Photocatalytic cleavage of hydroxytriazenes: a solid-state synthesis of azo-dyes under sunlight irradiation
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Abstract
Sunlight-induced decomposition of hydroxytriazenes, and green photochemical synthesis of azo-dyes is described. Three substituted hydroxytriazenes, viz: 3-hydroxy-3-(2-methylphenyl)-1-(3-chloro-4-fluorophenyl)triazene (o-CFHT), 3-hydroxy-3-(3-methylphenyl)-1-(3-chloro-4-fluorophenyl)triazene (m-CFHT), and 3-hydroxy-3-(4-methylphenyl)-1-(3-chloro-4-fluorophenyl)triazene (p-CFHT) were co-crystallized with β-naphthol in equimolar ratio and exposed to sunlight for 9–10 h. The reaction resulted in formation of azo-dyes which were identified by comparison with the products obtained by the conventional method (standard azo-dye), by use of HPLC. A probable mechanism has been suggested. This is first eco-friendly synthesis of azo-dyes using hydroxytriazenes.
Keywords
Hydroxytriazene Solid-state photolysis Azo-dyeNotes
Acknowledgment
Authors are thankful to Professor K. G. Ramawat, Department of Botany, MLS University Udaipur, for helping in the recording the HPLC of all the compounds reported in this work.
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