Solvatochromic Fluorescence of 8-(Phenylamino)-1-naphthalene-ammoniumsulfonate (8,1 ANS) in 1,4-Dioxane/Water Mixtures, revisited

1993 ◽  
Vol 48 (5-6) ◽  
pp. 709-712 ◽  
Author(s):  
Stefan H. Hüttenhain ◽  
Wolfgang Balzer
Keyword(s):  
Hydrogen Bonding ◽  
Key Words ◽  
Fluorescence Intensity ◽  
Stokes Shift ◽  
Solvent Mixture ◽  
Fluorescence Properties ◽  
Correlation Line ◽  
Polarity Parameters

Abstract The correlation of the solvatochromic fluorescence properties of 8-(phenylamino)-1-naphthalene-ammoniumsulfonate (8,1 ANS) in 1,4-dioxane/water mixtures with Eτ(30) and Δƒ values of the respective solvents shows that besides the polarity the nature of the solvent mixture determines the fluorescence intensity I and the Stokes shift Δv̅. Different amounts of hydrogen-bonding are suggested to be responsible for the different slopes of the correlation line plots. Key words: Solvatochromic fluorescence 8-(phenylamino)-1-naphthalene-ammoniumsulfonate (8,1 ANS); Semi-empiric polarity parameters 1,4-dioxane/water mixtures.

scholarly journals Bicyclic 1,3a,6a-Triazapentalene Chromophores: Synthesis, Spectroscopy and Their Use as Fluorescent Sensors and Probes

Chemosensors ◽  
2021 ◽  
Vol 9 (1) ◽  
pp. 16
Author(s):  
Yingchun Wang ◽  
Tomas Opsomer ◽  
Wim Dehaen
Keyword(s):  
Stokes Shift ◽  
Substituent Effects ◽  
Visible Spectrum ◽  
Fluorescent Sensors ◽  
Biological Imaging ◽  
Fluorescent Imaging ◽  
Fluorescence Properties ◽  
Imaging Probes ◽  
Synthetic Methodologies ◽  
Aromatic Heterocyclic

The 1,3a,6a-triazapentalene (TAP) is an aromatic heterocyclic fluorescent dye with interesting features such as its small size, large Stokes shift, solvatochromism, and emission wavelengths that are spread across the visible spectrum. TAPs have been synthesized via different synthetic strategies involving click−cyclization−aromatization domino reactions, gold-catalyzed cyclization of propargyl triazoles or triazolization of acetophenones. As a result, TAPs with diverse substitution patterns were obtained, showing varying fluorescence properties. Based on these properties, several TAPs have been selected and studied as fluorescent imaging probes in living cells and as sensors. This mini review provides an overview of the research on the bicyclic TAPs and does not comment on the literature about benzo or otherwise fused systems. The synthetic methodologies for the preparation of TAPs, the substituent effects on the fluorescence properties, and the behavior of the TAP core as an element of biological imaging probes and sensors are discussed.

A fluorochrome from aniline blue: structure,synthesis and fluorescence properties

1982 ◽  
Vol 35 (12) ◽  
pp. 2571 ◽  
Author(s):  
NA Evans ◽  
PA Hoyne
Keyword(s):  
Critical Micelle Concentration ◽  
Cationic Surfactant ◽  
Fluorescence Intensity ◽  
Fluorescence Emission ◽  
Aniline Blue ◽  
Fluorescence Properties ◽  
Hexadecyltrimethylammonium Bromide ◽  
Commercial Sample ◽  
Emission Maximum ◽  
Structure Synthesis

A fluorochrome has been isolated in analytically pure form from a commercial sample of the triaryl-methane dye aniline blue. Its structure has been shown to be sodium 4,4'-[carbonylbis(benzene-4,1-diyl)bis(imino)]bisbenzenesulfonate by spectroscopic means and confirmed by synthesis. Its fluorescence emission, which is markedly solvent-dependent, is 150 times greater in butan-1-ol than in water (however, the wavelength of the emission maximum is not altered significantly). In the presence of a cationic surfactant, hexadecyltrimethylammonium bromide, the fluorescence intensity reaches a maximum at approximately the critical micelle concentration of the surfactant.

Effects of methoxy-substituted metalloporphyrins in catalytic alkene epoxidation by n-Bu4NHSO5

2010 ◽  
Vol 14 (04) ◽  
pp. 335-342 ◽  
Author(s):  
Amineh Aghabali ◽  
Nasser Safari
Keyword(s):  
Hydrogen Bonding ◽  
Catalytic Activity ◽  
High Activity ◽  
Solvent Mixture ◽  
Steric Effects ◽  
Reaction Condition ◽  
Reaction Solution ◽  
Phenyl Rings ◽  
Active Intermediate ◽  
The Stability

TPPMnOAc and four different kinds of manganese tetraphenylporphyrin acetates were synthesized using different numbers of methoxy substituents in various positions of the phenyl rings. These porphyrins were used as catalysts in the epoxidation of various alkenes with tetra-n-butylammonium hydrogen monopersulfate (n- Bu 4 NHSO 5) as the oxidant and imidazole as the axial base. The following order of catalytic activity was obtained: TPPMnOAc ≥ T (2,3- OMeP ) PMnOAc > T (4- OMeP ) PMnOAc > T (3,4- OMeP ) PMnOAc > T (2,4,6- OMeP ) PMnOAc . By studying the UV-vis spectra in the reaction solution, the stability of the applied methoxy porphyrins and the effect of this factor on obtained yields were investigated. Lower catalytic activity in some of the methoxy porphyrins emphasized steric effects and special hydrogen bonding among the reaction elements. However, the stability of T (2,3- OMeP ) PMnOAc under our reaction condition was considerable and high activity was observed. By adding small amounts of alcohol to the reaction solution, the effect of the solvent mixture was previewed and steps were taken to identify the active intermediate of the catalyst in these conditions.

Study on Preparation and Luminescence of Green Phosphate Phosphor

2013 ◽  
Vol 274 ◽  
pp. 467-470
Author(s):  
Ze Wu ◽  
Tao Jiang ◽  
Nai Xiang Liang ◽  
Ya Ling Sun ◽  
Li Min Dong
Keyword(s):  
Fluorescence Intensity ◽  
Surface Composition ◽  
Fluorescence Properties ◽  
Luminescent Materials ◽  
Green Phosphor

In this article, La0.6Ce0.27Tb0.13PO4 green phosphor has been successfully synthesized through the method of co-percipition. The surface composition, morphology, and fluorescence properties of luminescent materials were characterized by XRD, SEM, and PL. The results showed that: the added sensitizer of Ce3+ ion rapidly increased the fluorescence intensity, further proved that Ce3+ ions have sensitization on Tb3+ ions. In system of La1-x-yPO4: yCe, the fluorescence intensity of xTb, La0.8PO4:0.1Ce,0.1Tb is strongest, and it’s the best ratio of the system.

scholarly journals Photophysical properties of pyrrolocytosine, a cytosine fluorescent base analogue

2016 ◽  
Vol 18 (30) ◽  
pp. 20189-20198 ◽  
Author(s):  
Quynh L. Nguyen ◽  
Vincent A. Spata ◽  
Spiridoula Matsika
Keyword(s):  
Hydrogen Bonding ◽  
Ab Initio ◽  
Photophysical Properties ◽  
Fluorescence Properties ◽  
Water Molecules ◽  
Pi Stacking ◽  
High Level

The fluorescence properties of pyrrolocytosine, a cytosine analogue, are investigated using high level ab initio methods, and they are found to be affected by hydrogen bonding to water molecules, as well as by pi-stacking with guanine.

