A kind of photoactive benzoxazine resin and preparation method thereof

A benzoxazine and photoactive technology, applied in the field of novel photoactive benzoxazine resin and its preparation, can solve the problems such as no photoactive benzoxazine products, achieve low softening temperature, simple curing process, Effect of low volume shrinkage of material

Active Publication Date: 2020-11-03
SOUTHWEST PETROLEUM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the prior art, there are few reports on the photoactive properties of benzoxazine resins, and no photoactive benzoxazine products have appeared

Method used

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  • A kind of photoactive benzoxazine resin and preparation method thereof
  • A kind of photoactive benzoxazine resin and preparation method thereof
  • A kind of photoactive benzoxazine resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] A preparation method of photoactive benzoxazine resin, comprising the following steps;

[0036] (1) After adding 33 parts by weight of paraformaldehyde and 100 parts by weight of 4-(phenylazo)phenol into the reactor, add 1000 parts by weight of toluene, and mechanically stir at 400rpm at 25°C for 2h, then Raise the temperature of the reaction liquid system to 45°C; (2) slowly and gradually add 46 parts by weight of aniline to the above system, keep the temperature at 45°C, rotate at 400rpm, stir and react for 2h under nitrogen atmosphere; (3) raise the temperature of the reaction liquid system to 130°C, reflux reaction for 8 hours; (4) Cool the reaction system to room temperature, wash with alkali and water for 3 times, separate the organic phase, remove toluene by rotary evaporation, and obtain the photoactive benzo with azo structure after drying. Oxazine monomer; (5) heating the photoactive benzoxazine monomer to 180° C. for 2 hours for curing reaction, and then rais...

Embodiment 2

[0046] A preparation method of photoactive benzoxazine resin, comprising the following steps;

[0047] (1) After adding 34 parts by weight of paraformaldehyde and 100 parts by weight of phenol into the reactor, add 1200 parts by weight of tetrahydrofuran, and mechanically stir at 350 rpm for 1 hour at 30°C, then raise the temperature of the system to 50°C; (2) Slowly and gradually add 100 parts by weight of 4-aminoazobenzene to the above system, keep the constant temperature at 50°C, rotate at 350rpm, stir and react at constant temperature under nitrogen atmosphere for 1h; (3) raise the temperature of the reaction solution to 75°C, and reflux for 6h (4) the system is cooled to room temperature, after washing with alkali and water for 4 times, the organic phase is separated, the toluene is removed by rotary evaporation, and after drying, the photoactive benzoxazine monomer containing an azo structure is obtained; (5) The temperature of the photoactive benzoxazine monomer contai...

Embodiment 3

[0050] A preparation method of photoactive benzoxazine resin, comprising the following steps;

[0051] (1) After adding 60 parts by weight of paraformaldehyde and 205 parts by weight of 2-phenylazo-4 methylphenol into the reactor, add 1500 parts by weight of dioxane, and mechanically After stirring for 3 hours, raise the temperature of the system to 65°C; (2) slowly and gradually add 105 parts by weight of 4,4'-azodiphenylamine to the above system at a constant temperature of 65°C and a speed of 300rpm, under a nitrogen atmosphere at a constant temperature and constant speed React for 4 hours; (3) raise the temperature of the reaction solution to 110° C., and reflux for 7 hours; (4) cool the system to room temperature, wash with alkali and water for 6 times, separate the organic phase, and remove dioxane by rotary evaporation. After drying, a photoactive benzoxazine monomer containing an azo structure is obtained; (5) the photoactive benzoxazine monomer containing an azo struc...

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Abstract

The invention discloses photo-active benzoxazine resin which is prepared through a ring-opening polymerization reaction to a benzoxazine monomer, containing an azo structure, under heating condition.A preparation method includes: (1) feeding aldehyde and phenol compounds and a dispersion medium into a reaction kettle and heating the mixture to 45-65 DEG C, wherein the molecular structure of the phenol compound or primary amine compound contains an azo group; (2) adding the primary amine compound, performing a reaction at constant temperature of 45-65 DEG C for 1-4 h in a nitrogen atmosphere;(3) heating the reaction liquid to 75-150 DEG C and performing a reflux reaction for 6-8 h; (4) cooling the product to room temperature, separating an organic phase, removing the dispersion medium anddrying the product to obtain the benzoxazine monomer; (5) performing the ring-opening polymerization reaction to the monomer for preparing the photo-active benzoxazine resin which can be applied to the fields such as photochromic and optic-sensing devices, anti-fake products and biomedical technology.

Description

technical field [0001] The invention belongs to the technical field of organic polymer materials, and in particular relates to a novel photoactive benzoxazine resin and a preparation method thereof. Background technique [0002] Photoactive materials can produce reversible discoloration effects under the irradiation of ultraviolet light and visible light, and their special optical properties have broad application prospects in optoelectronic fields such as optical information storage, anti-counterfeiting, and optical switches. Photoactive materials can also be used as nanocarriers for drug encapsulation and light-controlled release. According to the performance characteristics of such materials, photoactive materials are usually also called photochromic materials. The so-called photochromism means that a compound A changes its structure under the light of a certain wavelength to produce another chemical compound B with a different absorption spectrum. When under the illumi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G14/073
CPCC08G14/06
Inventor 赵春霞曾凯李云涛李辉刘佳男李姝靓
Owner SOUTHWEST PETROLEUM UNIV
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