Stable Inverted Polymer/Fullerene Solar Cells Using a Cationic Polythiophene Modified PEDOT:PSS Cathodic Interface

A cationic and water-soluble polythiophene [poly[3-(6-pyridiniumylhexyl) thiophene bromide] (P3PHT + Br - )] is synthesized and used in combination with anionic poly(3,4-ethylenedioxythiophene):poly(p-styrenesulfonate) (PEDOT:PSS) - to produce hybrid coatings on indium tin oxide (ITO). Two coating strategies are established: i) electrostatic layer-by-layer assembly with colloidal suspensions of (PEDOT:PSS) - , and ii) modification of an electrochemically prepared (PEDOT:PSS) - film on ITO. The coatings are found to modify the work function ofITO such that it could act as a cathode in inverted 2,5-diyl-poly(3-hexylthiophene) (P3HT)/[6,6]-phenyl-C 61 -butyric acid methyl ester (PCBM) polymer photovoltaic cells. The interfacial modifier created from the layer-by-layer assembly route is used to produce efficient inverted organic photovoltaic devices (power conversion efficiency ~2%) with significant long-term stability in excess of 500 h.

[1]  J. Roncali Linear pi-conjugated systems derivatized with C60-fullerene as molecular heterojunctions for organic photovoltaics. , 2005, Chemical Society reviews.

[2]  C. Tang Two‐layer organic photovoltaic cell , 1986 .

[3]  F. Schreiber Structure and growth of self-assembling monolayers , 2000 .

[4]  Jae Hyun Kim,et al.  Work Function Modification of Indium–Tin Oxide by Surface Plasma Treatments Using Different Gases , 2009 .

[5]  Stephen R. Forrest,et al.  Very-high-efficiency double-heterostructure copper phthalocyanine/C60 photovoltaic cells , 2001 .

[6]  P. Hammond,et al.  High-contrast electrochromism from layer-by-layer polymer films , 2003 .

[7]  M. Prato,et al.  Electrostatic layer-by-layer construction and characterization of photoelectrochemical solar cells based on water soluble polythiophenes and carbon nanotubes , 2009 .

[8]  Alex K.-Y. Jen,et al.  Air-stable inverted flexible polymer solar cells using zinc oxide nanoparticles as an electron selective layer , 2008 .

[9]  R. Friend,et al.  Built-in field electroabsorption spectroscopy of polymer light-emitting diodes incorporating a doped poly(3,4-ethylene dioxythiophene) hole injection layer , 1999 .

[10]  Wilford N. Hansen,et al.  Standard reference surfaces for work function measurements in air , 2001 .

[11]  Vishal Shrotriya,et al.  Efficient inverted polymer solar cells , 2006 .

[12]  Yang Yang,et al.  Manipulating regioregular poly(3-hexylthiophene) : [6,6]-phenyl-C61-butyric acid methyl ester blends—route towards high efficiency polymer solar cells , 2007 .

[13]  C. Brabec,et al.  Effect of LiF/metal electrodes on the performance of plastic solar cells , 2002 .

[14]  H. Ohkita,et al.  Exciton Generation and Diffusion in Multilayered Organic Solar Cells Designed by Layer-by-Layer Assembly of Poly(p-phenylenevinylene) , 2010 .

[15]  Frank Caruso,et al.  Nanoengineering of particle surfaces. , 2001 .

[16]  D. Ginley,et al.  Impact of contact evolution on the shelf life of organic solar cells , 2009 .

[17]  Gang Li,et al.  Recent Progress in Polymer Solar Cells: Manipulation of Polymer:Fullerene Morphology and the Formation of Efficient Inverted Polymer Solar Cells , 2009 .

[18]  J. Fréchet,et al.  Polymer-fullerene composite solar cells. , 2008, Angewandte Chemie.

[19]  F. Krebs,et al.  A roll-to-roll process to flexible polymer solar cells: model studies, manufacture and operational stability studies , 2009 .

[20]  N. E. Coates,et al.  Efficient Tandem Polymer Solar Cells Fabricated by All-Solution Processing , 2007, Science.

[21]  C. Brabec,et al.  Origin of the Open Circuit Voltage of Plastic Solar Cells , 2001 .

[22]  M. Turner,et al.  Nanoparticle-polymer photovoltaic cells. , 2008, Advances in colloid and interface science.

[23]  Valentin D. Mihailetchi,et al.  Device Physics of Polymer:Fullerene Bulk Heterojunction Solar Cells , 2007 .

[24]  F. Krebs Air stable polymer photovoltaics based on a process free from vacuum steps and fullerenes , 2008 .

