- Heterocyclic compound and organic light emitting device comprising same
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A heterocyclic compound is represented by Formula 1 below. An organic light-emitting device includes a first electrode, a second electrode and an organic layer between the first electrode and the second electrode. The organic layer includes the heterocyclic compound. Organic light emitting devices including the heterocyclic compound of Formula 1 exhibit high efficiency, low voltages, high brightness, and long lifespans.
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Paragraph 0224-0225; 0228; 0238-0239
(2020/10/20)
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- ORGANIC LIGHT-EMITTING DEVICE AND LIGHT-EMITTING APPARATUS INCLUDING THE SAME
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Provided are an organic light-emitting device including a capping layer including an amine-based compound represented by a set or predetermined formula and a radical scavenger, and a light-emitting apparatus including the organic light-emitting device. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode and including an emission layer a capping layer on the second electrode, wherein the capping layer includes the amine-based compound.
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- Synthesis and photophysical properties of fluorescent dyes based on triphenylamine, diphenylamine, diphenyl sulfone or triphenyltriazine derivatives containing an acetylene linkage group
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In this study, ten fluorescent dyes were prepared based on three different kinds of central moiety, such as triphenylamine, diphenylsulfone or triphenyltriazine, which was coupled to either carbazole or naphthalimidinyl group via an acetylene linkage group. N-n-Butyl-carbazole, N-phenyl-carbazole or N-n-butyl-naphthalimide was coupled to the individual central moiety of triphenylamine, diphenyl sulfone, 2,4,6-triphenyl-1,3,5-trazine or diphenylamine using a Sonogashira coupling reaction in the final step. All dyes were confirmed their chemical structure by 1H NMR, GC-Mass and elemental analyses. The absorption properties and thermal stabilities of the fluorescent dyes were examined. Density Functional Theory (DFT) and Time-Dependent DFT calculations were carried out, in addition to geometry simulation, by using the Gaussian 09 program. In terms of fluorescence properties in this series, two dyes based on diphenyl sulfonyl and three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-carbazole exhibited a blue emission, whereas three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-naphthalimide were observed by a red emitter which can be attributable to both effects the bathochromic shifts in absorption maxima and larger Stokes shifts. In case of corresponding 2,4,6-triphenyl-1,3,5-trazine central moiety coupled to a carbazole ring, a green fluorescence was emitted. Results revealed that the fluorescence of the dyes is affected by the electron-donating strength of the acetylene linkages involved in the π-conjugation systems of the dyes.
- Ahn, Sung-Ok,Choi, Jae-Hong,Kim, Kyung-Won,Kwon, Su-Hyeon,Lee, Byung-Jun,Lee, Ju-Hong
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- Organic Dye and Dye-Sensitized Solar Cell
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PURPOSE: An organic dye, photoelectric diode including the same and dye-sensitized solar battery are provided to have an absorbing band in long wavelength. CONSTITUTION: An organic dye is represented by chemical formula 1. A photoelectric diode includes porous oxide semiconductor membrane which includes the organic dye. A dye-sensitized solar cell comprises a first electrode, a second electrode which is formed on one side of the first electrode and includes a light absorptive layer, and electrolyte buried in a space between the first and second electrodes.
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- A process of preparing fluorene-carbazole compoound for hole transfer layer of organic electronic device
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The present invention relates to a preparation method of a fluorene-carbazole compound for hole transfer layer. In the case of manufacturing a novel compound having high thermal stability for hole injection layer or hole transfer layer according to the present invention, formation of powder during sublimation and purification is easy, and a novel material for a hole injection layer or a hole transfer layer, which can overcome a problem of mask clogging caused by flocculation, can be produced at reduced costs with high yield. In the present invention, the preparation method of a fluorene-carbazole compound comprises a step of making a reaction between a compound represented by chemical formula 2 and a compound represented by chemical formula 3. The fluorene-carbazole compound of the present invention is represented by chemical formula 1.COPYRIGHT KIPO 2016
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- Fluorene-carbazole compoound for hole transfer layer and organic electronic device comprising the same
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The present invention relates to a fluorene-carbazole compound for hole transfer layer and an organic electroluminescence device comprising the same. The compound of the present invention has high thermal stability in comparison to the conventional materials, and is easy to be formed into powder during sublimation and purification. Also, the fluorene-carbazole compound can alleviate the problem of mask getting stuck caused by flocculation, and can substantially improve operating voltage, luminance efficiency, and lifespan characteristics of an organic electroluminescence device when used as a material constituting the hole injection layer or hole transfer layer of the organic electroluminescence device. The fluorene-carbazole compound of the present invention is represented by chemical formula 1.COPYRIGHT KIPO 2016
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- NITROGENATED AROMATIC HETEROCYCLIC DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
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A nitrogen-containing aromatic heterocyclic derivative in which a nitrogen atom of an indenocarbazole skeleton optionally having a hetero atom or an indenoindole skeleton optionally having a hetero atom is bonded to a dibenzofuran or a dibenzothiophene directly or indirectly. The derivative realizes an organic EL device with a high emission efficiency and a long lifetime.
