1-Amino-2-hydroxy-4-naphthalenesulfonic acid based Schiff bases or naphtho[1,2-d]oxazoles: selective synthesis and photophysical properties.
A series of Schiff base and naphtho[1,2-d]oxazole derivatives were selectively synthesized via condensation reaction of 1-amino-2-hydroxy-4-naphthalenesulfonic acid and benzaldehyde derivatives at same conditions. The synthesized compounds were then characterized by using (1)HNMR, (13)CNMR, FTIR spectroscopies and elemental analyses. It was seen that the Schiff bases generated in the presence of OH group at ortho position of benzaldehyde derivatives. However, the products were naphtho[1,2-d]oxazoles in other cases. Then, the synthesized compounds were photophysically investigated by UV absorption and fluorescence emission spectroscopies. As a result, these Schiff bases have shown long wavelength absorption (λ(max): 386 nm) and emission (λ(max): 429-437 nm) effect while synthesized naphtho[1,2-d]oxazole derivatives have a set of absorption (λ(max): about 296, 308, 320 nm) and emission maxima (λ(max): 378-395 nm) at lower wavelength.
Department of Chemistry, Faculty of Science and Letters, Duzce University, 81620, Duzce, Turkey. Electronic address: alparslanatahan@duzce.edu.tr.
Alparslan
A
Atahan
Department of Chemistry, Faculty of Science and Letters, Duzce University, 81620, Duzce, Turkey.
Sefa
S
Durmus
D049449:Luminescence; D009282:Naphthalenesulfonates / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D055585:Physical Phenomena; D012545:Schiff Bases / Q000138:chemical synthesis* / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
D009282:Naphthalenesulfonates; D010080:Oxazoles; D012545:Schiff Bases; C435043:1-naphthalenesulfonic acid
1-Amino-2-hydroxy-4-naphthalenesulfonic acid; Absorption; Emission; Fluorescence; Naphtho[1,2-d]oxazole; Schiff base