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Polyimides containing ditrifluoromethyl group and unsymmetrical structure and preparation method thereof

A bis-trifluoromethyl, polyimide technology, applied in the field of polyimide preparation, can solve the problems of polyimide insolubility, poor color optical transparency, etc., and achieve good film-forming properties, excellent mechanical properties, The effect of excellent optical performance

Inactive Publication Date: 2012-12-12
CHANGZHOU UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The technical problem to be solved by the present invention is: to overcome the deficiencies in the prior art that polyimides are insoluble in organic solvents, dark in color and poor in optical transparency, and provide a class of polyimides containing bistrifluoromethyl groups and asymmetric structures. Amine and preparation method thereof, the polyimide prepared by the present invention has good solubility, soluble in conventional organic solvents, excellent heat resistance, mechanical properties, good film-forming properties and optical properties, low dielectric Electrical constant

Method used

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  • Polyimides containing ditrifluoromethyl group and unsymmetrical structure and preparation method thereof
  • Polyimides containing ditrifluoromethyl group and unsymmetrical structure and preparation method thereof
  • Polyimides containing ditrifluoromethyl group and unsymmetrical structure and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0025] Add 1.5mmol bistrifluoromethyl-substituted asymmetric aromatic diamine monomer and 1.5mmol biphenyltetraacid dianhydride to a 50ml three-necked round-bottomed flask that is dry and nitrogen-gassed, and then add 15ml m-cresol solvent (system The solid content is 5-20%), then add about 0.7g of isoquinoline as a catalyst, raise the temperature of the reaction system to 100°C for 5 hours, then heat up to 200°C for about 6 hours, and pour the polymer solution after cooling to 120°C into 300ml of methanol or ethanol, and the precipitate was collected by filtration, washed twice with boiling water, and vacuum-dried at 150°C to obtain a white fibrous polyimide.

Embodiment 2

[0027] In a dry 50ml three-necked round-bottomed flask with nitrogen, add 1.5mmol containing bistrifluoromethyl substituted asymmetric aromatic diamine monomer and 1.5mmol diphenyl ether tetraacid dianhydride, then add 10ml m-cresol solvent ( The solid content of the system is 5-20%), then add about 0.4g of isoquinoline as a catalyst, raise the temperature of the reaction system to 140°C for 2 hours, then raise the temperature to 190°C for about 20h, cool to 120°C and dissolve the polymer solution Pour it into 300ml of methanol or ethanol, collect the precipitate by filtration, wash it twice with boiling water, and dry it in vacuum at 150°C to obtain a white fibrous polyimide.

Embodiment 3

[0029] Preparation of 1,4-bis(4-amino-2-trifluoromethylphenoxy)-2,3,5-trimethylbenzene:

[0030] ①Under nitrogen protection, add 15.22g (0.1mol) 2,3,5-trimethylhydroquinone and 45.11g (0.2mol) 2-chloro-5-nitrobenzotrifluoride into a 500ml three-necked flask Add 28.98g (0.21mol) of potassium carbonate and 130ml of N,N-dimethylformamide respectively, react at 120°C for 12h, pour the product into 1000ml of methanol / water (1:1) and fully stir, precipitate and filter. The product was washed repeatedly with hot water, and further recrystallized with N,N-dimethylformamide / methanol (3:2) mixed solvent to obtain a light yellow fluorine-containing dinitro compound: 1,4-bis(4-nitro- 2-trifluoromethylphenoxy)-2,3,5-trimethylbenzene, the yield is 85%, and the melting point is 256-257°C. 1 H NMR (DMSO-d 6 ,400MHz) δ: 8.64(d,J=2.8Hz,1H),8.62(d,J=2.8Hz,1H),8.32(dd,J 1 =2.8Hz,J 2 =9.2Hz,1H),8.30(dd,J 1 =2.8Hz,J 2 =9.2Hz,1H),6.91(s,1H),6.80(d,J=9.2Hz,1H),6.62(d,J=9.2Hz,1H),2.13(s,3H),2.11...

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Abstract

The invention relates to polyimides containing ditrifluoromethyl group and unsymmetrical structure and a preparation method thereof. The polyimides have the advantages of favorable solubility, favorable film-forming property, high optical transparency and low dielectric constant, excellent high temperature resistance and excellent mechanical properties. The preparation method comprises the following steps: in a nitrogen protective atmosphere, dissolving ditrifluoromethyl-substituted unsymmetrical aromatic diamine and aromatic dianhydride monomer in equal mol ratio in a m-cresol organic solvent to obtain a solution of which the overall reaction mol percent is 5-20%; carrying out condensation reaction at 100-140 DEG C for 2-5 hours by using isoquinoline as a catalyst while using nitrogen stream to carry water away; continuing dehydration and imidization at 190-200 DEG C for 6-20 hours; and cooling, pouring the reaction product into methanol or ethanol, collecting the precipitate, and drying to obtain the fibrous white or light yellow polyimide polymer.

Description

technical field [0001] The invention belongs to the field of polyimide preparation, in particular to a class of polyimide containing bistrifluoromethyl and asymmetric structure and a preparation method thereof. Background technique [0002] Polyimide is a heat-resistant polymer material with excellent comprehensive properties. Since the industrialization began in the 1960s and 1970s, they have been applied in various fields. Especially as a high-performance fiber, a high heat-resistant composite material matrix and an electronic packaging material, it has been widely used in aerospace, machinery, microelectronics, petrochemical and other industries. Although such high temperature resistant materials have excellent thermal and mechanical properties, due to their rigid main chain structure, strong interaction between molecules and close packing of molecular chains, most polyimides have High melting temperature and insoluble in organic solvents (mostly only soluble in concent...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10
Inventor 汪称意赵晓燕李光
Owner CHANGZHOU UNIV
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