- Compound, organic luminescent material and organic electroluminescent device
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The invention provides a compound as shown in a general formula (I), which has a mother structure of sym-triphenyl substituted anthracene, is high in bond energy among atoms, has good thermal stability, is beneficial to solid-state accumulation among molecules, is large in bandwidth, has a light-emitting region in a blue light region, is high in light-emitting intensity, and has a proper energy level with adjacent levels. And injection and migration of excitons are facilitated. When the compound is used as a blue light host material in a luminescent layer, the driving voltage of an organic electroluminescent device can be effectively reduced, the luminous efficiency is improved, and the service life is prolonged. The invention also provides an organic electroluminescent device and a display device containing the compound of the general formula (I).
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Paragraph 0163; 0164; 0165
(2021/08/19)
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- Antracene derivatives having heteroaryl substituted phenyl group and organic light-emitting diode including the same
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The present invention relates to an antracene derivative represented by the following [Formula A] and an organic light-emitting diode including the same. Z , Y, and L are the same as defined in the detailed description of the invention.
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Paragraph 0286; 0288-0290
(2019/12/25)
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- Asymmetric antracene derivatives having two naphthyl groups and organic light-emitting diode including the same
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The present invention relates to antracene derivatives represented by [Formula A] and [Formula B], and an organic light-emitting diode including the same. Substituents X_1 to X_14, Y, and Z are the same as defined in the detailed description.
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Paragraph 0285-0289
(2019/12/25)
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- Asymmetric antracene derivatives having two naphthyl groups and organic light-emitting diode including the same
-
The present invention relates to an antracene derivative represented by the following [Formula A] or [Formula B], and an organic light-emitting diode including the same. Substituents X_1 to X_7 , Y, and Z are the same as defined in the detailed description of the invention.
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Paragraph 0415-0419
(2020/01/09)
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- Organic light emitting device
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The present invention relates to an organic light emitting device having improved driving voltage, efficiency and lifetime.
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Paragraph 0069-0070
(2019/02/16)
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- Semiconducting Material Comprising a Phosphine Oxide Matrix and Metal Salt
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The present invention is directed to a semiconducting material comprising: i) a compound according to formula (I) wherein R1, R2 and R3 are independently selected from C1-C30-alkyl, C3-C30 cycloalkyl, C2-C30-heteroalkyl, C6-C30-aryl, C2-C30-heteroaryl, C1-C30-alkoxy, C3-C30-cycloalkyloxy, C6-C30 aryloxy, and from structural unit having general formula E-A-, wherein—A is a C6-C30 phenylene spacer unit, and—E is an electron transporting unit that is selected from C10-C60 aryl and C6-C60 heteroaryl comprising up to 6 heteroatoms independently selected from O, S, P, Si and B and that comprises a conjugated system of at least 10 delocalized electrons, and—at least one group selected from R1, R2 and R3 has the general formula E-A-; and ii) at least one complex of a monovalent metal having formula (II) wherein—M+ is a positive metal ion bearing a single elementary charge, and each of A1, A2, A3 and A4 is independently selected from H, substituted or unsubstituted C6-C20 aryl and substituted or unsubstituted C2-C20 heteroaryl, wherein a heteroaryl ring of at least 5 ring-forming atoms of the substituted or unsubstituted C2-C20 heteroaryl comprises at least one hetero atom selected from O, S and N.
