Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element
A technology of liquid crystal aligning agent and polyimide, which is applied in the direction of liquid crystal materials, instruments, chemical instruments and methods, etc. It can solve the problems of mixing water and uneven expression of liquid crystal display elements, so as to improve adhesion and suppress uneven expression , to solve the effect of uneven expression
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[0112] Hereinafter, although an Example is given and this invention is demonstrated in more detail, this invention is not limited to them.
[0113] The abbreviations and characteristic evaluation methods of the compounds used in the present examples and comparative examples are as follows.
[0114] NMP: N-methyl-2-pyrrolidone
[0115] BCS: Butyl Cellosolve
[0116] GBL: gamma-butyrolactone
[0117]
[0118] [Viscosity determination]
[0119]In the synthesis examples or comparative synthesis examples, the viscosity of the polyamic acid solution was measured using an E-type viscometer TVE-22H (manufactured by Toki Sangyo Co., Ltd.), with a sample volume of 1.1 mL and a cone rotor TE-1 (1° 34′, R24 ) under the conditions of determination.
[0120] [Measurement of imidization rate]
[0121] Add 20 mg of polyimide powder to an NMR sample tube (NMR sampling tube standard manufactured by Kusano Scientific Co., Ltd., φ5), add deuterated dimethyl sulfoxide (DMSO-d6, 0.05% TMS (...
Synthetic example 1
[0125] Add DA-1 (6.71g, 27.5mmol), DA-2 (5.97g, 15mmol), DA-3 (4.17g, 7.5mmol) into a 200mL four-necked flask with a stirring device and a nitrogen inlet tube Thereafter, 122 g of NMP was added, and stirring and dissolution were performed while feeding nitrogen gas. While stirring the diamine solution, CA-1 (7.28 g, 32.5 mmol) and CA-2 (2.74 g, 14 mmol) were added, and after adding 30.4 g of NMP, the mixture was further stirred at 50° C. for 12 hours. Thus, a polyamic acid solution (PAA-1) having a resin solid content concentration of 15% by mass was obtained. The viscosity at 25° C. of this polyamic acid solution was 500 mPa·s.
[0126] 40.0 g of this polyamic acid solution (PAA-1) was divided into a 200 ml Erlenmeyer flask, 0.45 g of AD-1 was added, and stirred at room temperature for 15 hours. After adding 35.0 g of NMP to this, 3.19 g of acetic anhydride and 0.82 g of pyridine were added, and it was made to react at 55 degreeC for 3 hours. This reaction solution was pou...
Synthetic example 2
[0128] Add DA-1 (6.71g, 27.5mmol), DA-4 (3.62g, 15mmol), DA-3 (4.17g, 7.5mmol) into a 200mL four-necked flask with a stirring device and a nitrogen inlet tube Thereafter, 121 g of NMP was added, and stirring and dissolution were carried out while feeding nitrogen gas. While stirring the diamine solution, CA-1 (7.28 g, 32.5 mmol) and CA-2 (2.74 g, 14 mmol) were added, and after adding 30.2 g of NMP, the mixture was further stirred at 50° C. for 12 hours. Thus, a polyamic acid solution (PAA-2) having a resin solid content concentration of 15% by mass was obtained. The viscosity at 25° C. of this polyamic acid solution was 530 mPa·s.
[0129] 40.0 g of this polyamic acid solution (PAA-2) was divided into a 200 ml Erlenmeyer flask, 0.48 g of AD-1 was added, and stirred at room temperature for 15 hours. After adding 35.0 g of NMP thereto, 3.28 g of acetic anhydride and 0.84 g of pyridine were added, and the mixture was reacted at 55° C. for 3 hours. This reaction solution was po...
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