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Liquid crystal compound and liquid crystal mixture containing the compound

A liquid crystal compound and compound technology, applied in the fields of liquid crystal materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of reducing the clearing point of liquid crystal and restricting the space for improving the response speed of liquid crystal mixtures.

Active Publication Date: 2017-02-01
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But-CF 2 The introduction of O-group will greatly reduce the clearing point of liquid crystal
When formulating the liquid crystal mixture, it is necessary to add a high-definition bright spot compound with a higher viscosity to balance the -CF 2 The decrease of the clearing point caused by the O-group restricts the space for improving the response speed of the liquid crystal mixture

Method used

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  • Liquid crystal compound and liquid crystal mixture containing the compound
  • Liquid crystal compound and liquid crystal mixture containing the compound
  • Liquid crystal compound and liquid crystal mixture containing the compound

Examples

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Comparison scheme
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preparation example Construction

[0027] The preparation method of the compound represented by the above-mentioned formula I is as follows: Synthetic Schemes 1, 2, and 3. Wherein, synthetic route 2 has provided the synthetic method of some intermediates that cannot be obtained in the market, such method principle, operation process, conventional post-treatment, silica gel column, recrystallization purification and other means are well known to those skilled in the art. According to the following introduction, the synthesis process can be completely realized and the target product can be obtained.

[0028] The reaction process generally monitors the progress of the reaction by TLC. The post-treatment after the reaction is generally washed with water, extracted, combined with organic phases, dried, evaporated under reduced pressure to remove solvent, and recrystallization, column chromatography. Those skilled in the art can follow The following description implements the present invention.

[0029] Route 1: i...

Embodiment 1

[0065] Embodiment 1, compound shown in preparation formula I2 and formula I6

[0066]

[0067] step 1

[0068]

[0069] 47.2g (0.2mol) of p-dibromobenzene was dissolved in 280ml of tetrahydrofuran, and the temperature was lowered to -70°C under the protection of nitrogen. The reaction solution became more viscous, and 84ml (0.21mol, 2.5M) of n-butyllithium was added dropwise to exchange lithium and bromine. After the addition, stir for another 15 minutes, then add 14 g (0.2 mol) of norcamphor dropwise while maintaining the temperature, gradually become thinner, transparent when the addition is completed, heat up to 0 ° C, pour into 300 ml of water, separate the organic layer, extract, Wash with water and evaporate the solvent. Add 200ml of toluene and 1.8g of p-toluenesulfonic acid, heat up to 110°C and reflux to separate water. Pour it into 200ml of water, separate the organic layer, extract, wash the obtained product with water, evaporate the solvent, and recrystalli...

Embodiment 2

[0093] Embodiment 2, compound shown in preparation formula I1

[0094]

[0095] step 1

[0096]

[0097] Dissolve 67.2g (0.35mol) of 3,5-difluorobromobenzene in 100ml of tetrahydrofuran for use, add 8.4g (0.35mol) of magnesium chips and 100ml of tetrahydrofuran into a 500ml three-necked flask and heat to reflux, then add a small amount of the above solution dropwise to prepare Grignard Reagent, after the reaction is initiated, keep reflux and add dropwise (if it is difficult to initiate the reaction, you can add iodine particles or ethyl bromide to initiate), reflux for one hour after the addition, and after the 3,5-difluorobromophenyl Grignard reagent is obtained, cool down in a water bath Add 53.2g (0.35mol) of 4-bromobicyclo[2.2.1]heptylcyclohexanone dropwise, and reflux for one hour after the addition. The viscous reaction solution was obtained, then poured into 300ml of ice water and 30ml of hydrochloric acid, hydrolyzed under stirring, separated, extracted, washed...

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Abstract

The invention discloses a liquid crystal compound containing bicyclo-[2.2.1] heptyl and difluoro methylenedioxy linking groups, and a preparation method and application of the liquid crystal compound. The compound is shown as a formula I. In the molecular structure of the compound in the formula I provided by the invention, the liquid crystal compound containing bromo-bicyclo-[2.2.1] heptane end group and difluoro methylenedioxy linking groups (-CF2O-) not only has greater dielectric anisotropy, but also has an extremely high response speed at the same time, and for the preparation of the liquid crystal compound, the performance has a significant meaning.

Description

technical field [0001] The invention belongs to the field of liquid crystal compounds and applications, and in particular relates to a liquid crystal compound containing a bicyclo[2.2.1]heptyl and a difluoromethyleneoxy linking group, a liquid crystal mixture containing the compound and an application thereof. Background technique [0002] At present, the application range of liquid crystal compounds is expanding more and more widely, and it can be applied to various types of displays, electro-optic devices, sensors, and the like. There are various types of liquid crystal compounds used in the above-mentioned display fields, among which nematic liquid crystals are most widely used. Nematic liquid crystals have been used in passive TN, STN matrix displays and systems with TFT active matrix. [0003] For the application field of thin film transistor technology (TFT-LCD), although the market has been huge in recent years and the technology has gradually matured, people's requi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/225C07C41/16C07D309/06C09K19/32C09K19/34G02F1/1333
CPCC07C43/225C07D309/06C09K19/32C09K19/3402C09K2019/3422
Inventor 邓佳员国良李明赵磊王瑾孟欢
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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