羅丹明和香豆素類熒光探針的合成與性能研究
發(fā)布時(shí)間:2018-03-02 08:22
本文關(guān)鍵詞: 熒光探針 離子識(shí)別 羅丹明 香豆素 出處:《南昌大學(xué)》2016年碩士論文 論文類型:學(xué)位論文
【摘要】:由于熒光分析法具有靈敏度高、簡(jiǎn)便快速、選擇性好等特點(diǎn),在生產(chǎn)研究、食品檢驗(yàn)、環(huán)境監(jiān)測(cè)、藥物分析及生命科學(xué)研究等領(lǐng)域中發(fā)揮著重要的作用。由于很多化合物本身并不能發(fā)射熒光,或發(fā)射的熒光強(qiáng)度極弱,難以進(jìn)行熒光檢測(cè)。探索新型熒光探針的合成,用于能選擇性地識(shí)別金屬離子(特別是重金屬離子),并根據(jù)熒光強(qiáng)度的變化來進(jìn)行定性與定量分析。這種探索性的工作無論在生產(chǎn)還是研究中都具有十分重要的意義。鑒于此,本論文開展的主要研究工作是合成對(duì)金屬離子具有選擇性識(shí)別功能的羅丹明類和香豆素類熒光探針,具體工作內(nèi)容如下:第一章:介紹了熒光分子探針的設(shè)計(jì)原理,概述了熒光探針的研究進(jìn)展。第二章:設(shè)計(jì)合成了3',6'-雙(二乙氨基)-2-(4-(二乙氨基)-對(duì)芐亞甲胺基-螺(異喹啉-1,9'氧雜蒽)-3-酮。通過紅外、質(zhì)譜、1H NMR、13C NMR對(duì)探針的結(jié)構(gòu)進(jìn)行了表征,并考察了探針的熒光和紫外吸收情況。結(jié)果表明:當(dāng)加入Cu2+后,該探針的熒光增強(qiáng)顯著,而其他15種金屬離子存在時(shí),熒光幾乎沒有變化或變化很小,所以該探針能夠?qū)u2+進(jìn)行選擇性識(shí)別。其他金屬離子對(duì)銅離子的干擾較小,在一定pH范圍內(nèi),探針對(duì)pH不敏感。在一定銅離子濃度下,呈現(xiàn)出良好的線性關(guān)系,通過加標(biāo)回收實(shí)驗(yàn)驗(yàn)證了該方法的準(zhǔn)確性。最后將此探針應(yīng)用于湖樣以及食品果汁中的銅離子含量的檢測(cè)。第三章:以羅丹明B和對(duì)二甲氨基苯甲醛為原料設(shè)計(jì)合成了3',6'-雙(二乙氨基)-2-(4-(二甲氨基)對(duì)芐亞甲胺基-螺(異喹啉-1,9'氧雜蒽)-3-酮。通過紅外、質(zhì)譜、1H NMR、13C NMR對(duì)探針的結(jié)構(gòu)進(jìn)行了表征,并考察了探針的熒光和紫外吸收情況。結(jié)果表明:該探針能夠與Cu2+選擇性地結(jié)合,且其他金屬離子對(duì)銅離子的干擾性較小,在一定pH范圍內(nèi),探針對(duì)pH不敏感。在一定銅離子濃度下,呈現(xiàn)出良好的線性關(guān)系,為銅離子的熒光檢測(cè)提供了新的方法。第四章:以羅丹明B和喹啉-2-甲醛為原料設(shè)計(jì)合成了熒光探針3',6'-雙(二乙氨基)-2-(喹啉-2-亞甲基)-螺(異喹啉-1,9'氧雜蒽)-3-酮。通過紅外、質(zhì)譜、1H NMR、13C NMR對(duì)探針的結(jié)構(gòu)進(jìn)行了表征,考察了探針的熒光和紫外吸收情況。結(jié)果表明:該探針能夠選擇性地和Al3+結(jié)合,且其他金屬離子對(duì)鋁離子的干擾性較小,在一定pH范圍內(nèi),該探針的席夫堿結(jié)構(gòu)相對(duì)穩(wěn)定,對(duì)探針的影響較小。在一定鋁離子濃度下,呈現(xiàn)出良好的線性關(guān)系,構(gòu)建了新型鋁離子熒光檢測(cè)的方法。第五章:以4-(二乙氨基)水楊醛、丙二酸二乙酯和對(duì)二甲氨基苯甲醛為原料最終設(shè)計(jì)合成了熒光探針7-(二乙氨基)-N'-4-(二甲氨基)對(duì)芐亞甲胺基-2-羰基-2-苯并吡喃-3-甲酰肼。利用紅外、質(zhì)譜、1H NMR、13C NMR等手段對(duì)探針的結(jié)構(gòu)進(jìn)行了表征。并考察了探針的光譜吸收情況,對(duì)該探針的熒光光譜進(jìn)行研究。結(jié)果表明:該探針能夠選擇性地和Cu2+結(jié)合,且其他金屬離子的干擾性較小,探針對(duì)pH不敏感。在一定銅離子濃度下,呈現(xiàn)出良好的線性關(guān)系,構(gòu)建了新型銅離子熒光檢測(cè)方法。
[Abstract]:The fluorescence analysis method has the advantages of high sensitivity, simple and rapid, good selectivity, in the production of food inspection, environmental monitoring, plays an important role in the field of drug analysis and life science research. Because many compounds itself does not emit fluorescence, and fluorescence intensity of emission is very weak, it is difficult to synthesize fluorescence detection. To explore a new fluorescent probe, for selective recognition of metal ions (especially heavy metals), and to make a qualitative and quantitative analysis according to the change of fluorescence intensity. This research work has important significance both in production and research. In view of this, the main research work of this thesis is carried out on the synthesis of the metal ion selective recognition function of Luo Danming and coumarin based fluorescent probe, the specific work is as follows: the first chapter introduces the fluorescent molecular probe The design principle and research progress of fluorescent probe is summarized. The second chapter: design and synthesis of 3', 6'- bis (Er Yi amino) -2- (4- (two ethylamino) - benzyl dimethylamine (sub spiro isoquinoline -1,9' xanthene ketone) -3-. By IR, MS, 1H NMR, 13C NMR on the probe the structures were characterized, and the effects of the absorption of the probe fluorescence and absorption. The results show that when after joining Cu2+, the fluorescence of the probe is enhanced significantly, and the presence of other 15 kinds of metal ions, fluorescence almost little or no change, so the probe can selectively recognize less interference on Cu2+. Other metal ions on the copper ion, in a certain range of pH, the probe is not sensitive to pH. In a certain concentration of copper ion, showed a good linear relationship, the recovery experiments verified the accuracy of the method. Finally, the copper ion probe used in the lake to food and fruit juice. 鍚噺鐨勬嫻,
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