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Synthesis and characterization of 3-(4-fluorophenyl)thieno[3,2-b]thiophene and 3,3 '-(4-fluorophenyl)dithieno[3,2-b;2 ',3 '-d]thiophene molecules

Topal, Sema; Topal, Sebahat; Ulukan, Pelin; Ustamehmetoglu, Belkis; Ozturk, Turan; Sezer, Esma


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  <dc:creator>Topal, Sema</dc:creator>
  <dc:creator>Topal, Sebahat</dc:creator>
  <dc:creator>Ulukan, Pelin</dc:creator>
  <dc:creator>Ustamehmetoglu, Belkis</dc:creator>
  <dc:creator>Ozturk, Turan</dc:creator>
  <dc:creator>Sezer, Esma</dc:creator>
  <dc:date>2021-01-01</dc:date>
  <dc:description>Synthesis of 3-(4-fluorophenyl)thieno[3,2-b]thiophene (FPhTT) and 3,3'-(4- fluorophenyl)dithieno[3,2-b;2',3'-d]thiophene (FPhDTT) were achieved starting from 3-bromothiophene and 3,4-dibromothiophene, respectively. They were electropolymerized and the resulting polymers P[FPhTT] and P[FPhTT] were characterized by diverse electrochemical methods such as cyclic voltammetry (CV), electrochemical impedance spectroscopy (EIS), galvanostatic charge-discharge (GCD), electrochemical quartz crystal microbalance (EQCM) and spectroelectrochemical measurements. Mechanism of electropolymerization of the monomers was supported by DFT level calculations. Band gaps of P[FPhTT] and P[FPhTT] were calculated as 1.63 and 1.77 eV, respectively, from the onset absorptions of the absorption spectra. From EIS measurements, the highest capacitance values of P[FPhTT] and P[FPhTT]were calculated to be 39.4 and 281.7 Fg(1-), respectively, when the applied potentials were equal to their oxidation peak potentials. Surface characterization of the P[FPhTT] and P[FPhTT] films on ITO electrodes were performed by atomic force microscope (AFM) and the results suggested that P[FPhTT] had more porous surface. GCD results indicated that P[FPhTT] had higher energy density than P[FPhTT], possibly due to its porous structure. According to the ECD results, P[FPhTT] has more stable optical properties. As a conclusion, P[FPhTT] might be suggested for energy storage applications while P[FPhTT] could be suitable for electrochromic devices. (C) 2021 Elsevier Ltd. All rights reserved.</dc:description>
  <dc:identifier>https://aperta.ulakbim.gov.trrecord/229580</dc:identifier>
  <dc:identifier>oai:aperta.ulakbim.gov.tr:229580</dc:identifier>
  <dc:rights>info:eu-repo/semantics/openAccess</dc:rights>
  <dc:rights>http://www.opendefinition.org/licenses/cc-by</dc:rights>
  <dc:source>ELECTROCHIMICA ACTA 390</dc:source>
  <dc:title>Synthesis and characterization of 3-(4-fluorophenyl)thieno[3,2-b]thiophene and 3,3 '-(4-fluorophenyl)dithieno[3,2-b;2 ',3 '-d]thiophene molecules</dc:title>
  <dc:type>info:eu-repo/semantics/article</dc:type>
  <dc:type>publication-article</dc:type>
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