CN-122003627-A - Curable composition, cured product, laminate, optical article, lens, glasses, and photochromic optical article

Abstract

Provided are a curable composition, a cured product, a laminate, a lens, glasses, and a photochromic optical article, which can realize a cured product having excellent performance of a functional dye. According to an embodiment, a curable composition is provided. The curable composition contains a functional dye, a1 st (meth) acrylate, and a2 nd (meth) acrylate. The 1 st (meth) acrylate has a number average molecular weight of 850 to 3000 inclusive and three or more (meth) acryloyl groups. The 2 nd (meth) acrylate has a number average molecular weight of 850 or more and two (meth) acryloyl groups.

Inventors

• Ping Lianliguang
• Harasaki Masayuki

Assignees

• 株式会社德山

Dates

Publication Date

20260508

Application Date

20241009

Priority Date

20231011

Claims (20)

1. 1. A curable composition comprising: a functional pigment; a1 st (meth) acrylate having a number average molecular weight of 850 to 3000 inclusive and three or more (meth) acryloyl groups, The 2 nd (meth) acrylate has a number average molecular weight of 850 or more and two (meth) acryloyl groups.
2. 2. The curable composition according to claim 1, wherein the 1 st (meth) acrylate is present in the curable composition in an amount of 20 mass% or more and 60 mass% or less.
3. 3. The curable composition according to claim 1, wherein the 2 nd (meth) acrylate is present in the curable composition in a proportion of 15 mass% or more and 75 mass% or less.
4. 4. The curable composition according to claim 1, wherein a ratio M1/M2 of a mass M1 of the 1 st (meth) acrylate to a mass M2 of the 2 nd (meth) acrylate is 0.1 or more and 2.0 or less.
5. 5. The curable composition according to claim 1, wherein the functional pigment comprises a photochromic compound.
6. 6. The curable composition according to claim 1, wherein the 1 st (meth) acrylate does not contain a cyclic structure.
7. 7. The curable composition according to claim 1, wherein the 1 st (meth) acrylate comprises a (meth) acrylate represented by the following formula (I), In the above-mentioned formula (I), Q 10 is a linear or branched alkylene group having 1 to 3 carbon atoms, Q 11 is a linear or branched alkylene group having 1 to 10 carbon atoms, Q 12 is a hydrogen atom or a methyl group, Q 13 is a 3-to 6-valent organic group having 1 to 10 carbon atoms, A1 is 0 or 1 and the number of the cells is, A2 is 3 to 15, A3 is 3, 4, 5 or 6.
8. 8. The curable composition according to claim 1, wherein the 2 nd (meth) acrylate does not contain a cyclic structure.
9. 9. The curable composition according to claim 1, wherein the 2 nd (meth) acrylate comprises a (meth) acrylate represented by the following formula (1), In the above-mentioned formula (1), R 1 and R 7 are each independently a hydrogen atom or a methyl group, R 2 and R 6 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R 3 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R 4 is a linear or branched alkylene group having 3 to 10 carbon atoms which may be substituted, A and e are each independently 0 to 10, B and d are each independently 0 to 20, C is 2 to 100 and is a number greater than each of a, b, d and e.
10. 10. The curable composition according to claim 1, further comprising a 3 rd (meth) acrylate having a number average molecular weight of less than 850 and three or more (meth) acryloyl groups.
11. 11. The curable composition according to claim 10, wherein the 3 rd (meth) acrylate is present in the curable composition in an amount of 5 mass% or more and 50 mass% or less.
12. 12. The curable composition according to claim 1, further comprising a4 th (meth) acrylate having a number average molecular weight of less than 850 and having two (meth) acryloyl groups.
13. 13. The curable composition according to claim 12, wherein the 4 th (meth) acrylate is present in the curable composition in an amount of 1% by mass or more and 30% by mass or less.
14. 14. A cured product obtained by curing the curable composition according to claim 1.
15. 15. A laminate is provided with: And, an optical substrate, and, A resin layer comprising the cured product according to claim 14.
16. 16. A laminate is provided with: An optical substrate; A primer layer comprising a polyurethane resin, and, A resin layer laminated on the primer layer and comprising the cured product of claim 14.
17. 17. An optical article comprising the cured product of claim 14.
18. 18. A lens comprising the cured product of claim 14.
19. 19. An eyeglass comprising the lens of claim 18.
20. 20. The cured product according to claim 14, which has a biomass plastics content of 25 mass% or more obtained by a method according to ISO standard 16620-3.

Description

Curable composition, cured product, laminate, optical article, lens, glasses, and photochromic optical article Technical Field The present invention relates to a curable composition, a cured product, a laminate, an optical article, a lens, glasses, and a photochromic optical article. Background Photochromic compounds represented by naphthopyran compounds, fulgide compounds, spirooxazine compounds, and the like are compounds capable of reversibly obtaining two isomers having different absorption spectra by irradiation with ultraviolet light such as sunlight or mercury lamp light. The photochromic compound has a property of being isomerized to a colored state by irradiation of ultraviolet rays to a colorless, decolored compound, and being restored to the original color when the compound is placed in a dark place by stopping the irradiation of light, and can be used for various applications, particularly for optical materials. For example, a photochromic spectacle lens to which photochromic properties are imparted by using a photochromic compound is rapidly colored outdoors by light including ultraviolet rays such as sunlight to function as sunglasses, and is discolored indoors without such light irradiation to function as transparent normal spectacles, and in recent years, there has been an increasing demand for such a photochromic spectacle lens. The photochromic spectacle lens is obtained by, for example, coating a photochromic curable composition on a plastic lens by spin coating or the like, and photocuring the composition to form a photochromic coating layer. Prior art literature Patent literature Patent document 1 Japanese patent laid-open No. 10-338869 Patent document 2 Japanese patent application laid-open No. 2015-025063 Patent document 3 Japanese patent application laid-open No. 2017-052869 Patent document 4 International publication No. 2009/075388 Patent document 5 International publication No. 2021/241596 Disclosure of Invention Problems to be solved by the invention The purpose of the present invention is to provide a curable composition, a cured product, a laminate, an optical article, a lens, glasses, and a photochromic optical article, which can realize a cured product that has excellent performance and appearance of a functional dye. Solution for solving the problem According to the present disclosure, a curable composition is provided. The curable composition contains a functional dye, a1 st (meth) acrylate, and a2 nd (meth) acrylate. The 1 st (meth) acrylate has a number average molecular weight of 850 to 3000 inclusive and three or more (meth) acryloyl groups. The 2 nd (meth) acrylate has a number average molecular weight of 850 or more and two (meth) acryloyl groups. According to the present disclosure, a cured product is provided. The cured product is obtained by curing the curable composition of the embodiment. According to the present disclosure, a laminate is provided. The laminate comprises an optical base material and a resin layer containing the cured product of the embodiment. According to the present disclosure, a laminate is provided. The laminate comprises an optical substrate, a primer layer comprising a polyurethane resin, and a resin layer comprising the cured product of the embodiment laminated on the primer layer. According to the present disclosure, an optical article is provided. The optical article includes the cured product of the embodiment. According to the present invention, a lens is provided. The lens includes a lens substrate and an embodiment of a cured product on a surface of the optical substrate. According to the present disclosure, an eyeglass is provided. The glasses include lenses of embodiments. According to the present disclosure, a photochromic optical article is provided. The photochromic optical article has a visual transmittance of 12% or less at the time of development in an atmosphere of 23 ℃ and a visual transmittance difference of 12% or less at the time of development in an atmosphere of 23 ℃ and 35 ℃ when measured by a method according to japanese industrial standard T7333, and a time for reaching 70% or less at the time of fading. ADVANTAGEOUS EFFECTS OF INVENTION The present invention provides a curable composition, a cured product, a laminate, an optical article, a lens, glasses, and a photochromic optical article, which can realize a cured product excellent in performance and appearance of a functional dye. Drawings Fig. 1 is a cross-sectional view schematically showing an example of a laminate according to an embodiment. Detailed Description The curable composition of the embodiment contains a functional dye, a 1 st (meth) acrylate, and a 2 nd (meth) acrylate. The 1 st (meth) acrylate has a number average molecular weight of 850 to 3000 inclusive and three or more (meth) acryloyl groups. The 2 nd (meth) acrylate has a number average molecular weight of 850 or more and two (meth) acryloyl groups. Here, (meth) acryl means at least one of ac