- Electrochemical Synthesis of Biaryls via Oxidative Intramolecular Coupling of Tetra(hetero)arylborates
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We report herein versatile, transition metal-free and additive-free (hetero)aryl-aryl coupling reactions promoted by the oxidative electrocoupling of unsymmetrical tetra(hetero)arylborates (TABs) prepared from ligand-exchange reactions on potassium trifluoroarylborates. Exploiting the power of electrochemical oxidations, this method complements the existing organoboron toolbox. We demonstrate the broad scope, scalability, and robustness of this unconventional catalyst-free transformation, leading to functionalized biaryls and ultimately furnishing drug-like small molecules, as well as late stage derivatization of natural compounds. In addition, the observed selectivity of the oxidative coupling reaction is related to the electronic structure of the TABs through quantum-chemical calculations and experimental investigations.
- Music, Arif,Baumann, Andreas N.,Spie?, Philipp,Plantefol, Allan,Jagau, Thomas C.,Didier, Dorian
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supporting information
p. 4341 - 4348
(2020/03/04)
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- Bending-Type Electron Donor-Donor-Acceptor Triad: Dual Excited-State Charge-Transfer Coupled Structural Relaxation
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The triad types of molecules with various combinations of electron donors (D) and acceptors (A) have been widely explored in optoelectronics. However, their photophysical and photochemical properties, which are frequently unconventional, are relatively unexplored. In this study, a donor-donor-acceptor (D-D-A)-type triad, CTPS, consisting of the donor moiety of triphenylamine (D1) and the acceptor moiety of dibenzothiophene sulfone (A) bridging through the second donor carbazole (D2) into a U-shape configuration, was synthesized. CTPS exhibited dual emission bands, both of which reveal solvent-polarity-dependent solvatochromism and unusual excitation-wavelength-dependent ratiometric emission. Comprehensive studies clarified that two emissions originate from two different D-A charge-transfer (CT) states. The lower-energy CT(S) state possesses D1 → A through-space CT nature with optically forbidden transition, whereas the higher-lying CT(B) state is associated with optically allowed D2 → A CT through the π-conjugation transition. Upon S0 → CT(B) excitation, the charge transfer creates D2δ+Aδ- dipolar changes and Aδ--D1 repulsion, leading to structural relaxation of the CT(B) state that competes with fast CT(B) → CT(S) internal conversion. Therefore, despite the fact that they originate from the same Franck-Condon excited state, both energy-stabilized CT(B) and CT(S) states are populated through two independent channels. The stabilized CT(B) and CT(S) states possess different optimized geometries and do not interconvert during their lifespans, rendering different population decay time constants. The slim highest occupied molecular orbital/lowest unoccupied molecular orbital overlapped D1-A CT(S) state exhibits thermally activated delayed fluorescence (TADF), the character of which was further exploited as a host in organic light-emitting diode. The results gain new insights into the properties of the bending-type D-D-A TADF triads. CTPS should not be a unique case. Bizarre photophysical behavior encountered in molecules comprising multiple D and A groups may involve the interplay among various local CT states, which might have been overlooked.
- Lin, Jia-An,Li, Shu-Wei,Liu, Zong-Ying,Chen, Deng-Gao,Huang, Chun-Ying,Wei, Yu-Chen,Chen, Yi-Yun,Tsai, Zheng-Hua,Lo, Chun-Yuan,Hung, Wen-Yi,Wong, Ken-Tsung,Chou, Pi-Tai
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p. 5981 - 5992
(2019/08/27)
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- NOVEL TRIAZINE COMPOUND, AND ORGANIC ELECTRONIC ELEMENT AND PLANT-GROWING LIGHTING THAT USE THE SAME
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PROBLEM TO BE SOLVED: To provide a triazine compound which has a high triplet energy level and excellent heat resistance, and can be used as an organic electronic element material realizing an element with high efficiency, low voltage and a long life. SOLUTION: In the triazine compound, as represented by the general formula [1] in the figure, a triazine backbone moiety is linked to a dibenzofuran or dibenzothiophene backbone moiety via a biphenyl backbone moiety, where X is an oxygen atom or sulfur atom. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT
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Paragraph 0076
(2018/07/28)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound containing a heteroaromatic hetero ring capable of improving luminous efficiency, stability and lifetime of a device, an organic electric device using the same, and an electric apparatus thereof. The present
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Paragraph 0142-0145
(2019/01/30)
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- Compound containing a 5-membered heterocycle and organic light-emitting diode using same, and terminal for same
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Disclosed are a novel-structural compound including a 5-membered heterocycle, an organic electronic device using the same, and a terminal thereof.
