Citation: DUAN Gui-Hua, GAO Hong-Ze, WANG Li-Juan, ZHANG Hou-Yu, MA Yu-Guang. Charge Transport Properties of Anthracene Derivatives[J]. Acta Physico-Chimica Sinica, ;2010, 26(08): 2292-2297. doi: 10.3866/PKU.WHXB20100813 shu

Charge Transport Properties of Anthracene Derivatives

1.
1. State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012, P. R. China;
2. Fundamental Department, Chinese People's Armed Police Force Academy, Langfang 065000, Hebei Province, P. R. China

Received Date: 22 February 2010
Available Online: 11 June 2010
Fund Project: 国家自然科学基金(20603013) (20603013)国家重点基础研究发展规划项目(973) (2009CB623605)资助 (973) (2009CB623605)

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 od 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
- Density functional theory,
- Anthracene derivative,
- Mobility,
- Charge transport,
- Molecular reorganization energy
1. [1]
  
  [1]. Pope, K.; Swenberg, C. E. Electronic processes in organic crystals and polymers. 2nd ed. New York: Oxford University Press, 1999
2. [2]
  [2]. Silinsh, E. A.; Capek, V. Organic molecular crystals: interaction, localtion, and transport phenomena. New York: AIP Press, 1994
3. [3]
  [3]. Gershenson, M. E.; Podzorov, V.; Morpur , A. F. Rev. Mod. Phys., 2006, 78: 973
4. [4]
  [4]. Coropceanu, V.; Cornil, J.; da Silva Filho, D. A.; Olivier, V.; Silbey, R.; Bredas, J. L. Chem. Rev., 2007, 107: 926
5. [5]
  [5]. Shirota, Y.; Kageyama, H. Chem. Rev., 2007, 107: 953
6. [6]
  [6]. Klauk, K.; Halik, M.; Zschieschang, U.; Schmid, G.; Radlik, W. J. Appl. Phys., 2002, 92: 5259
7. [7]
  [7]. Meng, H.; Sun, F. P.; ldfinger, M. B.; Jaycox, G. D.; Li, Z. G.; Marshall, W. J.; Blackman, G. S. J. Am. Chem. Soc., 2005, 127: 2406
8. [8]
  [8]. Meng, H.; Sun, F. P.; ldfinger, 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. [9]
  [9]. Deng, W. Q.; ddard III, W. A. J. Phys. Chem. B, 2004, 108: 8614
10. [10]
  [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. [11]
  [11]. Yang, X. D.; Wang, L. J.; Wang, C. L.; Long, W.; Shuai, Z. G. Chem. Mater., 2008, 20: 3205
12. [12]
  [12]. Wang, C. L.; Wang, F. H.; Yang, X. D.; Li, Q. K.; Shuai, Z. G. Organic Electrons, 2008, 9: 635
13. [13]
  [13]. Marcus, R. A. Rev. Mod. Phys., 1993, 65: 599
14. [14]
  [14]. Marcus, R. A. J. Chem. Phys., 1965, 43: 679
15. [15]
  [15]. Newton, M. D.; Sutin, N. Annu. Rev. Phys. Chem., 1984, 35: 437
16. [16]
  [16]. Siders, P.; Marcus, R. A. J. Am. Chem. Soc., 1981, 103: 748
17. [17]
  [17]. Brunschwig, B. S.; Logan, J.; Newton, M. D.; Sutin, N. J. Am. Chem. Soc., 1980, 102: 5798
18. [18]
  [18]. Vilfan, I. Physica Status Solidi B-Basic Research, 1973, 59: 351
19. [19]
  [19]. Norton, J. E.; Bredas, J. L. J. Am. Chem. Soc., 2008, 130: 12377
20. [20]
  [20]. Hutchison, G. R.; Ratner, M. A.; Marks, T. J. J. Am. Chem. Soc., 2005, 127: 16866
21. [21]
  [21]. Lin, B. C.; Cheng, C. P.; You, Z. Q.; Hsu, C. P. J. Am. Chem. Soc., 2005, 127: 66
22. [22]
  [22]. Cornil, J.; Beljonne, D.; Calbert, J. P.; Brédas, J. L. Adv. Mater., 2001, 13: 1053
23. [23]
  [23]. Yang, X. D.; Li, Q.; Shuai, Z. G. Nanotechnology, 2007, 18: 424029
24. [24]
  [24]. Troisi, A.; Orlandi, G. Chem. Phys. Lett., 2001, 344: 509
25. [25]
  [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. [26]
  [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. [27]
  [27]. Liang, C.; Newton, M. D. J. Phys. Chem., 1992, 97: 3199
28. [28]
