Synthesis And Oxygenase Catalytic Activity Of Schiff-base Copper Complexes

Dye pollutants has become one of the major sources of pollution in China.Most of the dye pollutants are aromatic compounds, which are difficult to degradation with the old method. The enzyme method has good prospects in the synthetic dye decolorization. But the method is difficult to industrialize because it is difficult to obtaine and stable in different condition. Enzyme mimic studies provide a basis to solve the deficiency of the natural enzyme. Schiff base metal complexes and copper complexes had been used as model compounds. In this thesis,the Schiff base derivatives and their complexes with Cu2+were prepared and their coplexes properties were investigated. The results and conclusions were listed as following.1. Ten Schiff base derivatives were synthesized and characterized by melt point, IR spectra and1HNMR spectra. The reaction conditions of compound1,2,3were optimized. The best catalyst for the compound1and compound3is Na2CO3, NaOH is the best catalyst for the compound2. The reaction between aminoacetic acid methyl ester and salicylaldehyde were studied. The compound4was obtained from aminoacetic acid methyl ester and salicylaldehyde at-10℃with molar ratio n aminoacetic acid methyl ester:n saiicylaldehyde=1:1. The compound5was prepared from aminoacetic acid methyl ester and salicylaldehyde at refluxing with molar ratio n aminoacetic acid methyl ester:n salicylaldehyde"1:2.2. The coordination reaction of the above Schiff base and CuCl2were studied. And ten Cu2+complexes with Schiff base were obtained and characterized by IR spectra and elemental analysis. It is found that complexe3and complexe7were dinuclear complexes, the other seven complexes are mononuclear complexes. The structure was deduced.3. At room temperature, the hydroxylation of phenol was investigated in the presence of H2O2and the complexes by HPLC method. The products of the hydroxylation and degradation were maleic acid, pyruvic acid, hydroquinone, pyrocatechol,or benzoquinone. The results show that all the complexes could be used as enzyme model compound. The route of the hydroxylation of phenol was deduced. And the possible catalytic mechanism of complexes was deduced.4. At room temperature,the hydroxylation of methyl orange was investigated in the presence of H2O2and complexes by UV-Vis and HPLC method. The products of the hydroxylation and degradation were maleic acid, pyruvic acid, hydroquinone, pyrocatechol or benzoquinone. The results show that all the complexes could be used as enzyme model compound. The route of decolorization and degradation of methyl orange was deduced.