Diamine compound and its preparation method, polyamic acid and its preparation method, polyimide, alignment agent, alignment film and display device
An amine compound, polyamic acid technology, applied in chemical instruments and methods, organic chemistry, instruments, etc., can solve the problems of less residual charge, difficult to meet high voltage retention rate, fast release rate of accumulated charge, etc., to achieve less accumulated charge , The effect of fast release speed of accumulated charge and good liquid crystal alignment performance
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[0061] Another aspect of the embodiment of the present invention provides a preparation method of the above-mentioned diamine compound, the preparation method comprising the following steps:
[0062] Acid chloride step: make compound shown in formula III and SOCl 2 Reaction, is converted into the compound shown in formula IV;
[0063] It should be noted that the chemical formula SOCl 2 It means thionyl chloride, which is soluble in organic solvents such as benzene, chloroform, and carbon tetrachloride, and is mainly used to manufacture acyl chlorides.
[0064] Coupling step: make the compound shown in formula IV react with the compound shown in formula V-1, be converted into the compound shown in formula VI-1; Or make the compound shown in formula IV react with the compound shown in formula V-2, be converted into Compound shown in formula VI-2;
[0065] Hydrogenation step: make -NO in the compound shown in formula VI-1 2 is reduced to -NH 2 , converted into the compound s...
Embodiment approach
[0083] The acid chloride step specifically includes:
[0084] With N, N-dimethylformamide (N, N-Dimethylformamide, abbreviated as DMF) as a catalyst, the compound shown in formula III and SOCl 2 Carry out reflux reaction, be converted into the compound shown in formula IV.
[0085] The coupling steps specifically include:
[0086] dissolving the compound shown in formula V-1 or formula V-2, and triethylamine in dichloromethane to obtain a first solution;
[0087] Dissolving the compound shown in formula IV in dichloromethane to obtain a second solution;
[0088] The second solution is added to the first solution, the compound shown in formula IV is reacted with the compound shown in formula V-1, and converted into the compound shown in formula VI-1, or the compound shown in formula IV is reacted with the compound shown in formula V-2 The compound shown in the reaction is converted into the compound shown in formula VI-1.
[0089] The hydrogenation step specifically include...
Embodiment 1
[0229] The specific process is as follows:
[0230] Add 3.24g (i.e. 30mmol) of the diamine compound (i.e. p-phenylenediamine) shown in the formula VII-1, 0.99g (i.e. 5mmol) of the formula VII-2 The diamine compound shown (ie 4,4'-diaminodiphenylmethane), 7.485g (ie 15mmol) of the diamine compound shown in formula I-1-1 and 122g of NMP (N-methylpyrrolidone) solvent; After stirring the above mixture by magnetic force at room temperature, make it uniform and then dissolve;
[0231] Replace the air in the reaction vessel with nitrogen;
[0232] Then slowly add 9.8g (i.e. 50mmol) of the compound shown in formula VIII-1 (i.e. 1,2,3,4-cyclobutanetetracarboxylic dianhydride) to the above mixed solution, and mix the above The solution was stirred for 24 hours to obtain a polyamic acid solution with a mass concentration of 15%, which was marked as PAA-1.
[0233] After testing, the obtained polyamic acid solution had a viscosity of 155 mPa·s at 25° C. and a weight average molecular w...
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