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Electrical, Optical and Sensoric Properties of Organic Semiconductors
Pochekailov, Sergii ; Zmeškal, Oldřich (referee) ; Nešpůrek, Stanislav (advisor)
There is big interest in cheap, sensitive and selective gas sensors. In this work, substituted soluble phthalocyanines are proposed as a sensing materials for several gases. Optical, electrical and gas sensing properties of several phthalocyanines were studied and the mechanisms of their interaction with several analyte gases are described. It was found, that sulfo-substituted Pcs has good sensitivity to humidity. Sulfonamide-substituted phthalocyanines are promising for nitrogen dioxide and volatile organic compounds detection. tert-Butyl-substituted phthalocyanines are sensitive to NO2 under higher temperature and seems to be used for environmental monitoring. Commercial gas sensors for NO2, ethanol and humidity were successfully created.
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The pi-electron oligomers: Their synthesis and properties
Warzecha, Tomáš ; Starý, Ivo (advisor) ; Kotora, Martin (referee)
The pi-electron oligomers: Their synthesis and properties This diploma thesis is focused on the synthesis of p-oligophenyleneethynylene rods (dimer and trimer) containing laterally attached naphtalenediimide units as electron acceptor groups. These functionalised short oligomers are intended to serve as model oligodentate acceptors in the study on multiple interactions with electron rich molecules. The oligomers were assembled from building blocks such as aryl iodides and aryl alkynes bearing a naphthalenediimide unit. The functionalised monomers were combined in a stepwise way by using Sonogashira reaction to form the target p-oligophenyleneethynylene oligomers. The introductory UV-VIS spectroscopic studies on charge transfer complexes between electron donor (pyrene) and electron acceptor (a naphthalenediimide derivative) were performed. In addition, multiple noncovalent interaction between the electron acceptor dimer containing two naphthalenedimide moieties and the electron donor dimer containing two pyrene moieties were investigated by using 1 H NMR titration. The resulting oligomers and their precursors were characterized by using 1 H NMR, 13 C NMR, MS and IR spectroscopy.
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Ionic polyacetylene type polymers and polymer networks by catalyst-free quaternization polymerization
Faukner, Tomáš
(Doctoral Thesis, 2016, Mgr. Tomáš Faukner, IONIC POLYACETYLENE TYPE POLYMERS AND POLYMER NETWORKS BY CATALYST FREE QUATERNIZATION POLYMERIZATION) The composition and structure of a series of ionic π-conjugated poly(monosubstituted acetylene)s prepared via catalyst-free quaternization polymerization (QP) of 2-ethynylpyridine (2EP) activated with equimolar amount of alkyl halide [RX = ethyl bromide, ethyl iodide, nonyl bromide and haxadecyl (cetyl) bromide] as a quaternizing agent (QA) have been studied in detail. The performed QPs gave ionic polymers well soluble in polar solvents, with approximately half of pyridine rings quaternized, which implies that also non-quaternized monomers were involved in the process of QP. The configurational structure of polyacetylene main chains was suggested based on 1 H NMR, IR as well as Raman (SERS) spectral methods. The QPs in bulk gave more expected irregular cis/trans polymers while the QPs in acetonitrile solution gave high-cis polymers. A series of prepared symmetrical bi-pyridylacetylene based monomers has been polymerized via QP approach resulting into a series of new ionic π-conjugated poly(disubstituted acetylene) type materials. It is therefore obvious that the mechanism of quaternization activation frequently applied on monosubstituted...
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Ionic polyacetylene type polymers and polymer networks by catalyst-free quaternization polymerization
Faukner, Tomáš
(Doctoral Thesis, 2016, Mgr. Tomáš Faukner, IONIC POLYACETYLENE TYPE POLYMERS AND POLYMER NETWORKS BY CATALYST FREE QUATERNIZATION POLYMERIZATION) The composition and structure of a series of ionic π-conjugated poly(monosubstituted acetylene)s prepared via catalyst-free quaternization polymerization (QP) of 2-ethynylpyridine (2EP) activated with equimolar amount of alkyl halide [RX = ethyl bromide, ethyl iodide, nonyl bromide and haxadecyl (cetyl) bromide] as a quaternizing agent (QA) have been studied in detail. The performed QPs gave ionic polymers well soluble in polar solvents, with approximately half of pyridine rings quaternized, which implies that also non-quaternized monomers were involved in the process of QP. The configurational structure of polyacetylene main chains was suggested based on 1 H NMR, IR as well as Raman (SERS) spectral methods. The QPs in bulk gave more expected irregular cis/trans polymers while the QPs in acetonitrile solution gave high-cis polymers. A series of prepared symmetrical bi-pyridylacetylene based monomers has been polymerized via QP approach resulting into a series of new ionic π-conjugated poly(disubstituted acetylene) type materials. It is therefore obvious that the mechanism of quaternization activation frequently applied on monosubstituted...
