Synthesis and Characterization of a Luminol Based Chemiluminescent Trimeric System


Kesimal B., Balci B., Cakal D., ÖNAL A. M., Cihaner A.

Journal of Fluorescence, vol.33, no.4, pp.1525-1535, 2023 (SCI-Expanded, Scopus) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 33 Issue: 4
  • Publication Date: 2023
  • Doi Number: 10.1007/s10895-023-03172-9
  • Journal Name: Journal of Fluorescence
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Biotechnology Research Abstracts, Chimica, Compendex, EMBASE, MEDLINE
  • Page Numbers: pp.1525-1535
  • Keywords: Chemiluminescence, blood detection, ion recognition, luminol, thiophene, HYDROGEN-PEROXIDE, FLOW BIOSENSOR, ACID, TISSUE, HEMATIN
  • Middle East Technical University Affiliated: Yes

Abstract

© 2023, The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.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.