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2022 Fiscal Year Final Research Report

Development of core-corona polymer microsphere-supported chiral organocatalyst for continuous flow system

Research Project

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Project/Area Number 20K05604
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 35010:Polymer chemistry-related
Research InstitutionToyohashi University of Technology

Principal Investigator

Haraguchi Naoki  豊橋技術科学大学, 工学(系)研究科(研究院), 教授 (30378260)

Project Period (FY) 2020-04-01 – 2023-03-31
Keywords高分子触媒 / 有機分子触媒 / 高分子微粒子 / コアーコロナ / 不斉反応 / MacMillan触媒 / Diels-Alder反応 / フロー反応
Outline of Final Research Achievements

Ionically core-corona polymer microsphere-immobilized chiral organocatalysts were successfully synthesized by an ion-exchange reaction or a neutralization reaction between core-corona polymer microspheres having sulfonic acids in the corona moieties and chiral organocatalysts.
We applied the core-corona polymer microsphere-immobilized chiral organocatalysts for batch-type asymmetric reactions such as the Michael addition and Diels-Alder reactions. We found that the core microsphere's particle size and the corona moiety's molecular weight greatly affected the reactivity and stereoselectivity in the reaction. In addition, the polymeric chiral organocatalysts showed excellent durability in a continuous flow system.

Free Research Field

高分子合成

Academic Significance and Societal Importance of the Research Achievements

イオン結合型コアーコロナ高分子微粒子固定化キラル有機分子触媒はメタルフリー触媒であり、生成物への有害な金属の混入の心配がない。コア部による分散性や回収性の向上、コロナ部の精密分子設計による高い触媒性能を示す高性能高分子キラル触媒である。
この高性能高分子キラル触媒を連続フロー反応に用いることで、中間生成物の単離、精製を省略でき、資源の節約、エネルギーの省力化や時間の短縮化が可能となるだけでなく、穏和な反応条件や水系反応への適用も可能であることから、環境調和に配慮した触媒的不斉反応プロセスに繋がる。

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Published: 2024-01-30  

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