Photochromic compound, photochromic composition, photochromic article and spectacles

Patent metadata

Field	Value
Publication number	US-12577455-B2
Application number	US-202318209034-A
Country	US
Kind code	B2
Filing date	Jun 13, 2023
Priority date	Mar 12, 2021
Publication date	Mar 17, 2026
Grant date	Mar 17, 2026

Abstract

Provided is a photochromic compound represented by the following General Formula 1. In General Formula 1, Az represents a monovalent azine ring group which is unsubstituted or has a substituent, L represents a divalent or higher linking group, D represents a photochromic dye structure, a and c each independently represent an integer of 1 or more, b represents 0 or an integer of 1 or more; and when there are a plurality of Az's in General Formula 1, the plurality of Az's may be the same as or different from each other, and when there are a plurality of L's in General Formula 1, the plurality of L's may be the same as or different from each other.

First claim

What is claimed is:

1 . A photochromic compound represented by the following General Formula 1:

in General Formula 1, b is 0 or 1, wherein, when b is 1, L represents an arylene group which is unsubstituted or has a substituent or a heteroarylene group which is unsubstituted or has a substituent, D represents a photochromic dye structure, a and c each independently represent an integer of 1 or more; and when there are a plurality of Az's in General Formula 1, the plurality of Az's may be the same as or different from each other, and when b is 1 and a is 2 or more, in which case there are a plurality of L's in General Formula 1, the plurality of L's may be the same as or different from each other, and
Az represents one of the following two azine ring groups:
in the following azine ring group:

R 1 and R 2 each represent a phenyl group and R 3 represents a hydrogen atom;
* represents a bonding position with L when b is 1 and a bonding position with D when b is 0, and
in the following azine ring group:

R 1 and R 2 each independently represent a phenyl group or a methoxy group;
* represents a bonding position with L when b is 1 and a bonding position with D when b is 0.

2 . The photochromic compound according to claim 1 ,
wherein the photochromic dye structure represented by D may be a photochromic dye structure selected from the group consisting of naphthopyran and its derivatives and indeno-fused naphthopyran and its derivatives.

3 . The photochromic compound according to claim 1 ,
wherein b is 0.

4 . The photochromic compound according to claim 1 wherein b is 1.

5 . The photochromic compound according to claim 1 ,
wherein the photochromic compound represented by General Formula 1 is a photochromic compound represented by a general formula selected from the group consisting of the following General Formula 3, General Formula 4, General Formula 5, General Formula 6, General Formula 7, General Formula 8, General Formula 9, General Formula 10 and General Formula 11:

R 10 to R 15 , B and B′ in General Formula 3, R 10 to R 15 , B and B′ in General Formula 4, R 10 to R 17 , B and B′ in General Formula 5, R 10 to R 17 , B and B′ in General Formula 6, R 10 to R 1 , B and B′ in General Formula 7, R 10 to R 21 , B and B′ in General Formula 8, R 10 to R 19 , B and B′ in General Formula 9, R 10 to R 20 , B and B′ in General Formula 10, and R 10 to R 19 , B and B′ in General Formula 11 each independently represent a hydrogen atom or a substituent; provided that, any one of R 10 to R 15 , B and B′ in General Formula 3 represents a partial structure represented by the following General Formula 2, any one of R 10 to R 15 , B and B′ in General Formula 4 represents a partial structure represented by the following General Formula 2, any one of R 10 to R 17 , B and B′ in General Formula 5 represents a partial structure represented by the following General Formula 2, any one of R 10 to R 21 , B and B′ in General Formula 6 represents a partial structure represented by the following General Formula 2, any one of R 10 to R 19 , B and B′ in General Formula 7 represents a partial structure represented by the following General Formula 2, any one of R 10 to R 21 , B and B′ in General Formula 8 represents a partial structure represented by the following General Formula 2, any one of R 10 to R 19 , B and B′ in General Formula 9 represents a partial structure represented by the following General Formula 2, any one of R 10 to R 20 , B and B′ in General Formula 10 represents a partial structure represented by the following General Formula 2, and any one of R 10 to R 19 , B and B′ in General Formula 11 represents a partial structure represented by the following General Formula 2;

in General Formula 2, a is 1, Az, L, b and c each have the same meanings as in General Formula 1, and * represents a bonding position with an adjacent atom.

6 . The photochromic compound according to claim 5 ,
wherein either one of B and B′ represents a partial structure represented by General Formula 2.

7 . The photochromic compound according to claim 1 ,
wherein the photochromic compound represented by General Formula 1 is a photochromic compound represented by the following General Formula 7:

in General Formula 7, R 10 to R 19 , B and B′ each independently represent a hydrogen atom or a substituent, provided that any one of R 10 to R 19 , B and B′ represents a partial structure represented by the following General Formula 2:

in General Formula 2, a is 1, Az, L, b and c each have the same meanings as in General Formula 1, and * represents a bonding position with an adjacent atom.

8 . The photochromic compound according to claim 7 ,
wherein either one of B and B′ represents a partial structure represented by General Formula 2.

9 . The photochromic compound according to claim 7 ,
wherein, in General Formula 7, R 12 to R 15 all represent a hydrogen atom.

10 . A photochromic composition comprising the photochromic compound according to claim 1 .

11 . The photochromic composition according to claim 10 , further comprising a polymerizable compound.

12 . A photochromic article comprising a cured product obtained by curing the photochromic composition according to claim 11 .

13 . The photochromic article according to claim 12 , comprising a substrate and a photochromic layer which is the cured product.

14 . The photochromic article according to claim 12 , wherein the photochromic article is a spectacle lens.

15 . Spectacles comprising the spectacle lens according to claim 14 .

16 . The photochromic article according to claim 12 , wherein the photochromic article is a goggle lens, a visor part of a sun visor, or a shield member of a helmet.

Assignees

• Hoya Lens Thailand Ltd

Inventors

• Kawakami Hironori
• MATSUE Aoi
• Kobayashi Kei

Classifications

• G02B1/10

  Optical coatings produced by application to, or surface treatment of, optical elements (G02B1/08 takes precedence) · CPC title

• C09K2211/1018

  Heterocyclic compounds · CPC title

• G02F1/17

  based on variable-absorption elements not provided for in groups G02F1/015 - G02F1/169 · CPC title

• C07D405/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07D405/04

  directly linked by a ring-member-to-ring-member bond · CPC title