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Article Citation - WoS: 20Citation - Scopus: 22Electrochemical and Optical Properties of an Azo Dye Based Conducting Copolymer(Tubitak Scientific & Technological Research Council Turkey, 2009) Cihaner, Atilla; Algi, FatihThe electrochemical and optical properties of a novel conducting copolymer called poly(2,5'-dimethyl-[4-(2,5-di-thiophen-2-yl-pyrrol-1-yl)-phenyl]azobenzene-co-(3,4-ethylenedioxythiophene)) (poly(1-co-EDOT)) are reported. Electrochemically synthesized poly(1-co-EDOT) based on the azo dye has a well-defined and reversible redox couple (0.37 V vs. Ag/AgCl) with good cycle stability. The copolymer film exhibits high conductivity (13 S/cm) as well as electrochromic behavior (magenta when neutralized and transmissive sky blue when oxidized). Furthermore, electro-optically active copolymer film has a low band gap of 1.79 eV with a pi-pi* transition at 555 nm.Article Synthesis and Characterization of a Luminol Based Chemiluminescent Trimeric System(Springer/plenum Publishers, 2023) Kesimal, Busra; Balci, Burcu; Cakal, Deniz; Onal, Ahmet M.; Cihaner, AtillaA 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 x 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.Article Electrochemical and Optical Properties of an Azo Dye Based Conducting Copolymer(2009) Cihaner, Atilla; Algı, FatihThe electrochemical and optical properties of a novel conducting copolymer called poly(2,5' -dimethyl-[4- (2,5-di-thiophen-2-yl-pyrrol-1-yl)-phenyl]azobenzene-co-(3,4-ethylenedioxythiophene)) (poly(1-co-EDOT)) are reported. Electrochemically synthesized poly(1-co-EDOT) based on the azo dye has a well-defined and reversible redox couple (0.37 V vs. Ag/AgCl) with good cycle stability. The copolymer film exhibits high conductivity (13 S/cm) as well as electrochromic behavior (magenta when neutralized and transmissive sky blue when oxidized). Furthermore, electro-optically active copolymer film has a low band gap of 1.79 eV with a π − π* transition at 555 nm.Article Citation - WoS: 2Citation - Scopus: 3Effect of Phthalimide and Thieno[3,4-C]pyrrole Acceptors on P-Conjugated Donor-Acceptor Monomers: Experimental and Theoretical Investigations of Photophysical and Electrochemical Properties(Pergamon-elsevier Science Ltd, 2023) Cakal, Deniz; Arabaci, Elif Demir; Yildirim, Erol; Cihaner, Atilla; Onal, Ahmet M.In this study, two novel donor-acceptor-donor monomers were synthesized by coupling a phthalimide (PI) acceptor unit with thiophene (T) and ethylenedioxythiophene (EDOT (E)) donor units. These two novel PI-based monomers, namely 2-(2-ethylhexyl)-4,7-di(thiophen-2-yl)isoindoline-1,3-dione (T-PI) and 4,7-bis(2,3-dihydrothieno[3,4-b] [1,4]dioxin-5-yl)-2-(2-ethylhexyl)isoindoline-1,3-dione (E-PI), were fully characterized via UV-vis and fluorescence spectroscopy as well as electrochemical methods, and the results were directly compared with those of previously synthesized thieno[3,4-c]pyrrole-4,6-dione (TPD)-based analogues to report the results for four classes of monomers. In this regard, the ef-fects of different donor groups and structural modifications in the acceptor unit as changed from PI to TPD have been investigated to reveal the precise effect of the donor and acceptor on the optical and electrochemical properties of the monomers. All monomers exhibits an intramolecular charge transfer band in the low energy region due to strong donor and acceptor interactions. The oxidation and reduction potentials of the monomers are found to vary depending on the strengths of both donor and acceptor units. PI-based monomers show more positive oxidation and less negative reduction potentials than TPD-based analogues. Similarly, thiophene-based analogues reveal the same trend in their oxidation and reduction potentials as compared to EDOT-based analogues. Lastly, PI-based monomers could not undergo polymerization via electrochemical method, unlike TPD-based monomers, since the dihedral angle arising between donor and PI acceptor disturbs molecular planarity significantly, as demonstrated by first principle calculations.(C) 2023 Elsevier Ltd. All rights reserved.Article Citation - Scopus: 1Electrochemical Copolymerization of Thiophene Containing Pseudo-Polyether Cages With Pyrrole(Tubitak Scientific & Technological Research Council Turkey, 2006) Cihaner, Atilla; Onal, Ahmet M.; Chemical EngineeringConducting copolymers were synthesized via the electrochemical oxidation of pyrrole (Py) in the presence of the monomer 1,12-bis(2-thienyl)-2,5,8,11-tetraoxadodecane (1). The presence of monomer I in the electrolytic solution greatly changed the CV behavior of Py during its potensiodynamic polymerization. The electroactivity of poly(I-co-Py) increased with the increasing amount of I in the comonomer mixture. Copolymer films were prepared via constant