Conversion of highly concentrated cellulose to 1,2-propanediol and ethylene glycol over highly efficient CuCr catalysts

Xiao, Zihui; Jin, Shaohua; Pang, Min; Liang, Changhai

doi:10.1039/c3gc40134k

Cited by 114 publications

(96 citation statements)

References 29 publications

(19 reference statements)

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“…In previous reports regarding the synthesis of PG from glucose [27][28][29][30][31], the reactions were carried out under hydrogen pressures of ≥5 MPa at ≥453 K in most cases. However, the efficient and high yielded synthesis of PG is possible at lower temperatures and pressures using the ZnO + Ru/C system, which will be very useful in regard to industrial production.…”

Section: Effects Of Reaction Conditionsmentioning

confidence: 99%

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Selective transformation of glucose into propylene glycol on Ru/C catalysts combined with ZnO under low hydrogen pressures

Hirano

Sagata

Kita

2015

Applied Catalysis A: General

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a b s t r a c tRecently, biomass resources have garnered significant attention as sustainable and renewable raw materials for the production of chemicals. Propylene glycol (PG) is a valuable chemical product that can be synthesized from biomass. Herein, the selective transformation of glucose into PG was investigated on a carbon-supported 5 wt% Ru catalyst (5%-Ru/C) combined with solid acid-base catalysts under low hydrogen pressures. The reaction conditions, namely the amount of ZnO, temperature, and hydrogen pressure, were also evaluated. At a hydrogen pressure of 0.4 MPa, a full conversion of glucose and 38% yield of PG were obtained using the ZnO + Ru/C system at 453 K for 20 h, while the yield of PG on Ru/C alone was only 9.3% under the same conditions. Studies on the reaction mechanism indicated that the transformation of glucose into PG consisted of the isomerization of glucose to fructose, retro-aldol reaction of fructose to triose (dihydroxyacetone and glyceraldehyde), dehydration of glyceraldehyde to pyruvaldehyde, and successive hydrogenation of pyruvaldehyde to PG via hydroxyacetone. The ZnO catalyst promoted both the isomerization and retro-aldol reaction steps, and the Ru catalyst promoted the hydrogenation steps. The retro-aldol reaction, which included the cleavage of C3 C4 bond in glucose, enabled the selective transformation of glucose into PG under low hydrogen pressures. These findings provide novel insights into the efficient synthesis of PG from glucose, which could be achieved by combining and optimizing the retro-aldol and hydrogenation steps.

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Section: Effects Of Reaction Conditionsmentioning

confidence: 99%

“…PG was obtained in 25.5% yield from glucose using 20% Ni/ZnO at a hydrogen pressure of 6 MPa at 518 K over 2 h. Liang et al [29,30] [32].…”

Section: Introductionmentioning

confidence: 99%

Selective transformation of glucose into propylene glycol on Ru/C catalysts combined with ZnO under low hydrogen pressures

Hirano

Sagata

Kita

2015

Applied Catalysis A: General

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“…These catalysts include Ni/ZnO [134], Cu/CrO x -Ca(OH) 2 [135], Pt-Sn/Al 2 O 3 [136], Ni-La 2 O 3 [32], Ru/C--NaOH [137], CuO/ZnO/Al 2 O 3 [138], and Ru/NbOPO 4 [139]. With respect to the catalytic performance, they are generally less selective to the EG formation but give remarkably higher yields of 1,2-PG in contrast to the tungstenic catalysts.…”

Section: Catalysts and Reaction Mechanismmentioning

confidence: 99%

“…Cu-Cr catalysts in the presence of Ca(OH) 2 were studied for the production glycols, and 42.6 % yield of 1,2-PG and 31.6 % yield of EG were obtained with 10 % concentration of cellulose [135]. The reaction mechanism mainly involves hydrolytic hydrogenation of cellulose to hexitols and the subsequent hydrogenolysis of hexitols to 1,2-PG and EG.…”

Section: Catalysts and Reaction Mechanismmentioning

confidence: 99%

Mechanism and Kinetic Analysis of the Hydrogenolysis of Cellulose to Polyols

Wang

Pang

et al. 2016

Green Chemistry and Sustainable Technology

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The catalytic hydrogenolysis of cellulose to polyols represents an attractive process for biomass conversion to value-added products with a high atom economy. In the past decade, extensive studies have been conducted and promptly accumulated a rich knowledge in this field. In this chapter, we focus on the review of reaction mechanisms and kinetics after a brief description of the catalyst development for this process. In view of the different polyol products, the present review is mainly composed of two parts: cellulose conversion to sugar alcohols and cellulose hydrogenolysis to ethylene glycol and 1,2-propylene glycol. The reaction mechanisms are discussed and summarized to obtain general rules in terms of the specific performance of various catalysts. The reaction kinetics of cellulose hydrogenolysis are analyzed on the basis of the kinetics of the individual reaction steps and their correlations in the whole route covering in detail the reactions of cellulose hydrolysis, sugar hydrogenation, retro-aldol condensation, and sugar condensations. Finally, the prospective for the reaction mechanism and kinetics study of cellulose hydrogenolysis is presented.

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“…Other than nickel, non-noble metal copper was also employed in the reaction of hydrogenolysis of cellulose. Concentrated cellulose (up to 15 wt%) can be converted into 1,2-propylene glycol and EG through the reaction of hydrogenolysis with no coke-like precipitates formed over CuCr catalysts promoted by Ca(OH) 2 [38]. 1,2-propylene glycol and EG was obtained at the yield of 42.6 and 31.6 % under the reaction condition of 518 K, 6.0 MPa H 2 , respectively.…”

Section: Cellulose Hydrogenation and Hydrogenolysismentioning

confidence: 99%

Combining Bio- and Chemo-catalysis for the Sustainable Production of Chemicals

Liu

Lorenzini

Marr

2015

Sustainable Production of Bulk Chemicals

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Biomass has the potential to serve as a sustainable source of energy and organic carbon for our industrial society. The focus of this chapter is to provide a survey of different strategies to achieve chemical catalytic conversion of biomass-derived oxygenated feedstocks to value-added chemicals and fuels. The key reactions involved in the processing of biomass are hydrolysis, dehydration, isomerization, aldol condensation, reforming, hydrogenation/hydrogenolysis, and oxidation. Here, a few specific examples, namely efficient hydrolysis of cellulose over novel solid acids and synthesis of polyols by hydrogenation/hydrogenolysis of cellulose and sugar have been chosen for this review. Further, the selective conversion of platform molecules, such as furan, HMF, and biogenic carboxylic acids into intermediates, specialties, and fine chemicals has been considered. While many challenges are involved in biomass processing, understanding of fundamental reaction chemistry for different types of reactions can lead to the development of new approaches for specific processes.

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Conversion of highly concentrated cellulose to 1,2-propanediol and ethylene glycol over highly efficient CuCr catalysts

Cited by 114 publications

References 29 publications

Selective transformation of glucose into propylene glycol on Ru/C catalysts combined with ZnO under low hydrogen pressures

Selective transformation of glucose into propylene glycol on Ru/C catalysts combined with ZnO under low hydrogen pressures

Mechanism and Kinetic Analysis of the Hydrogenolysis of Cellulose to Polyols

Combining Bio- and Chemo-catalysis for the Sustainable Production of Chemicals

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