Search results for "solvatochromism"
showing 10 items of 31 documents
Solvatochromism Unravels the Emission Mechanism of Carbon Nanodots
2016
High quantum yield, photoluminescence tunability, and sensitivity to the environment are hallmarks that make carbon nanodots interesting for fundamental research and applications. Yet, the underlying electronic transitions behind their bright photoluminescence are strongly debated. Despite carbon-dot interactions with their environment should provide valuable insight into the emitting transitions, they have hardly been studied. Here, we investigate these interactions in a wide range of solvents to elucidate the nature of the electronic transitions. We find remarkable and systematic dependence of the emission energy and kinetics on the characteristics of the solvent, with strong response of …
Bis(pyridylvinyl)diaminobenzenes: synthesis, acidochromism and solvatochromism of the fluorescence
2005
Abstract C2-symmetrical 1,4-distyrylbenzenes with 4-dimethylaminobenzene or pyridine as terminal rings, and propyloxy or dipropylamino groups in the central 2,5-positions were prepared. Solvatochromism of the absorption is small, but more pronounced in the fluorescence spectra. Some compounds exhibit huge Stokes shifts. Acid strongly alters the fluorescence: red shifts and decreasing quantum yields is the general result, but depending on the position and character of the basic sites, a strong recovery of fluorescence efficiency combined with large hypsochromic shifts may result in highly acidic solutions.
Does the change in the length of the alkyl chain bring us closer to the compounds with the expected photophysical and biological properties? – Studie…
2022
The novel imidazole-based phenothiazine derivatives 3a-3e differing in the length of the alkyl chain at the imidazole substituents were effectively designed and synthesized. The effect of the alkyl chain on the photophysical properties of novel compounds was systematically investigated and supported by TD/DFT calculations. The photophysical characterization of 3a-3e compounds was performed in a series of solvents. Both absorption and fluorescence spectra exhibited positive solvatochromism. Phenothiazine derivatives 3a-3e have a noteworthy emission from blue to yellow region 450–600 nm, high quantum yields 41–93%, lifetimes in nanosecond scale (4.01–7.55 ns), and Stokes shifts in the range o…
Thermotropic properties and molecular packing of discotic tristriazolotriazines with rigid substituents.
2014
Tristriazolotriazines with a threefold dialkoxyaryl substitution have been prepared by Huisgen reaction of cyanuric chloride and the corresponding tetrazoles. Although these dyes show a negative or inverted solvatochromism of the UV/Vis absorption, their fluorescence is strongly positive solvatochromic. These discotic fluorophores are also emissive in their solid state and in their broad liquid-crystalline mesophase. The structural study indicates that the thermotropic properties and organization of these systems can be well tuned by the steric demand of the aryl groups. Depending on the substituents, the compounds showed either a pure crystalline phase or a highly complex helical superstru…
Effect of donor substituents on thermally activated delayed fluorescence of diphenylsulfone derivatives
2019
This research was funded by the European Social Fund according to the activity ‘Improvement of researchers’ qualification by implementing world-class R&D projects’ of Measure No. 09.3.3-LMT-K-712. DG acknowledges to the ERDF PostDoc project No. 1.1.1.2/VIAA/1/16/177;
Ionic liquid binary mixtures: How different factors contribute to determine their effect on the reactivity
2016
We studied how mixing ionic liquids affected the rate of the Diels Alder reaction between 9-anthracenemethanol and N-ethylmaleimide. The mixtures considered spanned the whole compositional range and differed for the anion or the cation. These comprised mixtures of the ionic liquid 1-benzyl-3-butyl-imidazolium bis-(trifluoromethanesulfonyl)imide ([Bzbim][NTf2]) with 1-(2,3,4,5,6-pentafluorophenyl)-3-butyl-imidazolium bis-(trifluoromethanesulfonyl)imide ([Bz(F5)bim][NTf2]) or 1-benzyl-3-butyl-imidazolium tetrafluoroborate ([Bzbim][BF4]). Moreover we studied the reaction in a set of mixtures containing an aliphatic and an aromatic cation, namely [Bzbim+] and N-butyltriethylammonium ([bEt3N+]) …
Tristriazolotriazines with π-Conjugated Segments: Star-Shaped Fluorophors and Discotic Liquid Crystals
2012
C3-symmetrical tristriazolotriazines substituted with phenylene rings carrying lateral flexible alkoxy side chains were prepared via condensation/ring transformation of cyanuric chloride and tetrazoles. These star-shaped, planar compounds can form broad thermotropic mesophases. Due to the extensive π-conjugation, these compounds are highly emissive and the octupolar donor-acceptor electronic structure results in non-linear optical properties like solvatochromism. Brønstedt acids provoke halochromism of the absorption and of the fluorescence.
ChemInform Abstract: Diaryldistyrylpyrazines: Solvatochromic and Acidochromic Fluorophores.
2014
Diaryldimethylpyrazines are the starting materials for the synthesis of C2-symmetric donor- or acceptor-substituted distyrylpyrazines. The optical properties of these cruciform-shaped dyes are dominated by the distyrylpyrazine units; the photophysics is controlled by the styryl substitution, the diaryl substituents on the central pyrazine only having a small effect. Protonation occurs on the pyrazine and/or lateral amines or azines, thereby altering the absorption and emission properties. Hypso- and bathochromism as well as fluorescence quenching depend on the nature of the terminal substituent. This, and a significant positive solvatochromism of the fluorescence, allow optical sensing of t…
Diaryldistyrylpyrazines: Solvatochromic and Acidochromic Fluorophores
2013
Diaryldimethylpyrazines are the starting materials for the synthesis of C2-symmetric donor- or acceptor-substituted distyrylpyrazines. The optical properties of these cruciform-shaped dyes are dominated by the distyrylpyrazine units; the photophysics is controlled by the styryl substitution, the diaryl substituents on the central pyrazine only having a small effect. Protonation occurs on the pyrazine and/or lateral amines or azines, thereby altering the absorption and emission properties. Hypso- and bathochromism as well as fluorescence quenching depend on the nature of the terminal substituent. This, and a significant positive solvatochromism of the fluorescence, allow optical sensing of t…
Solvatochromic behaviour of new donor–acceptor oligothiophenes
2021
Oligothiophene derivatives play a central role in the formulation of materials used in devices in the field of organic electronics. In this work, we report the results of the study of UV-vis absorption and fluorescence spectra, in several solvents, of a series of oligothiophenes recently synthesized in our laboratory. The studied oligothiophenes present different structures due to several factors: the donor– acceptor (D–A) or acceptor–donor–acceptor (A–D–A) architecture, the number of thiophene rings in the backbone (ranging from three to eight), the number and position of solubilizing octyl chains in the backbone, and the type of acceptor moieties (from Knoevenagel condensation either with…