Synthesis, photophysics and electrochemistry of novel, nitrogen-containing heterocyclic derivatives

Danuta Branowska; Bartosz Chaciak; Olga Siuchta; Ewa Olender; Przemyslaw Ledwon; Mieczyslaw Lapkowski; Eugenij Poronik; Waldemar Wysocki; Zbigniew Karczmarzyk; Lukasz Skora; Michał Filapek; Stanislaw Krompiec; Zofia Urbanczyk-Lipkowska; Przemyslaw Kalicki

doi:10.1039/C3NJ00078H

Synthesis, photophysics and electrochemistry of novel, nitrogen-containing heterocyclic derivatives†

Danuta Branowska,*^a Bartosz Chaciak,^a Olga Siuchta,^a Ewa Olender,^a Przemyslaw Ledwon,^b Mieczyslaw Lapkowski,^bc Eugenij Poronik,^d Waldemar Wysocki,^a Zbigniew Karczmarzyk,^a Lukasz Skora,^e Michał Filapek,^e Stanislaw Krompiec,^e Zofia Urbanczyk-Lipkowska^d and Przemyslaw Kalicki^d

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* Corresponding authors

^a Siedlce University, Institute of Chemistry, 3 Maja 54, 08-110 Siedlce, Poland
E-mail: dankab@uph.edu.pl
Fax: +48 25 643 1093
Tel: +48 25 643 1128

^b Silesian University of Technology, Faculty of Chemistry, Strzody 9, 44-100 Gliwice, Poland

^c Centre of Polymer and Carbon Materials, Polish Academy of Sciences, M. Curie-Skłodowskiej 34, 41-819 Zabrze, Poland

^d Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland

^e University of Silesia, Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, Szkolna 9, 40-007 Katowice, Poland

Abstract

A series of new π-conjugated donor (thienyl – T) and acceptor (A) oligomers were prepared by Stille coupling reaction. The T–A oligomers consisting of thiophene/bithiophene as donors and 1,2,4-triazine as an acceptor were prepared to investigate their photophysical and electrochemical properties. These compounds were spectroscopically confirmed to be highly conjugated. These UV-vis data show that the number and position of the thiophene considerably affect the width of the HOMO–LUMO gap and the rigidity of the conjugated system. Compounds A2TA, A3TA, A4TA show photoluminescence in a range 466–543 nm.

New Journal of Chemistry

Synthesis, photophysics and electrochemistry of novel, nitrogen-containing heterocyclic derivatives†

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Synthesis, photophysics and electrochemistry of novel, nitrogen-containing heterocyclic derivatives

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