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Diamine, liquid crystal aligning agent and liquid crystal display element

A technology of diamine and tetracarboxylic dianhydride, applied in instruments, luminescent materials, organic chemistry, etc., can solve problems such as ion density not mentioned, brightness or contrast reduction, halftone brightness inversion, etc.

Inactive Publication Date: 2011-11-16
JNC CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] These liquid crystal display elements have the following disadvantages: the viewing angle at which an image can be properly recognized (visual contact) is narrow, and when viewed from an oblique direction, a reduction in brightness or contrast and brightness inversion of halftones occur.
[0010] However, in the liquid crystal alignment agents obtained by using these prior technologies, there is still room for further research on the topic of ion density reduction.
[0011] On the other hand, although it is reported that a polyimide synthesized using a side chain type diamine having a triazine ring in the molecule is used in a liquid crystal alignment film, it does not mention about the ion density (refer to No. 17 Proceedings of the Polyimide Aromatic Polymer Conference in Japan, P-34 and the Keynotes of the 2009 Northeast Branch Research Conference of the Polymer Society, A-15)

Method used

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  • Diamine, liquid crystal aligning agent and liquid crystal display element
  • Diamine, liquid crystal aligning agent and liquid crystal display element
  • Diamine, liquid crystal aligning agent and liquid crystal display element

Examples

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Effect test

example

[0335] Hereinafter, the present invention will be described using examples. In addition, the compounds used in the examples are shown below.

[0336]

[0337] Anhydride (1): pyromellitic dianhydride

[0338] Anhydride (19): 1,2,3,4-cyclobutanetetracarboxylic dianhydride (1,2,3,4-cyclobutanetetracarboxylic dianhydride)

[0339] Anhydride (23): 1,2,3,4-butanetetracarboxylic dianhydride

[0340] Anhydride (25): 1,2,4,5-cyclohexanetetracarboxylic dianhydride

[0341] Anhydride (37): 3,4-dicarboxy-1,2,3,4-tetrahydro-1-naphthalene succinic dianhydride (3,4-dicarboxy-1,2,3,4-tetrahydro-1-naphthalene succinic acid hydride)

[0342] Anhydride (39): 3,5,6-tricarboxy-2-carboxymethyl norbornane 2:3,5:6-dianhydride

[0343] Anhydride (49): 2,3,5-tricarboxycyclopentylacetic dianhydride

[0344] Anhydride (68): ethylenediaminetetraacetic dianhydride

[0345]

[0346]Diamine (I-1): 4-dodecyloxybenzoic acid-4-(4,6-bis(4-aminophenylamino)-1,3,5-triazin-2-ylamino)benzene ester

[03...

Synthetic example 1 2

[0366] [Synthesis Example 1] Synthesis of Diamine (I-1)

[0367] [1-1] Synthesis of 4-(4,6-dichloro-1,3,5-triazin-2-ylamino)phenyl 4-dodecyloxybenzoate

[0368] 8.82 g of cyanuric chloride and 200 ml of THF were placed in the flask, and stirred while cooling to 0° C. to 5° C. in an ice bath to completely dissolve it. A solution in which 17.28 g of 4-dodecyloxybenzoic acid-4-aminophenyl ester was dissolved in 150 ml of THF was dropped therein while stirring. After completion of the dropping, stirring was continued for 2 hours while maintaining the temperature at 0°C to 5°C. Therein, a total of 2.53 g of solid sodium carbonate was dropped in a small amount each time in a manner that the temperature of the solution did not exceed 5°C. After completion of the dropping, the mixture was further stirred for 4 hours while maintaining the temperature at 0°C to 5°C. After stirring, the reaction mixture was transferred to a separatory funnel, washed three times with saturated brine, a...

Synthetic example 2 2

[0371] [Synthesis Example 2] Synthesis of Diamine (I-2)

[0372] Use 4-dodecylaniline instead of 4-dodecyloxybenzoic acid-4-aminophenyl ester, in addition to carry out based on the method described in Synthesis Example 1, synthesize N2, N4-bis(4-aminophenyl )-N6-(4-dodecylphenyl)-1,3,5-triazine-2,4,6-triamine: (I-2). exist figure 2 represents the compound 1 H-NMR diagram.

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Abstract

The invention relates to a diamine, a liquid crystal aligning agent and a liquid crystal display element, and provides a liquid crystal display element which is low in ion density and excellent in long-term reliability, a liquid crystal alignment layer having such properties, a liquid crystal aligning agent forming the liquid crystal alignment layer, a polymer used in the liquid crystal aligning agent and a diamine, serving as a raw material of the polymer. The liquid crystal aligning agent employs the polymer which is obtained through reaction between a special diamine having a triazine structure and a tetracaboxylic dianhydride. The liquid crystal display element containing the liquid crystal liquid alignment layer formed by the liquid crystal aligning agent has the properties of low-density of ions and long term reliability.

Description

technical field [0001] The present invention relates to a novel diamine having a triazine ring and side chain structure, a polymer obtained by reacting the diamine with tetracarboxylic dianhydride, and a liquid crystal alignment device containing the polymer agent, a liquid crystal alignment film formed from the liquid crystal alignment agent, and a liquid crystal display element having the liquid crystal alignment film. Background technique [0002] Liquid crystal display elements are used in various liquid crystal displays such as monitors of notebook computers or desktop computers, view finders of video cameras, and projection displays. It is used in display devices, and recently it has also begun to be used as televisions. In addition, it can also be used as an optoelectronic-related element such as an optical printer head, an optical Fourier transform element, or a light valve. The mainstream of previous liquid crystal display elements is a display element using nemat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/70C08G73/10C09K11/56G02F1/1337
CPCC07D251/54C08G73/10C08L79/08G02F1/1337
Inventor 大石好行芝崎祐二近藤史尚山內孝浩
Owner JNC CORP
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