Organic synthesis employing liquid/liquid or liquid/solid interface in microchip and development of pile-up-type chemical production system

本课题的主要目的是将微芯片技术应用于有机合成。为了实现这一概念，我们进行了以下研究。(1)微芯片界面反应反应性能的研究(2)多相流化学新工艺的开发(3)多芯片并行微尺度反应实现可批量生产的合成(1)在微芯片相转移反应中应用重氮偶联反应、酰胺化反应或烷基化反应，成功进行了高性能化学反应。特别是微芯片上的烷基化反应具有底物通用性，可广泛应用于一般的烷基化反应。针对(2)，我们开发了用于微芯片中化学物质选择性提取的分段流注射-两相流形成系统，用于分子运输的液膜-输运系统，以及通过在微芯片中制备化学功能化膜实现的膜分离系统，这些都只能在微芯片中实现。这些方法适用于微芯片合成产物的分离。针对(3)，开发了用于组合合成和量产合成的三维微通道芯片。将这些微反应器应用于酰胺类化合物的合成，利用这些芯片成功实现了包括化合物数量和化合物用量在内的“海量合成”。综上所述，本研究项目的最初目的完全通过上述基础调查实现。我们期望这些微反应器成为未来有机合成的多功能工具。

The major purpose of this research project is conducting the microchip technology to organic synthesis. In order to realize this concept, following researches were performed.(1)Investigation of the reaction performance of interfacial reaction in microchip(2)Development of novel chemical processes using multiphase flow(3)Realizing mass-producible synthesis using parallel microscale reactions using plural microchipsConcerning (1), diazo-coupling reaction, amidation reaction or alkylation reactions were applied for phasetransfer reactions in microchip, and high performance chemical reactions were successfully performed. Especially, alkylation reaction in microchip showed substrate generality, thus the reaction can be widely applicable for general alkylation reactions. Concerning(2), we developed the segmented flow injection-two phase flow formation system for selective extraction of chemical substances in microchip, the liquid membrane-transport system for molecular transport, and the membrane separation system by preparing chemically-functionalized membrane in microchip, all of which can only realized in microchip. These processes can be applicable for separation of synthesized product in microchip. Concerning (3), 3D-microchannel chip for combinatorial synthesis and mass producible synthesis were developed. These microreactors were applied for amido-compound synthesis, and "massive synthesis" including number of compound and amount of compound was successfully performed using these chips.In conclusion, initial purpose of this research project was totally achieved by the fundamental investigations listed above. We expect these microreactors to be a versatile tool of future organic synthesis.