Skip to main content
SpringerLink
Log in

Preparation of chromium catalysts bearing bispyridylamine and its performance in ethylene oligomerization

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

A series of bispyridylamine ligands and chromium complexes designed for ethylene oligomerization have been synthesized, which was made up of both neutral organic ligand and inorganic anion. The compositions of these complexes have been fully characterized by spectroscopic and analytical methods. Catalysts (Cr1–Cr4) were evaluated in detail with methylaluminoxane (MAO) as an activator in the ethylene oligomerization. As a result, Cr1 achieved a higher catalytic activity of 2.93 × 105g/(mol(Cr) h) and a higher selectivity of 55.34% toward the valuable C8 compound using toluene as the solvent. The total selectivity to LAOs was 71.2%.

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

Scheme 1
Scheme 2

Similar content being viewed by others

References

  1. Jenner G (1997) Appl Catal A-Gen 153:254–255

    Article  CAS  Google Scholar 

  2. Skupinska J (1991) Chem Rev 91:613–648

    Article  CAS  Google Scholar 

  3. Davidson JM (1994) Chem Eng Sci 49:430–431

    Article  Google Scholar 

  4. Small BL, Brookhart M (1998) J Am Chem Soc 120:7143–7144

    Article  CAS  Google Scholar 

  5. Britovsek GJP, Bruce M, Gibson VC, Kimberley BS, Maddox PJ, Mastroianni S, McTavish SJ, Redshaw C, Solan GA, Strömberg S, White AJP, Williams DJ (1999) J Am Chem Soc 121:8728–8740

    Article  CAS  Google Scholar 

  6. Stürzel M, Mihan S, Mülhaupt R (2016) Chem Rev 116:1398–1433

    Article  Google Scholar 

  7. Guo N, Hu MY, Feng Y, Zhu SF (2015) Org Chem Front 2:692–696

    Article  CAS  Google Scholar 

  8. Rezayee NM, Samblanet DC, Sanford MS (2016) ACS Catal 6:6377–6388

    Article  CAS  Google Scholar 

  9. Chakraborty S, Dai H, Bhattacharya P, Fairweather NT, Gibson MS, Krause JA, Guan H (2014) J Am Chem Soc 46:7869–7872

    Article  Google Scholar 

  10. Werkmeister S, Junge K, Wendt B, Alberico E, Jiao H, Baumann W, Junge H, Gallou F, Beller M (2014) Angew Chem Int Ed 53:8722–8726

    Article  CAS  Google Scholar 

  11. Hu P, Diskin-Posner Y, Ben-David Y, Milstein D (2014) ACS Catal 4:2649–2652

    Article  CAS  Google Scholar 

  12. Flisak Z, Sun WH (2015) ACS Catal 5:4713–4724

    Article  CAS  Google Scholar 

  13. Zhang W, Sun WH, Redshaw C (2013) Dalton Trans 42:8988–8997

    Article  CAS  Google Scholar 

  14. Campora J, Giambastiani G (eds) (2011) Olefin upgrading catalysis by nitrogen-based metal complexes I, state-of-the-art and perspectives. Springer, Berlin. https://doi.org/10.1007/9789048138159

    Book  Google Scholar 

  15. Talsi EP, Bryliakov KP (2012) Coord Chem Rev 256:1418–1434

    Article  CAS  Google Scholar 

  16. Do LH, Labinger JA, Bercaw JE (2013) ACS Catal 3:2582–2585

    Article  CAS  Google Scholar 

  17. Zhou Y, Wu H, Xu S, Zhang X, Shi M, Zhang J (2015) Dalton Trans 44:9545–9550

    Article  CAS  Google Scholar 

  18. Tomov AK, Chirinos JJ, Jones DJ, Long RJ, Gibson VC (2005) J Am Chem Soc 127:10166–10167

    Article  CAS  Google Scholar 

  19. Small BL, Carney MJ, Holman DM, O’Rourke CE, Halfen JA (2004) Macromolecules 37:4375–4386

    Article  CAS  Google Scholar 

  20. McGuinness DS, Gibson VC, Wass DF, Steed JW (2003) J Am Chem Soc 125:12716–12717

    Article  CAS  Google Scholar 

  21. Sun WH, Kong SL, Chai WB, Shiono T, Redshaw C, Hu XQ, Guo CY, Hao X (2012) Appl Catal A Gen 447:67–73

    Article  Google Scholar 

  22. Licciulli S, Thapa I, Albahily K, Korobkov I, Gambarotta S, Duchateau R, Chevalier R, Schuhen K (2010) Angew Chem Int Ed 49:9225–9228

