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Potential-driven On/Off Switch Strategy for the Electrosynthesis of [7]Helicene-derived Polymers.
Žádný, Jaroslav ; Storch, Jan ; Strašák, Tomáš ; Církva, Vladimír ; Hrbáč, J. ; Fekete, Ladislav ; Pokorný, Jan ; Bulíř, Jiří ; Vacek, J.
3-([7]H elicen-9-yl)-thiophene hybrid monomer was electrooxidized in acetonitrile by cyclic voltammetry with anodic potential limits of +1.5 V or +2.5 V, resulting in a conductive and non-conductive polymer, respectively. The electrochemical findings were supplemented by microscopy investigations; UV-Vis, fluorescence and vibrational spectroscopies, ellipsometry measurements and computational chemistry. The electrodeposited polymers could be used for the further development of materials applicable in organic electronics and sensing technologies.
Fulltext: content.csg -  PDF
Plný tet: SKMBT_C22017111612582 - PDF
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Preparation of Partially Fluorinated Polyaromatics by Photocyclization of Stilbenes.
Jakubík, Pavel ; Storch, Jan ; Žádný, Jaroslav ; Pfleger, Jiří ; Církva, Vladimír
Synthetic strategies to partially fluorinated polyaromatics by photocyclization were examined, leading to both 1,2,3,4-tetrafluoro[6]helicene (1) and 1,2,3,4,13,14,15,16-octafluoro[6]helicene (2), and to 1,2,3,4-tetrafluoro[5]phenacene (3) and 1,2,3,4-tetrafluoro[6]phenacene (4). Thin films of the prepared compounds were characterized for their electrical properties and incorporated into OFET structures.
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Sulfur-based reagents for nucleophilic and radical introduction of tetrafluoroethyl and tetrafluoroethylene groups
Chernykh, Yana ; Beier, Petr (advisor) ; Kvíčala, Jaroslav (referee) ; Církva, Vladimír (referee)
Charles University in Prague, Faculty of Science Department of Organic Chemistry Ing. Yana Chernykh Sulfur-Based Reagents for Nucleophilic and Radical Introduction of Tetrafluoroethyl and Tetrafluoroethylene Groups Ph.D. Thesis Prague 2014 ABSTRACT This project was aimed at developing new methodologies for selective introduction of tetrafluoroethyl and tetrafluoroethylene groups into organic molecules. The study was focused on reactivities of fluorinated sulfones and sulfides as tetrafluoroalkylation reagents. In the Introduction part of the thesis, main aspects of organofluorine chemistry are outlined, illustrating beneficial effects of fluorine atoms on physical, chemical and biological properties of organic compounds. General synthetic methods for the selective introduction of fluorine atoms and fluoroalkyl groups to organic molecules are described. Particular attention is given to reactivity and applications of CF2CF2-containing compounds, indicating challenges in synthetic approaches toward tetrafluoroalkylation. The Results and discussion part describes reactivities of four new fluorinated organosulfur reagents as tetrafluoroethyl and tetrafluoroethylene building blocks. The application of these reagents as various carbanionic or radical synthons proved to be effective for the incorporation of CF2CF2...
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Ruthenium (II) Complexes with 6,7-Diaza[5]phenacene.
Beránek, Tomáš ; Žádný, Jaroslav ; Jakubík, Pavel ; Církva, Vladimír ; Storch, Jan
In this work we focused on preparation of novel bidentate and fully aromatic N,N-ligand and its ruthenium complexes. 6,7-Diaza[5]phenacene (1) was synthetized from 4-bromoisoquinoline by microwave-assisted tandem Hyama-Heck cross coupling reaction3 followed by photocyclization (Scheme 1). With 6,7-diaza[5]phenacene (1) in our hand, we prepared some new ruthenium(II) complexes (e.g. 2) , characterized them from structural point of view and determined some of their electronic and optical properties with regard to their application potential.
Fulltext: content.csg - PDF
Plný tet: SKMBT_22316112114160 - PDF
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Synthesis of [n]Phenacenes
Jakubík, Pavel ; Církva, Vladimír ; Storch, Jan
The goal of this work was to develop a multigram scale photochemical syntesis of [n]phenacenes and their derivatives from stilbene-type precursors. Vast effort was made to examine [n]phenacenes-based organic P-type semicondutors in the past. This work is also focused on an introduction of electron-acceptor substituents (fluorine, nitrogen) into or onto phenacene skeleton. The proper choice of substitutions can lead to change in semiconductivity of [n]phenacenes so their properties could be easily modulated.
Fulltext: content.csg - PDF
Plný tet: SKMBT_C22015011213301 - PDF
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