Nematic liquid crystal composition, and liquid crystal display element manufactured using same

一种液晶组合物、化合物的技术,应用在液晶材料、化学仪器和方法、光学等方向,能够解决不能说是充分等问题,达到响应速度快、电压保持率高、折射率各向异性大的效果

Active Publication Date: 2017-09-26
DIC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0016] In addition, Patent Document 3 discloses that the response speed of a vertical liquid crystal cell can be improved by using a liquid crystal material having a large index represented by (Formula 1), but this cannot be said to be sufficient.

Method used

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  • Nematic liquid crystal composition, and liquid crystal display element manufactured using same
  • Nematic liquid crystal composition, and liquid crystal display element manufactured using same
  • Nematic liquid crystal composition, and liquid crystal display element manufactured using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0370] (Example 1) Production of 4-methyl-4'-[2-(4-methylphenyl)-1-ethyl]biphenyl (1-Ph-Ph-2-Ph-1)

[0371] [Chemical 54]

[0372]

[0373] (1-1) Under a dry nitrogen atmosphere, 4-iodobromobenzene (55.0g), copper iodide (I) (1.36g), tetrakis (triphenylphosphine) palladium (0) (4.13g), DMF (200 mL) and triethylamine (100 mL) were mixed and heated to 75°C. A solution obtained by dissolving 4-methylphenylacetylene (24.8 g) in DMF (100 mL) was added dropwise under heating, followed by further stirring for 3 hours. After cooling the reaction liquid to room temperature, water (200 mL) and toluene (200 mL) were added and liquid-separated. The organic layer was washed twice with saturated brine (200 mL), and dried by adding anhydrous sodium sulfate. Sodium sulfate was filtered, concentrated under reduced pressure, and purified by silica gel column chromatography. Further, 4-bromo-4'-methyltolan (50.0 g) was obtained by recrystallization from a mixed solvent of acetone and tolu...

Embodiment 2

[0379] (Example 2) Production of 4-ethyl-4'-[2-(4-propylphenyl)-1-ethyl]biphenyl (2-Ph-Ph-2-Ph-3)

[0380] [Chemical 55]

[0381]

[0382] Manufactured in the same manner as in Example 1 to obtain 4-ethyl-4'-[2-(4-propylphenyl)-1-ethyl]biphenyl (2-Ph-Ph- 2-Ph-3).

[0383] Phase transition temperature (°C): Cr 88SmX 121Iso

[0384] MS m / z: 328[M + ]

[0385] 1 HNMR (CDCl 3 , TMS internal standard) δ (ppm) = 7.51 (2H, dd, J 1 = 1.88Hz,J 2 =8.28Hz), 7.26(4H, dd, J 1 =3.16Hz,J 2 =8.14Hz), 7.13(4H, d, J=4.60Hz), 2.95(4H, s), 2.69(2H, q, J=7.60Hz), 2.56(2H, t, J=7.52Hz, 1.63(2H , sex, J=7.56Hz), 1.28 (3H, t, J=7.56Hz), 0.94 (3H, t, J=7.32Hz)

Embodiment 5、 Embodiment 6、 Embodiment 7 and Embodiment 8

[0402] Example 5 (EX-5), Example 6 (EX-6), and The physical property values ​​of the liquid crystal compositions of Example 7 (EX-7) and Example 8 (EX-8) were measured. Table 2 shows the composition of the liquid crystal composition and the results of its physical properties.

[0403] [Table 2]

[0404]

[0405] It was confirmed that these liquid crystal compositions have large Δn, γ 1 / K 33 Since it is remarkably small, it is very useful as a high-speed response liquid crystal composition for television. In fact, VA-type liquid crystal display elements were produced, and it was confirmed that there were no display defects such as drip marks, burn-in, and display unevenness. When their response speeds were measured, a high-speed response of 3.7 msec was obtained at a cell thickness of 3.4 μm. In addition, similar results were obtained when a PSA type liquid crystal display element was produced in the same manner as in Example 3 and Example 4.

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PUM

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Abstract

The present invention provides: a liquid crystal composition which contains at least one compound represented by general formula (i) and has negative dielectric anisotropy; and a liquid crystal display element manufactured using the liquid crystal composition. The problem to be solved by the present invention is to provide: a liquid crystal composition having high refractive index anisotropy (delta n), a small rotational viscosity (gamma 1) and a large elastic constant (K33) and also having a high voltage holding ratio (VHR) and negative dielectric anisotropy (delta epsilon); and a liquid crystal display element which is manufactured using the liquid crystal composition, is reduced in display defects including dropping marks, image sticking and display unevenness or does not have such display defects, and therefore has excellent display quality and also has a rapid response speed.

Description

technical field [0001] The present invention relates to a nematic liquid crystal composition having a negative dielectric constant anisotropy (Δε) useful as a liquid crystal display material, and a liquid crystal display element using the same. Background technique [0002] Liquid crystal display elements have developed from being used in clocks and electronic calculators to various household electrical equipment, measuring equipment, automotive panels, word processors, electronic notebooks, printers, computers, televisions, etc. As liquid crystal display methods, the representative 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 (Optically Compensated Birefringence) type, ECB (Voltage Controlled Birefringence) type, VA (Vertical Alignment) type, CSH (Color Super Vertical) type or FLC (Ferroelectric Liquid Crystal) and so on. Further, examples of the d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/14C07C15/18C07C25/13C07C25/18C09K19/12C09K19/32C09K19/34C09K19/54G02F1/13G02F1/1337
CPCC09K19/12C09K19/14C09K19/3066C09K19/322C09K2019/122C09K2019/3004C09K2019/3009C09K2019/3016C09K2019/325C09K2019/548C07C15/18G02F1/13712C07C25/13C07C25/18C09K19/3028C09K19/542
Inventor 须藤豪平田真一
Owner DIC CORP
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