Skip to main content
SpringerLink
Log in

FI Catalysts for Olefin Oligomerization and Polymerization: Production of Useful Olefin-Based Materials by Unique Catalysis

  • Original Paper
  • Published:
Topics in Catalysis Aims and scope Submit manuscript

Abstract

This contribution highlights the uniqueness of FI catalysts (phenoxy-imine ligated group 4 metal complexes) for olefin coordination insertion catalysis. FI catalysts possess characteristic structural and electronic features that are different from those of group 4 metallocene catalysts. These special features in turn initiate versatile catalytic properties that result in useful olefin-based materials some of which have already been commercialized.

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

Fig. 1
Scheme 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Scheme 2
Fig. 8
Fig. 9
Scheme 3
Fig. 10
Fig. 11
Fig. 12
Fig. 13
Fig. 14
Fig. 15
Fig. 16
Scheme 4
Fig. 17
Fig. 18
Fig. 19
Fig. 20
Fig. 21
Fig. 22
Scheme 5
Scheme 6
Fig. 23
Scheme 7
Fig. 24

Similar content being viewed by others

References

  1. Fujita T (2007) Kagakukeizai (Chemical Economy) January p 47

  2. Vasile C (ed) (2000) Handbook of Polyolefins, 2nd edn. Marcel Dekker New York

  3. Galli P, Vecellio G (2001) Prog Polym Sci 26:1287

    Article  CAS  Google Scholar 

  4. Brintzinger H-H, Fischer D, Mülhaupt R, Rieger B, Waymouth RM (1995) Angew Chem Int Ed Engl 34:1143

    Article  CAS  Google Scholar 

  5. Bochmann M (1996) J Chem Soc Dalton Trans 255

  6. McKnight AL, Waymouth RM (1998) Chem Rev 98:2587

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  8. Ittel SV, Johnson LK, Brookhart M (2000) Chem Rev 100:1169

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  10. Hagen H, Boersma J, van Koten G (2002) Chem Soc Rev 31:357

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  13. Kempe R (2003) Eur J Inorg Chem 791

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

    Article  CAS  Google Scholar 

  15. Gromada J, Carpentier J-F, Mortreux A (2004) Coord Chem Rev 248:397

    Article  CAS  Google Scholar 

  16. Stephan DW (2005) Organometallics 24:2548

    Article  CAS  Google Scholar 

  17. Bolton PD, Mountford P (2005) Adv Synth Catal 347:355

    Article  CAS  Google Scholar 

  18. Zeimentz PM, Arndt S, Elvidge BR, Okuda J (2006) Chem Rev 106:2404

    Article  CAS  Google Scholar 

  19. Nomura K, Zhang S (2011) Chem Rev 111:2342

    Article  CAS  Google Scholar 

  20. Redshaw C, Tang Y (2012) Chem Soc Rev 41:4484

    Article  CAS  Google Scholar 

  21. Matsui S, Fujita T (2001) Catal Today 66:63

    Article  CAS  Google Scholar 

  22. Yoshida Y, Matsui S, Fujita T (2005) J Organomet Chem 690:4382

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  24. Yoshida Y, Matsui S, Takagi Y, Mitani M, Nitabaru M, Nakano T, Tanaka H, Fujita T (2000) Chem Lett 1270

  25. Matsugi T, Matsui S, Kojoh S, Takagi Y, Inoue Y, Fujita T, Kashiwa N (2001) Chem Lett 566

  26. Inoue Y, Nakano T, Tanaka H, Kashiwa N, Fujita T (2001) Chem Lett 1060

  27. Suzuki Y, Kashiwa N, Fujita T (2002) Chem Lett 358

  28. Matsugi T, Matsui S, Kojoh S, Takagi Y, Inoue Y, Nakano T, Fujita T, Kashiwa N (2002) Macromolecules 35:4880

    Article  CAS  Google Scholar 

  29. Suzuki Y, Inoue Y, Tanaka H, Fujita T (2004) Macromol Rapid Commun 25:493

    Article  CAS  Google Scholar 

  30. Suzuki Y, Tanaka H, Oshiki T, Takai K, Fujita T (2006) Chem Asian J 1:878

    Article  CAS  Google Scholar 

  31. Michiue K, Oshiki T, Takai K, Mitani M, Fujita T (2009) Organometallics 28:6450

    Article  CAS  Google Scholar 

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

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

  34. 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

    Article  CAS  Google Scholar 

  35. Arai N, Ohkuma T (2012) Chem Rec 12:284

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  38. Nakayama Y, Kawai K, Fujita T (2010) J Jpn Petrol Inst 53:111

    Article  CAS  Google Scholar 

  39. Makio H, Terao H, Iwashita A, Fujita T (2011) Chem Rev 111:2363

    Article  CAS  Google Scholar 

  40. 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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  42. Ishii S, Mitani M, Saito J, Matsuura S, Furuyama R, Fujita T (2003) Stud Surf Sci Catal 145:49

    Article  CAS  Google Scholar 

  43. 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

    Article  CAS  Google Scholar 

  44. 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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  51. Bryliakov KP, Talsi EP, Möller HM, Baier MC, Mecking S (2010) Organometallics 29:4428

    Article  CAS  Google Scholar 

  52. Möller HM, Baier MC, Mecking S, Talsi EP, Bryliakov KP (2012) Chem Eur J 18:848

    Article  CAS  Google Scholar 

  53. Bryliakov KP, Talsi EP (2012) Coord Chem Rev 256:2994

    Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  57. So L-C, Liu C-C, Chan MCW, Lo JCY, Sze K-H, Zhu N (2012) Chem Eur J 18:565

