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Monomer for biomass benzoxazine shape memory resin as well as preparation method and application of monomer

A benzoxazine and biomass technology, applied in the field of biomass benzoxazine shape memory resin monomer and its preparation, to achieve the effects of easy industrialized large-scale production, avoiding the use of solvents, and simple preparation process

Active Publication Date: 2020-08-25
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In summary, the existing technology has made great progress in the research and development of shape memory polymers, however, the development of biomass benzoxazines with high heat resistance, high tensile modulus and strength through solvent-free strategies Shape memory resins still have some challenges

Method used

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  • Monomer for biomass benzoxazine shape memory resin as well as preparation method and application of monomer
  • Monomer for biomass benzoxazine shape memory resin as well as preparation method and application of monomer
  • Monomer for biomass benzoxazine shape memory resin as well as preparation method and application of monomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] (1) Preparation of aldehyde-containing biomass benzoxazine monomer

[0047] Mix 9.71g of furfurylamine and 6.00g of paraformaldehyde (CAS#: 30525-89-4), stir at room temperature for 15min, then add 15.22g of vanillin, stir at 85°C for 5h, and cool naturally to room temperature, adding ethanol for recrystallization to remove impurities, and drying the solid to obtain the aldehyde-containing biomass benzoxazine monomer.

[0048] In this example, the synthetic reaction formula, hydrogen nuclear magnetic resonance spectrum and carbon nuclear magnetic resonance spectrum of the aldehyde-containing biomass benzoxazine monomer are respectively referred to in the attached figure 1 , figure 2 and image 3 .

[0049] See attached figure 2 , it is the hydrogen nuclear magnetic resonance spectrum based on the aldehyde-containing biomass benzoxazine monomer provided by Example 1 of the present invention, about 9.81ppm represents the active H on the aldehyde group, and about 5.0...

Embodiment 2

[0074] (1) Preparation of aldehyde-containing biomass benzoxazine monomer

[0075] Mix 9.71g of furfurylamine and 6.60g of paraformaldehyde, stir at room temperature for 15min, then add 15.22g of vanillin, the reaction system is stirred and reacted at a temperature of 85°C for 5h, naturally cooled to room temperature, ethanol recrystallization to remove impurities , to obtain aldehyde-containing biomass benzoxazine monomer after drying.

[0076] (2) Preparation of Schiff base biomass benzoxazine monomer

[0077] Mix 30.04g of aldehyde-containing biomass benzoxazine monomer and 12.65g of polyetheramine D-230 (molecular weight: 230), react at a temperature of 125°C for 1.5h, cool naturally to room temperature, and dry to obtain Schiff base biomass benzoxazine monomer.

[0078] (3) Preparation of shape memory resin based on biomass benzoxazine

[0079] 11.0g Schiff base biomass benzoxazine monomer was put into the mold, the mold was put into an oven for degassing (10min at 150°C...

Embodiment 3

[0083] (1) Preparation of aldehyde-containing biomass benzoxazine monomer

[0084] Mix 9.71g of furfurylamine and 15g of 40wt% formaldehyde aqueous solution, stir at room temperature for 15min, then add 15.22g of vanillin, stir the reaction system at 85°C for 5h, cool naturally to room temperature, ethanol recrystallization to remove impurities , to obtain aldehyde-containing biomass benzoxazine monomer after drying.

[0085] (2) Preparation of Schiff base biomass benzoxazine monomer

[0086] Mix 27.31g of aldehyde-containing biomass benzoxazine monomer and 11.50g of polyetheramine D-230 (molecular weight: 230), react at a temperature of 125°C for 2h, cool naturally to room temperature, and dry to obtain the desired Fu base biomass benzoxazine monomer.

[0087] (3) Preparation of shape memory resin based on biomass benzoxazine

[0088] Put 10.5g Schiff base biomass benzoxazine monomer into the mold, put the mold into an oven for degassing (10min at 150°C), and then put the ...

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Abstract

The invention discloses shape memory resin based on biomass benzoxazine as well as a preparation method and application of the shape memory resin. Biomass furfuryl amine and paraformaldehyde are usedas raw materials, and an aldehyde group-containing biomass benzoxazine monomer is obtained through a heating reaction under proper conditions; the aldehyde group-containing biomass benzoxazine monomeris mixed with polyether amine, and a coupling reaction is performed to obtain a Schiff base biomass benzoxazine monomer; and the Schiff base biomass benzoxazine monomer is cured to obtain the biomassbenzoxazine resin with the shape memory function. The preparation process is simple, no solvent is needed in the synthesis process, the yield is high, the raw materials are environmentally friendly,and dependence of high polymer materials on fossil resources is greatly reduced. Compared with the prior art, the benzoxazine shape memory resin provided by the invention has excellent thermal properties (the glass transition temperature Tg is 280 DEG C), high tensile modulus (2.46 GPa) and strength (90.4 MPa). The original shape of the benzoxazine resin is obtained by the method disclosed by theinvention can be permanently changed according to needs, the defect that a traditional cross-linked polymer cannot be reprocessed after being formed is overcome, the recovery function under the condition of heating stimulation (at a temperature higher than the glass-transition temperature) is achieved, and the application range of the shape memory polymer is greatly widened due to the excellent thermal property and mechanical property.

Description

technical field [0001] The present invention relates to a shape memory resin based on biomass benzoxazine and its preparation and application method, in particular to a monomer for biomass benzoxazine shape memory resin and its preparation method and application, belonging to functional polymers field of materials technology. Background technique [0002] Shape memory polymers (SMP) are a class of stimuli-responsive polymers that can change and fix their shape under certain conditions; afterward, the polymer can be restored by external stimuli such as heat, electricity, light, chemical induction, etc. original shape. Therefore, SMPs have important applications in many fields including aerospace, electronics, medical equipment, robotics, information, construction, textiles, daily necessities, etc.; especially when they are used as deployment components and structures, thereby realizing complex, large Large-scale and high-volume assembly, thereby greatly promoting the progre...

Claims

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Application Information

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IPC IPC(8): C07D413/14C08G14/06
CPCC07D413/14C08G14/06
Inventor 梁国正
Owner SUZHOU UNIV
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