一种希夫碱配合物的制备及光学性能研究
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摘要
合成了一种新型的希夫碱配体—缩肼基硫代甲酸苄酯三苯胺甲醛(L)及Cu L2配合物。其结构经红外光谱和元素分析表征,研究了配体与配合物的电子吸收光谱和荧光光谱性质,结果表明:配合物在二氯甲烷溶剂中有很高的荧光量子产率为0. 30及紫外-可见光区有很强的吸收。
A novel Schiff base ligand,benzyl thiobenzylatetrianiline formaldehyde( L) and Cu L2 complexes were synthesized. Its structure was characterized by IR and elemental analysis.The electron absorption spectra and fluorescence spectra properties of ligand and complexes were also measured. The results showed that the complexes in dichloromethane solvents fluorescence quantum yield was 0. 30 and had a strong absorption in ultraviolet-visible area.
A novel Schiff base ligand,benzyl thiobenzylatetrianiline formaldehyde( L) and Cu L2 complexes were synthesized. Its structure was characterized by IR and elemental analysis.The electron absorption spectra and fluorescence spectra properties of ligand and complexes were also measured. The results showed that the complexes in dichloromethane solvents fluorescence quantum yield was 0. 30 and had a strong absorption in ultraviolet-visible area.
引文
[1]党西妹,李刚,何玉凤,等.白蛋白结合希夫碱铜配合物及抗氧自由基性能[J].化学研究与应用,2012,24(8):1 217-1 220.
[2]Comerford J D,Ingram I D V,North M,et al.Sustainable metal-basedcatalysts for the synthesis of cyclic carbonates containing five-membered rings[J]. Green Chem,2015,46(23):1 966-1 987.
[3]Fiorani G,Guo W,Kleij A W. Sustainable conversion of carbon dioxide:the advent of organocatalysi[J]. Green Chem,2015,17(3):1 375-1 389.
[4]苏红玉,刘琳,张强,等.席夫碱自组装膜对铜的缓蚀性能研究[J].化学研究与应用,2018,30(8):1 293-1 297.
[5]Shi W,Chen Y.B; Chen X,et al.Simple-structured hydrazinecarbothioamide derivatived dual-channel optical probe for Hg2+and Ag+[J].J Lumin,2016,174:56-62.
[6]Esplugas S,Gimenez J,Contreras S,et al. Comparison of different advanced oxidation processes for phenol degradation[J].Wat Res,2002,36(4):1 034-1 042
[7]Forte G,Bocca B,Peruzzu A,et al.Blood metals concentration in type 1 and type 2 diabetics[J]. Biol Trace Elem Res,2013,156(1-3):79-90.
[8]叶行培,王冠杰,潘鹏,等.两个含吡咯环酰腙配体的Cu(Ⅱ)配合物的合成、晶体结构和生物活性[J].无机化学学报,2014,30(12):2 789-2 795.
[9]朱少萍,赵波,乐传俊.两种偶氮席夫碱类化合物的合成与变色性能研究[J].化工新型材料,2012,40(11):94-97.
[10]胡凯明,钱鹰.新型三苯胺树枝分子的合成及荧光发射性质[J].功能材料,2011,42(2):210-213.
[11]Xiang H F,Cheng J H,MaX F,et al. Near-infrared phosphorescence:materials and applications[J]. Chem SocRev,2013,42:6 128-6 185.
[12]Luo J Y,Lu S J,Gan G L,et al.Luminescence quenching behavior of[Ru(bpy)2(dppz)2+-DNA/Cd S/ITO electrode controlledsynchronically by copper(II)ion and external electric field[J].J Photochem Photobiol A:Chem,2014,282:25-32.
[13]Luo X Z,Wang X F,Wu S X.Strong blue fluorescence emitted stable monolayer formed in organic solvents by a coordination polymer with long-chained bis-Schiff base[J].J Coll Int Sci,2003,258(2):32-434.
[14]李小芳,冯小强,杨声.席夫碱Cu(II)配合物与鲱鱼精DNA的相互作用研究[J].化学研究与应用,2014,26(3):409-412.
[15]Wang X C,Tian X H,Zhang Q,et al.Assembly,two-photon absorption and bioimaging of living cells of a cuprous cluster[J].Chem Mater,2012,24(5):954-961.
