Indolocarbazole derivatives have been reported to be promising organic semicon- ductor candidates and electroluminescent (EL) materials. One novel indolocarbazole derivative, 2,8-acetyl-5,11-dihexyl-6,12-(di-p-toly...Indolocarbazole derivatives have been reported to be promising organic semicon- ductor candidates and electroluminescent (EL) materials. One novel indolocarbazole derivative, 2,8-acetyl-5,11-dihexyl-6,12-(di-p-tolyl)-5,11-indolo[3,2-b]carbazole (YK4), has been synthesized, and its crystal structure has also been carefully studied. YK4 is triclinic, space groups Pi with a = 9.409(5), b = 13.974(5), c = 15.488(5) A, α = 90.281(5), β = 105.456(5), Z= 93.728(5)°, M,. = 688.94, V= 1958.1(14) A3, Z = 2, Dc.= 1.168 g/cm-3,μ = 0.070 mm-1, F(000) = 740, Rint = 0.0475, R (I〉 20(/)) = 0.1146, wR (I〉 20(/)) = 0.2186, R(all data) = 0.2192 and wR (all data) = 0.2701. Like other indolo[3, 2-b]carbazole derivatives which were introduced in the 5- and 11-positions, the intermolecular short contacts are localized between the pendant groups and acetyl groups of the neighboring indolocarbazole molecules. The molecule of YK4 possesses poor face-to-face π-π stacking between two adjacent molecules in the crystal. The calculated bond lengths and bond angles of YK4 also proved the result of crystallography.展开更多
A novel Ru(Ⅱ) complex [(bpy)2Ru(PBC)](PF6)2 (PBC = N-[4-(9-carbazole)butyl]-2-(2-pyridyl)benzimidazole) has been synthesized and verified by 1↑H NMR, elemental analysis and X-ray crystallography. The c...A novel Ru(Ⅱ) complex [(bpy)2Ru(PBC)](PF6)2 (PBC = N-[4-(9-carbazole)butyl]-2-(2-pyridyl)benzimidazole) has been synthesized and verified by 1↑H NMR, elemental analysis and X-ray crystallography. The crystal (C48H40F12N8P2Ru, Mr = 1119.89) belongs to the triclinic system, space group P1, with a = 13.128(4), b = 13.814(4), c = 14.184(4) A, α = 84.112(6), β = 88.473(6), γ = 78.196(6)°, Z = 2, V = 2504.6(13)A^3, Dc = 1.485 g/cm^3, F(000) = 1132, R = 0.0750 and wR = 0.1896. The Ru atom adopts a distorted-octahedral coordination geometry with the bond distances and bond angles falling in normal ranges. The complex shows an intense metal-to-ligand charge transfer (1MLCT) (dπ(Ru) →π*(L)) transition (ε ~1.2×10^4 dm^3mol^-1cm^-1) at 457 nm in the UV-Vis absorption spectrum and a strong red phosphorescence at 632 nm in the CH3CN solution at ambient temperature. An efficient intramolecular energy transfer process from the carbazole unit to the [(bpy)2Ru(PB)]^2+ emissive center exists by selective optical-simulation. Its electrochemical behavior shows multiplicate redox processes based on the metal center, the grafting carbazole moiety and the 2-(2-pyridyl)benzimidazole unit.展开更多
An efficient metal-free strategy for the synthesis of pharmaceutically relevant benzo[α]carbazoles from the derivatives of readily available 2-phenylindole and bio-renewable acetol in an aqueous biphasic system was d...An efficient metal-free strategy for the synthesis of pharmaceutically relevant benzo[α]carbazoles from the derivatives of readily available 2-phenylindole and bio-renewable acetol in an aqueous biphasic system was developed. This protocol employed a sulfone-containing Bronsted acidic ionic liquid as the catalyst, which could be used for five times without a noticeable decrease in its activity and selectivity. Various substituted 2-phenylindoles and α-hydroxyketones participated in the reaction smoothly, with water as the sole byproduct. Mechanistically, the reaction involved the conventional carbon-nucleophile-induced Heyns-type rearrangement and downstream intramolecular olefination.展开更多
