Skip to main content
Log in

A convenient method for the synthesis of cyclic polymers by ATRP

  • Original Paper
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

Abstract

Cyclic polystyrene and poly(methyl methacrylate) with narrow molecular weight distribution were synthesized conveniently by intra-molecular cyclization of α-carboxyl-ω-chloride hetero-telechelic polystyrene and poly(methyl methacrylate) using potassium carbonate as the catalyst in highly dilute solution, respectively. The linear precursors were prepared successfully by atom transfer radical polymerization (ATRP) using 4-(chloromethyl)benzoic acid as an initiator. The chemical structures and molecular weights of the synthesized polymers were systematically characterized by nuclear magnetic resonance spectrum (1 H-NMR), Fourier transform infrared spectroscopy (FTIR) and gel permeation chromatography (GPC). The results revealed that high purity cyclic polymers were synthesized via a combination of intra-molecular cyclization and ATRP, and isolated easily by column chromatography on silica gel using a mixture of petroleum ether /ethyl acetate as an eluant.

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Semlyen JA (ed) (2000) Cyclic polymers, 2nd edn. Kluwer Academic Publishers, Dordrecht, p 790

    Google Scholar 

  2. Deffieux A, Borsali R (2007) Controlled synthesis and properties of cyclic polymers. In Macromolecular Enginering, Weinheim: Germany 2:875–908

    CAS  Google Scholar 

  3. Schulz M, Tanner S, Barqawi H, Binder WH (2010) J Polymer Sci: Part A: Polymer Chem 48:671–680

    Article  CAS  Google Scholar 

  4. Laurent BA, Grayson SM (2006) J Am Chem Soc 128:4238–4239

    Article  CAS  Google Scholar 

  5. Lepoittevin B, Perrot X, Masure M, Hemery P (2001) Macromolecules 34:425–429

    Article  CAS  Google Scholar 

  6. Narumi A, Zeidler S, Barqawi H, Enders C, Binder WH (2010) J Polymer Sci: Part A: Polymer Chem 48:3402–3416

    Article  CAS  Google Scholar 

  7. Xia Y, Boydston AJ, Yao YF, Kornfield JA, Gorodetskaya IA, Spiess HW, Grubbs RH (2009) J Am Chem Soc 131:2670–2677

    Article  CAS  Google Scholar 

  8. Boydston AJ, Xia Y, Kornfield JA, Gorodetskaya IA, Grubbs RH (2008) J Am Chem Soc 130:12775–12782

    Article  CAS  Google Scholar 

  9. Voter AF, Tillman ES (2010) Macromolecules 43:10304–10310

    Article  CAS  Google Scholar 

  10. Nicolay R, Matyjaszewski K (2011) Macromolecules 44:240–247

    Article  CAS  Google Scholar 

  11. Glassner M, Blinco JP, Barner-Kowollik C (2011) Macromol Rapid Commun 32:724–728

    Article  CAS  Google Scholar 

  12. Kubo M, Takeuchi H, Ohara T, Itoh T, Nagahata R (1999) J Polymer Sci: Part A: Polymer Chem 37:2027–2033

    Article  CAS  Google Scholar 

  13. Solomon DH, Rizzardo E (1985) Cacioli P US 4,581,429

  14. Georges MK, Veregin RPN, Kazmaier PM, Hamer GK (1993) Macromolecules 26:2987–2988

    Article  CAS  Google Scholar 

  15. Yu T, Wang Y, Lu DR, Bai RK, Lu WQ (2006) Acta Polymerica Sinica 4:597–602

    Google Scholar 

  16. Kricheldorf HR (2010) J Polymer Sci: Part A: Polymer Chem 48:251–284

    Article  CAS  Google Scholar 

  17. Jia ZF, Monteiro MJ (2012) J Polymer Sci: Part A: Polymer Chem 50:2085–2097

    Article  CAS  Google Scholar 

  18. Kubo M, Hayashi T, Kobayashi H, Tsuboi, Itoh T (1997) Macromolecules 30:2805–2807

    Article  CAS  Google Scholar 

  19. Shi XH, Xu HT, Yan T, Yu RW, Xu YP, Chen HJ (2012) J Polym Res 19:9850–9856

    Article  Google Scholar 

  20. Ishizu K, Kanno H (1996) Polymer 37:1487–1492

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are grateful for financial support from Shantou University Funds for Young Scientists.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Han Jia Chen.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chen, H.J., Yan, T., Shi, X.H. et al. A convenient method for the synthesis of cyclic polymers by ATRP. J Polym Res 19, 9987 (2012). https://doi.org/10.1007/s10965-012-9987-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-012-9987-1

Keywords

Navigation