Publication result detail

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

VESELÝ, D.; YORDANOV, D.; VALA, M.; WEITER, M.; KRAJČOVIČ, J.; GEORGIEV, A.

Original Title

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

English Title

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

Type

WoS Article

Original Abstract

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 %).

English abstract

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 %).

Keywords

Aggregation-induced emission, Chalcones, Fluorescence switching, Acid-base, Photochromism

Key words in English

Aggregation-induced emission, Chalcones, Fluorescence switching, Acid-base, Photochromism

Authors

VESELÝ, D.; YORDANOV, D.; VALA, M.; WEITER, M.; KRAJČOVIČ, J.; GEORGIEV, A.

RIV year

2025

Released

28.01.2024

Publisher

Elsevier

ISBN

1873-3166

Periodical

Journal of molecular liquids

Volume

397

Number

1

State

Kingdom of the Netherlands

Pages from

1

Pages to

11

Pages count

11

URL

https://doi.org/10.1016/j.molliq.2024.124119

BibTex

@article{BUT187882,
  author="VESELÝ, D. and YORDANOV, D. and VALA, M. and WEITER, M. and KRAJČOVIČ, J. and GEORGIEV, A.",
  title="Acid-base fluorescence switching and aggregation induced emission (AIE) of phenylene-thienyl chalcones",
  journal="Journal of molecular liquids",
  year="2024",
  volume="397",
  number="1",
  pages="1--11",
  doi="10.1016/j.molliq.2024.124119",
  issn="0167-7322",
  url="https://doi.org/10.1016/j.molliq.2024.124119"
}