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Preparation and characterization of building blocks of supramolecular polymers
Šichová, Kristýna ; Svoboda, Jan (advisor) ; Drahoňovský, Dušan (referee)
Aim of this thesis was to synthetize 5,5''-bis(terpyridine-4'-yl)-3ʹ-(6-bromohexyl)- 2,2ʹ:5ʹ,2ʺ-terthiophene. This substance consists of terthiophene chain, which is substituted with bromohexyl group in position 3' and capped by two terpyridine groups. The synthesis was approached in two different ways, with use of various initial compounds, using mainly the Suzuki reaction. Strategies were recorded, and their process and outcome evaluated. Prepared substances were characterized, and structurally identified using 1 H, 13 C and 11 B NMR spectroscopy. For the prepared oligomeric product 5,5ʺ-bis(terpyridine-4'-yl)-3ʹ-(6-bromohexyl)- 2,2ʹ:5ʹ,2ʺ-terthiophene, spectroscopic and oxidation-reduction properties were determined, by UV-VIS spectroscopy, emission fluorescence and cyclic voltammetry. Furthermore, the fluorescence quantum yield was also determined. Further in the thesis, the abillity of the prepared oligomer to form complexes with zinc ions was studied. Complexation was carried out in tetrahydrofuran solution, and studied using UV-VIS and fluorescence spectroscopy, measured in solution for samples of produced concentration range.
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Preparation and properties of building blocks of specialty polymers
Šichová, Kristýna
This Diploma Thesis presents results obtained by solution of two partial projects: a) Preparation of monomers from renewable sources using metathesis and tandem hydrogenation catalyzed with ruthenium compounds - project solved during my Erasmus stay at the Université de Rennes 1 in France; b) Preparation and properties of ,-bis(tpy)quarterthiophene oligomers carrying ionic side groups as oligomonomers for polyelectrolyte conjugated dynamers - project solved at the Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University in Prague. Project a): Self-metathesis of 1,2-epoxyhex-5-ene (but-3-enyloxirane) and its cross-metathesis with methyl acrylate and acrylonitrile catalyzed with ruthenium compounds as well as tandem design of these metatheses and consecutive hydrogenation of their products by gaseous hydrogen have been optimized. The following influences have been studied and tuned: (i) type of the catalyst (Grubbs, Hoveyda, Zhan) and its concentration and method of dosing, (ii) concentration of reactants and additives, (iii) type of solvent, and (iv) reaction temperature. Reactions were monitored by the GC, GC and MS methods and the products were characterized by the NMR method. Methyl 6,7-epoxyheptanoate (methyl 5-oxiranylpentanoate) obtained by the tandem...
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Preparation and properties of building blocks of specialty polymers
Šichová, Kristýna
This Diploma Thesis presents results obtained by solution of two partial projects: a) Preparation of monomers from renewable sources using metathesis and tandem hydrogenation catalyzed with ruthenium compounds - project solved during my Erasmus stay at the Université de Rennes 1 in France; b) Preparation and properties of ,-bis(tpy)quarterthiophene oligomers carrying ionic side groups as oligomonomers for polyelectrolyte conjugated dynamers - project solved at the Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University in Prague. Project a): Self-metathesis of 1,2-epoxyhex-5-ene (but-3-enyloxirane) and its cross-metathesis with methyl acrylate and acrylonitrile catalyzed with ruthenium compounds as well as tandem design of these metatheses and consecutive hydrogenation of their products by gaseous hydrogen have been optimized. The following influences have been studied and tuned: (i) type of the catalyst (Grubbs, Hoveyda, Zhan) and its concentration and method of dosing, (ii) concentration of reactants and additives, (iii) type of solvent, and (iv) reaction temperature. Reactions were monitored by the GC, GC and MS methods and the products were characterized by the NMR method. Methyl 6,7-epoxyheptanoate (methyl 5-oxiranylpentanoate) obtained by the tandem...
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Preparation and properties of building blocks of specialty polymers
Šichová, Kristýna ; Svoboda, Jan (advisor) ; Sedláček, Jan (referee)
This Diploma Thesis presents results obtained by solution of two partial projects: a) Preparation of monomers from renewable sources using metathesis and tandem hydrogenation catalyzed with ruthenium compounds - project solved during my Erasmus stay at the Université de Rennes 1 in France; b) Preparation and properties of ,-bis(tpy)quarterthiophene oligomers carrying ionic side groups as oligomonomers for polyelectrolyte conjugated dynamers - project solved at the Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University in Prague. Project a): Self-metathesis of 1,2-epoxyhex-5-ene (but-3-enyloxirane) and its cross-metathesis with methyl acrylate and acrylonitrile catalyzed with ruthenium compounds as well as tandem design of these metatheses and consecutive hydrogenation of their products by gaseous hydrogen have been optimized. The following influences have been studied and tuned: (i) type of the catalyst (Grubbs, Hoveyda, Zhan) and its concentration and method of dosing, (ii) concentration of reactants and additives, (iii) type of solvent, and (iv) reaction temperature. Reactions were monitored by the GC, GC and MS methods and the products were characterized by the NMR method. Methyl 6,7-epoxyheptanoate (methyl 5-oxiranylpentanoate) obtained by the tandem...
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Preparation and characterization of building blocks of supramolecular polymers
Šichová, Kristýna ; Svoboda, Jan (advisor) ; Drahoňovský, Dušan (referee)
Aim of this thesis was to synthetize 5,5''-bis(terpyridine-4'-yl)-3ʹ-(6-bromohexyl)- 2,2ʹ:5ʹ,2ʺ-terthiophene. This substance consists of terthiophene chain, which is substituted with bromohexyl group in position 3' and capped by two terpyridine groups. The synthesis was approached in two different ways, with use of various initial compounds, using mainly the Suzuki reaction. Strategies were recorded, and their process and outcome evaluated. Prepared substances were characterized, and structurally identified using 1 H, 13 C and 11 B NMR spectroscopy. For the prepared oligomeric product 5,5ʺ-bis(terpyridine-4'-yl)-3ʹ-(6-bromohexyl)- 2,2ʹ:5ʹ,2ʺ-terthiophene, spectroscopic and oxidation-reduction properties were determined, by UV-VIS spectroscopy, emission fluorescence and cyclic voltammetry. Furthermore, the fluorescence quantum yield was also determined. Further in the thesis, the abillity of the prepared oligomer to form complexes with zinc ions was studied. Complexation was carried out in tetrahydrofuran solution, and studied using UV-VIS and fluorescence spectroscopy, measured in solution for samples of produced concentration range.
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