Journal
ACS CATALYSIS
Volume 7, Issue 7, Pages 4602-4612Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b00888
Keywords
flow chemistry; free-radical polymerization; heterogeneous photosensitizer; reactive oxygen species; singlet oxygen; visible light
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Funding
- Heriot-Watt University
- Royal Society [RG140169]
- Royal Society of Edinburgh
- Scottish Government through RSE/SG Personal Research Fellowship
- EPSRC [EP/P001459/1]
- EPSRC [EP/P001459/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/P001459/1, 1638823] Funding Source: researchfish
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A 2,1,3-benzothiadiazole (BTZ)-based vinyl cross-linker 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 (O-1(2)) and for the aerobic hydroxylation of arylboronic acids via superoxide radical anion (O-2(center dot-)), whereby the materials demonstrated good chemical and light stability. BTZ-containing beads and monoliths were exploited as photo-sensitizers in a commercial flow reactor, and O-1(2) production conversion rate comparable to the rates achieved when a 420 was also demonstrated using direct sunlight irradiation, with a nm LED module is used as the source of photons.
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