Unique acrylic resins with aromatic side chains by homopolymerization of cinnamic monomers

Unique acrylic resins with aromatic side chains by homopolymerization of cinnamic monomers
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DOI:
10.1038/s42004-019-0215-3
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发表时间:
2019-09-16
影响因子:
5.9
通讯作者:
Abe, Hideki
Abe, Hideki
中科院分区:
化学2区
文献类型:
--
作者:
Imada, Motosuke;Takenaka, Yasumasa;Abe, Hideki

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肉桂单体是源自生物质的有用化学品,含有α,β-不饱和羰基,且在β位具有芳香环。通过这些化合物的加成聚合合成的均聚物有望成为创新的生物基聚合物材料,因为它们同时具有聚苯乙烯和聚丙烯酸酯结构。然而,由于取代基的空间位阻以及通过不饱和π键使整个分子中的电子离域,通过许多方法(包括自由基方法)聚合这些化合物具有挑战性。在此,我们报道了这些化合物的均聚物,其分子量(M-n)接近18,100 g mol(-1)并且具有受控的聚合物主链,可以通过使用有机酸催化剂的基团转移聚合技术来合成。此外,这些均聚物具有与工程塑料相当的高耐热性。总的来说,这些发现可能为肉桂单体的方便均聚生产高性能聚合物材料开辟了可能性。
Cinnamic monomers, which are useful chemicals derived from biomass, contain alpha,beta-unsaturated carbonyl groups with an aromatic ring at the beta-position. Homopolymers synthesized by addition polymerization of these compounds are expected to be innovative bio-based polymer materials, as they have both polystyrene and polyacrylate structures. However, polymerization of these compounds by many methods is challenging, including by radical methods, owing to steric hindrance of the substituents and delocalization of electrons throughout the molecule via unsaturated pi-bonding. Herein we report that homopolymers of these compounds with molecular weights (M-n) of similar to 18,100 g mol(-1) and controlled polymer backbones can be synthesized by the group-transfer polymerization technique using organic acid catalysts. Additionally, these homopolymers are shown to have high heat resistance comparable to that of engineering plastics. Overall, these findings may open up possibilities for the convenient homopolymerization of cinnamic monomers to produce high-performance polymer materials.