Skip to main content
SpringerLink
Log in

Topochemical Polymerizations and Crystal Cross-Linking of Metal Organic Frameworks

  • Chapter
Advances in Organic Crystal Chemistry

Abstract

Topochemical polymerizations have been attracting continuous interest as one of the precise polymerizations in a confined space. However, it is still not easy for designing new monomers due to difficulty in designing and controlling the arrangement suitable for topochemical polymerization. In this chapter, we shortly review polymerization in a confined space and demonstrate recent advances in topochemical polymerizations, providing the molecular orientations for various topochemical polymerization monomers. Then, we propose a new type of topochemical polymerization by use of metal organic framework (MOF). MOF is nano-porous crystalline materials constructed by metal ions and rigid organic ligands equipped with two or more ligation sites to form robust 3D host framework with nano-pores. The void space between them is wide and stable, which prompted us to investigate cross-linking of the organic ligands as the host monomers by the external guest monomers by means of two chemical reactions: (1) azide-tagged MOF (AzMOF) cross-linked by multi-alkyne cross-linkers via click reaction and (2) cyclodextrin MOF (CDMOF) cross-linked by diglycidyl ethers. They should be new crystalline-state polymerization, because the cross-linking took place without any movement of the host monomers in the open-host framework.

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

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 259.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 329.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 329.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. K. Satoh, M. Kamigaito, Chem. Rev. 109, 5120–5156 (2009)

    Article  CAS  Google Scholar 

  2. M. Miyata, in Polymerization in Organized Media, ed. by C.M. Paleos (Gordon & Breach, New York); M. Miyata, in Comprehensive Supramolecular Chemistry, vol. 10, ed. by J.L. Atwood, J.E.D. Davies, D.D. MacNicol, F. Vögtle, J.-M. Lehen (Pergamon, Oxford, 1996), pp. 557–582

    Google Scholar 

  3. T. Uemura, S. Horiike, S. Kitagawa, Chem. Asian. J. 1, 36–44 (2006)

    Article  CAS  Google Scholar 

  4. K. Tajima, T. Aida, Chem. Commun. 42, 2399–2414 (2000)

    Article  Google Scholar 

  5. G. Wegner, Z. Naturforsch. B. 24b, 824–832 (1969); G. Wegner, Pure Appl. Chem. 49, 443–454 (1977)

    Google Scholar 

  6. M. Hasegawa, Chem. Rev. 83, 507–518 (1983); M. Hasegawa, Adv. Phys. Org. Chem. 30, 117–171 (1995)

    Google Scholar 

  7. R. Jelinek, M. Ritenberg, RSC Adv. 3, 21192–21201 (2013)

    Article  CAS  Google Scholar 

  8. V. Enkelmann, Adv. Polym. Sci. 63, 91–136 (1984)

    Article  CAS  Google Scholar 

  9. J.W. Lauher, F.W. Fowler, N.S. Goroff, Acc. Chem. Res. 41, 1215–1229 (2008)

    Article  CAS  Google Scholar 

  10. A. Sun, J.W. Lauher, N.S. Goroff, Science. 312, 1030–1034 (2006); N.S. Goroff, S.M. Curtis, J.A. Webb, F.W. Fowler, J.W. Lauher, Org. Lett. 7, 1891–1983 (2005)

    Google Scholar 

  11. J. Xiao, M. Yang, J.W. Lauher, F.W. Fowler, Angew. Chem. Int. Ed. 39, 2132–2135 (2000)

    Article  CAS  Google Scholar 

  12. A. Matsumoto, T. Matsuura, S. Aoki, J. Chem. Soc. Chem. Commun. 23, 1389–1390 (1994)

    Article  Google Scholar 

  13. A. Matsumoto, K. Sada, K. Tashiro, M. Miyata, T. Tsubouchi, T. Tanaka, T. Odani, S. Nagahama, T. Tanaka, K. Inoue, S. Saragai, S. Nakamoto, Angew. Chem. Int. Ed. 41, 2502–2505 (2002); A. Matsumoto, Top. Curr. Chem. 254, 263–305 (2005)

