Skip to main content
SpringerLink
Log in

Ba-modified Ni-P amorphous alloy/acidified bentonite catalyst: preparation and the catalytic hydrogenation of nitrobenzene to aniline

  • Published:
Reaction Kinetics, Mechanisms and Catalysis Aims and scope Submit manuscript

Abstract

In the present work, a Ba-modified Ni-P amorphous alloy/acid bentonite catalyst (Ni-P A/B) was prepared, and used for nitrobenzene hydrogenation to aniline in the liquid phase. The results showed that Ba addition could increase the dispersion of the active component Ni on the support and further form more Ni active centers. The addition of Ba could provide electrons for Ni, increasing the electron cloud density around Ni and improving the hydrogenation activity of the catalyst. At the condition of a Ba addition amount of 3.0%, a hydrogen pressure of 1.4 MPa, and a reaction temperature of 105 °C, the optimal nitrobenzene conversion and aniline selectivity was 99.0% and 98.9%, respectively. The catalyst maintained excellent stability when it was reused 10 times, which was 4 times greater than that of Ni-P A/B.

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

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Liu Y, Liu T, Pang L, Guo J, Wang J, Qi D, Li W, Shen K (2020) Novel triphenylamine polyamides bearing carbazole and aniline substituents for multi-colored electrochromic applications. Dyes Pigments 173:107995

    CAS  Google Scholar 

  2. Mohammed M, Mekala LP, Chintalapati S, Chintalapati VR (2020) New insights into aniline toxicity: aniline exposure triggers envelope stress and extracellular polymeric substance formation in Rubrivivax benzoatilyticus JA2. J Hazard Mater 385:121571

    CAS  PubMed  Google Scholar 

  3. Yuan X-Z, Ma Z-F, Jiang Q-Z, Wu W-S (2001) Cogeneration of cyclohexylamine and electrical power using PEM fuel cell reactor. Electrochem Commun 3:599–602

    CAS  Google Scholar 

  4. Liu Z, Li Y, Huang X, Zuo J, Qin Z, Xu C (2016) Preparation and characterization of Ni-B/SiO2sol amorphous catalyst and its catalytic activity for hydrogenation of nitrobenzene. Catal Commun 85:17–21

    Google Scholar 

  5. Wang S, Lu Y (2014) Preparation and characterization of Ni-Zr-B amorphous alloy catalyst for liquid-phase hydrogenation of nitrobenzene. New Chem Mater (in Chinese) 42:106–8, 111

  6. Couto CS, Madeira LM, Nunes CP, Araújo P (2017) Liquid-phase hydrogenation of nitrobenzene in a tubular reactor: parametric study of the operating conditions influence. Ind Eng Chem Res 56:3231–3242

    CAS  Google Scholar 

  7. Turáková M, Salmi T, Eränen K, Wärnå J, Murzin DY, Králik M (2015) Liquid phase hydrogenation of nitrobenzene. Appl Catal A 499:66–76

    Google Scholar 

  8. He T, Zhang C, Zhang L, Du A (2019) Single Pt atom decorated graphitic carbon nitride as an efficient photocatalyst for the hydrogenation of nitrobenzene into aniline. Nano Res 12:1817–1823

    CAS  Google Scholar 

  9. Vanyorek L, Prekob Á, Sikora E, Reizer E, Muránszky G, Kristály F, Viskolcz B, Fiser B (2019) Application of carbon nanotube coated aluminosilicate beads as “support on support” catalyst for hydrogenation of nitrobenzene. J Ind Eng Chem 79:307–313

    CAS  Google Scholar 

  10. Li C, Liu S, Yang F, Zhang Y, Gao Z, Yuan X, Zheng X (2020) Synthesis of γ-Al2O3–supported Pt nanoparticles using Al-based metal-organic framework as medium and their catalytic performance for total propene oxidation and selective nitrobenzene hydrogenation. Mater Chem Phys 240:122146

    CAS  Google Scholar 

  11. Raj KJA, Prakash MG, Mahalakshmy R, Elangovan T, Viswanathan B (2012) Liquid phase hydrogenation of nitrobenzene over nickel supported on titania. Chin J Catal 33:1299–1305

    CAS  Google Scholar 

  12. Jiang Y-x, Li X-l, Qin Z-z, Ji H-b (2016) Preparation of Ni/bentonite catalyst and its applications in the catalytic hydrogenation of nitrobenzene to aniline. Chin J Chem Eng 24:1195–1200

    CAS  Google Scholar 

  13. Venkateshwarlu V, Mohan V, Rao MV, Nagaiah P, Raju BD, Rao KSR (2016) Advantage of carbon coverage over Al2O3 as support for Ni/C-Al2O3 catalyst in vapour phase hydrogenation of nitrobenzene to aniline. Catal Commun 86:1–4

    CAS  Google Scholar 

  14. Qu Y, Yang H, Wang S, Chen T, Wang G (2017) Hydrogenation of nitrobenzene to aniline catalyzed by C60-stabilized Ni. Catal Commun 97:83–87

