Citation: LING Huan-Huan, LI Nan, YANG Fan, JI Xin, XIA Yong, CAO Du, QI Zheng-Jian. Photoelectric Properties of Novel Substituted 2-Phenyl-1H-imidazole[4,5-f][1,10]phenanthrene Ruthenium(II) Complexes[J]. Acta Physico-Chimica Sinica, ;2013, 29(11): 2465-2474. doi: 10.3866/PKU.WHXB201310085
-
To obtain novel complexes with active grafting ability and high fluorescent sensing performance, four phenanthroline ligands 2-(4-aminophenyl)-1H-imidazole[4,5-f][1,10]phenanthrene (CImPB-NH2), 2-(4-hydroxyphenyl)-1H-imidazole[4,5-f][1,10]phenanthrene (CImPB-OH), 2-(4-carboxylphenyl)-1H-imidazole[4, 5-f][1,10]phenanthrene (CImPB-COOH), and 2-(4-nitrophenyl)-1H-imidazole[4,5-f][1,10]phenanthrene (CImPB-NO2) and theirruthenium(II) complexes were synthesized. The photoelectric properties of the four complexes were evaluated with UV-Vis absorption measurements, fluorescence spectrometry, cyclic voltammetry, and time-dependent density functional theory (TD-DFT) calculations. UV-Vis and photoluminescence (PL) spectroscopy results show that the four complexes have broad, strong absorption in the visible light region, and display bright luminescence, exhibiting colors from green to red. In N,N-dimethylformamide (DMF) solution, compared with that of [Ru(phen-NH2)(bpy)2]2+ which has no phenylimidazole group, the fluorescence quantum yield of the [Ru(CImPB-NH2) (bpy)2]2+ is increased by about 67% and that of [Ru(CImPB-COOH)(bpy)2]2+ is enhanced 18 times to 29.8%, emitting bright red light from 600 to 620 nm. Calculation results indicate that an extending conjugated π system is formed along the whole ligand molecular skeleton among the aromaticities of benzene, imidazole and phenanthrene, the effective conjugation length of which is increased significantly compared with the single phenanthrene ligand, and a approximate octahedral configuration is built between Ru and the functional phenanthrene ligand. All the data indicate that the results of the theoretical calculations are in od agreement with the experimental results. These investigations might provide valuable data for designing grafting and fluorescent sensors with high performance.
-
-
[1]
(1) Walters, K.; Guillerez, A. L. S.; Schanze, K. S. Inorg. Chem.2000, 39, 549.
-
[2]
(2) Liu, C. G.; Guan,W.; Yan, L. K.; Su, Z. M.; Song, P.;Wang, E.B. J. Phys. Chem. C 2009, 113, 19672. doi: 10.1021/jp906979z
-
[3]
(3) Cheng, F. X.; Tang, N.; Chen, J. S.; Chen, G. Spectrochim. Acta, Part A-Mol. Biol. Spectrosc. 2013, 114, 159. doi: 10.1016/j.saa.2013.05.059
-
[4]
(4) Xie, Y.; Xing, Y. H.;Wang, Z.; Zhao, H. Y.; Zeng, X. Q.; Ge, M.F.; Niu, S. Y. Inorg. Chem. Commun. 2009, 12, 975. doi: 10.1016/j.inoche.2009.07.025
-
[5]
(5) Zhang, S. X.; Gu, Z. R.; Li, F. B.; Liu, L.; Fu, Q. M.; Liu, S. Z.;Du, Z. L.;Wong,W. Y. J. Inorg. Organomet. Polym. 2013, 23,95. doi: 10.1007/s10904-012-9745-1
-
[6]
(6) Henthorn, J. D.; Mishra, N.; Haun, C. D.; Castro, A. L.;Douglas, H. G.; Pegram, M.; Stadelmaier, B.; Huebner, J. S.;Lampropoulos, C. Polyhedron 2013, 53, 62. doi: 10.1016/j.poly.2013.01.017
