Cited by 152Zeolite Catalysis and SynthesisMetal-Organic Frameworks: Synthesis and ApplicationsMembrane Separation and Gas Transport

Sustainable Separations of C 4 ‐Hydrocarbons by Using Microporous Materials

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Gehre, Mascha, Guo, Zhiyong, Rothenberg, Gadi, Tanase, Stefania·2017·ChemSusChem

Abstract

Petrochemical refineries must separate hydrocarbon mixtures on a large scale for the production of fuels and chemicals. Typically, these hydrocarbons are separated by distillation, which is extremely energy intensive. This high energy cost can be mitigated by developing materials that can enable efficient adsorptive separation. In this critical review, the principles of adsorptive separation are outlined, and then the case for C 4 separations by using zeolites and metal–organic frameworks (MOFs) is examined. By analyzing both experimental and theoretical studies, the challenges and opportunities in C 4 separation are outlined, with a focus on the separation mechanisms and structure–selectivity correlations. Zeolites are commonly used as adsorbents and, in some cases, can separate C 4 mixtures well. The pore sizes of eight‐membered‐ring zeolites, for example, are in the order of the kinetic diameters of C 4 isomers. Although zeolites have the advantage of a rigid and highly stable structure, this is often difficult to functionalize. MOFs are attractive candidates for hydrocarbon separation because their pores can be tailored to optimize the adsorbate–adsorbent interactions. MOF‐5 and ZIF‐7 show promising results in separating all C 4 isomers, but breakthrough experiments under industrial conditions are needed to confirm these results. Moreover, the flexibility of the MOF structures could hamper their application under industrial conditions. Adsorptive separation is a promising viable alternative and it is likely to play an increasingly important role in tomorrow's refineries.

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  • Zeolites and MOFs are the most promising adsorbents for adsorptive separation of C2-C4 alkenes from alkanes.

    “Studies on the adsorptive separation of C2–C4 alkenes from alkanes have been carried out on different adsorbents, out of which zeolites and MOFs are the most promising.363,624”

    From Zeolites in Adsorption Processes: State of the Art and Future Prospects (2022) · cites this paper as [363]

    The section “Zeolites and MOFs: Two Classes of Microporous Materials” identifies both as highly relevant to C4 separations, and the review describes promising C4 results. It does not establish that they are the most promising adsorbents across C2–C4 alkene/alkane separations; its assessment focuses on C4 hydrocarbons. (LLM, conf=0.85)

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Research works printed but not linked: 68

