- Design, synthesis and photovoltaic properties of a series of new acceptor-pended conjugated polymers
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A series of novel acceptor-pended conjugated polymers featuring a newly developed carbazole-derived unit are designed and synthesized. The relationships between chemical structure and optoelectronic properties of the polymers are systematically investigated. The control of UV-Vis absorption spectra and energy levels in resulting polymers are achieved by introducing suitable pended acceptor units. The photovoltaic properties of the resulting polymers are evaluated by blending the polymers with (6,6)-phenyl-C71-butyric acid methyl ester. The resulting solar cells exhibit moderate performances with high open-circuit voltage. Charge transport properties and morphology were investigated to understand the performance of corresponding solar cells.
- Wu, Zhihong,Zhu, Yongxiang,Li, Wei,Huang, Yunping,Chen, Junwu,Duan, Chunhui,Huang, Fei,Cao, Yong
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- Surfactant-modulated discriminative sensing of HNO and H2S with a Cu2+-complex-based fluorescent probe
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Recent investigations revealed the close relationship between H2S and HNO in biological systems. It is significant to develop an efficient fluorescent sensor to realize the discriminative sensing of HNO and H2S. Herein, we designed and synthesized a novel fluorescent sensor (CuHCD) with hemicyanine-carbazole as fluorophore and bipyridine-triazole-Cu2+complex as receptor, which enabled the selective recognition of HNO and H2S, respectively via the non-covalent modulation of surfactant assemblies. The CuHCD/surfactant sensor system exhibited excellent selectivity for H2S at 5?mM SDS in HEPES buffer, and displayed high specificity for HNO at 1?mM SDS in HEPES buffer over other common anions and reactive species. Different detection mechanisms in sensing H2S and HNO were deeply investigated. The results showed that H2S seized Cu2+from the complex to recover the fluorescence of HCD, while HNO reduced Cu2+to Cu+in the complex to turn on the fluorescence. In different SDS micellar systems, HCD possessed different dispersity and binding capacity with Cu2+, which led to the selective detection of H2S and HNO, respectively. The hypothesis was further confirmed by replacing SDS micelles with liposome under the same conditions.
- Lv, Hai-juan,Ma, Rong-fang,Zhang, Xiao-tai,Li, Mei-han,Wang, Yu-tong,Wang, Shu,Xing, Guo-wen
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- A facile approach to prepare a microporous polycarbazole P-tetra(4-(: N -carbazolyl)phenyl)silane network with high CO2 storage and separation properties
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A facile approach is designed to prepare a novel conjugated polycarbazole microporous P-tetra (4-(N-carbazolyl)phenyl)silane (P-TCzPhSi) network with a tetra-substituted silicon center by FeCl3 oxidative coupling polymerization. The adsorption isotherm of N2 reveals that the polymer features a high Brunauer-Emmett-Teller (BET) specific surface area of up to 1856 m2 g-1. The polycarbazole network exhibits good hydrogen (2.5 wt%, 77 K, 1.1 bar), carbon dioxide (23.5 wt%, 273 K, 1.1 bar) and methane (2.5 wt%, 273 K, 1.1 bar) uptake ability.
- Jiang, Fei,Sun, Jianling,Yang, Renqiang,Qiao, Shanlin,An, Zengjian,Huang, Jianqing,Mao, Haifang,Chen, Guie,Ren, Yujie
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- Bipolar host materials for green triplet emitter in organic light-emitting diodes
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We have developed novel bipolar host materials for high efficiency green phosphorescent OLEDs (PHOLEDs). Phenyl moieties were inserted in a 9,9′-(biphenyl-4,4′-diyl)dicarbazole (CBP) compound to provide much easier electron injection and to increase electron mobility. The efficiency increase and voltage reduction by this modification were observed in green PHOLEDs. At a given constant luminance of 1000 cd/m2, the power efficiency was enhanced about twenty percent in the general green PHOLED devices. Copyright
- Jeon, Ji Young,Park, Tae Jin,Jeon, Woo Sik,Park, Jung Joo,Jang, Jin,Kwon, Jang Hyuk,Lee, Jae Yeol
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- Light blue and green thermally activated delayed fluorescence from 10H-phenoxaborin-derivatives and their application to organic light-emitting diodes
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New luminescent compounds consisting of 10H-phenoxaboryl groups as electron-accepting units and carbazole (9), 9,9-dimethylacridane (10), or phenoxazine (11) as an electron-donating unit have been synthesized. Compounds 10 and 11 showed thermally activated delayed fluorescence (TADF) with light blue and green emissions, respectively, with very high PL quantum yields (PLQYs), however, compound 9 exhibited only a prompt emission and no delayed component. Photoluminescence studies and quantum chemical calculation based on density functional theory (DFT) and time-dependent density functional theory (TD-DFT) revealed that in comparison with compound 9, the HOMO and LUMO for compounds 10 and 11 are well separated, resulting in lowering of ΔEST and effective reverse intersystem crossing (RISC) between a lowest triplet excited state (T1) and a lowest singlet excited state (S1). Organic light-emitting diodes (OLEDs) using compounds 10 and 11 exhibited light blue and green emissions with very good maximum ηext of 15.1% and 22.1%, respectively.
- Kitamoto, Yuichi,Namikawa, Taketo,Ikemizu, Dai,Miyata, Yasuo,Suzuki, Takatsugu,Kita, Hiroshi,Sato, Tetsuo,Oi, Shuichi
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- Crystal structure of 9,9′-(4,4′-(silinane-1,1-diyl)bis(4,1-phenylene))bis(9H-carbazole) and its photophysical and electrochemical properties
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The title compound 9,9′-(4,4′-(silinane-1,1-diyl)bis(4,1-phenylene))bis(9H-carbazole) (6-bisCz) has been designed and prepared to investigate its crystal structure and photophysical and electrochemical properties. 6-bisCz is crystallized in the centrosymm
- Park, Yoona,Jung, Joori,Jeon, Hani,Lee, Sunhee,Han, Won-Sik
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- Synthesis and photoluminescent properties of series ternary lanthanide (Eu(III), Sm(III), Nd(III), Er(III), Yb(III)) complexes containing 4,4,4-trifluoro-1-(2-naphthyl)-1,3-butanedionate and carbazole-functionalized ligand
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A series of new ternary lanthanide complexes Ln(TFNB)3L (where Ln = Eu, Sm, Nd, Er, Yb, TFNB = 4,4,4-trifluoro-1-(2-naphthyl)-1,3- butanedionate, L = 1-(4-carbazolylphenyl)-2-pyridinyl benzimidazole) have been synthesised. The photoluminescence properties and TGA of them are described in detail. The trifluorinated ligand TFNB displays excellent antenna effect to sensitize the Ln(III) ions to emit characteristic spectra. The carbazole-containing ligand L is testified to be an outstanding synergistic ligand. The luminescence properties investigated and the quantum efficiency measured in dichloromethane solution of Eu(TFNB)3L and Sm(TFNB) 3L show that the carbazole moiety is good at absorbing energy to sensitize the metal-centered emitting states and can make the complexes more rigid, provide efficient shielding of the Ln(III) core towards external quenching compared with the reference complexes of Eu(TFNB)3(Pybm) and Sm(TFNB)3(Pybm) (Pybm = 2-(2-pyridine)-benzimidazole) which have no carbazole unit. The quantum efficiency of Eu(TFNB)3L in air-equilibrated CH2Cl2 solution is calculated to be 14.8% by using air-equilibrated aqueous [Ru(bpy)3]2+· 2Cl- solution as reference sample (Φstd = 2.8%).
