Method for preparing reversible crosslinked toughened epoxy resin through bulk click chemical reaction

A technology of click chemical reaction and toughened epoxy resin, which is applied in the field of reversible crosslinked toughened epoxy resin prepared by bulk click chemical reaction, which can solve the problem that the reaction conversion rate cannot reach 100%, and the mechanical properties of modified epoxy resin are not good. , industrial application value needs to be improved, etc., to achieve the effect of efficient and fast reaction steps, low production cost, and easy industrial production

Active Publication Date: 2018-06-22
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its existing technical defects are: the reaction rate of amine and epoxy is relatively slow, the reaction conditions are relatively harsh, and the reaction conversion rate cannot reach 100%, which is mentioned in the literature as 94%
However, in the above reports, amine-cured epoxy resins are basically used, the reaction time is long, and the curing efficiency is generally not high; the mechanical properties of the obtained modified epoxy resins are generally poor, and the industrial application value needs to be improved.

Method used

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  • Method for preparing reversible crosslinked toughened epoxy resin through bulk click chemical reaction
  • Method for preparing reversible crosslinked toughened epoxy resin through bulk click chemical reaction

Examples

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Effect test

Embodiment 1

[0043] Embodiment 1, a kind of preparation method of reversible crosslinking and toughening epoxy resin, difunctional epoxy resin selects propylene glycol diglycidyl ether, multifunctional epoxy resin selects novolak epoxy resin, and tertiary amine catalyst selects 2,4,6 - Tris(dimethylaminomethyl)phenol, the steps are as follows:

[0044] 1) Under the protection of nitrogen, add 50g of propylene glycol diglycidyl ether and 27.5g of epoxy novolac resin into a 150ml three-necked round-bottomed flask in a constant temperature oil bath at 20°C, and use mechanical stirring to mix evenly; then add 24.3 g of furfuryl mercaptan and 1.1 g of 2,4,6-tris(dimethylaminomethyl)phenol were reacted at constant temperature for 3 hours to obtain an intermediate whose end group was a furan functional group, and the grafting rate reached 99.5%.

[0045] 2) Under the protection of nitrogen, the intermediate obtained by the reaction and 62g of N-N'-(4,4-methylenediphenyl)bismaleimide were stirred ...

Embodiment 2

[0046] Embodiment 2, a kind of preparation method of reversible crosslinking and toughening epoxy resin, bisphenol A diglycidyl ether is selected for bifunctional epoxy resin, triglycidyl p-aminophenol is selected for multifunctional epoxy resin, and tertiary amine catalyst is selected N,N-Dimethylbenzylamine, the steps are as follows:

[0047] 1) Under the protection of nitrogen, add 72g of bisphenol A diglycidyl ether and 54g of triglycidyl p-aminophenol into a 250ml three-neck round bottom flask in a constant temperature oil bath at 100°C, and mix well by mechanical stirring ; Then add 45g of furfuryl mercaptan and 3.5g of N,N-dimethylbenzylamine in sequence, and react at constant temperature for 0.1 hour to obtain an intermediate whose terminal group is a furan functional group, and the grafting rate reaches 99.8%.

[0048] 2) Under the protection of nitrogen, stir the intermediate obtained by the reaction with 78g of 1,2-bis(maleimide)ethane in a constant temperature oil ...

Embodiment 3

[0049] Embodiment 3, a kind of preparation method of reversible crosslinking and toughening epoxy resin, bifunctional epoxy resin selects the mixture of bisphenol F diglycidyl ether and butanediol diglycidyl ether, selects 1,6-hexanedisulfide Alcohol is used as a chain extender, the multifunctional epoxy resin is tris(4-hydroxyphenyl)methane triglycidyl ether, and the tertiary amine catalyst is N,N-dimethylaniline. The steps are as follows:

[0050] 1) Under the protection of nitrogen, add 20g of bisphenol F diglycidyl ether and 28g of butanediol diglycidyl ether into a 100ml three-neck round bottom flask in a constant temperature oil bath at 20°C, and mix well by mechanical stirring ; Then add 22g of 1,6-hexanedithiol and 1.5g of N,N-dimethylaniline in turn, and react at constant temperature for 5 hours to obtain a bifunctional epoxy resin with mercapto chain extension.

[0051] 2), under the protection of nitrogen, in 55 ℃ of constant temperature oil baths, the difunctional ...

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Abstract

The invention relates to a method for preparing thermoplastic toughened epoxy resin with a thermal reversible chemical crosslinking characteristic. The method comprises the steps as follows: 1) afterbifunctional epoxy resin and polyfunctional epoxy resin are mixed, the mixture and furfurylmercaptan are subjected to a click reaction, and an intermediate with a furan functional group as a terminalgroup is obtained, wherein the bifunctional epoxy resin is an epoxy monomer containing two epoxy groups and the polyfunctional epoxy resin is an epoxy monomer containing three or more epoxy groups; 2)the intermediate and a crosslinking agent containing a maleimide group are subjected to a Diels-Alder reaction to produce reversible crosslinked toughened epoxy resin. The defect that traditional curing epoxy resin is difficult to dissolve and melt is overcome. The thermoplastic reversible crosslinked toughened epoxy resin is recycled by use of Diels-Alder covalent bonds and can still keep performance of traditional epoxy resin, and the method is convenient and has industrial application prospects.

Description

technical field [0001] The invention relates to a thermoplastic toughened epoxy resin with thermoreversible chemical crosslinking properties and a preparation method thereof, that is, under the action of a tertiary amine catalyst, a bifunctional epoxy resin and a multifunctional epoxy resin are mixed in a certain proportion. , click reaction with furfuryl thiol to obtain an intermediate whose end group is a furan functional group, and undergo a Diels-Alder reaction with a cross-linking agent containing a maleimide group to form a reversibly cross-linked toughened epoxy resin, and can be used in Decrosslinking occurs at high temperature, enabling repeated recycling and secondary processing of toughened epoxy resins. Background technique [0002] Epoxy resin is an important thermosetting polymer, which is widely used in adhesives, structural materials, printed circuit boards, electronic packaging and other fields due to its strong chemical stability, low shrinkage, and high di...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G59/50C08G59/38C08G59/32
CPCC08G59/3236C08G59/3263C08G59/38C08G59/506
Inventor 曹堃王建斌于云飞姚臻
Owner ZHEJIANG UNIV
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