Synthesis And Luminescence Properties Of Benzamide Derivatives And Their Complexes With Europium

With unusual characteristics of simple synthesitic methods, changeable structures and adjustable terminal groups, amide ligands have high selectivety and good regulatory to lanthanide ions. Thirteen new benzamide derivatives and ten complexes with novel structure and excellent luminescent properties have been synthesized in this paper. This work contains four parts as follows:(1) Six new compounds N-benzyl-2-(substituted acyloxy)benzamide with esters have been synthesized with benzamide as the basic framework. All benzamide derivatives and their intermediates have been characterized by 1H NMR, MS, elemental analysis and FT-IR spectrum.(2) Six new fluorescence complexes of Europium with the ligands of N-benzyl-2-(substituted acyloxy)benzamides have been synthesized. Molecular compositions and strctures were characterized with EDTA titrimetric methods, molar conductance analysis, elemental analysis, FT-IR and UV spectrum analysis, thermal analysis and so on. The luminescence properties of the complexes have also been investigated. Results showed that the ligands with ester group have high selectivety and coordinations to europium ions. The complexes Eu-N-benzyl-2-(benzoyloxy)benzamide, Eu-N-benzyl-2-(p-methyl-benzoyloxy)benzamide, Eu-N-benzyl-2-(p-chloro-benzoyloxy) benzamide, Eu-N-benzyl-2-(p-methoxyl-benzoyloxy)benzamide, Eu-N-benzyl-2-(3-chloro-benzoyloxy)benzamide showed red fluorescence with good single properties and high luminescence intensities. And another complex Eu-N-benzyl-2-(phenyl-acetoxy)benzamide showed green fluorescence which was emittde by N-benzyl-2-(phenyl-acetoxy)benzamide. This study showed that the difference among the complexes leads to the different color of the luminescence properties.(3) Seven new compounds with imino groups have been synthesized with benzamide as the basic framework. All benzamide derivatives and their intermediates have been characterized by 1H NMR, MS, elemental analysis and FT-IR spectrum.(4) Four new fluorescence complexes of Europium with the ligands N-benzyl-2-(aryliminocarbamoylmethoxy)benzamide have been synthesized. Their molecular compositions and strctures were characterized by EDTA titrimetric methods, molar conductance analysis, elemental analysis, FT-IR and UV spectrum analysis, thermal studies and so on. The luminescence properties of the comlexes have also been investigated. Results showed that four complexes with ligands N-benzyl- 2-(3-nitro-benzyliminocarbamoylmethoxy)benzamide, N-benzyl-2-(4-methoxyl-ben zyliminocarbamoylmethoxy)benzamide,N-benzyl-2-(4-hydrox-yl-benzyliminocarb-amoylmethoxy)benzamide, N-benzyl-2-(benzyliminoarbamoylmethoxy)benzamide possess excellent stabilities. And the flourescence spectucm results showed that they all admitted the flourescence of the ligands. It is Europium who enhanced the luminescence intensity of ligands.