@phdthesis{Hecht2021, author = {Hecht, Markus}, title = {Liquid-Crystalline Perylene Bisimide and Diketopyrrolopyrrole Assemblies}, doi = {10.25972/OPUS-21698}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-216987}, school = {Universit{\"a}t W{\"u}rzburg}, year = {2021}, abstract = {The research presented in this thesis illustrates that self-assembly of organic molecules guided by intermolecular forces is a versatile bottom-up approach towards functional materials. Through the specific design of the monomers, supramolecular architectures with distinct spatial arrangement of the individual building blocks can be realized. Particularly intriguing materials can be achieved when applying the supramolecular approach to molecules forming liquid-crystalline phases as these arrange in ordered, yet mobile structures. Therefore, they exhibit anisotropic properties on a macroscopic level. It is pivotal to precisely control the interchromophoric arrangement as functions originate in the complex structures that are formed upon self-assembly. Consequently, the aim of this thesis was the synthesis and characterization of liquid-crystalline phases with defined supramolecular arrangements as well as the investigation of the structure-property relationship. For this purpose, perylene bisimide and diketopyrrolopyrrole chromophores were used as they constitute ideal building blocks towards functional supramolecular materials due to their thermal stability, lightfastness, as well as excellent optical and electronic features desirable for the application in, e.g., organic electronics.}, subject = {Selbstorganisation}, language = {en} } @phdthesis{Sapotta2021, author = {Sapotta, Meike}, title = {Perylene Bisimide Cyclophanes: Recognition of Alkaloids, Aggregation Behavior in Aqueous Environment and Guest-Mediated Chirality Transfer}, doi = {10.25972/OPUS-20002}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-200028}, school = {Universit{\"a}t W{\"u}rzburg}, year = {2021}, abstract = {Inspired by the fact that sufficient solubility in aqueous media can be achieved by functional substitution of perylene bisimides (PBIs) with polar groups, one of the essential aims of this thesis was the design and successful synthesis of the new water-soluble PBI cyclophanes [2PBI]-1m and [2PBI]-1p, which are appended with branched, hydrophilic oligoethylene glycol (OEG) chains. Subsequently, the focus was set on the elucidation of properties of PBI cyclophane hosts which are also of relevance for recognition processes in biological systems. The performance of the new amphiphilic PBI cyclophane [2PBI]-1p as synthetic receptors for various natural aromatic alkaloids in aqueous media was thoroughly investigated. Alkaloids represent a prominent class of ubiquitous nitrogen containing natural compounds with a great structural variety and diverse biological activity. As of yet, no chromophore host acting as a molecular probe for a range of alkaloids such as harmine or harmaline is known. In addition, the self-association behavior of cyclophane host [2PBI]-1m and its reference monomer in water was studied in order to gain insights into the thermodynamic driving forces affecting the self-assembly process of these two PBI systems in aqueous environment. Moreover, the chirality transfer upon guest binding previously observed for a PBI cyclophane was investigated further. The assignment of the underlying mechanism of guest recognition to either the induced fit or conformational selection model was of particular interest.}, subject = {Supramolekulare Chemie}, language = {en} }