Synthesis and electrochemical characterization of fluorene and benzimidazole containing novel conjugated polymers: Effect of alkyl chain length on electrochemical properties

2013-10-01
Namal, Imge
Ozelcaglayan, Ali Can
Udum, Yasemin Arslan
Toppare, Levent Kamil
The synthesis and characterization of two donor acceptor type conjugated polymers were investigated. Electrochemical properties were examined by cyclic voltammetry, spectroelectrochemistry and kinetic studies. The increase in the alkyl chain length attached to the fluorene unit was investigated in terms of electrochemical properties. The synthesis was carried out via Stille coupling of 4,7-dibromo-4'-(tert-butyl)spiro[benzo[d]imidazole-2,1' cyclohexane] and 2,5-bis(tributylstannyl)thiophene with 9,9-dihexyl-9H fluorine (P1) and 9,9-didodecyl-9H fluorene (P2) respectively. Both polymers were neutral state green polymers. They had optical band gaps of 1.55 and 1.47 eV respectively. Increasing the chain length resulted in an increase in solubility and processibility of the polymer. Polymers are multichromic, revealing colors from neutral state green to doped state blue.
EUROPEAN POLYMER JOURNAL

Suggestions

Synthesis, characterization and electrochromic properties of conducting copolymers of 2,3-bis-[(3-thienylcarbonyl)oxy]propyl 3-thiophene carboxylate with thiophene and pyrrole
Bulut, U; Toppare, Levent Kamil; Yilmaz, F; Yagci, Y (Elsevier BV, 2004-11-01)
2,3-bis-[(3-thienylcarbonyl)oxy]propyl 3-thiophene carboxylate (TOPT) was synthesized via the reaction of 3-thionylcarboxylic acid with glycerol, and electrochemically polymerized either with thiophene and pyrrole by using tetrabutylammonium tetrafluoroborate (TBAFB) as the supporting electrolyte in acetonitrile (AN). Characterization of the resulting copolymers was performed via cyclic voltammetry, FTIR, thermal gravimetry analysis (TGA), and scanning electron microscopy (SEM). Electrical conductivities we...
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...
Synthesis and electrochemical studies of fluorene and benzimidazole containing conjugated polymers
Namal, İmge; Toppare, Levent Kamil; Arslan Udum, Yasemin; Department of Chemistry (2013)
The synthesis and characterization of two donor acceptor type conjugated polymers were investigated. The electrochemical properties were examined using cyclic voltammetry, spectroelectrochemistry and kinetic studies. The increase in the alkyl chain length attached to the fluorene unit was investigated by the corresponding electrochemical characteristics. The synthesis was carried out via Stille coupling of 4,7- dibromo-4'-(tert-butyl)spiro[benzo[d]imidazole-2,1' cyclohexane] and 2,5- bis(tributylstannyl)thi...
A soluble and multichromic conducting polythiophene derivative
Varis, Serhat; Ak, Metin; Tanyeli, Cihangir; Akhmedov, Idris Mecidoglu; Toppare, Levent Kamil (Elsevier BV, 2006-10-01)
A new soluble polythiophene derivative was synthesized by both chemical and electrochemical oxidative polymerization of 1-4-nitrophenyl-2,5-di(2-thienyl)-1H-pyrrole (SNSNO2). Chemical method produces a polymer which is completely soluble in organic solvents. The structures of both the monomer and the soluble polymer were elucidated by H-1 and C-13-NMR and FTIR. The average molecular weight has been determined by GPC to be Mn = 6.3 x 10(3) for the chemically synthesized polymer. P(SNSNO2) was also synthesize...
Synthesis and electropolymerization of 5,12-dihydrothieno[3 ',4 ': 2,3][1,4]dioxocino[6,7-b]-quinoxaline and its electrochromic properties
Ak, Mine Sulak; Ak, Metin; Guellue, Mustafa; Toppare, Levent Kamil (Elsevier BV, 2007-08-01)
Synthesis of a new thiophene-based monomer; 5,12-dihydrothieno[3',4':2,3][1,4]dioxocino[6,7-b]quinoxaline (DDQ), was realized. The chemical structure of the monomer was characterized by H-1 NMR, FTIR and mass spectroscopy techniques. Electrochemical polymerization of DDQ and characterization of the resulting polymer [P(DDQ)] was performed. Moreover, the spectroelectrochemical and electrochromic properties of the polymer film were investigated. P(DDQ) has a low oxidation potential (0.9 V) and low band gap (1...
Citation Formats
I. Namal, A. C. Ozelcaglayan, Y. A. Udum, and L. K. Toppare, “Synthesis and electrochemical characterization of fluorene and benzimidazole containing novel conjugated polymers: Effect of alkyl chain length on electrochemical properties,” EUROPEAN POLYMER JOURNAL, pp. 3181–3187, 2013, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/34687.