Abstract
Carboxylic acid ester disperse dyes containing an azo pyridone structure have a high molar extinction coefficient, excellent washing color fastness, and simple synthetic methods. Dyes were readily synthesized through a conventional diazo coupling reaction between the reactant ethyl p-aminobenzoate and a coupling component containing an azo pyridone structure. Subsequently, the molecular structures of the target products were characterized by FTIR, mass spectrometry, 1H NMR, 13C NMR, UV-vis absorption spectroscopy, and elemental analysis. The synthesized dyes were used to dye poly(ethylene terephthalate) fabric, and their washing and rubbing color fastness properties were tested and compared under different post-treatment methods. Moreover, under the condition of alkali clearing, the relationships among different alkali concentrations and clearing effects were studied to determine the optimal alkali clearing process conditions for dyed fabrics, and the minimum alkali consumption required to obtain the best results was determined. It was found that carboxylic ester disperse dyes containing an azo pyridone structure showed good dyeing performance and alkali-clearable properties on polyester fibers. In addition, in hydrolyzate recovery, BaCl2 (salting out) can be used instead of acidification to recover the dye hydrolyzate, which has good environmental benefits.
Article PDF
Similar content being viewed by others
Explore related subjects
Discover the latest articles, news and stories from top researchers in related subjects.Avoid common mistakes on your manuscript.
References
J. Koh, H. Y. Yoo, and J. P. Kim, Color. Technol., 120, 156 (2004).
J. Koh, Dyes Pigm., 64, 17 (2005).
GB/T 2394-2013, “Disperse Dyestuff-Determination of Shade and Relative Strength”, Standardization Administration of the People’s Republic of China, 2013.
J. H. Choi, J. Y. Choi, E. M. Kim, J. P. Kim, A. D. Towns, and C. Yoon, Color. Technol., 129, 352 (2013).
J. S. Koh and J. P. Kim, Dyes Pigm., 37, 265 (1998).
J. Koh, H. Kim, and J. Park, Fiber Polym., 9, 143 (2008).
J. Koh and A. J. Greaves, Dyes Pigm., 50, 117 (2001).
J. Koh, J. D. Kim, and J. P. Kim, Dyes Pigm., 56, 17 (2003).
J. Koh, Dyes Pigm., 69, 233 (2006).
J. S. Kohand and J. P. Kim, J. Soc. Dyer. Colour., 114, 121 (1998).
Z. H. Cui, X. H. Cheng, X. Li, H. H. Lu, X. D. Wang, and W. G. Chen, Chinese Chem. Lett., 25, 1121 (2014).
M. A. Weaver and L. Shuttleworth, Dyes Pigm., 3, 81 (1982).
G. Hallas and J. H. Choi, Dyes Pigm., 42, 249 (1999).
H. R. Maradiya and V. S. Patel, J. Braz. Chem. Soc., 12, 710 (2001).
L. B. Cheng, X. Chen, K. Y. Gao, and J. Z. Hu, Dyes Pigm., 7, 373 (1986).
M. A. Metwally, E. Abdel-Galil, A. Metwally, and F. A. Amer, Dyes Pigm., 92, 902 (2012).
C. W. Ghanavatkar, V. R. Mishra, and N. Sekar, Spectrochim. Acta A Mol. Biomol. Spectrosc., 230, 118064 (2020).
A. M. Al-Etaibi and M. A. El-Apasery, Int. J. Environ. Res. Public Health, 17, 4714 (2020).
A. M. Al-Etaibi and M. A. El-Apasery, Int. J. Environ. Res. Public Health, 17, 1377 (2020).
A. M. Al-Etaibi and M. A. El-Apasery, Int. J. Environ. Res. Public Health, 16, 4603 (2019).
Z. H. Cui, G. Xia, J. R. Gao, W. G. Chen, N. P. Liu, Q. Ou, and R. L. Wang, Fiber. Polym., 18, 1708 (2017).
J. J. Qiu, J. Q. Xiao, B. T. Tang, B. Z. Ju, and S. F. Zhang, Dyes Pigm., 160, 524 (2019).
S. H. Amirshahi and M. T. Pailthorpe, Text. Res. J., 64, 357 (1994).
Y. Z. Zhan, X. Zhao, and W. Wang, Dyes Pigm., 146, 240 (2017).
G. Wypych, “Handbook of Solvent”, 1st ed., ChemTec Publishing, New York, 2001.
C. Reichardt, “Solvents and Solvent Effects in Organic Chemistry”, 3rd ed., p.330, Wiley-VCH Verlag GmbH & Co. KgaA, Weinheim, 2003.
X. H. Cheng, Master Degree Thesis, Zhejiang Sci-Tech University Hangzhou, China, 2016.
Acknowledgements
This work was supported by National Natural Science Foundation of China (No.21808210), Zhejiang Provincial Natural Science Foundation of China (LY21B060010), Zhejiang Provincial Key Research and Development Program of China (2021C01058) and ‘521’ Talent Project of Zhejiang Sci-Tech University.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Jin, L., Qian, T., Zhu, T. et al. Synthesis, Application, and Recovery of Alkali-Clearable Disperse Dyes Containing Azo Pyridone Structure. Fibers Polym 23, 1040–1049 (2022). https://doi.org/10.1007/s12221-022-4476-6
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12221-022-4476-6