Skip to main content
Log in

Ruthenium on α-Ni(OH)2 as potential catalyst for anisole hydrotreating and cinnamyl alcohol oxidation

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

Abstract

Ruthenium containing α-Ni(OH)2 was prepared by a simple impregnation method, the resultant materials with 4 wt% ruthenium loaded nickel hydroxide forms a solid solution of Ni–Ru mixed metal oxide upon calcination. The formation of uniform layered α-nickel hydroxide with ruthenium dispersed on the surface was evident from various analytical and spectroscopic techniques such as powder XRD, XPS, FT-IR and sorption studies. The Ni–Ru-HT catalyst under hydrogen atmosphere showed as a potential catalyst for hydrotreating of anisole with good conversion (90% at 175 °C and 20 bar H2 pressure), with the formation of toluene as a major product along with a considerable amount of methylcyclohexane and benzene as the minor products. The formation of a solid solution of mixed oxide and the dispersion of Ni and Ru on the surface of the oxide enhanced the catalytic activity. Further, the material obtained by calcination at 200 °C is active for the oxidation of cinnamyl alcohol in the presence of tertiary-butyl-hydroperoxide (TBHP) in decane as an oxidant under ambient conditions (90 °C and 6 h). A maximum of 84% conversion of cinnamyl alcohol and more than 80% selectivity for cinnamaldehyde was obtained on the best catalyst. The activity remains intact even after four cycles. The ruthenium on α-Ni(OH)2 was found to be a potential catalyst for the conversion of lignin model compounds to value-added chemicals.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13

Similar content being viewed by others

References

  1. Sreenavya A, Baskaran T, Ganesh V, Sharma D, Kulal N, Sakthivel A (2018) Framework of ruthenium-containing nickel hydrotalcite-type material: preparation, characterisation, and its catalytic application. RSC Adv 8(44):25248–25257

    Article  CAS  Google Scholar 

  2. Ballarin B, Seeber R, Tonelli D, Vaccari A (1999) Electrocatalytic properties of nickel(II) hydrotalcite-type anionic clay: application to methanol and ethanol oxidation. J Electroanal Chem 463(1):123–127

    Article  CAS  Google Scholar 

  3. Li M, Wang X, Li S, Wang S, Ma X (2010) Hydrogen production from ethanol steam reforming over nickel based catalyst derived from Ni/Mg/Al hydrotalcite-like compounds. Int J Hydrogen Energy 35(13):6699–6708

    Article  CAS  Google Scholar 

  4. Hall DS, Lockwood DJ, Bock C, MacDougall BR (2015) Nickel hydroxides and related materials: a review of their structures, synthesis and properties. Proc R Soc A 471(2174):20140792

    Article  Google Scholar 

  5. Baskaran T, Christopher J, Sakthivel A (2015) Progress on layered hydrotalcite (HT) materials as potential support and catalytic materials. RSC Adv 5(120):98853–98875

    Article  CAS  Google Scholar 

  6. Zhang J, Chen J, Guo Y, Chen L (2015) Effective upgrade of levulinic acid into γ-valerolactone over an inexpensive and magnetic catalyst derived from hydrotalcite precursor. ACS Sustain Chem Eng 3(8):1708–1714

    Article  CAS  Google Scholar 

  7. Manikandan M, Venugopal AK, Prabu K, Jha RK, Thirumalaiswamy R (2016) Role of surface synergistic effect on the performance of Ni-based hydrotalcite catalyst for highly efficient hydrogenation of furfural. J Mol Catal A 417:153–162

    Article  Google Scholar 

  8. Scavetta E, Stipa S, Tonelli D (2007) Electrodeposition of a nickel-based hydrotalcite on Pt nanoparticles for ethanol and glucose sensing. Electrochem Commun 9(12):2838–2842

    Article  CAS  Google Scholar 

  9. Sreenavya A, Sahu A, Sakthivel A (2020) Hydrogenation of lignin-derived phenolic compound eugenol over ruthenium-containing nickel hydrotalcite-type materials. Ind Eng Chem Res 59(26):11979–11990

    Article  CAS  Google Scholar 

  10. Sahu AK, Dash DK, Mishra K, Mishra SP, Yadav R, Kashyap P (2018) Properties and applications of ruthenium in noble and precious metals-properties nanoscale effects and applications. InTech, London

    Google Scholar 

  11. Cui X, Surkus AE, Junge K, Topf C, Radnik J, Kreyenschulte C, Beller M (2016) Highly selective hydrogenation of arenes using nanostructured ruthenium catalysts modified with a carbon–nitrogen matrix. Nat Commun 7(1):1–8

