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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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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/229580</identifier>
  <creators>
    <creator>
      <creatorName>Topal, Sema</creatorName>
      <givenName>Sema</givenName>
      <familyName>Topal</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Topal, Sebahat</creatorName>
      <givenName>Sebahat</givenName>
      <familyName>Topal</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Ulukan, Pelin</creatorName>
      <givenName>Pelin</givenName>
      <familyName>Ulukan</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Ustamehmetoglu, Belkis</creatorName>
      <givenName>Belkis</givenName>
      <familyName>Ustamehmetoglu</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Ozturk, Turan</creatorName>
      <givenName>Turan</givenName>
      <familyName>Ozturk</familyName>
    </creator>
    <creator>
      <creatorName>Sezer, Esma</creatorName>
      <givenName>Esma</givenName>
      <familyName>Sezer</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <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</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2021</publicationYear>
  <dates>
    <date dateType="Issued">2021-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/229580</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1016/j.electacta.2021.138837</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">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.</description>
  </descriptions>
</resource>
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