Acid-base fluorescence switching and aggregation induced emission (AIE) of phenylene-thienyl chalcones

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216305%3A26310%2F24%3APU150811" target="_blank" >RIV/00216305:26310/24:PU150811 - isvavai.cz</a>
Result on the web
<a href="https://doi.org/10.1016/j.molliq.2024.124119" target="_blank" >https://doi.org/10.1016/j.molliq.2024.124119</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.molliq.2024.124119" target="_blank" >10.1016/j.molliq.2024.124119</a>

Result language
angličtina
Original language name
Acid-base fluorescence switching and aggregation induced emission (AIE) of phenylene-thienyl chalcones
Original language description
This work focuses on preparation and optical characterization of the phenylene-thienyl chalcone derivatives with various terminal groups – amino (3a), hydroxyl (3b) and carboxyl (3c). We were able to selectively manipulate the optical behaviour via these functional groups simply by treatment under acidic/basic conditions. The PLQY of the protonated ammonium salt was boosted to 10 % in comparison with 2 % in the neutral form. On the other hand, deprotonation of the alkoxy and carboxy group led to the formation of a non-emissive anions due to the photoinduced electron transfer process. We also studied the behaviour in the aqueous environment that resulted in the aggregation induced emission effect with a bathochromic shift and improved PLQY for all three chalcone compounds. Finally, only the compound 3c showed a fluorescence in the solid-state with a broad emission band at 576 nm with relatively high PLQY (18.6 %).
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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