Thermosetting resin based on imidazole dinitrile reactive group and preparation method of thermosetting resin

A reactive group, imidazole dinitrile technology, applied in the field of thermosetting resin and its preparation, can solve the problems of inflexible molecular design and structure modification, hindering the composite modification of phthalonitrile and other resins, and achieve excellent structure The effects of modifiability, low cost, and wide range of raw material sources

Inactive Publication Date: 2020-02-11
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Yet because phthalonitrile resin, mainly be based on the nucleophilic substitution reaction of 4-nitrophthalonitrile and hydroxyl etc., this causes it to have following defect: (1) because nucleophilic substitution rapid reaction temperature is generally at 250 ℃, and then the curing temperature is above 300 ℃, which will hinder the compound modification of phthalonitrile and other resins; (2) because it is mainly based on the nucleophilic substitution of 4-nitrophthalonitrile and hydroxyl, etc. reaction, making molecular design and structural modification inflexible

Method used

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  • Thermosetting resin based on imidazole dinitrile reactive group and preparation method of thermosetting resin
  • Thermosetting resin based on imidazole dinitrile reactive group and preparation method of thermosetting resin
  • Thermosetting resin based on imidazole dinitrile reactive group and preparation method of thermosetting resin

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Experimental program
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Effect test

Embodiment 1

[0063] In this embodiment, the imidazole dinitrile single-molecule resin (4,5-dicyanoimidazole, DCI, purchased from the market) and the curing agent (3,3'-(1,3-phenylene bis(oxy))diphenylamine , m-APB) is that raw material is prepared according to the following steps:

[0064] (1) 10 g of DCI and 0.8 g of m-APB were dissolved in 200 mL of tetrahydrofuran and mixed uniformly, and then the resulting mixture was spin-dried and ground to obtain a blended powder.

[0065] (2) The obtained blended powder is solidified in accordance with the following temperature gradients in a nitrogen atmosphere: heat preservation at 150°C for 1 hour, heat preservation at 210°C for 10 hours, heat preservation at 290°C for 1 hour, and cool to room temperature with the furnace after curing, that is A thermosetting resin is obtained.

[0066] The blended powder that step (1) obtains adopts rheometer to carry out rheological test, obtains the rheological curve that viscosity changes with temperature, ...

Embodiment 2

[0070] In this embodiment, the imidazole dinitrile monomolecular resin (2,2', 2"-((benzene-1,3,5-triyltri(oxygen))tri(benzene-4,1-diyl))tri( 1H-imidazole-4,5-dinitrile)) and curing agent ZnCl 2 Prepared as raw material according to the following steps:

[0071] (1) Add phloroglucinol (10mmol), potassium carbonate (45mmol) and dry DMF (dimethylformamide, 30mL) into the container, then raise the temperature to 80°C under stirring, and The reaction was carried out for 1 h, and then lowered to room temperature, then 4-fluorobenzaldehyde (40 mmol) was added to the container, and the temperature was raised to reflux, and after 20 h of reflux, the temperature was cooled to room temperature, and the resulting reaction solution was poured into a 500 mL ice-water bath for precipitation, and then Use hydrochloric acid to adjust the pH of the mixed solution containing the precipitate to neutral, filter and collect the filter cake, wash with deionized water and filter three times (100 mL ...

Embodiment 3

[0077] In this example, the imidazole dinitrile monomolecular resin (1,1', 1"-((benzene-1,3,5-triyltri(oxygen))tri(3-(trifluoromethyl)benzene-4, 1-diyl)) tris(1H-imidazole-4,5-dicarbonitrile)) and curing agent (2,2'-(oxybis(4,1-phenylene))bis(3α,4,7 ,7a Tetrahydro-1H-isoindole-1,3(2H)-dione)) (for preparation method see Yuan P, Ji S, Hu J, etal.Systematic study on highly efficient thermal synergistic polymerization effect between alicyclic imide moiety and phthalonitrile: scope, properties and mechanism [J]. Polymer, 2016, 102: 266-280) is prepared as raw material according to the following steps:

[0078] (1) Add DCI (15mmol), potassium carbonate (45mmol) and dry DMSO (dimethyl sulfoxide, 60mL) into the container, then react at room temperature for 1h under stirring conditions, and then add 2- Trifluoromethyl-5-fluoronitrobenzene (15mmol), and heated to 80 ° C for 24h, then cooled to room temperature, the resulting reaction solution was poured into a 500mL ice-water bath for...

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Abstract

The invention discloses a thermosetting resin based on an imidazole dinitrile reactive group and a preparation method of the thermosetting resin. The thermosetting resin is formed by heating and curing a compound containing imidazole dinitrile, or by heating and curing a blend of a compound containing imidazole dinitrile and a curing agent, wherein the mass ratio of the compound containing imidazole dinitrile to the curing agent is 10:(0.7-1.0). The thermosetting resin is prepared by curing a compound containing imidazole dinitrile or a blend of the compound containing imidazole dinitrile anda curing agent under a nitrogen atmosphere. The thermosetting resin prepared by the invention has excellent thermal stability, thermal oxygen stability and structural modifiability, and is a novel material with wide application value.

Description

technical field [0001] The invention belongs to the technical field of high-temperature-resistant resin materials, and in particular relates to a thermosetting resin with imidazole dinitrile as a reactive group and a preparation method thereof. Background technique [0002] With the rapid development of high-tech fields such as aerospace, marine ships, and microelectronics, higher requirements are placed on polymers with high temperature resistance. Thermosetting high-performance resins have high temperature resistance, light weight, and corrosion resistance. Therefore, with their excellent comprehensive properties, they have always been at the forefront of high-performance polymer development. [0003] People have successively developed high-performance thermosetting resins with different thermosetting grades, including benzoxazine resins, bismaleimide resins, arylacetylene resins, and phthalonitrile resins. Among them, phthalonitrile resins with square nitrile groups as r...

Claims

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Application Information

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IPC IPC(8): C08G73/06
CPCC08G73/0616
Inventor 杨刚胡江淮曾科谭伟梁博廖沈军周涛陈梦豪刘耀
Owner SICHUAN UNIV
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