Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element
A technology of liquid crystal alignment agent and liquid crystal alignment film, which is applied in optics, instruments, nonlinear optics, etc., and can solve problems such as afterimages, small anisotropy in the alignment direction of polymer films, and inability to obtain sufficient liquid crystal alignment. Achieve high irradiation sensitivity and good afterimage characteristics
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[0119] The following examples are given to illustrate the present invention in more detail, but the present invention is not limited to them. The abbreviations of the compounds used below and the measurement methods of each characteristic are as follows.
[0120] NMP: N-methyl-2-pyrrolidone
[0121] BCS: Butyl Cellosolve
[0122] DA-1: 1,2-bis(4-aminophenoxy)ethane
[0123] DA-2: 4-(2-(methylamino)ethyl)aniline
[0124] DA-3: p-phenylenediamine
[0125] DA-4: 4-(2-Aminoethyl)aniline
[0126] DA-5: Refer to the following formula (DA-5)
[0127]
[0128] [viscosity]
[0129] For the viscosity of polyamic acid ester and polyamic acid solution, etc., use an E-type viscometer TVE-22H (manufactured by Toki Sangyo Co., Ltd.), when the sample volume is 1.1mL, the conical rotor is TE-1 (1°34', R24 ) and a temperature of 25°C.
[0130] [molecular weight]
[0131] The molecular weights, such as polyamic acid ester, were measured with the GPC (room temperature gel permeation c...
Synthetic example 1
[0150] Measure 1.03g (4.20mmol) of DA-1, 0.421g (2.80mmol) of DA-2, and 0.76g (7.00mmol) of DA-3 into a 50mL four-necked flask with a nitrogen gas introduction tube and a stirring device, and add NMP 33.60 g was dissolved by stirring while feeding nitrogen gas. While stirring this diamine solution, 2.95 g (13.16 mmol) of 1,3-dimethyl-1,2,3,4-cyclobutanetetracarboxylic dianhydride was added, and the solid content concentration became 12% by mass. way to add NMP 3.73g. Then, it stirred at room temperature for 24 hours, and obtained the polyamic-acid solution (A). The viscosity of the polyamic acid solution at a temperature of 25° C. was 316 mPa·s. In addition, the molecular weight of this polyamic acid was Mn=13530, Mw=29850.
Synthetic example 2
[0152] Measure 0.95 g (3.90 mmol) of DA-1, 0.98 g (6.5 mmol) of DA-2, and 0.35 g (2.60 mmol) of DA-4 into a 50 mL four-neck flask with a nitrogen inlet tube and a stirring device, and add NMP33 .15 g, and stirred while feeding nitrogen gas to dissolve it. While stirring the diamine solution, 2.74 g (12.22 mmol) of 1,3-dimethyl-1,2,3,4-cyclobutanetetracarboxylic dianhydride was added, and the solid content concentration was 12% by mass. way to add NMP 3.73g. Then, it stirred at room temperature for 24 hours, and obtained the polyamic-acid solution (B). The viscosity of the polyamic acid solution at a temperature of 25° C. was 483 mPa·s. In addition, the molecular weight of this polyamic acid was Mn=14260, Mw=30050.
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