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Modification of Organic High Performance Pigments for Applications in Organic Electronics
Cigánek, Martin ; Imramovský, Aleš (oponent) ; Vyňuchal, Jan (oponent) ; Krajčovič, Jozef (vedoucí práce)
The doctoral thesis deals with the study, synthesis and chemical derivatization of molecules belonging to the group of organic high-performance pigments and their potential application in the fields of organic electronics. The theoretical part of the work is focused on the latest trends in the area mentioned above, both from the application potential of specific derivatives and in terms of synthetic possibilities and their structural derivatization. The experimental part describes in detail the preparation of a wide range of intermediates and final products, including derivatives of diketopyrrolopyrroles (DPP), benzodifuranone (BDF), epindolidione (EP), naphthyridinedione (NTD) and thiophene-based polymer (PT). A total of 103 molecules were synthesized, of which 49 were final products, and 27 of them were completely novel, as yet unpublished. Herein, the main motive for the derivatization of pigment molecules is the incorporation of bulky adamantyl substituents into the resulting derivative structures. In the next part of the work, individual chemical modifications leading to the final products are discussed in more detail. In the series of N,N'-; N,O'- and O,O'-substituted DPP derivatives, the influence of both the alkyl chains’ character and binding position in the DPP molecule on the selectivity of the reaction, the thermal and optical properties of the resulting derivatives is comprehensively described.
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Modification of Organic High Performance Pigments for Applications in Organic Electronics
Cigánek, Martin ; Imramovský, Aleš (oponent) ; Vyňuchal, Jan (oponent) ; Krajčovič, Jozef (vedoucí práce)
The doctoral thesis deals with the study, synthesis and chemical derivatization of molecules belonging to the group of organic high-performance pigments and their potential application in the fields of organic electronics. The theoretical part of the work is focused on the latest trends in the area mentioned above, both from the application potential of specific derivatives and in terms of synthetic possibilities and their structural derivatization. The experimental part describes in detail the preparation of a wide range of intermediates and final products, including derivatives of diketopyrrolopyrroles (DPP), benzodifuranone (BDF), epindolidione (EP), naphthyridinedione (NTD) and thiophene-based polymer (PT). A total of 103 molecules were synthesized, of which 49 were final products, and 27 of them were completely novel, as yet unpublished. Herein, the main motive for the derivatization of pigment molecules is the incorporation of bulky adamantyl substituents into the resulting derivative structures. In the next part of the work, individual chemical modifications leading to the final products are discussed in more detail. In the series of N,N'-; N,O'- and O,O'-substituted DPP derivatives, the influence of both the alkyl chains’ character and binding position in the DPP molecule on the selectivity of the reaction, the thermal and optical properties of the resulting derivatives is comprehensively described.
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