Synthesis Of Anion Receptors Based On Carbazole Sulfonamide Units And Their Recognition Properties

Carbazole is not only easy to be decorated but also can be used as signal reporting group, and 9-NH can be applied as anionic recognition site. Sulfonamide is easy to be prepared and the N-H has strong activity. In this thesis two series anion receptors were designed and synthesized based on skeleton of carbazole sulfonamide because of their excellent properties and studied both their sensor performance towards anions in different solutions and sensing effect towards specific anions. The main work is summarized as below:1. Synthesized carbazole sulfonamide anion receptor L1 containing signal unit of aminoanthraquinone. The obtained results from UV-vis and fluorescence titrations indicated that receptor L1 realized a highly selective recognition of F-via the formation of a 1:1 H-bonding complex and the presence of F-induced a significant fluorescent quenching and a color change(from red to purple-red) of DMSO solution of L1. In addition, L1 could still recognize F-efficiently in solution of H2O/DMSO(v/v, 1:49).2. Carbazole sulfonamide receptors L2 and L3 containing(thio) urea were synthesized. The results of UV-vis titrations in DMSO suggested that both L2 and L3 could identify F-, AcO-and H2PO4-and formed H-bonding complexes with them as stoichiometric ratio of 1:1. Whereas L2 showed better properties than receptor L3 did towards those thee. The presence of F-and AcO-induced significant color changes(F-induced from faint yellow to brown and AcO-induced to faint brown) of DMSO solution of L2. Moreover, receptor L2 showed better sensing properties towards anions than L3 did in solution of H2O/DMSO(v/v, 1:9) by contrast.