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Polymerizable compounds and optically anisotropic substances

A compound and polymerizable group technology, applied in the field of optical anisotropy, can solve the problems of high surface hardness, small haze value, high adhesion, etc.

Active Publication Date: 2021-07-30
DIC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The problem to be solved by the present invention is to provide a polymerizable compound that does not cause crystal precipitation etc. when added to a polymerizable composition and has high storage stability, and also provides a polymerizable composition that when produced The film-like polymer obtained by polymerizing the polymerizable composition containing the polymerizable compound has a small haze value, high uniformity of film thickness, less occurrence of uneven orientation, high surface hardness, high adhesion, and is resistant to ultraviolet radiation. Good rear appearance and less occurrence of orientation defects

Method used

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  • Polymerizable compounds and optically anisotropic substances
  • Polymerizable compounds and optically anisotropic substances
  • Polymerizable compounds and optically anisotropic substances

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0811] (Example 1) Production of a compound represented by formula (A11-1)

[0812] [chem 212]

[0813]

[0814] The compound represented by the formula (A11-1-1), water and hydrochloric acid were charged into a reaction vessel. While ice-cooling, an aqueous sodium nitrite solution was added and stirred. Sodium azide was gradually added in small amounts and stirred at room temperature. The usual post-treatment is carried out to obtain the compound represented by the formula (A11-1-2).

[0815] The compound represented by the formula (A11-1-2), the compound represented by the formula (A11-1-3), water, and tert-butanol were charged into a reaction vessel. Add sodium ascorbate (Na ascorbate) aqueous solution, copper (II) sulfate pentahydrate, and heat and stir. After performing usual post-treatment, it is purified by column chromatography to obtain a compound represented by the formula (A11-1-4).

[0816] The compound represented by the formula (A11-1-4) and dichlorometha...

Embodiment 2

[0819] (Example 2) Production of a compound represented by formula (A11-2)

[0820] [CH213]

[0821]

[0822] Add the compound represented by formula (A11-2-1), the compound represented by formula (A11-2-2), calcium carbonate, tetrakis (triphenylphosphine) palladium (0), Tetrahydrofuran, water, heating and stirring. After performing usual post-treatment, it is purified by column chromatography to obtain a compound represented by the formula (A11-2-3).

[0823] Add the compound represented by formula (A11-2-3) in the reaction vessel of inactive atmosphere, add the compound represented by formula (A11-2-4), palladium acetate (II), (1,1 '-biphenyl-2-yl) dicyclohexylphosphine, sodium carbonate, N,N-dimethylacetamide, heating and stirring. After performing usual post-treatment, it is purified by column chromatography to obtain a compound represented by the formula (A11-2-5).

[0824] The compound represented by the formula (A11-2-5) and dichloromethane were charged into a reac...

Embodiment 3

[0827] (Example 3) Manufacture of the compound represented by formula (A12-1)

[0828] [chem 214]

[0829]

[0830] The compound represented by the formula (A12-1-1), the compound represented by the formula (A12-1-2), and water were charged into a reaction container. After heating and stirring, it was quenched with sodium bicarbonate water. After performing usual post-treatment, it is purified by column chromatography to obtain a compound represented by the formula (A12-1-3).

[0831] The compound represented by the formula (A12-1-3) and the compound represented by the formula (A12-1-4) were charged in a reaction vessel, and heated while irradiating with microwaves. After performing usual post-treatment, it is purified by column chromatography to obtain a compound represented by the formula (A12-1-5).

[0832] The compound represented by the formula (A12-1-5) and dichloromethane were charged into a reaction vessel. After adding boron tribromide and stirring, the compoun...

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Abstract

The subject of the present invention is to provide a polymerizable compound that does not cause crystal precipitation when added to a polymerizable composition and has high storage stability, and also provides a polymerizable composition that will contain The film-like polymer obtained by polymerizing the polymerizable composition of the polymerizable compound has a small haze value, high uniformity in film thickness, less occurrence of uneven orientation, high surface hardness, high adhesion, and excellent appearance after ultraviolet irradiation. It was also good, and the occurrence of orientation defects was small. Further, another object is to provide a polymer obtained by polymerizing the polymerizable composition, an optically anisotropic body using the polymer, and the like.

Description

technical field [0001] The present invention relates to a compound having a polymerizable group, a polymerizable composition containing the compound, a polymerizable liquid crystal composition, and an optically anisotropic body using the polymerizable liquid crystal composition. Background technique [0002] Compounds having polymerizable groups (polymerizable compounds) are used in various optical materials. For example, a polymer having a uniform orientation can be produced by aligning a polymerizable composition containing a polymerizable compound in a liquid crystal state and then polymerizing it. Such polymers can be used in polarizing plates, retardation plates, and the like required for displays. In most cases, in order to meet the required optical characteristics, polymerization speed, solubility, melting point, glass transition temperature, transparency of the polymer, mechanical strength, surface hardness, heat resistance and light resistance, two or more kinds of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/753C07C69/76C07C69/767C07C69/773C07C251/24C07C251/86C07C251/88C07C323/21C07C327/48C07D207/452C07D209/12C07D209/88C07D249/06C07D277/64C07D277/82C07D333/22C07D339/06C07D339/08C07D407/12C07D409/12C07D413/12C07D417/04C07D417/06C07D513/04C08F20/10C09K19/38C09K19/54G02B5/30G02F1/13363
CPCC07C69/753C07C69/76C07D333/22C07D339/06C07D339/08C07D407/12C07D409/12C07C323/21C07D413/12C07D417/04C07D417/06C07D249/06C07C327/48C07C251/24C07D207/452C07C251/86C07C251/88C07D209/12C07D277/82C07D513/04C08F20/10C09K19/3494C07D403/12C07D213/74C07C69/75C07C69/757C07C69/94C07D333/36C07D333/76C07D403/04C07D409/06C07D409/14C07D417/12C07D249/04C07D265/16C07C245/08C07D495/04C07C251/18C07C251/78C07D209/40C07D303/48C07D305/06C07D307/66C09K19/32C09K19/322C09K19/3405C09K19/3477C09K19/348C09K19/3491C09K19/3497C09K2019/0448C07C2601/14C07C2603/18G02B5/3083C08F220/303C09K19/38C09K19/54C07D209/88G02B5/30G02F1/13363C07D277/64
Inventor 堀口雅弘野濑清香小矶彰宏
Owner DIC CORP