POSSIBILITIES OF THE FORMATION OF ENOL-ETHERS IN LIGNIN BY SODA PULPING
POSSIBILITIES OF THE FORMATION OF ENOL-ETHERS IN LIGNIN BY SODA PULPING
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DOI：
10.1080/02773813.2014.921825
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发表时间：
2015-01-01
影响因子：
2
通讯作者：
Hosoya, Shuji
中科院分区：
文献类型：
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作者：
Kubo, Satoshi;Hashida, Koh;Hosoya, Shuji
在β-O-4型木质素模型化合物（赤愈创木基甘油-β-愈创木基醚，化合物1）的碱性分解中，检测到C6C2烯醇醚异构体对（2-甲氧基-4-[2-（2-甲氧基苯氧基）-乙烯基]-苯酚，化合物2）作为主要分解产物，没有痕量的 C6C3烯醇醚(4-[3-羟基-1-(2-甲氧基苯氧基)丙烯基]-2-甲氧基-苯酚，化合物3)或其他二聚体。相反，在化合物3的碱性分解产物中没有检测到化合物2。在碱性条件下，化合物3的γ-羟甲基被还原形成2-甲氧基-4-[1-(2甲氧基苯氧基)-丙烯基]-苯酚(化合物4)。在苏打木质素的HSQC分析中，证实了C6C2型烯醇醚（与化合物2相关）亚结构的形成。然而，没有检测到与化合物4相关的子结构，而如果在碱性条件下形成C6C3型烯醇醚的子结构则可以形成该子结构。因此，可以得出结论，C6C3型烯醇醚不可能是木质素碱性分解产物的中间体。
In the alkaline decomposition of a beta-O-4 type lignin model compound (erythroguaiacylglycerol-beta-guaiacyl ether, compound 1), an isomeric pair of C6C2 enol-ether (2-methoxy-4-[2-(2-methoxyphenoxy)-vinyl]-phenol, compound 2) was detected as the main decomposition product with no trace of C6C3 enol-ether (4-[3-hydroxy-1-(2-methoxyphenoxy)propenyl]-2-methoxy-phenol, compound 3) or other dimers. In contrast, compound 2 was not detected in the alkaline decomposition products of compound 3. Under alkaline conditions, the gamma-hydroxymethyl group of compound 3 was reduced to form 2-methoxy-4-[1-(2methoxyphenoxy)-propenyl]-phenol (compound 4). In the HSQC analysis of soda lignin, the formation of substructures of C6C2 type enol-ether (related to compound 2) was confirmed. However, no substructures related to compound 4, which could be formed if a substructure of C6C3 type enol-ether was formed under alkaline conditions, were detected. Therefore, it could be concluded that C6C3 type enol-ethers could not be intermediates of alkaline decomposition products of lignin.