Nano silica chromic acid/wet SiO2 and NaNO2 as an efficient reagent system for synthesis of azo dyes based on 1-naphthol at room temperature and solvent-free conditions

Authors

1 Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, I. R Iran

2 Department of Chemistry, College of Science, Yazd University, Yazd.I. R.Iran

3 Department of Chemistry, Faculty of Science, Ilam University, Ilam, I. R. Iran

4 Department of Textile,Faculty of Higher Education,Islamic Azad University,Tehran, I. R. Iran

5 Department of Textile,Faculty of Higher Education,Islamic Azad University,Tehran, I. R. Iran Nanoscince and Nanotechnology Institute, University of Kashan, Kashan, I. R. Iran

6 Nanoscince and Nanotechnology Institute, University of Kashan, Kashan, I. R. Iran

Abstract

A convenient, rapid, and one-pot method for the synthesis of azo dyes has been developed. In this protocol, diazotization reagent (ArN2+ -CrO3–SiO2) was prepared via grinding of aromatic amines, NaNO2, wet SiO2 and nano silica chromic acid (Nano-SCA) without solvent at room temperature. The obtained diazotization reagent was sufficiently stable to be kept at room temperature in the dry state for long time. Azo dyes were prepared by coupling of ArN2+ -CrO3–SiO2 with 1-naphthoxide in good to excellent yields. Mild and heterogeneous reaction conditions, high stability of diazonium salt, easy procedure, short reaction time and high yields are some important advantages of this protocol.

Keywords

References

A. Zarei, A.R. Hajipour, L. Khazdooz, B.F. Mirjalili, A. Najafi Chermahini (2009). Dyes and Pigments. Dyes and Pigments. 81, 240-244 H.A. Dabbagh, A. Teimouri, A. Najafi Chermani (2007). Dyes and pigments. Dyes and pigments. 73, 239-244 Z. Seferoglu, N. Ertan, Russ. (2007). J. Org. Chem.. J. Org. Chem. 43 (2007) 1035-1041.. 43, 1035-1041 T. Okuharat (2002). Chem. Rev.. Chem. Rev.. 102, 3641-3666 P. Salehi, M.A. Zolfigol, F. Shirini, M. Baghbanzade (2006). Curr. Org. Chem.. Curr. Org. Chem.. 10, 2171-2189 H. Zolinger (1961). Diazo and Azo Chemistry, Interscience publishers Inc. New York. Diazo and Azo Chemistry, Interscience publishers Inc. New York. A.D. Towns (1999). Dyes and Pigments. Dyes and Pigments. 42, 3-28 M.A. Zolfigol (2001). Tetrahedron. Tetrahedron 57 (2001) 9509-9511. 57, 9509-9511 M.A. Zolfigol, B.F. Mirjalili, A. Bamoniri, M.A. Karimi Zarchi, A. Zarei, L. Khazdooz, J, Noei (2004). Bull. Korean Chem. Soc.. Bull. Korean Chem. Soc.. 25, 1414-1416 M.A. Zolfigol, M. Bagherzadeh, S. Mallakpour, G. Chehardoli, A. Ghorbani Choghamarani, N. Koukabi (2007). Catal. Commun.. Catal. Commun.. 8, 256-260 M.A. Zolfigol, R. Ghorbani-Vaghei, S. Mallakpour, G. Chehardoli, A. Ghorbani Choghamarani, A. Hosain Yazdi (2006). Synthesis. Synthesis. , 1631-1634 A.R. Hajipour, A. Zarei, L. Khazdooz, S.A. Pourmousavi, A, Ruoho (2005). Bull. Korean Chem. Soc.. Bull. Korean Chem. Soc.. 26, 808-810 E. Boanini, P. Torricelli, M. Gazzano, R. Giardino, and A. Bigi (2006). Biomaterials. Biomaterials. 27, 4428-4433

Files

Share

How to cite

Statistics