- Studies on the constituents of Cimicifuga species. XX. Absolute stereostructures of cimicifugoside and actein from Cimicifu simplex WORMSK
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The absolute stereostructues of cimicifugoside (1) and actein (2) from Cimicifuga simplex were established by X-ray crystal analysis of 26(S)-O- methylcimicifugenin A (1cS) prepared from 1, negative CD curves of 26-O- methyl-3-keto-cimicifugenins (1dS, 1dR), comparative analysis of 1H- and 13C-NMR spectra of 1, 2 and their derivatives, and preparation of 2 from 1 by hydrogenation: 20(R), 23(R), 24(R), 25(S), 26 (R,S)-16β:23; 23:26; 24:25- triepoxy-12β-acetoxy-3β,26-dihydroxy-9,19-cyclolanost-7-ene 3-O-β-D- xylopyranoside for 1 and 20(R), 23(R), 24(R), 25(S), 26(R,S)-16β: 23; 23: 26; 24:25-triepoxy-12β-acetoxy-3β,26-dihydroxy-9,19-cyclolanostane 3-O-β- D-xylopyranoside for 2.
- Kusano, Akiko,Takahira, Masayuki,Shibano, Makio,In, Yasuko,Ishida, Toshimasa,Miyase, Toshio,Kusano, Genjiro
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- Position effect based on anthracene core for OLED emitters
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Green-orange emitters based on anthracene core have been successfully synthesized by substitution with triphenylamine side group in the 9,10 or 2,6 positions. There are larger blue shifts in the UV-visible absorption and PL spectra of the synthesized 2,6-substituted derivative compared to the 9,10-substituted derivative. When the synthesized compounds were used as emitting layers in non-doped OLED devices, a related trend was observed in their optical properties. In particular, the OLED device containing the 2,6-substituted derivative was found to exhibit excellent characteristics, with maximum EL emission at 518 nm, pure green emission with CIE coordinates of (0.334, 0.604), and external quantum efficiency of 2.83%.
- Kang, Hyeonmi,Shin, Hwangyu,Kim, Beomjin,Park, Jongwook
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- Synthesis of poly(anthracene-2,6-diyl) and a copolymer containing alternately anthracene-2,6-diyl and p-phenylene units
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The title polymers 1 and 2 are synthesised via precursor polymers assembled by organometallic couplings using a Diels-Alder adduct of 2,6-dibromoanthracene.
- Hodge, Philip,Power, Gerald A.,Rabjohns
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- Synthesis and fluorescence properties of novel transmembrane probes and determination of their orientation within vesicles
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Two novel transmembrane fluorescent diester probes D and E bearing an anthracenediyl moiety in the middle of the molecule have been synthesized. Their absorption and fluorescence spectra in CHCl3 solution as well as their fluorescence characteristics in dimyristoylphosphatidylcholine (DMPC) large unilamellar vesicles were determined. Although their absorption spectra (first transition, S0 → S1) present a good overlap with the fluorescence spectrum of tryptophan, only probe E could be a good acceptor for the energy-transfer experiments, since a strong overlap exists between the absorption spectrum of tryptophan and the second transition (S0 → S2) of the absorption spectrum of probe D. The Forster critical distance R0 for energy transfer between tryptophan (donor) and probe E (acceptor) is found to be 23-24 A. Finally, linear-dichroism studies on shear-deformed DMPC vesicles show the incorporated probe E to lie essentially perpendicular to the bilayer plane. These results establish that probe E could be useful in the study of membrane-bound protein topography by the fluorescence-energy-transfer method.
- Quesada, Ernesto,Ardhammar, Malin,Norden, Bengt,Miesch, Michel,Duportail, Guy,Bonzi-Coulibaly, Yvonne,Nakatani, Yoichi,Ourisson, Guy
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- Synthesis of asymmetrically disubstituted anthracenes
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We have developed synthetic pathways toward differently substituted hydroxyanthracenes (anthrols) with the aim to investigate their photochemical reactivity in dehydration reactions. Although the syntheses of anthracenes substituted at positions 9,10 are well known, reports for the synthesis of anthracenes with different substitution patterns are scarce. Herein we review known and report novel synthetic pathways toward anthrols with substituents at 1,2-, 2,3-, and 2,6- positions. We present two synthetic approaches: (i) building of the anthracene tricyclic fused ring system from the appropriate benzene derivatives, and (ii) reduction of the corresponding anthraquinones. Reduction of 2-hydroxyanthracene-1-carbaldehyde to the corresponding alcohol yields rather unexpected 1,1′-methylenedianthracen-2-ol, whose proposed mechanism of formation is supported by experimental observations and calculations.
