Citation: REN Jing-Kun, XU Hui-Xia, QU Li-Tao, Zhang Ye, HAO Yu-Ying, WANG Hua, XU Bing-She. Synthesis and Optoelectronic Properties of a Red-Emitting Iridium(III) Complex Containing 1-Phenylpyrazole[J]. Acta Physico-Chimica Sinica, ;2013, 29(05): 1115-1122. doi: 10.3866/PKU.WHXB201302253 shu

Synthesis and Optoelectronic Properties of a Red-Emitting Iridium(III) Complex Containing 1-Phenylpyrazole

  • Received Date: 5 December 2012
    Available Online: 25 February 2013

    Fund Project: 教育部长江学者与创新团队发展项目(IRT0972) (IRT0972) 国家国际科技合作(2012DFR50460) (2012DFR50460) 国家自然科学基金(21071108, 60976018, 21101111,61274056, 61205179) (21071108, 60976018, 21101111,61274056, 61205179) 山西省自然科学基金(2010021023-2, 2011021022-2) (2010021023-2, 2011021022-2)山西省科技攻关项目(20120321019)资助 (20120321019)

  • The synthesis, characterization, photophysical and electrophosphorescent properties of iridium(III) complex [(ppz)2Ir(piq)] (ppz=1-phenylpyrazole, piq=1-phenylisoquinoline) are reported. The structure was defined by proton nuclear magnetic resonance (1H NMR). The photophysical properties and energy-level structure of [(ppz)2Ir(piq)] are studied by ultraviolet-visble (UV-Vis) absorption, fluorescence, and phosphorescent spectroscopies at 77 K, cyclic voltammetry (CV), and time-dependent density functional theory (TD-DFT) calculation. The electroluminescent properties of [(ppz)2Ir(piq)] using 4,4'-bis(9-carbazolyl)-1, 1'-biphenyl (CBP) as a host are investigated. Absorption bands of [(ppz)2Ir(piq)] are located at about 296, 342, 395, and 442 nm. [(ppz)2Ir(piq)] exhibits red phosphorescent emission with a peak at 618 nm in CH2Cl2 solution at room temperature and 598 nm in 2-methyltetrahydrofuran (2-MeTHF) at 77 K, from which its triplet state energy (ET) is estimated to be 2.07 eV. The highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) levels of [(ppz)2Ir(piq)] are -5.92 and -3.62 eV, respectively. A theoretical calculation reveals that the HOMO of [(ppz)2Ir(piq)] is mainly distributed on ppz and the iridium ion, while the LUMO is mainly centered on piq. Organic light-emitting diodes (OLEDs) containing [(ppz)2 Ir(piq)]- doped CBP emitting layer exhibit an electroluminescence (EL) maximum at 616 nm, an optimized doping concentration of 8%-12% (w), maximum current efficiency of about 10 cd·A-1, maximum power efficiency of 4.44 lm·W-1, and International Commission on Illumination (CIE) coordinates of (0.65, 0.35). This investigation provides an important experimental basis for the application of [(ppz)2Ir(piq)] in organic electroluminescent devices.

  • 加载中
    1. [1]

      (1) Baldo, M. A.; O'Brien, D. F.; You, Y.; Shoustikov, A.; Sibley, S.;Thompson, M.E.; Forrest, S.R. Nature 1998, 395 (6698), 151.doi: 10.1038/25954

    2. [2]

      (2) 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. [岳岩,许慧侠, 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

    3. [3]

      (3) Ma, Y.; Zhang, H.; Shen, J.; Che, C. M. Synth. Met. 1998, 94,245. doi: 10.1016/S0379-6779(97)04166-0

    4. [4]

      (4) Hong, H.W.; Chen, T. M. Mater. Chem. Phys. 2007, 101, 170.doi: 10.1016/j.matchemphys.2006.03.011

    5. [5]

      (5) Wang, L. X.; Mei, Q. B.; Yan, F.; Tian, B.;Weng, J. N.; Zhang,B.; Huang,W. Acta Phys. -Chim. Sin. 2012, 28 (7), 1556. [王玲霞, 梅群波, 颜芳, 田波, 翁洁娜, 张彬, 黄维. 物理化学学报, 2012, 28 (7), 1556.] doi: 10.3866/PKU.WHXB201205043

    6. [6]

