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Liquid crystal aligning 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 the directions of instruments, optics, nonlinear optics, etc.

Pending Publication Date: 2020-10-30
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as the performance of liquid crystal display elements increases, the properties required for liquid crystal alignment films become more and more stringent. These existing technologies are difficult to fully satisfy all the required properties.

Method used

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  • Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element
  • Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element
  • Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0166] Hereinafter, although an Example etc. are given and this invention is demonstrated concretely, this invention is not limited to these Examples. In addition, the meaning of the abbreviation of a compound and a solvent is as follows. Here, Boc represents t-butoxycarbonyl.

[0167]

[0168]

[0169]

[0170] NMP: N-methyl-2-pyrrolidone, BCS: Butyl cellosolve

[0171] GBL: γ-butyrolactone, THF: Tetrahydrofuran

[0172] ( 1 H-NMR measurement)

[0173] Device: Varian NMR system 400NB (400MHz) (manufactured by Varian), and JMTC-500 / 54 / SS (500MHz) (manufactured by JEOL)

[0174] Determination solvent: CDCl 3 (deuterochloroform), DMSO-d 6 (Deuterated Dimethyl Sulfoxide)

[0175] Reference material: TMS (tetramethylsilane) (δ: 0.0ppm, 1 H) and CDCl 3 (δ: 77.0ppm, 13 c)

[0176]

[0177]

[0178] Add 4,4'-diamino-N-methyldiphenylamine (10.0 g, 43.2 mmol) to tetrahydrofuran (300 g), and add 3-triethoxy dilute with tetrahydrofuran (50 g) dropwise over 1 hour ...

Synthetic example 1

[0195] Add DA-1 (4.03g, 16.5mmol), DA-2 (3.59g, 9.0mmol), and DA-3 (2.51g, 4.5 mmol) thereafter, NMP (74.0 g) was added, and stirred while feeding nitrogen to dissolve it. (4.37 g, 19.5 mmol) of CA-1 and 9.0 g of NMP were added, stirring this solution, and it stirred at 40 degreeC for 3 hours. Thereafter, (1.71 g, 8.7 mmol) of CA-2 and 9.0 g of NMP were added at 25° C., and then stirred for 12 hours to obtain a polyamic acid solution (viscosity: 480 mPa·s). The molecular weight of this polyamic acid was Mn=10,660, Mw=20,512.

[0196] 80.0 g of this polyamic-acid solution was fractionated, and after adding 20.0 g of NMP, 6.8 g of acetic anhydride and 1.8 g of pyridine were added, and it was made to react at 50 degreeC for 3 hours. This reaction solution was poured into 434.4 g of methanol while stirring, and the deposited precipitate was separated by filtration. This deposit was washed with methanol, and dried under reduced pressure at 60° C. to obtain a polyimide powder. T...

Embodiment 1～3

[0197] [Examples 1-3] and [Comparative Examples 1-2]

[0198] The polyamic acid solution obtained in Synthesis Example 1 was added with solvent and additives S1, S2, or S3 while stirring so that the composition of the obtained liquid crystal aligning agent became the composition shown in Table 1, and then stirred at room temperature for 2 hours. This gives a liquid crystal aligning agent.

[0199] [Table 1]

[0200] polymer*1 Additive*2 Solvent ratio*3 Example 1 SPI-A1(100) S1(3) NMP(45),GBL(30),BCS(20) Example 2 SPI-A1(100) S2(3) NMP(45),GBL(30),BCS(20) Example 3 SPI-A1(100) S3(3) NMP(45),GBL(30),BCS(20) Comparative example 1 SPI-A1(100) - NMP(45),GBL(30),BCS(20) Comparative example 2 SPI-A1(100) S4(3) NMP(45),GBL(30),BCS(20)

[0201] *1: It shows content (weight part) of each polymer with respect to 100 weight part of all polymers in a liquid crystal aligning agent.

[0202] *2: It shows content (weight ...

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PUM

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Abstract

Provided are: a liquid crystal aligning agent which enables the achievement of a liquid crystal alignment film that has excellent voltage holding ratio and exhibits rapid reduction of accumulated charges, while having good liquid crystal aligning properties and transparency; a liquid crystal alignment film; and a liquid crystal display element. The liquid crystal aligning agent is characterized bycontaining an organic solvent and the component (A) and the component (B) described below. The component (A) is at least one polymer selected from the group consisting of polyimide precursors havinga structure of formula (2) and imidized polymers of the polyimide precursors. (In the formula, R5 represents a single bond or the like; R6 represents a structure -(CH2)n-; n represents a number of 2-20; and R7 represents a single bond or the like. The component (B) is a compound represented by formula (1). In the formula (1), each of Q1 and Q2 represents (Q1-1), (Q1-2) or the like. (In the formula(1), each of q1 and q2 represents or 1; R1 represents a hydrogen atom or the like; each of L1 and L2 represents a hydrogen atom or the like; and each of S1 and S2 represents a group represented by formula (S). (In the formula (S), R2 represents a hydrogen atom or the like; L represents an alkylene group having 2-20 carbon atoms, or the like; each of R3 and R4 represents an alkyl group having 1-4carbon atoms, or the like; q represents a number of 1-3; and * represents the bonding position to formula (1).

Description

technical field [0001] The present invention relates to a novel liquid crystal aligning agent, a liquid crystal aligning film and a liquid crystal display element using the same. Background technique [0002] Liquid crystal display devices are widely used as display units of computers, mobile phones, smartphones, televisions, and the like. A liquid crystal display element includes, for example, a liquid crystal layer sandwiched between an element substrate and a color filter substrate, a pixel electrode and a common electrode for applying an electric field to the liquid crystal layer, an alignment film for controlling the orientation of liquid crystal molecules in the liquid crystal layer, and Thin-film transistors (TFTs) that switch electrical signals to pixel electrodes, etc. As a method for driving liquid crystal molecules, longitudinal electric field methods such as the TN method and the VA method, and transverse electric field methods such as the IPS method and the FFS...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G02F1/1337C08K5/544C08L79/08
CPCC08L79/08G02F1/1337C08K5/544
Inventor 相马早纪别府功一朗须贺贵裕
Owner NISSAN CHEM IND LTD
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