    Google Scholar 

  12. De S, Zhang J, Luque R, Yan N (2016) Ni-based bimetallic heterogeneous catalysts for energy and environmental applications. Energy Environ Sci 9(11):3314–3347

    Article  CAS  Google Scholar 

  13. Zhu C, Cao JP, Zhao XY, Xie T, Zhao M, Wei XY (2019) Bimetallic effects in the catalytic hydrogenolysis of lignin and its model compounds on nickel–ruthenium catalysts. Fuel Process Technol 194:106126

    Article  CAS  Google Scholar 

  14. Sreenavya A, Ahammed S, Ramachandran A, Ganesh V, Sakthivel A (2021) Nickel–ruthenium bimetallic species on hydrotalcite support: a potential hydrogenation catalyst. Catal Lett 152(3):848–62

    Article  Google Scholar 

  15. Zhang C, Xing J, Song L, Xin H, Lin S, Xing L, Li X (2014) Aqueous-phase hydrodeoxygenation of lignin monomer eugenol: influence of Si/Al ratio of HZSM-5 on catalytic performances. Catal Today 234:145–152

    Article  CAS  Google Scholar 

  16. Khromova SA, Smirnov AA, Bulavchenko OA, Saraev AA, Kaichev VV, Reshetnikov SI, Yakovlev VA (2014) Anisole hydrodeoxygenation over Ni–Cu bimetallic catalysts: the effect of Ni/Cu ratio on selectivity. Appl Catal A 470:261–270

    Article  CAS  Google Scholar 

  17. Pichaikaran S, Arumugam P (2016) Vapour phase hydrodeoxygenation of anisole over ruthenium and nickel supported mesoporous aluminosilicate. Green Chem 18(9):2888–2899

    Article  CAS  Google Scholar 

  18. Alshehri F, Feral C, Kirkwood K, Jackson SD (2019) Low temperature hydrogenation and hydrodeoxygenation of oxygen-substituted aromatics over Rh/silica: part 1: phenol, anisole and 4-methoxyphenol. Reac Kinet Mech Cat 128(1):23–40

    Article  CAS  Google Scholar 

  19. Mallat T, Bodnar Z, Hug P, Baiker A (1995) Selective oxidation of cinnamyl alcohol to cinnamaldehyde with air over Bi–Pt/alumina catalysts. J Catal 153(1):131–143

    Article  CAS  Google Scholar 

  20. Niklasson IB, Delaine T, Islam MN, Karlsson R, Luthman K, Karlberg AT (2013) Cinnamyl alcohol oxidizes rapidly upon air exposure. Contact Derm 68(3):129–138

    Article  CAS  Google Scholar 

  21. Rucinska E, Miedziak PJ, Pattisson S, Brett GL, Iqbal S, Morgan DJ, Sankar M, Hutchings GJ (2018) Cinnamyl alcohol oxidation using supported bimetallic Au–Pd nanoparticles: an investigation of autoxidation and catalysis. Catal Sci Technol 8(11):2987–2997

    Article  CAS  Google Scholar 

  22. Cheng SS, Liu JY, Tsai KH, Chen W, Chang ST (2004) Chemical composition and mosquito larvicidal activity of essential oils from leaves of different Cinnamomum osmophloeum provenances. J Agric Food Chem 52(14):4395–4400

    Article  CAS  Google Scholar 

  23. Waffel D, Alkan B, Fu Q, Chen YT, Schmidt S, Schulz C, Wiggers H, Muhler M, Peng B (2019) Towards mechanistic understanding of liquid-phase cinnamyl alcohol oxidation with tert-butyl hydroperoxide over noble-metal-free LaCo1–xFexO3 perovskites. ChemPlusChem 84(8):1155–1163

    Article  CAS  Google Scholar 

  24. Abad A, Almela C, Corma A, García H (2006) Unique gold chemoselectivity for the aerobic oxidation of allylic alcohols. ChemComm 30:3178–3180

    Google Scholar 

  25. Thommes M, Kaneko K, Neimark AV, Olivier JP, Rodriguez-Reinoso F, Rouquerol J, Sing KS (2015) Physisorption of gases, with special reference to the evaluation of surface area and pore size distribution (IUPAC technical report). Pure Appl Chem 87(9–10):1051–1069

