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Application of Ru-Containing Catalyst Based on Hypercrosslinked Polystyrene for Hydrogenation of Levulinic Acid to Gamma-Valerolactone
https://doi.org/10.18412/1816-0387-2018-2-72-84
Abstract
Hydrogenation of levulinic acid (LA) to gamma-valerolactone (GVL) is among the most promising reactions for valorization of biomass and manufacturing of fine chemicals and liquid fuels. GVL synthesized from lignocellulose biomass is, potentially, a universal semiproduct for the production of fuel additives and reagents. Development of the effective process for synthesis of GVL is of urgent importance. The catalyst containing RuO2 particles stabilized in the polymer matrix of hypercrosslinked polystyrene NM100 (5% Ru/MN100) was developed for selective hydrogenation of LA to GVL. The catalyst and the catalytic behavior was characterized using physicochemical techniques (low temperature nitrogen adsorption, TEM, REM, XPS, FTIR). The synthesized 5%-Ru/MN100 catalyst was shown to provide more than 99 % yield of GVL under mild conditions (90 °C, partial hydrogen pressure 2 MPa) in an aqueous medium that makes it competitive with the commercial 5%-Ru/C catalyst.
About the Authors
I. I. Protsenko
Tver State Technical University
Russian Federation
Russian Federation
D. A. Abusuek
Tver State Technical University
Russian Federation
Russian Federation
L. Zh. Nikoshvili
Tver State Technical University
Russian Federation
Russian Federation
A. V. Bykov
Tver State Technical University
Russian Federation
Russian Federation
V. G. Matveeva
Tver State Technical University
Russian Federation
Russian Federation
E. M. Sulman
Tver State Technical University
Russian Federation
Russian Federation
References
1. Kuwahara Y., Kaburagi W., Osada Y., Fujitani T., Yamashita H. // Catal. Today. 2017. Vol. 281. Part 3. P. 418.
2. Jiang K., Sheng D., Zhang Z., Fu J., Hou Zh., Lu X. // Catal. Today. 2016. Vol. 274. P. 55.
3. Putrakumar B., Nagaraju N., Kumar V.P., Chary K.V.R. // Catal. Today. 2015. Vol. 250. P. 209.
4. Negahdar L., Al-Shaal M.G., Holzhäuser F.J., Palkovits R. // Chem. Eng. Sci. 2017. Vol. 158. P. 545.
5. Kuwahara Y., Magatani Y., Yamashita H. // Catal. Today. 2015. Vol. 258. Part 2. P. 262.
6. Gao H., Chen J. // J. Organomet. Chem. 2015. Vol. 797. P. 165.
7. Al-Naji M., Yepez A., Balu A.M., Romero A.A., Chen Zh., Wilde N., Li H., Shih K., Gläser R., Luqueb R. // J. Mol. Catal. A. 2016. Vol. 417. P. 145.
8. Wąchała M., Grams J., Kwapiński W., Ruppert A.M. // Intern. J. Hydr. Energy. 2016. Vol. 41. P. 8688.
9. Yao Y., Wang Zh., Zhao Sh., Wang D., Wang D., Wu Zh., Zhang M. // Catal. Today. 2014. Vol. 234. P. 245.
10. Serrano-Ruiz J.C., West R.M., Dumesic J.A. // Annu. Rev. Chem. Biomol. Eng. 2010. Vol. 1. P. 79.
11. Gürbüz E.I., Alonso D.M., Bond J.Q., Dumesic J.A. // ChemSusChem. 2011. Vol. 4. P. 357.
12. Piskun A.S., Van de Bovenkamp H.H., Rasrendra C.B., Winkelman J.G.M., Heeres H.J. // Appl. Catal. A. 2016. Vol. 525. P. 158.
