Skip to main content
Log in

Bio-Inspired Coloring and Functionalization of Silk Fabric via Laccase-Catalyzed Graft Polymerization of Arylamines

  • Regular Articles
  • Published:
Fibers and Polymers Aims and scope Submit manuscript

Abstract

Generally, dyeing and finishing of Bombyx mori silk fibers were proceeded at high temperature, which has the disadvantages of overmuch energy-consumptions. In the present work, bio-inspired in situ coloring and functionalization of silk fabric were carried out via laccase-catalyzed graft polymerization of arylamines, including aniline (ANI) and p-phenylenediamine (PPD). p-Hydroxyphenylacetamide (PHAD) as the model compound of tyrosine residues in silk fibroin (SF) was used to explore the mechanism of graft polymerization by means of MALDI-TOF MS. The actions of the dopants of sodium dodecyl benzene sulfonate (SDBS) and sodium p-aminobenzenesulfonate (ABSA) on the enzymatic treatment were also concerned. The results indicated that laccase might initiate the self-polymerizations of ANI and PPD, respectively, and formed the copolymers of arylamine and PHAD subsequently. High color depth and color fastness were obtained after incubation silk fabric with laccase and arylamines, companying with a noticeable pH-responsiveness. The laccase-mediated treatment endowed silk fabric with antibacterial and antioxidant abilities, meanwhile, the addition of dopants of SDBS and ABSA promoted the enzymatic finishing. Enzymatic graft polymerization of arylamine onto silk fibroin provides a novel approach for dyeing and functionalization of silk fabrics under mild treating conditions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. D. H. Kim, J. Viventi, J. J. Amsden, J. Xiao, L. Vigeland, Y.-S. Kim, J. A. Blanco, B. Panilaitis, E. S. Frechette, and D. Contreras, Nat. Mater., 9, 511 (2010).

    Article  CAS  Google Scholar 

  2. Y. Wang, D. D. Rudym, A. Walsh, L. Abrahamsen, H. J. Kim, H. S. Kim, C. Kirker-Head, and D. L. Kaplan, Biomaterials, 29, 3415 (2008).

    Article  CAS  Google Scholar 

  3. M. Wang, H. J. Jin, D. L. Kaplan, and G. C. Rutledge, Macromolecules, 37, 6856 (2004).

    Article  CAS  Google Scholar 

  4. C. Jiang, X. Wang, R. Gunawidjaja, Y. H. Lin, M. K. Gupta, D. L. Kaplan, R. R. Naik, and V. V. Tsukruk, Adv. Funct. Mater., 17, 2229 (2007).

    Article  CAS  Google Scholar 

  5. M. D. Teli in “Advances in Silk Science and Technology” (A. Basu Ed.), p.55, Woodhead Publishing, 2015.

  6. N. M. Parekh and K. C. Maheria, Res. Chem. Intermed., 40, 1003 (2014).

    Article  CAS  Google Scholar 

  7. J. P. Guan and G. Q. Chen, Fire Mater., 30, 415 (2006).

    Article  CAS  Google Scholar 

  8. G. H. R. Silva, L. A. Daniel, H. Bruning, and W. H. Rulkens, Bioresour. Technol., 101, 6981 (2010).

    Article  CAS  Google Scholar 

  9. S. Kobayashi, H. Uyama, and S. Kimura, Chem. Rev., 101, 3793 (2001).

    Article  CAS  Google Scholar 

  10. J. Polak, A. Jarosz-Wilkolazka, A. Szuster-Ciesielska, K. Wlizlo, M. Kopycinska, J. Sojka-Ledakowicz, and J. Lichawska-Olczyk, J. Cleaner Prod., 112, 4265 (2016).

