摘要
研究了一种β O 4型木素模型化合物——— 4 (α (2 甲氧基苯氧基 ) 乙酰基 ) 愈创木酚的合成方法 ,并利用薄层色谱 (TLC)、红外光谱和核磁共振谱 (1H NMR)等手段对它们的化学结构进行了分析与确认。采用由Cu2 + /吡啶 /过氧化氢组成的GIF型仿酶系统对这一木素模型物进行仿酶降解 ,结合高效液相色谱 (HPLC)及GC MS等分析方法 ,分析了该β O 4型木素模型化合物在降解过程中的结构变化 ,并对这种仿酶降解的机理进行了探讨。研究结果表明 :通过利用过量愈创木酚和 4 乙酰基愈创木酚的溴化物的反应并结合羟甲基化可以得到含α 羰基的酚型 β O 4木素模型化合物。GIF仿酶降解体系对β O 4型木素模型物有较强的碎解能力 ,降解后产生较多的脂肪族小分子化合物 ,一部分成为香草醛、香草酸等低分子芳香族化合物 ,该结果可以说明此降解体系能有效导致 β O
A β O 4 type lignin model compound i.e. ω (2 methoxylphenoxyl) guaiacyl ketone was synthesized with a modified method. The combination of thin layer chramatography analysis, infrared spectra analysis and 1H NMR was used to identify the chemical structure of the products. Then, the β O 4 type model compound was treated with a new delignification system i.e. copper/pyridine/peroxide(GIF system). High performance liquid chromatography(HPLC) and GC MS analysis were used to investigate the change of chemical structure of the β O 4 type model compound during the reaction. The mechanism of this biomimetic delignification was also explored. The results showed that ω (2 methoxylphenoxyl) guaiacyl ketone type model compound could be obtained by the reaction of excessive guaiacol with bromoacetoguaiacone followed by hydroxymethylation. In the separation of the product by column chramatography, it was found that the mixtures solvent of n hexane and ethyl acetate(4/1,v/v) were a suitable eluant to purify the ω (2 methoxylphenoxy) acetoguaiacone. The degradation of the β O 4 type model compound was very efficient with GIF system. After the degradation, carboxyl and hydroxyl groups increased obviously. Some low molecules aromatic compounds such as vanillic acid, vanillin and many aliphatic low molecules were produced. These proved that the following four types of reaction were caused by the GIF system: alkyl aryl cleavage, C C cleavage, ether bond cleavage and aromatic ring opening. Therefore, this work can offer comprehensive information about the biomimetic delignification system that could be applied to industrial non pollution bleaching.
出处
《中国造纸学报》
CAS
CSCD
北大核心
2001年第2期29-35,共7页
Transactions of China Pulp and Paper
基金
国家自然科学基金 (项目批准号 :2 99740 11)
广东省高教厅"千百十工程"优秀人才培养基金 (992 4)资助项目
