Univerzita Pardubice Fakulta chemicko- technologická

Univerzita Pardubice

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Publikace detail

Novel dibenzothiophene chromophores containing peripheral barbituric acceptors

Autoři: Klikar Milan | Bureš Filip | Sperátová Michaela

Rok: 2019

Druh publikace: ostatní - přednáška nebo poster

Strana od-do: nestránkováno

Tituly:

Jazyk	Název	Abstrakt	Klíčová slova
eng	Novel dibenzothiophene chromophores containing peripheral barbituric acceptors	Organic pi-conjugated systems possessing electron donor and acceptor substituents are promising organic materials. Among large number of ordinary electron donors, dibenzo[b,d]thiophene (DBT) plays an important role. The popularity of DBT donor is given not only by its electron properties but also its facile halogenation to provide an ideal coupling partner. On the contrary, the sulfur atom within DBT unit can easily be oxidized to generate electron withdrawing DBT-S,S-dioxide (DBTO) moiety. This simple modification leads to singular switching of electron donating/accepting behavior of parent DBT scaffold and allows further property tuning. DBT(O)-based molecules are very often decorated at positions 2 and 8 by different pi-aromatics, donors or acceptors. Because these chromophores frequently exhibit extraordinary emission and (non)linear optical properties, they have been frequently tested as emitters and 2PA active materials with possible applications across modern organic optoelectronics including OLEDs, OFETs, bioimaging etc. Malonic acid derivatives such as malononitrile or (thio)barbituric acid are very often employed as withdrawing unit in a wide range of push-pull chromophores. Our group utilized malonic acid derivatives in several chromophore families and recently has thoroughly compared their withdrawing power and electronic features. On the other hand, no attention has been devoted to interconnection of both common DBT(O) parent scaffolds together with peripheral malonic acceptors so far. Hence, we have designed and synthesized a novel series of chromophores based on central DBT(O) unit equipped by two barbituric acceptors connected via various pi-spacers. Thermal as well as optoelectronic properties of target chromophores have been experimentally and theoretically examined. Based on these results, structure-property relationships of such chromophores have been discussed in detail.	Dibenzothioprene; chromophores; barbituric acceptors;OLEDs; OFETs; bioimaging