74065-48-8Relevant academic research and scientific papers
Aromatic pyridazine compound as well as preparation method and application thereof (by machine translation)
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Paragraph 0078-0081; 0084-0085, (2020/07/29)
The invention discloses an aromatic pyridazine compound and a use thereof. 1 H-NMR and the like are characterized in that the compound has a longer charge-off-state life and can be used as a better photoelectric material. In addition, the invention further provides a preparation method of the aromatic pyridazine compound, and the preparation method is environment-friendly and convenient to operate. The method comprises the following steps: Step 1, reacting 2 and 4 - dibromonitrobenzene as raw materials through coupling reaction, 5, 5 - dibromo -2, 2 ’ -dinitrobiphenyl, step 2 and taking R1 The substituted ethylene derivatives and 5, 5 - dibromo -2 and 2 ’ -dinitrobiphenyl serve as raw materials to synthesize nitro-substituted compounds through coupling reaction; step 3: synthesizing an aromatic pyridazine compound by a reduction reaction with the nitro-substituted compound as a raw material. The invention further discloses application of the aromatic pyridazine compound in a solar cell and application of the aromatic pyridazine compound in pH detection. (by machine translation)
Direct Olefination of Fluorinated Quinoxalines via Cross- Dehydrogenative Coupling Reactions: A New Near-Infrared Probe for Mitochondria
Zhang, Zeyuan,Zheng, Yiwen,Sun, Zuobang,Dai, Zhen,Tang, Ziqiang,Ma, Jiangshan,Ma, Chen
, p. 2259 - 2268 (2017/07/07)
A large library of 5,8-distyrylquinoxaline fluorophores was synthesized in good-to-excellent yields via a palladium-catalyzed oxidative C–H/C–H cross-coupling of electron-deficient fluorinated quinoxalines with electron-rich styrenes. The resulting quinoxaline fluorophores (Qu-Fluors) exhibited tunable color emissions with the quantum yields of up to 83% and large Stokes shifts of up to 6236 cm?1 in dichloromethane. The bioimaging performance of the Qu-Fluors was shown to have potential as near-infrared fluorescent probes for mitochondria. (Figure presented.).
Block copolymers for directional charge transfer: Synthesis, characterization, and electrochemical properties of redox-active triarylamines
Schroot, Robert,Schubert, Ulrich S.,J?ger, Michael
, p. 1963 - 1971 (2015/04/27)
A series of styrenic triarylamines bearing electron-withdrawing or electron-donating substituents were synthesized and readily polymerized by nitroxide-mediated polymerization (NMP). The utility of the homopolymers as macroinitiators for the preparation o
Solution-processed thermally stable amorphous films of small molecular hole injection/transport bi-functional materials and their application in high efficiency OLEDs
Zhao, Xiaoming,Wang, Shirong,You, Jing,Zhang, Yuteng,Li, Xianggao
supporting information, p. 11377 - 11384 (2015/11/11)
A series of novel triphenylamine-based small molecular hole transport materials (HTMs) are reported for solution processed organic light-emitting devices (OLEDs). The character of this series of HTMs, denoted as TPD(BTPA)n (n = 1, 2, 4), is connecting the flexible moieties of butadiene bridged triphenylamine (BTPA) to N,N,N′,N′-tetraphenyl-[1,1′-biphenyl]-4,4′-diamine (TPD). The glass transition temperature and crystallization temperature (Tg and Tc) showed a proportional relationship with the number of BTPA moieties. The Tg value of TPD(BTPA)4 can be up to 125.5 °C, which is higher than most of the reported small molecular HTMs (Tg: 54-116 °C). The TPD(BTPA)4 spincoated film showed an outstanding thermal stability which remained amorphous even when annealed at 110 °C, for 48 h. This indicated that the breaking of the planar molecular structure with BTPA moieties can suppress intermolecular stacking. The solution processed OLEDs with 8-hydroxyquinoline aluminum (Alq3) as emission and electron transport layers showed high stability at high operation current (>400 mA cm-2). The OLED with TPD(BTPA)4 achieved a maximum current efficiency of 5.83 cd A-1 (at the operation current density > 400 mA cm-2), which is higher than the maximum current efficiency of most evaporation and solution processed OLEDs in identical structures.
Novel hole transporting materials with a linear π-conjugated structure for highly efficient perovskite solar cells
Wang, Junjie,Wang, Shirong,Li, Xianggao,Zhu, Lifeng,Meng, Qingbo,Xiao, Yin,Li, Dongmei
supporting information, p. 5829 - 5832 (2014/05/20)
Novel small-molecule hole transporting materials (HTMs) with a linear π-conjugated structure have been synthesized. The perovskite solar cell based on 2TPA-2-DP as the HTM exhibits an encouraging power conversion efficiency of 9.1% under AM 1.5 G (100 mW cm-2) illumination, which is the first demonstration of an effective perovskite solar cell using a linear structured HTM. This journal is the Partner Organisations 2014.
Nitroxide-mediated polymerization of styrenic triarylamines and chain-end functionalization with a ruthenium complex: Toward tailored photoredox-active architectures
Schroot, Robert,Friebe, Christian,Altuntas, Esra,Crotty, Sarah,Jaeger, Michael,Schubert, Ulrich S.
