Table of Contents Author Guidelines Submit a Manuscript
International Journal of Polymer Science
Volume 2018, Article ID 5381582, 11 pages
https://doi.org/10.1155/2018/5381582
Research Article

Poly(delta-gluconolactone) and Poly(delta-gluconolactone-ε-caprolactone) from delta-Gluconolactone and ε-Caprolactone by Ring-Opening Polymerization

1College of Physical Science and Technology, Sichuan University, Chengdu 610064, China
2Testing & Analysis Center, Sichuan University, Chengdu 610064, China

Correspondence should be addressed to Yonggang Yan; moc.361.piv@gnaggnoy_nay

Received 15 October 2017; Accepted 9 December 2017; Published 6 February 2018

Academic Editor: Atsushi Sudo

Copyright © 2018 Ruijiang Li et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. D. L. Cutler, C. G. Gray, S. W. Park, M. G. Hickman, J. M. Bell, and O. G. Kolterman, “Low-carbohydrate diet alters intracellular glucose metabolism but not overall glucose disposal in exercise-trained subjects,” Metabolism, vol. 44, no. 10, pp. 1264–1270, 1995. View at Publisher · View at Google Scholar · View at Scopus
  2. P. B. Ernst, J. C. Garrison, and L. F. Thompson, “Much ado about adenosine: Adenosine synthesis and function in regulatory T cell biology,” The Journal of Immunology, vol. 185, no. 4, pp. 1993–1998, 2010. View at Publisher · View at Google Scholar · View at Scopus
  3. S. Saka and T. Ueno, “Chemical conversion of various celluloses to glucose and its derivatives in supercritical water,” Cellulose, vol. 6, no. 3, pp. 177–191, 1999. View at Publisher · View at Google Scholar · View at Scopus
  4. Maria M. J. A., “Animal feed composition containing encapsulated glucono delta-lactone: WO,” Animal feed composition containing encapsulated glucono delta-lactone: WO, WO/2013/133713[P], 2013.
  5. B. J. Kline, E. J. Beckman, and A. J. Russell, “One-step biocatalytic synthesis of linear polyesters with pendant hydroxyl groups,” Journal of the American Chemical Society, vol. 120, no. 37, pp. 9475–9480, 1998. View at Publisher · View at Google Scholar · View at Scopus
  6. P. Zinck, “One-step synthesis of polyesters specialties for biomedical applications,” Reviews in Environmental Science and Bio/Technology, vol. 8, no. 3, pp. 231–234, 2009. View at Publisher · View at Google Scholar · View at Scopus
  7. A. Todea, E. Biro, V. Badea et al., “Optimization of enzymatic ring-opening copolymerizations involving δ-gluconolactone as monomer by experimental design,” Pure and Applied Chemistry, vol. 86, no. 11, pp. 1781–1792, 2014. View at Publisher · View at Google Scholar · View at Scopus
  8. A. Todea, V. Badea, L. Nagy, S. Kéki, C. G. Boeriu, and F. Péter, “Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers,” Acta Biochimica Polonica, vol. 61, no. 2, pp. 205–210, 2014. View at Google Scholar · View at Scopus
  9. A. Todea, V. Badea, L. Nagy, S. Kéki, C. G. Boeriu, and F. Péter, “Regular paperBiocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers,” Acta Biochimica Polonica, vol. 61, no. 2, pp. 205–210, 2014. View at Google Scholar
  10. Y. Ren, Z. Wei, X. Leng, Y. Wang, and Y. Li, “Boric acid as biocatalyst for living ring-opening polymerization of ε-caprolactone,” Polymer (United Kingdom), vol. 78, pp. 51–58, 2015. View at Publisher · View at Google Scholar · View at Scopus
  11. A. Harada, M. Osaki, Y. Takashima, and H. Yamaguchi, “Ring-opening polymerization of cyclic esters by cyclodextrins,” Accounts of Chemical Research, vol. 41, no. 9, pp. 1143–1152, 2008. View at Publisher · View at Google Scholar · View at Scopus
  12. W. Choi, J. W. Chung, and S.-Y. Kwak, “Total-molecular-weight-dependent Rouse dynamic of ultra-small branched star poly(ε-caprolactone)s as a single coarse-grain unit,” Polymer (United Kingdom), vol. 79, pp. 91–98, 2015. View at Publisher · View at Google Scholar · View at Scopus
