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Diamine, polymer obtained from reaction with the presence of the diamine, liquid crystal aligning agent containing the polymer, liquid crystal alignment layer and liquid crystal display device

A technology of diamines and mixtures, which can be applied to compounds of elements of Group 4/14 of the periodic table, liquid crystal materials, steroids, etc., and can solve problems such as ion density reduction

Inactive Publication Date: 2011-10-05
JNC CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] However, there is still room for further research on the subject of ion density reduction in liquid crystal alignment films obtained by utilizing these prior technologies.

Method used

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  • Diamine, polymer obtained from reaction with the presence of the diamine, liquid crystal aligning agent containing the polymer, liquid crystal alignment layer and liquid crystal display device
  • Diamine, polymer obtained from reaction with the presence of the diamine, liquid crystal aligning agent containing the polymer, liquid crystal alignment layer and liquid crystal display device
  • Diamine, polymer obtained from reaction with the presence of the diamine, liquid crystal aligning agent containing the polymer, liquid crystal alignment layer and liquid crystal display device

Examples

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example

[0574] Hereinafter, the present invention is illustrated by examples. In addition, the compounds used in the examples are shown below.

[0575]

[0576] Anhydride (1): pyromellitic dianhydride

[0577] Anhydride (19): 1,2,3,4-cyclobutanetetracarboxylic dianhydride

[0578]

[0579] Diamine (N-1): bis-4-(N,N'-(4-aminophenyl)aminophenyl)methane

[0580] Diamine (N-3): 1,3-bis-4-(N,N'-(4-aminophenyl)aminophenyl)propane

[0581] Diamine (V-1): 4,4'-diaminodiphenylmethane

[0582] Diamine (V-7): 4,4'-diamino-1,2-diphenylethane

[0583] Diamine (XII-2-1): 1,1-bis[4-(4-aminophenyl)methylphenyl]-4-n-heptylcyclohexane

[0584] Diamine (XII-4-1): 1,1-bis[4-(4-aminophenoxy)phenyl-4-(trans-4-n-pentylcyclohexyl)cyclohexane

[0585]

[0586] NMP: N-methyl-2-pyrrolidone

[0587] BC: Butyl cellosolve (ethylene glycol monobutyl ether)

[0588]

[0589] Compound: bis[4-(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyimide)phenyl]methane: BANI-M

[0590] Compound: 4,4'-methylene bis...

Synthetic example 1

[0604] 3.885 g of compound (N-1) and 40.0 g of dehydrated NMP were placed in a 100 mL four-neck flask equipped with a thermometer, a stirrer, a raw material inlet, and a nitrogen gas inlet, and stirred and dissolved under a dry nitrogen stream. Next, 1.114 g of the compound (1), 1.001 g of the compound (19), and 40.0 g of dehydrated NMP were put in, and reacted at room temperature for 15 hours. BC 14.0g was added to the obtained solution, and the polyamic-acid solution whose solid content concentration was 6 wt% was obtained. This polyamic acid is described as PA1. The weight average molecular weight of PA1 is 80200.

[0605]The weight-average molecular weight of the polyamic acid is obtained by diluting the obtained polyamic acid with a phosphoric acid-DMF mixed solution (phosphoric acid / DMF=0.6 / 100: weight ratio) so that the polyamic acid concentration is about 2 wt%. , using a 2695 separation module·2414 differential refractometer (manufactured by Waters), using the above...

example 1

[0611]

[0612] The polyamic acid solution (PA1) that is 6wt% by the solid content concentration that is synthesized in the synthetic example 1, is diluted to the solid content concentration by adding the mixed solvent of NMP / BC=4 / 1 (weight ratio) and is 4wt%, is made Liquid crystal alignment agent. Using the obtained liquid crystal alignment agent, a liquid crystal display element was produced as follows.

[0613]

[0614] On two glass substrates with ITO electrodes, a liquid crystal alignment agent was applied using a spinner to form a film with a film thickness of 70 nm. After coating, heat drying was performed at 80° C. for about 1 minute, and then heat treatment was performed at 210° C. for 15 minutes to form a liquid crystal alignment film. Next, an alignment treatment is performed by rubbing the surface of the substrate on which the liquid crystal alignment film is formed with a rubbing device. Thereafter, the liquid crystal alignment film was ultrasonically clean...

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Abstract

The invention relates to a diamine, a polymer obtained from a reaction with the presence of the diamine, a liquid crystal aligning agent containing the polymer, a liquid crystal alignment layer and a liquid crystal display device, wherein the diamine contains alkaline nitrogen atoms in diphenylamine structure at two parts of a molecule, so that the diamine reacts with tetracarboxylic dianhydride to obtain a liquid crystal aligning agent containing polyamide acids or derivatives thereof. Moreover, the liquid crystal display device made of the liquid crystal alignment layer formed by the liquid crystal aligning agent exhibits low ion density and long-term reliability.

Description

technical field [0001] The present invention relates to a diamine having two diphenylamine structures in the molecule, a polymer (polyamic acid or its derivative) obtained by using the diamine as a raw material, and dissolving these polymers in A liquid crystal alignment agent obtained in a solvent, and a liquid crystal display element having a liquid crystal alignment film formed from the liquid crystal alignment agent. Background technique [0002] Liquid crystal display elements are used in various liquid crystal displays such as the monitor of a notebook computer or desktop computer, the view finder of a video camera, and a projection display. It is used in devices, and recently it has also begun to be used as a TV. In addition, the liquid crystal element can also be used as an optoelectronic-related element such as an optical printer head, an optical Fourier transform element, or a light valve. [0003] Liquid crystal display elements are known so far as TN (Twisted N...

Claims

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Application Information

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IPC IPC(8): C07C211/55C07C211/51C07C211/53C07C321/30C07C321/28C07C309/46C07D209/88C07D295/135C07D249/14C07F7/10C07J41/00C08G73/10C09K19/56G02F1/1337
CPCC07C211/51C08G73/10C09K19/542C09K19/56G02F1/133723
Inventor 近藤史尚藤马大亮小针孝之
Owner JNC CORP
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