Mixed Micellar Solutions of Hexadecylpiperidinium Surfactants and Tween 80: Aggregation Behavior and Solubilizing Proper
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ICAL CHEMISTRY OF SURFACE PHENOMENA
Mixed Micellar Solutions of Hexadecylpiperidinium Surfactants and Tween 80: Aggregation Behavior and Solubilizing Properties A. B. Mirgorodskayaa,*, R. A. Kushnazarovaa, S. S. Lukashenkoa, and L. Ya. Zakharovaa a
Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, 420088 Russia *e-mail: [email protected], [email protected]
Received November 5, 2019; revised November 28, 2019; accepted January 21, 2020
Abstract—The aggregation behavior of mixed micellar solutions of cationic hexadecylpiperidinium surfactants and nonionic surfactant Tween 80 is studied. The critical micelle concentration is determined by varying the component ratios, and a negative deviation from the ideal mixing model can be observed (synergistic effect). The adsorption parameters and surface potential of mixed micelles are estimated. The solubilizing effect individual and mixed compositions have on such hydrophobic biologically active compounds as biof lavonoid quercetin and systemic fungicide carboxin is characterized quantitatively via spectrophotometry.
Keywords: mixed micelles, solubilization, quercetin, carboxin DOI: 10.1134/S0036024420090198
INTRODUCTION Surfactants are widely used in biotechnology, pharmacology, and agriculture as solubilizers, ways of delivering biologically active substances, and adjuvants that improve the properties of drugs and pesticides [1–4]. They provide better solubility to drugs in aqueous systems, thereby increasing their bioavailability, and improve the surface wetting and transport of target substances into animal and plant cells. Micellar solutions based on low-toxic nonionic surfactants (e.g., Triton-X-100, Tween 20, Tween 80, and amphiphilic block copolymers) make up a considerable proportion of the systems used for these purposes [5–8]. However, these compounds are often less effective than the more toxic cationic surfactants. The latter exhibit a high solubilization effect determined not only by hydrophobic forces but by electrostatic forces as well, and involving other types of interactions, particularly the formation of hydrogen bonds when functional fragments are present in the surfactant molecule [9–11]. The charge of a micelle used as a carrier for an active drug frequently ensures its better contact with
biological surfaces and organisms, thereby increasing its effectiveness [12–14]. The use of binary systems can in this case be a compromise solution that allows us to combine the advantages of two types of amphiphiles, i.e., reduced toxicity due to the presence of nonionic surfactants and high efficiency due to the presence of cationic surfactants [15–17]. Continuing our series of studies of cationic surfactants that contain a cyclic head group [18–22], mixed micellar solutions of 1-methyl-1-hexadecyl-3hydroxypiperidinium bromide (HPP-16) and Tween 80 were tested in this study. By varying the ratio of components in binary solutions, a number of aggregation characteristics were obtained and their solu
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