Citation: LIU Xiao-Jun, LIN Tao, CAI Xin-Chen, GAO Shao-Wei, YANG Lei, MA Rui, ZHANG Jin-Yue. State-Specific (Linear-Response)-Polarizable Continuum Models/ Time-Dependent Density Functional Theory Study on the Absorption and Emission Spectra of an Organic Fluorescent Emitter[J]. Acta Physico-Chimica Sinica, ;2012, 28(06): 1329-1336. doi: 10.3866/PKU.WHXB201204193 shu

State-Specific (Linear-Response)-Polarizable Continuum Models/ Time-Dependent Density Functional Theory Study on the Absorption and Emission Spectra of an Organic Fluorescent Emitter

LIU Xiao-Jun ^1,2, ,
LIN Tao ¹ ,
CAI Xin-Chen ¹ ,
GAO Shao-Wei ¹ ,
YANG Lei ¹ ,
MA Rui ¹ ,
ZHANG Jin-Yue ¹

1.
1. Key Laboratory of Luminescence and Optical Information, Ministry of Education, Institute of Optoelectronic Technology, Beijing Jiaotong University, Beijing 100044, P. R. China;
2. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China

Received Date: 31 January 2012
Available Online: 19 April 2012
Fund Project: 国家自然科学基金(21003009) (21003009) 北京交通大学基金(2009JBZ019-4, 本科生创新实验项目) (2009JBZ019-4, 本科生创新实验项目)

