化学08 (本1)某某某80711034毕业论文第一稿-参考模板

I密级：JINGGANGSHANUNIVERSITY本科毕业论文题目水杨醛缩对氨基水杨酸合三苯基氢氧化锡配合物的合成注意：参照本文，但不得抄袭本文学院化学化工学院专业化学班级化学08(本1)学号80711034姓名某某某指导教师方小牛起讫时间2012.9—2013.5教务处印制井冈山大学化学化工学院本科毕业论文i摘要本文以水杨醛、对氨基水杨酸、三苯基氢氧化锡为原料，用两种不同的方法合成了水杨醛缩对氨基水杨酸合三苯基氢氧化锡配合物，并进行了对比，通过红外光谱对其结构进行了初步表征。关键词：配合物；席夫碱；合成；红外光谱井冈山大学化学化工学院本科毕业论文iiAbstractAnewSchiffbasecomplexwaspreparedfromsalicylicaldehyde,aminosalicylicacidandtriphenyltinhydroxideinthearticle,viatwodifferentmethods,theirstructuresweredeterminedbyIR.Keywords:Complex；Schiffbase；Synthesis；IR井冈山大学化学化工学院本科毕业论文I目录摘要······························································································iAbstract····························································································ii目录······························································································I1引言·····························································································11.1席夫碱···················································································11.2有机锡化合物··········································································11.3有机锡席夫碱配合物·································································12实验部分·······················································································22.1仪器与试剂·············································································22.1.1仪器··············································································22.1.2试剂··············································································22.2实验方法················································································22.2.1路线一···········································································22.2.2路线二···········································································33结果和讨论····················································································43.1熔点测定················································································43.2红外光谱分析··········································································43.3结果讨论················································································84总结·····························································································8[参考文献]························································································9致谢····························································································10井冈山大学化学化工学院本科毕业论文11引言1.1席夫碱HugoSchiff在1864年首次描述通过两个等物质的量的醛和胺的缩合反应形成Schiffbase（席夫碱），距今已140年，其反应机理是：由含羰基的醛、酮类化合物与一级胺类化合物进行亲核加成反应，亲核试剂为胺类化合物，其化合物结构中带有孤对电子对的氮原子进攻羰基基团上带有正电荷的碳原子，完成亲核加成反应，形成中间物-羟基胺类化合物，然后进一步脱水形成Schiffbase[1]。