- Wu, Jing,Li, Hong-Yan,Xu, Qiu-Lei,Zhu, Yu-Cheng,Tao, Yun-Mei,Li, Huan-Rong,Zheng, You-Xuan,Zuo, Jing-Lin,You, Xiao-Zeng
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- Communication of Bichromophore Emission upon Aggregation – Aroyl-S,N-ketene Acetals as Multifunctional Sensor Merocyanines
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Aroyl-S,N-ketene acetal-based bichromophores can be readily synthesized in a consecutive three-component synthesis in good to excellent yields by condensation of aroyl chlorides and an N-(p-bromobenzyl) 2-methyl benzothiazolium salt followed by a Suzuki coupling, yielding a library of 31 bichromophoric fluorophores with substitution pattern-tunable emission properties. Varying both chromophores enables different communication pathways between the chromophores, exploiting aggregation-induced emission (AIE) and energy transfer (ET) properties, and thus, furnishing aggregation-based fluorescence switches. Possible applications range from fluorometric analysis of alcoholic beverages to pH sensors.
- Biesen, Lukas,May, Lars,Nirmalananthan-Budau, Nithiya,Hoffmann, Katrin,Resch-Genger, Ute,Müller, Thomas J. J.
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supporting information
p. 13426 - 13434
(2021/08/06)
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- Carbazole- And thiophene-containing conjugated microporous polymers with different planarity for enhanced photocatalytic hydrogen evolution
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We report the synthesis of two carbazole-thiophene-based conjugated microporous polymers (Cz-3Th and Cz-4Th CMPs) with different degrees of planarity for photocatalytic hydrogen evolution from water. Depending upon the building linker's planarity, we found that the porous structure, hydrogen-evolution rate, and photocatalytic stability of the resultant CMPs varied.
- Lee, Tsung-Lin,Elewa, Ahmed M.,Kotp, Mohammed G.,Chou, Ho-Hsiu,El-Mahdy, Ahmed F. M.
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supporting information
p. 11968 - 11971
(2021/11/30)
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- Molecular Engineering through Control of Structural Deformation for Highly Efficient Ultralong Organic Phosphorescence
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It is an enormous challenge to achieve highly efficient organic room-temperature phosphorescence (RTP) with a long lifetime. We demonstrate that, by bridging the carbazole and halogenated phenyl ring with a methylene linker, RTP phosphors CzBX (X=Cl, Br) present high phosphorescence efficiency (ΦPh). A ΦPh up to 38 % was obtained for CzBBr with a lifetime of 220 ms, which is much higher than that of compounds CzPX (X=Cl, Br) with a C?N bond as a linker (ΦPh3 methylene linkers restrain the nonradiative decay channel, leading to the high phosphorescence efficiency in CzBBr. This research paves a new road toward highly efficient and long-lived RTP materials with potential applications in anti-counterfeiting or data encryption.
- Yin, Zheng,Gu, Mingxing,Ma, Huili,Jiang, Xueyan,Zhi, Jiahuan,Wang, Yafei,Yang, Huifang,Zhu, Weiguo,An, Zhongfu
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supporting information
p. 2058 - 2063
(2020/11/30)
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- Combined experimental and density functional theory studies on novel 9-(4/3/2-cyanophenyl)-9H-carbazole-3-carbonitrile compounds for organic electronics
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We have synthesized a series of novel hybrid molecules 9-(2-cyanophenyl)-9H-carbazole-3-carbonitrile (o-CNCbzCN), 9-(3-cyanophenyl)-9H-carbazole-3-carbonitrile (m-CNCbzCN) and 9-(4-cyanophenyl)-9H-carbazole-3-carbonitrile (p-CNCbzCN), comprising electron-donating carbazole and electron-accepting nitrile groups. Three positional isomers were synthesized with a view to tune photophysical and electrochemical properties of the hybrids. The photophysical study displayed absorption maxima in the range of 281–340 nm and 277–298 nm whereas emission maxima in the range of 349–366 nm and 366–369 nm in toluene and dimethylformamide (DMF), respectively. These molecules demonstrated suitable frontier molecular orbital (FMO) energy levels and ensure good thermal and morphological stability. Among these synthesized molecules, m-CNCbzCN showed very high decomposition temperature (Td = 341°C) whereas p-CNCbzCN exhibited good glass transition (Tg = 182°C) as well as melting temperature (Tm = 236°C), indicating its significant stability and potential utility as a bipolar host material for efficient phosphorescent organic light-emitting diodes (PhOLEDs).
- Patil, Bhausaheb,Lade, Jatin,Sathe, Pratima,Tripathi, Anuj,Pownthurai,Chetti, Prabhakar,Jadhav, Yogesh,Chaskar, Atul
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- Method for synthesizing carbazole derivative
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The invention aims to provide a method for synthesizing a carbazole derivative. The method is characterized in that palladium chloride is used as a catalyst, 2, 2' - dibromobiphenyl is used as an electrophilic reagent, primary amine is taken as a nucleophile, and the carbazole derivative is directly cross-coupled under the conditions of toluene as a solvent and an air atmosphere. The method has the advantages of high yield, high selectivity, simplicity and convenience in operation and the like.
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Paragraph 0013; 0042-0043
(2021/10/05)
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- Scope, Kinetics, and Mechanism of “On Water” Cu Catalysis in the C–N Cross-Coupling Reactions of Indole Derivatives
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A simple and cost-effective protocol for the C–N cross coupling of indole derivatives with aryl iodides using CuI/phenanthroline catalytic system in aqueous and DME/H2O solvent mixture is described. The reactions were performed in the absence of phase-transfer catalyst, and afforded N-arylated products in moderate to excellent yields under mild reaction conditions. A systematic tuning of reaction conditions using DME as a co-solvent enables to improve product yields of N-arylation reactions. The broad substrate scope, easy performance, and low loading of catalyst as well as ligand render this approach appropriate for large scale processes. The mechanism of “on water” Cu-catalyzed N-arylation reaction is investigated using kinetic and computational studies, which reveal interesting mechanistic aspects of the reaction. A series of kinetic experiments showed significant rate enhancement for “on water” Cu-catalyzed N-arylation over the reaction performed in the organic solvent (DME). Computational studies corroborated “on water” rate acceleration by delineating the role of water in the reaction. The water induces rate acceleration by stabilizing the transition state of oxidative addition through hydrogen bonding interactions, presumably at the oil-water interface, and thus helps to reduce the free energy of activation of oxidative addition of iodobenzene to the Cu complex, which is identified as the rate-limiting step of reaction.
