Polymer-supported photosensitizers for oxidative organic transformations in flow and under visible light irradiation

Tobin, John M. and McCabe, Timothy J. D. and Prentice, Andrew W. and Holzer, Sarah and Lloyd, Gareth O. and Paterson, Martin J. and Arrighi, Valeria and Cormack, Peter A. G. and Vilela, Filipe (2017) Polymer-supported photosensitizers for oxidative organic transformations in flow and under visible light irradiation. ACS Catalysis, 7 (7). pp. 4602-4612. ISSN 2155-5435 (https://doi.org/10.1021/acscatal.7b00888)

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Abstract

A 2,1,3 benzothiadiazole (BTZ)–based vinyl crosslinker was synthesized and copolymerized with large excesses of styrene using free radical polymerization to deliver heterogeneous triplet photosensitizers in three distinct physical formats: gels, beads and monoliths. These photosensitizers were employed for the production of singlet oxygen (1O2) and for the aerobic hydroxylation of aryl boronic acids via superoxide radical anion (O2) whereby the materials demonstrated good chemical and photo stability. BTZ containing beads and monoliths were exploited as photosensitizers in a commercial flow reactor, and 1O2 production was also demonstrated using direct sunlight irradiation, with a conversion rate comparable to the rates achieved when using a 420 nm LED module as the source of photons.

ORCID iDs

Tobin, John M., McCabe, Timothy J. D. ORCID logoORCID: https://orcid.org/0009-0002-2524-0513, Prentice, Andrew W., Holzer, Sarah, Lloyd, Gareth O., Paterson, Martin J., Arrighi, Valeria, Cormack, Peter A. G. ORCID logoORCID: https://orcid.org/0000-0002-3390-8176 and Vilela, Filipe;
  • Item type:Article
    ID code:60886
    Dates:
    Date
    Event
    7 July 2017
    Published
    14 June 2017
    Published Online
    2 June 2017
    Accepted
    Notes:This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in ACS Catalysis, copyright © American Chemical Society after peer review. To access the final edited and published work see https://doi.org/10.1021/acscatal.7b0088
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:09 Jun 2017 09:37
    Last modified:11 Nov 2024 11:43
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/60886
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