Skip to main content
Erschienen in: Journal of Materials Science 4/2019

29.10.2018 | Chemical routes to materials

Highly selective catalytic conversion of lignin-derived phenolic compounds to cycloalkanes over a hierarchically structured zeolite catalyst

verfasst von: Mei Xiang, Dongfang Wu

Erschienen in: Journal of Materials Science | Ausgabe 4/2019

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

Hierarchically structured ETS-10-supported highly dispersed Co (Co/HMETS-10) is a promising catalyst to selectively catalyse hydrodeoxygenation (HDO) of lignin-derived phenolic compounds. It is shown that almost 100% guaiacol conversion and 96.9% cyclohexane yield are achieved under mild conditions. Co/HMETS-10 exhibits much higher activity and superior reusability due to the advantageous effects of its unique framework, hierarchical structure, Lewis acid sites and Co species. The hierarchically porous structure benefits mass transfer and facilitates the combination of the reacting substrate and acid, metal sites. The characteristic shape selectivity of ETS-10 structure and moderate amount of Lewis acid lead to the high HDO selectivity. In addition, compared with Ni and Fe, Co is more inclined to function in hydrogenolysis of Caryl–OMe bond, thereby improving the catalytic performance. Further HDO experiments indicate the excellent catalytic performance and extensive applicability in selectively deep deoxygenation of various lignin model compounds for production of cycloalkanes.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Mochizuki T, Chen SY, Toba M, Yoshimura Y (2014) Deoxygenation of guaiacol and woody tar over reduced catalysts. Appl Catal B 146:237–243CrossRef Mochizuki T, Chen SY, Toba M, Yoshimura Y (2014) Deoxygenation of guaiacol and woody tar over reduced catalysts. Appl Catal B 146:237–243CrossRef
2.
Zurück zum Zitat Aqsha A, Lakshmi K, Nader M (2015) Catalytic hydrodeoxygenation of guaiacol as lignin model component using Ni–Mo/TiO2 and Ni–V/TiO2 catalysts. Catal Lett 145:1351–1363CrossRef Aqsha A, Lakshmi K, Nader M (2015) Catalytic hydrodeoxygenation of guaiacol as lignin model component using Ni–Mo/TiO2 and Ni–V/TiO2 catalysts. Catal Lett 145:1351–1363CrossRef
3.
Zurück zum Zitat Ma XL, Tian Y, Hao WY, Ma R, Li YD (2014) Production of phenols from catalytic conversion of lignin over a tungsten phosphide catalyst. Appl Catal A 481:64–70CrossRef Ma XL, Tian Y, Hao WY, Ma R, Li YD (2014) Production of phenols from catalytic conversion of lignin over a tungsten phosphide catalyst. Appl Catal A 481:64–70CrossRef
4.
Zurück zum Zitat Ma R, Hao WY, Ma XL, Tian Y, Li YD (2014) Catalytic ethanolysis of Kraft lignin into high-value small-molecular chemicals over a nanostructured α-molybdenum carbide catalyst. Angew Chem 126:7310–7315CrossRef Ma R, Hao WY, Ma XL, Tian Y, Li YD (2014) Catalytic ethanolysis of Kraft lignin into high-value small-molecular chemicals over a nanostructured α-molybdenum carbide catalyst. Angew Chem 126:7310–7315CrossRef
5.
Zurück zum Zitat Barta K, Warner GR, Beach ES, Anastas PT (2014) Depolymerization of organosolv lignin to aromatic compounds over Cu-doped porous metal oxides. Green Chem 16:191–196CrossRef Barta K, Warner GR, Beach ES, Anastas PT (2014) Depolymerization of organosolv lignin to aromatic compounds over Cu-doped porous metal oxides. Green Chem 16:191–196CrossRef
6.
Zurück zum Zitat Ma R, Cui K, Yang L, Ma XL, Li YD (2015) Selective catalytic conversion of guaiacol to phenols over a molybdenum carbide catalyst. Chem Commun 51:10299–10301CrossRef Ma R, Cui K, Yang L, Ma XL, Li YD (2015) Selective catalytic conversion of guaiacol to phenols over a molybdenum carbide catalyst. Chem Commun 51:10299–10301CrossRef
7.
Zurück zum Zitat Zhao C, Kou Y, Lemonidou AA, Li XB, Lercher JA (2009) Highly selective catalytic conversion of phenolic bio-oil to alkanes. Angew Chem 48:4047–4050CrossRef Zhao C, Kou Y, Lemonidou AA, Li XB, Lercher JA (2009) Highly selective catalytic conversion of phenolic bio-oil to alkanes. Angew Chem 48:4047–4050CrossRef
8.
