Skip to main content
SpringerLink
Log in

Cyclopolymerization of Amino Acid-Based Diynes and Properties of the Obtained Polymers. Chiral Recognition and Metal Ion Extraction

  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Summary

Cyclopolymerization of amino acid-derived novel dipropargyl ester and dipropargylamide was carried out using a rhodium catalyst. Polymers with cyclized structures were obtained under certain conditions. The dipropargylamide polymer exhibited a large specific rotation and an intense Cotton effect around 300 nm based on the chiral higher order structure. It adsorbed N-benzyloxycarbonyl-L-alanine more than the D-isomer, and extracted Li+, Na+, K+, and Cs+ from water phase into CH2Cl2 phase.

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

Similar content being viewed by others

References and Notes

  1. Sanda F, Endo T (1999) Macromol Chem Phys 200:2651

    Google Scholar 

  2. Hill DJ, Mio MJ, Prince RB, Hughes TS, Moore JS (2001) Chem Rev 101:3893

  3. Gao G, Sanda F, Masuda T (2003) Macromolecules 36:3932

    Google Scholar 

  4. Gao G, Sanda F, Masuda T (2003) Macromolecules 36:3938

    Google Scholar 

  5. Sanda F, Yukawa Y, Masuda T (2004) Polymer 45:849

    Google Scholar 

  6. Sanda F, Gao G, Masuda T (2004) Macromol Biosci 4:570

  7. Sanda F, Teraura T, Masuda T (2004) J Polym Sci Part A Polym Chem 42:4641

    Google Scholar 

  8. Sanda F, Araki H, Masuda T (2004) Macromolecules 37:8510

    Google Scholar 

  9. Zhao H, Sanda F, Masuda T (2004) Macromolecules 37:8888

    Google Scholar 

  10. Zhao H, Sanda F, Masuda T (2004) Macromolecules 37:8893

    Google Scholar 

  11. Zhao H, Sanda F, Masuda, T (2005) Polymer 46:2841

    Google Scholar 

  12. Zhao H, Sanda F, Masuda T (2005) Macromol Chem Phys 206:1653

    Google Scholar 

  13. Zhao H, Sanda F, Masuda T J Polym Sci Part A Polym Chem in press

  14. Sanda F, Terada K, Masuda T Macromolecules in press

  15. Nomura R, Tabei J, Masuda T (2001) J Am Chem Soc 123:8430

    Google Scholar 

  16. Choi SK, Gal YS, Jin SH, and Kim HK (2000) Chem Rev 100:1645

  17. Butler GB (2000) J Polym Sci Part A Polym Chem 38:3451

    Google Scholar 

  18. Kodaira T (2000) Prog Polym Sci 25:627

    Google Scholar 

  19. Hall AW, Godber MJ, Blackwood KM, Milne PEY, Goodby JW (2004) J Mater Chem 14:2593

    Google Scholar 

  20. Satoh T, Kakuchi T (2004) Prog Polym Sci 29:13

    Google Scholar 

  21. Buchmeiser MR (2005) Adv Polym Sci 176:89

    Google Scholar 

  22. Kakuchi T, Sasaki H, Yokota K (1988) Makromol Chem 189:1279

  23. Schrock RR, Osborn JA (1970) Inorganic Chem 9:2339

  24. We carefully checked the 1H NMR spectra of the polymers, but we could not obtain information on the reverse addition of the acetylenic group.

  25. Separation factors are not listed in the present study, because the adsorption experiment was carried out using the L- and D-adsorbates separately.

  26. Alexandratos SD, Crick DW (1996) Ind Eng Chem Res 35:635

    Google Scholar 

  27. Huddleston JG, Heather DW, Griffin ST, Rogers RD (1999) Ind Eng Chem Res 38:2523

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Kyoto, 615-8510, Japan

    Fumio Sanda, Takuya Kawano & Toshio Masuda

Authors
  1. Fumio Sanda
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Takuya Kawano
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Toshio Masuda
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Fumio Sanda or Toshio Masuda.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sanda, F., Kawano, T. & Masuda, T. Cyclopolymerization of Amino Acid-Based Diynes and Properties of the Obtained Polymers. Chiral Recognition and Metal Ion Extraction. Polym. Bull. 55, 341–347 (2005). https://doi.org/10.1007/s00289-005-0445-7

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00289-005-0445-7

Keywords

Search

Navigation