All-aliphatic dianhydride monomer and preparation and application thereof, polyimide liquid crystal alignment agent and preparation thereof, alignment film and application thereof, and liquid crystal box

A liquid crystal aligning agent, aliphatic II technology, applied in liquid crystal materials, chemical instruments and methods, instruments, etc., can solve the problems of limited types, limited commercial application of PI alignment films, and difficult synthesis, and achieves low water absorption, Excellent optical transparency and optoelectronic properties, low curing temperature effect

Pending Publication Date: 2022-07-05
CHINA UNIV OF GEOSCIENCES (BEIJING)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the difficulty in the synthesis of alicyclic dianhydride monomers that can be applied to the manufacture of semi-alicyclic organic soluble PI alignment films, the types are very limited, which greatly limits the commercial application of this type of PI alignment films.

Method used

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  • All-aliphatic dianhydride monomer and preparation and application thereof, polyimide liquid crystal alignment agent and preparation thereof, alignment film and application thereof, and liquid crystal box
  • All-aliphatic dianhydride monomer and preparation and application thereof, polyimide liquid crystal alignment agent and preparation thereof, alignment film and application thereof, and liquid crystal box
  • All-aliphatic dianhydride monomer and preparation and application thereof, polyimide liquid crystal alignment agent and preparation thereof, alignment film and application thereof, and liquid crystal box

Examples

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preparation example Construction

[0039] The present invention provides the preparation method of the all-aliphatic dianhydride monomer described in the above technical scheme, comprising the following steps:

[0040] Mixing hydrogenated trimellitic anhydride and thionyl chloride, and carrying out an acid chlorination reaction to obtain hydrogenated trimellitic anhydride acid chloride;

[0041] Mixing the hydrogenated trimellitic anhydride acid chloride, ethylene glycol, a catalyst and a first organic solvent to carry out an esterification reaction to obtain an esterified product;

[0042] The esterified product, acetic anhydride and the second organic solvent are mixed to carry out a dehydration reaction to obtain a fully aliphatic dianhydride monomer.

[0043] In the present invention, unless otherwise specified, the required preparation raw materials are all commercially available products well known to those skilled in the art.

[0044] In the present invention, hydrogenated trimellitic anhydride and thio...

Embodiment 1

[0098] Add 300g (1.51mol) hydrogenated trimellitic anhydride (HTMA) and 600g (5.04mol) thionyl chloride to a 1000mL reaction flask, heat to 78°C, maintain a constant temperature reaction for 3h, after the reaction is over, evaporate the thionyl chloride under reduced pressure, The obtained product was cooled to 30° C., 300 g of toluene was added, the temperature was fully dissolved, cooled to room temperature for crystallization, the separated hydrogenated trimellitic anhydride acid chloride (HTAC) was suction filtered, washed with petroleum ether, and dried under reduced pressure at room temperature to obtain 289 g of solid hydrogenated trimellitic anhydride acid chloride. , sealed and stored in a dry place;

[0099] Add 100g (0.46mol) of HTAC and 220mL (195.4g) of tetrahydrofuran to a 500mL three-necked flask, dissolve at room temperature to obtain A liquid; add 12.9g (0.21mol) of ethylene glycol, 170mL (151.0g) of tetrahydrofuran and 70mL (67.0g, 0.85mol) of pyridine was di...

Embodiment 2

[0104] The HTMEG prepared in Example 1 was polymerized with 4,4'-diaminodiphenylmethane (MDA) to prepare a PI alignment film:

[0105] In a 250 mL three-necked flask equipped with mechanical stirring, thermometer and nitrogen inlet, MDA (3.9652 g, 0.02 mol) was dissolved in freshly distilled DMAc (30.00 g) to obtain a clear diamine solution; HTMEG (8.4476 g, 0.02 mol) was added to the solution, and another volume of DMAc (7.24 g) was added to wash the residual dianhydride, while the solid content of the reaction system was adjusted to 25 wt%; at 25° C., stirred in nitrogen for 24 h to carry out Polymerization to obtain polyamic acid (PAA) solution;

[0106] To the polyamic acid solution, a mixture of acetic anhydride (15.30 g, 0.15 mol) and pyridine (9.50 g, 0.12 mol) was added, and the resulting reaction mixture was stirred at 25° C. for 24 h to carry out imidization reaction, and the resulting viscosity was separated. The thick solution was poured into excess ethanol, separ...

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Abstract

The invention provides a full-aliphatic dianhydride monomer and preparation and application thereof, a polyimide liquid crystal alignment agent and preparation thereof, an alignment film and application thereof, and a liquid crystal box, and belongs to the technical field of functional polyimide. The all-aliphatic dianhydride monomer mainly comprises cyclohexyl and ethylene glycol structural units, does not contain any aromatic structure, and can endow a PI alignment film material with excellent optical transparency and photoelectric characteristics; the PI liquid crystal alignment film prepared from the all-aliphatic dianhydride monomer has the advantages of low curing temperature, high light transmittance, low water absorption, low alignment pretilt angle to liquid crystal molecules, high voltage holding ratio (VHR) and low residual direct current voltage (RDC); therefore, the flexible thin film has a good application prospect in the fields of flexible display, flexible solar cells, flexible printed circuit boards and the like.

Description

technical field [0001] The invention relates to the technical field of functional polyimide, in particular to a fully aliphatic dianhydride monomer and its preparation and application, a polyimide liquid crystal alignment agent and its preparation, an alignment film and its application, and a liquid crystal cell. Background technique [0002] Whole aromatic polyimide (PI) film materials are widely used in high-tech fields such as aviation, aerospace, electrical engineering and electronics due to their excellent high temperature and low temperature resistance, chemical resistance, mechanical properties and dimensional stability. . However, the specific molecular structure of the wholly aromatic PI film material has many defects in its optical properties. For example, the highly conjugated molecular structure of the fully aromatic PI film material makes it easy for charges to flow within or between molecular chains, resulting in the absorption of visible light and the deepeni...

Claims

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Application Information

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IPC IPC(8): C07D307/89C09K19/56C08G73/10G02F1/1337
CPCC07D307/89C09K19/56C08G73/1078G02F1/133723
Inventor 刘金刚职欣心高艳爽潘震张燕陈淑静
Owner CHINA UNIV OF GEOSCIENCES (BEIJING)
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