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    Syntheses and Electrochemical Characterization of Low Oxidation Potential Nitrogen Analogs of Pedot as Electrochromic Materials
    (Electrochemical Soc Inc, 2016) Hacioglu, Serife O.; Yigit, Deniz; Ermis, Emel; Soylemez, Saniye; Gullu, Mustafa; Toppare, Levent
    In this study, the electropolymerization of ethyl andmethyl substituted asymmetrical nitrogen analogs of 3,4-ethylenedioxythiophene (OEt and OMe) were synthesized, characterized and their electrochemical properties were investigated. Both polymers (POEt and POMe) were synthesized electrochemically and characterized using spectroelectrochemical technique to determine optical changes of the resulting polymer films. Electrochemical studies demonstrated that these polymers exhibited a significantly low oxidation potential compared to their analogs reported in the literature. These polymers also provided a low optical bandgap with good optical contrasts. Furthermore, multi-electrochromic properties upon different applied potentials revealed that these polymers have potential applications in electrochromic devices. As a further characterization, their dual type electrochromic devices were constructed with poly(2,2,6,6-tetramethylpiperidinyloxy-4-yl methacrylate) (PTMA) which is transmissive in its both redox states. Devices were characterized via electrochemical and spectroelectrochemical techniques. (C) 2016 The Electrochemical Society. All rights reserved.
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    Öğe
    Synthesis and Optical Characterization of Hydrazone-Substituted Push-Pull-Type NLOphores
    (Amer Chemical Soc, 2024) Erden, Kubra; Soyler, Dilek; Barsella, Alberto; Sahin, Onur; Soylemez, Saniye; Dengiz, Cagatay
    Two distinct families of NLOphores featuring hydrazone donors were synthesized using click-type [2 + 2] cycloaddition retroelectrocyclizations (CA-RE). Despite the limitations in the substrate scope, it was shown for the first time that hydrazone-activated alkynes could undergo reactions with TCNE/TCNQ. The electrochemical, photophysical, and second-order nonlinear optical (NLO) characteristics of the chromophores were analyzed utilizing experimental and computational approaches. Chromophores 17-21 and 23-27 exhibited two reduction waves, along with one oxidation wave that can be attributed to the hydrazone moiety. All chromophores exhibit charge-transfer bands extending from the visible to the near-infrared region. The lambda(max) of hydrazone-based chromophores falls within the range of 473 to 725 nm. Additionally, all chromophores exhibited positive solvatochromism. Computational studies have been performed to elucidate the origin of the low-energy absorption bands. Parameters such as dipole moment, band gaps, electronegativity, global chemical hardness/softness, average polarizability, and first hyperpolarizability were calculated to obtain information about NLO properties of the target structures. The thermal stabilities of the NLOphores were assessed through TGA. Experimental NLO measurements were conducted using the electric field-induced second harmonic generation (EFISHG) technique. The studied structures demonstrated NLO responses, with mu beta values between 520 x 10(-48) esu and 5300 x 10(-48) esu.