Zurück zum Zitat Huber GW, Iborra S, Corma A (2006) Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem Rev 106:4044–4098CrossRef Huber GW, Iborra S, Corma A (2006) Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem Rev 106:4044–4098CrossRef
9.
Zurück zum Zitat Zhang XH, Zhang Q, Wang TJ, Ma LL, Yu YX, Chen LG (2013) Hydrodeoxygenation of lignin-derived phenolic compounds to hydrocarbons over Ni/SiO2–ZrO2 catalysts. Bioresour Technol 134:73–80CrossRef Zhang XH, Zhang Q, Wang TJ, Ma LL, Yu YX, Chen LG (2013) Hydrodeoxygenation of lignin-derived phenolic compounds to hydrocarbons over Ni/SiO2–ZrO2 catalysts. Bioresour Technol 134:73–80CrossRef
10.
Zurück zum Zitat Escalona N, Aranzaez W, Leiva K, Martínez N, Pecchi G (2014) Ni nanoparticles prepared from Ce substituted LaNiO3 for the guaiacol conversion. Appl Catal A 481:1–10CrossRef Escalona N, Aranzaez W, Leiva K, Martínez N, Pecchi G (2014) Ni nanoparticles prepared from Ce substituted LaNiO3 for the guaiacol conversion. Appl Catal A 481:1–10CrossRef
11.
Zurück zum Zitat Chen W, Luo Z, Yu C, Yang Y, Li G, Zhang J (2014) Catalytic conversion of guaiacol in ethanol for bio-oil upgrading to stable oxygenated organics. Fuel Process Technol 126:420–428CrossRef Chen W, Luo Z, Yu C, Yang Y, Li G, Zhang J (2014) Catalytic conversion of guaiacol in ethanol for bio-oil upgrading to stable oxygenated organics. Fuel Process Technol 126:420–428CrossRef
12.
Zurück zum Zitat Kim JY, Park J, Kim UJ, Choi JW (2015) Conversion of lignin to phenol-rich oil fraction under supercritical alcohols in the presence of metal catalysts. Energy Fuels 29:5154–5163CrossRef Kim JY, Park J, Kim UJ, Choi JW (2015) Conversion of lignin to phenol-rich oil fraction under supercritical alcohols in the presence of metal catalysts. Energy Fuels 29:5154–5163CrossRef
13.
Zurück zum Zitat Kibet J, Khachatryan L, Dellinger B (2012) Molecular products and radicals from pyrolysis of lignin. Environ Sci Technol 46:12994–13001CrossRef Kibet J, Khachatryan L, Dellinger B (2012) Molecular products and radicals from pyrolysis of lignin. Environ Sci Technol 46:12994–13001CrossRef
14.
Zurück zum Zitat Robinson AM, Hensley JE, Medlin JW (2016) Bifunctional catalysts for upgrading of biomass-derived oxygenates: a review. ACS Catal 6:5026–5043CrossRef Robinson AM, Hensley JE, Medlin JW (2016) Bifunctional catalysts for upgrading of biomass-derived oxygenates: a review. ACS Catal 6:5026–5043CrossRef
15.
Zurück zum Zitat Saber M, Golzary A, Hosseinpour M, Takahashi F, Yoshikawa K (2016) Catalytic hydrothermal liquefaction of microalgae using nanocatalyst. Appl Energy 183:566–576CrossRef Saber M, Golzary A, Hosseinpour M, Takahashi F, Yoshikawa K (2016) Catalytic hydrothermal liquefaction of microalgae using nanocatalyst. Appl Energy 183:566–576CrossRef
16.
Zurück zum Zitat Barrett JA, Gao Y, Bernt CM, Chui MG, Tran AT, Foston MB, Ford PC (2016) Enhancing aromatic production from reductive lignin disassembly: in situ O-methylation of phenolic intermediates. ACS Sustain Chem Eng 4:6877–6886CrossRef Barrett JA, Gao Y, Bernt CM, Chui MG, Tran AT, Foston MB, Ford PC (2016) Enhancing aromatic production from reductive lignin disassembly: in situ O-methylation of phenolic intermediates. ACS Sustain Chem Eng 4:6877–6886CrossRef
17.
Zurück zum Zitat Schutyser W, Van den Bossche G, Raaffels A, Van den Bosch S, Koelewijn SF, Renders T, Sels BF (2016) Selective conversion of lignin-derivable 4-alkylguaiacols to 4-alkylcyclohexanols over noble and non-noble-metal catalysts. ACS Sustain Chem Eng 4:5336–5346CrossRef Schutyser W, Van den Bossche G, Raaffels A, Van den Bosch S, Koelewijn SF, Renders T, Sels BF (2016) Selective conversion of lignin-derivable 4-alkylguaiacols to 4-alkylcyclohexanols over noble and non-noble-metal catalysts. ACS Sustain Chem Eng 4:5336–5346CrossRef
18.