-
[7]
(7) Niu, Y. F.; Han, F. F.; Zhang, Q.; Xie, T.W.; Lu, L.; Li, S. H.;Xia, H. P. Angew. Chem. Int. Edit. 2013, 52, 5599. doi: 10.1002/anie.201209549
-
[8]
(8) Komatsu, H.; Yoshihara, K.; Yamada, H.; Kimura, Y.; Son, A.;Nishimoto, S.; Tanabe, K. Chem. Eur. J. 2013, 19, 1971. doi: 10.1002/chem.v19.6
-
[9]
(9) Li, G. Y.; Liu, J. P.; Huang, H. Y.;Wen, Y.; Chao, H.; Ji, L. N.J. Inorg. Biochem. 2013, 121, 108. doi: 10.1016/j.jinorgbio.2012.12.019
-
[10]
(10) Clarke, Y.; Xu,W.; Demas, J. N. Anal. Chem. 2000, 72 (15),3468. doi: 10.1021/ac000111g
-
[11]
(11) Jain, A.; Xu,W. Y.; Demas, J. N.; Degraff, B. A. Inorg. Chem.1998, 37 (8), 1876. doi: 10.1021/ic971043s
-
[12]
(12) Saeksteder, L. A.; Lee, M.; Demas, J. N.; DeGraff, B. A. J. Am. Chem. Soc. 1993, 115 (18), 8230. doi: 10.1021/ja00071a036
-
[13]
(13) Seott, L. B.; Demas, J. N. J. Phys. Chem. 1983, 87 (23), 4675.doi: 10.1021/j100246a026
-
[14]
(14) Demas, J. N.; Addington, J.W. J. Am. Chem. Soc. 1976, 98 (19),5800. doi: 10.1021/ja00435a010
-
[15]
(15) Tang, L. L. Synthesis and Sensing Research of FluorescenceOxygen Sensing Materials Composed of Ruthenium (II)Complex. Ph.D. Dissertation, Southeast University, Nanjing,2012. [唐兰兰. 钌配合物荧光氧敏材料的合成及其传感研究[D]. 南京: 东南大学, 2012]
-
[16]
(16) Li, N. Comparative Research of Functional Ligand of NovelFluorescent Oxygen Sensing Complex. Ph.D. Dissertation,Southeast University, Nanjing, 2013. [李楠. 新型荧光氧敏配合物功能化配体的比较研究[D]. 南京: 东南大学, 2013]
-
[17]
(17) Wang, F.; Liang,W. J.;Wang,W. G.; Chen, B.; Feng, K.; Zhang,L. P.; Tung, C. H.;Wu, L. Z. Acta Chim. Sin. 2012, 70 (22),2306. [王锋, 梁文静, 王文光, 陈彬, 冯科, 张丽萍, 佟振合, 吴骊珠. 化学学报, 2012, 70 (22), 2306.] doi: 10.6023/A12090687
-
[18]
(18) Wu, Y. H.; Zhou, X.;Wang, S.; Bai, F. Q.; Zhang, J. P.; Zhang,H. X.; Sun, J. H. Acta Chim. Sinica. 2009, 67 (1), 33. [吴玉辉, 周欣, 王嵩, 白福全, 张建坡, 张红星, 孙家锺. 化学学报, 2009, 67 (1), 33.]
-
[19]
(19) Demas, J. N.; Crosby, G. A. Phys. Chem. 1971, 75 (8), 991. doi: 10.1021/j100678a001
-
[20]
(20) Yu, P. F. Chin. J. Lasers 1984, 13, 3. [于佩凤. 中国激光,1984, 13, 3.]
-
[21]
(21) Nemkovich, N. A.; Rubinov, A. N.; Savvidi, M. G. Inst. Phys. Conf. Ser. 1991, 126, 639.
-
[22]
(22) Krebs, F. C. H. Org. Chem. 2002, 67 (21), 7185. doi: 10.1021/jo025592d
-
[23]
(23) Tang, L. G.; Jian, X. G.;Wang, J. Y.; Yin, J. Y. Funct. Mater.2002, 33 (5), 568. [佟拉嘎, 锡高, 王锦艳, 尹军英. 功能材料, 2002, 33 (5), 568.]
-
[24]
(24) Kim, H.; Pique, A.; Horwitz, J. S.; Mattoussi, H. Appl. Phys. Lett. 1999, 74 (23), 3444. doi: 10.1063/1.124122
-
[25]
(25) Wang, J. X.; Xia, H. Y.; Liu,W. Q.; Zhao, F.;Wang, Y. B. Inorg. Chem. 2013, 393, 92.
-
[26]
(26) Becke, A. D. Chem. Phys. 1993, 98, 5648.
-
[27]
(27) Lee, C.; Yang,W.; Parr, R. G. Phys. Rev. B 1988, 37, 785. doi: 10.1103/PhysRevB.37.785
-
[28]
(28) Wadt,W. R.; Hay, P. J. Chem. Phys. 1985, 82, 284. doi: 10.1063/1.448800
-
[29]
(29) Hay, P. J.;Wadt,W. R. Chem. Phys. 1985, 82, 299.
-
[30]
(30) Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al . Gaussian 03, Revision B.05; Gaussian, Inc.: Pittsburgh, PA, 2003.
