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Study On The Synthesis And Properties Of 1,2 - Alternating Thiogalancar Hydrocarbon Fluorescence Probe

Posted on:2016-03-22Degree:MasterType:Thesis
Country:ChinaCandidate:F Y WuFull Text:PDF
GTID:2271330479455479Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Through selectively bonding with the target material, fluorescent probe is based on molecular recogniton and fluorescent technique which attain molecular detection and get its information, and then, molecular association information convent to the easy detection fluorescent signal from Fluorescence signal transmission mechanism for fast detection in molecular level. Fluorescence sensor has some following advantages:(1) generally having high sensitivity, under corresponding conditions, it can quickly reflect the testing material to order of magnitudes for detecting molecular;(2) generally having high selectively, under certain conditions, others substances can hardly have an effect on fluorescence system for detecting special ion and molecular;(3) generally having high stable, the sample is not destructive and the fluorescence can be measured by simple, safe, reliable and relatively inexpensive instrument. In recent years, fluorescence probe can use in bioscience[1]、environmental[2]、material[3]、information science[4] and so on. The design and synthesis is the one of improtant chemical research in superchemical.Contrast to calix[4]arene derivatives, thiacalixarene are of particular molecular which different from the characteristic of the calix[4]arene in rifidity and pllarity due to the sulfur atom replaces the bridging methylene[5], for example, it has a better complexing capacity for soft metal, easy chemical modification, more flexible structures and three-dimensional structure of cavity and easlily be oxidized. So, fluorescence probe which base on thiacalixarene blending some fluorescence group[6], antheracene, pyene, rhodamine, phenanthroline, coumarin and so on, can recognize guest molecular through subject-guest complex with fluorescence emission spectrum and fluorescence intensity. It has important theoretical significance for superchemical and corresponding fileds due to show good at recognize molecular ability for some ion and molecular and have the characteristic for constructing regular function’s platform. Also, it has some application prospect in some fields like detection ion, molecular switch, chemical sensing and so on.Up to now, people still focus on 1,3-alterlate and all replace for thiacalixarene but for 1,2-altenate hardly from all of world. We use thiacalixarene as a good platform for connecting fluorescence group in adjacent two hydroxyl, the other adjacent hydroxyl protect by siloxane. This novel thiacalixarene different from the structure of 1,3-alternate thiacalixarene or all replace which may be bringing some difference properties. And then, a litter people synthesis 1,2-alternate thiacalixarene fluorescence probe derivative which has some innovation, noverty in structure. In conlusion, we hope to get fluorescent probes of high sensitivity, selectivity response to metal ions, anions. Around this purpose, this article carried the following research areas:Part 1: Based on 1,2-alternate thiacalix[4]arene as structural platform, NBD-CL, coumarin and naphthalene as modifying groups, we designed and synthesized four 1,2-alternate thiacalix[4]arene derivatives, and characterized intermediates and final products by 1H NMR, 13 C NMR, ESI-MS, IR and other methods.Part 2: We study the ion recognition property of the probes by UV absorption spectroscopy, fluorescence spectroscopy. It shows that probe can be high sensitivity, high selectivity for identifying Ag+、F- and AcO-, and discussed the mechanism of probe 1 and deduced the possible mode of action by 1H NMR, IR. The probe 2 has highly sensitivity, highly selectivity to identify Zn2+ and Cd2+ and also discussed the mechanism of probe 2 and deduced the possible mode of action by 1H NMR, IR.
Keywords/Search Tags:thia[4]calixarenes, fluorescent probes, NBD-CL, coumarin, naphthalene
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