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Malonic Acid Derivatives in Push-Pull Molecules

Authors: Ludwig Miroslav | Klikar Milan | Bureš Filip

Year: 2017

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Malonic Acid Derivatives in Push-Pull Molecules	Organic push-pull molecules are very interesting class of compounds frequently used in many branches of optoelectronics and telecommunication devices. Their D-pi-A arrangement (D = electron donor, pi = conjugated bridge and A = acceptor) allows intramolecular charge-transfer (ICT) from the donor to the acceptor. The ICT process mostly induces push-pull molecules peculiar and unique properties, e.g. dipole and color. These can further be utilized in (non)linear optics, fluorescence, semiconducting and photovoltaic devices (OLEDs, OFETs, DSSC, etc.). The property tuning in push-pull molecules can be achieved in several ways, one of such includes modification of the acceptor. Hence, we have focused on design and preparation of push-pull molecules bearing various malonic acid-derived electron acceptor. Cyanoacetic acid, malononitrile, diethyl malonate, Meldrum´s acid and N,N´-dibutyl(thio)barbituric acid as well as dimedone and 1,3-indandione were selected as starting compounds with active methylene bridge capable to be incorporated in push-pull molecules via Knoevenagel condensation. The donor part has been generated from amino-substituted thiophene. In general, 32 new push-pull molecules were prepared and their properties were further investigated by X-ray analysis, differential scanning calorimetry, electrochemistry, UV-Vis absorption spectroscopy and supported by the DFT calculations. The structure-property relationships focusing on withdrawing strength of the utilized acceptor moieties were elucidated.	intramolecular charge-transfer, push-pull, Knoevenagel condensation, thiophene