[16]Krzyztoo S,Stefan L. Electrogenerated luminescence of chosen lanthanide complexes at stationary oxide-covered aluminum electrode[J]. J Alloys Compd,2008,451(1-2):81-83.
[17]Grabowski Z R,Rotkiewicz K,Rettig W.Structural changes accompanying intramolecular electron transfer:focus on twisted intramolecular change-transfer states and structures[J].Chem Rev,2003,103:3 899-4 032.
[18]Wang P,Zakeerudin M S,Moser J E,et al. Stable new sensitizer with improved light harvesting for nano crystalline dye-sensitized solar cells[J]. Adv Mater,2004,16(20):1 806-1 811.
[19]Wang P,Klein C,Humphry-Baker R,et al.A high molar extinction coefficient sensitizer for stable sensitized solar cells[J].J Am Chem Soc,2005,127(3):808-809.
[20]苏新立,贾真,刘秋平,等.水杨醛缩肼基二硫代甲酸苄酯类Schiff碱配体的合成[J].化学试剂,2011,33(6):500-502.
[21]刘道富,蒋雪月,薛照明.五种具有荧光性能的新型配合物的合成[J].涂料工业,2006,36(9):4-7.
[22]West DX,Liberta A E,Padhye S B,et al.Thiosemicarbazone complexes of copper(II):structural andbiological studies[J].Coord Chem Revs,1993,123(1-2):49-71.
[23]Akinchan N T,Akinchan R,Ibok U J,et al. Synthesis,spectroscopic characterization of thiosemicarbazone complexes of nickel(II)and X-ray structures of anisaldehyde thiosemicarbazone(ATSZH)and bis(tolu-aldehyde thiosemicarbazonato)nickel(II)[J]. Cryst Spectr Res,1992,22(6):741-753.
[24]El-ShehryM F,Abu-Hashem AA,EL-TelbaniEM.Synthesis of 3-((2,4-dichlorophenoxy)methyl)-1,2,4-triazolo(thiadiazoles and thiadiazines)as anti-inflammatory and molluscicidal agents[J].Eur J Med Chem,2010,45(5):1 906-1 911.
[25]赵雪松,Hossain Abul Monsur Showkot,王慧,等.4-吡啶甲醛氨基硫代酸酯的合成及其光学性质[J].合成化学,2014,22(4):540-543.
[26]Zuo J L,Yang J X,Wang F Z,et al.2,6-diphenylpyridine-based organic emitter for electroluminescent device[J].J Photo Chphotobio A,2008,199(2-3):322-329.
[27]陈建,王泽学,杨发福,等.具有芳香大共轭体系的新型三聚氯氰衍生物的合成及性能[J].广州化工,2012,40(24):55-57.
[28]陈士昆,赵祥华,吴杰颖,等.β-双酮三苯基膦混配铜(Ⅰ)配合物的合成、晶体结构及荧光性质[J].应用化学,2012,29(3):280-284.
[2]Comerford J D,Ingram I D V,North M,et al.Sustainable metal-basedcatalysts for the synthesis of cyclic carbonates containing five-membered rings[J]. Green Chem,2015,46(23):1 966-1 987.
[3]Fiorani G,Guo W,Kleij A W. Sustainable conversion of carbon dioxide:the advent of organocatalysi[J]. Green Chem,2015,17(3):1 375-1 389.
[4]苏红玉,刘琳,张强,等.席夫碱自组装膜对铜的缓蚀性能研究[J].化学研究与应用,2018,30(8):1 293-1 297.
[5]Shi W,Chen Y.B; Chen X,et al.Simple-structured hydrazinecarbothioamide derivatived dual-channel optical probe for Hg2+and Ag+[J].J Lumin,2016,174:56-62.
[6]Esplugas S,Gimenez J,Contreras S,et al. Comparison of different advanced oxidation processes for phenol degradation[J].Wat Res,2002,36(4):1 034-1 042
[7]Forte G,Bocca B,Peruzzu A,et al.Blood metals concentration in type 1 and type 2 diabetics[J]. Biol Trace Elem Res,2013,156(1-3):79-90.
[8]叶行培,王冠杰,潘鹏,等.两个含吡咯环酰腙配体的Cu(Ⅱ)配合物的合成、晶体结构和生物活性[J].无机化学学报,2014,30(12):2 789-2 795.