  13. J. Li, Y. Deng, S. Jie, and B.-G. Li, “Zinc complexes supported by (benzimidazolyl)pyridine alcohol ligands as highly efficient initiators for ring-opening polymerization of ε-caprolactone,” Journal of Organometallic Chemistry, vol. 797, Article ID 19190, pp. 76–82, 2015. View at Publisher · View at Google Scholar · View at Scopus
  14. J.-B. Fan, K. Yang, H.-Q. Yi et al., “Tetrabutyl titanate-controlled polymerization of ε-caprolactone at ambient temperature,” Chemical Communications, vol. 46, no. 31, pp. 5805–5807, 2010. View at Publisher · View at Google Scholar · View at Scopus
  15. R. Zhang, L. Zhang, J. Wang, and X. Guo, “Ring-opening copolymerization of ε-caprolactone with 2,2-dimethyltrimethylene carbonate using N-heterocyclic carbene organocatalysts,” Polymer Bulletin, vol. 70, no. 4, pp. 1289–1301, 2013. View at Publisher · View at Google Scholar · View at Scopus
  16. J. Fernández, A. Etxeberria, and J.-R. Sarasua, “In vitro degradation studies and mechanical behavior of poly(ε-caprolactone-co-δ-valerolactone) and poly(ε-caprolactone-co-L-lactide) with random and semi-alternating chain microstructures,” European Polymer Journal, vol. 71, pp. 585–595, 2015. View at Publisher · View at Google Scholar · View at Scopus
  17. J. Tams, C. A. P. Joziasse, R. R. M. Bos, F. R. Rozema, D. W. Grijpma, and A. J. Pennings, “High-impact poly(l/d-lactide) for fracture fixation: in vitro degradation and animal pilot study,” Biomaterials, vol. 16, no. 18, pp. 1409–1415, 1995. View at Publisher · View at Google Scholar · View at Scopus
  18. M. Hong and E. Y.-X. Chen, “Completely recyclable biopolymers with linear and cyclic topologies via ring-opening polymerization of γ-butyrolactone,” Nature Chemistry, vol. 8, no. 1, pp. 42–49, 2016. View at Publisher · View at Google Scholar · View at Scopus
  19. P. Lecomte and C. Jérôme, “Recent developments in ring-opening polymerization of lactones,” Synthetic Biodegradable Polymers, vol. 15, pp. 173–217, 2011. View at Publisher · View at Google Scholar
  20. J. Wu, T.-L. Yu, C.-T. Chen, and C.-C. Lin, “Recent developments in main group metal complexes catalyzed/initiated polymerization of lactides and related cyclic esters,” Coordination Chemistry Reviews, vol. 250, no. 5-6, pp. 602–626, 2006. View at Publisher · View at Google Scholar · View at Scopus
  21. M. Minami, Aliphatic polyester, method for manufacturing aliphatic polyester, and method for recycling cellulose: EP, US6420513 [P], 2002.
  22. E. C. W. Clarke and D. N. Glew, “Evaluation of Unbonded O—H Groups for HDO in Liquid D2O from Infrared,” Canadian Journal of Chemistry, vol. 50, no. 11, pp. 1655–1665, 2011. View at Publisher · View at Google Scholar
  23. J. S. Cho, B. S. Kim, H. Hyun et al., “Precise preparation of four-arm-poly(ethylene glycol)-block-poly(trimethylene carbonate) star block copolymers via activated monomer mechanism and examination of their solution properties,” Polymer Journal, vol. 49, no. 7, pp. 1777–1782, 2008. View at Publisher · View at Google Scholar · View at Scopus
  24. Y. Feng and J. Guo, “Biodegradable polydepsipeptides,” International Journal of Molecular Sciences, vol. 10, no. 2, pp. 589–615, 2009. View at Publisher · View at Google Scholar · View at Scopus
  25. F. E. Kohn, J. G. Van Ommen, and J. Feijen, “The mechanism of the ring-opening polymerization of lactide and glycolide,” European Polymer Journal, vol. 19, no. 12, pp. 1081–1088, 1983. View at Publisher · View at Google Scholar · View at Scopus
  26. Y. Xu, S. Wang, L. Lin, M. Xiao, and Y. Meng, “Semi-crystalline terpolymers with varying chain sequence structures derived from CO2, cyclohexene oxide and ε-caprolactone: One-step synthesis catalyzed by tri-zinc complexes,” Polymer Chemistry, vol. 6, no. 9, pp. 1533–1540, 2015. View at Publisher · View at Google Scholar · View at Scopus