Three new chromophores with triphenylamine as molecular focal point bearing one, two, or three 4-(n-butyloxystyryl) group(s) at the periphery respectively, (named as T1, T2, and T3) have been synthesized and character...Three new chromophores with triphenylamine as molecular focal point bearing one, two, or three 4-(n-butyloxystyryl) group(s) at the periphery respectively, (named as T1, T2, and T3) have been synthesized and characterized. It is interesting to find that the fluorescence quantum yield increases from T1 (0.489), to T3 (0.535), and to T2 (0.628) in cyclohexane, meanwhile the lifetime for T3 is shorter than T1 and T2, which is an important characteristic for applications in light emitting diode. Also PMMA (polymethyl methacrylate) film doped with T3 gives stronger fluorescence than T1, and T2. Cyclic voltammetry showed that T3 exhibited lowest oxidation potential of 0.52 V vs SCE, suggesting its better hole-transport property.展开更多
以对氨基酚、对硝基氯苯、8-羟基喹啉、4-硝基邻苯二甲腈以及醋酸锌为主要原料,合成了不对称2(3)-[二(对硝基苯基)氨基苯氧基]-9(10),16(17),23(24)-三(8-喹啉氧)锌酞菁(TQPc).用核磁、红外、元素分析等表征TQPc以及前驱化合物结构,TQP...以对氨基酚、对硝基氯苯、8-羟基喹啉、4-硝基邻苯二甲腈以及醋酸锌为主要原料,合成了不对称2(3)-[二(对硝基苯基)氨基苯氧基]-9(10),16(17),23(24)-三(8-喹啉氧)锌酞菁(TQPc).用核磁、红外、元素分析等表征TQPc以及前驱化合物结构,TQPc的电子吸收光谱表现出了强烈的π-π*跃迁现象.利用紫外光谱研究了其N,N-二甲基甲酰胺(DMF)和CH2Cl2溶液的吸收光谱性质,结果表明在DMF中主要以单体的形式存在,浓度在0.223×10-5～2.587×10-5mol/L时,TQPc在CH2Cl2溶液中有二聚体的存在,经计算得到平衡常数为0.24×105L/mol.用循环伏安法研究了TQPc的氧化还原行为,结合差分伏安数据计算了能级结构,LUMO(-1.04 V vs SCE)和HOMO(0.78 V vs SCE)与纳米TiO2导带能级匹配,可作为性能较好的电荷传输材料用于染料敏化太阳能电池.展开更多
Functional organic dyes have promising prospect in dye-sensitized solar cells as a crucial element, of which sensitizers based on donor-π-acceptor are the most important dyes. On the basis of the structures of the ar...Functional organic dyes have promising prospect in dye-sensitized solar cells as a crucial element, of which sensitizers based on donor-π-acceptor are the most important dyes. On the basis of the structures of the aromatic amine donors such as triphenylamine and indoline, this paper reviews the photoelectric conversion properties of organic sensitizers since 2008, and highlights research work in our laboratory in this area.展开更多
A novel fluorene derivative containing triphenylamine groups, 2,7-bis[4-（diphe- nylamino）-phenyl]fluorene （C49H36N2, Mr = 652.80）, was synthesized via Suzuki coupling reaction （yield： 19%） and its crystal struc...A novel fluorene derivative containing triphenylamine groups, 2,7-bis[4-（diphe- nylamino）-phenyl]fluorene （C49H36N2, Mr = 652.80）, was synthesized via Suzuki coupling reaction （yield： 19%） and its crystal structure was determined by single-crystal X-ray diffraction. It crystallizes in triclinic, space group P1 with a = 9.320（4）, b = 11.250（6）, c = 17.369（6） A, a = 88.035（3）, β = 86.450（5）, γ = 73.524（5）°. V= 1742.8（13）A3, Z = 2, Dc = 1.244 g/cm3, p（MoKa） = 0.072 mm-1, F（000） = 688, S = 1.095, the final R = 0.0616 and wR = 0.1878. It presents a linear framework constituted by a linkage of fluorene as a bridge and two triphenylamine groups. Its spectral and electrochemical properties were studied by UV-Vis absorption, fluorescence spectroscopy and cyclic voltammetry （CV）. This compound can emit intense blue fluorescence with a peak wavelength of 446 nm and a full width at half maximum （FWHM） of 38 nm under UV excitation at 350 nm in film. The highest occupied molecular orbital （HOMO） energy level, the lowest unoccupied molecular orbital （LUMO） energy level and optical band gap （Eg） of the title compound are -5.46, -2.57 and 2.89 eV, respectively.展开更多