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- ORGANIC OPTOELECTRIC DEVICE AND DISPLAY DEVICE
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The present invention relates to an organic optoelectric device and a display device comprising the organic optoelectric device. The organic optoelectric device comprises: a positive electrode and a negative electrode facing each other; a luminescent layer located between the positive electrode and the negative electrode and comprising a compound represented by the chemical formula 1; and a hole transport layer located between the positive electrode and the luminescent layer and comprising a compound represented by the chemical formula 2. In the chemical formula 1, X^1, Ar^1, Ar^2, R^1 to R^11, L^1 to L^3, and Ar^3 to Ar^5 are the same as defined in the specification. The present invention is designed to embody an organic optoelectric device with high efficiency and long-life.COPYRIGHT KIPO 2016
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Paragraph 0171; 0172; 0173
(2016/10/09)
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- ORGANIC OPTOELECTRIC DEVICE AND DISPLAY DEVICE
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The present invention relates to an organic photoelectric element which comprises: a positive electrode and a negative electrode facing each other; a light emitting layer which is expressed as chemical formula 1 by being located between the positive electrode and the negative electrode; and a hole transporting layer located between the positive electrode and the light emitting layer and including a compound which is expressed as chemical formula 2. Also, the present invention relates to a display device comprising the organic photoelectric element. In the chemical formula above, X^1, Ar^1, Ar^2, R^1-R^11, L^1-L^3, and Ar^3-Ar^5 are the same as defined in the specification.COPYRIGHT KIPO 2016
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Paragraph 0418; 0419; 0420; 0421
(2016/10/27)
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- Anthracene-based compounds and Organic light-emitting device comprising the same
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Disclosed are an anthracene-based compound and an organic light emitting device. The anthracene-based compound has high thermal stability and excellent optical properties and chemical properties to provide high quality blue organic light emitting device. Disclosed in another embodiment of the present invention is an organic light emitting device which includes a first electrode; a second electrode facing the first electrode; and an organic layer interposed between the first electrode and the second electrode, and including a light emitting layer, wherein the organic layer includes one or more kind among the anthracene-based compounds.COPYRIGHT KIPO 2015
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Paragraph 0299; 0300; 0304; 0305
(2016/10/10)
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- Organic light-emitting diode including aryl substituted antracene derivatives
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The present invention, in regards to an organic light emitting diode comprising a luminous layer and an electron transport layer between a first electrode and a second electrode, relates to an organic light emitting diode which includes one or more anthracene derivatives selected from compounds represented by chemical formula A below in the electron transport layer, and which includes one or more anthracene derivatives selected from compounds represented by chemical formula B below in the luminous layer. L_a, L_b, A, Y and m below are defined in the detailed description of the present invention.
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Paragraph 0399-0403
(2020/04/01)
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- Organic light-emitting diode including aryl substituted antracene derivatives
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The present invention, in regards to an organic light-emitting diode comprising a luminous layer and an electron transport layer between a first electrode and a second electrode, relates to an organic light emitting diode which includes one or more anthracene derivatives selected from compounds represented by chemical formula A below in the electron transport layer, and which includes one or more anthracene derivatives selected from compounds represented by chemical formula B below in the luminous layer. L_1, L_2, Y, Z, m, and m′ below are defined in the detailed description of the present invention.
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Paragraph 0243-0247
(2020/04/28)
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- Anthracene derivative and organic electroluminescent device including the same
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The present invention discloses an anthracene derivative which can be represented by chemical formula 1. (The definitions of the respective substituents chemical formula 1 are given in the detailed description of the invention.)
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Paragraph 0117; 0118; 0119; 0120
(2016/10/10)
-
- Anthracene-based compounds and Organic light emitting device comprising the same
-
Disclosed are an anthracene-based compound and an organic light emitting device. The anthracene-based compound has high thermal stability and excellent optical properties and chemical properties to provide high quality blue organic light emitting device.
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Paragraph 0266; 0267; 0277; 0278
(2016/10/27)
-
- Novel anthracene derivatives and organic electroluminescent device using the same
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The present invention relates to a novel asymmetric anthracene derivative and an organic light-emitting diode including the same in a light-emitting layer. More specifically, the anthracene derivative, according to the present invention, is a highly-twisted asymmetric anthracene compound.
