Electronic Properties and Morphology of Beam-Oligomerized 3-Hexylthiophene

Journal of Macromolecular Science - Pure and Applied Chemistry

Volumn 40 A, Issue 12, 2003, Pages 1357-1368

  Ahn, Heejoon ^a   Whitten, James E ^a  

^a University of Massachusetts Lowell   (United States)

Author keywords

Lithography; Photoelectron spectroscopy; Photoluminescence; Polythiophene

Indexed keywords

COMPUTER SIMULATION; ELECTRIC CONDUCTIVITY; ELECTRONS; FLUORESCENCE; LITHOGRAPHY; MONOMERS; OLIGOMERS; PHOTOELECTRON SPECTROSCOPY; PHOTOLUMINESCENCE; SOLUBILITY;

DENSITY-OF-STATES;

SULFUR COMPOUNDS;

EID: 0242497101     PISSN: 10601325     EISSN: None     Source Type: Journal    
DOI: 10.1081/MA-120025315     Document Type: Conference Paper

References (26)

1. Granström, M.; Harrison, M.G.; Friend, R.H. Electro-optical polythiophene devices. In Handbook of Oligo- and Polythiophenes; Fichou, D., Ed.; Wiley-VCH: Weinheim, 1999; 405-458.
2. Sirringhaus, H.; Friend, R.H.; Wang, C.; Leuninger, J.; Müllen, K. Dibenzothieno-bisbenzothiophene - a novel fused-ring oligomer with high field-effect mobility. J. Mater. Chem. 1999, 9, 2095-2101.
3. Winkler, B; Dai, L.; Mau, A.W.H. Novel poly(p-phenylene vinylene) derivatives with oligo(ethylene oxide) side chains: synthesis and pattern formation. Chem. Mater. 1999, 11, 704-711.
4. Granström, M. Micro- and nanoscale patterning of luminescent conjugated polymer films. Synth. Met. 1999, 102, 1042-1045.
5. Visconti, P.; Turco, C.; Rinaldi, R.; Cingolani, C. Nanopatteming of organic and inorganic materials by holographic lithography and plasma etching. Microelect. Eng. 2000, 53, 391-394.
6. Salaneck, W.R.; Wu, C.R.; Nilsson, J.O.; Brédas, J.L. UHV-compatible processing of conducting polymers: polythiophene. Synth. Met. 1987, 21, 57-61.
7. Baumgartner, K.M.; Volmer-Uebing, M.; Taborski, J.; Bauerle, P.; Umbach, E. Adsorption and polymerization of thiophene on a silver(111) surface. Ber. Bunsenges. Phys. Chem. 1991, 95, 1488-1495.
8. Land, T.A.; Hemminger, J.C. Photoemission and thermal desorption studies of electron beam polymerized thiophene films on platinum(111). Surf. Sci. 1992, 268, 179-188.
9. Väterlein, P.; Weiss, M.; Wüstenhagen, V.; Umbach, E. Mask-less writing of microstructures with the photon-induced scanning auger microscope (PISAM). Appl. Surf. Sci. 1993, 70/71, 278-282.
10. 2(100). Surf. Sci. 1997, 390, 256-260.
11. Väterlein, P.; Schmelzer, M.; Taborski, J.; Krause, T.; Viczian, F. ; Bäbler, M.; Fink, R.; Umbach, E.; Wurth, W. Orientation and bonding of thiophene and 2,2′-bithiophene on Ag(111): a combined near edge extended X-ray absorption fine structure and Xα scattered-wave study. Surf. Sci. 2000, 452, 20-32.
12. Hernandez, J.E.; Ahn, H.; Whitten, J.E. X-ray and electron induced oligomerization of condensed 3-hexylthiophene. J. Phys. Chem. B. 2001, 105, 8339-8344.
13. Ahn, H.; Whitten, J.E. Comment on "X-ray and electron induced oligomerization of condensed 3-hexylthiophene". J. Phys. Chem. B. 2002, 106, 11404-11405.
14. Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Scuseria, G.E.; Robb, M.A.; Cheeseman, J.R.; Zakrzewski, V.G.; Montgomery, J.A.; Stratmann, R.E., Jr.; Burant, J.C.; Dapprich, S.; Millam, J.M.; Daniels, A.D.; Kudin, K.N.; Strain, M.C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G.A.; Ayala, P.Y.; Cui, Q.; Morokuma, K.; Rega, N.; Salvador, P.; Dannenberg, J.J.; Malick, D.K.; Rabuck, A.D.; Raghavachari, K.; Foresman, J.B.; Cioslowski, J.; Ortiz, J.V.; Baboul, A.G.; Stefanov, B.B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R.L.; Fox, D.J.; Keith, T.; Al-Laham, M.A.; Peng, C.Y.; Nanayakkara, A.; Challacombe, M.; Gill, P.M.W.; Johnson, B.; Chen, W.; Wong, M.W.; Andres, J.L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E.S.; Pople, J.A. Gaussian 98, Revision A.11.4; Gaussian, Inc.: Pittsburgh, PA, 2002.
15. Fichou, D.; Ziegler, C. Structure and properties of oligothiophenes in the solid state: single crystals and thin films. In Handbook of Oligo- and Polythiophenes; Fichou, D., Ed.; Wiley-VCH: Weinheim, 1999; 183-282.
16. Dannetun, P.; Boman, M.; Stafström, S.; Salaneck, W.R.; Lazzaroni, R.; Fredriksson, C.; Brédas, J.-L.; Zamboni, R.; Taliani, C. The chemical and electronic structure of the interface between aluminum and polythiophene semiconductors. J. Chem. Phys. 1993, 99, 664-672.
17. Salaneck, W.R.; Inganäs, O.; Thémans, B.; Nilsson, J.O.; Sjögren, B.; Österholm, J.-E.; Brédas, J.-L.; Svensson, S. Thermochromism in poly(S-hexylthiophene) in the solid state: a spectroscopic study of temperature-dependent conformational defects. J. Chem. Phys. 1988, 89, 4613-4619.
18. Fujimoto, H.; Nagashima, U.; Inokuchi, H.; Seki, K.; Cao, Y.; Nakahara, H.; Nakayama, J.; Hoshino, M.; Fukuda, K. Ultraviolet photoemission study of oligothiophenes: π-band evolution and geometries. J. Chem. Phys. 1990, 92, 4077-4092.
19. Feldman, L.C.; Mayer, J.W Fundamentals of Surface and Thin Film Analysis; Elsevier: New York, 1986; 126-130.
20. Whitten, J.E.; Gomer, R. Electron impact on benzene layers on W(100). Surf. Sci. 1996, 347, 280-288.
21. Roncali, J. Conjugated poly(thiophenes): synthesis, functionalization, and applications. Chem. Rev. 1992, 92, 711-738.
22. Bröms, P.; Johansson, N.; Gymer, R.W.; Graham, S.C.; Friend, R.H.; Salaneck, W.R. Low energy electron degradation of poly(p-phenylenevinylene). Adv. Mater. 1999, 11, 826-832.
23. Ahn, H.; Whitten, J.E. in preparation.
24. Gebauer, W.; Sokolowski, M.; Umbach, E. Optical processes in ultrathin oligothiophene films on well-defined substrates. Chem. Phys. 1998, 227, 33-48.
25. Schoonveld, W.A.; Stok, R.W.; Weijtmans, J.W.s; Vrijmoeth, J.; Wildeman, J.; Klapwijk, T.M. Morphology of quaterthiophene thin films in organic field effect transistor. Synth. Met. 1997, 84, 583-584.
26. McCord, M.A.; Kern, D.P.; Chang, T.H.P. Direct deposition of 10-nm metallic features with the scanning tunneling microscope. J. Vac. Sci. Technol. B 1988, 6, 1877-1880.