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Paragraph 0162
(2014/06/24)
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- Dendrimer and organic light-emitting device using the same
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A dendrimer and an organic light-emitting device including an organic layer having the dendrimer.
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Page/Page column 25; 26; 38; 39
(2014/10/29)
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- BIS-CARBAZOLE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
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A biscarbazole derivative represented by formula (1): wherein A1, A2, L1, L2, R1 to R4, and a to d are as defined in the specification, is useful as a material for forming organic EL devices and the organic EL devices including the derivative is capable of driving at a low voltage and has a long lifetime.
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Paragraph 0130
(2014/02/15)
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- NITROGEN-CONTAINING AROMATIC HETEROCYCLIC DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE DEVICE USING SAME
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A nitrogen-containing aromatic heterocyclic derivative represented by the following formula, wherein X1 to X3 are a single bond, CRaRb, NRc, an oxygen atom or a sulfur atom, and when all of X1 to X3 is a single bond, at least one of Ara, Arb and Arc is an aryl group having 6 to 20 ring carbon atoms substituted with a heteroaryl group, an aryloxy group or a heteroaryloxy group, or a substituted or unsubstituted heteroaryl group having 5 to 20 ring atoms.
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Paragraph 0157
(2013/07/31)
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- AROMATIC AMINE DERIVATIVES AND ORGANIC ELECTROLUMINESCENT ELEMENTS USING SAME
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Provided are an organic EL device material capable of reducing the driving voltage of an organic EL device and increasing the lifetime of the device as compared with a conventional organic EL device material, specifically an aromatic amine derivative represented by N(Ara)(Arb)(Arc), and an organic EL device using the material. [Ara is represented by the formula (II). (In the formula (II): La represents a single bond or an arylene group; R1 to R4 each represent an alkyl group, an aryl group, or the like, and R3's or R4's, or R3 and R4 may be bonded to each other to form a ring; and o represents 0 to 3 and p represents 0 to 4.) Arb is represented by the formula (III). (in the formula (III), X represents NRa, O, or S, and Ra and R5 to R7 each represent an alkyl group, an aryl group, or the like, and R5's, R6's, or R7's adjacent to each other, or R5 and R6 may be bonded to each other to form a ring; n represents 2 to 4 when X represents NRa, and represents 0 to 4 when X represents O or S; and q represents 0 to 3, r and s each independently represent 0 to 4.) Arc represents an aryl group, or is represented by the formula (III).]
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Page/Page column 119
(2012/07/03)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT
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Provided are: an aromatic amine derivative including a substituent A and a substituent B each represented by the formula (1) or (2) and having an arylene group bound to a carbazole structure, in which the substituent A and the substituent B include groups different from each other in the position at which the arylene group is bonded to the carbazole structure, and the substituent A and the substituent B are bonded to the same nitrogen atom or different nitrogen atoms in the molecule; an organic electroluminescent device including an organic thin-film layer formed of one or more layers including at least a light emitting layer, the organic thin-film layer being interposed between a cathode and a anode, in which at least one layer of the organic thin-film layer contains the aromatic amine derivative, and the molecules are rarely crystallized, the yield upon production of the organic electroluminescent device is improved, the driving voltage for the organic electroluminescent device is low, and the lifetime of the organic electroluminescent device is long; and an aromatic amine derivative which can realize the organic electroluminescent device. (In the formulae, each substituent is as described in claim 1.)
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Page/Page column 62
(2012/08/14)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING SAME
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Provided is an aromatic amine derivative represented by the formula N(ArA) (ArB) (ArC) as an organic EL device material capable of reducing the driving voltage of an organic EL device, and improving its luminous efficiency and device lifetime. ArA represents the formula (II-1) or (II-2). La represents an arylene group or the like, Ara represents an aryl group or the like, and n represents 2 or 3. ArB represents the formula (III). Lb represents a single bond or the like, R1 and R2 each represent an alkyl group or the like, o and p each represent 0 to 3 or the like, X represents an oxygen atom or the like, and R3, R4 and R5 each represent an alkyl group or the like. Arc represents an aryl group, a heteroaryl group, or the formula (II-1), (II-2), or (III).
