Cited by 55biodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and CharacterizationPolymer crystallization and properties

Control of Crystallinity and Stereocomplexation of Synthetic Carbohydrate Polymers from d‐ and l‐Xylose

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McGuire, Thomas M., Bowles, Jessica, Deane, Edward, Farrar, Elliot H. E., Grayson, Matthew N., Buchard, Antoine·2021·Angewandte Chemie International Edition

Abstract

Manipulating the stereochemistry of polymers is a powerful method to alter their physical properties. Despite the chirality of monosaccharides, reports on the impact of stereochemistry in natural polysaccharides and synthetic carbohydrate polymers remain absent. Herein, we report the cocrystallisation of regio‐ and stereoregular polyethers derived from d‐ and l‐xylose, leading to enhanced thermal properties compared to the enantiopure polymers. To the best of our knowledge, this is the first example of a stereocomplex between carbohydrate polymers of opposite chirality. In contrast, atactic polymers obtained from a racemic mixture of monomers are amorphous. We also show that the polymer hydroxyl groups are amenable to post‐polymerisation functionalization. These strategies afford a family of carbohydrate polyethers, the physical and chemical properties of which can both be controlled, and which opens new possibilities for polysaccharide mimics in biomedical applications or as advanced materials.

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References 40 · Cited by 55

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  1. J. J. Bozell, G. R. Petersen, Green Chem. 2010, 12, 539;
  2. F. Fenouillot, R. Alain, G. Colomines, R. Saint Loup, J.-P. Pascault, Prog. Polym. Sci. 2010, 35, 578– 622;
  3. R. Xiao, M. W. Grinstaff, Prog. Polym. Sci. 2017, 74, 78– 116;
  4. D. J. Saxon, A. M. Luke, H. Sajjad, W. B. Tolman, T. M. Reineke, Prog. Polym. Sci. 2020, 101, 101196.
  5. G. L. Gregory, L. M. Jenisch, B. Charles, G. Kociok-Kohn, A. Buchard, Macromolecules 2016, 49, 7165– 7169;
  6. G. L. Gregory, E. M. Hierons, G. Kociok-Köhn, R. I. Sharma, A. Buchard, Polym. Chem. 2017, 8, 1714– 1721;
  7. M. Dong, Y. Song, H. Wang, L. Su, Y. Shen, D. K. Tran, R. A. Letteri, J. A. Flores, Y.-N. Lin, J. Li, K. L. Wooley, Polym. Chem. 2020, 11, 4895– 4903;
  8. [3]J. C. Worch, H. Prydderch, S. Jimaja, P. Bexis, M. L. Becker, A. P. Dove, Nat. Rev. Chem. 2019, 3, 514– 535.
  9. A. Bertin, Macromol. Chem. Phys. 2012, 213, 2329– 2352;
  10. M. Saravanan, A. J. Domb, Eur. J. Nanomed. 2013, 5, 81;
  11. Z. Li, B. H. Tan, T. Lin, C. He, Prog. Polym. Sci. 2016, 62, 22– 72;
  12. Q. Xie, C. Yu, P. Pan in Crystallization in Multiphase Polymer Systems (Eds.: S. Thomas, M. Arif P, E. B. Gowd, N. Kalarikkal), Elsevier, Amsterdam, 2018, pp. 535– 573;
  13. Y. Zheng, P. Pan, Prog. Polym. Sci. 2020, 109, 101291.
  14. [5]E. M. López-Vidal, G. L. Gregory, G. Kociok-Köhn, A. Buchard, Polym. Chem. 2018, 9, 1577– 1582.
  15. Z. Xue, D. He, X. Xie, J. Mater. Chem. A 2015, 3, 19218– 19253;
  16. J. Mindemark, M. J. Lacey, T. Bowden, D. Brandell, Prog. Polym. Sci. 2018, 81, 114– 143.
  17. [10]M. Piccini, D. J. Leak, C. J. Chuck, A. Buchard, Polym. Chem. 2020, 11, 2681– 2691.
  18. X. Chen, R. A. Gross, Macromolecules 1999, 32, 308– 314;
  19. Y. Q. Shen, X. H. Chen, R. A. Gross, Macromolecules 1999, 32, 2799– 2802;
  20. Y. Shen, X. Chen, R. A. Gross, Macromolecules 1999, 32, 3891– 3897.
  21. [12]T. Uryu, J. Yamanouchi, S. Hayashi, H. Tamaki, K. Matsuzaki, Macromolecules 1983, 16, 320– 326.
  22. T. Uryu, Y. Koyama, K. Matsuzaki, J. Polym. Sci. Polym. Lett. Ed. 1979, 17, 673– 678;
  23. T. Uryu, Y. Koyama, K. Matsuzaki, Makromol. Chem. 1984, 185, 2099– 2107.
  24. [15]S. E. Felder, M. J. Redding, A. Noel, S. M. Grayson, K. L. Wooley, Macromolecules 2018, 51, 1787– 1797.

Authors
McGuire, T. M., Bowles, J., Deane, E., Farrar, E. H. E., Grayson, M. N., & Buchard, A.
Affiliations
University of Bath (GB)
Corresponding author
Buchard, Antoine
Venue
Angewandte Chemie International Edition
Publisher
Wiley
Published
2021-01-07
Volume
60
Issue
9
Pages
4524-4528
ISSN
  • 1433-7851 (ISSN-L)
  • 1521-3773
OpenAlex
W3107454980
Cited by
55
References
40
Citations by year
2026: 4 · 2025: 12 · 2024: 12 · 2023: 11 · 2022: 11 · 2021: 5
FWCI
1.75
Type
journal article
Language
en
Open access
Locations
  • Angewandte Chemie International Edition (publishedVersion, cc-by)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
Funders
  • Royal Society (RG/150538, UF/160021)
  • Engineering and Physical Sciences Research Council (DTP Studenship, EP/N022793/1)
Topics
  • Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
  • Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
  • Physical Sciences › Materials Science › Polymers and Plastics › Polymer crystallization and properties
Keywords
stereocomplexation, carbohydrate polymers, xylose, D-xylose, L-xylose, polyethers, co-crystallization, tacticity, crystallinity, thermal properties, chirality

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