Synthesis and optoelectronic and charge storage characterizations of conducting polymers based on tetraphenylethylene and thienothiophenes

S. Topal, G. Suna, P. Ulukan, E. Sezer, T. Ozturk*

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Özet

Syntheses of four monomers (Z-TTpTPE, A-TTpTPE, Z-Th2TTpTPE and A-Th2TTpTPE), possessing thienothiophene (TT) and tetraphenylethylene (TPE) units, were achieved by Suzuki coupling reaction, starting from two isomers of TT, namely, thieno[3,2-b]thiophene (ZTT) and thieno[2,3-b]thiophene (ATT). This is the first report that TPE has been attached on to two analogues of TT, i.e. cross conjugated and conjugated, through phenyl moiety and the properties of the resultant electropolymers were investigated. While the corresponding polymer films, i.e. P[Z-TTpTPE], P[Z-Th2TTpTPE] and P[A-Th2TTpTPE] were obtained, the monomer A-TTpTPE did not form any polymer on the electrode surface. Capacitive and electrochromic properties of the resultant polymers were investigated by electrochemical and in-situ-spectrophotometric measurements. Electrochemical polymerization mechanism was investigated at DFT level, the results of which suggested that although A-Th2TTpTPE and Z-Th2TTpTPE had enough spin density on their peripheral α-carbons, Z-TTpTPE and A-TTpTPE did not. Optical band gaps of P[Z-Th2TTpTPE] and P[A-Th2TTpTPE] were determined to be 1.89 and 2.23 eV. Electrochromic behaviors of the polymers suggested that P[Z-Th2TTpTPE] has promising electrochromic properties with high coloration efficiency of 309 cm2 C−1. Low frequency capacitance (CLF) values at different EDC potentials were calculated. The shape of the capacitance-potential graph was found to be in a good agreement with CV of the polymer films, and the highest capacitance values were obtained at their peak potentials. Electrical equivalent circuits were applied to explain the parameters of each element obtained from the experimental electrochemical impedance spectroscopy (EIS). Energy and power densities were calculated from the galvanostatic charge-discharge (GCD) curves. P[Z-Th2TTpTPE] showed a higher energy density compared to P[A-Th2TTpTPE], possibly due to its reversible redox behavior, porous structure, and good roughness, which was supported by CV and AFM measurements. All results suggested that electronic and optical properties of TT were improved by inclusion of TPE, and further enhancement was achieved by attachment of two thiophene rings to the peripherals of the monomers. All the polymers demonstrated promising properties for electrochromic and charge storage applications.

Orijinal dilİngilizce
Makale numarası139020
DergiElectrochimica Acta
Hacim392
DOI'lar
Yayın durumuYayınlandı - 1 Eki 2021

Bibliyografik not

Publisher Copyright:
© 2021 Elsevier Ltd

Finansman

We thank Higher Education Council of Turkey (YOK) and TUBITAK for grants to Sebahat Topal (PhD, 100/2000 YOK and TUBİTAK BIDEP 2211A). We are indebted to National Center for High Performance Computing of Turkey (UHeM) under grant number (Sebahat Topal project: editmb). We also thank to Unsped Global Lojistik for financial supports. We thank Higher Education Council of Turkey (YOK) and TUBITAK for grants to Sebahat Topal (PhD, 100/2000 YOK and TUB?TAK BIDEP 2211A). We are indebted to National Center for High Performance Computing of Turkey (UHeM) under grant number <4007702020> (Sebahat Topal project: editmb). We also thank to Unsped Global Lojistik for financial supports.

FinansörlerFinansör numarası
Higher Education Council of Turkey
National Center for High Performance Computing of Turkey
TUBITAKTUB?TAK BIDEP 2211A
YOK
Ulusal Yüksek Başarımlı Hesaplama Merkezi, Istanbul Teknik Üniversitesi

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