席夫碱含有亚胺或甲亚胺特性基团（—RC=N—），遇水不稳定，其杂化轨道上的N原子具有孤对电子，赋予它重要的化学与生物学上的意义。同时，席夫碱是一类非常重要的配体，其合成相对容易，能灵活地选择各种胺类及带有羰基的不同醛或酮反应物进行反应[2]。1.2有机锡化合物分子中含有Sn-C键的金属有机化合物称为有机锡化合物。有机锡化合物通常以有机锡盐和烃基锡的形式存在，可分为四个系列，其用化学通式RnSnX4-n。其中，R为有机基团；X为负离子基团，如碘化物、溴化物、氢氧根等；n的数值为1-4[3]。有机锡化合物几乎不溶或难溶于水，少数易溶于某些有机溶剂，这可能与有机锡的结构特征有关。Sn-C键通常较弱且其极性极大，通常条件下有机锡化合物稳定性良好。室温下，Sn-C遇水较稳定；有机锡化合物对热也较稳定，通常可通过减压蒸馏提纯有机锡化合物。但在强酸或亲电试剂的化学环境中，Sn-C键不稳定，容易断裂[4]。由于有机锡化合物具有特殊的优异性能，在某些领域中的应用得到较快发展，并且每年都有数目巨大的研究论文发表。至今，有机锡化合物已广泛应用在不对称合成中的应用研究、农业生产、工业、药物化学等多个领域[5-6]。1.3有机锡席夫碱配合物有机锡席夫碱配合物具有抑菌、抗菌、杀菌、催化、抗病毒、抗癌、抗肿瘤等生物活性，在医药、催化、材料等方面具有广泛的应用[7-8]。水杨醛缩苯胺类席夫碱是具有多种生物活性的配体，其有机锡配合物的研究已有很多报道[9-10]。为进一步深入开展有机锡席夫碱配合物相关研究，本文以水杨醛、对氨基水杨酸、井冈山大学化学化工学院本科毕业论文2三苯基氢氧化锡为原料，合成水杨醛缩对氨基水杨酸合三苯基氢氧化锡配合物。设计了两条合成路线：路线一是先用水杨醛与对氨基水杨酸反应生成席夫碱，再将其与三苯基氢氧化锡配合形成配合物；路线二是以三苯基氢氧化锡与对氨基水杨酸形成配合物，再与水杨醛反应形成席夫碱配合物。在对产品进行物理特征表征和红外光谱表征的基础上，初步提出了产品的可能结构，并对两种合成路线进行了比较分析。2实验部分2.1仪器与试剂2.1.1仪器FA2004N电子天平（上海精密科学仪器有限公司）SZCL-3A数显智能控温磁力搅拌器（上海广英仪器有限公司）SHZ-D(Ⅲ)循环水式真空泵（上海东玺制冷仪器设备有限公司）RE-52A旋转蒸发仪（上海亚荣生化仪器厂）KQ-B玻璃仪器气流烘干器（北京中兴伟业仪器有限公司）WRS-2微机熔点仪（上海精密科学仪器有限公司）Avatar370红外光谱仪回流冷凝管2.1.2试剂对氨基水杨酸（分析纯），水杨醛（化学纯），Ph3SnOH（分析纯），无水乙醇，无水甲苯，DMF等。2.2实验方法2.2.1路线一井冈山大学化学化工学院本科毕业论文3第一部分：席夫碱的合成将0.4592g（3mmol）对氨基水杨酸、0.3712g（3mmol）的水杨醛混合反应，加入30ml的无水乙醇溶解，85℃加热搅拌回流2h。过滤后旋转蒸发，加入石油醚，震荡后减压抽滤，干燥得黄色结晶性粉末（LBQ01）0.1831g。收率23.7%。第二部分：配合物的合成将0.3524g（1.4mmol）上一步合成席夫碱产品，0.5141g（1.4mmol）Ph3SnOH混合，加入40mL的无水甲苯溶解。130℃加热搅拌回流6h，过滤后旋转蒸发，加入石油醚，振荡后减压抽滤，干燥得黄色固体粉末（LBQ02）0.1591g。收率18.7%。2.2.2路线二井冈山大学化学化工学院本科毕业论文4第一部分：配合物的合成取0.3680g（1mmol）的Ph3SnOH、0.1541g（1mmol）的对氨基水杨酸，加40ml无水甲苯溶解，在130℃加热搅拌回流6h，趁热过滤后旋转蒸发，加石油醚，震荡减压抽滤，干燥后得到黄色固体（LBQ03）0.2915g。收率58.0%。第二部分：席夫碱的合成取0.4215g（0.84mmol）上一步做的配合物产品、0.1221g（1mmol）的水杨醛混合，加入20ml的无水乙醇，20ml的DMF，在110℃的温度下加热搅拌回流2h。趁热过滤后旋转蒸发，加入石油醚，振荡后减压抽滤，干燥得到黄色固体（LBQ04）0.3172g。收率62.3%。3结果和讨论3.1熔点测定通过熔点测定仪测定产品的熔点都高于280℃。3.2红外光谱分析756.941152.491226.391277.011384.231457.311488.041605.043377.1015202530354045505560657075%Transmittance5001000150020002500300035004000Wavenumbers(cm-1)图1LBQ01的红外光谱图井冈山大学化学化工学院本科毕业论文5456.40698.99731.11997.051073.941384.321427.881479.681630.733061.293442.0740455055606570758085%Transmittance5001000150020002500300035004000Wavenumbers(cm-1)图2LBQ02的红外光谱图444.66572.23657.67698.38731.34996.871073.901388.881427.871479.633038.103061.683415.46-100102030405060708090100%Transmittance5001000150020002500300035004000Wavenumbers(cm-1)图3LBQ03的红外光谱图井冈山大学化学化工学院本科毕业论文6456.25698.85731.31996.991023.7