Electrochromic properties of 'Trimeric' thiophene-pyrrole-thiophene derivative grown from electrodeposited 6-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexan-1-amine and its copolymer

2008-01-01
Tarkuc, Simge
Ak, Metin
Onurhan, Erdal
Toppare, Levent Kamil
A centrosymmetric polymer precursor, namely 6-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexan-1-amine (TPHA), was synthesized via a Knorr-Paal reaction using 1,4-di(2-thienyl)-1,4-butanedione and hexane-1,6-diamine. The resultant monomer was characterized by Nuclear Magnetic Resonance (H-1-NMR). Electroactivity of TPHA was investigated via cyclic voltammetry. The electronic structure and the nature of electrochromism in P(TPHA) and its copolymer with EDOT, (P(TPHA-co-EDOT)), were examined via spectroelectrochemistry studies. P(TPHA) switches between claret red neutral state and blue oxidized state. Optical response times for coloring and bleaching processes of the P(TPHA) and P(TPHA-co-EDOT) were found as 2.1 s and 1.6s, respectively.
JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY

Suggestions

Electrochromic properties of copolymer of terephthalic acid bis-(thiophen-3-yl-methyl) thioester with pyrrole
Tuerkarslan, Oezlem; Toppare, Levent Kamil (Informa UK Limited, 2007-01-01)
Terephthalic acid bis-(thiophen-3-yl-methyl) thioester ( TTMT) was synthesized via the reaction of thiophen-3-yl methanethiol with terephthaloyl dichloride. This 3-functionalized thiophene monomer was polymerized in the presence of pyrrole (Py) upon constant potential application. Spectroelectrochemistry experiments reflected a pi to pi* transition with a band gap energy of 2.4 eV for the copolymer. A dual type electrochromic device (ECD) of P(TTMT-co-Py) and poly(3,4-ethylenedioxythiophene) (PEDOT) was con...
Dual type complementary colored polymer electrochromic devices based on conducting polymers of poly(hexanedioic acid bis-(2-thiophen-3-yl-ethyl ester)
Camurlu, P; Toppare, Levent Kamil (Informa UK Limited, 2006-03-01)
In this study, dual type polymer electrochromic devices (ECDs) based on homopolymer and copolymer of hexanedioic acid bis-(2-thiophen-3-yl-ethyl ester) with 3,4-ethylene dioxythiophene (EDOT) were constructed, where PEDOT functioned as the cathodically coloring layer. Spectroelectrochemistry, switching ability, stability, open circuit memory and color of the devices were investigated. Results of the kinetic studies showed these devices exhibit switching times around 1.8 s with an optical contrast of 24-25.3...
Immobilization of Tyrosinase in Poly(2-thiophen-3-yl-alkyl ester) Derivatives
ÇAMURLU, PINAR; Kayahan, Senem; Toppare, Levent Kamil (Informa UK Limited, 2008-01-01)
In this study, construction of novel biosensors for the determination of phenolic compound was performed via immobilization of tyrosinase during the electrochemical synthesis of conducting block copolymers of 2-thiophen-3-yl-alkyl ester derivatives with 3,4-ethylenedioxythiophene and synthesis of poly(3,4-ethylenedioxythiophene) (PEDOT). The resultant biosensors were characterized in terms of their maximum reaction rates, Michaelis-Menten constants (Km), temperature and pH stabilities. All the copolymer mat...
Polypyrrole grafts synthesized via electrochemical polymerization
Balci, N; Toppare, Levent Kamil; Akbulut, Ural; Stanke, D; Hallensleben, ML (Informa UK Limited, 1998-01-01)
Electrically conducting polypyrrole grafts with poly[(methyl meth acrylate)-co-(2-(N-pyrrolyl) ethyl methacrylate)] (PMMA-co-PEMA) were synthesized by constant potential electrolysis. Cyclic Voltammetry, DSC, TGA, SEM and elemental analysis were used in order to characterize the free standing films. Conductivities of the polymers were measured by a four-probe technique.
Reactive extrusion of poly(ethylene terephthalate)-(ethylene/methyl acrylate/glycidyl methacrylate)-organoclay nanocomposites
Alyamac, Elif; Yılmazer, Ülkü (Wiley, 2007-04-01)
This study was conducted to investigate the effects of component concentrations and addition order of the components on the final properties of ternary nanocomposites composed of poly(ethylene terephthalate), organoclay, and an ethylene-methyl acrylate-glycidyl methacrylate (E-MA-GMA) terpolymer acting as an impact modifier for PET. In this context, first, the optimum amount of the impact modifier was determined by melt compounding binary PET-terpolymer blends in a corotating twin-screw extruder. The amount...
Citation Formats
S. Tarkuc, M. Ak, E. Onurhan, and L. K. Toppare, “Electrochromic properties of ‘Trimeric’ thiophene-pyrrole-thiophene derivative grown from electrodeposited 6-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexan-1-amine and its copolymer,” JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY, pp. 164–171, 2008, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/37219.