Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment

Leonardo Da Costa Sousa, Marcus Foston, Vijay Bokade, Ali Azarpira, Fachuang Lu, Arthur J. Ragauskas, John Ralph, Bruce Dale, Venkatesh Balan

    Research output: Contribution to journalArticle

    • 12 Citations

    Abstract

    One of the key challenges facing lignin conversion to fuels and chemicals is related to the level of carbohydrate and ash impurities found in extracted lignin. Structural modifications of lignin may also occur as a result of biomass pretreatment and harsh lignin extraction protocols. Extractive-Ammonia (EA) is a new pretreatment technology that uses liquid ammonia to cleave lignin-carbohydrate complexes, decrystallize cellulose, solubilize lignin, and selectively extract lignin from lignocellulosic biomass, enabling better utilization of both lignin and carbohydrate components in a biorefinery. The EA-based biorefinery produces two different lignin-rich streams, with different properties, that could potentially be upgraded to fuels and chemicals using green processes. In this work, a water/ethanol-based fractionation method was developed to enrich the ammonia-soluble extractives, resulting in a major product stream containing 92% lignin. Detailed characterization of the various streams resulting from EA treatment, including compositional analysis, structural characterization by nuclear magnetic resonance (NMR) spectrometry, elemental analysis, molecular weight analysis, and thermo-gravimetric analysis provides a broad evaluation of the EA-derived lignin product stream structures and properties, assessing their potential for commercial applications. In summary, EA-derived lignins preserve much of lignin's functionality, including the sensitive β-aryl ether units. Nitrogen incorporation was observed in the lignin-rich streams, notably due to the presence of hydroxycinnamoyl amides formed during ammonia pretreatment.

    Original languageEnglish (US)
    Pages (from-to)4205-4215
    Number of pages11
    JournalGreen Chemistry
    Volume18
    Issue number15
    DOIs
    StatePublished - 2016

    Profile

    Lignin
    lignin
    Ammonia
    ammonia
    Carbohydrates
    carbohydrate
    Biomass
    biomass
    Suckling Animals
    Alcuronium
    Panthera
    Ashes
    Fractionation
    Amides
    Structural analysis
    Spectrometry
    Thermogravimetric analysis
    Ethers
    Cellulose
    Ethanol

    ASJC Scopus subject areas

    • Environmental Chemistry
    • Pollution

    Cite this

    Da Costa Sousa, L., Foston, M., Bokade, V., Azarpira, A., Lu, F., Ragauskas, A. J., ... Balan, V. (2016). Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment. Green Chemistry, 18(15), 4205-4215. DOI: 10.1039/c6gc00298f

    Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment. / Da Costa Sousa, Leonardo; Foston, Marcus; Bokade, Vijay; Azarpira, Ali; Lu, Fachuang; Ragauskas, Arthur J.; Ralph, John; Dale, Bruce; Balan, Venkatesh.

    In: Green Chemistry, Vol. 18, No. 15, 2016, p. 4205-4215.

    Research output: Contribution to journalArticle

    Da Costa Sousa, L, Foston, M, Bokade, V, Azarpira, A, Lu, F, Ragauskas, AJ, Ralph, J, Dale, B & Balan, V 2016, 'Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment' Green Chemistry, vol 18, no. 15, pp. 4205-4215. DOI: 10.1039/c6gc00298f
    Da Costa Sousa L, Foston M, Bokade V, Azarpira A, Lu F, Ragauskas AJ et al. Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment. Green Chemistry. 2016;18(15):4205-4215. Available from, DOI: 10.1039/c6gc00298f

    Da Costa Sousa, Leonardo; Foston, Marcus; Bokade, Vijay; Azarpira, Ali; Lu, Fachuang; Ragauskas, Arthur J.; Ralph, John; Dale, Bruce; Balan, Venkatesh / Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment.

    In: Green Chemistry, Vol. 18, No. 15, 2016, p. 4205-4215.

    Research output: Contribution to journalArticle

    @article{a8ce9a40e9f74cc99446758f8443792b,
    title = "Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment",
    abstract = "One of the key challenges facing lignin conversion to fuels and chemicals is related to the level of carbohydrate and ash impurities found in extracted lignin. Structural modifications of lignin may also occur as a result of biomass pretreatment and harsh lignin extraction protocols. Extractive-Ammonia (EA) is a new pretreatment technology that uses liquid ammonia to cleave lignin-carbohydrate complexes, decrystallize cellulose, solubilize lignin, and selectively extract lignin from lignocellulosic biomass, enabling better utilization of both lignin and carbohydrate components in a biorefinery. The EA-based biorefinery produces two different lignin-rich streams, with different properties, that could potentially be upgraded to fuels and chemicals using green processes. In this work, a water/ethanol-based fractionation method was developed to enrich the ammonia-soluble extractives, resulting in a major product stream containing 92% lignin. Detailed characterization of the various streams resulting from EA treatment, including compositional analysis, structural characterization by nuclear magnetic resonance (NMR) spectrometry, elemental analysis, molecular weight analysis, and thermo-gravimetric analysis provides a broad evaluation of the EA-derived lignin product stream structures and properties, assessing their potential for commercial applications. In summary, EA-derived lignins preserve much of lignin's functionality, including the sensitive β-aryl ether units. Nitrogen incorporation was observed in the lignin-rich streams, notably due to the presence of hydroxycinnamoyl amides formed during ammonia pretreatment.",
    author = "{Da Costa Sousa}, Leonardo and Marcus Foston and Vijay Bokade and Ali Azarpira and Fachuang Lu and Ragauskas, {Arthur J.} and John Ralph and Bruce Dale and Venkatesh Balan",
    year = "2016",
    doi = "10.1039/c6gc00298f",
    volume = "18",
    pages = "4205--4215",
    journal = "Green Chemistry",
    issn = "1463-9262",
    publisher = "Royal Society of Chemistry",
    number = "15",

    }

    TY - JOUR

    T1 - Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment

    AU - Da Costa Sousa,Leonardo

    AU - Foston,Marcus

    AU - Bokade,Vijay

    AU - Azarpira,Ali

    AU - Lu,Fachuang

    AU - Ragauskas,Arthur J.

    AU - Ralph,John

    AU - Dale,Bruce

    AU - Balan,Venkatesh

    PY - 2016

    Y1 - 2016

    N2 - One of the key challenges facing lignin conversion to fuels and chemicals is related to the level of carbohydrate and ash impurities found in extracted lignin. Structural modifications of lignin may also occur as a result of biomass pretreatment and harsh lignin extraction protocols. Extractive-Ammonia (EA) is a new pretreatment technology that uses liquid ammonia to cleave lignin-carbohydrate complexes, decrystallize cellulose, solubilize lignin, and selectively extract lignin from lignocellulosic biomass, enabling better utilization of both lignin and carbohydrate components in a biorefinery. The EA-based biorefinery produces two different lignin-rich streams, with different properties, that could potentially be upgraded to fuels and chemicals using green processes. In this work, a water/ethanol-based fractionation method was developed to enrich the ammonia-soluble extractives, resulting in a major product stream containing 92% lignin. Detailed characterization of the various streams resulting from EA treatment, including compositional analysis, structural characterization by nuclear magnetic resonance (NMR) spectrometry, elemental analysis, molecular weight analysis, and thermo-gravimetric analysis provides a broad evaluation of the EA-derived lignin product stream structures and properties, assessing their potential for commercial applications. In summary, EA-derived lignins preserve much of lignin's functionality, including the sensitive β-aryl ether units. Nitrogen incorporation was observed in the lignin-rich streams, notably due to the presence of hydroxycinnamoyl amides formed during ammonia pretreatment.

    AB - One of the key challenges facing lignin conversion to fuels and chemicals is related to the level of carbohydrate and ash impurities found in extracted lignin. Structural modifications of lignin may also occur as a result of biomass pretreatment and harsh lignin extraction protocols. Extractive-Ammonia (EA) is a new pretreatment technology that uses liquid ammonia to cleave lignin-carbohydrate complexes, decrystallize cellulose, solubilize lignin, and selectively extract lignin from lignocellulosic biomass, enabling better utilization of both lignin and carbohydrate components in a biorefinery. The EA-based biorefinery produces two different lignin-rich streams, with different properties, that could potentially be upgraded to fuels and chemicals using green processes. In this work, a water/ethanol-based fractionation method was developed to enrich the ammonia-soluble extractives, resulting in a major product stream containing 92% lignin. Detailed characterization of the various streams resulting from EA treatment, including compositional analysis, structural characterization by nuclear magnetic resonance (NMR) spectrometry, elemental analysis, molecular weight analysis, and thermo-gravimetric analysis provides a broad evaluation of the EA-derived lignin product stream structures and properties, assessing their potential for commercial applications. In summary, EA-derived lignins preserve much of lignin's functionality, including the sensitive β-aryl ether units. Nitrogen incorporation was observed in the lignin-rich streams, notably due to the presence of hydroxycinnamoyl amides formed during ammonia pretreatment.

    UR - http://www.scopus.com/inward/record.url?scp=84979578294&partnerID=8YFLogxK

    UR - http://www.scopus.com/inward/citedby.url?scp=84979578294&partnerID=8YFLogxK

    U2 - 10.1039/c6gc00298f

    DO - 10.1039/c6gc00298f

    M3 - Article

    VL - 18

    SP - 4205

    EP - 4215

    JO - Green Chemistry

    T2 - Green Chemistry

    JF - Green Chemistry

    SN - 1463-9262

    IS - 15

    ER -