      (6) Tsuboyama, A.; Iwawaki, H.; Furu ri, M.; Mukaide, T.;Kamatani, J.; Igawa, S.; Moriyama, T.; Miura, S.; Takiguchi, T.;Okada, S.; Hoshino, M.; Ueno, K. J. Am. Chem. Soc. 2003, 125 (42), 12971. doi: 10.1021/ja034732d

    7. [7]

      (7) Su, Y. J.; Huang, H. L.; Li, C. L.; Chien, C. H.; Tao, Y. T.; Chou,P. T.; Datta, S.; Liu, R. S. Adv. Mater. 2003, 15 (11), 884. doi: 10.1002/adma.200304630

    8. [8]

      (8) Liang, B.; Jiang, C. Y.; Chen, Z.; Zhang, X. J.; Shi, H. H.; Cao,Y. J. Mater. Chem. 2006, 16, 1281. doi: 10.1039/b515549e

    9. [9]

      (9) Lu, K. Y.; Chou, H. H.; Hsieh, C. H.; Ouyang, Y. H.; Tsai, H. R.;Tsai, H. Y.; Hsu, L. C.; Chen, C. Y.; Chen, I. C.; Cheng, C. H.Adv. Mater. 2011, 23, 4933. doi: 10.1002/adma.v23.42

    10. [10]

      (10) Teng, F.; Xin, G.; Ming, Z.;Wang, C. L.; Hanif, M.; Zhang, H.Y.; Ma, Y. G. Synth. Met. 2009, 159, 113. doi: 10.1016/j.synthmet.2008.08.004

    11. [11]

      (11) Tian, N.; Lenkeit, D.; Pelz, S.; Fischer, L. H.; Escudero, D.;Schiewek, R.; Klink, D.; Schmitz, O. J.; nzález, L.;Schäferling, M.; Holder, E. Eur. J. Inorg. Chem. 2010, 30, 4875.

    12. [12]

      (12) Tamayo, A. B.; Alleyne, B. D.; Djurovich, P. I.; Lamansky, S.;Tsyba, I.; Ho, N. N.; Bau, R.; Thompson, M. E. J. Am. Chem.Soc. 2003, 125 (24), 7377. doi: 10.1021/ja034537z

    13. [13]

      (13) Becke, A. D. Phys. Rev. A 1998, 38, 3098.

    14. [14]

      (14) Lee, C.; Yang,W. T.; Parr, R. G. Phys. Rev. B 1988, 37, 785.doi: 10.1103/PhysRevB.37.785

    15. [15]

      (15) Lei, L. P.; Hao, Y. Y.; Fan,W. H.; Xu, B. S. Chin. Phys. Lett.2011, 28, 063101-1. doi: 10.1088/0256-307X/28/6/063101

    16. [16]

      (16) Holme, R. J.; Forrest, S. R.; Tung, Y. J.; Kwong, R. C.; Brown,J. J.; Garon, S.; Thompson, M. E. Appl. Phys. Lett. 2003, 82,2422. doi: 10.1063/1.1568146

    17. [17]

      (17) Ding, B. D.; Zhang, J. M.; Zhu,W. Q.; Zheng, X. Y.;Wu, Y. Z.;Jiang, X. Y.; Zhang, Z. L.; Xu, S. H. Chemical Research andApplication 2002, 14 (6), 712. [丁邦东, 张积梅, 朱文清, 郑新友, 吴有智, 蒋雪茵, 张志林, 许少鸿. 化学研究与应用, 2002,14 (6), 712.]


  • 加载中
    1. [1]

      Xin XIONGQian CHENQuan XIE . First principles study of the photoelectric properties and magnetism of La and Yb doped AlN. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1519-1527. doi: 10.11862/CJIC.20240064

    2. [2]

      Rong-Nan YiWei-Min He . Photocatalytic Minisci-type multicomponent reaction for the synthesis of 1-(halo)alkyl-3-heteroaryl bicyclo[1.1.1]pentanes. Chinese Chemical Letters, 2024, 35(10): 110115-. doi: 10.1016/j.cclet.2024.110115

    3. [3]

      Yan ZHAOXiaokang JIANGZhonghui LIJiaxu WANGHengwei ZHOUHai 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

    4. [4]

      Liyang ZHANGDongdong YANGNing LIYuanyu YANGQi 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

    5. [5]

