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Self-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase

Two novel amphiphiles, N-(3-nitrophenyl)stearamide (MANA) and N,N′-(4-nitro-1,3-phenylene)distearamide (OPANA), were synthesized by reacting nitroanilines with one or two equivalents of stearic acid. We investigated how the molecular structures of these compounds influenced the characteristics of a...

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Detalles Bibliográficos
Autores principales: Matsuo, Muneyuki, Hashishita, Hiromi, Nakata, Satoshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8618350/
https://www.ncbi.nlm.nih.gov/pubmed/34832114
http://dx.doi.org/10.3390/membranes11110885
Descripción
Sumario:Two novel amphiphiles, N-(3-nitrophenyl)stearamide (MANA) and N,N′-(4-nitro-1,3-phenylene)distearamide (OPANA), were synthesized by reacting nitroanilines with one or two equivalents of stearic acid. We investigated how the molecular structures of these compounds influenced the characteristics of a self-propelled camphor disk placed on a monolayer of the synthesized amphiphiles. Three types of motion were observed at different surface pressures (Π): continuous motion (Π < 4 mN m(−1)), deceleration (4 mN ≤ Π ≤ 20 mN m(−1)), and no motion (Π > 20 mN m(−1)). The speed of the motion of the camphor disks was inversely related to Π for both MANA and OPANA at the temperatures tested, when Π increased in the respective molecular layers under compression. The spectroscopic evidence from UV-Vis, NMR, and ESI-TOF-MS revealed that the dependence of the speed of the motion on Π originates from the intermolecular interactions that are present in the monolayers. This study suggests that it is possible to control the self-propelled motion by manipulating contributing factors at the molecular level.