13. Cao Sh., Monnier J.R., Williams Ch.T., Diao W., Regalbuto J.R. // J. Catal. 2015. Vol. 326. P. 69.
14. Al-Shaal M.Gh., Calin M., Delidovich I., Palkovits R. // Catal. Commun. 2016. Vol. 75. P. 65.
15. Long X., Sun P., Li Z., Lang R., Xia Ch., Li F. // Chin. J. Catal. 2015. Vol. 36. P. 1512.
16. Testa M.L., Corbel-Demailly L., La Parola V., Venezia A.M., Pinel C. // Catal. Today. 2015.Vol. 257. Part 2. P. 291.
17. Hengst K., Schubert M., Carvalho H.W.P., Lu Ch., Kleist W., Grunwaldt J.-D. // Appl. Catal. A. 2015. Vol. 502. P. 18.
18. Kumar V.V., Naresh G., Deepa S., Bhavani P.G., Nagaraju M., Sudhakar M., Chary K.V.R., Tardio J., Bhargava S.K., Venugopal A. // Appl. Catal. A. 2017. Vol. 531. P. 169.
19. Wright W.R.H., Palkovits R. // ChemSusChem. 2012. Vol. 5. P. 1657.
20. Abdelrahman O.A., Heyden A., Bond J.Q. // ACS Catal. 2014. Vol. 4. P. 1171.
21. Xiao Ch., Goh T.-W., Qi Zh., Goes Sh., Brashler K., Perez Ch., Huang W. // ACS Catal. 2016. Vol. 6. P. 593.
22. Yan K., Yang Y., Chai J., Lu Y. // Appl. Catal. B. 2015. Vol. 179. P. 292.
23. Sudhakar M., Kantam M.L., Jaya V.S., Kishore R., Ramanujachary K.V., Venugopal A. // Catal. Commun. 2014. Vol. 50. P. 101.
24. Tang X., Zeng X., Li Zh., Hu L., Sun Y., Liu Sh., Lei T., Lin L. // Renew. Sust. Ener. Rev. 2014. Vol. 40. P. 608.
25. Lange J.-P., Price R., Ayoub P.M., Louis J., Petrus L., Clarke L., Gosselink H. // Angew. Chem. 2010. Vol. 49. P. 4479.
26. Choi S., Song Ch.W., Shin J.H., Lee S.Y. // Metab. Engin. 2015. Vol. 28. P. 223.
27. Alonso D.M., Wettstein S.G., Dumesic J.A. // Green Chem. 2013. Vol. 15. P. 584.
28. Alonso D.M., Wettstein S.G., Mellmer M.A., Gürbüz E.I., Dumesic J.A. // Energy Environ. Sci. 2013. Vol. 6. P. 76.
29. Sapunov V.N., Grigoryev M.Ye., Sulman E.M., Konyaeva M.B., Matveeva V.G. // J. Phys. Chem. A. 2013. Vol. 117. P. 4073.
30. Tsvetkova I.B., Matveeva V.G., Doluda V.Y., Bykov A.V., Sidorov A.I., Schennikov S.V., Sulman M.G., Valetsky P.M., Stein B.D., Chen Ch.-H., Sulman E.M., Bronstein L.M. // J. Mater. Chem. 2012. Vol. 22. P. 6441.
31. Manaenkov O.V., Matveeva V.G., Sulman E.M., Filatova A.E., Makeeva O.Yu., Kislitza O.V., Sidorov A.I., Doluda V.Yu., Sulman M.G. // Top. Catal. 2014. Vol. 57. P. 1476.
32. Matveeva V.G., Sulman E.M., Manaenkov O.V., Filatova A.E., Kislitza O.V., Sidorov A.I., Doluda V.Yu., Sulman M.G. // WSEAS Transactions on Biology and Biomedicine. 2015. Vol. 12. P. 51.
33. Nemygina N.A., Nikoshvili L.Zh., Matveeva V.G., Sulman M.G., Sulman E.M., Kiwi-Minsker L. // Top. Catal. 2016. Vol. 59. P. 1185.
