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

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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 %).

Název v anglickém jazyce

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

Popis výsledku anglicky

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 %).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2024

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Molecular Liquids

ISSN

0167-7322

e-ISSN

1873-3166

Svazek periodika

397

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

11

Strana od-do

1-11

Kód UT WoS článku

001175735100001

EID výsledku v databázi Scopus

2-s2.0-85183948253