0000000000006295
AUTHOR
Andreas M. Bünzli
Efficient Green Light-Emitting Electrochemical Cells Based on Ionic Iridium Complexes with Sulfone-Containing Cyclometalating Ligands
A new approach to obtain green-emitting iridiumA complexes is described. The synthetic approach consists of introducing a methylsulfone electron-withdrawing substituent into a 4-phenylpyrazole cyclometalating ligand in order to stabilize the highest- occupied molecular orbital (HOMO). Six new complexes have been synthe- sized incorporating the conjugate base of 1-(4-(methylsulfonyl)phenyl)-1 H- pyrazole as the cyclometalating ligand. The complexes show green emission and very high photoluminescence quantum yields in both diluted and concentrated films. When used as the main active component in light-emit- ting electrochemical cells (LECs), green electroluminance is observed. High efficienci…
Thienylpyridine-based cyclometallated iridium(III) complexes and their use in solid state light-emitting electrochemical cells
The synthesis and characterization of four iridium(iii) complexes [Ir(thpy)2(N^N)][PF6] where Hthpy = 2-(2'-thienyl)pyridine and N^N are 6-phenyl-2,2'-bipyridine (1), 4,4'-di-(t)butyl-2,2'-bipyridine (2), 4,4'-di-(t)butyl-6-phenyl-2,2'-bipyridine (3) or 4,4'-dimethylthio-2,2'-bipyridine (4) are described. The single crystal structures of ligand 4 and the complexes containing the [Ir(thpy)2(1)](+) and [Ir(thpy)2(4)](+) cations have been determined. In [Ir(thpy)2(1)](+), the pendant phenyl ring engages in an intra-cation π-stacking interaction with one of the thienyl rings in the solid state, and undergoes hindered rotation on the NMR timescale in [Ir(thpy)2(1)](+) and [Ir(thpy)2(3)](+). The …
[Ir(C^N)2(N^N)]+ emitters containing a naphthalene unit within a linker between the two cyclometallating ligands
The synthesis of four cyclometallated [Ir(C^N) 2 (N^N)][PF 6 ] compounds in which N^N is a substituted 2,2’- -bipyridine (bpy) ligand and the naphthyl-centred ligand 2,7-bis(2-(2-(4-(pyridin-2-yl)phenoxy)ethoxy) ethoxy)naphthalene provides the two cyclometallating C^N units is reported. The iridium( III ) complexes have been characterized by 1 H and 13 C NMR spectroscopies, mass spectrometry and elemental analysis, and their electrochemical and photophysical properties are described. Comparisons are made with a model [Ir(ppy) 2 (N^N)][PF 6 ] compound (Hppy = 2-phenylpyridine). The complexes containing the naphthyl-unit exhibit similar absorption spectra and excitation at 280 nm leads to an …
Fine‐Tuning of Photophysical and Electronic Properties of Materials for Photonic Devices Through Remote Functionalization
We report four new iridium(III) complexes of the type [Ir(ppy)2(N?N)][PF6] in which N?N is a 4,6-diphenyl-2,2`-bipyridine and the 4-phenyl ring is substituted at either the para or meta positions [4-Me, N?N = 1; 4-Br, N?N = 2; 3,5-Br2, N?N = 3; 3,5-(C6H4-4-NPh2)2, N?N = 4]. The complexes have been fully characterized, and single-crystal diffraction analyses of [Ir(ppy)2(N?N)][PF6] (N?N = 13) confirmed that each [Ir(ppy)2(N?N)]+ cation exhibits face-to-face p-stacking between the pendant phenyl substituent of the N?N ligand and the cyclometallated phenyl ring of an adjacent [ppy] ligand. In solution, the complexes are short-lived emitters; the emission maxima for [Ir(ppy)2(1)][PF6], [Ir(ppy)…
