Skip to main content

Phenoxy–Imine Group 4 Metal Complexes for Olefin (co)Polymerization Including Polar Monomer Copolymerization

  • Chapter
  • First Online:
Olefin Upgrading Catalysis by Nitrogen-based Metal Complexes II

Part of the book series: Catalysis by Metal Complexes ((CMCO,volume 36))

Abstract

About 50 years after the discovery of Ziegler–Natta catalysts, phenoxy–imine-based group 4 transition metal complexes (FI catalysts) emerged as the next frontier catalysts for the controlled (co)polymerization of olefinic monomers. FI catalysts are highly versatile catalysts capable of producing a wide range of novel polymer architectures. The inherent electronic and structural features of FI catalysts and the accessibility and variability of the phenoxy–imine ligands offer precise control over olefin polymerization. This chapter deals with the key features of FI catalysts, homopolymerization and copolymerization by FI catalysts, and the value-added olefin-based materials that can be produced with FI catalysts.

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 84.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 109.99
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. Galli P, Vecellio G (2001) Prog Polym Sci 26:1287

    CAS  Google Scholar 

  2. Sinn H, Kaminsky W, Vollmer HJ, Woldt R (1980) Angew Chem Int Ed Engl 19:390

    Google Scholar 

  3. Brintzinger HH, Fischer D, Muelhaupt R, Waymouth RM (1995) Angew Chem Int Ed Engl 34:1143

    CAS  Google Scholar 

  4. Alt HG, Köppl A (2000) Chem Rev 100:1205

    CAS  Google Scholar 

  5. Resconi L, Cavallo L, Fait A, Piemontesi F (2000) Chem Rev 100:1253

    CAS  Google Scholar 

  6. Britovsek GJP, Gibson VC, Wass DF (1999) Angew Chem Int Ed 38:428

    CAS  Google Scholar 

  7. Ittel SD, Johnson LK, Brookhart M (2000) Chem Rev 100:1169

    CAS  Google Scholar 

  8. Hou Z, Wakatsuki Y (2002) Coord Chem Rev 231:1

    CAS  Google Scholar 

  9. Suzuki Y, Terao H, Fujita T (2003) Bull Chem Soc Jpn 76:1493

    CAS  Google Scholar 

  10. Gibson VC, Spitzmesser SK (2003) Chem Rev 103:283

    CAS  Google Scholar 

  11. Gambarotta S (2003) Coord Chem Rev 237:229

    CAS  Google Scholar 

  12. Makio H, Fujita T (2007) Polymerization of alkenes. In: Hiyama T (ed) Comprehensive organometallic chemistry III. Elsevier, Oxford

    Google Scholar 

  13. Saitoh J, Mitani M, Matsui S, Sugi M, Tohi Y, Tsutsui T, Fujita T, Nitabaru M, Makio H (1998) EP-0874005, April 26

    Google Scholar 

  14. Matsui S, Tohi Y, Mitani M, Saito J, Makio H, Tanaka H, Nitabaru M, Nakano T, Fujita T (1999) Chem Lett 1065

    Google Scholar 

  15. Matsui S, Mitani M, Saito J, Tohi Y, Makio H, Tanaka H, Fujita T (1999) Chem Lett 28:1263

    Google Scholar 

  16. Matsugi T, Fujita T (2008) Chem Soc Rev 37:1264

    CAS  Google Scholar 

  17. Mitani M, Saito J, Ishii S, Nakayama Y, Makio H, Matsukawa N, Matsui S, Mohri J, Furuyama R, Terao H, Bando H, Tanaka H, Fujita T (2004) Chem Rec 4:137

