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Method for preparing self-curable phthalonitrile resin with triphenol A structures

A technology of phthalonitrile and nitrophthalonitrile, applied in the field of material science, can solve problems such as resin defects, and achieve the effects of broad application prospects, excellent melt processing fluidity, and excellent thermal stability

Inactive Publication Date: 2018-11-02
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The present invention aims at the problem that aromatic amines and phenolic hydroxyl groups, traditional small molecule curing agents for phthalonitrile resins, cause resin defects due to the volatilization or decomposition of small molecules at high temperatures, and prepare a phthalonitrile containing triphenol A structure with self-curing function. Dicarbonitrile monomer

Method used

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  • Method for preparing self-curable phthalonitrile resin with triphenol A structures
  • Method for preparing self-curable phthalonitrile resin with triphenol A structures
  • Method for preparing self-curable phthalonitrile resin with triphenol A structures

Examples

Experimental program
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Effect test

Embodiment 1

[0022] Monomer synthesis: Add 10g of trisphenol A, 4.88g of catalyst anhydrous potassium carbonate and 4.28g of 4-nitrophthalonitrile into the reactor, then add 100mL of dried dimethyl sulfoxide, and then nitrogen Protected and reacted at 25°C for 24 hours. After the reaction, pour the product into 1L of deionized water, then adjust the pH value of the system to neutral with 1mol / L dilute hydrochloric acid, then wash with deionized water until the filtrate is neutral, then vacuum dry at 70°C for 24 hours , to obtain the phthalonitrile monomer (TPPA-Ph) containing triphenol A structure, and set aside.

[0023] Curing: take the above-mentioned 1g dried triphenol A type self-curing phthalonitrile precursor (component content TPPA-Ph-1 is 44.57%, TPPA-Ph-2 is 42.85% and TPPA-Ph-3 is 12.58%), after being fully ground, put it into a reactor with a temperature of 100°C, heat and stir until it is completely melted, then pour the liquid mixture into a mold, and heat it in a muffle fur...

Embodiment 2

[0027] Monomer synthesis: Add 10g of trisphenol A, 4.88g of catalyst anhydrous potassium carbonate and 8.36g of 4-nitrophthalonitrile into the reactor, then add 100mL of dried dimethyl sulfoxide, and then nitrogen protection, reacted at 25°C for 36 hours. After the reaction, pour the product into 1L of deionized water, then adjust the pH value of the system to neutral with 1mol / L dilute hydrochloric acid, then wash with deionized water until the filtrate is neutral, then vacuum dry at 70°C for 24 hours , to obtain the phthalonitrile monomer (TPPA-Ph) containing triphenol A structure, and set aside.

[0028]Curing: take the above-mentioned 1g dried triphenol A type self-curing phthalonitrile precursor (component content TPPA-Ph-1 is 11.64%, TPPA-Ph-2 is 42.37% and TPPA-Ph-3 is 45.99%), after being fully ground, put it into a reactor with a temperature of 100°C, heat and stir until completely melted, then pour the liquid mixture into a mold, and heat it in a muffle furnace at 2...

Embodiment 3

[0031] Monomer synthesis: Add 10g of trisphenol A, 8.14g of catalyst anhydrous sodium carbonate and 13.05g of 4-nitrophthalonitrile into the reactor, then add 100mL of dried dimethyl sulfoxide, and then nitrogen protection, reacted at 80°C for 48 hours. After the reaction is over, pour the product into 1L deionized water, adjust the pH value of the system to neutral with 1mol / L dilute hydrochloric acid after cooling down to room temperature, and then wash with deionized water until the filtrate is neutral, then vacuum at 70°C Dry for 24 hours to obtain a phthalonitrile monomer (TPPA-Ph) containing a triphenol A structure, which is ready for use.

[0032] Curing: take the above-mentioned 1g dried trisphenol A type self-curing phthalonitrile precursor (component content TPPA-Ph-1 is 0%, TPPA-Ph-2 is 9.79% and TPPA-Ph-3 is 90.21%), after being fully ground, put it into a reactor with a temperature of 100°C, heat and stir until completely melted, then pour the liquid mixture into...

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Abstract

The invention provides a method for preparing self-curable phthalonitrile resin with triphenol A structures, and belongs to the technical field of material science. The method includes that triphenolA is used as a raw material for the self-curable phthalonitrile resin, inorganic alkali is used as a catalyst, and self-curable phthalonitrile resin precursors with the triphenol A structures are synthesized from the triphenol A and 4-nitrophthalonitrile in polar aprotic solvents. The method has the advantages that alkyl flexible centers and triphenol A flexible groups are introduced into the precursors, and accordingly the melting points of the precursors can be lowered as compared with the traditional phthalonitrile resin precursors; hydroxyl with different degrees of activity is introducedinto the self-curable phthalonitrile resin, reaction points are regulated and controlled, a certain quantity of hydroxyl with curing activity is still reserved in reacted systems, accordingly, self-curing reaction can be carried out without other added curing agents, and phthalonitrile resin systems with excellent heat stability and wide processing windows can be obtained.

Description

technical field [0001] The invention belongs to the technical field of material science and relates to a preparation method of a novel triphenol A-containing self-curing phthalonitrile resin. Background technique [0002] Phthalonitrile resin is a general term for a class of high-performance thermosetting resins containing phthalonitrile structure at the end of the molecular chain. It has excellent high temperature resistance, good mechanical properties, high flame retardancy, low water absorption, and Chemical properties and unique optical and electrical properties can be used in composite material substrates, coatings, adhesives, etc., and also have broad application prospects in high-tech fields such as aerospace, ships, electronics, machinery, and automobiles. [0003] At present, the commonly used curing agents for phthalonitrile resins are aromatic diamines, such as 4,4'-diaminodiphenyl sulfone, 4,4'-diaminodiphenyl ether, 1,3-bis(4- Aminophenoxy) benzene, etc. Studi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06C07C253/30C07C255/54
CPCC07C253/30C08G73/0672C07C255/54
Inventor 蹇锡高翁志焕王锦艳胡月张守海刘程
Owner DALIAN UNIV OF TECH
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