Catalytic hydrogenation of dihydrolevoglucosenone to levoglucosanol with a hydrotalcite/mixed oxide copper catalyst

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Autor(es): dc.contributorUniversity of Wisconsin-Madison-
Autor(es): dc.contributorUtrecht University-
Autor(es): dc.contributorUniversidade Estadual Paulista (Unesp)-
Autor(es): dc.creatorDe Bruyn, Mario-
Autor(es): dc.creatorSener, Canan-
Autor(es): dc.creatorPetrolini, Davi D. [UNESP]-
Autor(es): dc.creatorMcClelland, Daniel J.-
Autor(es): dc.creatorHe, Jiayue-
Autor(es): dc.creatorBall, Madelyn R.-
Autor(es): dc.creatorLiu, Yifei-
Autor(es): dc.creatorMartins, Leandro [UNESP]-
Autor(es): dc.creatorDumesic, James A.-
Autor(es): dc.creatorHuber, George W.-
Autor(es): dc.creatorWeckhuysen, Bert M.-
Data de aceite: dc.date.accessioned2022-02-22T00:23:08Z-
Data de disponibilização: dc.date.available2022-02-22T00:23:08Z-
Data de envio: dc.date.issued2020-12-11-
Data de envio: dc.date.issued2020-12-11-
Data de envio: dc.date.issued2019-01-01-
Fonte completa do material: dc.identifierhttp://dx.doi.org/10.1039/c9gc00564a-
Fonte completa do material: dc.identifierhttp://hdl.handle.net/11449/197949-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/11449/197949-
Descrição: dc.descriptionLevoglucosanol (LGOL) is a critical intermediate for the bio-based production of hexane-1,2,5,6-tetrol, 1,2,6-hexanetriol, and 1,6-hexanediol. Here we report on the aqueous-phase hydrogenation of cellulose-derived dihydrolevoglucosenone (Cyrene™) to LGOL using a calcined and reduced heterogeneous copper/hydrotalcite/mixed oxide catalyst, denoted as Cu8/MgAlOx-HP. The turnover frequency for LGOL conversion over this copper-containing catalyst is equal to 0.013 s-1 at 353 K as measured in a flow reactor which is half the one obtained using 0.4 wt% Pd/Al2O3. Moreover, while Cu8/MgAlOx-HP shows a stable activity, the activity of 0.4 wt% Pd/Al2O3 decreases with time-on-stream. Neither Cu-nor Al-leaching is observed (resp. <1 ppb and <1 ppm) but Mg leaching can be seen (5.5 ppm). The latter leaching relates to the acidity of the Cyrene/H2O mixture (pH 3.5-4.5 range), which is due to the occurrence of the geminal diol moiety of Cyrene, an acidic species. In contrast, additional and consecutive oxidation and reduction of the catalyst leads to a gradual decrease in activity over time. Applying still further oxidation/reduction cycles to this catalyst tends to decrease its activity with some overall stabilization being observed from the fourth run onwards. Mg-leaching is shown to change the relative meso-to-macro pore content, but leaves the total pore volume unchanged between the fresh and the spent catalyst. In spite of the high copper loading (8 wt%), small Cu-nanoparticles (2-3 nm) are present over the hydrotalcite/mixed oxide surface of the Cu8/MgAlOx-HP material, and these particles do not aggregate during the hydrogenation reaction.-
Descrição: dc.descriptionDepartment of Chemical and Biological Engineering University of Wisconsin-Madison, 1415 Engineering Drive-
Descrição: dc.descriptionFaculty of Science Debye Institute for Nanomaterials Science Utrecht University, Universiteitsweg 99-
Descrição: dc.descriptionInstituto de Química Unesp-Universidade Estadual Paulista, R. Prof. Francisco Degni 55-
Descrição: dc.descriptionDOE Center for Advanced Bioenergy and Bioproducts Innovation University of Wisconsin-Madison, 1415 Engineering Drive-
Descrição: dc.descriptionInstituto de Química Unesp-Universidade Estadual Paulista, R. Prof. Francisco Degni 55-
Formato: dc.format5000-5007-
Idioma: dc.languageen-
Relação: dc.relationGreen Chemistry-
???dc.source???: dc.sourceScopus-
Título: dc.titleCatalytic hydrogenation of dihydrolevoglucosenone to levoglucosanol with a hydrotalcite/mixed oxide copper catalyst-
Tipo de arquivo: dc.typelivro digital-
Aparece nas coleções:Repositório Institucional - Unesp

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