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High-birefringence liquid crystal compound and composition thereof

A technology of liquid crystal composition and liquid crystal compound, applied in liquid crystal materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of high melting enthalpy, narrow temperature range of liquid crystal phase, crystallization, etc., and achieve high refractive index and low viscosity. Effect

Active Publication Date: 2014-10-08
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compound (3) is a monotropic liquid crystal, and the temperature range of the liquid crystal phase is narrow, and the measured melting enthalpy is 76.08J / g. Crystallization

Method used

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  • High-birefringence liquid crystal compound and composition thereof
  • High-birefringence liquid crystal compound and composition thereof
  • High-birefringence liquid crystal compound and composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Preparation of 4-{[4-(3-butenyl)phenyl]ethynyl}-1-isothiocyanatobenzene:

[0028] The specific structural formula is as follows:

[0029]

[0030] The preparation process is as follows:

[0031] Step 1: Synthesis of 3-(4-bromophenyl)propanal

[0032]

[0033] Under the protection of nitrogen, add 51.4 grams (0.2mol) of p-bromophenylpropionaldehyde ethylene acetal, 102.8 grams of formic acid, and 150 ml of toluene in a 500ml three-necked flask, heat and reflux reaction for 1 hour to separate formic acid, and add 102.8 grams of neoformic acid, After repeated 3 times, the reaction was stopped and post-treatment was performed. The formic acid in the lower layer was separated, and the upper organic layer was washed with water until neutral, dried by adding anhydrous magnesium sulfate, filtered and concentrated to obtain 38 g of a yellow liquid with a GC purity of 99.46% and a yield of 89%.

[0034] Step 2: Synthesis of 1-bromo-4-(3-butenyl)benzene

[0035]

[00...

Embodiment 2

[0063] Using 2-fluoro-4-iodoaniline instead of 4-iodoaniline in Example 1, the same method was used to synthesize 4-{[4-(3-butenyl)phenyl]ethynyl}-2-fluoro-1 - Isothiocyanatobenzene.

[0064] Structure Identification:

[0065] 1 H NMR (δ, CDCl 3 ): 2.354~2.399(m, 2H), 2.730(t, 2H, J=6.5), 4.976~5.058(m, 2H), 5.795~5.876(m, 1H), 7.120~7.190(m, 3H), 7.236 ~7.296 (m, 2H), 7.424~7.441 (d, 2H, J=8.5).

[0066] IR(KBr)σ / cm -1 : 3076 (C=C, v), 3026 (Ar-H, v), 2976 (-CH 2 , v), 2852 (-CH 2 , v), 2208 (C≡C, v), 2044 (NCS, v), 1557, 1515 (Ar, v), 1422, 1209, 1104, 960, 870.

[0067] MS (70eV) m / z (%): 207.16(30), 265.95(100), 307.13(31).

[0068] The above structural identification data show that the synthesized compound is indeed 4-{[4-(3-butenyl)phenyl]ethynyl}-2-fluoro-1-isothiocyanate benzene. The liquid crystal phase transition characteristic temperature was measured by DSC at a heating rate of 5°C / min, and the result was: C46.54(N34.37)I, and the melting enthalpy was 55.1...

Embodiment 3

[0095] The liquid crystal composition containing the structure of Example 1 and the structure of Example 2 (see Table 5) includes the following components: wherein, "%" means "mass percentage", and the characteristics measured in the examples are as follows: Δn: at 25°C Birefringence anisotropy, V th : Threshold voltage measured in a 5 μm TN cell at 25°C, V sat : Saturation voltage measured in a 5 μm TN cell at 25 °C, T r : Rise time measured in a 5 μm TN cell at 25°C, T f : fall time measured in a 5 μm TN cell at 25 °C.

[0096] Table 5 embodiment 3 composition and performance

[0097]

[0098]

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Abstract

The invention discloses a high-birefringence liquid crystal compound and a liquid crystal composition comprising the high-birefringence liquid crystal compound. The liquid crystal compound is a compound shown in a general formula I; the liquid crystal composition comprises less than or equal to 30 percent (not zero) of the compound shown in the general formula I, 5-30 percent of compound shown in a general formula II, 5-30 percent of compound shown in a general formula III and 5-50 percent of compound shown in a general formula IV. The liquid crystal compound has the advantages of high birefringence, low viscosity, high quality factor and high chemical stability and also has high solubility with other liquid crystal components. Moreover, the liquid crystal composition comprising the liquid crystal compound has the characteristics of high birefringence, low rotary viscosity and fast response, is suitable for liquid crystal devices and is particularly suitable for liquid crystal optical phase modulator. The structural formula is as shown in the specification.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal materials, in particular to a high birefringence liquid crystal compound and a composition thereof, which are mainly used in the fields of optical communication, multi-stable liquid crystal display, 3D stereoscopic display, light scattering mode, PDLC and the like. Background technique [0002] Display technology and optical device applications require that liquid crystal materials must exhibit a good performance match between physical properties and optoelectronic properties. In recent years, liquid crystal materials with high birefringence have become more and more important because they can effectively reduce the thickness of liquid crystal cells. This means that the response speed of the device can be greatly improved, especially in the application fields of high-speed display systems such as 3D display and field sequential display, liquid crystal light valves and spatial light modulator...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/18C09K19/44C07C331/28
Inventor 安忠维李娟利李建胡明刚莫玲超杨晓哲车昭毅杨志张璐
Owner XIAN MODERN CHEM RES INST
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