Highly emissive copper(<scp>i</scp>) complexes bearing diimine and bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane

Nishikawa, Michihiro; Sawamura, Shota; Haraguchi, Aya; Morikubo, Jun; Kohara, T.; Tsubomura, Taro

doi:10.1039/c4dt03176h

Cited by 49 publications

(16 citation statements)

References 51 publications

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“…The low‐energy bands at 370–500 nm are characteristic of the formation of the complexes and responsible of the deep‐red color in solution. These bands are attributed to metal‐to‐ligand charge‐transfer transitions (MLCT) involving the Cu(I) metal core and the bcbq ligand . As was mentioned before, the NMR characterization of 1 in CDCl 3 reveals the presence of an equilibrium process of the complex with [Cu(dcbq) 2 ] + and Cu(PPh 3 ) 4 ] + .…”

Section: Resultsmentioning

confidence: 66%

White Light‐Emitting Electrochemical Cells Based on Deep‐Red Cu(I) Complexes

Fresta

Weber

Fernández‐Cestau

et al. 2019

Advanced Optical Materials

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significantly reduce fabrication time and costs. [16][17][18] For this reason, the use of soluble ionic transition metal complexes (iTMCs) as emitters has intensively been investigated throughout the last decade. [15,19,20] However, up to date, the most efficient devices are based on Ir(III)-iTMCs. [15,[21][22][23][24][25] While these emitters yield light that spans the whole visible range, [15,26,27] the high cost and low abundance of iridium in the Earth's crust [28] do not match the future needs for sustainable large-area lighting. In this context, ionic copper(I) complexes-, i.e., Cu(I)-iTMCs-represent an appealing alternative to Ir(III)-iTMCs for LECs. Indeed, copper resources are abundant and considered as low-cost, while Cu(I)-iTMCs chemistry is well-known in literature, [29,30] allowing to tailor the features of the emitter-, e.g., redox stability, photoluminescence quantum yields (PLQYs), and/or the shift of the emission and the device color. As a matter of fact, Cu(I)-iTMCs have led to interesting results in LECs, achieving moderate stable and efficient blue and yellow devices. [13,[31][32][33][34][35][36] As in early works on Ir(III)-iTMC-LECs, [27] one of the major challenge is to identify possible complexes whose luminescent response covers the whole visible range. This has to be complemented with the right balance between efficiency, brightness, and stability, in order to achieve well-performing white LECs in the near future. [37][38][39] In contrast to Ir(III)-iTMCs, the state-of-the-art of Cu(I)-iTMC-LECs just involves yellow-and blue-emitting complexes. In short, Costa and co-workers have explored the possibility to prepare heteroleptic blue-emitting compounds with N^N ligands with high energy lowest unoccupied molecular orbital (LUMO) levels, achieving yellowemitting devices due to the lack of a thermally activated delayed fluorescence (TADF) process. [40] However, the same authors proposed to use another family of Cu(I) complexes bearing different N-heterocyclic carbenes and dipyridylamine ligands-, i.e., di-iso-propylphenyl)imidazole-2-ylidene and 2,2ʹ-bis-(3methylpyridyl)amine, showing an effective TADF emission that led to the first blue-emitting Cu(I)-iTMC LECs. [34,41,42] Other studies by Zhang et al., [43] Bolink and co-workers, [31,33,44] and Costa and co-workers [36,45,46] showed green-and yellow-emitting Cu(I)-iTMC based devices by changing the pattern substitution of heteroleptic diamine and diphosphine ligands.In light of the current art, deep-red LECs based on Cu(I)-iTMCs are still missing, hampering the preparation of whiteemitting LECs. In this context, we report the synthesis and The synthesis and characterization, as well as photoluminescent and electrochemical features of a series of ionic copper(I) complexes-, i.e., [Cu(N^N)(P^P)] + , where N^N is 4,4′-diethylester-2,2′-biquinoline (dcbq) and P^P is bis-triphenylphosphine, bis[2-(diphenylphosphino)phenyl)ether] (POP), or 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos)-are reported along with their application to ach...

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Section: Resultsmentioning

confidence: 66%

White Light‐Emitting Electrochemical Cells Based on Deep‐Red Cu(I) Complexes

Fresta

Weber

Fernández‐Cestau

et al. 2019

Advanced Optical Materials

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“…Reaction of Cu(N≡CCH 3 ) 4 ClO 4 with BrphenBr or BrbpyBr and diphosphine ligand BINAP or xantphos in a 1:1:1 stoichiometric ratio under oxygen-free conditions following by crystallization from dichloromethane/hexane afforded four mononuclear complexes, [Cu(BrphenBr)(BINAP)]ClO 4 (1), [Cu(BrbpyBr)(BINAP)]ClO 4 (2), [Cu(BrphenBr)(xantphos)]ClO 4 (3) and [Cu(BrbpyBr)(xantphos)]ClO 4 (4) in good yields. All the complexes 1−4 are stable to air and moisture in the solid state.…”

Section: Synthesesmentioning

confidence: 99%

Synthesis, structure and solid luminescence of copper(I)–bromodiimine–diphosphine complexes

et al. 2015

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“…Besides the examples of iridium 4 and platinum 5,6 complexes as phosphorescent emitters, many highly luminescent complexes with earth-abundant copper have been described in the literature. [7][8][9] Several Cu(I) complexes possess the widely investigated thermally activated delayed fluorescence (TADF), harvesting almost all excitons via the singlet state already at room temperature through reverse intersystem crossing to reach quantum efficiencies of up to 100%. [10][11][12][13][14][15][16][17][18] After the early stages of this technology, including the copper complexes bearing phenanthroline ( phen) 19 and bis( pyrazol-1-yl)biphenylborate, 20 a large class of dinuclear Cu(I) complexes bridged by a N,P-unit, expanded to two ancillary phosphine ligands, came up.…”

Section: Introductionmentioning

confidence: 99%

Highly soluble fluorine containing Cu(i) AlkylPyrPhos TADF complexes

et al. 2019

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Luminescent Cu(I) AlkylPyrPhos complexes with a butterfly-shaped Cu 2 I 2 core and halogen containing ancillary ligands, with a special focus on fluorine, have been investigated in this study. These complexes show extremely high solubilities and a remarkable ( photo)chemical stability in a series of solvents. A tunable emission resulting from thermally activated delayed fluorescence with high quantum yields was determined by luminescence and lifetime investigations in solvents and solids. Structures of the electronic ground states were analyzed by single crystal X-ray analysis. The structure of the lowest excited triplet state was determined by transient FTIR spectroscopy, in combination with quantum chemical calculations. With the obtained range of compounds we address the key requirement for the production of organic light emitting diodes based on solution processing. † Electronic supplementary information (ESI) available. CCDC 1919266-1919270, 1918364 and 1919271-1919273. For ESI and crystallographic data in CIF or other electronic format see

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Highly emissive copper(i) complexes bearing diimine and bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane

Cited by 49 publications

References 51 publications

White Light‐Emitting Electrochemical Cells Based on Deep‐Red Cu(I) Complexes

White Light‐Emitting Electrochemical Cells Based on Deep‐Red Cu(I) Complexes

Synthesis, structure and solid luminescence of copper(I)–bromodiimine–diphosphine complexes

Highly soluble fluorine containing Cu(i) AlkylPyrPhos TADF complexes

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