Bio-based p-hydroxyacetophenone-furfuryl amine type benzoxazine monomer, resin and preparation method thereof
A technology of p-hydroxyacetophenone and benzoxazine, which is applied in the field of materials to achieve excellent comprehensive performance, high cross-linking density, and good glass transition temperature
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Embodiment 1
[0032] Preparation of bio-based p-hydroxyacetophenone-furfurylamine-type benzoxazine monomers:
[0033] Weigh 13.60g (0.1mol) p-hydroxyacetophenone, 9.70g (0.1mol) furfurylamine, 9.00g (0.3mol) paraformaldehyde, the molar ratio of phenolic hydroxyl group, amine group and aldehyde group functional group is 1:1:3 . Under nitrogen atmosphere, firstly add furfurylamine and paraformaldehyde into a 250mL three-necked flask equipped with a condenser tube, magnetic stirring and thermometer, add 75mL toluene solvent, mix well and adjust the pH of the reaction solution with NaOH (1M). From 9 to 10, heat to 100 °C for 20 h, then add p-hydroxyacetophenone, and continue to react at 100 °C for 30 h. After the reaction, the pH value of the reaction solution was adjusted to neutral with concentrated phosphoric acid (85%, 15mol / L) to obtain a yellow suspension, the supernatant was removed by rotary evaporation to obtain a pale yellow precipitate, and finally the dried product was ground to ob...
Embodiment 2
[0036] Preparation of bio-based p-hydroxyacetophenone-furfurylamine-type benzoxazine monomers:
[0037]Accurately weigh 13.60g (0.1mol) p-hydroxyacetophenone, 9.70g (0.1mol) furfurylamine, 6.00g (0.2mol) paraformaldehyde, the molar ratio of phenolic hydroxyl group, amine group and aldehyde group functional group is 1:1: 2. Under a nitrogen atmosphere, the reactants were added to a 250 mL three-necked flask equipped with a condenser tube, magnetic stirring, and a thermometer, and 75 mL of xylene / ethanol mixed solvent (the volume ratio of xylene to ethanol was 1:2) was added. The pH value of the reaction solution was adjusted to 9-10 by NaOH (1M), and the reaction was heated to 70 °C for 4 h. After the reaction, the pH value of the reaction solution was adjusted to neutral with concentrated phosphoric acid (85%, 15mol / L) to obtain a yellow suspension, the supernatant was removed by rotary evaporation to obtain a pale yellow precipitate, and finally the dried product was ground ...
Embodiment 3
[0039] Preparation of bio-based p-hydroxyacetophenone-furfurylamine-type benzoxazine monomers:
[0040] Accurately weigh 20.40g (0.15mol) p-hydroxyacetophenone, 9.70g (0.1mol) furfurylamine, 9.00g (0.3mol) paraformaldehyde, the molar ratio of phenolic hydroxyl, amine and aldehyde functional groups is 1.5:1:3 . Under nitrogen atmosphere, firstly add furfurylamine and paraformaldehyde into a 250mL three-necked flask equipped with a condenser tube, magnetic stirring and thermometer, add 75mL dimethylformamide solvent, mix well and adjust the reaction with NaOH (1M). The pH value of the solution was 9-10, heated to 120°C for 9 hours, and then added p-hydroxyacetophenone to continue the reaction at 120°C for 3 hours. After the reaction, the pH value of the reaction solution was adjusted to neutral with concentrated phosphoric acid (85%, 15mol / L) to obtain a yellow suspension, the supernatant was removed by rotary evaporation to obtain a pale yellow precipitate, and finally the dri...
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