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The Role of Substituents on Functionalized 1,10-Phenanthroline in Controlling the Emission Properties of Cationic Iridium(III) Complexes of Interest for Electroluminescent Devices

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    The Role of Substituents on Functionalized 1,10-Phenanthroline in Controlling the Emission Properties of Cationic Iridium(III) Complexes of Interest for Electroluminescent Devices
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    Dipartimento di Chimica Inorganica, Metallorganica e Analitica, Dipartimento di Chimica Fisica ed Elettrochimica, Centro di Eccellenza CIMAINA dell'Università di Milano, Istituto di Scienze e Tecnologie Molecolari, CNR, and UdR dell'INSTM di Milano, via Venezian 21, 20133 Milano, Italy
    Istituto di Scienze e Tecnologie Molecolari, CNR, c/o Dipartimento di Chimica, Università di Perugia, via Elce di Sotto 8, I-06123 Perugia, Italy
    Istituto per lo Studio dei Materiali Nanostrutturati, CNR, via P. Gobetti 101, I-40129 Bologna, Italy
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    Inorganic Chemistry

    Cite this: Inorg. Chem. 2007, 46, 21, 8533–8547
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    https://doi.org/10.1021/ic700414z
    Published September 21, 2007
    Copyright © 2007 American Chemical Society
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    Abstract

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    The photophysical and electrochemical properties of the novel complexes [Ir(ppy)2(5-X-1,10-phen)][PF6] (ppy = 2-phenylpyridine, phen = phenanthroline, X = NMe2, NO2), [Ir(pq)2(5-X-1,10-phen)][PF6] (pq = 2-phenylquinoline, X = H, Me, NMe2, NO2), [Ir(ppy)2(4-Me,7-Me-1,10-phen)][PF6], [Ir(ppy)2(5-Me,6-Me-1,10-phen)][PF6], [Ir(ppy)2(2-Me,9-Me-1,10-phen)][PF6], and [Ir(pq)2(4-Ph,7-Ph-1,10-phen)][PF6] have been investigated and compared with those of the known reference complexes [Ir(ppy)2(4-Me or 5-H or 5-Me-1,10-phen)][PF6] and [Ir(ppy)2(4-Ph,7-Ph-1,10-phen)][PF6], showing how the nature and number of the phenanthroline substituents tune the color of the emission, its quantum yield, and the emission lifetime. It turns out that the quantum yield is strongly dependent on the nonradiative decay. The geometry, ground state, electronic structure, and excited electronic states of the investigated complexes have been calculated on the basis of density functional theory (DFT) and time-dependent DFT approaches, thus substantiating the electrochemical measurements and providing insight into the electronic origin of the absorption spectra and of the lowest excited states involved in the light emission process. These results provide useful guidelines for further tailoring of the photophysical properties of ionic Ir(III) complexes.

    Copyright © 2007 American Chemical Society

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    †

     Dipartimento di Chimica Inorganica, Metallorganica e Analitica.

    §

     Centro di Eccellenza CIMAINA dell'Università di Milano.

    ⊥

     UdR dell'INSTM di Milano.

    ‡

     Dipartimento di Chimica Fisica ed Elettrochimica.

    *

     To whom correspondence should be addressed. E-mail:  simona@ thch.unipg.it (S.F.), [email protected] (P.M.), dominique.roberto@ unimi.it (D.R.).

    ‖

     Istituto di Scienze e Tecnologie Molecolari, CNR.

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    Energies of the frontier molecular orbitals and energy differences between some frontier molecular orbitals for complexes 1−7 in CH3CN solution and in CH2Cl2; isodensity plots of selected molecular orbitals of 1b−d and 2b complexes; comparison between the experimental and computed UV−vis absorption spectra of 1a, 1d, 3a, and 3b complexes; cyclovoltammetric patterns of compounds 2a−c and 4−6; graph of Eem vs ln(knr) for 1a, 1d, and 2a; graph of the experimental vs the calculated HOMO−LUMO energy gaps. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Cite this: Inorg. Chem. 2007, 46, 21, 8533–8547
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