共查询到20条相似文献,搜索用时 15 毫秒
1.
《Comptes Rendus Chimie》2017,20(4):415-423
The optical and colorimetric properties of a new chemosensor 4-((2,4-dichlorophenyl)diazenyl)-2-(3-hydroxypropylimino)methyl)phenol (L) for cyanide ions were investigated by the naked-eye detection and UV–vis spectroscopy. This receptor reveals visual changes toward CN− anions in aqueous media. No significant color changes were observed upon the addition of any other anions. The cyanide recognition properties of the receptor through proton-transfer were monitored by UV–vis titration and 1H NMR spectroscopy. The binding constant (Ka) and stoichiometry of the formed host–guest complex were calculated by the Benesi–Hildebrand (B–H) plot and Job's plot method, respectively. The detection limit of the probe towards CN− was 1.03 × 10−6 mol L−1, which is lower than the maximum value of cyanide (1.9 × 10−6 mol L−1) permitted by the World Health Organization in drinking water. Thus, this chemosensor was sensitive enough to detect cyanide in aqueous solutions. 1H NMR experiments were conducted to investigate the nature of interaction between the receptor and CN− anions. Notably, the designed sensor can be applied for the rapid detection of cyanide anions in the basic pH range and also under physiological conditions, for practical purposes for a long duration. The sensing behavior of the receptor was further emphasized by computational studies. Quantum-chemical calculations and molecular studies via Density Functional Theory (DFT) were carried out to supplement the experimental results. 相似文献
2.
3.
A novel HBT-hemicyanine hybrid was prepared. This hybrid not only displays a large red-shifted (Δλ = 125 nm) emission compared to the well known ESIPT dye HBT, but also can be used as a new probe for rapid, colorimetric and ratiometric fluorescent detection of bisulfite with high selectivity and sensitivity in aqueous solution. The detection limit of this probe for HSO3− was calculated to be about 56 nM with a linear range of 0–25 μM. The potential application of this probe was exampled by detection of bisulfite in real food samples and living cells. Overall, this work not only provided a new ratiometric sensing platform, but also provided a new promising colorimetric and ratiometric fluorescent probe for bisulfite. 相似文献
4.
We characterize six new fluorescent probes that show both intensity and lifetime changes in the presence of free uncomplexed aqueous cyanide, allowing for fluorescence based cyanide sensing up to physiological safeguard levels, i.e. <30 μM. One of the probes, m-BMQBA, shows a ≈15-fold reduction in intensity and a ≈10% change in mean lifetime at this level.The response of the new probes is based on their ability to bind the cyanide anion through a boronic acid functional group, changing from the neutral form of the boronic acid group R-B(OH)2 to the anionic R-B−(CN)3 form, a new cyanide binding mechanism which we have recently reported. The presence of an electron deficient quaternary heterocyclic nitrogen nucleus, and the electron rich cyanide bound form, provides for the intensity changes observed. We have determined the disassociation constants of the probes to be in the range ≈15-84 μM3. In addition we have synthesized control compounds which do not contain the boronic acid moiety, allowing for a rationale of the cyanide responses between the probe isomers to be made.The lifetime of the cyanide bound probes are significantly shorter than the free R-B(OH)2 probe forms, providing for the opportunity of lifetime based cyanide sensing up to physiologically lethal levels.Finally, while fluorescent probes containing the boronic acid moiety have earned a well-deserved reputation for monosaccharide sensing, we show that strong bases such as CN− and OH− preferentially bind as compared to glucose, enabling the potential use of these probes for cyanide safeguard and determination in physiological fluids, especially given that physiologies do not experience any notable changes in pH. 相似文献
5.
《Journal of heterocyclic chemistry》2018,55(5):1130-1135
A low‐molecular‐weight fluorescent probe 1 (M.W. = 238.24) based on aurone was synthesized, and its application in fluorescent detection of Hg2+ in aqueous solution and living cells was reported. It exhibited an “on–off” fluorescent response toward Hg2+ in aqueous solution. Both the color and fluorescence changes of the probe were remarkably specific for Hg2+ in the presence of other common metal ions, satisfying the selective requirements for biomedical and environmental monitoring application. The probe has been applied in direct measurement of Hg2+ content in river water samples and imaging of Hg2+ in living cells, which further indicates the potential application values in environmental and biological systems. 相似文献
6.
