Skip to main content

Metallocene Catalyzed Copolymerization of Propene with Mono- and Diolefins

  • Conference paper
Organometallic Catalysts and Olefin Polymerization

Abstract

To compare the copolymerization behavior of propene with mono- and diolefins, the copolymerization of propene with 1-octene as well as 1,7-octadiene and 1,9-decadiene was investigated. Aim of the investigations was the synthesis of polymers with different chain structures. The copolymerization of propene with 1-octene leads to copolymers with hexyl side chains. In contrast to this, the result of the copolymerization of propene with linear, nonconjugated diolefins is a copolymer containing both linear side chains and cyclic units in one polymer chain. The result is a cycloolefin copolymer containing free double bonds which can be used for further modification reactions. A syndiospecific, an aspecific and two isospecific metallocene catalysts in combination with methylaluminoxane were used for propene/ 1-octene copolymerization reactions to detect differences in polymerization behavior. The copolymerization of propene with linear, nonconjugated diolefins was carried out only by a constrained geometry catalyst. Furthermore, the interactions between comonomer and catalyst were investigated. It can be shown that catalyst activity, incorporation rate and reactivity parameters, respectively, as well as thermal and mechanical properties of the copolymers are strongly influenced by the type and amount of the comonomer or type of the catalyst used.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight 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

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Kissin Y V (1996) in: Kroschwitz I (ed) Kirk-Othmer: Encyclopedia of chemical technology, 4th Ed., vol 17, John Wiley & Sons, New York, p. 756

