Citation: Li Wenqiang, Peng Qian, Xie Yujun, Zhang Tian, Shuai Zhigang. Effect of Intermolecular Excited-state Interaction on Vibrationally Resolved Optical Spectra in Organic Molecular Aggregates[J]. Acta Chimica Sinica, ;2016, 74(11): 902-909. doi: 10.6023/A16080452 shu

Effect of Intermolecular Excited-state Interaction on Vibrationally Resolved Optical Spectra in Organic Molecular Aggregates

Li Wenqiang ^a ,
Peng Qian ^b,*,, ,
Xie Yujun ^c ,
Zhang Tian ^a ,
Shuai Zhigang ^a,*,,

a.
Department of Chemistry, Tsinghua University, Beijing 100084
b.
Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190
c.
Department of Chemistry, Wuhan University, Wuhan 430072

Corresponding author: Peng Qian, qpeng@iccas.ac.cn Shuai Zhigang, zgshuai@tsinghua.edu.cn
Received Date: 30 August 2016

Fund Project: the National Natural Science Foundation of China 21290191Ministry of Science and Technology of China through the 973 program 2013CB834703and the Strategic Priority Research Program of the Chinese Academy of Sciences XDB12020200the National Natural Science Foundation of China 21473214Ministry of Science and Technology of China through the 973 program 2013CB933503Ministry of Science and Technology of China through the 973 program 2015CB65502the National Natural Science Foundation of China 91233105

Figures(10)

