Polymerizable composition, optical member, plastic lens, and eyeglass lens

Patent metadata

Field	Value
Publication number	US-10144796-B2
Application number	US-201615561303-A
Country	US
Kind code	B2
Filing date	Mar 25, 2016
Priority date	Mar 25, 2015
Publication date	Dec 4, 2018
Grant date	Dec 4, 2018

Abstract

Provided are a polymerizable composition allowing obtainment of an optical component with reduced striae, an optical component obtained from the polymerizable composition, a plastic lens containing the optical component, and a spectacle lens including a lens substrate including the optical component. The polymerizable composition of the present disclosure contains an isocyanate component which contains alicyclic polyisocyanate (A-1) having two or more isocyanate groups and non-cyclic aliphatic polyisocyanate (A-2) having two or more isocyanate groups, and a polythiol component which contains polythiol (B-1) having four or more mercapto groups and two or more sulfide bonds and polythiol (B-2) having two or three mercapto groups and two or three ester bonds. The optical component is obtained by polymerizing the polymerizable composition of the present disclosure. The plastic lens contains the optical component of the present disclosure. The spectacle lens includes a lens substrate which includes the optical component.

First claim

The invention claimed is:

1. A polymerizable composition comprising;
an isocyanate component which comprises alicyclic polyisocyanate (A-1) having two or more isocyanate groups and non-cyclic aliphatic polyisocyanate (A-2) having two or more isocyanate groups; and
a polythiol component which comprises polythiol (B-1) having four or more mercapto groups and two or more sulfide bonds and polythiol (B-2) having two or three mercapto groups and two or three ester bonds.

2. The polymerizable composition according to claim 1 , wherein the polythiol (B-1) comprises at least one selected from a group consisting of 4,8-bis(mercaptomethyl)-3,6,9-trithiaundecane-1,11-dithiol, 4,7-bis(mercaptomethyl)-3,6,9-trithiaundecane-1,11-dithiol, and 5,7-bis(mercaptomethyl)-3,6,9-trithiaundecane-1,11-dithiol.

3. The polymerizable composition according to claim 1 , wherein the alicyclic polyisocyanate (A-1) comprises at least one selected from a group consisting of isophorone diisocyanate, methylene biscyclohexyl diisocyanate, bis(isocyanatemethyl)cyclohexane, and bis(isocyanatemethyl)bicyclo[2.2.1]heptane.

4. The polymerizable composition according to claim 1 , wherein the non-cyclic aliphatic polyisocyanate (A-2) comprises at least one selected from a group consisting of hexamethylene diisocyanate and trimethylhexamethylene diisocyanate.

5. The polymerizable composition according to claim 1 , wherein the polythiol (B-2) comprises at least one selected from a group consisting of trimethylol propane tris(thioglycolate), trimethylol propane tris(3-mercaptopropionate), 1,4-butanediol bis(thioglycolate), and 1,4-butanediol bis(3-mercaptopropionate).

6. The polymerizable composition according to claim 1 , wherein
the alicyclic polyisocyanate (A-1) comprises at least one selected from a group consisting of isophorone diisocyanate, methylene biscyclohexyl diisocyanate, bis(isocyanatemethyl)cyclohexane, and bis(isocyanatemethyl)bicyclo[2.2.1]heptane,
the non-cyclic aliphatic polyisocyanate (A-2) is at least one selected from a group consisting of hexamethylene diisocyanate and trimethylhexamethylene diisocyanate,
the polythiol (B-1) comprises at least one selected from a group consisting of 4,8-bis(mercaptomethyl)-3,6,9-trithiaundecane-1,11-dithiol, 4,7-bis(mercaptomethyl)-3,6,9-trithiaundecane-1,11-dithiol, and 5,7-bis(mercaptomethyl)-3,6,9-trithiaundecane-1,11-dithiol, and,
the polythiol (B-2) comprises at least one selected from a group consisting of trimethylol propane tris(thioglycolate), trimethylol propane tris(3-mercaptopropionate), 1,4-butanediol bis(thioglycolate), and 1,4-butanediol bis(3-mercaptopropionate).

7. The polymerizable composition according to claim 1 , wherein the polythiol (B-2) has three mercapto groups.

8. The polymerizable composition according to claim 1 , wherein the ratio of the total of the alicyclic polyisocyanate (A-1) and the non-cyclic aliphatic polyisocyanate (A-2) is 80% by mass or more relative to the total mass of the isocyanate component.

9. The polymerizable composition according to claim 1 , wherein the molar ratio [(A-1)/(A-2)] between the alicyclic polyisocyanate (A-1) and the non-cyclic aliphatic polyisocyanate (A-2) is 95/5 to 50/50.

10. The polymerizable composition according to claim 1 , wherein the ratio of the total of the polythiol (B-1) and the polythiol (B-2) is 70% by mass or more relative to the total mass of the polythiol component.

11. The polymerizable composition according to claim 1 , wherein the molar ratio [(B-1)/(B-2)] between the polythiol (B-1) and the polythiol (B-2) is 90/10 to 50/50.

12. An optical component obtained by polymerizing the polymerizable composition according to claim 1 .

13. A plastic lens comprising the optical component according to claim 12 .

14. A spectacle lens comprising a lens substrate which comprises the optical component according to claim 12 .

Assignees

• Hoya Lens Thailand Ltd

Inventors

• Iijima Takayuki

Classifications

• C08G18/3876 Primary

  containing mercapto groups · CPC title

• C08G18/73

  acyclic · CPC title

• C08G18/755

  and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate · CPC title

• G02B1/041

  Lenses · CPC title

• G02C7/02

  Lenses; Lens systems {; Methods of designing lenses} · CPC title