Zurück zum Zitat Chen L, Korányi TI, Hensen EJM (2016) Transition metal (Ti, Mo, Nb, W) nitride catalysts for lignin depolymerisation. Chem Commun 52:9375–9378CrossRef Chen L, Korányi TI, Hensen EJM (2016) Transition metal (Ti, Mo, Nb, W) nitride catalysts for lignin depolymerisation. Chem Commun 52:9375–9378CrossRef
19.
Zurück zum Zitat Yang YY, Fan HL, Song JL, Meng QL, Zhou HC, Wu LQ, Yang GY, Han BX (2015) Free radical reaction promoted by ionic liquid: a route for metal-free oxidation depolymerization of lignin model compound and lignin. Chem Commun 51:4028–4031CrossRef Yang YY, Fan HL, Song JL, Meng QL, Zhou HC, Wu LQ, Yang GY, Han BX (2015) Free radical reaction promoted by ionic liquid: a route for metal-free oxidation depolymerization of lignin model compound and lignin. Chem Commun 51:4028–4031CrossRef
20.
Zurück zum Zitat Hwu HH, Chen JG (2005) Surface chemistry of transition metal carbides. Chem Rev 105:185–212CrossRef Hwu HH, Chen JG (2005) Surface chemistry of transition metal carbides. Chem Rev 105:185–212CrossRef
21.
Zurück zum Zitat Vishwanathan V, Ndou S, Sikhwivhilu L, Plint N, Raghavana KV, Coville NJ (2001) Evidence for weak base site participation in the vapour phase methylation of catechol over solid base catalysts. Chem Commun 10:893–894CrossRef Vishwanathan V, Ndou S, Sikhwivhilu L, Plint N, Raghavana KV, Coville NJ (2001) Evidence for weak base site participation in the vapour phase methylation of catechol over solid base catalysts. Chem Commun 10:893–894CrossRef
22.
Zurück zum Zitat Lu JM, Wang M, Zhang XC, Heyden A, Wang F (2016) β-O-4 bond cleavage mechanism for lignin model compounds over Pd catalysts identified by combination of first-principles calculations and experiments. ACS Catal 6:5589–5598CrossRef Lu JM, Wang M, Zhang XC, Heyden A, Wang F (2016) β-O-4 bond cleavage mechanism for lignin model compounds over Pd catalysts identified by combination of first-principles calculations and experiments. ACS Catal 6:5589–5598CrossRef
23.
Zurück zum Zitat He J, Zhao C, Lercher JA (2012) Ni-catalyzed cleavage of aryl ethers in the aqueous phase. J Am Chem Soc 134:20768–20775CrossRef He J, Zhao C, Lercher JA (2012) Ni-catalyzed cleavage of aryl ethers in the aqueous phase. J Am Chem Soc 134:20768–20775CrossRef
24.
Zurück zum Zitat Song Q, Cai J, Zhang J, Yu W, Wang F, Xu J (2013) Hydrogenation and cleavage of the CO bonds in the lignin model compound phenethyl phenyl ether over a nickel-based catalyst. Chin J Catal 34:651–658CrossRef Song Q, Cai J, Zhang J, Yu W, Wang F, Xu J (2013) Hydrogenation and cleavage of the CO bonds in the lignin model compound phenethyl phenyl ether over a nickel-based catalyst. Chin J Catal 34:651–658CrossRef
25.
Zurück zum Zitat Trana NTT, Uemuraa Y, RamliX A (2016) Hydrodeoxygenation of guaiacol over Al-MCM-41 supported metal catalysts: a comparative study of Co and Ni. Procedia Eng 148:1252–1258CrossRef Trana NTT, Uemuraa Y, RamliX A (2016) Hydrodeoxygenation of guaiacol over Al-MCM-41 supported metal catalysts: a comparative study of Co and Ni. Procedia Eng 148:1252–1258CrossRef
26.
Zurück zum Zitat Koike N, Hosokai S, Takagaki A, Nishimura S, Kikuchi R, Ebitani K, Suzuki Y, OyamaH ST (2016) Upgrading of pyrolysis bio-oil using nickel phosphide catalysts. J Catal 333:115–126CrossRef Koike N, Hosokai S, Takagaki A, Nishimura S, Kikuchi R, Ebitani K, Suzuki Y, OyamaH ST (2016) Upgrading of pyrolysis bio-oil using nickel phosphide catalysts. J Catal 333:115–126CrossRef
27.
