Functionalized highly electron-rich redox-active electropolymerized 3,4-propylenedioxythiophenes as precursors and targets for bioelectronics and supercapacitors

Research output: Contribution to journalArticleResearchpeer-review


  • Tolga Karazehir
  • Baran Sarac
  • Hans Detlev Gilsing
  • Selin Gumrukcu
  • A. Sezai Sarac

Organisational units

External Organisational units

  • Department of Energy System Engineering
  • Erich Schmid Institute of Materials Science
  • Institute of Thin Film and Microsensoric Technology (IDM)
  • Polymer Science and Technology


In order to combine capacitive properties with processability, e.g. solubility in organic solvents, poly(3,4-propylenedioxythiophene) derivatives containing different functional groups like oxyphenyl methanol (–OPhCH2OH), oxybenzyl (–OBz), bromide (–Br) and tosyl (–OTs) were synthesized and electropolymerized as thin films from acetonitrile (ACN) using Et4NBF4 as an electrolyte. Multifunctionality in the substitution pattern of the polymer exhibits a similar trend between monomer oxidation potentials and specific capacitance (Csp) vs. crystal size. The presence of π–π stacking interactions in the polymer structures plays an important role in building the crystal structures. The same order of flat band potential and Csp values are observed for –OBz < –Br < –OTs < –OPhCH2OH substitutions. The structures of PProDOT–OBz and PProDOT–OPhCH2OH resemble each other much more than those of PProDOT–Br and PProDOT–OTs. Impedance measurements were conducted at different applied biases in order to define a Mott–Schottky analysis revealing the dependence of the semiconducting properties on the type of substituent present in the PProDOT derivative.


Original languageEnglish
Pages (from-to)214-233
Number of pages20
JournalMolecular systems design & engineering
Issue number3
Early online date26 Jan 2021
Publication statusPublished - 1 Mar 2021