  1. [1]M. Bender, ChemBioEng Rev. 2014, 1, 136– 147.
  2. [2]J. Schulze, M. Homann, C4-Hydrocarbons and Derivatives: Resources, Production, Marketing, Springer, Berlin, 1989, pp. 1– 3.
  3. [3]B. S. Greensfelder, H. H. Voge, Ind. Eng. Chem. Res. 1945, 37, 514– 520.
  4. [4]P. Huang, X.-J. Zhang, X.-F. Mao, Energy Fuels 2015, 29, 86– 90.
  5. [5]Y. Weimin, Chem. Ind. Eng. Prog. 2015, 34, 1– 9.
  6. [6]G.-S. J. Lee, J. H. McCain, M. M. Bhasin in Kent and Riegel's Handbook of Industrial Chemistry and Biotechnology (Ed.: J. A. Kent), Springer, Boston, 2007, pp. 345– 403.
  7. [7]B. Tijsebaert, C. Varszegi, H. Gies, F.-S. Xiao, X. Bao, T. Tatsumi, U. Muller, D. De Vos, Chem. Commun. 2008, 2480– 2482. 18491021
  8. [12]Z. R. Herm, E. D. Bloch, J. R. Long, Chem. Mater. 2014, 26, 323– 338.
  9. [13]F.-X. Coudert in Metal–Organic Frameworks: Applications from Catalysis to Gas Storage (Ed.: D. Farrusseng), Wiley-VCH, Weinheim, 2011, pp. 49– 68.
  10. [14]C. Gücüyener, J. van den Bergh, A. M. Joaristi, P. C. M. M. Magusin, E. J. M. Hensen, J. Gascon, F. Kapteijn, J. Mater. Chem. 2011, 21, 18386– 18397.
  11. [15]F. Wang, W. Wang, S. Huang, J. Teng, Z. Xie, Chin. J. Chem. Eng. 2007, 15, 376– 386.
  12. [16]O. K. Farha, I. Eryazici, N. C. Jeong, B. G. Hauser, C. E. Wilmer, A. A. Sarjeant, R. Q. Snurr, S. T. Nguyen, A. Ö. Yazaydın, J. T. Hupp, J. Am. Chem. Soc. 2012, 134, 15016– 15021. 22906112
  13. [17]W. Zhu, F. Kapteijn, J. A. Moulijn, J. C. Jansen, Phys. Chem. Chem. Phys. 2000, 2, 1773– 1779.
  14. [18]X. Tian, X. Zhang, L. Wei, S. Zeng, L. Huang, S. Zhang, Green Chem. 2010, 12, 1263– 1273.
  15. [20]M. Hartmann, S. Kunz, D. Himsl, O. Tangermann, S. Ernst, A. Wagener, Langmuir 2008, 24, 8634– 8642. 18611044
  16. [21]L. Alaerts, M. Maes, M. A. van der Veen, P. A. Jacobs, D. E. De Vos, Phys. Chem. Chem. Phys. 2009, 11, 2903– 2911. 19421505
  17. [22]F. Tielens, J. F. M. Denayer, I. Daems, G. V. Baron, W. J. Mortier, P. Geerlings, J. Phys. Chem. B 2003, 107, 11065– 11071.
  18. [23]M. A. Granato, N. Lamia, T. J. H. Vlugt, A. E. Rodrigues, Ind. Eng. Chem. Res. 2008, 47, 6166– 6174.
  19. [24]N. Lamia, M. A. Granato, P. S. Á. Gomes, C. A. Grande, L. Wolff, P. Leflaive, D. Leinekugel-le-Cocq, A. E. Rodrigues, Sep. Sci. Technol. 2009, 44, 1485– 1509.
  20. [25]J. H. ter Horst, S. T. Bromley, G. M. van Rosmalen, J. C. Jansen, Microporous Mesoporous Mater. 2002, 53, 45– 57.
  21. [26]I. Senkovska, S. Kaskel, Chem. Commun. 2014, 50, 7089– 7098. 24722662
  22. [27]G. Férey, Chem. Soc. Rev. 2008, 37, 191– 214. 18197340
  23. [28]Y.-S. Li, F.-Y. Liang, H. Bux, A. Feldhoff, W.-S. Yang, J. Caro, Angew. Chem. Int. Ed. 2010, 49, 548– 551; 19943310 Angew. Chem. 2010, 122, 558– 561.
  24. [29]N. Nijem, H. Wu, P. Canepa, A. Marti, K. J. Balkus, T. Thonhauser, J. Li, Y. J. Chabal, J. Am. Chem. Soc. 2012, 134, 15201– 15204. 22946693
  25. [30]C. Serre, F. Millange, C. Thouvenot, M. Noguès, G. Marsolier, D. Louër, G. Férey, J. Am. Chem. Soc. 2002, 124, 13519– 13526. 12418906
  26. [31]M. Lange, M. Kobalz, J. Bergmann, D. Lassig, J. Lincke, J. Mollmer, A. Moller, J. Hofmann, H. Krautscheid, R. Staudt, R. Glaser, J. Mater. Chem. A 2014, 2, 8075– 8085.
  27. [32]J.-R. Li, J. Sculley, H.-C. Zhou, Chem. Rev. 2012, 112, 869– 932. 21978134
  28. [33]J. van den Bergh, C. Gücüyener, E. A. Pidko, E. J. M. Hensen, J. Gascon, F. Kapteijn, Chem. Eur. J. 2011, 17, 8832– 8840. 21755546
  29. [34]R. Mohr, M. B. Rao, J. Phys. Chem. B 1999, 103, 6539– 6546. 27809522
  30. [35]J. Coronas, R. D. Noble, J. L. Falconer, Ind. Eng. Chem. Res. 1998, 37, 166– 176.
  31. [36]S. W. Sohn in Zeolites in Industrial Separation and Catalysis (Ed.: Santi Kulprathipanja), Wiley-VCH, Weinheim, 2010, pp. 249– 272.
  32. [37]B. Beagley, J. Dwyer, F. R. Fitch, M. A. Zanjanchi, J. Incl. Phenom. 1985, 3, 143– 149.
  33. [38]R. Harlfinger, D. Hoppach, U. Quaschik, K. Quitzsch, Zeolites 1983, 3, 123– 128.
  34. [39]N. Lamia, L. Wolff, P. Leflaive, D. Leinekugel‐Le‐Cocq, P. S. Á. Gomes, C. A. Grande, A. E. Rodrigues, Sep. Sci. Technol. 2008, 43, 1124– 1156.
