Liquid crystal alignment film, manufacturing method of liquid crystal alignment film, and liquid crystal display element
A technology of liquid crystal alignment film and liquid crystal alignment agent, which is applied in the directions of instruments, optics, nonlinear optics, etc., to achieve the effect of high liquid crystal alignment restriction force, excellent liquid crystal alignment property and orientation restriction force, and damage reduction.
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[0183] Hereinafter, the present invention will be described in more detail with examples given, but the present invention is not limited thereto.
[0184] The abbreviations of the compounds used in the present examples and comparative examples and the measurement methods of each property are as follows.
[0185] 1,3DM-CBDE-Cl: 1,3-bis(chlorocarbonyl)-1,3-dimethylcyclobutane-2,4-dicarboxylic acid dimethyl ester DA-1: (the following formula (DA-1 ))
[0186] [chem 31]
[0187]
[0188] Additive A: N-α-(9-fluorenylmethoxycarbonyl)-N-τ-tert-butoxycarbonyl-L-histidine
[0189] NMP: N-methyl-2-pyrrolidone
[0190] GBL: gamma-butyrolactone
[0191] DMF: N,N-Dimethylformamide
[0192] BCS: Butyl Cellosolve
[0193] THF: Tetrahydrofuran
[0194] DA-2: the following formula (DA-2)
[0195]
[0196] [molecular weight]
[0197] The molecular weight of the polymer was measured with a GPC (normal temperature gel permeation chromatography) device, and the number average molecu...
Synthetic example 1
[0218] A 500 mL four-neck flask equipped with a stirring device was made into a nitrogen atmosphere, 5.00 g (22.39 mmol) of DA-1, 171 g of NMP and 4.00 g (50.52 mmol) of pyridine as a base were added, and stirred to dissolve. Next, stirring this diamine solution, 6.84 g (21.05 mmol) of 1,3DM-CBDE-Cl was added, and it was made to react under water cooling for 4 hours. The obtained polyamic acid ester solution was poured into 847 g of 2-propanol, stirring, and the deposited deposit was collected by filtration. Next, 2-propanol 212g wash|cleaned 5 times, and obtained the white polyamic acid ester resin powder by drying. The molecular weight of this polyamic acid ester is Mn=17451, Mw=40651.
[0219] The obtained polyamic acid ester resin powder 7.50g was taken in the Erlenmeyer flask of 100ml, GBL of 67.50g was added, it stirred and melt|dissolved at room temperature for 24 hours, and obtained the polyamic acid ester solution (PAE-1).
Synthetic example 2
[0221] In the 50ml Erlenmeyer flask with a stirring bar, take 19.58g of the polyamic acid ester solution (PAE-1) obtained in Synthesis Example 1, add 11.82g of GBL, 7.90g of BCS, and 0.28g of Additive A , stirred with a magnetic stirrer for 30 minutes to obtain a liquid crystal aligning agent (A-1).
PUM
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