-
[31]
(31) Yue, Y.; Xu, H. X.; Hao, Y. Y.; Xie, X. D.; Qu, L. T.;Wang, H.;Xu, B. S. Acta Phys. -Chim. Sin. 2012, 28 (7), 1593. [岳炎,许慧霞, 郝玉英, 解晓东, 屈丽桃, 王华, 许并社. 物理化学学报, 2012, 28 (7), 1593.] doi: 10.3866/PKU.WHXB201204181
-
[32]
(32) Ren, J. K.; Xu, H. X.; Qu, L. T.; Hao, Y. Y.;Wang, H.; Xu, B. S.Acta Phys. -Chim. Sin. 2013, 29 (5), 1115. [任静琨, 许慧霞,屈丽桃, 郝玉英, 王华, 许并社. 物理化学学报, 2013, 29 (5),1115.] doi: 10.3866/PKU.WHXB201302253
-
[1]
-
-
[1]
Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
-
[2]
Liyang ZHANG , Dongdong YANG , Ning LI , Yuanyu YANG , Qi MA . Crystal structures, luminescent properties and Hirshfeld surface analyses of three cadmium(Ⅱ) complexes based on 2-(3-(pyridin-2-yl)-1H-pyrazol-1-yl)benzoate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1943-1952. doi: 10.11862/CJIC.20240079
-
[3]
Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
-
[4]
Keweiyang Zhang , Zihan Fan , Liyuan Xiao , Haitao Long , Jing Jing . Unveiling Crystal Field Theory: Preparation, Characterization, and Performance Assessment of Nickel Macrocyclic Complexes. University Chemistry, 2024, 39(5): 163-171. doi: 10.3866/PKU.DXHX202310084
-
[5]
Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
-
[6]
Ruikui YAN , Xiaoli CHEN , Miao CAI , Jing REN , Huali CUI , Hua YANG , Jijiang WANG . Design, synthesis, and fluorescence sensing performance of highly sensitive and multi-response lanthanide metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 834-848. doi: 10.11862/CJIC.20230301
-
[7]
Yan ZHAO , Xiaokang JIANG , Zhonghui LI , Jiaxu WANG , Hengwei ZHOU , Hai GUO . Preparation and fluorescence properties of Eu3+-doped CaLaGaO4 red-emitting phosphors. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1861-1868. doi: 10.11862/CJIC.20240242
-
[8]
Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
-
[9]
Cheng PENG , Jianwei WEI , Yating CHEN , Nan HU , Hui ZENG . First principles investigation about interference effects of electronic and optical properties of inorganic and lead-free perovskite Cs3Bi2X9 (X=Cl, Br, I). Chinese Journal of Inorganic Chemistry, 2024, 40(3): 555-560. doi: 10.11862/CJIC.20230282
-
[10]
Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
-
[11]
Ji Qi , Jianan Zhu , Yanxu Zhang , Jiahao Yang , Chunting Zhang . Visible Color Change of Copper (II) Complexes in Reversible SCSC Transformation: The Effect of Structure on Color. University Chemistry, 2024, 39(3): 43-57. doi: 10.3866/PKU.DXHX202307050
-
[12]
Xinyuan Shi , Chenyangjiang , Changyu Zhai , Xuemei Lu , Jia Li , Zhu Mao . Preparation and Photoelectric Performance Characterization of Perovskite CsPbBr3 Thin Films. University Chemistry, 2024, 39(6): 383-389. doi: 10.3866/PKU.DXHX202312019
-
[13]
Yongpo Zhang , Xinfeng Li , Yafei Song , Mengyao Sun , Congcong Yin , Chunyan Gao , Jinzhong Zhao . Synthesis of Chlorine-Bridged Binuclear Cu(I) Complexes Based on Conjugation-Driven Cu(II) Oxidized Secondary Amines. University Chemistry, 2024, 39(5): 44-51. doi: 10.3866/PKU.DXHX202309092
-
[14]
Qilu DU , Li ZHAO , Peng NIE , Bo XU . Synthesis and characterization of osmium-germyl complexes stabilized by triphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1088-1094. doi: 10.11862/CJIC.20240006
-
[15]
Chun-Lin Sun , Yaole Jiang , Yu Chen , Rongjing Guo , Yongwen Shen , Xinping Hui , Baoxin Zhang , Xiaobo Pan . Construction, Performance Testing, and Practical Applications of a Home-Made Open Fluorescence Spectrometer. University Chemistry, 2024, 39(5): 287-295. doi: 10.3866/PKU.DXHX202311096
-
[16]
Jianjun Liu , Xue Yang , Chi Zhang , Xueyu Zhao , Zhiwei Zhang , Yongmei Chen , Qinghong Xu , Shao Jin . Preparation and Fluorescence Characterization of CdTe Semiconductor Quantum Dots. University Chemistry, 2024, 39(7): 307-315. doi: 10.3866/PKU.DXHX202311031
-
[17]
Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
-
[18]
Lu XU , Chengyu ZHANG , Wenjuan JI , Haiying YANG , Yunlong FU . Zinc metal-organic framework with high-density free carboxyl oxygen functionalized pore walls for targeted electrochemical sensing of paracetamol. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 907-918. doi: 10.11862/CJIC.20230431
-
[19]
Tingyu Zhu , Hui Zhang , Wenwei Zhang . Exploration and Practice of Ideological and Political Education in the Course of Experiments on Chemical Functional Molecules: Synthesis and Catalytic Performance Study of Chiral Mn(III)Cl-Salen Complex. University Chemistry, 2024, 39(4): 75-80. doi: 10.3866/PKU.DXHX202311011
-
[20]
Cheng Zheng , Shiying Zheng , Yanping Zhang , Shoutian Zheng , Qiaohua Wei . Synthesis, Copper Content Analysis, and Luminescent Performance Study of Binuclear Copper (I) Complexes with Isomeric Luminescence Shift: A Comprehensive Chemical Experiment Recommendation. University Chemistry, 2024, 39(7): 322-329. doi: 10.3866/PKU.DXHX202310131
-
[1]
Metrics
- PDF Downloads(696)
- Abstract views(1032)
- HTML views(83)