    CAS  Google Scholar 

  18. Strauch J, Warren TH, Erker G, Fröhlich R, Saarenketo P (2000) Inorg Chim Acta 300–302:810

    Google Scholar 

  19. Bochmann M (1996) J Chem Soc Dalton Trans 3:255

    Google Scholar 

  20. Kaminsky W (1998) J Chem Soc Dalton Trans 9:1413

    Google Scholar 

  21. Coates GW, Hustad PD, Reinartz S (2000) Chem Rev 100:1223

    CAS  Google Scholar 

  22. Mason AF, Tian J, Hustad PD, Lobkovsky EB, Coates GW (2002) Isr J Chem 42:301

    CAS  Google Scholar 

  23. Tohi Y, Makio H, Matsui S, Onda M, Fujita T (2003) Macromolecules 36:523

    CAS  Google Scholar 

  24. Makio H, Fujita T (2004) Macromol Symp 213:221

    CAS  Google Scholar 

  25. Tohi Y, Nakano T, Makio H, Matsui S, Fujita T, Yamaguchi T (2004) Macromol Chem Phys 205:1179

    CAS  Google Scholar 

  26. Cherian AE, Lobkovsky EB, Coates GW (2005) Macromolecules 38:6259

    CAS  Google Scholar 

  27. Pärssinen A, Luhtanen T, Klinga M, Pakkanen T, Leskelä M, Repo T (2007) Organometallics 26:3690

    Google Scholar 

  28. Johnson AL, Davidson MG, Lunn MD, Mahon MF (2006) Eur J Inorg Chem 15:3088

    Google Scholar 

  29. Milano G, Cavallo L, Guerra G (2002) J Am Chem Soc 124:13368

    CAS  Google Scholar 

  30. Axenov KV, Klinga M, Lehtonen O, Koskela HT, Leskelae M, Repo T (2007) Organometallics 26:1444

    CAS  Google Scholar 

  31. Bei X, Swenson DC, Fordan RF (1997) Organometallics 16:3282

    CAS  Google Scholar 

  32. Matsui S, Mitani M, Saito J, Tohi Y, Makio H, Matsukawa N, Takagi Y, Tsuru K, Nitabaru M, Nakano T, Tanaka H, Kashiwa N, Fujita T (2001) J Am Chem Soc 123:6847

    CAS  Google Scholar 

  33. Makio H, Fujita T (2009) Acc Chem Res 42:1532

    CAS  Google Scholar 

  34. Bryliakov KP, Kravtsov EA, Lewis BL, Talsi EP, Bochmann M (2007) Organometallics 26:288

    CAS  Google Scholar 

  35. Bryliakov KP, Kravtsov EA, Pennington DA, Lancaster SJ, Bochmann M, Brintzinger HH, Talsi EP (2005) Organometallics 24:5660

    CAS  Google Scholar 

  36. Makio H, Oshiki T, Takai K, Fujita T (2005) Chem Lett 34:1382

    CAS  Google Scholar 

  37. Kravtsov EA, Bryliakov KP, Semikolenova NV, Zakharov VA, Talsi EP (2007) Organometallics 26:4810

    CAS  Google Scholar 

  38. Saito J, Mitani M, Matsui S, Kashiwa N, Fujita T (2000) Macromol Rapid Commun 21:1333

    CAS  Google Scholar 

  39. Saito J, Mitani M, Matsui S, Tohi Y, Makio H, Nakano T, Tanaka H, Kashiwa N, Fujita T (2002) Macromol Chem Phys 203:59

