Synthesis and Spectral Properties of Merocyanine Dyes Derived from Tetranitrofluorene and Heterocycles of Various Electron-donating Ability

Kurdyukova, I. V.; Ishchenko, A. A.; Derevyanko, N. A.; Mysyk, D. D.

doi:10.1007/s10593-013-1245-x

Cited by 6 publications

(6 citation statements)

References 11 publications

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“…Based on previous works aiming at examining the specificities of the UV-visible absorption spectra of 2,4,5,7-tetranitrofluorenebased push-pull dyes, the absorption band located at long-wavelength can be assigned to an electron density transfer along the axis of the molecule from the donor to the electronwithdrawing fluorene moiety. [64] This band is considered as being the ICT band of the dye.…”

Section: Optical Propertiesmentioning

confidence: 99%

“…SdP) and the solvent polarity/polarizability (SPP) parameters of the Catalan scales. Parallel to this, Taft parameters π* is indicative of the ability of the solvents to stabilize a charge or a dipole by virtue of electric dielectric effects [64]. If the Lippert Mataga scale examines the solvatochromism as a function of the orientation polarizability, the dipole moment and the refractive index n of solvents, McRae developed an improved version of the Lippert-Mataga scale by additionally taking into account the solute polarizability for dyes [67,71].…”

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confidence: 99%

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Synthesis, optical and electrochemical properties of a series of push-pull dyes based on the 4,4-bis(4-methoxy phenyl)butadienyl donor

et al. 2021

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A series of twelve dyes based on the 4,4-bis(4-methoxyphenyl)butadienyl donor and differing by the electron acceptors have been designed and synthesized. The different dyes were characterized by UV-visible absorption spectroscopy as well as cyclic voltammetry. By fine tuning the electron-accepting ability of the fourteen selected acceptors, dyes absorbing between 400 and 650 nm could be obtained with this π-extended donor. To get a deeper insight into the optical properties, solvatochromism was investigated in 23 different solvents and remarkable linear correlations could be obtained using the Taft and Catalan solvatochromism scales. A comparison with four dyes used as reference compounds and differing from the series of twelve dyes by the structure of the electron-donating groups was also established so that the electron releasing ability of the 4,4-bis(4-methoxyphenyl)butadienyl donor could be compared with the reference ones. To prepare these four references compounds, only two electron acceptors previously used for the design of the twelve dyes have been employed. Interestingly, variation of the absorption maxima of the twelve dyes was determined as being more influenced by the polarizability of the solvent rather than by its polarity. To support the experimental results, theoretical calculations were carried out.

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Section: Optical Propertiesmentioning

confidence: 99%

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confidence: 99%

Synthesis, optical and electrochemical properties of a series of push-pull dyes based on the 4,4-bis(4-methoxy phenyl)butadienyl donor

et al. 2021

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“…[16][17][18] According to a recent study, 19 that these nitroaromatic dyes will adsorb well on the surface of titania. Adding strong electron-withdrawing substituents, like nitro groups, will enhance the resistance towards oxidation and make the dyes more stable.…”

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confidence: 99%

“…The former dyes relate to the anionic type [16][17][18]20 and the latter onesto the intraionic merocyanines. 22 All PDs 1-6 reveal multiple light absorption bands 18,20,21 while the \classical" PDs show only a single band. 23 Multiple bands are due to various types of electron transfer involving different energy levels of the nitro groups participating in the general -conjugation system.…”

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confidence: 99%

“…23 Multiple bands are due to various types of electron transfer involving different energy levels of the nitro groups participating in the general -conjugation system. [16][17][18]20 A variable length of the polymethine chain of all the dyes is a strong structural factor for both types of PD, and lengthening of this chain is seen 23 as the main tool to synthesize new useful deeply colored dyes.…”

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Electrochemical and energetic characteristics of new dye-sensitizers for photovoltaic cells

Kobasa

Odosiy

Kurdyukova

et al. 2015

Funct. Mater. Lett.

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The influence of the dye structure on the spectral and electrochemical characteristics has been investigated for a series of the anionic and intraionic polymethine dyes (PDs) of the tetranitrofluorene family. The reduction and oxidation potentials were determined by cyclic voltammetry (CVA), and HOMO and LUMO energy levels were calculated in order to predict the applicability of the dyes as TiO 2 sensitizing agents. Some types of the PD/TiO 2 heterostructures (HSs) were built and their photocatalytic activity (PA) was determined using the model reaction of iodide anion oxidation.

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Design and Photonics of Merocyanine Dyes

Kulinich,

Ishchenko

2023

The Chemical Record

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Merocyanines, thanks to their easily adjustable electronic structure, appear to be the most versatile and promising functional dyes. Their D–π–A framework offers ample opportunities for custom design through variations in both donor/acceptor end‐groups and the π‐conjugated polymethine chain, and leads to a broad range of practical properties, including noticeable solvatochromism, high polarizability/hyperpolarizabilities, and the ability to sensitize various physicochemical processes. Accordingly, merocyanines are applied and extensively studied in various fields, such as light‐converting materials for optoelectronics, nonlinear optics, optical storage, solar cells, fluorescent probes, and antitumor agents in photodynamic therapy. This review encompasses both classical and novel more important publications on the structure–property relationships in merocyanines, with particular emphasis on the results by A. I. Kiprianov and his followers in Institute of Organic Chemistry in Kyiv, Ukraine.

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Synthesis and Spectral Properties of Merocyanine Dyes Derived from Tetranitrofluorene and Heterocycles of Various Electron-donating Ability

Cited by 6 publications

References 11 publications

Synthesis, optical and electrochemical properties of a series of push-pull dyes based on the 4,4-bis(4-methoxy phenyl)butadienyl donor

Synthesis, optical and electrochemical properties of a series of push-pull dyes based on the 4,4-bis(4-methoxy phenyl)butadienyl donor

Electrochemical and energetic characteristics of new dye-sensitizers for photovoltaic cells

Design and Photonics of Merocyanine Dyes

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