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dc.contributor.authorMiles-Barrett, Daniel M.
dc.contributor.authorMontgomery, James R. D.
dc.contributor.authorLancefield, Christopher S.
dc.contributor.authorCordes, David B.
dc.contributor.authorSlawin, Alexandra M. Z.
dc.contributor.authorLebl, Tomas
dc.contributor.authorCarr, Reuben
dc.contributor.authorWestwood, Nicholas J.
dc.identifier.citationMiles-Barrett , D M , Montgomery , J R D , Lancefield , C S , Cordes , D B , Slawin , A M Z , Lebl , T , Carr , R & Westwood , N J 2017 , ' Use of bisulfite processing to generate high-β-O-4 content water-soluble lignosulfonates ' , ACS Sustainable Chemistry & Engineering , vol. 5 , no. 2 , pp. 1831-1839 .
dc.identifier.otherPURE: 248657266
dc.identifier.otherPURE UUID: 4de4076a-54f8-4d93-9e68-6a544d76a1f9
dc.identifier.otherScopus: 85011655549
dc.identifier.otherORCID: /0000-0002-0269-3221/work/48131703
dc.identifier.otherORCID: /0000-0002-5366-9168/work/29246559
dc.identifier.otherORCID: /0000-0003-0630-0138/work/56424141
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56861506
dc.identifier.otherWOS: 000393634600068
dc.descriptionThis work was supported by EPSRC grants (EP/1518175), the Industrial Biotechnology Innovation Centre (IBioIC) (DMB Ph.D. studentship) and an EPSRC Doctoral Prize Fellowship (CSL).en
dc.description.abstractWith lignin-first biorefineries likely to become a reality, controlled depolymerization of high-quality lignin streams to high value products has become a priority. Using bisulfite chemistry, access to a high-β-O-4 content water-soluble lignosulfonate has been achieved, allowing follow-on procedures in water to be conducted. We show that phenolic β-O-4 units preferential-ly react under acidic bisulfite conditions, whilst non-phenolic β-O-4 units react much more slowly. Exploiting this improved chemical understanding and inherent selectivity, a softwood lignosulfonate has been prepared in which phenolic β-O-4 α-sulfonation has occurred leaving significant native β-O-4 content. Use of an O-benzoylation protocol with lignin coupled with advanced 2D NMR methods has allowed detailed analysis of this and other commercial and industrial lignosulfonates. Conversion of the native β-O-4 to benzylic- oxidized β-O-4 units was followed by a selective reductive cleavage to give a premium aromatic monomer in pure form.
dc.relation.ispartofACS Sustainable Chemistry & Engineeringen
dc.rightsCopyright © 2016 American Chemical Society. This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.en
dc.subjectControlled depolymerizationen
dc.subjectBisulfite chemistryen
dc.subjectChemical feedstocksen
dc.subjectQD Chemistryen
dc.titleUse of bisulfite processing to generate high-β-O-4 content water-soluble lignosulfonatesen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.description.statusPeer revieweden

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