Detail publikačního výsledku

Versatile photoluminescence behavior of polycyclic hydroxybenzimidazoles driven by intermolecular hydrogen bonding

YORDANOV, D.; SMOLKA, R.; VALA, M.; WEITER, M.; GEORGIEV, A.

Originální název

Versatile photoluminescence behavior of polycyclic hydroxybenzimidazoles driven by intermolecular hydrogen bonding

Anglický název

Versatile photoluminescence behavior of polycyclic hydroxybenzimidazoles driven by intermolecular hydrogen bonding

Druh

Článek WoS

Originální abstrakt

Herein, the synthesis of polycyclic hydroxybenzimidazole based on 4-hydroxyphthalimide is presented and two isomeric structures are formed. The isomeric structures are capable of forming intermolecular hydrogen-bonded molecular associates. Hydroxybenzimidazole hydrogen-bonded organic frameworks have been shown to be sensitive to different solvent polarity, particularly in proton donor media, resulting in a blue shift in emission. The role of proton donor media has been evaluated using the binary mixture of acetonitrile/water and protonation by trifluoroacetic acid. The results show that by tuning the environment, the aggregation induced emission has appeared in the blue region and larger aggregates are formed compared to the less polar aprotic solvents. Under acidic conditions, the disruption of the hydrogen-bonded dimers was estimated, resulting in deep blue emission. This provides an opportunity to control the molecular associates and tune the optical behavior.

Anglický abstrakt

Herein, the synthesis of polycyclic hydroxybenzimidazole based on 4-hydroxyphthalimide is presented and two isomeric structures are formed. The isomeric structures are capable of forming intermolecular hydrogen-bonded molecular associates. Hydroxybenzimidazole hydrogen-bonded organic frameworks have been shown to be sensitive to different solvent polarity, particularly in proton donor media, resulting in a blue shift in emission. The role of proton donor media has been evaluated using the binary mixture of acetonitrile/water and protonation by trifluoroacetic acid. The results show that by tuning the environment, the aggregation induced emission has appeared in the blue region and larger aggregates are formed compared to the less polar aprotic solvents. Under acidic conditions, the disruption of the hydrogen-bonded dimers was estimated, resulting in deep blue emission. This provides an opportunity to control the molecular associates and tune the optical behavior.

Klíčová slova

Polycyclic benzimidazole; Non-covalent interactions; Hydrogen bonding; Photoluminescence; Organic frameworks

Klíčová slova v angličtině

Polycyclic benzimidazole; Non-covalent interactions; Hydrogen bonding; Photoluminescence; Organic frameworks

Autoři

YORDANOV, D.; SMOLKA, R.; VALA, M.; WEITER, M.; GEORGIEV, A.

Rok RIV

2025

Vydáno

13.10.2024

Nakladatel

ELSEVIER

Místo

AMSTERDAM

ISSN

0925-3467

Periodikum

OPTICAL MATERIALS

Svazek

157

Číslo

2

Stát

Nizozemsko

Strany počet

7

URL

https://www.sciencedirect.com/science/article/pii/S0925346724014575?via%3Dihub

Plný text v Digitální knihovně

http://hdl.handle.net/

BibTex

@article{BUT197039,
  author="YORDANOV, D. and SMOLKA, R. and VALA, M. and WEITER, M. and GEORGIEV, A.",
  title="Versatile photoluminescence behavior of polycyclic hydroxybenzimidazoles driven by intermolecular hydrogen bonding",
  journal="OPTICAL MATERIALS",
  year="2024",
  volume="157",
  number="2",
  pages="7",
  doi="10.1016/j.optmat.2024.116274",
  issn="0925-3467",
  url="https://www.sciencedirect.com/science/article/pii/S0925346724014575?via%3Dihub"
}