Ga-doped Cu/H-nanozeolite-Y catalyst for selective hydrogenation and hydrodeoxygenation of lignin-derived chemicals

Verma, Deepak; Insyani, Rizki; Cahyadi, Handi Setiadi; Park, Jae Yong; Kim, Seung Min; Cho, Jae Min; Bae, Jong Wook; Kim, Jae-Hoon

doi:10.1039/c8gc00629f

Cited by 64 publications

(38 citation statements)

References 102 publications

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“…Similarly, designing other strategies to weaken the hydrogenolysis activity of Ru may be promising to this end. In addition, indane and its derivatives have also been obtained through the transformation of cinnamaldehyde, but the detailed cyclization mechanism has not been disclosed to date …”

Section: Upgrading Of Lignin‐derived Monomersmentioning

confidence: 87%

“…Indane and its derivatives can serve as important drug molecules and high‐quality transportation fuels and their selective preparation from lignin is of increasing interest . Weakening the hydrogenolysis activity of metal Ru through the modification of CH 2 Cl 2 slows down the hydrogenolysis reaction of lignin‐derived monomers and accelerates the intramolecular Friedel–Crafts cyclization, affording a high selectivity of indane and its derivatives .…”

Section: Upgrading Of Lignin‐derived Monomersmentioning

confidence: 99%

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Chemicals from Lignin: A Review of Catalytic Conversion Involving Hydrogen

et al. 2020

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Lignin is the most abundant biopolymer with aromatic building blocks and its valorization to sustainable chemicals and fuels has extremely great potential to reduce the excessive dependence on fossil resources, although such conversions remain challenging. The purpose of this Review is to present an insight into the catalytic conversion of lignin involving hydrogen, including reductive depolymerization and the hydrodeoxygenation of lignin‐derived monomers to arenes, cycloalkanes and phenols, with a main focus on the catalyst systems and reaction mechanisms. The roles of hydrogenation sites (Ru, Pt, Pd, Rh) and acid sites (Nb, Ti, Mo), as well as their interaction in selective hydrodeoxygenation reactions are emphasized. Furthermore, some inspirational strategies for the production of other value‐added chemicals are mentioned. Finally, some personal perspectives are provided to highlight the opportunities within this attractive field.

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Section: Upgrading Of Lignin‐derived Monomersmentioning

confidence: 87%

Section: Upgrading Of Lignin‐derived Monomersmentioning

confidence: 99%

Chemicals from Lignin: A Review of Catalytic Conversion Involving Hydrogen

et al. 2020

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“…There are few encouraging reports on the efficient Ga 2 O 3 promotion for other Cu NPs-catalysed selective hydrogenation reactions, such as the hydrogenation of CO 2 to methanol over CuZnGaO x [33], Cu-Ga 2 O 3 /ZrO 2 [34], Cu-Ga 2 O 3 -ZnO/ZrO 2 [35,36], Cu-Ga 2 O 3 /SiO 2 [37][38][39], Cu-Ga 2 O 3 -ZnO/SiO 2 [40], and Cu-Ga 2 O 3 -ZnO/HZSM-5 [41]. Nevertheless, the Ga 2 O 3 promoter effects are little studied for the hydrogenation of α, β-unsaturated aldehydes (i.e., the hydrogenation of citral over Pt-Ga 2 O 3 /C, and the hydrogenation of cinnamaldehyde over Cu-Ga 2 O 3 /HNZY) [30,42]. A combination of XRD, TEM/EDXS, N 2 physisorption, H 2 -TPR, and N 2 O chemisorption analyses allowed us to correlate the structural, textural and reducible properties of the Cu-Ga 2 O 3 /SBA-15 nanomaterials with their catalytic performances in terms of activity and selectivity.…”

Section: Introductionmentioning

confidence: 99%

Cu–Ga2O3nanoparticles supported on ordered mesoporous silica for the catalytic hydrogenation of cinnamaldehyde

Ciotonea¹,

Chirieac²,

Drăgoi³

et al. 2022

Comptes Rendus. Chimie

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Herein, we show that gallium oxide can function as an efficient promoter for the Cucatalysed hydrogenation of cinnamaldehyde. SBA-15-supported Cu-Ga 2 O 3 nanoparticles with a constant Cu loading of 5 wt% and two Cu/Ga weight ratios of 5 and 2, respectively, were synthesised by incipient wetness impregnation followed by mild drying. Physico-chemical characterisation revealed that the metal dispersion, and thus the active surface area of copper, can be enhanced nine-fold upon the addition of gallium promoter, boosting the catalytic activity as compared with the unpromoted Cu/SBA-15 catalyst. Likewise, the presence of Ga 2 O 3 improved the selectivity to cinnamyl alcohol.