  [28]. Do nzdze, R. R.; Kuznetsov, A. M.; Vorotyntsev, M. A. Physica Status Solidi B-Basic Research, 1972, 54: 425
29. [29]
  [29]. Newton, M. D. Chem. Rev., 1991, 91: 767
30. [30]
  [30]. Larsson, S. J. Am. Chem. Soc., 1981, 103: 4034
31. [31]
  [31]. L?觟wdin, P. O. J. Mol. Spectrosc., 1963, 10: 12
32. [32]
  [32]. Siddarth, P.; Marcus, R. A. J. Phys. Chem., 1990, 94: 2985
33. [33]
  [33]. Hush, N. S. Electrochim. Acta, 1968, 13: 1005
34. [34]
  [34]. Creutz, C.; Newton, M. D. J. Photoch. Photobio. A, 1994, 82: 47
35. [35]
  [35]. Cave, R. J.; Newton, M. D. J. Chem. Phys., 1997, 106: 9213
36. [36]
  [36]. Cave, R. J.; Newton, M. D. Chem. Phys. Lett., 1996, 249: 15
37. [37]
  [37]. Kryachko, E. S. J. Phys. Chem. A, 1999, 103: 4368
38. [38]
  [38]. Hohenberg, P.; Kohn, W. Phys. Rev., 1964, 136: B864
39. [39]
  [39]. Kohn, W.; Sham, L. J. Phys. Rev., 1965, 140: A1133
40. [40]
  [40]. Becke, A. D. J. Chem. Phys., 1993, 98: 5648
41. [41]
  [41]. Lee, C.; Yang, W. T.; Parr, R. G. Phys. Rev. B, 1988, 37: 785
42. [42]
  [42]. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; et al. Gaussian 09. Revision A.02. Wallingford, CT: Gaussian Inc., 2009
43. [43]
  [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. [44]
  [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. [45]
  [45]. Silinsh, E. A.; Capek, V. Organic molecular crystal: interaction, localization and transport phenomena. New York: AIP Press, 1994: 332-333
46. [46]
  [46]. Stefan, T. B.; Marta, M. T.; Peter, H.; Concepcioó, R. J. Am. Chem. Soc., 2004, 126: 6544
47. [47]
  [47]. Brock, C. P.; Dunitz, J. D. Acta Crystallogr. Sect. B-Struct. Sci., 1990, 46: 795
1. [1]
  Hao XU , Ruopeng LI , Peixia YANG , Anmin LIU , Jie BAI . Regulation mechanism of halogen axial coordination atoms on the oxygen reduction activity of Fe-N₄ site: A density functional theory study. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 695-701. doi: 10.11862/CJIC.20240302
2. [2]
  Meifeng Zhu , Jin Cheng , Kai Huang , Cheng Lian , Shouhong Xu , Honglai Liu . Classical Density Functional Theory for Understanding Electrochemical Interface. University Chemistry, 2025, 40(3): 148-152. doi: 10.12461/PKU.DXHX202405166
3. [3]
  Kaifu Zhang , Shan Gao , Bin Yang . Application of Theoretical Calculation with Fun Practice in Raman Spectroscopy Experimental Teaching. University Chemistry, 2025, 40(3): 62-67. doi: 10.12461/PKU.DXHX202404045
4. [4]
  Jie ZHAO , Sen LIU , Qikang YIN , Xiaoqing LU , Zhaojie WANG . Theoretical calculation of selective adsorption and separation of CO₂ by alkali metal modified naphthalene/naphthalenediyne. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 515-522. doi: 10.11862/CJIC.20230385
5. [5]
  Jie ZHAO , Huili ZHANG , Xiaoqing LU , Zhaojie WANG . Theoretical calculations of CO₂ capture and separation by functional groups modified 2D covalent organic framework. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 275-283. doi: 10.11862/CJIC.20240213
6. [6]
  Yikai Wang , Xiaolin Jiang , Haoming Song , Nan Wei , Yifan Wang , Xinjun Xu , Cuihong Li , Hao Lu , Yahui Liu , Zhishan Bo . 氰基修饰的苝二酰亚胺衍生物作为膜厚不敏感型阴极界面材料用于高效有机太阳能电池. Acta Physico-Chimica Sinica, 2025, 41(3): 2406007-. doi: 10.3866/PKU.WHXB202406007
7. [7]
  Yuejiao An , Wenxuan Liu , Yanfeng Zhang , Jianjun Zhang , Zhansheng Lu . Revealing Photoinduced Charge Transfer Mechanism of SnO₂/BiOBr S-Scheme Heterostructure for CO₂ Photoreduction. Acta Physico-Chimica Sinica, 2024, 40(12): 2407021-. doi: 10.3866/PKU.WHXB202407021
