Amphiphilic spruce galactoglucomannan derivatives based on naturally-occurring fatty acids

BioResources

Volumn 8, Issue 3, 2013, Pages 3771-3790

  Dax, Daniel ^a   Eklund, Patrik ^a   Hemming, Jarl ^a   Sarfraz, Jawad ^a   Backman, Peter ^a   Xu, Chunlin ^a,b   Willför, Stefan ^a  

^a ÅBO AKADEMI UNIVERSITY   (Finland)

^b ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

Author keywords

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

Indexed keywords

AGRICULTURE; AMINATION; BYPRODUCTS; CELLULOSE; NONIONIC SURFACTANTS; SATURATED FATTY ACIDS; SURFACE ACTIVE AGENTS; SURFACE TENSION; AGRICULTURAL ROBOTS;

AGRICULTURAL PROCESS; AMPHIPHILICS; BIOREFINERY PROCESS; GALACTOGLUCOMANNAN; GALACTOGLUCOMANNAN (GGM); HEMICELLULOSES; HOT WATER EXTRACTION; REDUCTIVE AMINATION; CARBONYLDIIMIDAZOLE; NATURALLY OCCURRING; SURFACE ACTIVITIES;

FATTY ACIDS; NONIONIC SURFACTANTS;

PICEA;

AGRICULTURE; CELLULOSE; FATTY ACIDS; PICEA; RATIOS; SURFACE TENSION; SURFACTANTS; WATER;

EID: 84878644364     PISSN: None     EISSN: 19302126     Source Type: Journal    
DOI: 10.15376/biores.8.3.3771-3790     Document Type: Article

References (32)

