Please use this identifier to cite or link to this item: http://dx.doi.org/10.18419/opus-11141
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dc.contributor.authorAdatia, Karishma K.-
dc.contributor.authorHalbritter, Thomas-
dc.contributor.authorReinfelds, Matiss-
dc.contributor.authorMichele, Andre-
dc.contributor.authorTran, Michael-
dc.contributor.authorLaschat, Sabine-
dc.contributor.authorHeckel, Alexander-
dc.contributor.authorTovar, Günter E. M.-
dc.contributor.authorSouthan, Alexander-
dc.date.accessioned2020-11-20T13:38:42Z-
dc.date.available2020-11-20T13:38:42Z-
dc.date.issued2020de
dc.identifier.issn2367-0932-
dc.identifier.urihttp://elib.uni-stuttgart.de/handle/11682/11158-
dc.identifier.urihttp://nbn-resolving.de/urn:nbn:de:bsz:93-opus-ds-111589de
dc.identifier.urihttp://dx.doi.org/10.18419/opus-11141-
dc.description.abstract(Coumarin‐4‐yl)methyl (c4m) and p‐hydroxyphenacyl (pHP)‐based compounds are well known for their highly efficient photoreactions, but often show limited solubility in aqueous media. To circumvent this, we synthesized and characterized the two new c4m and pHP‐based photoacid generators (PAGs), 7‐[bis(carboxymethyl)amino]‐4‐(acetoxymethyl)coumarin (c4m‐ac) and p‐hydroxyphenacyl‐2,5,8,11‐tetraoxatridecan‐13‐oate (pHP‐t), and determined their solubilities, stabilities and photolysis in aqueous media. The two compounds showed high solubilities in water of 2.77 mmol L−1±0.07 mmol L−1 (c4m‐ac) and 124.66 mmol L−1±2.1 mmol L−1 (pHP‐t). In basic conditions at pH 9, solubility increased for c4m‐ac to 646.46 mmol L−1±0.63 mmol L−1, for pHP‐t it decreased to 34.68 mmol L−1±0.62 mmol L−1. Photochemical properties of the two PAGs, such as the absorption maxima, the maximum molar absorption coefficients and the quantum yields, were found to be strongly pH‐dependent. Both PAGs showed high stabilities s24h ≥95 % in water for 24 h, but decreasing stability with increasing pH value due to hydrolysis. The present study contributes to a clearer insight into the synthesis, solubilities, stabilities, and photolysis of c4m and pHP‐based PAGs for further photochemical applications when high PAG concentrations are required, such as in polymeric foaming.en
dc.language.isoende
dc.relation.uridoi:10.1002/cptc.201900258de
dc.rightsinfo:eu-repo/semantics/openAccessde
dc.subject.ddc540de
dc.titleCoumarin-4-ylmethyl- and p-hydroxyphenacyl-based photoacid generators with high solubility in aqueous media: synthesis, stability and photolysisen
dc.typearticlede
ubs.fakultaetChemiede
ubs.fakultaetEnergie-, Verfahrens- und Biotechnikde
ubs.fakultaetExterne wissenschaftliche Einrichtungende
ubs.fakultaetFakultätsübergreifend / Sonstige Einrichtungde
ubs.institutInstitut für Organische Chemiede
ubs.institutInstitut für Grenzflächenverfahrenstechnik und Plasmatechnologiede
ubs.institutFraunhofer Institut für Grenzflächen- und Bioverfahrenstechnik (IGB)de
ubs.institutFakultätsübergreifend / Sonstige Einrichtungde
ubs.publikation.noppnyesde
ubs.publikation.seiten207-217de
ubs.publikation.sourceChemPhotoChem 4 (2020), pp. 207–217de
ubs.publikation.typZeitschriftenartikelde
Appears in Collections:04 Fakultät Energie-, Verfahrens- und Biotechnik

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