Elucidation of the Origin of Thixotropic-Inducing Properties of Additive Amphiphiles and the Creation of a High-Performance Triamide Amphiphile.

Abstract

The spontaneous growth of helical fibers of amphiphilic diamide derivatives containing hydrocarbons with asymmetric carbon centers in their constituent hydrocarbons was investigated. 12-Hydroxystearic acid and a gemini-type surfactant obtained by the bimolecular condensation of this compound with hexamethylenediamine both impart thixotropic ability to a solvent. Although this thixotropic behavior is based on the growth of hierarchical crystalline nanofibers in the solvents, the degree of fiber growth itself was not the origin of the thixotropy. In this study, it has adopted the methods of the Langmuir monolayer and Langmuir-Blodgett films as technique to selectively and individually evaluate the behavior of 12-hydroxyl stearyl and/or stearyl chains themselves. The ability to impart thixotropy to the solvent via fiber organization was related to the intermolecular hydrogen bonding between the added amphiphiles. Additionally, homogeneous right-handed helical fibers were formed in the spin-cast films of the diamide derivatives, and a positive Cotton effect was observed in their circular dichroism spectra. It is suggested that fibers that do not form helical arrangements cannot impart sufficient thixotropy to the solvent even when extensive fiber growth is achieved, and the structure-dependent development of chirality is the driving force. In addition, to further the development of highly functional thixotropic agents, a trefoil-like triamide derivative containing three chains was synthesized. By using this molecule, solvent gelation occurred at 78% as an addition to the diamide case, and a supramolecular assembly was formed in the corresponding two-dimensional film.