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A kind of biphenyl liquid crystal compound containing pyridine terminal group and its preparation method and application

A technology based on liquid crystal compounds and biphenyls, applied in chemical instruments and methods, liquid crystal materials, photosensitive equipment, etc., to achieve the effect of large positive dielectric anisotropy

Active Publication Date: 2018-10-23
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] However, there are no reports on the application of liquid crystal materials for display in solar cells.

Method used

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  • A kind of biphenyl liquid crystal compound containing pyridine terminal group and its preparation method and application
  • A kind of biphenyl liquid crystal compound containing pyridine terminal group and its preparation method and application
  • A kind of biphenyl liquid crystal compound containing pyridine terminal group and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042]

[0043] Under nitrogen protection, 2.58g (8.46mmol) 4-bromophenylboronic acid pinacol ester, 0.73g (7.05mmol) 4-pyridylacetylene, 20mL triethylamine (TEA), 20mL DMF were added to a thermometer equipped with a condensing In a 100mL three-neck flask with a magnetic stirrer, stir at 40°C for 30 minutes and then heat up to 60°C, then add 0.16g (0.14mmol) tetrakis(triphenyl)phosphine palladium and 0.05g (0.28mmol) iodide Cuprous, continue to react at 100°C for 6 hours, cool the reaction solution to room temperature naturally, extract the reaction solution three times with dichloromethane, and finally combine the organic phases, wash the organic phases with brine three times, and dry over anhydrous magnesium sulfate for half an hour. The solvent was recovered after suction filtration, and the eluent with a volume ratio of petroleum ether and ethyl acetate of 5:1 was used for column chromatography separation and purification to obtain 0.65 g of white solid, i.e., pyridyl bo...

Embodiment 2

[0052] In Example 1, the 4-(trans-(4-n-propylcyclohexyl) ethyl) iodobenzene 3I used was used with equimolar 4-(trans-(4-n-pentylcyclohexyl) ethyl) iodine Benzene 5I was replaced, and other steps were the same as in Example 1 to obtain white crystals—biphenyl liquid crystal molecules 5N containing pyridine end groups, with a yield of 63%, and the chemical name was 1-{4-[2-(4-normal Pentylcyclohexyl) ethyl] biphenyl}-2-[4-pyridyl] acetylene, the specific reaction equation is as follows:

[0053]

[0054] The structural characterization data of the obtained biphenyl liquid crystal compound containing pyridine terminal groups are as follows:

[0055] 13 C-NMR (CDCl 3 is the solvent, the internal standard is TMS, 101MHz, ppm): 149.85, 143.31, 142.02, 137.35, 132.40, 131.64, 129.04, 127.03, 126.99, 125.62, 120.61, 94.19, 87.28, 39.45, 37.91, 333.42, 337.61, 37.91 , 33.12, 32.33, 26.79, 22.83, 14.24.

[0056] 1 H-NMR (CDCl 3 is solvent, internal standard is TMS, 400MHz, ppm)...

Embodiment 3

[0060] The use of the biphenyl liquid crystal compound containing pyridine terminal groups prepared in Example 1 in the preparation of dye-sensitized solar cells, the specific use method is:

[0061] 1. Conductive glass pretreatment

[0062] Clean the conductive glass in detergent, ethanol, and deionized water with an ultrasonic wave at a frequency of 40 Hz and a power of 100 W for 30 minutes to 1 hour, and dry it at 110°C for later use.

[0063] 2. Preparation of dye solution

[0064] Dissolve biphenyl liquid crystal compounds containing pyridine terminal groups in a mixed solvent with a volume ratio of acetonitrile and tert-butanol of 1:1 to prepare a dye solution with a concentration of 0.3 mmol / L.

[0065] 3. Preparation of electrolyte solution

[0066] Add tetrabutylammonium iodide, lithium iodide, iodine, and p-tert-butylpyridine into acetonitrile to prepare an electrolyte solution. The concentrations are 0.6mol / L, 0.1mol / L, 0.05mol / L, and 0.5mol / L, respectively.

[...

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Abstract

The invention discloses a biphenyl liquid crystal compound containing a pyridine end group and a preparation method and application thereof. The structure formula of the compound is as shown in the specification, wherein CnH2n+1 replaces C2-C5 linear alkyl. The liquid crystal compound is obtained through Suzuki coupled reaction of pyridyl boron ester and aromatic hydrocarbon iodide. The synthesis method is simple, the cost is relatively low, and the liquid crystal compound is suitable for industrial production. The liquid crystal compound has positive dielectric anisotropy and a certain nematic phase liquid crystal interval, is relatively high in clearing point, can be applied to an IPS display mode and a TN display mode, and can be applied to a dye-sensitized solar cell as a dye sensitizer molecule.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal compounds, and in particular relates to a biphenyl liquid crystal compound containing a pyridine terminal group, and a preparation method and application of the liquid crystal compound. Background technique [0002] Since the development of liquid crystal materials, they have been applied in many fields such as liquid crystal displays, liquid crystal optical devices, high-strength elastic materials, and organic solar cell materials. Therefore, liquid crystal materials, as an interdisciplinary research hotspot, have been extensively studied by researchers. Against the backdrop of the energy crisis and environmental pollution posing increasing challenges to global sustainable development, solar cells are increasingly being valued by the scientific and industrial circles. In the past two years, liquid crystal researchers have done a lot of experimental research, hoping to apply liquid crystal...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K19/34H01G9/20
CPCY02E10/542
Inventor 安忠维晋峥陈然陈新兵陈沛
Owner SHAANXI NORMAL UNIV
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