Highly efficient strategies toward sustainable monomers and polymers derived from fatty acids via tetramethylguanidine promoted esterification

Highly efficient strategies toward sustainable monomers and polymers derived from fatty acids via tetramethylguanidine promoted esterification
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通过四甲基胍促进酯化从脂肪酸衍生的可持续单体和聚合物的高效策略

DOI:
10.1039/c8py00505b
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发表时间:
2018-05
期刊:
影响因子:
4.6
通讯作者:
Wang Zhongkai
Wang Zhongkai
中科院分区:
化学2区
文献类型:
--
作者:
Zhou Jiangjun;Wu Mang;Peng Qiang;Jiang Feng;Pan Haowei;Wang Baoxia;Liu Shengquan;Wang Zhongkai

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研究了三种易于实施且有效的策略,用于制备衍生自可再生脂肪酸的可持续单体和聚合物。所有这些策略都依赖于1,1,3,3-四甲基胍(TMG)促进的卤代化合物与脂肪酸之间的高效酯化。在策略1中,脂肪酸衍生的单体和聚合物通过TMG促进的脂肪酸与卤代化合物的酯化,然后聚合来合成。在策略2中,TMG促进的酯化和聚合反应在一锅法中进行。在策略3中,进行卤化聚合物和脂肪酸之间的TMG催化的酯化以获得基于脂肪酸的可持续聚合物。采用核磁共振氢谱和分子排阻色谱对合成的脂肪酸单体和聚合物进行了表征。为了证明这些策略的通用性,使用各种卤化单体开发了一系列基于脂肪酸的单体。此外,可逆加成-断裂链转移(RAFT)聚合成功地进行了对所制备的单体。
Three easily performed and efficient strategies for preparing sustainable monomers and polymers derived from renewable fatty acids were investigated. All of these strategies relied on highly efficient esterification between halogenated compounds and fatty acids promoted by 1,1,3,3-tetramethylguanidine (TMG). In strategy 1, fatty acid-derived monomers and polymers were synthesized by TMG-promoted esterification of fatty acids with halogenated compounds followed by polymerization. In strategy 2, TMG-promoted esterification and polymerization reactions were performed in a one-pot process. In strategy 3, TMG-catalyzed esterification between halogenated polymers and fatty acids was conducted to obtain fatty acid-based sustainable polymers. 1H nuclear magnetic resonance and size-exclusion chromatography were used to characterize the as-prepared fatty acid based monomers and polymers. To demonstrate the versatility of these strategies, a series of fatty acid-based monomers was developed using various halogenated monomers. Moreover, reversible addition–fragmentation chain transfer (RAFT) polymerization was performed successfully on the prepared monomers.
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