    Google Scholar 

  2. Kaminsky W, Arndt M (1997) Adv Polym Sci 127: 143

    Article  CAS  Google Scholar 

  3. McKnight A L, Waymouth R M (1998) Chem Rev 98: 2587

    Article  CAS  Google Scholar 

  4. Blanco A (2000) Plastics Eng, May 2000, p. 40

    Google Scholar 

  5. Grasmeder J.R. (1997) Metallocene technology: One-day seminar, paper 2: 1

    Google Scholar 

  6. Kristen M.O.I. (1997) New Adv Mater 1997/2 and 3: 1

    Google Scholar 

  7. Arnold M, Wohlfarth L, Schmidt V, Reinhold G (1991) Makromol Chem 192:1017

    Article  CAS  Google Scholar 

  8. Arnold M, Reußner J, Wohlfarth W (1992) Angew Makromol Chem 196: 37

    Article  CAS  Google Scholar 

  9. Arnold M, Reußner J, Utschick H, Fischer H (1994) Macromol Chem Phys195: 2653

    Article  CAS  Google Scholar 

  10. Arnold M, Knorr J, Koller F, Bornemann S (1999) J M S-Pure Appl ChemA36: 1655

    Article  CAS  Google Scholar 

  11. Arnold M, Henschke O, Köller F (1996) Macromol Reports, A33(Suppls. 3&4): 219

    CAS  Google Scholar 

  12. Henschke O, Neubauer A, Arnold M (1997) Macromolecules 30: 8097

    Article  CAS  Google Scholar 

  13. Quijada R, Galland G B, Mauler R S (1996) Macromol Chem Phys 197: 3091

    Article  CAS  Google Scholar 

  14. Schneider M J, Suhm J, Mülhaupt R, Prosenc M H, Brintzinger H H (1997)Macromolecules 30: 3164

    Article  CAS  Google Scholar 

  15. Xu G, Ruckenstein E (1998) Macromolecules 31: 4724

    Article  CAS  Google Scholar 

  16. Wang W J, Kolodka E, Zhu S, Hamielec A E (1999) J Polym Sci, Part A: Polym Chem 37: 2949

    Article  CAS  Google Scholar 

  17. Schneider M J, Mülhaupt R (1997) Macromol Chem Phys 198: 1121

    Article  CAS  Google Scholar 

  18. Jüngling S, Mülhaupt R, Fischer D, Langhauser F (1995) Angew Makromol Chem 229: 93

    Article  Google Scholar 

  19. Arnold M, Bornemann S, Köller F, Menke T J, Kressler J (1998) Macromol Chem Phys 199: 2647

    Article  CAS  Google Scholar 

  20. Wohlfarth C, Finck U, Schultz R, Heuer T (1992) Angew Makromol Chem198: 91

    Article  CAS  Google Scholar 

  21. Uozumi T, Soga K (1992) Makromol Chem 193: 823

    Article  CAS  Google Scholar 

  22. Butler G B Cyclopolymerization and Cyclocopolymerization, Marcel Dekker, Inc., New York, 1992

    Google Scholar 

  23. Marvel C S, Stille J K (1958) J Am Chem Soc 80: 1740

    Article  CAS  Google Scholar 

  24. Resconi L, Coates G W, Mogstad A, Waymouth R M (1991) J M S: ChemA28: 1225

    CAS  Google Scholar 

  25. Naga N, Shiono T, Ikeda T (1999) Macromol Chem Phys 200: 1466

    Article  CAS  Google Scholar 

  26. Arnold M, Henschke O, Knorr J (1996) Macromol Chem Phys 197: 563

    Article  CAS  Google Scholar 

  27. Sylvest R T, Lancaster G, Betso S R (1996) Metallocenes‚96, Proc Int Congr Metallocene Polym, 2nd Ed: 197

    Google Scholar 

  28. Stevens J C (1996) Stud Surf Sci Catal 101: 11

    Article  CAS  Google Scholar 

  29. Rotman D (1997) Chem Week 159: 23

    Google Scholar 

  30. Ewen J A, Eider M J, Jones R L, Haspelagh L, Atwood J L, Bott S G, Robinson K (1991) Makromol Chem, Macromol Symp 48/49: 253

    Google Scholar 

  31. Shamshoum E, Schardl J (1998) in: Benedikt G M, Goodall B L (eds.),Metallocene catalyzed polymers: materials, properties and markets, Plastics Design Library, Norwich, NY, p. 359

    Google Scholar 

  32. Naga N, Shiono T, Ikeda T (1999) Macromolecules 32: 1348

    Article  CAS  Google Scholar 

  33. Pietikainen P, Starck P, Seppala I V (1999) J Polym Sci, Part A: Polym Chem37: 2379

    Article  CAS  Google Scholar 

  34. Sernetz F G, Mülhaupt R, Waymouth R M (1997) Polym Bull 38: 141

    Article  CAS  Google Scholar 

  35. Lee D H, Yoon K B, Park J R, Lee B H (1997) Eur Polym J 33: 447

    Article  CAS  Google Scholar 

  36. Uozumi T, Soga K (1992) Makromol Chem 193: 823

    Article  CAS  Google Scholar 

  37. Kelen T, Tüdös F, Földes Berezhnikh T (1975) J Polym Sci, Polym Symp 50:109

    Google Scholar 

  38. Brintzinger H H, Fischer D, Mülhaupt R, Rieger B, Waymouth R M (1995)Angew Chem Int Ed Eng 107: 1255

    Google Scholar 

  39. Mathot VBF (ed) (1994) Calorimetry and thermal analysis of polymers, Hanser, Munich

    Google Scholar 

  40. Wunderlich B (1980) Macromolecular Physics, Crystal melting vol. 3, Academic Press, New York

    Google Scholar 

  41. Haffka S, Könneke K (1991) J Macromol Sci B30: 319

    Google Scholar 

  42. Thomann R, Kressler J, Mülhaupt R (1998) Polymer 39: 1907

    Article  CAS  Google Scholar 

  43. Rodriguez-Arnold J, Zhang A, Cheng S Z D, Lovinger A J, Hsieh E T, Chu P, Johnson T W, Honneil K G, Geerts R G, Palackal S J, Hawley G R, Welch M B (1994) Polymer 35: 1884

    Article  CAS  Google Scholar 

  44. Mark H F (ed) (1988) Encyclopedia of polymer science and technology, 2nded., vol. 13, Wiley, New York, p. 481

    Google Scholar 

  45. Krentsel B A, Kissin Y V, Kleiner V I, Stotskaya L L (1997) Polymers and copolymers of higher α-olefins, Hanser, Munich, p. 111

    Google Scholar 

  46. Huang B, Tian J (1996) in: Salamone J C (ed) Polymeric materials encyclopedia, vol. 6, CRC Press, Boca Raton, p. 4199

    Google Scholar 

  47. Henschke O, Köller F, Arnold M (1997) Macromol Rapid Commun 18: 617

    Article  CAS  Google Scholar 

  48. Schneider H A (1996) in: Salamone J C (ed) Polymeric materials encyclopedia, vol. 4, CRC Press, Boca Raton, p. 2785

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2001 Springer-Verlag Berlin Heidelberg

About this paper

Cite this paper

Arnold, M., Bornemann, S., Knorr, J., Schimmel, T. (2001). Metallocene Catalyzed Copolymerization of Propene with Mono- and Diolefins. In: Blom, R., Follestad, A., Rytter, E., Tilset, M., Ystenes, M. (eds) Organometallic Catalysts and Olefin Polymerization. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-59465-6_31

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-59465-6_31

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-63987-6

  • Online ISBN: 978-3-642-59465-6

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics