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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.

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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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Authors and Affiliations

  1. Co-ordination Chemistry Lab., Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, Rajasthan, India

    Prabhat Kumar Baroliya, Anita Mehta, Rekha Dashora, R. S. Chauhan & A. K. Goswami

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  1. Prabhat Kumar Baroliya
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  2. Anita Mehta
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  3. Rekha Dashora
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  4. R. S. Chauhan
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  5. A. K. Goswami
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Correspondence to A. K. Goswami.

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Baroliya, P.K., Mehta, A., Dashora, R. et al. Photocatalytic cleavage of hydroxytriazenes: a solid-state synthesis of azo-dyes under sunlight irradiation. Res Chem Intermed 38, 2149–2153 (2012). https://doi.org/10.1007/s11164-012-0533-x

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  • DOI: https://doi.org/10.1007/s11164-012-0533-x

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