Skip to main content
SpringerLink
Log in

New poly-o-quinonemethacrylate and its dioxygen-active antimony-containing polymer

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

Abstract

o-Benzoquinonemethacrylate QMet is prepared by the reaction between 3,6-di-tert-butyl-o-benzoquinone and monomethacrylic ethers of ethylene glycol. Free radical polymerization of this monomer allows to synthesize poly-o-benzoquinones Poly-QMet with molecular weight depending on the polymerization method and concentration of initiator. Polymerization in solution leads to polymer with 22–30 o-benzoquinone fragments in polymeric chain whereas bulk polymerization results in polymer with 110–190 o-benzoquinone fragments in polymeric chain. These polymers can be used in the preparation of metal-containing polymeric catecholate complexes. Triphenylantimony(V) polycatecholate Poly-SbCatMet is prepared by two ways – oxidative addition of SbPh3 to poly-o-quinone and polymerization of monomeric triphenylantimony catecholate SbCatMet. This polymeric catecholate Poly-SbCatMet is able to the reversible absorption of molecular oxygen on air both in solution and in thin film with conversion about 50–65 % (by NMR-spectroscopy and UV–vis data).

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

Similar content being viewed by others

References

  1. Worle D, Pomogailo AD (2003) Metal complexes and metals in macromolecules. Wiley, Weinheim

    Book  Google Scholar 

  2. Fontecilla-Camps JC (2006) In: Jaouen G (ed) Bioorganometallics: biomolecules, labeling, medicine. Wiley, Weinheim

    Google Scholar 

  3. Mimounin H (1987) In: Wilkinson G, Gillard RD, McCleverty JA (eds) Comprehensive coordination chemistry, vol 6. Pergamon, Oxford, pp 317–410

    Google Scholar 

  4. Sheldon RA, Kochi JK (1981) Metal-catalyzed oxidations of organic compounds. AcademicPress, NewYork

    Google Scholar 

  5. Butler A, Clague MJ, Meister GE (1994) Coord Chem Rev 94:625–638

    CAS  Google Scholar 

  6. Busch DH, Alcock NW (1994) Coord Chem Rev 94:585–623

    CAS  Google Scholar 

  7. Simandi LI (2003) Advances in catalytic activation of dioxygen by metal complexes, catalysis by metal complexes, vol.26. Kluwer, Boston

    Google Scholar 

  8. Shinobu I (2011) In: Kenneth DK, Rokita S, Shinobu I (eds) Copper-oxygen chemistry. Wiley, New Jersey

    Google Scholar 

  9. Punniyamurthy T, Velusamy S, Iqbal J (2005) Chem Rev 105:2329–2363

    Article  CAS  Google Scholar 

  10. Cherkasov VK, Abakumov GA, Grunova EV, Poddel’sky AI, Fukin GK, Baranov EV, Kurskii YV, Abakumova LG (2006) Chem Eur J 12:3916–3927

    Article  CAS  Google Scholar 

  11. Abakumov GA, Poddel’sky AI, Grunova EV, Cherkasov VK, Fukin GK, Kurskii YA, Abakumova LG (2005) Angew Chem Int Ed 44:2767–2771

    Article  CAS  Google Scholar 

  12. Smolyaninov IV, Antonova NA, Poddel’sky AI, Smolyaninova SA, Osipova VP, Berberova NT (2011) J Organomet Chem 696:2611–2620

    Article  CAS  Google Scholar 

  13. Smolyaninov IV, Antonova NA, Poddel’sky AI, Osipova VP, Berberova NT, Pimenov YT (2012) Appl Organomet Chem 26:277–283

    Article  CAS  Google Scholar 

  14. Shultz DA, Hollomon MG (2000) Chem Mater 12:580–585

    Article  CAS  Google Scholar 

  15. Fan X, Lin L, Dalsin JL, Messersmith PB (2005) J Am Chem Soc 127:15843–15847

    Article  CAS  Google Scholar 

  16. Guvendiren M, Messersmith PB, Shull KR (2008) Biomacromolecules 9:122–128

    Article  CAS  Google Scholar 

  17. Georgakilas V, Bourlinos A, Gournis D, Tsoufis T, Trapalis C, Mateo-Alonso A, Prato M (2008) J Am Chem Soc 130:8733–8740

