Skip to main content
SpringerLink
Log in

Cationic polymerization of styrene and indene initiated by aryl acetals in hexafluoroisopropanol medium

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

Abstract

Benzaldehyde acetal and its para–susbstituted derivatives are capable of initiating the cationic polymerization of styrene and indene in hexafluoroisopropanol medium under essentially neutral conditions. As a result, polystyrenes carrying diverse functionalities at the α-terminus and having MWD characteristics comparable to those for the products of the conventional non-living cationic polymerization are produced.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Scheme 2
Scheme 3
Fig. 1
Scheme 4

Similar content being viewed by others

References

  1. Kuznetsov DM, Tumanov VV, Smit WA (2013) Mendeleev Commun 23:274–276

    Article  CAS  Google Scholar 

  2. Aoshima S, Kanaoka S (2009) Chem Rev 109:5245–5287

    Article  CAS  Google Scholar 

  3. Matyjaszewsky K (ed) (1996) Cationic polymerizations: mechanisms, synthesis, and applications. Marcel Dekker, New York, USA

  4. De P, Faust R (2009) Carbocationic polymerization. In: Muller AHE, Matyjaszewsky K (eds) Controlled and living polymerization. Wiley-VCH, Weinheim, Germany

  5. Cationic polymerization of the carbon–carbon double bond (2004) In: Odian G (ed) Principles of polymerization, 4th edn. Wiley, Hoboken, USA

