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Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations

In this research, six novel unsymmetrical imino-1,8-naphthalimides (AzNI) were synthesized. Comprehensive thermal (thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), optical (UV-Vis, photoluminescence), and electrochemical (CV, DPV) studies were carried out to characterize...

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Autores principales: Kotowicz, Sonia, Korzec, Mateusz, Małecki, Jan Grzegorz, Golba, Sylwia, Siwy, Mariola, Maćkowski, Sebastian, Schab-Balcerzak, Ewa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9573252/
https://www.ncbi.nlm.nih.gov/pubmed/36234384
http://dx.doi.org/10.3390/ma15197043
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author Kotowicz, Sonia
Korzec, Mateusz
Małecki, Jan Grzegorz
Golba, Sylwia
Siwy, Mariola
Maćkowski, Sebastian
Schab-Balcerzak, Ewa
author_facet Kotowicz, Sonia
Korzec, Mateusz
Małecki, Jan Grzegorz
Golba, Sylwia
Siwy, Mariola
Maćkowski, Sebastian
Schab-Balcerzak, Ewa
author_sort Kotowicz, Sonia
collection PubMed
description In this research, six novel unsymmetrical imino-1,8-naphthalimides (AzNI) were synthesized. Comprehensive thermal (thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), optical (UV-Vis, photoluminescence), and electrochemical (CV, DPV) studies were carried out to characterize these new compounds. The molecules showed the onset of thermal decomposition in the temperature range 283–372 °C and molecular glass behavior. Imino-1,8-naphthalimides underwent reduction and oxidation processes with the electrochemical energy band gap (E(g)) below 2.41 eV. The optical properties were evaluated in solvents with different polarities and in the solid-state as a thin films and binary blends with poly(N-vinylcarbazole): (2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole) (PVK:PBD). Presented compounds emitted blue light in the solutions and in the green or violet spectral range in the solid-state. Their ability to emit light under external voltage was examined. The devices with guest-host structure emitted light with the maximum located in the blue to red spectral range of the electroluminescence band (EL) depending on the content of the AzNI in the PVK:PBD matrix (guest-host structure).
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spelling pubmed-95732522022-10-17 Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations Kotowicz, Sonia Korzec, Mateusz Małecki, Jan Grzegorz Golba, Sylwia Siwy, Mariola Maćkowski, Sebastian Schab-Balcerzak, Ewa Materials (Basel) Article In this research, six novel unsymmetrical imino-1,8-naphthalimides (AzNI) were synthesized. Comprehensive thermal (thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), optical (UV-Vis, photoluminescence), and electrochemical (CV, DPV) studies were carried out to characterize these new compounds. The molecules showed the onset of thermal decomposition in the temperature range 283–372 °C and molecular glass behavior. Imino-1,8-naphthalimides underwent reduction and oxidation processes with the electrochemical energy band gap (E(g)) below 2.41 eV. The optical properties were evaluated in solvents with different polarities and in the solid-state as a thin films and binary blends with poly(N-vinylcarbazole): (2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole) (PVK:PBD). Presented compounds emitted blue light in the solutions and in the green or violet spectral range in the solid-state. Their ability to emit light under external voltage was examined. The devices with guest-host structure emitted light with the maximum located in the blue to red spectral range of the electroluminescence band (EL) depending on the content of the AzNI in the PVK:PBD matrix (guest-host structure). MDPI 2022-10-10 /pmc/articles/PMC9573252/ /pubmed/36234384 http://dx.doi.org/10.3390/ma15197043 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kotowicz, Sonia
Korzec, Mateusz
Małecki, Jan Grzegorz
Golba, Sylwia
Siwy, Mariola
Maćkowski, Sebastian
Schab-Balcerzak, Ewa
Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations
title Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations
title_full Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations
title_fullStr Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations
title_full_unstemmed Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations
title_short Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations
title_sort six new unsymmetrical imino-1,8-naphthalimide derivatives substituted at 3-c position—photophysical investigations
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9573252/
https://www.ncbi.nlm.nih.gov/pubmed/36234384
http://dx.doi.org/10.3390/ma15197043
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