Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element
A technology of liquid crystal alignment agent and substituent, which is applied in the direction of instruments, optics, nonlinear optics, etc. It can solve the problems of low stability, low contrast, and the failure of liquid crystal to return to the initial state, etc., and achieve good adhesion and excellent contrast , the effect of suppressing the deviation of lightness
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[0174] Hereinafter, although an Example is given and this invention is demonstrated more concretely, this invention is not limited to these. The abbreviations of the following compounds and the measurement methods of each characteristic are as follows.
[0175] (solvent)
[0176] NMP: N-methyl-2-pyrrolidone, GBL: γ-butyrolactone. BCS: butyl cellosolve.
[0177] (diamine)
[0178] DA-1 to DA-8: compounds represented by the following formulas (DA-1) to (DA-8).
[0179] (tetracarboxylic dianhydride)
[0180] CA-1 to CA-4: compounds represented by the following formulas (CA-1) to (CA-4).
[0181] (additive)
[0182] C-1: a compound represented by the following formula (C-1).
[0183] C-2: 2,2'-bis(4-hydroxy-3,5-dihydroxymethylphenyl)propane.
[0184]
[0185] S-1: a compound represented by the following formula (S-1).
[0186]
[0187]
[0188] The measurement was performed at a temperature of 25° C. using an E-type viscometer TVE-22H (manufactured by Toki Sangyo ...
Synthetic example
[0194] Hereinafter, synthesis examples of polyamic acid and polyimide are shown. In addition, in these names, A represents (A) component, B represents (B) component, and PI represents polyimide.
[0195]
[0196]Measure 4.89g (20.0mmol) DA-1, 2.59g (24.0mmol) DA-2, 4.61g (20.0mmol) DA-3 and Add 5.46g (16.0mmol) of DA-5, add 197g of NMP, and stir to dissolve while feeding nitrogen. While stirring this diamine solution, 14.2 g (63.2 mmol) of CA-1 and 3.00 g (12.0 mmol) of CA-2 were added and stirred at 40° C. for 24 hours to obtain a polyamic acid solution (A-1,) ( Viscosity: 425mPa·s).
[0197]
[0198] Measure 52.6g (0.264mol) of DA-7 and 13.1g (0.066mol) of DA-8 into a 1L separable flask equipped with a stirring device and a nitrogen inlet tube, add 481.7g of NMP, and feed nitrogen while Stir to dissolve. While stirring this diamine solution, 41.3 g (0.165 mol) of CA-2 and 124.5 g of NMP were added, and it was made to react at 50 degreeC for 4 hours. Then, 45.1 g (0....
Embodiment 2
[0215] Measure 3.00g of polyimide solution (A-1-PI) and 3.60g of polyamic acid solution (B-3) into the 20ml sample tube with stirring bar, and further add 0.63g of NMP, 3.60g of GBL, 3.0 g of BCS, 0.90 g of a GBL solution containing 1% by weight of S-1, and 0.27 g of an NMP solution containing 10% by weight of C-1 were stirred with a magnetic stirrer for 30 minutes to obtain a liquid crystal aligning agent (2).
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