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“…[4] Cinnamaldehyde (α,β-unsaturated aldehyde), a typical model component representing the coniferyl aldehydes and sinapaldehydes derived from lignin-, could be produced by electron abstraction of the phenoxy radicals followed by disruption of the Cα-Cβ bond through retro-aldol cleavage of lignin. [5] Therefore, lignin-derived chemicals can serve as platform molecules towards the production of a wide range of value-added chemicals, whose implementation will motivate the transformation towards a sustainable chemical industry.…”

Section: Introductionmentioning

confidence: 99%

Porous‐Organic‐Polymer‐Triggered Advancement of Sustainable Magnetic Efficient Catalyst for Chemoselective Hydrogenation of Cinnamaldehyde

et al. 2020

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Intriguing characteristics including high specific surface area, adjustable chemical functionality, flexibility of molecular design, high hydrothermal and mechanical stability of Porous-Organic-Polymers (POPs) present new opportunities for them to become a versatile platform in heterogeneous catalysis. Cinnamaldehyde (CAL), a representative α,β-unsaturated aldehyde, is an essential molecule, because its partially hydrogenated products, namely cinnamyl alcohol (COL) and hydrocinnamaldehyde (HCAL) are key intermediates for the production of fine chemicals including perfumes, flavorings and pharmaceuticals. In this study, we adopted a cost-effective, facile and metal & template-free strategy for the successful synthesis of hydroxyl enriched POP (denoted as TPT). The TPT was prepared by the simple one-pot condensation of triphenyl amine and terephthaldehyde in the presence of p-toluene sulphonic acid, which served as an organic catalyst. Accordingly, an integrated catalyst, Pd-Fe3O4@TPT, has been developed for the liquid phase selective hydrogenation cinnamaldehyde (CAL). Pd-Fe3O4@TPT exhibited excellent catalytic performance, providing 100% selectivity towards hydrocinnamaldehyde (HCAL) under mild reaction conditions (with relatively low hydrogen pressure and very short reaction time), whereas Fe2O3@TPT appeared inert. Compared with the conventional catalytic systems, our newly designed catalyst was superior in many aspects, owing to the rigid nature of TPT-POP, which prevents aggregation and leaching of the metal nanoparticles. We identify Pd nanoparticles (-NPs) to have two decisive roles, namely (I) transformation of Fe2O3 to Fe3O4 through metal-support interaction and (II) triggering the catalytic activity. A decrease in the Pd-Pd bond distance (~2.7 Å to ~2.49 Å) along with the shift of Fe K-edge to a lower energy was observed by the synchrotron EXAFS analysis of Pd-Fe3O4@TPT, revealing that Pd facilitated the reduction of Fe2O3 to Fe3O4. The significant enhancement in catalytic performance for the selective hydrogenation of C=C over C=O bond could be ascribed to the flat adsorption of C=C over the Pd surface and C=O bond shortening, as suggested by in-situ ATR-IR and DRIFTS spectroscopy studies. Density Functional Theory (DFT) calculations reveal two possible ways by which TPT-POP could contribute to the highly selective hydrogenation of C=C bond on the Pd-Fe3O4@TPT catalyst. Firstly, TPT acts as a structural template for generating highly concentrated Pd step sites and other low coordinated sites, which possess high activity towards C=C bond hydrogenation. Secondly, the charge transfer from TPT to the Pd clusters increases the negative charge density of the Pd sites, consequently enhancing their C=C hydrogenation activity. The present findings provide new inspirations for designing easily realizable, low-cost, and high performance catalysts for sustainable chemistry via effective surface/interface engineering.

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Ga-doped Cu/H-nanozeolite-Y catalyst for selective hydrogenation and hydrodeoxygenation of lignin-derived chemicals

Abstract: The development of an efficient non-sulfided and non-precious catalyst for selective hydrogenation (HD) and hydrodeoxygenation (HDO) of biomass-derived feedstocks to produce fuels and chemicals is of great interest.

Cited by 64 publications

References 102 publications

Chemicals from Lignin: A Review of Catalytic Conversion Involving Hydrogen

Chemicals from Lignin: A Review of Catalytic Conversion Involving Hydrogen

Cu–Ga2O3nanoparticles supported on ordered mesoporous silica for the catalytic hydrogenation of cinnamaldehyde

Porous‐Organic‐Polymer‐Triggered Advancement of Sustainable Magnetic Efficient Catalyst for Chemoselective Hydrogenation of Cinnamaldehyde

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