A series of conjugated copolymers derived from 9-ethylhexyl-2,7-carbazole(Cz)and 4,7-di(4-hexylthien-2-yl)- 2,1,3-benzothiadiazole(DHTBT)was synthesized by Suzuki polycondensation.The photo-and electro-luminescent pro...A series of conjugated copolymers derived from 9-ethylhexyl-2,7-carbazole(Cz)and 4,7-di(4-hexylthien-2-yl)- 2,1,3-benzothiadiazole(DHTBT)was synthesized by Suzuki polycondensation.The photo-and electro-luminescent properties of these polymers were investigated.Efficient energy transfer from the Cz segment to the DHTBT unit occurs even if the DHTBT content as low as 1 mol%.PL emission was red-shifted significantly from 645 nm to 700 nm with the increase in DHTBT content by 1-50 mol%.PL efficiencies decreased...展开更多
In order to explore the novel application of the transparent hole-transporting material 5,10,15-tribenzyl-5Hdiindolo[3,2-a:3',2'-c]-carbazole(TBDI),in this article TBDI is used as an active layer but not a buffer...In order to explore the novel application of the transparent hole-transporting material 5,10,15-tribenzyl-5Hdiindolo[3,2-a:3',2'-c]-carbazole(TBDI),in this article TBDI is used as an active layer but not a buffer layer in a photodetector(PD),organic light-emitting diode(OLED),and organic photovoltaic cell(OPV) for the first time.Firstly,the absorption and emission spectra of a blend layer comprised of TBDI and electron-transporting material bis-(2-methyl-8-quinolinate) 4-phenylphenolate(BAlq) are investigated.Based on the absorption properties,an organic PD with a peak absorption at 320 nm is fabricated,and a relatively-high detectivity of 2.44×10^(11) cm· Hz^(1/2)/W under 320-nm illumination is obtained.The TBDI/tris(8-hydroxyquinoline) aluminum(Alq_3) OLED device exhibits a comparable external quantum efficiency and current efficiency to a traditional 4,4-bis[N-(l-naphthyl)-N-phenyl-amino]biphenyl(α-NPD)/Alq_3 OLED.A C_(70)-based Schottky junction with 5 wt%-TBDI yields a power conversion efficiency of 5.0%,which is much higher than 1.7%for an α-NPD-based junction in the same configuration.These results suggest that TBDI has some promising properties which are in favor of the hole-transporting in Schottky junctions with a low-concentration donor.展开更多
基金Natural Science Foundation of Anhui Province(06070343)National Natural Science Foundation of China(21101001)
文摘Indolocarbazole derivatives have been reported to be promising organic semicon- ductor candidates and electroluminescent (EL) materials. One novel indolocarbazole derivative, 2,8-acetyl-5,11-dihexyl-6,12-(di-p-tolyl)-5,11-indolo[3,2-b]carbazole (YK4), has been synthesized, and its crystal structure has also been carefully studied. YK4 is triclinic, space groups Pi with a = 9.409(5), b = 13.974(5), c = 15.488(5) A, α = 90.281(5), β = 105.456(5), Z= 93.728(5)°, M,. = 688.94, V= 1958.1(14) A3, Z = 2, Dc.= 1.168 g/cm-3,μ = 0.070 mm-1, F(000) = 740, Rint = 0.0475, R (I〉 20(/)) = 0.1146, wR (I〉 20(/)) = 0.2186, R(all data) = 0.2192 and wR (all data) = 0.2701. Like other indolo[3, 2-b]carbazole derivatives which were introduced in the 5- and 11-positions, the intermolecular short contacts are localized between the pendant groups and acetyl groups of the neighboring indolocarbazole molecules. The molecule of YK4 possesses poor face-to-face π-π stacking between two adjacent molecules in the crystal. The calculated bond lengths and bond angles of YK4 also proved the result of crystallography.