Efficient Synthesis, Photochromism and Fluorescence Properties of a Novel Diarylethene Bearing a Naphthalene

2014 ◽  
Vol 1003 ◽  
pp. 59-62
Author(s):  
Hong Yan Xu ◽  
Le Le Ma ◽  
Shou Zhi Pu
Keyword(s):  
Fluorescence Intensity ◽  
Uv Light ◽  
Fluorescence Properties ◽  
Efficient Synthesis ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Open Ring

A new unsymmetrical photochromic diarylethene compound 1a was synthesized and its photochromism were investigated. The compound exhibited good photochromism in solution and PMMA films with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer (1b) are 536 nm in hexane and 552 nm in PMMA films. The open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 441 nm when excited at 290 nm. Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light.

Dimethylplatinum(IV) chemistry: Stannyl, hydride, hydroxide, and aqua complexes

2003 ◽  
Vol 81 (6) ◽  
pp. 476-483 ◽  
Author(s):  
Ernest M Prokopchuk ◽  
Richard J Puddephatt
Keyword(s):  
Hydrogen Bonding ◽  
Key Words ◽  
Hydroxo Complex ◽  
Aqua Complex ◽  
Thermally Stable ◽  
Moist Air ◽  
Aqua Complexes

The dimethylplatinum(II) complex [PtMe2(Me3TACN)] (Me3TACN = 1,4,7-trimethyl-1,4,7-triazacyclononane) reacts easily with Me3SnCl, Me2SnCl2, or HX (X = CF3CO2, CF3SO3, BF4) to give the thermally stable cationic dimethyl platinum(IV) complexes [Pt(SnMe3)Me2(Me3TACN)]+, [Pt(SnMe2Cl)Me2(Me3TACN)]+, or [PtHMe2(Me3TACN)]+. The complexes [PtMe2(Me3TACN)] and [PtHMe2(Me3TACN)]+ are oxidized by moist air to give the hydroxo complex [PtMe2(OH)(Me3TACN)]+, which can then be protonated reversibly to form the aqua complex [PtMe2(OH2) (Me3TACN)]2+. The structures of the hydroxo complex [PtMe2(OH)(Me3TACN)]+, as both the BF[Formula: see text] or CF3SO[Formula: see text] salt, and of the mixed hydroxo, aqua complex [PtMe2(OH)(Me3TACN)][PtMe2(OH2)(Me3TACN)][BF4]3 have been determined and the complexes are shown to display interesting hydrogen bonding. Key words: platinum, oxidation, organometallic, tin, hydride.

scholarly journals The Lysosomotropic Agent Monodansylcadaverine Also Acts as a Solvent Polarity Probe

2000 ◽  
Vol 48 (2) ◽  
pp. 251-258 ◽  
Author(s):  
Axel Niemann ◽  
Akira Takatsuki ◽  
Hans-Peter Elsässer
Keyword(s):  
Membrane Lipids ◽  
Effective Interaction ◽  
Stokes Shift ◽  
Solvent Polarity ◽  
Autophagic Vacuole ◽  
Ion Trapping ◽  
Fluorescence Properties ◽  
Autophagic Vacuoles ◽  
Acidic Compartments

The autofluorescent substance monodansylcadaverine has recently been reported as a specific in vivo marker for autophagic vacuoles. However, the mechanism for this specific labeling remained unclear. Our results reveal that the common model of ion trapping in acidic compartments cannot completely account for the observed autophagic vacuole staining. Because autophagic vacuoles are characterized by myelin-like membrane inclusions, we tested whether this lipid-rich environment is responsible for the staining properties of monodansylcadaverine. In in vitro experiments using either liposomes or solvents of different polarity, monodansylcadaverine showed an increased relative fluorescence intensity in a hydrophobic environment as well as a Stokes shift dependent on the solvent polarity. To test the effect of autophagic vacuoles or autophagic vacuole lipids on monodansylcadaverine fluorescence, we isolated autophagic vacuoles and purified autophagic vacuole lipids depleted of proteins. Entire autophagic vacuoles and autophagic vacuole lipids had the same effect on monodansylcadaverine fluorescence properties, suggesting lipids as the responsible component. Our results suggest that the in vivo fluorescence properties of monodansylcadaverine do not depend exclusively on accumulation in acidic compartments by ion trapping but also on an effective interaction of this molecule with autophagic vacuole membrane lipids.

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