Abstract
This thesis describes the design and synthesis of asymmetrically substituted amphiphilic tis(dialkylamino)trioxiatriangulenium (ATOTA+) salts with different counter ions. Attention was focused on exploring the assembling properties of the ATOTA+ salts in aqueous media. A direct vortexing-processed self-assembling method was developed to make aggregates with uniform morphologies and excellent stabilities in an equilibrium state either with pure ATOTA+ salts or with mixed systems of ATOTA+ salts and lipid molecules in aqueous media. Special emphasis was given to effects of the counterions in influencing the assembling process and morphology of the assembled nanostructures. Tailoring the ATOTA+ system with alkyl chains of different length showed large effect on the final morphology of
assembled supramolecular structures.
The first two chapters give a brief introduction to molecular self-assembly and triangulenium salts. Chapters 3 to 6 are mainly focused on the synthesis and self-assembly of trioxatriangulenium salts in aqueous media. In particular, chapter 3 reports a direct selfassembly of a synthetic triangulenium salt mixed with DMPC lipid (5/95 by molar ratio) to make mono disperse bilayer vesicles. The formed vesicles showed excellent stability standing over for 7 month at ambient lab conditions or upon heated up to 70 °C as monitored by dynamic light scattering (DLS) method. Chapter 4 reportes the dynamic air–water interfaces catalyzed self-assembly of insoluble aminotriangulenium salts into Stable, highly ordered, and free-floating bilayer nanosheets through prolonged vigorous shaking. In this study, a mechanism for the self-assembly process agitated by prolonged vigorous shaking is proposed.
It is proposed that the self-assembly is realized via a intermediated monolayer formed at the dynamic air–water interfaces and lateral compression of the monolayer results in the collapsing toward the formation of bilayer nanosheets. The nanosheets showed excellent stability after standing over 10 months stocked in a close vial at ambient conditions due to the ionic atmosphere surrounding its charged surfaces. Addition of soft counter ion into the nanosheets solution could induce gluing of the nanosheets. The solid thin film formed from the formed nanosheets after water evaporation showed crystalline patterning order as revealed by x-ray diffraction (XRD) measurements. Chpater 5 reports the counter ion effect in the self-assembly of the synthetic amphiphilic triangulenium salt in aqueous media. In this chapter, self-assembled nanotubes, nanorribbons and nanorods are presented and collusions
II are made based on the experimental observations. The following chapter 6 repots the chain length effect on the self-assembly of the ATOTA+ slats. The results obtained so far already revealed the importance of the tailoring the chain length for differently preferred morphologies for the self-assembled aggregates. Chapter 7 reports a water soluble fluorescent sensor based on the protocol structure of the molecules synthesized and used in our group. The motivation of this project is to find potential application of the fluorescence sensor in biolabeling and bioimaging techniques. Chapter 8 is a brief summary of the thesis.
assembled supramolecular structures.
The first two chapters give a brief introduction to molecular self-assembly and triangulenium salts. Chapters 3 to 6 are mainly focused on the synthesis and self-assembly of trioxatriangulenium salts in aqueous media. In particular, chapter 3 reports a direct selfassembly of a synthetic triangulenium salt mixed with DMPC lipid (5/95 by molar ratio) to make mono disperse bilayer vesicles. The formed vesicles showed excellent stability standing over for 7 month at ambient lab conditions or upon heated up to 70 °C as monitored by dynamic light scattering (DLS) method. Chapter 4 reportes the dynamic air–water interfaces catalyzed self-assembly of insoluble aminotriangulenium salts into Stable, highly ordered, and free-floating bilayer nanosheets through prolonged vigorous shaking. In this study, a mechanism for the self-assembly process agitated by prolonged vigorous shaking is proposed.
It is proposed that the self-assembly is realized via a intermediated monolayer formed at the dynamic air–water interfaces and lateral compression of the monolayer results in the collapsing toward the formation of bilayer nanosheets. The nanosheets showed excellent stability after standing over 10 months stocked in a close vial at ambient conditions due to the ionic atmosphere surrounding its charged surfaces. Addition of soft counter ion into the nanosheets solution could induce gluing of the nanosheets. The solid thin film formed from the formed nanosheets after water evaporation showed crystalline patterning order as revealed by x-ray diffraction (XRD) measurements. Chpater 5 reports the counter ion effect in the self-assembly of the synthetic amphiphilic triangulenium salt in aqueous media. In this chapter, self-assembled nanotubes, nanorribbons and nanorods are presented and collusions
II are made based on the experimental observations. The following chapter 6 repots the chain length effect on the self-assembly of the ATOTA+ slats. The results obtained so far already revealed the importance of the tailoring the chain length for differently preferred morphologies for the self-assembled aggregates. Chapter 7 reports a water soluble fluorescent sensor based on the protocol structure of the molecules synthesized and used in our group. The motivation of this project is to find potential application of the fluorescence sensor in biolabeling and bioimaging techniques. Chapter 8 is a brief summary of the thesis.
| Original language | English |
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| Publisher | Department of Chemistry, Faculty of Science, University of Copenhagen |
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| Number of pages | 186 |
| Publication status | Published - 2013 |