本文選題：吡唑啉 + 熒光探針��； 參考：《蘭州理工大學(xué)》2017年碩士論文

【摘要】：熒光分子探針結(jié)構(gòu)中應(yīng)具備多共軛體系,或者在共軛體系上增加強的供電子基團、以及分子剛性,使得合成的探針在紫外-可見-近紅外區(qū)產(chǎn)生強的熒光效應(yīng)。而在所有的熒光分子探針體系中,吡唑啉類探針化合物具有剛性平面結(jié)構(gòu)、高熒光量子產(chǎn)率、高效率空穴傳輸、強烈藍(lán)色熒光的優(yōu)點,基于此,本文就以吡唑啉結(jié)構(gòu)為基礎(chǔ)設(shè)計合成了用于檢測金屬陽離子的新型熒光分子探針,主要內(nèi)容如下:設(shè)計合成了熒光性能優(yōu)異的吡唑啉探針D/L/M,分別在吡唑啉環(huán)上引入不同的取代基,并在不同的溶劑條件下通過紫外吸收光譜和熒光發(fā)射光譜測試其光學(xué)性能和探針對金屬離子的識別效果,并探討其絡(luò)合機理。檢測發(fā)現(xiàn),探針D實現(xiàn)了在水溶液中對特定金屬離子Cu~(2+)的選擇性識別。探針D與Cu~(2+)之間以1:1的形式絡(luò)合,從而產(chǎn)生探針D本身熒光的淬滅效應(yīng)。探針D與Cu~(2+)濃度滴定呈現(xiàn)出良好的線性關(guān)系,最低檢測線為1.16×10-7 M。探針D與Cu~(2+)絡(luò)合過程的可逆性,以及探針D的低毒性可在細(xì)胞中成像應(yīng)用,表明了探針D用于快速和及時識別Cu~(2+)有潛在的實際應(yīng)用價值。探針L對目標(biāo)離子Cu~(2+)的識別性能雖然沒有發(fā)生改變,但可在復(fù)雜性、干擾性更多的環(huán)境下識別Cu~(2+),同時發(fā)現(xiàn)Cu~(2+)對探針L的淬滅效果更好,并由核磁滴定可知探針L除通過識別基團上與Cu~(2+)發(fā)生絡(luò)合以外,蒽基和萘基也能起到協(xié)助作用,增強探針的識別能力。隨之發(fā)現(xiàn),在吡唑啉環(huán)1-位苯并噻唑的引入使探針M對不同的目標(biāo)離子Zn~(2+)/Cd~(2+)顯示出了高效靈敏的選擇。而且在與目標(biāo)離子Zn~(2+)/Cd~(2+)絡(luò)合時產(chǎn)生了不同與以往的熒光增強現(xiàn)象,探針M與Zn~(2+)絡(luò)合產(chǎn)生的吸收峰也發(fā)生了相對移動。這表明與吡唑啉環(huán)1-位相連的苯并噻唑基團影響著探針M對Zn~(2+)/Cd~(2+)的識別�？傊�,通過在吡唑啉環(huán)上引入不同的取代基合成了3種不同的探針D/L/M,并分別對其光學(xué)特性進行探究,可以得出這3種吡唑啉型熒光探針在識別目標(biāo)離子上顯示了其優(yōu)良的選擇識別性、絡(luò)合能力,以及絡(luò)合體系的可逆性。為今后熒光探針檢測金屬陽離子的進一步探討提供了依據(jù)。
[Abstract]:The structure of fluorescent molecular probes should have multiple conjugated systems, or increase strong electron donor groups in conjugated system, as well as molecular rigidity, so that the synthesized probes have strong fluorescence effect in the UV-Vis near infrared region. In all fluorescent molecular probe systems, pyrazoline probe compounds have the advantages of rigid planar structure, high fluorescence quantum yield, high efficiency hole transport and strong blue fluorescence. A novel fluorescent molecular probe for the detection of metal cations was designed and synthesized based on the structure of pyrazoline. The main contents are as follows: a pyrazoline probe D / L / M with excellent fluorescence performance was designed and synthesized, and different substituents were introduced into the pyrazoline ring, respectively. The optical properties and the effect of the probe on the recognition of metal ions were measured by UV absorption and fluorescence emission spectra under different solvent conditions, and the complexation mechanism was discussed. It was found that the probe D could selectively recognize the specific metal ions in aqueous solution. The fluorescence quenching effect of probe D is produced by chelating the probe D with Cuanz2 in the form of 1:1. A good linear relationship was found between the titration of probe D and the concentration of Cuan2. The lowest detection line was 1.16 脳 10 ~ (-7) M. The reversibility of the complex process of probe D and the low toxicity of probe D can be used in cell imaging, which indicates that probe D has potential practical application value for rapid and timely identification of Cuanzao 2. Although the recognition performance of the probe L to the target ion Cuanz2) has not changed, it can be recognized in the environment of complexity and more interference. At the same time, it is found that Cuanz2) has a better quenching effect on the probe L. In addition to the complexation of the probe L with Cuan2 on the recognition group, the anthracene group and naphthyl group can also play a assisting role and enhance the recognition ability of the probe. Then it was found that the introduction of 1-position benzothiazole in pyrazoline ring made probe M highly sensitive to different target ions ZnN ~ (2 +) / CD ~ (2 +). In addition, the fluorescence enhancement phenomenon is different from that of the past in the complexation with the target ion Zn ~ (2 +) / CD ~ (2 +), and the absorption peak of the probe M / Zn ~ (2 +) is also shifted. It is suggested that the benzothiazole group linked to the 1-position of pyrazoline ring has an effect on the recognition of Zn ~ (2 +) / CD ~ (2 +) by probe M. In a word, three different probes D / L / M were synthesized by introducing different substituents into the pyrazoline ring, and their optical properties were investigated. It can be concluded that these three kinds of pyrazoline fluorescent probes show their excellent selectivity, complexing ability and reversibility in the recognition of target ions. The results provide a basis for further study on the detection of metal cations by fluorescent probes in the future.
【學(xué)位授予單位】：蘭州理工大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O657.3

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