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Synthesis and polymerization of substituted derivatives of caprolactone
Vrbata, David ; Zedník, Jiří (advisor) ; Smrček, Stanislav (referee)
Copper (I) mediated Huisgen 1,3 dipolar cycloaddition of 4-(piperidine-1-yl)-N-(prop-1-yne- 3-yl)-1,8-naphtalimide (PN) to poly(αN3εCL-co-εCL) of three different molar ratio of αN3εCL was performed. Reaction was succesfull for poly(αN3εCL-co-εCL) with molar fraction of αN3εCL f = 0,22. No degradation of substituted PCL was observed during the synthetic path, therefore the PN molecule is suitable for click coupling to well defined polyester. New aliphatic polyester based on polycaprolactone was synthesized and characterized by means of 1 HNMR spectra and Gel permeation chromatography calibrated with polystyrene standards. The spectra of other two copolymers coupled with PN were not measured due to their low solubility in common organic solvents. Keywords: living polymerization, α-chloro-ε-caprolactone, click reaction
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Preparation and polymerization ethynyl pyridine based monomers
Faukner, Tomáš ; Zedník, Jiří (advisor) ; Hoškovec, Michal (referee)
A group of monomers based on disubstitued ethynylpyridine (3-PyCCPh-4-t-Bu, 2-PyCCR, R = 4-t-BuPh, 2-Py, n-Bu) and 4-tert-butyphenylethynyl (4-t-BuPhCCPh-p-OR, R = SiPh2-t-Bu, Si-i-Pr3) were prepared by Sonogashira cross-coupling reaction (PdCl2[(PPh3]2/CuI). All of these monomers were charakterized by IR, UV/vis and NMR spectroscopy. Ethynylpyridine based monomers were polymerised by quarternization (ethylbromid was used as a quarternization agent) and by Grubbs-Hoveyda 2nd generation catalyst. As a product of the quarternization were obtained oligomers compounded by 2 - 13 monomers units (Mw: 1600 - 6000, Y 70%). Only low molecular weight oligomers were also obtained by Grubbs-Hoveyda 2nd generation polymerization (Mw: 400 - 1500, Y 34 %). Monomers based on 4-tert-butyphenylethynyl were polymerized by TaCl5/Bu4Sn/Toluen catalytic system. In that case were obatined polymers (Mw: 64 000 - 200 000, IP = 2,3 -3,9, Y 75 %). Products of polymeryzations were charakterized by GPC, IR, UV/vis and NMR spectroscopy.
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Substituted oligothiophenes as a building blocks for supramolecular structures preparation
Loukotová, Lenka ; Svoboda, Jan (advisor) ; Zedník, Jiří (referee)
5 Abstract In this thesis the synthesis of (3-bromopropyl) 2,5-bis{5-(2,2':6',2''-terpyridin-4'- yl)-2-thienyl}-3-thienylacetate is reported. As a basic building block it was used 3-thienylacetic acid which is commercially available. The first synthetic sub-step was based on this compound and next synthetic sub-steps included esterification, bromination, borylation or Suzuki coupling. Complexation of synthetized oligomer with zinc cations is also reported, there are included UV-VIS spectra and fluorescent emission spectra of titration range.
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Phytoextraction of non-steroidal analgetics
Bažilová, Blanka ; Smrček, Stanislav (advisor) ; Zedník, Jiří (referee)
In present time environment is considarably contaminated by various diversed polutants mainly because of human activity. Part of this dissertation deals with problem of contaminents spreading into environment. Further more it summarizes particular options of xenobiotics removal from waste and subterraneous waters and it mostly focuses on new inovative methods decontamination methods of polluted areas based on vegetative biotechnologies. This study comprises knowledge about plants abilities and usage by transformation and degradation of nonsteroid analgesics, which belong to most common and mass used drugs. Goal of dissertation was to observe fate and transport in present time used nonsteroid analgesics and fytoextraction efficiency evaluation of such a substances from liquid nutrient medium with sunflower and corn. For determination of chosen nonsteroid analgesics (piroxicam, nimesulid, ketoprofen a paracetamol) was developed and optimalized analytical procedure which consisted of extraction and determination by HPLC-MS method. Results indicate that studied nonsteroid analgesics are very good extracted by plants. Biggest phytoremediation potential was proved for ketoprofen, which was consumed by plants more than other nonsteroid analgesics.
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Building blocks of hydrogen-bonded supramolecular polymers
Roudná, Štěpánka ; Svoboda, Jan (advisor) ; Zedník, Jiří (referee)
The connection of molecular monomers through non-covalent interaction (e.g. hydrogen bonding, π-π interaction, coordination bonding) enables the formation of supramolecular polymers. The major advantage of these bonds is their reversibility and consequently their ability to self-assembly or to disconnect depending on given conditions. This thesis examines the self-assembly through quadruple hydrogen bonding, which is strong and the resulting structures stable. Ureidopyrimidinon A and aromatic amines were always used as the starting compound for the preparation of monofunctional and bifunctional ureidopyrimidinones.
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synthesis of conjugated polyacetylene based polymers
Duchoslavová, Zuzana ; Zedník, Jiří (advisor) ; Doubský, Jan (referee)
Mostly new acetylene based monomers were prepared. All monomers were prepared by the means of standard spectroscopic methods. All monomers were successfully polymerized using standard metathesis TaCl5 based catalyst. Prepared polymers were characterized by the means of GPC/GPC-MALLS chromatography and standard spectral methods. Fluorescence properties of all prepared compounds were also studied: quantum fluorescence yields were determined and excitation and emission fluorescence spectra were recorded. Polymerization on modern metathesis Grubbs-Hoveyda catalytic systems of all prepared monomers was also tested. These reactions were only partially successful and only low molecular weight oligomers in mediocre yields were obtained.
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