Bithiophene triarylborane dyad: An efficient material for the selective detection of CN− and F− ions
Sakthivel Perumal Sekar Karuppannan Sivaraman Gandhi Singaravadivel Subramanian Anbu Govindasamy Senthil Kumar Gopal 《应用有机金属化学》2020,34(1):e5257
A new fluorescent chemosensor based on bithiophene coupled dimesitylborane (BMB-1) was synthesized and characterized. BMB-1 was used for colorimetric and turn-on fluorescent sensing of cyanide (CN−) and fluoride (F−) ions, in the presence of other competitive anions in an aqueous (CH3CN–H2O) medium. BMB-1 showed a hypsochromic shift (blue shift) with addition of CN− and F− ions in absorption studies. The lower detection level of CN− and F− ions is 1.37 × 10−9 and 1.75 × 10−9 M, respectively. The BMB-1 binding mechanism is based on the nucleophilic addition of CN− and F− ions in the internal charge transfer transition of bithio moiety to the boranylmesitylene unit, and the color changes were observed under UV light. This result is further confirmed by Fourier transform infrared spectroscopy, mass spectrometry and density functional theory calculations. Also, the BMB-1 probe is found to be a good adsorbent for the removal of F− ions in real water samples using the adsorption technique. 相似文献
7.
Yan-Li Leng Jian-Hui Zhang Qiao Li You-Ming Zhang Qi Lin Hong Yao 《Phosphorus, sulfur, and silicon and the related elements》2016,191(10):1318-1323
A colorimetric and fluorescent cyanide probe bearing naphthol and sulfahydrazone groups has been designed and synthesized. This structurally simple probe displays a rapid response and high selectivity for cyanide in DMSO/EtOH (v/v = 2:8) solution. The addition of CN? to the sensor p-toluenesulfonyl-2-hydroxy-1-naphthylhydrazone (L3) induced a remarkable color change from pale-yellow to yellow, and green fluorescence changed to yellow. The 1H NMR titration and DFT calculations suggested that the selective sensing process is based on a nucleophilic addition reaction of cyanide to imine. Test strips based on sensor L3 were fabricated, which could act as a convenient and efficient test kit to detect CN? for “in-the-field” measurements. 相似文献
8.
A sensitive fluorescent probe, 2,2'-bisbenzimidazole (L), for CN has been developed. This structurally simple receptor displays great selectivity for the cyanide anion over other common inorganic anions in an aqueous environment. In addition, further study demonstrates the lower detection of the fluorescence response of the sensor to CN is in 10 9 mol/L range. Thus, the present probe should be applicable as a practical system for the monitoring of cyanide concentrations in aqueous samples. 相似文献
9.
A rhodamine spirolactam derivative (1) is developed as a colormetric and fluorescent probe for trivalent aluminum ions (Al3+). It exhibits a highly sensitive “turn-on” fluorescent response toward Al3+ with a 70-fold fluorescence intensity enhancement under 2 equiv. of Al3+ added. The probe can be applied to the quantification of Al3+ with a linear range covering from 5.0 × 10−7 to 2.0 × 10−5 M and a detection limit of 4.0 × 10−8 M. Most importantly, the fluorescence changes of the probe are remarkably specific for Al3+ in the presence of other metal ions, which meet the selective requirements for practical application. Moreover, the experiment results show that the response behavior of 1 towards Al3+ is pH independent in neutral condition (pH 6.0–8.0) and the response of the probe is fast (response time less than 3 min). In addition, the proposed probe has been used to detect Al3+ in water samples and image Al3+ in living cells with satisfying results. 相似文献
10.
M.R. Ganjali B. Veismohammadi M. Hosseini P. Norouzi 《Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy》2009,74(2):575-578
A novel fluorescent chemosensor 2-(5-(dimethylamino)naphthalen-1-ylsulfonyl)-N-phenylhydrazinecarbothioamide (L) has been synthesized, which revealed an emission of 530 nm and when excited at 360 nm. The fluorescent probe undergoes a fluorescent emission intensity quenching upon binding to terbium ions in MeCN solution. The fluorescence quenching of L is attributed to the 1:1 complex formation between L and Tb(III) which has been utilized as the basis for the selective detection of Tb(III). The linear response range covers a concentration range of Tb(III) from 4.0 × 10−7 to 1.0 × 10−5 M and the detection limit is 1.4 × 10−7 M. The association constant of the 1:1 complex formation for L–Tb+3 was calculated to be 6.01 × 106 M−1, and the fluorescent probe exhibits high selectivity over other common metal ions mono-, di-, and trivalent cations indicate good selectivity for Tb(III) ions over a large number of interfering cations. 相似文献
11.