- Malavade, Vrunda,Patil, Manish,Patil, Mahendra
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supporting information
p. 561 - 569
(2020/02/05)
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- Phenothiazine dioxide-containing derivatives as efficient hosts for blue, green and yellow thermally activated delayed fluorescence OLEDs
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By conjugating 10-phenyl-10H-phenothiazine-5,5-dioxide (2PTO) with aromatic amine substituents (PhCz and DMACMN), three novel host materials namely 10-(9-phenyl-9H-carbazol-3-yl)-10H-phenothiazine 5,5-dioxide (3CzNPTO), (10-(4-(9H-carbazol-9-yl)phenyl)-10H-phenothiazine 5,5-dioxide (9CzNPTO) and 10-(4-(9,9-dimethylacridin-10(9H)-yl)-2,5-dimethylphenyl)-10H-phenothiazine 5,5-dioxide (DMACMNPTO) were designed and synthesized. DMACMNPTO with thermally activated delayed fluorescence (TADF) properties exhibited bipolar characteristics resulting from the completely separated HOMO/LUMO distribution. Using DMACMNPTO as a host for TADF emitters, devices showed a maximum external quantum efficiency (EQEmax), current efficiency (CEmax) and power efficiency (PEmax) of 18.3%, 33.3 cd A-1 and 37.4 lm W-1 in blue-emitting diodes, 18.6%, 49.1 cd A-1 and 47.2 lm W-1 in green-emitting diodes, and 19.1%, 59.2 cd A-1 and 66.0 lm W-1 in yellow-emitting diodes, respectively. These results corroborated the potential of phenothiazine dioxide-containing derivatives as host materials in a sequence of color TADF-OLEDs.
- Guo, Runda,Huang, Zhi,Liu, Wei,Wang, Lei,Wang, Yaxiong,Xiang, Songpo,Ye, Shaofeng,Zhang, Qing
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supporting information
p. 3705 - 3714
(2020/03/31)
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- Study on new quinacridone derivatives with enhanced third-order nonlinear optical properties
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Seven new quinacridone derivatives were designed and synthesized. The relationship between molecular structure and nonlinear optical properties was studied by cyclic voltammetry, DFT calculation and Z-scan. By introducing strong electron donating groups at the two sides of the quinacridone, and then introducing a strong electron withdrawing group dicyanoethylene group, the band gap of the molecule can be effectively reduced, and the intramolecular charge transfer can be promoted. The results shown that the HOMO/LUMO band gaps of the target compounds are all reduced, and QA-F has the best third-order nonlinear optical performance, and its γ (γ = 5.32 × 10?33 esu) is 4.38 times that of QA-1 (γ = 1.21 × 10?33 esu).
- Cui, Yanhong,Jia, Jianhong,Liang, Guanqiu,Sha, Yangcheng,She, Yuanbin,Yu, Guoyi,Zhou, Chunsong
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supporting information
(2020/04/28)
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- Temperature control molecular motor photoelectric material and preparation method and application thereof
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The invention discloses a novel temperature control molecular motor material and a preparation method and application thereof. A main structure skeleton of the molecular motor material is of a donor-acceptor (Donor-Acceptor) configuration, the carbazole group is an electron donor (Donor), and o-carborane (o-carborane) is an electron acceptor (Acceptor). The o-carborane group is functionalized, therotation of carbazole-9-phenyl-4-carborane is promoted when the ambient temperature is changed, the unidirectional rotation movement in a crystalline state is realized, the conformation of moleculesis changed, the change of fluorescence of a crystalline molecular motor is realized, and a novel research thought is provided for researching a solid molecular motor. The molecular motor is easy to prepare, low in cost, easy to separate, high in yield and high in purity, and has potential application value in the aspects of sensors, electroluminescent devices and the like.
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Paragraph 0032-0034; 0038-0041; 0045-0047; 0051-0053
(2020/09/23)
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- Organic light-emitting material containing benzo[c][1,2,5]thiadiazole derivative receptor structural unit and application
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The invention provides an organic light-emitting material based on a donor-receptor structure of a benzo[c][1,2,5]thiadiazole-4-aldehyde group receptor and a 2-(benzo[c][1,2,5]thiadiazole-4-methylene)malononitrile receptor and application thereof. The organic light-emitting material is a receptor-donor separation system, wherein the receptor is benzo[c][1,2,5]thiadiazole-4-aldehyde or 2-(benzo[c][1,2,5]thiadiazole-4-methylene) malononitrile, and a donor is carbazole and a derivative or benzoxazine and the like. The lowest unoccupied molecular orbital (LUMO) in the material is located in the receptor, and the highest occupied molecular orbital (HOMO) in the material is located in the donor, so that the molecular orbital energy level of the luminescent material can be effectively regulated and controlled through electrical regulation of the receptor structure and the donor. By regulating and controlling the structure of the light-emitting material or the electron donating capability of the donor, the light-emitting color of material molecules can be conveniently regulated. The organic light-emitting material has the characteristic that the light-emitting color is easy to adjust, andcan be used as a light-emitting material for preparing an OLED device.
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Paragraph 0050; 0051; 0056
(2020/08/09)
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- Luminescent Carbazole-Based EuIII and YbIII Complexes with a High Two-Photon Absorption Cross-Section Enable Viscosity Sensing in the Visible and near IR with One- And Two-Photon Excitation
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The newly synthesized EuIII and YbIII complexes with the new carbazole-based ligands CPAD2- and CPAP4- display the characteristic long-lived metal-centered emission upon one- and two-photon excitation. The EuIII complexes show the expected narrow emission bands in the red region, with emission lifetimes between 0.382 and 1.464 ms and quantum yields between 2.7% and 35.8%, while the YbIII complexes show the expected emission in the NIR region, with emission lifetimes between 0.52 and 37.86 μs and quantum yields between 0.028% and 1.12%. Two-photon absorption cross sections (σ2PA) as high as 857 GM were measured for the two ligands. The complexes showed a strong dependence of the one- and two-photon sensitized emission intensity on solvent viscosity in the range of 0.5-200 cP in the visible and NIR region.
- De Bettencourt-Dias, Ana,Fetto, Natalie R.,Monteiro, Jorge H. S. K.,Tucker, Matthew J.
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supporting information
p. 3193 - 3199
(2020/03/19)
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- ORGANIC ELECTROLUMINESCENCE ELEMENT AND MATERIAL
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PROBLEM TO BE SOLVED: To provide a phosphorescent metal complex emitting blue light, which shows a low drive voltage, high emission efficiency, high color purity of emission and a long emission life when used for an element, and to provide an organic electroluminescence element containing the above metal complex. SOLUTION: The present invention provides a compound represented by general formula (I): ML1mL2n, and an organic electroluminescence element containing the above compound. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT
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Paragraph 0371-0372
(2020/05/16)
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- Organic compound taking benzo[1,2-b:3,4-b']dibenzofuran as core, and application thereof
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The invention discloses an organic compound taking benzo[1,2-b:3,4-b']dibenzofuran as a core, and a preparation method and an application thereof. The structure of the compound is represented by general formula (1) shown in the description. The compound taking the benzo[1,2-b:3,4-b']dibenzofuran as the core has the advantages of high glass transition temperature, high molecular thermal stability,appropriate HOMO and LUMO energy levels, high triplet state energy level T1 and high hole mobility, and can be used as a hole transport layer material or an electron barrier layer material of an organic light-emitting device through device structure optimization to effectively improve the photoelectric properties of the OLED and prolong the service life of the OLED.
