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 high thermal decomposition temperature

Active Publication Date: 2022-07-22
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 (abbreviated as compound 1: its synthesis process reference: Photochromism of novel chromenes constrained to be part of [2.2] paracyclophane: remarkable'phane'effects on the colored o-quinonoidintermediates ( DOI: 10.1039 / c2nj40575j)) and 4-nitrophthalonitrile as raw materials, using 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) 10g (44.58mmol) of compound 1, 7.72g (44.58mmol) of 4-nitrophthalonitrile and 7.70g (55.73mmol) of anhydrous potassium carbonate were added to the reactor, 84mL of DMSO was added, and the mixture was uniformly obtained The mixture used for the reaction;

[0067] (2) Under nitrogen protection, the mixed solution used for the reac...

Embodiment 2

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

[0078] In this example, phenolic compound 2 containing parylene structure (referred to as compound 2: 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 materials, using anhydrous sodium phosphate as a catalyst to prepare the phthalonitrile monomer containing parylene structure, the synthetic route is as follows:

[0079]

[0080] The preparation steps are as follows:

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

[0082] (2) Under nitrogen protection, the mixed solution used for the reaction was heated to 80°C, and reacted under magnetic stirring conditions for 6 h; then the obtained reac...

Embodiment 3

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

[0089] In this example, the 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-nitrophthalate Nitrile is a raw material, and anhydrous sodium phosphate is used as a catalyst to prepare the phthalonitrile monomer containing parylene structure, and the synthetic route is as follows:

[0090]

[0091] The preparation steps are as follows:

[0092] (1) 22.02g (44.58mmol) of compound 3, 7.72g (44.58mmol) of 4-nitrophthalonitrile and 5.91g (55.73mmol) of anhydrous sodium carbonate were added to the reactor, then 84mL of DMAc was added, and mixed well obtain a mixed solution for the reaction;

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

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Abstract

The invention discloses a parylene structure-containing phthalonitrile monomer, a phthalonitrile resin and a preparation method thereof. The parylene structure-containing phthalonitrile monomer is a parylene structure-containing phenol. The compound, nitrophthalonitrile is used as raw material, and it is obtained by reaction under the action of basic catalyst. The phthalonitrile monomer containing parylene structure is subjected to step heating and curing reaction to obtain parylene-containing phthalonitrile resin. In the present invention, the parylene structure is introduced into the phthalonitrile structure for the first time, and the prepared phthalonitrile monomer containing the parylene structure has a lower melting point, has an autocatalytic effect, and can be used as a traditional phthalonitrile monomer. The solidified curing agent is also a derivative monomer of parylene structure, which can be formed by thermal processing, which greatly reduces the processing difficulty and processing cost.

Description

technical field [0001] The invention belongs to the technical field of phthalonitrile resin, 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 retardant properties. These properties make phthalonitrile resins have broad application prospects in composite materials, aerospace, marine vessels, electronic packaging and other fields. [0003] Studies have shown that pure phthalonitrile monomer is difficult to cross-link and solidify to form phthalonitrile resin due to its rigid molecular structure and low reactivity and other factors at a high temperature of 280 ° C for nearly 100 hours. Limit the processing and application of phthalonitrile resin...

Claims

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Application Information

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Patent Type & Authority Patents(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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