Reactivity of long chain alkylamines to lignin moieties: implications on hydrophobicity of lignocellulose materials.
Enzymatic processes provide new perspectives for modification of lignocellulose materials. In the current study, laccase catalyzed coupling of long chain alkylamines to lignin model molecules and lignocellulose was investigated. Up to two molecules of dodecylamine (DA) and dihexylamine (DHA) were successfully coupled with lignin monomers (guaiacol, catechol and ferulic acid) while coupling onto complex lignin model compounds (syringylglycerol beta-guaiacyl ether, guaiacylglycerol beta-guaiacyl ether and dibenzodioxocin) yielded 1:1 coupling products. Surface analysis of beech veneers enzymatically grafted with DA showed an increase in nitrogen content of 3.18% compared to 0.71% in laccase only treated controls while the O/C ratio decreased from 0.52 to 0.46. Concomitantly the grafting of DHA or DA onto beech veneers resulted in a 53.8% and 84.2% increase in hydrophobicity, respectively when compared to simple adsorption. Therefore, laccase-mediated grafting of long chain alkylamines onto lignocellulose materials can be potentially exploited for improving their hydrophobicity.
Kudanga
Tukayi
T
Graz University of Technology, Institute of Environmental Biotechnology, Petersgasse 12/1, A-8010 Graz, Austria.
Prasetyo
Endry Nugroho
EN
Sipilä
Jussi
J
Guebitz
Georg M
GM
Nyanhongo
Gibson S
GS
D000588:Amines / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D057927:Hydrophobic and Hydrophilic Interactions; D042845:Laccase / Q000378:metabolism; D008031:Lignin / Q000737:chemistry*; D013058:Mass Spectrometry; D056951:Photoelectron Spectroscopy
D000588:Amines; C036909:lignocellulose; D008031:Lignin; D042845:Laccase; C003935:dodecylamine