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Liquid crystal alignment agent, production method thereof, 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 fields of instruments, optics, nonlinear optics, etc., can solve the problems of increasing the manufacturing process of liquid crystal display elements, and achieve excellent afterimage characteristics, high yield, and reduced light exposure Effect

Pending Publication Date: 2021-03-30
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, in the manufacture of liquid crystal display elements, in order to remove low-molecular weight components as described above, it is necessary to add a heat treatment process and a cleaning treatment process, so that the number of manufacturing steps of liquid crystal display elements increases.

Method used

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  • Liquid crystal alignment agent, production method thereof, liquid crystal alignment film, and liquid crystal display element
  • Liquid crystal alignment agent, production method thereof, liquid crystal alignment film, and liquid crystal display element
  • Liquid crystal alignment agent, production method thereof, liquid crystal alignment film, and liquid crystal display element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0117] Although an Example is given to the following and this invention is demonstrated more concretely, this invention is not limitedly interpreted here.

[0118] The abbreviations of the compounds in the following and the measurement methods of each characteristic are as follows. It should be noted that the numerical values ​​and units in the following are mass standards unless otherwise mentioned.

[0119] NMP: N-methyl-2-pyrrolidone, GBL: γ-butyrolactone,

[0120] BCS: butyl cellosolve,

[0121]

[0122] However, in the above formula, Boc represents a tert-butoxycarbonyl group.

[0123]

[0124] [viscosity]

[0125] Using an E-type viscometer TVE-22H (manufactured by Toki Sangyo Co., Ltd.), it was measured with a sample volume of 1.1 mL, a cone rotor TE-1 (1°34', R24), and a temperature of 25°C.

[0126] [molecular weight]

[0127] It measured using a GPC (ordinary temperature gel permeation chromatography) apparatus, and calculated Mn and Mw as polyethylene gly...

Synthetic example 2～6

[0148] Using the diamine component, the tetracarboxylic acid component, and NMP shown in the following Table 1, and implementing at the reaction temperature, it was carried out in the same manner as in Synthesis Example 1 to obtain the polymer shown in the following Table 1. Amic acid solutions (A-2) to (A-4), (B-1), and (B-2). The viscosity and Mn / Mw of the obtained polyamic acid are shown in Table 1 below.

[0149] In addition, the density|concentration of the polyamic acid in the polyamic-acid solution obtained by the synthesis examples 1-6 was all 15 mass %.

[0150] [Table 1]

[0151]

[0152]

[0153] 50 g of NMP was added to 100 g of the obtained polyamic acid solution (A-1) in a 300 mL four-neck flask equipped with a stirring device and a nitrogen gas introduction tube, and stirred for 30 minutes. 17.60 g of acetic anhydride and 5.50 g of pyridine were added to the obtained polyamic acid solution, and it heated at 50 degreeC for 3 hours, and chemically imidized ...

Synthetic example 8～10

[0157] Except using acetic anhydride and pyridine shown in the following Table 2, the chemical imidization operation was carried out in the same manner as in Synthesis Example 7 to obtain the polyimide solution (A- 2-PI) ~ (A-4-PI). The imidization rate and Mn / Mw of the obtained polyimide are shown in Table 2 below.

[0158] [Table 2]

[0159]

[0160]

[0161] Take 4.0 g of 12 mass % polyimide solution (A-1-PI) obtained in Synthesis Example 7 and 4.8 g of 15 mass % polyamic acid solution (B-1) obtained in Synthesis Example 5 to 50 ml NMP 3.24g, GBL 3.96g, and BCS4.00g were added to the Erlenmeyer flask, and it mixed at 25 degreeC for 8 hours, and obtained the liquid crystal aligning agent (1) (refer following Table 3). Abnormalities such as turbidity and precipitation were not seen in this liquid crystal aligning agent, and it was confirmed that it was a uniform solution.

[0162] In addition, in Table 3, A / B shows the mass % ratio of polyimide solution / polyamic acid ...

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PUM

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Abstract

A liquid crystal alignment agent is provided which, even when reducing the light irradiation amount in alignment treatment by the photo-alignment method, enables obtaining excellent afterimage characteristics in an IPS-driven or FFS-driven liquid crystal display element; a production method of the liquid crystal alignment agent, a liquid crystal alignment film obtained therefrom, and a liquid crystal display element provided therewith are also provided. This liquid crystal alignment agent contains a polyimide, which is the imidized product of a polyimide precursor obtained from a polycondensation reaction of: a tetracarboxylic acid component that contains tetracarboxylic dianhydride represented by formula (1), or a derivative thereof; and a diamine component that contains a first diamine represented by formula (3) and a second diamine represented by formula (4). (X1 is a structure represented by formula (X1-1) or (X1-2).) R3-R12 are independently a hydrogen atom, a halogen atom, an alkyl group of 1-6 carbons, an alkenyl group of 2-6 carbons, an alkynyl group of 2-6 carbons, a monovalent organic group of 1-6 carbons containing a fluorine atom, or a phenyl group, but at least one ofR3-R6 is a group in the aforementioned definition other than a hydrogen atom.) (The A2's are independently a halogen atom, a hydroxyl group, an amino group, a thiol group, a nitro group, a phosphate group, or a monovalent organic group of 1-20 carbons, a is an integer 0-4, if there are multiple A2's, then the structure of the A2's may be the same or different.

Description

technical field [0001] This invention relates to a liquid crystal aligning agent, its manufacturing method, a liquid crystal aligning film obtained therefrom, and a liquid crystal display element provided with the obtained liquid crystal aligning film. Background technique [0002] Liquid crystal display elements used in liquid crystal televisions, liquid crystal displays, etc. are generally provided with a liquid crystal aligning film for controlling the alignment state of liquid crystals in the element. At present, the most popular liquid crystal alignment film in the industry is produced as follows: the surface of the film formed by polyamic acid and / or its imidized polyimide formed on the electrode substrate is covered with cotton, nylon, Fabric such as polyester is rubbed in one direction, so-called brushing, to produce it. [0003] Brushing treatment is an industrially useful method that is simple and excellent in productivity. However, with the high-performance, hig...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G02F1/1337C08G73/14
CPCC08G73/14G02F1/1337C08G73/1042C08G73/1046C08G73/1039G02F1/133723
Inventor 名木达哉杉山崇明福田一平中原翔一朗
Owner NISSAN CHEM IND LTD
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