不对称缩氨基硫脲类小分子荧光探针的合成其性能研究
发布时间：2019-05-09 04:09
【摘要】：缩氨基硫脲及缩氨基脲类化合物具有特殊的结构和性质,这类物质由于含有硫元素,还有拥有孤对电子的氮原子,它们通常就像所谓的能抓住离子的钳子,很容易和此类化合物进行配位或反应。本论文主要以2-苯基-三苯胺甲醛及苯接-1,2,3-三氮唑-4-甲醛为荧光发色团,硫代碳酰肼及碳酰肼中的硫原子、氮原子为识别基团设计并合成了缩氨基硫脲及缩氨基脲类席夫碱荧光探针。主要对这些化合物进行了如下的内容研究:1.利用硫代碳酰肼和二苯基三苯胺甲醛为母体原料,将少量的氮-4-二苯氨基苯甲醛缓慢滴加至硫代碳酰肼的乙醇溶液中,通过控制滴加速度、反应温度等成功制得了探针M1(氮-(4-(二苯基氨基)亚苄基)硫代酰肼)。当向M1的VDMSO:VTris-HCl=8:2的溶液中加入Hg2+后,M1的紫外发生红移,且其荧光彻底淬灭。M1对Hg2+可检测到的最低浓度可达3.11×10-8 M。2.利用苯接-1,2,3-三氮唑-4-甲醛及硫代碳酰肼以类似方法合成了产物L1,然后,利用L1及M1为反应产物之一,分别向其中加入相同当量的邻羟基苯甲醛,成功制备了双边不对称缩合产物M2和M3。通过对其光学性质的测定发现M2对CN-有良好的识别能力,其检出限为7.6×10-8,而M3有光诱导的聚集效应,但不能专一性识别阴阳离子。3.利用2-萘硼酸和4-溴-1,2,3-三氮唑-4-甲醛为原料,通过Pd催化的偶联反应制得了产物L2。然后,用L2和硫代氨基脲为原料制得了探针M4,M4可以选择性识别Hg2+和Ag+,利用二者引起M3荧光增强的时间不同可以将二者区别开来。4.利用碳酰肼和二苯基三苯胺甲醛为原料,成功制得了单缩二氨基脲类席夫碱M5,合成方法类似于M1的制备。通过荧光和紫外测试后,发现其对Hg2+的检出下限可达3.68×10-8。
[Abstract]:Thiosemicarbazone and thiosemicarbazone compounds have special structures and properties. Because they contain sulfur and nitrogen atoms with solitary pairs of electrons, they are usually like so-called pliers that catch ions. It is easy to coordinate or react with such compounds. In this paper, 2-phenyl-triphenylamine formaldehyde and benzene-1, 2, 3-triazole-4-formaldehyde were used as fluorescent chromophore, sulfur atoms in thiocarbazide and carbazide. Thiosemicarbazone and thiourea Schiff base fluorescence probes were designed and synthesized by nitrogen atom as recognition group. The main contents of these compounds are as follows: 1. Using thiocarbazide and diphenyltriphenylamine formaldehyde as parent raw materials, a small amount of nitrogen-4-diphenylaminobenzaldehyde was slowly dripped into the ethanol solution of thiocarbazide by controlling the dripping rate. The probe M1 (N-(4-(diphenylamino) benzylidene) thiohydrazide) was prepared successfully at the reaction temperature. When Hg2 is added to the solution of M1 VDMSO:VTris-HCl=8:2, the UV of M1 shifts red, and its fluorescence is completely quenched. The minimum concentration of M1 to Hg2 can reach 3.11 脳 10 鈮，
本文编号：2472462
[Abstract]:Thiosemicarbazone and thiosemicarbazone compounds have special structures and properties. Because they contain sulfur and nitrogen atoms with solitary pairs of electrons, they are usually like so-called pliers that catch ions. It is easy to coordinate or react with such compounds. In this paper, 2-phenyl-triphenylamine formaldehyde and benzene-1, 2, 3-triazole-4-formaldehyde were used as fluorescent chromophore, sulfur atoms in thiocarbazide and carbazide. Thiosemicarbazone and thiourea Schiff base fluorescence probes were designed and synthesized by nitrogen atom as recognition group. The main contents of these compounds are as follows: 1. Using thiocarbazide and diphenyltriphenylamine formaldehyde as parent raw materials, a small amount of nitrogen-4-diphenylaminobenzaldehyde was slowly dripped into the ethanol solution of thiocarbazide by controlling the dripping rate. The probe M1 (N-(4-(diphenylamino) benzylidene) thiohydrazide) was prepared successfully at the reaction temperature. When Hg2 is added to the solution of M1 VDMSO:VTris-HCl=8:2, the UV of M1 shifts red, and its fluorescence is completely quenched. The minimum concentration of M1 to Hg2 can reach 3.11 脳 10 鈮，
本文编号：2472462
本文链接：https://www.wllwen.com/kejilunwen/huaxue/2472462.html
教材专著
