Tuning the properties of Ni-based catalyst via La incorporation for efficient hydrogenation of petroleum resin

doi:10.1016/j.cjche.2021.03.053

Abstract

Abstract: The hydrogenation of petroleum resin (PR) is an effective process to prepare high value-added hydrogenated PR (HPR). However, the preparation of non-noble metal-based catalysts with high catalytic activity for PR hydrogenation still remains a challenge. Herein, a La promoted Ni-based catalyst is reported through the thermal reduction of quaternary NiLaMgAl-layered double hydroxides (NiLaMgAl-LDHs). The incorporation of La is beneficial to the reduction and stability of Ni particles with reduced particle size, and the increased alkalinity effectively mitigates the breakage of molecular chains of PR. As a result, the La promoted Ni-based catalyst exhibits high catalytic activity and excellent stability for PR hydrogenation. A hydrogenation degree of 95.4% and 96.1% can be achieved for HC₅PR and HC₉PR with less reduced softening point, respectively. Notably, the hydrogenation degree still maintains at 92.7% even after 100 hours’ reaction, much better than that without La incorporation or prepared using conventional impregnation method.

Key words: Ni-based catalyst, Layered double hydroxides, Promotion effect, Petroleum resin, Hydrogenation

摘要： The hydrogenation of petroleum resin (PR) is an effective process to prepare high value-added hydrogenated PR (HPR). However, the preparation of non-noble metal-based catalysts with high catalytic activity for PR hydrogenation still remains a challenge. Herein, a La promoted Ni-based catalyst is reported through the thermal reduction of quaternary NiLaMgAl-layered double hydroxides (NiLaMgAl-LDHs). The incorporation of La is beneficial to the reduction and stability of Ni particles with reduced particle size, and the increased alkalinity effectively mitigates the breakage of molecular chains of PR. As a result, the La promoted Ni-based catalyst exhibits high catalytic activity and excellent stability for PR hydrogenation. A hydrogenation degree of 95.4% and 96.1% can be achieved for HC₅PR and HC₉PR with less reduced softening point, respectively. Notably, the hydrogenation degree still maintains at 92.7% even after 100 hours’ reaction, much better than that without La incorporation or prepared using conventional impregnation method.

关键词: Ni-based catalyst, Layered double hydroxides, Promotion effect, Petroleum resin, Hydrogenation

Qunhong Liu, Jiangtao Yang, Hongwei Zhang, Hongming Sun, Shuzheng Wu, Bingqing Ge, Rong Wang, Pei Yuan. Tuning the properties of Ni-based catalyst via La incorporation for efficient hydrogenation of petroleum resin[J]. Chinese Journal of Chemical Engineering, 2022, 45(5): 41-50.

