Development of Efficient One-Pot Methods for the Synthesis of Luminescent Dyes and Sol–Gel Hybrid Materials

Zdończyk, Maria; Potaniec, Bartłomiej; Skoreński, Marcin; Cybińska, Joanna

doi:10.3390/ma15010203

Cited by 4 publications

(2 citation statements)

References 45 publications

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“…The search for high-temperature (degradation temperature above 300 °C) dyes for potential applications in photonics led the authors to use xanthene dyes in materials with thermal stability up to 300 °C (e.g., Rhodamine 110, with a degradation temperature over 400 °C). However, new xanthene derivatives, synthesized as part of our earlier study, did not show emission after the annealing process [ 35 , 36 ].…”

Section: Introductionmentioning

confidence: 99%

Concentration-Dependent Emission of Annealed Sol-Gel Layers Incorporated with Rhodamine 19 and 6G as the Route to Tunable High-Temperature Luminescent Materials

Zdończyk

Potaniec

Fiedot‐Toboła

et al. 2022

Gels

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The sol-gel technology allows for the development of materials for nonlinear optics and photonics through the synthesis of multifunctional ceramic materials. Although the nature of the amorphous matrix allows the material to be doped with a large amount of the active components without quenching, it may affect the spectroscopic characteristics of the dye (e.g., result in a shift of absorption and emission peaks with drying time, presumably with a change of concentration). This study presents the material (SiO2 impregnated with organic dyes—Rhodamine 6G and 19) with tunable emissions obtained by the authors upon annealing at different temperatures within the range of 100–300 °C. Possible observed effects were discussed based on spectroscopic properties and thermal studies of the synthesized material. Concerning annealing at different temperatures, an effect on concentration was observed. At the same time, a longer heating process at 300 °C revealed a protective function of sol-gel-derived silica for the organic dye; the longer heating did not cause any further significant changes in the dye’s emission, which indicates the preservative role of the sol-gel layers. Furthermore, etching tests of thin layers were conducted, resulting in smooth side edges of the waveguide. The tests have shown that it is possible to use dye-doped sol-gel layers as active components in photonics platforms.

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Section: Introductionmentioning

confidence: 99%

Concentration-Dependent Emission of Annealed Sol-Gel Layers Incorporated with Rhodamine 19 and 6G as the Route to Tunable High-Temperature Luminescent Materials

Zdończyk

Potaniec

Fiedot‐Toboła

et al. 2022

Gels

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“…Fluorescein and its derivatives belong to most popular organic dyes in many fields of chemistry and related sciences [1][2][3]. Despite the huge number of publications devoted to these compounds, there are still many unsolved problems.…”

Section: Introductionmentioning

confidence: 99%

Transmittance of electronic effects in the fluorescein molecule: nitro and amino groups in the phthalic acid residue

et al. 2021

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This paper is aimed to estimate the transmittance of the electronic effects in the fluorescein molecule between the phthalic acid residue and the xanthene moiety. Despite the almost orthogonal orientation of the latter with respect to the rest of the molecule, some influence of substituents in this 9-aryl ring on the dissociation of the hydroxyl group of the hydroxyxanthene cannot be ruled out. In order to reveal this (possible) effect, we blocked the carboxylic group via esterification. The reason of using dimethyl sulfoxide as solvent was the high Hammett’s “rho” constant for phenolic group. The pKa values of eight methyl or ethyl esters of 3'-, 4'-, and 5'-nitro and amino fluoresceins were determined in benzoate and salicylate buffer solutions using the spectrophotometric method. For nitro derivatives, the dissociation constants of the cationic forms of the dyes were also determined in diluted p-toluenesulfonic acid. The study reveals increasing in the pKa by 0.2–0.3 units in the case of amino derivatives, while the nitro group decreases the pKas by 0.2–0.8. Also, the position of the substituent is of importance; the 5'-substituents display the least influence. In addition, the pKa values of methyl and ethyl esters of eosin (2,4,5,7-tetrabromofluorescein) were determined in order to clarify the influence of the alkyl group. The absorption maxima and molar absorptivities of the anions, as well as the pKas in DMSO coincide within the margin of errors.

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New fluorescein dyes with unusual properties: Tetra- and pentanitrofluoresceins

Mchedlov‐Petrossyan

Shekhovtsov

Moskaeva

et al. 2022

Journal of Molecular Liquids

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Development of Efficient One-Pot Methods for the Synthesis of Luminescent Dyes and Sol–Gel Hybrid Materials

Cited by 4 publications

References 45 publications

Concentration-Dependent Emission of Annealed Sol-Gel Layers Incorporated with Rhodamine 19 and 6G as the Route to Tunable High-Temperature Luminescent Materials

Concentration-Dependent Emission of Annealed Sol-Gel Layers Incorporated with Rhodamine 19 and 6G as the Route to Tunable High-Temperature Luminescent Materials

Transmittance of electronic effects in the fluorescein molecule: nitro and amino groups in the phthalic acid residue

New fluorescein dyes with unusual properties: Tetra- and pentanitrofluoresceins

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