AIE active blue light emitting pyridine functionalized quinoxaline and pyridopyrazine derivatives exhibiting reversible acidofluorochromism and thermal sensitivity

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F25%3A00588422" target="_blank" >RIV/61388963:_____/25:00588422 - isvavai.cz</a>

Výsledek na webu

<a href="https://doi.org/10.1016/j.molstruc.2024.139385" target="_blank" >https://doi.org/10.1016/j.molstruc.2024.139385</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molstruc.2024.139385" target="_blank" >10.1016/j.molstruc.2024.139385</a>

Jazyk výsledku

angličtina

Název v původním jazyce

AIE active blue light emitting pyridine functionalized quinoxaline and pyridopyrazine derivatives exhibiting reversible acidofluorochromism and thermal sensitivity

Popis výsledku v původním jazyce

This work presents a systematic study of five novel closely related pyridine-substituted quinoxaline and pyridopyrazine derivatives 3a-e. Modifying the quinoxaline framework by introducing electron donating and accepting units led to fine-tuning of optical, thermal, and electrochemical properties. The single crystal X-ray diffraction studies revealed a Y-shaped structure with a herringbone packing arrangement. These compounds showed aggregation-induced emission (AIE) with the formation of J-aggregates. These compounds emitted blue fluorescence with one of the compounds showing CIEy as low as 0.08 in CHCl3 and 0.09 in the solid state. The band gaps were evaluated using UV-visible spectroscopy and density functional theory (DFT). The optical band gaps in the solid state were in the 2.81–3.05 eV range. They exhibited reversible switching of emission properties upon treatment with trifluoroacetic acid (TFA) followed by triethylamine (TEA) in both solution and solid states, which was utilized to fabricate filter paper strips to detect volatile acids. The emission of compounds also displayed linear temperature dependence.

Název v anglickém jazyce

AIE active blue light emitting pyridine functionalized quinoxaline and pyridopyrazine derivatives exhibiting reversible acidofluorochromism and thermal sensitivity

Popis výsledku anglicky

This work presents a systematic study of five novel closely related pyridine-substituted quinoxaline and pyridopyrazine derivatives 3a-e. Modifying the quinoxaline framework by introducing electron donating and accepting units led to fine-tuning of optical, thermal, and electrochemical properties. The single crystal X-ray diffraction studies revealed a Y-shaped structure with a herringbone packing arrangement. These compounds showed aggregation-induced emission (AIE) with the formation of J-aggregates. These compounds emitted blue fluorescence with one of the compounds showing CIEy as low as 0.08 in CHCl3 and 0.09 in the solid state. The band gaps were evaluated using UV-visible spectroscopy and density functional theory (DFT). The optical band gaps in the solid state were in the 2.81–3.05 eV range. They exhibited reversible switching of emission properties upon treatment with trifluoroacetic acid (TFA) followed by triethylamine (TEA) in both solution and solid states, which was utilized to fabricate filter paper strips to detect volatile acids. The emission of compounds also displayed linear temperature dependence.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2025

Kód důvěrnosti údajů

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

Název periodika

Journal of Molecular Structure

ISSN

0022-2860

e-ISSN

1872-8014

Svazek periodika

1319

Číslo periodika v rámci svazku

January

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

13

Strana od-do

139385

Kód UT WoS článku

001286638300001

EID výsledku v databázi Scopus

2-s2.0-85200152306