An indenocarbazole-based host material for solution processable green phosphorescent organic light emitting diodes

Park, Eun Young; Lee, Da Hwan; Le, Thi Na; Shin, Chol-Min; Lee, Jihoon; Suh, Min Chul

doi:10.1039/d1ra04855d

Cited by 12 publications

(9 citation statements)

References 30 publications

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“…S1 (ESI †). [29][30][31] The molecular structures of all intermediates and final compounds were confirmed using 1 H NMR, 13 C NMR and high-resolution mass spectrometry (HRMS) (Fig. S2-S14, ESI †).…”

Section: Methodsmentioning

confidence: 99%

“…1 H NMR and 13 C NMR spectroscopy were performed on a Bruker Avance III HD 400 MHz NanoBAY NMR spectrometer. Mass spectrometry was performed on a Bruker MicrOTOF-Q II mass spectrometry.…”

Section: Instruments and Measurementsmentioning

confidence: 99%

“…[7][8][9][10][11] To address this issue, a cross-linking strategy has been proposed and is the recognized method for abating interlayer miscibility. [12][13][14][15][16] This strategy forms insoluble polymer films only through chemical reaction and is more tolerant of solvents or molecular polarity than orthogonal solvent methods. 17,18 Wang et al 15 synthesized 4,4 0 -((1E,1 0 E)-([1,1 0 -biphenyl]-4,4 0diylbis(9H-carbazole-9,3-diyl))bis(ethene-2,1-diyl))bis(N-phenyl-N-(4-vinylphenyl)aniline) (V-TPAVCBP) using a vinyl cross-linking group and 4-octyloxydiphenyliodonium hexafluoroantimonate as the photoinitiator.…”

Section: Introductionmentioning

confidence: 99%

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Alkyl fluorene-based cross-linkable hole transport materials with high triplet energy for high-efficiency solution-processed green PHOLEDs

Li,

Liu,

et al. 2023

J. Mater. Chem. C

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Section: Methodsmentioning

confidence: 99%

“…1 H NMR and 13 C NMR spectroscopy were performed on a Bruker Avance III HD 400 MHz NanoBAY NMR spectrometer. Mass spectrometry was performed on a Bruker MicrOTOF-Q II mass spectrometry.…”

Section: Instruments and Measurementsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Alkyl fluorene-based cross-linkable hole transport materials with high triplet energy for high-efficiency solution-processed green PHOLEDs

Li,

Liu,

et al. 2023

J. Mater. Chem. C

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“…This improvement in efficiency by incorporating bipolar CBP host may be attributed to the following key factors: efficient energy transfer from host to guest, efficient exciton generation capability on host and guest, low electron-trap between the emissive layer and ETL, effective electron-injection and hole-blocking property of employed ETL, and surface morphologies of the emissive layer. [57][58][59][60][61][62] Moreover, the performance of devices can be influenced by absolute photoluminescence quantum yield (PLQY). [63,64] In photo luminescence, a host can have a significant impact on emitters PLQY, resulting from the polarity effect of host materials and the energy-transfer process from host to guest.…”

Section: Optimizing Hostmentioning

confidence: 99%

A New Class of Solution Processable Pyrazino[2,3‐g]quinoxaline Carbazole Derivative Based on D–A–D Architecture for Achieving High EQE in Yellow and White OLEDs

