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林产化学与工业 ›› 2019, Vol. 39 ›› Issue (4): 42-48.doi: 10.3969/j.issn.0253-2417.2019.04.006

• 研究报告 • 上一篇    下一篇

含醚、酯键烯丙基腰果酚单体的合成与表征

陈健1,2,吴国民1,2,霍淑平1,2,孔振武1,2,*()   

  1. 1. 中国林业科学研究院 林产化学工业研究所; 生物质化学利用国家工程实验室; 国家林业和草原局 林产化学工程重点实验室; 江苏省 生物质能源与材料重点实验室, 江苏 南京 210042
    2. 南京林业大学 江苏省林业资源高效加工利用协同创新中心, 江苏 南京 210037
  • 收稿日期:2019-04-02 出版日期:2019-08-25 发布日期:2019-08-23
  • 通讯作者: 孔振武 E-mail:kongzwlhs@163.com
  • 作者简介:陈健(1980-),男,江苏扬州人,硕士,助理研究员,主要从事生物质基材料研究工作
  • 基金资助:
    中央级公益性科研院所基本科研业务费专项资金项目(CAFYBB2016MA007)

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)

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。

关键词: 腰果酚, 烯丙基缩水甘油醚, 烯丙基腰果酚

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

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