A new acid-base fluorescent switch containing both imidazo[4,5-f][1,10]-phenanthroline and triphenylamine groups has been synthesized.Its fluorescence emissions and absorptions can be reversibiy changed through proton...A new acid-base fluorescent switch containing both imidazo[4,5-f][1,10]-phenanthroline and triphenylamine groups has been synthesized.Its fluorescence emissions and absorptions can be reversibiy changed through protonation/deprotonation of imidazole and amine moiety by controlling the intramolecular charge transfer（ICT） process,leading to off-on-off fluorescent molecular switching.展开更多
Self-assembly post-modification has proven to be an efficient strategy to build higher-order supramolecular architectures and functional materials. In this study, we successfully realized the construction＇of a new fa...Self-assembly post-modification has proven to be an efficient strategy to build higher-order supramolecular architectures and functional materials. In this study, we successfully realized the construction＇of a new family of neutral supramolecular polymeric films containing well-defined metallacycles as the main scaffolds through combination Of coordination-driven self-assembly with post-electropolymerization. The obtained neutral polymeric materials were fully characterized by the cyclic voltammogram （CV）, SEM, and TEM. The thickness of the films was able to be well regulated by the number of scanning cycles. Moreover, we found that the shape of the metallacycles and the number of triphenylamine moieties played important roles in the formation of the final polymer films. We believe that the introduction of the neutral metallacycles into the final polymer structures not only enriches the library of supramolecular polymeric films but also provides a new platform to study neutral molecule detection, separation, and capture.展开更多
基金supported by the National Natural Science Foundation of China(Grant No.50273024)the Natural Foundation of Jiangsu Province(Grant No.BK2002041)the Foundation of Jiangsu Province Education Committee(Grant No.02KJB430001)
文摘Three new chromophores with triphenylamine as molecular focal point bearing one, two, or three 4-(n-butyloxystyryl) group(s) at the periphery respectively, (named as T1, T2, and T3) have been synthesized and characterized. It is interesting to find that the fluorescence quantum yield increases from T1 (0.489), to T3 (0.535), and to T2 (0.628) in cyclohexane, meanwhile the lifetime for T3 is shorter than T1 and T2, which is an important characteristic for applications in light emitting diode. Also PMMA (polymethyl methacrylate) film doped with T3 gives stronger fluorescence than T1, and T2. Cyclic voltammetry showed that T3 exhibited lowest oxidation potential of 0.52 V vs SCE, suggesting its better hole-transport property.
文摘以对氨基酚、对硝基氯苯、8-羟基喹啉、4-硝基邻苯二甲腈以及醋酸锌为主要原料,合成了不对称2(3)-[二(对硝基苯基)氨基苯氧基]-9(10),16(17),23(24)-三(8-喹啉氧)锌酞菁(TQPc).用核磁、红外、元素分析等表征TQPc以及前驱化合物结构,TQPc的电子吸收光谱表现出了强烈的π-π*跃迁现象.利用紫外光谱研究了其N,N-二甲基甲酰胺(DMF)和CH2Cl2溶液的吸收光谱性质,结果表明在DMF中主要以单体的形式存在,浓度在0.223×10-5～2.587×10-5mol/L时,TQPc在CH2Cl2溶液中有二聚体的存在,经计算得到平衡常数为0.24×105L/mol.用循环伏安法研究了TQPc的氧化还原行为,结合差分伏安数据计算了能级结构,LUMO(-1.04 V vs SCE)和HOMO(0.78 V vs SCE)与纳米TiO2导带能级匹配,可作为性能较好的电荷传输材料用于染料敏化太阳能电池.
