16 research outputs found

    Application of Fluorescent Label in Polymer Nanofibers

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    The electrospinning of fluorescent probe polyamide 6 doped by 7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-on is presented as a model processing photoluminescent nanofibers. The presence of the fluorescent probe in the fiber layers was confirmed by attenuated total reflection Fourier transform infrared spectroscopy (ATR-FTIR); the surface nanofiber structure was described by high-resolution fluorescence microscope and scanning electron microscope images. The prepared nanofibers with the fluorescent label were further characterized by fluorescence spectroscopy, both in the solid phase and in the solution

    A new bicyclic oxazaborines with a bridged nitrogen atom, their thermic rearrangement and fluorescence properties

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    Cyclic b-enaminones bearing secondary amino group react with 4-substituted benzenediazonium tetraphenylborates in dichloromethane to form substituted bicyclic [1,3,2lambda4 oxazaborines The oxazaborines rearrange, on heating to 200 C in the absence of solvent or in DMF or DMSO, to isomeric 2H-[1,2,4,3lambda4] triazaborines. Previously prepared [1,3,2lambda4] oxazaborines derived from acyclic b-enaminones bearing secondary amino group either did not undergo the rearrangement or with a lot of difficulties and with negligible yield. The fluorescence behaviour of the prepared triazaborines was observed. These compounds fluoresce in 2-methyltetrahydrofurane and in solid state under low temperatures

    Strukturální modifikace dikyanopyrazinu: push-pull molekuly s cílenou fotoredoxní aktivitou

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    As an extension of the successful dicyanopyrazine photoredox catalysts, a series of X-shaped push-pull molecules with a systematically altered structure were designed and facilely synthesized; their structure-property relationship was elucidated in detail via experimental as well as theoretical calculations. Dicyanopyrazines are proven to be powerful photoredox catalysts with a push-pull arrangement that allows facile property tuning by interchanging a particular part of the D-pi-A system. Changing the mutual position of the cyano acceptors and the methoxy, methylthio and thienyl donors as well as modifying the linker allowed wide tuning of the fundamental properties of the catalysts. Contrary to the currently available organic photoredox catalysts, we provided a series of catalysts based on a pyrazine heterocyclic scaffold with easy synthesis and further modification, diverse photoredox characteristics and wide application potential across modern photoredox transformations. The photoredox catalytic activities of the target catalysts were examined in a benchmark cross-dehydrogenative coupling and novel and challenging annulation reactions.Byla připravena série push-pull molekul tvaru písmene X na bázi dikyanpyrazinu se systematicky měněnou strukturou. Vztahy mezi strukturou a vlastnostmi derivátů byly detailně zkoumány rozličnými experimentálními technikami a také teoretickými kalkulacemi. Dikyanpyraziny se jeví jako účinné fotoredoxní katalyzátory

    Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules

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    Nine new quadrupolar chromophores based on diketopyrrolopyrrole were designed and prepared by cross-coupling reactions. The property tuning has been achieved by structural variation of the peripheral substituents (donor) and enlargement of the π-system. Fundamental properties of target molecules were studied by differential scanning calorimetry, electrochemistry, and absorption and emission spectra. Nonlinear optical properties were studied by measuring the third harmonic generation. The experimental data were completed by quantum-chemical calculations and structure–property relationships were elucidated

    Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules

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    Nine new quadrupolar chromophores based on diketopyrrolopyrrole were designed and prepared by cross-coupling reactions. The property tuning has been achieved by structural variation of the peripheral substituents (donor) and enlargement of the π-system. Fundamental properties of target molecules were studied by differential scanning calorimetry, electrochemistry, and absorption and emission spectra. Nonlinear optical properties were studied by measuring the third harmonic generation. The experimental data were completed by quantum-chemical calculations and structure–property relationships were elucidated

    Solvent and branching effect on the two-photon absorption properties of push-pull triphenylamine derivatives

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    The photophysical and two-photon absorption (2PA) properties of two tri-podal molecules and of their quadrupolar and dipolar counterparts are reported for a series of solvents with varying polarity. The molecules possess a tri-phenylamine electron donating group and mono-cyano acceptors while olefinic and acetylenic π-linkers have been used. Branching led to an increase of the molar extinction coefficient and to a slight bathochromic shift of the absorption spectra while the fluorescence quantum yields decrease but they are maintained to relatively high values. Solvatochromic measurements in the tri-podal molecules revealed an emitting state with a polar nature. The 2PA cross sections in general increase upon branching but the observed behaviour strongly depends on the type of solvent. The highest 2PA cross sections are obtained in solvents of medium polarity and values as high as 1420 GM are reporte

    Modulation of (non)linear optical properties in tripodal molecules by variation of the peripheral cyano acceptor moieties and the π-spacer

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    A series of twelve tripodal push-pull molecules with a central triphenylamine donor and peripheral cyano substituted acceptors has been prepared. These molecules possess systematically altered π-linkers as well as cyano acceptors. Based on the experimental properties measured by differential scanning calorimetry, electrochemistry, one and two photon absorption/emission spectroscopy, supported by the DFT calculations, thorough structure–property relationships were elucidated

    Dicyanobenzene and dicyanopyrazine derived X-shaped charge-transfer chromophores: comparative and structure–property relationship study

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    A series of novel X-shaped push–pull compounds based on benzene-1,2-dicarbonitrile has been designed, synthesized and further investigated by X-ray analysis, electrochemistry, absorption and emission spectra, SHG experiment and quantum-chemical calculations. The obtained data were compared with those for isolobal 5,6-disubstituted pyrazine-2,3-dicarbonitriles. Structure–property relationships were elucidated. The extension, composition and planarization of the π-linker used as well as the electron-withdrawing ability of both dicyano-substituted acceptor units affect the linear and nonlinear properties of the target charge-transfer chromophores most significantly
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