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Paragraph 0108; 0109
(2020/03/29)
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- Compound taking benzo[1,2-b:4,5-b']dibenzofuran as core, and application thereof
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The invention discloses a compound taking benzo[1,2-b:4,5-b']dibenzofuran as a core, and an application thereof. The structure of the compound is represented by general formula (1) shown in the description. The compound takes the benzo[1,2-b:4,5-b']dibenzofuran as the core and a diarylamino group as a branched chain, so the compound has the advantages of high glass transition temperature, high molecular thermal stability, excellent photoelectric properties, appropriate HOMO and LUMO energy levels, high triplet state energy level T1 and high hole mobility, can be used as a hole transport layermaterial or an electron barrier layer material for an organic light-emitting device through device structure optimization to effectively improve the photoelectric properties of the OLED and prolong the service life of the OLED.
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Paragraph 0083-0084
(2020/03/29)
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- One-pot synthesis of a white-light emissive bichromophore operated by aggregation-induced dual emission (AIDE) and partial energy transfer
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Merocyanine-triarylamine bichromophores are readily synthesized by sequentially Pd-catalyzed insertion-alkynylation-Michael-Suzuki four-component reactions. White-light emissive systems form upon aggregation in 1 : 99 and 0.1 : 99.9 vol percent CH2Cl2-cyclohexane mixtures, ascribed to aggregation-induced dual emission (AIDE) in combination with partial energy transfer between both chromophore units as supported by spectroscopic studies.
- Biesen, Lukas,Deni?en, Melanie,Hannen, Ricarda,Hoffmann, Katrin,Itskalov, Dana,Müller, Thomas J. J.,Nirmalananthan-Budau, Nithiya,Reiss, Guido J.,Resch-Genger, Ute
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supporting information
p. 7407 - 7410
(2020/07/15)
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- Method for synthesizing N-aryl carbazole compound by catalyzing reaction of carbazole with aryl hydrazine by using transition metal
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The invention relates to a method for synthesizing an N-aryl carbazole compound by catalyzing reaction of carbazole with aryl hydrazine through transition metal. According to the method, a transitionmetal salt is used as a catalyst, a carbazole compound and an aryl hydrazine compound are used as reaction substrates, the reaction substrates and an alkali compound are added into a solvent for a reaction for a certain period of time to obtain a reaction solution, and the reaction solution is separated and purified to obtain the N-aryl carbazole compound. According to the method, low-boiling-point acetonitrile is used as a reaction solvent, so post-reaction treatment is easy to carry out; oxygen in the air serves as an oxidizing agent, so reaction conditions are environmentally friendly and safe, cost is low, and excessive oxidation is avoided; an aryl hydrazine compound is used as an arylation reagent, and reaction byproducts only comprise water and nitrogen, so the method is environment-friendly and pollution-free; the transition metal salt is used as the catalyst, the activity of the transition metal salt is high, the use of equivalent noble metals is avoided, and synthesis cost isreduced; and generally speaking, the synthesis method is friendly to environment, simple in process, good in reaction selectivity and high in yield, and has a relatively strong industrial applicationprospect.
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Paragraph 0069-0071; 0100
(2020/12/14)
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- Palladium-catalyzed C-H bond activation for the assembly of: N -aryl carbazoles with aromatic amines as nitrogen sources
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A convenient and efficient palladium-catalyzed C-H bond activation for the assembly of N-aryl carbazole is reported, in which two C-N bonds were formed under one set of conditions. The desired carbazoles were achieved in decent yields with a wide substrate scope by utilizing readily available 2-iodo biphenyls and aromatic amines as starting materials.
- Liu, Xiaobing,Sheng, Heyun,Zhou, Yao,Song, Qiuling
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supporting information
p. 1665 - 1668
(2020/02/18)
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- HETEROCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
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A heterocyclic compound represented by Formula 1 and an organic light-emitting device the heterocyclic compound represented by Formula 1: wherein, in Formula 1, Cz1 is a group represented by Formula 1A, Het1 is a group represented by Formula 1B, wherein, R1 to R10, R20, R30, R40, R50, and b10 to b50 are each independently the same as described in the detailed description of the specification.
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Paragraph 0321-0323; 0361-0363
(2020/07/14)
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- ORGANIC COMPOUND HAVING IMPROVED LUMINESCENT PROPERTIES, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DEVICE HAVING THE COMPOUND
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An organic compound, an organic light emitting diode including the compound, and an organic light emitting device including the organic light emitting diode are disclosed. The organic compound may include a fused hetero aromatic moiety having a p-type property and an aza-acridine moiety having an n-type property bonded to the fused hetero aromatic moiety via an aromatic or a hetero aromatic linker. The organic compound has relatively high energy level since it includes plural fused hetero aromatic rings. Holes and electrons can be recombined in an emitting material layer in a balanced manner since the organic compound has a bipolar property. The organic light emitting diode and the organic light emitting device including the organic compound have enhanced luminous efficiency and luminous lifetime.
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Paragraph 0224; 0225; 0228; 0229
(2020/07/16)
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- COMPOUND FOR ORGANIC ELECTRIC ELEMENT, ORGANIC ELECTRIC ELEMENT COMPRISING THE SAME AND ELECTRONIC DEVICE THEREOF
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The present invention relates to: a compound for an organic electric element; the organic electric element using the same; and an electronic device thereof. According to the present invention, it is possible to achieve high luminous efficiency, low driving voltage, and high heat resistance of an element, and to improve color purity and lifespan of the element. By using the compound according to the present invention, it is possible to achieve high luminous efficiency, low driving voltage, and high heat resistance of the element, and to provide an effect of improving color purity and lifespan of the element.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Light emitting auxiliary layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2020
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Paragraph 0263-0267; 0288-0289; 0291
(2020/04/30)
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- Donor-receptor-based double-boron oxa-pyrene compound and application thereof
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The invention discloses a donor-receptor-based double-boron oxa-pyrene compound, a preparation method and application. The double-boron oxa-pyrene compound can be a fluorescent and delayed fluorescentand/or phosphorescence emitter, has the characteristics of being easy in light emission color adjustment, high in quantum efficiency, and the like, and thus has great application prospects in fieldssuch as light emission materials or main body materials.
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Paragraph 0060-0062; 0066; 0068
(2019/10/01)
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- Preparation method and electroluminescent application of indonopyridine derivatives
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The invention relates to a preparation method and an electroluminescent application of indonopyridine derivatives, and belongs to the technical field of photoluminescence. The derivatives are obtainedby using indonopyridine as the electron withdrawing group of a molecule and connecting functional groups with different structures and different conjugate degrees to the 6,7,8,9 positions of the electron withdrawing group. The synthesis method comprises the following steps: 2-chloro-3-pyridylaldehyde used as a raw material is subjected to a series of reactions such as coupling and oxidation to synthesize an indonopyridine luminous nucleus with different brominated positions, and the indonopyridine luminous nucleus, carbazole, triphenylamine and dimethyl acridine undergo Suzuki coupling to synthesize the target product. The derivatives have strong absorption in the ultraviolet-visible region, the dilute solution of the derivatives emits strong fluorescence with an emission wavelength of 500-650 nm, and the derivatives can be used in organic electroluminescent devices as a luminescent material.
