Comparison between solvatochromic and chromatographic studies of anthraquinones in binary aqueous mixtures

Reta, Mario; Anunziata, Jorge D.; Cattana, Rosa; Silber, Juana J.

doi:10.1016/0003-2670(94)00595-d

Cited by 21 publications

(13 citation statements)

References 53 publications

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“…The emission spectra of alizarin or its isomers can also be tuned by changing the excitation wavelength and concentration, which clearly shows that the excited state potential of alizarin is divided by a potential barrier between the LE and PT tautomers [23,24]. Absorption and emission changes of alizarin were studied in several binary mixtures of solvents where the solvation and emissive properties of alizarin were tuned by changing polarity of the mixture gradually [23,25].…”

Section: Introductionmentioning

confidence: 99%

Excited state intramolecular proton transfer of 1,2-dihydroxyanthraquinone by femtosecond transient absorption spectroscopy

Lee

Pang

2015

Current Applied Physics

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Section: Introductionmentioning

confidence: 99%

Excited state intramolecular proton transfer of 1,2-dihydroxyanthraquinone by femtosecond transient absorption spectroscopy

Lee

Pang

2015

Current Applied Physics

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“…In this method, solvent is considered to be distributed between two phases, the bulk solvent and the solvation shell of the solute. It is assumed that the solvation shell is made up of independent sites that are always occupied . To study the preferential solvation of a solute molecule, different solvation parameters are used.…”

Section: Resultsmentioning

confidence: 99%

Effect of solvents, solvent mixture and silver nanoparticles on photophysical properties of a ketocyanine dye

et al. 2016

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The effect of solvents of varying polarity and hydrogen bonding ability, solvent mixture and silver nanoparticles on the photophysical properties of a ketocyanine dye, 2,5-di[(E)-1-(4-diethylaminophenyl) methylidine]-1-cyclopentanone (2,5-DEAPMC), is investigated at room temperature. Solvent effect is analyzed using Lippert-Mataga bulk polarity function, Reichardt's microscopic solvent polarity parameter, and Kamlet's and Catalan's multiple linear regression approaches. The spectral properties better follow Reichardt's microscopic solvent polarity parameter than the Lippert-Mataga bulk polarity function. This indicates that both general and specific solute-solvent interactions are operative. Kamlet's and Catalan's multiple linear regression approaches indicate that polarizability/dipolarity solvent influences are greater than hydrogen bond donor and hydrogen bond acceptor solvent influences. The solvatochromic correlations are used to estimate excited state dipole moment using the experimentally determined ground state dipole moment. The excited state dipole moment of the dye is found to be larger than its corresponding ground state dipole moment and ground and excited state dipole moments are not parallel, but subtend an angle of 77°. The absorption and emission spectra are modulated in the presence silver nanoparticles. The fluorescence of 2,5-DEAPMC is quenched by silver nanoparticles. The possible fluorescence quenching mechanisms are discussed. Copyright © 2016 John Wiley & Sons, Ltd.

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“…The scheme of electronic structure of alizarin in LE and PT tautomers is shown in Figure 1. Since the barrier between LE and PT tautomers of alizarin in the excited state is tunable by changing solvent polarity [19,20], the proton transfer reaction dynamics between the LE and PT tautomers might also be controlled by this factor. The emission band of the PT tautomer dominates in nonpolar aprotic solvents while the dual emission bands both from the LE and PT tautomers appear in polar aprotic solvents with the inhibition of the ESIPT reaction [21,22].…”

Section: Introductionmentioning

confidence: 99%

Ultrafast Intramolecular Proton Transfer Reaction of 1,2- Dihydroxyanthraquinone in the Excited State

Lee¹,

Jen²,

Jeon³

et al. 2018

Photochemistry and Photophysics - Fundamentals to Applications

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1,2-Dihydroxyanthraquinone (alizarin) shows an ultrafast intramolecular proton transfer in the excited states between the adjacent hydroxyl and carbonyl groups. Due to the ground and electronic structure of locally excited and proton-transferred tautomers, alizarin shows dual emission bands with strong Stokes shifts. The energy barriers between the locally excited (LE) and proton-transferred (PT) tautomers in the excited state are strongly dependent on the solvent polarity and thus alizarin shows complicated photophysical properties including solvent and excitation dependences. The excited-state intramolecular proton transfer (ESIPT) of alizarin was monitored in time-resolved stimulated Raman spectroscopic investigation, where the instantaneous structural changes of anthraquinone backbone in 70~80 fs were captured. Two major vibrational modes of alizarin, ν(C=C) and ν(C=O) represent the proton transfer reaction in the excited state, which then leads to the vibrational relaxation of the product and the restructuring of solvent molecules. Ultrafast changes in solvent vibrational modes of dimethyl sulfoxide (DMSO) were also investigated for the solvation dynamics including hydrogen bond breaking and reformation.

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Comparison between solvatochromic and chromatographic studies of anthraquinones in binary aqueous mixtures

Cited by 21 publications

References 53 publications

Excited state intramolecular proton transfer of 1,2-dihydroxyanthraquinone by femtosecond transient absorption spectroscopy

Excited state intramolecular proton transfer of 1,2-dihydroxyanthraquinone by femtosecond transient absorption spectroscopy

Effect of solvents, solvent mixture and silver nanoparticles on photophysical properties of a ketocyanine dye

Ultrafast Intramolecular Proton Transfer Reaction of 1,2- Dihydroxyanthraquinone in the Excited State

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