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Nematic liquid crystal composition and liquid crystal display element using the same

A technology of liquid crystal composition and compound, which is applied in the direction of liquid crystal materials, instruments, chemical instruments and methods, etc., which can solve the problems that the voltage retention rate cannot be used for active matrix applications, slowness, etc., and achieve the effect of realizing high-speed response

Active Publication Date: 2007-11-14
DIC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since this compound has a hydroquinone skeleton, it is considered that it cannot be used for active matrix applications in terms of voltage retention (see Non-Patent Document 1), and the development of a low-viscosity liquid crystal composition for VA using this compound has been delayed.

Method used

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  • Nematic liquid crystal composition and liquid crystal display element using the same
  • Nematic liquid crystal composition and liquid crystal display element using the same
  • Nematic liquid crystal composition and liquid crystal display element using the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0202] (Embodiment 1) 1-ethoxy group-2, the synthesis of 3-difluoro-4-(trans-4-vinylcyclohexyl)methoxybenzene (Ia)

[0203] (1-1) Synthesis of 2,3-difluoro-4-ethoxyphenol

[0204] [chem 34]

[0205]

[0206] (1-1-1) Synthesis of 2,3-difluoroethoxybenzene

[0207] Dissolve 130.1g of 2,3-difluorophenol and 234.0g of iodized ethane in 650mL of acetone, add 207.3g of anhydrous potassium carbonate, reflux for 2 hours, and cool to room temperature. After filtering and concentrating the filtrate, 600 mL of hexane was added to the residue, and the organic layer was washed successively with water and saturated brine. After drying over anhydrous sodium sulfate, it was concentrated to obtain 190 g of a reaction mixture. By distillation under reduced pressure, 134.1 g of 2,3-difluoroethoxybenzene was obtained as an oily substance. The boiling point is 95~96℃ / 57hPa.

[0208] (1-1-2) Synthesis of 2,3-difluoro-4-ethoxyphenol

[0209] 122.2 g of 2,3-difluoroethoxybenzene was dissolve...

Embodiment 2

[0233] (Embodiment 2) Synthesis of 1-butoxy-2,3-difluoro-4-(trans-4-vinylcyclohexyl)methoxybenzene (IIa)

[0234] (2-1) Synthesis of 2,3-difluoro-4-butoxyphenol

[0235] [chem 36]

[0236]

[0237] 2,3-difluoro-4-butane was synthesized in the same manner as the synthesis of 2,3-difluoro-4-ethoxyphenol described in Example 1 except for using iodized butane instead of iodized ethane Oxyphenol.

[0238] (2-2) Synthesis of 1-butoxy-2,3-difluoro-4-(trans-4-vinylcyclohexyl)methoxybenzene (IIa)

[0239] [chem 37]

[0240]

[0241] In the synthesis of 1-ethoxy-2,3-difluoro-4-(trans-4-vinylcyclohexyl)methoxybenzene (Ia), instead of 2,3-difluoro-4-ethoxy Using 2,3-difluoro-4-butoxyphenol instead of 2,3-difluoro-4-butoxyphenol, the same reaction was carried out to obtain 1-butoxy-2,3-difluoro-4-(trans-4 - vinylcyclohexyl)methoxybenzene (IIa).

[0242] MS m / z: 324 (M + ), 146(100)

[0243] 1 H-NMR (400MHz, CDCl 3 )

[0244] δ: 0.97(t, J=7.2 Hz, 3H), 1.00-1.25(m, 4H), 1.40...

Embodiment 3

[0245] (Embodiment 3) 4-ethoxy-2, the synthesis of 3-difluoro-1-(trans-4-(trans-4-vinylcyclohexyl)cyclohexyl)methoxybenzene (IIIa)

[0246] [chem 38]

[0247]

[0248] (3-1) Synthesis of 4,4'-dimethoxymethylene dicyclohexyl

[0249] Disperse 882.3 g of methoxymethyltriphenylphosphonium chloride in 2600 mL of THF and cool to -10°C. While maintaining the internal temperature, 313.2 g of potassium tert-butoxide was added. After stirring for 1 hour while maintaining the internal temperature, a THF (800 mL) solution of 200.0 g of dicyclohexyl-4,4'-dione was added dropwise. After stirring for 1 hour while maintaining the internal temperature, water was added to stop the reaction. After distilling off the solvent under reduced pressure, hexane was added and vigorously stirred, followed by filtration (twice). The filtrates were combined, washed successively with 50% methanol aqueous solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was disti...

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Abstract

A liquid crystal composition that is negative in dielectric constant anisotropy, being large in the absolute value thereof and has a low viscosity; and a liquid crystal display of VA mode, etc. utilizing the same. There is provided a liquid crystal composition comprising a compound of the general formula (I) and an alkenyl compound of the general formula (II). This combination of liquid crystal compounds produces a liquid crystal composition that while substantially maintaining physical properties such as refractive index anisotropy, is low in viscosity and is negative in dielectric constant anisotropy. The use of this composition produces a liquid crystal display that is capable of maintaining a high voltage retentivity up to high-temperature region and excels in reliability. This display is highly practicable as a liquid crystal display of VA mode, ECB mode, IPS mode, etc. and is especially effective in the realization of high-speed response without the need of cell gap narrowing.

Description

technical field [0001] The present invention relates to a nematic liquid crystal composition with a negative dielectric constant anisotropy Δε that can be used as an electro-optic liquid crystal display material and a liquid crystal display element using the composition. Background technique [0002] Liquid crystal display devices are used in various home appliances represented by watches and desktop computers, measuring instruments, car dashboards, word processors, electronic notebooks, printers, computers, televisions, etc. Examples of liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, DS (dynamic light scattering) type, GH (guest-host) type, IPS (in-plane switching) type, OCB (optical Typical methods include Compensated Birefringence) type, ECB (Voltage Controlled Birefringence) type, VA (Vertical Alignment) type, CSH (Color Super Vertical) type, or FLC (Ferroelectric Liquid Crystal). In addition, the driving method has ge...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/42C09K19/12C09K19/18C09K19/30G02F1/13G02F1/139
CPCC09K19/42C09K19/3066C09K2019/0407C09K2323/00C09K19/04
Inventor 川上正太郎松本隆楠本哲生齐藤佳孝长岛丰根岸真岩洼昌幸
Owner DIC CORP
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