1. Al Manasrah, M., Kallioinen, M., Ilvesniemi, H., and Mänttäri, M. (2012). "Recovery of galactoglucomannan from wood hydrolysate using regenerated cellulose ultrafiltration membranes," Bioresour. Technol. 114, 375-381.
2. Bernard, J., Save, M., Arathoon, B., and Charleux, B. (2008). "Preparation of a xanthate-terminated dextran by click chemistry: Application to the synthesis of polysaccharide-coated nanoparticles via surfactant-free ab initio emulsion polymerization of vinyl acetate," J. Polym. Sci., Part A: Polym. Chem. 46(8), 2845-2857.
3. Carbonero, R. C., Mellinger, C. G., Eliasaro, S., Gorin, P. A. J., and Iacomini, M. (2005). "Chemotypes significance of lichenized fungi by structural characterization of heteropolysaccharides from the genera Parmotrema and Rimelia," Microbiol. Letters 246(2), 273-278.
4. Cho, H. S., Moon, H. S., Lim, J. Y., and Kim, J. Y. (2013). "Effect of long chain fatty acids removal as a pretreatment on the anaerobic digestion of food waste," J. Mater. Cycles Waste Manag. 15(1), 82-89.
5. Ferrer, M., Comelles, F., Plou, F. J., Cruces, M. A., Fuentes, G., Parra, J. L., and Ballesteros, A. (2002). "Comparative surface activities of di- and trisaccharide fatty acid esters," Langmuir 18(3), 667-673.
6. Garofalakis, G., Murray, B. S., and Sarney, D. B. (2000). "Surface activity and critical aggregation concentration of pure sugar esters with different sugar headgroups," J. Colloid Interface Sci. 229(2), 391-398.
7. Greffe, L., Bessueille, L., Bulone, V., and Brumer, H. (2005). "Synthesis, preliminary characterization, and application of novel surfactants from highly branched xyloglucan oligosaccharides," Glycobiology 15(4), 437-445.
8. Grote, C., and Heinze, T. (2005). "Starch derivatives of high degree of functionalization 11: Studies on alternative acylation of starch with long-chain fatty acids homogeneously in N,N-dimethyl acetamide/LiCl," Cellulose 12(4), 435-444.
9. Halila, S., Manguian, M., Fort. S., Cottaz, S., Hamaide, T., Fleury, E., and Driguez, H. (2008). "Syntheses of well-defined glycol-polyorganosiloxanes by "click" chemistry and their surfactant properties" Macromol. Chem. Phys. 209(12), 1282-1290.
10. Hannuksela, T., and Penhoat, C. H. (2004). "NMR structural determination of dissolved O-acetylated galactoglucomannan isolated from spruce thermomechanical pulp," Carbohydr. Res. 339(2), 301-312.
11. Hartman, J., Albertsson, A.-C., and Sjöberg, J. (2006). "Surface-and bulk-modified galactoglucomannan hemicellulose films and film laminates for versatile oxygen barriers," Biomacromolecules 7(6), 1983-1989.
12. Hennink, W. E., and van Nostrum, C. F. (2002). "Novel crosslinking methods to design hydrogels," Adv. Drug Delivery Rev. 54(1), 13-36.
13. Houga, C., Le Meins, J. -F., Borsali, R., Taton, D., and Gnanou, Y. (2007). "Synthesis of ATRP-induced dextran-b-polystyrene diblock copolymers and preliminary investigation of their self-assembly in water," Chem. Commun. 43(29), 3063-3065.
14. Hussain, M. A., Liebert, T., and Heinze, T. (2004). "Acylation of cellulose with N,N'-carbonyldiimidazole-activated acids in the novel solvent dimethyl sulfoxide/ tetrabutylammonium fluoride," Macromol. Rapid Commun. 25(9), 916-920.
15. Jönsson, B., Lindman, B., Holmberg, K., and Kronberg, B. (1998). Surfactants and Polymers in Aqueous Solutions, Wiley, West Sussex.
16. Kisonen, V., Eklund, P., Auer, M., Sjöholm, R., Pranovich, A., Hemming, J., Sundberg, A., Aseyev, V., and Willför, S. (2012). "Hydrophobication and characterisation of O-acetyl-galactoglucomannan for papermaking and barrier applications," Carbohydr. Res. 352, 151-158.
17. Lahaye, M., and Robic, A. (2007). "Structure and functional properties of ulvan, a polysaccharide from green seaweeds," Biomacromolecules 8(6), 1765-1774.
18. Leppänen, A. -S., Niittymäki, O., Parikka, K., Tenkanen, M., Eklund, P., Sjöholm, R., and Willför, S. (2010). "Metal-mediated allylation of enzymatically oxidized methyl a-D-galactopyranoside," Carbohydr. Res. 345(18), 2610-2615.
19. Lindqvist, H., Holmback, J., Rosling, A., Salminen, K., Holmbom, B. Auer, M., and Sundberg, A. (2013). "Galactoglucomannan derivatives and their application in papermaking," BioResources 8(1), 994-1010.
20. Michielsen, S., Brandrup, J., and Immergut, E. H. (1999). Polymer Handbook, 4th Ed., Wiley, New York.
21. Moure, A., Gullón, P., Domíguez, H., and Parajó, J. C. (2006). "Advances in the manufacture, purification and applications of xylo-oligosaccharides as food additives and nutraceuticals," Process Biochem. 41(9), 1913-1923.
22. Peterson, K., Nielsen, P.V., Bertelson, G., Lawther, M., Olsen, M.B., Nilsson, N. H., and Mortensen, G. (1999). "Potential of biobased materials for food packaging," Trends Food Sci. Tech. 10(2), 52-68.
23. Sadhu, V. B., Pionteck, J., Voigt, D., Komber, H., and Voit, B. (2004). "Synthesis of halogen-free amino-functionalized polymethyl methacrylate by atom transfer radical polymerization (ATRP)," Macromol. Symp. 210(1), 147-155.
24. Taghizadeh, S. M., and Davari, G. (2006). "Preparation, characterization, and swelling behavior of N-acetylated and deacetylated chitosans," Carbohydr. Polym. 64(1), 9-15.
25. Voepel, J., Edlund, U., and Albertsson, A.-C. (2011). "A versatile single-electron-transfer mediated living radical polymerization route to galactoglucomannan graft-copolymers with tunable hydrophilicity," J. Polym. Sci., Part A: Polym. Chem. 49(11), 2366-2372.
26. Willför, S., Rehn, P., Sundberg, A., Sundberg, K., and Holmbom, B. (2003a). "Recovery of water-soluble acetylgalactoglucomannans from mechanical pulp of spruce," Tappi J. 2(11), 27-32.
27. Willför, S., Sjöholm, R., Roslund, M., Hemming, J., and Holmbom, B. (2003b). "Characterisation of water-soluble galactoglucomannans from Norway spruce wood and thermomechanical pulp," Carbohydr. Polym. 52(2), 175-187.
28. Willför, S., Sundberg, K., Tenkanen, M., and Holmbom, B. (2008). "Spruce-derived mannans-A potential raw material for hydrocolloids and novel advanced natural materials," Carbohydr. Polym. 72(2), 197-210.
29. Xu, C., Willför, S., Holmlund, P., and Hombom, B. (2009). "Rheological properties of water-soluble spruce O-acetyl galactoglucomannans," Carbohydr. Polym. 75(3), 498-504.
30. Xu, C.,Willför, S., and Holmbom, B. (2008). "Rheological properties of mixtures of spruce galactoglucomannans and konjac glucomannan or some other polysaccharides," BioResources 3(3), 713-730.
31. Zhang, T., and Marchant, R. E. (1994). "Novel polysaccharide surfactants: Synthesis of model compounds and dextran-based surfactants," Macromolecules 27(25), 7302-7308.
32. Zhang, T., and Marchant, R. E. (1996). "Novel polysaccharide surfactants: The effect of hydrophobic and hydrophilic chain length on surface active properties," J. Colloid Interface Sci. 177(2), 419-426.