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Liquid crystal compound containing saturated indene rings and composition thereof

A compound, free technology, applied in liquid crystal materials, organic chemistry, chemical instruments and methods, etc.

Active Publication Date: 2012-09-26
JIANGSU HECHENG DISPLAY TECHCO +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] 4. Low threshold voltage
[0008] However, the hybrid liquid crystal obtained in the existing technology cannot realize these advantages while maintaining other parameters

Method used

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  • Liquid crystal compound containing saturated indene rings and composition thereof
  • Liquid crystal compound containing saturated indene rings and composition thereof
  • Liquid crystal compound containing saturated indene rings and composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] The synthetic route of the prepared compound 1IdCUF is as follows:

[0053]

[0054] Its specific preparation process is as follows:

[0055]

[0056] Among them, bicyclic monopropanone can be synthesized by methods known in the prior art (refer to US4307112 for its synthesis method).

[0057]

[0058] 1) Synthesis of Compound 1IdCUF-04

[0059]

[0060] Add 71g of methyl bromide triphenylphosphine salt, 300mL of tetrahydrofuran (THF) into a 1L three-necked flask, and add 2 Cooled to -5°C with ice-brine under protection, added 22 g of potassium n-butoxide, reacted for 30 min after the addition, and obtained an orange suspension. 50 mL of a THF solution of 60 g of monoethylene glycol-protected saturated indanone was added dropwise, and after the addition was completed, it was naturally raised to room temperature overnight at -5°C to 0°C. The reaction solution was transferred into a one-necked bottle, the solvent was spin-dried, and the residue was washed w...

Embodiment 2

[0074] The synthetic route of the prepared compound 1IdCGF is as follows:

[0075]

[0076] Its specific preparation process is as follows:

[0077] Compound 1IdCUF-02 was prepared in the same way as steps 1) to 3) in Example 1, and then 1IdCGF was obtained through the following synthesis steps.

[0078]

[0079]4) Synthesis of Compound 1IdCGF-01

[0080]

[0081] Using the intermediate 1IdCUF-02 for the preparation of 1IdCUF, 1IdCGF-01 was synthesized according to the method for synthesizing 1IdCUF-01 above, replacing 44.6 g of 5-(4 -Bromocyclohexyl)-1,2,3-trifluorobromobenzene. 31.4 g of 1IdCGF-01 can be prepared with a GC purity of 99.2% and a yield of 63%.

[0082] 5) Synthesis of Compound 1IdCGF

[0083] According to the method of synthesizing 1IdCUF, 1IdCGF-01 was hydrogenated and reduced, and then recrystallized and purified to obtain 18.87 g of the target product 1IdCGF with a GC purity of 99.7% and a yield of 59.8%.

[0084] 1 H NMR (CDCl 3 , 300MHz), ...

Embodiment 3

[0086] The synthetic route of the prepared compound 3IdZGF is as follows:

[0087]

[0088] Its specific preparation process can refer to the known methods in the prior art (the synthesis method refers to US5621147), as follows:

[0089]

[0090] 1) Synthesis of compound 3IdZGF-08

[0091]

[0092] Add bromopropane triphenylphosphine salt 270.7g, THF 1.2L, N 2 Cooled to -5°C with ice-brine under protection, added 80 g of potassium n-butoxide, reacted for 30 min after the addition, and obtained an orange suspension. 300 mL of a THF solution of 115 g of monoethylene glycol-protected saturated indanone was added dropwise, and after the addition was completed, it was naturally raised to room temperature overnight at -5°C to 0°C. The reaction solution was transferred into a one-necked bottle, the solvent was spin-dried, and the residue was washed with 200 mL of petroleum ether, then filtered with suction, and the filter cake was washed with petroleum ether several times....

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PUM

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Abstract

The invention provides compounds of a formula (I) containing saturated indene rings, wherein one of A1 and A6 rings is a radical of formula (I), and m, n, p and s each independently represent 0, 1 or 2, and m+n+p+s=> 0. The compounds are provided with good chemical and physical stability and low birefringence. The invention also provides a liquid crystal composition constituted by one or more of said compounds. The liquid crystal composition has characteristics of good low-temperature intersolubility and small birefringence, and is applicable to mixed crystal systems with small birefringence such as TN, TFT, VA and FFS, especially ECB and IPS display modes.

Description

technical field [0001] The present invention relates to a liquid crystal compound and a composition comprising the liquid crystal compound, more specifically, the present invention relates to a novel liquid crystal compound containing saturated indene rings and a liquid crystal composition comprising the liquid crystal compound. Background technique [0002] Liquid crystal materials must have good chemical and thermal stability and good stability to electric fields and electromagnetic radiation. Furthermore, the liquid crystal material should have low viscosity and produce short addressing times, low threshold voltage and high contrast within the liquid crystal cell. They should also have mesophases, for example nematic or cholesteric mesophases, suitable for the above-mentioned liquid crystal cells at the usual operating temperatures, ie in the widest possible range above and below room temperature. However, liquid crystals are generally used as a mixture of components tha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C25/22C07C25/24C07C43/225C09K19/32
Inventor 阮群奇史志兵储著龙谭玉东黄达孔翔飞宋晓龙陈昭远游石枝
Owner JIANGSU HECHENG DISPLAY TECHCO
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