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Syntheses of lignin-derived thioacidolysis monomers and their uses as quantitation standards.

Identifieur interne : 002900 ( Main/Exploration ); précédent : 002899; suivant : 002901

Syntheses of lignin-derived thioacidolysis monomers and their uses as quantitation standards.

Auteurs : Fengxia Yue [République populaire de Chine] ; Fachuang Lu ; Run-Cang Sun ; John Ralph

Source :

RBID : pubmed:22191493

Descripteurs français

English descriptors

Abstract

Analytical thioacidolysis releases diagnostic monomers from lignins by selectively cleaving alkyl aryl ether bonds. High yielding syntheses of the three thioacidolysis monomers were developed, and the compounds were used as standards for gas chromatography-mass spectrometry (GC-MS) and gas chromatography-flame ionization detector (GC-FID) quantitation of monomers released from lignocellulosics. First, syringyl, guaiacyl, and p-hydroxyphenyl glycerols were synthesized from the corresponding ethyl cinnamates and used as thioacidolysis substrates to prepare the monomers in high yields. These monomers were then used as standard compounds to measure their GC-MS and GC-FID response factors against two internal standards, 4,4'-ethylenebisphenol and tetracosane. For quantitation, it was shown that 4,4'-ethylenebisphenol is the better internal standard for GC-MS, whereas tetracosane remains the choice for GC-FID. When the obtained response factors were applied, the thioacidolysis monomer yields from white spruce, loblolly pine, poplar, bamboo, and sugar cane bagasse were determined by GC-MS. The obtained results were consistent with those reported in the literature.

DOI: 10.1021/jf204481x
PubMed: 22191493


Affiliations:


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Le document en format XML

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<nlm:affiliation>State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou, People's Republic of China.</nlm:affiliation>
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<term>Acide chlorhydrique (MeSH)</term>
<term>Chromatographie en phase gazeuse (MeSH)</term>
<term>Chromatographie gazeuse-spectrométrie de masse (MeSH)</term>
<term>Glycérol (composition chimique)</term>
<term>Ionisation de flamme (MeSH)</term>
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<div type="abstract" xml:lang="en">Analytical thioacidolysis releases diagnostic monomers from lignins by selectively cleaving alkyl aryl ether bonds. High yielding syntheses of the three thioacidolysis monomers were developed, and the compounds were used as standards for gas chromatography-mass spectrometry (GC-MS) and gas chromatography-flame ionization detector (GC-FID) quantitation of monomers released from lignocellulosics. First, syringyl, guaiacyl, and p-hydroxyphenyl glycerols were synthesized from the corresponding ethyl cinnamates and used as thioacidolysis substrates to prepare the monomers in high yields. These monomers were then used as standard compounds to measure their GC-MS and GC-FID response factors against two internal standards, 4,4'-ethylenebisphenol and tetracosane. For quantitation, it was shown that 4,4'-ethylenebisphenol is the better internal standard for GC-MS, whereas tetracosane remains the choice for GC-FID. When the obtained response factors were applied, the thioacidolysis monomer yields from white spruce, loblolly pine, poplar, bamboo, and sugar cane bagasse were determined by GC-MS. The obtained results were consistent with those reported in the literature.</div>
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