IDEAS home Printed from https://ideas.repec.org/a/eee/rensus/v74y2017icp230-257.html
   My bibliography  Save this article

Recent advances in catalytic transformation of biomass-derived 5-hydroxymethylfurfural into the innovative fuels and chemicals

Author

Listed:
  • Hu, Lei
  • Lin, Lu
  • Wu, Zhen
  • Zhou, Shouyong
  • Liu, Shijie

Abstract

In contrast to the nonrenewable fossil resources, biomass, the only renewable resource of organic carbon in the nature, is considered as a special kind of inexhaustible feedstocks, which can be used for the synthesis of numerous valuable products in a sustainable manner. Among many biomass-derived products, 5-hydroxymethylfurfural (HMF) is identified to be a crucially important versatile compound due to its marvelous structure that is composed of an aldehyde group, a hydroxyl group and a furan ring. Hence, HMF possesses a very strong chemical reactivity, and it can be further transformed into a wide variety of value-added derivatives. In recent years, the synthetic methods, physicochemical properties and commercial prospects of HMF-based conventional derivatives such as 2,5-dimethylfuran (DMF), 5-ethoxymethylfurfural (EMF), ethyl levulinate (EL), long chain alkane (LLA), levulinic acid (LA), 2,5-diformylfuran (DFF) and 2,5-furandicarboxylic acid (FDCA) have been intensively reviewed by many researchers. However, up to now, the preparation of HMF-based innovative derivatives such as 2,5-dihydroxymethylfuran (DHMF), 2,5-dihydroxymethyltetrahydrofuran (DHMTHF), 1,2,6-hexanetriol (HTO), 1,6-hexanediol (HDO), 1-hydroxyhexane-2,5-dione (HHD), 3-hydroxymethylcyclopetanone (HMCPN), furan-2,5-dimethylcarboxylate (FDMC), maleic anhydride (MA), 5-hydroxy-5-(hydroxymethyl)furan-2(5H)-one (HHMFO), 5-alkoxymethylfurfural (AMF), 5,5-oxy-(bismethylene)-2-furaldehyde (OBMF), 5-arylaminomethyl-2-furanmethanol (AAMFM), 2,5-furandiamidine dihydrochloride (FDADHC), 1-alkyl-5-hydroxy-2-(hydroxymethyl)pyridinium (AHHMP), 5,5-bis(hydroxymethyl)furoin (BHMF), 5-(dialkyloxymethyl)-2-furanmethanol (DAMFM), 5-chloromethylfurfural (CMF), 5-alkanoyloxymethylfurfural (AOOMF) and furfuryl alcohol (FFA) has not yet been comprehensively summarized. In order to fill this gap, the latest studies and advancements on the preparation of HMF-based innovative derivatives via various catalytic approaches such as hydrogenation, oxidation, etherification, amination, condensation, halogenation, esterification and decarbonylation are systematically outlined and discussed in this review. Furthermore, a few potential research trends in the future studies are also proposed to provide some useful ideas for the further preparation of HMF-based innovative derivatives in a much more green, simple, efficient and economical way.

Suggested Citation

  • Hu, Lei & Lin, Lu & Wu, Zhen & Zhou, Shouyong & Liu, Shijie, 2017. "Recent advances in catalytic transformation of biomass-derived 5-hydroxymethylfurfural into the innovative fuels and chemicals," Renewable and Sustainable Energy Reviews, Elsevier, vol. 74(C), pages 230-257.
  • Handle: RePEc:eee:rensus:v:74:y:2017:i:c:p:230-257
    DOI: 10.1016/j.rser.2017.02.042
    as

    Download full text from publisher

    File URL: http://www.sciencedirect.com/science/article/pii/S1364032117302599
    Download Restriction: Full text for ScienceDirect subscribers only

    File URL: https://libkey.io/10.1016/j.rser.2017.02.042?utm_source=ideas
    LibKey link: if access is restricted and if your library uses this service, LibKey will redirect you to where you can use your library subscription to access this item
    ---><---

    As the access to this document is restricted, you may want to search for a different version of it.

