Synthesis and polymerization of new D-A-D type monomers bearing fluorinated benzothiadiazole acceptors and their optoelectronic applications

Boztaş, Yalçın
In this study, a new series of alkylenedioxythiophene (ProDOT) type monomers bearing substituted and unsubstituted benzothiadiazole acceptor units was synthesized, and the resulting derivatives were characterized by using NMR spectroscopy, elemental analysis and HRMS techniques. The monomers were polymerized by electrochemical polymerization method. The electrochemical and optical properties of monomers and their corresponding polymers were thoroughly investigated in detail to elucidate how the number of fluorine atoms in the benzothiadiazole acceptor unit affects them. For the electrochemical investigations both differential pulse and cyclic voltammetry methods were used. In addition, the spectroelectrochemical properties of newly synthesized polymers were investigated.


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Gunes, Arzu; CİHANER, ATİLLA; Önal, Ahmet Muhtar (2013-02-01)
A novel series of hybrid monomers containing furan and fluorene units, namely 2-(2-(furan-2-yl)-9H-fluoren-7-yl)furan (FFF), 2,7-di(furan-2-yl)-9H-fluoren-9-one (FOF) and 2-(2-(furan-2-yl)-9,9-dihexyl-9H-fluoren-7-yl)furan (FHF), was synthesized and their electrochemical polymerization was achieved via potential cycling. Optical and electrochemical properties of the polymers, poly(2-(2-(furan-2-yl)9H-fluoren-7-yl)furan (PFFF), poly(2,7-di(furan-2-yl)-9H-fluoren-9-one) (PFOF) and poly(2-(2-(furan2-yl)-9,9-di...
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Kıralp, Senem; Kıralp, Senem; Department of Chemistry (2004)
A new thiophene derivative containing menthyl group (MM) was synthesized and polymerized via chemical and electrochemical methods. Polymers obtained and MM itself were used to synthesize copolymers with pyrrole under conditions of constant potential electrolysis. Cyclic Voltammetry, thermal analysis and scanning electron microscopy analyses were performed for the characterization of samples. Immobilization of invertase and polyphenol oxidase enzymes was performed in the matrices obtained via copolymerizatio...
Synthesis and Stimuli-Responsive Properties of Metallo-Supramolecular Phosphazene Polymers Based on Terpyridine Metal Complexes
In this study, terpyridine functionalized phosphazene based metallo-supramolecular polymers were synthesized by three step reaction method. In the first step, 4 '-(4-aminophenyl)-2,2 ':6 ',2 ''-terpyridine was synthesized with p-nitro benzaldehyde and 2-acetylpyridine. Then, the monomer containing six terpyridine (TPY) units attached to the phosphazene was prepared from 4 '-(4-aminophenyl)-2,2 ':6 ',2 ''-terpyridine and hexachlorocyclotriphosphazene by a condensation reaction. Finally, metallo-supramolecula...
Cansu-Ergun, E. G.; Önal, Ahmet Muhtar; CİHANER, ATİLLA (2016-01-10)
In this study, three different benzimidazole (BIm) based acceptor groups bearing cyclohexane, cycloheptane and cyclooctane rings at 2-C position of benzimidazole were synthesized and coupled with ethylenedioxythiophene (EDOT) donor units via Stille cross-coupling reaction. The resulting donor acceptor-donor (DAD) type monomers were examined in terms of their electrochemical and optical behaviors. All three monomers exhibited dual absorption bands due to their donor-acceptor pattern and exhibited one irrever...
Synthesis, characterization and electrochromic properties of copolymer of 3-{[4-(thien-3-yl-methoxy)phenoxy]methyl} thiophene with thiophene
Erden, Ayca; Sahin, Elif; Gullu, Mustafa; Toppare, Levent Kamil (Elsevier BV, 2006-08-01)
(3- {[4-(Thien-3-yl-methoxy)phenoxy]methyl} thiophene) (TMPMT) was synthesized via the reaction of 3-bromomethyl-thiophene with hydroquinone and characterized by nuclear magnetic resonance (NMR) and Fourier transform infrared spectroscopy (FTIR). Electrochemical copolymerization of TMPMT with thiophene in acetonitrile/boron trifluoride diethyl etherate (AN/BFEE) solvent mixture was achieved using tetrabutylammonium tetrafluoroborate (TBAFB) as the supporting electrolyte. Resulting copolymer was characterize...
Citation Formats
Y. Boztaş, “Synthesis and polymerization of new D-A-D type monomers bearing fluorinated benzothiadiazole acceptors and their optoelectronic applications,” M.S. - Master of Science, Middle East Technical University, 2022.