Synthesis and Characterization of Luminescent Cyclometalated Platinum(II) Complexes of 1,3-Bis-Hetero-Azolylbenzenes with Tunable Color for Applications in Organic Light-Emitting Devices through Extension of π Conjugation by Variation of the Heteroatom

被引:55
作者
Chan, Alan Kwun-Wa [1 ]
Lam, Elizabeth Suk-Hang [1 ]
Tam, Anthony Yiu-Yan [1 ]
Tsang, Daniel Ping-Kuen [1 ]
Lam, Wai Han [1 ]
Chan, Mei-Yee [1 ]
Wong, Wing-Tak [1 ]
Yam, Vivian Wing-Wah [1 ]
机构
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
关键词
cyclometalation; density functional theory calculation; luminescence; organic light-emitting diodes; platinum; ALPHA-DIIMINE LIGANDS; SOLVENT-INDUCED AGGREGATION; MOLECULAR-ORBITAL METHODS; ELECTRONIC-SPECTRA; BIS(ACETYLIDE) COMPLEXES; POLARIZATION FUNCTIONS; EXCITATION-ENERGIES; TERDENTATE LIGANDS; BASIS-SETS; N N;
D O I
10.1002/chem.201301586
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of luminescent cyclometalated platinum(II) complexes of N&ANDC&ANDN ligands [N&ANDC&ANDN = 2,6-bis(benzoxazol-2-yl)benzene (bzoxb), 2,6-bis(benzothiazol-2-yl)benzene (bzthb), and 2,6-bis(N-alkylnaphthoimidazol-2-yl)benzene (naphimb)] has been synthesized and characterized. Two of the platinum(II) complexes have been structurally characterized by X-ray crystallography. Their electrochemical, electronic absorption, and luminescence properties have been investigated. In dichloromethane solution at room temperature, the cyclometalated N&ANDC&ANDN platinum(II) complexes exhibited rich luminescence with well-resolved vibronic-structured emission bands. The emission energies of the complexes are found to be closely related to the electronic properties of the N&ANDC&ANDN ligands. By varying the electronic properties of the cyclometalated ligands, a fine-tuning of the emission energies can be achieved, as supported by computational studies. Multilayer organic light-emitting devices have been prepared by utilizing two of these platinum(II) complexes as phosphorescent dopants, in which a saturated yellow emission with Commission International de I'Eclairage coordinates of (0.50, 0.49) was achieved.
引用
收藏
页码:13910 / 13924
页数:15
相关论文
共 74 条
[1]   Toward reliable density functional methods without adjustable parameters: The PBE0 model [J].
Adamo, C ;
Barone, V .
JOURNAL OF CHEMICAL PHYSICS, 1999, 110 (13) :6158-6170
[2]   STUDIES OF THE ROOM-TEMPERATURE ABSORPTION AND EMISSION-SPECTRA OF [PT(TRPY)X]+ SYSTEMS [J].
ALDRIDGE, TK ;
STACY, EM ;
MCMILLIN, DR .
INORGANIC CHEMISTRY, 1994, 33 (04) :722-727
[3]   ENERGY-ADJUSTED ABINITIO PSEUDOPOTENTIALS FOR THE 2ND AND 3RD ROW TRANSITION-ELEMENTS [J].
ANDRAE, D ;
HAUSSERMANN, U ;
DOLG, M ;
STOLL, H ;
PREUSS, H .
THEORETICA CHIMICA ACTA, 1990, 77 (02) :123-141
[4]   Quantum calculation of molecular energies and energy gradients in solution by a conductor solvent model [J].
Barone, V ;
Cossi, M .
JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (11) :1995-2001
[5]   Treatment of electronic excitations within the adiabatic approximation of time dependent density functional theory [J].
Bauernschmitt, R ;
Ahlrichs, R .
CHEMICAL PHYSICS LETTERS, 1996, 256 (4-5) :454-464
[6]   SPECTROSCOPIC STUDIES OF CYCLOMETALATED PLATINUM(II) COMPLEXES - SUPERPOSITION OF 2 DIFFERENT SPECTROSCOPIC SPECIES IN THE ELECTRONIC-SPECTRA OF A SINGLE-CRYSTAL OF [PT(2,2'-BIPYRIMIDINE)(CN)2] [J].
BIEDERMANN, J ;
GLIEMANN, G ;
KLEMENT, U ;
RANGE, KJ ;
ZABEL, M .
INORGANIC CHEMISTRY, 1990, 29 (10) :1884-1888
[7]   Chiral nickel(II) and palladium(II) NCN-pincer complexes based on substituted benzene: Synthesis, structure, and lewis acidity [J].
Bugarin, Alejandro ;
Connell, Brian T. .
ORGANOMETALLICS, 2008, 27 (17) :4357-4369
[8]   Molecular excitation energies to high-lying bound states from time-dependent density-functional response theory: Characterization and correction of the time-dependent local density approximation ionization threshold [J].
Casida, ME ;
Jamorski, C ;
Casida, KC ;
Salahub, DR .
JOURNAL OF CHEMICAL PHYSICS, 1998, 108 (11) :4439-4449
[9]   Photophysics in bipyridyl and terpyridyl platinum(II) acetylides [J].
Castellano, FN ;
Pomestchenko, IE ;
Shikhova, E ;
Hua, F ;
Muro, ML ;
Rajapakse, N .
COORDINATION CHEMISTRY REVIEWS, 2006, 250 (13-14) :1819-1828
[10]   LUMINESCENT DONOR-ACCEPTOR PLATINUM(II) COMPLEXES [J].
CHAN, CW ;
CHENG, LK ;
CHE, CM .
COORDINATION CHEMISTRY REVIEWS, 1994, 132 :87-97