熒光膦亞胺類衍生物的制備及性能分析
發(fā)布時間：2018-10-17 13:37
【摘要】：通過施陶丁格反應(yīng)和Kirsanov反應(yīng)成功合成了一系列含P=N鍵且具有熒光性質(zhì)的膦亞胺類化合物,并對這些化合物的結(jié)構(gòu)、光學(xué)性質(zhì)和離子識別能力進(jìn)行了分析,具體工作從以下幾個方面開展:1通過無需催化的施陶丁格反應(yīng),合成出了含P=N鍵的膦亞胺類衍生物—2,6-二(4-三苯基膦亞胺基亞芐基)-環(huán)己酮(M1)。將M1與聚芴共混后加入水中制得納米粒子PFO-M1。通過紫外-可見分光光度計和熒光分光光度計對PFOM1的光學(xué)性質(zhì)和離子響應(yīng)進(jìn)行了研究。發(fā)現(xiàn)該納米粒子對Cl O-的檢測具有專一性(檢出下限達(dá)~6.63×10-7 M)。在加入Cl O-后,體系的黃色熒光消失,并出現(xiàn)藍(lán)色熒光,成功實現(xiàn)了對Cl O-的比率型檢測。加入其它陰陽離子和活性氧化物均未引起PFO-M1納米粒子顯著的變化。使用紫外光譜和熒光光譜對可能的識別原理進(jìn)行了研究。2通過施陶丁格反應(yīng),合成出了含P=N鍵結(jié)構(gòu)的膦亞胺類聚合物—聚2,6-二(4 乙基二(二苯基膦亞胺基亞芐基)-環(huán)己酮(P2)。通過紫外-可見分光光度計和熒光分光光度計對其光學(xué)性質(zhì)和離子響應(yīng)行為進(jìn)行了一系列的研究。發(fā)現(xiàn)向P2溶液中加入Cl O-后,P2溶液的黃色熒光發(fā)生顯著淬滅(檢測下限達(dá)~2.63×10-8 M),實現(xiàn)了對Cl O-的turn-off型檢測。在加入其他陰陽離子和氧化物后,其熒光未發(fā)生明顯變化。3通過室溫的Kirsanov反應(yīng)合成出含P=N結(jié)構(gòu)的膦亞胺類衍生物—N-1-萘基三苯基膦亞胺(S1)。通過紅外光譜,核磁氫譜和飛行時間質(zhì)譜對S1的結(jié)構(gòu)進(jìn)行了表征。同時通過紫外-可見分光光度計和熒光分光光度計對離子的識別能力進(jìn)行了研究。通過改變測試體系中水的比例,發(fā)現(xiàn)S1存在聚集態(tài)熒光增強(qiáng)性質(zhì)。在S1的溶液中加入H+后,其熒光淬滅,實現(xiàn)了對H+的turn-off型探針識別(檢測下限達(dá)~2.5×10-8 M)。在加入其他陰陽離子后,其熒光未發(fā)生明顯變化。在加入OH-后,S1/H+混合物的熒光可恢復(fù),表明S1有作為可逆p H指示劑的潛力。4通過Kirsanov反應(yīng),合成出了含P=N鍵結(jié)構(gòu)的膦亞胺類衍生物:2-己基-5-三苯基亞正膦基-1H-苯并[de]異喹啉-1,3(2H)-二酮(S2)。通過紫外-可見分光光度計和熒光分光光度計對S2的光學(xué)性質(zhì)進(jìn)行了研究�？辔端�(PA)的加入使S2溶液的綠色熒光發(fā)生了顯著地淬滅(檢測下限達(dá)~6.98×10-8 M),加入其他的陰陽離子未發(fā)生顯著變化,暗示其可以作為爆炸物PA的光學(xué)探針。
[Abstract]:A series of phosphine imines were synthesized successfully by Stauttinger reaction and Kirsanov reaction. The structure, optical properties and ion recognition ability of these compounds were analyzed. The specific work has been carried out in the following aspects: (1) the phosphine imines derivatives containing PN bond were synthesized by the uncatalyzed stadinger reaction-2H _ 6- bis (4-triphenylphosphine imitlidene benzylidene) -cyclohexanone (M1). Preparation of PFO-M1. nanoparticles by blending M1 with Polyfluorene in Water The optical properties and ion response of PFOM1 were studied by UV-Vis spectrophotometer and fluorescence spectrophotometer. It was found that the nanoparticles were specific for the detection of Cl O- (the detection limit was up to ~ 6.63 脳 10 ~ (-7) M). After the addition of Cl O -, the yellow fluorescence of the system disappeared and the blue fluorescence appeared. The ratio detection of Cl O-was successfully realized. Addition of other anions and active oxides did not cause significant changes in PFO-M1 nanoparticles. The possible recognition principle was studied by UV and fluorescence spectra. 2 Poly (2N) -bis (4-ethylphosphine benzyl) -cyclohexanone (P2) was synthesized by stoddinger reaction. The optical properties and ion response behavior were studied by UV-Vis spectrophotometer and fluorescence spectrophotometer. It was found that when Cl O- was added to P2 solution, the yellow fluorescence of P2 solution was significantly quenched (the detection limit was up to 2.63 脳 10 ~ (-8) M),) and the turn-off type detection of Cl O- was realized. After addition of other anions and oxides, the fluorescence of phosphine imines was not changed. 3 N-1-naphthyltriphenylphosphine (S1) was synthesized by Kirsanov reaction at room temperature. The structure of S1 was characterized by IR, NMR and time of flight mass spectrometry. At the same time, the ability of ion recognition was studied by ultraviolet-visible spectrophotometer and fluorescence spectrophotometer. By changing the proportion of water in the test system, it is found that there is a fluorescence enhancement property in S _ 1. After adding H into S1 solution, the fluorescence quenching of H was carried out, and the turn-off probe recognition of H was realized. The detection limit was up to 2.5 脳 10 ~ (-8) M). After the addition of other anions, the fluorescence did not change obviously. After the addition of OH-, the fluorescence of S _ 1 / H mixture recovered, indicating that S1 has the potential to act as a reversible pH indicator. 4 through Kirsanov reaction, The phosphine derivatives containing Pnbond structure: 2-hexyl-5-triphenyln-phosphonyl-1H-benzo [de] isoquinoline-1 (2H) -diketone (S2) were synthesized. The optical properties of S2 were studied by UV-vis spectrophotometer and fluorescence spectrophotometer. The addition of picric acid (PA) can significantly quench the green fluorescence of S2 solution (the detection limit is up to 6.98 脳 10 ~ (-8) M),). The addition of other anionic and anion ions does not change significantly, suggesting that it can be used as an optical probe for explosive PA.
