Citation: Tie-Chao Jiang, Zhong-Yu Wang, Bei-Bei Du, Shan-Shan Zhao. Theoretical characterization of hole mobility in BTBPD[J]. Chinese Chemical Letters, ;2013, 24(10): 945-948. shu

Theoretical characterization of hole mobility in BTBPD

1.
a China-Japan Union Hospital of Jilin University, Jilin University, Changchun 130033, China;
2.
b State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130024, China

Corresponding author: Tie-Chao Jiang,
Received Date: 30 March 2013
Available Online: 28 May 2013
Fund Project: the Project of Science and Technology of Jilin Province (No. 201115094). (No. 09C26212203285)

(E)-5,5'-Bis(5-(benzo[b]thiophen-2-yl)thiophen-2-yl)-1,1'-bis(2-ethylhexyl)-[3,3'-bipyrrolylidene]-2,2'(1H,1'H)-dione (BTBPD) has been reported by Zhang and co-workers. To further understand the charge-transporting nature of BTBPD, the density-functional theory (DFT) and the Marcus charge transfer theory were performed. The character of the frontiermolecular orbitals, reorganization energies and transfer integrals in different directions were considered in details. The results revealed that the BTBPD has high hole transport efficiency (μ = 0.29 cm² V^-1 s^-1). The intermolecular π-π interaction and S…S interaction provide the holes transport channels.
- BTBPD,
- DFT,
- Marcus charge transport theory
1. [1]
  [1] M. Bendikov, F. Wudl, D.F. Perepichka, Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: the brick and mortar of organic electronics, Chem. Rev. 104 (2004) 4891-4946.
2. [2]
  [2] J.E. Anthony, Functionalized acenes and heteroacenes for organic electronics, Chem. Rev. 106 (2006) 5028-5048.
3. [3]
  [3] V. Coropceanu, J. Cornil, D.A. da Silva Filho, et al., Charge transport in organic semiconductors, Chem. Rev. 107 (2007) 926-952.
4. [4]
  [4] S. Loser, C.J. Bruns, H. Miyauchi, et al., A naphthodithiophene-diketopyrrolopyrrole donor molecule for efficient solution-processed solar cells, J. Am. Chem. Soc. 133 (2011) 8142-8145.
5. [5]
  [5] O.P. Lee, A.T. Yiu, P.M. Beaujuge, et al., Efficient small molecule bulk heterojunction solar cells with high fill factors via pyrene-directed molecular self-assembly, Adv. Mater. 23 (2011) 5359-5363.
6. [6]
  [6] J.D. Yuen, J. Fan, J. Seifter, et al., High performance weak donor-acceptor polymers in thin film transistors: effect of the acceptor on electronic properties, ambipolar conductivity, mobility, and thermal stability, J, Am. Chem. Soc. 133 (2011) 20799-20807.
7. [7]
  [7] Z.X. Cai, Y.L. Guo, S.F. Yang, et al., New donor-acceptor-donor molecules with pechmann dye as the core moiety for solution-processed good-performance organic field-effect transistors, Chem. Mater. 25 (2013) 471-478.
8. [8]
  [8] X.D. Tang, Y. Liao, H.Z. Gao, Y. Geng, Z.M. Su, Theoretical study of the bridging effect on the charge carrier transport properties of cyclooctatetrathiophene and its derivatives, J. Mater. Chem. 22 (2012) 6907-6918.
9. [9]
  [9] Y. Geng, H.B. Li, S.X. Wu, Z.M. Su, The interplay of intermolecular interactions, packing motifs and electron transport properties in perylene diimide related materials: a theoretical perspective, J. Mater. Chem. 22 (2012) 20840-20851.
