A kind of alkyne liquid crystal compound containing pyridine terminal group and its preparation method and application
A liquid crystal compound, pyridyl acetylenic alcohol technology, applied in chemical instruments and methods, liquid crystal materials, photosensitive equipment, etc., to achieve the effect of good compatibility and large positive dielectric anisotropy
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Embodiment 1
[0043] Under the protection of nitrogen, add 8.20g (40.00mmol) p-iodopyridine, 5.30g (60.00mmol) 2-methyl-3-butyn-2-ol, 0.46g (0.40mmol) tetrakis triphenyl Phosphine-based palladium, 0.38g (2.00mmol) cuprous iodide, 0.84g (3.20mmol) triphenylphosphine and 25g (250.00mmol) triethylamine, 200mL DMF, reflux and stir the reaction for 12 hours under nitrogen protection, and cool to room temperature, extracted with dichloromethane, the organic phase was washed 3 times with a saturated ammonium chloride solution, the organic phases were combined, washed with water until neutral, dried over anhydrous magnesium sulfate, and concentrated to obtain 5.16 g of a yellow-brown solid, namely pyridyl Alkynyl alcohol 1 (HPLC>92%), its productive rate is 80%, and concrete chemical reaction equation is as follows:
[0044]
[0045] Under nitrogen protection, 1.26g (7.8mmol) pyridyl alkynol 1, 0.25g (0.78mmol) tetra-n-butylammonium bromide, 5.24g (93.6mmol) potassium hydroxide, 16mL toluene and...
Embodiment 2
[0053] 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-containing pyridine terminal group alkyne liquid crystal molecules 5N, the yield was 43%, and the chemical name was 1-{4-[2-(4-n-pentyl Cyclohexyl) ethyl] phenyl}-2-[4-pyridyl] acetylene, the specific reaction equation is as follows:
[0054]
[0055] The structural characterization data of the obtained pyridine terminal group-containing alkyne liquid crystal compound are as follows:
[0056] 13 C-NMR (CDCl 3 is the solvent, the internal standard is TMS, 101MHz, ppm): 149.73, 144.88, 131.85, 131.69, 128.55, 125.48, 119.17, 94.40, 86.16, 39.02, 37.82, 37.51, 37.44, 33.41, 33.24, 33, 267, 32.26 , 14.14.
[0057] 1 H-NMR (CDCl 3 As a solvent, the internal standard is TMS, 400MHz, ppm): 8.59(d, J=5.4Hz, 2H), 7.47(d, J=8.3Hz, 2...
Embodiment 3
[0061] The use of the alkyne liquid crystal compound containing pyridine terminal groups prepared in Example 1 in the preparation of dye-sensitized solar cells, the specific use method is:
[0062] 1. Conductive glass pretreatment
[0063] 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.
[0064] 2. Preparation of dye solution
[0065] Dissolve the alkyne liquid crystal compound 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.
[0066] 3. Preparation of electrolyte solution
[0067] 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.
[0...
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