    Article  CAS  Google Scholar 

  58. Liu C-C, So L-C, Lo JCY, Chan MCW, Kaneyoshi H, Makio H (2012) Organometallics 31:5274

    Article  CAS  Google Scholar 

  59. Weberski MP Jr, Chen C, Delferro M, Zuccaccia C, Macchioni A, Marks TJ (2012) Organometallics 31:3773

    Article  CAS  Google Scholar 

  60. Osichow A, Göttker-Schnetmann I, Mecking S (2013) Organometallics 32:5239

    Article  CAS  Google Scholar 

  61. Rastogi S, Yao Y, Ronca S, Bos J, van der Eem J (2011) Macromolecules 44:5558

    Article  CAS  Google Scholar 

  62. Coates GW, Hustad PD, Reinartz S (2002) Angew Chem Int Ed 41:2236

    Article  CAS  Google Scholar 

  63. Domski GJ, Rose JM, Coates GW, Bolig AD, Brookhart M (2007) Prog Polym Sci 32:30

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  65. Mitani M, Mohri J, Furuyama R, Ishii S, Fujita T (2003) Chem Lett 32:238

    Article  CAS  Google Scholar 

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

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  71. Mason AF, Coates GW (2004) J Am Chem Soc 126:10798

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  74. Furuyama R, Saito J, Ishii S, Mitani M, Matsui S, Tohi Y, Makio H, Matsukawa N, Tanaka H, Fujita T (2003) J Mol Catal A 200:31

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

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

    Article  CAS  Google Scholar 

  78. 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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  81. 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

    Article  CAS  Google Scholar 

  82. Makio H, Tohi Y, Saito J, Onda M, Fujita T (2003) Macromol Rapid Commun 24:894

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  85. Makio H, Prasad AV, Terao H, Saito J, Fujita T (2013) Dalton Trans 42:9112

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  87. Caporaso L, Loria M, Mazzeo M, Michiue K, Nakano T, Fujita T, Cavallo L (2012) Macromolecules 45:8588

    Article  CAS  Google Scholar 

  88. Makio H, Fujita T (2005) Bull Chem Soc Jpn 78:52

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  92. Bei X, Swenson DC, Jordan RF (1997) Organometallics 16:3282

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  94. Knight PD, Clarke AJ, Kimberley BS, Jackson RA, Scott P (2002) Chem Commun 352

  95. Matsukawa N, Ishii S, Furuyama R, Saito J, Mitani M, Makio H, Tanaka H, Fujita T (2003) e-Polymers 3:258

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

    Article  CAS  Google Scholar 

  97. Ishii S, Saito J, Matsuura S, Suzuki Y, Furuyama R, Mitani M, Nakano T, Kashiwa N, Fujita T (2002) Macromol Rapid Commun 23:693

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  101. Yoshida Y, Nakano T, Tanaka H, Fujita T (2002) Isr J Chem 42:353

    Article  CAS  Google Scholar 

  102. Unezaki T (2012) Polyfile 49:38

    Google Scholar 

  103. Mitani M, Fujita T (2013) Kobunshi (Polymers) 62:230

    CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  105. Matsugi T, Iwashita A, Terao H, Nakayama Y, Matsukawa N, Murata S, Karino T, Ishii S (2011) Jpn Pat Appl JP2011-231291A

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  113. Severn JR, Chadwick JC, Duchateau R, Friederichs N (2005) Chem Rev 105:4073

    Article  CAS  Google Scholar 

  114. 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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  116. Iwashita A, Chan MCW, Makio H, Fujita T (2014) Catal Sci Technol 4:599

    Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  119. Shiono T, Soga K (1992) Macromol Rapid Commun 13:371

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

  122. Kinoshita S, Kawamura K, Fujita T (2011) Chem Asian J 6:284

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  125. Nakayama N, Takaki T, Fukumoto H, Matoishi K, Nakatsuka S, Nagai N, Takahashi E, Enomoto Y (2010) WO 2010/103856

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  128. Nishino F, Karino T, Onogi T, Murata S, Matsukawa N, Yoshida Y, Nakayama Y (2012) WO 2012/053261

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

    Article  CAS  Google Scholar 

  130. German I, Kelhifi W, Norsic S, Boisson C, D’Agosto F (2013) Angew Chem Int Ed 52:3438

    Article  CAS  Google Scholar 

  131. Makio H, Ochiai T, Mohri J, Takeda K, Shimazaki T, Usui Y, Matsuura S, Fujita T (2013) J Am Chem Soc 135:8177

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  134. Otten E, Batinas AA, Meetsma A, Hessen B (2009) J Am Chem Soc 131:5298

    Article  CAS  Google Scholar 

  135. Huang J, Wu T, Qian Y (2003) Chem Commun 2816

Download references

Author information

Authors and Affiliations

  1. Mitsui Chemicals Singapore R&D Centre, Pte. Ltd, 50 Science Park Road, #06-08 The Kendall, Science Park II, Singapore, 117406, Singapore

    Terunori Fujita

  2. New Products Development Laboratory, Mitsui Chemicals, Inc, 580-32 Nagaura, Sodegaura, Chiba, 299-0265, Japan

    Koji Kawai

Authors
  1. Terunori Fujita
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Koji Kawai
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Terunori Fujita.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Fujita, T., Kawai, K. FI Catalysts for Olefin Oligomerization and Polymerization: Production of Useful Olefin-Based Materials by Unique Catalysis. Top Catal 57, 852–877 (2014). https://doi.org/10.1007/s11244-014-0246-z

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11244-014-0246-z

Keywords

Search

Navigation