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Permanent URI for this collectionhttps://hdl.handle.net/20.500.14411/18
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Article Citation - WoS: 19Citation - Scopus: 20Synthesis and electropolymerization of thieno[3,4-<i>c</i>]pyrrole-4,6-dione based donor-acceptor-donor type monomers(Elsevier Science Sa, 2020-04) Cakal, Deniz; Cihaner, Atilla; Onal, Ahmet M.Two monomers containing thieno [3,4-c]pyrrole-4,6-dione (TP) acceptor units, namely 5-(2-ethylhexyl)-1,3-di (furan2-yl)-4H-thieno [3,4-c]pyrrole-4,6(5H)-dione (FTPF) and 5-(2-ethylhexyl)-1,3-di (selenophen-2-yl)-4H-thieno[3,4-c] pyrrole-4,6(5H)-dione (STPS), were synthesized via donor-acceptor-donor approach. Under the same template structure, the effect of heteroatom of the donor unit on redox and optical properties of the monomers and their corresponding polymers obtained via electrochemical method (PFTPF and PSTPS) were investigated. The results were also compared to their thiophene analogues 5-(2- ethylhexyl)-1,3-di (thiophen-2-yl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione (TTPT) as the monomer and PTTPT as the polymer. Three monomers exhibited dual absorption bands one at high energy region due to the pi-pi* transition and the other one at low energy region which might be attributed to intramolecular charge transfer (ICT). An increase in ICT and a decrease both in the band gap and quantum yield was observed with increasing size of the heteroatomof the donor units. The oxidation potentials of the monomers and that of their corresponding polymer films were found to follow the order of decreasing aromatization energy from thiophene to furan (i.e thiophene > selenophene > furan). Also, heavy-atom substitution (PSTPS) effect showed itself by narrowing the optical band gap of the neutral state electrochromic polymer films: 1.90 eV for PFTPF, 1.82 eV for PTTPT and 1.76 eV for PSTPS.Article Citation - WoS: 24Citation - Scopus: 27Nanocrystalline Metal Organic Framework (mil-101) Stabilized Copper Nanoparticles: Highly Efficient Nanocatalyst for the Hydrolytic Dehydrogenation of Methylamine Borane(Elsevier Science Sa, 2018-11) Baguc, Ismail Burak; Ertas, Ilknur Efecan; Yurderi, Mehmet; Bulut, Ahmet; Zahmakiran, Mehmet; Kaya, MuratThe copper nanoparticles stabilized by nanocrystalline MIL-101 framework (Cu/nano-MIL-101) was reproducibly prepared by following double solvent method combined with liquid phase chemical reduction technique. The characterization of the resulting new material was done by using various analytical techniques including ICP-OES, P-XRD, N-2-adsorption-desorption, XPS, FE-SEM, SEM-EDX, BFTEM and HAADF-STEM; the summation of their results reveals that the formation of well-dispersed and very small sized (0.8 nm) copper nanoparticles within nanocrystalline MIL-101 framework. The catalytic performance of Cu/nano-MIL-101 in terms of activity and stability was tested in the hydrolytic dehydrogenation of methylamine borane (CH3NH2BH3), which has been considered as one of the attractive materials for the efficient chemical hydrogen storage. Cu/nano-MIL-101 catalyzes the hydrolytic dehydrogenation of methylamine borane with high activity (turnover frequency; TOF = 257 mot H-2/mol Cu x h) and conversion ( > 99%) under air at room temperature. Moreover, these nano-MIL-101 framework stabilized copper nanoparticles show great durability against to sintering and leaching, which make Cu/nano-MIL-101 reusable nanocatalyst in the hydrolytic dehydrogenation of methylamine-borane. Cu/nano-MIL-101 nanocatalyst retains 83% of its inherent activity at complete conversion even at 10th recycle in the hydrolytic dehydrogenation of methylamine borane.Article Citation - WoS: 7Citation - Scopus: 9Electrochemical Copolymerization of 2-Substituted Thiophene Derivative Linked by Polyether Bridge With Thiophene(Elsevier Science Sa, 2005-09) Cihaner, A; Önal, AMNew conducting copolymers have been synthesized via electrochemical oxidation of thiophene (Th) in the presence of monomer bis(2-thienyl)ethyl (1). Cyclic voltammetry (CV) studies showed that the presence of monomer I in the electrolytic solution greatly changes the CV behaviour of the