BORIS Theses

BORIS Theses
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Amine-Linked Oligomers of Polycyclic Aromatic Hydrocarbons: Synthesis, Properties and Supramolecular Assembly

Jevrić, Jovana (2021). Amine-Linked Oligomers of Polycyclic Aromatic Hydrocarbons: Synthesis, Properties and Supramolecular Assembly. (Thesis). Universität Bern, Bern

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The thesis starts with a general introduction about supramolecular polymers, energy transfer in light-harvesting systems, and electrostatic layering. Thereafter follows the experimental work which is outlined in five chapters. The first chapter focuses on the electrostatic interaction of positively- and negatively-charged supramolecular polymers. Positively charged phenanthrene vesicles and negatively charged pyrene sheets were alternately deposited on the substrate mica. The challenges and limitations of electrostatic layering with oppositely charged supramolecular polymers will be discussed. Chapter 2 concentrates on the synthesis and analysis of new cationic supramolecular polymers, oligoamines, respectively. The following oligoamines were synthesized: 3,6-dialkynyl phenanthrene-pyrene-phenanthrene trimer, 2,7-dialkynyl phenanthrene trimer, 1,6-dialkynyl pyrene trimer, 1,6-dialkynyl pyrene trimer with dimethylated amine-bridges, 1,6-dialkynyl pyrene monomer and 4,4'-dialkynyl stilbene trimer. The goal was to find an oligoamine that self-assembles into sheets and could be used for the electrostatic layering, described in the previous chapter. Therefore, atomic force spectroscopy was measured to study the formed assemblies. It was shown that the synthesized molecules tend to self-assemble into various, unreproducible structures. Nevertheless, findings showed that linear structures tend to self-assemble into sheets but are barely soluble in water-miscible solvents. In chapter 3, the ideas of the previous two chapters will be combined. A novel linearly-linked stilbene-oligomer is synthesized in which the linkers were changed from dialkynyl to dialkoxy to improve the solubility. The formation of supramolecular polymer sheets was observed. Its synthesis and self-assembly behavior are described. The last two chapters 4 and 5 are devoted to investigations in supramolecular and DNA based light-harvesting systems using a cationic supramolecular polymer. Different types of chromophore acceptors are tested in both systems, non-covalently- and covalently-linked ones. It will be shown that the oligoamines can be used as donors and acceptors in light-harvesting structures.

Item Type: Thesis
Dissertation Type: Single
Date of Defense: 18 June 2021
Subjects: 500 Science > 540 Chemistry
500 Science > 570 Life sciences; biology
Institute / Center: 08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)
Depositing User: Hammer Igor
Date Deposited: 20 Jul 2021 06:13
Last Modified: 20 Jul 2021 06:18

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