α,ω-Dihexylthienoselenophene derivatives: a new class of high-performance semiconductors for organic thin-film transistors

α,ω-Dihexylthienoselenophenes (Se2Thx) are readily prepared oligomeric species that can be used as the semiconducting layer in organic thin film transistors (TFTs). These selenophene-containing oligomers exhibit high hole mobilities (0.023 and 0.16 cm2 V−1 s−1) and good on/off ratio (105–106) that are improved relative to their sulfur-containing counterparts. X-Ray diffraction measurements and atomic force microscopy give insight into the internal structure and surface topography of the materials.

[1]  Jie Ying Gao,et al.  High‐Performance Field‐Effect Transistor Based on Dibenzo[d,d′]thieno[3,2‐b;4,5‐b′]dithiophene, an Easily Synthesized Semiconductor with High Ionization Potential , 2007 .

[2]  J. Roncali,et al.  From One‐ to Three‐Dimensional Organic Semiconductors: In Search of the Organic Silicon? , 2007 .

[3]  M. Yokoyama,et al.  High Carrier Mobility of Organic Field‐Effect Transistors with a Thiophene–Naphthalene Mesomorphic Semiconductor , 2007 .

[4]  Zhenan Bao,et al.  Correlating Molecular Structure to Field-Effect Mobility: The Investigation of Side-Chain Functionality in Phenylene−Thiophene Oligomers and Their Application in Field Effect Transistors , 2007 .

[5]  K. Müllen,et al.  Long-range self-assembly of bis(imidazole)-annulated terphenyls , 2006 .

[6]  K. Ishikawa,et al.  Nanoscale thin-film morphologies and field-effect transistor behavior of oligothiophene derivatives , 2006 .

[7]  L. Do,et al.  Solution-processable field-effect transistor using a fluorene- and selenophene-based copolymer as an active layer , 2006 .

[8]  B. Heinrich,et al.  A novel calamitic mesophase semiconductor with the fastest mobility of charged carriers: 1,4-di(5'-octyl-2'-thienyl)benzene. , 2005, Chemical communications.

[9]  H. Koinuma,et al.  High-performance organic field-effect transistors based on pi-extended tetrathiafulvalene derivatives. , 2005, Journal of the American Chemical Society.

[10]  Michael F Toney,et al.  p-Channel organic semiconductors based on hybrid acene-thiophene molecules for thin-film transistor applications. , 2005, Journal of the American Chemical Society.

[11]  C. Rovira,et al.  Importance of intermolecular interactions in assessing hopping mobilities in organic field effect transistors: pentacene versus dithiophene-tetrathiafulvalene. , 2004, Journal of the American Chemical Society.

[12]  Y. Kunugi,et al.  Vapour deposited films of quinoidal biselenophene and bithiophene derivatives as active layers of n-channel organic field-effect transistors , 2004 .

[13]  Y. Kunugi,et al.  2,6-Diphenylbenzo[1,2-b:4,5-b']dichalcogenophenes: a new class of high-performance semiconductors for organic field-effect transistors. , 2004, Journal of the American Chemical Society.

[14]  Christoph Dellago,et al.  Structural and Morphological Transitions in Gold Nanorods: A Computer Simulation Study , 2003 .

[15]  Larry D. Boardman,et al.  High-Performance OTFTs Using Surface-Modified Alumina Dielectrics , 2003 .

[16]  Ute Zschieschang,et al.  High-mobility polymer gate dielectric pentacene thin film transistors , 2002 .

[17]  R. Silbey,et al.  Charge Transport versus Optical Properties in Semiconducting Crystalline Organic Thin Films , 2000 .

[18]  R. Sarpeshkar,et al.  Large-scale complementary integrated circuits based on organic transistors , 2000, Nature.

[19]  Thomas N. Jackson,et al.  Temperature-independent transport in high-mobility pentacene transistors , 1998 .

[20]  Francis Garnier,et al.  Thin-film transistors based on organic conjugated semiconductors , 1998 .

[21]  C. S. Jacobsen,et al.  The properties of five highly conducting salts: (TMTSF)2X,X= Pf−6, AsF−6, SbF−6, BF−4 and NO-3, derived from tetramethyltetraselenafulvalene (TMTSF) , 1993 .

[22]  B. Servet,et al.  Molecular engineering of organic semiconductors: design of self-assembly properties in conjugated thiophene oligomers , 1993 .

[23]  M. Kubo,et al.  Preparation of Poly(2,5-selenophenediyl-vinylene) Film by Sulfonium Salt Method , 1992 .

[24]  H. Shim,et al.  Saturated and Efficient Red Light-Emitting Fluorene-Based Alternating Polymers Containing Phenothiazine Derivatives , 2006 .

[25]  Y. Kunugi,et al.  Organic field-effect transistor using oligoselenophene as an active layer , 2003 .

[26]  Howard E. Katz,et al.  Organic molecular solids as thin film transistor semiconductors , 1997 .