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Benzoxazine resin monomer based on magnolia cortex derivative and preparation method and application thereof

A technology of benzoxazine and resin monomer, applied in the field of benzoxazine resin monomer and its preparation, can solve the problems of low relative molecular weight of polymer, low elongation at break, limited application scope, etc. The effect of simple implementation, preparation and oil resource saving

Active Publication Date: 2018-09-04
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

[0005] However, bio-based benzoxazine resins also have many disadvantages like traditional benzoxazine resins: monofunctional benzoxazines have chain transfer reactions during ring-opening polymerization, and the relative molecular weight of the resulting polymers Due to the characteristics of the molecular structure of bifunctional benzoxazines, their polymers also have disadvantages such as low crosslinking density, low elongation at break, and poor toughness.

Method used

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  • Benzoxazine resin monomer based on magnolia cortex derivative and preparation method and application thereof
  • Benzoxazine resin monomer based on magnolia cortex derivative and preparation method and application thereof
  • Benzoxazine resin monomer based on magnolia cortex derivative and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Dissolve 1 mol of magnolol, 2 mol of furfurylamine and 6 mol of paraformaldehyde in a mixed solution of 500 mL of dioxane and toluene (the ratio of dioxane to toluene is 2:3), and react at 90°C for 32 hour, the mixed solvent was removed by rotary evaporation under reduced pressure, after washing and drying, the magnolol furfurylamine benzoxazine with a structure as shown in formula (I-1) was obtained, and the productive rate was 91.5%. 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 structure of the magnolol furfurylamine benzoxazine compound.

[0031]

[0032] The magnolol furfurylamine benzoxazine is heated to 260°C in a blast oven for curing to obtain a cured product magnolol furfurylamine polybenzoxazine. The glass transition of the obtained cured product is 340°C, and the storage modulus in the rubber state is 1800Mpa, T d10 It is 467°C.

Embodiment 2

[0034] (1) Dissolve the paraformaldehyde of 1mol honokiol, 2mol furfurylamine and 7.5mol in the mixed solution of 650mL dioxane and toluene (the ratio of dioxane and toluene is 3:1), in React at 100°C for 52 hours, remove the mixed solvent by rotary evaporation under reduced pressure, wash with water and dry to obtain honokiol furfurylamine benzoxazine with the structure shown in formula (II-1), with a yield of 90.8%. H NMR spectrum 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 honokiol furfurylamine benzoxazine compound structure.

[0035]

[0036] The honokiol furfurylamine benzoxazine is heated to 260° C. for curing in a blast oven to obtain a cured product, the honokiol furfurylamine polybenzoxazine. The glass transition of the obtained cured product is 360°C, and the storage modulus in the rubber state is 1900Mpa, T d10 It is 476°C.

Embodiment 3

[0038] (1) The paraformaldehyde of 1mol honokiol, 2mol ethylamine and 6.1mol is dissolved in the mixed solution of 550mL dioxane and toluene (the ratio of dioxane and toluene is 4:1), in React at 120°C for 24 hours, remove the mixed solvent by rotary evaporation under reduced pressure, wash with water and dry to obtain honokiol ethylamine benzoxazine with the structure shown in formula (II-2), with a yield of 95.5%.

[0039]

[0040] The honokiol ethylamine benzoxazine is heated to 260° C. and solidified in a blast oven to obtain the cured product honokiol ethylamine polybenzoxazine. The glass transition of the obtained cured product is 270°C, and the storage modulus in the rubber state is 1600Mpa, T d10 It is 441°C.

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Abstract

The invention discloses a benzoxazine resin monomer based on a magnolia cortex derivative. A preparation method comprises the following steps: under heating effect, magnolol or honokiol and monoamineand paraformaldehyde are subjected to a polymerization to obtain the benzoxazine resin monomer; and the amine monomer is selected from at least one of furfuryl amine, ethylamine, propylanmine, butyl amine, pentylamine, hexylamine and phenylamine. The preparation is simple, the operation is simple, controllability is good, implementation is easy, and the method is adapted to large scale industrialproduction.

Description

technical field [0001] The invention belongs to bio-based thermosetting resins, in particular to a benzoxazine resin monomer based on magnolia bark derivatives and its preparation method and application. Background technique [0002] Benzoxazine resin is a six-membered heterocyclic resin synthesized from phenolic compounds, amine compounds and formaldehyde. It is widely used in aerospace anti-corrosion and corrosion coatings, microelectronics, It is an emerging new high-performance thermosetting material in various fields such as adhesives. [0003] However, most of the benzoxazine resins are derived from petrochemical resources at this stage. However, petrochemical resources are a kind of non-renewable resources. With the decreasing of their reserves, the cost of polymer materials derived from petrochemical resources will inevitably increase. keep climbing. [0004] In recent years, under the dual pressure of protecting the environment and saving petroleum resources, bio-...

Claims

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Application Information

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IPC IPC(8): C07D265/16C08G14/06
CPCC07D265/16C08G14/06
Inventor 代金月刘小青彭云燕腾娜朱锦
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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