3-(dicyanomethylene)-5,5-dimethyl-1-(3-[9-(2-ethyl-hexyl)-carbazol]-vinyl) cyclohexene (DCDHCC) is one of a series of organic dyes with od emission performance in photoelectric devices. The absorption and emission spectra of DCDHCC were computed using PBE0, BMK, and M06 hybrids in the frame of time-dependent density functional theory (TDDFT) in combination with polarizable continuum models (PCMs). Linear-response (LR) and state-specific (SS) PCM approaches were used as well as 6-31G(d) and 6-31+G(d,p) basis sets. The absorption and emission spectra were calculated in benzene, tetrahydrofuran, and acetone and compared with experimental observations. On the one hand, choice of hybrids was found to have a greater effect on the absorption spectra than the basis sets or the solvent model and BMK was established to be a suitable functional for the calculation of the absorption spectra of DCDHCC, on the other hand, the basis set used had a significant impact on the geometries of the excited states and thus the emission spectra, and the 6-31+G(d,p) basis set was necessary for the optimization of the excited states. It is envisaged that our calculations may be of assistance in the design of analo us emitters.
- Time-dependent density functional theory,
- State-specific polarizable continuum model,
- UV-Vis spectrum,
- Global hybrid,
- Linear-response polarizable continuum model
1. [1]
  (1) Ju, H. D. Design, Synthesis and Properties of Isophorone-based Light-Emitting Materials. Ph.D. Dissertation, Shandong University, Jinan, 2007. [鞠海东. 异佛乐酮类发光材料的设计、合成与性质研究[D]. 济南: 山东大学, 2007.]
2. [2]
  (2) Ju, H. D.; Tao, X. T.; Wan, Y.; Shi, J. H.; Yang, J. X.; Xin, Q.; Zou, D. C.; Jiang, M. H. Chem. Phys. Lett. 2006, 432, 321. doi: 10.1016/j.cplett.2006.09.066
3. [3]
  (3) Ju, H. D.; Wan, Y.; Yu, W. T.; Liu, A. Y.; Liu, Y.; Ren, Y.; Tao, X. T.; Zou, D. C. Thin Solid Films 2006, 515, 2403. doi: 10.1016/j.tsf.2006.05.045
4. [4]
  (4) Tao, X. T.; Miyata, S.; Sasabe, H.; Zhang, G. J.; Wada, T.; Jiang, M. H. Appl. Phys. Lett. 2001, 78, 279. doi: 10.1063/1.1341226
5. [5]
  (5) Liu, X. J.; Wang, N.; Cheng, H. Acta Phys. -Chim. Sin. 2011, 27, 1640. [刘小君, 王宁, 程浩. 物理化学学报, 2011, 27, 1640.] doi: 10.3866/PKU.WHXB20110718
6. [6]
  (6) Liu, X. J.; Zhang, X.; Hou, Y. B.; Teng, F.; Lou, Z. D. Chem. Phys. 2011, 381, 100. 10.1016/j.chemphys.2011.01.015
7. [7]
  (7) Liu, X. J.; Yang, D.; Ju, H. D.; Teng, F.; Hou, Y. B.; Lou, Z. D. Chem. Phys. Lett. 2011, 503, 75. doi: 10.1016/j.cplett.2011.01.003
8. [8]
  (8) Liu, X. J.; Ju, H. D.; Zhao, X.; Tao, X. T.; Bian, W. S.; Jiang, M. H. J. Chem. Phys. 2006, 124, 174711. doi: 10.1063/1.2189231
9. [9]
  (9) Jacquemin, D.; Perpete, E. A.; Ciofini, I.; Adamo, C. Accounts Chem. Res. 2009, 42, 326. doi: 10.1021/ar800163d
10. [10]
  (10) Improta, R.; Ferrante, C.; Bozio, R.; Barone, V. Phys. Chem. Chem. Phys. 2009, 11, 4664.
11. [11]
  (11) Wiggins, P.; Williams, J. A. G.; Tozer, D. J. J. Chem. Phys. 2009, 131, 91101. doi: 10.1063/1.3222641
12. [12]
  (12) Guido, C. A.; Jacquemin, D.; Adamo, C.; Mennucci, B. J. Phys. Chem. A 2010, 114, 13402. doi: 10.1021/jp109218z
13. [13]
  (13) Azazi, A.; Mabrouk, A.; Alimi, K. Comput. Theo. Chem. 2011, 978, 7. doi: 10.1016/j.comptc.2011.08.020
14. [14]
  (14) Yasarawan, N.; Thipyapong, K.; Ruangpornvisuti, V. J. Mol. Struct. 2011, 1006, 635. doi: 10.1016/j.molstruc.2011.10.019
15. [15]
  (15) Ga Siorski, P.; Danel, K. S.; Matusiewicz, M.; Uchacz, T.; Kuznik, W.; Pia Tek, L.; Kityk, A. V. Mater. Chem. Phys. 2012, 132, 330. doi: 10.1016/j.matchemphys.2011.11.025
16. [16]
  (16) Zhang, Y.; Zhang, L. L.; Wang, R. S.; Pan, X. M. J. Mol. Graph. Model. 2012, 34, 46. doi: 10.1016/j.jmgm.2011.12.007
17. [17]
  (17) Gasiorski, P.; Danel, K. S.; Matusiewicz, M.; Uchacz, T.; Kityk, A. V. Dyes. Pigm. 2012, 93, 1538. doi: 10.1016/j.dyepig.2011.07.014
18. [18]
  (18) Jacquemin, D.; Wathelet, V.; Perpete, E. A.; Adamo, C. J. Chem. Theory Comput. 2009, 5, 2420. doi: 10.1021/ct900298e