Vishwakarma

Nagar

Lhouvum

et al. 2022

Advanced Optical Materials

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level. Carbazole-containing polymers were used as organic light-emitting diodes, [1][2][3] photovoltaic cells, [4,5] and thin-film transistors. [6,7] They have also found application in electrochromic devices as they can form relatively stable cations on the application of voltage. [8,9] Carbazole-based compounds also found application in the synthesis of several thermally activated delayed fluorescence (TADF) materials, which are capable of enhancing the emission efficiency of present-day organic light-emitting diodes (OLEDs) by harvesting the excitons in a triplet state. [10,11] However, the realization of such beneficial materials requires the proper combination of carbazoles with suitable acceptor units with a twisted structure with a reduced energy gap between the singlet and triplet states. Carbazoles are also utilized as donor units in donor-acceptor (D-A) compounds with a high potential for synthetic tunability, ambipolar charge transport, and light-emitting materials with high emission efficiency. [12][13][14][15] A wide variety of carbazole derivatives are used in fluorescent and phosphorescent OLEDs due to their suitable energy levels, good charge transport behavior, and high triplet energies as host materials. [16][17][18][19][20][21] Being an inexpensive, stable starting material with the ease of functionalization by N-alkylation and core modification, carbazole provides enormous opportunities for structural modifications to realize functional materials. [22] Quinoxaline derivatives also have been used in organic electronic devices like organic solar cells, [23,24] OLEDs, [25] and organic field effect transistors (OFETs). [26] They have also found application in the construction of supramolecular self-assembling materials, [27] sensors, [28] and also as acceptor units in the building of D-A systems with low energy gaps. [29] Pei and co-workers developed tetrasubstituted pyrazino[2,3g]quinoxaline derivatives with thiophene and phenyl rings, which leads to varying extent of conjugation to achieve highefficiency active waveguide fibers. [30] Grimsdale and co-workers further extended the conjugation and introduced substituents at the quinoidal positions to study the electronic properties of the pyrazino[2,3-g]quinoxaline derivatives. [31] A water-soluble pyrazino [2,3-g]quinoxaline based photosensitizer reported by A new pyrazino[2,3-g]quinoxaline carbazole derivative with branched alkyl peripheral chains PQC-12b with a donor-acceptor-donor nonplanar architecture is reported. PQC-12b exhibits high molar extinction coefficients, low bandgap, bright emission behavior in solution and solid-state, along with positive solvatochromism. PQC-12b is used in organic light-emitting diodes (OLEDs) either as sole emissive material or as a guest in different host materials. Amongst these different host-guest OLEDs, CBP-based device with the optimized concentration of PQC-12b shows maximum values for power efficacy (PE max ) of 14.1 lm W −1 , current efficacy of 26.8 cd A −1 , external quantum efficiency (EQE max ) of ...

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“…In fact, we obtained maximum current efficiency of 55.4 cd/A in our previous report when we used the same structure and different crosslinkable HTL. [6] These higher-efficiency results can be attributed in part to the excellent charge transport ability of KHU-HTL1 and the very low HOMO injection barrier (0.05 eV) using hole type EML (PCIC), so that holes can be well transported and efficiently injected into such EML. The high-lying LUMO level and high triplet energy of this material (Table 1) can also effectively block the electron and exciton migration from EML.…”

Section: Molecular Design and Simulation For Charge Transportmentioning

confidence: 99%

P‐135: New Hole‐Transport Materials Composed of Indenocarbazole‐Based Copolymer for Ultra‐High‐Efficiency Solution‐Processed OLED

Kim

Lee

et al. 2022

Symp Digest of Tech Papers

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New hole transport indenocarbazole based copolymers, KHU‐HTL1 and KHU‐HTL2, were found to have good solubility, intermediate HOMO levels, especially good charge transport properties due to low hole reorganization energy. Subsequently, the device with KHU‐HTL1 showed a maximum current efficiency up to 100.4 cd/A. To the best of our knowledge, the efficiency value we achieved from the solution processed green phosphorescent OLEDs with this material is one of the best efficiency realized from solution‐processed OLED.

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An indenocarbazole-based host material for solution processable green phosphorescent organic light emitting diodes

Abstract: We designed and synthesized a new host material with a highly soluble and thermally stable indenocarbazole derivative that can make green phosphorescent organic light-emitting diodes (PHOLEDs) in a solution process.

Cited by 12 publications

References 30 publications

Alkyl fluorene-based cross-linkable hole transport materials with high triplet energy for high-efficiency solution-processed green PHOLEDs

Alkyl fluorene-based cross-linkable hole transport materials with high triplet energy for high-efficiency solution-processed green PHOLEDs

A New Class of Solution Processable Pyrazino[2,3‐g]quinoxaline Carbazole Derivative Based on D–A–D Architecture for Achieving High EQE in Yellow and White OLEDs

P‐135: New Hole‐Transport Materials Composed of Indenocarbazole‐Based Copolymer for Ultra‐High‐Efficiency Solution‐Processed OLED

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