Self-amplified depolymerization of oligo(thiourethanes) for the release of COS/H2S

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Authors

  • C.R. Powell
  • S.N. Swilley
  • Kuljeet Kaur
  • Samantha J. Scannelli
  • D. Troya
  • J.B. Matson

Colleges, School and Institutes

Abstract

Herein we report the self-amplified depolymerization of an aryl oligo(thiourethane) (OTU) for the release of COS/H2S. The OTU was synthesized via polyaddition of 4-isothiocyanatobenzyl alcohol and end-capped with an aryl azide. The aryl azide chain-end was reduced by tris(2-carboxyethyl)phosphine or H2S to the corresponding aniline, resulting in depolymerization (i.e., self-immolation) and the release of COS/H2S. Depolymerization was monitored by 1H NMR and UV-Vis spectroscopy, and the released COS was converted into H2S by the ubiquitous enzyme carbonic anhydrase in aqueous media, generating an amplified response.

Details

Original languageEnglish
Pages (from-to)2991-2995
Number of pages5
JournalPolymer Chemistry
Volume10
Issue number23
Early online date24 Apr 2019
Publication statusPublished - 21 Jun 2019