- ?kalamera, ?ani,Veljkovi?, Jelena,Pti?ek, Lucija,Sambol, Matija,Mlinari?-Majerski, Kata,Basari?, Nikola
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p. 5892 - 5899
(2017/09/09)
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- NOVEL ORGANIC SEMICONDUCTOR COMPOUND, AND ORGANIC THIN FILM TRANSISTOR USING THE SAME
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The present invention relates to novel mono- molecular organic semiconductor compounds and organic thin film transistors comprising the same. The organic semiconductor compounds according to the present invention are characterized by a structure of an acene derivative substituted with acetylene groups at both ends, a structure of anthracene derivative substituted with acetylene groups, or a structure of a multi-nuclear aromatic derivative functionalized by naphthalene having an electron-donor substituent at both ends.
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Page/Page column 39
(2008/12/04)
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- Organic electroluminescence device
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Disclosed is an organic electroluminescent device comprising a structure having an anode, an emitting layer, and a cathode stacked therein, wherein a fluorescent compound represented by Formula 1 is used as a emitting material of the emitting layer or used as a dopant of the emitting layer: wherein A 1 and A 2 are independently selected from a substituted or unsubstituted C 1 -C 6 aliphatic group, a C 6 -C 20 aromatic group and a C 5 -C 19 heterocyclic group containing N, S or O, A 3 is selected from a substituted or unsubstituted C 1 -C 6 aliphatic group, a C 6 -C 20 aromatic group, a C 5 -C 19 heterocyclic group containing N, S or O, and a hydrogen atom, and substituents of A 1 , A 2 and A 3 are respectively one or more and the substituent is selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 1 alkoxy, C 1 -C 10 alkylamino, C 1 -C 10 alkylsilyl, a halogen atom, C 6 -C 10 aryl, C 6 -C 10 aryloxy, C 6 -C 10 arylamino, C 6 -C 10 arylsilyl and a hydrogen atom. Disclosed is an organic electroluminescent device comprising a structure having an anode, an emitting layer, and a cathode stacked therein, wherein a fluorescent compound represented by Formula 1 is used as a dopant of the emitting layer and a fluorescent compound by Formula 2 is used as a host of the emitting layer: where in A is independently selected from a substituted or unsubstituted C 6 -C 30 aromatic group, B is independently selected from a substituted or unsubstituted C 6 -C 30 aromatic group and a hydrogen atom, and substituents of A and B may be one or more, respectively, and the substituent is selected from the group consisting of C 1 -C 10 alkyl and a hydrogen atom.
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- Long-wavelength analogue of PRODAN: Synthesis and properties of Anthradan, a fluorophore with a 2,6-donor-acceptor anthracene structure
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We have synthesized the environment-sensitive fluorophores 2-cyano-6-dihexylaminoanthracene and 2-propionyl-6-dihexylaminoanthracene (Anthradan) starting from 2,6-diaminoanthraquinone. Anthradan is the benzologue of the well-known family of naphthalene 2-propionyl-6-dimethylaminonaphthalene (PRODAN) fluorophores. The additional spectral red shift of the anthracene avoids the autofluorescence of many biological systems and provides for more favorable excitation wavelengths for fluorescence applications. Furthermore, Anthradan exhibits polarity-sensitive emission comparable to that of PRODAN and displays high quantum yields in a range of solvents. Single molecules of these anthracene-containing fluorophores have been imaged in polymer hosts as a proof-of-principle.
- Lu, Zhikuan,Lord, Samuel J.,Wang, Hui,Moerner,Twieg, Robert J.
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p. 9651 - 9657
(2007/10/03)
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- SUBSTITUTED ANTHRACENES AND ELECTRONIC DEVICES CONTAINING THE SUBSTITUTED ANTHRACENES
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Substituted anthracene compounds and electronic devices containing the substituted anthracene compounds are provided.
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Page/Page column 33-35
(2010/11/30)
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- Anthracene derivative, organic electroluminescent device, and display unit
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An anthracene derivative with general formula (1) is provided: wherein X represents a substituted or unsubstituted C6-28 arylene group, or a substituted or unsubstituted C5-21 divalent heterocyclic group; A and B each independently represent a substituted or unsubstituted C1-20 alkyl group, a substituted or unsubstituted C6-28 aryl group, or a substituted or unsubstituted C5-21 heterocyclic group, and A and B may be bonded together to form a ring; Y1 and Y2 each independently represent a hydrogen atom, a substituted or unsubstituted C1-20 alkyl group or a C1-20 alkoxy group; and Z represents a substituted or unsubstituted C6-30 aryl group atoms, a substituted or unsubstituted C5-21 heterocyclic group, a hydrogen atom, a substituted or unsubstituted C1-20 alkyl group, or a C1-20 alkoxy group.
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