Multi-stimuli responsive organogels based on low-molecular-weight gelators (LMWGs) have attracted much attention due to their potential applications. Herein, the synthesis and the self-assembly behavior of a novel molecular gelator based on a tetrapeptide–dithienylcyclopentene conjugate is described. This gelator forms stable gels in THF, acetone and acetonitrile, in which the formation of anti-parallel β-sheets of the biomimetic tetrapeptides is the key driving force. Further studies suggest that the organogel is multi-responsive to various external stimuli including temperature, light, chemicals, and mechanical force. Moreover, in the presence of catechol, this gelator forms a more robust organogel, accompanied by a dramatic change of the assembly manner and rheological properties. These prominent features of this conjugate make it an excellent smart soft material with potential applications in areas such as drug encapsulation and release systems.

Length scale dependent formation of conglomerates and racemic compounds has been observed in self-assembled hierarchical supramolecular architectures based on oligo(p-phenylenevinylene)-phenylglycinamide at the liquid–solid interface and in solution.