Schiff's base type epoxy resin of liquid crystal, preparation method and application

A technology of epoxy resin and Schiff base, which is applied in the direction of liquid crystal materials, chemical instruments and methods, etc., to achieve the effects of convenient preparation, wide range of liquid crystals, excellent heat resistance and dimensional stability

Inactive Publication Date: 2007-05-09
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The object of the present invention is to aim at the shortcomings of the existing liquid crystal epoxy, to provide a Schiff-type liquid crystal epoxy resin with high yield, wide liquid crystal interval, excellent comprehensive performance and its preparation method and application

Method used

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  • Schiff's base type epoxy resin of liquid crystal, preparation method and application
  • Schiff's base type epoxy resin of liquid crystal, preparation method and application
  • Schiff's base type epoxy resin of liquid crystal, preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0026] In a reaction flask equipped with a thermometer, condenser and stirrer, add 1mol of 3,3'-dimethylbenzidinediamine, 2mol of p-hydroxybenzaldehyde and 2000mL of ethanol, heat to 70°C, and slowly add a small amount of Acetic acid, reflux reaction for 8 hours. After the reaction was completed, most of the ethanol was distilled off, cooled and crystallized, and filtered to obtain a hydroxyl-terminated compound (yield: 95%).

[0027]In another reaction flask equipped with a thermometer, a constant flow pump, a stirrer, a water separator and a vacuum system, add 1 mol of the hydroxyl compound obtained above and 1000 mL of epichlorohydrin, and stir to dissolve; Add 150g concentration of 50% sodium hydroxide aqueous solution, the reaction temperature is kept at 60°C, the pressure is kept at -0.09MPa, and the water in the reaction system is taken out by azeotropy. Remove insoluble matter by filtration, and remove unreacted epichlorohydrin under reduced pressure. Then add 600mL ...

Embodiment 2

[0029] 1 part of liquid crystal epoxy resin of Example 1, 1 part (mol) of DDS curing agent, heated and melted at 150° C. and mixed uniformly. Pre-cure at 160°C for 4 hours followed by post-cure at 180°C for 5 hours. The dielectric constant of the obtained cured product can reach 2.1 (60Hz, ASTM D150), and the glass transition temperature can reach 212°C (DSC). It can be used to prepare electronic packaging materials.

Embodiment 3

[0031] (1) Synthesis of 4-(4-hydroxybenzylidene imino) aniline reference (Vasile Cozan, Ecaterina Avram, European Polymer Journal 39 (2003) 107-114) synthetic 4-(4-hydroxybenzylidene Amino)aniline (4-(4-Hydroxybenzylideneimino)aniline). Under the protection of nitrogen, dissolve p-phenylenediamine and p-hydroxybenzaldehyde in equal molar ratio into DMF, add an appropriate amount of p-toluenesulfonic acid, and react at 80°C for 4 hours. An orange solid was obtained after precipitation. Filter, wash with methanol / water (50:50, v / v) mixture, and filter. Drying under reduced pressure, the melting point of the product is 241°C (DSC). 1 H NMR (DMSO-d 6 , δppm) 8: 45 (s, 1H, CH=N), 8.0-6.6 (m, 12H, aromatic), 4.25 (s, broad, 2H, NH 2 ).

[0032] (2) Synthesis of aldehyde-terminated compounds Bromine-terminated polyethylene glycol (BrCH 2 CH 2 (OCH 2 CH 2 ) 8 Br) (0.1mol), K 2 CO 3 (14.0g, 0.25mol), p-Hydroxybenzaldehyde (30.5g, 0.25mol) was dissolved in 250mL dry dimethyl ...

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Abstract

This invention discloses a method for preparing a novel Schiff base liquid crystal epoxy resin and its application. The chemical formula of the liquid crystal epoxy resin is shown as flows, where Ar is aromatic group containing substituents or flexible intervals. The method comprises: reacting amino aromatic compound and aldehyde aromatic compound to obtain hydroxyl compound, and reacting with epoxy chloropropane in the presence of catalyst to obtain Schiff base liquid crystal epoxy resin with a yield of 75-90%. The Schiff base liquid crystal epoxy resin has liquid crystal property, and can be cured by a variety of curing agents at low temperatures. Besides, the Schiff base liquid crystal epoxy resin has such advantages as good heat resistance, low moisture absorption and low expansion, and can be used to fabricate electronic packaging material and shape-memorizing material.

Description

technical field [0001] The invention belongs to the technical field of epoxy resins, and in particular relates to a novel Schiff base type liquid crystal epoxy resin and its preparation method and application. Background technique [0002] A liquid crystal polymer is a polymer that exists in a liquid crystal state under certain conditions. Compared with general polymers, it has the molecular orientation and position orientation unique to liquid crystal phase, and compared with small molecular liquid crystal compounds, it has the characteristics of high molecular weight and high molecular compounds. Liquid crystal polymers have excellent mechanical properties or physical properties unmatched by other materials. According to the formation conditions of liquid crystals, liquid crystal polymers are divided into thermotropic and lyotropic types. [0003] Thermosetting liquid crystal resin is a new type of liquid crystal resin developed on the basis of thermotropic liquid crystal...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/38C08G65/28
Inventor 李善君余英丰高宗永
Owner FUDAN UNIV
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