Surface-active ionic liquids with morpholinium cations and aromatic counterions: experimental and DFT approach to study their profound effect on micelle formation

IF 2.2 4区化学 Q3 CHEMISTRY, PHYSICAL

Colloid and Polymer Science Pub Date : 2024-12-30 DOI:10.1007/s00396-024-05362-8

Ravi A. Viradiya, Vinod K. Aswal, Niraj Patel, Vaibhav K. Patel, Jaydip D. Solanki, Saurabh S. Soni, Ankur S. Vashi, Sanjay H. Panjabi

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引用次数: 0

Abstract

The hypothesis posits that the synergistic combination of morpholinium cations and specific aromatic counterions in surface-active ionic liquids (SAILs) will markedly impact the micellization behavior and aggregation properties of these SAILs, potentially resulting in heightened surface activity and distinctive structural features. Two SAILs, N-dodecyl-N-methylmorpholinium benzenesulfonate ([C₁₂mmor][BS]) and N-dodecyl-N-methylmorpholinium β-naphthalenesulfonate ([C₁₂mmor][β-Nsa]), were synthesized through quaternization and metathesis reactions. Surface tension (ST) and electrical conductivity measurements were employed to ascertain the critical micelle concentration (CMC), micellization behavior, and various thermodynamic and interfacial parameters of the SAILs. Subsequently, their structural properties were examined using a small-angle neutron scattering (SANS) instrument at multiple concentrations to identify distinctive features in the micelle structures. The intermolecular interactions were studied using density functional theory (DFT) calculations. The findings reveal substantial influences of aromatic anions on micellization behavior and aggregation properties of SAILs compared with conventional surfactants and imidazolium-based SAILs, with discernible structural characteristics elucidated through SANS where a formation of prolate ellipsoidal micelles of different size were observed. This research underscores the potential applications of these innovative ionic liquids in drug development and delivery, emphasizing the crucial role of counterion and headgroup selection in tailoring their properties for specific purposes.

Graphical Abstract

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表面活性离子液体的形态离子阳离子和芳香反离子：实验和DFT方法研究它们对胶束形成的深刻影响

该假说认为，在表面活性离子液体（SAILs）中，morpholinium阳离子和特定芳香反离子的协同组合将显著影响这些SAILs的胶束行为和聚集特性，从而可能导致表面活性的提高和独特的结构特征。通过季铵化和复分解反应合成了n -十二烷基-n -甲基morpholinium benzene磺酸盐（[C12mmor][BS]）和n -十二烷基-n -甲基morpholinium β-萘磺酸盐（[C12mmor][β-Nsa]）两种sail。采用表面张力（ST）和电导率测量确定了临界胶束浓度（CMC）、胶束化行为以及各种热力学和界面参数。随后，使用不同浓度的小角中子散射（SANS）仪器检测了它们的结构特性，以识别胶束结构的独特特征。利用密度泛函理论（DFT）计算研究了分子间相互作用。研究结果表明，与传统表面活性剂和咪唑基sail相比，芳香族阴离子对sail的胶束行为和聚集性能有实质性的影响，并通过SANS阐明了其结构特征，观察到不同大小的长椭圆形胶束的形成。这项研究强调了这些创新离子液体在药物开发和输送中的潜在应用，强调了反离子和头基团选择在为特定目的定制其特性方面的关键作用。图形抽象

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来源期刊

Colloid and Polymer Science 化学-高分子科学

CiteScore

4.60

自引率

4.20%

发文量

111

审稿时长

2.2 months

期刊介绍： Colloid and Polymer Science - a leading international journal of longstanding tradition - is devoted to colloid and polymer science and its interdisciplinary interactions. As such, it responds to a demand which has lost none of its actuality as revealed in the trends of contemporary materials science.