19. [19]
  (19) Jacquemin, D.; Perpète, E.; Ciofini, I.; Adamo, C. Theor. Chem. Acc. 2011, 128, 127. doi: 10.1007/s00214-010-0783-x
20. [20]
  (20) Plotner, J.; Tozer, D. J.; Dreuw, A. J. Chem. Theory Comput. 2010, 6, 2315. doi: 10.1021/ct1001973
21. [21]
  (21) Tian, B.; Eriksson, E. S. E.; Eriksson, L. A. J. Chem. Theory Comput. 2010, 6, 2086. doi: 10.1021/ct100148h
22. [22]
  (22) Jacquemin, D.; Perpe Te, E. A.; Ciofini, I.; Adamo, C.; Valero, R.; Zhao, Y.; Truhlar, D. G. J. Chem. Theory Comput. 2010, 6, 2071. doi: 10.1021/ct100119e
23. [23]
  (23) Andzelm, J.; Rinderspacher, B. C.; Rawlett, A.; Dougherty, J.; Baer, R.; vind, N. J. Chem. Theory Comput. 2009, 5, 2835. doi: 10.1021/ct900231r
24. [24]
  (24) Adamo, C.; Barone, V. J. Chem. Phys. 1999, 110, 6158. doi: 10.1063/1.478522
25. [25]
  (25) Boese, A. D.; Martin, J. M. L. J. Chem. Phys. 2004, 121, 3405. doi: 10.1063/1.1774975
26. [26]
  (26) Zhao, Y.; Truhlar, D. Theor. Chem. Acc. 2008, 120, 215. doi: 10.1007/s00214-007-0310-x
27. [27]
  (27) Tomasi, J.; Mennucci, B.; Cammi, R. Chem. Rev. 2005, 105, 2999. doi: 10.1021/cr9904009
28. [28]
  (28) Improta, R.; Scalmani, G.; Frisch, M. J.; Barone, V. J. Chem. Phys. 2007, 127, 745047.
29. [29]
  (29) Zhang, Y.; Zhang, L. L.; Wang, R. S.; Pan, X. M. J. Mol. Graph. Model. 2012, 34, 46. doi: 10.1016/j.jmgm.2011.12.007
30. [30]
  (30) Aloise, S.; Pawlowska, Z.; Ruckebusch, C.; Sliwa, M.; Dubois, J.; Poizat, O.; Buntinx, G.; Perrier, A.; Maurel, F.; Jacques, P.; Malval, J. P.; Poisson, L.; Piani, G.; Abe, J. Phys. Chem. Chem. Phys. 2012, 14, 1945.
31. [31]
  (31) Liu, X. J.; Wang, N.; Lv, L. F.; Cai, L. Z. Comput. Theo. Chem. 2011, 978, 29. doi: 10.1016/j.comptc.2011.09.031
32. [32]
  (32) Venkataramanan, N. S.; Suvitha, A.; Nejo, H.; Mizuseki, H.; Kawazoe, Y. Int. J. Quant. Chem. 2011, 111, 2340. doi: 10.1002/qua.22519
33. [33]
  (33) Xue, Y. S.; Liu, Y.; An, L.; Zhang, L.; Yuan, Y. M.; Mou, J.; Liu, L.; Zheng, Y. G. Comput. Theo. Chem. 2011, 965, 146. doi: 10.1016/j.comptc.2011.01.042
34. [34]
  (34) Bamgbelu, A.; Wang, J.; Leszczynski, J. J. Phys. Chem. A 2010, 114, 3551. doi: 10.1021/jp908485z
35. [35]
  (35) Cossi, M.; Barone, V. J. Chem. Phys. 2000, 112, 2427. doi: 10.1063/1.480808
36. [36]
  (36) Cossi, M.; Barone, V.; Robb, M. J. Chem. Phys. 1999, 111, 5295. doi: 10.1063/1.479788
37. [37]
  (37) Cossi, M.; Barone, V. J. Chem. Phys. 2001, 115, 4708. doi: 10.1063/1.1394921
38. [38]
  (38) Cammi, R.; Mennucci, B.; Tomasi, J. J. Phys. Chem. A 2000, 104, 5631. doi: 10.1021/jp000156l
39. [39]
  (39) Improta, R.; Barone, V.; Scalmani, G.; Frisch, M. J. J. Chem. Phys. 2006, 125, 54103. doi: 10.1063/1.2222364
40. [40]
  (40) Cammi, R.; Corni, S.; Mennucci, B.; Tomasi, J. J. Chem. Phys. 2005, 122, 104513. doi: 10.1063/1.1867373
41. [41]
  (41) Corni, S.; Cammi, R.; Mennucci, B.; Tomasi, J. J. Chem. Phys. 2005, 123, 134512. doi: 10.1063/1.2039077
42. [42]
  (42) Dodson, L. G.; Vogt, R. A.; Marks, J.; Reichardt, C.; Crespo-Hernandez, C. E. Chemosphere 2011, 83, 1513. doi: 10.1016/j.chemosphere.2011.01.048
43. [43]
  (43) Kerkines, I. S. K.; Petsalakis, I. D.; Argitis, P.; Theodorakopoulos, G. Phys. Chem. Chem. Phys. 2011, 13, 21273.
44. [44]
  (44) Frisch, M.; Trucks, J. G. W.; Schlegel, H. B.; et al. Gaussian 09, Version A.02; Gaussian, Inc.: Wallingford CT, 2009.
45. [45]
  (45) Petersson, G. A.; Bennett, A.; Tensfeldt, T. G.; Al-Laham, M. A.; Shirley, W. A.; Mantzaris, J. J. Chem. Phys. 1988, 89, 2193. doi: 10.1063/1.455064
46. [46]
  (46) Krishnan, R.; Binkley, J. S.; Seeger, R.; Pople, J. A. J. Chem. Phys. 1980, 72, 650. doi: 10.1063/1.438955
47. [47]
  (47) Dreuw, A.; Weisman, J. L.; Head- rdon, M. J. Chem. Phys. 2003, 119, 2943. doi: 10.1063/1.1590951
48. [48]
  (48) Dreuw, A.; Head- rdon, M. J. Am. Chem. Soc. 2004, 126, 4007. doi: 10.1021/ja039556n
49. [49]
  (49) Santoro, F.; Barone, V.; Lami, A.; Improta, R. Phys. Chem. Chem. Phys. 2010, 12, 4934.
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