Alkyl Thiophene Vinylene Electropolimerization in C 8 mimPF 6 , Potential Use in Solar Cells

We report the electrosynthesis of a novel semiconductor polymer based on alkyl vinylthiophene derivative in the presence of an ionic liquid (IL). The polymerization was performed under galvanostatic conditions and the polymer was studied as potential donor component of a multilayer heterojunction organic solar cell (OSC). The monomer used was (E)-1,2-di-(3-octyl-2-thienyl) vinylene (OTV) and the IL used for the electropolymerization was 1-octyl-3-methylimidazole hexafluorophosphate C8mimPF6. Optical properties, stability and morphology of the polymer were analyzed using FT-IR, UV-vis, Raman and XPS spectroscopy. Voltammetry analysis and scanning electron microscopy (SEM-EDX) were also performed on the polymer. The OSC assembled with the polymer of OTV was used as electro donor and C60 as acceptor. Molybdenum trioxide (MoO3) and bathocuproine (BCP) were used as buffer layer between anode and cathode respectively. I-V curves, in the dark and under AM 1.5 solar simulator were performed to measure its efficiency.

[1]  J. Uddin,et al.  Interaction of Sensitizing Dyes with Nanostructured TiO2 Film in Dye-Sensitized Solar Cells Using Terahertz Spectroscopy , 2016, Scientific Reports.

[2]  S. O. Vásquez,et al.  Electronic properties of thienylene vinylene oligomers: synthesis and theoretical study , 2012, Structural Chemistry.

[3]  Y. Tu,et al.  Study of the electrochemically generated chemiluminescence of reactive oxygen species on indium tin oxide glass , 2012 .

[4]  J. Bernède,et al.  Influence of anode roughness and buffer layer nature on organic solar cells performance , 2010 .

[5]  T. Saga.  Advances in crystalline silicon solar cell technology for industrial mass production , 2010 .

[6]  N. García,et al.  Influence of Ionic Liquid Structure on the Propagation Kinetics of Methyl Methacrylate , 2009 .

[7]  A. Facchetti,et al.  A high-mobility electron-transporting polymer for printed transistors , 2009, Nature.

[8]  J. Bernède,et al.  ORGANIC PHOTOVOLTAIC CELLS: HISTORY, PRINCIPLE AND TECHNIQUES , 2008 .

[9]  Zhou Zhou,et al.  Electropolymerization of benzotriazole in room temperature ionic liquid [bmim]PF6 , 2008 .

[10]  K. R. Seddon,et al.  Applications of Ionic Liquids in the Chemical Industry , 2008 .

[11]  F. Diaz,et al.  Nucleation and growth mechanisms during electropolymerization of substituted 3-alkylthiophenes , 2008 .

[12]  N. García,et al.  Propagation kinetics of free‐radical polymerizations in ionic liquids , 2008 .

[13]  Zu-liang Liu,et al.  A green and novel procedure for the preparation of ionic liquid , 2008 .

[14]  L. García,et al.  Fundamentos de la tecnología OLED , 2008 .

[15]  M. Deepa,et al.  Electrochemical synthesis and surface characterization of poly(3,4-ethylenedioxythiophene) films grown in an ionic liquid. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[16]  G. Neculqueo,et al.  MORPHOLOGICAL AND STRUCTURAL CHARACTERIZATION OF POLY(3-DECYLTHIOPHENE) PREPARED BY ELECTROPOLYMERIZATION USING 1-BUTYL-3-METHYL-IMIDAZOLIUMTETRAFLUORBORATE AS SOLVENT , 2007 .

[17]  M. Ephritikhine,et al.  The McMurry Coupling and Related Reactions , 2004 .

[18]  A. Tsubouchi,et al.  Carbonyl Olefination Utilizing Metal Carbene Complexes , 2004 .

[19]  T. Fuchigami,et al.  Electrooxidative polymerization of aromatic compounds in 1-ethyl-3-methylimidazolium trifluoromethanesulfonate room-temperature ionic liquid , 2003 .

[20]  Robin D. Rogers,et al.  Ionic liquids as green solvents : progress and prospects , 2003 .

[21]  G. Wallace,et al.  Use of Ionic Liquids as Electrolytes in Electromechanical Actuator Systems Based on Inherently Conducting Polymers , 2003 .

[22]  R. Schrebler,et al.  Solvent effect on the nucleation and growth mechanisms of poly(thiophene) , 2002 .

[23]  H. Chan,et al.  Polymers synthesized from (3-alkylthio)thiophenes by the FeCl3 oxidation method , 2002 .

[24]  David Braun,et al.  Semiconducting polymer LEDs , 2002 .

[25]  Masayoshi Watanabe,et al.  Highly conductive polymer electrolytes prepared by in situ polymerization of vinyl monomers in room temperature molten salts , 2000 .

[26]  F. Martínez,et al.  Synthesis and Polymerization of 3-Octylsubstituted Thiophene, Bithiophene and Terthiophene , 1999 .

[27]  T. Welton.  Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis. , 1999, Chemical reviews.

[28]  R. Córdova,et al.  Nucleation and growth mechanisms of poly(thiophene) Part 1. Effect of electrolyte and monomer concentration in dichloromethane , 1997 .

[29]  M. Galvin,et al.  Electrically active polymers and their application , 1997 .

[30]  W. R. Salaneck,et al.  Field-Effect Transistor Made with a Sexithiophene Single Crystal , 1996 .

[31]  K. Wagener,et al.  An investigation of polymerization via reductive coupling of carbonyls , 1991 .

[32]  A. J. Frank,et al.  XPS and UPS investigation of PF6 doped and undoped poly 3‐methyl thiophene , 1987 .