Optical material composition and optical material

Patent metadata

Field	Value
Publication number	US-12054568-B2
Application number	US-201917413841-A
Country	US
Kind code	B2
Filing date	Dec 17, 2019
Priority date	Dec 17, 2018
Publication date	Aug 6, 2024
Grant date	Aug 6, 2024

Abstract

The present invention is an optical material composition containing (A) 100 parts by mass of a polymerizable monomer, and (B) 0.001 to 0.3 parts by mass of a UV absorbent having a maximum absorption wavelength of 360 nm or more and less than 380 nm and having a specific structure, and an optical material formed of the composition. According to the present invention, there can be provided an optical material composition containing a UV absorbent and having good long-term storage stability, and an optical material formed of the composition, in particular, an optical material composition capable of forming a plastic lens having a high blue light cut rate.

First claim

The invention claimed is:

1. A heat curable optical material composition comprising:
(A) 100 parts by mass of a polymerizable monomer, and
(B) 0.001 to 0.3 parts by mass of a UV absorbent having a maximum absorption wavelength of 360 nm or more and less than 380 nm and represented by the following formula (1):

wherein R 1 represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a hydroxy group, a linear or branched mono-substituted amino group having 1 to 4 carbon atoms, a linear or branched di-substituted amino group having 1 to 4 carbon atoms, a nitro group, a carboxy group, an alkyloxycarbonyl group in which the alkyl group has 1 to 8 carbon atoms, a hydroxyalkyl group having 1 to 8 carbon atoms, an alkylcarbonyloxyalkyl group in which the alkyl groups each have 1 to 8 carbon atoms, a carboxyalkyl group in which the alkyl group has 1 to 3 carbon atoms, an alkyloxycarbonylalkyl group in which the alkyl groups have 2 to 10 carbon atoms in total, an aryl group, an acyl group, a sulfo group or a cyano group; R 2 represents a hydroxy group, an alkoxy group having 1 to 8 carbon atoms, an alkylthio group having 1 to 8 carbon atoms, a linear or branched mono-substituted amino group having 1 to 4 carbon atoms, or a linear or branched di-substituted amino group having 1 to 4 carbon atoms; R 3 represents a hydrogen atom, a hydroxy group, an alkyl group or alkoxy group having 1 to 8 carbon atoms, a linear or branched mono-substituted amino group having 1 to 4 carbon atoms, or a linear or branched di-substituted amino group having 1 to 4 carbon atoms; and R 2 and R 3 may crosslink to form a cyclic structure.

2. The heat curable optical material composition according to claim 1 , wherein the polymerizable monomer (A) contains at least one polyisocyanate compound selected from bis(isocyanatemethyl)bicyclo[2.2.1]heptane, xylylene diisocyanate, diphenylmethane diisocyanate and tolylene diisocyanate, and at least one polythiol compound selected from pentaerythritol tetrakis(3-mercaptopropionate) and 1,2-bis(2-mercaptoethylthio)-3-mercaptopropane.

3. The heat curable optical material composition according to claim 1 , wherein the polymerizable monomer (A) contains bis(2,3-epithiopropyl) disulfide, and a mixture consisting primarily of 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane and 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane.

4. An optical material formed of a cured product produced by polymerizing and curing the heat curable optical material composition of claim 1 , which has a light transmittance at a wavelength of 400 nm of 5% or less, a light transmittance at a wavelength of 420 nm of 70% or less, and a light cut rate in a wavelength range of 380 to 500 nm of 35% or more.

5. A plastic lens formed of the optical material of claim 4 .

6. The heat curable optical material composition according to claim 1 , wherein R 1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a hydroxy group, a linear or branched mono-substituted amino group having 1 to 4 carbon atoms, a linear or branched di-substituted amino group having 1 to 4 carbon atoms, a nitro group, a carboxy group, an alkyloxycarbonyl group in which the alkyl group has 1 to 8 carbon atoms, a hydroxyalkyl group having 1 to 8 carbon atoms, an alkylcarbonyloxyalkyl group in which the alkyl groups each have 1 to 8 carbon atoms, a carboxyalkyl group in which the alkyl group has 1 to 3 carbon atoms, an alkyloxycarbonylalkyl group in which the alkyl groups have 2 to 10 carbon atoms in total, an aryl group, an acyl group, a sulfo group or a cyano group.

Assignees

• Tokuyama Corp

Inventors

• OHARA Ayako
• Hanasaki Taichi
• Takenaka Junji
• Momoda Junji

Classifications

• C08F2/50

  with sensitising agents · CPC title

• C08F290/142

  Polyethers · CPC title

• C08L75/06

  from polyesters · CPC title

• C08K5/3475

  condensed with carbocyclic rings · CPC title

• C08F20/14

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title