A kind of bio-based oxazine ring monomer and its preparation method and resin material containing bio-based oxazine ring
An oxazine ring and bio-based technology, applied in the direction of organic chemistry, can solve the problems of limited use, poor environmental protection, and insufficient sustainability, and achieve the effects of good thermal stability, good environmental protection, and good physical properties
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[0026] The present invention also provides a preparation method of a bio-based oxazine ring monomer having a structure shown in formula I, comprising the following steps:
[0027] 1) Aminomethyl reaction of 2-aminophenylene sulfide and paraformaldehyde in the first polar organic solvent to obtain a compound having a structure shown in formula II;
[0028]
[0029] 2) Mannich reaction is carried out between the compound having the structure shown in formula II and vanillin to obtain the bio-based oxazine ring monomer having the structure shown in formula I.
[0030] In the present invention, 2-aminophenylene sulfide and paraformaldehyde undergo an aminomethyl reaction in a first polar organic solvent to obtain a compound having a structure shown in formula II.
[0031] The sources of 2-aminophenylene sulfide and paraformaldehyde are not particularly limited in the present invention, and commercially available products well known to those skilled in the art can be selected. ...
Embodiment 1
[0076] Dissolve 20.1g (0.1mol) of 2-aminophenylene sulfide in 50g of 1,4-dioxane at 10°C, add 6.0g (0.2mol) of AR grade paraformaldehyde In the solution, the temperature of the reaction system was raised to 65°C, and stirred at the set temperature for 2 hours; then 15.2g (0.1mol) of vanillin was dissolved in 50g of 1,4-diox Among the six rings, add into the reaction system after being completely dissolved, raise the temperature of the reaction system to 105°C, and react at the set temperature for 24 hours. After the reaction is complete, transfer it to a rotary evaporator, and evaporate it at 50°C for 3 hours. After the rotary evaporation is complete, cool it down to room temperature naturally to obtain a reddish-brown viscous liquid; dissolve the liquid in 50g of in chloroform, and repeatedly washed 5 times with the 0.1wt% NaOH aqueous solution of 100g, standing layering, the organic phase is an orange transparent solution; with the deionized water of 600g, this orange transp...
Embodiment 2
[0082] Dissolve 20.1g (0.1mol) of 2-aminophenylene sulfide in 55g of 1,4-dioxane at 15°C, add 6.0g (0.2mol) of A.R. grade paraformaldehyde In the solution, the temperature of the reaction system was raised to 60°C, and stirred at a constant temperature for 2.5 hours at the set temperature; then 15.4g (0.1mol) of vanillin was dissolved in 55g of 1,4-bis Among the oxyhexanes, they were added into the reaction system after being completely dissolved, and the temperature of the reaction system was raised to 100° C., and reacted at the set temperature for 24 hours. After the reaction was completed, it was transferred to a rotary evaporator, and evaporated at 55°C for 3.5 hours. After the rotary evaporation was completed, it was naturally cooled to room temperature to obtain a reddish-brown viscous liquid; the liquid was dissolved at 25°C in In the chloroform of 55g, and repeatedly wash 5 times with the 0.1wt% NaOH aqueous solution of 150g, leave standstill layering, organic phase i...
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