Design principle for increasing charge mobility of π-conjugated polymers using regularly localized molecular orbitals

Nature Communications

Volumn 4, Issue , 2013, Pages

  Terao, Jun ^a   Wadahama, Akihisa ^a   Matono, Akitoshi ^a   Tada, Tomofumi ^b,d   Watanabe, Satoshi ^b   Seki, Shu ^c   Fujihara, Tetsuaki ^a   Tsuji, Yasushi ^a  

^a KYOTO UNIVERSITY   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

^c OSAKA UNIVERSITY   (Japan)

^d TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

MACROGOL; POLYMER;

DESIGN; ELECTRONIC EQUIPMENT; ETHYLENE; FEASIBILITY STUDY; LINEARITY; MOBILITY; MOLECULAR ANALYSIS; POLYMER; PREDICTION; THEORETICAL STUDY;

ARTICLE; ELECTRONICS; MOLECULAR MECHANICS;

EID: 84877753187     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms2707     Document Type: Article

References (37)

1. Vanden Bout, D. A. et al. Discrete intensity jumps and intramolecular electronic energy transfer in the spectroscopy of single conjugated polymer molecules. Science 277, 1074-1077 (1997). (Pubitemid 27371623)
2. Schenning, A. P. H. J. & Meijer, E. W. Supramolecular electronics; nanowires from self-assembled p-conjugated systems. Chem. Commun. 3245-3258 (2005). (Pubitemid 41018842)
3. Barbara, P. F., Gesquiere, A. J., Park, S. J. & Lee, Y. J. Single-molecule spectroscopy of conjugated polymers. Acc. Chem. Res. 38, 602-610 (2005). (Pubitemid 41128413)
4. Tao, N. J. Electron transport in molecular junctions. Nat. Nanotechnol. 1, 173-181 (2006).
5. Taniguchi, M. et al. Self-organized interconnect method for molecular devices. J. Am. Chem. Soc. 128, 15062-15063 (2006). (Pubitemid 44853500)
6. Lafferentz, L. et al. Conductance of a single conjugated polymer as a continuous function of its length. Science 323, 1193-1197 (2009).
7. Chen, X. et al. Spectroscopic tracking of molecular transport junctions generated by using click chemistry. Angew. Chem. Int. Ed. 48, 5178-5181 (2009).
8. Joachim, C., Gimzewski, J. K. & Aviram, A. Electronics using hybrid-molecular and mono-molecular devices. Nature 408, 541-548 (2000).
9. Terao, J. et al. Synthesis of organic-soluble conjugated polyrotaxanes by polymerization of linked rotaxanes. J. Am. Chem. Soc. 131, 16004-16005 (2009).
10. Terao, J. et al. Insulated molecular wire with highly conductive p-conjugated polymer core. J. Am. Chem. Soc. 131, 18046-18047 (2009).
11. Terao, J. et al. Synthesis of a head-to-tail-type cyclodextrin-based insulated molecular wire. Chem. Commun. 47, 6816-6818 (2011).
12. Terao, J. Permethylated cyclodextrin-based insulated molecular wires. Polym. Chem. 2, 2444-2452 (2011).
13. Cacialli, F. et al. Cyclodextrin-threaded conjugated polyrotaxanes as insulated molecular wires with reduced interstrand interactions. Nat. Mater. 1, 160-164 (2002).
14. Frampton, M. J. & Anderson, H. L. Insulated molecular wires. Angew. Chem. Int. Ed. 46, 1028-1064 (2007). (Pubitemid 46964316)
15. Wenz, G. Inclusion Polymers (Springer, 2009).
16. Prins, P. et al. High intrachain hole mobility on molecular wires of ladder-type poly(p-phenylenes). Phys. Rev. Lett. 96, 146601 (2006).
17. Novoselov, K. S. et al. Electric field effect in atomically thin carbon films. Science 306, 666-669 (2004). (Pubitemid 39440910)
18. Tada, T., Nozaki, D., Kondo, M. & Yoshizawa, K. Molecular orbital interactions in the nanostar dendrimer. J. Phys. Chem. B 107, 14204-14210 (2003).
