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Liquid crystal compound containing benzoxazole and difluoromethyleneoxy bridge and its preparation method and application
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A compound, liquid crystal technology, applied in chemical instruments and methods, organic chemistry, liquid crystal materials, etc.
Active Publication Date: 2015-07-29
BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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Abstract
Description
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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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Embodiment 1
[0064]
[0065] step 1:
[0066]
[0067] Add 0.2mol 4-propyl o-aminophenol (reactant), 0.2mol triethylamine (reactant), 1000ml N,N-methylformamide (solvent) to the reaction flask, cool down to 10°C, within 1 hour 0.22mol 3,5-difluorobenzoyl chloride (reactant) was added dropwise. After the drop was completed, the temperature was raised to 50°C, and the ring-closing reaction was carried out for 3 hours. Add 300ml of water to the reaction solution, separate the layers, extract the water phase twice with 100ml toluene (solvent), combine the extracts, wash with water until neutral, add 10g p-toluenesulfonic acid (catalyst) and 200ml toluene (solvent), stir and heat to The reaction mixture was refluxed to separate water for 4 hours, the reaction mixture was washed with water until neutral, the solvent was evaporated to dryness, dissolved in petroleumether (solvent) and passed through a silica gel (decolorant) column, and the solvent was evaporated to dryness to obtain white...
Embodiment 2
[0086] According to the 4-step reaction of Example 1, the 3,5-difluorobenzoyl chloride in step 1 is replaced by m-fluorobenzoyl chloride, and the products are fed and reacted sequentially downwards, and the 3,4,5-trifluorobenzoyl chloride in step 4 Phenol is replaced by 3,4-difluorophenol to prepare the compound shown in the following formula I2.
[0087]
[0088] Wherein, the intermediates of each step are respectively
[0089] step 1
[0090]
[0091] step 2
[0092]
[0093] step 3
[0094]
[0095] step 4
[0096]
[0097] The experimental results are as follows:
[0098] 1. GC: 99.6%
[0099] 2. MS: m / z%139(2.77)182(3.41)225(9.94)319(100)433(M + 0.66)
[0100] 3. MP: 79.5°C
[0101] As can be seen from the above, the product has a correct structure and is a compound shown in formula I1. The test results of its liquid crystal performance are as follows:
[0102] 4. △ε: 14.3 (20°C, 1000Hz)
[0103] 5. △n: 0.109 (20°C, 589nm)
[0104] 6. CP: 119.5°...
Embodiment 3~35
[0106] With reference to the method of Examples 1 and 2, only the reactant substituents are replaced accordingly according to the substituents in the product, to obtain the compound shown in the following formula I:
[0107]
[0108]
[0109]
[0110]
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Abstract
The invention discloses a liquid crystal compound containing benzoxazole and difluoromethylenedioxy bridged linkage (-CF2O-) and a preparation method and application of the liquid crystal compound. The structural general formula of the compound is as formula I. The compound is relatively stable in structure, and has a wide temperature range of the liquid crystal state, good intersolubility at low temperature and large positive dielectricanisotropydelta epsilon. When the compound is used in an optical element, low threshold voltage and small rotary viscosity gamma can be achieved. Thus, the material of a liquid crystal composition and the performance of a display can be improved, and the liquid crystal compound containing benzoxazole and the difluoromethylenedioxy bridged linkage plays a significant role in the achievement of rapid response of the display. A liquid crystal composition containing the compound can be applied to the production of a liquid crystal display which is low in driving voltage, wide in temperature range and rapid in response.
Description
technical field [0001] The invention belongs to the field of liquid crystal compounds and applications, and relates to a compound containing benzoxazole and difluoromethyleneoxy bridge (-CF 2 O-) liquid crystal compound and its preparation method and application. Background technique [0002] For the field of liquid crystal display technology, although the market has been huge in recent years and the technology has gradually matured, people's requirements for display technology are also constantly improving, especially in terms of achieving fast response, reducing driving 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] As a liquid crystal material for display, it has been greatly developed, and a large number of liquid crystal compounds have appeared. From biphenyl nitriles, esters, oxygen-con...
Claims
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Application Information
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