formation of the polythiophene films. It is found that the increasing ratio of I was found to decrease electroactivity of copoly(I-Th). Electrochemical synthesis of copolymer films was achieved via constant potential electrolysis (CPE) in an electrolytic solution containing 0.1 M tetrabutylammonium hexafluorophosphate (TBAPF(6)) dissolved in CH3CN. Spectroelectrochemical (SPEL) properties of the films were investigated using UV-vis spectroscopic technique. (C) 2005 Elsevier B.V. All rights reserved.Article Citation - WoS: 6Citation - Scopus: 6Synthesis and Polymerization of 2-And 3-Substituted Thiophene Derivatives Linked by Polyether Bridges(Elsevier Science Sa, 2004-11) Tirkes, S; Cihaner, A; Önal, AMNew compounds consisting of 2- and 3-thienyl units linked by polyether bridges have been synthesized and their electrochemical polymerization was performed via constant potential electrolysis (CPE) in an electrolytic solution containing 0.1 M tetrabutylammonium hexafluorophosphate (TBAPF(6)) dissolved in CH3CN. 2-Thienyl monomers (I and II), but not 3-thienyl monomers (III and IV), were also polymerized via chemical oxidation, which yielded broken pi-conjugated polymer products. The polymers were characterized using H-1 NMR and FT-IR spectroscopic techniques. It was found that both chemical and electrochemical oxidation of 2-thienyl monomers gave mainly poly(2,2'-bithiophenemethylene) due to elimination of polyether chains during the polymerization reaction. On the other hand, electrochemical oxidation of 3-thienyl monomers resulted in corresponding polymers without any cleavage of polyether bridges. Spectroelectrochemical (SPEL) properties of the products were investigated using UV-Vis spectroscopic techniques. (C) 2004 Elsevier B.V. All rights reserved.Article Citation - WoS: 1Citation - Scopus: 1Spectroelectrochemical Investigation of the Anodic Oxidation of Dibenzo-18(Elsevier Science Sa, 2004-10) Cihaner, A; Önal, AMPoly(dibenzo-18-crown-6) (poly-DB18C6) was synthesized by electrochemical oxidation of dibenzo-18-crown-6 (DB18C6) using a mixture of acetonitrile and dichloromethane as the solvent and tetrabutylammonium tetrafluoroborate (TBABF(4)) or tetrabutylammonium hexafluorophosphate (TBAPF(6)) as supporting electrolyte. The anodic polymerization of DB18C6 was investigated using in situ ESR and in situ UV-Vis spectroscopic techniques. Spectroelectrochemical (SPEL), properties and thermal analysis of the resulting polymers have been investigated using UV-Vis spectroscopy, differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). (C) 2004 Elsevier B.V. All rights reserved.Article Citation - WoS: 28Citation - Scopus: 31Electrochemical Polymerization of 9-Fluorenone(Elsevier Science Sa, 2004-07) Cihaner, A; Tirkes, S; Önal, AMElectrochemical polymerization of 9-fluorenone, FO, was studied in CH2Cl2 solution with tetrabutylammonium tetrafluoroborate, TBABF(4), as the electrolyte, via constant potential electrolysis, CPE. Prior to CPE, the redox behavior of FO was investigated in the same solvent/electrolytic medium using cyclic voltammetry, CV. CPE of FO yielded an insoluble polymer deposit on the electrode surface. The product was characterized by FTIR spectroscopy techniques. The redox and spectroelectrochernical, SPEL, behavior of the polymer were studied by CV and in situ UV-Vis spectrophotometric techniques at various potentials, respectively. The conductivity was measured using a two-probe technique and the paramagnetic behavior of the polymer was monitored using in situ ESR spectroscopy. (C) 2004 Elsevier B.V. All rights reserved.Article Citation - WoS: 24Citation - Scopus: 25A Novel Conducting Polymer Based on Terthienyl System Bearing Strong Electron-Withdrawing Substituents and Its Electrochromic Device Application(Elsevier Science Sa, 2008-07) Asil, Demet; Cihaner, Atilla; Algi, Fatih; Onal, Ahmet M.A novel conducting polymer bearing strong electron-withdrawing substituents (EWS) directly attached to the 3,4-positions of the thiophene ring was synthesized by electrochemical polymerization of diethyl 2,5-di(thiophen-2-yl)thiophene-3,4-dicarboxylate (SSS-Diester). The polymer (PSSS-Diester) was characterized by cyclic voltammetry, FT-IR and