potential electrolysis in an electrolytic solution containing 0.1 M tetrabutylammonium hexafluorophosphate (TBAPF(6)) dissolved in acetonitrile. The spectroelectrochemical properties of the films were investigated using UV-VIS spectroscopy.Article Citation - WoS: 4Citation - Scopus: 4Synthesis of Polyacrylamide-Based Redox Active Cryogel Using Click Chemistry and Investigation of Its Electrochemical Properties(Wiley-v C H verlag Gmbh, 2021) Tonta, Magdalena M.; Sahin, Zeynep M.; Cihaner, Atilla; Yilmaz, Faruk; Gurek, AysegulFerrocene (Fc) functionalization of macroporous polyacrylamide-based cryogel (PAAm-Epx) is achieved by click chemistry. For this purpose, firstly, PAAm-Epx cryogel with azide functionality (PAAm-N-3) is prepared by using acryalmide (AAm) as the monomer and allyl glycidyl ether (AGE) as the co-monomer followed by subsequent ring opening reaction of epoxide ring of AGE in acidic medium. Azide groups of PAAm-N-3 is then modified with ethynyl ferrocene, leading to the redox active cryogel (PAAm-Fc) together with preserving the unique characteristic properties of the virgin PAAm-Epx cryogel. Swelling, mechanical and morphological behaviours of PAAm-Epx, PAAm-N-3 and PAAm-Fc are investigated. Detailed characterization of the PAAm-Fc is carried out by several techniques such as FTIR (Fourier Transform Infrared Spectroscopy), Scanning electron microscopy with energy dispersive X-ray spectroscopy (SEM-EDX), Inductively Coupled Plasma Optical Emmision Spectrometry (ICP-OES, Cyclic (CV), and Differential Pulse Voltammetry (DPV). Electrochemical analysis confirms the electroactivity and the presence of chemically linked ferrocene unit to the cryogel.Article Citation - WoS: 7Citation - Scopus: 9Design, Synthesis, Photochromism and Electrochemistry of a Novel Material With Pendant Photochromic Units(Pergamon-elsevier Science Ltd, 2014) Algi, Melek Pamuk; Cihaner, Atilla; Algi, FatihIn the present work, the synthesis, photochromism and electrochemistry of a novel material 1, 1-(4-[3,4-bis(2,5-dimethyl-3-thienyl)cyclopent-3-en-1-yl]phenyl)-2,5-di-2-thienyl-1H-pyrrole, with pendant dithienylethene (DTE) photochromic units are described. It should be noted that the system I can be reversibly and efficiently switched between open (1o) and closed (1c) states by light in both solution and in the solid poly(methyl methacrylate) matrix. It is also noteworthy that the two isomers (1o and 1c) of this novel system 1 can be smoothly polymerized on ITO by electrochemical means. Surprisingly, the DTE unit in I does not retain its photochemical switching properties after immobilization onto ITO. The morphology of the polymer film was investigated by AFM analysis. Furthermore, it was found that the polymer exhibited remarkable electrochromic features that can be switched from green in the neutral state to violet state under applied external potentials without disturbing the photochromic units. (C) 2014 Elsevier Ltd. All rights reserved.Article The Synthesis, Characterization and Energy Transfer Efficiency of a Dithienylpyrrole and Bodipy Based Donor-Acceptor System(2009) Atalar, Taner; Cihaner, Atilla; Algı, FatihA dithienylpyrrole-BODIPY based donor-acceptor system with 1,4-phenylene spacer as a model system for energy transfer was designed and synthesized. Absorption and emission spectra have revealed an efficient resonance energy transfer from dithienylpyrrole as donor to BODIPY as acceptor.Article Citation - WoS: 9Citation - Scopus: 10The Synthesis, Characterization and Energy Transfer Efficiency of a Dithienylpyrrole and Bodipy Based Donor-Acceptor System(Tubitak Scientific & Technological Research Council Turkey, 2009) Atalar, Taner; Cihaner, Atilla; Algi, FatihA dithienylpyrrole-BODIPY based donor-acceptor system with 1,4-phenylene spacer as a model system for energy transfer was designed and synthesized. Absorption and emission spectra have revealed an efficient resonance energy transfer from dithienylpyrrole as donor to BODIPY as acceptor.Article Citation - WoS: 2Citation - Scopus: 2Synthesis, Properties, and Electrochemistry of a Photochromic Compound Based on Dithienylethene and Prodot(Tubitak Scientific & Technological Research Council Turkey, 2015) Algi, Melek Pamuk; Cihaner, Atilla; Algi, FatihThe synthesis, photochromic features, and electrochemistry of a novel material based on dithienylethene (DTE) and 3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine (didecyl-ProDOT) units are described. It is noteworthy that 1,2-bis (5-(3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)-2-methylthiophen-3-yl)cyclopent-1-ene can be efficiently switched between open and closed states by light in both solution and in the solid poly(methyl metacrylate) (PMMA) matrix. It is also found that the emission of this novel compound can be switched on and off upon irradiation.
