Enhanced Controllability of Fries Rearrangements Using High-Resolution 3D-Printed Metal Microreactor with Circular Channel

Hyune Jea Lee, Robert C. Roberts, Do Jin Im, Se Jun Yim, Heejin Kim, Ji Tae Kim, Dong Pyo Kim

Research output: Contribution to journalArticle

Abstract

High-resolution 3D-printed stainless steel metal microreactors (3D-PMRs) with different cross-sectional geometry are fabricated to control ultrafast intramolecular rearrangement reactions in a comparative manner. The 3D-PMR with circular channel demonstrates the improved controllability in rapid Fries-type rearrangement reactions, because of the superior mixing efficiency to rectangular cross-section channels (250 µm × 125 µm) which is confirmed based on the computational flow dynamics simulation. Even in case of very rapid intramolecular rearrangement of sterically small acetyl group occurring in 333 µs of reaction time, the desired intermolecular reaction can outpace to the undesired intramolecular rearrangement using 3D-PMR to result in high conversion and yield.

Original languageEnglish
Article number1905005
JournalSmall
Volume15
Issue number50
DOIs
Publication statusPublished - 2019 Dec 1

Keywords

  • 3D print
  • flow chemistry
  • Fries rearrangement
  • microreactors
  • reactive intermediates

ASJC Scopus subject areas

  • Biotechnology
  • Biomaterials
  • Chemistry(all)
  • Materials Science(all)

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