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Liquid crystal compound containing dihydrobenzofuran and preparation method and application thereof

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

Active Publication Date: 2013-09-25
BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far, no single liquid crystal monomer has been used alone in liquid crystal displays without being combined with other compounds to meet the performance requirements.

Method used

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  • Liquid crystal compound containing dihydrobenzofuran and preparation method and application thereof
  • Liquid crystal compound containing dihydrobenzofuran and preparation method and application thereof
  • Liquid crystal compound containing dihydrobenzofuran and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0112] Embodiment 1, compound II Synthesis

[0113]

[0114] Step 1: Synthesis of II-a

[0115] Add 17.4g (0.1mol) 2-butyl benzofuran (reactant) P1, 2gPd / C (catalyst) 50ml toluene (solvent) 50ml ethanol (solvent) in reaction flask, hydrogenate 10 hours under 1MPa, filter The catalyst was removed, and the solvent was evaporated to dryness to obtain product 17g (II-a). Yield 96.6% GC99.5%

[0116] Synthesis of Step 2II-b

[0117] Add 17.6g (0.1mol) 2-butyl chroman (reactant) in reaction flask, methylene dichloride 100ml (solvent), add N-bromosuccinimide (reactant) 21.4g ( 0.12mol), heated to reflux for 2 hours. Add 100ml of water, separate the liquid, evaporate the solvent to dryness, and collect the 130°C / 2mmhg fraction by vacuum distillation to obtain 20g of the product (II-b). Yield 78% GC98.5%

[0118] Synthesis of Step 3II-c

[0119] Add 25.5g (0.1mol) of 2-butyl-5-bromochroman (reactant) and 80ml of tetrahydrofuran (solvent) into the reaction flask, protect it ...

Embodiment 2

[0130] Embodiment 2, compound III Synthesis

[0131]

[0132] In the reaction flask, add 24.2g (0.11mol) 3-butyl-5-boronic acid base chroman (reactant), 48.3g (0.1mol) P3 (intermediate P3 according to literature Detlef Pauluth et al J. Mater.Chem.2004, 141219-1227 synthesized) (reactant), 15g sodium carbonate, 0.3g tetrakistriphenylphosphine palladium (catalyst), 100ml toluene (solvent), 100ml water, 100ml ethanol (solvent), heated to reflux After 4 hours, 100ml of water solution was added, the toluene layer was evaporated to dryness, and the product (III) was obtained by column chromatography and recrystallization of 3 times petroleum ether, 40.5g, yield 70%, GC99.9%.

[0133] The structural verification data of this product are as follows:

[0134] MP: 74.81℃, differential thermogram as shown image 3 shown;

[0135] MS: m / s% 578 (30.2), 509 (2.2), 431 (100), 362 (71.9), 187 (71.8), mass spectrogram as Figure 4 shown;

[0136] 1H-NMR: δ(ppm:) 0.90(t, 3H), 1.30(m, ...

Embodiment 3～68

[0142] According to the method of the aforementioned Examples 1 and 2, only the substituents in the reactants were replaced with the substituents in the target product to obtain the compounds belonging to formula I obtained in the following Examples 3-68.

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

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Abstract

The invention discloses a liquid crystal compound containing dihydrobenzofuran and a preparation method and application thereof. The structural general formula of the compound is shown in a formula I (shown in a drawing). The compound is more stable in structure and has a wide liquid crystal state temperature range, better low-temperature intersolubility and higher dielectric anisotropy [delta]epsilon; and when the compound is applied to an optical device, a lower threshold voltage and low rotational viscosity gamma1 can be realized, and the performance of liquid crystal composition materials and displays can be improved, so that the compound has important significance for quick response of the displays. A liquid crystal composition containing the compound can be applied to the preparation of liquid crystal displays with low driving voltage, wide temperature range and high response speed.

Description

technical field [0001] The invention belongs to the field of liquid crystal compound synthesis and application, and relates to a liquid crystal compound containing chroman and its preparation method and application. Background technique [0002] Liquid crystal displays using liquid crystal compositions are widely used in instruments, computers, televisions and other displays. For the field of liquid crystal display technology, although the market has become very large in recent years and the technology has gradually matured, people's requirements for display technology are also constantly improving. , especially in achieving fast response, reducing drive voltage to reduce power consumption, etc. As one of the important optoelectronic materials of liquid crystal display, liquid crystal material plays an important role in improving the performance of liquid crystal display. [0003] Liquid crystal display elements are divided into the following modes according to the display ...

Claims

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Application Information

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IPC IPC(8): C09K19/44C09K19/46C09K19/34C07D307/79G02F1/1333
Inventor 韩耀华夏治国华瑞茂田秋峰李志强霍学兵张建立
Owner BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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