UV-vis spectroscopy. The polymer has a reversible redox process and demonstrates a stable electrochromic behavior: reddish orange in the neutral state, brown in the intermediate state and green in the oxidized state. Optical density and response time of the dual-type electrochromic device based on PSSS-Diester were found to be 0.23 and 0.6 s at 623 nm, respectively. It is also noteworthy that the device shows good environmental and redox stability (i.e. 94% of the optical activity of the device retained after 500th switch). (c) 2008 Elsevier B.V. All rights reserved.Article Citation - WoS: 65Citation - Scopus: 67An Electrochromic and Fluorescent Polymer Based on 1-(1(Elsevier Science Sa, 2008-03) Cihaner, Atilla; Algi, FatihA novel polymer was synthesized by electrochemical polymerization of 1-(1-naphthyl)-2,5-di-2-thienyl-1H-pyrrole (SNS-1-NAPH). The corresponding polymer (PSNS-1-NAPH) was characterized by cyclic voltammetry, FT-IR and UV-vis spectroscopy. The polymer has a very well-defined and reversible redox process in both organic and aqueous solutions. Furthermore, it shows stable electrochromic behavior; yellow in the neutral state, green in the intermediate state and violet in the oxidized state. PSNS-1-NAPH is soluble in common solvents. Although SNS-1-NAPH is almost nonfluorescent, its polymer is a yellow and/or green light emitter. (c) 2007 Elsevier B.V. All rights reserved.Article Citation - WoS: 25Citation - Scopus: 26Electrochemical Synthesis of Poly(3-Bromo and Its Device Application(Elsevier Science Sa, 2007-03) Cihaner, Atilla; Onal, Ahmet M.A functionalized thiophene containing both an electron withdrawing and an electron donating group, 3-bromo-4-methoxythiophene (BrMeOTh) was succesfully polymerized in acetonitrile containing 0.1 M tetrabutylammonium tetrafluoroborate (TBABF4) electrolyte via electrochemical oxidation of the corresponding monomer. BrMeOTh exhibits a lower oxidation potential (1.68 V vs Ag/AgCl) than thiophene (2.05 V vs Ag/AgCl). Spectroelectrochemical properties of poly(3-bromo-4-methoxythiophene) (PBrMeOTh) was investigated in situ recording the electronic absorption spectra of the polymer film coated on indium-tin oxide (ITO) at various potentials. The maximum transmittance difference between the oxidized and reduced states was measured as 39.2% and the time required to attain 90% of the total transmittance difference was found to be 1.2 s. Both cyclic voltammetric and spectroelectrochemical studies showed that the polymer exhibit a lower oxidation potential, a relatively narrow band gap, a stable conducting state and a higher degree of electrochemical reversibility. It is also found that, as synthesized PBrMeOTh films possess a linear structure along the polymer backbone. Moreover, dual type electrochromic device of PBrMeOTh with poly(3,4-diethylenedioxythiohene) (PEDOT) was constructed and its spectroelectrochemical, electrochromic switching and open circuit stability were investigated. Dual electrochromic device showed a good optical contrast and distinctive color changes with the ability of good switching times (1.1 s) under atmospheric pressure. (c) 2006 Elsevier B.V. All rights reserved.Article Citation - WoS: 11Citation - Scopus: 14Electrochemical Synthesis of New Conducting Copolymers Containing Pseudo-Polyether Cages With Pyrrole(Elsevier Science Sa, 2007-07) Cihaner, AtillaConducting copolymers have been synthesized via electrochemical oxidation of pyrrole (Py) in the presence of monomer 1, 11 -bis(1,1-pyrrole)-3,6,9-trioxaundecane (I) in an electrolytic solution containing 0.1 M tetrabutylammonium hexafluorophosphate (TBAPF(6)) dissolved in acetonitrile. It is observed that reversible redox behavior of poly(I-co-Py)s shifts to more positive potentials with the increasing amount of I in the comonomer mixture, indicating formation of a copolymer. It is also found that increasing the ratio of I in the comonomer mixture decreases the conductivity of the obtained polymer films. The dark electrical conductivity measurements in the temperature range of 300-100 K revealed the extrinsic type of conduction with activation energy values being in the range of 82.3-16.9 meV. (c) 2007 Elsevier B.V. All rights reserved.