Zurück zum Zitat Zhang XH, Long JX, Kong W, Zhang Q, Chen LG, Wang TJ, Ma LL, Li YP (2014) Catalytic upgrading of bio-oil over Ni-based catalysts supported on mixed oxides. Energy Fuels 28:2562–2570CrossRef Zhang XH, Long JX, Kong W, Zhang Q, Chen LG, Wang TJ, Ma LL, Li YP (2014) Catalytic upgrading of bio-oil over Ni-based catalysts supported on mixed oxides. Energy Fuels 28:2562–2570CrossRef
28.
Zurück zum Zitat Chen C, Chen G, Yang F, Wang H, Han J, Ge Q, Zhu X (2015) Vapor phase hydrodeoxygenation and hydrogenation of m-cresol on silica supported Ni, Pd and Pt catalysts. Chem Eng Sci 135:145–154CrossRef Chen C, Chen G, Yang F, Wang H, Han J, Ge Q, Zhu X (2015) Vapor phase hydrodeoxygenation and hydrogenation of m-cresol on silica supported Ni, Pd and Pt catalysts. Chem Eng Sci 135:145–154CrossRef
29.
Zurück zum Zitat Mao JB, Zhou JX, Xia Z, Wang ZG, Xu ZW, Xu WJ, Yan PF, Liu KR, Guo XW, Zhang ZC (2017) Anatase TiO2 activated by gold nanoparticles for selective hydrodeoxygenation of guaiacol to phenolics. ACS Catal 7(1):695–705CrossRef Mao JB, Zhou JX, Xia Z, Wang ZG, Xu ZW, Xu WJ, Yan PF, Liu KR, Guo XW, Zhang ZC (2017) Anatase TiO2 activated by gold nanoparticles for selective hydrodeoxygenation of guaiacol to phenolics. ACS Catal 7(1):695–705CrossRef
30.
Zurück zum Zitat Foo GS, Rogers AK, Yung MM, Sievers C (2016) Steric effect and evolution of surface species in the hydrodeoxygenation of bio-oil model compounds over Pt/HBEA. ACS Catal 6:1292–1307CrossRef Foo GS, Rogers AK, Yung MM, Sievers C (2016) Steric effect and evolution of surface species in the hydrodeoxygenation of bio-oil model compounds over Pt/HBEA. ACS Catal 6:1292–1307CrossRef
31.
Zurück zum Zitat Zanuttini MS, Lago CD, Gross MS, Peralta MA, Querini CA (2017) Hydrodeoxygenation of anisole with Pt catalysts. Ind Eng Chem Res 56:6419–6431CrossRef Zanuttini MS, Lago CD, Gross MS, Peralta MA, Querini CA (2017) Hydrodeoxygenation of anisole with Pt catalysts. Ind Eng Chem Res 56:6419–6431CrossRef
32.
Zurück zum Zitat Hong YK, Lee DW, Eom HJ, Lee KY (2014) The catalytic activity of Pd/WOx/γ-Al2O3 for hydrodeoxygenation of guaiacol. Appl Catal B 150:438–445CrossRef Hong YK, Lee DW, Eom HJ, Lee KY (2014) The catalytic activity of Pd/WOx/γ-Al2O3 for hydrodeoxygenation of guaiacol. Appl Catal B 150:438–445CrossRef
33.
Zurück zum Zitat Lu MH, Zhu J, Li MS, Shan YH, He MY, Song CS (2016) TiO2-modified Pd/SiO2 for catalytic hydrodeoxygenation of guaiacol. Energy Fuels 30:6671–6676CrossRef Lu MH, Zhu J, Li MS, Shan YH, He MY, Song CS (2016) TiO2-modified Pd/SiO2 for catalytic hydrodeoxygenation of guaiacol. Energy Fuels 30:6671–6676CrossRef
34.
Zurück zum Zitat Luo ZC, Zheng ZX, Wang YC, Sun G, Jiang H, Zhao C (2016) Hydrothermally stable Ru/HZSM-5-catalyzed selective hydrogenolysis of lignin-derived substituted phenols to bio-arenes in water. Green Chem 18:5845–5858CrossRef Luo ZC, Zheng ZX, Wang YC, Sun G, Jiang H, Zhao C (2016) Hydrothermally stable Ru/HZSM-5-catalyzed selective hydrogenolysis of lignin-derived substituted phenols to bio-arenes in water. Green Chem 18:5845–5858CrossRef
35.