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Ionic polyacetylene type polymers and polymer networks by catalyst-free quaternization polymerization
Faukner, Tomáš ; Zedník, Jiří (advisor) ; Balcar, Hynek (referee) ; Sedlařík, Vladimír (referee)
(Doctoral Thesis, 2016, Mgr. Tomáš Faukner, IONIC POLYACETYLENE TYPE POLYMERS AND POLYMER NETWORKS BY CATALYST FREE QUATERNIZATION POLYMERIZATION) The composition and structure of a series of ionic π-conjugated poly(monosubstituted acetylene)s prepared via catalyst-free quaternization polymerization (QP) of 2-ethynylpyridine (2EP) activated with equimolar amount of alkyl halide [RX = ethyl bromide, ethyl iodide, nonyl bromide and haxadecyl (cetyl) bromide] as a quaternizing agent (QA) have been studied in detail. The performed QPs gave ionic polymers well soluble in polar solvents, with approximately half of pyridine rings quaternized, which implies that also non-quaternized monomers were involved in the process of QP. The configurational structure of polyacetylene main chains was suggested based on 1 H NMR, IR as well as Raman (SERS) spectral methods. The QPs in bulk gave more expected irregular cis/trans polymers while the QPs in acetonitrile solution gave high-cis polymers. A series of prepared symmetrical bi-pyridylacetylene based monomers has been polymerized via QP approach resulting into a series of new ionic π-conjugated poly(disubstituted acetylene) type materials. It is therefore obvious that the mechanism of quaternization activation frequently applied on monosubstituted...
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The pi-electron oligomers: Their synthesis and properties
Warzecha, Tomáš ; Starý, Ivo (advisor) ; Kotora, Martin (referee)
The pi-electron oligomers: Their synthesis and properties This diploma thesis is focused on the synthesis of p-oligophenyleneethynylene rods (dimer and trimer) containing laterally attached naphtalenediimide units as electron acceptor groups. These functionalised short oligomers are intended to serve as model oligodentate acceptors in the study on multiple interactions with electron rich molecules. The oligomers were assembled from building blocks such as aryl iodides and aryl alkynes bearing a naphthalenediimide unit. The functionalised monomers were combined in a stepwise way by using Sonogashira reaction to form the target p-oligophenyleneethynylene oligomers. The introductory UV-VIS spectroscopic studies on charge transfer complexes between electron donor (pyrene) and electron acceptor (a naphthalenediimide derivative) were performed. In addition, multiple noncovalent interaction between the electron acceptor dimer containing two naphthalenedimide moieties and the electron donor dimer containing two pyrene moieties were investigated by using 1 H NMR titration. The resulting oligomers and their precursors were characterized by using 1 H NMR, 13 C NMR, MS and IR spectroscopy.
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Electrical, Optical and Sensoric Properties of Organic Semiconductors
Pochekailov, Sergii ; Zmeškal, Oldřich (referee) ; Nešpůrek, Stanislav (advisor)
There is big interest in cheap, sensitive and selective gas sensors. In this work, substituted soluble phthalocyanines are proposed as a sensing materials for several gases. Optical, electrical and gas sensing properties of several phthalocyanines were studied and the mechanisms of their interaction with several analyte gases are described. It was found, that sulfo-substituted Pcs has good sensitivity to humidity. Sulfonamide-substituted phthalocyanines are promising for nitrogen dioxide and volatile organic compounds detection. tert-Butyl-substituted phthalocyanines are sensitive to NO2 under higher temperature and seems to be used for environmental monitoring. Commercial gas sensors for NO2, ethanol and humidity were successfully created.
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