Synthesis of carbazole-based Schiff base and fluorescence turn on sensor sensitive to Cr3+ion: Oxidative and electrochemical polymerization and investigation of electrochromic properties


Dalyan A. Ç., Kaya İ.

EUROPEAN POLYMER JOURNAL, cilt.215, 2024 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 215
  • Basım Tarihi: 2024
  • Doi Numarası: 10.1016/j.eurpolymj.2024.113198
  • Dergi Adı: EUROPEAN POLYMER JOURNAL
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, PASCAL, Aerospace Database, Chemical Abstracts Core, Chimica, Communication Abstracts, Compendex, INSPEC, Metadex, Civil Engineering Abstracts
  • Çanakkale Onsekiz Mart Üniversitesi Adresli: Evet

Özet

In this study, a Schiff base monomer (ECBA) was initially synthesized from condensation reaction of 3-amino 9ethyl carbazole (AEC) with 2,4-dihydroxy benzaldehyde (DHBA). Then, its poly(ECBA-1) polymer was synthesized via oxidative polycondensation in methanol/THF (v/v:4/1) medium by NaOCl oxidant. The structures of the obtained monomer and poly(ECBA-1) were confirmed by 1 H NMR, 13 C NMR and FT-IR. The optical and electrochemical properties of compounds were examined by UV-Vis, fluorescence spectroscopy and cyclic voltammetry (CV) measurements, respectively. The Highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) energy levels and electrochemical (Eg') g ' ) and optical band gap (Eg) values were determined for monomer and polymer compounds by cyclic voltammetry and UV-Vis spectrophotometry. Thermal stabilities of the monomer and poly(ECBA-1) were determined from thermogravimetric-differential thermal analysis (TG-DTA) measurements. The molecular weight distribution and Tg temperature of the poly (ECBA-1) were determined by gel permeation chromatography (GPC) and differential scanning calorimetry (DSC) measurements, respectively. The surface morphologies of the synthesized polymers and copolymer were investigated by scanning electron microscopy (SEM). By fluorescence titration, ECBA was found to be selective towards Cr3+ 3+ ion among Ag+, + , K+, + , Mn2+, 2+ , Hg2+, 2+ , Co2+, 2+ , Ca2+, 2+ , Ni2+, 2+ , Cu2+, 2+ , Zn2+, 2+ , Pb2+, 2+ , Cd2+, 2+ , Fe3+, 3+ , Cr3+, 3+ , Cr+6 +6 ions. The selectivity of Cr3+ion 3+ ion was confirmed by the absence of interference from other competitive cationic species. The limit of detection (LOD) and binding constant (Ka) values for the fluorescent probe were calculated as 6.07 x 10-7-7 M and 1.25 x 104 4 M- 1 , respectively. In addition, homopolymer and copolymer synthesis was carried out on Pet ITO selected as working electrode via electropolymerization method by the synthesized ECBA monomer. Homopolymer synthesis was carried out by Cyclic Voltammetry (CV) method and copolymer synthesis was carried out by batch electrolysis method using EDOT with ECBA monomer. Spectroelectrochemical measurements were taken to investigate the electrochromic properties of the prepared homopolymer poly(ECBA-2) and copolymer (Poly(ECBA-co-EDOT)). The copolymer was found to have a more stable structure than the homopolymer.