    Article  CAS  Google Scholar 

  18. Huang S-P, Franz KJ, Olmstead MM, Fish RH (1995) Inorg Chem 34:2820–2825

    Article  CAS  Google Scholar 

  19. Fukui M, Kitani A, Degrand C, Miller LL (1982) J Am Chem Soc 104:28–33

    Article  CAS  Google Scholar 

  20. Gordon J, Ford RA (1972) The chemist’s companion. A Wiley-interscience publication John Wiley and Sons, New York - London - Sydney - Toronto

    Google Scholar 

  21. Vol’eva VB, Novikova IA, Ivanova EV, Ershov VV (1986) Dokl Akad Nauk SSSR 35:199–202

    Google Scholar 

  22. Lal J, Green R (1955) J Org Chem 20:1030

    Article  CAS  Google Scholar 

  23. (2000) SAINTPlus Dara Reduction and Correction Program, v. 6.02a. Bruker AXS, Madison

  24. Sheldrick GM (1998) SADABS, v. 2.01, Bruker/Siemens area detector absorption correction program. Bruker AXS, Madison

    Google Scholar 

  25. Sheldrick GM (2000) SHELXTL, v. 6.12, structure determination software suite. Bruker AXS, Madison

    Google Scholar 

  26. Prokof’eva TI, Vol’eva VB, Prokof’ev AI, Belostotskaya S, Komissarov NL, Ershov VV (2000) Chem Het Comp 36:923–930

    Google Scholar 

  27. Shurygina MP, Druzhkov NO, Arsen’ev MV, Bubnov MP, Fukin GK, Chesnokov SA, Cherkasov VK (2011) Russ J Org Chem 47:490–498

    Article  Google Scholar 

  28. Fukin GK, Cherkasov AV, Shurygina AV, Druzhkov NO, Kuropatov VA, Chesnokov SA, Abakumov GA (2010) Struct Chem 21:607

    Article  CAS  Google Scholar 

  29. Chesnokov SA, Zakharina MY, Fukin GK, Mamisheva ON, Chechet YV, Abakumov GA (2009) Polym Sci J Ser A 51:991

    Article  Google Scholar 

  30. Zakharina MY, Fukin GK, Chesnokov SA, Mamisheva ON, Chechet YV, Shaplov YV, Abakumov GA (2010) Polym Sci J Ser B 52:203

    Article  Google Scholar 

  31. Shushunova NY, Chesnokov SA (2009) Polym Sci Ser B 51:427–437

    Article  Google Scholar 

Download references

Acknowledgments

This work was carried out in the framework of the Federal Target Program “Scientific and Pedagogical Specialists of Innovative Russia for 2009–2013” (Contract № GK_8460 from 31.08.2012 and “Target aspirant” agreement N14.132.21.1462 from 01.10.2012), and was financially supported by the Russian Foundation for Basic Research (N 13-03-97064-r_povolj’e_a), Russian President Grant supporting scientific schools (NSh-1113.2012.3).

Author information

Authors and Affiliations

  1. G. A. Razuvaev Institute of Organometallic Chemistry of Russian Academy of Sciences, 603950, Tropinina str, 49, Nizhny Novgorod, Russia

    Maxim V. Arsenyev, Margarita P. Shurygina, Andrey I. Poddel’sky, Nikolay O. Druzhkov, Sergey A. Chesnokov, Georgy K. Fukin, Vladimir K. Cherkasov & Gleb A. Abakumov

Authors
  1. Maxim V. Arsenyev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Margarita P. Shurygina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Andrey I. Poddel’sky
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Nikolay O. Druzhkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Sergey A. Chesnokov
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Georgy K. Fukin
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Vladimir K. Cherkasov
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Gleb A. Abakumov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Maxim V. Arsenyev.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Arsenyev, M.V., Shurygina, M.P., Poddel’sky, A.I. et al. New poly-o-quinonemethacrylate and its dioxygen-active antimony-containing polymer. J Polym Res 20, 98 (2013). https://doi.org/10.1007/s10965-013-0098-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-013-0098-4

Keywords

Search

Navigation