Zurück zum Zitat Xu GY, Guo JH, Qu YC, Zhang Y, Fu Y, Guo QX (2016) Selective hydrodeoxygenation of lignin-derived phenols to alkyl cyclohexanols over a Ru-solid base bifunctional catalyst. Green Chem 18:5510–5517CrossRef Xu GY, Guo JH, Qu YC, Zhang Y, Fu Y, Guo QX (2016) Selective hydrodeoxygenation of lignin-derived phenols to alkyl cyclohexanols over a Ru-solid base bifunctional catalyst. Green Chem 18:5510–5517CrossRef
36.
Zurück zum Zitat Nelson NC, Wang ZR, Naik P, Manzano JS, Pruskiab M, Slowing II (2017) Phosphate modified ceria as a Brønsted acidic/redox multifunctional catalyst. J Mater Chem A 5:4455–4466CrossRef Nelson NC, Wang ZR, Naik P, Manzano JS, Pruskiab M, Slowing II (2017) Phosphate modified ceria as a Brønsted acidic/redox multifunctional catalyst. J Mater Chem A 5:4455–4466CrossRef
37.
Zurück zum Zitat Yang YX, Ochoa-Hernándeza C, Pizarroa P, O’shea VAP, Coronado JM, Serrano DP (2016) Ce-promoted Ni/SBA-15 catalysts for anisole hydrotreating under mild conditions. Appl Catal B 197:206–213CrossRef Yang YX, Ochoa-Hernándeza C, Pizarroa P, O’shea VAP, Coronado JM, Serrano DP (2016) Ce-promoted Ni/SBA-15 catalysts for anisole hydrotreating under mild conditions. Appl Catal B 197:206–213CrossRef
38.
Zurück zum Zitat Olcese R, Bettahar MM, Malaman B, Ghanbaja J, Tibavizco L, Petitjean D, Dufour A (2013) Gas-phase hydrodeoxygenation of guaiacol over iron-based catalysts. Effect of gases composition, iron load and supports (silica and activated carbon). Appl Catal B 129:528–538CrossRef Olcese R, Bettahar MM, Malaman B, Ghanbaja J, Tibavizco L, Petitjean D, Dufour A (2013) Gas-phase hydrodeoxygenation of guaiacol over iron-based catalysts. Effect of gases composition, iron load and supports (silica and activated carbon). Appl Catal B 129:528–538CrossRef
39.
Zurück zum Zitat Ng YC, Jei CY, Shamsuddin M (2009) Titanosilicate ETS-10 derived from rice husk ash. Microporous Mesoporous Mater 122:195–200CrossRef Ng YC, Jei CY, Shamsuddin M (2009) Titanosilicate ETS-10 derived from rice husk ash. Microporous Mesoporous Mater 122:195–200CrossRef
40.
Zurück zum Zitat Turta NA, De Luca P, Bilba N, Nagy JB, Nastro A (2008) Synthesis of titanosilicate ETS-10 in presence of cetyltrimethylammonium bromide. Microporous Mesoporous Mater 112:425–431CrossRef Turta NA, De Luca P, Bilba N, Nagy JB, Nastro A (2008) Synthesis of titanosilicate ETS-10 in presence of cetyltrimethylammonium bromide. Microporous Mesoporous Mater 112:425–431CrossRef
41.
Zurück zum Zitat Noh SH, Kim SD, Chung YJ, Park JW, Moon DK, Hayhurst DT, Kim WJ (2006) The effects of (Na + K)/Na molar ratio and kinetic studies on the rapid crystallization of a large pored titanium silicate, ETS-10 using cost efficient titanium oxysulfate, TiOSO 4 under stirring. Microporous Mesoporous Mater 88:197–204CrossRef Noh SH, Kim SD, Chung YJ, Park JW, Moon DK, Hayhurst DT, Kim WJ (2006) The effects of (Na + K)/Na molar ratio and kinetic studies on the rapid crystallization of a large pored titanium silicate, ETS-10 using cost efficient titanium oxysulfate, TiOSO 4 under stirring. Microporous Mesoporous Mater 88:197–204CrossRef
42.
Zurück zum Zitat Lv L, Lee FY, Zhou J, Su F, Zhao XS (2006) XPS study on microporous titanosilicate ETS-10 upon acid treatment. Microporous Mesoporous Mater 96:270–275CrossRef Lv L, Lee FY, Zhou J, Su F, Zhao XS (2006) XPS study on microporous titanosilicate ETS-10 upon acid treatment. Microporous Mesoporous Mater 96:270–275CrossRef
43.
Zurück zum Zitat Lv L, Tsoi G, Zhao XS (2004) Uptake equilibria and mechanisms of heavy metal ions on microporous titanosilicate ETS-10. Ind Eng Chem Res 43:7900–7906CrossRef Lv L, Tsoi G, Zhao XS (2004) Uptake equilibria and mechanisms of heavy metal ions on microporous titanosilicate ETS-10. Ind Eng Chem Res 43:7900–7906CrossRef
44.
