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化学工业与工程 2014, Vol. 31 Issue (4) :36-40    DOI: doi: 10.13353/j.issn.1004.9533.2014.04.008
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微波辅助合成甲氧羰基-β-环糊精碳酸酯
 张毅民1, 刘红莎1, 张惠莹1, 朱艳芳2
(1.天津大学化工学院,绿色合成与转化教育部重点实验室,天津 300072;2. 天津大学管理与经济学部,天津 300072)
Microwave-Assisted Synthesis of Methoxycarbonyl-β-Cyclodextrin Carbonate
ZHANG  Yi-Min1, LIU  Hong-Sha1, ZHANG  Hui-Ying1, ZHU  Yan-Fang2
(1.School of Chemical Engineering and Technology, Tianjin University, Key Laboratory for Green Chemical Technology ofMinistry of Education, Tianjin 300072, China; 2. Department of Management and Economics, Tianjin University, Tianjin 300072, China)

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摘要 以绿色试剂碳酸二甲酯、β-环糊精为原料,无水碳酸钾为催化剂,探索了在N,N-二甲基甲酰胺溶剂中,采用微波辐射技术一步合成甲氧羰基β-环糊精碳酸酯的新工艺。采用红外光谱、核磁共振技术对产品结构进行了表征,红外谱图在1 751 cm-1处有典型的CO峰,13C-NMR核磁谱证明有碳酸酯CO及CH3O—,由此推测其结构为β-CD-OCOOCH3。应用电喷雾质谱测定了产品平均取代度为2.423,并结合高效液相色谱法测定了原料β-环糊精转化率为93.22%。结果表明:该新工艺合成了一种新型化合物β-环糊精碳酸酯,而且与传统合成工艺相比,其具有能耗低,收率高,反应时间短等优点。
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张毅民
刘红莎
张惠莹
朱艳芳
关键词微波辐射;   碳酸二甲酯;   取代度;   β-环糊精碳酸酯     
Abstract: A novel microwave-assisted procedure for the synthesis of methoxycarbonyl-β-cyclodextrin carbonate is described in the work. Methoxycarbonyl-β-cyclodextrin carbonate was obtained through reaction of green reagent dimethyl carbonate and β-cyclodextrin with anhydrous potassium carbonate as catalyst in N, N-dimethylformamide under microwave radiation. The structure of the product was characterized by IR and 13C-NMR. A typical CO peak at 1 751 cm-1 in IR spectrum and 13C-NMR signal of CO and CH3O— indicated distinctly the structure of β-CD-OCOOCH3. The average degree of substitution of the products and the raw material conversion are 2.423 and 93.22%, respectively, determined by electrospray mass spectrometry and high performance liquid chromatographic. The experimental results showed that the novel process for the synthesis of β-cyclodextrin carbonate, compared with the conventional heating process, has the advantages of low energy consumption, high yield and short reaction time, etc.
Keywordsmicrowave radiation;   dimethyl carbonate;   degree of substitution;   β-cyclodextrin carbonate     
Received 2013-03-01;
Fund:

濮阳市科技局资助项目( 080527)。

Corresponding Authors: 张毅民,电话:(022)87891012。     Email: zhangym@tju.edu.cn
About author: 张毅民(1961-),男,副教授,从事绿色化学工艺研究。
引用本文:   
张毅民, 刘红莎, 张惠莹, 朱艳芳.微波辅助合成甲氧羰基-β-环糊精碳酸酯[J].  化学工业与工程, 2014,31(4): 36-40
ZHANG Yi-Min, LIU Hong-Sha, ZHANG Hui-Ying, ZHU Yan-Fang.Microwave-Assisted Synthesis of Methoxycarbonyl-β-Cyclodextrin Carbonate[J].  Chemcial Industry and Engineering, 2014,31(4): 36-40
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