Citation: Lianlian Ji, Xianpeng Wang, Yingying Zhang, Xueli Shen, Di Xue, Lu Wang, Zi Wang, Wenchong Wang, Lizhen Huang, Lifeng Chi. In situ and Ex situ Investigation of the Organic-Organic Interface Effect[J]. Acta Physico-Chimica Sinica, ;2024, 40(1): 230400. doi: 10.3866/PKU.WHXB202304002 shu

In situ and Ex situ Investigation of the Organic-Organic Interface Effect

Lianlian Ji ^{1, †} ,
Xianpeng Wang ^{4, †} ,
Yingying Zhang ¹ ,
Xueli Shen ¹ ,
Di Xue ¹ ,
Lu Wang ¹ ,
Zi Wang ^2,, ,
Wenchong Wang ^3,, ,
Lizhen Huang ^1,, ,
Lifeng Chi ^{1, 4,,}

1.
Institute of Functional Nano & Soft Materials (FUNSOM), Jiangsu Key Laboratory for Carbon-Based Functional Materials & Devices, Soochow University, Suzhou 215123, Jiangsu Province, China
2.
Gusu Laboratory of Materials, Suzhou 215123, Jiangsu Province, China
3.
Physikalisches Institut and Center for Nanotechnology (CeNTech), Westfälische Wilhelms-Universität Münster, Münster 48149, Germany
4.
Macao Institute of Materials Science and Engineering (MIMSE), MUST-SUDA Joint Research Center for Advanced Functional Materials, Macau University of Science and Technology, Taipa 999078, Macao, China

Corresponding author: Zi Wang, wangz2020@gusulab.ac.cn Wenchong Wang, wangw@uni-muenster.de Lizhen Huang, lzhuang@suda.edu.cn Lifeng Chi, chilf@suda.edu.cn

^†

Received Date: 3 April 2023
Revised Date: 5 May 2023
Accepted Date: 9 May 2023
Available Online: 15 May 2023
Fund Project: the National Natural Science Foundation of China 22222205the National Natural Science Foundation of China 52173176the National Natural Science Foundation of China 51773143the National Natural Science Foundation of China 51821002the Suzhou Key Laboratory of Surface and Interface Intelligent Matter SZS20220110