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Page/Page column 41
(2012/10/18)
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- AROMATIC HETEROCYCLIC DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE DEVICE USING THE SAME
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An aromatic heterocyclic derivative represented by the following formula (1), a material for an organic electroluminescence device and an organic electroluminescence device including these:
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Page/Page column 70
(2012/11/08)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING SAME
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Provided are: an aromatic amine derivative having a terminal substituent selected from a dibenzofuran, a dibenzothiophene, a substituted carbazole, and a substituted fluorene bound to the central skeleton having a specific structure through a nitrogen atom; an organic electroluminescence device, including an organic thin-film layer formed of one or more layers including at least a light emitting layer, the organic thin-film layer being interposed between a cathode and an anode, in which at least one layer of the organic thin-film layer contains the aromatic amine derivative alone or as a component of a mixture, the organic electroluminescence device having a long lifetime and high luminous efficiency; and an aromatic amine derivative for realizing the device.
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Page/Page column 89
(2012/12/13)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT
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Provided are an organic electroluminescence device that not only provides high efficiency but also has a long lifetime, and an aromatic amine derivative that realizes the device. The organic electroluminescence device includes an aromatic amine derivative, including at least one substituent A having dibenzofuran and at least one substituent B selected from groups each having dibenzofuran or carbazole, in a molecule thereof, in which the substituent A and the substituent B include groups different from each other, and the substituent A and the substituent B are bonded to the same nitrogen atom, or different nitrogen atoms, in the molecule. The molecules of the aromatic amine derivative hardly crystallize, which improves a yield in the production of the organic electroluminescence device. In the organic electroluminescence device, including an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between a cathode and an anode, the aromatic amine derivative is contained in at least one layer, particularly a hole transport layer, in the organic thin film layer.
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Page/Page column 72
(2011/10/04)
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- AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT
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Provided are a long-lifetime organic electroluminescence device which can be fabricated in an improved yield owing to suppressed crystallization of molecules, and an aromatic amine derivative that realizes the device, i.e. , a novel aromatic amine derivative having a specific structure. Specifically provided are an organic electroluminescence device, including an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between a cathode and an anode, and an aromatic amine derivative for at least one layer of the organic thin film layer, in particular, a hole transporting layer, the derivative having at least one such structure that a substituent in which two or more specific heterocycles are linked to each other, in particular, a substituent in which two or more specific heterocycles are linked through an aryl group is bonded to an amine through an aryl group.
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Page/Page column 27; 37
(2012/01/11)
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- AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
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Provided are an organic electroluminescent device including an aromatic amine derivative formed of a specific structure having a thiophene structure and an organic thin film layer interposed between a cathode and an anode and formed of one layer or a plurality of layers including at least a light emitting layer, in which at least one layer of the organic thin film contains the aromatic amine derivative alone or as a component of a mixture, the organic electroluminescent device in which molecules hardly crystallize, and which decreases a driving voltage, can be produced with improved yields upon the production of the organic electroluminescent device, and has a long lifetime, and an aromatic amine derivative realizing the organic electroluminescent device.
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Page/Page column 49
(2010/05/13)
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- Amine-based compound, organic light emitting device comprising the amine-based compound, and flat panel display device including the organic light emitting device
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The invention is directed to an amine-based compound represented by Formula 1, an organic light emitting device with an organic film including the same, and a flat panel display device including the organic light emitting device.
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Page/Page column 19
(2010/03/02)
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- AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT USING THE SAME
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An aromatic amine derivative with a specific structure having a carbazole skeleton to which a diarylamino group bonds via a bonding group. An organic electroluminescence device which is composed of one or more organic thin film layers including at least one light emitting layer sandwiched between a cathode and an anode, wherein at least one of the organic thin film layers contains the aromatic amine derivative singly or as its mixture component. Organic electroluminescence devices with enhanced efficiency of light emission and a compound realizing the devices are provided.
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Page/Page column 38
(2009/08/16)
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- NOVEL CARBAZOLE DERIVATIVE AND USE THEREOF
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The invention discloses a novel carbazole derivative which has at least two carbazole structures in the molecule, can form a stable amorphous film by itself at normal temperature or higher, has a high glass transition temperature, and can be suitably used as an organo-electronic functional material. The following compound having the formula is mentioned as a representative example.
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Page/Page column 14-15
(2009/09/28)
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- CARBAZOLE-BASED COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING ORGANIC LAYER INCLUDING THE CARBAZOLE-BASED COMPOUND
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Provided are a carbazole-based compound represented by Formula 1 below and an organic light-emitting device including an organic layer including the carbazole-based compound: wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, and R14 are as defined in the specification. The carbazole-based compound has good electrical characteristics and charge transport capability, and thus, is useful as a hole injection material, a hole transport material, and/or an emitting material for fluorescent or phosphorescent devices capable of producing light of a full spectrum of colors, including red, green, blue, and white, thereby making it possible to produce an organic light-emitting device with high efficiency, a low driving voltage, and high brightness.
