- 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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- Preparation method of 1,3-dicarbazolyl benzene
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The invention provides a preparation method of 1,3-dicarbazolyl benzene, which is characterized in that 1,3-dichlorobenzene and carbazole are effectively coupled to generate 1,3-dicarbazolyl benzene (mCP) under the action of a tri(aryl phosphine) coordinated palladium catalyst and an organic magnesium reagent. The method is characterized in that a tri(aryl phosphine) having the general formula Ia,Ib or mixtures thereof is used as a supporting ligand for the palladium catalyst.
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Paragraph 0016-0024
(2020/05/05)
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- 1,3-biscarbazolyl benzene type phosphorescent host material, and synthesis method and application thereof
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The invention discloses a 1,3-biscarbazolyl benzene type phosphorescent host material, and a synthesis method and application thereof, and belongs to the technical field of optoelectronic material application. The blue phosphorescent host material adoptin
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Paragraph 0072-0080; 0081-0084; 0090-0093; 0099-0102
(2019/11/21)
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- Mixed er-NHC/phosphine Pd(ii) complexes and their catalytic activity in the Buchwald-Hartwig reaction under solvent-free conditions
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A series of novel (NHC)PdCl2-PR3 complexes were synthesized and fully characterized by 1H, 13C, 31P NMR and FT-IR spectroscopy. These complexes showed high catalytic activity toward solvent-free Buchwald-Hartwig amination. Both primary and secondary amines were efficiently utilized under the same reaction conditions. The solvent-free synthesis of valuable N-aryl carbazoles and similar N-heterocyclic systems was described.
- Ageshina, Alexandra A.,Sterligov, Grigorii K.,Rzhevskiy, Sergey A.,Topchiy, Maxim A.,Chesnokov, Gleb A.,Gribanov, Pavel S.,Nechaev, Mikhail S.,Asachenko, Andrey F.,Bermeshev, Maxim V.,Melnikova, Elizaveta K.
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p. 3447 - 3452
(2019/04/30)
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- Solution-processable highly efficient deep-red and orange organic light-emitting diodes based on multi-functional Ir(III) complexes
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A heteroleptic deep-red iridium(iii) complex, TPQIr-HT, based on thiophene-phenylquinoline (TPQ), and orange Ir(iii) complexes, m-CF3DPQIr-HT and m-CF3DPQIr-ET based on diphenylquinoline (DPQ), are designed by attaching a carbazole-based hole transporting (HT) group and an oxadiazole (OXD)-based electron transporting (ET) group to the parent Ir(iii) complexes, TPQIr and m-CF3DPQIr. The Ir(iii) complexes TPQIr-HT show a deep-red emission peak at 612 nm, similar to that of TPQIr, whereas m-CF3DPQIr-HT and m-CF3DPQIr-ET show an orange emission peak at 567 ± 1 nm, which is similar to that of m-CF3DPQIr. The newly functionalized Ir(iii) complexes show improved device performance compared to the Ir(iii) complexes, TPQIr and m-CF3DPQIr, without the additional functional groups. The phosphorescent organic light-emitting diodes (PhOLEDs) fabricated using a deep-red Ir(iii) complex, TPQIr-ET, achieved a maximum external quantum efficiency (EQE) of 17.47% using GraHIL as the hole injection layer (HIL). Similarly, the orange Ir(iii) complex, m-CF3DPQIr-HT, achieved a maximum EQE of 21.61%.
- Cho, Woosum,Sarada, Ganguri,Maheshwaran, Athithan,Gal, Yeong-Soon,Nam, Yeonsig,Yong Lee, Jin,Jin, Sung-Ho
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p. 10029 - 10038
(2017/10/13)
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- Novel organic semiconductors based on phenyl and phenylthienyl derivatives for organic thin-film transistors
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New phenyl and phenylthienyl derivatives end-functionalized with carbazole and α-carboline, 9-(4- (9H-carbazol-9-yl)phenyl)-9H-carbazole, 9-(4-(9H-carbazol-9-yl)phenyl)-9H-pyrido[2,3-b]indole, 9- (3-(9H-carbazol-9-yl)phenyl)-9H-carbazole, 9-(3-(9H-carbazol-9-yl)phenyl)-9H-pyrido[2,3-b]indole, 9-(4-(5-(9H-carbazol-9-yl)thiophen-2-yl)phenyl)-9H-carbazole, and 9-(3-(5-(9H-carbazol-9-yl) thiophen-2-yl)phenyl)-9H-carbazole were synthesized and characterized as organic semiconductors for organic thin-film transistors (OTFTs). Most compounds exhibited p-channel characteristics with carrier mobility as high as 1.7 × 10-5 cm2/Vs and a current on/off ratio of 102-104 for top-contact/bottom-gate OTFT devices.