  35. [40]N. Lamia, L. Wolff, P. Leflaive, P. S. Á. Gomes, C. A. Grande, A. E. Rodrigues, Sep. Sci. Technol. 2007, 42, 2539– 2566.
  36. [42]A. M. Tsybulevski, L. M. Kustov, K. C. Weston, A. A. Greish, O. P. Tkachenko, A. V. Kucherov, Ind. Eng. Chem. Res. 2012, 51, 7073– 7080.
  37. [43]H. Kim, Y. Jung, J. Phys. Chem. Lett. 2014, 5, 440– 446. 26276589
  38. [44]J. Padin, R. T. Yang, C. L. Munson, Ind. Eng. Chem. Res. 1999, 38, 3614– 3621.
  39. [45]A. Takahashi, R. T. Yang, C. L. Munson, D. Chinn, Ind. Eng. Chem. Res. 2001, 40, 3979– 3988.
  40. [46]A. Takahashi, R. T. Yang, C. L. Munson, D. Chinn, Langmuir 2001, 17, 8405– 8413.
  41. [47]P. Van Der Voort, C. Vercaemst, D. Schaubroeck, F. Verpoort, Phys. Chem. Chem. Phys. 2008, 10, 347– 360. 18174976
  42. [48]M. Jin, S. S. Kim, Y. D. Kim, J.-N. Park, J. H. Kim, C. H. Ko, J.-N. Kim, J. M. Kim, J. Mater. Chem. A 2013, 1, 6653– 6657.
  43. [49]Y. Wei, T. E. Parmentier, K. P. de Jong, J. Zecevic, Chem. Soc. Rev. 2015, 44, 7234– 7261. 26007224
  44. [50]R. Krishna, D. Paschek, Phys. Chem. Chem. Phys. 2001, 3, 453– 462.
  45. [51]M. Fernandez, J. Kärger, D. Freude, A. Pampel, J. M. van Baten, R. Krishna, Microporous Mesoporous Mater. 2007, 105, 124– 131.
  46. [52]T. Matsufuji, N. Nishiyama, M. Matsukata, K. Ueyama, J. Membr. Sci. 2000, 178, 25– 34.
  47. [53]Z. A. E. P. Vroon, K. Keizerm M. J. Gilde, H. Veweij, A. J. Burggraaf, J. Membr. Sci. 2006, 113, 293300.
  48. [55]H. Richter, H. Voß, I. Voigt, A. Diefenbacher, G. Schuch, F. Steinbach, J. Caro, Sep. Sci. Technol. 2010, 72, 388– 394.
  49. [56]H. Voß, A. Diefenbacher, G. Schuch, H. Richter, I. Voigt, M. Noack, J. Caro, J. Membr. Sci. 2009, 329, 11– 17.
  50. [57]C. Chmelik, H. Voß, H. Bux, J. Caro, Chem. Ing. Tech. 2011, 83, 104– 112.
  51. [58]U. Lohse, E. Liiffler, K. Kosche, J. Jänchen, B. Parlitz, Zeolites 1993, 13, 549– 556.
  52. [59]M. Ghavipour, A. S. Mehr, Y. Wang, R. M. Behbahani, S. Hajimirzaee, K. Bahrami, RSC Adv. 2016, 6, 17583– 17594.
  53. [61]M. Palomino, A. Cantin, A. Corma, S. Leiva, F. Rey, S. Valencia, Chem. Commun. 2007, 1233– 1235. 17356766
  54. [62]A. Cantín, A. Corma, S. Leiva, F. Rey, J. Rius, S. Valencia, J. Am. Chem. Soc. 2005, 127, 11560– 11561. 16104706
  55. [63]L. Pan, D. H. Olson, L. R. Ciemnolonski, R. Heddy, J. Li, Angew. Chem. Int. Ed. 2006, 45, 616– 619; 16355421 Angew. Chem. 2006, 118, 632– 635.
  56. [64]A. S. Münch, J. Seidel, A. Obst, E. Weber, F. O. R. L. Mertens, Chem. Eur. J. 2011, 17, 10958– 10964. 21932235
  57. [65]H. Li, M. Eddaoudi, M. O'Keeffe, O. M. Yaghi, Nature 1999, 402, 276– 279.
  58. [66]D. J. Tranchemontagne, J. R. Hunt, O. M. Yaghi, Tetrahedron 2008, 64, 8553– 8557.
  59. [67]K. S. Park, Z. Ni, A. P. Côté, J. Y. Choi, R. Huang, F. J. Uribe-Romo, H. K. Chae, M. O'Keeffe, O. M. Yaghi, Proc. Natl. Acad. Sci. USA 2006, 103, 10186– 10191. 16798880 PMC1502432
  60. [68]K. Eum, K. C. Jayachandrababu, F. Rashidi, K. Zhang, J. Leisen, S. Graham, R. P. Lively, R. R. Chance, D. S. Sholl, C. W. Jones, S. Nair, J. Am. Chem. Soc. 2015, 137, 4191– 4197. 25774460
  61. [69]S. S.-Y. Chui, S. M.-F. Lo, J. P. H. Charmant, A. G. Orpen, I. D. Williams, Science 1999, 283, 1148– 1150. 10024237
  62. [70]C. Prestipino, L. Regli, J. G. Vitillo, F. Bonino, A. Damin, C. Lamberti, A. Zecchina, P. L. Solari, K. O. Kongshaug, S. Bordiga, Chem. Mater. 2006, 18, 1337– 1346.
  63. [71]M. K. Bhunia, J. T. Hughes, J. C. Fettinger, A. Navrotsky, Langmuir 2013, 29, 8140– 8145. 23724924
  64. [72]C. Reichenbach, G. Kalies, J. Lincke, D. Lässig, H. Krautscheid, J. Moellmer, M. Thommes, Microporous Mesoporous Mater. 2011, 142, 592– 600.
  65. [73]N. L. Rosi, J. Kim, M. Eddaoudi, B. Chen, M. O'Keeffe, O. M. Yaghi, J. Am. Chem. Soc. 2005, 127, 1504– 1518. 15686384
  66. [74]P. D. C. Dietzel, P. A. Georgiev, J. Eckert, R. Blom, T. Strassle, T. Unruh, Chem. Commun. 2010, 46, 4962– 4964. 20512182
  67. [75]P. Verma, X. Xu, D. G. Truhlar, J. Phys. Chem. C 2013, 117, 12648– 12660.
  68. [76]H. Kim, J. Park, Y. Jung, Phys. Chem. Chem. Phys. 2013, 15, 19644– 19650. 24132303

