偶氮苯水杨醛Schiff碱及金属配合物的合成与抗菌活性
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摘要
以水杨醛与苯胺为原料合成偶氮苯水杨醛,并进一步与邻氨基苯酚反应生成了相应的Schiff碱,Schiff碱再与锌(Ⅱ)、锰(Ⅱ)、铁(Ⅱ)三种金属离子络合得到三种金属配合物;采用元素分析、电导率测定、紫外光谱和红外拉曼光谱对Schiff碱及其金属配合物的结构进行表征.结果表明:合成的偶氮苯水杨醛缩邻氨基苯酚配体的结构与理论结构相符,且分别与锌(Ⅱ)、锰(Ⅱ)、铁(Ⅱ)离子配位形成了稳定的金属配合物.对配体及其配合物进行了抗菌活性测试,结果表明配合物的抗菌活性强于Schiff碱配体.
Azobenzene salicylaldehyde was synthesized with salicylaldehyde and aniline as raw materials.And the corresponding Schiff base was synthesized with the further reaction of o-aminophenol.Three kinds of meta1 complexes were prepared by complexing Zn(Ⅱ),Mn(Ⅱ)and Ni(Ⅱ)with the Schiff base.The structure of the Schiff base and its metal complexes were characterized by elemental analysis、electric conductance determination,UV spectra and infrared raman spectroscopy.The results show that the azobenzene salicylaldehyde o-aminophenol ligand structure match with the theoretical structure and the stable metal complexes were formed by complexing Zn(Ⅱ),Mn(Ⅱ)and Ni(Ⅱ)with the Schiff base.The antibacterial activity of the ligand and complexes were tested and the results showed that the antibacterial activity of the complexes was stronger than that of Schiff base ligand.
Azobenzene salicylaldehyde was synthesized with salicylaldehyde and aniline as raw materials.And the corresponding Schiff base was synthesized with the further reaction of o-aminophenol.Three kinds of meta1 complexes were prepared by complexing Zn(Ⅱ),Mn(Ⅱ)and Ni(Ⅱ)with the Schiff base.The structure of the Schiff base and its metal complexes were characterized by elemental analysis、electric conductance determination,UV spectra and infrared raman spectroscopy.The results show that the azobenzene salicylaldehyde o-aminophenol ligand structure match with the theoretical structure and the stable metal complexes were formed by complexing Zn(Ⅱ),Mn(Ⅱ)and Ni(Ⅱ)with the Schiff base.The antibacterial activity of the ligand and complexes were tested and the results showed that the antibacterial activity of the complexes was stronger than that of Schiff base ligand.
引文
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[3]樊莉莉,颜莉,赵吉寿.Schiff碱类化合物的合成与生物活性研究[J].云南民族大学学报(自然科学版),2010,19(4):294-297.
[4]PAWHCA D,MARSZALEK M,MYNAREZUK G.New unsymmetrical Schiff base Ni(Ⅱ)complexes as scafolds for dendritic and amino acid superstructure[J].New Chemi-stry,2004,22(28):1615-1621.
[5]ALIAKBAR D K,ALIREZA N C,KARLA F,et a1.Synthesis,characterization,crystal structure and theoretical studieson Schiff-base compound 6-[(5-Bromopyridin-2-y1)i-minome-thyl]phenol[J].Struct Chem,2010,21(1):153-155.
[6]王涛,李建章,魏磊,等.氮杂冠醚取代单Schiff碱过度金属配合物催化氧化对二甲苯研究[J]化学研究与应用,2012,24(7):1125-1133.
[7]贤景春.Schiff碱稀土配合物的合成及其对超氧离子的催化歧化作用[J].化学研究与应用,2010,22(4):479-485.
[8]关鲁雄,占晶晶,区叶秀.希夫碱缓蚀剂碳钢材料的缓蚀性能[J].应用化学,2010,27(6):716-724.
[9]KHATR P-K,JAIN S-L.Multiple Oxo-vanadium Schiff base containing cyclotriphospha-zene asa robust heterogeneous catalyst for regioselective oxidation of naphthols and p-henols to quinones[J].CatalLett,2012,142(8):1020-1023.
[10]陈瑶,陈嫚丽,张玲,等.两种希夫碱缓蚀剂对碳钢材料的缓蚀性能研究[J].化学研究与应用,2012,24(9):1348-1353.
[11]SHEHADEH M,MUHAMMAD A.Synthesis and metal ion cornplexation of acyclic Schiff base podands with lipophilic amide and ester end groups[J].Inclusion Phenom Macrocycl Chem,2011,70(1/2):135-137.
[12]KHUHAW M-Y,LANJWAIN S-N.High-performance liguid chromatographic determination of uranium using extraction and bis(salicyladehyde)tetramethylenediimine as co-mplexing reagent[J].Talanta,1995,42(5):1925-1928.
[13]GIROUSI S-T,GOLIA E-E,VOULGAROPOULOS A-N.Fluorometric determination of formaldehyde[J].Springer-Verlag,1997,358(3):667-668.