Abstract

The gelation behaviors of binary organogels composed of aminobenzimidazole/benzothiazole derivatives and benzoic acid with single‐/multialkyl substituent chain in various organic solvents were designed and investigated. Their gelation behaviors in 20 solvents were tested as new binary organic gelators. This showed that the number and length of alkyl substituent chains and benzimidazole/benzothiazole segment have played a crucial role in the gelation behavior of all gelator mixtures in various organic solvents. More alkyl chains in molecular skeletons in present gelators are favorable for the gelation of organic solvents. The length of alkyl substituent chains has also played an important role in changing the gelation behaviors and assembly states. Morphological studies revealed that the gelator molecules self‐assemble into different aggregates from wrinkle, lamella, belt, to fiber with change of solvents. Spectral studies indicated that there existed different H‐bond formation and hydrophobic force, depending on benzimidazole/benzothiazole segment and alkyl substituent chains in molecular skeletons. The prepared nanostructured materials have wide perspectives and many potential applications in nanoscience and material fields due to their scientific values. The present work may also give new clues for designing new binary organogelators and soft materials.

Highlights

  • Organogels, which are various three-dimensional (3D) aggregates with micrometer-scale lengths and nanometer-scale diameters immobilizing the flow of liquids, have been known for potential applications on materials, drug delivery, agents, and sensors as well as water purification in recent years [1,2,3,4,5,6,7,8,9]

  • It seemed that more alkyl chains in molecular skeletons in present mixture gelators are more favorable for the present mixtures

  • The reasons for the strengthening of the gelation behaviors can be assigned to the change of the spatial conformation and assembly modes of the gelators due to intermolecular hydrogen bonding of the gelators [37, 38], which may increase the ability of the gelator molecules to selfassemble into ordered structures, a necessity for forming organized assembly structures

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Summary

Introduction

Organogels, which are various three-dimensional (3D) aggregates with micrometer-scale lengths and nanometer-scale diameters immobilizing the flow of liquids, have been known for potential applications on materials, drug delivery, agents, and sensors as well as water purification in recent years [1,2,3,4,5,6,7,8,9]. The driving forces responsible for gel formations are specific or noncovalent interactions such as the dipole-dipole interaction, van der Waals forces, hydrogen bonding, π-π stacking, and host-guest interaction [10,11,12,13,14,15]. Benzimidazole/benzothiazole groups, as versatile units, of which one ring is a benzene ring and one is a five-membered ring with N or S elements, have been widely chosen for designing new amphiphiles because of their unique directional self-association through π-π stacking and van der Waals interactions in the process of supramolecular assembly [31,32,33].

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