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Diamine compound and polyamic acid and preparation methods thereof, polyimide, liquid crystal alignment agent and liquid crystal box

A technology of liquid crystal aligning agent and amine compound, which is applied in the field of liquid crystal aligning agent, liquid crystal cell and polyimide, which can solve the problems of low voltage retention rate, high ion density and high residual charge of liquid crystal aligning agent, and achieve low residual charge, Effect of low ion density and high voltage retention

Active Publication Date: 2017-03-08
FUYANG XINYIHUA MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention provides a kind of diamine compound and polyamic acid and preparation method thereof, polyimide, liquid crystal aligning agent and liquid crystal cell, solves the problems of low voltage retention rate and high ion density of liquid crystal aligning agent at high temperature in the prior art , The problem of high residual charge when DC voltage is applied

Method used

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  • Diamine compound and polyamic acid and preparation methods thereof, polyimide, liquid crystal alignment agent and liquid crystal box
  • Diamine compound and polyamic acid and preparation methods thereof, polyimide, liquid crystal alignment agent and liquid crystal box
  • Diamine compound and polyamic acid and preparation methods thereof, polyimide, liquid crystal alignment agent and liquid crystal box

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preparation example Construction

[0033] According to another aspect of the present invention, there is provided a method for preparing the compound according to the present invention, the method comprising:

[0034] Coupling step: the compound represented by formula II is contacted with the compound represented by formula III to transform into the compound represented by formula IV;

[0035] Hydrogenation step: -NO in the compound represented by formula IV 2 Is reduced to -NH 2 Then, it is converted into a compound represented by formula I;

[0036]

[0037] Wherein, R in the compound represented by formula II and formula IV 1 , R 2 , R 3 And R 4 Each independently selected from -H, -CH 3 , -CH 2 CH 3 And -CH 2 CH 2 CH 3 .

Embodiment approach

[0038] According to an embodiment of the preparation method of the present invention, the coupling step is specifically:

[0039] The compound represented by formula II, the compound represented by formula III, sodium tert-butoxide, tris(dibenzylideneacetone)dipalladium and 2-(di-tert-butylphosphine)biphenyl are added to toluene for reflux reaction.

[0040] According to an embodiment of the preparation method of the present invention, the hydrogenation step is specifically: the compound represented by formula IV is hydrogenated into the compound represented by formula I under the condition of palladium carbon as a catalyst.

[0041] According to the preparation method of the compound of the present invention, the compound according to the present invention can be prepared. The synthesis of specific compounds is listed below to illustrate the preparation method of the present invention.

[0042] The specific compound synthesized is shown in formula I-1:

[0043]

[0044] The specific sy...

Embodiment 1

[0097] In a 500ml three-necked flask was added 8.64g (80mmol, 0.8eq) of the diamine compound of formula V-1 (p-phenylenediamine), 8.67g (20mmol, 0.2eq) of the compound represented by formula I-1 and 210mL of NMP (N-form Pyrrolidone) solvent, magnetic stirring at room temperature to dissolve, replace the air in the flask with nitrogen, and then slowly add compound formula VI-1 (1,2,3,4-cyclobutanetetracarboxylic dianhydride) 19.6 to the mixed solution g(100mmol, 1eq), stirred at room temperature for 24h to obtain a polyamic acid solution with a mass concentration of 15%, labeled PAA-1.

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Abstract

The invention discloses a diamine compound and polyamic acid and preparation methods thereof, polyimide, a liquid crystal alignment agent and a liquid crystal box. The compound disclosed by invention is represented by the formula I described in the specification, wherein R1, R2, R3 and R4 are independently selected from the group consisting of -H, -CH3, -CH2CH3 and -CH2CH2CH3. The preparation method of the compound comprises a coupling step and a hydrogenation step. The invention discloses a preparation method for the polyamide acid by reaction transformation of the diamine compound and an anhydride compound and the polyamide acid prepared by the method. The invention also discloses the polyimide formed by dehydration transformation of the polyamide acid; the invention further discloses the liquid crystal alignment agent comprising the polyamic acid and / or the polyimide and the liquid crystal box containing the liquid crystal alignment agent.

Description

Technical field [0001] The present invention relates to the field of liquid crystal display, in particular to a diamine compound, polyamic acid and a preparation method thereof, polyimide, liquid crystal alignment agent and liquid crystal cell. Background technique [0002] The liquid crystal aligning film used in the liquid crystal display element is formed by coating a liquid crystal aligning agent on the surface of a glass substrate and curing it at a high temperature. With the refinement of thin film field effect transistor liquid crystal display (TFT-LCD) display elements, the requirements for liquid crystal alignment agents are becoming higher and higher. Not only are liquid crystal alignment agents required to have good liquid crystal alignment and electrical properties, but also under extreme conditions (For example: high temperature) It has the characteristics of high voltage retention, low ion density, less accumulated charge when DC voltage is applied, and fast release...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/56C07D249/14C08G73/10G02F1/1337
Inventor 吴京玮王占奇郭林林洪豪志
Owner FUYANG XINYIHUA MATERIAL TECH
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