    References listed on IDEAS

    as
    1. Morone, Amruta & Apte, Mayura & Pandey, R.A., 2015. "Levulinic acid production from renewable waste resources: Bottlenecks, potential remedies, advancements and applications," Renewable and Sustainable Energy Reviews, Elsevier, vol. 51(C), pages 548-565.
    2. Qian, Yong & Zhu, Lifeng & Wang, Yue & Lu, Xingcai, 2015. "Recent progress in the development of biofuel 2,5-dimethylfuran," Renewable and Sustainable Energy Reviews, Elsevier, vol. 41(C), pages 633-646.
    3. Yang, Yu & Abu-Omar, Mahdi M. & Hu, Changwei, 2012. "Heteropolyacid catalyzed conversion of fructose, sucrose, and inulin to 5-ethoxymethylfurfural, a liquid biofuel candidate," Applied Energy, Elsevier, vol. 99(C), pages 80-84.
    4. Yuriy Román-Leshkov & Christopher J. Barrett & Zhen Y. Liu & James A. Dumesic, 2007. "Production of dimethylfuran for liquid fuels from biomass-derived carbohydrates," Nature, Nature, vol. 447(7147), pages 982-985, June.
    5. Koçar, Günnur & Civaş, Nilgün, 2013. "An overview of biofuels from energy crops: Current status and future prospects," Renewable and Sustainable Energy Reviews, Elsevier, vol. 28(C), pages 900-916.
    6. Gupta, Mayank & Kumar, Naveen, 2012. "Scope and opportunities of using glycerol as an energy source," Renewable and Sustainable Energy Reviews, Elsevier, vol. 16(7), pages 4551-4556.
    7. Yan, Kai & Jarvis, Cody & Gu, Jing & Yan, Yong, 2015. "Production and catalytic transformation of levulinic acid: A platform for speciality chemicals and fuels," Renewable and Sustainable Energy Reviews, Elsevier, vol. 51(C), pages 986-997.
    8. Peng, Lincai & Lin, Lu & Li, Hui & Yang, Qiulin, 2011. "Conversion of carbohydrates biomass into levulinate esters using heterogeneous catalysts," Applied Energy, Elsevier, vol. 88(12), pages 4590-4596.
    Full references (including those not matched with items on IDEAS)

    Citations

    Citations are extracted by the CitEc Project, subscribe to its RSS feed for this item.
    as


    Cited by:

    1. Tu, Shanshan & Yu, Xiaojie & Ji, Qinghua & Ma, Qiannan & Zhou, Cunshan & Chen, Li & Okonkwo, Clinton Emeka, 2022. "Exploration of lower critical solution temperature DES in a thermoreversible aqueous two-phase system for integrating glucose conversion and 5-HMF separation," Renewable Energy, Elsevier, vol. 189(C), pages 392-401.
    2. Zhao, Yuan & Lu, Kaifeng & Xu, Hao & Zhu, Lingjun & Wang, Shurong, 2021. "A critical review of recent advances in the production of furfural and 5-hydroxymethylfurfural from lignocellulosic biomass through homogeneous catalytic hydrothermal conversion," Renewable and Sustainable Energy Reviews, Elsevier, vol. 139(C).
    3. So-Yeon Jeong & Jae-Won Lee, 2021. "Effects of Sugars and Degradation Products Derived from Lignocellulosic Biomass on Maleic Acid Production," Energies, MDPI, vol. 14(4), pages 1-11, February.
    4. Wang, Haiyong & Zhu, Changhui & Li, Dan & Liu, Qiying & Tan, Jin & Wang, Chenguang & Cai, Chiliu & Ma, Longlong, 2019. "Recent advances in catalytic conversion of biomass to 5-hydroxymethylfurfural and 2, 5-dimethylfuran," Renewable and Sustainable Energy Reviews, Elsevier, vol. 103(C), pages 227-247.
    5. Kang, Shimin & Fu, Jinxia & Zhang, Gang, 2018. "From lignocellulosic biomass to levulinic acid: A review on acid-catalyzed hydrolysis," Renewable and Sustainable Energy Reviews, Elsevier, vol. 94(C), pages 340-362.
    6. Hu, Di & Zhang, Man & Xu, Hong & Wang, Yuchen & Yan, Kai, 2021. "Recent advance on the catalytic system for efficient production of biomass-derived 5-hydroxymethylfurfural," Renewable and Sustainable Energy Reviews, Elsevier, vol. 147(C).
    7. Yan, Puxiang & Wang, Haiyong & Liao, Yuhe & Wang, Chenguang, 2023. "Zeolite catalysts for the valorization of biomass into platform compounds and biochemicals/biofuels: A review," Renewable and Sustainable Energy Reviews, Elsevier, vol. 178(C).
    8. Wang, Hongliang & Yang, Bin & Zhang, Qian & Zhu, Wanbin, 2020. "Catalytic routes for the conversion of lignocellulosic biomass to aviation fuel range hydrocarbons," Renewable and Sustainable Energy Reviews, Elsevier, vol. 120(C).
    9. Hu, Lei & Wu, Zhen & Jiang, Yetao & Wang, Xiaoyu & He, Aiyong & Song, Jie & Xu, Jiming & Zhou, Shouyong & Zhao, Yijiang & Xu, Jiaxing, 2020. "Recent advances in catalytic and autocatalytic production of biomass-derived 5-hydroxymethylfurfural," Renewable and Sustainable Energy Reviews, Elsevier, vol. 134(C).
    10. Zhang, Heng & Li, Hu & Hu, Yulin & Venkateswara Rao, Kasanneni Tirumala & Xu, Chunbao (Charles) & Yang, Song, 2019. "Advances in production of bio-based ester fuels with heterogeneous bifunctional catalysts," Renewable and Sustainable Energy Reviews, Elsevier, vol. 114(C), pages 1-1.

    Most related items

    These are the items that most often cite the same works as this one and are cited by the same works as this one.
    1. Kang, Shimin & Fu, Jinxia & Zhang, Gang, 2018. "From lignocellulosic biomass to levulinic acid: A review on acid-catalyzed hydrolysis," Renewable and Sustainable Energy Reviews, Elsevier, vol. 94(C), pages 340-362.
    2. Zhang, Xueyan & Zhang, Xiaoyu & Sun, Ningyue & Wang, Shengtian & Wang, Xiaohong & Jiang, Zijang, 2019. "High production of levulinic acid from cellulosic feedstocks being catalyzed by temperature-responsive transition metal substituted heteropolyacids," Renewable Energy, Elsevier, vol. 141(C), pages 802-813.
    3. Badgujar, Kirtikumar C. & Wilson, Lee D. & Bhanage, Bhalchandra M., 2019. "Recent advances for sustainable production of levulinic acid in ionic liquids from biomass: Current scenario, opportunities and challenges," Renewable and Sustainable Energy Reviews, Elsevier, vol. 102(C), pages 266-284.
    4. Wang, Haiyong & Zhu, Changhui & Li, Dan & Liu, Qiying & Tan, Jin & Wang, Chenguang & Cai, Chiliu & Ma, Longlong, 2019. "Recent advances in catalytic conversion of biomass to 5-hydroxymethylfurfural and 2, 5-dimethylfuran," Renewable and Sustainable Energy Reviews, Elsevier, vol. 103(C), pages 227-247.
    5. di Bitonto, Luigi & Locaputo, Vito & D'Ambrosio, Valeria & Pastore, Carlo, 2020. "Direct Lewis-Brønsted acid ethanolysis of sewage sludge for production of liquid fuels," Applied Energy, Elsevier, vol. 259(C).
    6. Ya, Yuchen & Nie, Xiaokang & Han, Weiwei & Xiang, Longkai & Gu, Mingyan & Chu, Huaqiang, 2020. "Effects of 2, 5–dimethylfuran/ethanol addition on soot formation in n-heptane/iso-octane/air coflow diffusion flames," Energy, Elsevier, vol. 210(C).
    7. Viar, Nerea & Requies, Jesús M. & Agirre, Ion & Iriondo, Aitziber & Arias, Pedro L., 2019. "Furanic biofuels production from biomass using Cu-based heterogeneous catalysts," Energy, Elsevier, vol. 172(C), pages 531-544.
    8. Nabavi-Pelesaraei, Ashkan & Azadi, Hossein & Van Passel, Steven & Saber, Zahra & Hosseini-Fashami, Fatemeh & Mostashari-Rad, Fatemeh & Ghasemi-Mobtaker, Hassan, 2021. "Prospects of solar systems in production chain of sunflower oil using cold press method with concentrating energy and life cycle assessment," Energy, Elsevier, vol. 223(C).
    9. Bergthorson, Jeffrey M. & Thomson, Murray J., 2015. "A review of the combustion and emissions properties of advanced transportation biofuels and their impact on existing and future engines," Renewable and Sustainable Energy Reviews, Elsevier, vol. 42(C), pages 1393-1417.
    10. Łukajtis, Rafał & Hołowacz, Iwona & Kucharska, Karolina & Glinka, Marta & Rybarczyk, Piotr & Przyjazny, Andrzej & Kamiński, Marian, 2018. "Hydrogen production from biomass using dark fermentation," Renewable and Sustainable Energy Reviews, Elsevier, vol. 91(C), pages 665-694.
    11. Navas-Anguita, Zaira & García-Gusano, Diego & Iribarren, Diego, 2019. "A review of techno-economic data for road transportation fuels," Renewable and Sustainable Energy Reviews, Elsevier, vol. 112(C), pages 11-26.
    12. Holmatov, B. & Hoekstra, A.Y. & Krol, M.S., 2019. "Land, water and carbon footprints of circular bioenergy production systems," Renewable and Sustainable Energy Reviews, Elsevier, vol. 111(C), pages 224-235.
    13. Li, Mengzhu & Wei, Junnan & Yan, Guihua & Liu, Huai & Tang, Xing & Sun, Yong & Zeng, Xianhai & Lei, Tingzhou & Lin, Lu, 2020. "Cascade conversion of furfural to fuel bioadditive ethyl levulinate over bifunctional zirconium-based catalysts," Renewable Energy, Elsevier, vol. 147(P1), pages 916-923.
    14. Eksi, Guner & Karaosmanoglu, Filiz, 2017. "Combined bioheat and biopower: A technology review and an assessment for Turkey," Renewable and Sustainable Energy Reviews, Elsevier, vol. 73(C), pages 1313-1332.
    15. Liu, Jie & Wang, Xue-Qian & Yang, Bei-Bei & Liu, Chun-Ling & Xu, Chun-Li & Dong, Wen-Sheng, 2018. "Highly efficient conversion of glucose into methyl levulinate catalyzed by tin-exchanged montmorillonite," Renewable Energy, Elsevier, vol. 120(C), pages 231-240.
    16. Nguyen, Long Thanh & Doan, Vinh Thanh Chau & Nguyen, Trinh Hao & Phan, Ha Bich & Pham, Viet Van & Dang, Chinh Van & Tran, Phuong Hoang, 2024. "One-pot aerobic conversion of fructose to 2,5-diformylfuran using silver-decorated carbon materials," Renewable Energy, Elsevier, vol. 221(C).
    17. Pan, Hu & Liu, Xiaofang & Zhang, Heng & Yang, Kaili & Huang, Shan & Yang, Song, 2017. "Multi-SO3H functionalized mesoporous polymeric acid catalyst for biodiesel production and fructose-to-biodiesel additive conversion," Renewable Energy, Elsevier, vol. 107(C), pages 245-252.
    18. Dookheh, Maryam & Najafi Chermahini, Alireza, 2023. "Surface modified mesoporous KIT-5: A catalytic approach to obtain butyl levulinate from starch," Renewable Energy, Elsevier, vol. 211(C), pages 227-235.
    19. Mazen A. Eldeeb & Benjamin Akih-Kumgeh, 2018. "Recent Trends in the Production, Combustion and Modeling of Furan-Based Fuels," Energies, MDPI, vol. 11(3), pages 1-47, February.
    20. Chen, Guisheng & Shen, Yinggang & Zhang, Quanchang & Yao, Mingfa & Zheng, Zunqing & Liu, Haifeng, 2013. "Experimental study on combustion and emission characteristics of a diesel engine fueled with 2,5-dimethylfuran–diesel, n-butanol–diesel and gasoline–diesel blends," Energy, Elsevier, vol. 54(C), pages 333-342.

    Corrections

    All material on this site has been provided by the respective publishers and authors. You can help correct errors and omissions. When requesting a correction, please mention this item's handle: RePEc:eee:rensus:v:74:y:2017:i:c:p:230-257. See general information about how to correct material in RePEc.

    If you have authored this item and are not yet registered with RePEc, we encourage you to do it here. This allows to link your profile to this item. It also allows you to accept potential citations to this item that we are uncertain about.

    If CitEc recognized a bibliographic reference but did not link an item in RePEc to it, you can help with this form .

    If you know of missing items citing this one, you can help us creating those links by adding the relevant references in the same way as above, for each refering item. If you are a registered author of this item, you may also want to check the "citations" tab in your RePEc Author Service profile, as there may be some citations waiting for confirmation.

    For technical questions regarding this item, or to correct its authors, title, abstract, bibliographic or download information, contact: Catherine Liu (email available below). General contact details of provider: http://www.elsevier.com/wps/find/journaldescription.cws_home/600126/description#description .

    Please note that corrections may take a couple of weeks to filter through the various RePEc services.

    IDEAS is a RePEc service. RePEc uses bibliographic data supplied by the respective publishers.