Synthesis and curing behaviors of cross-linkable polynaphthols from renewable resources: Preparation of artificial urushi

Synthesis and curing behaviors of cross-linkable polynaphthols from renewable resources: Preparation of artificial urushi
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DOI:
10.1021/ma035271j
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发表时间:
2004-03-09
期刊:
影响因子:
5.5
通讯作者:
Kobayashi, S
Kobayashi, S
中科院分区:
化学1区
文献类型:
--
作者:
Tsujimoto, T;Uyama, H;Kobayashi, S

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本文介绍了利用可再生资源合成交联多萘酚的方法。以可再生甘油三酯为原料,设计了含不饱和基团的萘酚单体,并对其进行氧化聚合,制备了新的交联前驱体聚合物。这些单体是由羟基萘酸与天然油脂还原得到的不饱和醇酰化制备的。采用Fe-salen催化剂进行氧化聚合,得到可溶性多萘酚。核磁共振分析表明,在聚合过程中,萘酚部分发生了化学选择性反应,生成了侧链上含有不饱和基团的聚合物。所得到的聚合物很容易通过热处理或环烷酸钴催化剂固化,从而得到具有高硬度和高光泽表面的交联膜(“人造漆”)。
This paper describes the synthesis and curing of cross-linkable polynaphthols from renewable resources. Naphthol monomers bearing an unsaturated group from renewable triglyceride oils were designed and oxidatively polymerized to produce new cross-linkable precursor polymers. The monomers were prepared by acylation of hydroxynaphthoic acids with unsaturated alcohols, obtained by reduction of natural oils. The oxidative polymerization was carried out by Fe-salen catalyst to give soluble polynaphthols. NMR analysis showed that the naphthol moiety was chemoselectively reacted during the polymerization, yielding the polymers possessing the unsaturated group in the side chain. The resulting polymers were readily cured by thermal treatment or cobalt naphthenate catalyst to give the cross-linked film ("artificial urushi") with high hardness and gloss surface.