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Chemistry and Industry of Forest Products ›› 2019, Vol. 39 ›› Issue (4): 42-48.doi: 10.3969/j.issn.0253-2417.2019.04.006

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

Jian CHEN1,2,Guomin WU1,2,Shuping HUO1,2,Zhenwu KONG1,2,*()   

  1. 1. Institute of Chemical Industry of Forest Products, CAF; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China
    2. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, China
  • Received:2019-04-02 Online:2019-08-25 Published:2019-08-23
  • Contact: Zhenwu KONG E-mail:kongzwlhs@163.com
  • Supported by:
    中央级公益性科研院所基本科研业务费专项资金项目(CAFYBB2016MA007)

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.

Key words: cardanol, allyl glycidyl ether, allyl modified cardanol

CLC Number: