Synthesis of block conducting copolmers of cholesteryl functionalized thiophene and their use in the immobilization of cholesterol oxidase

Download
2004
Çırpan, Ali
Synthesis and characterization of conducting copolymers were achieved by using thiophene-3-yl acetic acid cholesteryl ester (CM) and poly (3-methylthienyl methacrylate) (PMTM). A new polythiophene containing a cholesteryl side chain in the b- position was chemically polymerized in nitromethane/carbon tetrachloride using FeCl3 as the oxidizing agent. Polymerization was also achieved by constant current electrolysis in dichloromethane. Subsequently, conducting copolymers of thiophene-3-yl acetic acid cholesteryl ester (CM), PCM1 (obtained from chemical polymerization method), PCM4 (obtained from constant current electrolysis) with pyrrole were synthesized. Thiophene functionalized methacrylate monomer (MTM) was synthesized via esterification of the 3-thiophene methanol with methacryloyl chloride. The methacrylate monomer was polymerized by free radical polymerization in the presence of azobis (isobutyronitrile) (AIBN) as the initiator. Graft copolymers of poly (3-methylthienyl methacrylate)/polypyrrole, (PMTM2/PPy) and poly (3-methylthienyl methacrylate)/polythiophene, (PMTM2/PTh) were synthesized by constant potential electrolyses. PMTM2 coated Pt electrodes were utilized as the anode in the polymerization of pyrrole and thiophene. Moreover, oxidative polymerization of PMTM1 was studied by galvanostatic and chemical techniques. Characterizations of the samples were performed by CV, FTIR, NMR, DSC, TGA and SEM analyses. Electrical conductivities were measured by the four-probe technique. Immobilization of invertase in conducting copolymer matrices, poly (3-methylthienyl methacrylate) with pyrrole and thiophene was achieved by constant potential electrolysis using the sodium dodecyl sulfate as the supporting electrolyte. Polythiophene was also used for immobilization matrices. Cholesterol oxidase has been immobilized in conducting copolymer of thiophene-3-yl acetic acid

Suggestions

Synthesis of a new thiophene derivative and its uses as an electrochromic device component
Yiğitsoy, Başak; Toppare, Levent Kamil; Department of Chemistry (2006)
2,5-Di(thiophen-2-yl)-1-p-tolyl-1H-pyrrole (DTTP) was synthesized via reaction of 1,4-di(2-thienyl)-1,4-butanedione with p-toluidine in the presence of catalytical amount of p-toluenesulfonic acid (PTSA). Homopolymer P(DTTP) was achieved both by chemical and electrochemical techniques. Chemical polymerization of the monomer yielded a soluble polymer. The average molecular weight was determined by gel permeation chromatography (GPC) as Mn: 2.5x103 g/mol. The monomer was electrochemically polymerized in the p...
Synthesis, characterization, and polymerization of polyether bridged thiophene and aniline derivatives
Tirkeş, Seha; Önal, Ahmet Muhtar; Department of Polymer Science and Technology (2008)
New compounds consisting of 3-thienyl and aniline units linked by polyether bridges have been synthesized and their electrochemical polymerization was performed via constant potential electrolysis and cyclic voltammetry. In the case of 3-thienyl derivatives two compounds, 1,12-di-3-thienyl-2,5,8,11-tetraoxadodecane (MI) and 1,15-di-3-thienyl-2,5,8,11,14-pentaoxapentadecane (MII) were synthesized utilizing literature methods and their corresponding polymers, poly(I) and poly(II) were prepared in an electroly...
Synthesis and characterization of polythiophene/montmorillonite and polythiophene/polypropylene composites
Dülgerbaki, Çiğdem; Küçükyavuz, Zuhal; Department of Chemistry (2006)
In this study, polythiophene(PTP)/montmorillonite(MMT) nanocomposites were synthesized by in situ intercalative polymerization and chemical oxidative polymerization. In in situ intercalative polymerization method, composites containing 90 and 95% MMT were prepared. In chemical oxidative polymerization method, a series of composites ranging from 1 to 15% by weight MMT were synthesized. Thermal and morphological properties of samples were investigated by Differential Scanning Calorimeter (DSC), Thermal Gravim...
Synthesis of polythiophene and polypyrrole derivatives and their application in electrochromic devices
Ak, Metin; Toppare, Levent Kamil; Department of Chemistry (2006)
Different substituted thiophene and pyrrole monomers namely hexamethylene (bis-3-thiopheneacetamide) (HMTA), N-(4-(3-thienylmethylene)-oxycarbonylphenyl)maleimide (MBThi), 2,4,6-Tris-(4-pyrrol-1-yl-phenoxy)-[1,3,5]triazine (TriaPy), 2,4,6-Tris-(thiophen-3-ylmethoxy)-[1,3,5] triazine (TriaTh), and N-(2-(thiophen-3-yl)methylcarbonyloxyethyl) maleimide (NMT) were synthesized. The chemical structures of the monomers were characterized by Nuclear Magnetic Resonance (1H-NMR and 13C-NMR) and Fourier Transform Infr...
Synthesis and characterization of polypyrrole nanoparticles and their nanocomposites with polypropylene
Baytekin, Sevil; Küçükyavuz, Zuhal; Department of Polymer Science and Technology (2009)
Conducting polypyrrole (PPy) nanoparticles were synthesized via microemulsion polymerization system. The characterization of PPy nanoparticles was done by Fourier transform infrared spectrometer (FTIR) and scanning electron microscope (SEM). Nanocomposites were prepared by melt-mixing of polypyrrole with polypropylene (PP) and processed with injection molding. The amount of PPy in nanocomposites varied in the range of 1-20% by weight. The effect of PPy nanoparticles on mechanical, electrical properties and ...
Citation Formats
A. Çırpan, “Synthesis of block conducting copolmers of cholesteryl functionalized thiophene and their use in the immobilization of cholesterol oxidase,” Ph.D. - Doctoral Program, Middle East Technical University, 2004.