【作者】 刘建华；

【导师】 张向东；

【作者基本信息】 辽宁大学 ， 有机化学， 2012， 硕士

【摘要】 本文以3-酰胺基苯硼酸类化合物和Schiff碱为原料合成了 10种含氮硼配位键的硼酸酯类化合物,并对其进行了性质研究。本文用到的3-酰胺基苯硼酸类化合物为3-(苯甲酰胺基)苯基硼酸、3-(烟酰胺基)苯基硼酸、3-(异烟酰胺基)苯基硼酸。所用Schiff碱为水杨醛缩乙醇胺Schiff碱、水杨醛缩异丙醇胺Schiff碱、邻羟基苯乙酮缩乙醇胺Schiff碱、邻羟基苯乙酮缩异丙醇胺Schiff碱。本文以3-(苯甲酰胺基)苯基硼酸和水杨醛缩乙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 1a;3-(烟酰胺基)苯基硼酸和水杨醛缩乙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 2a;3-(异烟酰胺基)苯基硼酸和水杨醛缩乙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 3a;3-(苯甲酰胺基)苯基硼酸和水杨醛缩异丙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 1b;3-(烟酰胺基)苯基硼酸和水杨醛缩异丙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 2b;3-(异烟酰胺基)苯基硼酸和水杨醛缩异丙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 3b;3-(苯甲酰胺基)苯基硼酸和邻羟基苯乙酮缩乙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 1c;3-(烟酰胺基)苯基硼酸和邻羟基苯乙酮缩乙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 2c;3-(异烟酰胺基)苯基硼酸和邻羟基苯乙酮缩乙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 3c;3-(异烟酰胺基)苯基硼酸和邻羟基苯乙酮缩异丙醇胺Schiff碱在加热回流条件下用1:1比例混合的乙腈和二氯甲烷为溶剂合成了 3d。实验制备得到产物经过红外光谱、核磁共振氢谱、荧光光谱、热重分析、XRD、紫外透射、X-射线单晶衍射等分析手段进行了表征。核磁共振氢谱、元素分析证明产物中各组成成分物质的量比为1:1。红外光谱结果表明产物均含有氮硼配位键和硼氧共价键。上述结果证实产物均为氮硼配位型硼酸酯。荧光测试表明制备的产物均具有荧光特性,并且由于产物结构的差别使荧光强度有所不同,其中化合物1c、2c、3c的荧光强度相对较强。更多还原

【Abstract】 In this article,we synthesize 10 kinds of boric acid ester compounds containing nitrogen boron coordination bonds which are prepared from 3-Carboxamide boronic acid compounds and Schiff base,and study the properties of them.The 3-carboxamide boronic acid compounds used in this article are 3-(benzoyl amino)phenylboronic acid,3-(nicotinamide yl)phenyl boric acid,3-(isonicotinoyl amide)phenyl boric acid.The Schiff base used in this article are salicylaldehyde aminoethanol Schiff base,salicylaldehyde isopropanol amine Schiff base,o-hydroxyacetophenone reduction ethanolamine Schiff base,o-hydroxyacetophenone reduction isopropanol amine Schiff base.3-(Benzoyl amino)phenyl boronic acid and salicylaldehyde shrink ethanolamine Schiff base reflux with a 1:1 mixture of acetonitrile and dichloromethane solvent as the synthesis of 1a;3-(Nicotinamide base)phenyl boric acid and salicylaldehyde shrink ethanolamine Schiff base reflux using a 1:1 mixture of acetonitrile and dichloromethane solvent as the synthesis of 2a;3-(Isonicotinamide yl)phenyl boric acid and salicylaldehyde shrink the ethanolamine Schiff base was synthesized 3a by refluxing in a 1:1 mixture of acetonitrile and dichloromethane as the solvent;3-(Benzoyl amino)phenyl boronic acid and salicylaldehyde shrink isopropanol amine Schiff base reflux in a 1:1 mixture of acetonitrile and dichloromethane as the solvent synthesizing 1b;3-(Nicotinamide base)phenyl boric acid and salicylaldehyde shrink isopropanol amine Schiff base with a heated under refluxing conditions:a1:1 ratio of a mixture of acetonitrile and dichloromethane as the solvent,synthetize 2b;3-(Isonicotinoyl amide)phenyl boric acid and salicylaldehyde shrink isopropanol amine Schiff base mixed in a 1:1 ratio acetonitrile and dichloromethane solvent heating under refluxing conditions as the synthesis of 3b;3-(Benzoyl amino)phenyl boronic acid and o-hydroxyacetophenone reduction ethanolamine Schiff base reflux with a 1:1 ratio mixture of acetonitrile and dichloromethane solvent synthetizing 1c;3-(Nicotinamide yl)phenyl boric acid and o-hydroxyacetophenone reduction ethanolamine Schiff base reflux in a 1:1 mixture of acetonitrile and dichloromethane solvent as the synthesis of a 2c;3-(Isonicotinic amide)phenyl boric acid and o-hydroxyacetophenone ketal ethanolamine Schiff base reflux in a 1:1 mixture of acetonitrile and dichloromethane as the solvent synthesizing 3c;3-(Isonicotinamide yl)phenyl boronic acid and o-hydroxyphenyl b ketal isopropanol amine Schiff base reflux in a 1:1 ratio mixture of acetonitrile and dichloromethane as the solvent synthesizing 3d.The products which were synthesized from the experiments were characterized by IR spectroscopy,1H NMR,fluorescence spectroscopy,thermogravimetric analysis,were characterized by XRD,UV transmission,X-ray single crystal diffraction and any other analytical tools.1H NMR and elemental analysis show that the molar ratio of the composition of the substances in the product is 1:1.The infrared spectroscopy results show that the products contain nitrogen boron coordination bonds and boron-oxygen covalent bonds.These results confirmed that the products are all nitrogen boron coordination type boric acid ester.Fluorescence tests show that the products all have characteristic fluorescence,and the fluorescence intensity is different because of the different structure of the products,among them the fluorescence intensity compound lc,2c,3c of is relatively strong.更多还原