Luminescent coatings: White-color luminescence from a simple and single chromophore with high anticorrosion efficiency

Younis, Osama; El-Katori, Emad E.; Hassanien, Reda; Abousalem, Ashraf S.; Tsutsumi, Osamu

doi:10.1016/j.dyepig.2019.108146

Cited by 25 publications

(15 citation statements)

References 68 publications

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“… 21 , 22 Recently, we have reported some simple Schiff bases as luminescent coatings with white luminescence from a single chromophore. 23 Moreover, studying the excited state and its correlation with the molecular structure or molecular aggregation can help us to specify the optical properties of the organic materials. 24 − 29 Some indole derivatives and other heterocyclic compounds have been designed and showed aggregation-induced emission properties.…”

Section: Introductionmentioning

confidence: 99%

Base-Free Synthesis and Photophysical Properties of New Schiff Bases Containing Indole Moiety

et al. 2022

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Schiff bases represent an essential class in organic chemistry with antitumor, antiviral, antifungal, and antibacterial activities. The synthesis of Schiff bases requires the presence of an organic base as a catalyst such as piperidine. Base-free synthesis of organic compounds using a heterogeneous catalyst has recently attracted more interest due to the facile procedure, high yield, and reusability of the used catalyst. Herein, we present a comparative study to synthesize new Schiff bases containing indole moieties using piperidine as an organic base catalyst and Au@TiO 2 as a heterogeneous catalyst. In both methods, the products were isolated in high yields and fully characterized using different spectral analysis techniques. The catalyst was reusable four times, and the activity was slightly decreased. The presence of Au increases the number of acidic sites of TiO 2 , resulting in C=O polarization. Yields of the prepared Schiff bases in the presence of Au@TiO 2 and piperidine were comparable. However, Au@TiO 2 is an easily separable and recyclable catalyst, which would facilitate the synthesis of organic compounds without applying any hazardous materials. Furthermore, the luminescence behavior of the synthesized Schiff bases exhibited spectral shape dependence on the substituent group. Interestingly, the compounds also displayed deep-blue fluorescence with Commission Internationale de l’Éclairage (CIE) coordinates of y < 0.1. Thus, these materials may contribute to decreasing the energy consumption of the emitting devices.

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Section: Introductionmentioning

confidence: 99%

Base-Free Synthesis and Photophysical Properties of New Schiff Bases Containing Indole Moiety

et al. 2022

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“… 23 Several heterocyclic and non-heterocyclic luminogens have recently been described, and their luminescence was regulated by molecular aggregation. 24 − 27 …”

Section: Introductionmentioning

confidence: 99%

Solid-State Luminescent Materials Containing Both Indole and Pyrimidine Moieties: Design, Synthesis, and Density Functional Theory Calculations

et al. 2022

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Heterocyclic compounds with effective solid-state luminescence offer a wide range of uses. It has been observed that combining pyrimidine and indole moieties in a single molecule can enhance material behavior dramatically. Here, different heterocyclic compounds with indole and pyrimidine moieties have been synthesized effectively, and their structures have been validated using NMR, IR, and mass spectroscopy. The photoluminescence behavior of two substances was investigated in powder form and solutions of varying concentrations. After aggregation, one molecule displayed a redshifted luminescence spectrum, whereas another homolog showed a blueshift. Thus, density functional theory calculations were carried out to establish that introducing a terminal group allows modifying of the luminescence behavior by altering the molecular packing. Because of the non-planarity, intermolecular interactions, and tiny intermolecular distances within the dimers, the materials demonstrated a good emission quantum yield (Φ em ) in the solid state (ex. 25.6%). At high temperatures, the compounds also demonstrated a stable emission characteristic.

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“…Tang et al have, however, discovered an interesting phenomenon in which some dyes are luminescent in their solid states and named it “aggregation-induced emission (AIE)” . This discovery was followed by the design and synthesis of several organic compounds with AIE. − The spectral properties of some AIE-luminogens depend on the structure of the molecular aggregate without changing the luminescent core. − AIE-active chromophores have recently been used in numerous biological applications, such as detecting biomacromolecules and as bioprobes for DNA or protein. − To be suitable for such applications, the chromophores should additionally be biocompatible . Heterocyclic compounds seem good candidates for this purpose as many of them are light-emitting and have various biological activities .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Novel Biocompatible Thienopyrimidine Chromophores with Aggregation-Induced Emission Sensitive to Molecular Aggregation

et al. 2020

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Biocompatible luminogens with aggregation-induced emission (AIE) have several applications in the biology field, such as in detecting biomacromolecules bioprobes and in bio-imaging. Due to their bioactivities and light-emitting properties, many heterocyclic compounds are good candidates for such applications. However, heterocyclic π-conjugated systems with AIE behavior remain rare as strong intermolecular π–π interactions usually quench their emission. In this work, new thienopyrimidine heterocyclic compounds were synthesized and their structures were verified by elemental analysis and Fourier transform infrared (FT-IR), 1H nuclear magnetic resonance (NMR), and 13C NMR spectra. The photophysical properties of some compounds were investigated in the solution and solid states. Density functional theory calculations were also performed to confirm the observed photophysical properties of the compounds. The studied dyes displayed AIE properties with spectral shapes related to the aggregate structure and a quantum yield up to 10.8%. The emission efficiency of the powder is attributed to the incorporation of multiply rotatable and twisted aryl groups to the fused heterocyclic moieties. The dyes also showed high thermal stability and potent antimicrobial activities against numerous bacterial and fungal strains. Additionally, the cytotoxicity of the new compounds was evaluated against the Caco-2 cell line, and molecular docking was used to investigate the binding conformation of the most effective compound with the MNK2 enzyme. Therefore, the presented structures may potentially be used for bioapplications.

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Luminescent coatings: White-color luminescence from a simple and single chromophore with high anticorrosion efficiency

Cited by 25 publications

References 68 publications

Base-Free Synthesis and Photophysical Properties of New Schiff Bases Containing Indole Moiety

Base-Free Synthesis and Photophysical Properties of New Schiff Bases Containing Indole Moiety

Solid-State Luminescent Materials Containing Both Indole and Pyrimidine Moieties: Design, Synthesis, and Density Functional Theory Calculations

Synthesis of Novel Biocompatible Thienopyrimidine Chromophores with Aggregation-Induced Emission Sensitive to Molecular Aggregation

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