34. Protsenko I.I., Nikoshvili L.Zh., Matveeva V.G., Sulman E.M., Rebrov E. // Chem. Eng. Trans. 2016. Vol. 52. P. 679.
35. Protsenko I.I., Nikoshvili L.Zh., Bykov A.V., Matveeva V.G., Sulman A.M., Sulman E.M., Rebrov E.V. // Green Process. Synth. 2017. Vol. 6. P. 281.
36. Nemygina N., Nikoshvili L., Bykov A., Sidorov A., Molchanov V., Sulman M., Tiamina I., Stein B., Matveeva V., Sulman E., Kiwi- Minsker L. // Org. Process Res. Dev. 2016. Vol. 20. P. 1453.
37. Jiao X., Sokolov S.V., Tanner E.E.L., Young N.P., Compton R.G. // Phys. Chem. Chem. Phys. 2017. Vol. 19. P. 64.
38. Wagner C.D., Rigs W.M., Davis L.E., Moulder J.F. Handbook of X-ray photoelectron spectroscopy. Perkin-Elmer Corporation. 1979; NIST X-ray Photoelectron Spectroscopy Database, Version 4.1 (National Institute of Standards and Technology, Gaithersburg, 2012).
39. Kim Y.D., Seitsonen A.P., Wendt S., Wang J., Fan C., Jacobi K., Over H., Ertl G. // J. Phys. Chem. B. 2001. Vol. 105. P. 3752.
40. Foelske A., Barbieri O., Hahn M., Kötz R. // Electrochem. Solid State Lett. 2006. Vol. 9. P. A268.
41. Ugur D., Storm A.J., Verberk R., Brouwer J.C., Sloof W.G. // J. Phys. Chem. C. 2012. Vol. 116. P. 26822.
42. Knapp M., Crihan D., Seitsonen A.P., Lundgren E., Resta A., Andersen J.N., Over H. // J. Phys. Chem. C. 2007. Vol. 111. P. 5363.
43. Thüne P., Moodley P., Scheijen F., Fredriksson H., Lancee R., Kropf J., Miller J., Niemantsverdriet J.W.(Hans) // J. Phys. Chem. C. 2012. Vol. 116. P. 7367.
44. Rachmady W., Vannice M.A. // J. Catal. 2000. Vol. 192. P. 322.
45. Tike M.A., Mahajani V.V. // Can. J. Chem. Eng. 2006. Vol. 84. P. 452.
46. Datsevich L.B., Muhkortov D.A. // Appl. Catal. A. 2004. Vol. 261. P. 143.
47. Bruehwiler A., Semagina N., Grasemann M., Renken A., Kiwi- Minsker L., Saaler A., Lehmann H., Bonrath W., Roessler F. // Ind. Eng. Chem. Res. 2008. Vol. 47. P. 6862.
48. Zaera F. // Prog. Surf. Sci. 2001. Vol. 69. P. 1.
49. Singh U.K., Vannice M.A. // Appl. Catal. A. 2001. Vol. 213. P. 1.
50. Mamun O., Walker E., Faheem M., Bond J.Q., Heyden A. // ACS Catal. 2017. Vol. 7. P. 215.
51. Anderson R., Buscall R., Eldridge R., Mulvaney P., Scales P. // RSC Adv. 2014. Vol. 4. P. 31914.
52. Maris E.P., Ketchie W.C., Oleshko V., Davis R.J. // J. Phys. Chem. B. 2006. Vol. 110. P. 7869.
53. Hoang L.C., Menezo J.C., Montassier C., Barbier J. // Bull. Soc. Chim. Fr. 1991. Vol. 128. P. 491.
Review
For citations:
Protsenko I.I., Abusuek D.A., Nikoshvili L.Zh., Bykov A.V., Matveeva V.G., Sulman E.M. Application of Ru-Containing Catalyst Based on Hypercrosslinked Polystyrene for Hydrogenation of Levulinic Acid to Gamma-Valerolactone. Kataliz v promyshlennosti. 2018;18(2):72-84. (In Russ.) https://doi.org/10.18412/1816-0387-2018-2-72-84
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