木质素β-O-4二聚体模型化合物的合成及其氧化偶联反应
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- 英文论文题名：Synthesis and Characterization of Lignin Dimer Models for Oxidative Coupling Studies
- 论文作者：彭畅 ; 刘武军 ; 赵宗保
- 英文论文作者：Chang Peng ; Wujun Liu ; Zongbao K.Zhao ; Dalian Institute of Chemical Physics ; CAS
- 年：2016
- 作者机构：中国科学院大连化学物理研究所;
- 论文关键词：木质素 ; 模型化合物 ; 偶联反应 ; 绿色化学 ; 生物基原料
- 会议召开时间：2016-07-01
- 会议录名称：中国化学会第30届学术年会摘要集-第三十三分会：绿色化学
- 语种：中文
- 分类号：O636.2
- 学会代码：ZGHY
- 会议名称：中国化学会第30届学术年会-第三十三分会 ; 绿色化学
- 会议地点：中国辽宁大连
- 主办单位：中国化学会
- 学会名称：中国化学会
- 页数：1
- 文件大小：284k
- 原文格式：D
- 会议级别：全国
摘要
木质素是由苯丙烷单元(C9单元)通过碳氧键(β-O-4)或碳碳键(β-β)等链接而成的芳香族聚合物,在自然界含量非常丰富。研究木质素化学性质对实现生物质组分全利用具有极为重要的意义。由于其结构复杂,直接以木质素为反应物难以从分子水平上阐明反应的规律。近年来,通过研究结构相对简单的β-O-4二聚体模型化合物的反应性能,丰富了对木质素化学的科学认识。然而,文献报道的β-O-4二聚体模型化合物通常仅含有一个C9单元,无论从结构上还是从所携带官能团的种类上,尚不能较好地反应天然木质素所包含的结构特征。为了制备与木质素结构更为接近的β-O-4二聚体模型化合物,以可来源于生物质资源的环氧氯丙烷和芳香类化合物为原料,经多步反应,合成了系列由两个C9单元组成的β-O-4二聚体模型化合物。利用这些模型化合物,研究可能的氧化偶联反应,合成了一些结构新颖的化合物。
Lignin, the second most abundant biopolymer on earth, are composed of phenylpropane units with p-hydroxyphenyl-, guaiacyl-and syringyl-type structures. Due to its complicated chemical structrue, the complex chemical behavior of lignin is usually stdudied via model compound, preferably with a β-O-4 type structure. Athough several lignin β-O-4 type dimers have been synthesized, those compounds are not truly representative of the lignin structrue, because the β-aryl ether residues in lignins contain C3-side chains. In this study, serval β-O-4 type dimer model compounds with C9 unit were synthesized with moderate to high yields from bio-based monomers via multistep reaction. This synthetic methods can be exploited for chemical investigations of lignin's degradation and chemical modification. Preliminary oxidative coupling studies using phenyliodine(III) bis(trifluoroacetate) are also reported.
Lignin, the second most abundant biopolymer on earth, are composed of phenylpropane units with p-hydroxyphenyl-, guaiacyl-and syringyl-type structures. Due to its complicated chemical structrue, the complex chemical behavior of lignin is usually stdudied via model compound, preferably with a β-O-4 type structure. Athough several lignin β-O-4 type dimers have been synthesized, those compounds are not truly representative of the lignin structrue, because the β-aryl ether residues in lignins contain C3-side chains. In this study, serval β-O-4 type dimer model compounds with C9 unit were synthesized with moderate to high yields from bio-based monomers via multistep reaction. This synthetic methods can be exploited for chemical investigations of lignin's degradation and chemical modification. Preliminary oxidative coupling studies using phenyliodine(III) bis(trifluoroacetate) are also reported.
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