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玉米赤霉烯酮替代物2,4-二羟基苯甲酸环十二烷酯的合成与应用(网络首发、推荐阅读)
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Synthesis and Application of Zearalenone Substitute Cyclododecyl 2,4-Dihydroxybenzoate(Online First, Recommended Article)
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    摘要:

    2,4-二羟基苯甲酸环十二烷酯(CDHB)是一种与玉米赤霉烯酮在大小、形状、立体构象以及功能性上十分相似的一种化合物,可作为玉米赤霉烯酮(ZEN)的模板分子,用于制备分子印迹聚合物。在反应底物中加入N,N′-羰基二咪唑(CDI)作为活化剂、1,8-二氮杂双环[5.4.0]十一碳-7-烯(DBU)作为催化剂研究制备CDHB,并比较分析柱层析法、高速逆流色谱法和制备液相法3种不同纯化手段,进一步通过FTIR,UV-Vis,1H NMR,13C NMR和MS (ESI)确证CDHB结构,以分子印迹聚合物为例介绍CDHB的应用。结果表明,制备液相法获得的产品纯度最高(≥98%),高速逆流色谱法次之,根据不同生产需求,3种纯化方法均可用于CDHB系统化制备过程;确证CDHB结构证实CDHB合成方法的重复性和稳定性,最终产率可达70%以上。将CDHB引入石墨烯载体上,提高分子印迹聚合物对ZEN的选择吸附能力,其吸附动力学遵循准二级动力学模型。

    Abstract:

    Cyclododecyl 2,4-dihydroxybenzoate (CDHB) is very similar to zearalenone (ZEN) in terms of size, shape, steric conformation and property. It is commonly used as a template of ZEN for the preparation of molecularly imprinted polymers. N’N′-carbonyldiimidazole (CDI) and 1,8-diazabicyclo [5.4.0] Decacarbonyl-7-ene (DBU) are added in the reaction substrate as the activator and catalyst respectively to ensure the yield of CDHB. This study compares three different purification methods of column chromatography, high-speed countercurrent chromatography and preparative liquid chromatography. The method of preparative liquid chromatography obtained the highest purity product (≥98%), followed by the method of high-speed countercurrent chromatography. Based on different production requirements, all three methods can be used for the systematic preparation process. Structure of CDHB was confirmed by FTIR, UV-Vis, 1H NMR, 13C NMR and MS (ESI), which proved the method of CDHB synthesis was repeatable and stable. The yield of CDHB was over 70%. In terms of application, CDHB was introduced into graphene carriers during the preparation of molecularly imprinted polymers, which can greatly improve the selective adsorption capacity of molecularly imprinted polymer to ZEN. The kinetic adsorption behavior of adsorbent followed the pseudo-second-order kinetic model.

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韩杨莹,王 峻,刘虎军,孙长坡*.玉米赤霉烯酮替代物2,4-二羟基苯甲酸环十二烷酯的合成与应用(网络首发、推荐阅读)[J].粮油食品科技,2021,29(4):192-200.

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  • 在线发布日期: 2021-07-29
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