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dc.contributor.author | Watanabe, Toshihiro | en |
dc.contributor.author | Kawamoto, Haruo | en |
dc.contributor.author | Saka, Shiro | en |
dc.contributor.alternative | 渡辺, 敏弘 | ja |
dc.contributor.alternative | 河本, 晴雄 | ja |
dc.contributor.alternative | 坂, 志朗 | ja |
dc.date.accessioned | 2019-04-04T05:52:35Z | - |
dc.date.available | 2019-04-04T05:52:35Z | - |
dc.date.issued | 2009-07-01 | - |
dc.identifier.issn | 0018-3830 | - |
dc.identifier.issn | 1437-434X | - |
dc.identifier.uri | http://hdl.handle.net/2433/240652 | - |
dc.description.abstract | β-Ether-type dimers, [1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1-propanol and 1-(3, 4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-1-propanol], and an α, β-diether-type trimer [1-(4-(3, 4-dimethoxybenzyloxy)-3-methoxyphenyl) -2- (2-methoxyphenoxy) -1-propanol] were pyrolyzed in a closed ampoule reactor (N₂/250–400°C/2 min). 1-Phenylpropenes (Cα=Cβ) and 1-phenylpropanones (Cα=O) were obtained as the major β-ether-cleaved products. Radical chain mechanisms are proposed in which hydrogen abstraction at the phenolic O-H and Cα-Hs occurs, respectively. The former reaction which gives rise to three radical species was much more effective than the latter. As the effective reaction increases the radical concentration, cleavage of the β-ether linkage in the phenolic dimer is achieved at a much lower temperature (260°C) than that of the non-phenolic type (360°C). Radical chain reactions are initiated in the case of the trimer with a weak Cα-O bond at lower temperature (320°C) than those of the non-phenolic (methylated) dimer, since homolysis of the Cα-O bond produces the phenoxy type dimer and 3, 4-dimethoxybenzyl radicals as initiators. However, some of the dimer phenoxyl radical was stabilized by H-abstraction (to form dimer) or by recombination with a 3, 4-dimethoxybenzyl radical (to form C-benzylated products) so that the chain depolymerization via quinone methide intermediate was suppressed. | en |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | De Gruyter | en |
dc.rights | © by Walter de Gruyter • Berlin • New York. | en |
dc.rights | The full-text file will be made open to the public on 1 July 2010 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. | en |
dc.subject | α-ether | en |
dc.subject | β-ether | en |
dc.subject | hydrogen abstraction | en |
dc.subject | lignin | en |
dc.subject | pyrolysis | en |
dc.subject | radical chain reaction | en |
dc.title | Radical chain reactions in pyrolytic cleavage of the ether linkages of lignin model dimers and a trimer | en |
dc.type | journal article | - |
dc.type.niitype | Journal Article | - |
dc.identifier.jtitle | Holzforschung | en |
dc.identifier.volume | 63 | - |
dc.identifier.issue | 4 | - |
dc.identifier.spage | 424 | - |
dc.identifier.epage | 430 | - |
dc.relation.doi | 10.1515/HF.2009.076 | - |
dc.textversion | publisher | - |
dc.address | Graduate School of Energy Science, Kyoto University | en |
dc.address | Graduate School of Energy Science, Kyoto University | en |
dc.address | Graduate School of Energy Science, Kyoto University | en |
dcterms.accessRights | open access | - |
datacite.date.available | 2010-07-01 | - |
datacite.awardNumber | 18580163 | - |
jpcoar.funderName | 日本学術振興会 | ja |
jpcoar.funderName.alternative | Japan Society for the Promotion of Science (JSPS) | en |
出現コレクション: | 学術雑誌掲載論文等 |
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