    Article  CAS  Google Scholar 

  23. Wang J, Liu JY, Lan TY, Chen LD, Wang LB (2019) J Coord Chem. https://doi.org/10.1080/00958972.2019.1587164

    Article  Google Scholar 

  24. Köhn RD, Haufe M, Mihan S, Lilge D (2000) Chem Commun 19:1927–1928

    Article  Google Scholar 

  25. Small BL, Carney MJ, Holman DM, O’Rourke CE, Halfen JA (2004) Macromolecules 37:4375–4386

    Article  CAS  Google Scholar 

  26. Zhang J, Li AF, Hor TSA (2009) Organometallics 28:2935–2937

    Article  CAS  Google Scholar 

  27. Bollmann A, Blann K, Dixon JT, Hess FM, Killian E, Maumela H, McGuinness DS, Morgan DH, Neveling A, Otto S, Overett M, Slawin AMZ, Wasserscheid P, Kuhlmann S (2004) J Am Chem Soc 126:14712–14713

    Article  CAS  Google Scholar 

  28. Overett MJ, Blann K, Bollmann A, Dixon JT, Haasbroek D, Killian E, Maumela H, McGuinness DS, Morgan DH (2005) J Am Chem Soc 127:10723–10730

    Article  CAS  Google Scholar 

  29. Walsh R, Morgan DH, Bollmann A, Dixon JT (2006) Appl Catal A-Gen 306:184–191

    Article  CAS  Google Scholar 

  30. Son KS, Waymouth RM (2010) Organometallics 29:3515–3520

    Article  CAS  Google Scholar 

  31. Huang CB, Huang YF, Ma YP, Solan GA, Sun Y, Hu XQ, Sun WH (2018) Dalton Trans 47:13487–13497

    Article  CAS  Google Scholar 

  32. Zhang YF, Huang CB, Hao X, Hu XQ, Sun WH (2016) Rsc Adv 6:91401–91408

    Article  CAS  Google Scholar 

  33. Zhang M, Wang K, Sun W-H (2009) Dalton Trans 38:6354–6363

    Article  Google Scholar 

  34. Xiao L, Gao R, Zhang M, Li Y, Cao X, Sun WH (2009) Organometallics 28:2225–2233

    Article  CAS  Google Scholar 

  35. Gong D, Liu W, Chen T, Chen ZR, Huang KW (2014) J Mol Catal A-Chem 395:100–107

    Article  CAS  Google Scholar 

  36. Hao ZQ, Xu B, Gao W, Han Y, Zeng G, Zhang JS, Li GH, Mu Y (2015) Organometallics 34:2783–2790

    Article  CAS  Google Scholar 

  37. Yu J, Zeng Y, Huang W, Hao X, Sun WH (2011) Dalton Trans 40:8436–8443

    Article  CAS  Google Scholar 

  38. Du SZ, Kong SL, Shi QS, Mao J, Guo CY, Yi JJ, Liang TL, Sun WH (2015) Organometallics 34:582–590

    Article  CAS  Google Scholar 

  39. Jabri A, Temple C, Crewdson P, Gambarotta S, Korobkov I, Duchateau R (2006) J Am Chem Soc 128:9238–9247

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors would like to thank the National Key R & D Program of China (No. 2017YFB0306701).

Author information

Authors and Affiliations

  1. Provincial Key Laboratory of Oil & Gas Chemical Technology, College of Chemistry & Chemical Engineering, Northeast Petroleum University, Daqing, 163318, Heilongjiang Province, China

    Jun Wang, Jinyi Liu, Liduo Chen & Tianyu Lan

  2. Daqing Chemical Research Center of Petrochemical Research Institute, Daqing, 163714, Heilongjiang Province, China

    Libo Wang

Authors
  1. Jun Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jinyi Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Liduo Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Tianyu Lan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Libo Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jun Wang.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 18059 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, J., Liu, J., Chen, L. et al. Preparation of chromium catalysts bearing bispyridylamine and its performance in ethylene oligomerization. Transit Met Chem 44, 681–688 (2019). https://doi.org/10.1007/s11243-019-00333-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-019-00333-3

Search

Navigation