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(meth)acrylate compound, resin composition containing the same, cured product of the resin composition, and energy ray-curable resin composition for optical lens sheet and cured product thereof

A technology of resin composition and acrylate, which is applied in optics, optical components, instruments, etc., can solve the problems of high Tg point, poor substrate adhesion and mold release, and limited substrate types, etc., and achieve excellent mold release, good Effects of light resistance and excellent transparency

Inactive Publication Date: 2010-03-17
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The former molding method produces lenses by heating, pressurizing, and cooling cycles, so productivity is poor
In addition, the latter casting method has problems in that it takes a long production time since the monomer is polymerized after it flows into the mold, and that the manufacturing cost is high due to the need for multiple molds
However, cured products of these conventional resin compositions have problems such as poor adhesion to substrates and poor release properties from molds.
If the adhesion is poor, the types of substrates that can be used are limited, and it is difficult to obtain desired optical properties
If the mold release property is poor, the resin will remain in the mold during demolding, and the mold cannot be reused
In addition, there is also a problem that the resin composition that can obtain a cured product with good adhesion to the substrate also has good adhesion to the mold, so the releasability tends to deteriorate. On the other hand, resins with good releasability Adhesiveness of the composition tends to deteriorate
However, it is difficult to achieve high refractive index, high Tg point, mold release, adhesiveness, low viscosity, and light resistance, and a resin composition that can satisfy all properties has not yet been obtained.

Method used

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  • (meth)acrylate compound, resin composition containing the same, cured product of the resin composition, and energy ray-curable resin composition for optical lens sheet and cured product thereof
  • (meth)acrylate compound, resin composition containing the same, cured product of the resin composition, and energy ray-curable resin composition for optical lens sheet and cured product thereof
  • (meth)acrylate compound, resin composition containing the same, cured product of the resin composition, and energy ray-curable resin composition for optical lens sheet and cured product thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0135] Hereinafter, the present invention will be described in more detail through examples. It should be noted that the present invention is not limited by the following examples.

Synthetic example 1

[0136] The synthesis of synthetic example 1 epoxy resin (a-1)

[0137] The flask equipped with a thermometer, a cooling tube, and a stirrer was purged with nitrogen, and 170 g of a compound of the following formula (2) (manufactured by O-PP Sanko Co., Ltd.), 370 g of epichlorohydrin, and 74 g of methanol were charged and dissolved. Furthermore, it heated to 70 degreeC, added 41 g of flaky sodium hydroxide in batches over 90 minutes, and reacted at 70 degreeC for 60 minutes after that. After the reaction is finished, wash twice with 200g of water to remove the generated salts, etc., and heat and reduce pressure (~70°C, -0.08MPa~-0.09MPa) and stir for 3 hours to remove the excess epichlorohydrin. And so on to remove by distillation. 450 g of methyl isobutyl ketone was added and dissolved in the residue, and the temperature was raised to 70°C. Add 10 g of a 10% by weight aqueous sodium hydroxide solution with stirring, react for 1 hour, wash with water until the washing water b...

Synthetic example 2

[0139] Synthesis of Synthesis Example 2 Epoxy Resin (a-2)

[0140] The flask equipped with a thermometer, a cooling tube, and a stirrer was purged with nitrogen, and 181 g of a compound of the following formula (3) (manufactured by P-PP Sanko Co., Ltd.), 394 g of epichlorohydrin, and 80 g of methanol were added and dissolved. Furthermore, it heated to 70 degreeC, added 44 g of flaky sodium hydroxide in batches over 90 minutes, and reacted at 70 degreeC for 60 minutes after that. After the reaction is finished, wash twice with 200g of water to remove the generated salts, etc., and heat and reduce pressure (~70°C, -0.08MPa~-0.09MPa) and stir for 3 hours to remove the excess epichlorohydrin. And so on to remove by distillation. 480 g of methyl isobutyl ketone was added and dissolved in the residue, and the temperature was raised to 70°C. 12 g of a 10% by weight aqueous sodium hydroxide solution was added with stirring, and after reacting for 1 hour, water was washed until the w...

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Abstract

Disclosed is a photosensitive resin which is excellent in transparency, while having high refractive index and high adhesion by the resin itself. This photosensitive resin provides a cured product having a sufficient hardness. Also disclosed is a resin composition for optical lens sheet, which is excellent in mold releasability, mold reproducibility, adhesion to a base, while having high refractive index, high glass transition temperature and good light resistance. Specifically disclosed is a urethane compound (A) characterized by being obtained by reacting an epoxy resin (a), which is obtained by reacting a compound represented by the general formula (1) below with epihalohydrin, a monocarboxylic acid compound (b) having an ethylenically unsaturated group in a molecule, and an aromatic polyisocyanate compound (c). Also specifically disclosed is an energy ray-curable resin composition for optical lens sheet, which is characterized by containing the urethane compound (A) and a photopolymerization initiator (B).

Description

technical field [0001] The present invention relates to an unsaturated group-containing compound having a specific structure whose resin itself has a high refractive index and is excellent in transparency, a resin composition containing the compound, and a cured product thereof. Examples of its uses include materials for film formation, solder masks in the manufacture of printed (wiring circuit) boards, plating resists, bonding agents, lenses, displays, optical fibers, optical waveguides, holograms, coating agents, etc. . [0002] Furthermore, this invention relates to the energy-beam curable resin composition for optical lens sheets, and its hardened|cured material. More specifically, the present invention relates to a resin composition and a cured product particularly suitable for lenses such as Fresnel lenses, lenticular lenses, prism lenses, and microlenses. Background technique [0003] In recent years, the development of transparent photosensitive materials with high...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/67C08F290/06C08F299/06G02B1/04
CPCC08G18/683
Inventor 龟谷英照小木聪今澄贵公男清柳典子市川淳子水口贵文设乐律子
Owner NIPPON KAYAKU CO LTD
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