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Liquid crystal compound having xanthene skeleton and exhibiting negative dielectric anisotropy, liquid crystal composition, and liquid crystal display element

一种液晶组合物、化合物的技术，应用在液晶材料、有机化学、非线性光学等方向，能够解决透明点相容性不够高等问题，达到短响应时间、广温度范围、高对比度的效果

Active Publication Date: 2015-12-02
JNC CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the clearing point of the compound (C-1) and the compatibility with other compounds are not high enough

Method used

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  • Liquid crystal compound having xanthene skeleton and exhibiting negative dielectric anisotropy, liquid crystal composition, and liquid crystal display element
  • Liquid crystal compound having xanthene skeleton and exhibiting negative dielectric anisotropy, liquid crystal composition, and liquid crystal display element
  • Liquid crystal compound having xanthene skeleton and exhibiting negative dielectric anisotropy, liquid crystal composition, and liquid crystal display element

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0202] Composition (1) can be prepared by a method such as dissolving essential components at high temperature. Additives may also be added to the composition according to usage. Examples of additives are optically active compounds, polymerizable compounds, polymerization initiators, antioxidants, ultraviolet absorbers, light stabilizers, heat stabilizers, defoamers, and the like. Such additives are widely known to those skilled in the art and are described in the literature.

[0203] Composition (1) may also further contain at least one optically active compound. Known chiral dopants can be added as optically active compounds. The chiral dopant has the effect of causing liquid crystal molecules to have a helical structure and imparting a necessary twist angle to thereby prevent reverse twisting. Preferable examples of the chiral dopant include the following compounds (Op-1) to (Op-18). In compound (Op-18), ring J is 1,4-cyclohexylene or 1,4-phenylene, R 24 is an alkyl gr...

Embodiment 1

[0264] Synthesis of compound (1-1-1)

[0265]

[0266] Step 1

[0267] Compound (S-1) (10.0 g) and THF (140 ml) were added into the reactor under nitrogen atmosphere, and cooled to -70°C. After slowly adding sec-butyllithium (1.07M cyclohexane solution, 49.0 ml) thereto and stirring for 2 hours, a THF (10 ml) solution of triisopropyl borate (12.0 ml) was gradually added and stirred for 2 hours. The reaction mixture was warmed up to room temperature, acetic acid (3.60 ml) was added and stirred for 30 minutes, and then 30% hydrogen peroxide water (9.52 g) was added. The reaction mixture was poured into water, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with water, aqueous sodium sulfite and saturated brine, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (volume ratio, heptane:ethyl acetate=2:1) ​​to obtain com...

Embodiment 2

[0281] Synthesis of compound (1-2-1)

[0282]

[0283] Step 1

[0284] Under nitrogen atmosphere, compound (S-1) (10.0 g) and THF (160 ml) were added into the reactor and cooled to -70°C. After slowly adding sec-butyllithium (1.07M cyclohexane solution, 47.1ml) thereto and stirring for 2.5 hours, after slowly adding a THF (40ml) solution of N,N'-dimethylformamide (6.50ml) , warmed up to room temperature. The reaction mixture was poured into a saturated aqueous ammonium chloride solution cooled in an ice bath, and the aqueous layer was extracted with toluene. The combined organic layers were washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (volume ratio, heptane:ethyl acetate=2:1) ​​to obtain compound (S-7) (11.2 g; 100%).

[0285] Step 2

[0286] Under nitrogen atmosphere, sodium hydride (6.01 g) and THF (150 ml) were ...

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Abstract

Provided is a liquid crystal compound satisfying at least one physical property from among having excellent stability with respect to heat, light, or the like, a high clearing point, a low liquid-crystal-phase lower limit temperature, a low viscosity, a suitable optical anisotropy, a large negative dielectric anisotropy, a suitable elastic constant, and excellent compatibility with other liquid crystal compounds. The compound is represented by formula (1). In formula (1): R1 and R2 represent C1-15 alkyl groups; ring A1 and ring A2 represent 1, 4-cyclohexylene or 1, 4-phenylene; Z1 and Z2 represent single bonds, -(CH2)2-, -CH=CH-, -C≡C-, -COO-, -OCO-, -CH2O-, -OCH2-, -CF2O-, -OCF2-, or -CF=CF-; a and b represent 0, 1, or 2; and the sum of a and b is 1 or 2.

Description

technical field [0001] The present invention relates to a liquid crystal compound, a liquid crystal composition, and a liquid crystal display element, and more specifically, to a compound having a trifluoroxanthene skeleton and a ring structure bonded thereto and having a negative dielectric anisotropy, A liquid crystal composition containing the compound, and a liquid crystal display element containing the composition. Background technique [0002] Liquid crystal display elements are widely used in displays of personal computers, televisions, and the like. The element utilizes optical anisotropy, dielectric anisotropy, and the like of liquid crystal compounds. The operation modes of liquid crystal display elements are known as phase change (phasechange, PC) mode, twisted nematic (twistednematic, TN) mode, supertwisted nematic (supertwistednematic, STN) mode, bistable twisted nematic (bistabletwistednematic, BTN) mode, electrically controlled birefringence (ECB) mode, opti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/82C07D407/04C07D407/06C07D407/12C09K19/12C09K19/14C09K19/18C09K19/30C09K19/32C09K19/34C09K19/42C09K19/54G02F1/13
CPCC09K19/3402C07D311/82C07D407/04C07D407/06C07D407/12C09K19/32C09K2019/3425C07D407/02
Inventor 藤森飒雅香
Owner JNC CORP
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