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Paragraph 0033; 0044; 0045
(2019/10/02)
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- Carbazole-Terpyridine Donor-Acceptor Dyads with Rigid π-Conjugated Bridges
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A series of molecules in which 9H-carbazole (electron donor, D) and 2,2′:6′,2′′-terpyridine (electron acceptor, A) are connected through rigid π-conjugated bridges (D-π-A systems) have been synthesized and their photophysical properties examined in detail, with the support of DFT calculations. The bridges are made of different sequences of ethynylene, phenylene, and anthracene groups. The synthetic strategies involve condensation of 2-acetylpyridine with the aromatic aldehyde moiety on different functionalized π-conjugated bridges and couplings with carbazole derivatives. The system incorporating anthracene in the bridge shows the typical absorption and emission fingerprints of this polycyclic hydrocarbon. The other systems have HOMOs and LUMOs centred, respectively, over the carbazole and the bridge and exhibit solvatochromic charge-transfer (CT) luminescence with high photoluminescence yield up to 70 %, except when an ethynylene unit is directly attached to the carbazole ring, due to a trans-bent non-emissive π–σ* excited state.
- Matteucci, Elia,Baschieri, Andrea,Sambri, Letizia,Monti, Filippo,Pavoni, Eleonora,Bandini, Elisa,Armaroli, Nicola
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p. 1353 - 1365
(2019/07/18)
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- Universal bipolar host material containing pyridine group, as well as preparation and application thereof in organic light emitting diodes
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The invention belongs to the technical field of organic photoelectric materials, and discloses a universal bipolar host material containing a pyridine group, as well as preparation and application thereof in organic light emitting diodes. The universal bipolar host material containing a pyridine group has a structure as shown in the specification, wherein n is an integer of 1-10, R1 is a hydrogenatom or alkyl chain, and Ar is an aromatic nucleus derivative electron-donating group. The invention further discloses a method for preparing the host material. The host material has excellent electron transmission performance and hole transporting performance since triplet energy is increased, can be used for preparing blue-light, green-light and red-light PHOLEDs with excellent performance, suchas high efficiency, low efficiency roll-off and the like. High-performance white-light PHOLEDs of single host is expected to achieve by utilizing the host material. The host material can be applied to the field of organic photoelectric devices.
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Paragraph 0119; 0123; 0124; 0125
(2019/04/27)
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- High performance solution-processed green phosphorescent organic light-emitting diodes with high current efficiency and long-term stability
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In this study, we design and synthesize a new host and two new highly efficient green-emitting heteroleptic Ir(iii) complexes. These new materials are based on an amide-bridged, trifluromethyl-substituted, phenylpyridine skeleton with a longer alkyl chain as the main ligand, and on a phosphine oxide containing symmetrical dipyridinylphosphinate and asymmetrical phenyl(pyridin-2-yl)phosphinate as ancillary ligands. Their thermal, photophysical, electrochemical, and electroluminescent (EL) properties are fully investigated. The solution-processed green devices were fabricated using bis[5-ethylhexyl-8-trifluoromethyl-5H-benzo(c)(1,5)naphthyridin-6-one](dipyridinylphosphinate)iridium(iii) as dopant, and (4′-(9H-carbazol-9-yl)-[1,1′-biphenyl]-4-yl)di-o-tolylphosphine oxide (m-CBPPO1) and TPBi as hosts. The optimized devices containing a symmetrical-type ancillary ligand show excellent EL performance with a maximum current efficiency (CEmax) of 68.72 cd A-1 and a maximum external quantum efficiency (EQEmax) of 20.82% without compromising the color purity. This is one of the best reported CEmax values with high EQE for solution-processed phosphorescent organic light-emitting diodes (PHOLEDs). To the best of our knowledge, this is the first report on green solution-processed PHOLEDs with EQE over 20% by using phosphine oxide functionalized symmetrical type ancillary ligand. Furthermore, these devices with symmetrical Ir(iii) complexes show better device stability than that of asymmetrical Ir(iii) complexes, which is attributed to the formation of undesirable isomers in asymmetrical complexes.
- Maheshwaran, Athithan,Sree, Vijaya Gopalan,Park, Ho-Yeol,Cho, Woosum,Kim, Hyein,Kumaresan, Raja,Kim, Youngkwang,Lee, Jae Chol,Song, Myungkwan,Jin, Sung-Ho
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supporting information
p. 11569 - 11580
(2019/10/02)
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- NOVEL COMPOUND AND ORGANIC ELECTROLUMINESCENT DIVICE INCLUDING THE SAME
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The present invention relates to a novel bis-biphenylamine derivative compound. When the novel bis-biphenylamine derivative compound is used as a hole transport layer (HTL), hole transport layer (HT prime) or a hole injection layer (HIL), hole injection and transport properties can be increased, thereby providing high efficiency and a long-life effect of a device. The present invention provides a compound represented by chemical formula 1 and an organic electroluminescent device comprising an organic material layer containing the compound between a first electrode and a second electrode.COPYRIGHT KIPO 2019
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Paragraph 0109-0112
(2019/04/26)
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- Triazine compound substituted by carbazole and organic electroluminescent element thereof
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The invention provides a carbazole-substituted triazine compound with a structure shown as a formula (I) and an organic electroluminescent element using the compound, wherein Ar1, L, Z1, X1, m and n are defined in the specification. The carbazole-substituted triazine compound with the structure as shown in the formula (I) has the advantages of improving the current efficiency of the organic electroluminescent element and providing good heat resistance.
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Paragraph 0116; 0119-0120
(2019/08/12)
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- Achieving non-doped deep-blue OLEDs by applying bipolar imidazole derivatives
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In this work, we designed and synthesized two novel bipolar deep-blue emitting materials, 2-(4'-(9H-carbazol-9-yl)-[1,1′-biphenyl]-4-yl)-1 (4(tri-fluoromethyl) phenyl)-1H-phenanthro[9,10-d] imidazole (CzB-FMPPI) and 9-(4'-(4,5-diphenyl-1 (4-(trifluoromethyl) phenyl)-1H-imidazole-2-yl)-[1,1′-biphenyl]-4-yl)-9H-carbazole (CzB-FMPIM). Among them, carbazole and phenanthroimidazole are bridged linkage by the biphenyl ring and act as electron-donating part. The CF3-substituted phenyl ring applies as strong electron-withdrawing moiety. The exhibit highly twisted molecular configuration of two compounds efficiently shorten π-conjugation and inhibit intermolecular interaction, resulting in superior thermal stability and deep blue emission. High decomposition temperature of 431 °C and 414 °C, glass transition temperature of 150 °C and 135 °C for CzB-FMPPI and CzB-FMPIM, respectively, had been achieved. As a consequence of breaking the conjugation of phenanthroimidazole chromophore, CzB-FMPIM achieves an 8 nm blue-shifted emission compared with CzB-FMPPI. CzB-FMPPI exhibits a higher relative fluorescence quantum yield of 92.5% than 83.3% of CzB-FMPIM. Moreover, bipolar property was observed in both compound and homogeneous amorphous films were deposited and applied in the non-doped deep-blue OLEDs. The devices based on two emitters showed maximum luminance of 6667 cd/m2 and 3084 cd/m2, maximum EQE of 4.10% and 3.17%, respectively. Commission International de l'éclairage (CIE) coordinates of CzB-FMPIM based device achieved (0.15, 0.07) which is extremely close to the NTSC standard blue CIE (0.14, 0.08).