Organic-organic heterostructures have been widely applied in various organic electronic devices, including organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and organic solar cells. A thorough understanding of the interface effect in these heterostructures is of crucial importance for device design and optimization. However, owing to the diverse chemical properties and weak van der Waals interactions of organic semiconductors, interface charge transport is critically related to the organic-organic electronic structure and environmental atmosphere. Therefore, an in situ real-time investigation of the electrical properties in vacuum could efficiently avoid atmospheric influence and aid determination of the instinct interactions at the organic-organic interface. Herein, we report in situ real-time electrical property monitoring of the pentacene/vanadyl phthalocyanine (VOPc) heterostructure with top layer pentacene growth. The hole mobility of the heterostructure transistors decreases from 0.4 cm²∙V⁻¹∙s⁻¹ to approximately 0.2 cm²∙V⁻¹∙s⁻¹, while the electron mobility increases rapidly from 0.01 cm²∙V⁻¹∙s⁻¹ to approximately 0.9 cm²∙V⁻¹∙s⁻¹ as the pentacene thickness increases. This enhanced electron transport is attributed to the interface electron transfer from pentacene to VOPc, leading to filling of trap states in the VOPc layer and an improvement in the charge mobility and n-channel current. In contrast, the ex situ processing results indicate that atmospheric exposure will significantly suppress this charge transfer effect, resulting to a negligible improvement in the electron transport. The film morphology, Kelvin probe force microscopy, and X-ray photoelectron spectroscopy characterizations suggest electron transfer occurs from pentacene to VOPc. Additionally, density functional theory (DFT) calculations confirm that the interaction between pentacene and VOPc is strong and the pentacene molecule tends to transfer electrons to VOPc with a calculated charge transfer value of approximately 0.15 e. Moreover, this interface charge transfer is significantly suppressed with the presence of either O₂ or H₂O, which is highly consistent with our experiment results. In this paper, we provide a clear understanding of the instinct organic-organic interface charge transfer effect by using in situ characterization, which will be helpful for further device performance optimization and analysis.
- Organic-organic heterostructure,
- In situ characterization,
- Charge transfer effect,
- Organic field effect transistors,
- O₂/H₂O doping
1. [1]
  Sun, Y. R.; Giebink, N. C.; Kanno, H.; Ma, B. W.; Thompson, M. E.; Forrest, S. R. Nature 2006, 440, 908. doi: 10.1038/nature04645 doi: 10.1038/nature04645
2. [2]
  Reineke, S.; Lindner, F.; Schwartz, G.; Seidler, N.; Walzer, K.; Lussem, B.; Leo, K. Nature 2009, 459, 234-U116. doi: 10.1038/nature08003 doi: 10.1038/nature08003
3. [3]
  Cao, Y.; Parker, I. D.; Yu, G.; Zhang, C.; Heeger, A. J. Nature 1999, 397, 414. doi: 10.1038/17087 doi: 10.1038/17087
4. [4]
  Yang, J. J.; Hu, D. H.; Zhu, F.; Ma, Y. G.; Yan, D. H. Sci. Adv. 2022, 8, eadd1757. doi: 10.1126/sciadv.add1757 doi: 10.1126/sciadv.add1757
