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Preparation and properties of α,ω-bis(terpyridyl)oligothiophenes and related supramolecular polymers
Štenclová, Pavla ; Svoboda, Jan (advisor) ; Pfleger, Jiří (referee)
Presented diploma thesis describes synthesis of novel α,ω-bis(terpyridyl)bithiophenes and α,ω-bis(terpyridyl)terthiophenes with alkyl substituents on thiophene rings. The α,ω- -bis(terpyridyl)oligothiophenes were prepared using Suzuki-Miyaura coupling of 4'-(5- -bromo-3-alkylthien-2-yl)terpyridine with 2,5-thiophenediboronic acid and 2,2'-bi(1,3,2- -dioxaborolane), respectively. The succesfull transformation of 4'-(5-bromo-3-alkylthien-2- -yl)terpyridine to corresponding bis(terpyridyl)oligothiophenes was confirmed by NMR and HR-MS analyses and IR spectroscopy. UV-vis spectroscopy, excitation and emission photoluminescence (suplemented with determination of photoluminescence quantum yields) and cyclic voltammetry were used to study spectroscopic and redox properties of novel α,ω-bis(terpyridyl)oligothiophenes and previously prepared unsubstitued α,ω-bis(terpyridyl)bithiophene and α,ω-bis(terpyridyl)- terthiophene. Interaction of zinc ions with ligands soluble in tetrahydrofurane was studied using UV-vis spectroscopy and emission photoluminescence spectroscopy. Main-chain supramolecular polymers were sucessfully prepared from four soluble ligands and zinc ions. Properties of prepared polymers were studied using UV-vis spectroscopy, excitation and emission photoluminescence spectroscopy and IR...
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Synthesis and properties of conjugated metallo-supramolecular polymers
Štenclová, Pavla ; Svoboda, Jan (advisor) ; Jindřich, Jindřich (referee) ; Strachota, Adam (referee)
More than twenty new bis(tpy)oligothiophenes (tpy stands for 2,2':6',2''-terpyridin-4'-yl) with unsubstituted as well as substituted (with methyl, hexyl, bromohexyl or 6-(4- methoxyphenoxy)hexyl groups) central blocks comprising one to four thiophene rings have been prepared as building blocks (unimers) for constitutional dynamic metallo- supramolecular polymers (MSPs) soluble in common organic solvents. In addition a series of ionic unimers soluble in alcohols and partially in water have been prepared by modification of bromohexyl unimers with trimethylamine or triethylphosphine. Spectroscopic studies have shown that the steric hindrances prevail over the electronic effects of substituents as regards the impact on the delocalization of electrons along unimer chains. Unimers with high steric hindrances in the middle of the central oligothiophene block were found to behave nearly like the unimers with half central block. Three stages of the assembly of MSPs from unimers and metal ions in solutions were characterized by the exclusion chromatography: (i) formation of dimers U-Mt2+ -U in the early stages of assembling, (ii) assembly to longer MSPs chains, and (iii) end-capping with surplus metal ions and partial decomposition of MSPs chains. The observed changes in optical absorption spectra indicate a...
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Preparation and properties of α,ω-bis(terpyridyl)oligothiophenes and related supramolecular polymers
Štenclová, Pavla ; Svoboda, Jan (advisor) ; Pfleger, Jiří (referee)
Presented diploma thesis describes synthesis of novel α,ω-bis(terpyridyl)bithiophenes and α,ω-bis(terpyridyl)terthiophenes with alkyl substituents on thiophene rings. The α,ω- -bis(terpyridyl)oligothiophenes were prepared using Suzuki-Miyaura coupling of 4'-(5- -bromo-3-alkylthien-2-yl)terpyridine with 2,5-thiophenediboronic acid and 2,2'-bi(1,3,2- -dioxaborolane), respectively. The succesfull transformation of 4'-(5-bromo-3-alkylthien-2- -yl)terpyridine to corresponding bis(terpyridyl)oligothiophenes was confirmed by NMR and HR-MS analyses and IR spectroscopy. UV-vis spectroscopy, excitation and emission photoluminescence (suplemented with determination of photoluminescence quantum yields) and cyclic voltammetry were used to study spectroscopic and redox properties of novel α,ω-bis(terpyridyl)oligothiophenes and previously prepared unsubstitued α,ω-bis(terpyridyl)bithiophene and α,ω-bis(terpyridyl)- terthiophene. Interaction of zinc ions with ligands soluble in tetrahydrofurane was studied using UV-vis spectroscopy and emission photoluminescence spectroscopy. Main-chain supramolecular polymers were sucessfully prepared from four soluble ligands and zinc ions. Properties of prepared polymers were studied using UV-vis spectroscopy, excitation and emission photoluminescence spectroscopy and IR...
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