基于喹啉和1,8-萘二甲酸酐的離子熒光傳感器分子的合成及其性能研究
本文選題:熒光傳感器 切入點(diǎn):8-羥基-2-甲基喹啉 出處:《內(nèi)蒙古大學(xué)》2017年碩士論文 論文類型:學(xué)位論文
【摘要】:工業(yè)生產(chǎn)的發(fā)展在使人們生活質(zhì)量得以提高的同時(shí)也導(dǎo)致了重金屬離子的污染。因此,對重金屬離子的檢測和識別已成為人們要解決的首要問題。與傳統(tǒng)檢測金屬離子的方法相比,熒光化學(xué)傳感器是一種易合成,且對特定金屬離子具有高選擇、高靈敏并能夠進(jìn)行實(shí)時(shí)監(jiān)測的化合物。喹啉和1,8-萘二甲酸酐是一類光穩(wěn)定性良好,熒光強(qiáng)度高,Stocks位移較大且易被修飾的熒光基團(tuán)。所以,以它們?yōu)闊晒鈭F(tuán)可以合成出具有良好熒光性質(zhì)的化學(xué)傳感器。在查閱并深入研究了大量文獻(xiàn)的基礎(chǔ)上,本論文設(shè)計(jì)并合成了幾個(gè)基于喹啉和1,8-萘二甲酸酐的化學(xué)傳感器,并對每一個(gè)傳感器分子進(jìn)行了結(jié)構(gòu)表征及光譜研究。主要內(nèi)容包括:第一章,敘述了化學(xué)傳感器的構(gòu)造、設(shè)計(jì)原理和工作機(jī)制,并介紹了基于喹啉和1,8-萘二甲酸酐的金屬陽離子傳感器的發(fā)展現(xiàn)狀。第二章,合成了基于ICT和PET機(jī)理共同作用的Cu2+熒光傳感器L。我們利用水合肼當(dāng)作連接體將1,8-萘二甲酸酐和4-N,N-二乙氨基水楊醛通過希夫堿反應(yīng)生成傳感器分子L。傳感器L對Cu2+的選擇性識別作用在金屬離子混合溶液中具有較強(qiáng)的抗干擾能力。同時(shí),傳感器L與Cu2+的絡(luò)合使得L的熒光峰強(qiáng)度發(fā)生了明顯的降低。第三章,基于8-羥基-2-甲基喹啉合成了作用機(jī)制為ICT機(jī)理的三價(jià)金屬離子傳感器M。通過對喹啉部分的羥基進(jìn)行取代修飾后,再使其與1,8-萘二甲酸酐作用生成M。傳感器M在無水乙醇中對三價(jià)金屬離子(Al3+、Fe3+和Cr3+)具有良好的識別性,并表現(xiàn)為明顯的熒光增強(qiáng)。同時(shí),通過Job's plot實(shí)驗(yàn)測試,可確定傳感器M與三價(jià)金屬離子間是以1:1的形式配位的。第四章,基于PET機(jī)理,以8-羥基-2-甲基喹啉和萘胺為反應(yīng)物合成了 Hg2+熒光猝滅型化學(xué)傳感器Q。當(dāng)向含有傳感器Q的無水乙醇溶液中加入Hg2+時(shí),Q的熒光峰強(qiáng)度顯著降低。同時(shí),通過Job's plot測試,確定了傳感器Q與Hg2+間配位比為1:1。第五章,總結(jié)和展望。
[Abstract]:The development of industrial production not only improves the quality of life of people, but also leads to the pollution of heavy metal ions. The detection and recognition of heavy metal ions has become the most important problem to be solved. Compared with the traditional methods of detecting metal ions, fluorescent chemical sensors are easy to synthesize and have a high choice for specific metal ions. Quinoline and 1-butadienediformic anhydride are a class of fluorescent groups with good photostability, high fluorescence intensity, large Stocks shift and easy modification. Chemical sensors with good fluorescence properties can be synthesized by using them as fluorescent groups. Based on a large number of literatures, several chemical sensors based on quinoline and 1-tetracarboxylic anhydride have been designed and synthesized. The main contents are as follows: in the first chapter, the structure, design principle and working mechanism of the chemical sensor are described. The development status of metal cationic sensors based on quinoline and 1-butadiene-naphthalene dicarboxylic anhydride is introduced. Based on the interaction of ICT and PET mechanism, the Cu2 fluorescence sensor L. was synthesized. We used hydrazine hydrate as the ligand to form the sensor molecule L. by the Schiff base reaction of 1-Na-naphthalene dicarboxylic anhydride and 4-N- N- diethylamino salicylic aldehyde through Schiff base reaction. The selective recognition of Cu2 has strong anti-interference ability in metal ion mixed solution. The complexation of the sensor L with Cu2 results in a significant decrease in the intensity of the fluorescence peak of L. Based on 8-hydroxy-2-methylquinoline, a trivalent metal ion sensor, which is based on the mechanism of ICT, was synthesized. The sensor M has good recognition ability for trivalent metal ions such as Al _ 3O _ 3 Fe _ 3 and Cr3 in anhydrous ethanol, and shows obvious fluorescence enhancement. At the same time, it is tested by Job's plot. It can be determined that the sensor M is coordinated with trivalent metal ions in the form of 1: 1. Chapter 4th, based on the PET mechanism, Hg2 fluorescence quenching chemical sensor Q was synthesized by using 8-hydroxy-2-methylquinoline and naphthylamine as reactants. When Hg2 was added to anhydrous ethanol solution containing sensor Q, the fluorescence peak intensity of Q decreased significantly. At the same time, the intensity of fluorescence peak was measured by Job's plot. The coordination ratio between the sensor Q and Hg2 is determined to be 1: 1. 5th, which is summarized and prospected.
【學(xué)位授予單位】:內(nèi)蒙古大學(xué)
【學(xué)位級別】:碩士
【學(xué)位授予年份】:2017
【分類號】:O657.3;TP212
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