Syntheses of new monomeric and polymeric units and electrochemical behaviors for the use in electrochromic applications

Zaifoğlu, Nazlı Buket
4'-(Tert-butyl)-4,7-di(thiophen-2-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane], 4,7-di([2,2'-bithiophen]-5-yl)-4'-(tert-butyl)spiro[benzo[d]imidazole-2,1'-cyclohexane], 4'-(tert-butyl)-4,7-bis(thieno[3,2-b]thiophen-2-yl)spiro[benzo[d]imidazole-2,1'- cyclohexane] were synthesized, electrochemically polymerized and electrochromic properties of resultant polymers were investigated. The monomers were characterized by nuclear magnetic resonance spectroscopy (1H-NMR, 13C-NMR). Cyclic voltammetry (CV) and ultraviolet–visible spectroscopy techniques were used to investigate electrochemical behavior of the monomers and redox behaviors of the conducting polymers. After electrochemical polymerization, the electrochromic properties of the conducting polymers were investigated via spectroelectrochemical, and kinetic studies. Poly-(2-(4-(hexadecyloxy)phenyl)-5-methyl-10-(5-methylthiophen-2-yl)-1- phenyl-1H-phenanthro[9,10-d]imidazole), poly-(2-(4-(hexadecyloxy)phenyl)-5-methyl- 10-(5'-methyl-[2,2'-bithiophen]-5-yl)-1-phenyl-1H-phenanthro[9,10-d]imidazole) were synthesized and their electrochromic properties were investigated. For the characterization of the polymers gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA) were used. Cyclic voltammetry (CV) and ultraviolet–visible spectroscopy were used to investigate electrochemical behavior and redox reactions of conducting polymers.


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In this study three different 3-ester substituted thiophene monomers were synthesized via esterification reaction of 3-thiophene ethanol with adipoyl chloride or sebacoyl chloride or octanoyl chloride in the presence of triethylamine at 00C. Characterizations of the monomers were performed by 1H-NMR, 13C-NMR, FTIR, DSC, TGA techniques. Electrochemical behavior of the monomers both in presence or absence of BFEE were studied by cyclic voltammetry. Results showed the astonishing effect of BFEE on the polymeri...
Syntheses and Electrochemical Characterization of Low Oxidation Potential Nitrogen Analogs of Pedot as Electrochromic Materials
Hacioglu, Serife O.; Yigit, Deniz; Ermis, Emel; Soylemez, Saniye; GÜLLÜ, Mustafa; Toppare, Levent Kamil (The Electrochemical Society, 2016-01-01)
In this study, the electropolymerization of ethyl andmethyl substituted asymmetrical nitrogen analogs of 3,4-ethylenedioxythiophene (OEt and OMe) were synthesized, characterized and their electrochemical properties were investigated. Both polymers (POEt and POMe) were synthesized electrochemically and characterized using spectroelectrochemical technique to determine optical changes of the resulting polymer films. Electrochemical studies demonstrated that these polymers exhibited a significantly low oxidatio...
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Şenocak, Deniz; Demir, Ayhan Sıtkı; Department of Chemistry (2004)
Chiral cyclic alkenols with hydroxymethyl functionality are important structural units in many biologically active natural compouds such as prostaglandins, sesquiterpene antiviral agents, pentenomycins, xanthocidin, sarkomycin, etc. 1,3-cycloalkanediones are converted into bicyclic polyoxo derivatives with formaldehyde and trioxane in the presence of Lewis acid. Selective oxidation of the bicyclic compounds by using manganese(III)acetate followed by enzyme-catalyzed kinetic resolution afforded chiral bicycl...
Synthesis and characterization of conjugated polymers with polyhedral oligomeric silsesquioxane pendant groups
Ertan, Salih; Kaynak, Cevdet; Cihaner, Atilla; Department of Polymer Science and Technology (2017)
In this thesis, a series of monomers covalently bonded to polyhedral oligomeric silsesquioxane (POSS) pendant group was designed and synthesized. POSS group is a hybrid organic-inorganic nanostructure with 1 to 3 nm diameter. POSS which has a cage structure is mainly composed of silicon (Si) (at vertices) and oxygen (O) (in the middle of the edge). POSS nanostructure can be modified through the vertices with organic functional groups. POSS groups provide different properties, such as thermal robustness, mec...
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Aksoy, S.; Balkan, M.; Alyürük, K. (Elsevier BV, 1989-1)
Anionic polymerization of propylene oxide (PO) using several xanthate salts was studied. Low molecular weight oily polymers with variable sulphur content were obtained by using either potassium ethyl xanthate or potassium benzyl xanthate. The highest attainable conversion of PO was limited to ca 10%. The polymerization was accompanied by formation and precipitation of a by-product salt. In the presence of CS2, an oily copolymer with about 40% sulphur was obtained from the above mixtures. In reaction systems...
Citation Formats
N. B. Zaifoğlu, “Syntheses of new monomeric and polymeric units and electrochemical behaviors for the use in electrochromic applications,” M.S. - Master of Science, Middle East Technical University, 2013.