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A kind of liquid crystal compound and its preparation method and application

A technology of compound and carbon number, applied in the field of organic synthesis and liquid crystal materials, can solve the problems of complex synthesis methods, poor solubility, difficult to preserve, etc., and achieve the effects of high overall yield, simple preparation, and correct nuclear magnetic detection

Active Publication Date: 2018-04-24
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, although many types of discotic liquid crystal compounds have been reported for optical compensation film materials, there are some disadvantages including complex synthesis methods, low yields, poor solubility, and difficulty in storage.

Method used

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  • A kind of liquid crystal compound and its preparation method and application
  • A kind of liquid crystal compound and its preparation method and application
  • A kind of liquid crystal compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1, compound preparation of

[0040]

[0041] Into a 100mL microwave reactor, put 3.0mmol of 1,2,5-trimethylpyrrole and 9.0mmol of FeCl 3 React with 40mL of dichloromethane at 500w at 30°C for 5min. Pour the system into 200mL aqueous solution and stir for 10 minutes. The liquids were separated, the aqueous phase was extracted three times with 15 mL of dichloromethane, the organic phases were washed with water, combined and spin-dried to obtain a yellow liquid. Pass through a silica gel column and rinse with ethyl acetate to obtain a yellow liquid product, yield: 56%.

[0042] 1 H NMR (CDCl 3 ,300MHz): δ=3.59(s,9H),2.46(s,18H).

[0043] 13 C NMR (CDCl 3 ,75MHz): δ=133.8,106.2,33.0,10.5.

[0044] As can be seen from the above, the structure of the white solid product is correct, and it is a compound shown in formula I

[0045]

Embodiment 2

[0046] Embodiment 2, compound Synthesis

[0047]

[0048] Into a 100mL microwave reactor, put 3.0mmol of 2,5-diethylthiophene and 3.0mmol of FeCl 3 React with 40mL of dichloromethane at 500w at 30°C for 5min. Pour the system into 200mL aqueous solution and stir for 10 minutes. The liquids were separated, the aqueous phase was extracted three times with 15 mL of dichloromethane, the organic phases were washed with water, combined and spin-dried to obtain a yellow liquid. Pass through a silica gel column and rinse with ethyl acetate to obtain a yellow liquid product with a yield of 62%.

[0049] 1 H NMR (CDCl 3 ,300MHz): δ=2.87(q,12H),1.25(t,18H).

[0050] 13 C NMR (CDCl 3 ,75MHz): δ=149.2,124.6,21.1,13.5.

[0051] As can be seen from the above, the structure of the white solid product is correct, and it is a compound shown in formula I

[0052]

Embodiment 3

[0053] Embodiment 3, compound Synthesis

[0054] step 1: Synthesis

[0055]

[0056] Put 100mmol of thiophene and 100mL of tetrahydrofuran into a 250mL reaction flask, and cool the system to -78°C under nitrogen protection. Keep -78°C and add 150mmol of butyllithium dropwise, and keep -78°C for 1 hour after dropping. Keep -78°C and add 150 mmol of p-bromoanisole dropwise. After the drop, keep -78°C for 2 hours and slowly rise to room temperature to react overnight. Add 100 mL of water and 100 mL of ethyl acetate to the system, stir and separate the liquids, extract the aqueous phase twice with 30 mL of ethyl acetate, wash the organic phase twice with 20 mL of water, combine the organic phases, and spin dry to obtain a yellow solid. After passing through a silica gel column and eluting with ethyl acetate:petroleum ether=4:1, a yellow solid product was obtained with a yield of 77%.

[0057] Step 2: Synthesis

[0058]

[0059] Into a 100mL microwave reactor, put 3...

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Abstract

The invention discloses a class of heterocyclic discotic liquid crystal compound and its preparation method and application. The general structural formula of this heterocyclic discotic liquid crystal compound is shown in Formula I. The compound shown in formula I is correct in nuclear magnetic detection. Based on the fact that there are few studies on TN optical compensation films at the present stage, there are fewer types of discotic liquid crystal materials used, and the synthesis process is relatively complicated, and it is difficult to extract and store. This patent uses a novel microwave synthesis The method provides a series of heterocyclic discotic liquid crystal compounds. This kind of compound has easy-to-obtain raw materials, simple preparation and high overall yield, and has important application value for researching the progress and application of optical compensation film materials.

Description

technical field [0001] The invention relates to the field of liquid crystal materials and the field of organic synthesis technology, in particular to a heterocyclic discotic liquid crystal compound and its preparation method and application. Background technique [0002] Conventionally, liquid crystal display devices (LCDs) suffer from a drop in contrast or a change in color tone when viewed from an oblique direction, so viewing angle characteristics are not sufficient compared to CRTs, and there is a large room for improvement. The viewing angle characteristics of LCDs are mainly caused by the angle dependence of the birefringence of liquid crystal molecules. For example, twisted nematic (TN) liquid crystal display devices are widely used as display means for various devices such as OA equipment such as personal computers and monitors due to their excellent response speed and contrast ratio and high productivity. However, in the above-mentioned TN mode liquid crystal displ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/14C07D495/14C07D493/14C09K19/34G02B5/30G02B1/04H01L51/54
CPCG02B1/04G02B5/30C09K19/3405C09K19/3477C09K19/3491C07D487/14C07D493/14C07D495/14C09K2219/00C09K2019/3408H10K85/6576H10K85/6574H10K85/6572
Inventor 郭剑李正强张兴
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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