1,3,5-Triazine and carbazole derivatives for OLED applications

Zassowski, Paweł; Ledwon, Przemyslaw; Kurowska, Aleksandra; Herman, Artur P.; Łapkowski, Mieczysław; Cherpak, Vladyslav; Hotra, Zenon; Turyk, Pavlo; Ivaniuk, Khrystyna; Stakhira, Pavlo; Sych, Galyna; Volyniuk, Dmytro

doi:10.1016/j.dyepig.2017.11.040

Cited by 35 publications

(16 citation statements)

References 51 publications

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“…Although the fluorescence emission color is always blue for compound 1 , the emission color can be tuned in 2 from blue to green or yellow depending on the polarity of the solvent. In that sense, some carbazole- s -triazine derivatives have been used in opto-electronic applications such as blue or green phosphorescent emitters for OLEDs, − and as emitters in thermally activated delayed fluorescence (TADF) applications. , To explain the large Stokes shifts observed, the shape and distribution of the frontier molecular orbitals of compounds 1 and 2 were compared with those from the reference compound 3b . HOMO and LUMO are delocalized on the whole π-conjugated core of 3b , and it is hence expected that the structural changes upon electronic excitation affect similarly all the branches of the core .…”

Section: Resultsmentioning

confidence: 99%

Combined Theoretical and Experimental Study on Intramolecular Charge Transfer Processes in Star-Shaped Conjugated Molecules

et al. 2019

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In this work, 1,3,5-tristyrylbenzene (1) and 1,3,5-tristyryl-s-triazine (2) derivatives decorated with carbazole moieties have been synthetized for the first time. Their photophysical properties and the nature of their low-lying electronic excited state were investigated combining steady-state and time-resolved fluorescence spectroscopy, along with TD-DFT calculations. We found that the fluorescence emission of these compounds is highly sensitive to the polarity of the solvent, particularly for the s-triazine derivative whose color varies from blue to green or yellow depending on it. This behavior was associated to pronounced intramolecular charge transfer (ICT) processes from the

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Section: Resultsmentioning

confidence: 99%

Combined Theoretical and Experimental Study on Intramolecular Charge Transfer Processes in Star-Shaped Conjugated Molecules

et al. 2019

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“…Conducting polymers, due to their versatility and tunable properties, have already found numerous potential applications in a variety of fields. Apart from serving as materials for organic solar cells [1,2], light emitting diodes [3,4] or electrochromic devices [5,6], conducting polymers are also often considered as materials suitable for biomedical purposes, such as drug delivery systems (DDS) [7,8]. Possessing ion exchangeable properties, they can serve as carriers for numerous charged biologically active species, such as antibiotics [9,10], anti-inflammatory drugs [11,12] and anti-cancer agents [13,14], showing particular applicability in neural tissue engineering and regional chemotherapy.…”

Section: Introductionmentioning

confidence: 99%

Evaluation of drug loading capacity and release characteristics of PEDOT/naproxen system: Effect of doping ions

Krukiewicz

Kruk

Turczyn

2018

Electrochimica Acta

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Conducting polymers are versatile and robust materials that have recently become attractive as controlled drug delivery systems. Possessing ion exchangeable properties, they can serve as carriers for numerous biologically active species, showing particular applicability in neural tissue engineering and regional chemotherapy. In the pursuit of the design of the most effective controlled drug delivery system, we aimed to compare the performance of the conducting polymer-based matrix as a function of doping anion, using chloride, perchlorate and dodecyl sulfate, respectively, as the primary dopants. Due to their different ion radius and mobility, selected ions were found to provide substantial changes into polymer characteristics, having strong effects into the uptake and release of a model drug, naproxen sodium salt. PEDOT/ClO 4 matrix, particularly, was found to possess superior properties providing highest mass of the formed polymer (103.45 ± 10.09 µg cm -2 ), charge storage capacity (44.9 mC cm -2 ) and ion exchange capacity (0.122 ± 0.003 µmole cm -2 ), leading also to the highest amounts of loaded (0.024 ± 0.002 µmol cm -2 ) and released (from 0.71 ± 0.10 µg cm -2 to 1.61 ± 0.59 µg cm -2 ) drug.

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“…No exciplex formation between mCP and TAZ, as the PL results in Fig. 2, meaning that recombination from hole and electron on mCP and TAZ, respectively, was not possible 38,39 . A similar situation happened between mCP and FIrpic, as well as Firpic and TAZ.…”

Section: Resultsmentioning

confidence: 70%

Carrier Transport and Recombination Mechanism in Blue Phosphorescent Organic Light-Emitting Diode with Hosts Consisting of Cabazole- and Triazole-Moiety

Cheng

Lee

Chen

et al. 2019

Sci Rep

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In this study, we demonstrated a blue phosphorescent organic light-emitting diode (BPOLED) based on a host with two carbazole and one trizole (2CbzTAZ) moiety, 9,9′-(2-(4,5-diphenyl-4H-1,2,4-triazol-3-yl)-1,3-phenylene)bis(9H-carbazole), that exhibits bipolar transport characteristics. Compared with the devices with a carbazole host (N,N’-dicarbazolyl-3,5-benzene, (mCP)), triazole host (3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole, (TAZ)), or a physical mixture of mCP:TAZ, which exhibit hole, electron, and bipolar transport characteristics, respectively, the BPOLED with the bipolar 2CbzTAZ host exhibited the lowest driving voltage (6.55 V at 10 mA/cm 2 ), the highest efficiencies (maximum current efficiency of 52.25 cd/A and external quantum efficiency of 23.89%), and the lowest efficiency roll-off, when doped with bis[2-(4,6-difluorophenyl)pyridinato-C2,N](picolinato)iridium(III) (FIrpic) as blue phosphor. From analyses of light leakage of the emission spectra of electroluminescence, transient electroluminescence, and partially doped OLEDs, it was found that the recombination zone was well confined inside the emitting layer and the recombination rate was most efficient in a 2CbzTAZ-based OLED. For the other cases using mCP, TAZ, and mCP:TAZ as hosts, electrons and holes transported with different routes that resulted in carrier accumulation on different organic molecules and lowered the recombination rate.

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1,3,5-Triazine and carbazole derivatives for OLED applications

Cited by 35 publications

References 51 publications

Combined Theoretical and Experimental Study on Intramolecular Charge Transfer Processes in Star-Shaped Conjugated Molecules

Combined Theoretical and Experimental Study on Intramolecular Charge Transfer Processes in Star-Shaped Conjugated Molecules

Evaluation of drug loading capacity and release characteristics of PEDOT/naproxen system: Effect of doping ions

Carrier Transport and Recombination Mechanism in Blue Phosphorescent Organic Light-Emitting Diode with Hosts Consisting of Cabazole- and Triazole-Moiety

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