[25]  A. J. Heeger,et al.  Semiconducting polymer diodes: Large size, low cost photodetectors with excellent visible‐ultraviolet sensitivity , 1994 .

[26]  G. Bazan,et al.  All-conjugated polyelectrolyte block copolymers , 2010 .

[27]  Dean M. DeLongchamp,et al.  Layer-by-layer assembly of PEDOT/polyaniline electrochromic devices , 2001 .

[28]  J. Hummelen,et al.  Polymer Photovoltaic Cells: Enhanced Efficiencies via a Network of Internal Donor-Acceptor Heterojunctions , 1995, Science.

[29]  K. Harris,et al.  Thienylsilane-modified indium tin oxide as an anodic interface in polymer/fullerene solar cells. , 2009, ACS applied materials & interfaces.

[30]  J. Shyue,et al.  Effect of fabrication parameters on three-dimensional nanostructures of bulk heterojunctions imaged by high-resolution scanning ToF-SIMS. , 2010, ACS nano.

[31]  K. Nebesny,et al.  Characterization of Indium−Tin Oxide Interfaces Using X-ray Photoelectron Spectroscopy and Redox Processes of a Chemisorbed Probe Molecule: Effect of Surface Pretreatment Conditions , 2002 .

[32]  Nasser N Peyghambarian,et al.  Fabrication of bulk heterojunction plastic solar cells by screen printing , 2001 .

[33]  Ole Hagemann,et al.  A complete process for production of flexible large area polymer solar cells entirely using screen printing—First public demonstration , 2009 .

[34]  Yang Yang,et al.  High-efficiency solution processable polymer photovoltaic cells by self-organization of polymer blends , 2005 .

[35]  T. Sasaki,et al.  Layer-by-Layer Assembled TiO2 Nanoparticle/PEDOT-PSS Composite Films for Switching of Electric Conductivity in Response to Ultraviolet and Visible Light , 2006 .

[36]  H. Ohkita,et al.  Design of Multilayered Nanostructures and Donor–Acceptor Interfaces in Solution‐Processed Thin‐Film Organic Solar Cells , 2008 .

[37]  Mats Andersson,et al.  High Quantum Efficiency Polythiophene , 1998 .

[38]  H. Ohkita,et al.  Layer-by-layer deposition films of copper phthalocyanine derivative; their photoelectrochemical properties and application to solution-processed thin-film organic solar cells , 2009 .

[39]  F. Krebs Fabrication and processing of polymer solar cells: A review of printing and coating techniques , 2009 .

[40]  Jung-Yong Lee,et al.  Fully solution-processed inverted polymer solar cells with laminated nanowire electrodes. , 2010, ACS nano.

[41]  Helmut Neugebauer,et al.  Flexible, long-lived, large-area, organic solar cells , 2007 .

[42]  Hong Ma,et al.  High performance ambient processed inverted polymer solar cells through interfacial modification with a fullerene self-assembled monolayer , 2008 .

[43]  Klaus Meerholz,et al.  The effect of active layer thickness and composition on the performance of bulk-heterojunction solar cells , 2006 .

[44]  A. J. Heeger,et al.  Photoinduced Electron Transfer from a Conducting Polymer to Buckminsterfullerene , 1992, Science.

[45]  Barry P Rand,et al.  4.2% efficient organic photovoltaic cells with low series resistances , 2004 .

[46]  Haiying Liu,et al.  Ultrasensitive fluorescent responses of water-soluble, zwitterionic, boronic acid-bearing, regioregular head-to-tail polythiophene to biological species. , 2008, Chemistry.

[47]  Mats Andersson,et al.  Laminated fabrication of polymeric photovoltaic diodes , 1998, Nature.

[48]  Christoph J. Brabec,et al.  Interface modification for highly efficient organic photovoltaics , 2008 .

[49]  Christoph J. Brabec,et al.  Determination of the degradation constant of bulk heterojunction solar cells by accelerated lifetime measurements , 2004 .

[50]  Frederik C. Krebs,et al.  Polymer solar cell modules prepared using roll-to-roll methods: Knife-over-edge coating, slot-die coating and screen printing , 2009 .

[51]  F. Krebs,et al.  Analysis of the failure mechanism for a stable organic photovoltaic during 10 000 h of testing , 2007 .

[52]  F. Krebs,et al.  Lifetimes of organic photovoltaics: Combining chemical and physical characterisation techniques to study degradation mechanisms , 2006 .

[53]  Carole Sentein,et al.  Accelerated lifetime measurements of P3HT:PCBM solar cells , 2006 .

