- A zig-zag type bidibenzofuran based host material for green phosphorescent organic light-emitting diodes
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A zig-zag type carbazole modified bidibenzofuran compound, 2,2'-di(carbazol-9-yl)-4,4'-bidibenzo[b,d]furan, was synthesized as the host material for green phosphorescent organic light-emitting diodes by coupling two 9-(dibenzo[b,d]furan-2-yl)carbazole moieties via 4- position of dibenzofuran. The carbazole modified bidibenzofuran host showed a triplet energy of 2.75 eV and the highest occupied molecular orbital/the lowest unoccupied molecular orbital of -6.10 eV/-2.87 eV for hole and electron injection. The bidibenzofuran host was doped with green emitting tris(2-phenylpyridine) iridium and high quantum efficiency of 20.6% was achieved in the green phosphorescent organic light-emitting diodes.
- Kang, Yu Jin,Jeon, Sang Kyu,Lee, Jun Yeob
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- Molecular design of modifying 4-position of dibenzofuran for high temperature stability and high efficiency
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A molecular design modifying 4- position of dibenzofuran with a pyridoindole moiety for high temperature stability and high efficiency was examined as an approach to develop host materials for blue phosphorescent organic light-emitting diodes. The simple pyridoindole modification of 4- position of carbazole substituted dibenzofuran lead to high glass transition temperature above 130°C in addition to high quantum efficiency in the blue phosphorescent device.
- Im, Yirang,Lee, Jun Yeob
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- Phosphorescent Platinum(II) Complexes with C^C? Cyclometalated NHC Dibenzofuranyl Ligands: Impact of Different Binding Modes on the Decay Time of the Excited State
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Two CC? cyclometalated platinum(II) N-heterocyclic carbene (NHC) complexes with the general formula [(CC?)Pt(OO)] (CC?=1-dibenzofuranyl-3-methylbenzimidazolylidene; OO=dimesitoylmethane) have been synthesized and extensively characterized, including solid-state structure determination, 195Pt NMR spectroscopy, and 2D NMR (COSY, HSQC, HMBC, NOESY) spectroscopy to elucidate the impact of their structural differences. The two regioisomers differ in the way the dibenzofuranyl (DBF) moiety of the NHC ligand is bound to the metal center, which induces significant changes in their physicochemical properties, especially on the decay time of the excited state. Quantum yields of over 80% and blue emission colors were measured.
- Tronnier, Alexander,Wagenblast, Gerhard,Münster, Ingo,Strassner, Thomas
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- C∧C Cyclometalated Platinum(II) Complexes with Dibenzofuranyl-1,2,4-triazol-5-ylidene Ligands: Synthesis, Characterization, and Photoluminescent Properties
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Two series of new platinum(II) NHC complexes with C∧C cyclometalating 1-(dibenzo[b,d]furan-4-yl)-4-methyl-1H-1,2,4-triazole and 1-(dibenzo[b,d]furan-2-yl)-4-methyl-1H-1,2,4-triazole ligands and several β-diketonato auxiliary ligands (acetylacetonato, dibenzoylmethanato, and dimesitoylmethanato) were synthesized, characterized (NMR spectroscopy, elemental analysis, and X-ray crystallography for two complexes) and investigated in terms of their photoluminescence properties. All complexes are strongly emissive at room temperature in a 2 wt % complex doped poly(methyl methacrylate) film at room temperature. Using dibenzoylmethanato as auxiliary ligand leads to a broad emssion band with a maximum in the green region of the spectrum, whereas the complexes with acetylacetonato and dimesitoylmethanato ligands reveal structured blue emissions with wavelengths that strongly depend on the arrangement of the dibenzo[b,d]furan (DBF) unit.
- Tenne, Mario,Metz, Stefan,Wagenblast, Gerhard,Münster, Ingo,Strassner, Thomas
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- Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins
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An efficient transformation of dibenzoxaborins to dibenzofurans by deborylative ring contraction was achieved under mild conditions using a copper catalyst. The method showed a broad substrate scope enabling the preparation of various dibenzofurans, including those bearing a functional group. The ready availability of various dibenzoxaborins enhances the utility of this method, as demonstrated by the regiodivergent synthesis of dibenzofurans.
- Sumida, Yuto,Harada, Ryu,Sumida, Tomoe,Johmoto, Kohei,Uekusa, Hidehiro,Hosoya, Takamitsu
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p. 6687 - 6691
(2020/09/02)
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- Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols
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An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.