5. [5]
  Peumans, P.; Uchida, S.; Forrest, S. R. Nature 2003, 425, 158. doi: 10.1038/nature01949 doi: 10.1038/nature01949
6. [6]
  Koch, N. Chemphyschem 2007, 8, 1438. doi: 10.1002/cphc.200700177 doi: 10.1002/cphc.200700177
7. [7]
  Braga, D.; Horowitz, G. Adv. Mater. 2009, 21, 1473. doi: 10.1002/adma.200802733 doi: 10.1002/adma.200802733
8. [8]
  Chua, L. L.; Zaumseil, J.; Chang, J. F.; Ou, E. C. W.; Ho, P. K. H.; Sirringhaus, H. Nature 2005, 434, 194. doi: 10.1038/nature03376 doi: 10.1038/nature03376
9. [9]
  Wang, H. B.; Yan, D. H. NPG Asia Mater. 2010, 2, 69. doi: 10.1038/asiamat.2010.44 doi: 10.1038/asiamat.2010.44
10. [10]
  Sun, P. F.; Liu, D.; Zhu F.; Yan, D. H. Nat. Photonics 2023, 17, 264. doi: 10.1038/s41566-022-01138-0 doi: 10.1038/s41566-022-01138-0
11. [11]
  Salzmann, I.; Heimel, G.; Oehzelt, M.; Winkler, S.; Koch, N. Acc. Chem. Res. 2016, 49, 370. doi: 10.1021/acs.accounts.5b00438 doi: 10.1021/acs.accounts.5b00438
12. [12]
  Zaumseil, J.; Friend, R. H.; Sirringhaus, H. Nat. Mater. 2006, 5, 69. doi: 10.1038/nmat1537 doi: 10.1038/nmat1537
13. [13]
  Eda, G.; Fanchini, G.; Chhowalla, M. Nat. Nanotechnol. 2008, 3, 270. doi: 10.1038/nnano.2008.83 doi: 10.1038/nnano.2008.83
14. [14]
  Huang, L. Z.; Wang, Z.; Zhu, X. F.; Chi, L. F. Nanoscale Horiz. 2016, 1, 383. doi: 10.1039/c6nh00040a doi: 10.1039/c6nh00040a
15. [15]
  Pannemann, C.; Diekmann, T.; Hilleringmann, U. J. Mater. Res. 2004, 19, 1999. doi: 10.1557/jmr.2004.0267 doi: 10.1557/jmr.2004.0267
16. [16]
  Wu, X. F.; Jia, R. F.; Jie, J. S.; Zhang, M.; Pan, J.; Zhang, X. J.; Zhang, X. H. Adv. Funct. Mater. 2019, 29, 1906653. doi: 10.1002/adfm.201906653 doi: 10.1002/adfm.201906653
17. [17]
  Wu, X. F.; Jia, R. F.; Pan, J.; Zhang, X. J.; Jie, J. S. Nanoscale Horiz. 2020, 5, 454. doi: 10.1039/c9nh00694j doi: 10.1039/c9nh00694j
18. [18]
  Di Pietro, R.; Sirringhaus, H. Adv. Mater. 2012, 24, 3367. doi: 10.1002/adma.201200829 doi: 10.1002/adma.201200829
19. [19]
  Davydok, A.; Luponosov, Y. N.; Ponomarenko, S. A.; Grigorian, S. Nanoscale Res. Lett. 2022, 17, 22. doi: 10.1186/s11671-022-03662-y doi: 10.1186/s11671-022-03662-y
20. [20]
  Xu, J. J.; Hu, C. G.; Chen, X. J.; Zhang, L.; Fu, X.; Hu, X. T. Acta Phys. Sin. 2015, 64, 230701. doi: 10.7498/aps.64.230701
21. [21]
  Liu, S. -W.; Lee, C. -C.; Tai, H. -L.; Wen, J. -M.; Lee, J. -H.; Chen, C. -T. ACS Appl. Mater. Interfaces. 2010, 2, 2282. doi: 10.1021/am1003377 doi: 10.1021/am1003377
22. [22]
  Noever, S. J.; Fischer, S.; Nickel, B. Adv. Mater. 2013, 25, 2147. doi: 10.1002/adma.201203964 doi: 10.1002/adma.201203964
23. [23]
  Vazquez, H.; Gao, W.; Flores, F.; Kahn, A. Phys. Rev. B 2005, 71, 041306. doi: 10.1103/PhysRevB.71.041306 doi: 10.1103/PhysRevB.71.041306
24. [24]
  Zhong, S.; Zhong, J. Q.; Mao, H. Y.; Zhang, J. L.; Lin, J. D.; Chen, W. Phys. Chem. Chem. Phys. 2012, 14, 14127. doi: 10.1039/c2cp41107e doi: 10.1039/c2cp41107e
25. [25]
  Zang, C. X.; Xu, M. X.; Zhang, L. T.; Liu, S. H.; Xie, W. F. J. Mater. Chem. C 2021, 9, 1484. doi: 10.1039/d0tc05059h doi: 10.1039/d0tc05059h
26. [26]
