Application of aza-BODIPY as a Nitroaromatic Sensor

Bleda Can Sadikogullari; Ilayda Koramaz; Berkay Sütay; Bunyamin Karagoz; Ayşe Daut Özdemir

doi:10.1021/acsomega.3c02349

Application of aza-BODIPY as a Nitroaromatic Sensor

Bleda Can Sadikogullari, Ilayda Koramaz, Berkay Sütay, Bunyamin Karagoz^*, Ayşe Daut Özdemir^*

^*Bu çalışma için yazışmadan sorumlu yazar

Kimya Bölümü

Istanbul Technical University

Araştırma sonucu: Dergiye katkı › Makale › bilirkişi

9 Atıf (Scopus)

Özet

Nitroaromatic explosive detection with high sensitivity and selectivity is requisite for civilian and military safety and the ecosystem. In this study, aza boron dipyrromethene (aza-BODIPY) dye was selected as a fluorescent-based chemosensor against nitroaromatic compounds (NACs) including 2,4,6-trinitrophenol (picric acid, TNP), 2,4,6-trinitrotoluene (TNT), and 2,4-dinitrotoluene (DNT). This dye molecule exhibits sharp fluorescent behavior with high quantum yields beyond the near-infrared region (NIR) and is considered as a potential candidate for the detection of NACs. O’Shea’s approach was used to synthesize tetraphenyl-conjugated aza-BODIPY molecules. Quenching of fluorescence emission of aza-BODIPY at 668 nm after the exposure to NACs was investigated under acetonitrile-water and acetonitrile-ethanol solvent conditions. The quenching responses and its mechanism were examined by considering the Stern-Volmer relationship Stern-Volmer constants (K_sv) for TNP (in water), TNP (in ethanol), TNT, and DNT, which are predicted to be 1420, 1215, 1364, and 968 M^-1, respectively, all of which are sufficiently above the limit of detection (LOD) values. Thus, the present study opens up the possibility of the usage of aza-BODIPY molecules as a low-cost, light-weight sensor for the detection of NAC explosives.

Orijinal dil	İngilizce
Sayfa (başlangıç-bitiş)	25254-25261
Sayfa sayısı	8
Dergi	ACS Omega
Hacim	8
Basın numarası	28
DOI'lar	https://doi.org/10.1021/acsomega.3c02349
Yayın durumu	Yayınlandı - 18 Tem 2023

Bibliyografik not

Publisher Copyright:
© 2023 The Authors. Published by American Chemical Society.

Finansman

This study was supported by TUBITAK (The Scientific and Technological Research Institution of Turkey) (Project number: 116Z146) and produced from the first part of the PhD. the thesis of Bleda Can Sadikogullari. Computing resources used in this work were provided by the National Center for High Performance Computing (UHeM) under grant number 1010722021. The authors would like to thank Istanbul Technical University, Faculty of Sciences and Letters, Department of Chemistry, for the experimental conditions. The authors declare no competing financial interests. This study was supported by TUBITAK (The Scientific and Technological Research Institution of Turkey) (Project number: 116Z146) and produced from the first part of the PhD. the thesis of Bleda Can Sadikogullari. Computing resources used in this work were provided by the National Center for High Performance Computing (UHeM) under grant number 1010722021. The authors would like to thank Istanbul Technical University, Faculty of Sciences and Letters, Department of Chemistry, for the experimental conditions.

Finansörler	Finansör numarası
Scientific and Technological Research Institution of Turkey	116Z146
Ulusal Yüksek Başarımlı Hesaplama Merkezi, Istanbul Teknik Üniversitesi	1010722021
Türkiye Bilimsel ve Teknolojik Araştırma Kurumu
Istanbul Teknik Üniversitesi
Sheikh Bahaei National High Performance Computing Center, Isfahan University of Technology

Belgeye Erişim

10.1021/acsomega.3c02349

Diğer Dosyalar ve Linkler

Link to publication in Scopus

Alıntı Yap

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abstract = "Nitroaromatic explosive detection with high sensitivity and selectivity is requisite for civilian and military safety and the ecosystem. In this study, aza boron dipyrromethene (aza-BODIPY) dye was selected as a fluorescent-based chemosensor against nitroaromatic compounds (NACs) including 2,4,6-trinitrophenol (picric acid, TNP), 2,4,6-trinitrotoluene (TNT), and 2,4-dinitrotoluene (DNT). This dye molecule exhibits sharp fluorescent behavior with high quantum yields beyond the near-infrared region (NIR) and is considered as a potential candidate for the detection of NACs. O{\textquoteright}Shea{\textquoteright}s approach was used to synthesize tetraphenyl-conjugated aza-BODIPY molecules. Quenching of fluorescence emission of aza-BODIPY at 668 nm after the exposure to NACs was investigated under acetonitrile-water and acetonitrile-ethanol solvent conditions. The quenching responses and its mechanism were examined by considering the Stern-Volmer relationship Stern-Volmer constants (Ksv) for TNP (in water), TNP (in ethanol), TNT, and DNT, which are predicted to be 1420, 1215, 1364, and 968 M-1, respectively, all of which are sufficiently above the limit of detection (LOD) values. Thus, the present study opens up the possibility of the usage of aza-BODIPY molecules as a low-cost, light-weight sensor for the detection of NAC explosives.",

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AU - Özdemir, Ayşe Daut

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Application of aza-BODIPY as a Nitroaromatic Sensor

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