Recent advances in the catalytic production of bio-based diol 2,5-bis(hydroxymethyl)furan

Zhao, Wenguang; Wang, Rui; Zhao, Kangyu; Liu, Xianxiang; Zhu, Xiaoting; Yan, Le; Yin, Yulong; Xu, Qiong; Yin, Dulin

doi:10.1016/j.crcon.2023.01.001

Cited by 21 publications

(8 citation statements)

References 152 publications

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“…In the past decades, significant advances in chemically catalytic conversion of HMF into BHMF were achieved; most routes were performed over metal-based catalysts, regardless of thermo-, electro-, and photocatalytic hydrogenation. , From a sustainability perspective, developing metal-free methods is highly desired. The use of enzymes and microbial cells for upgrading HMF is of great interest because of their outstanding advantages such as environmental friendliness, high efficiency, and exquisite selectivity .…”

Section: Introductionmentioning

confidence: 99%

One-Pot Chemobiocatalytic Production of 2,5-Bis(hydroxymethyl)furan and Its Diester from Biomass in Aqueous Media

Qian

Zong

2023

ACS Catal.

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Direct valorization of biomass into value-added chemicals is attractive yet challenging. Herein, we report a one-pot synthesis of 2,5-bis(hydroxymethyl)furan (BHMF) and its diacetate from inexpensive fructose and sugar syrup in the aqueous phase via sequential chemical dehydration, biocatalytic reduction, and esterification. A robust alcohol dehydrogenase from Escherichia coli (EcYjgB) was identified for HMF reduction, with high catalytic efficiencies toward 5hydroxymethylfurfural (HMF) (k cat /K m , 1300 s −1 mM −1 ) as well as NADPH (9700 s −1 mM −1 ). Recombinant E. coli harboring EcYjgB (E. coli_EcYjgB) showed high tolerance toward highly toxic and strongly inhibitory biobased furans, enabling smooth reduction of 1 M HMF and 0.5 M furfural. Its practicality was demonstrated by gram-scale synthesis of BHMF with a 79% isolated yield at approximately 126 g/L substrate loading. Biocatalytic process intensification was realized by improving cell membrane permeability using ethyl acetate, providing up to 15 g/L h BHMF productivity. A concurrent biocatalytic cascade for producing BHMF diacetate from HMF was constructed by combining E. coli_EcYjgB and Mycobacterium smegmatis acyltransferase (MsAcT) variant N94A, affording the desired product with a 93% yield in 1 h. Starting from crude HMF obtained via chemical dehydration and organic solvent evaporation, BHMF and its diacetate were produced with >99 and 88% yields, respectively. Finally, direct synthesis of these furan-based products from sugars was performed by chemobiocatalysis, without isolation of any intermediates, resulting in yields of up to 59% (relative to sugar). This work may pave the way for scalable production of furan-based chemicals from inexpensive renewable biomass.

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Section: Introductionmentioning

confidence: 99%

One-Pot Chemobiocatalytic Production of 2,5-Bis(hydroxymethyl)furan and Its Diester from Biomass in Aqueous Media

Qian

Zong

2023

ACS Catal.

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“…Unlike previous reports in the literature [37,38], this paper offers a comprehensive review of the types of defects introduced in recent photocatalysts, along with their respective mechanisms. Through a detailed analysis of the various components' roles in the photocatalytic process, this paper elucidates the reasons for the observed improvements in photocatalytic performance.…”

Section: Specific Reactionmentioning

confidence: 99%

A Review of the Effect of Defect Modulation on the Photocatalytic Reduction Performance of Carbon Dioxide

Zuo,

Tang,

Wang

et al. 2024

Molecules

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Constructive defect engineering has emerged as a prominent method for enhancing the performance of photocatalysts. The mechanisms of the influence of defect types, concentrations, and distributions on the efficiency, selectivity, and stability of CO2 reduction were revealed for this paper by analyzing the effects of different types of defects (e.g., metallic defects, non-metallic defects, and composite defects) on the performance of photocatalysts. There are three fundamental steps in defect engineering techniques to promote photocatalysis, namely, light absorption, charge transfer and separation, and surface-catalyzed reactions. Defect engineering has demonstrated significant potential in recent studies, particularly in enhancing the light-harvesting, charge separation, and adsorption properties of semiconductor photocatalysts for reducing processes like carbon dioxide reduction. Furthermore, this paper discusses the optimization method used in defect modulation strategy to offer theoretical guidance and an experimental foundation for designing and preparing efficient and stable photocatalysts.

