Functional biorenewable polyesters from carvone-derived lactones
Functional biorenewable polyesters from carvone-derived lactones
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DOI：
10.1039/c0py00283f
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发表时间：
2011-03-01
影响因子：
4.6
通讯作者：
Hillmyer, Marc A.
中科院分区：
文献类型：
--
作者：
Lowe, Jennifer R.;Martello, Mark T.;Hillmyer, Marc A.
为了扩展并入反应性官能团的可再生资源衍生的单体的调色板，将天然产物香芹酮转化成两种可聚合内酯，香芹烯硫醚（carvomenthide）（仅含有侧链烷基）和二氢香芹酸（dihydrocarvide）（含有不饱和部分）。这些内酯聚合使用催化剂/引发体系二乙基锌/苯甲醇，得到具有低玻璃化转变温度的脂肪族聚酯。在所有情况下，聚合物摩尔质量的良好控制达到约50 kg mol（-1）和产品的多分散指数低于1.3。在3-80摩尔%二氢香芹素的进料组成范围内成功地进行了两种内酯的共聚，并且掺入共聚物中的二氢香芹素的最终水平与进料组成成比例。通过后聚合反应，包括环氧化和自由基诱导交联，对聚（二氢香芹酸）和含有二氢香芹酸的共聚物中的侧链双键进行改性。
To expand the palette of renewable resource derived monomers that incorporate reactive functionality, the natural product carvone was transformed into two polymerizable lactones, carvomenthide, containing only pendent alkyl groups, and dihydrocarvide, containing an unsaturated moiety. These lactones were polymerized using the catalyst/initiating system diethyl zinc/benzyl alcohol to give aliphatic polyesters with low glass transition temperatures. Good control of the polymer molar masses up to approximately 50 kg mol(-1) and products with polydispersity indices below 1.3 were achieved in all cases. Copolymerization of the two lactones was successfully carried out at feed compositions ranging from 3-80 mol% dihydrocarvide, and the ultimate level of dihydrocarvide incorporated into the copolymers was proportional to the feed composition. The pendant double bonds in poly(dihydrocarvide) and copolymers that contain dihydrocarvide were modified by post-polymerization reactions, including epoxidation and radical-induced crosslinking.