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Fluorine-containing liquid crystal compound

A technology for liquid crystal compounds and specific structures, applied in liquid crystal materials, chemical instruments and methods, etc., can solve the problem of high melting point of compounds, and achieve the effects of reducing melting enthalpy, improving compatibility, and large dielectric anisotropy

Inactive Publication Date: 2013-06-05
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] However, the compound has a high melting point, and the measured melting enthalpy value is 58.33J / g

Method used

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  • Fluorine-containing liquid crystal compound
  • Fluorine-containing liquid crystal compound
  • Fluorine-containing liquid crystal compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] 4'-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2,3',5'-trifluoro-4-[2-(trans-4-n-propylcyclohexyl ) Preparation of ethyl] biphenyl:

[0045] The specific structural formula is as follows:

[0046]

[0047] The preparation process is as follows:

[0048] Step 1: Synthesis of Diethyl (3-fluorobenzyl)phosphonate

[0049]

[0050] Add 498 g of triethyl phosphite and 290 g of m-fluorochlorobenzyl into a 1000 mL three-necked flask, stir and heat under reflux for 7 hours. Then the excess triethyl phosphite was distilled off to obtain 472 g of a colorless transparent liquid with a yield of 95.9%.

[0051] Step 2: Synthesis of 1-fluoro-3-[2-(trans-4-n-propylcyclohexyl)vinyl]benzene

[0052]

[0053]Under the protection of nitrogen, add 185.6g (0.8mol) (3-fluorobenzyl) diethyl phosphonate and 200mL tetrahydrofuran to a 1000mL three-necked flask, add 134.4g (1.2mol) potassium tert-butoxide, after the addition is completed, the Incubate at ~30°C for 1 hour. After the he...

Embodiment 2

[0074] Using trans-4-ethylcyclohexylcarbaldehyde instead of trans-4-n-propylcyclohexylcarbaldehyde in Example 1, the same method was used to synthesize 4'-[difluoro(3,4,5-trifluorobenzene oxy)methyl]-2,3',5'-trifluoro-4-[2-(trans-4-ethylcyclohexyl)ethyl]biphenyl.

[0075] Structure Identification:

[0076] 1 H NMR (δ, CDCl 3 ): 0.831~0.992 (m, 7H), 1.067~1.102 (m, 1H), 1.181~1.244 (m, 3H), 1.506~1.552 (m, 2H), 1.754~1.812 (m, 4H), 2.665 (t , 2H, J=8Hz), 6.973~7.071 (m, 4H), 7.203 (d, 2H, J=11Hz), 7.320 (t, 1H, J=8Hz).

[0077] MS (70eV) m / z (%): 395 (100), 270 (38).

[0078] Where m / z=395, the corresponding cracked fragment structure is:

[0079]

[0080] Among them, m / z=270 is the fragment that is further cracked by the fragment of m / z=395, and the corresponding cracked fragment structure is:

[0081]

[0082] The above structural identification data show that the synthesized compound is indeed 4′-[difluoro(3,4,5trifluorophenoxy)methyl]-2,3′,5′-trifluoro-4-[2- (4...

Embodiment 3

[0084] Using trans-4-butylcyclohexylcarbaldehyde to replace trans-4-n-propylcyclohexylcarbaldehyde in Example 1, the same method was used to synthesize 4'-[difluoro(3,4,5-trifluorophenoxy ) methyl]-2,3',5'-trifluoro-4-[2-(trans-4-butylcyclohexyl)ethyl]biphenyl.

[0085] Structure Identification:

[0086] 1 H NMR (δ, CDCl 3 ):0.832~1.036 (m, 7H), 1.131~1.325 (m, 8H), 1.501~1.548 (m, 2H), 1.721~1.811 (m, 4H), 2.672 (t, 2H, J=8Hz), 6.961 ~7.082 (m, 4H), 7.202 (d, 2H, J=11Hz), 7.318 (t, 1H, J=8Hz).

[0087] MS (70eV) m / z (%): 423 (100), 270 (41).

[0088] Where m / z=423, the corresponding cracked fragment structure is:

[0089]

[0090] Among them, m / z=270 is the fragment that is further cracked by the fragment of m / z=395, and the corresponding cracked fragment structure is:

[0091]

[0092] The above structural identification data show that the synthesized compound is indeed 4′-[difluoro(3,4,5-trifluorophenoxy)methyl]-2,3′,5′-trifluoro-4-[2 -(trans-4-butylcyclohexyl)...

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Abstract

The invention discloses a fluorine-containing liquid crystal compound with a structural general formula represented by (1), wherein R is C1-C9 straight-chain alkane. The fluorine-containing liquid crystal compound provided by the invention has wide liquid crystal phase area, high dielectric anisotropy, low melting point, low melting enthalpy, good compatibility with other liquid crystal components, and good low-temperature performance. The liquid crystal compound is suitable for TFT liquid crystal display, and especially IPS liquid crystal display mode.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal materials, and in particular relates to a novel fluorine-containing liquid crystal compound, which is mainly used in liquid crystal displays. Background technique [0002] Liquid crystal displays have the advantages of flat panels, low power consumption, light weight, and no radiation, and are developing rapidly in the field of information display. Liquid crystal displays utilize the properties of optical anisotropy and dielectric anisotropy of liquid crystal materials to realize display functions. Classified according to the display mode, there are twisted nematic (TN), super twisted nematic (STN), dynamic scattering mode (DSP), thin film transistor driving mode (TFT), etc. TFT liquid crystal display can realize full color, high resolution, wide viewing angle, fast response, etc., and has been widely used. [0003] The liquid crystal material used in liquid crystal display has a nematic ...

Claims

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Application Information

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IPC IPC(8): C09K19/30
Inventor 安忠维李建李娟利胡明刚杨志陈涛杨晓哲车昭毅
Owner XIAN MODERN CHEM RES INST