CN-121991347-A - Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element

Abstract

The invention relates to a liquid crystal aligning agent, a liquid crystal alignment film and a liquid crystal display element. The liquid crystal aligning agent comprises (A-1) at least 1 polymer selected from polyamide acid and imidized polymer of polyamide acid, wherein the polyamide acid is obtained by using tetracarboxylic dianhydride component containing tetracarboxylic dianhydride shown in the following formula (1) and diamine component containing diamine shown in the following formula (2), and (A-2) at least 1 polymer selected from polyamide acid and imidized polymer of polyamide acid, wherein the polyamide acid is obtained by using tetracarboxylic dianhydride component containing aliphatic tetracarboxylic dianhydride and diamine component containing diamine shown in the following formula (2), and an organic solvent.

Inventors

• Jin Errun
• Central Plains Xiang one is bright
• Haramoto Jun

Assignees

• 日产化学株式会社

Dates

Publication Date

20260508

Application Date

20170928

Priority Date

20160929

Claims (10)

1. 1. A liquid crystal aligning agent characterized by comprising: (a-1) at least 1 polymer selected from the group consisting of a polyamic acid obtained by using a tetracarboxylic dianhydride component comprising a tetracarboxylic dianhydride represented by the following formula (1) and a diamine component comprising a diamine represented by the following formula (2), and an imidized polymer of the polyamic acid; (a-2) at least 1 polymer selected from the group consisting of a polyamic acid obtained by using a tetracarboxylic dianhydride component comprising an aliphatic tetracarboxylic dianhydride and a diamine component comprising a diamine represented by the following formula (2), and an imidized polymer of the polyamic acid; An organic solvent is used for the preparation of the organic solvent, The polymer of (A-1) and the polymer of (A-2) are dissolved in the organic solvent, The aliphatic tetracarboxylic dianhydride is at least 1 selected from tetracarboxylic dianhydrides represented by the following formula (3), The tetracarboxylic dianhydride represented by the formula (1) is 3,3', 4' -biphenyl tetracarboxylic dianhydride, In the formula (2), Y 1 is at least 1 selected from structures of the following formulas (YD-1) to (YD-5), B 1 、B 2 is independently a hydrogen atom or an alkyl group, alkenyl group or alkynyl group with 1-10 carbon atoms which optionally has a substituent, Wherein A 1 is a nitrogen atom-containing heterocycle having 3 to 15 carbon atoms, Z 1 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms optionally having a substituent, wherein W 1 is a hydrocarbon group having 1 to 10 carbon atoms, A 2 is a carbon atom-containing heterocycle having 3 to 15 carbon atoms or a disubstituted amino group substituted with a carbon atom-containing aliphatic group having 1 to 6 carbon atoms, wherein W 2 is a carbon atom-containing heterocycle having 6 to 15 carbon atoms and having 1 to 2 benzene rings, W 3 is an alkylene group having 2 to 5 carbon atoms or a biphenylene group, Z 2 is a hydrogen atom, a carbon atom-containing alkyl group having 1 to 5 carbon atoms, a benzene ring or a heat-releasable group, a is an integer of 0 to 1, wherein A 3 is a nitrogen atom-containing heterocycle having 3 to 15 carbon atoms, in formula (YD-4), A 4 is a nitrogen atom-containing heterocycle having 3 to 15 carbon atoms, W 5 is a carbon atom-containing heterocycle having 2 to 5 carbon atoms, Wherein X 1 is any one of the following (X-1) to (X-28), In the formula (X-1), R 3 ~R 6 is independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group.
2. 2. The liquid crystal aligning agent according to claim 1, wherein 10 to 100 mol% of the tetracarboxylic dianhydride component (A-1) is the tetracarboxylic dianhydride represented by the formula (1).
3. 3. The liquid crystal aligning agent according to claim 1, wherein 10 to 100 mol% of the tetracarboxylic dianhydride component (A-2) is aliphatic tetracarboxylic dianhydride.
4. 4. The liquid crystal aligning agent according to claim 1, wherein 10 to 100 mol% of the diamine component (A-1) and the diamine component (A-2) is a diamine of formula (2).
5. 5. The liquid crystal aligning agent according to claim 1, wherein a 1 、A 2 、A 3 and a 4 in the formulas (YD-1), (YD-2), (YD-4) and (YD-5) are at least 1 selected from the group consisting of pyrrolidine, pyrrole, imidazole, pyrazole, oxazole, thiazole, piperidine, piperazine, pyridine, pyrazine, indole, benzimidazole, quinoline, isoquinoline.
6. 6. The liquid crystal aligning agent according to claim 1, wherein Y 1 in the formula (2) is at least 1 selected from the group consisting of 2-valent organic groups having structures of the following formulas (YD-6) to (YD-21), In the formula (YD-17), h is an integer of 1 to 3, and in the formulas (YD-14) and (YD-21), j is an integer of 1 to 3.
7. 7. The liquid crystal aligning agent according to claim 6, wherein Y 1 in the formula (2) is at least 1 selected from the group consisting of 2-valent organic groups having the structures of the above formulas (YD-14) and (YD-18).
8. 8. The liquid crystal aligning agent according to claim 1, wherein the aliphatic acid dianhydride is bicyclo [3.3.0] octane 2,4,6, 8-tetracarboxylic acid 2,4:6,8 dianhydride.
9. 9. A liquid crystal alignment film obtained by applying the liquid crystal alignment agent according to any one of claims 1 to 8 and firing the applied liquid crystal alignment agent.
10. 10. A liquid crystal display element comprising the liquid crystal alignment film according to claim 9.

