A kind of bio-based flame retardant epoxy resin precursor based on natural isoflavone compound and its preparation method and application

A technology of epoxy resin and isoflavone, applied in the direction of organic chemistry, can solve the problems of rising cost of polymer materials, and achieve the effect of promoting sustainable development, saving oil resources, and good controllability

Active Publication Date: 2020-06-16
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at this stage, most epoxy resins are derived from petroleum resources, and petroleum resources are an unsustainable resource. With the decreasing reserves, the cost of polymer materials derived from petroleum resources will inevitably increase. high

Method used

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  • A kind of bio-based flame retardant epoxy resin precursor based on natural isoflavone compound and its preparation method and application
  • A kind of bio-based flame retardant epoxy resin precursor based on natural isoflavone compound and its preparation method and application
  • A kind of bio-based flame retardant epoxy resin precursor based on natural isoflavone compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034]

[0035] (1) Dissolve 1 mol of daidzein, 1 mol of malononitrile and 0.1 mol of zinc chloride in 500 mL of DMF, react at 30°C for 36 hours, remove the solvent by rotary evaporation under reduced pressure, wash with water and dry to obtain daidzein di Cyanide compound, the yield is 95%.

[0036] (2) React 1mol daidzein dicyanide compound and 5mol epichlorohydrin in the presence of 0.1mol tetrabutylammonium bromide at 60°C for 12 hours, then remove the solvent by rotary evaporation under reduced pressure, wash with water and dry Finally, the epoxidized daidzein dicyanide compound, that is, the bio-based flame-retardant epoxy resin precursor based on natural isoflavone compounds, was obtained with a yield of 91%.

[0037] H NMR spectrum of the obtained epoxidized daidzein dicyanide compound 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 epoxidized daidzein dicyanide compound structure.

[0038]...

Embodiment 2

[0040]

[0041] (1) Dissolve 1mol genistein, 1.1mol malononitrile and 0.15mol zinc chloride in 600mL DMF, react at 50°C for 26 hours, remove the solvent by rotary evaporation under reduced pressure, wash and dry to obtain gold Isoflavone dicyanide compound, the yield is 92%.

[0042] (2) 1mol genistein dicyanide compound and 6mol epichlorohydrin were reacted at 80° C. for 8 hours in the presence of 0.15mol tetrabutylammonium bromide, and then the solvent was removed by rotary evaporation under reduced pressure, washed with water and After drying, the epoxidized genistein dicyanide compound, that is, the bio-based flame-retardant epoxy resin precursor based on natural isoflavone compounds, was obtained, with a yield of 96%.

[0043] H NMR spectrum of the epoxidized genistein dicyanide compound obtained 1 H-NMR such as figure 2 As shown, each peak on the figure is in one-to-one correspondence with the hydrogen atoms on the epoxidized genistein dicyanide compound structure....

Embodiment 3

[0046]

[0047] (1) Dissolve 1 mol of chrysin, 1.2 mol of malononitrile and 0.2 mol of zinc chloride in 400 mL of DMF, react at 60°C for 12 hours, remove the solvent by rotary evaporation under reduced pressure, wash with water and dry to obtain chrysin di Cyanide compound, the yield is 96%.

[0048] (2) React 1mol chrysin dicyanide compound and 10mol epichlorohydrin in the presence of 0.3mol tetrabutylammonium bromide at 120°C for 6 hours, then remove the solvent by rotary evaporation under reduced pressure, wash with water and dry The epoxidized chrysin dicyanide compound, that is, the bio-based flame-retardant epoxy resin precursor based on natural isoflavone compounds, was obtained with a yield of 93%.

[0049] H NMR spectrum of the obtained epoxidized chrysin dicyanide compound 1 H-NMR such as image 3 As shown, each peak on the figure is in one-to-one correspondence with the hydrogen atoms on the epoxidized chrysin dicyanide compound structure.

[0050] After mixing ...

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Abstract

The invention discloses a biology-base flame-retardant epoxy resin precursor based on a natural isoflavone compound. The precursor is of the structure shown in any of formulas (I)-(III) shown in the description. The preparation method comprises the steps that the natural isoflavone compound, malononitrile and epichlorohydrin are prepared through a two-step reaction. The preparation process is simple, and the operation method is simple and convenient to implement, good in controllability, easy to implement and applicable to large-scale industrial production. The biology-base flame-retardant epoxy resin precursor based on the natural isoflavone compound and thermosetting property epoxy resin prepared from an amine curing agent have the excellent flame retardant property and the mechanical property, have the probability of replacing an existing petroleum base product, and are wide in application range.

Description

technical field [0001] The invention belongs to bio-based thermosetting epoxy resins, in particular to a bio-based high-performance flame-retardant epoxy resin precursor based on natural isoflavone compounds and its preparation method and application. Background technique [0002] Epoxy resin 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. It is a very important class of thermosetting materials. However, at this stage, most epoxy resins are derived from petroleum resources, and petroleum resources are an unsustainable resource. With the decreasing reserves, the cost of polymer materials derived from petroleum resources will inevitably increase. high. Recently, under the dual pressure of protecting the environment and saving petroleum resources, bio-based polymer materials using sustainable resources as raw materials hav...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G59/28C08G59/32C07D407/14
CPCC07D407/14C08G59/28C08G59/3227
Inventor 代金月腾娜彭云燕刘小青朱锦
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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