Synthesis and Characterization of a Luminol Based Chemiluminescent Trimeric System

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

Journal of Fluorescence, cilt.33, sa.4, ss.1525-1535, 2023 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 33 Sayı: 4
  • Basım Tarihi: 2023
  • Doi Numarası: 10.1007/s10895-023-03172-9
  • Dergi Adı: Journal of Fluorescence
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Biotechnology Research Abstracts, Chimica, Compendex, EMBASE, MEDLINE
  • Sayfa Sayıları: ss.1525-1535
  • Anahtar Kelimeler: Chemiluminescence, blood detection, ion recognition, luminol, thiophene, HYDROGEN-PEROXIDE, FLOW BIOSENSOR, ACID, TISSUE, HEMATIN
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

© 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.