- The effect of the electron-donor ability on the OLED efficiency of twisted donor-acceptor type emitters
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Two twisted donor-acceptor (D-A) chemical structures, CCDMB and PCDMB, were developed as a new class of thermally activated delayed fluorescence (TADF) emitters for organic light-emitting diodes (OLEDs). Two emitters consist of 3-substituted carbazole as a first donor and trivalent boron as an electron acceptor in common, and carbazole and phenoxazine as second donors with different electron donor ability. While PCDMB with a strong phenoxazine donor decreased the lowest singlet excited state (S1) level and thus showed a small singlet-triplet energy difference (ΔEST) value of 0.13 eV, resulting in effective reverse intersystem crossing (RISC), however, CCDMB with a weak donor showed a large ΔEST value of 0.21 eV. Efficient triplet harvesting of PCDMB was confirmed by a delayed component in transient PL decay curves of 25 wt% PCDMB-doped bis[2-(diphenylphosphino)phenyl] ether oxide (DPEPO) films. OLED devices with a CCDMB emitter showed deep-blue emission with Commission Internationale de l’éclairage (CIE) of (0.16, 0.12) but a low maximum EQE of 5.5%, indicative of insufficient triplet harvesting. PCDMB-based devices showed green emission with CIE of (0.21, 0.45) and a high maximum EQE of 22.3%. Our study revealed the effect of the electron donor ability of structurally similar emitters on ΔEST values, triplet harvesting, and device efficiency.
- Hong, Jong-In,Huh, Jin-Suk,Kim, Jae-Min,Kim, Jang-Joo,Yang, Dongwook
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Read Online
- Compound for organic luminescence and application thereof
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The invention relates to a compound for organic luminescence, the structure of the compound is shown as a formula (I), and Ar1 is selected from an electron donating structural unit. The method for preparing the organic light-emitting compound is simple in process, easy to purify and high in yield; the organic electroluminescent material is used as a luminescent layer material to be applied to an organic electroluminescent device, and a manufactured device has long service life and can meet the requirements of panel manufacturing enterprises.
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- Compound for organic luminescence and application of compound
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The invention relates to a compound for organic luminescence. The structure of the compound is shown as a formula (I), Ar1 and Ar2 are respectively and independently selected from hydrogen or an electron donating structural unit, but Ar1 and Ar2 are not hydrogen at the same time. The compound for organic luminescence is a thermally activated delayed fluorescent material with aggregation-induced emission property, is simple in process, easy to purify and high in yield, and can adjust the thermal property, luminescence property and the like of a final product by introducing different groups. When the material is applied to an organic electroluminescent device as a luminescent layer material, the manufactured device has long service life and can meet the requirements of panel manufacturing enterprises.
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Paragraph 0041; 0046-0047
(2021/06/22)
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- COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
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The present invention provides a compound represented by chemical formula 1 and an organic light emitting device comprising the same. The organic light emitting device including the compound has excellent electrochemical and thermal stability, and thus has excellent lifespan characteristics.
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Paragraph 0153-0155
(2021/02/02)
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- ORGANIC COMPOUND HAVING IMPROVED LUMINESCENT PROPERTIES, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DEVICE HAVING THE COMPOUND
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An organic compound, an organic light emitting diode including the compound, and an organic light emitting device including the organic light emitting diode are disclosed. The organic compound may include a fused hetero aromatic moiety having a p-type property and an aza-acridine moiety having an n-type property bonded to the fused hetero aromatic moiety via an aromatic or a hetero aromatic linker. The organic compound has relatively high energy level since it includes plural fused hetero aromatic rings. Holes and electrons can be recombined in an emitting material layer in a balanced manner since the organic compound has a bipolar property. The organic light emitting diode and the organic light emitting device including the organic compound have enhanced luminous efficiency and luminous lifetime.
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Paragraph 0240; 0241
(2020/07/16)
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- BENZIMIDAZOLE DERIVATIVE AND ORGANIC LIGHT EMITTING DEVICE COMPRISING SAME
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The present invention relates to a benzimidazole derivative and an organic electroluminescent device comprising the same, wherein a novel benzimidazole derivative of the present invention having the structure of chemical formula 1, has excellent luminous efficiency. Therefore, the organic electroluminescent device comprising the same has excellent brightness, color purity, and luminous efficiency, and also enables low voltage driving.
