Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal Cations

Two new 1,8-naphthalimides (NI), emitting yellow-green or blue fluorescence depending on the type of substituents at the C-4 position, have been synthesized and characterized. Their basic photophysical characteristics have been investigated in organic solvents of different polarities. Their ability...

Full description

Bibliographic Details
Main Authors: Ivo Grabchev, Silvia Angelova, Desislava Staneva
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Inorganics
Subjects:
Online Access:https://www.mdpi.com/2304-6740/11/2/47
_version_ 1797620344578637824
author Ivo Grabchev
Silvia Angelova
Desislava Staneva
author_facet Ivo Grabchev
Silvia Angelova
Desislava Staneva
author_sort Ivo Grabchev
collection DOAJ
description Two new 1,8-naphthalimides (NI), emitting yellow-green or blue fluorescence depending on the type of substituents at the C-4 position, have been synthesized and characterized. Their basic photophysical characteristics have been investigated in organic solvents of different polarities. Their ability to detect metal ions (Ag<sup>+</sup>, Cu<sup>2+</sup>, Zn<sup>2+</sup> Ca<sup>2+</sup>, Mg<sup>2+</sup>, Ni<sup>2+</sup>, and Fe<sup>3+</sup>) has been studied in DMF solution. The amino (NI1) and alkoxy (NI2) functionalized 1,8-naphthalimides exhibit different optical and metal ion sensing properties attributable to the nature of the C-4 substituents. In addition, theoretical calculations based on the affordable but effective density functional theory (DFT) and time-dependent DFT (TDDFT) methods were performed in order to investigate the geometric and electronic structure of the title NI compounds.
first_indexed 2024-03-11T08:39:56Z
format Article
id doaj.art-955e212166e04df39587512cc7e2a0c6
institution Directory Open Access Journal
issn 2304-6740
language English
last_indexed 2024-03-11T08:39:56Z
publishDate 2023-01-01
publisher MDPI AG
record_format Article
series Inorganics
spelling doaj.art-955e212166e04df39587512cc7e2a0c62023-11-16T21:13:12ZengMDPI AGInorganics2304-67402023-01-011124710.3390/inorganics11020047Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal CationsIvo Grabchev0Silvia Angelova1Desislava Staneva2Faculty of Medicine, Sofia University “St. Kliment Ohridski”, 1407 Sofia, BulgariaInstitute of Optical Materials and Technologies “Acad. J. Malinowski”, Bulgarian Academy of Sciences, 1113 Sofia, BulgariaDepartment of Textile, Leather and Fuels, University of Chemical Technology and Metallurgy, 1756 Sofia, BulgariaTwo new 1,8-naphthalimides (NI), emitting yellow-green or blue fluorescence depending on the type of substituents at the C-4 position, have been synthesized and characterized. Their basic photophysical characteristics have been investigated in organic solvents of different polarities. Their ability to detect metal ions (Ag<sup>+</sup>, Cu<sup>2+</sup>, Zn<sup>2+</sup> Ca<sup>2+</sup>, Mg<sup>2+</sup>, Ni<sup>2+</sup>, and Fe<sup>3+</sup>) has been studied in DMF solution. The amino (NI1) and alkoxy (NI2) functionalized 1,8-naphthalimides exhibit different optical and metal ion sensing properties attributable to the nature of the C-4 substituents. In addition, theoretical calculations based on the affordable but effective density functional theory (DFT) and time-dependent DFT (TDDFT) methods were performed in order to investigate the geometric and electronic structure of the title NI compounds.https://www.mdpi.com/2304-6740/11/2/471,8-naphthalimidefluorescent sensorPETDFTmetal ion sensing
spellingShingle Ivo Grabchev
Silvia Angelova
Desislava Staneva
Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal Cations
Inorganics
1,8-naphthalimide
fluorescent sensor
PET
DFT
metal ion sensing
title Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal Cations
title_full Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal Cations
title_fullStr Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal Cations
title_full_unstemmed Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal Cations
title_short Yellow-Green and Blue Fluorescent 1,8-Naphthalimide-Based Chemosensors for Metal Cations
title_sort yellow green and blue fluorescent 1 8 naphthalimide based chemosensors for metal cations
topic 1,8-naphthalimide
fluorescent sensor
PET
DFT
metal ion sensing
url https://www.mdpi.com/2304-6740/11/2/47
work_keys_str_mv AT ivograbchev yellowgreenandbluefluorescent18naphthalimidebasedchemosensorsformetalcations
AT silviaangelova yellowgreenandbluefluorescent18naphthalimidebasedchemosensorsformetalcations
AT desislavastaneva yellowgreenandbluefluorescent18naphthalimidebasedchemosensorsformetalcations