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Dibenzofuran polymerizable compound and application thereof

A technology of dibenzofuran and compound, applied in the field of dibenzofuran polymerizable compounds, can solve the problems of poor homogeneity of polymerizable components, short UV sensitivity wavelength and the like

Inactive Publication Date: 2019-10-18
BEIJING BAYI SPACE LCD MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, due to the problem that the polymerizable unit is too short for the UV sensitivity wavelength, or there is no or insufficient tilt angle after illumination, or the homogeneity of the polymerizable component is poor after illumination

Method used

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  • Dibenzofuran polymerizable compound and application thereof
  • Dibenzofuran polymerizable compound and application thereof
  • Dibenzofuran polymerizable compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] The structural formula of the liquid crystal compound is:

[0058]

[0059] The synthetic route for preparing compound BYLC-01 is as follows:

[0060]

[0061] Specific steps are as follows:

[0062] (1) Synthesis of compound BYLC-01-1:

[0063] 100ml N,N-dimethylformamide, 30g (0.087mol) was added to a 500ml reaction flask, 4.2g of sodium hydroxide was slowly added, the temperature was controlled to 45-55°C, and the reaction was carried out for 1h. Continue to control the temperature at 45-55° C., add 14.8 g of methyl iodide dropwise, and react at the temperature for 6 hours. The reaction solution was poured into water, filtered, washed until neutral, and dried to obtain 28.4 g of a white solid (compound BYLC-01-1, 0.079 mol), GC: 99.8%, yield: 90.8%.

[0064] (2) Synthesis of compound BYLC-01-2:

[0065] Under nitrogen protection, add 28.4g (0.079mol) compound BYLC-01-1, 25.2g diethyl malonate, 74.1g cesium carbonate, 1g cuprous iodide, 500ml tetrahydrofur...

Embodiment 2

[0075] The structural formula of the liquid crystal compound is:

[0076]

[0077] The synthetic route for preparing compound BYLC-02 is as follows:

[0078]

[0079] Specific steps are as follows:

[0080] Synthesis of compound BYLC-02:

[0081] Under the protection of nitrogen, add 30.0g of compound BYLC-01-3, 37.6g of triethylamine and 250mL of dichloromethane into the reaction flask, cool down to -10°C, control the temperature from -10°C to 0°C, and add 32.0g of acryloyl chloride dropwise, Rise to room temperature and react for 6 hours. Pour the reaction solution into water, neutralize it with aqueous uranium bicarbonate solution, perform conventional post-treatment, purify by chromatography, elute with n-hexane, and recrystallize from ethanol to obtain 39.4 g of a white solid (compound BYLC-02), LC : 99.6%, yield: 84.3%.

[0082] The obtained white solid BYLC-02 was analyzed by GC-MS, and the m / z of the product was 456.1 (M+).

[0083] 1 H-NMR (300MHz, CDCl 3 ...

Embodiment 3

[0085] The structural formula of the liquid crystal compound is:

[0086]

[0087] The synthetic route for preparing compound BYLC-03 is as follows:

[0088]

[0089] Specific steps are as follows:

[0090] (1) Synthesis of compound BYLC-03-1:

[0091] Under the protection of nitrogen, add 40g of 3-benzyloxy-7-bromo-4,6-difluorodibenzofuran and 300ml of tetrahydrofuran into the reaction flask, cool down to -70℃~-80℃, add dropwise 0.13mol of n-butyl Lithium, temperature control -70℃~-80℃, react for 1h, add 18.0g trimethyl borate dropwise, naturally return to -30℃, acidify with dilute hydrochloric acid to adjust the pH value to less than 2, carry out conventional post-treatment, and recrystallize to obtain light yellow Solid (compound BYLC-03-1) 31.2g, LC: 98.5%, yield 86.7%;

[0092] (2) Synthesis of compound BYLC-03-2:

[0093] Add 31.2g of compound BYLC-03-1, 17.5g of p-chlorobromobenzene, 18.0g of anhydrous potassium carbonate, 200ml of toluene, 150ml of ethanol, 1...

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PUM

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Abstract

The invention belongs to the technical field of liquid crystal materials, and particularly relates to a dibenzofuran polymerizable compound and an application thereof. The liquid crystal compound provided by the invention has a structure as shown in a general formula I. Compared with the prior art, the polymerizable liquid crystal compound provided by the invention has good solubility and a betteralignment effect, the polymerization rate is higher, polymerization is more complete, and the residue amount is lower, so that the problem of poor display is improved to a large extent. A liquid crystal composition containing the compound is better in alignment effect, is polymerized more completely and has fewer residues. Moreover, the compound is low in price and stable in performance, can be widely applied to the field of liquid crystal display, and has an important application value.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal materials, and relates to a dibenzofuran polymerizable compound and an application thereof. Background technique [0002] In recent years, liquid crystal display devices have been widely used in various electronic devices such as smartphones, tablet computers, car navigation systems, televisions, and the like. Representative liquid crystal display modes include twisted nematic (TN) type, super twisted nematic (STN) type, in-plane switching (IPS) type, fringe field switching (FFS) type and vertical alignment (VA) type. Among them, the VA mode has attracted more and more attention due to its fast fall time, high contrast, wide viewing angle, and high-quality images. [0003] However, the liquid crystal medium used in the display elements of the active matrix addressing mode such as VA mode has its own shortcomings, such as the afterimage level is obviously worse than that of the display elem...

Claims

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Application Information

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IPC IPC(8): C07D307/91C09K19/34C09K19/38G02F1/13
CPCC07D307/91C09K19/3405C09K19/3861C09K19/3895C09K2019/3408G02F1/13
Inventor 王迎运姜天孟储士红田会强高立龙王新颖陈海光戴雄张嫣然
Owner BEIJING BAYI SPACE LCD MATERIALS TECH
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