    Article  CAS  Google Scholar 

  11. H. Claus, Arch. Microbiol., 179, 145 (2003).

    Article  CAS  Google Scholar 

  12. G. Alexandre and I. B. Zhulin, Trends Biotechnol., 18, 41 (2000).

    Article  CAS  Google Scholar 

  13. A. Abou-Okeil, A. El-Shafie, and M. M. El Zawahry, Ultrason. Sonochem., 17, 383 (2010).

    Article  CAS  Google Scholar 

  14. T. Senthivelan, J. Kanagaraj, and R. Panda, Biotechnol. Bioprocess Eng., 21, 19 (2016).

    Article  CAS  Google Scholar 

  15. J. Su, J. Fu, Q. Wang, C. Silva, and A. Cavaco-Paulo, Crit. Rev. Biotechnol., 38, 294 (2018).

    Article  CAS  Google Scholar 

  16. S. Kim, H. Lee, J. Kim, F. Oliveira, P. Souto, H. Kim, and J. Nakamatsu, J. Appl. Polym. Sci., 135, 45801 (2018).

    Article  Google Scholar 

  17. J. Su, J. Noro, J. Fu, Q. Wang, C. Silva, and A. J. P. B. Cavaco-Paulo, Process Biochem., 77, 77 (2019).

    Article  CAS  Google Scholar 

  18. T. Zhang, R. B. Bai, Q. Wang, X. R. Fan, P. Wang, J. G. Yuan, and Y. Y. Yu, Color Technol., 133, 65 (2017).

    Article  CAS  Google Scholar 

  19. W. Jia, Q. Wang, X. Fan, A. Dong, Y. Yu, and P. Wang, RSC Adv., 7, 12977 (2017).

    Article  CAS  Google Scholar 

  20. Q. Zhou, L. Cui, L. Ren, P. Wang, C. Deng, Q. Wang, and X. Fan, Int. J. Biol. Macromol., 113, 1062 (2018).

    Article  CAS  Google Scholar 

  21. W. Jia, Q. Wang, X. Fan, A. Dong, Y. Yu, and P. Wang, Fiber. Polym., 19, 868 (2018).

    Article  CAS  Google Scholar 

  22. P. Wang, C. Deng, J. Yuan, Y. Yu, L. Cui, M. Su, Q. Wang, and X. Fan, Biotechnol. Appl. Biochem., 63, 163 (2016).

    Article  CAS  Google Scholar 

  23. B. Zhou, P. Wang, L. Cui, Y. Yu, C. Deng, Q. Wang, and X. Fan, Appl. Biochem. Biotechnol., 182, 1548 (2017).

    Article  CAS  Google Scholar 

  24. Q. Zhou, L. Cui, L. Ren, P. Wang, C. Deng, Q. Wang, and X. Fan, Int. J. Biol. Macromol., 113, 1062 (2018).

    Article  CAS  Google Scholar 

  25. M. He, H. Hu, P. Wang, H. Fu, J. Yuan, Q. Wang, and X. Fan, Int. J. Biol. Macromol., 117, 323 (2018).

    Article  CAS  Google Scholar 

  26. B. Zhou, M. He, P. Wang, H. Fu, Y. Yu, Q. Wang, and X. Fan, Mater. Sci. Eng. CMater. Biol. Appt., 81, 291 (2017).

    Article  CAS  Google Scholar 

  27. E. Bendary, R. R. Francis, H. M. G. Ali, M. I. Sarwat, and S. El Hady, Ann. Agri. Sci., 58, 173 (2013).

    Article  Google Scholar 

  28. N. Shi, X. Guo, H. Jing, J. Gong, C. Sun, and Y. Ke, J. Mater. Sci. Technol., 22, 289 (2009).

    Google Scholar 

  29. J. Y. Yao, Y. F. Chen, W. D. Li, X. Chen, and X. D. Fan, RSCAdv., 9, 5610 (2019).

    CAS  Google Scholar 

  30. S. Y. Chin, T. K. Abdullah, and M. Mariatti, J. Mater. Sci-Mater. EL., 28, 18418 (2017).

    Article  CAS  Google Scholar 

  31. I. Amer, T. Mokrani, L. Jewell, D. A. Young, and H. C. M. Vosloo, Tetrahedron Lett., 57, 426 (2016).

    Article  CAS  Google Scholar 

  32. G. P. Song and D. X. Xia, Acta Phys-Chim Sin., 30, 583 (2014).

    Article  CAS  Google Scholar 

  33. D. Zhang and Y. Wang, Mater. Sci. Eng. B, 134, 9 (2006).

    Article  CAS  Google Scholar 

  34. G. Li, S. Pang, H. Peng, Z. Wang, Z. Cui, and Z. Zhang, J. Polym. Sci., Part A: Polym. Chem., 43, 4012 (2005).

    Article  CAS  Google Scholar 

  35. A. V. Nand, S. Ray, A. J. Easteal, G. I. N. Waterhouse, M. Gizdavic-Nikolaidis, R. P. Cooney, J. Travas-Sejdic, and P. A. Kilmartin, Synth. Met., 161, 1232 (2011).

    Article  CAS  Google Scholar 

  36. M. Gizdavic-Nikolaidis, J. Travas-Sejdic, P. A. Kilmartin, G. A. Bowmaker, and R. P. Cooney, Curr. Appl. Phys., 4, 343 (2004).

    Article  Google Scholar 

  37. E. Bendary, R. R. Francis, H. M. G. Ali, M. I. Sarwat, and S. El Hady, Ann. Agri. Sci., 58, 173 (2013).

    Article  Google Scholar 

  38. Q. Zhou, L. Cui, L. Ren, P. Wang, C. Deng, Q. Wang, and X. Fan, Int. J. Biol. Macromol., 113, 1062 (2018).

    Article  CAS  Google Scholar 

  39. C. F. Hsu, H. Peng, C. Basle, J. Travas-Sejdic, and P. A. Kilmartin, Polym. Int., 60, 69 (2011).

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was financially supported by Six Talent Peaks Projects in Jiangsu Province (XCL-133), the National Natural Science Foundation of China (31771039), the Fundamental Research Funds for the Central Universities (JUSRP51717A) and the 111 Project (B17021).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ping Wang.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Nong, Y., Zhou, Z., Yuan, J. et al. Bio-Inspired Coloring and Functionalization of Silk Fabric via Laccase-Catalyzed Graft Polymerization of Arylamines. Fibers Polym 21, 1927–1937 (2020). https://doi.org/10.1007/s12221-020-1044-9

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12221-020-1044-9

Keywords

Navigation