      Fan JIAWenbao XUFangbin LIUHaihua ZHANGHongbing FU . Synthesis and electroluminescence properties of Mn2+ doped quasi-two-dimensional perovskites (PEA)2PbyMn1-yBr4. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1114-1122. doi: 10.11862/CJIC.20230473

    6. [6]

      Qilu DULi ZHAOPeng NIEBo 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

    7. [7]

      Jianfeng Yan Yating Xiao Xin Zuo Caixia Lin Yaofeng Yuan . Comprehensive Chemistry Experimental Design of Ferrocenylphenyl Derivatives. University Chemistry, 2024, 39(4): 329-337. doi: 10.3866/PKU.DXHX202310005

    8. [8]

      Yonghui ZHOURujun HUANGDongchao YAOAiwei ZHANGYuhang SUNZhujun CHENBaisong ZHUYouxuan 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

    9. [9]

      Tingbo Wang Yao Luo Bingyan Hu Ruiyuan Liu Jing Miao Huizhe Lu . Quantitative Computational Study on the Claisen Rearrangement Reaction of Allyl Phenyl Ethers: An Introduction to a Computational Chemistry Experiment. University Chemistry, 2024, 39(11): 278-285. doi: 10.12461/PKU.DXHX202403082

    10. [10]

      Zhaomei LIUWenshi ZHONGJiaxin LIGengshen HU . Preparation of nitrogen-doped porous carbons with ultra-high surface areas for high-performance supercapacitors. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 677-685. doi: 10.11862/CJIC.20230404

    11. [11]

      Qingtang ZHANGXiaoyu WUZheng WANGXiaomei WANG . Performance of nano Li2FeSiO4/C cathode material co-doped by potassium and chlorine ions. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1689-1696. doi: 10.11862/CJIC.20240115

    12. [12]

      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

    13. [13]

      Jinyi Sun Lin Ma Yanjie Xi Jing Wang . Preparation and Electrocatalytic Nitrogen Reduction Performance Study of Vanadium Nitride@Nitrogen-Doped Carbon Composite Nanomaterials: A Recommended Comprehensive Chemistry Experiment. University Chemistry, 2024, 39(4): 184-191. doi: 10.3866/PKU.DXHX202310094

    14. [14]

      Wujun JianMong-Feng ChiouYajun LiHongli BaoSong Yang . Cu-catalyzed regioselective diborylation of 1,3-enynes for the efficient synthesis of 1,4-diborylated allenes. Chinese Chemical Letters, 2024, 35(5): 108980-. doi: 10.1016/j.cclet.2023.108980

    15. [15]

      Gaofeng WANGShuwen SUNYanfei ZHAOLixin MENGBohui WEI . Structural diversity and luminescence properties of three zinc coordination polymers based on bis(4-(1H-imidazol-1-yl)phenyl)methanone. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 849-856. doi: 10.11862/CJIC.20230479

    16. [16]

      Hai-Yang SongJun JiangYu-Hang SongMin-Hang ZhouChao WuXiang ChenWei-Min He . Supporting-electrolyte-free electrochemical [2 + 2 + 1] annulation of benzo[d]isothiazole 1,1-dioxides, N-arylglycines and paraformaldehyde. Chinese Chemical Letters, 2024, 35(6): 109246-. doi: 10.1016/j.cclet.2023.109246

    17. [17]

      Zhiwei ChenHeyun ShengXue LiMenghan ChenXin LiQiuling Song . Efficient capture of difluorocarbene by pyridinium 1,4-zwitterionic thiolates: A concise synthesis of difluoromethylene-containing 1,4-thiazine derivatives. Chinese Chemical Letters, 2024, 35(4): 108937-. doi: 10.1016/j.cclet.2023.108937

    18. [18]

      Yihao Zhao Jitian Rao Jie Han . Synthesis and Photochromic Properties of 3,3-Diphenyl-3H-Naphthopyran: Design and Teaching Practice of a Comprehensive Organic Experiment. University Chemistry, 2024, 39(10): 149-155. doi: 10.3866/PKU.DXHX202402050

    19. [19]

      Cunling Ye Xitong Zhao Hongfang Wang Zhike Wang . A Formula for the Calculation of Complex Concentrations Arising from Side Reactions and Its Applications. University Chemistry, 2024, 39(4): 382-386. doi: 10.3866/PKU.DXHX202310043

    20. [20]

      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

Metrics
  • PDF Downloads(767)
  • Abstract views(1051)
  • HTML views(72)

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

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return