Dr. Teresa Gómez Dr. Daniel Moreno Borja Díaz de Greñu A. Cristina Fernández Dr. Teresa Rodríguez Dr. Josefa Rojo Dr. José V. Cuevas Prof. Dr. Tomás Torroba 《化学:亚洲杂志》2013,8(6):1271-1278
We report new indene derivatives that are good fluorogenic probes for the cyanide anion, one of which is a highly selective and sensitive fluorogenic probe for the fluorescent detection—as well as reliable quantification—of the cyanide anion in water or buffer, with a 103‐fold increase of fluorescence and low detection limit. It is therefore useful for the quantification of natural cyanide from aqueous extracts of green almond seeds, thus proving that the system is suitable for fast detection and quantification of cyanide from natural sources. 相似文献
12.
Soo Kyung Kwon Ha Na Kim Hyejin Hwang So Hyun Kim Sungsu Park Juyoung Yoon 《Tetrahedron letters》2008,49(26):4102-4105
We introduce a cyanide selective microfluidic platform, in which fluorescent chemodosimeter 1 displayed a selective green fluorescence upon the addition of cyanide. Our system was examined in aqueous solution, and the ‘OFF-ON’ type emission change can be monitored over 500 nm. In addition, colorimetric change was also observed upon the addition of cyanide. The practical use of the probe was demonstrated by its application to the detection of cyanide in the living cells. 相似文献
13.
《Tetrahedron letters》2014,55(51):7047-7050
A new chloramine signaling probe, based on a coumarin oxime, was developed. The coumarin oxime 1 exhibited efficient off–on type fluorescent signaling behavior toward trichloroisocyanuric acid (TCCA) in an aqueous acetonitrile solution. The signaling is due to the TCCA-assisted transformation of the oxime function to its carbonyl analogue. The presence of common metal ions and anions did not interfere with the TCCA signaling of this probe. Probe 1 was found to be useful for the sensitive determination of the concentration of the practical oxidant TCCA in an aqueous environment, with a detection limit of 7.58 × 10−7 M. 相似文献
14.
《Arabian Journal of Chemistry》2022,15(4):103710
Selective metal ion detection is highly desired in fluorometric analysis. In the current study a curcumin-based fluorescence-on probe/[(2E,6E)-2,6-bis(4-(dimethylamino) benzylidene) cyclohexanone]/probe was designed for the removal of one of the most toxic heavy metal ion i.e. Hg2+. The structure of the probe was confirmed by FTIR and 1H NMR spectroscopic analysis displaying distinctive peaks. The complex formation between probe and Hg2+ ion was also studied by density functional theory to support the experimental results. Chelation enhanced fluorescence was observed upon interaction with Hg2+ ion. Different parameters like pH, effect of mercury ion concentration, contact time, interference study and effect of probe concentration on the fluorescence enhancement were also investigated. A rapid response was detected for Hg2+ ion with limit of detection and quantification as 2.7 nM and 3 nM respectively with association constant of 1 × 1011 M?2. The probe displayed maximum fluorescence intensity at physiological pH. The results showed that the synthesized probe can be employed as an excellent probe for the detection and quantification of Hg2+ ions in aqueous samples with high selectivity and sensitivity due to its higher binding energy and larger charge transferring ability. 相似文献
15.
The present article describes design and synthesis of coumarin derived chemical reaction based chemodosimeter to recognize cyanide in aqueous medium. The Michael acceptor type coumarin derived probes 3 and 4 upon interaction with cyanide undergo Michael type nucleophilic addition reaction to form adducts in which fluorescence intensity was significantly enhanced, ‘turn-on’ by the change in intramolecular charge transfer (ICT) mechanism. The nonfluorescent color of solutions changed to a naked-eye sensitive fluorescent blue (switched-on). Job’s plot analysis revealed a 1:1 stoichiometry for the interaction between the probe and cyanide anion with a high detection limit. 相似文献
16.
