Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • News & Views
  • Published:

Polymer synthesis

To react the impossible ring

γ-Butyrolactone is a biomass-derived cyclic ester that is commonly thought to be non-polymerizable. Now, exploiting the thermodynamics of polymer formation and careful control of the reaction conditions has made this possible leading to high-molecular-weight products and control of polymer topology.

This is a preview of subscription content, access via your institution

Relevant articles

Open Access articles citing this article.

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Figure 1: Ring-opening polymerization of five-membered cyclic monomers.

References

  1. Williams, C. & Hillmyer, M. Polym. Rev. 48, 1–10 (2008).

    Article  CAS  Google Scholar 

  2. Hong, M. & Chen, E. Y.-X. Nature Chem. 8, 42–49 (2016).

    Article  CAS  Google Scholar 

  3. Duda, A. & Penczek, S. Polymers from Renewable Resources (eds Scholz, C. & Gross, R. A.) (Symposium Series 764, ACS, 2001).

    Google Scholar 

  4. Guerin, W. et al. Macromolecules 47, 4230–4235 (2014).

    Article  CAS  Google Scholar 

  5. Carothers, W. H., Dorough, G. L. & van Natta, F. J. J. Am. Chem. Soc. 54, 761–772 (1932).

    Article  CAS  Google Scholar 

  6. Duda, A., Penczek, S., Dubois, P., Mecerreyes, D. & Jérôme, R. Macromol. Chem. Phys. 197, 1273–1283 (1996).

    Article  CAS  Google Scholar 

  7. Houk, K. N., Jabbari, A., Hall, H. K. & Alemán, C. J. Org. Chem. 73, 2674–2678 (2008).

    Article  CAS  Google Scholar 

  8. Kricheldorf, H. R. J. Polym. Sci. Part A Polym. Chem. 48, 251–284 (2010).

    Article  CAS  Google Scholar 

  9. Culkin, D. A. et al. Angew. Chem. Int. Ed. 46, 2627–2630 (2007).

    Article  CAS  Google Scholar 

  10. Piedra-Arroni, E., Ladavière, C., Amgoune, A. & Bourissou, D. J. Am. Chem. Soc. 135, 13306–13309 (2013).

    Article  CAS  Google Scholar 

  11. McNeill, I. C. & Leiper, H. A. Polym. Degrad. Stab. 11, 267–285 (1985).

    Article  CAS  Google Scholar 

  12. Marshall, D. R. Addition of gamma-hydroxybutyric acid to schedule I. Drug Enforcement Administration Federal Register (3 March 2000); http://go.nature.com/uNaHZ5

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Charlotte K. Williams.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Myers, D., Cyriac, A. & Williams, C. To react the impossible ring. Nature Chem 8, 3–4 (2016). https://doi.org/10.1038/nchem.2424

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1038/nchem.2424

This article is cited by

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing