基于雙取代聚炔類熒光探針的設(shè)計(jì)、合成及性能研究
發(fā)布時(shí)間：2018-12-16 11:42
【摘要】：化學(xué)傳感器對(duì)于許多領(lǐng)域和學(xué)科有著巨大的應(yīng)用,高靈敏度和易操作性是傳感器開發(fā)的兩個(gè)主要問題,可以通過熒光技術(shù)實(shí)現(xiàn)這些要求,因此熒光傳感器表現(xiàn)為化學(xué)傳感器中最有前景的。熒光傳感材料的發(fā)展越來越吸引科學(xué)家的注意,因?yàn)槠鋵?shí)現(xiàn)真正的感覺系統(tǒng)是最直觀的。共軛聚合物已經(jīng)成為其中最重要的一類傳導(dǎo)材料,由于它們?nèi)菀讓⒒瘜W(xué)信號(hào)轉(zhuǎn)換成容易測(cè)量的光學(xué)信號(hào),而且由于分子導(dǎo)線效應(yīng)使信號(hào)放大、熒光信號(hào)調(diào)節(jié)等優(yōu)點(diǎn),這引起諸多科研工作者的興趣。通過調(diào)研文獻(xiàn)、查閱資料,本篇論文設(shè)計(jì)合成了兩種雙取代聚炔的共軛聚合物熒光探針,并通過核磁共振氫譜、碳譜,質(zhì)譜,紅外吸收光譜等系列手段對(duì)所合成的化合物進(jìn)行結(jié)構(gòu)表征。然后我們進(jìn)一步探索研究了所設(shè)計(jì)、合成化合物的光學(xué)性質(zhì)和檢測(cè)能力,并做了一些實(shí)際水樣的檢測(cè)實(shí)驗(yàn),和制成試紙做為檢測(cè)平臺(tái),取得了 一定的成果。本篇論文主要分為三個(gè)部分,首先對(duì)熒光探針的設(shè)計(jì)、工作原理做簡單介紹,再衍生到共軛聚合物熒光探針的簡介。第二部分是設(shè)計(jì)合成一系列雙取代共軛聚合物熒光探針P1-P4。通過調(diào)研文獻(xiàn)可以獲知Pd~(2+)能夠與N、S原子配位,我們通過改變聚炔懸垂集團(tuán)中N、S原子的種類和個(gè)數(shù)從而調(diào)節(jié)熒光探針對(duì)Pd~(2+)的專一性檢測(cè)。對(duì)比實(shí)驗(yàn)可以得出化合物P3對(duì)于Pd~(2+)的檢測(cè)選擇性更好、靈敏度更高。眾所周知,大多數(shù)農(nóng)藥含有N、P、S等元素,所以我們?cè)O(shè)想用某種農(nóng)藥分子從P3/Pd~(2+)的配合物上將Pd~(2+)奪下來,從而達(dá)到檢測(cè)農(nóng)藥分子的效果。通過實(shí)驗(yàn)可得到P3/Pd~(2+)配合物能夠?qū)Ｒ恍詸z測(cè)甲基托布津,且檢測(cè)限達(dá)到12.1 nM。接著我們嘗試著將探針做些實(shí)際的應(yīng)用,在實(shí)際水樣檢測(cè)的實(shí)驗(yàn)中探針P3能很好的檢測(cè)Pd~(2+),然后我們將P3用試紙負(fù)載也能實(shí)現(xiàn)對(duì)Pd~(2+)的檢測(cè)。第三部分是設(shè)計(jì)合成另一種雙取代共軛聚合物熒光探針P5。通過后功能化的方式將氮三唑接入雙取代聚炔支鏈上,由于氮原子能很好的與Cu~(2+)配位,通過能量轉(zhuǎn)移的方式,當(dāng)加入Cu~(2+)離子后P5的熒光會(huì)發(fā)生萃滅,然后用熒光儀記錄這一變化從而達(dá)到檢測(cè)Cu~(2+)的效果。草甘膦是一種含N、P等元素的農(nóng)藥,目前被廣泛使用中。根據(jù)文獻(xiàn)可以了解到草甘膦能與Cu~(2+)以1:1的形式形成配合物,因此我們嘗試用P5/Cu~(2+)的配合物來檢測(cè)草甘膦分子。實(shí)驗(yàn)結(jié)果顯示P5/Cu~(2+)的配合物能很好的檢測(cè)草甘膦分子,且選擇性良好,靈敏度較高。
[Abstract]:Chemical sensors have great applications in many fields and disciplines. High sensitivity and ease of operation are the two main problems in sensor development. These requirements can be realized by fluorescence technology. Therefore, the fluorescence sensor is the most promising one in the chemical sensor. The development of fluorescent sensing materials has attracted more and more attention of scientists because it is the most intuitive way to realize the real sense system. Conjugated polymers have become one of the most important conducting materials, because they can easily convert chemical signals into optical signals that are easy to measure, and because of the molecular traverse effect, they can amplify the signals and regulate the fluorescence signals, etc. This aroused the interest of many researchers. In this paper, two kinds of conjugated polymer fluorescent probes of disubstituted polyacetylene were designed and synthesized. The structures of the synthesized compounds were characterized by IR absorption spectra. Then we further explore and study the optical properties and detection ability of the designed synthetic compounds, and do some testing experiments of the actual water samples, and make the test paper as the detection platform, and obtain certain results. This paper is divided into three parts. Firstly, the design and working principle of fluorescent probe are introduced, then the conjugated polymer fluorescent probe is introduced. The second part is the design and synthesis of a series of disubstituted conjugated polymer fluorescence probes P1-P4. It is found that Pd~ (2) can coordinate with N ~ (2) S atom. We adjust the specificity of Pd~ (2) by changing the type and number of N ~ (2) S atoms in Polyacetylene drape cluster. The results show that the detection selectivity and sensitivity of compound P3 for Pd~ (2) are better. It is well known that most pesticides contain elements such as Nu Pu S, so we assume that Pd~ (2) can be removed from the P3 / Pd2 complex with some pesticide molecule, so that the detection of Pesticide molecules can be achieved. The experimental results show that the P3 / Pd2 complex can be used to detect methyl tobutamine with a detection limit of 12.1 nM.. Then we try to make some practical application of the probe. Probe P3 can detect Pd~ (2) very well in the experiment of real water sample detection. Then we can also test Pd~ (2) with the load of P3 test paper. The third part is the design and synthesis of another disubstituted conjugated polymer fluorescence probe P5. The nitrogen triazole is connected to the disubstituted polyacetylene branched chain by post-functionalization. Because of the excellent coordination of nitrogen and atomic energy with Cu~ (2), the fluorescence of P5 can be extracted when the Cu~ (2) ion is added through the way of energy transfer. The Cu~ (2) was detected by using fluorescence instrument to record the change. Glyphosate (glyphosate) is a kind of pesticide with N-P and other elements, which is widely used at present. It is known that glyphosate can form complex with Cu~ (2) at 1:1, so we try to detect glyphosate molecule with P5 / Cu2 complex. The experimental results show that P5 / Cu2 complex can be used to detect glyphosate with good selectivity and high sensitivity.
【學(xué)位授予單位】：安徽大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類號(hào)】：O657.3
[Abstract]:Chemical sensors have great applications in many fields and disciplines. High sensitivity and ease of operation are the two main problems in sensor development. These requirements can be realized by fluorescence technology. Therefore, the fluorescence sensor is the most promising one in the chemical sensor. The development of fluorescent sensing materials has attracted more and more attention of scientists because it is the most intuitive way to realize the real sense system. Conjugated polymers have become one of the most important conducting materials, because they can easily convert chemical signals into optical signals that are easy to measure, and because of the molecular traverse effect, they can amplify the signals and regulate the fluorescence signals, etc. This aroused the interest of many researchers. In this paper, two kinds of conjugated polymer fluorescent probes of disubstituted polyacetylene were designed and synthesized. The structures of the synthesized compounds were characterized by IR absorption spectra. Then we further explore and study the optical properties and detection ability of the designed synthetic compounds, and do some testing experiments of the actual water samples, and make the test paper as the detection platform, and obtain certain results. This paper is divided into three parts. Firstly, the design and working principle of fluorescent probe are introduced, then the conjugated polymer fluorescent probe is introduced. The second part is the design and synthesis of a series of disubstituted conjugated polymer fluorescence probes P1-P4. It is found that Pd~ (2) can coordinate with N ~ (2) S atom. We adjust the specificity of Pd~ (2) by changing the type and number of N ~ (2) S atoms in Polyacetylene drape cluster. The results show that the detection selectivity and sensitivity of compound P3 for Pd~ (2) are better. It is well known that most pesticides contain elements such as Nu Pu S, so we assume that Pd~ (2) can be removed from the P3 / Pd2 complex with some pesticide molecule, so that the detection of Pesticide molecules can be achieved. The experimental results show that the P3 / Pd2 complex can be used to detect methyl tobutamine with a detection limit of 12.1 nM.. Then we try to make some practical application of the probe. Probe P3 can detect Pd~ (2) very well in the experiment of real water sample detection. Then we can also test Pd~ (2) with the load of P3 test paper. The third part is the design and synthesis of another disubstituted conjugated polymer fluorescence probe P5. The nitrogen triazole is connected to the disubstituted polyacetylene branched chain by post-functionalization. Because of the excellent coordination of nitrogen and atomic energy with Cu~ (2), the fluorescence of P5 can be extracted when the Cu~ (2) ion is added through the way of energy transfer. The Cu~ (2) was detected by using fluorescence instrument to record the change. Glyphosate (glyphosate) is a kind of pesticide with N-P and other elements, which is widely used at present. It is known that glyphosate can form complex with Cu~ (2) at 1:1, so we try to detect glyphosate molecule with P5 / Cu2 complex. The experimental results show that P5 / Cu2 complex can be used to detect glyphosate with good selectivity and high sensitivity.
【學(xué)位授予單位】：安徽大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類號(hào)】：O657.3
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