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- AROMATIC COMPOUND, ELECTROCHEMICAL DEVICE, ORGANIC ELECTROLUMINESCENCE ELEMENT
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PROBLEM TO BE SOLVED: To provide an aromatic compound effective especially as a host material of a luminous layer capable of realizing an electrochemical device such as an organic EL element with high luminous efficacy and low drive voltage. SOLUTION: An organic EL element 1 comprises a layered structure including a luminous layer 6 between a positive electrode 9 and a negative electrode 3, where the luminous layer 6 contains an aromatic compound represented by general formula (1). SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPO&INPIT
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- Organic compound comprising boron and organic electroluminescent device comprising the same
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The present invention relates to an organic material comprising a boron atom and an organic electroluminescent device using the same. The organic electroluminescent device of the present invention can obtain light of short wavelengths with high efficiency and can lower the driving voltage.COPYRIGHT KIPO 2020
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- Heterocyclic compound with xanthone as core and preparation method and applications thereof
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The invention discloses a heterocyclic compound with xanthone as a core and a preparation method and applications thereof, and belongs to the technical field of semiconductors. The structure of the compound provided by the invention is represented by a general formula (I) shown in the description. The invention also discloses the preparation method and the applications of the compound. The compound of the invention has high glass transition temperature and molecular thermal stability and has a suitable HOMO and LUMO energy leves, has a singlet-triplet energy level difference ([delta]Est), andcan be used as a doping material of a light emitting layer of an organic electroluminescent device, thereby improving the luminous efficiency and service life of the device.
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- A benzhydryl radical based on the room temperature of the organic light-emitting material and using the material preparation of organic electroluminescent device
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A benzhydryl radical based on the stability of the organic light-emitting material at room temperature and using the material preparation of the organic electroluminescent device, which belongs to the field of organic light-emitting technology. The present invention in the preparation of the organic light-emitting material, the center of the common characteristic is the carbon free radical, is composed of two C - C covalent bond and a C - N to form a covalent bond. Stability is the light-emitting free radical material in the application of the key nature, connected to the electronic group conducive to stable free radical, in this invention through the nitrogen-containing heterocyclic carbazole, indole, dimethyl acridine and the like in the electronic group to the nitrogen atom is connected directly to the benzyl group, to obtain a stable benzhydryl radical, its stability and PTM, compared with the TTM is greatly improved, and has a room temperature fluorescent. The preparation of the material of the organic electroluminescent device using double thread condition exciton light-emitting, can avoid the traditional organic electroluminescent device in the use of the triplet state exciton, the maximum external quantum efficiency of the device is 0.66%.
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- Novel pyridinyl triazolopyridine derivatives and use thereof
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The present invention relates to novel pyridinyl-triazolopyridine derivatives and uses thereof, and more specifically, to an aromatic organic material including pyrimidine and an organic electroluminescent device using the same. According to an embodiment of the present invention, the organic electroluminescent device using the aromatic organic material including the pyrimidine can obtain light at a short wavelength in a highly efficient manner while lowering the driving voltage.COPYRIGHT KIPO 2019
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- Organic light-emitting diode materials
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Described herein are molecules for use in organic light emitting diodes. Example molecules comprise at least one acceptor moiety A, at least one donor moiety D, and optionally one or more bridge moieties B. Each moiety A is covalently attached to either the moiety B or the moiety D, each moiety D is covalently attached to either the moiety B or the moiety A, and each moiety B is covalently attached to at least one moiety A and at least one moiety D. Values and preferred values of moieties A, D, and B are defined herein.
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Paragraph 0339; 0340; 0392; 0393
(2017/07/26)
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- Organic compound comprising pyrimidine and organic electroluminescent device comprising the same
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The present invention relates to an organic aromatic organic compound containing pyridine, and an organic electroluminescent device using the same, wherein the compound may be used as thermally activated delayed fluorescent (TADF) material due to having little energy difference between an excited singlet state and an excited triplet state. Further, the compound of the present invention may be used in an organic light-emitting diode to improve efficiency of the organic light-emitting diode and lower driving voltage thereof.COPYRIGHT KIPO 2017
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- ORGANIC LIGHT-EMITTING DEVICE
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An organic light-emitting device including a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises an emission layer, and wherein the organic layer comprises a first compound represented by Formula 1 and a second compound having the lowest excited triplet energy level greater than 2.73 electron volts: wherein in Formula 1, R11 to R33 are the same as described in the specification.
