title: Interaction Mechanisms between guaiacols and lignin: the conjugated double bond makes the difference.
abstract: Lignin is considered to be responsible for a selective sorption of phenolic compounds on wood. In order to investigate the mechanisms involved, two similar guaiacol compounds--only differing by the nature of the para side chain--were adsorbed on oak wood extracted lignin. Vapor sorption-desorption isotherms indicated that about 3.5 wt % of 4-vinylguaiacol is adsorbed near saturation whereas it is only 0.8% for 4-ethylguaiacol. For both compounds, the isotherms displayed a hysteresis though significantly greater for 4-vinylguaiacol. Analyses of the hydroxyl stretching region of FTIR spectra of the lignin/4-ethylguaiacol and lignin/4-vinylguaiacol complexes indicated that physisorption via hydrogen bonds occurs for both sorbates with lignin phenolic hydroxyl groups but which would be more condensed for the former than for the latter. According to NMR spectra, these phenolic hydroxyl groups correspond to non-etherified guaiacyl subunits. In contrast with other para substituents, the conjugated vinyl bond favors not only physisorption but also chemisorption as witnessed by the fact that upon desorption in the vapor phase, even after pumping under dynamic vacuum for several days, about 1 wt % of 4-vinylguaiacol remains adsorbed onto lignin.
authors.affiliation: Institut Universitaire de la Vigne et du Vin Jules Guyot, Université de Bourgogne, F-21078 Dijon, France.
authors.forename: V Daniela
authors.initials: VD
authors.lastname: Barrera-García
authors.forename: David
authors.initials: D
authors.lastname: Chassagne
authors.forename: Christian
authors.initials: C
authors.lastname: Paulin
authors.forename: Jésus
authors.initials: J
authors.lastname: Raya
authors.forename: Jérôme
authors.initials: J
authors.lastname: Hirschinger
authors.forename: Andrée
authors.initials: A
authors.lastname: Voilley
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Bellat
authors.forename: Régis D
authors.initials: RD
authors.lastname: Gougeon