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

ABSTRACT: This paper presents a comparison of the simultaneous preparation of di-O-alkylated and ether-ester derivatives of fluorescein using different methods (conventional or microwave heating). Shortening of the reaction time and increased efficiency were observed when using a microwave reactor. Moreover, described here for the first time is the application of a fast, simple, and eco-friendly ball-assisted method to exclusively obtain ether-ester derivatives. We also demonstrate that fluorescein can be effectively functionalized by O-alkylation carried out under microwave or ball-milling conditions, saving time and energy and affording the desired products with good yields and minimal byproduct formation. All the synthesized products as well as pH-dependent (prototropic) forms trapped in the SiO₂ matrix were examined using UV-Vis and fluorescence spectroscopy.

SUBMITTER: Zdonczyk M

PROVIDER: S-EPMC8746091 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Highly Efficient Recyclable Sol Gel Polymer Catalyzed One Pot Difunctionalization of Alkynes.

Project description:Amino-bridged gel polymer P1 was discovered to catalyze alkyne halo-functionalization in excellent yields, regioselectivity, functional group compatibility, and recyclability. We have observed that both aromatic and aliphatic alkynes can be converted to α,α-dihalogenated ketones in the presence of polymer P1 under metal-free conditions at room temperature within a short reaction time.

| S-EPMC6222667 | biostudies-literature

Novel sol-gel precursors for thin mesoporous eu(3+)-doped silica coatings as efficient luminescent materials.

Project description:Europium(III) ions containing mesoporous silica coatings have been prepared via a solvent evaporation-induced self-assembly (EISA) approach of different single-source precursors (SSPs) in the presence of Pluronic P123 as a structure-directing agent, using the spin-coating process. A deliberate tailoring of the chemical composition of the porous coatings with various Si:Eu ratios was achieved by processing mixtures of tetraethylorthosilicate (TEOS) and Eu(3+)-coordinated SSPs. Small-angle X-ray scattering (SAXS) and transmission electron microscopy (TEM) analyses demonstrate that the thin metal oxide-doped silica coatings consist of a porous network with a short-range order of the pore structure, even at high europium(III) loadings. Furthermore, luminescence properties were investigated at different temperatures and different degrees of Eu(3+) contents. The photoluminescence spectra clearly show characteristic emission peaks corresponding to the (5)D0 → (7)FJ (J = 0-5) transitions resulting in a red luminescence visible by the eyes, although the films have a very low thickness (150-200 nm).

| S-EPMC3597185 | biostudies-other

Highly Efficient Luminescent Polycarboxylate Lanthanide Complexes Incorporated into Di-Ureasils by an In-Situ Sol-Gel Process.

Project description:In order to prepare efficient luminescent organic⁻inorganic hybrid materials embedded with a lanthanide (Ln3+) complex with polycarboxylate ligands, Ln3+-doped di-ureasils with 4,4-oxybis(benzoic acid) and 1,10-phenanthroline ligands were synthesized via an in-situ sol⁻gel route. The resulting hybrids were structurally, thermally, and optically characterized. The energy levels of the ligands and the host-to-ion and ligand-to-ion energy transfer mechanisms were investigated (including DFT/TD⁻DFT calculations). The results show that these Ln3+-based di-ureasil hybrids exhibit promising luminescent features, e.g., Eu3+-based materials are bright red emitters displaying quantum yields up to 0.50 ± 0.05. The luminescent color can be fine-tuned either by selection of adequate Ln3+ ions or by variation of the excitation wavelength. Accordingly, white light emission with CIE coordinates of (0.33, 0.35) under 310 nm irradiation was obtained.

| S-EPMC6415227 | biostudies-literature

NIR-Fluorescent Hybrid Materials of Tm3+ Complexes Carried by Nano-SiO2 via Improved Sol-Gel Method.

Project description:Tm3+ has obvious emission characteristics in the near-infrared band. Thulium ions combined with different organic ligands lead to different fluorescent properties. In the near-infrared region, Tm3+ is a down-conversion fluorescent material that is unstable under high temperature and acidic conditions. Moreover, in those complex environments, the fluorescence from Tm3+ complex is usually degraded. In this work, two kinds of near-infrared fluorescent complexes, Tm(TTA)3phen and Tm(DBM)3phen, were prepared, and the intensity of their fluorescence is compared. The fluorescence intensity at 802 nm is greatly improved compared with Tm(TTA)3phen, and the intensity of the emission at 1235 nm and 1400-1500 nm is also enhanced. Moreover, the emission lifetime of SiO2-Tm(TTA)3phen is 50.38 μs. Tm(TTA)3phen complex and SiO2-Tm(TTA)3phen hybrid materials have better fluorescence than Tm(DBM)3phen and SiO2-Tm(DBM)3phen. Therefore, HTTA is a better choice of organic ligands for Tm3+. The NIR-fluorescent hybrid materials prepared have stronger fluorescence after combining with nano-SiO2compared with pure Tm3+ complexes, and have stronger structural stability compared with pure nano-SiO2.

| S-EPMC7600681 | biostudies-literature

Amino-Alcohol Organic-Inorganic Hybrid Sol-Gel Materials Based on an Epoxy Bicyclic Silane: Synthesis and Characterization †

Project description: Not available

| S-EPMC10490488 | biostudies-literature

Silica/Polyethylene Glycol Hybrid Materials Prepared by a Sol-Gel Method and Containing Chlorogenic Acid.

