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Total-biology-base benzoxazine resin and preparation method thereof

An oxazine resin and all-biological technology, which is applied in the field of thermosetting resins, can solve the problems of poor heat resistance of benzoxazines, synthetic routes and methods to be explored, and insufficient heat resistance, so that no inert gas protection is required, Effect of good substrate adhesion and surface hydrophobicity, good corrosion protection

Inactive Publication Date: 2018-03-06
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This is mainly due to the fact that the heat resistance of most biologically derived amines is not good enough, resulting in poor heat resistance of the synthesized benzoxazines; in addition, biologically derived amines generally have a relatively large molecular weight and are used in the synthesis of benzoxazines. When it comes to benzoxazines, the synthetic routes and methods still need to be explored

Method used

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  • Total-biology-base benzoxazine resin and preparation method thereof
  • Total-biology-base benzoxazine resin and preparation method thereof
  • Total-biology-base benzoxazine resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] (1) In a three-necked flask equipped with magnetic stirring and condensing reflux device, add 0.5mol of dehydroabietamine, 0.5mol of 7-hydroxy-4-methylcoumarin, 1mol of paraformaldehyde and solvent dioxane, Heat to 70°C, wait until the mixture is completely dissolved, then raise the temperature to 85°C, and react for 20 hours. The system is a transparent yellow-brown liquid. After cooling to room temperature, most of the dioxane solvent is removed by rotary evaporation at 60°C, then washed three times with 1% sodium bicarbonate solution, and finally washed with a large amount of hot deionized water to medium properties, a light yellow crude product can be obtained. The crude product was crystallized with ethanol, filtered and dried to obtain a pure bio-based benzoxazine monomer containing a phenanthrene ring structure.

[0040] The structure of the all bio-based benzoxazine monomer containing the phenanthrene ring structure in this embodiment is:

[0041]

[0042] ...

Embodiment 2

[0050] The 7-hydroxyl-4-methylcoumarin in embodiment 1 is changed into guaiacol, adds dehydroabietamine 1mol, guaiacol 1.1mol, paraformaldehyde 2.1mol and solvent dioxane, Heat to 75°C, wait until the mixture is completely dissolved, then raise the temperature to 88°C, and react for 22 hours. Other steps are the same as in Example 1.

[0051] The structure of the all bio-based benzoxazine monomer containing the phenanthrene ring structure in this embodiment is:

[0052]

[0053] The initial and maximum ring-opening temperatures of the all-bio-based benzoxazine containing the phenanthrene ring structure in this example are 180°C and 225°C respectively, the residual carbon rate is 24%, and T 5 =321°C, T 10 = 358°C.

Embodiment 3

[0055] The phenolic source in embodiment 2 is changed into vanillin. Other operating steps are the same as those in Example 2.

[0056] The structure of the all bio-based benzoxazine monomer containing the phenanthrene ring structure in this embodiment is:

[0057]

[0058] The initial and maximum ring-opening temperatures of the all-bio-based benzoxazine containing the phenanthrene ring structure in this example are 180°C and 225°C respectively, the residual carbon rate is 24%, and T 5 =321°C, T 10 = 358°C.

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Abstract

The invention provides total-biology-base benzoxazine resin and a preparation method thereof. A monomer of the resin is prepared by reacting dehydroabietylamine as a rosin derivative, biological phenol and paraformaldehyde at the temperature of 85 DEG C with a solution method for 20 hours. The preparation method comprises the following steps: cooling reactants to room temperature, washing with a sodium bicarbonate solution, washing with deionized water, and crystallizing with ethanol to obtain a purified monomer; performing ring-opening crosslinking on the monomer in a heating state or in thepresence of an added catalyst to generate the total-biology-base benzoxazine resin. The total-biology-base benzoxazine resin has the advantages of reasonable synthesis process, no need of inertial gasprotection, high product purity and environmental friendliness; compared with other biology-base benzoxazine and a part of petroleum-base benzoxazine, the obtained novel total-biology-base benzoxazine resin has great competitiveness on the aspects of ring-opening temperature and thermal stability, and shows high corrosion resistance.

Description

technical field [0001] The invention belongs to the technical field of thermosetting resins, and relates to an all-bio-based benzoxazine resin and a preparation method thereof, in particular to a preparation method of an all-bio-based benzoxazine resin containing a phenanthrene ring structure. Background technique [0002] Benzoxazine resin is a new type of phenolic resin. The six-membered heterocyclic compound monomer is obtained from phenols, primary amines and paraformaldehyde through a solution method, a solvent-free method or a suspension method, and Mannich condensation reaction. The monomer can be ring-opened and cross-linked to generate benzoxazine resin under the action of heating or catalyst. Benzoxazine resins not only have good thermal and mechanical properties of traditional phenolic resins, but also have many advantages that phenolic resins do not have. Such as: no small molecules are released during curing, curing does not require strong acid and strong alka...

Claims

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Application Information

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IPC IPC(8): C07D498/04C07D265/16C08G14/06C09D5/08C09D161/34
CPCC08G14/06C09D5/08C09D161/34
Inventor 刘小云张如红丁艳玲刘静吴玉庭朱鹏飞庄启昕
Owner EAST CHINA UNIV OF SCI & TECH
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