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Molecules 2019, 24(8), 1481; https://doi.org/10.3390/molecules24081481

Self-Assembly Properties of Cationic Gemini Surfactants with Biodegradable Groups in the Spacer

1
Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University, Kalinčiakova 8, 83232 Bratislava, Slovakia
2
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Comenius University, Odbojárov 10, 83232 Bratislava, Slovakia
3
Faculty of Pharmacy, Comenius University, Odbojárov 10, 83232 Bratislava, Slovakia
*
Author to whom correspondence should be addressed.
Received: 21 March 2019 / Revised: 10 April 2019 / Accepted: 13 April 2019 / Published: 15 April 2019
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Abstract

: Self-assembly properties of cationic gemini surfactants with biodegradable amide or ester groups in the spacer were investigated utilising time-resolved fluorescence quenching, dynamic light scattering and zeta potential measurements. A correlation between aggregation parameters such as micelle aggregation number, micelle size and zeta potential with the structure of gemini molecules was made. For gemini molecules with medium spacer lengths, micelle aggregation number does not change much with the surfactant concentration. When the spacer is extended, a stronger aggregation tendency is observed for gemini surfactant molecules with two ester groups in the spacer and the aggregation number increases. The assumption of stronger aggregation of ester-based gemini molecules at larger spacer number values is also documented by measurements of the size and zeta potential of ester-based micelles. The explanation of the difference in aggregation ability of amide-based and ester-based gemini molecules is related to the structural features of gemini molecules, notably to the larger flexibility and denser arrangement of ester-based gemini molecules in a micelle. To support this assumption, optimised 3D models of the studied gemini molecules were constructed. Correspondingly, the calculations show smaller size and interfacial area for ester-based gemini conformers. View Full-Text
Keywords: gemini surfactant; micelle aggregation number; biodegradable spacer; time-resolved fluorescence quenching; micelle size; zeta potential gemini surfactant; micelle aggregation number; biodegradable spacer; time-resolved fluorescence quenching; micelle size; zeta potential
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Pisárčik, M.; Polakovičová, M.; Markuliak, M.; Lukáč, M.; Devínsky, F. Self-Assembly Properties of Cationic Gemini Surfactants with Biodegradable Groups in the Spacer. Molecules 2019, 24, 1481.

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