Abstract

A series of bent-shaped molecules, consisting of dibenzo[a,c]phenazine and phenyl groups connected together as a rod segment, and poly(ethylene oxide) (PEO) with a degree of polymerization (DP) of 6 as the coil segment, were synthesized. The self-assembling behavior of these molecules by differential scanning calorimetry (DSC), thermal optical polarized microscopy (POM), small-angle X-ray scattering spectroscopy (SAXS), atomic force microscopy (AFM), and transmission electron microscopy (TEM), revealed that carboxyl or butoxy carbonyl groups at the 11 position of dibenzo[a,c]phenazine noticeably influence self-organization of molecules into supramolecular aggregates in bulk and aqueous solutions. Molecules 1 and 2 with chiral or non-chiral PEO coil chains and the carboxyl group at the rod segments self-organize into a hexagonal perforated lamellar structure and a hexagonal columnar structure in the solid state. In aqueous solution, molecules 1 and 2 self-assemble into diverse lengths of nanofibers, whereas molecules 3 and 4 with butoxy carbonyl groups exhibit a self-organizing capacity to form diverse sizes of spherical aggregates.

Highlights

  • Elaborate design of molecules and the creation of supramolecular nanostructures with well-defined shapes and sizes offer new strategies for the development of nanoclusters and molecular electronics, biomimetic chemistry, and material science [1,2,3].Among the architecture of molecular self-assembly, π-conjugated amphiphilic molecular assemblies have attracted a great deal of attention due to their notable potential as advanced highly-functionalized materials in the area of nanoscience [4,5,6,7,8]

  • The formation of precise nanostructures from rod-coil molecules requires the design of suitable associative forces, such as π–π stacking, hydrogen bonding, electrostatic interactions, hydrophobic and hydrophilic interactions, and so forth [12,13,14]

  • As far we know, amphiphilic there is littlerod-coil literature on the incorporating self-assemblythe of little literature on theHowever, self-assembly of as bent-shaped molecules bent-shaped amphiphilic rod-coil molecules incorporating the dibenzo[a,c]phenazine unit

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Summary

Introduction

Elaborate design of molecules and the creation of supramolecular nanostructures with well-defined shapes and sizes offer new strategies for the development of nanoclusters and molecular electronics, biomimetic chemistry, and material science [1,2,3].Among the architecture of molecular self-assembly, π-conjugated amphiphilic molecular assemblies have attracted a great deal of attention due to their notable potential as advanced highly-functionalized materials in the area of nanoscience [4,5,6,7,8]. T-shaped andsegments bent-shaped amphiphilic molecules, incorporating a dibenzo[a,c]phenazine at the unit at the rod [34,35,36]. The bent-shaped molecule self-assembled molecule self-assembled into micelle, cylindrical or helical nanostructures, by controlling the selfinto micelle,driving cylindrical nanostructures, controlling self-assembling driving force of assembling forceorofhelical the molecules These by results impliedthe that the shape of the rod building the molecules. As far we know, amphiphilic there is littlerod-coil literature on the incorporating self-assemblythe of little literature on theHowever, self-assembly of as bent-shaped molecules bent-shaped amphiphilic rod-coil molecules incorporating the dibenzo[a,c]phenazine unit.

Materials
Techniques
Synthesis of Molecules 3 and 4
Synthesis of Molecules 1 and 2
Results and Discussion
4.4.Conclusions
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