    Google Scholar 

  14. S. Nagahama, T. Tanaka, A. Matsumoto, Angew. Chem. Int. Ed. 43, 3811–3814 (2004)

    Article  CAS  Google Scholar 

  15. L. Dou, Y. Zheng, X. Shen, G. Wu, K. Fields, W.-C. Hsu, H. Zhou, Y. Yang, F. Wudl, Science 343, 272–277 (2014)

    Article  CAS  Google Scholar 

  16. T. Hoang, J.W. Lauher, F.W. Fowler, J. Am. Chem. Soc. 124, 10656–10657 (2002)

    Article  CAS  Google Scholar 

  17. T. Itoh, S. Nomura, T. Uno, M. Kubo, K. Sada, M. Miyata, Angew. Chem. Int. Ed. 41, 4306–4309 (2002)

    Article  CAS  Google Scholar 

  18. T. Itoh, T. Suzuki, T. Uno, M. Kubo, N. Tohnai, M. Miyata, Angew. Chem. Int. Ed. 50, 2253–2256 (2011)

    Article  CAS  Google Scholar 

  19. J.M. Njus, D.J. Sandman, L. Yang, B.M. Foxman, Macromolecules 38, 7645–7652 (2005)

    Article  CAS  Google Scholar 

  20. T. Sasaki, K. Hayashibara, M. Suzuki, Macromolecules 36, 279–281 (2003)

    Article  CAS  Google Scholar 

  21. A. Pathigoolla, R.G. Gonnade, K.M. Sureshan, Angew. Chem. Int. Ed. 51, 4362–4366 (2012)

    Article  CAS  Google Scholar 

  22. A. Pathigoolla, K.M. Sureshan, Angew. Chem. Int. Ed. 52, 8671–8675 (2013)

    Article  CAS  Google Scholar 

  23. P. Johnston, D. Wheldale, C. Braybrook, K. Sato, Polym. Chem. 5, 4375–4384 (2014)

    Article  CAS  Google Scholar 

  24. P. Kissel, R. Erni, W.B. Schweizer, M.D. Rossell, B.T. King, T. Bauer, S. Götzinger, A.D. Schlüter, J. Sakamoto, Nat. Chem. 4, 287–291 (2012)

    Article  CAS  Google Scholar 

  25. H. Furukawa, K.E. Cordova, M. O’Keeffe, O.M. Yaghi, Science 341, 974 (2013). doi:10.1126/science.1230444

    Article  CAS  Google Scholar 

  26. S. Kitagawa, R. Kitaura, S. Noro, Angew. Chem. Int. Ed. 43, 2334–2375 (2004)

    Article  CAS  Google Scholar 

  27. G. Ferey, Chem. Soc. Rev. 37, 191–214 (2008)

    Article  CAS  Google Scholar 

  28. K.K. Tanabe, S.M. Cohen, Chem. Soc. Rev. 40, 498–519 (2011)

    Article  CAS  Google Scholar 

  29. T. Ishiwata, Y. Furukawa, K. Sugikawa, K. Kokado, K. Sada, J. Am. Chem. Soc. 135, 5427–5432 (2013)

    Article  CAS  Google Scholar 

  30. Y. Furukawa, T. Ishiwata, K. Sugikawa, K. Kokado, K. Sada, Angew. Chem. Int. Ed. 51, 10566–10569 (2012)

    Article  CAS  Google Scholar 

  31. R.A. Smaldone, R.S. Forgan, H. Furukawa, J.J. Gassensmith, A.M.Z. Slawin, O.M. Yaghi, J.F. Stoddart, Angew. Chem. Int. Ed. 49, 8630–8634 (2010)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Graduate School of Science, Hokkaido University, Kita 10, Nishi 8, Kita-ku, Sapporo, 060-0810, Japan

    Kazuki Sada, Takumi Ishiwata & Kenta Kokado

  2. Graduate School of Chemical Sciences and Engineering, Hokkaido University, Kita 10, Nishi 8, Kita-ku, Sapporo, 060-0810, Japan

    Kazuki Sada, Takumi Ishiwata & Kenta Kokado

Authors
  1. Kazuki Sada
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Takumi Ishiwata
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Kenta Kokado
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Kazuki Sada .

Editor information

Editors and Affiliations

  1. Graduate School of Human and Environmental Studies, Kyoto University, Kyoto, Japan

    Rui Tamura

  2. The Institute of Scientific and Industrial Research, Osaka University, Osaka, Japan

    Mikiji Miyata

Rights and permissions

Reprints and permissions

Copyright information

© 2015 Springer Japan

About this chapter

Cite this chapter

Sada, K., Ishiwata, T., Kokado, K. (2015). Topochemical Polymerizations and Crystal Cross-Linking of Metal Organic Frameworks. In: Tamura, R., Miyata, M. (eds) Advances in Organic Crystal Chemistry. Springer, Tokyo. https://doi.org/10.1007/978-4-431-55555-1_26

Download citation

Publish with us

Policies and ethics

Search

Navigation