Detail publikačního výsledku

Spectroscopic behavior of alloxazine-based dyes with extended aromaticity: Theory vs Experiment

CAGARDOVÁ, D; TRUKSA, J.; MICHALÍK, M; RICHTÁR, J.; WEITER, M.; KRAJČOVIČ, J.; LUKEŠ, V.

Originální název

Spectroscopic behavior of alloxazine-based dyes with extended aromaticity: Theory vs Experiment

Anglický název

Spectroscopic behavior of alloxazine-based dyes with extended aromaticity: Theory vs Experiment

Druh

Článek Scopus

Originální abstrakt

The chemical and electronic structure of parent (iso)alloxazine and their eight aromatic derivatives as possible candidates for dyes usage were systematically investigated by the Density Functional Theory. The effect of condensation by various (mostly benzene-like) aromatic moieties to the initial benzo[g]pteridine moiety on the energies of frontier molecular orbitals and spectroscopic properties - absorption, and emission characterization, was discussed. The spectroscopic behavior experimentally measured in alkaline dimethylsulfoxide for parent alloxazine, and its four available derivatives were compared with the theoretical predictions. In this context, the optical properties of iso-tautomers and deprotonated species were also theoretically quantified. Impact of chain modification relating to several linear and two-dimensional structure variations on electron structure and optical properties was analyzed. The correlations between theoretical estimation and experiment were proposed and could be helpful for future synthesis of novel molecules in optoelectronics or biosensing technology.

Anglický abstrakt

The chemical and electronic structure of parent (iso)alloxazine and their eight aromatic derivatives as possible candidates for dyes usage were systematically investigated by the Density Functional Theory. The effect of condensation by various (mostly benzene-like) aromatic moieties to the initial benzo[g]pteridine moiety on the energies of frontier molecular orbitals and spectroscopic properties - absorption, and emission characterization, was discussed. The spectroscopic behavior experimentally measured in alkaline dimethylsulfoxide for parent alloxazine, and its four available derivatives were compared with the theoretical predictions. In this context, the optical properties of iso-tautomers and deprotonated species were also theoretically quantified. Impact of chain modification relating to several linear and two-dimensional structure variations on electron structure and optical properties was analyzed. The correlations between theoretical estimation and experiment were proposed and could be helpful for future synthesis of novel molecules in optoelectronics or biosensing technology.

Klíčová slova

Alloxazine;Aromaticity index;Dyes;Flavins;Fluorescence;Vertical excited states

Klíčová slova v angličtině

Alloxazine;Aromaticity index;Dyes;Flavins;Fluorescence;Vertical excited states

Autoři

CAGARDOVÁ, D; TRUKSA, J.; MICHALÍK, M; RICHTÁR, J.; WEITER, M.; KRAJČOVIČ, J.; LUKEŠ, V.

Rok RIV

2022

Vydáno

01.07.2021

Nakladatel

Elsevier B.V.

Místo

Amsterdam

ISSN

0925-3467

Periodikum

OPTICAL MATERIALS

Svazek

117

Číslo

1

Stát

Nizozemsko

Strany od

1

Strany do

8

Strany počet

8

URL

https://www.sciencedirect.com/science/article/pii/S0925346721004067

Plný text v Digitální knihovně

http://hdl.handle.net/

BibTex

@article{BUT172144,
  author="CAGARDOVÁ, D and TRUKSA, J. and MICHALÍK, M and RICHTÁR, J. and WEITER, M. and KRAJČOVIČ, J. and LUKEŠ, V.",
  title="Spectroscopic behavior of alloxazine-based dyes with extended aromaticity: Theory vs Experiment",
  journal="OPTICAL MATERIALS",
  year="2021",
  volume="117",
  number="1",
  pages="1--8",
  doi="10.1016/j.optmat.2021.111205",
  issn="0925-3467",
  url="https://www.sciencedirect.com/science/article/pii/S0925346721004067"
}