Polymer, liquid crystal aligning agent, liquid crystal aligning film, and liquid crystal display element
A technology of polymers and copolymers, applied in the field of polymers, can solve problems such as unsuitable IPS mode or FFS mode, no performance, and different manufacturing processes of liquid crystal display elements
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[0592] Hereinafter, the present invention will be described by way of examples. In addition, the evaluation methods and compounds used in the examples are as follows.
[0593]
[0594] 1. Weight average molecular weight (Mw)
[0595] The weight average molecular weight of a polyamic acid is calculated|required by the GPC method using 2695 separation module · 2414 differential refractometers (made by Waters), and performing polystyrene conversion. The polyamic acid obtained was diluted with a phosphoric acid-dimethylformamide (DMF) mixed solution (phosphoric acid / DMF=0.6 / 100: weight ratio) so that the polyamic acid concentration became about 2 wt%. HSPgel RT MB-M (manufactured by Waters) was used as a column, and the mixed solution was used as a developing solvent, and the measurement was performed under the conditions of a column temperature of 50° C. and a flow rate of 0.40 mL / min. As the standard polystyrene, TSK standard polystyrene manufactured by Tosoh Co., Ltd. was u...
Synthetic example 1
[0626] The compound represented by formula (1-1-1) was synthesized.
[0627] Synthesis of amides
[0628] In a 300mL three-necked flask equipped with a thermometer and a reflux tube, add 4-amino-2,2,6,6-tetramethylpiperidine (15.0g, 96.0mmol) and potassium carbonate (19.9g, 144.0mmol), And 100 mL of tetrahydrofuran (THF) was added. While keeping the solution at 5° C. or lower, a solution obtained by dissolving 3,5-dinitrobenzoyl chloride (24.3 g, 105.6 mmol) in THF 100 mL was slowly added thereto. The reaction solution was stopped cooling, and stirred at room temperature for 3 hours. The reaction solution was poured into 500 mL of pure water, the precipitated crystals were collected by filtration, and dried at 80° C. for 6 hours to obtain the following compound. The yield was 32.0 g, a 95% yield.
[0629]
[0630] Nitro reduction
[0631] The compound obtained in the first stage (32.0 g, 91.3 mmol) and 5 wt % palladium carbon powder (3.2 g) were charged into a 1 L au...
Synthetic example 2
[0633] The compound represented by the formula (1-1-2) was synthesized.
[0634] Synthesis of acid chloride
[0635] 2-Bromo-5-nitrobenzoic acid (25.0 g, 101.6 mmol) was added to a 300 mL eggplant flask, and 100 mL of thionyl chloride was added. Heated to reflux for 6 hours, left to cool, and distilled off thionyl chloride under reduced pressure to obtain 2-bromo-5-nitrobenzoyl chloride. Yield 23.5 g, 87% yield.
[0636] Synthesis of amides
[0637] In a 300mL three-necked flask equipped with a thermometer and a reflux tube, add 4-amino-2,2,6,6-tetramethylpiperidine (13.6g, 87.0mmol) and potassium carbonate (14.4g, 104.4mmol), And THF 100 mL was added. While keeping the solution at 5° C. or lower, a solution obtained by dissolving the compound (23.0 g, 87.0 mmol) obtained in the first stage in THF 100 mL was slowly added thereto. The reaction solution was stopped cooling, and stirred at room temperature for 3 hours. The reaction solution was poured into 500 mL of pure wat...
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