References

[1] Yu, Two-Stage Hydrogenation Modification of C₉ Petroleum Resin over NiWS/γ-Al₂O₃ and PdRu/γ-Al₂O₃ Catalysts in Series, China Pet. Process. Petrochem. T., 422 (2012) 83-89
[2] T. Li, Production and application of C₅ petroleum resin, Adv. Fine Fetrochemicals (2004) 5(3)39-43
[3] Z.Y. Chai, Progress in hydrogenation technology for C₉ petroleum resin, China Synth. Resin Plast. (2009) 26(6)71-74
[4] H.M. Xu, Production technology and development current situation of hydrogenated petroleum resin, China Adhesives 23 (4) (2014) 47-51
[5] Z.Y. Guan, F. Feng, J. Xu, Y.X. Zhu, X.N. Li, Pd/Al₂O₃ catalyst for hydrogenation modification of C₅ petroleum resin and its deactivation reason, China Adhesives 23 (10) (2014) 13-17
[6] N. Sae-Ma, P. Praserthdam, J. Panpranot, S. Chaemchuen, S. Dokjamp, K. Suriye, G.L. Rempel, Color improvment of C₉ hydrocarbon resin by hydrogenation over 2% Pd/γ-alumina catalyst:Effect of degree of aromatic rings hydrogenation, J. Appl. Polym. Sci. 117 (2010):2862-2869
[7] H. Konnerth, J.G. Zhang, D. Ma, M.H.G. Prechtl, N. Yan, Base promoted hydrogenolysis of lignin model compounds and organosolv lignin over metal catalysts in water, Chem. Eng. Sci. 123 (2015) 155-163
[8] E. Kordouli, B. Pawelec, K. Bourikas, C. Kordulis, J.L.G. Fierro, A. Lycourghiotis, Mo promoted Ni-Al₂O₃ co-precipitated catalysts for green diesel production, Appl. Catal. B:Environ. 229 (2018) 139-154
[9] T.T. Huang, Q.Y. Peng, W.J. Shi, J.D. Xu, Y. Fan, An anionic surfactant-assisted equilibrium adsorption method to prepare highly dispersed Fe-promoted Ni/Al₂O₃ catalysts for highly selective mercaptan removal, Appl. Catal. B:Environ. 230 (2018) 154-164
[10] J.G. Zhang, J. Teo, X. Chen, H. Asakura, T. Tanaka, K. Teramura, N. Yan, A series of NiM (M=ru, Rh, and Pd) bimetallic catalysts for effective lignin hydrogenolysis in water, ACS Catal. 4 (5) (2014) 1574-1583
[11] D. Chen, L.L. Wang, X.P. Chen, X.J. Wei, J.Z. Liang, J. Jiang, B.F. Liang, A Ni-based catalyst with polyvinyl pyrrolidone as a dispersant supported in a pretreated fluid catalytic cracking catalyst residue for C₉ petroleum resin (C₉ PR) hydrogenation, R Soc Open Sci 5 (5) (2018) 172052
[12] Y. Ding, X. Chen, L. Wang, X. Wei, J. Xue, Catalytic Activity of the Spent FCC Catalyst Modified by Chelation and Supported by Ni in Hydrogenation C₉ Petroleum Resin, Acta Petrolei Sinica, 33 (2017)
[13] W.C. Tang, X.J. Wei, X.H. Liu, M. Li, Y.L. Wang, L.C. Zhou, Application of spent fluid catalytic cracking catalyst modified by different auxiliary in the catalytic hydrogenation of C₉ petroleum resin, J. Guangxi Uni., 41 (2016) 1634-1644
[14] C. Wei, X. Chen, J. Xue, X. Wei, J. Liang, R. Liang, L. Wang, A small eggshell Ni/SFC3R catalyst for C₅ petroleum resin hydrogenation:Preparation and characterization, RSC Adv., 6 (2016) 49113-49122
[15] [[15]] M. Jiang, X.J. Wei, X.P. Chen, L.L. Wang, J.Z. Liang, C₉ petroleum resin hydrogenation over a PEG1000-modified nickel catalyst supported on a recyclable fluid catalytic cracking catalyst residue, ACS Omega 5 (32) (2020) 20291-20298
[16] [[16]] C.H. Wu, X.P. Chen, L.Q. Tang, Q.L. Wei, X.J. Wei, J.Z. Liang, L.L. Wang, Rationally constructing A nano MOF-derived Ni and CQD embedded N-doped carbon nanosphere for the hydrogenation of petroleum resin at low temperature, ACS Appl. Mater. Interfaces 13 (9) (2021) 10855-10869
[17] [[17]] J.T. Feng, Y.J. Lin, D.G. Evans, X. Duan, D.Q. Li, Enhanced metal dispersion and hydrodechlorination properties of a Ni/Al₂O₃ catalyst derived from layered double hydroxides, J. Catal. 266 (2) (2009) 351-358
[18] [[18]] C. Rudolf, B. Dragoi, A. Ungureanu, A. Chirieac, S. Royer, A. Nastro, E. Dumitriu, NiAl and CoAl materials derived from takovite-like LDHs and related structures as efficient chemoselective hydrogenation catalysts, Catal. Sci. Technol. 4 (1) (2014) 179-189
