Synthesis and characterization of new chloride-sensitive indicator dyes based on dynamic fluorescence quenching

Huber, Christian; Fähnrich, Karsten; Krause, Christian; Werner, Tobias

doi:10.1016/s1010-6030(99)00160-4

Cited by 45 publications

(18 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…As a result, K SV values were respectively 0.09252 mM −1 , 0.12998 mM −1 and 0.29265 mM −1 for Cl − , Br − and I − obtained by taking the slope of the regression line in Figure (D). Since the average fluorescence lifetime of quinine sulfate is 20.42 ns (Figure ), K q values were calculated to be about 4.53 × 10 9 M −1 s −1 , 6.37 × 10 9 M −1 s −1 and 1.43 × 10 10 M −1 s −1 for Cl − , Br − and I − , respectively, indicating that the fluorescence quenching mechanism caused by Cl − and Br − is a dynamic quenching process and the I − ‐caused fluorescence quenching mechanism is a static quenching process due to the fact that the rate constant of dynamic quenching is usually less than 1.0 × 10 10 M −1 s −1 …”

Section: Resultsmentioning

confidence: 99%

Studies of the effect of halide ions on the fluorescence of quinine sulfate

et al. 2019

View full text Add to dashboard Cite

The effect of halide ions (Cl − , Br − and I − ) on the fluorescence of quinine sulfate in dilute sulfuric acid solution was studied by fluorescence spectra, ultraviolet-visible (UV-visible) absorption spectra and fluorescence decay technique. The results exhibited that halide ions with heavier atomic mass could significantly reduce the fluorescence intensity of quinine sulfate, as a result, the order of fluorescence quenching caused by halide ions is Cl − < Br − < I − . Therefore, halide ions with high concentration could seriously quench the fluorescence of quinine sulfate. The UVvisible absorption spectra and fluorescence decay technique revealed that the fluorescence quenching of quinine sulfate caused by halide ions was attributed to dynamic quenching, static quenching process, self-quenching fluorescence effect and electronic transfer.

show abstract

Section: Resultsmentioning

confidence: 99%

Studies of the effect of halide ions on the fluorescence of quinine sulfate

et al. 2019

View full text Add to dashboard Cite

show abstract

“…[17] This patent indicates the formation of dichlorophosphoric acid during the reaction, which forms salts with the pyrimidines 5. Experimentally such adducts of dichlorophosphoric acid and heterocyclic compounds have been described, for example, for the chlorination of 9-acridone to 9-chloroacridine, [19] and described for the reaction of 2-pyridone with phosphoryl chloride. [20] Therefore, pure phosphoryl chloride was used instead of the highly toxic phosgene, and a prolonged reaction time (48 h) was chosen (Scheme 2).…”

Section: Results and Discussion Synthesismentioning

confidence: 99%

‘Green' Synthesis of 2-Substituted 6-Hydroxy-[3H]-pyrimidin-4-ones and 4,6-Dichloropyrimidines: Improved Strategies and Mechanistic Study

et al. 2015

View full text Add to dashboard Cite

An improved route to 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones 4 and to 2-substituted 4,6-dichloropyrimidines 5 is reported. Without using highly toxic reactants, compounds 4 can be prepared conveniently in a one pot synthesis on a one mol scale with average yields up to 80 %. 4,6-Dichloropyrimidines 5, which are usually prepared in small quantities, are synthesized with average yields of 80 %, using up to 80 g of starting material. The mechanism of the chlorination of 4 is investigated computationally for the first time. The results suggest that the chlorination with phosphoryl chloride occurs in an alternating phosphorylation-chlorination manner (pathway 1) which is preferred over a sequence which starts with two phosphorylations. The investigated 4,6-dichloropyrimidines described herein form strong complexes with dichlorophosphoric acid but weak complexes with hydrochloric acid (generated during workup). These latter complexes explain the necessity of using aqueous sodium carbonate during the working up. In order to prevent possible formation of pyrimidinium salts between intermediates or the final dichloropyrimidines and unreacted hydroxypyrimidone, the latter could be deactivated with a strong acid such as dichlorophosphoric acid, thus allowing chlorination but prohibiting salt formation. Because of its general applicability to all nitrogen heterocycle chlorinations with phosphoryl chloride, the proposed route to dichloropyrimidines without solvent or side products, using less toxic reactants, is of general synthetic interest.

show abstract

“…The fluorescence quenching process is confirmed to binding of MPNPI with ZnO. The thermodynamic possibility of transfer of electron in an excited state of reaction approved by free energy change is deliberated by Rehm-Weller expression as depicted in equation (3.3) [25]. (red) is the potential for reduction of ZnO nanoparticle, i.e., the conduction band potential of nanoparticle is the MPNPI's excited state energy and C refers to the coulombic term.…”

Section: X-ray Diffraction Characterisation Of 1-(4-methoxyphenyl)-2-mentioning

confidence: 97%

Binding Interaction and Optical Properties of 1-(4-methoxyphenyl)-2- (naphthalen-1-yl)-1H-phenanthro[9,10-d]imidazole with ZnO nanoparticle

Pazhalanisamy¹,

Ramanathan²,

Sujatha³

et al. 2017

DJ JECF

View full text Add to dashboard Cite

Binding interaction and optical properties of 1-(4-methoxyphenyl)-2-(naphthalen-1-yl)-1H-phenanthro [9, 10-d] imidazole (MPNPI) with ZnO nanoparticle has been studied. MPNPI is analyzed by 1 H, 13 C NMR, mass and elemental means. Single crystal X-Ray Diffraction (XRD) investigation is carried out to verify the arrangement of MPNPI and it shows that the MPNPI has monoclinic arrangement. Sol-gel method has been applied to synthesize ZnO nanoparticles, whereas powder XRD, Scanning Electron Microscope (SEM) and Energy Dispersive X-ray Spectra (EDS) methods have been used to characterize them. Binding interaction and optical properties are established by electronic spectral analysis. It is observed that MPNPI strongly binds on the surface of nanoparticles and increases the concentration of nanoparticles into MPNPI resulting in remarkable fluorescence quenching. Fluorescence quenching completes via the electrons transfer from MPNPI's excited state to nanoparticle.

show abstract

Synthesis and characterization of new chloride-sensitive indicator dyes based on dynamic fluorescence quenching

Cited by 45 publications

References 26 publications

Studies of the effect of halide ions on the fluorescence of quinine sulfate

Studies of the effect of halide ions on the fluorescence of quinine sulfate

‘Green' Synthesis of 2-Substituted 6-Hydroxy-[3H]-pyrimidin-4-ones and 4,6-Dichloropyrimidines: Improved Strategies and Mechanistic Study

Binding Interaction and Optical Properties of 1-(4-methoxyphenyl)-2- (naphthalen-1-yl)-1H-phenanthro[9,10-d]imidazole with ZnO nanoparticle

Contact Info

Product

Resources

About