Liquid crystal aligning agent, membrane, liquid crystal display element, manufacturing method, polymer containing nitrogenous aromatic heterocyclic rings and compound
A technology of liquid crystal display element and liquid crystal aligning agent, which is applied in the direction of organic chemistry, liquid crystal materials, chemical instruments and methods, etc., can solve the problems of slow response speed of liquid crystal molecules, insufficient transmittance and contrast, and achieve excellent reliability, The effect of less quality deterioration
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Embodiment 1A
[0192] [Example 1A: Synthesis of Compound (da-5)]
[0193] The compound represented by the formula (da-5) (hereinafter also referred to as compound (da-5)) was synthesized according to the following scheme 1.
[0194] [chemical 19]
[0195]
[0196] 12.5 g (62.8 mmol) of bis(3-pyridylmethyl)amine, 150 ml of dichloromethane, and 15.9 ml (114 mmol) of triethylamine were mixed, and 3,5- A solution obtained by dissolving 13.2 g (57.1 mmol) of dinitrobenzoyl chloride in 50 ml of methylene chloride was stirred at room temperature for 3 hours. After the reaction, 500 ml of ethyl acetate and 500 ml of tetrahydrofuran were added, and washed 4 times with 400 ml of distilled water. After drying the organic layer with magnesium sulfate, the solvent was distilled off, and the precipitated solid was filtered and dried to obtain 17.7 g (45.0 mmol , and the yield was 78.7%).
[0197] Then, 17.7g (45.0mmol) of the dinitro body, 1.77g of 5% palladium carbon (containing 50% water), 90ml o...
Embodiment 2A
[0198] [Example 2A: Synthesis of Compound (da-6)]
[0199] The compound represented by the formula (da-6) (hereinafter also referred to as compound (da-6)) was synthesized according to the following Scheme 2.
[0200] [chemical 20]
[0201]
[0202] 11.3 g (50.0 mmol) of 2,4-dinitrophenylacetic acid, 9.96 g (50.0 mmol) of bis(3-pyridylmethyl)amine, and 200 ml of methylene chloride were mixed, and cooled in an ice bath while Add 11.5g (60.0mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride, 1.22g (10.0mmol) of N,N-dimethyl-4-aminopyridine ), stirred at room temperature for 2 hours. After the reaction, 800 ml of ethyl acetate was added, followed by washing with 400 ml of distilled water four times. After drying the organic layer with magnesium sulfate, the solvent was distilled off, and the precipitated solid was filtered and dried to obtain 16.4 g (40.3 mmol of the compound represented by the formula (dm-6)) of brown powder. , and the yield was 80.5%)....
Embodiment 3A
[0204] [Example 3A: Synthesis of Compound (da-37)]
[0205] The compound represented by the formula (da-37) (hereinafter also referred to as compound (da-37)) was synthesized according to the following Scheme 3.
[0206] [chem 21]
[0207]
[0208] 12.9 g (96.7 mmol) of iminodiacetic acid and 145 ml of 2M aqueous sodium hydroxide solution were mixed, and while cooling in an ice bath, 22.3 g (96.7 mmol) of 3,5-dinitrobenzoyl chloride was dissolved in The resulting solution in 30 ml of tetrahydrofuran was stirred at room temperature for 4 hours. After the reaction, 300 ml of 1M dilute hydrochloric acid was added while cooling in an ice bath, and the precipitated solid was filtered and dried. Then, it was recrystallized in 200 ml of ethyl acetate, and the precipitated solid was filtered and dried to obtain 15.3 g (46.7 mmol, yield 48.3%).
[0209] Next, 15.3 g (46.7 mmol) of the dicarboxylic acid body, 10.6 g (98.1 mmol) of 3-aminomethylpyridine, and 200 ml of dichlorometh...
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