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An Effective Heterogeneous Catalyst of [BMIM]3 PMo12 O40 for Selective Sugar Epimerization.
ChemPlusChem ( IF 3.4 ) Pub Date : 2018-04-30 , DOI: 10.1002/cplu.201800154 Asep Bayu 1 , Akihiro Yoshida 1, 2 , Surachai Karnjanakom 1 , Zhijun Zuo 3 , Xiaogang Hao 3 , Abuliti Abudula 1 , Guoqing Guan 1, 2
ChemPlusChem ( IF 3.4 ) Pub Date : 2018-04-30 , DOI: 10.1002/cplu.201800154 Asep Bayu 1 , Akihiro Yoshida 1, 2 , Surachai Karnjanakom 1 , Zhijun Zuo 3 , Xiaogang Hao 3 , Abuliti Abudula 1 , Guoqing Guan 1, 2
Affiliation
The development of heterogeneous catalysts for the epimerization of sugars has received much less attention than that for the isomerization of sugars. To date, molybdates are the most effective catalysts for the epimerization of sugars, although they lack stability toward hydrolysis of their active sites in water. To solve the issue of the formation of a highly water-soluble heteropolyblue (PMored ) for phosphomolybdates (PMos) in aqueous reaction systems, herein, a 1-butyl-3-methylimidazolium phosphomolybdate ([BMIM]3 PMo12 O40 ) was synthesized through an ion-exchange method. This catalyst was effective and selective for the C2-epimerization of sugars under mild reaction conditions (<100 °C; 1-2 h) with good water-tolerant properties. The reaction was confirmed to occur in a heterogeneous manner and no leaching of PMored was detected by means of UV/Vis spectroscopy. Moreover, the catalyst can be simply separated by filtration and reused for at least eight cycles without a drop in catalytic activity. XRD, FTIR, and X-ray photoelectron spectroscopy measurements indicate that the catalyst is stable under the reaction conditions. In a comparison of the catalytic activity and surface wettability with those of other PMo salts, that is, 1-ethyl-3-methylimidazolium phosphomolybdate ([EMIM]3 PMo12 O40 ), 1-hexyl-3-methylimidazolium ([HexMIM]3 PMo12 O40 ), [choline]3 PMo12 O40 , and cetyltrimethylammonium phosphomolybdate ([CTA]3 PMo12 O40 ), it is found that [BMIM]3 PMo12 O40 has more appropriate hydrophobic-hydrophilic balance, which should be responsible for better catalytic activity and stability.
中文翻译:
[BMIM] 3 PMo12 O40的有效异构催化剂,用于选择性糖差向异构化。
与糖异构化相比,用于糖差向异构化的非均相催化剂的开发受到的关注要少得多。迄今为止,钼酸盐是糖差向异构化的最有效催化剂,尽管它们对在水中的活性位点水解缺乏稳定性。为了解决在水性反应体系中形成磷钼酸盐(PMos)的高水溶性杂多蓝(PMored)的问题,本文中,通过1-甲基-3-甲基咪唑鎓磷钼酸盐([BMIM] 3 PMo12 O40)的合成离子交换法。该催化剂在温和的反应条件(<100°C; 1-2 h)下具有良好的耐水性能,对糖的C2-表异构化反应有效且具有选择性。确认该反应以异质方式发生,并且通过UV / Vis光谱法未检测到PMored的浸出。此外,可以通过过滤简单地分离催化剂,并且至少在不降低催化活性的情况下重复使用至少八个循环。XRD,FTIR和X射线光电子能谱测量表明该催化剂在反应条件下是稳定的。在与其他PMo盐的催化活性和表面润湿性的比较中,即1-乙基-3-甲基咪唑鎓磷钼酸盐([EMIM] 3 PMo12 O40),1-己基-3-甲基咪唑鎓([HexMIM] 3 PMo12 O40),[胆碱] 3 PMo12 O40和十六烷基三甲基磷钼酸铵([CTA] 3 PMo12 O40),发现[BMIM] 3 PMo12 O40具有更合适的疏水-亲水平衡,
更新日期:2018-04-30
中文翻译:
[BMIM] 3 PMo12 O40的有效异构催化剂,用于选择性糖差向异构化。
与糖异构化相比,用于糖差向异构化的非均相催化剂的开发受到的关注要少得多。迄今为止,钼酸盐是糖差向异构化的最有效催化剂,尽管它们对在水中的活性位点水解缺乏稳定性。为了解决在水性反应体系中形成磷钼酸盐(PMos)的高水溶性杂多蓝(PMored)的问题,本文中,通过1-甲基-3-甲基咪唑鎓磷钼酸盐([BMIM] 3 PMo12 O40)的合成离子交换法。该催化剂在温和的反应条件(<100°C; 1-2 h)下具有良好的耐水性能,对糖的C2-表异构化反应有效且具有选择性。确认该反应以异质方式发生,并且通过UV / Vis光谱法未检测到PMored的浸出。此外,可以通过过滤简单地分离催化剂,并且至少在不降低催化活性的情况下重复使用至少八个循环。XRD,FTIR和X射线光电子能谱测量表明该催化剂在反应条件下是稳定的。在与其他PMo盐的催化活性和表面润湿性的比较中,即1-乙基-3-甲基咪唑鎓磷钼酸盐([EMIM] 3 PMo12 O40),1-己基-3-甲基咪唑鎓([HexMIM] 3 PMo12 O40),[胆碱] 3 PMo12 O40和十六烷基三甲基磷钼酸铵([CTA] 3 PMo12 O40),发现[BMIM] 3 PMo12 O40具有更合适的疏水-亲水平衡,