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Issue 23, 2019
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Self-amplified depolymerization of oligo(thiourethanes) for the release of COS/H2S

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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.

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

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Supplementary files

Article information


Submitted
06 Mar 2019
Accepted
12 Apr 2019
First published
24 Apr 2019

Polym. Chem., 2019,10, 2991-2995
Article type
Communication
Author version available

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

C. R. Powell, J. C. Foster, S. N. Swilley, K. Kaur, S. J. Scannelli, D. Troya and J. B. Matson, Polym. Chem., 2019, 10, 2991
DOI: 10.1039/C9PY00354A

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