Daidzein group-containing main chain type benzoxazine and preparation method thereof

A technology of benzoxazine and daidzein, applied in the field of daidzein-based main chain type benzoxazines and preparation thereof, can solve the problems of unreported preparation and performance of benzoxazine resin, and achieve good environmental friendliness characteristics, broaden the scope of application, the effect of excellent comprehensive performance

Inactive Publication Date: 2019-12-20
CHANGZHOU HONGFA ZONGHENG ADVANCED MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, there is no report on the preparation and performance of the main chain type benzoxazine resin containing daidzein group.

Method used

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  • Daidzein group-containing main chain type benzoxazine and preparation method thereof
  • Daidzein group-containing main chain type benzoxazine and preparation method thereof
  • Daidzein group-containing main chain type benzoxazine and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Preparation of daidzein-containing main chain type benzoxazine:

[0035] S1. Weigh 5.09g (0.02mol) of daidzein and 3.97g (0.02mol) of 4,4'-diaminodiphenylmethane, and add them respectively to a reaction flask equipped with a stirrer, a thermometer and a condenser;

[0036] S2. Add 2.40 g (0.08 mol) of paraformaldehyde to S1, heat to 120° C., react for 16 hours, stop the reaction to obtain a mixed solution;

[0037] S3. The mixed solution obtained in S2 was suspended to remove the solvent, and then the product was dried in a vacuum oven for 12 hours to obtain 8.72 g of a yellow solid product with a yield of 87%.

[0038] The chemical reaction equation is as follows:

[0039]

[0040] The TGA characterization results of the Fourier infrared spectrum, hydrogen nuclear magnetic resonance spectrum, DSC and cured resin of this product are shown in the appendix figure 1 , attached figure 2 , attached image 3 And attached Figure 4 . attached figure 1 It is an infra...

Embodiment 2

[0042] Preparation of main-chain benzoxazines containing daidzein groups: preparation of film materials

[0043] S1. Weigh 5.09g (0.02mol) of daidzein and 2.32g (0.02mol) of 1,6-hexamethylenediamine, and add them to a reaction flask equipped with a stirrer, a thermometer and a condenser respectively;

[0044] S2. Add 2.40 g (0.08 mol) of paraformaldehyde to S1, heat to 120° C., react for 16 hours, stop the reaction to obtain a mixed solution;

[0045] S3. The mixed solution obtained in S2 was suspended to remove the solvent, and then the product was dried in a vacuum oven for 12 hours to obtain 7.45 g of a yellow solid product with a yield of 82%.

[0046] The chemical reaction equation is as follows:

[0047]

Embodiment 3

[0049] Preparation of main-chain benzoxazines containing daidzein groups: preparation of film materials

[0050] S1. Weigh 5.09g (0.02mol) of daidzein and 2.44g (0.02mol) of 2,4-diaminodiphenyltoluene, and add them to a reaction flask equipped with a stirrer, a thermometer and a condenser respectively;

[0051] S2. Add 2.40 g (0.08 mol) of paraformaldehyde to S1, heat to 120° C., react for 16 hours, stop the reaction to obtain a mixed solution;

[0052] S3. The mixed solution obtained in S2 was suspended to remove the solvent, and then the product was dried in a vacuum oven for 12 hours to obtain 7.22 g of a yellow solid product with a yield of 85%.

[0053] The chemical reaction equation is as follows:

[0054]

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Abstract

The invention belongs to the technical field of thermosetting resin materials and preparation thereof, and discloses a daidzein group-containing main chain type benzoxazine, and a preparation method and application method thereof. The method specifically comprises the following steps: taking daidzein as a bisphenol type phenol source compound, carrying out a Mannich condensation reaction on the daidzein with a diamine compound and paraformaldehyde to prepare daidzein group-containing main chain type benzoxazine resin, then preparing a high-performance thermosetting resin material through thermocuring of the main chain type benzoxazine resin, and processing the high-performance thermosetting resin material into a film material. Compared with the prior art, the thermosetting resin has the advantages that a bio-based daidzein structure is introduced into a benzoxazine macromolecular main chain as a repetitive unit for the first time, so that the material has good toughness and thermal performance and has the characteristic of environmental friendliness, the carbon residue rate of a cured resin material at 800 DEG C can reach 55-70%, and T<d5> is 350 DEG C or higher.

Description

technical field [0001] The invention belongs to the technical field of thermosetting resin and its preparation, and in particular relates to a main chain type benzoxazine containing daidinin group and its preparation method. Background technique [0002] In 1944, Holly and Cope accidentally discovered benzoxazine resins in Mannich reaction products; in 1973, Schreiber in Germany first used benzoxazine compounds to synthesize polymer materials, but only obtained low molecular weight polymers, and then he The benzoxazine prepolymer and epoxy resin are impregnated with paper and thermally cured for the manufacture of electrical insulation materials; since 1990, Ishida et al. In-depth research on polymers has been done, and attempts to apply it to interior decoration materials for space vehicles; in 2004, Ling Hong et al. developed a new type of halogen-free flame-retardant copper-clad laminate material. [0003] It is precisely because of the good environmental effects of benz...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06C08G14/06C08L79/04C08L61/34C08J5/18
CPCC08G14/06C08G73/06C08J5/18C08J2361/34C08J2379/04
Inventor 张侃谈昆伦尤思嘉王雨亭刘时海
Owner CHANGZHOU HONGFA ZONGHENG ADVANCED MATERIAL TECH
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