Synthesis and Characterization of a Luminol Based Chemiluminescent Trimeric System

Date

2023-01-01

Author

Kesimal, Busra
Balci, Burcu
Çakal, Deniz
Önal, Ahmet Muhtar
Cihaner, Atilla

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A luminol based chemiluminescent trimeric system, namely 2,3-dihydro-5,8-di(thiophen-2-yl)phthalazine-1,4-dione (T2B-Lum), bearing thiophene rings as donor units and 2,3-dihydrophthalazine-1,4-dione as an acceptor unit was synthesized in two steps via donor-acceptor-donor approach using two different methods. It was found that T2B-Lum emits chemiluminescent light when exposed to H2O2 in a basic medium, and the presence of substituents and the type of aromatic ring bearing chemiluminescent active group have a direct effect on the compound’s sensitivity. Among the members of a large family of metal ions, fluorescent and chemiluminescent T2B-Lum exhibited high sensitivity to Cu2+ and Fe3+ ions. Except for other metal cations (silver(I), cadmium(II), cobalt(II), iron(III), lithium(I), magnesium(II), manganese(II), nickel(II), zinc(II)), it has been observed that T2B-Lum is mostly sensitive to copper(II) ions with a detection limit value of 2.2 × 10− 3 M. On the other hand, T2B-Lum was also found to exhibit a high sensitivity to extremely dilute aqueous solutions (e.g., 1:50.000 dilution) of blood samples, making it a promising candidate for use in forensic applications.

Subject Keywords

blood detection, Chemiluminescence, ion recognition, luminol, thiophene

URI

https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85147755508&origin=inward
https://hdl.handle.net/11511/102158

Journal

Journal of Fluorescence

DOI

https://doi.org/10.1007/s10895-023-03172-9

Collections

Department of Chemistry, Article

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Citation Formats

B. Kesimal, B. Balci, D. Çakal, A. M. Önal, and A. Cihaner, “Synthesis and Characterization of a Luminol Based Chemiluminescent Trimeric System,” Journal of Fluorescence, pp. 0–0, 2023, Accessed: 00, 2023. [Online]. Available: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85147755508&origin=inward.