Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element
A technology of liquid crystal aligning agent and liquid crystal aligning film, which is used in instruments, optics, nonlinear optics, etc., can solve the problems of insufficient substrate bonding, uneven display of liquid crystal display elements, water mixing, etc., to reduce the frame area, The effect of suppressing uneven display and high adhesion
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[0144] The following examples are given to describe the present invention in more detail, but the present invention is not limited to these examples and explained. The abbreviations, analytical methods, analytical conditions, and methods of property evaluation of the compounds used are as follows.
[0145] NMP: N-methyl-2-pyrrolidone BCS: Butyl cellosolve
[0146] DMAP: Dimethylaminopyridine
[0147] Boc2O: di-tert-butyl dicarbonate
[0148] DMAP: Dimethylaminopyridine Pd / C: Palladium on Carbon
[0149] DIEPA: Diisopropylethylamine
[0150] DMF: Dimethylformamide
[0151] THF: Tetrahydrofuran
[0152]
[0153] ( 1 H-NMR measurement)
[0154] Device: Varian NMR system 400NB (400MHz) (manufactured by Varian Corporation) and JMTC-500 / 54 / SS (500MHz) (manufactured by JEOL Corporation)
[0155] Determination solvent: CDCl 3 (deuterochloroform), DMSO-d 6 (Deuterated Dimethyl Sulfoxide)
[0156] Reference material: TMS (tetramethylsilane) (δ: 0.0ppm, 1 H) and CDCl 3 (δ...
Synthetic example 1
[0176] Weigh DA-1 (0.42g, 2.8mmol) and DA-3 (1.67g, 4.2mmol) into a 50ml four-necked flask equipped with a stirring device and a nitrogen gas inlet tube, then add 21.7g of NMP, and stir while sending nitrogen gas Let it dissolve. Stirring this diamine solution, CA-1 (0.534g, 2.45mmol) and CA-2 (0.837g, 4.27mmol) were added, and 5.4g of NMP was further added. Then, it stirred for 3 hours, and obtained the polyamic-acid solution of 12 mass % of resin solid content concentration. The viscosity of the polyamic acid solution at 25° C. was confirmed to be 320 mPa·s using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.). The molecular weight of this polyamic acid was Mn=10,550, Mw=32,000.
Synthetic example 2
[0178] Weigh DA-1 (0.42g, 2.8mmol) and DA-4 (2.09g, 4.2mmol) into a 50ml four-neck flask equipped with a stirring device and a nitrogen gas inlet tube, then add 21.7g of NMP, and stir while sending nitrogen gas Let it dissolve. Stirring this diamine solution, CA-1 (0.534g, 2.45mmol) and CA-2 (0.837g, 4.27mmol) were added, and 5.4g of NMP was further added. Then, it stirred for 3 hours, and obtained the polyamic-acid solution of 12 mass % of resin solid content concentration. The viscosity of the polyamic acid solution at 25° C. was confirmed to be 370 mPa·s using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.). Mn of this polyamic acid was 19,000, and Mw was 50,500.
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