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Paragraph 0063-0064; 0068-0069
(2016/12/01)
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- Asymmetric naphthalenylcarbazole derivatives, the organic thin layer material and the organic electroluminescent element employing the same
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The present invention refers to a formula 1 asymmetric [...] derivatives and using the same provides organic electroluminescent element and the like. [Formula 1] An organic electroluminescent element of said formula 1 [...] derivatives available formed on organic thin film, a light emitting layer, in particular conductive layer is used as the host material when the organic electroluminescent device, as a material of a luminescent layer in a wavelength region of blue efficiency characteristics not only present exhibits moisture-absorbing properties.
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Paragraph 0090-0093
(2016/10/24)
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- Alkenes as alkyne equivalents in radical cascades terminated by fragmentations: Overcoming stereoelectronic restrictions on ring expansions for the preparation of expanded polyaromatics
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Chemoselective interaction of aromatic enynes with Bu3Sn radicals can be harnessed for selective cascade transformations, yielding either Sn-substituted naphthalenes or Sn-indenes. Depending on the substitution at the alkene terminus, the initial regioselective 5-exo-trig cyclizations can be intercepted at the 5-exo stage via either hydrogen atom abstraction or C-S bond scission or allowed to proceed further to the formal 6-endo products via homoallylic ring expansion. Aromatization of the latter occurs via β-C-C bond scission, which is facilitated by 2c,3e through-bond interactions, a new stereoelectronic effect in radical chemistry. The combination of formal 6-endo-trig cyclization with stereoelectronically optimized fragmentation allows the use of alkenes as synthetic equivalents of alkynes and opens a convenient route to α-Sn-substituted naphthalenes, a unique launching platform for the preparation of extended polyaromatics.
- Mohamed, Rana K.,Mondal, Sayantan,Gold, Brian,Evoniuk, Christopher J.,Banerjee, Tanmay,Hanson, Kenneth,Alabugin, Igor V.
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supporting information
p. 6335 - 6349
(2015/06/02)
-
- Probing mechanisms of aryl-aryl bond cleavages under flash vacuum pyrolysis conditions
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Several biaryls have been subjected to flash vacuum pyrolysis (FVP) at 1100°C and 0.8-0.9hPa. Product compositions are reported for the FVP of 9-phenylanthracene (1), 2-bromobiphenyl (5), biphenyl (8), 1,10- diphenylanthracene (12), 9-(2-naphthyl)anthracene (17), and 9,9′- bianthracenyl (20). The experimental results have been used to evaluate four possible mechanistic pathways for the cleavage of aryl-aryl bonds under these conditions: (1) the 'explosion' of substituted phenyl radicals; (2) hydrogen atom attachment to an ipso-carbon atom of the biaryl followed by C-C bond cleavage; (3) direct homolysis; and (4) loss of a fragment as an aryne. None of these mechanisms by itself successfully accommodates all of the experimental facts. The data suggest that aryl-aryl bond cleavages under FVP conditions involve at least two different mechanistic pathways and that the relative contributions of the competing pathways probably vary from one biaryl to the next.
- Jackson, Edward A.,Xue, Xiang,Cho, Hee Yeon,Scott, Lawrence T.
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p. 1279 - 1287
(2014/11/08)
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- Extremely deep blue and highly efficient non-doped organic light emitting diodes using an asymmetric anthracene derivative with a xylene unit
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A new highly twisted asymmetric anthracene derivative with naphthalene and triphenylamine substituted xylene was synthesized as an extremely deep blue emitting material. A non-doped device using the new asymmetric blue emitter displays a maximum EQE of 4.62% with CIE color coordinates of (0.154, 0.049). The Royal Society of Chemistry 2013.