    CAS  Google Scholar 

  40. Chen EY-X, Marks TJ (2000) Chem Rev 100:1391

    CAS  Google Scholar 

  41. Bochmann M, Lancaster SJ (1994) Angew Chem Int Ed Engl 33:1634

    Google Scholar 

  42. Matsui S, Mitani M, Saito J, Matsukawa N, Tanaka H, Nakano T, Fujita T (2000) Chem Lett 554

    Google Scholar 

  43. Makio H, Kashiwa N, Fujita T (2002) Adv Synth Catal 344:477

    CAS  Google Scholar 

  44. Ishii S, Mitani M, Saito J, Matsuura S, Kojoh S, Kashiwa N, Fujita T (2002) Chem Lett 740

    Google Scholar 

  45. Matsukawa N, Matsui S, Mitani M, Saito J, Tsuru K, Kashiwa N, Fujita T (2001) J Mol Catal A 169:99

    CAS  Google Scholar 

  46. Ishii S, Saito J, Mitani M, Mohri J, Matsukawa N, Tohi Y, Matsui S, Kashiwa N, Fujita T (2002) J Mol Catal A 179:11

    CAS  Google Scholar 

  47. Ishii S, Furuyama R, Matsukawa N, Saito J, Mitani M, Tanaka H, Fujita T (2003) Macromol Rapid Commun 24:452

    CAS  Google Scholar 

  48. Terao H, Ishii S, Saito J, Matsuura S, Mitani M, Nagai N, Tanaka H, Fujita T (2006) Macromolecules 39:8584

    CAS  Google Scholar 

  49. Saito J, Tohi Y, Matsukawa N, Mitani M, Fujita T (2005) Macromolecules 38:4955

    CAS  Google Scholar 

  50. Mitani M, Yoshida Y, Mohri J, Tsuru K, Ishii S, Kojoh S, Matsugi T, Saito J, Matsukawa N, Matsui S, Nakano T, Tanaka H, Kashiwa N, Fujita T (2000) WO Patent 200155231, January 26

    Google Scholar 

  51. Saito J, Mitani M, Mohri J, Yoshida Y, Matsui S, Ishii S, Kojoh S, Kashiwa N, Fujita T (2001) Angew Chem Int Ed 40:2918

    CAS  Google Scholar 

  52. Mitani M, Mohri J, Yoshida Y, Saito J, Ishii S, Tsuru K, Matsui S, Furuyama R, Nakano T, Tanaka H, Kojoh S, Matsugi T, Kashiwa N, Fujita T (2002) J Am Chem Soc 124:3327

    CAS  Google Scholar 

  53. Kojoh S, Matsugi T, Saito J, Mitani M, Fujita T, Kashiwa N (2001) Chem Lett 822

    Google Scholar 

  54. Saito J, Mitani M, Onda M, Mohri J, Ishii S, Yoshida Y, Furuyama R, Nakano T, Kashiwa N, Fujita T (2003) Stud Surf Sci Catal 145:515

