Skip to main content
Log in

Chemical Oxidative Polymerization of β-Cyclodextrin/Aniline Inclusion Complex

  • Published:
Journal of inclusion phenomena and macrocyclic chemistry Aims and scope Submit manuscript

Abstract

A β-cyclodextrin (β-CD)/aniline inclusion complex has been synthesized in aqueous solution and characterized by FT-IR and 1H-NMR spectroscopy, chemical analysis and thermogravimetric method. By elemental analysis and 1H-NMR spectroscopy a complex with stoichiometry 1:1.95 and 1:1.8 (β-CD/aniline) respectively, is found. The complexed aniline was polymerized by chemical oxidative polymerization using ammonium peroxydisulfate in water (pH = 7) and 1M HCl aqueous solution. In both cases, after an induction period, insoluble polyanilines (PANIs) are obtained, however, in water at pH = 7, a polypseudorotaxane architecture containing a β-CD molecule to ~14 aniline units has resulted. In acidic conditions, anilinium cation is highly hydrophilic and inclusion complex has a strong tendency to dissociate to free molecules and emeraldine salt of PANI, free of host molecules is synthesized.

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.

Institutional subscriptions

Similar content being viewed by others

References

  1. F. Lux (1994) Polymer 35 2915 Occurrence Handle10.1016/0032-3861(94)90402-2 Occurrence Handle1:CAS:528:DyaK2cXltFSjsb4%3D

    Article  CAS  Google Scholar 

  2. E. T. Kang K.G. Neoh K.L. Tan (1998) Prog. Polym. Sci 23 277 Occurrence Handle10.1016/S0079-6700(97)00030-0 Occurrence Handle1:CAS:528:DyaK1cXjtlWhu7k%3D

    Article  CAS  Google Scholar 

  3. J. Anand S.A. Palaniappan D.N. Sathyanarayana (1998) Prog. Polym. Sci 23 993 Occurrence Handle10.1016/S0079-6700(97)00040-3 Occurrence Handle1:CAS:528:DyaK1cXmt1Kiu7Y%3D

    Article  CAS  Google Scholar 

  4. N. Gospodinova L. Terlemezyan (1998) Prog. Polym. Sci 23 1443 Occurrence Handle10.1016/S0079-6700(98)00008-2 Occurrence Handle1:CAS:528:DyaK1MXmt1arsA%3D%3D

    Article  CAS  Google Scholar 

  5. S.A. Nepogodiev J.F. Stoddart (1998) Chem. Rev 98 1959 Occurrence Handle10.1021/cr970049w Occurrence Handle1:CAS:528:DyaK1cXksFSksLo%3D

    Article  CAS  Google Scholar 

  6. F.M. Raymo J.F. Stoddart (1999) Chem. Rev 99 1643 Occurrence Handle10.1021/cr970081q Occurrence Handle1:CAS:528:DyaK1MXjs1Witr8%3D

    Article  CAS  Google Scholar 

  7. J.P. Sauvage C. Dietrich-Buchecker (Eds) (1999) Molecular Catenanes Rotaxanes and Knots, Wiley-VCH Weinheim

    Google Scholar 

  8. K. Kim N. Selvapalam D.H. Oh (2004) J. Incl. Phenom. Macrocylic. Chem 50 21

    Google Scholar 

  9. M. Maciejewski M. Panasiewicz D. Jarminska (1978) J. Macromol. Sci 12 701

    Google Scholar 

  10. M. Maciejewski A. Gwizdowski P. Peczak A. Pietrzak (1979) J.Macromol. Sci.-Chem A13 87 Occurrence Handle1:CAS:528:DyaE1MXktl2qsbc%3D

    CAS  Google Scholar 

  11. M. Maciejewski (1979) J. Macromol. Sci A13 1175

    Google Scholar 

  12. M. Maciejewski (1979) J. Macromol. Sci A13 77 Occurrence Handle1:CAS:528:DyaE1MXktVGnu70%3D

    CAS  Google Scholar 

  13. M. Maciejewski Z. Durski (1981) J. Macromol. Sci A16 441

    Google Scholar 

  14. J. Szejtli (1982) Cyclodextrins and Their Inclusion Complexes Akademiai Kiado Budapest

    Google Scholar 

  15. C. Lagrost, J.C. Lacroix, S. Aeijach, M. Jouini, K.I. Chane-Ching, and P.C. Lacaze: Chem. Commun. 489 (1998); idem:. J. Chim. Phys. 95, 1208 (1998).

