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Study of sensoric properties of organic semiconductors
Saska, Pavel ; Šedina, Martin (referee) ; Salyk, Ota (advisor)
Compounds based on diketopyrrolopyrrole are organic pigments that behave as semi-conductors. Their analogues with pyridyl side group are due to their sensitivity to hydrogen potentially useful as hydrogen sensors. The aim of this work was to examine properties of sensors with an active layer of diketopyrollopyrolle derivatives. The sensors were tested on an apparatus built for this purpose at FCH VUT in Brno. More specifically, changes to conductivity of these sensors in the presence of hydrogen under various conditions were studied.
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The synthesis and study of new derivatives of diketopyrrolopyrroles for organic electronics
Cigánek, Martin ; Maier, Lukáš (referee) ; Krajčovič, Jozef (advisor)
This diploma thesis describes organic pigments of diketopyrrolopyrroles (DDPs) possessing properties applicable in attractive and perspective areas of organic electronics and photonics. The modification of the DPP skeleton was performed by nucleophilic substitution by various alkyl chains and 5 series of DPP derivatives were prepared. The regioselectivity of N-alkylation and also the photophysical properties of the prepared derivatives were studied. A key product of this work is the N,N'-ethyladamantyl derivative of DPP, which exhibited ambipolar characteristic with excellent electron mobility of 0.2 cm2 V–1 s–1. Further, the -conjugation of the above-mentioned DPP derivative was extended by 1 and 2 thiophene units at positions 3,6 and the effect of this modification on optical properties of the resulting derivatives was investigated. A new modified N,N'-unsubstituted DPP derivative was also prepared. The last point of this thesis was the study of the incorporation of formyl functional groups into the skeleton of key N,N'-ethyladamantyl DPP derivative.
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Organic materials for photovoltaic conversion of solar energy
Vrchotová, Jana ; Vala, Martin (referee) ; Weiter, Martin (advisor)
This bachelor´s thesis deals with new perspective organic molecular materials for use in photovoltaic energy conversion. A theoretical part of this project contains brief introduction to photovoltaics and search themed on organic photovoltaics. The aim of the experimental part was preparation of thin layers of diketopyrrolopyrrole and hemiisoxindigo derivatives and study of optical properties of solutions and thin layers prepared from these materials.
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Sensoric properties of organic N-type semiconductors and their air stability
Saska, Pavel ; Vala, Martin (referee) ; Salyk, Ota (advisor)
Hydrogen has been for some time discussed as a successor to fossil fuels whose stocks are constantly running low. One of the crucial requirements for the possible usage of hydrogen as an energy carrier is our ability of reliable detection. In context with development of organic electronics there occurred a possibility to use derivatives of diketopyrrolopyrroles as sensing materials of hydrogen sensors. Derivatives of diketopyrrolopyrrole are organic pigments that behave as semiconductors. Their analogues with pyridyl side group are due to free electron pairs of nitrogen atoms sensitive to hydrogen. The problem of organic N-type semiconductors is in general their instability on the air. This thesis is focused on testing of hydrogen sensors with active layer made from derivatives of diketopyrrolopyrrole and judging their stability on the air.
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Preparation of diketopyrrolopyrrole-based (DPP) polymers for organic electronics
Solanský, Lukáš ; Veselý, Dominik (referee) ; Cigánek, Martin (advisor)
The modern world is burdened by dependence on electricity and problems with its production. A very advantageous way to gain electricity is through photovoltaics. However, the production of silicon solar cells is demanding and expensive with a high impact on the environment. For this reason, there is an effort to switch to solar cells based on organic semiconductors. These include, for example, polymers based on diketopyrrolopyrrole (DPP). The theoretical part of this thesis deals with organic electronics, conductive polymers and DPP-based polymers, their properties and applications. It further describes the most common synthetic approaches to DPP-based polymers. The experimental part of this final work describes the preparation of intermediates necessary for the synthesis of the resulting DPP-based polymers using Stille reaction. The thiophene derivative of DPP was N,N'alkylated and subsequently brominated. Furthermore, organotin intermediates were prepared, which together with the dibrominated DPP derivative participate in the polymerization.