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Paragraph 0255; 0256; 0266; 0267
(2017/04/12)
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- Benzimidazole derivatives and organic electroluminescent device comprising same
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The present invention relates to organic materials of a benzimidazole derivative form and organic electroluminescent device using the same. The organic electroluminescent device of the present invention can obtain short-wavelength luminescence with high efficiency and can decrease driving voltage. The compound is represented by chemical formula 1.COPYRIGHT KIPO 2016
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Paragraph 0070; 0076; 0077
(2017/01/26)
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- Heat-activated delay fluorescent material, its synthetic method and using the heat-activated delay of the fluorescent materials of the OLED device (by machine translation)
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The present invention provides a thermally activated delayed fluorescence material, a method of synthesizing the same and an OLED device using the same. The thermally activated delayed fluorescence material includes a structure formula 1 as wherein the group Ar1 is identical to or different from the group Ar2, and the group Ar1 and the group Ar2 are consisted of carbazole and/or phenothiazine. The thermally activated delayed fluorescence material has a higher glass transition temperature, high thermal stability and excellent luminous efficiency. The method of synthesizing the same has simplified steps, easily purified product, high yield, and luminous and thermal properties of the product can be adjusted by connecting to differentiated functional groups. The OLED device using the same has a light emitting layer of high fluorescence efficiency and long-term stability, so that luminous efficiency and service life of the OLED device can meet practical demand.
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- For organic electroluminescence device compounds and organic electroluminescent device
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The invention provides a compound used on an organic electroluminescent device and the organic electroluminescent device. The component is of a structure represented by formula (1). An X and a Y are groups which are selectively composed of carbazole which is replaced by independent alkyl or aryl, or not replaced and is represented by free formula (A), (B), (C), (D), or (E), benzpyrole carbazole, triphenylsily, diphenyl phosphine oxide. An RI, an R2 and an R3 are groups which are selectively composed of free hydrogen, alkyl with one to fifteen carbon, aryl with six to fifteen carbon, triphenylsily which is replaced by alkyl or aryl, or not replaced and is represented by formula (D) or (E) replaced and diphenyl phosphine oxide. M and n are independently to be zero or one, wherein a limiting condition is that the sum of m and n is equal to or larger than one. And Ar1 and Ar2 are groups which are selectively composed of phenyl which is replaced by independent alkyl or aryl, or not replaced, tolyl, naphthyl, fluorenyl, anthryl, and phenathryl.
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- Quinoline or quinoxaline-fused pyrrole-carbazole derivatives as organic electroluminescence compounds and a preparation method thereof
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The present invention relates to a quinoline- or quinoxaline-fused pyrrole-carbazole derivative as an organic electroluminescent compound and a preparation method thereof. An organic electroluminescent device having a low operating voltage and excellent luminance efficiency such as current efficiency and electrical power efficiency in addition to high-purity color and improved operating lifespan, can be provided by using the organic electroluminescent compound manufactured according to the present invention. The preparation method of the quinoline- or quinoxaline-fused pyrrole-carbazole derivative comprises the steps of: making a reaction between a compound represented by chemical formula 3 and a compound represented by chemical formula 4 in presence of a base, a solvent and a metallic catalyst, and preparing a compound represented by chemical formula 2; and making a reaction between the compound represented by chemical formula 2 and a ligand, a base, and a solvent in presence of a metallic catalyst, and preparing a compound represented by chemical formula 1.COPYRIGHT KIPO 2016
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Paragraph 0052-0054
(2017/01/02)
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- NITRILE SUBSTITUTED DIBENZOFURANS
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The present invention relates to compounds of formula a process for their production and their use in electronic devices, especially electroluminescent devices. When used as electron transport material, hole blocking material and/or host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.
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- NOVEL COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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Disclosed are a compound for an organic electroluminescent device, and an organic electroluminescent device comprising the same. Accordingly, provided is a compound for an organic electroluminescent device, which can be used as a host and a hole transport material having excellent electrical stability and hole transporting capability and improving light emitting efficiency of a phosphorescent material by having a high triplet energy. An organic electroluminescent device is also provided. The compound for an organic electroluminescent device is represented by structural formula 1.COPYRIGHT KIPO 2016
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Paragraph 0130; 0135; 0204-0207
(2016/10/27)
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- EMISSIVE MATERIAL FOR ORGANIC EMITTING DIODES
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Compounds represented by Formula 1 are described herein. Organic light-emitting elements and an organic light-emitting diode devices including these compounds, as well as methods related to preparing these compounds and devices, are also included in this disclosure.