Zurück zum Zitat Sankar G, Bell RG, Thomas JM (1996) Determination of the structure of distorted TiO6 units in the titanosilicate ETS-10 by a combination of X-ray absorption spectroscopy and computer modeling. J Phys Chem 100:449–452CrossRef Sankar G, Bell RG, Thomas JM (1996) Determination of the structure of distorted TiO6 units in the titanosilicate ETS-10 by a combination of X-ray absorption spectroscopy and computer modeling. J Phys Chem 100:449–452CrossRef
45.
Zurück zum Zitat Shi M, Lin HCC, Kuznicki TM, Hashisho Z, Kuznicki SM (2010) Separation of a binary mixture of ethylene and ethane by adsorption on Na-ETS-10. Chem Eng Sci 65:3494–3498CrossRef Shi M, Lin HCC, Kuznicki TM, Hashisho Z, Kuznicki SM (2010) Separation of a binary mixture of ethylene and ethane by adsorption on Na-ETS-10. Chem Eng Sci 65:3494–3498CrossRef
46.
Zurück zum Zitat Chowdhury T, Shi M, Hashisho Z, Sawada JA, Kuznicki SM (2012) Regeneration of Na-ETS-10 using microwave and conductive heating. Chem Eng Sci 75:282–288CrossRef Chowdhury T, Shi M, Hashisho Z, Sawada JA, Kuznicki SM (2012) Regeneration of Na-ETS-10 using microwave and conductive heating. Chem Eng Sci 75:282–288CrossRef
47.
Zurück zum Zitat Surolia PK, Tayade RJ, Jasra RV (2010) Photocatalytic degradation of nitrobenzene in an aqueous system by transition-metal-exchanged ETS-10 zeolites. Ind Eng Chem Res 49:3961–3966CrossRef Surolia PK, Tayade RJ, Jasra RV (2010) Photocatalytic degradation of nitrobenzene in an aqueous system by transition-metal-exchanged ETS-10 zeolites. Ind Eng Chem Res 49:3961–3966CrossRef
48.
Zurück zum Zitat Akata B, Yilmaz B, Sacco A Jr (2008) Titanosilicate ETS-10 as a Lewis acid catalyst in the Meerwein–Ponndorf–Verley (MPV) reaction. J Porous Mater 15:351–357CrossRef Akata B, Yilmaz B, Sacco A Jr (2008) Titanosilicate ETS-10 as a Lewis acid catalyst in the Meerwein–Ponndorf–Verley (MPV) reaction. J Porous Mater 15:351–357CrossRef
49.
Zurück zum Zitat Krisnandi YK, Lachowski EE, Howe RF (2006) Effects of ion exchange on the structure of ETS-10. Chem Mater 18:928–933CrossRef Krisnandi YK, Lachowski EE, Howe RF (2006) Effects of ion exchange on the structure of ETS-10. Chem Mater 18:928–933CrossRef
50.
Zurück zum Zitat Li J, Shen BJ, Guo QX, Zhang WC, Wen GM, Tian R, Zhang ZH (2011) Preparation of the surface Ti, Al rich ETS-10 and modification of its pore structure and acidity by desilication and realumination. Microporous Mesoporous Mater 145:224–230CrossRef Li J, Shen BJ, Guo QX, Zhang WC, Wen GM, Tian R, Zhang ZH (2011) Preparation of the surface Ti, Al rich ETS-10 and modification of its pore structure and acidity by desilication and realumination. Microporous Mesoporous Mater 145:224–230CrossRef
51.
Zurück zum Zitat Pavel CC, Schmidt W (2006) Generation of hierarchical pore systems in the titanosilicate ETS-10 by hydrogen peroxide treatment under microwave irradiation. Chem Commun 8:882–884CrossRef Pavel CC, Schmidt W (2006) Generation of hierarchical pore systems in the titanosilicate ETS-10 by hydrogen peroxide treatment under microwave irradiation. Chem Commun 8:882–884CrossRef
52.
Zurück zum Zitat Ni XJ, Xiang M, Fu WQ, Ma YL, Zhu PY, Wang WC, He MY, Yang KQ, Xiong J, Tang TD (2016) Direct synthesis of mesoporous zeolite ETS-10 and Ni-ETS-10 with good catalytic performance in the Knoevenagel reaction. J Porous Mater 23:423–429CrossRef Ni XJ, Xiang M, Fu WQ, Ma YL, Zhu PY, Wang WC, He MY, Yang KQ, Xiong J, Tang TD (2016) Direct synthesis of mesoporous zeolite ETS-10 and Ni-ETS-10 with good catalytic performance in the Knoevenagel reaction. J Porous Mater 23:423–429CrossRef
53.
