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含醚、酯键烯丙基腰果酚单体的合成与表征

Synthesis and Characterization of Allyl Cardanol Monomer with Ether Bond and Ester Bond

  • 摘要: 由腰果酚与烯丙基缩水甘油醚反应合成烯丙基醚腰果酚(AGE-C),再与甲基丙烯酸酐酯化反应制备含醚、酯键烯丙基腰果酚单体(MAA-AGE-C),并采用FT-IR、1H NMR及13C NMR表征了产物化学结构。实验结果表明:在烯丙基缩水甘油醚与腰果酚物质的量比1.2:1,催化剂氢氧化钾用量为腰果酚质量的1%,100℃反应2 h的最佳合成反应条件下,腰果酚转化率>95%。MAA-AGE-C的最佳合成反应条件为:甲基丙烯酸酐(MAA)与AGE-C羟基物质的量比1.2:1,催化剂4-二甲氨基吡啶用量为AGE-C质量的2%,90℃反应3 h,AGE-C转化率>93.5%。AGE-C的羟值154 mg/g,碘值2.4 g/g;MAA-AGE-C的羟值10 mg/g,碘值2.1 g/g。

     

    Abstract: The allyl glycidyl ether modified cardanol(AGE-C) was prepared via reaction of cardanol with allyl glycidyl ether, and then the AGE-C was reacted with methacrylic anhydride to form allyl cardanol with ether bond and ester bond(MAA-AGE-C). The chemical structures of AGE-C and MAA-AGE-C were characterized by FT-IR, 1H NMR and 13C NMR. The results showed that the optimum conditions for the synthesis of allyl ether modified cardanol were as follows:the molar ratio of allyl glycidyl ether to cardanol was 1.2:1, the dosage of potassium hydroxide was 1% of the mass of cardanol, and the conversion of cardanol hydroxyl could reach over 95% at 100℃ for 2 h. The optimum conditions for the synthesis of allyl cardanol with ether bond and ester bond were as follows:the molar ratio of methacrylic anhydrideallyl to ether modified cardanol was 1.2:1, the dosage of 4-dimethylaminopyridine was 2% of AGE-C by mass, and the conversion of AGE-C hydroxyl could reach over 93.5% at 90℃ for 3 h. The hydroxyl and iodine values of AGE-C and MAA-AGE-C were 154 mg/g, 10 mg/g, 2.4 g/g and 2.1 g/g, respectively.

     

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