10. [10]
  [10] S.T. Bromley, M. Mas-Torrent, P. Hadley, C. Rovira, Importance of intermolecular interactions in assessing hopping mobilities in organic field effect transistors: pentacene versus dithiophene-tetrathiafulvalene, J. Am. Chem. Soc. 126 (2004) 6544-6545.
11. [11]
  [11] E.G. Kim, V. Coropceanu, N.E. Gruhn, et al., Charge transport parameters of the pentathienoacene crystal, J. Am. Chem. Soc. 129 (2007) 13072-13081.
12. [12]
  [12] R.A. Marcus, Electron transfer reactions in chemistry. Theory and experiment, Rev. Mod. Phys. 65 (1993) 599-610.
13. [13]
  [13] H.Z. Gao, Theoretical characterization of hole mobility in N,N'-diphenyl-N,N'-bis (3-methylphenyl)-(1,1'-biphenyl)-4,4'-diamine, J. Mol. Struct. Theochem. 962 (2010) 80-84.
1. [1]
  Zhengyu Zhou , Huiqin Yao , Youlin Wu , Teng Li , Noritatsu Tsubaki , Zhiliang Jin . Synergistic Effect of Cu-Graphdiyne/Transition Bimetallic Tungstate Formed S-Scheme Heterojunction for Enhanced Photocatalytic Hydrogen Evolution. Acta Physico-Chimica Sinica, 2024, 40(10): 2312010-. doi: 10.3866/PKU.WHXB202312010
2. [2]
  Tsegaye Tadesse Tsega , Jiantao Zai , Chin Wei Lai , Xin-Hao Li , Xuefeng Qian . Earth-abundant CuFeS2 nanocrystals@graphite felt electrode for high performance aqueous polysulfide/iodide redox flow batteries. Chinese Journal of Structural Chemistry, 2024, 43(1): 100192-100192. doi: 10.1016/j.cjsc.2023.100192
3. [3]
  Chunyan Yang , Qiuyu Rong , Fengyin Shi , Menghan Cao , Guie Li , Yanjun Xin , Wen Zhang , Guangshan Zhang . Rationally designed S-scheme heterojunction of BiOCl/g-C₃N₄ for photodegradation of sulfamerazine: Mechanism insights, degradation pathways and DFT calculation. Chinese Chemical Letters, 2024, 35(12): 109767-. doi: 10.1016/j.cclet.2024.109767
4. [4]
  Run-Han Li , Tian-Yi Dang , Wei Guan , Jiang Liu , Ya-Qian Lan , Zhong-Min Su . Evolution exploration and structure prediction of Keggin-type group IVB metal-oxo clusters. Chinese Chemical Letters, 2024, 35(5): 108805-. doi: 10.1016/j.cclet.2023.108805
5. [5]
  Chaozheng He , Jia Wang , Ling Fu , Wei Wei . Nitric oxide assists nitrogen reduction reaction on 2D MBene: A theoretical study. Chinese Chemical Letters, 2024, 35(5): 109037-. doi: 10.1016/j.cclet.2023.109037
6. [6]
  Ting-Ting Huang , Jin-Fa Chen , Juan Liu , Tai-Bao Wei , Hong Yao , Bingbing Shi , Qi Lin . A novel fused bi-macrocyclic host for sensitive detection of Cr₂O₇²⁻ based on enrichment effect. Chinese Chemical Letters, 2024, 35(7): 109281-. doi: 10.1016/j.cclet.2023.109281
7. [7]
  Sanmei Wang , Yong Zhou , Hengxin Fang , Chunyang Nie , Chang Q Sun , Biao Wang . Constant-potential simulation of electrocatalytic N₂ reduction over atomic metal-N-graphene catalysts. Chinese Chemical Letters, 2025, 36(3): 110476-. doi: 10.1016/j.cclet.2024.110476
8. [8]
  Sanmei Wang , Dengxin Yan , Wenhua Zhang , Liangbing Wang . Graphene-supported isolated platinum atoms and platinum dimers for CO₂ hydrogenation: Catalytic activity and selectivity variations. Chinese Chemical Letters, 2025, 36(4): 110611-. doi: 10.1016/j.cclet.2024.110611
9. [9]
