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Pentacyclic liquid crystal compound having nitrogen-containing heterocyclic ring, liquid crystal composition, and liquid crystal display element

A compound and carbon number technology, applied in liquid crystal materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of insufficient temperature range of liquid crystal phase, insufficient refractive index anisotropy, insufficient dielectric anisotropy, etc.

Active Publication Date: 2011-09-14
JNC CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the temperature range of the liquid crystal phase of these compounds is not wide enough, and the refractive index anisotropy and dielectric anisotropy are not large enough.

Method used

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  • Pentacyclic liquid crystal compound having nitrogen-containing heterocyclic ring, liquid crystal composition, and liquid crystal display element
  • Pentacyclic liquid crystal compound having nitrogen-containing heterocyclic ring, liquid crystal composition, and liquid crystal display element
  • Pentacyclic liquid crystal compound having nitrogen-containing heterocyclic ring, liquid crystal composition, and liquid crystal display element

Examples

Experimental program
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preparation example Construction

[0220] The liquid crystal composition of the present invention can usually be prepared by a known method, for example, a method of dissolving essential components at high temperature. In addition, additives well-known to those skilled in the art can be added according to the application to prepare, for example, the liquid crystal composition (e) of the present invention comprising the optically active compound described later, and the guest-host (guest host, GH) type liquid crystal with dye added. Composition. In general, additives are well known to those skilled in the art, and are disclosed in detail in literature and the like.

[0221] The liquid crystal composition (e) of the present invention further contains one or more optically active compounds in the above liquid crystal composition of the present invention.

[0222] A known chiral dopant may be added as an optically active compound. The chiral dopant has the effect of inducing the helical structure of the liquid cr...

Embodiment 1

[0257] 4-[Difluoro[(2,3′,4′,5′-tetrafluoro[1,1′-biphenyl]-4-yl)oxy]methyl]-4′-(5-pentylpyrimidine Synthesis of -2-yl)-2',3,5-trifluoro-1,1'-biphenyl (Compound No.1-2-5)

[0258]

[0259] [Synthesis of compound (T-2)]

[0260] Add 50.0 g of 4-bromo-3-fluorophenol (T-1), 45.5 g of 3,5-difluorophenylboronic acid, 72.4 g of potassium carbonate, Pd(Ph 3 P) 2 Cl 2 5.52 g and 500 ml of 2-propanol were heated to reflux for 5 hours. After cooling the reaction liquid to 25° C., it was poured into 500 ml of water and mixed. 500 ml of toluene was added to separate it into an organic layer and a water layer, and the organic layer obtained by extracting was collected, washed with water, and dried over anhydrous magnesium sulfate. The obtained solution was concentrated under reduced pressure, and the residue was purified by fractionation operation using column chromatography (silica gel; toluene). Purification was further carried out by recrystallization using a mixed solvent of hep...

Embodiment 2

[0280] [Physical properties of liquid crystal compound (No.1-2-5)]

[0281] The above four compounds disclosed as mother liquid crystal A were mixed to prepare mother liquid crystal A having a nematic phase. The physical properties of the mother liquid crystal A are as follows.

[0282] Upper limit temperature (T NI )=71.7°C; refractive index anisotropy (Δn)=0.137; dielectric anisotropy (Δε)=11.0.

[0283] Prepare the 4-[difluoro[(2,3′,4′,5′-tetrafluoro[1,1′-biphenyl]-4-yl)oxy group obtained in Example 1 containing 85wt% of mother liquid crystal A ]methyl]-4'-(5-pentylpyrimidin-2-yl)-2',3,5-trifluoro-1,1'-biphenyl (No.1-2-5) 15wt% liquid crystal Composition B. The physical properties of the obtained liquid crystal composition B were measured, and extrapolated values ​​of the physical properties of the liquid crystal compound (No. 1-2-5) were calculated by extrapolating the measured values. Its value is shown below.

[0284] Upper limit temperature (T NI )=154°C; refract...

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Abstract

Disclosed is a liquid crystal compound having general properties required for a compound; stability against heat, light and the like; a wide liquid crystal phase temperature range; a high clearing; good compatibility with other liquid crystal compounds; and a large refractive index anisotropy and dielectric constant anisotropy. Further disclosed is a liquid crystal composition containing said liquid crystal compound. Further disclosed is a liquid crystal display element containing said liquid crystal composition. The compound is expressed by general formula (1). (1) For example, R1 is an alkyl with 1-20 carbons; at least one of the rings A1-A6 is pyrimidine-2,5-diyl or pyridine-2,5-diyl, with the remainder being 1,4-cyclohexylene or 1,4-phenylene; Z1-Z6 are single bonds; L1-L4 are hydrogen or a halogen; X1 is hydrogen, a halogen, -C=N, or an alkyl with 1-10 carbons; and l, m, n, o, p, and q are 0 or 1, with l+m+n+o+p+q= 3.

Description

technical field [0001] The invention relates to a novel liquid crystal compound and a liquid crystal composition which can be used as materials for display elements. In detail, it relates to a novel liquid crystal compound having the following properties and a liquid crystal display element containing the composition: having a liquid crystal phase with a wide temperature range, a high clearing point, good compatibility with other liquid crystal compounds, and a different refractive index. Large tropism and dielectric anisotropy; in addition, when used in liquid crystal display elements, it can be used in a wide temperature range, can be driven at low voltage, and can obtain distinct electro-optical characteristics (electro -optic property). Background technique [0002] A display element using a liquid crystal compound (in this application, the term liquid crystal compound is used as a generic term for a compound having a liquid crystal phase and a compound that does not ha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/30C07D239/26C07D405/04C07D405/08C09K19/12C09K19/14C09K19/16C09K19/18C09K19/20C09K19/30C09K19/32C09K19/34C09K19/54
CPCC09K2019/0466C07D239/26C07D405/08C09K19/3458C09K19/3444C09K19/3402C07D213/30C09K2019/3422C07D405/04C09K2323/00C07D213/26C09K19/12C09K19/34
Inventor 田中裕之佐郷弘毅
Owner JNC CORP
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