Project description:Chlorogenic acid (CGA) is a very common dietary polyphenolic compound. CGA is becoming very attractive due to its potential use as preventive and therapeutic agent in many diseases, including cancer. Inorganic/organic hybrid materials are gaining considerable attention in the biomedical field. The sol-gel process provides a useful way to obtain functional organic/inorganic hybrids. The aim of this study was to synthesize silica/polyethylene glycol (PEG) hybrids with different percentages of CGA by sol-gel technique and to investigate their impact on the cancer cell proliferation. Synthesized materials have been chemically characterized through the FTIR spectroscopy and their bioactivity evaluated looking by SEM at their ability to produce a hydroxyapatite layer on their surface upon incubation with simulated body fluid (SBF). Finally, their effects on cell proliferation were studied in cell lines by direct cell number counting, MTT, flow cytometry-based cell-cycle and cell death assays, and immunoblotting experiments. Notably, we found that SiO?/PEG/CGA hybrids exhibit clear antiproliferative effects in different tumor, including breast cancer and osteosarcoma, cell lines in a CGA dependent manner, but not in normal cells. Overall, our results increase the evidence of CGA as a possible anticancer agent and illustrate the potential for clinical applications of sol-gel synthesized SiO?/PEG/CGA materials.

| S-EPMC6222366 | biostudies-other

Multi-Functional Luminescent Coating for Wood Fabric Based on Silica Sol-Gel Approach.

Project description:Environmentally friendly protection coatings have obtained increasing attention for their use in wooden materials, which can be destroyed easily when exposed to outdoor environments. A series of silane sol coatings coordinated with Eu3+ was prepared by hydrolyzing silane compounds. The obtained luminescent coating with three-dimensional net structure showed excellent optical, anti-ultraviolet aging, and thermal stability. The hybrid silane-modified compound coating was well-distributed on the wood by Si-O bonds to prevent its removal. The compound coating could stave off the decomposition of wood by converting ultraviolet light into red light and a charring action can endow the wood with thermal stability at high temperature, demonstrating the improvement of fire resistance and radiation residence following prolonged exposure to ultraviolet light, proving its excellent anti-ultraviolet aging properties.

| S-EPMC7795870 | biostudies-literature

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

Project description: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.

| S-EPMC9319610 | biostudies-literature

Hierarchically porous silicon-carbon-nitrogen hybrid materials towards highly efficient and selective adsorption of organic dyes.

Project description:The hierarchically macro/micro-porous silicon-carbon-nitrogen (Si-C-N) hybrid material was presented with novel functionalities of totally selective and highly efficient adsorption for organic dyes. The hybrid material was conveniently generated by the pyrolysis of commercial polysilazane precursors using polydivinylbenzene microspheres as sacrificial templates. Owing to the Van der Waals force between sp-hybridized carbon domains and triphenyl structure of dyes, and electrostatic interaction between dyes and Si-C-N matrix, it exhibites high adsorption capacity and good regeneration and recycling ability for the dyes with triphenyl structure, such as methyl blue (MB), acid fuchsin (AF), basic fuchsin and malachite green. The adsorption process is determined by both surface adsorption and intraparticle diffusion. According to the Langmuir model, the adsorption capacity is 1327.7 mg·g(-1) and 1084.5 mg·g(-1) for MB and AF, respectively, which is much higher than that of many other adsorbents. On the contrary, the hybrid materials do not adsorb the dyes with azo benzene structures, such as methyl orange, methyl red and congro red. Thus, the hierarchically porous Si-C-N hybrid material from a facile and low cost polymer-derived strategy provides a new perspective and possesses a significant potential in the treatment of wastewater with complex organic pollutants.

| S-EPMC4300473 | biostudies-literature

Advanced sol-gel process for efficient heterogeneous ring-closing metathesis.

Project description:Olefin metathesis, a powerful synthetic method with numerous practical applications, can be improved by developing heterogeneous catalysts that can be recycled. In this study, a single-stage process for the entrapment of ruthenium-based catalysts was developed by the sol-gel process. System effectiveness was quantified by measuring the conversion of the ring-closing metathesis reaction of the substrate diethyl diallylmalonate and the leakage of the catalysts from the matrix. The results indicate that the nature of the precursor affects pore size and catalyst activity. Moreover, matrices prepared with tetraethoxysilane at an alkaline pH exhibit a better reaction rate than in the homogenous system under certain reaction conditions. To the best of our knowledge, this is the first study to present a one-step process that is simpler and faster than the methods reported in the literature for catalyst entrapment by the sol-gel process under standard conditions.

| S-EPMC8206332 | biostudies-literature

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