Exceptionally long-lived light-emitting electrochemical cells: multiple intra-cation π-stacking interactions in [Ir(C^N)2(N^N)][PF6] emitters
A series of cyclometalated iridium(iii) complexes [Ir(C^N)2(N^N)][PF6] (N^N = 2,2′-bipyridine (1), 6-phenyl-2,2′-bipyridine (2), 4,4′-di-tert-butyl-2,2′-bipyridine (3), 4,4′-di-tert-butyl-6-phenyl-2,2′-bipyridine (4); HC^N = 2-(3-phenyl)phenylpyridine (HPhppy) or 2-(3,5-diphenyl)phenylpyridine (HPh2ppy)) are reported. They have been synthesized using solvento precursors so as to avoid the use of chlorido-dimer intermediates, chloride ion contaminant being detrimental to the performance of [Ir(C^N)2(N^N)][PF6] emitters in light-electrochemical cell (LEC) devices. Single crystal structure determinations and variable temperature solution 1H NMR spectroscopic data confirm that the pendant pheny…
CCDC 1019228: Experimental Crystal Structure Determination
Related Article: Andreas M. Bünzli, Edwin C. Constable, Catherine E. Housecroft, Alessandro Prescimone, Jennifer A. Zampese, Giulia Longo, Lidón Gil-Escrig, Antonio Pertegás, Enrique Ortí, Henk J. Bolink|2015|Chemical Science|6|2843|doi:10.1039/C4SC03942D
CCDC 949190: Experimental Crystal Structure Determination
Related Article: Andreas M. Bünzli, Henk J. Bolink, Edwin C. Constable, Catherine E. Housecroft, José M. Junquera-Hernández, Markus Neuburger, Enrique Ortí, Antonio Pertegás, Juan J. Serrano-Pérez, Daniel Tordera, Jennifer A. Zampese|2014|Dalton Trans.|43|738|doi:10.1039/C3DT52622D
CCDC 910854: Experimental Crystal Structure Determination
Related Article: Daniel Tordera, Andreas M. Bünzli, Antonio Pertegás, José M. Junquera-Hernández, Edwin C. Constable, Jennifer A. Zampese, Catherine E. Housecroft, Enrique Ortí, Henk J. Bolink|2013|Chem.-Eur.J.|19|8597|doi:10.1002/chem.201300457
CCDC 1019229: Experimental Crystal Structure Determination
Related Article: Andreas M. Bünzli, Edwin C. Constable, Catherine E. Housecroft, Alessandro Prescimone, Jennifer A. Zampese, Giulia Longo, Lidón Gil-Escrig, Antonio Pertegás, Enrique Ortí, Henk J. Bolink|2015|Chemical Science|6|2843|doi:10.1039/C4SC03942D
CCDC 949192: Experimental Crystal Structure Determination
Related Article: Andreas M. Bünzli, Henk J. Bolink, Edwin C. Constable, Catherine E. Housecroft, José M. Junquera-Hernández, Markus Neuburger, Enrique Ortí, Antonio Pertegás, Juan J. Serrano-Pérez, Daniel Tordera, Jennifer A. Zampese|2014|Dalton Trans.|43|738|doi:10.1039/C3DT52622D
CCDC 1019226: Experimental Crystal Structure Determination
Related Article: Andreas M. Bünzli, Edwin C. Constable, Catherine E. Housecroft, Alessandro Prescimone, Jennifer A. Zampese, Giulia Longo, Lidón Gil-Escrig, Antonio Pertegás, Enrique Ortí, Henk J. Bolink|2015|Chemical Science|6|2843|doi:10.1039/C4SC03942D
CCDC 949191: Experimental Crystal Structure Determination
Related Article: Andreas M. Bünzli, Henk J. Bolink, Edwin C. Constable, Catherine E. Housecroft, José M. Junquera-Hernández, Markus Neuburger, Enrique Ortí, Antonio Pertegás, Juan J. Serrano-Pérez, Daniel Tordera, Jennifer A. Zampese|2014|Dalton Trans.|43|738|doi:10.1039/C3DT52622D
CCDC 1019227: Experimental Crystal Structure Determination
Related Article: Andreas M. Bünzli, Edwin C. Constable, Catherine E. Housecroft, Alessandro Prescimone, Jennifer A. Zampese, Giulia Longo, Lidón Gil-Escrig, Antonio Pertegás, Enrique Ortí, Henk J. Bolink|2015|Chemical Science|6|2843|doi:10.1039/C4SC03942D