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Facile Method to Obtain Low DS β-ketoesters and Esters of Microfibrillated Cellulose

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Abstract

Herein we report a facile approach to prepare low DS microfibrillated cellulose acetoacetates and esters. All the reactions were performed directly in cellulose slurries without the need of solvent evaporation, which can cause hornification, and without damaging the fibres. The products obtained display the inserted functionalities while retaining the main features and morphology of the unmodified cellulose fibres. In comparison to previously reported synthetic routes, this method is cost-effective, more environmentally friendly through omission of extra solvents and the possibility of reusing the dispersing agents, which can be recovered by distillation.

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References

  1. A. Dufresne, Materials Today, 16, 220 (2013).

    Article  CAS  Google Scholar 

  2. T. Abitbol, A. Rivkin, Y. F. Cao, Y. Nevo, E. Abraham, T. Ben-Shalom, S. Lapidot, and O. Shoseyov, Curr. Opin. Biotechnol., 39, 76 (2016).

    Article  CAS  PubMed  Google Scholar 

  3. D. Klemm, F. Kramer, S. Moritz, T. Lindstrom, M. Ankerfors, D. Gray, and A. Dorris, Angew. Chem. Int. Ed., 50, 5438 (2011).

    Article  CAS  Google Scholar 

  4. H. G. D. Barud, R. R. da Silva, H. D. Barud, A. Tercjak, J. Gutierrez, W. R. Lustri, O. B. de Oliveira, and S. J. L. Ribeiro, Carbohydr. Polym., 153, 406 (2016).

    Article  CAS  Google Scholar 

  5. C. Y. Chang and L. N. Zhang, Carbohydr. Polym., 84, 40 (2011).

    Article  CAS  Google Scholar 

  6. N. Lavoine, I. Desloges, A. Dufresne, and J. Bras, Carbohydr. Polym., 90, 735 (2012).

    Article  CAS  PubMed  Google Scholar 

  7. K. J. Edgar, C. M. Buchanan, J. S. Debenham, P. A. Rundquist, B. D. Seiler, M. C. Shelton, and D. Tindall, Prog. Polym. Sci., 26, 1605 (2001).

    Article  CAS  Google Scholar 

  8. M. Edge, N. S. Allen, T. S. Jewitt, and C. V. Horie, Polym. Degrad. Stabil., 26, 221 (1989).

    Article  CAS  Google Scholar 

  9. C. Aulin, M. Gallstedt, and T. Lindstrom, Cellulose, 17, 559 (2010).

    Article  CAS  Google Scholar 

  10. P. Willberg-Keyrilainen, J. Vartiainen, J. Pelto, and J. Ropponen, Carbohydr. Polym., 170, 160 (2017).

    Article  CAS  PubMed  Google Scholar 

  11. P. Willberg-Keyrilainen, J. Vartiainen, A. Harlin, and J. Ropponen, Cellulose, 24, 505 (2017).

    Article  CAS  Google Scholar 

  12. K. M. Arnold, W. W. Blount, J. E. Lawniczak, D. W. Lowman, and K. J. Edgar, Abstr. Pap. Am. Chem. Soc., 208, 1 (1994).

    Google Scholar 

  13. H. C. Liu, L. D. Rong, B. J. Wang, Z. P. Mao, R. Y. Xie, H. Xu, L. P. Zhang, Y. Zhong, and X. F. Sui, Carbohydr. Polym., 170, 117 (2017).

    Article  CAS  PubMed  Google Scholar 

  14. H. C. Liu, X. F. Sui, H. Xu, L. P. Zhang, Y. Zhong, and Z. P. Mao, Macromol. Mater. Eng., 301, 725 (2016).

    Article  CAS  Google Scholar 

  15. Y. Yoshida and A. Isogai, Cellulose, 14, 481 (2007).

    Article  CAS  Google Scholar 

  16. Y. Yoshida and A. Isogai, Cellulose, 13, 637 (2006).

    Article  CAS  Google Scholar 

  17. Q. L. Yang, M. Takeuchi, T. Saito, and A. Isogai, Langmuir, 30, 8109 (2014).

    Article  CAS  PubMed  Google Scholar 

  18. Y. T. Yan, H. Amer, T. Rosenau, C. Zollfrank, J. Dorrstein, C. Jobst, T. Zimmermann, J. Keckes, S. Veigel, J. Z. Li, and W. Gindl-Altmutter, Cellulose, 23, 2759 (2016).

    Article  Google Scholar 

  19. M. Beaumont, J. Konig, M. Opietnik, A. Potthast, and T. Rosenau, Cellulose, 24, 1199 (2017).

    Article  CAS  Google Scholar 

  20. C. Duan, Y. D. Long, J. G. Li, X. J. Ma, and Y. H. Ni, Cellulose, 22, 2729 (2015).

    Article  CAS  Google Scholar 

  21. G. Krishnaiah, K. C. Rajanna, K. R. Reddy, M. S. Kumar, P. Srinivas, and Y. R. Rao, Res. Chem. Intermed., 41, 2739 (2015).

    Article  CAS  Google Scholar 

  22. J. Peydecastaing, C. Vaca-Garcia, and E. Borredon, Cellulose, 18, 1015 (2011).

    Article  CAS  Google Scholar 

  23. J. Peydecastaing, C. Vaca-Garcia, and E. Borredon, Cellulose, 18, 1023 (2011).

    Article  CAS  Google Scholar 

  24. C. Vaca-Garcia and M. E. Borredon, Bioresour. Technol., 70, 135 (1999).

    Article  CAS  Google Scholar 

  25. E. Espino-Perez, S. Domenek, N. Belgacem, C. Sillard, and J. Bras, Biomacromolecules, 15, 4551 (2014).

    Article  CAS  PubMed  Google Scholar 

  26. G. Siqueira, J. Bras, and A. Dufresne, Langmuir, 26, 402 (2010).

    Article  CAS  PubMed  Google Scholar 

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Acknowledgements

The authors would like to thank the FP7-PEOPLE-2013-IAPPEU Programme, for providing financial support to the research project ISSFLOW-FP7-PEOPLE-2013-IAPP-612330.

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Correspondence to Wim M. De Borggraeve.

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Piras, C.C., Jamieson, S.A., Fratini, E. et al. Facile Method to Obtain Low DS β-ketoesters and Esters of Microfibrillated Cellulose. Fibers Polym 21, 2166–2172 (2020). https://doi.org/10.1007/s12221-020-1021-3

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  • DOI: https://doi.org/10.1007/s12221-020-1021-3

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