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Water-free Dyeing of Polyester and Nylon 6 Fabrics with Novel 2-Oxoacetohydrazonoyl Cyanide Derivatives under a Supercritical Carbon Dioxide Medium

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Abstract

A novel disperse azo dye for dyeing polyester and nylon 6 fabrics in supercritical carbon dioxide (scCO2) fluid has been synthesized. 3-cyano acetyl indol was used as the starting material, which reacted with aryl/heteroaryl diazonium salts to afford arylhydrazonopropanenitriles. The newly synthesized compounds were characterized by elemental analysis, IR and 1H-NMR spectroscopy, and the results were observed to be in good agreement with the proposed structures. The influence of scCO2 working conditions, such as dyeing concentration, pressure, temperature, and dyeing time, on fabric color strength were studied. Moreover, the color strength was examined in detail. In addition, the position of color in CIELAB coordinates (L*, a*, b*, h*, C*) was assessed. The color fastness of the dyed samples provided excellent results. The ATR-FTIR results of the dyed samples were found to match the proposed structure.

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References

  1. Y. M. Gonzalez, S. Camy, and J. S. Condoret, Int. J. Sustainable. Eng., 5, 47 (2011).

    Article  Google Scholar 

  2. K. Zosel, Angew. Chem. Int. Ed. Engl., 17, 702 (1978).

    Article  Google Scholar 

  3. E. Bach, E. Cleve, and E. Schollmeyer, Color. Technol., 32, 88 (2002).

    Article  CAS  Google Scholar 

  4. G. A. Montero, C. B. Smith, W. A. Hendrix, and D. L. Butcher, Ind. Eng. Chem. Res., 39, 480 (2000).

    Article  CAS  Google Scholar 

  5. M. Perrut, Ind. Eng. Chem. Res., 39, 4531 (2000).

    Article  CAS  Google Scholar 

  6. E. J. Beckman, J. Supercrit. Fluid., 28, 121 (2004).

    Article  CAS  Google Scholar 

  7. A. I. Cooper, J. Mater. Chem., 10, 207 (2000).

    Article  CAS  Google Scholar 

  8. S. Mayadevi, Ind. J. Chem., 51A, 1298 (2012).

    CAS  Google Scholar 

  9. T. Abou Elmaaty and E. Abd El-Aziz, Text. Res. J., https://doi.org/10.1177/0040517517697639 (2017).

    Google Scholar 

  10. M. R. D. Giorgi, E. Cadoni, D. Maricca, and A. Piras, Dyes Pigment., 45, 75 (2000).

    Article  Google Scholar 

  11. K. Gharanjig, M. Arami, H. Bahrami, B. Movassagh, N. M. Mahmoodi, and S. Rouhani, Dyes Pigment., 76, 684 (2008).

    Article  CAS  Google Scholar 

  12. K. Miyazaki, I. Tabatab, and T. Horia, Color. Technol., 128, 60 (2011).

    Article  CAS  Google Scholar 

  13. T. Abou Elmaaty, J. Ma, F. El-Taweel, E. Abd El-Aziz, and S. Okubayashi, Ind. Eng. Chem. Res., 53, 15566 (2014).

    Article  CAS  Google Scholar 

  14. E. Bach, E. Cleve, J. Schüttken, E. Schollmeyer, and J. W. Rucker, Color. Technol., 117, 13 (2001).

    Article  CAS  Google Scholar 

  15. W. L. F. Santos, M. F. Porto, E. C. Muniz, N. P. Povh, and A. F. Rubira, J. Supercrit. Fluids, 19, 177 (2001).

    Article  CAS  Google Scholar 

  16. M. W. Park and H. K. Bae, J. Supercrit. Fluids, 22, 65 (2002).

    Article  CAS  Google Scholar 

  17. S. Park, D. Tuma, S. Kim, Y. Lee, and J. Shim, Korean J. Chem. Eng., 27, 299 (2010).

    Article  CAS  Google Scholar 

  18. A. S. Oüzcan, J. Supercrit. Fluids, 35, 133 (2005).

    Article  CAS  Google Scholar 

  19. A. Hou and J. Dai, Color. Technol., 121, 18 (2005).

    Article  CAS  Google Scholar 

  20. A. Ferri, M. Banchero, L. Manna, and S. Sicardi, J. Supercrit. Fluids, 7, 107 (2006).

    Article  CAS  Google Scholar 

  21. M. Banchero, A. Ferri, and L. Manna, J. Supercrit. Fluids, 48, 72 (2009).

    Article  CAS  Google Scholar 

  22. M. Kraan, M. Cid, G. Woerlee, W. Veugelers, and G. Witkamp, Text. Res. J., 77, 550 (2007).

    Article  CAS  Google Scholar 

  23. S. Okubayashi, T. Suzuma, C. Zhao, K. Miyazaki, K. Hirogaki, I. Tabata, and T. Hori, Sen’i Gakkaishi, 67, 27 (2011).

    Article  CAS  Google Scholar 

  24. J. Long, Y. Q. Ma, and J. P. Zhao, J. Supercrit. Fluids, 57, 80 (2011).

    Article  CAS  Google Scholar 

  25. G. Huang, J. Dai, F. Dong, J. Wang, and Y. Jia, Color. Technol., 129, 305 (2013).

    Article  CAS  Google Scholar 

  26. M. Yang, J. Liu, M. Zhang, C. Chen, K. Wang, C. Pengand, and J. Long, Color. Technol., 130, 102 (2014).

    Article  CAS  Google Scholar 

  27. J. J. Long, X. U. Hong-Mei, C. U. I. Chuang-Long, W. E. I. Xiao-Chen, C. Feng, and C. An-Kuan, J. Clean. Product., 65, 574 (2014).

    Article  CAS  Google Scholar 

  28. L. Zheng, J. Zhang, B. Du, Y. Zhao, and F. Ye, Therm. Sci., 19, 1287 (2015).

    Article  Google Scholar 

  29. L. Zheng, H. Zheng, B. Du, J. Wei, S. Gao, and J. Zhang, J. Eng. Fiber. Fab., 10, 4 (2015).

    Google Scholar 

  30. C. Wang and W. Lin, J. Chem. Eng. Jap., 34, 244 (2001).

    Article  CAS  Google Scholar 

  31. A. Hou, B. Chen, J. Dai, and K. Zhang, J. Clean. Product., 18, 1009 (2010).

    Article  CAS  Google Scholar 

  32. S. K. Liao, Y. C. Ho, and P. S. Chang, J. Soc. Dyers Colour., 116, 403 (2000).

    CAS  Google Scholar 

  33. S. K. Liao, J. Polym. Res., 11, 285 (2004).

    Article  CAS  Google Scholar 

  34. T. Abou Elmaaty, E. Abd El-Aziz, J. Ma, F. El-Taweel, and S. Okubayashi, Fibers, 3, 309 (2015).

    Article  CAS  Google Scholar 

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Correspondence to Tarek M. Abou Elmaaty.

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Abou Elmaaty, T.M., El-Taweel, F.M. & Elsisi, H.G. Water-free Dyeing of Polyester and Nylon 6 Fabrics with Novel 2-Oxoacetohydrazonoyl Cyanide Derivatives under a Supercritical Carbon Dioxide Medium. Fibers Polym 19, 887–893 (2018). https://doi.org/10.1007/s12221-018-7766-2

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  • DOI: https://doi.org/10.1007/s12221-018-7766-2

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