Synthesis and Characterization of Novel Monoazo N‐Ester‐1,8‐Naphthalimide Disperse Dyestuffs |
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| Authors: | Kamaladin Gharanjig Mokhtar Arami Shohre Rouhani Hajir Bahrami Barahman Movassagh Niyaz Mohammad Mahmoodi |
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| Institution: | 1. Amirkabir University of Technology, Faculty of Textile Engineering, P.O. Box 15875–4413, Tehran‐Iran;2. Iran Color Research Center, Department of Colorant Manufacture and Environmental Protection, P.O. Box 1665618481, Tehran‐Iran;3. K. N. Toosi University of Technology, Department of Chemistry, P.O. Box 15875–4413, Tehran‐Iran |
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| Abstract: | Five novel monoazo disperse dyestuffs based on N‐ester‐1,8‐naphthalimide were synthesized. Acenaphthene was nitrated, then oxidized to 4‐nitro‐1,8‐naphthalic anhydride. 4‐Nitro‐1,8‐naphthalic anhydride was reacted with methyl and ethyl glycinate in alcoholic media, followed with reduction. 4‐Amino‐N‐methyl and ethyl glycinate‐1,8‐naphthalimide were obtained. These products were diazotized and coupled with appropriate aromatic amines to give bluish‐red or violet dyestuffs. All intermediates and dyestuffs were purified and characterized by 1H‐NMR, FTIR, DSC, UV‐VIS and Elemental Analysis. Dispersion of dyestuffs was prepared in water and applied to polyester fabrics. The dyed fabrics showed that four of the synthesized dyestuffs were suitable for coloring polyester fibers, producing deep bluish red with very good build up properties. |
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| Keywords: | Disperse dyestuffs 4‐Amino‐N‐alkylglycinate‐1 8‐naphthalimide Azo dyestuffs Dyeing Diazotization Coupling |
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