Amphiphilic Spruce Galactoglucomannan Derivatives Based on Naturally-Occurring Fatty Acids

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    Abstract

    A class of nonionic polysaccharides-based surfactants were synthesised from O-acetyl galactoglucomannan (GGM), water-soluble hemicelluloses from spruce, using naturally-occurring saturated fatty acids, CH3(CH2)(n)COOH (n = 7, 12, and 16). Hemicelluloses can be recovered from waste-streams of papermaking and agricultural processes or isolated by hot water extraction of plant tissues integrated into a biorefinery process. Fatty acids can be recovered as byproducts of the agricultural and food industries. Different synthesis routes were applied to yield amphiphilic derivatives with either a grafted or block structure. Fatty acids activated with 1,1'-carbonyldiimidazole (CDI) were grafted to the backbone of GGM molecules on their hydroxyl groups. Alternatively, synthesised amino-activated fatty acids using ethylenediamine were reacted with the reducing end of GGM. By adjusting the reagent ratios, GGM-based surfactants with different hydrophilic to hydrophobic ratios were prepared. Their surface activity was assessed by measuring the surface tension in water. This study presents an approach to design carbohydrate-based surfactants using naturally-occurring fatty acids that may find potential applications in such areas as food, cosmetic, and paint formulations.
    Original languageUndefined/Unknown
    Pages (from-to)3771–3790
    Number of pages20
    JournalBioResources
    Volume8
    Issue number3
    Publication statusPublished - 2013
    MoE publication typeA1 Journal article-refereed

    Keywords

    • Amphiphilic
    • Fatty acid
    • Galactoglucomannan
    • Hemicelluloses
    • Reductive amination
    • Surface tension
    • Surfactant

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