- Design Strategy of Decorating Phenylcarbazole with a Donor and Acceptor for Blue-Shifted Emission in Thermally Activated Delayed Fluorescent Emitters
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A series of blue thermally activated delayed fluorescent (TADF) emitters of 1′′-(4,6-diphenyl-1,3,5-triazin-2-yl)-9,9′′-diphenyl-9H,9′′H-3,3′:9′,4′′-tercarbazole (TrzCz1) and 3′,6′-di-tert-butyl-1-(4,6-diphenyl-1,3,5-triazin-2-yl)-9-phenyl-9H-4,9′-bicarbazole (TrzCz2) were synthesized through a molecular design approach to decorate phenylcarbazole with a donor and an acceptor. The 1- and 4-positions of the phenylcarbazole core were modified with a diphenyltriazine acceptor and a bicarbazole or tert-butylcarbazole donor, respectively, through a synthetic strategy to introduce Br at the 1-position and F at the 4-position. The TrzCz1 and TrzCz2 emitters showed maximum photoluminescence emission bands at λ=443 and 433 nm, which were blueshifted relative to those of the corresponding TADF emitters with the same donor and acceptor, respectively. In the device application, the TrzCz1 emitter showed a maximum external quantum efficiency of 22.4 %, with a color coordinate of (0.16, 0.21), and the TrzCz2 emitter showed a maximum external quantum efficiency of 9.9 %, with a color coordinate of (0.14, 0.09). This work proved that the design strategy of decorating phenylcarbazole with a donor and an acceptor is effective at blueshifting the emission of TADF emitters.
- Kim, Do Sik,Lee, Kyung Hyung,Lee, Jun Yeob,Hong, Wan Pyo
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- NITRATION
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The present invention relates to a process for preparing a nitrated compound, comprising the step of reacting a compound (A) comprising at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein said heteroaromatic ring comprises at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I) wherein Y is selected from the group consisting of hydrogen and nitro.
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Page/Page column 36; 41; 46; 64; 38; 52; 42; 65
(2020/05/28)
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- Synthesis method of 2-nitrophenylboronic acid pinacol ester
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The invention relates to a synthetic method of 2-nitrophenylboronic acid pinacol ester, and belongs to the field of synthesis of medical intermediates. Nitrobenzene is used as a raw material and reacts with BCl3 or BBr3 under the catalysis of a catalyst B(C6F5)3 for ortho-orientation, pinacol is added, and the 2-nitrophenylboronic acid pinacol ester is generated under the alkaline condition. According to the method, a common reaction raw material is adopted, selective guiding is carried out under mild conditions, high-purity 2-nitrophenylboronic acid pinacol ester can be obtained through recrystallization of a crude product, 2-aminobenzene boronic acid pinacol ester can be obtained through continuous catalytic hydrogenation, and the defects that in a traditional method, raw material is noteasy to obtain, danger is high, and ultralow temperature or precious metal is needed for use are overcome.
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Paragraph 0020; 0029-0043
(2020/04/17)
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- Carbazole derivatives and organoelectro luminescent device using the same
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PURPOSE: A carbazole derivative is provided to drive an organic electroluminescent device at low voltage and to improve brightness when the derivative is used in an organic layer of the organic electroluminescent device, thereby improving economic efficiency. CONSTITUTION: A carbazole derivative is denoted by chemical formula 1. An organic electroluminescent device comprises a first electrode, a second electrode, and one or more organic layers between the first and second electrodes. The organic layers contain the carbazole derivative of chemical formula 1. The organic layers are selected among a hole injection layer, a hole transport layer, a functional layer with hole injecting and transporting functions, a light emitting layer, an electrode transport layer, and an electron injection layer. The light emitting layer contains one or more host compounds and one or more dopant compounds. The host compound is a carbazole derivative of chemical formula 1.
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Paragraph 0366; 0403-0408
(2020/11/28)
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- ANTI-FIBROTIC COMPOUNDS
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Provided herein are anti-fibrotic compounds, in particular those of Formula (I), that inhibit the TGF-beta signaling pathway. Also provided are pharmaceutical compositions comprising the anti-fibrotic compounds, and methods of treating diseases or conditions associated with fibrosis, inflammation, and benign or malignant neoplastic diseases in a subject by administering a compound or composition described herein. (Formula (I))
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Paragraph 00334
(2018/08/26)
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- Pd II -Porphyrin Complexes - The First Use as Safer and Efficient Catalysts for Miyaura Borylation
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We have developed a simple and convenient procedure for the preparation of pinacol arylboronates from aryl/heteroaryl bromides and bis(pinacolato)diborane using a Pd II -porphyrin complex as a catalyst. Seven different Pd II -porphyrin complexes (Pd II -T m HPP, Pd II -T m CPP, Pd II -TPP, Pd II -TST p SPP, Pd II -T p CPP, Pd II -T p TP, and Pd II -T p AP) have been synthesized and investigated for their catalytic influence in the Miyaura borylation.