Zurück zum Zitat Zanuttini MS, Costa BOD, Querini CA, Peralta MA (2014) Hydrodeoxygenation of m-cresol with Pt supported over mild acid materials. Appl Catal A 482:352–361CrossRef Zanuttini MS, Costa BOD, Querini CA, Peralta MA (2014) Hydrodeoxygenation of m-cresol with Pt supported over mild acid materials. Appl Catal A 482:352–361CrossRef
54.
Zurück zum Zitat Wang Y, Wu J, Wang S (2013) Hydrodeoxygenation of bio-oil over Pt-based supported catalysts: importance of mesopores and acidity of the support to compounds with different oxygen contents. RSC Adv 3:12635–12640CrossRef Wang Y, Wu J, Wang S (2013) Hydrodeoxygenation of bio-oil over Pt-based supported catalysts: importance of mesopores and acidity of the support to compounds with different oxygen contents. RSC Adv 3:12635–12640CrossRef
55.
Zurück zum Zitat Zhu XL, Lobban LL, Mallinson RG, Resasco DE (2011) Bifunctional transalkylation and hydrodeoxygenation of anisole over a Pt/HBeta catalyst. J Catal 281:21–29CrossRef Zhu XL, Lobban LL, Mallinson RG, Resasco DE (2011) Bifunctional transalkylation and hydrodeoxygenation of anisole over a Pt/HBeta catalyst. J Catal 281:21–29CrossRef
56.
Zurück zum Zitat Fu WQ, Zhang L, Wu DF, Yu QY, Tang T, Tang TD (2016) Mesoporous zeolite ZSM-5 supported Ni2P catalysts with high activity in the hydrogenation of phenanthrene and 4, 6-dimethyldibenzothiophene. Ind Eng Chem Res 55:7085–7095CrossRef Fu WQ, Zhang L, Wu DF, Yu QY, Tang T, Tang TD (2016) Mesoporous zeolite ZSM-5 supported Ni2P catalysts with high activity in the hydrogenation of phenanthrene and 4, 6-dimethyldibenzothiophene. Ind Eng Chem Res 55:7085–7095CrossRef
57.
Zurück zum Zitat Zheng X, Fu WQ, Xiong J, Xi JC, Ni XJ, Tang TD (2016) Zeolite Beta nanoparticles assembled Cu catalysts with superior catalytic performances in the synthesis of thioesters by cross-coupling of aldehydes and disulfides. Catal Today 264:152–157CrossRef Zheng X, Fu WQ, Xiong J, Xi JC, Ni XJ, Tang TD (2016) Zeolite Beta nanoparticles assembled Cu catalysts with superior catalytic performances in the synthesis of thioesters by cross-coupling of aldehydes and disulfides. Catal Today 264:152–157CrossRef
58.
Zurück zum Zitat Badoga S, Mouli KC, Soni KK, Dalai AK, Adjaye J (2012) Beneficial influence of EDTA on the structure and catalytic properties of sulfided NiMo/SBA-15 catalysts for hydrotreating of light gas oil. Appl Catal B 125:67–84CrossRef Badoga S, Mouli KC, Soni KK, Dalai AK, Adjaye J (2012) Beneficial influence of EDTA on the structure and catalytic properties of sulfided NiMo/SBA-15 catalysts for hydrotreating of light gas oil. Appl Catal B 125:67–84CrossRef
59.
Zurück zum Zitat Vosoughi V, Badoga S, Dalai AK, Abatzoglou N (2016) Effect of pretreatment on physicochemical properties and performance of multiwalled carbon nanotube supported cobalt catalyst for Fischer–Tropsch Synthesis. Ind Eng Chem Res 55:6049–6059CrossRef Vosoughi V, Badoga S, Dalai AK, Abatzoglou N (2016) Effect of pretreatment on physicochemical properties and performance of multiwalled carbon nanotube supported cobalt catalyst for Fischer–Tropsch Synthesis. Ind Eng Chem Res 55:6049–6059CrossRef
60.
Zurück zum Zitat Bagnasco G, Turco M, Busca G, Armaroli T, Nastro A, Luca PD (2003) Characterization of the structural and gas adsorption properties of ETS-10 molecular sieve. Adsorpt Sci Technol 21:683–696CrossRef Bagnasco G, Turco M, Busca G, Armaroli T, Nastro A, Luca PD (2003) Characterization of the structural and gas adsorption properties of ETS-10 molecular sieve. Adsorpt Sci Technol 21:683–696CrossRef
61.