19. Terao, J., Wadahama, A., Fujihara, T. & Tsuji, Y. Synthesis of linked symmetrical [3]rotaxane having an oligomeric phenylene ethynylene unit as a p-guest via double Sonogashira cross-coupling. Chem. Lett. 39, 518-519 (2010).
20. Terao, J. p-Conjugated molecules covered by permethylated cyclodextrins. Chem. Record 11, 269-285 (2011).
21. Grozema, F. C. et al. Hole conduction along molecular wires: s-bonded silicon versus p-bond-conjugated carbon. Adv. Mater. 14, 228-231 (2002). (Pubitemid 34148982)
22. Acharya, A., Seki, S., Saeki, A., Koizumi, Y. & Tagawa, S. Study of transport properties in fullerene-doped polysilane films using flash photolysis time-resolved microwave technique. Chem. Phys. Lett. 404, 356-360 (2005). (Pubitemid 40347303)
23. Kohler, A. & Bassler, H. Triplet states in organic semiconductors. Mater. Sci. Eng. R 66, 71-109 (2009).
24. Saeki, A., Seki, S., Sunagawa, T., Ushida, K. & Tagawa, S. Charge-carrier dynamics in polythiophene films studied by in-situ measurement of flash-photolysis time-resolved microwave conductivity (FP-TRMC) and transient optical spectroscopy (TOS). Philos. Mag. 86, 1261-1276 (2006).
25. Saeki, A., Koizumi, Y., Aida, T. & Seki, S. Comprehensive approach to intrinsic charge carrier mobility in conjugated organic molecules, macromolecules, and supramolecular architectures. Acc. Chem. Res. 45, 1193-1202 (2012).
26. Sugiyasu, K. et al. A self-threading polythiophene: defect-free insulated molecular wires endowed with long effective conjugation length. J. Am. Chem. Soc. 132, 14754-14756 (2010).
27. Grozema, F. C., Houarner-Rassin, C., Prins, P., Siebbeles, L. D. A. & Anderson, H. L. Supramolecular control of charge transport in molecular wires. J. Am. Chem. Soc. 129, 13370-13371 (2007). (Pubitemid 350071748)
28. Troisi, A. & Orlandi, G. Charge-transport regime of crystalline organic semiconductors: diffusion limited by thermal off-diagonal electronic disorder. Phys. Rev. Lett. 96, 086601 (2006).
29. Tada, T., Yamamoto, T. & Watanabe, S. Molecular orbital concept on spin-flip transport in molecular junctions: wave-packet scattering approach and Green's function method. Theor. Chem. Acc. 130, 775-788 (2011).
30. Kiguchi, M. et al. Single-molecule conductance of p-conjugated rotaxane: new method for measuring stipulated electric conductance of p-conjugated molecular wire using STM break junction. Small 8, 726-730 (2012).
31. Grozema, F. C. & Siebbeles, L. D. A. Mechanism of charge transport in self-organizing organic materials. Int. Rev. Phys. Chem. 27, 87-138 (2008).
32. Juška, G., Arlauskas, K. & Viliunas, M. Extraction current transients: new method of study of charge transport in microcrystalline silicon. Phys. Rev. Lett. 84, 4946-4949 (2000).
33. Le Comber, P. G. & Spear, W. E. Electronic transport in amorphous silicon films. Phys. Rev. Lett. 25, 509-511 (1970).
34. Soler, J. M. et al. The SIESTA method for ab initio order-N materials simulation. J. Phys.: Condens. Matter 14, 2745-2779 (2002). (Pubitemid 34288362)
35. Perdew, J. P., Burke, K. & Ernzerhof, M. Generalized gradient approximation made simple. Phys. Rev. Lett. 77, 3865-3868 (1996). (Pubitemid 126631804)
36. Saeki, A., Tsuji, M. & Seki, S. Direct evaluation of intrinsic optoelectronic performance of organic photovoltaic cells with minimizing impurity and degradation effects. Adv. Energy. Mater. 1, 661-669 (2011).
37. Vijayakumar, C. et al. Gold nanoparticle assisted self-assembly and enhancement of charge carrier mobilities of a conjugated polymer. J. Phys. Chem. C 116, 17343-17350 (2012).