蒽类衍生物的电荷传输性质

doi:10.3866/PKU.WHXB20100813

Abstract

Abstract:

The molecular geometries, electronic structures, reorganization energies, and charge transfer integrals of three anthracene derivatives {2,6-bis[2-(4-pentylphenyl)vinyl]anthracene, DPPVAnt; 2,6-bis-thiophene anthracene, DTAnt; 2,6-bis[2-hexylthiophene]anthracene, DHTAnt} were investigated by density functional theory at the B3LYP/6-31G(d) level. Their mobilities at room temperature were estimated using Einstein relations and compared with the calculated mobility of anthracene. DPPVAnt is a good hole-transporting material with a hole mobility as high as 0.49 cm2·V^-1·s^-1; DHTAnt is an electron-transporting material with an electron mobility of about 0.12 cm2·V^-1·s^-1; DTAnt is a bipolar material with its hole and electron mobilities being 0.069 and 0.060 cm2·V^-1·s^-1, respectively. The calculated mobilities were of the same magnitude as those obtained by experimental measurements. The reorganization energies for the electrons of the three derivatives are almost the same as that for anthracene but the reorganization energies for the holes of the three derivatives are larger than that of anthracene and they follow the order: anthracene

Key words: Density functional theory, Anthracene derivative, Mobility, Charge transport, Molecular reorganization energy

MSC2000:

O641

DUAN Gui-Hua, GAO Hong-Ze, WANG Li-Juan, ZHANG Hou-Yu, MA Yu-Guang. Charge Transport Properties of Anthracene Derivatives[J].Acta Phys. -Chim. Sin., 2010, 26(08): 2292-2297.