Description

Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element The present application is a divisional application of application number 201780060777.9, and application name "liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element", which is 2017, 9, 28. Technical Field The present invention relates to a liquid crystal aligning agent for a liquid crystal display element, a liquid crystal alignment film, and a liquid crystal display element using the same. Background Conventionally, a liquid crystal device has been widely used as a display unit for personal computers, mobile phones, television receivers, and the like. The liquid crystal device 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 alignment of liquid crystal molecules of the liquid crystal layer, a Thin Film Transistor (TFT) for converting an electric signal supplied to the pixel electrode, and the like. As driving methods of liquid crystal molecules, a vertical electric field method such as a TN method and a VA method, and a lateral electric field method such as an IPS method and a boundary electric field switching (hereinafter referred to as FFS) method are known (for example, patent document 1). In recent years, the economy of the liquid crystal display device and the organic EL device in the production process is also very important, and therefore, recycling of the device substrate is demanded. That is, after forming a liquid crystal alignment film from a liquid crystal alignment agent, when defects occur by inspecting alignment properties and the like, it is required that a reworking (reworking) process of removing the liquid crystal alignment film from a substrate and recovering the substrate can be easily performed. However, the liquid crystal alignment film obtained from the conventionally proposed liquid crystal alignment agent is not soluble in an organic solvent or the like after post baking, and the purpose is to reduce film loss. In addition, even if the structure of the liquid crystal aligning agent, which has been studied so far, is directly used in the structure of the liquid crystal aligning agent for a transverse electric field, the desired object is not necessarily achieved, and it is necessary to re-evaluate whether the liquid crystal aligning agent is excellent in reworkability or not, and to re-study the most suitable composition structure. Prior art literature Patent literature Patent document 1 Japanese patent laid-open publication No. 2013-167782 Disclosure of Invention Problems to be solved by the invention The purpose of the present invention is to provide a liquid crystal aligning agent which can obtain a liquid crystal alignment film having excellent reworkability. Solution for solving the problem The present inventors have made intensive studies to solve the above problems, and as a result, have found that a liquid crystal alignment film excellent in reworkability can be obtained by using an imidized polymer of a polyamic acid and a polyamic acid obtained from a tetracarboxylic acid including a specific aromatic tetracarboxylic dianhydride and a diamine having a specific structure, and an imidized polymer of a polyamic acid and a polyamic acid obtained from a tetracarboxylic dianhydride including an aliphatic tetracarboxylic dianhydride and a diamine having a specific structure, and have completed the present invention. The present invention is based on the above-described findings, and has the following gist. 1. A liquid crystal aligning agent characterized by comprising: (a-1) at least 1 polymer selected from the group consisting of a polyamic acid obtained by using a tetracarboxylic dianhydride component comprising a tetracarboxylic dianhydride represented by the following formula (1) and a diamine component comprising a diamine represented by the following formula (2), and an imidized polymer of the polyamic acid; (a-2) at least 1 polymer selected from the group consisting of a polyamic acid obtained by using a tetracarboxylic dianhydride component comprising an aliphatic tetracarboxylic dianhydride and a diamine component comprising a diamine represented by the following formula (2), and an imidized polymer of the polyamic acid; an organic solvent. (In the formula (1), i is 0 or 1, X is a single bond, an ether bond, a carbonyl group, an ester bond, a phenylene group, a linear alkylene group having 1 to 20 carbon atoms, a branched alkylene group having 2 to 20 carbon atoms, a cyclic alkylene group having 3 to 12 carbon atoms, a sulfonyl group, an amide bond, or a group formed by combining them, wherein the alkylene group having 1 to 20 carbon atoms is optionally interrupted by a bond selected from the group consisting of an ester bond and an et