Synthesis of a Bis-Urea Dimer and Its Effects on the Physical Properties of an Amphiphilic Tris-Urea Supramolecular Hydrogel.

ABSTRACT

The successful development of stiff supramolecular gels is an important goal toward their practical application. One approach to stiffen supramolecular gels is to introduce covalent cross-links. The bis-urea dimer 2, having a structure similar to that of the low-molecular-weight gelator 1, was synthesized. Supramolecular hydrogels were formed from mixtures of 1 and 2 in appropriate ratios, with 2 acting as a covalent cross-linker to connect the fibrous aggregates formed by the self-assembly of 1. The introduction of these covalent cross-links greatly influenced the dynamic viscoelasticity of the supramolecular hydrogels. In the supramolecular hydrogel of 1 mixed with 5 % 2, the storage modulus was 1.35 times higher than that of the supramolecular hydrogel of 1 alone, and the crossover strain was extended from 5 % to over 20 %. The supramolecular hydrogel of 1 and 2 was free-standing and supported 13 times its own weight.