[54]  H. Benten,et al.  Hybrid solar cells of layer-by-layer thin films with a polymer/fullerene bulk heterojunction , 2009 .

[55]  Franco Cacialli,et al.  Molecular-scale interface engineering for polymer light-emitting diodes , 2000, Nature.

[56]  Gijsbertus de With,et al.  Three-dimensional nanoscale organization of bulk heterojunction polymer solar cells. , 2009, Nano letters.

[57]  Michael D. McGehee,et al.  Conjugated Polymer Photovoltaic Cells , 2004 .

[58]  N. S. Sariciftci,et al.  Conjugated polymer-based organic solar cells. , 2007, Chemical reviews.

[59]  Roar R. Søndergaard,et al.  Advanced materials and processes for polymer solar cell devices , 2010 .

[60]  Christoph J. Brabec,et al.  Highly efficient inverted organic photovoltaics using solution based titanium oxide as electron selective contact , 2006 .

[61]  Vishal Shrotriya,et al.  Transition metal oxides as the buffer layer for polymer photovoltaic cells , 2006 .

[62]  H. Mattoussi,et al.  Photovoltaic heterostructure devices made of sequentially adsorbed poly(phenylene vinylene) and functionalized C60 , 2000 .

[63]  W. R. Salaneck,et al.  Electrochemical and XPS studies toward the role of monomeric and polymeric sulfonate counterions in the synthesis, composition, and properties of poly(3,4-ethylenedioxythiophene) , 2003 .

[64]  Su-Moon Park,et al.  Electrochemistry of conductive polymers 38. Electrodeposited poly(3,4-ethylenedioxy-thiophene) studied by current sensing atomic force microscopy. , 2006, The journal of physical chemistry. B.

[65]  H. Ohkita,et al.  Hole transport in conducting ultrathin films of PEDOT/PSS prepared by layer-by-layer deposition technique , 2004 .

[66]  Frederik C. Krebs,et al.  A brief history of the development of organic and polymeric photovoltaics , 2004 .

[67]  Brian A. Gregg,et al.  Organic and nano-structured composite photovoltaics: An overview , 2005 .

[68]  H. Ohkita,et al.  Improvement in conductive and photovoltaic properties of layer-by-layer poly(p-phenylenevinylene) thin films by low-temperature conversion , 2007 .

[69]  K. Schanze,et al.  Photovoltaic cells based on sequentially adsorbed multilayers of conjugated poly(p-phenylene ethynylene)s and a water-soluble fullerene derivative. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[70]  Sean E. Shaheen,et al.  Inverted bulk-heterojunction organic photovoltaic device using a solution-derived ZnO underlayer , 2006 .

[71]  Jing-Shun Huang,et al.  Solution-processed vanadium oxide as an anode interlayer for inverted polymer solar cells hybridized with ZnO nanorods , 2009 .

[72]  Samson A Jenekhe,et al.  Highly efficient solar cells based on poly(3-butylthiophene) nanowires. , 2008, Journal of the American Chemical Society.

[73]  F. Krebs,et al.  Stability/degradation of polymer solar cells , 2008 .

[74]  I. D. Baikie,et al.  Low cost PC based scanning Kelvin probe , 1998 .

[75]  Brian J. Worfolk,et al.  Electrostatic layer-by-layer assembly of CdSe nanorod/polymer nanocomposite thin films. , 2010, ACS applied materials & interfaces.

[76]  David L Carroll,et al.  Meso-structure formation for enhanced organic photovoltaic cells. , 2005, Organic letters.

[77]  H. Ohkita,et al.  Fabrication and photovoltaic properties of multilayered thin films designed by layer-by-layer assembly of poly(p-phenylenevinylene)s , 2009 .

[78]  J. McLeskey,et al.  Nanostructured solid-state hybrid photovoltaic cells fabricated by electrostatic layer-by-layer deposition , 2009 .

[79]  Michael D. McGehee,et al.  Polymer-based solar cells , 2007 .

[80]  Alex K.-Y. Jen,et al.  Interfacial modification to improve inverted polymer solar cells , 2008 .

[81]  C. A. Walsh,et al.  Efficient photodiodes from interpenetrating polymer networks , 1995, Nature.

[82]  Gang Li,et al.  Highly efficient inverted polymer solar cell by low temperature annealing of Cs2CO3 interlayer , 2008 .

[83]  Long Y. Chiang,et al.  Investigation of electrostatic self-assembly as a means to fabricate and interfacially modify polymer-based photovoltaic devices , 2003 .

[84]  Jean-Michel Nunzi,et al.  Development of air stable polymer solar cells using an inverted gold on top anode structure , 2005 .