【作者】 张洋；

【导师】 葛春华；

【作者基本信息】 辽宁大学 ， 有机化学， 2013， 硕士

【摘要】 本文主要进行了3-氨基苯硼酸希夫碱及衍生物的合成、结构及性质等方面的研究。利用5-硝基水杨醛与3-氨基苯硼酸反应获得3-[(2-羟基-5-硝基苯基)亚甲基]氨基苯硼酸(化合物1)。化合物1与二乙醇胺反应得到3-[(2-羟基-5-硝基苯基)亚甲基]氨基苯硼酸-二乙醇胺酯(化合物2)。化合物1和2经过红外光谱、元素分析、核磁氢谱等测试研究,并测定了2的晶体结构。单晶结构分析表明,晶体属于四方晶系,Pca21空间群。2的晶胞参数：a=19.5516(19)A,b=4.8474(5) A,c=19.3396(19)A,a=90.00°,β=90.00(2)°,γ=90.00°.,Z=4,F(000)=824.0, RI=0.0525,wR2=0.0849.以化合物1+ARS,化合物2+ARS为研究体系,测定了荧光光谱。化合物1+ARS体系的测试条件：化合物1的浓度为3×10-2mol/L,ARS的浓度为7×10-4 mol/L,溶剂为DMF。随着化合物1的增加,体系的荧光强度随之增加,表明化合物1有游离的硼酸基团。化合物2+ARS体系的测试条件：化合物2的浓度为3×10-2mol/L,ARS的浓度为7×10-4mol/L,溶剂为DMF。结果表明随着化合物2的增加,体系的荧光强度无明显变化,说明化合物2没有游离的硼酸基团。通过对化合物1等相似结构的分子进行了理论计算,研究了电子密度、轨道能量等。利用2-吡啶甲醛与3-氨基苯硼酸反应获得3-[(2-吡啶)亚甲基]氨基苯硼酸(化合物3)。由化合物3和水杨醛缩乙醇胺Schiff碱得到化合物4、与水杨醛缩异丙醇胺Schiff碱反应得到化合物5,并对上述化合物进行了相关研究。更多还原

【Abstract】 In this article, we have synthesized the 3-aminophenylboronic acid Schiff base and derivatives and introduced the structure and the properties of these material.Using 5-nitrosaicylaldehyde and 3-aminophenylboronic acid got 3-[(2-hydroxy-5-nitrophenyl)methylene] aminophenylboronic acid (compound 1). Compound 1 and diethanolamine were reactioned to get a 3-[(2-hydroxy-5-nitrophenyl)methylene]aminophenylboronic-diethanolamine ester compound (2). Characterization of Compound 1 and 2 have tested through infrared spectrum, element analysis, and hydrogen nuclear magnetic spectra, and the crystal structure of 2 aslo have tested. Single crystal structure analysis showed that the crystal belongs to tetragonal crystal system, Pca21 space group.1 A of the crystal cell parameters:a= 19.5516(19) A, b= 4.8474(5) A, c= 19.3396(19) A, a= 90.00 °,β= 90.00(2)°,γ= 90.00°, Z= 4, F(000)= 824.0, R1=0.0525, wR2= 0.0849. With compound 1+ARS, compound 2+ARS as the research system, their fluorescent properties were measured. Test condition of compounds 1+ARS system:the concentration of the compounds 1 is 3×10-2mol/L, the concentration of the ARS is 7×10-4 mol/L, all the solvent is DMF. With the increase of compound 1 in the system, the fluorescence intensity of the system is increased, showed that compound 1 have free boric acid groups. Test condition of compounds 2+ARS system:the concentration of the compound 2 is 3 ×10=2 mol/L, the concentration of the concentration of the ARS is 7×10-4 mol/L, all the solvent is DMF. Results show that with the increase of compound 2, the fluorescence intensity of the system has no obvious change, this shows that compound 2 doesn’t have free boric acid group.In this article, we have carried on the theoretical calculation of the similar structure compared with the compound 1, and have studied the electron density, orbital energy, etc.This paper, by using Pyridine-2-carboxaldehyde and 3-aminophenylboronic acid to obtain 3-[(2-pyridine)methylene] aminophenylboronic acid (compound 3). By using compound 3 and salicylaldehyde shrinkage ethanol amine Schiff base to obtain compound 4, and salicylaldehyde shrinkage isopropyl alcohol amine Schiff base to obtain compound 5 respectively. And studied the compounds.更多还原