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Modification of Organic High Performance Pigments for Applications in Organic Electronics
Cigánek, Martin ; Imramovský, Aleš (referee) ; Vyňuchal, Jan (referee) ; Krajčovič, Jozef (advisor)
Dizertační práce pojednává o studiu, syntéze a chemické derivatizaci molekul spadajících do skupiny organických vysoce výkonných pigmentů a jejich potenciálním uplatnění v oblastech organické elektroniky. Teoretická část práce je zaměřena na nejnovější trendy v dané oblasti, a to jak z aplikačního potenciálu konkrétních derivátů, tak z pohledu syntetických možností a jejich strukturálních derivatizací. V experimentální části je pak podrobně popsána příprava pestré škály intermediátů a výsledných produktů, zahrnujících deriváty diketopyrrolopyrrolů (DPP), benzodifuranonu (BDF), epindolidionu (EP), naphthyridinedionu (NTD) a polymeru na bázi thiofenu (PT). Celkově bylo nasyntetizováno 103 molekul, přičemž 49 tvořily výsledné produkty, z nichž 27 bylo zcela nových, dosud nepublikovaných. Hlavním motivem derivatizace molekul pigmentů je zde inkorporace derivátů adamantanu do finálních struktur. V další části práce jsou blíže diskutovány jednotlivé chemické modifikace vedoucí k výsledným produktům. Na sérii N,N'-; N,O'- a O,O'-substituovaných derivátů DPP je popsána komplexní studie vlivu charakteru alkylových řetězců a také pozice jejich navázání v molekule DPP, a to nejen na selektivitu reakce, ale rovněž na optické i termické vlastnosti syntetizovaných produktů.
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Organic materials for bioelectronic applications
Bystřický, David ; Vala, Martin (referee) ; Weiter, Martin (advisor)
This thesis deals with characterisation of organic semiconductive materials. At first degradation temperatures were discovered by using thermogravimetric analysis. Then by using differencial scanning calorimetry were discovered changes in molecules depending on temperature. In the end of this thesis by OFET characterisation charge carrier mobilities were measured and their dependence on temperature.
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The synthesis and functionalization of diketopyrrolopyrrole derivatives for organic electronics
Mamleev, Kamil ; Halaksa, Roman (referee) ; Krajčovič, Jozef (advisor)
Nowadays, organic electronics is a promising field of science. Because of a number of advantages, materials based on organic substances can replace existing inorganic analogues in such devices as organic solar cells, OLED, OFET, biosensors, etc. In the theoretical part of the bachelor's thesis, the molecules of diketopyrrolopyrrole (DPP), dithioketopyrrolopyrrole (DTPP), and their derivatives were fully reviewed. An overview of the synthesis and the properties of the derivatives of these molecules was given. Possible applications of DPP and DTPP in various areas of organic electronics were provided. The experimental part of the bachelor's thesis described the synthesis of DTPP structures with thiophene and phenyl substituents. In addition, a modification of thiophene DTPP with S'S alkylation was demonstrated. All synthesized compounds were purified by silica gel column chromatography. The structures of the obtained products were characterized by 1H NMR spectroscopy.
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The synthesis and study of new derivatives of diketopyrrolopyrroles for organic electronics
Cigánek, Martin ; Maier, Lukáš (referee) ; Krajčovič, Jozef (advisor)
This diploma thesis describes organic pigments of diketopyrrolopyrroles (DDPs) possessing properties applicable in attractive and perspective areas of organic electronics and photonics. The modification of the DPP skeleton was performed by nucleophilic substitution by various alkyl chains and 5 series of DPP derivatives were prepared. The regioselectivity of N-alkylation and also the photophysical properties of the prepared derivatives were studied. A key product of this work is the N,N'-ethyladamantyl derivative of DPP, which exhibited ambipolar characteristic with excellent electron mobility of 0.2 cm2 V–1 s–1. Further, the -conjugation of the above-mentioned DPP derivative was extended by 1 and 2 thiophene units at positions 3,6 and the effect of this modification on optical properties of the resulting derivatives was investigated. A new modified N,N'-unsubstituted DPP derivative was also prepared. The last point of this thesis was the study of the incorporation of formyl functional groups into the skeleton of key N,N'-ethyladamantyl DPP derivative.
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Testing of hydrogen sensor based on organic materials
Petrová, Lenka ; Hubálek, Jaromír (referee) ; Boušek, Jaroslav (advisor)
Práce je zaměřena na problematiku bezpečnostních vodíkových senzorů. Základní principy a teorie vodíkových senzorů je rozebrána v první části práce. Je navržena metodologie testování organických vodíkových senzorů vyvinutých a vyrobených na Fakultě Chemické Vysokého Učení Technického v Brně. Nejslibnější organický material byl testován. V závěrečné části byl navržen teplotní regulátor pro použití s keramickou senzorovou platformou.
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