Phthalonitrile monomer containing parylene structure, phthalonitrile resin and preparation method thereof

A technology of phthalonitrile resin and phthalonitrile, applied in the preparation of carboxylic acid nitrile, preparation of organic compounds, chemical instruments and methods, etc., can solve the problem of unsatisfactory dielectric properties of phthalonitrile resin, etc. problems, to achieve the effect of avoiding resin defects, excellent dielectric properties, and enhancing designability

Active Publication Date: 2021-09-17
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The object of the present invention aims at the technical problem that the traditional phthalonitrile monomer is difficult to cure and the dielectric properties of the cured obtained phthalonitrile resin are not ideal, to provide a self-catalyzed phthalonitrile monomer containing parylene structure Preparation method thereof, and phthalonitrile resin containing parylene structure and preparation method thereof

Method used

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  • Phthalonitrile monomer containing parylene structure, phthalonitrile resin and preparation method thereof
  • Phthalonitrile monomer containing parylene structure, phthalonitrile resin and preparation method thereof
  • Phthalonitrile monomer containing parylene structure, phthalonitrile resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] 1. Preparation of phthalonitrile monomer containing parylene structure

[0063] In this example, phenolic compound 1 containing parylene structure (compound 1 for short: its synthesis process reference: Photochromism of novel chromenes constrained to be part of [2.2] paracyclophane: remarkable 'phane' effects on the colored o-quinonoid intermediates ( DOI:10.1039 / c2nj40575j)) and 4-nitrophthalonitrile as raw materials, with anhydrous potassium phosphate as a catalyst to prepare the phthalonitrile monomer containing parylene structure, the synthetic route is as follows:

[0064]

[0065] The preparation steps are as follows:

[0066] (1) Add 10g (44.58mmol) compound 1, 7.72g (44.58mmol) 4-nitrophthalonitrile and 7.70g (55.73mmol) anhydrous potassium carbonate to the reactor, then add 84mLDMSO, mix well to get Mixture for reaction;

[0067] (2) Under the protection of nitrogen, heat the mixed solution used for the reaction to 80°C, and react for 6 hours under magneti...

Embodiment 2

[0077] 1. Preparation of phthalonitrile monomer containing parylene structure

[0078] In this example, phenolic compound 2 containing parylene structure (compound 2 for short: its synthesis process reference: Electrophilic Substitution of 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane (DOI : 10.1021 / jo9910536)) and 4-nitrophthalonitrile as raw material, with anhydrous sodium phosphate as catalyst to prepare the phthalonitrile monomer containing parylene structure, synthetic route is as follows:

[0079]

[0080] The preparation steps are as follows:

[0081] (1) Add 16.41g (44.58mmol) compound 2, 7.72g (44.58mmol) 4-nitrophthalonitrile and 5.91g (55.73mmol) anhydrous sodium carbonate to the reactor, then add 84mLDMAc, mix well Obtain the mixed solution for reaction;

[0082] (2) Under the protection of nitrogen, heat the mixed solution used for the reaction to 80°C, and react for 6 hours under magnetic stirring conditions; then cool the obtained reaction solution to roo...

Embodiment 3

[0088] 1. Preparation of phthalonitrile monomer containing parylene structure

[0089] In this example, phenolic compound 3 containing parylene structure (referred to as compound 3, its synthesis process reference: 3Reactions of Nucleophiles with Perfluoro[2.2]paracyclophane (DOI: 10.1021 / jo9014535)) and 4-nitrophthalo Nitrile is a raw material and anhydrous sodium phosphate is used as a catalyst to prepare the phthalonitrile monomer containing parylene structure. The synthetic route is as follows:

[0090]

[0091] The preparation steps are as follows:

[0092] (1) Add 22.02g (44.58mmol) compound 3, 7.72g (44.58mmol) 4-nitrophthalonitrile and 5.91g (55.73mmol) anhydrous sodium carbonate to the reactor, then add 84mLDMAc, mix well Obtain the mixed solution for reaction;

[0093](2) Under the protection of nitrogen, the mixed solution used for the reaction was heated to 80° C., and reacted for 6 hours under magnetic stirring conditions; then the obtained reaction solution ...

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Abstract

The invention discloses a phthalonitrile monomer containing a parylene structure, a phthalonitrile resin and a preparation method thereof, and the phthalonitrile monomer containing a parylene structure is obtained by taking a parylene structure-containing phenolic compound and nitrophthalonitrile as raw materials and reacting under the action of a basic catalyst. The phthalonitrile resin containing parylene is obtained through stepped heating curing reaction on the phthalonitrile monomer containing the parylene structure. According to the invention, the parylene structure is introduced into the phthalonitrile structure for the first time, and the prepared phthalonitrile monomer containing the parylene structure is reduced in melting point, has an autocatalysis effect, can be used as a curing agent for curing a traditional phthalonitrile monomer, is also a derivative monomer of the parylene structure, and can be subjected to hot processing molding; and the processing difficulty and the processing cost are greatly reduced.

Description

technical field [0001] The invention belongs to the technical field of phthalonitrile resins, and relates to a phthalonitrile monomer, a phthalonitrile resin and a preparation method thereof. Background technique [0002] As a high-performance thermosetting resin, phthalonitrile resin was first developed by the US Navy Experimental Base. It has excellent thermal stability, thermomechanical properties, high glass transition temperature, low water absorption and excellent flame retardancy. These properties make phthalonitrile resins have broad application prospects in fields such as composite materials, aerospace, marine ships, and electronic packaging. [0003] Studies have shown that pure phthalonitrile monomer is difficult to cross-link and solidify to form phthalonitrile resin due to its molecular structure rigidity and low reactivity and other factors, which greatly Limit the processing and application of phthalonitrile resin. Researchers have found that active hydrogen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/54C07C253/30C07C253/34C08G73/06
CPCC07C255/54C07C253/30C07C253/34C08G73/06C07C2603/92
Inventor 杨刚吕江波曾科胡江淮
Owner SICHUAN UNIV
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