    CAS  Google Scholar 

  55. Mitani M, Nakano T, Fujita T (2003) Chem Eur J 9:2396

    CAS  Google Scholar 

  56. Furuyama R, Saito J, Ishii S, Makio H, Mitani M, Tanaka H, Fujita T (2005) J Organomet Chem 690:4398

    CAS  Google Scholar 

  57. Sakuma A, Weiser M-S, Fujita T (2007) Polym J 39:193

    CAS  Google Scholar 

  58. Kui SCF, Zhu N, Chan MCW (2003) Angew Chem Int Ed 42:1628

    CAS  Google Scholar 

  59. Chan MCW, Kui SCF, Cole JM, McIntyre GJ, Matsui S, Zhu N, Tam K-H (2006) Chem Eur J 12:2607

    CAS  Google Scholar 

  60. Chan MCW (2007) Macromol Chem Phys 208:1845

    CAS  Google Scholar 

  61. Tam K-H, Lo JCY, Guo Z, Chan MCW (2007) J Organomet Chem 692:4750

    CAS  Google Scholar 

  62. Chan MCW (2008) Chem Asian J 3:18

    CAS  Google Scholar 

  63. Yu S-M, Mecking S (2008) PMSE Prepr 98:885

    CAS  Google Scholar 

  64. Yu S-M, Mecking S (2008) J Am Chem Soc 130:13204

    CAS  Google Scholar 

  65. Suzuki Y, Kinoshita S, Shibahara A, Ishii S, Kawamura K, Inoue Y, Fujita T (2010) Organometallics 29:2394

    CAS  Google Scholar 

  66. Deckers PJW, Hessen B, Teuben JH (2002) Organometallics 21:5122

    CAS  Google Scholar 

  67. Nakayama Y, Saito J, Bando H, Fujita T (2006) Chem Eur J 12:7546

    CAS  Google Scholar 

  68. Nakayama Y, Bando H, Sonobe Y, Fujita T (2004) Bull Chem Soc Jpn 77:617

    CAS  Google Scholar 

  69. Nakayama Y, Bando H, Sonobe Y, Fujita T (2004) J Mol Catal A 213:141

    CAS  Google Scholar 

  70. Nakayama Y, Bando H, Sonobe Y, Kaneko H, Kashiwa N, Fujita T (2003) J Catal 215:171

    CAS  Google Scholar 

  71. Nakayama Y, Bando H, Sonobe Y, Suzuki Y, Fujita T (2003) Chem Lett 32:766

    CAS  Google Scholar 

  72. Bando H, Nakayama Y, Sonobe Y, Fujita T (2003) Macromol Rapid Commun 24:732

    CAS  Google Scholar 

  73. Nakayama Y, Bando H, Kaneko H, Sonobe Y, Mitani M, Kojoh S, Kashiwa N, Fujita T (2003) Stud Surf Sci Catal 145:517

    CAS  Google Scholar 

  74. Nakayama Y, Saito J, Bando H, Fujita T (2005) Macromol Chem Phys 206:1847

    CAS  Google Scholar 

  75. Nandorf C, Matsui S, Saito J, Fujita T, Klapper M, Müllen K (2006) J Polym Sci A Polym Chem 44:3103

    Google Scholar 

  76. Matoishi K, Nakatsuka S, Nakai K, Isokawa M, Nagai N, Fujita T (2010) Chem Lett 39:1028

    CAS  Google Scholar 

  77. Matoishi K, Nakai K, Nagai N, Terao H, Fujita T (2011) Catal Today 164:2

    CAS  Google Scholar 

  78. Sainath AVS, Isokawa M, Suzuki M, Ishii S, Matsuura S, Nagai N, Fujita T (2009) Macromolecules 42:4356

    CAS  Google Scholar 

  79. Makio H, Fujita T (2007) Macromol Rapid Commun 28:698

    CAS  Google Scholar 

  80. Tian J, Coates GW (2000) Angew Chem Int Ed 39:3626

    CAS  Google Scholar 

  81. Saito J, Mitani M, Mohri J, Ishii S, Yoshida Y, Matsugi T, Kojoh S, Kashiwa N, Fujita T (2001) Chem Lett 576

    Google Scholar 

  82. Mitani M, Furuyama R, Mohri J, Saito J, Ishii S, Terao H, Kashiwa N, Fujita T (2002) J Am Chem Soc 124:7888

    CAS  Google Scholar 

  83. Mitani M, Furuyama R, Mohri J, Saito J, Ishii S, Terao H, Nakano T, Tanaka H, Fujita T (2003) J Am Chem Soc 125:4293

    CAS  Google Scholar 

  84. Saito J, Mitani M, Onda M, Mohri J, Ishii S, Yoshida Y, Nakano T, Tanaka H, Matsugi T, Kojoh S, Kashiwa N, Fujita T (2001) Macromol Rapid Commun 22:1072