  16. Y. Takashima Y. Oizumi K. Sakamoto M. Miyauchi S. Kamitori A. Harada (2004) Macromolecules 37 3962 Occurrence Handle10.1021/ma049763n Occurrence Handle1:CAS:528:DC%2BD2cXjs1Klsb4%3D

    Article  CAS  Google Scholar 

  17. J. Storsberg H. Ritter H. Pielartzik L. Groenendaal (2000) Adv. Mater 12 567 Occurrence Handle10.1002/(SICI)1521-4095(200004)12:8<567::AID-ADMA567>3.0.CO;2-S Occurrence Handle1:CAS:528:DC%2BD3cXkslCjtbY%3D

    Article  CAS  Google Scholar 

  18. I. Yamaguchi K. Kashiwagi T. Yamamoto (2004) Macromol. Rapid Commun 25 1163 Occurrence Handle1:CAS:528:DC%2BD2cXlsVOmsr4%3D

    CAS  Google Scholar 

  19. C. I. Simionescu M. Grigoras A. Farcas A. Stoleru (1998) Macromol. Chem. Phys 199 1301 Occurrence Handle1:CAS:528:DyaK1cXkvVGmu74%3D

    CAS  Google Scholar 

  20. A. Farcas M. Grigoras (2001) High Perform. Polym 13 149 Occurrence Handle1:CAS:528:DC%2BD3MXns1Wju7Y%3D

    CAS  Google Scholar 

  21. A. Farcas M. Grigoras (2001) High Perform. Polym 13 201 Occurrence Handle1:CAS:528:DC%2BD3MXns1Wisrw%3D

    CAS  Google Scholar 

  22. G. L. Yuan N. Kuramoto M. Takeishi (2003) Polym. Adv. Technol 14 428 Occurrence Handle10.1002/pat.352 Occurrence Handle1:CAS:528:DC%2BD3sXksFersrw%3D

    Article  CAS  Google Scholar 

  23. T. Shimomura K. Yoshida K. Ito R. Hayakawa (2000) Polym. Adv. Technol 11 837 Occurrence Handle10.1002/1099-1581(200008/12)11:8/12<837::AID-PAT61>3.0.CO;2-B

    Article  Google Scholar 

  24. K. Yoshida T. Shimomura K. Ito R. Hayakawa (1999) Langmuir 15 910 Occurrence Handle1:CAS:528:DyaK1MXktVOrsQ%3D%3D

    CAS  Google Scholar 

  25. P. V. Demarco and A. L. Thakkar: J. Chem. Soc. Chem. Commun. 2 (1970)

  26. F. Cramer F.M. Henglein (1957) Chem. Ber 90 2561 Occurrence Handle1:CAS:528:DyaG1cXhtVeqsLc%3D

    CAS  Google Scholar 

  27. J. W. Lee S. Samal N. Selvapalam H.J. Kim K. Kim (2003) Acc. Chem. Res 36 621 Occurrence Handle1:CAS:528:DC%2BD3sXjvFCnt7s%3D

    CAS  Google Scholar 

  28. A. Mirzoian A.E. Kaifer (1997) Chem. Eur. J 3 1052 Occurrence Handle1:CAS:528:DyaK2sXlsFSmtLs%3D

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Mircea Grigoras.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Grigoras, M., Conduruta, D.G. Chemical Oxidative Polymerization of β-Cyclodextrin/Aniline Inclusion Complex. J Incl Phenom Macrocycl Chem 54, 101–107 (2006). https://doi.org/10.1007/s10847-005-5039-3

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10847-005-5039-3

Key words

Navigation