- Jia, Yi,Wu, Sen,Zhang, Yuteng,Fan, Shigen,Zhao, Xiaoming,Liu, Hongli,Dong, Xiaofei,Wang, Shirong,Li, Xianggao
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p. 289 - 296
(2019/04/13)
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- Dendritic molecular organic fluorescent material, application thereof, fluorescent film and preparation method of fluorescent film
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The invention provides a dendritic molecular organic fluorescent material, application thereof, a fluorescent film and a preparation method and application of the fluorescent film, and belongs to thefield of fluorescence sensing. The dendritic molecular organic fluorescent material provided by the invention has a structure shown as a formula I, wherein a unit A is used as a central core of a dendritic molecule; a unit B is a branched unit of the dendritic molecule; and a unit C is a peripheral active group of the dendritic molecule and has electrochemical activity. The dendritic molecular organic fluorescent material provided by the invention is accurate in molecular structure and good in repeatability, and has fluorescent response and colorimetric response to iodide ions, mercury ions and ferric ions at the same time; and according to the dendritic molecular organic fluorescent material and the fluorescent film prepared from the dendritic molecular organic fluorescent material provided by the invention, fluorescence/colorimetric dual-channel detection of iodide ions, mercury ions and ferric ions can be realized, the detection precision is high, and errors are small.
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Paragraph 0119; 0122-0125
(2019/08/12)
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- New compounds and organic light-emitting diode including the same
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PURPOSE: A compound is provided to improve luminous efficiency and to make low voltage operation possible when applied to an organic electroluminescence device by having low driving voltage and excellent luminous efficiency. CONSTITUTION: A compound is represented by chemical formula 1. In chemical formula 1, each R is selected from hydrogen, deuterium, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C7-30 alkyl, substituted or unsubstituted C3-30 cycloalkyl, substituted or unsubstituted C5-30 cycloalkenyl, substituted or unsubstituted C1-30 alkoxy, substituted or unsubstituted C6-30 aryloxy, substituted or unsubstituted C1-30 alkylthioxy, substituted or unsubstituted C5-30 arylthioxy, substituted or unsubstituted C1-30 alkylamine, substituted or unsubstituted C5-30 arylamine, substituted or unsubstituted C5-50 aryl, substituted or unsubstituted C3-50 heteroaryl, substituted or unsubstituted silicon, substituted or unsubstituted boron, substituted or unsubstituted silane, carbonyl, phosphoryl, amino, nitrile, hydroxy, nitro, halogen, amide, and ester.
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Paragraph 0334-0340
(2019/08/30)
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- ORGANIC COMPOUNDS, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTID DEVICE HAVING THE COMPOUNDS
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The present invention relates to an organic compound in which a bipyrimidine moiety serving as an electron acceptor is connected via an aromatic linker to a hetero-aromatic moiety serving as an electron donor and containing one to two nitrogen atoms. The organic compound, since it contains both electron donor and electron acceptor moieties in a single molecule, allows electric charges to move easily, thereby increasing luminance efficiency. Also, since the electron donor is made of solid condensed aromatic rings, such as carbazole, acridine, or indole rings, the 3D structure of the molecule is hindered. Thus, the organic compound of the present invention may be used as a delayed fluorescence dopant emitting a blue light of high chromatic purity. The organic compound of the present invention may be applied to organic light-emitting devices, such as an organic light-emitting diode, a display device, and a lighting device, to lower the driving voltage thereof while increasing luminance efficiency and chromatic purity thereof.COPYRIGHT KIPO 2019
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Paragraph 0150; 0157-0159
(2019/09/04)
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- Organic electroluminescent element
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The invention provides an organic electroluminescent element and relates to the technical field of organic electroluminescence. The organic electroluminescent element has a reasonably designed devicestructure, and an aromatic amine compound having excellent performance is used as a hole transport layer, and further, an amine derivative having excellent performance is used as a light-emitting auxiliary layer. Under the combined action of the two organic functional layers, on the one hand, the injection and transmission efficiency of holes are improved, on the other hand, the generation efficiency of excitons is improved, and the diffusion of excitons to the side of the hole transport layer is effectively blocked, thereby improving the luminous efficiency and prolonging the service life ofthe electroluminescent element and also reducing the driving voltage of the electroluminescent element.
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Paragraph 0142; 0143; 0144
(2018/12/13)
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- Phenanthroline- tBuOK Promoted Intramolecular C-H Arylation of Indoles with ArI under Transition-Metal-Free Conditions
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The first example of phenanthroline-tBuOK promoted intramolecular radical C-H arylation of N-(2-iodobenzyl)indoles without involvement of transition metals has been developed. A variety of substituted 6H-isoindolo [2, 1-a] indoles were prepared by a simple and efficient intramolecular cyclization using 1,10-phenanthroline in the presence of potassium tert-butoxide and chlorobenzene. This strategy provides a fast and versatile access to isoindolo[2,1-a]indole derivatives for the synthesis of pharmaceuticals and organic electroluminescent (EL) materials.
- Shan, Xiang-Huan,Yang, Bo,Zheng, Hong-Xing,Qu, Jian-Ping,Kang, Yan-Biao
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supporting information
p. 7898 - 7901
(2019/01/04)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT COMPRISING THE SAME, AND ELECTRONIC DEVICE THEREOF
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Disclosed are a compound represented by chemical formula 1, an organic electric device comprising a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode, and an electronic device including the same. By including the compound represented by the chemical formula 1 in the organic material layer, the driving voltage of the organic electric device can be lowered, and the luminous efficiency and lifespan can be improved.COPYRIGHT KIPO 2019
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Paragraph 0172-0176
(2019/01/25)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT COMPRISING THE SAME, AND ELECTRONIC DEVICE THEREOF
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Disclosed are a compound represented by chemical formula 1, an organic electric device comprising a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode, and an electronic device including the same. By including the compound represented by the chemical formula 1 in the organic material layer, the driving voltage of the organic electric device can be lowered, and the luminous efficiency and lifespan can be improved.COPYRIGHT KIPO 2019
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Paragraph 0220; 0222-0224
(2019/01/29)
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- ORGANIC COMPOUND, AND ORGANIC LIGHT-EMITTING DIODE AND ORGANIC LIGHT-EMITTING DIODE DISPLAY DEVICE INCLUDING THE SAME
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An organic compound is represented by the Formula below, and an organic light-emitting diode and an organic light-emitting diode display device include the organic compound.
