Photochromic compound and curable composition containing said photochromic compound

A photochromic and compound technology, applied in the direction of color-changing fluorescent materials, chemical instruments and methods, optics, etc., can solve the problems of dependence and difficulty in balancing, and achieve excellent color concentration and fading speed, and excellent photochromic properties Effect

Active Publication Date: 2021-02-26
TOKUYAMA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Basically, there is a trade-off relationship between color density and fading speed, so it is not easy to balance the two
That is, many depend on the combination of polymerizable compounds constituting the matrix, and the prior art has limitations anyway.

Method used

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  • Photochromic compound and curable composition containing said photochromic compound
  • Photochromic compound and curable composition containing said photochromic compound
  • Photochromic compound and curable composition containing said photochromic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0469] Synthesis of Cyclodextrin Conjugated Photochromic Compound (CyD1)

[0470] This CyD1 is a compound in which cyclodextrin is used as a compound forming a polyvalent residue.

[0471] first process

[0472] By the following formula (11)

[0473] [chemical 14]

[0474]

[0475] 4.7 g (10 mmol) of the compound represented, synthesized according to the method described in the International Publication No. 2006 / 022825 pamphlet, is obtained by the following formula (12)

[0476] [chemical 15]

[0477]

[0478] 100 mL of toluene was added to 5.3 g (15 mmol) of the indicated compound and 0.25 (1 mmol) of pyridinium p-toluenesulfonate, and heated and stirred at 75° C. for 1 hour. After cooling to room temperature, it was washed with 100 mL of water three times, and the organic layer was distilled off under reduced pressure. The residue obtained is purified by silica gel column chromatography, and obtained by the following formula (13):

[0479] [chemical 16]

[0480]...

Embodiment 2

[0515] Preparation of curable composition (Y1 (hereinafter sometimes abbreviated as (Y1))) and production and evaluation of photochromic cured product

[0516] (Preparation of curable composition)

[0517] According to the following formulation, each component was fully mixed, and the photochromic curable composition (Y1) was prepared.

[0518] formula;

[0519] (A) Photochromic compound

[0520] CyD1 (manufactured in Example 1): 69.3 mg (photochromic pigment: 9.6 μmol).

[0521] (B) Polymeric compound

[0522] (B1-1-1-4) norbornene methane diisocyanate: 4.58 g.

[0523] (B3-2) Pentaerythritol tetrakis(3-mercaptopropionate): 5.42 g.

[0524] (C) Polymerization curing accelerator

[0525] (C3-1) Dimethyl tin dichloride: 10 mg.

[0526] (Production and evaluation of photochromic cured product)

[0527] Using the above curable composition (Y1), a photochromic cured body was obtained by a kneading method.

[0528] Furthermore, the polymerizable compound (B) used in the ab...

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PUM

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Abstract

The present invention provides: a photochromic compound which is obtained by substituting a polyvalent residue with at least one group having a photochromic moiety and at least one long chain group that has a molecular weight of 300 or more, while having no photochromic moiety; and a curable composition which contains this photochromic compound. Consequently, the present invention is able to provide: a photochromic compound which exhibits high solubility in a polymerizable compound that serves as a matrix, and which is not likely to be affected by the matrix, while maintaining high photochromic characteristics; and a curable composition which contains this photochromic compound.

Description

technical field [0001] The present invention relates to novel photochromic compounds and curable compositions comprising the photochromic compounds. Background technique [0002] Photochromic compounds represented by naphthopyran compounds, fulgid anhydride compounds, spirooxazine compounds, etc. have the following characteristics (photochromic properties): , the color changes rapidly, and when the irradiation of light is stopped and placed in a dark place, the original color returns to the original color, and this characteristic is effectively utilized, and it has been used in various applications, especially in the application of optical materials. [0003] For example, a photochromic spectacle lens provided with photochromic properties through the use of a photochromic compound is rapidly colored and functions as sunglasses outdoors exposed to light such as sunlight that includes ultraviolet light. It fades indoors when irradiated, and functions as transparent normal gla...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/48C08F290/00C09K9/02G02B1/04G02B5/23G02C7/10
CPCC09K9/02G02B5/23C08G65/33396G02B1/041G02C7/102C08L71/02C08G65/3311C08G65/3314C08K5/0041C08L5/16C08F290/00C08G65/48G02B1/04G02C7/10C09K2211/1475
Inventor 野口誉夫竹中润治百田润二川崎刚美清水康智宫崎真行
Owner TOKUYAMA CORP
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