A naphthalimide-linked new pyridylazo phenol derivative for selective sensing of cyanide ions (CN) in sol-gel medium.

Napthalimide-linked pyridylazo derivatives 1 and 2 have been designed and synthesized. Compound 1 acts as a gelator in DMF-HO (1 : 1, v/v). The brown gel is photostable and shows good viscoelastic properties. The value of G' is almost 10 times higher than that of G'' over the entire range of frequencies at a constant strain of 1%. The SEM image shows the presence of densely stacked flakes. In comparison, compound 2, devoid of free phenolic -OH, does not show gelation properties under identical conditions. However, the brown gel of 1 shows selective sensing of CN ions over a series of anions involving phase change through the deprotonation mechanism. While the brown gel of 1 is selectively ruptured in the presence of CN to the sol, compound 1 in solution shows measurable UV-vis and emission changes in the presence of CN over the other anions and validates the visual sensing of CN. In the test-kit application, the yellow paper strip turned into pinkish-red upon contact with CN.