[9]朱少萍,赵波,乐传俊.两种偶氮席夫碱类化合物的合成与变色性能研究[J].化工新型材料,2012,40(11):94-97.
[10]胡凯明,钱鹰.新型三苯胺树枝分子的合成及荧光发射性质[J].功能材料,2011,42(2):210-213.
[11]Xiang H F,Cheng J H,MaX F,et al. Near-infrared phosphorescence:materials and applications[J]. Chem SocRev,2013,42:6 128-6 185.
[12]Luo J Y,Lu S J,Gan G L,et al.Luminescence quenching behavior of[Ru(bpy)2(dppz)2+-DNA/Cd S/ITO electrode controlledsynchronically by copper(II)ion and external electric field[J].J Photochem Photobiol A:Chem,2014,282:25-32.
[13]Luo X Z,Wang X F,Wu S X.Strong blue fluorescence emitted stable monolayer formed in organic solvents by a coordination polymer with long-chained bis-Schiff base[J].J Coll Int Sci,2003,258(2):32-434.
[14]李小芳,冯小强,杨声.席夫碱Cu(II)配合物与鲱鱼精DNA的相互作用研究[J].化学研究与应用,2014,26(3):409-412.
[15]Wang X C,Tian X H,Zhang Q,et al.Assembly,two-photon absorption and bioimaging of living cells of a cuprous cluster[J].Chem Mater,2012,24(5):954-961.
[16]Krzyztoo S,Stefan L. Electrogenerated luminescence of chosen lanthanide complexes at stationary oxide-covered aluminum electrode[J]. J Alloys Compd,2008,451(1-2):81-83.
[17]Grabowski Z R,Rotkiewicz K,Rettig W.Structural changes accompanying intramolecular electron transfer:focus on twisted intramolecular change-transfer states and structures[J].Chem Rev,2003,103:3 899-4 032.
[18]Wang P,Zakeerudin M S,Moser J E,et al. Stable new sensitizer with improved light harvesting for nano crystalline dye-sensitized solar cells[J]. Adv Mater,2004,16(20):1 806-1 811.
[19]Wang P,Klein C,Humphry-Baker R,et al.A high molar extinction coefficient sensitizer for stable sensitized solar cells[J].J Am Chem Soc,2005,127(3):808-809.
[20]苏新立,贾真,刘秋平,等.水杨醛缩肼基二硫代甲酸苄酯类Schiff碱配体的合成[J].化学试剂,2011,33(6):500-502.
[21]刘道富,蒋雪月,薛照明.五种具有荧光性能的新型配合物的合成[J].涂料工业,2006,36(9):4-7.
[22]West DX,Liberta A E,Padhye S B,et al.Thiosemicarbazone complexes of copper(II):structural andbiological studies[J].Coord Chem Revs,1993,123(1-2):49-71.
[23]Akinchan N T,Akinchan R,Ibok U J,et al. Synthesis,spectroscopic characterization of thiosemicarbazone complexes of nickel(II)and X-ray structures of anisaldehyde thiosemicarbazone(ATSZH)and bis(tolu-aldehyde thiosemicarbazonato)nickel(II)[J]. Cryst Spectr Res,1992,22(6):741-753.
[24]El-ShehryM F,Abu-Hashem AA,EL-TelbaniEM.Synthesis of 3-((2,4-dichlorophenoxy)methyl)-1,2,4-triazolo(thiadiazoles and thiadiazines)as anti-inflammatory and molluscicidal agents[J].Eur J Med Chem,2010,45(5):1 906-1 911.
[25]赵雪松,Hossain Abul Monsur Showkot,王慧,等.4-吡啶甲醛氨基硫代酸酯的合成及其光学性质[J].合成化学,2014,22(4):540-543.
[26]Zuo J L,Yang J X,Wang F Z,et al.2,6-diphenylpyridine-based organic emitter for electroluminescent device[J].J Photo Chphotobio A,2008,199(2-3):322-329.
[27]陈建,王泽学,杨发福,等.具有芳香大共轭体系的新型三聚氯氰衍生物的合成及性能[J].广州化工,2012,40(24):55-57.
[28]陈士昆,赵祥华,吴杰颖,等.β-双酮三苯基膦混配铜(Ⅰ)配合物的合成、晶体结构及荧光性质[J].应用化学,2012,29(3):280-284.