Microwave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materials

Abstract The condensation of pyrrole-2,5-dicarbaldehyde (1) with 5-(2-amino-4-phenylthiazol-5-yl)-4-phenylthiazol-2-amine (2) and/or 5-(4-Amino-phenyl)-4-phenylthiazol-2-amine (3) gave new poly(Z)-N-((5-(iminomethyl)-1H-pyrrol-2-yl)methylene)-5-(2-((E)-(5-(iminomethyl)-I-pyrrol-2-yl)methyleneamino)-...

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Main Authors: El-Refaie Kenawy, Ahmed R. Ghazy, Hala F. Rizk, S. Shendy
Format: Article
Language:English
Published: Nature Portfolio 2023-10-01
Series:Scientific Reports
Online Access:https://doi.org/10.1038/s41598-023-46051-w
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author El-Refaie Kenawy
Ahmed R. Ghazy
Hala F. Rizk
S. Shendy
author_facet El-Refaie Kenawy
Ahmed R. Ghazy
Hala F. Rizk
S. Shendy
author_sort El-Refaie Kenawy
collection DOAJ
description Abstract The condensation of pyrrole-2,5-dicarbaldehyde (1) with 5-(2-amino-4-phenylthiazol-5-yl)-4-phenylthiazol-2-amine (2) and/or 5-(4-Amino-phenyl)-4-phenylthiazol-2-amine (3) gave new poly(Z)-N-((5-(iminomethyl)-1H-pyrrol-2-yl)methylene)-5-(2-((E)-(5-(iminomethyl)-I-pyrrol-2-yl)methyleneamino)-4-phenylthiazol-5-yl)-4-phenylthiaol-2-amine (P1) and/or poly(E)-N-((5-(iminomethyl)-1H-pyrrol-2-yl)methylene)-5-(4-((E)-(5-(iminomethyl)-1H-pyrrol-2-yl)methyleneamino)phenyl)-4-phenylthiaol-2-amine (P2) as a novel conjugated polymer by microwave irradiation and traditional heating.. It is evident that the microwave irradiation technique quickly raised the molecular weight of polyimines. In addition to quantifying the molecular weight of the resultant polyimines. All the polyimines were characterized using FTIR, XRD, H1NMR, TGA, and DSC. The optical characteristics of polyimine derivatives were investigated using a UV–Vis spectrophotometer. The absorption spectra showed a main absorption band around 372 nm for polyimine (P1) and 381 nm for polyimine (P2). The optical energy was calculated and found to be 2.49 and 2.68 eV. The photoluminescence of the polyimine derivatives was measured and analyzed by spectrofluorometer and Laser photoluminescence experiment and the emission color was studied using CIE graphs. The fluorescence spectra showed an emission peak at 548 nm for polyimine (P1) with yellow green color in CIE graph, while for polyimine (P2) the emission band was located at 440.5 nm with blue color in CIE graph. Photoluminescence quantum yield PLQY was measured for the polyimine P1 and P2 in both liquid and Solid states and indicated the AIE behavior of the polyimines. TD-DFT simulations were applied to the polyimine derivatives where the structures were geometrically optimized and the spectroscopic characterizations were evaluated.
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spelling doaj.art-2bf15b9797e64a5c8a0201c361e9c6b42023-11-05T12:17:59ZengNature PortfolioScientific Reports2045-23222023-10-0113111710.1038/s41598-023-46051-wMicrowave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materialsEl-Refaie Kenawy0Ahmed R. Ghazy1Hala F. Rizk2S. Shendy3Polymer Research Group, Chemistry Department, Faculty of Science, Tanta UniversityLaser Laboratory, Physics Department, Faculty of Science, Tanta UniversityPolymer Research Group, Chemistry Department, Faculty of Science, Tanta UniversityPolymer Research Group, Chemistry Department, Faculty of Science, Tanta UniversityAbstract The condensation of pyrrole-2,5-dicarbaldehyde (1) with 5-(2-amino-4-phenylthiazol-5-yl)-4-phenylthiazol-2-amine (2) and/or 5-(4-Amino-phenyl)-4-phenylthiazol-2-amine (3) gave new poly(Z)-N-((5-(iminomethyl)-1H-pyrrol-2-yl)methylene)-5-(2-((E)-(5-(iminomethyl)-I-pyrrol-2-yl)methyleneamino)-4-phenylthiazol-5-yl)-4-phenylthiaol-2-amine (P1) and/or poly(E)-N-((5-(iminomethyl)-1H-pyrrol-2-yl)methylene)-5-(4-((E)-(5-(iminomethyl)-1H-pyrrol-2-yl)methyleneamino)phenyl)-4-phenylthiaol-2-amine (P2) as a novel conjugated polymer by microwave irradiation and traditional heating.. It is evident that the microwave irradiation technique quickly raised the molecular weight of polyimines. In addition to quantifying the molecular weight of the resultant polyimines. All the polyimines were characterized using FTIR, XRD, H1NMR, TGA, and DSC. The optical characteristics of polyimine derivatives were investigated using a UV–Vis spectrophotometer. The absorption spectra showed a main absorption band around 372 nm for polyimine (P1) and 381 nm for polyimine (P2). The optical energy was calculated and found to be 2.49 and 2.68 eV. The photoluminescence of the polyimine derivatives was measured and analyzed by spectrofluorometer and Laser photoluminescence experiment and the emission color was studied using CIE graphs. The fluorescence spectra showed an emission peak at 548 nm for polyimine (P1) with yellow green color in CIE graph, while for polyimine (P2) the emission band was located at 440.5 nm with blue color in CIE graph. Photoluminescence quantum yield PLQY was measured for the polyimine P1 and P2 in both liquid and Solid states and indicated the AIE behavior of the polyimines. TD-DFT simulations were applied to the polyimine derivatives where the structures were geometrically optimized and the spectroscopic characterizations were evaluated.https://doi.org/10.1038/s41598-023-46051-w
spellingShingle El-Refaie Kenawy
Ahmed R. Ghazy
Hala F. Rizk
S. Shendy
Microwave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materials
Scientific Reports
title Microwave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materials
title_full Microwave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materials
title_fullStr Microwave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materials
title_full_unstemmed Microwave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materials
title_short Microwave-assisted of new derivatives of polyimine conjugated polymer based on Schiff base: synthesis, characterization, and photo-physical properties as a photoluminescent materials
title_sort microwave assisted of new derivatives of polyimine conjugated polymer based on schiff base synthesis characterization and photo physical properties as a photoluminescent materials
url https://doi.org/10.1038/s41598-023-46051-w
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AT halafrizk microwaveassistedofnewderivativesofpolyimineconjugatedpolymerbasedonschiffbasesynthesischaracterizationandphotophysicalpropertiesasaphotoluminescentmaterials
AT sshendy microwaveassistedofnewderivativesofpolyimineconjugatedpolymerbasedonschiffbasesynthesischaracterizationandphotophysicalpropertiesasaphotoluminescentmaterials