Xiaobo ZhouYunguo Lu Jian-Fa ZhuWing-Hong Chan Albert W.M. LeePui-Shan Chan Ricky N.S. WongN.K. Mak 《Tetrahedron》2011,67(19):3412-3419
By appending a pair of carboxamidoquinoline pendants onto 1,2-diaminocyclohexane scaffold via N-alkylation, multifunctionalized ACAQ was designed and synthesized as a water soluble fluorescent ratiometric chemosensor for Zn2+. In 50% aqueous methanol buffer pH 7.4 solution, upon excitation at 316 nm, ACAQ (5 μM) displayed a selective ratiometric fluorescence changes with a shift from 410 to 490 nm in response to the interaction with Zn2+. After binding with 1 equiv of Zn2+, ACAQ exhibited a 12-fold enhancement in I490/I410 characterized by a clear isoemissive point at 440 nm. The metal sensor binding mode was established by Job’s plot and the combined fluorescence and 1H NMR spectroscopic method. The selectivity of the probe toward biological relevant cations and transition metal ions was proven to be good. In addition, the interference caused by Cu2+ and Cd2+ in the quantitation of Zn2+ can be completely eliminated by the use of diethyldithiocarbamate as the screening agent. Exploitation of ACAQ as the sensing probe, ratiometric determination of Zn2+ with the limit of detection (LOD) at 28.3 nm can be realized. In addition, the unique responsive properties of the probe toward Fe3+ and Zn2+ were used to construct a fluorescent switch. The membrane permeability of ACAQ to living cells and bio-imaging of Zn2+ were demonstrated. 相似文献
17.
A fluorescent and colorimetric probe bearing salicylaldehyde hydrazone functionality has been prepared for cyanide sensing. The detection of cyanide was performed via the nucleophilic attack of cyanide anion on the imine group of the probe with a 1:1 binding stoichiometry, which could be confirmed by 1H NMR and MS studies. The specific reaction results in a prominent fluorescence enhancement and a color change from colorless to yellow. 相似文献
18.
A ratiometric and exclusively selective Cu fluorescent probe based on internal charge transfer (ICT)
A new ratiometric and exclusively selective fluorescent probe N-butyl-4,5-di[N-(phenyl)-2-(amino)-acetamino]-1,8-naphthalimide (1) was designed and synthesized on the basis of the mechanism of internal charge transfer (ICT). The probe 1 showed exclusively selectivity for CuII in the presence of a variety of other metal ions in aqueous ethanol solutions and the binding mode of probe 1 with CuII was 1:1 metal-ligand complex. Fluorescent emission spectra of probe 1 in the presence of CuII showed a 50 nm blue shift, which is from 521 nm to 471 nm. Furthermore, probe 1 shows the same fluorescent change with the CuII in living cells. 相似文献
19.
A simple quinoline derived probe 3 has been described. Probe 3 having aldehyde function upon interaction with cyanide undergo nucleophilic addition reaction to form cyanohydrin derivative 4 in which fluorescence intensity enhances significantly, ‘turn-on’ by photoinduced electron transfer (PET) OFF–ON mechanism. The color of probe solution switched-on to fluorescent blue which is visible to the naked-eye. Job’s plot analysis revealed a 1:1 stoichiometry for an interaction between 3 and cyanide along with detection limit 0.058 μM (1.5 ppb). The mode of interaction to detect cyanide in aqueous medium through a reaction based chemodosimeter approach has been confirmed by NMR, mass, FTIR, and DFT data analysis. 相似文献
20.
A Reversible Dual Mode Chemodosimeter for the Detection of Cyanide Ions in Natural Sources
下载免费PDF全文
![点击此处可从《化学:亚洲杂志》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Herein, we report the synthesis of two indolium probes 1 and 2 based on anthracene and pyrene derivatives and their interactions with various anions. Of these probes, the pyrene conjugate 2 acts as a dual colorimetric and fluorescent chemodosimeter for the selective and sensitive detection of cyanide ions. The detection limit of probe 2 for CN? ions was found to be 10 ppb (30 nM ). The nature of interaction has been thoroughly studied through various techniques such as 1H NMR and IR spectroscopy, HRMS, and isothermal calorimetric (ITC) studies. These studies confirm that probe 2 forms a 1,2‐adduct in the presence of CN? ions. Kinetic studies using probe 2 showed the completion of the reaction within 15 s with a rate constant of k′=0.522±0.063 s?1. This probe can be coated on a solid surface (dipstick) and a polymer matrix for the on‐site analysis and quantification of endogenous cyanide ions in natural sources such as Indian almonds. 相似文献