基金supported by the National Natural Science Foundation of China (2116110444 and 21172073)National Basic Research Program of China (973 Project, 2011CB808400)+1 种基金the Fundamental Research Funds for the Central Universities (WJ0913001)Scientific Committee of Shanghai (10520709700)
文摘Functional organic dyes have promising prospect in dye-sensitized solar cells as a crucial element, of which sensitizers based on donor-π-acceptor are the most important dyes. On the basis of the structures of the aromatic amine donors such as triphenylamine and indoline, this paper reviews the photoelectric conversion properties of organic sensitizers since 2008, and highlights research work in our laboratory in this area.
基金supported by the National Natural Science Foundation of China (Nos. 20805024, and 20971075)the Foundation of the Education Department of Zhejiang Province (No. Y201016284)+2 种基金the Ningbo Municipal Natural Science Foundation (No. 2010A610146)the research foundation of Ningbo University (No. xkl071)the K. C. Wong Magna Fund in Ningbo University
文摘A novel fluorene derivative containing triphenylamine groups, 2,7-bis[4-（diphe- nylamino）-phenyl]fluorene （C49H36N2, Mr = 652.80）, was synthesized via Suzuki coupling reaction （yield： 19%） and its crystal structure was determined by single-crystal X-ray diffraction. It crystallizes in triclinic, space group P1 with a = 9.320（4）, b = 11.250（6）, c = 17.369（6） A, a = 88.035（3）, β = 86.450（5）, γ = 73.524（5）°. V= 1742.8（13）A3, Z = 2, Dc = 1.244 g/cm3, p（MoKa） = 0.072 mm-1, F（000） = 688, S = 1.095, the final R = 0.0616 and wR = 0.1878. It presents a linear framework constituted by a linkage of fluorene as a bridge and two triphenylamine groups. Its spectral and electrochemical properties were studied by UV-Vis absorption, fluorescence spectroscopy and cyclic voltammetry （CV）. This compound can emit intense blue fluorescence with a peak wavelength of 446 nm and a full width at half maximum （FWHM） of 38 nm under UV excitation at 350 nm in film. The highest occupied molecular orbital （HOMO） energy level, the lowest unoccupied molecular orbital （LUMO） energy level and optical band gap （Eg） of the title compound are -5.46, -2.57 and 2.89 eV, respectively.
基金the financial support of the State National Natural Science Foundation of China (No.50325311)National 863 Project Foundation of China(No.2007AA10Z334)
文摘A new acid-base fluorescent switch containing both imidazo[4,5-f][1,10]-phenanthroline and triphenylamine groups has been synthesized.Its fluorescence emissions and absorptions can be reversibiy changed through protonation/deprotonation of imidazole and amine moiety by controlling the intramolecular charge transfer（ICT） process,leading to off-on-off fluorescent molecular switching.
文摘Self-assembly post-modification has proven to be an efficient strategy to build higher-order supramolecular architectures and functional materials. In this study, we successfully realized the construction＇of a new family of neutral supramolecular polymeric films containing well-defined metallacycles as the main scaffolds through combination Of coordination-driven self-assembly with post-electropolymerization. The obtained neutral polymeric materials were fully characterized by the cyclic voltammogram （CV）, SEM, and TEM. The thickness of the films was able to be well regulated by the number of scanning cycles. Moreover, we found that the shape of the metallacycles and the number of triphenylamine moieties played important roles in the formation of the final polymer films. We believe that the introduction of the neutral metallacycles into the final polymer structures not only enriches the library of supramolecular polymeric films but also provides a new platform to study neutral molecule detection, separation, and capture.
