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Self-Amplified Depolymerization of Oligo(thiourethanes) for the Release of COS/H2S.


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.

SUBMITTER: Powell CR 

PROVIDER: S-EPMC6609099 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Self-Amplified Depolymerization of Oligo(thiourethanes) for the Release of COS/H<sub>2</sub>S.

Powell Chadwick R CR   Foster Jeffrey C JC   Swilley Sarah N SN   Kaur Kuljeet K   Scannelli Samantha J SJ   Troya Diego D   Matson John B JB  

Polymer chemistry 20190424 23


Herein we report the self-amplified depolymerization of an aryl oligo(thiourethane) (OTU) for the release of COS/H<sub>2</sub>S. 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 H<sub>2</sub>S to the corresponding aniline, resulting in depolymerization (i.e., self-immolation) and the release of COS/H<sub>2</sub>S. Depolymerization was monitored by <sup>1</sup>H NM  ...[more]

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