Curable composition for optical materials, and optical material
The present invention relates to a curable composition for an optical material, containing (A) 100 parts by mass of a radical polymerizable monomer, (B) 0.1 to 5 parts by mass of an ultraviolet absorber composed of a benzotriazole compound having a specific structure, which has a maximum absorption wavelength of 360 nm or more and less than 380 nm and an absolute value of the difference in solubility parameter (SP value) from the radical polymerizable monomer (A) of 5.5 (cal/cm 3 ) 1/2 or less, (C) 1 to 5 parts by mass of an ultraviolet absorber which is at least one selected from a benzotriazole compound, a benzophenone compound and a triazine compound and has a maximum absorption wavelength of less than 360 nm, and (D) 0.05 to 0.5 parts by mass of a radical polymerization initiator. According to the present invention, it is possible to provide a curable composition for an optical material which has an ability to cut ultraviolet rays and blue light and can be suitably used as a coating material having good storage stability and weather resistance.
1. A photo curable composition for an optical material, comprising:
(A) 100 parts by mass of a radical polymerizable monomer;
(B) 0.1 to 5 parts by mass of a benzotriazole-based ultraviolet absorber represented by the following formula (1), which has a maximum absorption wavelength of 360 nm or more and less than 380 nm and an absolute value of the difference in solubility parameter (SP value) from the radical polymerizable monomer (A) of 5.5 (cal/cm 3 ) 1/2 or less;
(C) 1 to 5 parts by mass of an ultraviolet absorber which is at least one selected from a benzotriazole compound, a benzophenone compound and a triazine compound and has a maximum absorption wavelength of less than 360 nm; and
(D) 0.05 to 0.5 parts by mass of a radical polymerization initiator:
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 monosubstituted amino group having 1 to 4 carbon atoms, a linear or branched disubstituted amino group having 1 to 4 carbon atoms, a nitro group, a carboxy group, an alkyloxycarbonyl group having 1 to 8 carbon atoms in the alkyl group, a hydroxyalkyl group having 1 to 8 carbon atoms, an alkylcarbonyloxyalkyl group having 1 to 8 carbon atoms in each alkyl group, a carboxyalkyl group having 1 to 3 carbon atoms in the alkyl group, an alkyloxycarbonylalkyl group in which the total number of carbon atoms in the alkyl group is 2 to 10, 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 monosubstituted amino group having 1 to 4 carbon atoms, or a linear or branched disubstituted amino group having 1 to 4 carbon atoms; and R 3 represents a hydrogen atom, a hydroxy group, an alkyl or alkoxy group having 1 to 8 carbon atoms, a linear or branched monosubstituted amino group having 1 to 4 carbon atoms, or a linear or branched disubstituted amino group having 1 to 4 carbon atoms, and may be a cyclic structure in which R 2 and R 3 are crosslinked.
2. The photo curable composition for an optical material according to claim 1 , wherein the radical polymerizable monomer (A) is a (meth)acrylic polymerizable compound.
3. The photo curable composition for an optical material according to claim 1 , wherein the radical polymerization initiator (D) is a photopolymerization initiator.
4. The photo curable composition for an optical material according to claim 3 , wherein the ratio of the sum of the masses of the ultraviolet absorbers (B) and (C) to the mass of the photopolymerization initiator is 6:1 or more and 30:1 or less.
5. The photo curable composition for an optical material according to claim 1 , further comprising (E) a light-absorbing compound having a maximum absorption wavelength in a range of 400 nm or more and 450 nm or less.
6. The photo curable composition for an optical material according to claim 5 , wherein the light-absorbing compound (E) is a porphyrin compound.
7. The photo curable composition for an optical material according to claim 1 , further comprising (F) a dye having a maximum absorption wavelength in a range of 540 nm or more and 650 nm or less.
8. A cured body obtained by curing the photo curable composition for an optical material according to claim 1 .
9. An optical material obtained by laminating an optical substrate and the cured body according to claim 8 .
10. The optical material according to claim 9 , wherein the cured body has a thickness of 5 to 70 μm.
11. The optical material according to claim 9 , wherein the optical material has a light transmittance of 5% or less at a wavelength of 400 nm and a light transmittance of 70% or less at a wavelength of 420 nm.
12. The photo curable composition for an optical material 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 monosubstituted amino group having 1 to 4 carbon atoms, a linear or branched disubstituted amino group having 1 to 4 carbon atoms, a nitro group, a carboxy group, an alkyloxycarbonyl group having 1 to 8 carbon atoms in the alkyl group, a hydroxyalkyl group having 1 to 8 carbon atoms, an alkylcarbonyloxyalkyl group having 1 to 8 carbon atoms in each alkyl group, a carboxyalkyl group having 1 to 3 carbon atoms in the alkyl group, an alkyloxycarbonylalkyl group in which the total number of carbon atoms in the alkyl group is 2 to 10, an aryl group, an acyl group, a sulfo group, or a cyano group.