- Lee, Eunsoo,Thirupathaiah, Bodakuntla,Han, Jaeuk,Jung, Dahae,Kwon, Guhyun,Kim, Choongik,Seo, Sung Yong
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p. 910 - 919
(2016/03/08)
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- An Efficient Synthesis of N-(Hetero)arylcarbazoles: Palladium-Catalyzed Coupling Reaction between (Hetero)aryl Chlorides and N-Carbazolylmagnesium Chloride
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An efficient method for the synthesis of N-(hetero)arylcarbazoles, useful compounds for functional materials, is reported. Various (hetero)aryl chlorides reacted with N-carbazolylmagnesium chloride in the presence of a palladium catalyst (0.05 to 0.2 mol%) prepared from allylpalladium(II) chloride dimer {[PdCl(allyl)]2} and di-tert-butyl(2,2-diphenyl-1-methylcyclopropan-1-yl)phosphine (cBRIDP) under mild conditions (110°C) in a short period of time (15 min to 2 h) to give N-(hetero)arylcarbazoles in high yields. The reactions of bromochlorobenzenes proceeded in favour of the bromo group to afford N-(chlorophenyl)carbazoles in a highly selective manner. Functional materials for use in organic light-emitting diodes, such as mCP, 26mcPy, CBP and TCB, were also obtained in high yields within 15 min by the reaction of (hetero)aryl polyhalides. Optimization of the reaction conditions and a postulated catalytic cycle for the reaction are also discussed.
- Nakayama, Yuji,Yokoyama, Naota,Nara, Hideki,Kobayashi, Tohru,Fujiwhara, Mitsuhiko
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supporting information
p. 2322 - 2330
(2015/07/27)
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- PROCESS FOR PRODUCING N-(HETERO)ARYLAZOLES
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The present invention provides a process for effectively producing an N-(hetero)arylazole with high yield, which is useful as a medical or agrochemical product, an organic photoconductor material, an organic electroluminescent element material, or the like. The present invention relates to a process for producing an N-(hetero)arylazole, which includes reacting a (hetero)aryl (pseudo)halide with an NH-azole in the presence of: a catalyst including a palladium compound and a coordination compound; and a basic magnesium compound.
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Page/Page column 41; 42
(2013/03/28)
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- Carbazole-based hole transport and/or electron blocking materials and/or host polymer materials
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This invention relates generally to norbornene-monomer, poly(norbornene)homopolymer, and poly(norbornene)copolymer compounds containing a functionalized carbazole side chain, having desirable solution processability and host characteristics. It also relates to hole transport and/or electron blocking materials, and to organic host materials for an organic luminescence layer, an OLED device, and compositions of matter which include these compounds.
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- OLED DEVICE WITH CYCLOBUTENE ELECTRON INJECTION MATERIALS
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An OLED device including a cathode, an anode, and having therebetween a light-emitting layer and further comprising a first layer between the light-emitting layer and the cathode containing a cyclobutene compound comprising a cyclobutene nucleus substituted in the 1-position with a five- or six-membered heteroaromatic ring group containing at least one trivalent nitrogen atom; substituted in the 2-position with an aromatic ring group; and substituted with a first methylene group in the 3-position and a second methylene group in the 4-position, provided said first and second methylene groups are further disubstituted in the 1′,1′-positions and the 1″,1″-positions with independently selected aromatic groups.
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- CARBAZOLE-BASED HOLE TRANSPORT AND /OR ELECTRON BLOCKING MATERIALS AND /OR HOST POLYMER MATERIALS
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This invention relates generally y to norbornene -monomer, poly (norbornene) homopolymer, and poly (norbornene) copolymer compounds containing a functionalized carbazole side chain, having desirable solution processability and host characteristics. It also relates to hole transport and/or electron blocking materials, and to organic host materials for an organic luminescence layer, an OLED device, and compositions of matter which include these compounds.
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Page/Page column 31-32
(2009/07/25)
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- OLED DEVICE EMPLOYING ALKALI METAL CLUSTER COMPOUNDS
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The invention provides an OLED device containing certain alkali metal cluster compounds with mixed ligands, such compounds, and methods of making them. In particular, the cluster compound is a neutrally charged mixed cluster compound comprising first and second subunits with the first subunit comprising an alkali metal salt of a nitrogen containing a heterocyclic ligand bearing a anionic hydroxy group and the second subunit consisting of an organic alkali metal salt different than the first subunit.
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