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Resin capable of remolding and degrading biomass benzoxazine and preparation method of resin

A benzoxazine and biomass technology, applied in the field of functional polymer materials, can solve the problems that cannot meet the requirements, there is no degradable biomass benzoxazine resin, and the heat resistance is low, so as to save processing costs, The effect of easy industrialized large-scale production and simple preparation process

Active Publication Date: 2021-09-03
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still challenges in the research and development of remodelable and degradable high-performance biomass benzoxazine resins
So far, there is only one report of biomass benzoxazine resin based on disulfide dynamic bonds, but its heat resistance is low (glass transition temperature is only 53°C), which cannot meet the requirements of high-end fields for heat-resistant resins
In addition, summarizing the reported biomass benzoxazine resins, it can be found that there is no report on degradable biomass benzoxazine resins

Method used

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  • Resin capable of remolding and degrading biomass benzoxazine and preparation method of resin
  • Resin capable of remolding and degrading biomass benzoxazine and preparation method of resin
  • Resin capable of remolding and degrading biomass benzoxazine and preparation method of resin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] (1) Preparation of benzoxazine monomers

[0044] At room temperature, 3.28 g of isobutylphenol, 1.20 g of polymethylene formaldehyde (CAS #: 30525-89-4) and 1.72 g of decanamine were added to 50 ml round bottom flask, then stirred at 100 ° C for 5 h, then naturally Cooled to room temperature to give a crude product; the crude product was recrystallized to give a white solid (4.15 g, yield of 76%), which was recorded as a total substance benzoxazine monomer (IE-DEA), 1 H NMR (400 MHz, ChlorOform-D) δ 6.75 (S, 2H, Ar-H), 6.55 (S, 2H, Ar-H), 6.30 (D, J = 15.5, 2H, CH), 6.11-6.03 ( M, 2H, CH), 4.96 (S, 4H, CH 2 ), 3.98 (s, 4h, ch 2 ), 3.90 (s, 6h, ch 3 ), 2.82-2.71 (m, 4h, ch 2 ), 1.91-1.84 (m, 6h, ch3 ), 1.60-1.52 (p, j = 7.1 hz, 4h, ch 2 ), 1.35-1.24 (m, 12h, ch 2 ). 13 C NMR (101MHz, CDCL 3 δ 147.6, 142.7, 130.6, 130.7, 106.6, 82.9, 55.7, 51.4, 50, 29.5, 29.5, 28.2, 27.2, 18.4. HRMS (ESI + ) M / Z Calcd FORC 34 Hide 49 N 2 O 4 K + [M + K + H] + : 588.3324, Found: 588.4171. I...

Embodiment 2

[0073] (1) Preparation of benzoxazine monomers

[0074] The isoeugenol 3.28g, 1.20 g of paraformaldehyde (CAS #: 30525-89-4) and added to 1.72g decanediamine 50mL round bottom flask and the reaction was then heated to 100 deg.] C, incubation was stirred 5h, then cooled to room temperature to give a crude product; the crude product with ethyl acetate (20mL) was recrystallized to give a white solid, referred to as a benzoxazine monomer.

[0075] (2) Preparation of resin and remodelable biomass degradation benzoxazin

[0076] 10.0g of biomass benzoxazine monomer / Schiff base (V-oda) blend (molar ratio of 1) was melted (160 ℃) 15min, and the resin poured into a mold in an oven degassing (at 150 ℃ 10min), and the mold was placed after the drying oven, and cured in accordance with the sequence 160 ℃ / 3h + 180 ℃ / 3h + 200 ℃ / 3h process; after curing, oven with natural cooling, to obtain remodeling and degradation of the biomass may be benzoxazine resins.

[0077] The above and degrad...

Embodiment 3

[0080] (1) Preparation of benzoxazine monomer

[0081] The isoeugenol 3.28g, 1.32 g of paraformaldehyde (CAS #: 30525-89-4) and added to 1.72g decanediamine 50mL round bottom flask and the reaction was then heated to 100 deg.] C, incubation was stirred 8h, then cooled to room temperature to give a crude product; the crude product with ethyl acetate (20mL) was recrystallized to give a white solid, referred to as a benzoxazine monomer.

[0082] (2) Preparation of resin and remodelable biomass degradation benzoxazin

[0083] 10.0g of biomass benzoxazine monomer / Schiff base (V-oda) blend (molar ratio of 1) was melted (150 ℃) 15min, and the resin poured into a mold in an oven degassing (at 150 ℃ 10min), and the mold was placed after the drying oven, and cured in accordance with the sequence 160 ℃ / 1h + 180 ℃ / 1h + 200 ℃ / 1h process; after curing, oven with natural cooling, to obtain remodeling and degradation of the biomass may be benzoxazine resins.

[0084] The above and degrada...

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Abstract

The invention discloses a resin capable of remolding and degrading biomass benzoxazine and a preparation method of the resin. The method comprises the following steps: synthesizing a full-biomass benzoxazine monomer by taking biomass decamethylene diamine and isoeugenol as raw materials through Mannich reaction; copolymerizing with a Schiff base monomer, and performing curing to obtain the biomass benzoxazine resin with remodeling and degrading functions. According to the invention, the benzoxazine resin is endowed with the characteristics of recoverability, remolding and degradation for the first time. Compared with the prior art, the benzoxazine monomer disclosed by the invention is green in synthesis, the prepared remodelable and degradable biomass resin has higher thermal performance and tensile strength, the remodeling efficiency is higher, and the degradation condition is simple. The material can be applied to the fields of aerospace, electronic information and the like with high requirements on heat resistance.

Description

Technical field [0001] The present invention relates to the preparation of removable, degradable biomass benzoxazine resin, belonging to the technical field of functional polymer materials. Background technique [0002] Recycling of abandoned thermosetting resins has always been plaguing their difficulties in using and sustainable development in the cutting-edge field. However, the permanent cross-linking network structure makes conventional thermosetting resins difficult to recover or degrade after curing, resulting in the deposition of the waste resin. At present, the treatment of waste resins is mainly incinerated and landfill, and it has brought secondary injuries. [0003] In recent years, based on ester bonds, disulfide bonds, Schiff alkali, silicon bonds, etc., researchers have prepared a series of recyclable thermosetting resins, but in designing high performance, easy processing, and degradable thermosetting There is still a challenge in terms of resins. At present, the ...

Claims

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Application Information

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IPC IPC(8): C08G14/06
CPCC08G14/06Y02W30/62
Inventor 顾嫒娟沙新虎梁国正袁莉
Owner SUZHOU UNIV
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