References

[1]. Pope, K.; Swenberg, C. E. Electronic processes in organic crystals and polymers. 2nd ed. New York: Oxford University Press, 1999
[2]. Silinsh, E. A.; Capek, V. Organic molecular crystals: interaction, localtion, and transport phenomena. New York: AIP Press, 1994
[3]. Gershenson, M. E.; Podzorov, V.; Morpurgo, A. F. Rev. Mod. Phys., 2006, 78: 973
[4]. Coropceanu, V.; Cornil, J.; da Silva Filho, D. A.; Olivier, V.; Silbey, R.; Bredas, J. L. Chem. Rev., 2007, 107: 926
[5]. Shirota, Y.; Kageyama, H. Chem. Rev., 2007, 107: 953
[6]. Klauk, K.; Halik, M.; Zschieschang, U.; Schmid, G.; Radlik, W. J. Appl. Phys., 2002, 92: 5259
[7]. Meng, H.; Sun, F. P.; Goldfinger, M. B.; Jaycox, G. D.; Li, Z. G.; Marshall, W. J.; Blackman, G. S. J. Am. Chem. Soc., 2005, 127: 2406
[8]. Meng, H.; Sun, F. P.; Goldfinger, M. B.; Gao, F.; Londono, D. J.; Marshal, W. J.; Blackman, G. S.; Dobbs, K. D.; Keys, D. E. J. Am. Chem. Soc., 2006, 128: 9304
[9]. Deng, W. Q.; Goddard III, W. A. J. Phys. Chem. B, 2004, 108: 8614
[10]. Kukhta, A. V.; Kukhta, I. N.; Kukhta, N. A.; Neyra, O. L.; Meza, E. J. Phys. B-At. Mol. Opt. Phys., 2008, 41: 205701
[11]. Yang, X. D.; Wang, L. J.; Wang, C. L.; Long, W.; Shuai, Z. G. Chem. Mater., 2008, 20: 3205
[12]. Wang, C. L.; Wang, F. H.; Yang, X. D.; Li, Q. K.; Shuai, Z. G. Organic Electrons, 2008, 9: 635
[13]. Marcus, R. A. Rev. Mod. Phys., 1993, 65: 599
[14]. Marcus, R. A. J. Chem. Phys., 1965, 43: 679
[15]. Newton, M. D.; Sutin, N. Annu. Rev. Phys. Chem., 1984, 35: 437
[16]. Siders, P.; Marcus, R. A. J. Am. Chem. Soc., 1981, 103: 748
[17]. Brunschwig, B. S.; Logan, J.; Newton, M. D.; Sutin, N. J. Am. Chem. Soc., 1980, 102: 5798
[18]. Vilfan, I. Physica Status Solidi B-Basic Research, 1973, 59: 351
[19]. Norton, J. E.; Bredas, J. L. J. Am. Chem. Soc., 2008, 130: 12377
[20]. Hutchison, G. R.; Ratner, M. A.; Marks, T. J. J. Am. Chem. Soc., 2005, 127: 16866
[21]. Lin, B. C.; Cheng, C. P.; You, Z. Q.; Hsu, C. P. J. Am. Chem. Soc., 2005, 127: 66
[22]. Cornil, J.; Beljonne, D.; Calbert, J. P.; Brédas, J. L. Adv. Mater., 2001, 13: 1053
[23]. Yang, X. D.; Li, Q.; Shuai, Z. G. Nanotechnology, 2007, 18: 424029
[24]. Troisi, A.; Orlandi, G. Chem. Phys. Lett., 2001, 344: 509
[25]. Yin, S. W.; Yi, Y. P.; Li, Q. X.; Yu, G.; Liu, Y. Q.; Shuai, Z. G. J. Phys. Chem. A, 2006, 110: 7138
[26]. Gao, H. Z.; Qin, C. S.; Zhang, H. Y.; Wu, S. Y.; Su, Z. M.; Wang, Y. J. Phys. Chem. A, 2008, 112: 9097
[27]. Liang, C.; Newton, M. D. J. Phys. Chem., 1992, 97: 3199
[28]. Dogonzdze, R. R.; Kuznetsov, A. M.; Vorotyntsev, M. A. Physica Status Solidi B-Basic Research, 1972, 54: 425
[29]. Newton, M. D. Chem. Rev., 1991, 91: 767
[30]. Larsson, S. J. Am. Chem. Soc., 1981, 103: 4034
[31]. L?觟wdin, P. O. J. Mol. Spectrosc., 1963, 10: 12
[32]. Siddarth, P.; Marcus, R. A. J. Phys. Chem., 1990, 94: 2985
[33]. Hush, N. S. Electrochim. Acta, 1968, 13: 1005
[34]. Creutz, C.; Newton, M. D. J. Photoch. Photobio. A, 1994, 82: 47
[35]. Cave, R. J.; Newton, M. D. J. Chem. Phys., 1997, 106: 9213
[36]. Cave, R. J.; Newton, M. D. Chem. Phys. Lett., 1996, 249: 15
[37]. Kryachko, E. S. J. Phys. Chem. A, 1999, 103: 4368
[38]. Hohenberg, P.; Kohn, W. Phys. Rev., 1964, 136: B864
[39]. Kohn, W.; Sham, L. J. Phys. Rev., 1965, 140: A1133
[40]. Becke, A. D. J. Chem. Phys., 1993, 98: 5648
[41]. Lee, C.; Yang, W. T.; Parr, R. G. Phys. Rev. B, 1988, 37: 785
[42]. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; et al. Gaussian 09. Revision A.02. Wallingford, CT: Gaussian Inc., 2009
[43]. Liao, Y.; Su, Z. M.; Chen, Y. G.; Kan, Y. H.; Duan, H. X.; Qiu, Y. Q.; Wang, R. S. Chem. J. Chin. Univ., 2003, 24:477. [廖奕, 苏忠民, 陈亚光, 阚玉和, 段红霞, 仇永清, 王荣顺. 高等学校化学学报, 2003, 24: 477]
[44]. Shuai, Z. G.; Shao, J. S. Theretical chemistry: principles and applications. Beijing: Science Press,2008. [帅志刚, 邵久书. 理论化学: 原理和应用. 北京: 科学出版社, 2008]
[45]. Silinsh, E. A.; Capek, V. Organic molecular crystal: interaction, localization and transport phenomena. New York: AIP Press, 1994: 332-333
[46]. Stefan, T. B.; Marta, M. T.; Peter, H.; Concepcioó, R. J. Am. Chem. Soc., 2004, 126: 6544
[47]. Brock, C. P.; Dunitz, J. D. Acta Crystallogr. Sect. B-Struct. Sci., 1990, 46: 795

