Search results for "solvatochromism"
showing 10 items of 31 documents
Elongated push–pull diphenylpolyenes for nonlinear optics: molecular engineering of quadratic and cubic optical nonlinearities via tuning of intramol…
1999
Abstract Push–pull polyenes are of particular interest for nonlinear optics (NLO) as well as model compounds for long-distance intramolecular charge transfer (ICT). In order to tune the ICT phenomenon and control the linear and nonlinear optical properties, we have synthesized and investigated several series of soluble push–pull diphenylpolyenes of increasing length and having various donor (D) and acceptor (A) end groups. Their linear and NLO properties have been studied by performing electro-optical absorption measurements (EOAM) and third-harmonic generation (THG) experiments in solution. Each push–pull molecule exhibits an intense ICT absorption band in the visible characterized by an i…
Combined Theoretical and Experimental Study of the Photophysics of Asulam
2013
The photophysics of the neutral molecular form of the herbicide asulam has been described in a joint experimental and theoretical, at the CASPT2 level, study. The unique π → π* aromatic electronic transition (f, ca. 0.5) shows a weak red-shift as the polarity of the solvent is increased, whereas the fluorescence band undergoes larger red-shifts. Solvatochromic data point to higher dipole moment in the excited state than in the ground state (μ(g)μ(e)). The observed increase in pKa in the excited state (pKa* - pKa, ca. 3) is consistent with the results of the Kamlet-Abboud-Taft and Catalán et al. multiparametric approaches. Fluorescence quantum yield varies with the solvent, higher in water (…
Linear and Angular Distyrylpyrazines with Terminal Donor Groups: Synthesis, Solvatochromism, and Acidochromism of the Electronic Spectra
2011
A series of linear and angular distyrylpyrazines and lateral donor groups has been prepared by aldol condensation between dimethylpyrazines and the appropriate aromatic aldehyde. The optical absorption and emission properties of these systems were studied in different solvents and media. The materials display a strong solvatochromism of the emission that is reflected by large red shifts of their fluorescence emission maxima on increasing the solvent polarity. This behaviour suggests a highly polar emitting state, which is characteristic of compounds that undergo an internal charge transfer upon excitation. Upon protonation, the UV-vis spectra are altered, and the fluorescence intensity of t…
Two-photon absorption dye based on 2,5-bis(phenylacrylonitrile)thiophene with aggregration enhanced fluorescence
2016
This paper reports the synthesis and characterization of a 2,5-bis(phenylacrylonitrile) thiophene based two-photon dye, designed to show enhancement in fluorescence quantum yield in nanoaggregated form. Strong solvatochromism has been observed and explained by the favoritism of locally excited (LE) or internal charge transfer (ICT) state depending on the solvent polarity. Aqueous dispersions of nanoparticles have been prepared and investigated regarding their optical properties which were correlated to the LE and ICT state and the molecular structure of the aggregates. (C) 2016 Optical Society of America
Temperature-Dependence of Solvent-Induced Stokes Shift and Fluorescence Tunability in Carbon Nanodots
2019
We carried out a cryogenic investigation on the optical properties of carbon dots, aiming to better understand their emission mechanism and the role of the solvent. The solvatochromic Stokes shift is quantified by a low temperature approach which allows freezing of the photo-excited state of carbon dots, preventing any solvation relaxation. Moreover, the reduction in temperature helps to identify the dynamical inhomogeneous contribution to the broadening of the emission band; therefore, disentangling the role of solvent from other types of broadening, such as the homogeneous and the static inhomogeneous contributions.
Identification of microplastics using 4‐dimethylamino‐4′‐nitrostilbene solvatochromic fluorescence
2021
In this work, we introduce the use of 4-dimethylamino-4'-nitrostilbene (DANS) fluorescent dye for applications in the detection and analysis of microplastics, an impendent source of pollution made of synthetic organic polymers with a size varying from less than 5 mm to nanometer scale. The use of this dye revealed itself as a versatile, fast and sensitive tool for readily discriminate microplastics in water environment. The experimental evidences herein presented demonstrate that DANS efficiently absorbs into a variety of polymers constituting microplastics, and its solvatochromic properties lead to a positive shift of the fluorescence emission spectrum according to the polarity of the poly…
4-(Diethylamino)salicylaldehyde-based twin compounds as NLO-active materials
2016
Abstract 4-(Diethylamino)salicylaldehyde-based twin compounds containing 1,3-indandione and 1,3-bisdicianovinylindane moieties were synthesized and their thermal, optical, photophysical, electrochemical, photoelectrical and nonlinear optical properties were studied. The synthesized compounds form glasses with the glass transition temperatures ranging from 79 to 103 °C. Photoluminescence spectra of the solutions of compounds exhibited red-shifts with the increase of the solvent polarity that was caused by the positive solvatochromic effect. The linear dependencies between the position of the photoluminescence maxima of compounds and the empirical parameter E T (30) of the different solvents …
Proton-Induced Multiple Changes of the Absorption and Fluorescence Spectra of Amino-Aza-Oligo(Phenylenevinylene)s
2008
Fluorescent dyes with a high sensitivity of their optical spectra towards changes of the environment were prepared via aldol condensation or Horner olefinations. The main chromophore is a quadrupolar N-substituted 1,4-distyrylbenzene which allows protonation and complexation at various positions resulting in a series of different and significant changes of the optical spectra. The sensitivity of the absorption and emission spectra on solvent polarity, acid, and cations is reported.
Polarity study of ionic liquids with the solvatochromic dye Nile Red: a QSPR approach using in silico VolSurf+ descriptors
2016
The in silico VolSurfþ descriptors, accounting for both cationic and anionic structural features of ionic liquids (ILs) were used to develop a Partial Least Squares (PLS) model able to establish a Quantitative Structure Property Relationship (QSPR) correlation with their solvatochromic dye Nile Red polarity. The PLS model allowed prediction of ENR values for 116 ILs providing an in silico ILs polarity database.
The Medium-Depending Fluorescence of Quadrupolar Donor-Acceptor-Donor Substituted Distyrylbenzenes with High Two-Photon Absorption Cross-Sections
2006
ABSTRACT1,4-Distyrylbenzenes with terminal dialkylamino groups and a central 2,5-disubstitution with electron-accepting groups were prepared via twofold Horner-olefination. These chromophores with a quadrupolar donor-acceptor-donor substitution and C2-symmetry absorb in the violet to green region of the visible spectrum exhibit large two-photon-absorption cross-sections when irrdiated in the NIR. Whereas a variation of the solvent polarity only slightly alters the absorption spectra, the fluorescence appears to be highly responsive. Besides a positive solvatochromism, the emission is very sensitive towards protonation. Quenching or appearance of new emitting species depends on the substitut…