- Kim, Ran,Lee, Sunghun,Kim, Kwon-Hyeon,Lee, Yun-Ji,Kwon, Soon-Ki,Kim, Jang-Joo,Kim, Yun-Hi
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supporting information
p. 4664 - 4666
(2013/06/26)
-
- ELECTROACTIVE MATERIALS
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There is provided an electroactive material having Formula I wherein: Q is the same or different at each occurrence and can be O, S, Se, Te, NR, SO, SO2, P, PO, PO2, and SiR2;R is the same or different at each occurrence a
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Page/Page column 19-20
(2013/02/28)
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- Suzuki-Miyaura cross-coupling of bulky anthracenyl carboxylates by using pincer nickel N-heterocyclic carbene complexes: An efficient protocol to access fluorescent anthracene derivatives
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A series of fluorescent (hetero)-aryl substituted anthracene derivatives were readily accessible from the corresponding bulky anthracen-9-yl carboxylates via Suzuki-Miyaura cross-coupling reactions by using pincer nickel N-heterocyclic carbene complex 1 even at the catalyst loading as low as 0.1 mol% in the presence of catalytic amounts of PCy3.
- Xu, Mizhi,Li, Xingbao,Sun, Zheming,Tu, Tao
-
supporting information
p. 11539 - 11541
(2013/12/04)
-
- High efficient and high color pure blue light emitting materials: New asymmetrically highly twisted host and guest based on anthracene
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New asymmetrically highly twisted anthracene derivatives serve as a matched host and guest material in high efficiency blue OLEDs. 2-(2- Methylnaphtathalene-1-yl)-9,10-di(naphthalene-2-yl)anthracene and N-(4-(10-naphthalene-2-yl)anthracene-9-yl)phenyl-N-p
- Kang, Il,Back, Jang-Yeol,Kim, Ran,Kim, Yun-Hi,Kwon, Soon-Ki
-
experimental part
p. 588 - 595
(2012/02/01)
-
- ORGANIC ELECTROLUMINESCENCE DEVICE AND ANTHRACENE DERIVATIVE
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An anthracene derivative having a specific asymmetric structure is provided. The asymmetric anthracenes are useful in an organic electroluminescence device and exhibit efficient light emission and a long performance lifetime.
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Page/Page column 23
(2011/02/26)
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- LUMINESCENT COMPOUNDS AND ELECTROLUMINESCENT DEVICE USING THE SAME
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The present invention relates to organic electroluminescent compounds and organic electroluminescent devices employing the same. More specifically, the invention relates to organic electroluminescent compounds containing an anthracenyl group or an aryl group having an anthracenyl substituent m the aryl ring of fluorene or indenofluorene, as a blue electroluminescent material in an organic electroluminescent layer. The electroluminescent compounds according to the invention exhibit high luminous efficiency and excellent life property, so that an OLED device having very good operation lifetime can be prepared therefrom.
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Page/Page column 17
(2011/04/14)
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- Efficient blue lighting materials based on truxene-cored anthracene derivatives for electroluminescent devices
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A new series of anthracene derivatives containing a truxene moiety as the core have been synthesized and characterized. They emit in the blue region with excellent solution fluorescence quantum yields and possess high thermal decomposition temperature (Td>458 °C). Typical electroluminescence performance was demonstrated by 2-[10-(4-(1-napthenyl) phenyl)anthracene-9-yl]-5,5′,10,10′,15,15′-hexaethyltruxene (NPAT) as the blue lighting material in the OLED with structure of ITO/CFx/NPAT/TPBI or Alq3/LiF/Al, where TPBI and Alq3 are 1,3,5-tri(N-phenylbenzimidazol-2-yl)-benzene and tris(8-hydroxyquinolinato) aluminum, respectively. Additionally, the effects of the different thickness of the different electron transporting layers on the device performance were investigated.
- Huang, Jinhai,Xu, Bin,Su, Jian-Hua,Chen, Chin H.,Tian, He
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scheme or table
p. 7577 - 7582
(2010/12/18)
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- CHARGE TRANSPORT MATERIALS FOR LUMINESCENT APPLICATIONS
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There is provided a charge transport compound having Formula I: wherein: R1 through R5 are the same or different at each occurrence and can be hydrogen, alkyl, aryl, halogen, hydroxyl, aryloxy, alkoxy, alkenyl, alkynyl, amino, alkylt
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Page/Page column 7
(2010/10/03)
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- A NOVEL ANTHRACENE TYPED COMPOUND AND THE ORGANIC ELECTROLUMINESCENCE DISPLAY DEVICE USING THE SAME
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The present invention relates to an anthracene compound and an organic electroluminescent display device using the same. Particularly, the present invention relates to an anthracene compound which has good blue light emitting property, transports holes and electrons efficiently to enable an organic electroluminescent display device to have a low voltage, high brightness and long lifetime, and an organic electroluminescent display device using the same.
