Dye sensitization of nanocrystalline TiO2: enhanced efficiency of unsymmetrical versus symmetrical squaraine dyes

A series of novel symmetrical and unsymmetrical squaraine dyes have been synthesized and their comparative efficiencies as photosensitizers in dye sensitized solar cells (DSSCs) containing nanocrystalline TiO 2 photoelectrodes have been investigated. DSSCs employing unsymmetrical squaraines as sensitizers produced photocurrent with much higher efficiencies compared to DSSCs containing symmetrical squaraines. Aggregation of the dyes on the TiO 2 nanocrystalline electrode was observed to adversely affect the sensitization properties of symmetrical squaraines, whereas efficient sensitization was observed from both the monomeric and aggregated forms of the unsymmetrical squaraines.

[1]  Hironori Arakawa,et al.  Design of new coumarin dyes having thiophene moieties for highly efficient organic-dye-sensitized solar cells , 2003 .

[2]  M. Grätzel,et al.  A low-cost, high-efficiency solar cell based on dye-sensitized colloidal TiO2 films , 1991, Nature.

[3]  H. Arakawa,et al.  A coumarin-derivative dye sensitized nanocrystalline TiO2 solar cell having a high solar-energy conversion efficiency up to 5.6% , 2001 .

[4]  Hironori Arakawa,et al.  Molecular Design of Coumarin Dyes for Efficient Dye-Sensitized Solar Cells , 2003 .

[5]  Mohammad Khaja Nazeeruddin,et al.  Conversion of light to electricity by cis-X2bis(2,2'-bipyridyl-4,4'-dicarboxylate)ruthenium(II) charge-transfer sensitizers (X = Cl-, Br-, I-, CN-, and SCN-) on nanocrystalline titanium dioxide electrodes , 1993 .

[6]  K. G. Thomas,et al.  Interaction of semiconductor colloids with J-aggregates of a squaraine dye and its role in sensitizing nanocrystalline semiconductor films , 1994 .

[7]  K. G. Thomas,et al.  Electrochemical and photoelectrochemical properties of monoaza-15-crown ether linked cyanine dyes : photosensitization of nanocrystalline SnO2 films , 1995 .

[8]  P. Kamat,et al.  Photochemistry of Squaraine Dyes. 8. Photophysical Properties of Crown Ether Squaraine Fluoroionophores and Their Metal Ion Complexes , 1994 .

[9]  M. Grätzel Photoelectrochemical cells : Materials for clean energy , 2001 .

[10]  Anders Hagfeldt,et al.  Light-Induced Redox Reactions in Nanocrystalline Systems , 1995 .

[11]  P. Kamat,et al.  Photochemistry of squaraine dyes. 6. Solvent hydrogen bonding effects on the photophysical properties of bis(benzothiazolylidene)squaraines , 1993 .

[12]  P. Liska,et al.  Engineering of efficient panchromatic sensitizers for nanocrystalline TiO(2)-based solar cells. , 2001, Journal of the American Chemical Society.

[13]  P. Liska,et al.  Acid-Base Equilibria of (2,2'-Bipyridyl-4,4'-dicarboxylic acid)ruthenium(II) Complexes and the Effect of Protonation on Charge-Transfer Sensitization of Nanocrystalline Titania. , 1999, Inorganic chemistry.

[14]  S. Costa,et al.  Photophysical and aggregation properties of a long-chain squarylium indocyanine dye , 2001 .

[15]  Hironori Arakawa,et al.  Efficient sensitization of nanocrystalline TiO2 films with cyanine and merocyanine organic dyes , 2003 .

[16]  P. Kamat,et al.  Ultrafast photochemical events associated with the photosensitization properties of a squaraine dye , 1991 .

[17]  H. Hartmann,et al.  Synthesis and characterization of a new class of unsymmetrical squaraine dyes , 2001 .

[18]  K. Tennakone,et al.  Nanoporous TiO2 solar cells sensitized with iron(II) complexes of bromopyrogallol red ligand , 2001 .

[19]  S. Hotchandani,et al.  Excited-state properties and photosensitization behaviour of bis(2,4-dihydroxyphenyl)squaraine , 1993 .

[20]  D. Whitten,et al.  An investigation of photocurrent generation by squaraine aggregates in monolayer-modified tin oxide (SnO2) electrodes , 1994 .

[21]  B. Parkinson,et al.  Adsorption morphology, light absorption, and sensitization yields for squaraine dyes on SnS2 surfaces. , 2003, Journal of the American Chemical Society.

[22]  K. Law Squaraine Chemistry. Absorption, Fluorescence Emission, and Photophysics of Unsymmetrical Squaraines , 1995 .

[23]  A. Schmidt Reaktionen von Quadratsäure und Quadratsäure-Derivaten , 1980 .

[24]  S. Marder,et al.  SYNTHESES AND LINEAR AND NONLINEAR OPTICAL PROPERTIES OF UNSYMMETRICAL SQUARAINES WITH EXTENDED CONJUGATION , 1994 .

[25]  Xuesong Wang,et al.  Study on squarylium cyanine dyes for photoelectric conversion , 1999 .

[26]  Kock Yee. Law,et al.  Organic photoconductive materials: recent trends and developments , 1993 .

[27]  W. Ziegenbein,et al.  The Cyclobutenediylium Cation, a Novel Chromophore from Squaric Acid , 1967 .

[28]  D. Morel,et al.  Desirable properties of photovoltaic dyes , 1984 .

[29]  Hans-Joachim Freund,et al.  An MNDO and CNDO / S(S + DES CI) study on the structural and electronic properties of a model squaraine dye and related cyanine , 1986 .

[30]  Dong Liu,et al.  Aggregation Behavior of Water Soluble Bis(benzothiazolylidene)squaraine Derivatives in Aqueous Media , 1996 .

[31]  Greg P. Smestad,et al.  Ultrafast Electron Injection: Implications for a Photoelectrochemical Cell Utilizing an Anthocyanin Dye-Sensitized TiO2 Nanocrystalline Electrode , 1997 .

[32]  M. Matsuoka Infrared Absorbing Dyes , 1990 .