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- ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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The present disclosure relates to an organic electroluminescent compound of Formula 1 (variables R1 -R10 defined herein), and an organic electroluminescent device comprising the same. By using the organic electroluminescent compound according to the present disclosure, it is possible to produce an organic electroluminescent device which can be operated at a lowered driving voltage, shows excellence in luminous efficiency such as current efficiency and power efficiency, and has high color purity and improved lifespan. [Formula should be entered here]
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Paragraph 171; 172; 173
(2015/11/23)
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- Efficient synthesis of biscarbazoles by palladium-catalyzed twofold C-N coupling and C-H activation reactions
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A new and efficient strategy for the synthesis of 3,9′- and 2,9′-biscarbazoles was developed. Our strategy relies on the cyclization of 1,1′-biphenyl-2,2′-diyl bis(trifluoromethanesulfonate) with 4- or 3-anisidine, transformation of the methoxy to a triflate group and subsequent oxidative Pd-catalyzed cyclization with various anilines. This journal is the Partner Organisations 2014.
- Hung, Tran Quang,Thang, Ngo Ngoc,Hoang, Do Huy,Dang, Tuan Thanh,Villinger, Alexander,Langer, Peter
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p. 2596 - 2605
(2014/04/17)
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- High-efficiency blue phosphorescent organic light-emitting diodes using a carbazole and carboline-based host material
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A novel bipolar host 9-(4-(9H-pyrido[2,3-b]indol-9-yl)phenyl)-9H-3, 9′-bicarbazole (pBCb2Cz) was prepared for high efficiency blue phosphorescent organic light-emitting diodes (PhOLEDs), a high triplet energy (ET) material, employing electron-deficient α-carboline. pBCb2Cz (ET = 2.93 eV) was effective as a host material for FIrpic- and FCNIrpic-based blue PhOLEDs, and highest quantum efficiencies of 23.0 and 16.2%, respectively, were achieved.
- Kim, Sun Jae,Kim, Young Jae,Son, Young Hoon,Hur, Jung A.,Um, Hyun Ah,Shin, Jicheol,Lee, Tae Wan,Cho, Min Ju,Kim, Jung Keun,Joo, Sunghoon,Yang, Joong Hwan,Chae, Gee Sung,Choi, Kihang,Hyuk Kwon, Jang,Hoon Choi, Dong
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p. 6788 - 6790
(2013/07/26)
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- Separation of electrical and optical energy gaps for constructing bipolar organic wide bandgap materials
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An electrical and optical energy gaps separation strategy is put forward for the design of organic wide bandgap semiconductors. This new principle could achieve optimization of wide bandgap (both high singlet and triplet energies) and favorable carrier injection energy levels simultaneously.
- Hu, Dehua,Shen, Fangzhong,Liu, He,Lu, Ping,Lv, Ying,Liu, Dandan,Ma, Yuguang
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p. 3015 - 3017
(2012/04/04)
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- COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE HAVING THE SAME
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The present invention provides a compound of formula (I) for an organic electroluminescent device: wherein X and Y are each independently selected for the group consisting of an alkyl substituted, aryl substituted or unsubstituted carbazole, indolocarbazole, triphenylsilyl and diphenylphosphine oxide represented by formula (A), (B), (C), (D) or (E), in which R1, R2, and R3 are each independently selected from the group consisting of a hydrogen, an alkyl having 1 to 15 carbons atoms, an aryl group having 6 to 15 carbons atoms, an alkyl substituted, an aryl substituted or unsubstituted triphenylsilyl, and a diphenylphosphine oxide represented by the formula (D) or (E); m and n are each independently 0 or 1, provided that m+n is 1 or more; and Ar1 and Ar2 are each independently selected from the group consisting of an alkyl substituted, aryl substituted or unsubstituted phenyl, tolyl, naphthyl, fluorenyl, anthracenyl, and phenanthryl.