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Page/Page column 56-57
(2009/01/20)
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- METHOD FOR SYNTHESIZING ANTHRACENE DERIVATIVE AND ANTHRACENE DERIVATIVE, LIGHT EMITTING ELEMENT, LIGHT EMITTING DEVICE, ELECTRONIC DEVICE
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It is an object to provide a novel method for synthesizing an anthracene derivative with the small number of steps. It is another object to provide a novel anthracene derivative. It is further another object to provide a light-emitting element, a light-emitting device, and an electronic device, each using the anthracene derivative. A method for synthesizing an anthracene derivative represented by a general formula (1) is provided by coupling a 9-arylanthracene derivative having an active site at a 10-position with a 9-arylcarbazole derivative having an active site in an aryl group using metal, a metal compound, or a metal catalyst.
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Page/Page column 101-102
(2010/11/30)
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- Light-emitting material for organic electroluminescent device, organic electroluminescent device using same, and material for organic electroluminescent device
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Disclosed is a light-emitting material for organic electroluminescent (EL) devices which is composed of an asymmetric anthracene derivative of a specific structure. Also disclosed are a material for organic EL devices and an organic EL device wherein an organic thin film layer composed of one or more layers including at least a light-emitting layer is interposed between a cathode and an anode. At least one layer composed of the organic thin film layer contains the material for organic EL devices by itself or as a component of a mixture. Consequently, the organic EL device has a high efficiency and a long life. Also disclosed are a light-emitting material for organic EL devices and material for organic devices which enable to realize such an organic EL device.
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-
- Synthesis and photophysical processes of 9-bromo-10-naphthalen-2-yl-anthracene
-
A novel luminescent compound, 9-bromo-10-naphthalen-2-yl-anthracene (BNA) is synthesized by Suzuki Cross-coupling reaction of 9-bromo-anthracene and naphthalene-2-boronic acid. The structure is characterized by 1H NMR, IR and UV-vis spectroscopy. The photophysical processes of 9-bromo-10-naphthalen-2-yl-anthracene have been carefully investigated by UV-vis absorption and fluorescence spectra. The results show that the compound emits blue and blue-violet light. The emission spectra exhibit obvious solvent effect. With the difference in polarity of solvents, The emission spectra is not only slightly blue shift with the increase of the solvent polarity but also change on the intensity of fluorescence at room temperature .The light emitting can be quenched by electron donor, N,N-dimethylaniline (DMA). On adding gradually DMA into the solution of BNA, the emission intensities of fluorescence are gradually decreased. The quenching effect follows the Stern-Volmer equation.
- Guo, Zhiqiang,Jin, Shuo,Liu, Bo
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p. 672 - 675
(2007/10/03)
-
- NOVEL ANTHRACENE DERIVATIVE AND ORGANIC ELECTRONIC DEVICE USING THE SAME
-
The present invention provides a novel anthracene derivative and an organic electronic device using the same. The organic electronic device according to the present invention shows excellent characteristics in efficiency, drive voltage, and life time.
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Page/Page column 52
(2010/11/28)
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- NOVEL IMIDAZOQUINAZOLINE DERIVATIVE, PROCESS FOR PREPARING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME
-
The present invention relates to a novel imidazoquinazoline derivative, a process for preparing the same, and an organic electronic device using the same. The imidazoquinazoline derivative according to the present invention serves as hole injecting, hole transporting, electron injecting, electron transporting, or a light emitting material in an organic electronic device including an organic light emitting device, and the device according to the present invention exhibits excellent characteristics in efficiency, operating voltage, and stability.
