Stationary and time-resolved spectra analysis of pyrazoloquinoline derivatives with pyridyl moiety

Danuta Grabka; Anna Kolbus; Andrzej Danel; Mateusz Kucharek; Karol Szary

doi:10.1016/j.saa.2017.12.066

Stationary and time-resolved spectra analysis of pyrazoloquinoline derivatives with pyridyl moiety

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Mar 15:193:492-498. doi: 10.1016/j.saa.2017.12.066. Epub 2017 Dec 27.

Authors

Danuta Grabka¹, Anna Kolbus², Andrzej Danel³, Mateusz Kucharek³, Karol Szary⁴

Affiliations

¹ Institute of Chemistry, The Jan Kochanowski University, Swietokrzyska 15G, 25-406 Kielce, Poland.
² Institute of Chemistry, The Jan Kochanowski University, Swietokrzyska 15G, 25-406 Kielce, Poland. Electronic address: anna.kolbus@ujk.edu.pl.
³ Institute of Chemistry, Department of Food Technology, University of Agriculture, Balicka St. 122, 31-149 Kraków, Poland.
⁴ Institute of Physics, The Jan Kochanowski University, Swietokrzyska 15G, 25-406 Kielce, Poland.

PMID: 29291578
DOI: 10.1016/j.saa.2017.12.066

Abstract

Two derivatives of pyrazoloquinoline with pyridyl moiety: 6-N,N-dimethyl-3-phenyl-1-(2-pyridyl)-1H-pyrazolo[3,4-b]quinoline (DMA-1PPhPQ) and 6-N,N-dimethyl-1,3-(di-2-pyridyl)-1H-pyrazolo[3,4-b]quinoline (DMA-1,3PPQ) were synthesized with commercial substrates. The theoretical characterization of both compounds was done. Geometry optimizations give not flat structure with the first absorption band at the wavelength about 390nm for both compounds. Several electro-optical parameters were also calculated. The optical properties of DMA-1PPHPQ and DMA-1,3PPQ were investigated by ultraviolet-visible spectroscopy and stationary as well as time-resolved fluorescence. The fluorescence maximum and fluorescence quantum yield are strongly dependent on solvent polarity function. Results indicate CT fluorescence for both compounds. Because of high emission the investigated pyrazoloquinoline derivatives can be potential candidates for fabrications of electroluminescent devices.

Keywords: 1H-pyrazolo[3,4-b]quinoline; CT fluorescence; Emission; Fluorescent dye.