  Kiguchi, M.; Nakayama, M.; Shimada, T.; Saiki, K. Phys. Rev. B 2005, 71, 035332. doi: 10.1103/PhysRevB.71.035332 doi: 10.1103/PhysRevB.71.035332
27. [27]
  Delley, B. J. Chem. Phys. 2000, 113 (18), 7756. doi: 10.1063/1.1316015 doi: 10.1063/1.1316015
28. [28]
  Perdew, J. P.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1996, 77 (18), 3865. doi: 10.1103/PhysRevLett.77.3865 doi: 10.1103/PhysRevLett.77.3865
29. [29]
  Delley, B. J. Chem. Phys. 1990, 92 (1), 508. doi: 10.1063/1.458452 doi: 10.1063/1.458452
30. [30]
  Grimme, S. J. Comput. Chem. 2006, 27 (15), 1787. doi: 10.1002/jcc.20495 doi: 10.1002/jcc.20495
31. [31]
  Mulliken, R. S. J. Chem. Phys. 1955, 23 (10), 1841. doi: 10.1063/1.1740589 doi: 10.1063/1.1740589
32. [32]
  Shen, X. L.; Wang, Y. D.; Li, J. P.; Chen, Y. K.; Wang, Z. F.; Wang, W. C.; Huang, L. Z.; Chi, L. F. Front. Mater. 2020, 7, 245. doi: 10.3389/fmats.2020.00245 doi: 10.3389/fmats.2020.00245
33. [33]
  Katiyar, S.; Verma, N.; Jogi, J. Semicond. Sci. Technol. 2022, 37, 025008. doi: 10.1088/1361-6641/ac3b3b doi: 10.1088/1361-6641/ac3b3b
34. [34]
  Knipp, D.; Street, R. A.; Volkel, A.; Ho, J. J. Appl. Phys. 2003, 93, 347. doi: 10.1063/1.1525068 doi: 10.1063/1.1525068
35. [35]
  Yang, J. L.; Wang, T.; Wang, H. B.; Zhu, F.; Li, G.; Yan, D. H. J. Phys. Chem. B 2008, 112, 7816. doi: 10.1021/jp711455u doi: 10.1021/jp711455u
36. [36]
  Khim, D.; Baeg, K. J.; Caironi, M.; Liu, C.; Xu, Y.; Kim, D. Y.; Noh, Y. Y. Adv. Funct. Mater. 2014, 24, 6252. doi: 10.1002/adfm.201400850 doi: 10.1002/adfm.201400850
37. [37]
  Mendez, H.; Heimel, G.; Opitz, A.; Sauer, K.; Barkowski, P.; Oehzelt, M.; Soeda, J.; Okamoto, T.; Takeya, J.; Arlin, J. B.; et al. Angew. Chem. Int. Ed. 2013, 52, 7751. doi: 10.1002/anie.201302396 doi: 10.1002/anie.201302396
38. [38]
  Yu, X. J.; Xu, J. B.; Cheung, W. Y.; Ke, N. J. Appl. Phys. 2007, 102, 103711. doi: 10.1063/1.2815637 doi: 10.1063/1.2815637
39. [39]
  Lussem, B.; Keum, C. M.; Kasemann, D.; Naab, B.; Bao, Z. N.; Leo, K. Chem. Rev. 2016, 116, 13714. doi: 10.1021/acs.chemrev.6b00329 doi: 10.1021/acs.chemrev.6b00329
40. [40]
  Minakata, T.; Nagoya, I.; Ozaki, M. J. Appl. Phys. 1991, 69, 7354. doi: 10.1063/1.347594 doi: 10.1063/1.347594
41. [41]
  Yamaguchi, J.; Itaka, K.; Hayakawa, T.; Arai, K.; Yamashiro, M.; Yaginuma, S.; Koinuma, H. Macromol. Rapid Commun. 2004, 25, 334. doi: 10.1002/marc.200300238 doi: 10.1002/marc.200300238
42. [42]
  Yang, J.; Nguyen, T. Q. Org. Electron. 2007, 8, 566. doi: 10.1016/j.orgel.2007.04.005 doi: 10.1016/j.orgel.2007.04.005
43. [43]
  Zaitsev, V. B.; Levshin, N. L.; Yudin, S. G. Mosc. Univ. Phys. Bull. 2009, 64, 191. doi: 10.3103/s0027134909020192 doi: 10.3103/s0027134909020192
44. [44]
  Xu, X. Z.; Zhang, X. J.; Deng, W.; Huang, L. M.; Wang, W.; Jie, J. S.; Zhang, X. H. ACS Appl. Mater. Interfaces 2018, 10, 10287. doi: 10.1021/acsami.7b17176 doi: 10.1021/acsami.7b17176
45. [45]
  Guo, J. H.; Jiang, S.; Pei, M. J.; Xiao, Y. L.; Zhang, B. W.; Wang, Q. J.; Zhu, Y.; Wang, H. Y.; Jie, J. S.; Wang, X. R.; et al. Adv. Electron. Mater. 2020, 6, 2000062. doi: 10.1002/aelm.202000062 doi: 10.1002/aelm.202000062
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