- Satkar, Yuvraj,Yera-Ledesma, Luisa F.,Mali, Narendra,Patil, Dipak,Segura-Quezada, Luis A.,Ramírez-Morales, Perla I.,Solorio-Alvarado, César R.,Navarro-Santos, Pedro
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p. 4149 - 4164
(2019/04/30)
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- Synthesis of Active Hexafluoroisopropyl Benzoates through a Hydrogen-Bond-Enabled Palladium(II)-Catalyzed C?H Alkoxycarbonylation Reaction
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A PdII-catalyzed ortho C?H alkoxycarbonylation reaction of aryl silanes toward active hexafluoroisopropyl (HFIP) benzoate esters has been developed. This efficient reaction features high selectivity and good functional-group tolerance. Notably, given the general nature of the silyl-tethered directing group, this method delivers products bearing two independently modifiable sites. NMR studies reveal the presence of hydrogen bonding between HFIP and a pyrimidine nitrogen atom of the directing group, and it is thought to be crucial for the success of this alkoxycarbonylation reaction.
- Wang, Yang,Gevorgyan, Vladimir
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supporting information
p. 3191 - 3195
(2017/03/17)
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- A method of manufacturing a polycyclic aromatic compound dihaloaromatic
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PROBLEM TO BE SOLVED: To provide a method of manufacturing a dihalo polycyclic aromatic compound and a pyrrolyl polycyclic aromatic compound that have high yield and amount synthesis adaptability.SOLUTION: The dihalo polycyclic aromatic compound is manufa
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Paragraph 0051-0054
(2017/01/31)
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- Organic Compound, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
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Provided is a novel anthracene compound represented by a general formula (G1). In the formula, Q1 represents an oxygen atom or a sulfur atom, R1 to R7 and R11 to R14 separately represent any one of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, α1 to α3 separately represent a substituted or unsubstituted phenylene group. Ar1 represents a substituted or unsubstituted condensed aromatic hydrocarbon having 6 to 12 carbon atoms forming a ring. Ar2 represents any one of a substituted or unsubstituted aryl group having 6 to 12 carbon atoms forming a ring, a substituted or unsubstituted dibenzothiophen-2-yl group, and a substituted or unsubstituted dibenzofuran-2-yl group. Further, j and k are separately 0 or 1.
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Page/Page column 25
(2012/06/30)
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- Stilbene Compound, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
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An object is to provide a novel stilbene compound suitable for an organic EL light-emitting material. Provided is a novel stilbene compound represented by a general formula (G1) below. In the formula, Q1 and Q2 separately represent a
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Page/Page column 24
(2012/07/28)
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- Carbazole Compound, Light-Emitting Element Material, Organic Semiconductor Material, Light-Emitting Element, Light-Emitting Device, Lighting Device, and Electronic Device
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A carbazole compound in which the 2-position of a dibenzofuran skeleton or a dibenzothiophene skeleton is bonded to the 3-position of a carbazole skeleton and nitrogen of the carbazolyl group is bonded to the 9- or 10-position of an anthracene skeleton di
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- Improved, Acid-catalyzed Iodinating Procedures for Activated Aromatics with (Diacetoxyiodo)benzene as the Oxidant
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Improved procedures for the oxidative, acid-catalyzed iodination of benzene, iodobenzene and several activated aromatics are presented to give mono-, di-, or triiodinated products in 40-82 percent yields. The reactions proceeded at room temperature in the anhydrous systems: arene or hetarene/diiodine/(diacetoxyiodo)benzene (2)/glacial acetic acid/acetic anhydride, acidified with catalytic amounts of concd. (98 percent) H2SO4. Within at most 15 minutes the iodine coloration faded; the following workups are explained. A similar treatment with dibromine gave tribromomesitylene (65 percent), dibromodurene (62 percent), and 2,7-dibromofluoren-9-one (73 percent). A review on the aromatic halogenation reactions with organic trivalent iodine reagents as the oxidants is presented below.
- Kryska, Anna,Skulski, Lech
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p. 2501 - 2517
(2007/10/03)
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- Process for producing iodo-aromatic compounds
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In a process for producing an iodo-aromatic compound which comprises iodinating an aromatic compound having an electron-donating substituent bonded to the benzene ring with iodine in the presence of a solvent, the improvement wherein about 1/2 to about 10 moles, per mole of iodine added to the reaction system, of nitrogen dioxide (NO2) is added in the form of NO2 to the reaction system, and the reaction is carried out in the presence of nitrogen dioxide.
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