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

Two novel amphiphiles, <i>N</i>-(3-nitrophenyl)stearamide (MANA) and <i>N</i>,<i>N′</i>-(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 structure...

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Autores principales: Muneyuki Matsuo, Hiromi Hashishita, Satoshi Nakata
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:f60e0910fc2b4b839474425e9fb403e82021-11-25T18:20:04ZSelf-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase10.3390/membranes111108852077-0375https://doaj.org/article/f60e0910fc2b4b839474425e9fb403e82021-11-01T00:00:00Zhttps://www.mdpi.com/2077-0375/11/11/885https://doaj.org/toc/2077-0375Two novel amphiphiles, <i>N</i>-(3-nitrophenyl)stearamide (MANA) and <i>N</i>,<i>N′</i>-(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 (<i>Π</i>): continuous motion (<i>Π</i> < 4 mN m<sup>−1</sup>), deceleration (4 mN ≤ <i>Π</i> ≤ 20 mN m<sup>−1</sup>), and no motion (<i>Π</i> > 20 mN m<sup>−1</sup>). The speed of the motion of the camphor disks was inversely related to <i>Π</i> for both MANA and OPANA at the temperatures tested, when <i>Π</i> 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 <i>Π</i> 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.Muneyuki MatsuoHiromi HashishitaSatoshi NakataMDPI AGarticleself-propelled motionself-propulsion<i>Π</i>-<i>A</i> isothermπ-π interactionhydrogen bondingChemical technologyTP1-1185Chemical engineeringTP155-156ENMembranes, Vol 11, Iss 885, p 885 (2021)
institution DOAJ
collection DOAJ
language EN
topic self-propelled motion
self-propulsion
<i>Π</i>-<i>A</i> isotherm
π-π interaction
hydrogen bonding
Chemical technology
TP1-1185
Chemical engineering
TP155-156
spellingShingle self-propelled motion
self-propulsion
<i>Π</i>-<i>A</i> isotherm
π-π interaction
hydrogen bonding
Chemical technology
TP1-1185
Chemical engineering
TP155-156
Muneyuki Matsuo
Hiromi Hashishita
Satoshi Nakata
Self-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase
description Two novel amphiphiles, <i>N</i>-(3-nitrophenyl)stearamide (MANA) and <i>N</i>,<i>N′</i>-(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 (<i>Π</i>): continuous motion (<i>Π</i> < 4 mN m<sup>−1</sup>), deceleration (4 mN ≤ <i>Π</i> ≤ 20 mN m<sup>−1</sup>), and no motion (<i>Π</i> > 20 mN m<sup>−1</sup>). The speed of the motion of the camphor disks was inversely related to <i>Π</i> for both MANA and OPANA at the temperatures tested, when <i>Π</i> 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 <i>Π</i> 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.
format article
author Muneyuki Matsuo
Hiromi Hashishita
Satoshi Nakata
author_facet Muneyuki Matsuo
Hiromi Hashishita
Satoshi Nakata
author_sort Muneyuki Matsuo
title Self-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase
title_short Self-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase
title_full Self-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase
title_fullStr Self-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase
title_full_unstemmed Self-Propelled Motion Sensitive to the Chemical Structure of Amphiphilic Molecular Layer on an Aqueous Phase
title_sort self-propelled motion sensitive to the chemical structure of amphiphilic molecular layer on an aqueous phase
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/f60e0910fc2b4b839474425e9fb403e8
work_keys_str_mv AT muneyukimatsuo selfpropelledmotionsensitivetothechemicalstructureofamphiphilicmolecularlayeronanaqueousphase
AT hiromihashishita selfpropelledmotionsensitivetothechemicalstructureofamphiphilicmolecularlayeronanaqueousphase
AT satoshinakata selfpropelledmotionsensitivetothechemicalstructureofamphiphilicmolecularlayeronanaqueousphase
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