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Page/Page column 13-14
(2008/12/07)
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- Carbazole derivative, light-emitting element material obtained by using carbazole derivative, light-emitting element, and electronic device
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It is an object to provide a carbazole derivative which is useful as a raw material for forming a light-emitting element material which has resistance to repeated oxidation reactions. It is an object to provide a carbazole derivative represented by a general formula (G-1). In the general formula (G-1), each of Ar1 and Ar2 represents an aryl group having 1 to 12 carbon atoms such as phenyl, biphenyl, or naphthyl. Also, R1 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms such as methyl, ethyl, or tert-butyl, and an aryl group having 6 to 12 carbon atoms such as phenyl, biphenyl, or naphthyl. Further, the aryl group may have a substituent, or is not required to have a substituent.
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- A useful procedure for diiodination of carbazoles and subsequent efficient transformation to novel 3,6-bis(triethoxysilyl)carbazoles giving mesoporous materials
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Bis(pyridine)iodonium tetrafluoroborate (IPy2BF4) was successfully used as a diiodination reagent for carbazole and its derivatives to give 3,6-diiodocarbazoles in excellent yield. Subsequent rhodium-catalyzed disilylation of 3,6-diiodocarbazoles with triethoxysilane gave the corresponding 3,6-bis(triethoxysilyl)carbazoles, which are precursors for sol-gel polymerization, in good yield.
- Maegawa, Yoshifumi,Goto, Yasutomo,Inagaki, Shinji,Shimada, Toyoshi
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p. 6957 - 6960
(2007/10/03)
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- Phenylcarbazole-based compound and organic electroluminescent device employing the same
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A phenylcarbazole-based compound is represented by Formula 1, and has superior electric properties and charge transport abilities, and thus is useful as a hole injection material, a hole transport material, and/or an emitting material which is suitable for fluorescent and phosphorescent devices of all colors, including red, green, blue, and white colors. The phenylcarbazole-based compound is synthesized by reacting carbazole with diamine. The organic electroluminescent device manufactured using the phenylcarbazole-based compound has high efficiency, low voltage, high luminance, and a long lifespan.
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Page/Page column 11
(2008/06/13)
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- CARBAZOLE DERIVATIVE, AND LIGHT-EMITTING ELEMENT AND LIGHT-EMITTING DEVICE USING THE CARBAZOLE DERIVATIVE
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The present invention provides a material having excellent hole injecting and hole transporting properties. Moreover, the present invention provides a light-emitting element and a light-emitting device using the material having excellent hole injecting and hole transporting properties. The present invention provides a carbazole derivative represented by the general formula (1). By applying the carbazole derivative of the present invention to a light-emitting element or a light-emitting device, a lower driving voltage, enhanced emission efficiency, a longer lifetime and enhanced reliability of the light-emitting element or the light-emitting device can be realized.
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Page/Page column 54
(2008/06/13)
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- CARBAZOLE DERIVATIVE, AND LIGHT EMITTING ELEMENT AND LIGHT EMITTING DEVICE USING THE CARBAZOLE DERIVATIVE
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It is an object of the present invention to provide a material which is excellent in a hole injecting property and a hole transporting property, and to provide a light emitting element and a light emitting device using a material which is excellent in a hole injecting property and a hole transporting property. The present invention provides a carbazol derivative represented by a general formula (1). The carbazol derivative according to the present invention is excellent in the hole injecting property. By using the carbazol derivative according to the present invention as a hole injecting material for a hole injecting layer of a light emitting element, a driving voltage can be reduced. In addition, a lower driving voltage, improvement of the luminous efficiency, a longer life time, and higher reliability can be realized by applying the material to a light emitting element or a light emitting device.
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Page/Page column 56
(2008/06/13)
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- Synthesis and isolation of iodocarbazoles. Direct iodination reaction 933 of N-substituted carbazoles
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Iododerivatives of N-methylcarbazole (1), N-phenylcarbazole (2), N-benzylcarbazole (3), 2-methoxy-N-methylcarbazole (4) and 3-acetamido-N-ethylcarbazole (5) are synthesised. N-Iodosuccinimide (NIS) in tetrahydrofurane/H2SO4 (catalyst
- Monge, Maria E.,Bonesi, Sergio M.,Erra-Balsells, Rosa
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p. 933 - 941
(2007/10/03)
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