Biological basic characteristic flame-retardant epoxy resin precursor based on natural flavonoid compound and preparation method and application thereof

A technology of flavonoids and epoxy resins, applied in the direction of organic chemistry, etc., can solve the problems of harsh curing conditions and complex preparation process, and achieve the effect of simple operation, simple process and good controllability

Active Publication Date: 2020-03-27
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this bio-based system not only requires two-step reactions to introduce cyano groups, but also needs to be cured at high temperature to allow cyano groups to participate in the reaction to increase the crosslinking density of the cured product to achieve the purpose of flame retardancy. harsh conditions

Method used

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  • Biological basic characteristic flame-retardant epoxy resin precursor based on natural flavonoid compound and preparation method and application thereof
  • Biological basic characteristic flame-retardant epoxy resin precursor based on natural flavonoid compound and preparation method and application thereof
  • Biological basic characteristic flame-retardant epoxy resin precursor based on natural flavonoid compound and preparation method and application thereof

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[0038] The invention discloses a preparation method of a biobasic flame retardant epoxy resin precursor based on natural flavonoids, comprising: subjecting natural flavonoids, epichlorohydrin and potassium carbonate to glycidol under the action of a phase transfer catalyst Etherification reaction to prepare biobasic flame retardant epoxy resin precursor.

[0039] The invention mixes and heats natural flavonoids, epichlorohydrin, alkali and a phase transfer catalyst to carry out glycidyl etherification reaction, and then after post-treatment, the precursor of the biobasic flame-retardant epoxy resin can be prepared.

[0040] All the raw materials of the present invention have no special limitation on their sources, they can be purchased in the market. Wherein, the natural flavonoids are myricetin (Myricetin, CAS number: 529-44-2), quercetin (Quercetin, CAS number: 117-39-5), kaempferol (Kaempferol, CAS number: 520- 18-3), Luteolin (Luteolin, CAS No.: 491-70-3), Apigenin (Apige...

Embodiment 1

[0056] React 1mol genistein and 6mol epichlorohydrin in the presence of 10mol potassium carbonate and 0.2mol tetrabutylammonium bromide at 80°C for 24 hours, then filter and vacuum rotary evaporation to remove excess epichlorohydrin propane, washed with water and dried to obtain glycidyl ether genistein.

[0057] Calculate the productive rate of product to be 89%, its proton nuclear magnetic resonance spectrum 1 H-NMR such as figure 1 As shown, each peak on the figure is in one-to-one correspondence with the hydrogen atoms on the glycidyl ether genistein structure.

[0058] Mix the obtained glycidyl ether genistein with the curing agent DDM (diaminodiphenylmethane) according to the molar ratio of epoxy and NH one to one, then heat and cure in a blast oven, and finally completely cure at 180°C , to obtain glycidyl ether genistein-DDM epoxy resin.

[0059] The glass transition of the cured product obtained by testing and curing is 223° C., and the bending strength is 141 Mpa,...

Embodiment 2

[0061] React 1 mol of chrysin and 5 mol of epichlorohydrin in the presence of 15 mol of potassium carbonate and 0.3 mol of tetrabutylammonium bromide at 90°C for 18 hours, then remove excess epichlorohydrin by filtration and rotary evaporation under reduced pressure , washed with water and dried to obtain glycidyl ether chrysin with a yield of 78%.

[0062] Mix the obtained glycidyl ether chrysin and the curing agent DDM (diaminodiphenylmethane) according to the molar ratio of epoxy and NH one to one, then heat and cure in a blast oven, and finally completely cure at 180°C. A glycidyl ether chrysin-DDM epoxy resin was obtained. The obtained cured product had a glass transition of 205° C., a bending strength of 131 MPa, and a flame retardancy level of V0.

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Abstract

The invention discloses a biological basic characteristic flame-retardant epoxy resin precursor based on a natural flavonoid compound and an application of the precursor in preparation of epoxy resin.The precursor has a structure shown in the following formulas (I) and (II). The invention also discloses a preparation method of the biological basic characteristic flame-retardant epoxy resin precursor. The preparation method comprises the step of carrying out one-step reaction on the natural flavonoid compound and epoxy chloropropane to prepare the biological basic characteristic flame-retardant epoxy resin precursor. The preparation method is simple in preparation process, good in controllability, easy to implement and suitable for large-scale industrial production. Thermosetting epoxy resin obtained after the biological basic characteristic flame-retardant epoxy resin precursor is cured has excellent thermodynamic properties and flame retardance has the possibility of replacing an existing petroleum-based high-end epoxy product and is wide in application range.

Description

technical field [0001] The invention belongs to the field of bio-based thermosetting special epoxy resins, in particular to a bio-based flame-retardant epoxy resin precursor based on natural flavonoids and a preparation method thereof. Background technique [0002] Epoxy resin (EP) is a thermosetting resin with a wide range of uses. It is widely used in anti-corrosion coatings, adhesives, microelectronics, aerospace and other fields because of its excellent comprehensive properties. Material. However, at present, most epoxy resins are prepared from bisphenol A compounds. Bisphenol A compounds are mainly derived from petroleum resources, and petroleum resources are an unsustainable resource. The cost of polymer materials derived from petroleum resources continues to rise. In addition, bisphenol A has estrogen-like effects, can cause endocrine disorders, and threaten the health of fetuses and children. Obesity from cancer and metabolic disorders is also thought to be involv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D407/14C07D407/12C08G59/26C08G59/32
CPCC07D407/12C07D407/14C08G59/26C08G59/3236
Inventor 刘小青代金月腾娜彭云燕
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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