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Page/Page column 43-45
(2018/07/29)
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- NOVEL ORGANIC HETEROCYCLIC COMPOUND AND LIGHT-EMITTING DEVICE COMPRISING SAME
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The present invention relates to an organic light-emitting compound represented by [Chemical Formula A] and an organic light-emitting device. In Chemical Formula, A, X, Y, Z, and the substituents R1 to R8, and R11 to R20 are as defined in the specification.
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- An organoelectro luminescent compounds and organoelectro luminescent device using the same
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The present invention relates to an organic light emitting compound represented by chemical formula 1, and to an organic electroluminescent light emitting device comprising the same. The organic electroluminescent device applying the organic light emitting compound has excellent light emitting efficiency compared with a device applying an existing phosphorescent host compound, and has a low driving voltage and excellent long lifespan.COPYRIGHT KIPO 2016
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Paragraph 0238-0242
(2016/10/09)
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- Compound Containing At Least Two 5-Membered Heterocycle And Organic Electronic Element Using The Same, Terminal Thereof
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The present invention refers to 2 one or more user five won including and optical material using it heterocycle organic device, provides terminal with. (by machine translation)
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Paragraph 0098-0101
(2016/11/21)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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In the present invention, provided is a compound represented by chemical formula 1. In addition, provided is an organic electric device comprising: a first electrode; a second electrode; and an organic material layer between the first electrode and the second electrode, wherein the organic material layer comprises a compound represented by chemical formula 1. If the compound represented by chemical formula 1 is included in the organic material layer of the organic electric device, driving voltage is reduced and light emitting efficiency, color purity and lifespan can be improved.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transport layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transport layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2016
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Paragraph 0120-0121; 0124-0125
(2016/10/07)
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- Compound Containing At Least Two 5-Membered Heterocycle And Organic Electronic Element Using The Same, Terminal Thereof
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The present invention refers to 2 one or more user five won including and optical material using it heterocycle organic device, provides terminal with.
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
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An aromatic amine derivative represented by formula (1): wherein R1, R2, R3, L, Ar1, Ar2, k, m, and n are the same as defined in the specification, is useful as a material for an organic EL device and realizes an organic EL device with a high efficiency and a long lifetime even when driving it at a low voltage.
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Paragraph 0114; 0125
(2015/07/15)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
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An aromatic amine derivative represented by formula (1): wherein HAr1, Ar2, L1, L2, and L3 are as defined in the specification, is useful as a material for constituting an organic EL device and realizes an organic EL device having a high efficiency and a long lifetime even when driving at a low voltage.
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Paragraph 0112; 0115
(2015/07/15)
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- NOVEL COMPOUND, MATERIAL FOR ORGANIC ELECTROLUMINESCENCE DEVICE, AND ORGANIC ELECTROLUMINESCENCE DEVICE
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A specific material for organic electroluminescence device having m-phenylene skeleton in its molecule realizes a highly heat-resistant and long lifetime organic electroluminescence device capable of driving at low voltage with high efficiency.
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Paragraph 0209; 0210; 0211
(2014/04/04)
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- NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICE CONTAINING THE SAME
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The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device containing the same. By using the organic electroluminescent compound according to the present invention, an organic electroluminescent device can have high luminescent efficiency, a long lifespan, and high current efficiency.
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Paragraph 137; 141; 142
(2014/05/07)
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- FUSED HETEROCYCLIC AROMATIC DERIVATIVE, ORGANIC ELECTROLUMINESCENCE ELEMENT MATERIAL, AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING SAME
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A compound represented by the following formula (1). In the formula, A1 is O, S, Si(Ar1)(Ar2), P(=O)(Ar3)(Ar4), a substituted or unsubstituted arylene group including 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group including 5 to 30 ring atoms.
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Paragraph 0201-0202
(2014/08/06)
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- The interplay of conformation and photophysical properties in deep-blue fluorescent oligomers
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We report the synthesis, X-ray crystal structures and photophysics of new donor-acceptor oligomers of fluorene (F) and dibenzothiophene-S,S-dioxide (S) with constrained dihedral angles in the backbone. The materials display bright deep-blue fluorescence and evidence is presented for a planarised intramolecular charge-transfer (PICT) state in the F-S systems.
- Li, Haiying,Batsanov, Andrei S.,Moss, Kathryn C.,Vaughan, Helen L.,Dias, Fernando B.,Kamtekar, Kiran T.,Bryce, Martin R.,Monkman, Andrew P.
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supporting information; scheme or table
p. 4812 - 4814
(2010/08/20)
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