Role of the Bridging Group in Bis‐Pyridyl Ligands: Enhancing Both the Photo‐ and Electroluminescent Features of Cationic (IPr)Cu<sup>I</sup> Complexes

Elie, Margaux; Weber, Michael; Meo, Florent Di; Sguerra, Fabien; Lohier, Jean François; Pansu, Robert; Renaud, Jean‐Luc; Hamel, Matthieu; Linares, Mathieu; Costa, Rubén D.; Gaillard, Sylvain

doi:10.1002/chem.201703270

Cited by 38 publications

(16 citation statements)

References 62 publications

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“…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 yellow‐emitting devices due to the lack of a thermally activated delayed fluorescence (TADF) process . 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‐(3‐methylpyridyl)amine, showing an effective TADF emission that led to the first blue‐emitting Cu(I)‐iTMC LECs . Other studies by Zhang et al, Bolink and co‐workers, and Costa and co‐workers showed green‐ and yellow‐emitting Cu(I)‐iTMC based devices by changing the pattern substitution of heteroleptic diamine and diphosphine ligands.…”

Section: Introductionmentioning

confidence: 99%

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: Introductionmentioning

confidence: 99%

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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“…Further, we could use ionic host–guest systems based on ionic FCPs, by which efficient white emission can be realized by using very small amounts of [Ir(ppy) 2 (biq)] + (PF 6 ) − . Additionally, the introduction of a T 1 energy upconversion mechanism, such as thermally activated delayed fluorescence (TADF), could be useful for future material development …”

Section: Resultsmentioning

confidence: 99%

Polymer‐Based White‐Light‐Emitting Electrochemical Cells with Very High Color‐Rendering Index Based on Blue‐Green Fluorescent Polyfluorenes and Red‐Phosphorescent Iridium Complexes

et al. 2018

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Application of the concept of three‐color (red (R), green (G), and blue (B)) light‐mixing to obtain white light is the most suitable way to realize white‐light‐emitting devices with very high color‐rendering indices (CRI). White‐light‐emitting devices based on the three‐color‐mixing method could be used to create lighting and display technologies. Here, white‐light‐emitting electrochemical cells (LECs) with very high CRIs are reported, which were fabricated by using blend films composed of a fluorescent π‐conjugated polymer (FCP), poly(9,9‐dioctylfluorene‐co‐benzothiadiazole) (PFBT), and a phosphorescent iridium complex, [Ir(ppy)2(biq)]+(PF6)− (where (ppy)−=2‐phenylpyridinate and biq=2,2′‐biquinoline). The LECs fabricated with PFBT, the benzothiadiazole content of which is 0.01 mol %, showed blue electroluminescence (EL) emission originating from the fluorene segments and green EL emission from the benzothiadiazole units simultaneously. White LECs were then realized by adding red‐emitting Ir complexes as guest molecules to the blue‐green‐emitting PFBT. By optimizing the proportions of the PFBT and Ir complexes in the active layers (PFBT/[Ir(ppy)2(biq)]+(PF6)−=1:0.2 (mass ratio)), white‐light emission with Commission Internationale de l′Eclairage (CIE) coordinates of (0.29, 0.34) and a very high CRI value of 91.5 was achieved through RGB color‐mixing. It was noted that the emission mechanism was based on Förster resonance energy transfer and Dexter energy transfer from excited PFBT to [Ir(ppy)2(biq)]+(PF6)−. The utilization of LECs based on blue‐green FCPs and red Ir complexes looks very promising for the prospect of realizing white‐light‐emitting devices with very high CRIs.

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“…[refcodes CASXUQ (Elie et al, 2017), HEWPIL (Gornitzka & Stalke, 1994), MPYHGA (Marti et al, 2005), SAXVOD (Zhang et al, 2005), YIFJEC (Canty et al, 1980)]. Of the previously mentioned organometallic complexes, only the Zn II chloride complexed with di-2-pyridylketone structure (LUCBOA; Katsoulakou et al, 2002) has a tetrahedral coor- interactions between adjacent molecules of the title complex.…”

Section: Structure Descriptionmentioning

confidence: 99%

Dichlorido(2,2′-methylenedipyridine)zinc(II)

et al. 2019

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The title complex, [ZnCl2(C11H10N2)], crystallizes in the P21/c space group with di-2-pyridylmethane acting as a bidentate ligand coordinating the zinc atom in a distorted tetrahedral geometry. The asymmetric unit consists of a single molecule of the title complex. The title complex folds with an angle of 53.82 (5)° between the planes of the two pyridine rings. The crystal packing is stabilized by hydrogen bonds and π–π interactions involving both pyridine rings.

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Role of the Bridging Group in Bis‐Pyridyl Ligands: Enhancing Both the Photo‐ and Electroluminescent Features of Cationic (IPr)Cu^I Complexes

Cited by 38 publications

References 62 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

Polymer‐Based White‐Light‐Emitting Electrochemical Cells with Very High Color‐Rendering Index Based on Blue‐Green Fluorescent Polyfluorenes and Red‐Phosphorescent Iridium Complexes

Dichlorido(2,2′-methylenedipyridine)zinc(II)

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Role of the Bridging Group in Bis‐Pyridyl Ligands: Enhancing Both the Photo‐ and Electroluminescent Features of Cationic (IPr)CuI Complexes

Cited by 38 publications

References 62 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

Polymer‐Based White‐Light‐Emitting Electrochemical Cells with Very High Color‐Rendering Index Based on Blue‐Green Fluorescent Polyfluorenes and Red‐Phosphorescent Iridium Complexes

Dichlorido(2,2′-methylenedipyridine)zinc(II)

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Role of the Bridging Group in Bis‐Pyridyl Ligands: Enhancing Both the Photo‐ and Electroluminescent Features of Cationic (IPr)Cu^I Complexes