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- CARBAZOLE-CONTAINING MATERIALS IN PHOSPHORESCENT LIGHT EMITTING DIODES
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Carbazole-containing compounds are provided. In particular, the compounds are oligocarbazole-containing compounds having an unsymmetrical structure. The compounds may be useful in organic light emitting devices, in particular as hosts in the emissive layer of such devices.
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- Porphyrins with four monodisperse oligocarbazole arms: Facile synthesis and photophysical properties
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(Chemical Equation Presented) A series of novel monodisperse, well-defined, star-shaped molecules T(OCAn)Ps (n = 2-6) with a central porphyrin core and four oligocarbazole arms are synthesized from the corresponding formyl-substituted oligocarbazoles via Adler reaction. The obtained star-shaped porphyrins are intrinsically two-dimensional nanosized molecules, and the diameter of compound T(OCA6)P is 7.4 nm, representing one of the largest known star-shaped conjugated systems. Their photophysical properties have been investigated by absorption and steady-state fluorescence spectroscopy, together with the corresponding monodisperse oligocarbazole aldehyde precursors. It is found that the light-harvesting capability of T(OCAn)Ps increases with the increasing length of the arms and reaches the maximum when n = 6. A selective excitation of the oligocarbazole arms leads to the typical emission from the porphyrin cores, indicating occurrence of photoinduced intramolecular energy transfer, and the energy transfer efficiency decreases from T(OCA2)P to T(OCA6)P owing to the Foerster energy-transfer process. Accordingly, the longest effective distance for Foerster energy transfer is estimated to be ca. 3 nm in our system. Such star-shaped porphyrins may find applications in photonic devices, with respect to their intense emission of red light. Notably, the monodisperse oligocarbazole aldehyde precursors give twisted intramolecular charge-transfer (TICT) excited states and luminescence in polar solvents with large Stokes shifts.
- Xu, Tinghua,Lu, Ran,Liu, Xingliang,Chen, Peng,Qiu, Xianping,Zhao, Yingying
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p. 1809 - 1817
(2008/09/18)
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- Facile synthesis of novel monodisperse linear 3,9-linked oligocarbazoles
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Novel monodisperse linear 3,9-linked oligocarbazoles (OCAs) were prepared stepwise using Ullmann coupling reaction in seal-tubes. The resulting OCAs were soluble in common organic solvents. The UV-vis spectra of OCAs exhibited small red shift and their intensities increased linearly with the increase of the carbazole moieties, suggesting that no intramolecular π-interactions appeared at ≤8-mer. All the OCAs gave strong fluorescence and it was found that the conjugated degree of linear OCAs would be saturated when the number of carbazole units reaches four.
- Xu, Tinghua,Lu, Ran,Jin, Ming,Qiu, Xianping,Xue, Pengchong,Bao, Chunyan,Zhao, Yingying
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p. 6883 - 6886
(2007/10/03)
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- One-electron photooxidation of carbazole in the presence of carbon tetrachloride. Part II. Carbon tetrachloride as a reaction medium. Use of ammonia after irradiation and during irradiation
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In part I of this series of papers we proposed the mechanism of electron transfer as the primary photochemical reaction in the carbazole - carbon tetrachloride system along with a secondary photochemical reaction initiated by transformations of the radical cation of carbazole in the solvent cage resulting in intermediates: .In this paper we discuss the influence of ammonia, used after and during irradiation, on the mechanism of secondary transformation and the formation of thermodynamically stable products in the system studied.Such compounds as N-cyanocarbazole, 1-cyanocarbazole, and 3-cyanocarbazole have been formed as the main products during neutralization of the photolyte solution by ammonia gas.The mechanism of formation of these compounds has been explained by the chemical reaction of ammonia with cations α and γi.If ammonia is present in the solution of carbazole in CCl4 during irradiation, such products as N,N'-dicarbazyl and N-cyanocarbazole are mainly formed along with 3-(N-carbazyl)carbazole, 3,9-di-(N-carbazyl)carbazole, and N-cyano-3-(N-carbazyl)carbazole.In such a case, reactions of radicals β are the determining factors in the secondary photochemical transformations.Radicals β are formed by the reaction involving ammonia with radical cations of carbazole.All the results in this paper have been discussed taking under consideration the influence of the reaction media on the mechanism of photochemical transformation of carbazole.
- Zelent, Bogumil,Durocher, Gilles
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p. 2442 - 2450
(2007/10/02)
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