- Rao, Kanusu Umamaheswara,Venkateswarlu, Katta
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supporting information
p. 1055 - 1060
(2018/03/23)
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- Five-member parallel-ring phenanthrene unit containing monomers and polymers and preparation methods and application thereof
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The invention discloses five-member parallel-ring phenanthrene unit containing monomers, five-member parallel-ring phenanthrene unit containing polymers and preparation methods and application thereof. With a phenanthrene unit as a basis, through coupling, ring closing and other reactions, a conjugated structure of a molecule is enlarged, the stability of the molecule is improved and the fluorescence quantum yield is increased. The phenanthrene unit has relatively strong electron transmission performance, and the electron transmission performance is further enhanced after a conjugate plane isenlarged. The unit with a relatively good electron transmission characteristic can compensate for the shortage of the electron mobility of common polymeric luminescent materials and improve the electroluminescent property of the polymeric luminescent materials. The five-member parallel-ring phenanthrene unit containing polymers have relatively high fluorescence quantum yield and carrier mobility,have relatively large potentials as luminescent polymers, and can also achieve different color emission through the adjustment of the polymerization unit content. Such the polymers have very good solubility and can be prepared into large-area films by solution processing methods such as spin coating, ink-jet printing and printing.
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Paragraph 0083; 0084; 0085; 0095
(2018/09/08)
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- Organic light-emitting diode with high efficiency
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The present disclosure relates to an organic light-emitting diode exhibiting high luminance efficiency, low-voltage operation, and long lifespan and, more particularly, to an organic light-emitting diode, comprising: a first electrode; a second electrode facing the first electrode; and a light-emitting layer and an electron density control layer sequentially arranged between the first electrode and the second electrode wherein the light-emitting layer includes at least one of the amine compounds represented by Chemical Formula A or B and the electron density control layer includes at least one of the compounds represented by Chemical Formulas F to H. The structures of Chemical Formulas A, B, and F to H are as described in the specification.
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Paragraph 0341-0342
(2018/09/02)
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- CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
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An organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic laye
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Paragraph 0348-0350
(2017/05/19)
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- Miyaura Borylation and One-Pot Two-Step Homocoupling of Aryl Chlorides and Bromides under Solvent-Free Conditions
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Solvent-free protocols for Miyaura borylation and the one-pot, two-step homocoupling of aryl halides are reported for the first time. Bis(dibenzylideneacetone)palladium(0) [Pd(dba)2] is an optimal source of palladium for Miyaura borylation, while for one-pot two-step homocoupling palladium(II) acetate [Pd(OAc)2] gives highest yields. Aryl bromides are coupled most efficiently using the DPEphos ligand. Chlorides are coupled using XPhos. The developed protocols are robust, versatile and easily reproducible on a large scale.
- Dzhevakov, Pavel B.,Topchiy, Maxim A.,Zharkova, Daria A.,Morozov, Oleg S.,Asachenko, Andrey F.,Nechaev, Mikhail S.
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p. 977 - 983
(2016/04/05)
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- Promoting reductive tandem reactions of nitrostyrenes with Mo(CO)6 and a palladium catalyst to produce 3 h -indoles
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The combination of Mo(CO)6 and 10 mol % of palladium acetate catalyzes the transformation of 2-nitroarenes to 3H-indoles through a tandem cyclization-[1,2] shift reaction of in situ generated nitrosoarenes. Mo(CO)6 appears to have dual roles in this transformation: generate CO and promote C-N bond formation to increase the yield of the N-heterocycle product.
- Jana, Navendu,Zhou, Fei,Driver, Tom G.
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supporting information
p. 6738 - 6741
(2015/06/16)
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- Sandmeyer-type reaction to pinacol arylboronates in water phase: A green borylation process
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Copper(I)-catalyzed cross-coupling reactions of aryl diazonium salts with bis(pinacolato)diboron can proceed smoothly in the water phase at room temperature to give the corresponding arylboronate esters in good to high yields. The Sandmeyer-type borylation not only provides direct access to arylboronates bearing halo and acidic substituents, but also achieves a green borylation process. Georg Thieme Verlag Stuttgart · New York.
- Zhang, Jie,Wang, Xiaolong,Yu, Haitao,Ye, Jiahai
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experimental part
p. 1394 - 1396
(2012/06/30)
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- Flow synthesis of arylboronic esters bearing electrophilic functional groups and space integration with Suzuki-Miyaura coupling without intentionally added base
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We found that an integrated flow microreactor system enables the preparation of boronic esters bearing electrophilic functional groups using organolithium chemistry and that it allows for their use in Suzuki-Miyaura cross-coupling without intentionally added base. Based on this method, cross-coupling of two aryl halides bearing electrophilic functional groups was accomplished to obtain the corresponding biaryl compounds in one flow.
