Hydrazones containing electron-accepting and electron-donating moieties

Gudeika, Dalius; Lygaitis, Ramūnas; Mimaitė, Viktorija; Gražulevičius, Juozas V.; Jankauskas, Vygintas; Łapkowski, Mieczysław; Data, Przemysław

doi:10.1016/j.dyepig.2011.02.002

Cited by 23 publications

(13 citation statements)

References 26 publications

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“…In the Supplementary Information in Figure S1 (see ESI) the structures of bisnaphthalimide derivatives are presented, dividing them according to the type of linker between 1,8-naphthalimide unit and the core of the compound. The described bisnaphthalimide derivatives include symmetric donor-acceptor structures with linkers, such as, vinyl [ 47 ], ethynyl [ 36 ], azo- [ 39 , 48 ], imino- [ 45 ], C-S [ 49 ] or C-O [ 50 ] bonds as well as without linkers by directly C–C binding with aryl [ 38 , 51 ]. Moreover, the bisnaphthalimides described so far in their core contained the following derivatives: phenyl, carbazole, triphenylamine, thiophene or bitiophene ( Figure S1 ) [ 51 ].…”

Section: Introductionmentioning

confidence: 99%

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

et al. 2021

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In this paper, six novel symmetrical bis-(imino-1,8-naphthalimides) differing in core and N-substituent structure were synthesized, and their thermal (TGA, DSC), optical (UV-Vis, PL), electrochemical (DPV, CV) properties were evaluated. The compounds were stable to 280 °C and could be transferred into amorphous materials. Electrochemical investigations showed their ability to occur reductions and oxidations processes. They exhibited deep LUMO levels of about −3.22 eV and HOMO levels above −5.80 eV. The optical investigations were carried out in the solutions (polar and non-polar) and in films and blends with PVK:PBD. Bis-(imino-1,8-naphthalimides) absorbed electromagnetic radiation in the range of 243–415 nm and emitted light from blue to yellow. Their capacity for light emission under voltage was preliminarily tested in devices with an active layer consisting of a neat compound and a blend with PVK:PBD. The diodes emitted green or red light.

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Section: Introductionmentioning

confidence: 99%

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

et al. 2021

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“…The diversity of organic compounds (along with their perspective utilization in organic electronics) became a motivating factor for the development of organic synthetic methodology [6,7]. One more advantage is that molecular compounds can be easily studied in solutions via electrochemical and spectroscopic techniques, before the preparation of a solid film [8][9][10]. An OLED consists of several layers, the major one being the recombination layer (or interface), where two types of charge carriers meet and recombine.…”

Section: Introductionmentioning

confidence: 99%

In-Situ Characterisation of Charge Transport in Organic Light-Emitting Diode by Impedance Spectroscopy

Chulkin

2021

Electronic Materials

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The article demonstrates an original, non-destructive technique that could be used to in situ monitor charge transport in organic light-emitting diodes. Impedance spectroscopy was successfully applied to determine an OLED’s charge carrier mobility and average charge density in the hole- and electron-transport layer in a range of applied voltages. The fabricated devices were composed of two commercially available materials: NPB (N,N′-di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4,4′-diamine) and TPBi (2,2′,2″-(1,3,5-Benzinetriyl)-tris(1-phenyl-1-H-benzimidazole)) as hole- and electron-transport layers, respectively. By varying the thicknesses of the hole-transport layer (HTL) and the electron-transport layer (ETL), correlations between layer thickness and both charge carrier mobility and charge density were observed. A possibility of using the revealed dependencies to predict diode current–voltage characteristics in a wide range of applied voltage has been demonstrated. The technique based on a detailed analysis of charge carrier mobilities and densities is useful for choosing the appropriate transport layer thicknesses based on an investigation of a reference set of samples. An important feature of the work is its impact on the development of fundamental research methods that involve AC frequency response analysis by providing essential methodology on data processing.

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“…In OLED application, the energy level values are necessary to enable the use of the correct host for the emitter in a thermally activated delayed fluorescence (TADF) guest-host system or to decide with which compounds the exciplex donor-acceptor layer could be formed and what additional layers (electron transporting layer (ETL), hole transporting layer (HTL), electron blocking layer (EBL), and hole blocking layer (HBL)) will be necessary to synthesize stable efficiently charged balanced OLED devices 11 12 13 14 15 16 17 . Additional electrochemical measurements allow the investigation of possible side reactions during the process of degradation of the active layer and the formation of low mobile charge carriers (bipolarons) 18 19 20 21 22 .…”

Section: Introductionmentioning

confidence: 99%

“…Coupling electrochemical and spectroelectrochemical methods allows for easy, accurate, and reliable determination of the degree of oxidation or reduction of conjugated compounds and their degradation potential, which is crucial for stability 23 24 25 26 27 28 . Ultraviolet-visible and near-infrared (UV-Vis-NIR) spectroscopy coupled with electrochemistry can characterize the fundamental chromatic properties of all new conjugated compounds, such as the changing of the absorption band during doping 18 19 20 21 22 23 24 25 26 27 28 29 30 .…”

Section: Introductionmentioning

confidence: 99%

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds

Pluczyk¹,

Vasylieva²,

Data³

2018

JoVE

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Cyclic voltammetry (CV) is a technique used in the analysis of organic compounds. When this technique is combined with electron paramagnetic resonance (EPR) or ultraviolet-visible and near-infrared (UV-Vis-NIR) spectroscopies, we obtain useful information such as electron affinity, ionization potential, band-gap energies, the type of charge carriers, and degradation information that can be used to synthesize stable organic electronic devices. In this study, we present electrochemical and spectroelectrochemical methods to analyze the processes occurring in active layers of an organic device as well as the generated charge carriers.

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Hydrazones containing electron-accepting and electron-donating moieties

Cited by 23 publications

References 26 publications

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

In-Situ Characterisation of Charge Transport in Organic Light-Emitting Diode by Impedance Spectroscopy

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds

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