The optical spectra are effective means to reveal the molecular interactions and the luminescent mechanism of the organic molecules in aggregates. Herein, we systematically investigate the crystalline state vibrationally resolved absorption and emission spectra for a series of AIEgens and non-AIEgens by considering intermolecular excited state interaction by using Frenkel-exciton model coupled with quantum mechanics and molecular mechanics (QM/MM) calculations. It is found that the competition between the intramolecular vibronic coupling (λ) and the intermolecular exciton coupling (J) governs the crystalline aggregate spectral characters. At room temperature, when J/λ value is larger than a critical value (ca. 0.17), the exciton coupling would have a large effect on the optical spectra. For face-to-face H-aggregates, only when both intermolecular electrostatic and excitonic couplings are considered, can one obtain calculated vibrationally resolved spectra and well reproduce the experimental results, namely, remarkable blue-shift in absorption but much less red-shift in emission when compared with the gas-phase. The optical spectra of the AIE-active aggregates are determined by the intramolecular vibronic coupling because the ratio J/λ is less than the critical value.
- organic molecular aggregate,
- Frenkel exciton model,
- intramolecular vibronic coupling,
- intermolecular exciton coupling,
- QM/MM
1. [1]
  Tang, C. W.; VanSlyke, S. A. Appl. Phys. Lett. 1987, 51, 913; (b) Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Nature 1990, 347, 539; (c) Malissa, H.; Kavand, M.; Waters, D. P.; van Schooten, K. J.; Burn, P. L.; Vardeny, Z. V.; Saam, B.; Lupton, J. M.; Boehme, C. Science 2014, 345, 1487; (d) Lee, J.; Chen, H.-F.; Batagoda, T.; Coburn, C.; Djurovich, P. I.; Thompson, M. E.; Forrest, S. R. Nat. Mater. 2016, 15, 92.
2. [2]
  Schäfer, F. P.; Schmidt, W.; Volze, J. Appl. Phys. Lett. 1966, 9, 306; (b) Morales-Vidal, M.; Boj, P. G.; Villalvilla, J. M.; Quintana, J. A.; Yan, Q.; Lin, N.-T.; Zhu, X.; Ruangsupapichat, N.; Casado, J.; Tsuji, H.; Nakamura, E.; Diaz-Garcia, M. A. Nat. Commun. 2015, 6, 8458.
3. [3]
  Horowitz, G. Adv. Mater. 1998, 10, 365; (b) Liu, J.; Zhang, H.; Dong, H.; Meng, L.; Jiang, L.; Jiang, L.; Wang, Y.; Yu, J.; Sun, Y.; Hu, W.; Heeger, A. J. Nat. Commun. 2015, 6, 10032.
4. [4]
  Gaylord, B. S.; Heeger, A. J.; Bazan, G. C. PNAS 2002, 99, 10954; (b) Rana, S.; Elci, S. G.; Mout, R.; Singla, A. K.; Yazdani, M.; Bender, M.; Bajaj, A.; Saha, K.; Bunz, U. H. F.; Jirik, F. R.; Rotello, V. M. J. Am. Chem. Soc. 2016, 138, 4522.
5. [5]
  Yu, G.; Gao, J.; Hummelen, J. C.; Wudl, F.; Heeger, A. J. Science 1995, 270, 1789; (b) Page, Z. A.; Liu, Y.; Duzhko, V. V.; Russell, T. P.; Emrick, T. Science 2014, 346, 441; (c) Holliday, S.; Ashraf, R. S.; Wadsworth, A.; Baran, D.; Yousaf, S. A.; Nielsen, C. B.; Tan, C. H.; Dimitrov, S. D.; Shang, Z. R.; Gasparini, N.; Alamoudi, M.; Laquai, F.; Brabec, C. J.; Salleo, A.; Durrant, J. R.; McCulloch, I. Nat. Commun. 2016, 7, 11; (d) Rong, Y.; Mei, A.; Liu, L.; Li, X.; Han, H. Acta Chim. Sinica 2015, 73, 237. (荣耀光, 梅安意, 刘林峰, 李雄, 韩宏伟, 化学学报, 2015, 73, 237.) (e) Fu, Y.-T.; Yi, Y.; Coropceanu, V.; Risko, C.; Aziz, S. G.; Brédas, J.-L. Sci. China Chem. 2014, 57, 1330.
6. [6]
  Mei, J.; Leung, N. L. C.; Kwok, R. T. K.; Lam, J. W. Y.; Tang, B. Z. Chem. Rev. 2015, 115, 11718. doi: 10.1021/acs.chemrev.5b00263
7. [7]
  Valeur, B.; Berberan-Santos, M. N. Molecular Fluorescence, Wiley-VCH, Weinheim, 2012, pp. 141~179.
8. [8]
  Kasha, M. Radiat. Res. 1963, 20, 55; (b) Kasha, M.; Rawls, H.; El-Bayoumi, M. A. Pure Appl. Chem. 1965, 11, 371.
9. [9]
  Spano, F. C. Acc. Chem. Res. 2010, 43, 429; (b) Spano, F. C. J. Chem. Phys. 2003, 118, 981; (c) Spano, F. C. Phys. Rev. B 2005, 71, 094110; (d) Spano, F. C. Annu. Rev. Phys. Chem. 2006, 57, 217.
10. [10]
  Wykes, M.; Parambil, R.; Beljonne, D.; Gierschner, J. J. Chem. Phys. 2015, 143, 114116; (b) Gierschner, J.; Ehni, M.; Egelhaaf, H.-J.; Milián Medina, B.; Beljonne, D.; Benmansour, H.; Bazan, G. C. J. Chem. Phys. 2005, 123, 144914.
11. [11]
  Gao, F.; Liang, W.; Zhao, Y. Sci. China Chem. 2010, 53, 297. doi: 10.1007/s11426-010-0075-2
12. [12]
  Wu, Q.; Zhang, T.; Peng, Q.; Wang, D.; Shuai, Z. Phys. Chem. Chem. Phys. 2014, 16, 5545. (b) Wu, Q.; Peng, Q.; Zhang, T.; Shuai, Z. Sci. China Chem. 2013, 43, 1078.
13. [13]