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Page/Page column 25
(2010/11/27)
-
- Method for producing aromatic compound and aromatic compound
-
A process for producing an aromatic compound which can effectively decrease the contents of halogen elements in the aromatic compound and an aromatic compound which is produced in accordance with the process and useful as the material for obtaining an organic electroluminescence device having a long life are provided. The process for producing an aromatic compound comprises bringing an aromatic compound which is produced via an intermediate compound having halogen elements and has contents of halogen elements of 10 to 1,000 ppm by mass into reaction with a dehalogenating agent to decrease the contents of halogen elements to 10 ppm by mass or smaller, and an aromatic compound which is produced in accordance with the process.
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Page/Page column 13
(2008/06/13)
-
- NOVEL AROMATIC COMPOUND AND ORGANIC ELECTROLUMINESCNET ELEMENT CONTAINING THE SAME
-
A novel aromatic compound having an anthracene skeleton structure and an asymmetric molecular structure; and an organic electroluminescence device which comprises a cathode, an anode and an organic thin film layer comprising at least one layer containing
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-
-
- Synthesis of unsymmetric anthracene compounds
-
A process for forming an unsymmetric anthracene compound comprises a first step of forming a 9-perfluoroalkylsulfonate derivative of anthrone by reacting the anthrone with a perfluoroalkyl sulfonating agent, followed by a second step of contacting the reaction product with an aryl or heteroaryl boronic acid, ester or anhydride, and a palladium catalyst for a period of time sufficient to form an unsymmetric anthracene compound having at least one 9-position aromatic substituent.
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Page/Page column 9
(2010/02/14)
-
- Method for producing biaryl compound
-
There is disclosed a method for producing a biaryl compound of formula (I): wherein R1 is the same or different and independently denotes a substituted or unsubstituted hydrocarbon group or the like, A and B denote an aromatic hydrocarbon ring having from 6 to 14 carbon atoms or the like, k and m independently denote an integer of from 0 to 5, and 1 denotes an integer of 1 or 2, which method is characterized by reacting an aromatic compound of formula (II): wherein R1, k and l denote the same as defined above, and X1 denotes a leaving group, with a Grignard reagent of formula (III): (R2). 9MgX2 (IIIg) wherein R2, B, and m denote the same as defined above and X2 denotes chlorine or the like, in the presence of a cyclic ether, or an acyclic ether having two or more ether oxygens in the molecule and a nickel catalyst.
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-
-
- Reactivity of Polycyclic Aromatic Aryl Radicals
-
Results of experimental and theoretical studies of the properties and reactions of polycyclic aromatic aryl radicals are reported.Reactions of phenyl, 1- and 2-naphthalenyl, and 9-anthracenyl radicals with toluene and naphthalene were examined in the gas phase at 400 and 450 deg C.Arylation rates for each radical were measured relative to hydrogen abstraction from toluene (kar/kabs).For reactions with toluene of both phenyl and 2-naphthalenyl radicals, this ratio was 0.20-0.25.For the 1-naphthalenyl and 9-anthracenyl radicals, these ratios were significantlylower (0.05 and 0.01, respectively).Relative rates for arylating the different available positions in toluene and naphthalene, however, were not nearly as different.Differences in arylation/abstraction rates of the different radicals are explained in terms of differing degrees of reversibility for the initial addition step.Results are consistent with literature dissociation rate constants measured by Ladaki and Szwarc for aryl bromides.MNDO calculations on a range of arene-aryl radical pairs suggest that these differences originate primarily from differences in radical stabilities.Calculations also suggest that, on the basis of bond strenghts, aryl radicals can be roughly divided into three groups, which depend on the nature of the two neighboring aromatic carbon atoms and are independent of the size of the aromatic cluster.
- Chen, R. H.,Kafafi, S. A.,Stein, S. E.
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p. 1418 - 1423
(2007/10/02)
-