Zurück zum Zitat Xiang M, Ni XJ, Yi XF, Zheng AM, Wang WC, He MY, Xiong J, Liu TY, Ma YL, Zhu PY, Zheng X, Tang TD (2015) Preparation of mesoporous zeolite ETS-10 catalysts for high-yield synthesis of α, β-epoxy ketones. ChemCatChem 7:521–525CrossRef Xiang M, Ni XJ, Yi XF, Zheng AM, Wang WC, He MY, Xiong J, Liu TY, Ma YL, Zhu PY, Zheng X, Tang TD (2015) Preparation of mesoporous zeolite ETS-10 catalysts for high-yield synthesis of α, β-epoxy ketones. ChemCatChem 7:521–525CrossRef
62.
Zurück zum Zitat Sahoo SK, Ray SS, Singh ID (2004) Structural characterization of coke on spent hydroprocessing catalysts used for processing of vacuum gas oils. Appl Catal A 278:83–91CrossRef Sahoo SK, Ray SS, Singh ID (2004) Structural characterization of coke on spent hydroprocessing catalysts used for processing of vacuum gas oils. Appl Catal A 278:83–91CrossRef
63.
Zurück zum Zitat Al-Sakkari EG, El-Sheltawy ST, Attia NK, Mostafa SR (2017) Kinetic study of soybean oil methanolysis using cement Kiln dust as a heterogeneous catalyst for biodiesel production. Appl Catal B 206:146–157CrossRef Al-Sakkari EG, El-Sheltawy ST, Attia NK, Mostafa SR (2017) Kinetic study of soybean oil methanolysis using cement Kiln dust as a heterogeneous catalyst for biodiesel production. Appl Catal B 206:146–157CrossRef
64.
Zurück zum Zitat Sharma M, Wanchoo RK, Toor AP (2014) Amberlyst 15 catalyzed esterification of nonanoic acid with 1-propanol: kinetics, modeling, and comparison of its reaction kinetics with lower alcohols. Ind Eng Chem Res 53:2167–2174CrossRef Sharma M, Wanchoo RK, Toor AP (2014) Amberlyst 15 catalyzed esterification of nonanoic acid with 1-propanol: kinetics, modeling, and comparison of its reaction kinetics with lower alcohols. Ind Eng Chem Res 53:2167–2174CrossRef
65.
Zurück zum Zitat Fu WQ, Zhang L, Wu DF, Xiang M, Zhuo Q, Huang K, Tao ZD, Tang TT (2015) Mesoporous zeolite-supported metal sulfide catalysts with high activities in the deep hydrogenation of phenanthrene. J Catal 330:423–433CrossRef Fu WQ, Zhang L, Wu DF, Xiang M, Zhuo Q, Huang K, Tao ZD, Tang TT (2015) Mesoporous zeolite-supported metal sulfide catalysts with high activities in the deep hydrogenation of phenanthrene. J Catal 330:423–433CrossRef
66.
Zurück zum Zitat Wu GQ, Wang YQ, Wang LN, Feng WP, Shi HN, Lin Y, Zhang T, Jin X, Wang SH, Wu XX, Yao PX (2013) Epoxidation of propylene with H2O2 catalyzed by supported TS-1 catalyst in a fixed-bed reactor: experiments and kinetics. Chem Eng J 215–216:306–314CrossRef Wu GQ, Wang YQ, Wang LN, Feng WP, Shi HN, Lin Y, Zhang T, Jin X, Wang SH, Wu XX, Yao PX (2013) Epoxidation of propylene with H2O2 catalyzed by supported TS-1 catalyst in a fixed-bed reactor: experiments and kinetics. Chem Eng J 215–216:306–314CrossRef
67.
Zurück zum Zitat Bui VN, Laurenti D, Afanasiev P, Geantet C (2011) Hydrodeoxygenation of guaiacol with CoMo catalysts. Part I: promoting effect of cobalt on HDO selectivity and activity. Appl Catal B 101:239–245CrossRef Bui VN, Laurenti D, Afanasiev P, Geantet C (2011) Hydrodeoxygenation of guaiacol with CoMo catalysts. Part I: promoting effect of cobalt on HDO selectivity and activity. Appl Catal B 101:239–245CrossRef
Metadaten
Titel
Highly selective catalytic conversion of lignin-derived phenolic compounds to cycloalkanes over a hierarchically structured zeolite catalyst
verfasst von
Mei Xiang
Dongfang Wu
Publikationsdatum
29.10.2018
Verlag
Springer US
Erschienen in
Journal of Materials Science / Ausgabe 4/2019
Print ISSN: 0022-2461
Elektronische ISSN: 1573-4803
DOI
https://doi.org/10.1007/s10853-018-3057-y

Weitere Artikel der Ausgabe 4/2019

Journal of Materials Science 4/2019 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.