【學(xué)位授予單位】：新疆大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O627.51
本文編號：2276827
[Abstract]:A series of phosphine imines were synthesized successfully by Stauttinger reaction and Kirsanov reaction. The structure, optical properties and ion recognition ability of these compounds were analyzed. The specific work has been carried out in the following aspects: (1) the phosphine imines derivatives containing PN bond were synthesized by the uncatalyzed stadinger reaction-2H _ 6- bis (4-triphenylphosphine imitlidene benzylidene) -cyclohexanone (M1). Preparation of PFO-M1. nanoparticles by blending M1 with Polyfluorene in Water The optical properties and ion response of PFOM1 were studied by UV-Vis spectrophotometer and fluorescence spectrophotometer. It was found that the nanoparticles were specific for the detection of Cl O- (the detection limit was up to ~ 6.63 脳 10 ~ (-7) M). After the addition of Cl O -, the yellow fluorescence of the system disappeared and the blue fluorescence appeared. The ratio detection of Cl O-was successfully realized. Addition of other anions and active oxides did not cause significant changes in PFO-M1 nanoparticles. The possible recognition principle was studied by UV and fluorescence spectra. 2 Poly (2N) -bis (4-ethylphosphine benzyl) -cyclohexanone (P2) was synthesized by stoddinger reaction. The optical properties and ion response behavior were studied by UV-Vis spectrophotometer and fluorescence spectrophotometer. It was found that when Cl O- was added to P2 solution, the yellow fluorescence of P2 solution was significantly quenched (the detection limit was up to 2.63 脳 10 ~ (-8) M),) and the turn-off type detection of Cl O- was realized. After addition of other anions and oxides, the fluorescence of phosphine imines was not changed. 3 N-1-naphthyltriphenylphosphine (S1) was synthesized by Kirsanov reaction at room temperature. The structure of S1 was characterized by IR, NMR and time of flight mass spectrometry. At the same time, the ability of ion recognition was studied by ultraviolet-visible spectrophotometer and fluorescence spectrophotometer. By changing the proportion of water in the test system, it is found that there is a fluorescence enhancement property in S _ 1. After adding H into S1 solution, the fluorescence quenching of H was carried out, and the turn-off probe recognition of H was realized. The detection limit was up to 2.5 脳 10 ~ (-8) M). After the addition of other anions, the fluorescence did not change obviously. After the addition of OH-, the fluorescence of S _ 1 / H mixture recovered, indicating that S1 has the potential to act as a reversible pH indicator. 4 through Kirsanov reaction, The phosphine derivatives containing Pnbond structure: 2-hexyl-5-triphenyln-phosphonyl-1H-benzo [de] isoquinoline-1 (2H) -diketone (S2) were synthesized. The optical properties of S2 were studied by UV-vis spectrophotometer and fluorescence spectrophotometer. The addition of picric acid (PA) can significantly quench the green fluorescence of S2 solution (the detection limit is up to 6.98 脳 10 ~ (-8) M),). The addition of other anionic and anion ions does not change significantly, suggesting that it can be used as an optical probe for explosive PA.
【學(xué)位授予單位】：新疆大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O627.51
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