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Polymerizable compound, and liquid crystal composition and liquid crystal display element using same

A compound and general formula technology, applied in the field of polymeric compounds, can solve the problems of high cost and achieve excellent preservation effect

Active Publication Date: 2020-05-22
DIC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the film formation of the PI layer requires a lot of cost, so in recent years, a method for realizing the alignment of liquid crystal molecules while omitting the PI layer has been studied.

Method used

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  • Polymerizable compound, and liquid crystal composition and liquid crystal display element using same
  • Polymerizable compound, and liquid crystal composition and liquid crystal display element using same
  • Polymerizable compound, and liquid crystal composition and liquid crystal display element using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0469] Add 3-fluoro-4-(4-pentyl (cyclohexyl)) phenylboronic acid 42g, 4-bromo-2-hydroxypropyl phenol 30g, potassium carbonate 27g, 1.5 g of tetrakistriphenylphosphine palladium and 300 ml of ethanol were reacted at 70° C. for 5 hours. After the reaction, it was cooled, and 300 ml of ethyl acetate was added, the organic layer was washed with water and saturated brine, the solvent was distilled off, and recrystallized with toluene to obtain 48 g of the compound represented by (1-1).

[0470] [chem 135]

[0471]

[0472] Next, 30 g of compound (1-1), 5-(bromomethyl)-2,2-dimethyl-1,3-bis 18 g of alk-5-yl)methanol, 21 g of potassium carbonate, and 150 ml of N,N-dimethylformamide were reacted at 90° C. for 5 hours. After the reaction, it was cooled, and 200 ml of ethyl acetate was added, and the organic layer was washed with water and saturated brine, and the solvent was distilled off. Thereafter, dispersion washing with toluene and purification with an alumina column were pe...

Embodiment 2

[0485] Add (5-(bromomethyl)2-,2-dimethyl-1,3-bis 30 g of alk-5-yl)methanol, 24 g of benzyl bromide, 26 g of potassium carbonate, and 150 ml of N,N-dimethylformamide were reacted at 50° C. for 6 hours. After the reaction, it was cooled, and 300 ml of ethyl acetate was added, and the organic layer was washed with water and saturated brine, and the solvent was distilled off. Next, in a reaction vessel equipped with a stirring device and a thermometer, the extract and 300 ml of THF were added together, and 30 ml of 10% hydrochloric acid was slowly added dropwise. After the reaction was completed, it was cooled, and the target substance was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was distilled off. Thereafter, purification with a silica column was performed to obtain 32 g of a compound represented by compound (2-1).

[0486] [chem 139]

[0487]

[0488] Next, in a reaction vessel equipped with a stirring dev...

Embodiment 3

[0507] The target compound (3) was obtained according to the same synthesis method as in Example 2.

[0508] [chem 145]

[0509]

[0510] (physical value)

[0511] oily

[0512] 1 H-NMR (solvent: deuterated chloroform): δ: 0.89(t, 3H), 1.26-1.48(m, 10H), 1.75-1.95(m, 4H), 2.05(s, 6H), 2.65(t, 2H ), 3.50(s, 4H), 3.81(s, 2H), 4.05(s, 4H), 4.14-4.21(m, 4H), 5.58(t, 1H), 5.65(t, 1H), 6.13(m, 2H), 6.95(d, 1H), 7.01(t, 1H), 7.18-7.26(m, 2H), 7.31-7.42(m, 4H)

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PUM

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Abstract

The present invention pertains to a compound represented by general formula (i), wherein at least two secondary carbon atoms in an alkyl group (linear alkyl group, halogenated alkyl group or cyanatedalkyl group having 3-40 carbon atoms) of group K<i1> are substituted with -C(=X<i1>)- and / or -CH(CN)-(X<i1> is an oxygen atom, a sulfur atom, NH or NR<13>), and group A<i2>, A<i3> or K<i1> has, as a substituent, at least one P<i1>-Sp<i1>-group (P<i1> is a polymerizable group, and Sp<i1> is a spacer group or a single bond). The compound represented by general formula (i) is contained in a liquid crystal composition, whereby the liquid crystal composition is adsorbed on a substrate clamping a liquid crystal layer, and liquid crystal molecules can be held in a state of being aligned in the vertical direction without an alignment film.

Description

technical field [0001] The present invention relates to a polymerizable compound, a liquid crystal composition and a liquid crystal display device using the same. Background technique [0002] Conventionally, in VA-type liquid crystal displays, a polyimide alignment film (PI) layer is provided on the electrodes in order to induce vertical alignment of liquid crystal molecules when no voltage is applied and to realize horizontal alignment of liquid crystal molecules when voltage is applied. . However, the film formation of the PI layer requires a lot of cost, so in recent years, a method for realizing alignment of liquid crystal molecules while omitting the PI layer has been studied. [0003] For example, in Patent Document 1, a liquid crystal medium is disclosed, which is characterized in that, based on a mixture of polar compounds with negative dielectric anisotropy, at least one spontaneous alignment additive is contained; and the liquid crystal medium is described Highl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C255/19C08F20/20C08F20/22C08F20/30C09K19/38C09K19/56G02F1/13
CPCC07C69/54C07C255/19C08F20/20C08F20/22C08F20/30C09K19/38C09K19/56C07D319/06C09K19/46C09K2019/0448C09K2019/3025C09K2019/3016C09K2019/304C09K2019/3019G02F1/13C07C69/604
Inventor 清水健太林正直门本丰楠本哲生细野礼贵山本辰弥宫本正纪甲斐英知
Owner DIC CORP