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.
Similar content being viewed by others
References
Semlyen JA (ed) (2000) Cyclic polymers, 2nd edn. Kluwer Academic Publishers, Dordrecht, p 790
Deffieux A, Borsali R (2007) Controlled synthesis and properties of cyclic polymers. In Macromolecular Enginering, Weinheim: Germany 2:875–908
Schulz M, Tanner S, Barqawi H, Binder WH (2010) J Polymer Sci: Part A: Polymer Chem 48:671–680
Laurent BA, Grayson SM (2006) J Am Chem Soc 128:4238–4239
Lepoittevin B, Perrot X, Masure M, Hemery P (2001) Macromolecules 34:425–429
Narumi A, Zeidler S, Barqawi H, Enders C, Binder WH (2010) J Polymer Sci: Part A: Polymer Chem 48:3402–3416
Xia Y, Boydston AJ, Yao YF, Kornfield JA, Gorodetskaya IA, Spiess HW, Grubbs RH (2009) J Am Chem Soc 131:2670–2677
Boydston AJ, Xia Y, Kornfield JA, Gorodetskaya IA, Grubbs RH (2008) J Am Chem Soc 130:12775–12782
Voter AF, Tillman ES (2010) Macromolecules 43:10304–10310
Nicolay R, Matyjaszewski K (2011) Macromolecules 44:240–247
Glassner M, Blinco JP, Barner-Kowollik C (2011) Macromol Rapid Commun 32:724–728
Kubo M, Takeuchi H, Ohara T, Itoh T, Nagahata R (1999) J Polymer Sci: Part A: Polymer Chem 37:2027–2033
Solomon DH, Rizzardo E (1985) Cacioli P US 4,581,429
Georges MK, Veregin RPN, Kazmaier PM, Hamer GK (1993) Macromolecules 26:2987–2988
Yu T, Wang Y, Lu DR, Bai RK, Lu WQ (2006) Acta Polymerica Sinica 4:597–602
Kricheldorf HR (2010) J Polymer Sci: Part A: Polymer Chem 48:251–284
Jia ZF, Monteiro MJ (2012) J Polymer Sci: Part A: Polymer Chem 50:2085–2097
Kubo M, Hayashi T, Kobayashi H, Tsuboi, Itoh T (1997) Macromolecules 30:2805–2807
Shi XH, Xu HT, Yan T, Yu RW, Xu YP, Chen HJ (2012) J Polym Res 19:9850–9856
Ishizu K, Kanno H (1996) Polymer 37:1487–1492
Acknowledgments
The authors are grateful for financial support from Shantou University Funds for Young Scientists.
Author information
Authors and Affiliations
Corresponding author
Rights 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
Received:
Accepted:
Published:
DOI: https://doi.org/10.1007/s10965-012-9987-1