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Chiral compound, liquid crystal composition containing the chiral compound, optically anisotropic body, and liquid crystal display device

A technology of optical anisotropy and chiral compounds, applied in nonlinear optics, chemical instruments and methods, optics, etc., can solve the problems of low HTP value of chiral additives, achieve good solubility, reduce synthesis costs, and reduce negative effect of influence

Inactive Publication Date: 2019-11-22
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If the HTP value of the chiral additive is low, it needs to be added in a high amount to adjust to the required smaller pitch p, and the addition of a high amount will make the dielectric anisotropy (△ε) and optical anisotropy of the nematic liquid crystal composition (△n), clearing point (Cp), viscosity (γ1), driving voltage, response time and other electro-optical properties have more negative effects

Method used

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  • Chiral compound, liquid crystal composition containing the chiral compound, optically anisotropic body, and liquid crystal display device
  • Chiral compound, liquid crystal composition containing the chiral compound, optically anisotropic body, and liquid crystal display device
  • Chiral compound, liquid crystal composition containing the chiral compound, optically anisotropic body, and liquid crystal display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] The structural formula of the chiral compound is shown in the following formula:

[0063]

[0064] Its preparation steps are as follows:

[0065] Step 1, the preparation route is as follows:

[0066]

[0067] The specific operation process of preparation:

[0068] Dissolve 30.7g (0.20mol) of diethyl malonate in 200ml of absolute ethanol, add 4.7g (0.20mol) of sodium metal under nitrogen protection, and after the sodium block disappears, add dropwise 30g (0.187mol) of a colorless liquid bromo Cyclopentane, reflux reaction for 4 hours after addition.

[0069] The reaction solution was lowered to room temperature, poured into 1L of water, extracted with 100ml×3 petroleum ether, combined the petroleum ether phase, washed twice with water, evaporated the solvent under reduced pressure, and distilled under reduced pressure to remove the fraction with a boiling point lower than 95°C / 700Pa. The high boiler was the product, and 31.8 g of diethyl cyclopentylmalonate was ...

Embodiment 2

[0097] The structural formula of the chiral compound is shown in the following formula:

[0098]

[0099] Step 1: Same as Example 1 step 1, the difference is that bromocyclopentane is replaced by 3-propyl bromocyclopentane to prepare 2-(3-propylcyclopentyl) diethyl malonate ester.

[0100] Step 2, the preparation route is as follows:

[0101]

[0102] The specific operation process of preparation:

[0103] 85.2 g (0.3 mol) of 2-(3-propylcyclopentyl) diethyl malonate prepared in step 1 and 63.6 g (0.6 mol) of sodium carbonate were stirred overnight in 300 ml of ethanol and 100 ml of water.

[0104] Add 300ml of water, dilute hydrochloric acid to adjust the pH to strong acidity, extract with 100ml×2 toluene, wash twice with water, evaporate the solvent under reduced pressure, and recrystallize from toluene to obtain 2-(4-propylcyclopentyl)malonic acid as a white solid 21.3 g, yield 31%.

[0105] Step 3, the preparation route is as follows:

[0106]

[0107] The spe...

Embodiment 3

[0114] The structural formula of the chiral compound is shown in the following formula:

[0115]

[0116] Step 1: Same as step 1 of Example 1, the difference is that bromocyclopentane is replaced by bromocyclobutane to prepare diethyl cyclobutylmalonate:

[0117]

[0118] The specific operation process of preparation:

[0119] Dissolve 30g (0.18mol) of diethyl malonate in 200ml of absolute ethanol, add 5.1g (0.22mol) of sodium metal under nitrogen protection, and after the sodium block disappears, add 30g (0.157mol) of colorless liquid bromocyclic Butane, reflux reaction for 4 hours after adding.

[0120] Pour into 1L of water, extract with 100ml×3 petroleum ether, combine the petroleum ether phase, wash twice with water, distill the solvent under reduced pressure, distill under reduced pressure, distill off the fraction with a boiling point lower than 112°C / 920Pa, the high boiling point is the product, 27.8 g of diethyl cyclobutylmalonate was obtained with a yield of ...

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Abstract

The invention discloses a chiral compound, a liquid crystal composition containing the chiral compound, an optical anisotropic body and a liquid crystal display device. The structural formula of the chiral compound is shown as the following formula I, and the chiral compound has a high HTP value and good solubility. Through adding a small amount of the chiral compound, the liquid crystal composition with highly spiral distortion can be prepared, thus reducing the dosage of the chiral compound, and reducing negative influences of the chiral compound on parameters of the liquid crystal composition. Under a condition of a same ratio and a same screw pitch, the chiral compound can shorten the response time of the liquid crystal composition. The structure of the chiral compound is simple, and the synthesis cost is greatly reduced.

Description

technical field [0001] The invention relates to the technical field of liquid crystal materials. More specifically, it relates to a chiral compound, a liquid crystal composition containing the chiral compound, an optically anisotropic body, and a liquid crystal display device. Background technique [0002] Liquid crystals have a variety of phase states, such as smectic phase in lamellar arrangement, nematic phase, and cholesteric phase in helical structure. Among them, nematic liquid crystals can be further classified according to the relative orientation of molecules, and smectic phase is the most common Arrangement, molecules are arranged layer by layer. Another common phase is the cholesteric phase, or chiral nematic phase, in which the orientation of the molecules in each layer is slightly twisted from that of the adjacent layer, resulting in a helical twisted structure in its natural state. When a voltage is applied to this liquid crystal, it will be twisted at a corr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D321/00C09K19/34C09K19/46G02F1/13
CPCC07D321/00C09K19/3402C09K19/46G02F1/13C09K19/586
Inventor 鲍永锋员国良孟劲松李明张虎波赵磊梁志安
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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