials and curing the polymerizable composition for optical materials to produce the molded product. The preparation of the polymerizable composition comprises preparing a polythiol compound containing, as a main component, one kind or two or more kinds selected from a defined group of compounds, and preparing the polymerizable composition from the polythiol compound. The preparation of the polythiol compound comprises reacting 2-mercaptoethanol with a defined epihalohydrin compound to obtain a defined compound, reacting the defined compound with sodium sulfide to obtain a defined polyalcohol compound, reacting the polyalcohol compound with thiourea in the presence of hydrogen chloride to obtain an isothiuronium salt, adding aqueous ammonia to a reaction solution containing the isothiuronium salt thereby hydrolyzing the isothiuronium salt to obtain the polythiol compound and purifying the polythiol compound with hydrochloric acid.

First claim

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 containing, as a main component, one kind or two or more kinds selected from the group consisting of compounds represented by the following formulae (6) to (8), and a step for preparing the polymerizable composition for optical materials from the polythiol compound containing, as a main component, one kind or two or more kinds selected from the group consisting of compounds represented by the following formulae (6) to (8); wherein the step for preparing the polythiol compound containing, as a main component, one kind or two or more kinds selected from the group consisting of compounds represented by the following formulae (6) to (8) comprises: a step for reacting 2-mercaptoethanol with an epihalohydrin compound represented by the following formula (1) to obtain a compound represented by the following formula (3);

(wherein X represents a halogen atom)

a step for reacting the compound represented by formula (3) with sodium sulfide to obtain a polyalcohol compound represented by the following formula (4);

a step for reacting the polyalcohol compound represented by formula (4) 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 20° C. to 60° C., aqueous ammonia to the reaction solution within 80 minutes, thereby hydrolyzing the isothiuronium salt to obtain a polythiol compound containing, as a main component, one kind or two or more kinds selected from the group consisting of compounds represented by the following formulae (6) to (8); and

a step for adding hydrochloric acid which is concentration of 30% to 36% to the solution containing the polythiol compound thus obtained, washing the solution at a temperature of 30° C. to 55° C. to purify the polythiol compound containing, as a main component, one kind or two or more kinds selected from the group consisting of compounds represented by the formulae (6) to (8).

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 2° C. to 30° C.

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

• 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

• C07C319/08

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

• C08G18/3876 Primary

  containing mercapto groups · CPC title