Zum alkalischen Abbau von Arylglycerin-beta-(2,6-dimethoxy-4-alkylaryl)-ätherstrukturen.

Miksche, Gerhard E.; Vassbotn, Per; Wennström, Ulf; Wennberg, Inger; Norbury, A. Hugh; Swahn, Carl‐Gunnar

doi:10.3891/acta.chem.scand.27-1355

Cited by 37 publications

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“…The changes are fairly well understood to involve quinonemethide intermediates, from studies of lignins and of model compounds [27][28][29][30]. Whilst there is formation of small amounts of low-molecular weight products the main changes are modification of functionality in the polymer.…”

Section: Introductionmentioning

confidence: 99%

Electro-organic reactions. Part 60[1]. The electro-oxidative conversion at laboratory scale of a lignosulfonate into vanillin in an FM01 filter press flow reactor: preparative and mechanistic aspects

Smith

Utley

Hammond³

2010

J Appl Electrochem

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The electrochemical conversion of a spruce lignosulfonate into vanillin, at nickel anodes, was explored in previously unobtainable detail. A flow reactor (FM01), in a rig that permitted considerable variation of electrolysis conditions, allowed up to 150 g to be electrolysed at up to12 A at a variety of electrode configurations. Samples taken during electrolysis gave detailed reaction profiles. The electrolyser operated at 145°C/500 kPa/3 M NaOH and yields of vanillin were similar to those obtained industrially using chemical oxidants (about 5-7% w/w). Vanillin production was favoured by low current density and low initial concentration of lignosulfonate. Vanillin, alone, was consumed in a 2.7 F process under the above conditions. Historically, yields in chemical and electrochemical conversions of lignins into vanillin do not exceed 10%; the results herein explain this apparent limit as equilibrium between formation of vanillin, its concomitant oxidative destruction and further condensation of lignins.

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Section: Introductionmentioning

confidence: 99%

Electro-organic reactions. Part 60[1]. The electro-oxidative conversion at laboratory scale of a lignosulfonate into vanillin in an FM01 filter press flow reactor: preparative and mechanistic aspects

Smith

Utley

Hammond³

2010

J Appl Electrochem

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“…Under mild acidic conditions homolytic cleavage of phenolic arylglycerol β-aryl ether bonds is an important reaction particularly for hardwoods (presence of syringyl lignin) (Miksche 1973). This reaction is known to take place via a homolysis of an intermediate quinine methide.…”

Section: Lignin Reactions Under Acidic Conditions β-O-4 Bond Cleavagementioning

confidence: 99%

Wood Based Lignin Reactions Important to the Biorefinery and Pulp and Paper Industries

Santos¹,

Hart²,

Jameel³

et al. 2013

BioResources

131

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“…(methoxy-2 formyl-4 phenoxy)-2 propanone-1 ol-3. Le compose 6 conduit au compos6 11 (Miksche 1973). Compose 12: (dim£thoxy-3,5 hydroxy-4 phenyl)-!…”

Section: Introductionunclassified

“…(dimethoxy-3,5 formyl-4 phenoxy)-2 propanone-1 l-3. Le compose 7 conduit au compose 13 (Miksche 1973 (Gierer 1970et Brunow et al 1976 (2)). Le type de liaison que trouve dans les dimeres ß-O-4 4 ä 16 represente environ 40% des liaisons interphenoliques de la macromolecule de lignine Tous ces composes possedent au moins deux vagues de reduction d'intensites egales dans une solution de pH neutre (Fig.…”

Section: Introductionunclassified

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Étude Électrochimique de quelques Composés Dimères Modéles de la Lignine

Limosin¹,

Gérard²,

Cauquis³

et al. 1985

Holzforschung

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Bd. 39 (1985) H. 2 £tude £lectrochimique de quelques Composos Dimeres Modales de la Lignine 91 Holzforschung 39 (1985) 91-98 Mots des Modeies de la lignin Polarographie Voltammetrie Keywords Lignin model compounds Polarographie technique Voltametric technique Schlüsselwörter (Sachgebiete) Lignin-Modellsubstanzen Polarographie Voltametrie £tude lectrochimique de quelques composes dimeres modeles de la lignine ResumeLes propriete"$ eMectrochirniques d'une vingtaine de composes dimeres modeles de la lignine sont etudiees en milieux aqueux et non aqueux par polarographie et voltamme'trie. L'oxydation de ces composes en milieu ac£tonitrile est complexe et conduit essentiellement a la formation de polymeres. L'etude de la reduction en milieu hydro-alcoolique neutre ou basique permet de definir quelles sont les fonctions reductibles et les produits obtenus. Electrochemical study ofsome dimeric model compounds of lignin SummaryThe electrochemical properties of about twenty dimeric model compounds of lignin are studied in aqueous and non aqueous media by polarographie and voltammetric techniques. The main products obtained by oxidation of these compounds in acetonitrile are polymer derivatives. The study of the reduction in neutral or basic water-alcohol mixtures allow us to determine the reducible organic functions and the obtained compounds. Elektrochemische Untersuchung einiger dimerer Lignin-Modellsubstanzen ZusammenfassungDie elektrochemischen Eigenschaften von 22 dimeren Lignin-Modellsubstanzen wurden in wässerigem und nicht-wässerigem Medium polarographisch und voltametrisch untersucht. Die durch Oxidation dieser Substanzen in Acetonitril erhaltenen Produkte sind potymere Derivate. Die Untersuchung der Reduktion in neutralen oder basischen Wasser-Alkohol-Mischungen ermöglicht die Bestimmung der reduzierenden organischen Gruppen sowie der gewonnenen Substanzen.

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Zum alkalischen Abbau von Arylglycerin-beta-(2,6-dimethoxy-4-alkylaryl)-ätherstrukturen.

Cited by 37 publications

References 0 publications

Electro-organic reactions. Part 60[1]. The electro-oxidative conversion at laboratory scale of a lignosulfonate into vanillin in an FM01 filter press flow reactor: preparative and mechanistic aspects

Electro-organic reactions. Part 60[1]. The electro-oxidative conversion at laboratory scale of a lignosulfonate into vanillin in an FM01 filter press flow reactor: preparative and mechanistic aspects

Wood Based Lignin Reactions Important to the Biorefinery and Pulp and Paper Industries

Étude Électrochimique de quelques Composés Dimères Modéles de la Lignine

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