    CAS  Google Scholar 

  15. Qin Z-z, Liu Z-l, Wang Y-h (2014) Promotion effect of mo on amorphous Ni-P catalyst for liquid-phase nitrobenzene catalytic hydrogenation to aniline. Chem Eng Commun 201:338–351

    CAS  Google Scholar 

  16. Liu Z-l, Qin Z-z, Zhang J-j, Wang Y-h (2012) Hydrogenation of nitrobenzene to aniline over amorphous Ni-Mo-P catalysts and mechanism of catalyst deactivation. CIESC J (in Chinese) 63:121–126

    CAS  Google Scholar 

  17. Sheng T, Qi Y-J, Lin X, Hu P, Sun S-G, Lin W-F (2016) Insights into the mechanism of nitrobenzene reduction to aniline over Pt catalyst and the significance of the adsorption of phenyl group on kinetics. Chem Eng J 293:337–344

    CAS  Google Scholar 

  18. Zhang L, Jiang J, Shi W, Xia S, Ni Z, Xiao X (2015) Insights into the hydrogenation mechanism of nitrobenzene to aniline on Pd3/Pt(111): a density functional theory study. RSC Adv 5:34319–34326

    CAS  Google Scholar 

  19. Neeli CKP, Puthiaraj P, Lee Y-R, Chung Y-M, Baeck S-H, Ahn W-S (2018) Transfer hydrogenation of nitrobenzene to aniline in water using Pd nanoparticles immobilized on amine-functionalized UiO-66. Catal Today 303:227–234

    CAS  Google Scholar 

  20. Couto CS, Madeira LM, Nunes CP, Araújo P (2015) Hydrogenation of nitrobenzene over a Pd/Al2O3 catalyst – mechanism and effect of the main operating conditions. Chem Eng Technol 38:1625–1636

    CAS  Google Scholar 

  21. Liu P, Chen Y-L, Zhang Z-X, Liu H-F, Li Y-X (2018) One-step synthesis of 3D reduced graphene oxide supported Pd catalyst with high activity and recovery in the hydrogenation of nitrobenzene. Reac Kinet Mech Cat 125:595–603

    CAS  Google Scholar 

  22. Gomez S, Torres C, Fierro JLG, Apesteguia CR, Reyes P (2012) Hydrogenation of nitrobenzene on Au/ZrO2 catalysts. J Chil Chem Soc 57:1194–1198

    CAS  Google Scholar 

  23. Kartusch C, Makosch M, Sá J, Hungerbuehler K, van Bokhoven JA (2012) The dynamic structure of gold supported on ceria in the liquid phase hydrogenation of nitrobenzene. ChemCatChem 4:236–242

    CAS  Google Scholar 

  24. Liu P, Chang W-T, Liang X-Y, Wang J, Li Y-X (2016) Small amorphous and crystalline Ni–P particles synthesized in glycol for catalytic hydrogenation of nitrobenzene. Catal Commun 76:42–45

    CAS  Google Scholar 

  25. Xu Y, Jiang Y, Qin Z, Ji H (2017) Preparation and hydrogenation property of Ni-P amorphous alloy/acid-treated bentonite catalysts. Chem Ind Eng Prog (in Chinese) 36:1719–1726

    Google Scholar 

  26. Cheng Q, Zhang K, Wang Y, Zhao X (2017) Preparation of Ni-P/ZrO2 amorphous alloy catalyst and its performance in liquid-phase hydrogenation of nitrobenzene. Mod Chem Ind (in Chinese) 37:81–85

    Google Scholar 

  27. Hao Y, Li M, Cárdenas-Lizana F, Keane MA (2015) Production of butylamine in the gas phase hydrogenation of butyronitrile over Pd/SiO2 and Ba-Pd/SiO2. Catal Struct React 1:132–139

    Google Scholar 

  28. Friberg I, Sadokhina N, Olsson L (2018) Complete methane oxidation over Ba modified Pd/Al2O3: the effect of water vapor. Appl Catal B 231:242–250

    CAS  Google Scholar 

  29. Z-l L, Wang Y-h, Z-z Q, Wu J-e, Chen S-z (2010) Effects of preparation condition on amorphous structure and catalytic hydrogenation properties of Ni-P catalysts. Chem Ind Eng Prog (in Chinese) 29:880–4, 9

    Google Scholar 

  30. Liu Y-C, Huang C-Y, Chen Y-W (2006) Liquid-phase selective hydrogenation of p-chloronitrobenzene on Ni-P-B nanocatalysts. Ind Eng Chem Res 45:62–69

    CAS  Google Scholar 

  31. Gao J, Jia C, Li J, Gu F, Xu G, Zhong Z, Su F (2012) Nickel catalysts supported on barium hexaaluminate for enhanced CO methanation. Ind Eng Chem Res 51:10345–10353

    CAS  Google Scholar 

  32. Zhang M, Mu S, Guan Q, Li W, Du J (2015) A high anticorrosive chromium-free conversion coating prepared with an alkaline conversion bath on electroless Ni–P coating. Appl Surf Sci 349:108–115

