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Synthesis and photochemical reaction of novel, visible-wavelength oxidizable polymerization sensitizer based on the 12H-quinoxalino[2,3-b][1,4]benzothiazine skeleton

Paper ID Volume ID Publish Year Pages File Format Full-Text
28266 44067 2009 7 PDF Available
Title
Synthesis and photochemical reaction of novel, visible-wavelength oxidizable polymerization sensitizer based on the 12H-quinoxalino[2,3-b][1,4]benzothiazine skeleton
Abstract

Novel dyes based on the 12H-quinoxalino[2,3-b] [1,4]benzothiazine skeleton were synthesized and subsequently characterized using 1H NMR. Their electrochemical and spectral properties, such as absorption and emission spectra, quantum yield of fluorescence, and quantum yield of singlet oxygen formation, were measured. These compounds were evaluated as sensitizers for alkoxypyridinium salt photodecomposition, and the results are discussed on the basis of the free energy change for electron transfer from benzothiazine dyes to alkoxypyridinium compounds. Benzothiazine dyes are useful oxidizable sensitizers for N-alkoxypyridinium photoinitiators. The mechanism of the dye photobleaching is supported by time-dependent density functional theory (TD-DFT) calculations and the quantum yields of sensitized proton formation. Photoredox pairs consisting of benzothiazine dyes and alkoxypyridinium salt were found to be effective initiation systems for free radical polymerization of methyl acrylate and trimethylolpropane triacrylate (TMPTA) using visible light.

Keywords
12H-quinoxalino[2,3-b][1,4]benzothiazine dyes; Sensitized free radical polymerization; Photoinduced electron transfer
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Synthesis and photochemical reaction of novel, visible-wavelength oxidizable polymerization sensitizer based on the 12H-quinoxalino[2,3-b][1,4]benzothiazine skeleton
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 202, Issues 2–3, 25 February 2009, Pages 115–121
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us