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Polybenzoxazine-linked bis-phthalonitrile monomer and its preparation method and application

A bis-phthalonitrile and polybenzoxazine technology, applied in the field of bis-phthalonitrile monomer and its preparation, can solve the problems of high curing reaction temperature, high brittleness of cured products, insufficient thermal stability, etc. , to achieve the effect of low water absorption and high carbon residue rate

Inactive Publication Date: 2018-03-20
NANXIONG MATERIAL PRODION BASE OF CHINESE ACADEMY OF SCI GUANGZHOU CHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But it also has obvious disadvantages, such as high curing reaction temperature, high brittleness of cured products and insufficient thermal stability for use under many harsh conditions.

Method used

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  • Polybenzoxazine-linked bis-phthalonitrile monomer and its preparation method and application
  • Polybenzoxazine-linked bis-phthalonitrile monomer and its preparation method and application
  • Polybenzoxazine-linked bis-phthalonitrile monomer and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1 (n=10)

[0042] (1) Add 7.93g (0.04mol) 4,4'-diaminodiphenylmethane, 4.80g (0.16mol) paraformaldehyde and 150mL dioxane to a 250mL flask equipped with a magnetic stirrer; the mixture After stirring at room temperature for 30 minutes, 10.04 g (0.044 mol) of bisphenol A was added, and then the temperature was gradually raised to 100°C for reflux and maintained for 8 hours; after the reaction was lowered to room temperature, anhydrous sodium sulfate was added, dried for 12 hours and filtered, and the filtrate was passed through The solvent was removed by rotary evaporation to obtain compound 1;

[0043] (2) Dissolve the compound 1 prepared in step (1) with 150 mL of dry DMF, and add 1.39 g (0.008 mol) 4-nitrophthalonitrile and 2.21 g (0.016 mol) After adding anhydrous potassium carbonate, stir and react at 60°C for 2 hours. After the reaction was completed, the reaction mixture was poured into a large amount of water to precipitate, and the precipitate was coll...

Embodiment 2

[0044] Example 2 (n=5)

[0045] (1) Add 7.93g (0.04mol) 4,4'-diaminodiphenylmethane, 4.80g (0.16mol) paraformaldehyde and 150mL chloroform in a 250mL flask equipped with a magnetic stirrer; After stirring at room temperature for 30 minutes, 10.96 g (0.048 mol) of bisphenol A was added, and then the temperature was gradually raised to 60° C. for reflux and kept for 12 hours. After the reaction was lowered to room temperature, anhydrous sodium sulfate was added, dried for 12 hours and then filtered, and the filtrate was removed by rotary evaporation to obtain compound 1;

[0046] (2) Dissolve the compound 1 obtained in step (1) with 150 mL of dry DMF, and add 2.77 g (0.016 mol) 4-nitrophthalonitrile and 4.42 g (0.032 mol) After the addition of anhydrous potassium carbonate, stir the reaction at room temperature (25°C) for 24 hours. After the reaction was completed, the reaction mixture was poured into a large amount of water to precipitate, and the precipitate was collected by...

Embodiment 3

[0047] Embodiment 3 (n=1)

[0048](1) In a 250mL flask equipped with a magnetic stirrer, add 7.93g (0.04mol) 4,4'-diaminodiphenylmethane, 4.80g (0.16mol) paraformaldehyde and 150mL chloroform; After stirring at room temperature for 30 minutes, 18.26 g (0.08 mol) of bisphenol A was added, and then the temperature was gradually raised to 60° C. for reflux and kept for 12 hours. After the reaction was lowered to room temperature, anhydrous sodium sulfate was added, dried for 12 hours and then filtered, and the filtrate was removed by rotary evaporation to obtain compound 1;

[0049] (2) Dissolve the compound 1 prepared in step (1) with 150 mL of dry DMF, and add 13.85 g (0.08 mol) 4-nitrophthalonitrile and 22.11 g (0.16 mol) After the addition of anhydrous potassium carbonate, stir the reaction at room temperature (25°C) for 24 hours. After the reaction was completed, the reaction mixture was poured into a large amount of water to precipitate, and the precipitate was collected ...

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Abstract

The invention belongs to the technical field of polymer synthetic materials, and in particular relates to a polybenzoxazine-linked bis-phthalonitrile monomer and a preparation method and application thereof. The polybenzoxazine-linked bis-phthalonitrile monomer has the structure shown in formula I, wherein n is an integer greater than or equal to 1. In the present invention, compound 1 is obtained by reacting bisphenol A, formaldehyde and 4,4'-diaminodiphenylmethane in the presence of a solvent at 60-120° C. °C reacts with 4-nitrophthalonitrile to obtain a polybenzoxazine-linked bisphthalonitrile monomer. The synthesis period of the method is greatly shortened, the raw materials for the synthesis of monomers are cheap and easy to obtain, the preparation method is simple, and the yield is high; the prepared product has thermal oxygen stability, high temperature resistance, flame retardancy, corrosion resistance, low water absorption and high Excellent performance such as residual carbon rate.

Description

technical field [0001] The invention belongs to the technical field of polymer synthetic materials, and in particular relates to a polybenzoxazine-linked bis-phthalonitrile monomer and a preparation method and application thereof. Background technique [0002] Phthalonitrile resin is a new type of high-performance thermosetting polymer material. It has attracted widespread attention due to its excellent comprehensive properties. It has been widely used as a high-performance resin material in high-tech fields such as the electronics industry and aerospace engineering. . Functional polymer materials, resin-based composite materials, magnetic functional materials and high-temperature-resistant materials can be prepared by thermal curing of phthalonitrile monomers, which have thermo-oxygen stability, radiation resistance, high temperature resistance, flame retardancy, corrosion resistance and Low water absorption and other properties. These properties make phthalonitrile resin...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/06C07D319/08
Inventor 吕满庚郑剑王莹梁利岩吴昆
Owner NANXIONG MATERIAL PRODION BASE OF CHINESE ACADEMY OF SCI GUANGZHOU CHEM
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