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Paragraph 0123; 0124
(2018/06/29)
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- Bipolar 9-linked carbazole-π-dimesitylborane fluorophores for nondoped blue OLEDs and red phosphorescent OLEDs
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Three dimesitylborane-containing fluorophores with various π-conjugated systems attached at the 9th position of carbazole, namely, 9-(4′-bromobiphenyl-4-yl)-9H-carbazole (Cz9Ph2B), 9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole (Cz9ThPhB), and 9-(4-(4-(dimesitylboryl)styryl)phenyl)-9H-carbazole (Cz9SB) were synthesized and their photophysical and electroluminescent properties were investigated for application in nondoped blue OLEDs as well as red phosphorescent OLEDs (PhOLEDs). The electron-accepting dimesitylboryl group and various π-conjugated segments appended to the electron-donating carbazole moiety impart the three fluorophores with bipolar transporting ability, and their energy levels are matched with those of the adjacent carrier-transporting layers. These bulky fluorophores are thermally stable with glass transition temperatures and degradation temperatures reaching up to 105 and 383 °C, respectively. In addition, efficient nondoped Cz9PhThB- and Cz9SB-based blue OLEDs with maximum currents of 1.51 and 4.03 cd A?1 and external quantum efficiencies (EQE) of 2.30 and 4.72% were achieved, respectively. Notably, the Cz9Ph2B-based red PhOLEDs exhibits a relatively low turn-on voltage (3.3 V) and high electroluminescence efficiencies (maximum current = 23.12 cd A?1 and EQE = 14.10%). Their performance is superior to that of the corresponding device using conventional 4,4′-N,N′-dicarbazolbiphenyl as the host material. Moreover, a maximum brightness of 39700 cd m?2 was also achieved.
- Liu, Chi-Kan,Chen, Ying-Hsiao,Long, Yi-Jun,Sah, Pai-Tao,Chang, Wei-Che,Chan, Li-Hsin,Wu, Jhao-Lin,Jeng, Ru-Jong,Yeh, Shih-Chieh,Chen, Chin-Ti
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p. 101 - 108
(2018/05/04)
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- A class of asymmetric to the [...] organic red fluorescent small molecule material and its in the organic electroluminescent device in the application of the
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A asymmetric to the [...] organic red fluorescent small molecule material and its in the preparation of the organic electroluminescent device in the application, belongs to the technical field of organic electroluminescent material. This invention utilizes the Suzuki coupling reaction, through the linear conjugated way is connected to the receptor, can realize the high-efficiency light emission, in the preparation of the red light when the doped device, through the use of different parent and optimizing the doping concentration, achieving better effect of the device; in addition, tends to plane the molecular structure of the can through the triplet — triplet annihilation using triplet exciton light-emitting. The invention the resulting compound has very high fluorescence quantum yield, its non-doped red light device the maximum external quantum efficiency of 6.66%, the luminance is 100 and 1000 cd m- 2 The external quantum efficiency is respectively when the 6.51% and 5.11%, efficiency roll-small. Voltage is low, is 2.6 V, device integrated in the organic red fluorescent material is in leading level, to achieving commercial application.
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Paragraph 0059-0062
(2018/07/30)
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- Rh(III)-Catalyzed C-H Activation of Boronic Acid with Aryl Azide
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A Rh(III)-catalyzed C-H activation of boronic acid with aryl azide to obtain unsymmetric carbazoles, 1H-indoles, or indolines has been developed. The reaction constructs dual distinct C-N bonds via sp2/sp3 C-H activation and rhodium nitrene insertion. Synthetically, this approach represents an access to widely used carbazole derivatives. The practical application to CBP and unsymmetric TCTA derivatives has also been performed. Mechanistic experiments and DFT calculations demonstrate that a five-membered rhodacycle species is the key intermediate.
- Xu, Shiyang,Huang, Baoliang,Qiao, Guanyu,Huang, Ziyue,Zhang, Zhen,Li, Zongyang,Wang, Peng,Zhang, Zhenhua
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p. 5578 - 5582
(2018/09/25)
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- Design, synthesis and biological evaluation of: N -arylsulfonyl carbazoles as novel anticancer agents
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In this work, a set of structurally diverse synthetic carbazoles was screened for their anticancer activities. According to structure-activity relationship studies, carbazoles with an N-substituted sulfonyl group exhibited better anticancer activity. Moreover, compound 8h was discovered to show the most potent anticancer effects on Capan-2 cells by inducing apoptosis and cell cycle arrest in G2/M phase. Finally, the in vivo study demonstrated that 8h prevented the tumor growth in PANC-1 and Capan-2 xenograft models without apparent toxicity.
- You, Xin,Zhu, Daqian,Lu, Wenhua,Sun, Yichen,Qiao, Shuang,Luo, Bingling,Du, Yongliang,Pi, Rongbiao,Hu, Yumin,Huang, Peng,Wen, Shijun
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p. 17183 - 17190
(2018/05/28)
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- Efficient Color-Tunable Copper(I) Complexes and Their Applications in Solution-Processed Organic Light-Emitting Diodes
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A series of dppnc- and neocuproine-based CuI complexes (dppnc=7,8-bis(diphenylphosphino)-7,8-dicarba-nido-undecaborate) are synthesized and the emission color of these CuI complexes can be tuned from green to deep red via rational modification of the neocuproine ligand structure. The molecular structures of the emissive CuI complexes, Cu(dppnc)-G (green emitting), Cu(dppnc)-Y (yellow emitting), and Cu(dppnc)-R (red emitting), are characterized and their electronic structures and related transition properties are elucidated by photo-physical and computational (density functional theory) studies. The calculation results suggest that thermally activated delayed fluorescence (TADF) is the emission mechanism for these CuI complexes. Efficient solution-processed green-, yellow-, and red-emitting OLEDs are fabricated based on the emissive complexes as the dopants. High external quantum efficiency (EQE) of 15.20 % and current efficiency of 48.15 cd A?1 at 1000 cd m?2 are achieved in the green-emitting device with Cu(dppnc)-G. A maximum EQE of 10.17 %, CIE coordinates of (0.61, 0.38) and a maximum electroluminescent peak of 631 nm are achieved in the red device based on Cu(dppnc)-R.
- So, Gary Kwok-Ming,Cheng, Gang,Wang, Jian,Chang, Xiaoyong,Kwok, Chi-Chung,Zhang, Hongxing,Che, Chi-Ming
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supporting information
p. 1490 - 1498
(2017/07/11)
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- Carbazole-diphenylimidazole based bipolar material and its application in blue, green and red single layer OLEDs by solution processing
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Single layer structure is an ideal way to realize the low cost solution processed organic light-emitting diodes (OLEDs). Efficient electroluminescent material with hole and electron transport characters as well as suitable triplet energy levels is highly desired to realize single layer OLEDs with good performance. In this work, a bipolar compound with carbazole as electron donor and 4,5-diphenylimidazoleas as electron acceptor has been successfully synthesized and applied as emitting layer for both non-doped and doped single layer OLEDs fabricated by solution processing. A pure blue emission achieved in the non-doped single layer OLED with a current efficiency of 0.38 cd A?1, luminance up to 672 cd m?2. The single layer doped OLEDs with the bipolar compound as host achieved blue, green and red phosphorescence OLEDs with current efficiency of 0.083, 13.42, 2.58 cd A?1 and luminance up to 108, 17103, 1347 cd m?2, respectively. The performance of single layer OLEDs has been greatly improved by bipolar emitting materials which show a great potential to simplify the configuration of OLEDs.