Cited by

Sorted by citations

Authors
Gehre, M., Guo, Z., Rothenberg, G., & Tanase, S.
Affiliations
  • University of Amsterdam (NL)
  • Fuzhou University (CN)
Corresponding author
Tanase, Stefania
Venue
ChemSusChem
Publisher
Wiley
Published
2017-09-18
Volume
10
Issue
20
Pages
3947-3963
ISSN
  • 1864-5631 (ISSN-L)
  • 1864-564X
OpenAlex
W2626378709
Cited by
152
References
0
Citations by year
2026: 16 · 2025: 23 · 2024: 22 · 2023: 22 · 2022: 13 · 2021: 21 · 2020: 15 · 2019: 13 · 2018: 6 · 2017: 1
FWCI
0.29
Type
journal article
Language
en
Open access
Locations
  • ChemSusChem (publishedVersion, cc-by)
  • Europe PMC (PubMed Central) (publishedVersion, cc-by)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • UvA-DARE (University of Amsterdam) (acceptedVersion, cc-by)
  • Data Archiving and Networked Services (DANS) (submittedVersion, other-oa)
Funders
Universiteit van Amsterdam
Topics
  • Physical Sciences › Chemistry › Inorganic Chemistry › Zeolite Catalysis and Synthesis
  • Physical Sciences › Chemistry › Inorganic Chemistry › Metal-Organic Frameworks: Synthesis and Applications
  • Physical Sciences › Engineering › Mechanical Engineering › Membrane Separation and Gas Transport
Keywords
adsorption separation, zeolites, metal-organic frameworks, MOF-5, ZIF-7, adsorption mechanism, breakthrough experiments, energy-efficient separation
MeSH terms
Chemical Fractionation, Hydrocarbons, Organometallic Compounds, Porosity, Zeolites, Green Chemistry Technology

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