Charge Transport Properties of Anthracene Derivatives

PDF

Like

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Metrics

Comments

Recommended 0

[1]	Xingang Fei, Haiyan Tan, Bei Cheng, Bicheng Zhu, Liuyang Zhang. 2D/2D Black Phosphorus/g-C₃N₄ S-Scheme Heterojunction Photocatalysts for CO₂ Reduction Investigated using DFT Calculations [J]. Acta Phys. -Chim. Sin., 2021, 37(6): 2010027-0.
[2]	Yunfei Wang, Jianhua Liu, Mei Yu, Jinyan Zhong, Qisen Zhou, Junming Qiu, Xiaoliang Zhang. SnO₂ Surface Halogenation to Improve Photovoltaic Performance of Perovskite Solar Cells [J]. Acta Phys. -Chim. Sin., 2021, 37(3): 2006030-0.
[3]	Xuezhu Xiao, Xiaofang Cao, Dongbo Zhao, Chunying Rong, Shubin Liu. Quantification of Molecular Basicity for Amines: a Combined Conceptual Density Functional Theory and Information-Theoretic Approach Study [J]. Acta Physico-Chimica Sinica, 2020, 36(11): 1906034-0.
[4]	Zhichao Huang,Yazhong Dai,Xiaojie Wen,Dan Liu,Yuxuan Lin,Zhen Xu,Jian Pei,Kai Wu. Conformational Switching of Verdazyl Radicals on Au(111) [J]. Acta Physico-Chimica Sinica, 2020, 36(1): 1907043-0.
[5]	Congwei Tan, Mengshi Yu, Shipu Xu, Jinxiong Wu, Shulin Chen, Yan Zhao, Cong Liu, Yichi Zhang, Teng Tu, Tianran Li, Peng Gao, Hailin Peng. Vapor-Liquid-Solid Growth of Bi₂O₂Se Nanoribbons for High-Performance Transistors [J]. Acta Physico-Chimica Sinica, 2020, 36(1): 1908038-0.
[6]	Dan WANG,Xunlei DING,Henglu LIAO,Jiayu DAI. Methane Activation on (Au/Ag)₁-Doped Vanadium Oxide Clusters [J]. Acta Physico-Chimica Sinica, 2019, 35(9): 1005-1013.
[7]	Qiang CHEN,Li-Xue JIANG,Hai-Fang LI,Jiao-Jiao CHEN,Yan-Xia ZHAO,Sheng-Gui HE. Thermal Activation of Methane by Diatomic Vanadium Boride Cations [J]. Acta Physico-Chimica Sinica, 2019, 35(9): 1014-1020.
[8]	Mengru HAN,Yanan ZHOU,Xuan ZHOU,Wei CHU. Tunable Reactivity of MNi₁₂ (M = Fe, Co, Cu, Zn) Nanoparticles Supported on Graphitic Carbon Nitride in Methanation [J]. Acta Physico-Chimica Sinica, 2019, 35(8): 850-857.
[9]	Peikai YU, Anni FENG, Shiqiang ZHAO, Junying WEI, Yang YANG, Jia SHI, Wenjing HONG. Recent Progress of Break Junction Technique in Single-Molecule Reaction Chemistry [J]. Acta Physico-Chimica Sinica, 2019, 35(8): 829-839.
[10]	Yue ZHAO,Jiatong CUI,Jichuang HU,Jiabi MA. Reactivities of VO_1–4⁺ Toward n-C_mH_2m+2 (m = 3, 5, 7) as Functions of Oxygen Content and Carbon Chain Length [J]. Acta Phys. -Chim. Sin., 2019, 35(5): 531-538.
[11]	Jinyang XI,Yuma NAKAMURA,Tianqi ZHAO,Dong WANG,Zhigang SHUAI. Theoretical Studies on the Deformation Potential, Electron-Phonon Coupling, and Carrier Transports of Layered Systems [J]. Acta Phys. -Chim. Sin., 2018, 34(9): 961-976.
[12]	Martínez GONZÁLEZ Marco,Carlos CÁRDENAS,Juan I. RODRÍGUEZ,Shubin LIU,Farnaz HEIDAR-ZADEH,Ramón Alain MIRANDA-QUINTANA,Paul W. AYERS. Quantitative Electrophilicity Measures [J]. Acta Phys. -Chim. Sin., 2018, 34(6): 662-674.
[13]	Paul W. AYERS,Mel LEVY. Levy Constrained Search in Fock Space: An Alternative Approach to Noninteger Electron Number [J]. Acta Phys. -Chim. Sin., 2018, 34(6): 625-630.
[14]	Tian LU,Qinxue CHEN. Revealing Molecular Electronic Structure via Analysis of Valence Electron Density [J]. Acta Phys. -Chim. Sin., 2018, 34(5): 503-513.
[15]	Farnaz HEIDAR-ZADEH,Paul W. AYERS. Generalized Hirshfeld Partitioning with Oriented and Promoted Proatoms [J]. Acta Phys. -Chim. Sin., 2018, 34(5): 514-518.