- Wang, Panpan,Fan, Shigen,Liang, Junfei,Ying, Lei,You, Jing,Wang, Shirong,Li, Xianggao
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p. 175 - 182
(2017/03/24)
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- Tailoring Excited State Properties and Energy Levels Arrangement via Subtle Structural Design on D-π-A Materials
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The donor-π-conjugated-acceptor (D-π-A) structure is an important design for the luminescent materials because of its diversity in the selections of donor, π-bridge and acceptor groups. Herein, we demonstrate two examples of D-π-A structures capable to finely modulate the excited state properties and arrangement of energy levels, TPA-AN-BP and CZP-AN-BP, which possess the same acceptor and π-bridge but different donor. The investigation of their photophysical properties and DFT calculation revealed that the D-π-A structure with proper donor, π-bridge and acceptor can result in separation of frontier molecular orbitals on the corresponding donor and acceptor with an obvious overlap on the π-bridge, resulting in a hybridized local and charge-transfer (HLCT) excited state with high photoluminescent (PL) efficiencies. Meanwhile, their singlet and triplet states are arranged on corresponding moieties with large energy gap between T2 and T1, and a small energy gap between S1 and T2, which favor the reverse intersystem crossing (RISC) from high-lying triplet levels to singlet levels. As a result, the sky-blue emission non-doped OLED based on the TPA-AN-BP reached maximum external quantum efficiency (EQE) of 4.39% and a high exciton utilization efficiency (EUE) of 77%. This study demonstrates a new strategy to construct highly efficient OLED materials.
- Liang, Xiaoming,Wang, Zhiheng,Wang, Liangxuan,Hanif, Muddasir,Hu, Dehua,Su, Shijian,Xie, Zengqi,Gao, Yu,Yang, Bing,Ma, Yuguang
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supporting information
p. 1559 - 1568
(2017/10/06)
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- Efficient thermally activated delayed fluorescence of functional phenylpyridinato boron complexes and high performance organic light-emitting diodes
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A new series of functional phenylpyridinato boron complexes possessing thermally activated delayed fluorescence (TADF) has been strategically designed and synthesized. These boron complexes utilize phenylpyridine as the electron acceptor (A) that links to carbazole or triphenyl amine as the electron donor (D) via a core boron atom, forming four-coordinate neutral boron complexes. The selection of boron to spatially separate the donor and acceptor takes advantage of facile functionalization. The TADF properties of the resulting D-A functional materials in various solvents have been investigated via their emission spectra and associated relaxation dynamics. The results show that the operation of TADF is strongly solvent polarity dependent in fluid states, and several underlying mechanisms are discussed. OLEDs fabricated by fppyBTPA and dfppyBTPA show EL efficiencies of up to (20.2%, 63.9 cd A?1, 66.9 lm W?1) and (26.6%, 88.2 cd A?1, 81.5 lm W?1), respectively, in which a nearly 27% EQE for the dfppyBTPA device is among the most efficient TADF OLEDs so far.
- Shiu, Yi-Jiun,Chen, Yi-Ting,Lee, Wei-Kai,Wu, Chung-Chih,Lin, Tzu-Chieh,Liu, Shih-Hung,Chou, Pi-Tai,Lu, Chin-Wei,Cheng, I-Chen,Lien, Yi-Jyun,Chi, Yun
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p. 1452 - 1462
(2017/02/19)
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- Organic compound with long afterglow effect as well as preparation method and application of organic compound
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The invention discloses an organic compound with a long afterglow effect as well as a preparation method and application of the organic compound. The organic compound has a structural formula as follows: the formula is shown in the description; 9-phenylcarbazole with n-pi* is used as a basic unit, and a meta-position and a para-position of phenyl are modified; after modification, different 9-phenylcarbazole derivatives are obtained; a test shows that the fluorescence lifetime of the compound can reach 100ms or more. The compound provided by the invention has the characteristics of simple synthesis method, easiness of being purified, adjustable luminescent spectrum, flexibility, no need of doping inorganic rare-earth materials, cheap price, low toxicity and the like, and can be widely to various fields including biological imaging, disease diagnosis, optical counterfeiting prevention and the like.
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Paragraph 0030; 0031; 0032; 0033
(2017/07/21)
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- COMPOUND FOR ORGANIC OPTOELECTRONIC DEVICE, ORGANIC LIGHT EMITTING DIODE INCLUDING THE SAME AND DISPLAY INCLUDING THE ORGANIC LIGHT EMITTING DIODE
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Disclosed are a compound for an organic optoelectronic device, an optoelectronic device and organic light emitting diode including the same, and a display device including the organic light emitting diode. A compound for an organic optoelectronic device represented by Chemical Formula 1 provides an organic optoelectronic device having an excellent life-span and improved luminous efficiency at a low driving voltage due to excellent electrochemical and thermal stability.
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Paragraph 0487; 0488; 0490; 0491
(2016/10/08)
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- 1, 2, 4-thiadiazole derivatives and their use as electroluminescent materials
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The invention relates to design and synthesis of organic electroluminescence materials which take 1,2,4-thiadiazole electronics transmission groups as a central unit as well as an application of the 1,2,4-thiadiazole electronics transmission groups on an organic electroluminescent device (OLED). The electroluminescent materials take 1,2,4-thiadiazole as a core, groups with different electronic or cavity transmission groups are bonded at positions 3 and 5 sites of 1,2,4-thiadiazole, carrier balance can be effectively solved, exciton recombination with high efficiency is radically realized, thus further combination of high efficiency light-emitting and energy level adjustment of the material can be realized. In addition, the energy level of the compound can be adjusted through an unsymmetrical structure, compared with the electronics transmission groups (such as oxadiazoles, 1,3,5-triazole) in the common main materials, the OLED devices has substantial effects in brightness, efficiency, glass transition temperature and the like, so that the material provided in the invention can be widely applied in the field of organic electroluminescence.
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Paragraph 0051
(2017/02/28)
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- A bipolar emitting material for high efficient non-doped fluorescent organic light-emitting diode approaching standard deep blue
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A deep blue emitting compound 9-(4′-(1,4,5-triphenyl-1H-imidazol-2-yl)-[1,1′-biphenyl] -4-yl)-9H-carbazole was designed and synthesized. The emitting compound characters as donor-π-acceptor structure with carbazole as the electron-donor and imidazole as the electron-acceptor. The emitting compound shows high quantum yield (0.87) in solution and good thermal stability. The emitting compound exhibits bipolar transporting characteristics identified by single-carrier devices. The non-doped fluorescent organic light-emitting diode with the emitting compound as emitting layer exhibits emission peak at 420 nm and full width at half maximum of 54 nm, maximum current efficiency of 2.30 cd/A, and maximum power efficiency of 1.52 lm/W, which are higher than most reported deep blue emitters with a y coordinate ≤0.064. The chromaticity coordinate is stable at (0.166, 0.064) with increasing operation voltage.
- Fan, Shigen,You, Jing,Miao, Yanqin,Wang, Hua,Bai, Qingyun,Liu, Xicheng,Li, Xianggao,Wang, Shirong
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