Strong Emissive Nanofibers of Organogels for the Detection of Volatile Acid Vapors

Two L‐phenylalanine derivatives with 5,8‐bis(2‐(carbazol‐3‐yl)vinyl)quinoxaline (PCQ) and 5,8‐bis[2‐(carbazol‐3‐yl)]‐2,3‐dimethylquinoxaline (DCQ) as fluorophores were synthesized, and their photophysical properties were measured and compared. The two compounds were found to gelate some organic solvents and self‐assemble into 1D nanofibers in gels. The wet gel of PCQ emitted a weak orange fluorescence, but the DCQ gel had a strong green one. This result can be due to the presence of two methyl groups and the nonplanar conformation of fluorophore in DCQ. The gel film of DCQ also showed significantly stronger fluorescence than that of PCQ. Thus, the wet gel and xerogel film of DCQ were selected to study their sensing properties to acids. The yellow wet gel of DCQ transformed into a brown sol upon the addition of 0.2 equiv trifluoroacetic acid (TFA), accompanied by emission quenching. The xerogel film of DCQ rapidly responded to volatile acids, such as TFA, HCl, and HOAc. The fluorescence of the xerogel film was gradually quenched with increased concentration of volatile acid vapors. The fibrous film exhibited low detection limits for volatile acid. The detection limits of the thin films for TFA, HCl, and HOAc reached 43, 122, and 950 ppb, respectively. Sensing fibers: One L‐phenylalanine derivative can self‐assemble into a 1D nanofiber in a gel. It shows strong fluorescence in wet gel and xerogel film because of its nonplanar conformation, which leads to weak intermolecular interactions (see figure). The xerogel film rapidly responds to volatile acid vapor, and possesses a low detection limit because of the presence of amplified fluorescence quenching in nanofibers.