Phenothiazine and carbazole substituted pyrene based electroluminescent organic semiconductors for OLED devices

Salunke, Jagadish K.; Wong, Fu-Lung; Feron, Krishna; Manzhos, Sergei; Lo, Ming‐Fai; Shinde, Durgaprasad; Patil, Abhijeet; Lee, Chun‐Sing; Roy, V. A. L.; Sonar, Prashant; Wadgaonkar, Prakash P.

doi:10.1039/c5tc03690a

Cited by 104 publications

(40 citation statements)

References 39 publications

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“…Carbazole-based derivatives have attracted much attention as charge-transporting materials for organic light-emitting diodes (OLEDs), DSSCs and PSCs [ 101 , 102 , 103 ]. Their interesting photophysical properties such as intense luminescence and reversible oxidation processes, together with the reasonable synthetic costs, the versatility of the carbazole reactive sites and the excellent charge transport properties justify the efforts to find novel solutions for low-cost HTMs for PSCs in this class of compounds [ 10 , 40 , 82 , 83 , 84 , 86 , 87 , 88 , 89 , 90 , 91 , 92 ].…”

Section: Hole-transporting Materialsmentioning

confidence: 99%

Hole-Transporting Materials for Printable Perovskite Solar Cells

2017

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Perovskite solar cells (PSCs) represent undoubtedly the most significant breakthrough in photovoltaic technology since the 1970s, with an increase in their power conversion efficiency from less than 5% to over 22% in just a few years. Hole-transporting materials (HTMs) are an essential building block of PSC architectures. Currently, 2,2 ,7,7 -tetrakis-(N,N -di-p-methoxyphenylamine)-9,9 -spirobifluorene), better known as spiro-OMeTAD, is the most widely-used HTM to obtain high-efficiency devices. However, it is a tremendously expensive material with mediocre hole carrier mobility. To ensure wide-scale application of PSC-based technologies, alternative HTMs are being proposed. Solution-processable HTMs are crucial to develop inexpensive, high-throughput and printable large-area PSCs. In this review, we present the most recent advances in the design and development of different types of HTMs, with a particular focus on mesoscopic PSCs. Finally, we outline possible future research directions for further optimization of the HTMs to achieve low-cost, stable and large-area PSCs.

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Section: Hole-transporting Materialsmentioning

confidence: 99%

Hole-Transporting Materials for Printable Perovskite Solar Cells

2017

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“…[3] In particular, those that are N-alkylated and N-arylated are described in numerous essential applications. [4][5][6][7][8] Arylated PTZs were, for example, recently utilized by Gennaro, Liu, and Matyjaszewski as polymerization photocatalysts, [4] and they were explored as electroluminescent organic semiconductors for organic lightemitting diode (OLED)d evices by Roy,S onar,a nd Wadgaonkar; [5] as blue emittersb yJ ou and Ghosh; [6] and importantly as hole-transporting compounds by Grisorio and Abate for harvestings olar energy.I mpressively,t he latter authors reported a 17.6 %e nergy-harvesting efficiency in am ilestone 2017 paper. [7] Some of these derivatives are also mentioned in the WHO list of essential medicines for their antipsychotic properties.…”

Section: Introductionmentioning

confidence: 99%

Mechanism of the Dehydrogenative Phenothiazination of Phenols

Goswami

Konkel

Rahimi

et al. 2018

Chemistry A European J

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The straightforward capture of oxidized phenothiazines with phenols under aerobic conditions represents a unique cross‐dehydrogenative C−N bond‐forming reaction in terms of operational simplicity. The mechanism of this cross‐dehydrogenative N‐arylation of phenothiazines with phenols has been the object of debate, particularly regarding the order in which the substrates are oxidized and their potentially radical or cationic nature. Understanding the selective reactivity of phenols for oxidized phenothiazines is one of the key objectives of this study. The reaction mechanism is investigated in detail by utilizing electron paramagnetic resonance spectroscopy, cyclic voltammetry, radical trap experiments, kinetic isotope effects, and solvent effects. Finally, the key reaction steps are calculated by using density functional theory (DFT) and broken‐symmetry open‐shell singlet DFT methods to unravel a unique biradical mechanism for the oxidative phenothiazination of phenols.

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“…78 Notably, no additional layers (ETL, HTL, or hole-blocking layer) assisting the OLEDs operation were needed. A significantly higher brightness of 2116 cd m À2 was shown by Salunke and co-workers 79 using small molecule 69 in the form of tetra-functionalized pyrene derivative as an emissive layer. The improvement was attributed to the low HOMO value of 69 and smooth film morphology assisting in the transport of charge carriers in the recombination zone.…”

Section: Organic Light-emitting Devicesmentioning

confidence: 85%