Shen Xianwang, Gong Honghong, Zhou Yang, Zhao Yucheng, Lin Jun, Chen Mao
State Key Laboratory of Molecular Engineering of Polymers , Department of Macromolecular Science , Fudan University , Shanghai 200433 , China . Email:
Key Laboratory of Medicinal Chemistry for Natural Resource , Ministry Education , School of Chemical Science and Technology , Yunnan University , Kunming , 650091 , China.
Chem Sci. 2018 Jan 8;9(7):1846-1853. doi: 10.1039/c7sc04580h. eCollection 2018 Feb 21.
Functionalized cyclooctenes (FCOEs) are important monomers in ring-opening metathesis polymerization (ROMP). Herein, a new library of disubstituted FCOEs bearing adjacent heteroatoms were synthesized and applied in ROMP. To address the issues associated with the handling of the reactive thienyl chloride intermediate, a two-step continuous flow method has been developed to prepare 5-thio-6-chlorocyclooctene compounds from abundant cyclooctadiene starting materials. These newly synthesized FCOE monomers were subsequently polymerized through ROMP, giving rise to a range of functionalized polymers with high molecular weights. Furthermore, we demonstrated that the thermal properties of these polymers could be fine-tuned by changing the functional groups in the FCOE monomers. We expect that this functionalization-polymerization strategy will enable the preparation of a range of polymeric materials with complex structures.
官能化环辛烯（FCOEs）是开环易位聚合（ROMP）中的重要单体。在此，合成了一个带有相邻杂原子的二取代FCOE新文库，并将其应用于ROMP。为了解决与活性噻吩基氯中间体处理相关的问题，已开发出一种两步连续流动方法，以从丰富的环辛二烯起始原料制备5-硫代-6-氯环辛烯化合物。这些新合成的FCOE单体随后通过ROMP进行聚合，得到一系列高分子量的官能化聚合物。此外，我们证明了通过改变FCOE单体中的官能团，可以对这些聚合物的热性能进行微调。我们期望这种官能化-聚合策略将能够制备一系列具有复杂结构的聚合物材料。
