Spectacle lens, antifouling agent composition, and method for manufacturing spectacle lens

Patent metadata

Field	Value
Publication number	US-2024392141-A1
Application number	US-202218696239-A
Country	US
Kind code	A1
Filing date	Sep 28, 2022
Priority date	Sep 30, 2021
Publication date	Nov 28, 2024
Grant date	—

Abstract

A spectacle lens including an antifouling layer which is a condensate of an antifouling agent composition containing: 10 to 70 mass % of a compound (A) having a silyl group and a fluorinated alkyl group; and 30 to 90 mass % of a compound (B) having a silyl group at one end, a reactive group at the other end, and a polysiloxane chain structure.

First claim

1 . A spectacle lens comprising an antifouling layer which is a condensate of an antifouling agent composition comprising:
10 to 70 mass % of a compound (A) having a silyl group and a fluorinated alkyl group; and 30 to 90 mass % of a compound (B) having a silyl group at one end, a reactive group at the other end, and a polysiloxane chain structure.

2 . The spectacle lens according to claim 1 , wherein the compound (A) has the silyl group at one end and the fluorinated alkyl group at the other end.

3 . The spectacle lens according to claim 1 , wherein the compound (A) is represented by formula (1):

in which
R 1 s each independently represent a monovalent hydrocarbon group having 1 to 6 carbon atoms,
R 2 s each independently represent a divalent hydrocarbon group having 1 to 6 carbon atoms, n is 0 or 1,
R 3 s each independently represent a divalent hydrocarbon group having 1 to 4 carbon atoms, m is 0 to 10,
Rf 3 s each independently represent a divalent fluorinated hydrocarbon group having 1 to 4 carbon atoms, p is 10 to 100, and
Rf 5 represents a fluorinated alkyl group having 1 to 20 carbon atoms.

4 . The spectacle lens according to claim 3 , wherein (Orf 4 ) p in formula (1) is a group represented by formula (f4-1):

in which a is 0 to 100, b is 0 to 100, c is 0 to 100, and a+b+c is 10 to 200.

5 . The spectacle lens according to claim 1 , wherein the compound (B) is represented by formula (2):

in which
R a represents a reactive group,
R 10 s each independently represent a divalent hydrocarbon group having 1 to 4 carbon atoms, a is 0 to 10,
R 11 s each independently represent a monovalent hydrocarbon group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, b is 0 to 10, c is 1 to 100,
R 1 s each independently represent a monovalent hydrocarbon group having 1 to 6 carbon atoms,
R 2 s each independently represent a divalent hydrocarbon group having 1 to 6 carbon atoms, n is 0 or 1,
R 3 s each independently represent a divalent hydrocarbon group having 1 to 4 carbon atoms, m is 0 to 10,
Rf 4 s each independently represent a divalent fluorinated hydrocarbon group having 1 to 4 carbon atoms, and p is 10 to 100.

6 . The spectacle lens according to claim 1 , wherein the reactive group is at least one selected from the group consisting of a 5 ydroxyl group, a vinyl group, a silyl group, an epoxy group, and an alkoxy group.

7 . The spectacle lens according to claim 6 , wherein
the R a is a group represented by formula (a1):

or
formula (a2):

in which R a1 , R a2 , R a3 , and R a4 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

8 . The spectacle lens according to claim 5 , wherein
(Orf 4 ) p in formula (2) is a group represented by formula (f4-1):

in which a is 0 to 100, b is 0 to 100, c is 0 to 100, and a+b+c is 10 to 200.

9 . The spectacle lens according to claim 1 , wherein a total value of surface free energy of the antifouling layer is more than 10.0 mJ/m 2 .

10 . The spectacle lens according to claim 1 , wherein a base component of surface free energy of the antifouling layer is more than 0.95 mJ/m 2 .

11 . An antifouling agent composition comprising:
10 to 70 mass % of a compound (A) having a silyl group and a fluorinated alkyl group; and 30 to 90 mass % of a compound (B) having a silyl group at one end, a reactive group at the other end, and a polysiloxane chain structure.

12 . A method for manufacturing a spectacle lens, the method comprising:
forming an antifouling layer on a spectacle lens with an antifouling agent composition comprising: a compound (A) having a silyl group and a fluorinated alkyl group; and a compound (B) having a silyl group at one end, a reactive group at the other end, and a silyloxy chain site.

Assignees

• Hoya Lens Thailand Ltd

Inventors

• Sekiguchi Yusuke
• Kawakami Hironori
• Ishikawa Masakazu

Classifications

• G02B1/041

  Lenses · CPC title

• C09D183/12

  containing polyether sequences · CPC title

• C08G77/46

  containing polyether sequences · CPC title

• G02B1/18 Primary

  Coatings for keeping optical surfaces clean, e.g. hydrophobic or photo-catalytic films (G02B1/16 takes precedence) · CPC title

• C08L71/00

  Compositions of polyethers obtained by reactions forming an ether link in the main chain (of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06); Compositions of derivatives of such polymers · CPC title