8. [8]
  Maitri Bhattacharjee , Rekha Boruah Smriti , R. N. Dutta Purkayastha , Waldemar Maniukiewicz , Shubhamoy Chowdhury , Debasish Maiti , Tamanna Akhtar . Synthesis, structural characterization, bio-activity, and density functional theory calculation on Cu(Ⅱ) complexes with hydrazone-based Schiff base ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1409-1422. doi: 10.11862/CJIC.20240007
9. [9]
  Xiaochen Zhang , Fei Yu , Jie Ma . 多角度数理模拟在电容去离子中的前沿应用. Acta Physico-Chimica Sinica, 2024, 40(11): 2311026-. doi: 10.3866/PKU.WHXB202311026
10. [10]
  Weina Wang , Lixia Feng , Fengyi Liu , Wenliang Wang . Computational Chemistry Experiments in Facilitating the Study of Organic Reaction Mechanism: A Case Study of Electrophilic Addition of HCl to Asymmetric Alkenes. University Chemistry, 2025, 40(3): 206-214. doi: 10.12461/PKU.DXHX202407022
11. [11]
  Jianfeng Yan , Yating Xiao , Xin Zuo , Caixia Lin , Yaofeng Yuan . Comprehensive Chemistry Experimental Design of Ferrocenylphenyl Derivatives. University Chemistry, 2024, 39(4): 329-337. doi: 10.3866/PKU.DXHX202310005
12. [12]
  Jingwen Wang , Minghao Wu , Xing Zuo , Yaofeng Yuan , Yahao Wang , Xiaoshun Zhou , Jianfeng Yan . Advances in the Application of Electrochemical Regulation in Investigating the Electron Transport Properties of Single-Molecule Junctions. University Chemistry, 2025, 40(3): 291-301. doi: 10.12461/PKU.DXHX202406023
13. [13]
  Ping Ye , Lingshuang Qin , Mengyao He , Fangfang Wu , Zengye Chen , Mingxing Liang , Libo Deng . 荷叶衍生多孔碳的零电荷电位调节实现废水中电化学捕集镉离子. Acta Physico-Chimica Sinica, 2025, 41(3): 2311032-. doi: 10.3866/PKU.WHXB202311032
14. [14]
  Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
15. [15]
  Qiqi Li , Su Zhang , Yuting Jiang , Linna Zhu , Nannan Guo , Jing Zhang , Yutong Li , Tong Wei , Zhuangjun Fan . 前驱体机械压实制备高密度活性炭及其致密电容储能性能. Acta Physico-Chimica Sinica, 2025, 41(3): 2406009-. doi: 10.3866/PKU.WHXB202406009
16. [16]
  Shanghua Li , Malin Li , Xiwen Chi , Xin Yin , Zhaodi Luo , Jihong Yu . 基于高离子迁移动力学的取向ZnQ分子筛保护层实现高稳定水系锌金属负极的构筑. Acta Physico-Chimica Sinica, 2025, 41(1): 2309003-. doi: 10.3866/PKU.WHXB202309003
17. [17]
  Jia Yao , Xiaogang Peng . Theory of Macroscopic Molecular Systems: Theoretical Framework of the Physical Chemistry Course in the Chemistry “101 Plan”. University Chemistry, 2024, 39(10): 27-37. doi: 10.12461/PKU.DXHX202408117
18. [18]
  Ying Zhang , Fang Ge , Zhimin Luo . AI-Driven Biochemical Teaching Research: Predicting the Functional Effects of Gene Mutations. University Chemistry, 2025, 40(3): 277-284. doi: 10.12461/PKU.DXHX202412104
19. [19]
  Zhibei Qu , Changxin Wang , Lei Li , Jiaze Li , Jun Zhang . Organoid-on-a-Chip for Drug Screening and the Inherent Biochemistry Principles. University Chemistry, 2024, 39(7): 278-286. doi: 10.3866/PKU.DXHX202311039
20. [20]
  Yongming Zhu , Huili Hu , Yuanchun Yu , Xudong Li , Peng Gao . Construction and Practice on New Form Stereoscopic Textbook of Electrochemistry for Energy Storage Science and Engineering: Taking Basic Course of Electrochemistry as an Example. University Chemistry, 2024, 39(8): 44-47. doi: 10.3866/PKU.DXHX202312086

Get Citation

PDF

XML

Metrics

PDF Downloads(1372)
Abstract views(3617)
HTML views(23)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142