  6. Panchenko SP, Runichina SA, Tumanov VV (2011) Mendeleev Commun 21:226–228

    Article  CAS  Google Scholar 

  7. Begue JP, Bonnet-Delpon D, Crousse B (2004) Synlett 1:18–29

    Google Scholar 

  8. Shuklov IA, Dubrovina NV, Boerner A (2007) Synthesis 19:2925–2943

  9. Vuluga D, Legros J, Crousse B, Slawin AMZ, Laurence C, Nicolet P, Bonnet-Delpon D (2011) J Org Chem 76:1126–1133

    Article  CAS  Google Scholar 

  10. Aoshima S, Segawa Y, Okada Y (2001) J Polym Sci Part A: Polym Chem 39:751–755

    Article  CAS  Google Scholar 

  11. Radchenko AV, Kostjuk SV, Vasilenko IV, Ganachaud F, Kaputsky FN (2007) Eur Polym J 43:2576–2583

    Article  CAS  Google Scholar 

  12. Matyjaszewski K, Nakagawa Y, Gaynor SG (1997) Macromol Rapid Commun 18:1057–1066

    Article  CAS  Google Scholar 

  13. Brase S, Gil C, Knepper K, Zimmermann V (2005) Angew Chem Int Ed 44:5188–5240

    Article  CAS  Google Scholar 

  14. Löber S, Rodriguez-Loaiza P, Gmeiner P (2003) Org Lett 5:1753–1755

    Article  Google Scholar 

  15. Kaszas G, Puskas JE, Kennedy JP, Hager WG (1991) J Polym Sci Part A: Polym Chem 29:421–426

    Article  CAS  Google Scholar 

  16. Nagy A, Majoros I, Kennedy JP (1997) J Polym Sci Part A: Polym Chem 35:3341–3347

    Article  CAS  Google Scholar 

  17. Fodor Z, Gyor M, Wang HC, Faust R (1993) J Macromol Sci Part A: Pure Appl Chem 30:349–363

    Article  Google Scholar 

  18. Kwon OS, Kim YB, Kwon SK, Choi BS, Choi SK (1993) Makromol Chem 194:251–257

    Article  CAS  Google Scholar 

  19. Higashimura T, Ishibama Y, Sawamoto M (1993) Macromolecules 26:744–751

  20. Hasebe T, Kamigaito M, Sawamoto M (1996) Macromolecules 29:6100–6103

  21. Faust R, Kennedy JP (1988) Polym Bull 19:21–28

    Article  CAS  Google Scholar 

  22. Kostjuk SV, Ganachaud F, Radchenko AV, Vasilenko IV (2011) Macromol Symp 308:1–7

    Article  CAS  Google Scholar 

  23. Frolov AN, Kostjuk SV, Vasilenko IV, Kaputsky FN (2010) J Polym Sci Part A: Polym Chem 48:3736–3743

    Article  CAS  Google Scholar 

  24. Kostjuk SV (2004) Polym Bull 51:277–283

    Article  CAS  Google Scholar 

  25. Miyashita K, Kamigaito M, Sawamoto M, Higashimura T (1994) Macromolecules 27:1093–1098

  26. Biedron T, Kubisa P (2004) J Polym Sci Part A: Polym Chem 42:3230–3235

    Article  CAS  Google Scholar 

  27. Basko M, Biedron T, Kubisa P (2009) J Polym Sci Part A: Polym Chem 47:5251–5257

    Article  CAS  Google Scholar 

  28. Basko M, Biedron T, Kubisa P (2006) Macromol Symp 240:107–113

    Article  CAS  Google Scholar 

  29. Kennedy JP, Midha S, Keszler B (1993) Macromolecules 26:424–428

  30. Tsunogae Y, Majoros I, Kennedy JP (1993) J Macromol Sci Part A: Pure Appl Chem 30:253–267

    Article  Google Scholar 

  31. Puskas JE, Kaszas G, Kennedy JP, Kelen T, Tudos F (1982) J Macromol Sci Chem 18:1263–1274

    Article  Google Scholar 

  32. Thomas L, Tardi M, Polton A, Sigwalt P (1993) Macromolecules 26:4075–4082

  33. Thomas L, Polton A, Tardi M, Sigwalt P (1992) Macromolecules 25:5886–5892

  34. Givenchi M, Tardi M, Polton A, Sigwalt P (2000) Macromolecules 33:710–716

  35. Asami R, Tokura N (1960) J Polym Sci 42:545–552

    Article  CAS  Google Scholar 

  36. Higashimura T, Kishiro O (1974) J Polym Sci Polym Chem Ed 12:967–984

    Article  CAS  Google Scholar 

  37. Eckard AD, Ledwith A, Sherrington DC (1971) Polym 12:444–451

    Article  CAS  Google Scholar 

  38. Johansson R, Samuelsson B (1984) J Chem Soc Perkin Trans 1 2371–2374

    Article  Google Scholar 

  39. Ringsdorf VH, Greber G (1959) Makromol Chem 31:27–49

    Article  CAS  Google Scholar 

  40. Vill V, von Minden HM, Bruce DW (1997) J Mater Chem 7:893–899

    Article  CAS  Google Scholar 

  41. Breinlinger EC, Cusack KP, Hobson AD, Li B, Gordon TD, Stoffel RH, Wallace GA, Grongsaard P, Wang L, Wang L (2008) US Pat Appl 12/218,364

    Google Scholar 

  42. Salmon A, Carboni B (1998) J Organomet Chem 567:31–37

    Article  CAS  Google Scholar 

Download references

Acknowledgments

Financial support of Presidium RAS Program (P-8) and the Russian Foundation for Basic Research (grant No. 12-03-31652) is gratefully acknowledged.

The authors would like to thank Dr. Vladimir M. Menshov for SEC analysis, Dr. Boris V. Lokshin for IR analysis and Drs. Marina I. Struchkova and Yury A. Strelenko for NMR analysis.

Author information

Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow, 119991, Russian Federation

    Dmitry M. Kuznetsov, Vasily V. Tumanov & William A. Smit

  2. Higher Chemical College, Russian Academy of Sciences, 9 Miusskaya Ploshchad’, Moscow, 125047, Russian Federation

    Dmitry M. Kuznetsov

Authors
  1. Dmitry M. Kuznetsov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Vasily V. Tumanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. William A. Smit
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Dmitry M. Kuznetsov.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kuznetsov, D.M., Tumanov, V.V. & Smit, W.A. Cationic polymerization of styrene and indene initiated by aryl acetals in hexafluoroisopropanol medium. J Polym Res 21, 562 (2014). https://doi.org/10.1007/s10965-014-0562-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-014-0562-9

Keywords

Search

Navigation