【摘要】：縮氨基硫脲及縮氨基脲類化合物具有特殊的結(jié)構(gòu)和性質(zhì),這類物質(zhì)由于含有硫元素,還有擁有孤對(duì)電子的氮原子,它們通常就像所謂的能抓住離子的鉗子,很容易和此類化合物進(jìn)行配位或反應(yīng)。本論文主要以2-苯基-三苯胺甲醛及苯接-1,2,3-三氮唑-4-甲醛為熒光發(fā)色團(tuán),硫代碳酰肼及碳酰肼中的硫原子、氮原子為識(shí)別基團(tuán)設(shè)計(jì)并合成了縮氨基硫脲及縮氨基脲類席夫堿熒光探針。主要對(duì)這些化合物進(jìn)行了如下的內(nèi)容研究:1.利用硫代碳酰肼和二苯基三苯胺甲醛為母體原料,將少量的氮-4-二苯氨基苯甲醛緩慢滴加至硫代碳酰肼的乙醇溶液中,通過(guò)控制滴加速度、反應(yīng)溫度等成功制得了探針M1(氮-(4-(二苯基氨基)亞芐基)硫代酰肼)。當(dāng)向M1的VDMSO:VTris-HCl=8:2的溶液中加入Hg2+后,M1的紫外發(fā)生紅移,且其熒光徹底淬滅。M1對(duì)Hg2+可檢測(cè)到的最低濃度可達(dá)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類似方法合成了產(chǎn)物L(fēng)1,然后,利用L1及M1為反應(yīng)產(chǎn)物之一,分別向其中加入相同當(dāng)量的鄰羥基苯甲醛,成功制備了雙邊不對(duì)稱縮合產(chǎn)物M2和M3。通過(guò)對(duì)其光學(xué)性質(zhì)的測(cè)定發(fā)現(xiàn)M2對(duì)CN-有良好的識(shí)別能力,其檢出限為7.6×10-8,而M3有光誘導(dǎo)的聚集效應(yīng),但不能專一性識(shí)別陰陽(yáng)離子。3.利用2-萘硼酸和4-溴-1,2,3-三氮唑-4-甲醛為原料,通過(guò)Pd催化的偶聯(lián)反應(yīng)制得了產(chǎn)物L(fēng)2。然后,用L2和硫代氨基脲為原料制得了探針M4,M4可以選擇性識(shí)別Hg2+和Ag+,利用二者引起M3熒光增強(qiáng)的時(shí)間不同可以將二者區(qū)別開來(lái)。4.利用碳酰肼和二苯基三苯胺甲醛為原料,成功制得了單縮二氨基脲類席夫堿M5,合成方法類似于M1的制備。通過(guò)熒光和紫外測(cè)試后,發(fā)現(xiàn)其對(duì)Hg2+的檢出下限可達(dá)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，

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