Enzyme Degassing for Oxygen-Sensitive Reactions in Open Vessels of an Automated Parallel Synthesizer: RAFT Polymerizations

ACS Comb Sci. 2019 Oct 14;21(10):643-649. doi: 10.1021/acscombsci.9b00082. Epub 2019 Sep 18.

Abstract

An enzyme degassing method for oxygen-intolerant polymerizations was implemented in a commercially available automated parallel synthesizer and tested for reversible addition-fragmentation chain transfer (RAFT) polymerizations performed in open vessels. For this purpose, a recently reported methodology that employs the enzyme glucose oxidase (GOx) to deplete oxygen in reaction media was utilized. The effectiveness of this approach to perform unattended parallel polymerization reactions in open vessels was demonstrated by comparing experimental results to those obtained under similar experimental conditions but utilizing the common degassing method of sparging N2 to remove oxygen. The proposed experimental technique displayed good precision in performing RAFT polymerizations and good control of the obtained polymers and could be easily adapted to other systems where the removal of oxygen is mandatory. This alternative high-throughput/high-output method may have the potential to increase productivity in research projects where oxygen-intolerant reactions are involved.

Keywords: RAFT polymerization; automated parallel synthesizer; enzyme degassing; open vessels; oxygen-intolerant reactions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Automation*
  • Combinatorial Chemistry Techniques
  • Glucose Oxidase / chemistry
  • Glucose Oxidase / metabolism*
  • Kinetics
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry
  • Oxygen / chemistry
  • Oxygen / metabolism*
  • Pentanoic Acids / chemical synthesis*
  • Polymerization

Substances

  • 4-cyano-4-((dodecylsulfanylthiocarbonyl)sulfanyl)pentanoic acid
  • Nitriles
  • Pentanoic Acids
  • Glucose Oxidase
  • Oxygen