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“…In summary, over the last 5 years, relevant scientists or plastic experts have published significant reviews on 2,5-furandicarboxylic acid (2,5-FDCA)-based homopolyesters and their copolyesters. − However, these reviews mostly focused only on specific types or particular applications of biobased polyesters. Given the rapid improvement of 2,5-FDCA-based homopolyesters and copolyesters over the last 5 years, this review aims to provide a comprehensive overview of delegated and/or bulk 2,5-FDCA-based homopolyesters and copolyesters as alternatives to fossil-based polyesters such as PET.…”

Section: Introductionmentioning

confidence: 99%

Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

Miah,

Dong,

Wang

et al. 2024

ACS Sustainable Chem. Eng.

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Polyesters based on 2,5-furandicarboxylic acid (2,5-FDCA) have attracted attention from both academia and industry as a new class of biobased polymers for the growing era of plastics. 2,5-FDCA-based polyesters are 100% renewable, and they are an alternative to petroleum-based or terephthalic acid (TPA)-based polyesters. Moreover, scientists and plastics experts have recognized bioplastics as an eco-friendly solution to developing cost-effective renewable plastics. The growth of the bioplastics market depends on a sustainable economy, population growth, and rapid changes in different polymers. Although a variety of auxiliaries have been practically used in recent years, the production of bioplastics from 2,5-FDCA monomers by oxidation of 5-hydroxymethylfurfural (HMF) is a relatively innovative field of research. This review focuses on the properties and applications of 2,5-FDCA-based polyesters in the packaging and coating industries for producing biobased postconsumer products. The manufacturability, excellent (thermal, mechanical, and barrier) features, and applications in various fields of available 2,5-FDCAbased homo-and copolyesters are discussed. Biobased 2,5-FDCA pure homo-and copolyesters have recently progressed with exceptional properties for their counterparts petroleum-based polyesters. In particular, the mechanical performance of 2,5-FDCAbased pure homopolyesters such as poly(ethylene 2,5-furandicarboxylate) (PEF) and poly(propylene 2,5-furandicarboxylate) (PPF) has the highest tensile strength (σ b ) values of 84.07 ± 4.43 and 90 ± 6 MPa, respectively, compared with other homopolyesters. On the other hand, 2,5-FDCA-based neat copolyesters like poly(ethylene 2,5-thiophenedicarboxylate) (PETF) and poly(ethylene-co-1,4-cyclohexanedimethylene 2,5-furandicarboxylate) (PECF) had maximum tensile strength (σ b ) values of 97−98 and 59−75 MPa, respectively, compared to other copolyesters. In addition, we also compared and observed the highest Young's modulus (E) values of pure PEF (5248 ± 328 MPa) and pure PPF (2460 ± 280 MPa) homopolyesters and of neat PETF (3100−3300 MPa) and neat PECF (1740−2300 MPa) copolyesters. Furthermore, the elongation at break (ε b ) values of pure poly(decylene furandicarboxylate) (PDF) (986 ± 82%) and pure poly(butylene 2,5-furandicarboxylate) (PBF) (368 ± 43%) homopolyesters and neat poly(pentylene furandicarboxylate) (PPeF) (1050 ± 200%) and neat poly(1,4-butanediol 2,5-thiophenedicarboxylate) (PBTF) (900 ± 84%) copolyesters had the highest values compared to other pure homo-and copolyesters. Finally, the results of the barrier improvement factor (BIFp) study showed that neat PPeF copolyesters had the highest values of O 2 (227 BIFp) and CO 2 (979 BIFp) compared to other pure homo-and copolyesters.

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Recent advances in the catalytic production of bio-based diol 2,5-bis(hydroxymethyl)furan

Cited by 21 publications

References 152 publications

One-Pot Chemobiocatalytic Production of 2,5-Bis(hydroxymethyl)furan and Its Diester from Biomass in Aqueous Media

One-Pot Chemobiocatalytic Production of 2,5-Bis(hydroxymethyl)furan and Its Diester from Biomass in Aqueous Media

A Review of the Effect of Defect Modulation on the Photocatalytic Reduction Performance of Carbon Dioxide

Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

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