Polymerizable composition for optical material, optical material, and producing method thereof

Patent metadata

Field	Value
Publication number	US-11845828-B2
Application number	US-201716345421-A
Country	US
Kind code	B2
Filing date	Oct 31, 2017
Priority date	Oct 31, 2016
Publication date	Dec 19, 2023
Grant date	Dec 19, 2023

Abstract

A polymerizable composition for an optical material of the present invention includes (A) a compound of which pKa value is 1 to 9, (B) a di- or higher functional iso(thio)cyanate compound, and (C) a di- or higher functional active hydrogen compound.

First claim

The invention claimed is:

1. A polymerizable composition for an optical material, consisting of:
(A) a compound of which pKa value is 1 to 9;
(B) a di- or higher functional iso(thio)cyanate compound;
(C) a di- or higher functional active hydrogen compound; and
at least one selected from the group consisting of a polyisocyanate-modified product (D), an internal mold release agent, a resin modifier, a photostabilizer, a bluing agent, an ultraviolet absorber, an anti-oxidant, a coloring inhibitor, and a pigment,
wherein the compound (A) is at least one selected from 2-methylpyrazine, 2,6-lutidine, 3,5-lutidine, 3-chlorpyridine, and a compound represented by the following general formula (2) as a sole polymerization catalyst:

wherein, in general formula (2), R 2 , R 3 , and R 4 may be the same or different, and represent a pentyl group, a hexyl group, a heptyl group, a nonyl group, or a decyl group.

2. The polymerizable composition for an optical material according to claim 1 ,
wherein the polyisocyanate-modified product (D) is an isocyanurate product of aliphatic polyisocyanate.

3. The polymerizable composition for an optical material according to claim 1 ,
wherein the iso(thio)cyanate compound (B) is at least one selected from a group consisting of hexamethylene diisocyanate, pentamethylene diisocyanate, xylylene diisocyanate, isophorone diisocyanate, bis(isocyanatomethyl)cyclohexane, bis(isocyanatocyclohexyl)methane, 2,5-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, 2,6-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, trilene diisocyanate, phenylene diisocyanate, and 4,4′-diphenylmethane diisocyanate.

4. The polymerizable composition for an optical material according to claim 1 ,
wherein the active hydrogen compound (C) is a di- or higher functional polythiol compound and/or di- or higher functional polyol compound.

5. The polymerizable composition for an optical material according to claim 4 ,
wherein the active hydrogen compound (C) is a di- or higher functional polythiol compound.

6. The polymerizable composition for an optical material according to claim 4 ,
wherein the polythiol compound is at least one selected from a group consisting of pentaerythritol tetrakis(2-mercaptoacetate), pentaerythritol tetrakis(3-mercaptopropionate), bis(2-mercaptoethyl)sulfide, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 2,5-dimercaptomethyl-1,4-dithiane, 1,1,3,3-tetrakis(mercaptomethylthio)propane, 4,6-bis(mercaptomethylthio)-1,3-dithiane, 2-(2,2-bis(mercaptomethylthio)ethyl)-1,3-dithiethane, and ethylene glycol bis(3-mercaptopropionate).

7. A molded product obtained by curing the polymerizable composition for an optical material according to claim 1 .

8. An optical material comprised of the molded product according to claim 7 .

9. A plastic lens comprised of the molded product according to claim 7 .

10. A process for producing a plastic lens, comprising:
a step of molding the polymerizable composition for an optical material according to claim 1 into a mold; and
a step of heating the polymerizable composition for an optical material to polymerize the composition.

Assignees

• Mitsui Chemicals Inc

Inventors

• Ito Shinsuke
• Furuya Masayuki
• Suesugi Kouji
• Nishimura Takeshi
• Tanaka Mamoru

Classifications

• C08G18/3844 Primary

  containing one nitrogen atom in the ring · CPC title

• B29C45/14008

  Inserting articles into the mould (B29C45/14827 takes precedence) · CPC title

• C08G18/18

  containing secondary or tertiary amines or salts thereof · CPC title

• C08G18/38

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

• C08G18/722

  Combination of two or more aliphatic and/or cycloaliphatic polyisocyanates · CPC title