    CAS  Google Scholar 

  85. Lamberti M, Milano G, Cavallo L, Guerra G, Pellecchia C (2002) PMSE Prepr 87:44

    CAS  Google Scholar 

  86. Lamberti M, Pappalardo D, Zambelli A, Pellecchia C (2002) Macromolecules 35:658

    CAS  Google Scholar 

  87. Hustad PD, Mason AF, Reinartz S, Coates GW (2002) PMSE Prepr 87:54

    CAS  Google Scholar 

  88. Hustad PD, Tian J, Coates GW (2002) J Am Chem Soc 124:3614

    CAS  Google Scholar 

  89. Mazzeo M, Strianese M, Lamberti M, Santoriello I, Pellecchia C (2006) Macromolecules 39:7812

    CAS  Google Scholar 

  90. Corradini P, Guerra G, Cavallo L (2004) Acc Chem Res 37:231

    CAS  Google Scholar 

  91. Saito J, Onda M, Matsui S, Mitani M, Furuyama R, Tanaka H, Fujita T (2002) Macromol Rapid Commun 23:1118

    CAS  Google Scholar 

  92. Prasad AV, Makio H, Saito J, Onda M, Fujita T (2004) Chem Lett 33:250

    CAS  Google Scholar 

  93. Mason AF, Coates GW (2004) J Am Chem Soc 126:16326

    CAS  Google Scholar 

  94. Edson JB, Wang Z, Kramer EJ, Coates GW (2008) J Am Chem Soc 130:4968

    CAS  Google Scholar 

  95. Saito J, Suzuki Y, Fujita T (2003) Chem Lett 32:236

    CAS  Google Scholar 

  96. Saito J, Suzuki Y, Makio H, Tanaka H, Onda M, Fujita T (2006) Macromolecules 39:4023

    CAS  Google Scholar 

  97. Michiue K, Onda M, Tanaka H, Makio H, Mitani M, Fujita T (2008) Macromolecules 41:6289

    CAS  Google Scholar 

  98. Schellenberg J, Tomotsu N (2002) Prog Polym Sci 27:1925

    CAS  Google Scholar 

  99. Terao H, Iwashita A, Matsukawa N, Ishii S, Mitani M, Tanaka H, Nakano T, Fujita T (2011) ACS Catal 1:254

    CAS  Google Scholar 

  100. Makio H, Ochiai T, Tanaka H, Fujita T (2010) Adv Synth Catal 352:1635

    CAS  Google Scholar 

  101. Terao H, Iwashita A, Ishii S, Tanaka H, Yoshida Y, Mitani M, Fujita T (2009) Macromolecules 42:4359

    CAS  Google Scholar 

  102. Terao H, Ishii S, Mitani M, Tanaka H, Fujita T (2008) J Am Chem Soc 130:17636

    CAS  Google Scholar 

  103. Tian J, Hustad PD, Coates GW (2001) J Am Chem Soc 123:5134

    CAS  Google Scholar 

  104. Coates GW (2002) PMSE Prepr 86:328

    CAS  Google Scholar 

  105. Fujita M, Coates GW (2002) Macromolecules 35:9640

    CAS  Google Scholar 

  106. Ono S, Matsugi T, Matsuoka O, Kojoh S, Fujita T, Kashiwa N, Yamamoto S (2003) Chem Lett 32:1182

    CAS  Google Scholar 

  107. Radulescu A, Mathers RT, Coates GW, Richter D, Fetters LJ (2004) Macromolecules 37:6962

    CAS  Google Scholar 

  108. Furuyama R, Mitani M, Mohri J, Mori R, Tanaka H, Fujita T (2005) Macromolecules 38:1546

    CAS  Google Scholar 

  109. Ruokolainen J, Mezzenga R, Fredrickson GH, Kramer EJ, Hustad PD, Coates GW (2005) Macromolecules 38:851

    CAS  Google Scholar 

  110. Yoon J, Mathers RT, Coates GW, Thomas EL (2006) Macromolecules 39:1913

    CAS  Google Scholar 

  111. Weiser M-S, Muelhaupt R (2006) Macromol Symp 236:111

    CAS  Google Scholar 

  112. Weiser M-S, Thomann Y, Heinz L-C, Pasch H, Muelhaupt R (2006) Polymer 47:4505

    CAS  Google Scholar 

  113. Weiser M-S, Muelhaupt R (2006) Macromol Rapid Commun 27:1009

    CAS  Google Scholar 

  114. Park C, Yoon J, Thomas EL (2003) Polymer 44:6725

    CAS  Google Scholar 

  115. Hotta A, Cochran E, Ruokolainen J, Khanna V, Fredrickson GH, Kramer EJ, Shin Y-W, Shimizu F, Cherian AE, Hustad PD, Rose JM, Coates GW (2006) Proc Natl Acad Sci USA 103:15327

    CAS  Google Scholar 

  116. Arriola DJ, Carnahan EM, Hustad PD, Kuhlman RL, Wenzel TT (2006) Science 312:714

    CAS  Google Scholar 

  117. Arriola DJ, Carnahan EM, Hustad PD, Kuhlman RL, Wenzel TT (2006) Polym Prepr 47:513

    CAS  Google Scholar 

  118. Hustad PD, Kuhlman RL, Carnahan EM, Wenzel TT, Arriola DJ (2008) Macromolecules 41:4081

    CAS  Google Scholar 

  119. Wang HP, Khariwala DU, Cheung W, Chum SP, Hiltner A, Baer E (2007) Macromolecules 40:2852

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Terunori Fujita .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2011 Springer Science+Business Media B.V.

About this chapter

Cite this chapter

Iwashita, A., Makio, H., Fujita, T. (2011). Phenoxy–Imine Group 4 Metal Complexes for Olefin (co)Polymerization Including Polar Monomer Copolymerization. In: CAMPORA, J., GIAMBASTIANI, G. (eds) Olefin Upgrading Catalysis by Nitrogen-based Metal Complexes II. Catalysis by Metal Complexes, vol 36. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-0696-5_1

Download citation

Publish with us

Policies and ethics