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Amphiphilic spruce galactoglucomannan derivatives based on naturally-occurring fatty acids

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Citation

Dax, D., Eklund, P., Hemming, J., Sarfraz, J., Backman, P., Xu, C., et al. (2013). Amphiphilic spruce galactoglucomannan derivatives based on naturally-occurring fatty acids. Bioresources, 8(3), 3771-3790.


Cite as: https://hdl.handle.net/21.11116/0000-000B-FC4B-6
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.