Polymerization of low molecular weight hydrogelators to form electrochromic polymers.

We present a method for the polymerization of low molecular weight hydrogelators to form polymers with unique structures. Carbazole-protected amino acids are shown to form hydrogels by self-assembly into fibrous structures. We show that is possible to directly electropolymerize the hydrogels. This results in the formation of microporous electrochromic polymers with distinctive structure. Polymers formed from the same gelator without the pregelation step show more compact structures. This method opens the possibility of creating polymers templated from pre-assembled gels that have the potential to be used in a wide range of applications.

Probing gelation ability for a library of dipeptide gelators.

Functionalised dipeptides are a class of interesting and useful low molecular weight hydrogelators. Here, we report a significantly expanded library of materials, including dipeptides conjugated to carbazole, phenanthracene, anthracene, pyrene and substituted naphthalenes. We assess the effect of using two different gelation methods; a pH-switch and a solvent switch on the gelation behaviour and properties of the dipeptides. Importantly, we investigate the relationship between the structure of these dipeptides and their ability to form gels. From an analysis of the gelation ability of all these dipeptides, it is clear that those containing a phenylalanine as either of the constituent amino acids are much more likely to lead to a gelator being formed as opposed to using non-aromatic amino acids only.

Using molecular rotors to probe gelation.

A series of fluorescent probes, including a number of molecular rotors, have been used to follow the self-assembly of dipeptide-based low molecular weight gelators. We show that these probes can be used to gain an insight into the assembly process. Thioflavin T, a commonly used stain for ß-sheets, appears to act as a molecular rotor in these gelling systems, with the fluorescence data closely matching that of other rotors. The molecular rotor was incorporated into an assay system with glucose oxidase to enable glucose-concentration specific gelation and hence generating a fluorescent output. Applying this system to urine from patients with various levels of glycosuria (a symptom of diabetes), it was found to provide excellent correlation with different clinical assessments of diabetes. This demonstrates a new concept in gelation-linked biosensing for a real clinical problem.