- Nagaki, Aiichiro,Moriwaki, Yuya,Yoshida, Jun-Ichi
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supporting information
p. 11211 - 11213
(2013/01/15)
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- ORGANIC METAL DYE, AND PHOTOELECTRIC ELEMENT AND DYE-SENSITIZED SOLAR CELL USING THE ORGANIC METAL DYE
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The present invention relates to an organic metal dye comprising fused heterocyclic derivatives, and to a photoelectric element and to a dye-sensitized solar cell using the organic metal dye.
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Page/Page column 29
(2012/10/08)
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- An improved procedure for the synthesis of arylboronates by palladium-catalyzed coupling reaction of aryl halides and bis(pinacolato)diboron in polyethylene glycol
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A new protocol has been developed for the synthesis of arylboronates by a coupling reaction of aryl halides and bis(pinacolato)diboron using bis(triphenylphosphine)palladium dichloride/sodium acetate/polyethylene glycol 600 [Pd(PPh3)2Cl2/NaOAc/PEG 600] as an efficient catalytic system. Copyright
- Lu, Jie,Guan, Zhong-Zhi,Gao, Jian-Wu,Zhang, Zhan-Hui
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experimental part
p. 537 - 541
(2012/04/04)
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- Direct conversion of arylamines to pinacol boronates: A metal-free borylation process
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Leave the metal out: Arylboronates are produced In moderate to good yields by direct borylation of readily available aryl amines (see scheme). The reaction can be carried out under air at room temperature and transition-metal catalysis is not required. The boronate products can be used without purification in SuzukiMiyaura cross-coupling reactions. Chemical equation representation
- Mo, Fanyang,Jiang, Yubo,Qiu, Di,Zhang, Yan,Wang, Jianbo
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p. 1846 - 1849
(2010/06/16)
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- Cyclopalladated ferrocenylimine as efficient catalyst for the syntheses of arylboronate esters
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The cyclopalladated ferrocenylimine I and its phosphine adducts IIa-f were prepared and evaluated in the borylation of aryl halides. The tricyclohexylphosphine adduct IIb exhibited highly catalytic activity for the coupling of aryl and heteroaryl bromides containing various functional groups with low catalyst loading (2 mol%). Aryl and heteroaryl chlorides were smoothly converted into the corresponding boronates in the presence of the monophosphinobiaryl ligand (XPhos) adduct IIf. It was proposed that palladacycle was only a reservoir of the catalytically active species from the investigation on the reaction mechanism.
- Wang, Lianhui,Li, Jingya,Cui, Xiuling,Wu, Yusheng,Zhu, Zhiwu,Wu, Yangjie
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experimental part
p. 2002 - 2010
(2010/10/19)
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- Palladium-catalyzed borylation of phenyl bromides and application in one-pot Suzuki-Miyaura biphenyl synthesis
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(Chemical equation presented) The coupling reaction of pinacolborane with various aryl bromides in the presence of a catalytic amount of Pd(OAc) 2 together with DPEphos as ligand and Et3N as base provided arylboronates. High yields were obtained in the case of electron-donor substituted aryl bromides. The direct preparation of arylboronates allowed the one-pot, two-step synthesis of unsymmetrical biaryls in high yields.
- Broutin, Pierre-Emmanuel,Cerna, Igor,Campaniello, Maria,Leroux, Frederic,Colobert, Francoise
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p. 4419 - 4422
(2007/10/03)
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- Synthesis of pinacol arylboronates via cross-coupling reaction of bis(pinacolato)diboron with chloroarenes catalyzed by palladium(0)-tricyclohexylphosphine complexes
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The cross-coupling reaction of bis(pinacolato)diboron with chloroarenes to yield pinacol arylboronates was carried out in 1,4-dioxane at 80°C in the presence of KOAc (1.5 equiv.) and Pd(dba)2/2.4PCy3 (3-6 mol%). The catalyst was also effective to carry out analogous coupling with aryl bromides or triflates under milder conditions than those of the previous procedures catalyzed by PdCl2(dppf) in DMSO.
- Ishiyama, Tatsuo,Ishida, Kousaku,Miyaura, Norio
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p. 9813 - 9816
(2007/10/03)
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- Synthesis of arylboronates via the palladium(0)-catalyzed cross-coupling reaction of tetra(alkoxo)diborons with aryl triflates
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The cross-coupling reaction of (RO)2BB(OR)2 (RO = methoxo and pinacolato) with aryl triflates to give arylboronates was carried out at 80°C in the presence of PdCl2(dppf) (3 mol%), dppf (3 mol%) and KOAc (3 equivs) in dioxane. The reaction was available with various functional group such as nitro, cyano, ester, and carbonyl groups.
- Ishiyama, Tatsuo,Itoh, Yoshiya,Kitano, Takahiro,Miyaura, Norio
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p. 3447 - 3450
(2007/10/03)
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