Synthesis of polythiophene and polypyrrole derivatives and their application in electrochromic devices

Download
2006
Ak, Metin
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 Infrared (FTIR) Spectroscopies. Electrochemical behavior of the monomers in the presence and absence of comonomers were studied by cyclic voltammetry. Subsequently, monomers were homopolymerized and copolymerized via electrochemical methods and the resultant polymers were characterized by FTIR, Scanning Electron Microscopy (SEM) and conductivity measurements. Second part of the study was devoted to investigate one of most interesting property of conducting polymers, the ability to switch reversibly between the two states of different optical properties, “electrochromism”. In recent years there has been a growing interest in application of conducting polymers in electrochromic devices. Thus, electrochromic properties of the synthesized conducting polymers were investigated by several methods like spectroelectrochemistry, kinetic and colorimetry studies. Spectroelectrochemistry experiments were performed in order to investigate key properties of conjugated polymers such as band gap, maximum absorption wavelength, the intergap states that appear upon doping and evolution of polaron and bipolaron bands. Switching time and optical contrast of the homopolymers and copolymers were evaluated via kinetic studies. Results implied the possible use of these materials in electrochromic devices due to their good electrochromic properties.

Suggestions

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, characterization and electrical properties of diazophenylene and diazodiphenylene bridged co, ni, cu, ce, and er phthalocyanine polymers
Alkan, Cemil; Alkan, Cemil; Department of Polymer Science and Technology (2004)
In this research, diazophenylene and diazodiphenylene bridged metal-phthalocyanine polymers were produced from diazonium salt of diaminophenylene/bensidin and pre-synthesized tetraamino metal phthalocyanines. Tetraamino metal phthalocyanine complexes of Co, Ni, Cu, Ce, and Er were obtained by reducing tetranitro metal phthalocyanine complexes synthesized from 3-nitrophthalic anhydride, urea, metal salt, and ammonium molybdate catalyst. Complexes and polymers were characterized by Fourier Transform Infrared ...
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 ...
Synthesis and characterization of epoxy-acrylate vinylester resin and network structure
Zeytin Derin, Çiğdem; Usanmaz, Ali; Department of Polymer Science and Technology (2008)
Vinylesters are termosets resins that have reactive double bond at the chain ends. They are produced by the reaction of various epoxies and acrylic acids by step growth polymerization. Vinylester chains are oligomers with molecular weight from 600 to 1200 g/mol. The resin viscosity is very high; therefore, diluent is used for easy application. The generally used diluent is styrene with, reactive double bonds to form a crosslink between the chains. The diluted resin viscosities are between 200 2000 cps. Per...
Covalent immobilization of glucose isomerase on poly(2-hydoxyethyl methacrylate) particles
Yıldız, Ümit Hakan; Hasırcı, Nesrin; Department of Chemistry (2004)
In this study, poly (2-hydroxyethyl methacrylate), P(HEMA), particles were prepared by suspension polymerization of the monomer 2-hydroxyethyl methacrylate with addition of ethylene glycol dimethyacrylate, EGDMA, as cross linker. Glucose isomerase, GI, enzyme was covalently immobilized on the prepared P(HEMA) particles after activation of the particles with cyanuric chloride. The activities of the free and immobilized enzymes were measured with Ethanol-Carbazole method. The immobilization of GI on P(HEMA) p...
Citation Formats
M. Ak, “Synthesis of polythiophene and polypyrrole derivatives and their application in electrochromic devices,” Ph.D. - Doctoral Program, Middle East Technical University, 2006.