Photochromic curable composition

A curable composition, photochromic technology, applied in the direction of color-changing fluorescent materials, optics, optical components, etc., can solve the problems of large absorption of thick film, difficult application, no thickness of photochromic layer, etc., and achieve fast fading speed , The effect of high color concentration and excellent adhesion

Inactive Publication Date: 2016-02-03
TOKUYAMA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] However, in the photochromic laminates described in the above-mentioned Patent Documents 4 and 5, a thin film of a curable composition formed by spin coating or the like is photocured, so that the photochromic layer does not have a thickness of, for example, 100 μm or more. thickness of
The reason can be understood that spin coating is not suitable for forming a thick coating film, or in the polymerization curing by light irradiation, the light absorption of the thick film containing the photochromic compound is large, and the deep part of the film cannot be sufficiently cured. Therefore, its application is difficult
[0012] Furthermore, the present inventors have confirmed through experiments that even if a thermal polymerization initiator is compounded in these curable compositions, a casting mold for casting polymerization is produced using a lens substrate and a mold, and a film having a thickness of 100 μm or more is formed on the surface of the lens substrate. The coating film of the curable composition forms a photochromic layer by thermal polymerization, and the adhesion between the photochromic layer and the lens substrate is not sufficient, and peeling easily occurs
[0013] Furthermore, in the case of forming a relatively thick photochromic layer using a conventionally known photochromic composition, even temporarily high adhesion can be obtained. The discoloration properties were also not satisfactory, and as a result, a photochromic laminate having both adhesion and photochromic properties at the time of a thick film could not be obtained

Method used

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Examples

Experimental program
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Embodiment

[0439] Hereinafter, the present invention will be described in detail using examples and comparative examples, but the present invention is not limited to these examples. The abbreviations and names of the compounds used are shown below.

[0440] (A) polymerizable monomer component:

[0441] (X) (meth)acrylic polymerizable monomer

[0442] Multifunctional monomer (Xp)

[0443] (Xp-1)2 functional monomer

[0444] BPE100: 2,2-bis(4-methacryloyloxypolyethoxyphenyl)propane (the average repeating number of ethyleneoxy groups is 2.6, and the average molecular weight is 478)

[0445] BPE500: 2,2-bis(4-methacryloyloxypolyethoxyphenyl) 25 propane (the average repeating number of ethyleneoxy is 10, and the average molecular weight is 804)

[0446] 3G: Triethylene glycol dimethacrylate

[0447] 9G: Polyethylene glycol dimethacrylate (the average repeating number of ethyleneoxy groups is 9, and the average molecular weight is 536)

[0448] 14G: Polyethylene glycol dimethacrylate (th...

Embodiment 2~19

[0594] Using the polymerizable monomer component (A) described in Tables 1 and 2, and the compositions and plastic lens substrates shown in Tables 3 and 4, except that, the same procedure as in Example 1 was used to prepare photochromic curable Composition and make photochromic laminated body, carry out evaluation. The evaluation results are shown in Table 5.

[0595] [Table 1]

[0596]

[0597] [Table 2]

[0598]

[0599] [table 3]

[0600]

[0601] [Table 4]

[0602]

[0603] [table 5]

[0604]

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Abstract

This photochromic curable composition is characterized by including (A) a polymerizable monomer component including a (meth)acrylic polymerizable monomer (X), and (B) a photochromic compound, the (meth)acrylic polymerizable monomer (X) is configured from 80-97 parts by mass of a polyfunctional monomer (Xp) having two or more (meth)acrylic groups in each molecule thereof, and 3-20 parts by mass of a monofunctional monomer (Xm) having one (meth)acrylic group in each molecule thereof, the monofunctional polymerizable monomer (Xm) is configured from an epoxy-containing monomer (Xm1) and an isocyanate-containing monomer (Xm2), and the isocyanate-containing monomer (Xm2) and the epoxy-containing monomer (Xm1) are included in a mass ratio of Xm2 / Xm1 = 3 to 40.

Description

technical field [0001] The present invention relates to a photochromic curable composition and a photochromic laminate having a photochromic layer formed using the composition. Background technique [0002] The photochromic glasses function as sunglasses when the lenses are quickly colored outdoors where they are irradiated with light including ultraviolet light such as sunlight, and function as transparent ordinary glasses when the lenses are not irradiated with such light indoors. For photochromic glasses having such characteristics, demand thereof has increased in recent years. [0003] Regarding photochromic spectacle lenses, plastic lenses are particularly preferable from the viewpoint of lightness and safety, and it is known that compounds having photochromic properties are commonly used to impart photochromic properties to such plastic lenses. (Photochromic compound), the method called kneading method and coating method. [0004] The kneading method is a method of d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/44C08F220/36C09K9/02G02B5/23G02C7/10
CPCC09K9/02G02B5/23C08F20/32C08F2/44B29C45/0001B29K2033/08B29L2011/0016B32B27/308B32B2250/02B32B2307/402B32B2551/00C09K2211/1033C09K2211/1088G02B1/04G02B1/10G02C7/102G02C2202/16
Inventor 清水康智森力宏百田润二
Owner TOKUYAMA CORP
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