Science Advances

Supplementary Materials

This PDF file includes:

  • Supplementary Materials and Methods
  • Supplementary Text
  • fig. S1. Ru-based metathesis catalysts tested in the isomerizing hexenolysis, including second-generation indenylidene-ruthenium complexes Umicore M41 (Ru-2) and M31 (Ru-3) and Hoveyda-type catalysts Umicore M51 (Ru-4), M72 SIMes (Ru-5), and M74 SIMes (Ru-6).
  • fig. S2. Olefin blends obtained by isomerizing hexenolysis with different Ru catalysts.
  • fig. S3. State-of-the-art isomerization catalysts tested in the isomerizing hexenolysis.
  • fig. S4. Mass-corrected GC with IC-1.
  • fig. S5. Mass-corrected GC with IC-2.
  • fig. S6. Gas chromatogram with IC-3.
  • fig. S7. Gas chromatogram with IC-4.
  • fig. S8. Mass-corrected GC with IC-5.
  • fig. S9. Mass-corrected GC with IC-6.
  • fig. S10. Mass-corrected GC with IC-7.
  • fig. S11. Mass-corrected GC with IC-8.
  • fig. S12. Mass-corrected gas chromatogram with 0 equiv 1-hexene.
  • fig. S13. Mass-corrected gas chromatogram with 0.3 equiv 1-hexene.
  • fig. S14. Mass-corrected gas chromatogram with 1 equiv 1-hexene.
  • fig. S15. Mass-corrected gas chromatogram with 1.5 equiv 1-hexene.
  • fig. S16. Calculated boiling point curves of RME product blends after isomerizing cross-metathesis with different amounts 1-hexene, along with pure RME and petrodiesel.
  • fig. S17. Boiling point curves of commercial diesel and biodiesel (RME) before and after isomerizing hexenolysis.
  • fig. S18. Experimental chain length distributions; MCL: 12.9; 14.4; 17.5.
  • fig. S19. Simulated distributions; turnover number (TON) M = 30,000; TON I = 7500; MCL: 10.3; 13.8; 17.3.
  • fig. S20. Simulated distributions; TON M = 30,000; TON I = 15,000; MCL: 10.4; 13.7; 16.8.
  • fig. S21. Simulated distributions; TON M = 30,000; TON I = 30,000; MCL: 10.5; 13.5; 16.4.
  • fig. S22. Simulated distributions; TON M = 20,000; TON I = 5,000; MCL: 10.2; 13.8; 17.5.
  • fig. S23. Simulated distributions; TON M = 40,000; TON I = 10,000; MCL: 10.3; 11.7; 15.1.
  • fig. S24. Mass-corrected gas chromatogram of the mixture obtained by sequential isomerizing ethenolysis.
  • fig. S25. Additional Ru-based metathesis catalysts tested in the isomerizing ethenolysis.
  • fig. S26. Raw gas chromatograms of the product mixture obtained by single-step isomerizing ethenolysis before and after hydrogenation.
  • fig. S27. Mass-corrected gas chromatogram of the product mixture obtained by single-step isomerizing ethenolysis.
  • fig. S28. Boiling point curves of commercial diesel and biodiesel (RME) before and after isomerizing ethenolysis.
  • fig. S29. Experimental chain length distributions; MCL: 12.3; 13.2; 15.7.
  • fig. S30. Simulated distributions; TON M = 30,000; TON I = 15,000; MCL: 8.9; 12.3; 15.7.
  • fig. S31. Experimental chain length distributions; MCL: 12.3; 11.8; 13.9.
  • fig. S32. Simulated distributions; TON M = 15,000; TON I = 3000; MCL: 7.6; 10.6; 13.6.
  • table S1. Product distributions obtained experimentally by isomerizing hexenolysis of RME.
  • table S2. Equilibrium product distributions calculated for the isomerizing hexenolysis of RME.
  • table S3. Comparison of product distributions obtained from isomerizing hexenolysis of RME.
  • table S4. Optimization of the one-step isomerizing ethenolysis of RME.
  • table S5. EN ISO 3405 distillation data of isomerizing metathesis reactions with RME.
  • Legend for movie S1
  • Legend for data file S1
  • References (37–49)

Download PDF

Other Supplementary Material for this manuscript includes the following:

  • movie S1 (.mp4 format). Webra “Winner” 2.5-cm3 self-igniting model diesel engine operated with the fuel obtained via isomerizing ethenolysis of rapeseed methyl ester.
  • data file S1 (.m format). MatLab simulation.

Files in this Data Supplement: