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Luteolin-based epoxy resin and preparation method thereof

A technology based on epoxy resin and luteolin, which is applied in the direction of organic chemistry, can solve the problems that thermal and mechanical properties have not been significantly improved, unfavorable industrial production, and limited use range, etc., and is suitable for large-scale industrial production. Overall performance improvement and ease of operation

Pending Publication Date: 2021-05-18
HEFEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with petroleum-based epoxy resins, some properties of these epoxy resins have been improved, but the preparation methods are cumbersome, which is not conducive to industrial production
At the same time, their thermal and mechanical properties have not been significantly improved, which limits their scope of use.

Method used

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  • Luteolin-based epoxy resin and preparation method thereof
  • Luteolin-based epoxy resin and preparation method thereof
  • Luteolin-based epoxy resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Add 0.05mol luteolin, 1mol epichlorohydrin, and 3wt% tetrabutylammonium bromide into a 500mL three-necked flask equipped with a reflux condenser. The reaction was stirred at 105° C. for 3 h, cooled to room temperature, 50 wt % sodium hydroxide aqueous solution (0.5 mol sodium hydroxide) was added, and the reaction was stirred at room temperature for 5 h. After the reaction is finished, extract with dichloromethane and deionized water, dry with anhydrous magnesium sulfate for 12h, concentrate, and vacuum-dry to obtain the product (yield: 83%), and the light yellow solid obtained by column chromatography is the luteolin of the present invention Primer epoxy monomer.

[0029] figure 1 For the luteolin-based epoxy monomer prepared in embodiment 1 1 H NMR spectrum, the specific analysis is as follows (δ, ppm): 2.79~2.85, 2.95~2.98, 3.38~3.47 (hydrogen on the epoxy group), 3.98~4.10, 4.33~4.36, 4.39~4.45 (connected epoxy -O-CH of group and benzene ring 2 ), 6.37~6.38, 6.5...

Embodiment 2

[0031] Add 0.05mol luteolin, 1mol epichlorohydrin, and 2wt% tetrabutylammonium bromide into a 500mL three-necked flask equipped with a reflux condenser. The reaction was stirred at 115° C. for 3 h, cooled to room temperature, 50 wt % sodium hydroxide aqueous solution (0.5 mol sodium hydroxide) was added, and the reaction was stirred at room temperature for 3 h. After the reaction is finished, extract with dichloromethane and deionized water, dry with anhydrous magnesium sulfate for 12h, concentrate, and vacuum-dry to obtain the product (yield: 82%), and the light yellow solid obtained by column chromatography is the luteolin of the present invention Primer epoxy monomer.

Embodiment 3

[0032] The synthesis of embodiment 3 luteolin-based epoxy monomers

[0033] Add 0.05mol luteolin, 2mol epichlorohydrin, and 4wt% benzyltriethylammonium chloride into a 500mL three-necked flask equipped with a reflux condenser. The reaction was stirred at 125° C. for 1 h, cooled to room temperature, 30 wt % potassium hydroxide aqueous solution (0.5 mol sodium hydroxide) was added, and the reaction was stirred at room temperature for 5 h. After the reaction is finished, extract with dichloromethane and deionized water, dry with anhydrous magnesium sulfate for 12h, concentrate, and vacuum-dry to obtain the product (yield: 87%), and the light yellow solid obtained by column chromatography is the luteolin of the present invention Primer epoxy monomer.

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Abstract

The invention discloses luteolin-based epoxy resin and a preparation method thereof, and belongs to the field of biomass polymer materials. The luteolin-based epoxy resin is prepared by carrying out curing reaction on a luteolin-based epoxy monomer and a curing agent, and is prepared by the following steps: firstly, adding luteolin, epoxychloropropane and a phase transfer catalyst into a reaction system, conducting heating to 70-130 DEG C, conducting reacting for 2-10 hours, conducting cooling to room temperature after the reaction is finished, then adding an inorganic alkali solution into the reaction system, continuously conducting reacting for 3-6 hours at room temperature, and after the reaction is finished, conducting purifying and drying to obtain the luteolin-based epoxy resin monomer. Compared with bisphenol A epoxy resin, the luteolin-based epoxy resin disclosed by the invention has excellent heat resistance, mechanical property and flame retardant property, and the comprehensive performance is remarkably improved. The luteolin-based epoxy resin disclosed by the invention is prepared by taking biomass resources as raw materials, and conforms to the concept of green sustainable development.

Description

technical field [0001] The invention belongs to the field of biomass polymer materials, and in particular relates to a luteolin-based epoxy resin and a preparation method thereof. Background technique [0002] Epoxy resin is one of the most important thermosetting resins. It has excellent physical and chemical properties. Due to its excellent characteristics such as strong adhesion, corrosion resistance, and good thermal stability, it is widely used in adhesives, chemical anticorrosion, and aerospace. Aviation, electronics, vehicles and ships, civil engineering and other fields. At present, most epoxy resins rely on petroleum resources, especially bisphenol A epoxy resins prepared from epichlorohydrin and bisphenol A. Petroleum resources are non-renewable resources, and the burning of fossil fuels will release a large amount of greenhouse gases, which is one of the important factors leading to global warming. In addition, bisphenol A released from bisphenol A epoxy resin d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G59/32C07D407/14
CPCC08G59/3236C07D407/14
Inventor 杨伟高田玉朱三娥卫春祥鲁红典
Owner HEFEI UNIV
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