基金Supported by the Natural Science Foundation of Henan Province (No. 102100410221)the Natural Science Foundation of Nanyang Normal University (No. ZX2010012)the Young Core Instructor from the Education Commission of Henan Province
文摘A novel Ru(Ⅱ) complex [(bpy)2Ru(PBC)](PF6)2 (PBC = N-[4-(9-carbazole)butyl]-2-(2-pyridyl)benzimidazole) has been synthesized and verified by 1↑H NMR, elemental analysis and X-ray crystallography. The crystal (C48H40F12N8P2Ru, Mr = 1119.89) belongs to the triclinic system, space group P1, with a = 13.128(4), b = 13.814(4), c = 14.184(4) A, α = 84.112(6), β = 88.473(6), γ = 78.196(6)°, Z = 2, V = 2504.6(13)A^3, Dc = 1.485 g/cm^3, F(000) = 1132, R = 0.0750 and wR = 0.1896. The Ru atom adopts a distorted-octahedral coordination geometry with the bond distances and bond angles falling in normal ranges. The complex shows an intense metal-to-ligand charge transfer (1MLCT) (dπ(Ru) →π*(L)) transition (ε ~1.2×10^4 dm^3mol^-1cm^-1) at 457 nm in the UV-Vis absorption spectrum and a strong red phosphorescence at 632 nm in the CH3CN solution at ambient temperature. An efficient intramolecular energy transfer process from the carbazole unit to the [(bpy)2Ru(PB)]^2+ emissive center exists by selective optical-simulation. Its electrochemical behavior shows multiplicate redox processes based on the metal center, the grafting carbazole moiety and the 2-(2-pyridyl)benzimidazole unit.
基金supported by the National Natural Science Foundation of China(21761132014,21872060)the Fundamental Research Funds for the Central Universities of China(2016YXZD033)+1 种基金the Fundamental Research Funds for the Central Universities(2019kfyXJJS072)Opening fund of Hubei Key Laboratory of Material Chemistry and Service Failure(2017MCF01K)~~
文摘An efficient metal-free strategy for the synthesis of pharmaceutically relevant benzo[α]carbazoles from the derivatives of readily available 2-phenylindole and bio-renewable acetol in an aqueous biphasic system was developed. This protocol employed a sulfone-containing Bronsted acidic ionic liquid as the catalyst, which could be used for five times without a noticeable decrease in its activity and selectivity. Various substituted 2-phenylindoles and α-hydroxyketones participated in the reaction smoothly, with water as the sole byproduct. Mechanistically, the reaction involved the conventional carbon-nucleophile-induced Heyns-type rearrangement and downstream intramolecular olefination.
基金This work was supported by the Ministry of Science and Technology of China(No.2002CB613402)the National Natural Science Foundation of China(No.50433030).
文摘A series of conjugated copolymers derived from 9-ethylhexyl-2,7-carbazole(Cz)and 4,7-di(4-hexylthien-2-yl)- 2,1,3-benzothiadiazole(DHTBT)was synthesized by Suzuki polycondensation.The photo-and electro-luminescent properties of these polymers were investigated.Efficient energy transfer from the Cz segment to the DHTBT unit occurs even if the DHTBT content as low as 1 mol%.PL emission was red-shifted significantly from 645 nm to 700 nm with the increase in DHTBT content by 1-50 mol%.PL efficiencies decreased...
基金supported by the Funding Program for World-Leading Innovative R&D on Science and Technology(FIRST)from JSPSthe Fund from the Science and Technology Commission of Shanghai Municipality,China(Grant Nos.14DZ2280900 and 14XD1401800)the Natural Science Foundation of Shanghai(Grant No.15ZR1416600)
文摘In order to explore the novel application of the transparent hole-transporting material 5,10,15-tribenzyl-5Hdiindolo[3,2-a:3',2'-c]-carbazole(TBDI),in this article TBDI is used as an active layer but not a buffer layer in a photodetector(PD),organic light-emitting diode(OLED),and organic photovoltaic cell(OPV) for the first time.Firstly,the absorption and emission spectra of a blend layer comprised of TBDI and electron-transporting material bis-(2-methyl-8-quinolinate) 4-phenylphenolate(BAlq) are investigated.Based on the absorption properties,an organic PD with a peak absorption at 320 nm is fabricated,and a relatively-high detectivity of 2.44×10^(11) cm· Hz^(1/2)/W under 320-nm illumination is obtained.The TBDI/tris(8-hydroxyquinoline) aluminum(Alq_3) OLED device exhibits a comparable external quantum efficiency and current efficiency to a traditional 4,4-bis[N-(l-naphthyl)-N-phenyl-amino]biphenyl(α-NPD)/Alq_3 OLED.A C_(70)-based Schottky junction with 5 wt%-TBDI yields a power conversion efficiency of 5.0%,which is much higher than 1.7%for an α-NPD-based junction in the same configuration.These results suggest that TBDI has some promising properties which are in favor of the hole-transporting in Schottky junctions with a low-concentration donor.