[19] [[19]] A.S. Al-Fatesh, M.A. Naeem, A.H. Fakeeha, A.E. Abasaeed, Role of La₂O₃ as promoter and support in Ni/γ-Al₂O₃ catalysts for dry reforming of methane, Chin. J. Chem. Eng. 22 (1) (2014) 28-37
[20] [[20]] Z.X. Bai, X. Chen, K.X. Yang, W.X. Guan, C. Li, P. Chen, C.H. Liang, Hydrogenation of dicyclopentadiene resin and its monomer over high efficient CuNi alloy catalysts, ChemistrySelect 4 (20) (2019) 6035-6042
[21] [[21]] L.x. Ren zhengcao, Xu fan, Effect of Promoter on Sulfur Resistance of Ni/Al₂0₃ Catalyst During Hydrogenation Process of Petroleum Resin, Contemp. Chem. Ind., 39 (2010) 321-323
[22] [[22]] G. Kresse, J. Furthmüller, Efficient iterative schemes forab initiototal-energy calculations using a plane-wave basis set, Phys. Rev. B 54 (16) (1996) 11169
[23] [[23]] J.P. Perdew, K. Burke, M. Ernzerhof, Generalized gradient approximation made simple, Phys Rev Lett 77 (18) (1996) 3865-3868
[24] [[24]] P.E. Blöchl, Projector augmented-wave method, Phys Rev B Condens Matter 50 (24) (1994) 17953-17979
[25] [[25]] Y.N. Liu, J.Y. Zhao, J.T. Feng, Y.F. He, Y.Y. Du, D.Q. Li, Layered double hydroxide-derived Ni-Cu nanoalloy catalysts for semi-hydrogenation of alkynes:Improvement of selectivity and anti-coking ability via alloying of Ni and Cu, J. Catal. 359 (2018) 251-260
[26] [[26]] H.R. Liu, D. Wierzbicki, R. Debek, M. Motak, T. Grzybek, P. Da Costa, M.E. Gálvez, La-promoted Ni-hydrotalcite-derived catalysts for dry reforming of methane at low temperatures, Fuel 182 (2016) 8-16
[27] [[27]] X.P. Yu, N. Wang, W. Chu, M. Liu, Carbon dioxide reforming of methane for syngas production over La-promoted NiMgAl catalysts derived from hydrotalcites, Chem. Eng. J. 209 (2012) 623-632
[28] [[28]] M.K. Montañez, R. Molina, S. Moreno, Nickel catalysts obtained from hydrotalcites by coprecipitation and urea hydrolysis for hydrogen production, Int. J. Hydrog. Energy 39 (16) (2014) 8225-8237
[29] [[29]] W.H. Fang, S. Paul, M. Capron, F. Dumeignil, L. Jalowiecki-Duhamel, Hydrogen production from bioethanol catalyzed by Ni_xXMg₂AlO_y ex-hydrotalcite catalysts, Appl. Catal. B:Environ. 152-153 (2014) 370-382
[30] [[30]] J.M. Rynkowski, T. Paryjczak, M. Lenik, On the nature of oxidic nickel phases in NiO/γ-Al₂O₃ catalysts, Appl. Catal. A:Gen. 106 (1) (1993) 73-82
[31] [[31]] R. Dębek, M. Radlik, M. Motak, M.E. Galvez, W. Turek, P. Da Costa, T. Grzybek, Ni-containing Ce-promoted hydrotalcite derived materials as catalysts for methane reforming with carbon dioxide at low temperature-On the effect of basicity, Catal. Today 257 (2015) 59-65
[32] [[32]] O.D. Pavel, D. Tichit, I.C. Marcu, Acido-basic and catalytic properties of transition-metal containing Mg-Al hydrotalcites and their corresponding mixed oxides, Appl. Clay Sci. 61 (2012) 52-58
[33] [[33]] V. Rives, Characterisation of layered double hydroxides and their decomposition products, Mater. Chem. Phys. 75 (1-3) (2002) 19-25
[34] [[34]] J.I. di Cosimo, V.K. Dıez, M. Xu, E. Iglesia, C.R. Apesteguıa, Structure and surface and catalytic properties of Mg-Al basic oxides, J. Catal. 178 (2) (1998) 499-510
[35] [[35]] P. Liu, M. Derchi, E.J.M. Hensen, Promotional effect of transition metal doping on the basicity and activity of calcined hydrotalcite catalysts for glycerol carbonate synthesis, Appl. Catal. B:Environ. 144 (2014) 135-143
[36] [[36]] G. Kishan, L. Coulier, V.H.J. de Beer, J.A.R. van Veen, J.W. Niemantsverdriet, Sulfidation and thiophene hydrodesulfurization activity of nickel tungsten sulfide model catalysts, prepared without and with chelating agents, J. Catal. 196 (1) (2000) 180-189
[37] C.Q. Wei, L.L. Wang, X.P. Chen, X.L. Pan, S.U. Lin-Lin, Y. Wang, Micro-size Eggshell-type Ni/SFC3R Catalyst for C₅ Petroleum Resin Hydrogenation Reaction, Fine Chemicals, 33 (2016) 1061-1068
[38] [[38]] L.B. Peng Gaocong, Xiang Shaoji,Xie Guohuang, Study on Light Color C₉ Petroleum Resin:III Nuclear Magnetic Resonance and Infrared Spectroscopy, Coat. Ind., 1 (1998) 39-42