, p. 2039 - 2048 (2013/06/04)
The preparation of redox-active polymers and the chain-end functionalization with one ruthenium complex was investigated in detail. A series of substituted monomers, i.e., styrenic triarylamines bearing methyl, fluoro, or methoxy substituents, were prepared by a one-pot Hartwig-Buchwald coupling. The nitroxide-mediated polymerization (NMP) was studied by variation of the functional initiators, the monomer-to-initiator ratios, and the solvent. The kinetic analysis of the prototypical methyl-substituted triarylamine shows the controlled polymerization up to 75% conversion, but a considerable decrease of the polymerization rate was observed during the course of the reaction. Both chain-end functionalities of the purified oligomers were subsequently utilized, i.e., the nitroxide to serve as a macroinitiator for an additional NMP step and the chloromethyl group to introduce one ruthenium complex at the chain terminus. The products were analyzed in detail by size-exclusion chromatography, NMR spectroscopy, and mass spectrometry. The optical and electrochemical properties of the prepared poly(triarylamine)s show the application potential as charge transport materials in conjunction with the photoactive ruthenium complex.
Synthesis and photovoltaic properties of new branchlike organic dyes containing benzothiadiazole or triphenylamine-linked consecutive vinylenes units
Wang, Changwei,Fang, Yan,Cao, Zhencai,Huang, Hui,Zhao, Bin,Li, Haohao,Liu, Ying,Tan, Songting
, p. 405 - 411 (2013/05/09)
Two novel branchlike organic dyes (WD1 and FD1) based on 4,7-bis-(4-hexylthiophen-2-yl)benzo[1,2,5]thiadiazole (DTBT) and triphenylamine, containing vinylenes and consecutive vinylenes as π-conjugated unit, respectively, were designed and synthesized for
Synthesis and properties of novel hole-transporting materials with triphenylamine units
Gao, Wen Zheng,Li, Xiang Gao,Wang, Shi Rong,Lv, Hai Jun
scheme or table, p. 141 - 144 (2012/06/29)
Two novel organic hole-transporting materials have been synthesized by combination of triphenylamines (TPA) via π-conjugated bonds using Wittig reaction. The structures were characterized by NMR, FT-IR and HRMS. The optical, electrochemical and thermal properties of the materials were studied in detail. The results show that these two compounds have blue emission, proper HOMO levels and high thermal stability. Furthermore, a quantum chemical calculation on electron distribution of the two compounds was performed, which suggests the current synthesized materials would be promising candidates for hole-transporting materials.
Geometrical effect of stilbene on the performance of organic dye-sensitized solar cells
Lin, Yan-Duo,Chow, Tahsin J.
scheme or table, p. 14907 - 14916 (2012/02/04)
New metal-free organic donor-bridge-acceptor dyes comprising a triphenylamine moiety as the electron donor (D), a cyanoacrylic acid moiety as the electron acceptor (A), and a conjugated chromophore between D and A as a spacer (S) were synthesized for the application of dye-sensitized solar cells (DSSCs). Two types of S were designed, one contains a normal stilbene backbone (dye 1) and the other contains a 2-phenylindene moiety (dye 2) with the central double bond locked in a transoid geometry. The performance of DSSCs made with these two types of dyes was compared, and it was found that the inhibition of trans/cis isomerization of the central double bond was advantageous to the efficiency of DSSCs. The phenomenon was investigated by a comparison of their photophysical properties, and rationalized by quantum mechanical calculations by using density functional theory (DFT) at the B3LYP/6-31G(d,p) level. The electronic transitions were analyzed by time-dependent DFT, and the results were consistent with the experimental observations. The DSSCs were fabricated using both types of materials, and the performance was recorded under AM 1.5G irradiation (100 mW cm-2) condition. The overall conversion efficiencies of dye 2 (5.14-5.67%) were higher than those of dye 1 (4.52-4.98%). Both the short-circuit photocurrent density (Jsc) and the open-circuit voltage (Voc) were improved in 2 with respect to those of 1. The Royal Society of Chemistry.
Investigation of spacer influences in phosphorescent-emitting nonconjugated PLED systems
Thesen, Manuel W.,Krueger, Hartmut,Janietz, Silvia,Wedel, Armin,Graf, Marion
experimental part, p. 389 - 402 (2010/11/04)
An assay was introduced to clarify influences on electroluminescent behavior for RGB-colored phosphorescent terpolymers with N,N-Di-p-tolyl-aniline as hole-transporting unit, 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4- oxadiazole (tert- BuPBD) as electron-transporting unit, and different iridium complexes in RGB-colors as triplet emitting materials. All monomers were attached with spacer moieties to the "para" position of a polystyrene. Polymer light emitting diodes (PLEDs) were built to study the electro-optical behavior of these materials. The gist was a remarkable influence of hexyl-spacer units to the PLED performance. For all three colors only very restricted PLED performances were found. In comparison RGB-terpolymers were synthesized with directly attached charge transport materials to the polymer backbone. For this directly linked systems efficiencies were 28 cd A-1 @ 6 V (green), 4.9 cd A-1 @ 5 V (red) and 4.3 cd A-1 @ 6 V (bluish). In summary we assume that an improved charge percolation pathways regarding to the higher content of semiconducting molecules and an improved charge transfer to the phosphorescent dopand in the case of the copolymers without spacers are responsible for the better device performance comparing the copolymers with hexyl spacers. The approach of the directly connected charge transport materials at the nonconjugated styrene polymer backbone should be favored for further investigations, therefore.
