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Use of bisulfite processing to generate high-β-O-4 content water-soluble lignosulfonates
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dc.contributor.author | Miles-Barrett, Daniel M. | |
dc.contributor.author | Montgomery, James R. D. | |
dc.contributor.author | Lancefield, Christopher S. | |
dc.contributor.author | Cordes, David B. | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.contributor.author | Lebl, Tomas | |
dc.contributor.author | Carr, Reuben | |
dc.contributor.author | Westwood, Nicholas J. | |
dc.date.accessioned | 2017-03-13T11:30:08Z | |
dc.date.available | 2017-03-13T11:30:08Z | |
dc.date.issued | 2017-02-06 | |
dc.identifier | 248657266 | |
dc.identifier | 4de4076a-54f8-4d93-9e68-6a544d76a1f9 | |
dc.identifier | 85011655549 | |
dc.identifier | 000393634600068 | |
dc.identifier.citation | Miles-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 . https://doi.org/10.1021/acssuschemeng.6b02566 | en |
dc.identifier.issn | 2168-0485 | |
dc.identifier.other | ORCID: /0000-0002-0269-3221/work/48131703 | |
dc.identifier.other | ORCID: /0000-0002-5366-9168/work/29246559 | |
dc.identifier.other | ORCID: /0000-0003-0630-0138/work/56424141 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861506 | |
dc.identifier.uri | https://hdl.handle.net/10023/10458 | |
dc.description | This 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.abstract | With 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.format.extent | 9 | |
dc.format.extent | 3798468 | |
dc.language.iso | eng | |
dc.relation.ispartof | ACS Sustainable Chemistry & Engineering | en |
dc.subject | Biorefineries | en |
dc.subject | Controlled depolymerization | en |
dc.subject | Bisulfite chemistry | en |
dc.subject | O-Benzoylation | en |
dc.subject | Chemical feedstocks | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject | BDC | en |
dc.subject.lcc | QD | en |
dc.title | Use of bisulfite processing to generate high-β-O-4 content water-soluble lignosulfonates | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.identifier.doi | 10.1021/acssuschemeng.6b02566 | |
dc.description.status | Peer reviewed | en |
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