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Novel thermal radical generator, method for producing same, liquid crystal sealing agent, and liquid crystal display unit

一种液晶密封剂、热固化剂的技术,应用在化学仪器和方法、其他化学过程、周期表第4/14族元素的化合物等方向,能够解决液晶污染、爆裂、液晶密封劣化等问题

Active Publication Date: 2015-10-07
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is a problem that the uncured part is infiltrated by liquid crystal in the heat curing step, or liquid crystal contamination occurs
However, in the liquid crystal dropping method using this heat-curable liquid crystal sealing agent, it is difficult to sufficiently solve the problem that the liquid crystal leaks due to the bank rupture of the liquid crystal sealing agent during the curing process of lowering the viscosity by heating (the problem of seal bursting). ); and it is difficult to fully solve the following major problem: the composition of the liquid crystal sealing agent whose viscosity is reduced due to heating will also be higher than usual due to heating above the NI point (the temperature at which the isotropic phase changes to the liquid crystal phase) Dissolution in liquid crystals that are easy to flow, contaminating liquid crystals
[0020] In addition, the degradation of the liquid crystal seal under high-humidity conditions has become a problem in response to the demand for a longer life of the liquid crystal cell.

Method used

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  • Novel thermal radical generator, method for producing same, liquid crystal sealing agent, and liquid crystal display unit
  • Novel thermal radical generator, method for producing same, liquid crystal sealing agent, and liquid crystal display unit
  • Novel thermal radical generator, method for producing same, liquid crystal sealing agent, and liquid crystal display unit

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0171] The present invention will be described in more detail through examples below.

[0172] In addition, this invention is not limited to a following example.

[0173] In addition, unless it is clearly stated in an Example, a part means a mass part, and % means a mass %.

Embodiment A

[0175] Synthesis of 1-Hydroxy-2-trimethylsilyloxy-1,1,2,2-tetraphenylethane (Silylated Benzopinacol)

[0176]100 parts (0.28 mol) of commercially available benzopinacol (manufactured by Tokyo Chemical Industry Co., Ltd.) were dissolved in 350 parts of dimethylformaldehyde. 32 parts (0.4 mol) of pyridine as a basic catalyst and 150 parts (0.58 mol) of BSTFA (manufactured by Shin-Etsu Chemical Co., Ltd.) as a silylation agent were added thereto, and the temperature was raised to 70° C., followed by stirring for 2 hours. The obtained reaction liquid was cooled, and 200 parts of water were added, stirring, and the product was precipitated and the unreacted silylating agent was deactivated. The precipitated product was separated by filtration and washed with water sufficiently. Then, the obtained product was dissolved in acetone, and water was added to recrystallize and purify. 105.6 parts of target 1-hydroxy-2-trimethylsilyloxy-1,1,2,2-tetraphenylethane were obtained (yield 88.3...

experiment example 1

[0181] In order to see the effect of the thermal radical generating agent of the present invention, gelation time (time for curing on a hot plate at 120° C.) and foaming test of the sample at 120° C. were implemented.

[0182] (experiment method)

[0183] With respect to 10 parts of acrylic acid adducts of bisphenol A type epoxy resin (manufactured by Nippon Kayaku Co., Ltd.: R93100), in Test Example 1 (this invention), 0.1 part of 1 of the present invention was mixed as a thermal radical generating agent. -Hydroxy-2-trimethylsilyloxy-1,1,2,2-tetraphenylethane; 0.1 part of benzopinacol as a thermal radical generator was mixed in Test Example 2 (comparative use) ; Mix 0.1 part of (2-ethylhexanoic acid) tert-butyl peroxide (manufactured by Kayaku Akuzo Co., Ltd.: カヤエステル O) as a thermal free radical generating agent in Test Example 3 (comparative use), and use a three-roll mill Machine kneading to prepare respective samples.

[0184] The time until the obtained sample was place...

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Abstract

Provided are a tetraphenylethane derivative represented by general formula (1), a method for producing the same, the use of the tetraphenylethane derivative as a radical generator, a liquid crystal sealing agent containing the tetraphenylethane derivative, and a thermosetting liquid crystal sealing agent for the one-drop fill process in particular. The radical generator does not foam and has excellent thermal radical generating performance, and, when used with a liquid crystal sealing agent, the resulting liquid crystal sealing agent does not contaminate liquid crystals, has a long pot life, and performs well in terms of forming a seal and forming a cell gap. (1) Y1 and Y2 in general formula (1) are each independently a hydrogen atom, phenyl, or silicon atom, R1 through R6 are each independently a hydrogen atom or C1-4 linear or branched alkyl group, and X1 through X4 are each independently a hydrogen atom, methyl group, ethyl group, methoxy group, ethoxy group, phenoxy group, or halogen group. R1 through R3 or R4 through R6 that bond with Y1 or Y2, respectively, are not present when Y1 or Y2 is a hydrogen atom, and Y1 and Y2 are not both hydrogen atoms.

Description

technical field [0001] The present invention relates to novel silyl benzopinacol, its use as a thermal radical generating agent, a liquid crystal sealing compound containing the novel silyl benzo pinacol, and a liquid crystal display unit using the liquid crystal sealing compound. Background technique [0002] Conventionally, azo compounds, organic peroxides, benzoins, and benzoin ethers are known and widely used as radical generators that cure by radically polymerizing radically polymerizable compounds by heating. , acetophenones, benzopinacols, etc. [0003] Azo compounds or organic peroxides that are most likely to generate free radicals through thermal cracking are used as free radical generators in products such as adhesives, sealants, gap forming agents, and molding materials. However, the above-mentioned radical generators are accompanied by the generation of gases such as nitrogen and carbon dioxide when generating radicals, so there is a possibility that these gase...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C08G59/46C09K3/10G02F1/1339
CPCC07F7/1844C08G59/1466C08G59/4014C08L63/00C07F7/1804
Inventor 桥本昌典坂野常俊荷见直美曾根真规惠
Owner NIPPON KAYAKU CO LTD
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