Theoretical Study of Electronic and Charge Transport Properties of Cruciform π-Conjugated 3,6-Diphenyl-1,2,4,5-(2′,2″-diphenyl)-benzobisazole

Chem. J. Chinese Universities ›› 2010, Vol. 31 ›› Issue (5): 1029.

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Theoretical Study of Electronic and Charge Transport Properties of Cruciform π-Conjugated 3,6-Diphenyl-1,2,4,5-(2′,2″-diphenyl)-benzobisazole

DUAN Gui-Hua, WANG Li-Juan, ZHANG Hou-Yu*, GU Xin , Chen Jie, MA Yu-Guang*

State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012, China

Received:2009-12-16 Online:2010-05-10 Published:2010-05-10
Contact: ZHANG Hou-Yu. E-mail: houyuzhang@jlu.edu.cn; MA Yu-Guang. E-mail: ygma@jlu.edu.cn
Supported by:
国家自然科学基金(批准号: 20603013, 50820145304, 50733002)资助.

Abstract

Abstract:

The electronic and charge transport properties of a cruciform π-conjugated molecule 3,6-diphenyl-1,2,4,5-(2′,2″-diphenyl)-benzobisazole were investigated with density functional theory at B3LYP/6-31G(d) level. The molecular reorganization energy and charge transfer integral between the nearest neighbour molecule were calculated. The hole and electron mobilities are 0.31 and 0.11 cm²·V^-1·s^-1, respectively. Hole transport is mainly through the benzene "edge-to-face" interaction at terphenyl directions and displaced π-π stacking interaction of molecular center. While the main path for electron transport is the π-π stacking interaction in the benzobisazole direction. Mulliken charge analysis for the cationic and ionic state of molecule reveal that the hole and electron are mainly delocalized at terphenyl and benzobisazole directions, respectively. Such hole and electron transport at cruciform direction would be benefit for the balanced charge and electron transport, which might give the hints for practical applications in organic photoelectronic devices and design of novel charge transport materials.

Key words: Density functional theory; Electronic structure; Charge transport; Mobility; Molecular reorganization energy

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DUAN Gui-Hua, WANG Li-Juan, ZHANG Hou-Yu*, GU Xin , Chen Jie, MA Yu-Guang*. Theoretical Study of Electronic and Charge Transport Properties of Cruciform π-Conjugated 3,6-Diphenyl-1,2,4,5-(2′,2″-diphenyl)-benzobisazole[J]. Chem. J. Chinese Universities, 2010, 31(5): 1029.

References

[1]Murphy A. M., Frechet J. M. J.. Chem. Rev.[J], 2007, 107: 1066—1096
[2]Horowitz G., Hajlaoui M. E.. Adv. Mater.[J], 2000, 12: 1046—1050
[3]Lo S. C., Burn P. L.. Chem. Rev.[J], 2007, 107: 1097—1116
[4]Zojer E., Pogantsch A., Hennebicq E., et al.. J. Chem. Phys.[J], 2002, 117: 6794—6802
[5]Gunes S., Neugebauer H., Sariciftci N. S.. Chem. Rev.[J], 2007, 107: 1324—1338
[6]Spanggarrd H., Krebs F. C.. Sol. Energy Mater. Sol. Cells[J], 2004, 83: 125—146
[7]Pope K., Swenberg C. E.. Electronic Processes in Organic Crystals and Polymers, 2nd Ed.[M], New York: Oxford University Press, 1999
[8]Silinsh E. A., Capek V.. Organic Molecular Crystals: Interaction, Localtion, and Transport Phenomena[M], New York: AIP, 1994
[9]Gershenson M. E., Podzorov V., Morpurgo A. F.. Rev. Mod. Phys.[J], 2006, 78: 973—989
[10]Coropceanu V., Cornil J., da Silva Filho D. A., et al.. Chem. Rev.[J], 2007, 107: 926—952
[11]YANG Bing(杨兵), MA Yu-Guang(马於光), SHEN Jia-Cong(沈家骢). Chem. J. Chinese Universities(高等学校化学学报)[J], 2008, 29(12): 2643—2658
[12]Shirota Y., Kageyama H.. Chem. Rev.[J], 2007, 107: 953—1010
[13]Newman C. R., Frisbie C. D., da Silva Filho D. A., et al.. Chem. Mater.[J], 2004, 16: 4436—4451
[14]Sundar V. C., Zaumseil M. E., Rogers J. A.. Science[J], 2004, 303: 1644—1646
[15]Podzorov V., Menard E., Borissov A., et al.. Phys. Rev. Lett.[J], 2004, 93: 86602-1—86602-4
[16]Deng W. Q., Goddard III W. A.. J. Phys. Chem.[J], 2004, 108: 8614—8621
[17]Yang X. D., Wang L. J., Wang C. L., et al.. Chem. Mater.[J], 2008, 20: 3205—3211
[18]Wang C. L., Wang F. H., Yang X. D., et al.. Organic Electrons[J], 2008, 9: 635—640
[19]Gao H. Z., Qin C. S., Zhang H. Y., et al.. J. Phys. Chem. A[J], 2008, 112: 9097—9103
[20]Klare J. E., Tulevski G. S., Sugo K., et al.. J. Am. Chem. Soc.[J], 2003, 125: 6030—6031
[21]Klare J. E., Tulevski G. S., Nuckolls C.. Langmuir[J], 2004, 20: 10068—10072
[22]Florio G. M., Klare J. E., Pasamba M. O., et al.. Langmuir[J], 2006, 22: 10003—10008
[23]Bredas J. L., Calbert J. P., da Silva Filho D. A., et al.. Proc. Natl. Acad. Sci. U.S.A.[J], 2002, 99: 5804—5809
[24]Hutchison G. R., Ratner M. A., Marks T. J.. J. Am. Chem. Soc.[J], 2005, 127: 16866—16881
[25]Marcus R. A.. Annu. Rev. Phys. Chem.[J], 1964, 15: 155—196
[26]Marcus R. A.. Rev. Mod. Phys.[J], 1993, 65: 599—610
[27]Mslagoli M., Bredas J. L.. Chem. Phys. Lett.[J], 2000, 327: 13—17
[28]Stefan T. B., Marta M. T., Peter H., et al.. J. Am. Chem. Soc.[J], 2004, 126: 6544—6545
[29]Becke A. D.. J. Chem. Phys.[J], 1993, 98: 5648—5652
[30]Lee C., Yang W. T., Parr R. G., Phys. Rev. B[J], 1988, 37: 785—789
[31]Frisch M. J., Trucks G. W., Schlegel H. B., et al.. Gaussian 03, Revision A1[CP], Pittsburgh PA: Gaussian Inc., 2003

Theoretical Study of Electronic and Charge Transport Properties of Cruciform π-Conjugated 3,6-Diphenyl-1,2,4,5-(2′,2″-diphenyl)-benzobisazole

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