    Article  CAS  Google Scholar 

  26. Nagpure AS, Venugopal AK, Lucas N, Manikandan M, Thirumalaiswamy CS (2015) Renewable fuels from biomass-derived compounds: Ru-containing hydrotalcites as catalysts for conversion of HMF to 2,5-dimethylfuran. Catal Sci Technol 5(3):1463–1472

    Article  CAS  Google Scholar 

  27. Varga E, Pusztai P, Ovari L, Oszko A, Erdohelyi A, Papp C, Steinrück HP, Konya Z, Kiss J (2015) Probing the interaction of Rh, Co and bimetallic Rh–Co nanoparticles with the CeO2 support: catalytic materials for alternative energy generation. Phys Chem Chem Phys 17(40):27154–27166

    Article  CAS  Google Scholar 

  28. Varga E, Baan K, Samu GF, Erdohelyi A, Oszko A, Konya Z, Kiss J (2016) The effect of Rh on the interaction of Co with Al2O3 and CeO2 supports. Catal Lett 146(9):1800–1807

    Article  CAS  Google Scholar 

  29. Sapi A, Halasi G, Kiss J, Dobo DG, Juhasz KL, Kolcsar VJ, Ferencz Z, Vari G, Matolin V, Erdohelyi A, Kukovecz A (2018) In situ DRIFTS and NAP-XPS exploration of the complexity of CO2 hydrogenation over size-controlled Pt nanoparticles supported on mesoporous NiO. J Phys Chem C 122(10):5553–5565

    Article  CAS  Google Scholar 

  30. Crisafulli C, Scire S, Minico S, Solarino L (2002) Ni–Ru bimetallic catalysts for the CO2 reforming of methane. Appl Catal A 225(1–2):1–9

    Article  CAS  Google Scholar 

  31. Bian Z, Das S, Wai MH, Hongmanorom P, Kawi S (2017) A review on bimetallic nickel-based catalysts for CO2 reforming of methane. ChemPhysChem 18(22):3117–3134

    Article  CAS  Google Scholar 

  32. Ramasamy KK, Gray M, Job H, Santosa D, Li XS, Devaraj A, Karkamkar A, Wang Y (2016) Role of calcination temperature on the hydrotalcite derived MgO–Al2O3 in converting ethanol to butanol. Top Catal 59(1):46–54

    Article  CAS  Google Scholar 

  33. Jang HW, Urbanek W, Yoo MC, Lee JL (2002) Low-resistant and high-transparent Ru/Ni ohmic contact on p-type GaN. Appl Phys Lett 80(16):2937–2939

    Article  CAS  Google Scholar 

  34. Jang HW, Lee JL (2003) Transparent ohmic contacts of oxidized Ru and Ir on p-type GaN. J Appl Phys 93(9):5416–5421

    Article  CAS  Google Scholar 

  35. Lee YG, Liao BX, Weng YC (2017) Ruthenium oxide modified nickel electrode for ascorbic acid detection. Chemosphere 173:512–519

    Article  CAS  Google Scholar 

  36. Nesbitt HW, Legrand D, Bancroft GM (2000) Interpretation of Ni2p XPS spectra of Ni conductors and Ni insulators. Phys Chem Miner 27(5):357–366

    Article  CAS  Google Scholar 

  37. Grosvenor AP, Biesinger MC, Smart RSC, McIntyre NS (2006) New interpretations of XPS spectra of nickel metal and oxides. Surf Sci 600(9):1771–1779

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The author thanks DST-SERB-CRG (Project No: CRG/2019/004624) for financial support. Neethu and Sreenavya are grateful to CSIR (File No. 09/1108(0036)/2019-EMR-1) and CUK for the fellowship and Lab facilities. Ashwin is thankful to post metric scholarship-Kerala (e-grantz), India for his fellowship.

Author information

Authors and Affiliations

Authors

Contributions

PPN, PA, AS: Methodology, Data curation, Software, Formal analysis, Writing—review and editing. SN, PSA: Data curation, Software, Formal analysis. AS: Conceptualization, Formal analysis, Writing—review and editing, Funding acquisition, Supervision.

Corresponding author

Correspondence to A. Sakthivel.

Ethics declarations

Conflict of interest

There are no conflict to declare.

Additional information

Publisher's Note

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

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 8284 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Neethu, P.P., Aswin, P., Sreenavya, A. et al. Ruthenium on α-Ni(OH)2 as potential catalyst for anisole hydrotreating and cinnamyl alcohol oxidation. Reac Kinet Mech Cat 135, 1587–1606 (2022). https://doi.org/10.1007/s11144-022-02211-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11144-022-02211-z

Keywords

Navigation