    CAS  Google Scholar 

  33. Kaichev VV, Gladky AY, Prosvirin IP, Saraev AA, Hävecker M, Knop-Gericke A, Schlögl R, Bukhtiyarov VI (2013) In situ XPS study of self-sustained oscillations in catalytic oxidation of propane over nickel. Surf Sci 609:113–118

    CAS  Google Scholar 

  34. Kumbhar SS, Mahadik MA, Chougule PK, Mohite VS, Hunge YM, Rajpure KY, Moholkar AV, Bhosale CH (2015) Structural and electrical properties of barium titanate (BaTiO3) thin films obtained by spray pyrolysis method. Mater Sci-Pol 33:852–861

    Google Scholar 

  35. Shang L-x, Xie W-g, Lv S-j, Qiu F-l (2001) Effect of alkaline earth metals on the performance of Ni/CaO-Al2O3 catalyst for the produce of synthesis gas from methane and air. J Fuel Chem Technol (in Chinese) 29:422–425

    CAS  Google Scholar 

  36. Yu Z-H, Yan Z, Fan H, Li Z (2014) Influence of addictives on Ni/SiO2 catalyst microstructure and the performance of dinitrotoluene hydrogenation. Chinese J Inorg Chem 30:1317–1324

    CAS  Google Scholar 

  37. Jiang Y, Huang T, Dong L, Su T, Li B, Luo X, Xie X, Qin Z, Xu C, Ji H (2018) Mn modified Ni/bentonite for CO2 methanation. Catalysts 8:646

    Google Scholar 

  38. Li D, Zeng L, Li X, Wang X, Ma H, Assabumrungrat S, Gong J (2015) Ceria-promoted Ni/SBA-15 catalysts for ethanol steam reforming with enhanced activity and resistance to deactivation. Appl Catal B 176–177:532–541

    Google Scholar 

  39. Zhang R, Guo G, Gao Y, Wang L, Zhang N, Cai J (2013) Compared study on the bentonite supported nickel based catalysts materials. Mater Lett 113:146–148

    CAS  Google Scholar 

  40. Pham LKH, Dinh Ngo S, Tran TTV, Kongparakul S, Reubroycharoen P, Chaiya C, Vo D-VN, Guan G, Samart C (2019) Integrated catalytic hydrodeoxygenation of Napier grass pyrolysis vapor using a Ni2P/C catalyst. J Anal Appl Pyrolysis 140:170–178

    CAS  Google Scholar 

  41. Hu XF, Yang W, Wang N, Luo SZ, Chu W (2014) Catalytic properties of Ni/CNTs and Ca-promoted Ni/CNTs for methanation reaction of carbon dioxide. Adv Mater Res 924:217–226

    Google Scholar 

  42. Dai QW, Liu ZL, Xu CX, Xie QG, Zhang F, Zhang JJ (2012) Liquid-phase selective hydrogenation of nitrobenzene over ultrasonic-assisted Ni-Mo-P amorphous catalyst. Adv Mater Res 550–553:420–423

    Google Scholar 

  43. Liao X, Zhang Y, Hill M, Xia X, Zhao Y, Jiang Z (2014) Highly efficient Ni/CeO2 catalyst for the liquid phase hydrogenation of maleic anhydride. Appl Catal A 488:256–264

    CAS  Google Scholar 

  44. Yan S-W, Fan H, Liang C, Li Z (2012) Influence of Mo content on microstructure and catalytic performance of Ni-Mo-B amorphous alloy catalyst for dinitrotoluene hydrogenation. Chem J Chin Univ (in Chinese) 33:2067–2073

    CAS  Google Scholar 

  45. Znak L, Zieliński J (2008) Effects of support on hydrogen adsorption/desorption on nickel. Appl Catal A 334:268–276

    CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Natural Science Foundation of China (21566005, 22078074), Natural Science Foundation of Guangxi Province (2016GXNSFFA380015, 2019GXNSFAA245006), Special funding for ‘Guangxi Bagui Scholars’.

Author information

Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Guangxi University, Nanning, 530004, China

    Tongming Su, Yuexiu Jiang, Yun Xu, Xuan Luo, Xinling Xie, Zuzeng Qin & Hongbing Ji

  2. School of Chemistry, Sun Yat-sen University, Guangzhou, 510275, China

    Hongbing Ji

Authors
  1. Tongming Su
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yuexiu Jiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yun Xu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xuan Luo
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Xinling Xie
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Zuzeng Qin
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Hongbing Ji
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Zuzeng Qin.

Additional information

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

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Su, T., Jiang, Y., Xu, Y. et al. Ba-modified Ni-P amorphous alloy/acidified bentonite catalyst: preparation and the catalytic hydrogenation of nitrobenzene to aniline. Reac Kinet Mech Cat 131, 805–818 (2020). https://doi.org/10.1007/s11144-020-01894-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11144-020-01894-6

Keywords

Search

Navigation