  Chen Chen , Jinzhou Zheng , Chaoqin Chu , Qinkun Xiao , Chaozheng He , Xi Fu . An effective method for generating crystal structures based on the variational autoencoder and the diffusion model. Chinese Chemical Letters, 2025, 36(4): 109739-. doi: 10.1016/j.cclet.2024.109739
10. [10]
  Dan-Ying Xing , Xiao-Dan Zhao , Chuan-Shu He , Bo Lai . Kinetic study and DFT calculation on the tetracycline abatement by peracetic acid. Chinese Chemical Letters, 2024, 35(9): 109436-. doi: 10.1016/j.cclet.2023.109436
11. [11]
  Xin-Tong Zhao , Jin-Zhi Guo , Wen-Liang Li , Jing-Ping Zhang , Xing-Long Wu . Two-dimensional conjugated coordination polymer monolayer as anode material for lithium-ion batteries: A DFT study. Chinese Chemical Letters, 2024, 35(6): 108715-. doi: 10.1016/j.cclet.2023.108715
12. [12]
  Tao Ban , Xi-Yang Yu , Hai-Kuo Tian , Zheng-Qing Huang , Chun-Ran Chang . One-step conversion of methane and formaldehyde to ethanol over SA-FLP dual-active-site catalysts: A DFT study. Chinese Chemical Letters, 2024, 35(4): 108549-. doi: 10.1016/j.cclet.2023.108549
13. [13]
  Yiwen Xu , Chaozheng He , Chenxu Zhao , Ling Fu . Single-atom Ti doping on S-vacancy two-dimensional CrS₂ as a catalyst for ammonia synthesis: A DFT study. Chinese Chemical Letters, 2025, 36(4): 109797-. doi: 10.1016/j.cclet.2024.109797
14. [14]
  Kai Han , Guohui Dong , Ishaaq Saeed , Tingting Dong , Chenyang Xiao . Boosting bulk charge transport of CuWO4 photoanodes via Cs doping for solar water oxidation. Chinese Journal of Structural Chemistry, 2024, 43(2): 100207-100207. doi: 10.1016/j.cjsc.2023.100207
15. [15]
  Boyuan Hu , Jian Zhang , Yulin Yang , Yayu Dong , Jiaqi Wang , Wei Wang , Kaifeng Lin , Debin Xia . Dual-functional POM@IL complex modulate hole transport layer properties and interfacial charge dynamics for highly efficient and stable perovskite solar cells. Chinese Chemical Letters, 2024, 35(7): 108933-. doi: 10.1016/j.cclet.2023.108933
16. [16]
  Xu Huang , Kai-Yin Wu , Chao Su , Lei Yang , Bei-Bei Xiao . Metal-organic framework Cu-BTC for overall water splitting: A density functional theory study. Chinese Chemical Letters, 2025, 36(4): 109720-. doi: 10.1016/j.cclet.2024.109720
17. [17]
  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
18. [18]
  Shengdong Sun , Cheng Wang , Shikuo Li . Interfacial channel design on the charge migration for photoelectrochemical applications. Chinese Journal of Structural Chemistry, 2024, 43(12): 100398-100398. doi: 10.1016/j.cjsc.2024.100398
19. [19]
  Yinglan Yu , Sajid Hussain , Jianping Qi , Lei Luo , Xuemei Zhang . Mechanisms and applications: Cargos transport to basolateral membranes in polarized epithelial cells. Chinese Chemical Letters, 2024, 35(12): 109673-. doi: 10.1016/j.cclet.2024.109673
20. [20]
  Jia-hui Li , Jinkai Qiu , Cheng Lian . Lithium-ion rapid transport mechanism and channel design in solid electrolytes. Chinese Journal of Structural Chemistry, 2025, 44(1): 100381-100381. doi: 10.1016/j.cjsc.2024.100381

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(946)
HTML views(44)

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