  Kasha, M. Discuss. Faraday Soc. 1950, 9, 14. doi: 10.1039/df9500900014
14. [14]
  Niu, Y.; Peng, Q.; Deng, C.; Gao, X.; Shuai, Z. J. Phys. Chem. A 2010, 114, 7817;
15. [15]
  Zhang, T.; Peng, Q.; Quan, C.; Nie, H.; Niu, Y.; Xie, Y.; Zhao, Z.; Tang, B. Z.; Shuai, Z. Chem. Sci. 2016, 7, 5573; (b) Wu, C. C.; Korovyanko, O. J.; Delong, M. C.; Vardeny, Z. V.; Ferraris, J. P. Synth. Met. 2003, 139, 735.
16. [16]
  Yassar, A.; Horowitz, G.; Valat, P.; Wintgens, V.; Hmyene, M.; Deloffre, F.; Srivastava, P.; Lang, P.; Garnier, F. J. Phys. Chem. 1995, 99, 9155; (b) Stradomska, A.; Petelenz, P. J. Chem. Phys. 2009, 130, 094705.
17. [17]
  Mason, R. Acta Crystallogr. 1964, 17, 547; (b) Pope, M.; Kallmann, H. P.; Magnante, P. J. Chem. Phys. 1963, 38, 2042; (c) Li, H.; Duan, L.; Zhang, D.; Dong, G.; Wang, L.; Qiu, Y. Sci. China Ser. B:Chem. 2009, 52, 181.
18. [18]
  Gao, F.; Liang, W. Z.; Zhao, Y. J. Phys. Chem. A 2009, 113, 12847; (b) Mitrofanov, O.; Kloc, C.; Siegrist, T.; Lang, D. V.; So, W.-Y.; Ramirez, A. P. Appl. Phys. Lett. 2007, 91, 212106.
19. [19]
  Wu, Q.; Deng, C.; Peng, Q.; Niu, Y.; Shuai, Z. J. Comput. Chem. 2012, 33, 1862; (b) Qin, A.; Lam, J. W. Y.; Mahtab, F.; Jim, C. K. W.; Tang, L.; Sun, J.; Sung, H. H. Y.; Williams, I. D.; Tang, B. Z. Appl. Phys. Lett. 2009, 94, 253308.
20. [20]
  Dong, Y.; Lam, J. W. Y.; Qin, A.; Sun, J.; Liu, J.; Li, Z.; Sun, J.; Sung, H. H. Y.; Williams, I. D.; Kwok, H. S.; Tang, B. Z. Chem. Commun. 2007, 31, 3255.
21. [21]
  Chen, J.; Law, C. C. W.; Lam, J. W. Y.; Dong, Y.; Lo, S. M. F.; Williams, I. D.; Zhu, D.; Tang, B. Z. Chem. Mater. 2003, 15, 1535. doi: 10.1021/cm021715z
22. [22]
  Xie, Y.; Zhang, T.; Li, Z.; Peng, Q.; Yi, Y.; Shuai, Z. Chem. Asian J. 2015, 10, 2154; (b) Zhan, X.; Haldi, A.; Risko, C.; Chan, C. K.; Zhao, W.; Timofeeva, T. V.; Korlyukov, A.; Antipin, M. Y.; Montgomery, S.; Thompson, E.; An, Z.; Domercq, B.; Barlow, S.; Kahn, A.; Kippelen, B.; Bredas, J.-L.; Marder, S. R. J. Mater. Chem. 2008, 18, 3157.
23. [23]
  Zhao, Z.; Liu, D.; Mahtab, F.; Xin, L.; Shen, Z.; Yu, Y.; Chan, C. Y. K.; Lu, P.; Lam, J. W. Y.; Sung, H. H. Y.; Williams, I. D.; Yang, B.; Ma, Y.; Tang, B. Z. Chem.-Eur. J. 2011, 17, 5998. doi: 10.1002/chem.v17.21
24. [24]
  Zhang, T.; Jiang, Y.; Niu, Y.; Wang, D.; Peng, Q.; Shuai, Z. J. Phys. Chem. A 2014, 118, 9094. (b) Zhan, X. W.; Risko, C.; Amy, F.; Chan, C.; Zhao, W.; Barlow, S.; Kahn, A.; Bredas, J.-L.; Marder, S. R. J. Am. Chem. Soc. 2005, 127, 9021.
25. [25]
  Hsu, C.-P.; You, Z.-Q.; Chen, H.-C. J. Phys. Chem. C 2008, 112, 1204. doi: 10.1021/jp076512i
26. [26]
  Becke, A. D. J. Chem. Phys. 1993, 98, 5648; (b) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
27. [27]
  Wang, J.; Wolf, R. M.; Caldwell, J. W.; Kollman, P. A.; Case, D. A. J. Comput. Chem. 2004, 25, 1157. doi: 10.1002/(ISSN)1096-987X
28. [28]
  Sherwood, P.; de Vries, A. H.; Guest, M. F.; Schreckenbach, G.; Catlow, C. R. A.; French, S. A.; Sokol, A. A.; Bromley, S. T.; Thiel, W.; Turner, A. J.; Billeter, S.; Terstegen, F.; Thiel, S.; Kendrick, J.; Rogers, S. C.; Casci, J.; Watson, M.; King, F.; Karlsen, E.; Sjøvoll, M.; Fahmi, A.; Schäfer, A.; Lennartz, C. J. Mol. Struct. THEOCHEM 2003, 632, 1. doi: 10.1016/S0166-1280(03)00285-9
29. [29]
  TURBOMOLE V6.52013, University of Karlsruhe and of the Forschungszentrum Karlsruhe GmbH, 1989-2007; TURBOLE GmbH, since 2007(accessed May 23, 2013); (b) Ahlrichs, R.; Bär, M.; Häser, M.; Horn, H.; Kölmel, C. Chem. Phys. Lett. 1989, 162, 165.
30. [30]
  Smith, W.; Forester, T. R. J. Mol. Graphics 1996, 14, 136. doi: 10.1016/S0263-7855(96)00043-4
31. [31]
  Yanai, T.; Tew, D. P.; Handy, N. C. Chem. Phys. Lett. 2004, 393, 51. doi: 10.1016/j.cplett.2004.06.011
32. [32]
  Shuai, Z.; Peng, Q.; Niu, Y.; Geng, H.; MOMAP, Revision 0.3.001 ed.; MOMAP:a free and open-source molecular materials property prediction package; avaliable online:http://www.shuaigroup.net, Beijing, China, 2016.
33. [33]
  Valiev, M.; Bylaska, E. J.; Govind, N.; Kowalski, K.; Straatsma, T. P.; Van Dam, H. J. J.; Wang, D.; Nieplocha, J.; Apra, E.; Windus, T. L.; de Jong, W. A. Comput. Phys. Commun. 2010, 181, 1477. doi: 10.1016/j.cpc.2010.04.018
34. [34]
  Gierschner, J.; Mack, H. G.; Egelhaaf, H. J.; Schweizer, S.; Doser, B.; Oelkrug, D. Synth. Met. 2003, 138, 311. doi: 10.1016/S0379-6779(03)00030-4
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