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.
1. [1]
  Xinzhe HUANG , Lihui XU , Yue YANG , Liming WANG , Zhangyong LIU , Zhongjian WANG . Preparation and visible light responsive photocatalytic properties of BiSbO₄/BiOBr. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 284-292. doi: 10.11862/CJIC.20240212
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]
  Jie Li , Huida Qian , Deyang Pan , Wenjing Wang , Daliang Zhu , Zhongxue Fang . Efficient Synthesis of Anethaldehyde Induced by Visible Light. University Chemistry, 2024, 39(4): 343-350. doi: 10.3866/PKU.DXHX202310076
4. [4]
  Bo YANG , Gongxuan LÜ , Jiantai MA . Nickel phosphide modified phosphorus doped gallium oxide for visible light photocatalytic water splitting to hydrogen. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 736-750. doi: 10.11862/CJIC.20230346
5. [5]
  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
6. [6]
  Yi Li , Zhaoxiang Cao , Peng Liu , Xia Wu , Dongju Zhang . Revealing the Coloration and Color Change Mechanisms of the Eriochrome Black T Indicator through Computational Chemistry and UV-Visible Absorption Spectroscopy. University Chemistry, 2025, 40(3): 132-139. doi: 10.12461/PKU.DXHX202405154
7. [7]
  Bing LIU , Huang ZHANG , Hongliang HAN , Changwen HU , Yinglei ZHANG . Visible light degradation of methylene blue from water by triangle Au@TiO₂ mesoporous catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 941-952. doi: 10.11862/CJIC.20230398
8. [8]
  Zhen Yao , Bing Lin , Youping Tian , Tao Li , Wenhui Zhang , Xiongwei Liu , Wude Yang . Visible-Light-Mediated One-Pot Synthesis of Secondary Amines and Mechanistic Exploration. University Chemistry, 2024, 39(5): 201-208. doi: 10.3866/PKU.DXHX202311033
9. [9]
  Yurong Tang , Yunren Shi , Yi Xu , Bo Qin , Yanqin Xu , Yunfei Cai . Innovative Experiment and Course Transformation Practice of Visible-Light-Mediated Photocatalytic Synthesis of Isoquinolinone. University Chemistry, 2024, 39(5): 296-306. doi: 10.3866/PKU.DXHX202311087
10. [10]
  Qin Li , Huihui Zhang , Huajun Gu , Yuanyuan Cui , Ruihua Gao , Wei-Lin Dai . In situ Growth of Cd_0.5Zn_0.5S Nanorods on Ti₃C₂ MXene Nanosheet for Efficient Visible-Light-Driven Photocatalytic Hydrogen Evolution. Acta Physico-Chimica Sinica, 2025, 41(4): 100031-. doi: 10.3866/PKU.WHXB202402016
11. [11]
  Fei Liu , Dong-Yang Zhao , Kai Sun , Ting-Ting Yu , Xin Wang . Comprehensive Experimental Design for Photochemical Synthesis, Analysis, and Characterization of Seleno-Containing Medium-Sized N-Heterocycles. University Chemistry, 2024, 39(3): 369-375. doi: 10.3866/PKU.DXHX202309047
12. [12]
  Xin Zhou , Zhi Zhang , Yun Yang , Shuijin Yang . A Study on the Enhancement of Photocatalytic Performance in C/Bi/Bi₂MoO₆ Composites by Ferroelectric Polarization: A Recommended Comprehensive Chemical Experiment. University Chemistry, 2024, 39(4): 296-304. doi: 10.3866/PKU.DXHX202310008
13. [13]
  Junqiao Zhuo , Xinchen Huang , Qi Wang . Symbol Representation of the Packing-Filling Model of the Crystal Structure and Its Application. University Chemistry, 2024, 39(3): 70-77. doi: 10.3866/PKU.DXHX202311100
14. [14]
  Shule Liu . Application of SPC/E Water Model in Molecular Dynamics Teaching Experiments. University Chemistry, 2024, 39(4): 338-342. doi: 10.3866/PKU.DXHX202310029
15. [15]
  Ruilin Han , Xiaoqi Yan . Comparison of Multiple Function Methods for Fitting Surface Tension and Concentration Curves. University Chemistry, 2024, 39(7): 381-385. doi: 10.3866/PKU.DXHX202311023
16. [16]
  Hong RAO , Yang HU , Yicong MA , Chunxin LÜ , Wei ZHONG , Lihua DU . Synthesis and in vitro anticancer activity of phenanthroline-functionalized nitrogen heterocyclic carbene homo- and heterobimetallic silver/gold complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2429-2437. doi: 10.11862/CJIC.20240275
17. [17]
  Yunhao Zhang , Yinuo Wang , Siran Wang , Dazhen Xu . Progress in Selective Construction of Functional Aromatics from Nitrogenous Cycloalkanes. University Chemistry, 2024, 39(11): 136-145. doi: 10.3866/PKU.DXHX202401083
18. [18]
  Yue Wu , Jun Li , Bo Zhang , Yan Yang , Haibo Li , Xian-Xi Zhang . Research on Kinetic and Thermodynamic Transformations of Organic-Inorganic Hybrid Materials for Fluorescent Anti-Counterfeiting Application information: Introducing a Comprehensive Chemistry Experiment. University Chemistry, 2024, 39(6): 390-399. doi: 10.3866/PKU.DXHX202403028
19. [19]
  Wei HE , Jing XI , Tianpei HE , Na CHEN , Quan YUAN . Application of solar-driven inorganic semiconductor-microbe hybrids in carbon dioxide fixation and biomanufacturing. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 35-44. doi: 10.11862/CJIC.20240364
20. [20]
  Rui Li , Jiayu Zhang , Anyang Li . Two Levels of Understanding of Chemical Bonds: a Case of the Bonding Model of Hypervalent Molecules. University Chemistry, 2024, 39(2): 392-398. doi: 10.3866/PKU.DXHX202308051

Get Citation

PDF

XML

Metrics

PDF Downloads(731)
Abstract views(2347)
HTML views(58)

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