Insights into biphasic oxidations with hydrogen peroxide; towards scaling up

Insights into biphasic oxidations with hydrogen peroxide; towards scaling up
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DOI:
10.1039/c4gc00598h
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发表时间:
2014-01-01
期刊:
影响因子:
9.8
通讯作者:
Torrente-Murciano, Laura
Torrente-Murciano, Laura
中科院分区:
化学1区
文献类型:
--
作者:
Bishopp, Simon D.;Scott, Janet L.;Torrente-Murciano, Laura

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使用过氧化氢氧化剂和钨基催化剂(例如 Na2WO4)的双相氧化可以快速有效地进行,无需在乳化体系中使用有机溶剂或添加相转移剂。在相之间提供足够的接触面积可以轻松克服与物质相转移相关的物理限制,促进其放大、催化剂的可回收性并简化产物分离。使用葵花籽油的环氧化作为模型反应,我们还展示了如何通过使用易于获得的水溶性有机羧酸并仔细考虑催化剂与酸的比例来抑制与 Na2WO4 平行分解过氧化氢相关的化学和安全限制。化学和工程解决方案与近 100% 过氧化氢的使用相结合,首次使这种绿色氧化途径对大规模工业应用具有吸引力。
Bi-phasic oxidations using hydrogen peroxide oxidant and a tungsten-based catalyst (e.g. Na2WO4) can proceed quickly and effectively without the need for organic solvents or added phase transfer agents in emulsified systems. Providing sufficient contact area between phases easily overcomes the physical limitations associated with the phase transfer of species, facilitating its scale-up, recyclability of the catalyst and easing product separation. Using the epoxidation of sunflower seed oil as a model reaction, we have also shown how the chemical and safety limitations associated with the parallel decomposition of hydrogen peroxide by Na2WO4 can be suppressed by the use of readily available water soluble organic carboxylic acids and careful consideration of the catalyst to acid ratio. The combination of chemical and engineering solutions with a near 100% hydrogen peroxide use, makes, for the first time, this green oxidation pathway attractive for large-scale industrial applications.