Organocatalytic [2 + 2] Photopolymerization under Visible Light: Accessing Sustainable Polymers from Cinnamic Acids,Macromolecular Rapid Communications

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Organocatalytic [2 + 2] Photopolymerization under Visible Light: Accessing Sustainable Polymers from Cinnamic Acids
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2022-11-20 , DOI: 10.1002/marc.202200702
Yu Jiang ₁ , Hui Zhu ₁ , Jianxu Chen ₁ , Saihu Liao _{1,

2}

Affiliation

Herein, the successful development of a metal-free, solution [2 + 2] photopolymerization of natural cinnamic acid-derived bisolefinic monomers is reported, which is enabled by a strategy based on direct triplet state access via energy transfer catalysis. 2,2’-Methoxythioxanthone has been identified as an effective organic photocatalyst for the [2 + 2] photopolymerization in solution, which can be excited by visible light and activate the biscinnamate monomers via triplet energy transfer. This method features its metal-free conditions, visible light utilization, solution polymerization, and abundant biomass-based feedstock, as well as processable polymer products, which is different from the rigid, insoluble products obtained from solid-state photopolymerization. This solution polymerization method also shows a good compatibility to monomer structures; cinnamic acid-derived bisolefinic monomers with different linkers, including diamine, natural diol, and bisphenol, can all readily undergo [2 + 2] photopolymerization, and be transformed into colorless, sustainable polymers.

中文翻译：

可见光下的有机催化 [2 + 2] 光聚合：从肉桂酸中获取可持续聚合物

在此，报道了天然肉桂酸衍生的双烯烃单体的无金属溶液 [2 + 2] 光聚合的成功开发，这是通过基于通过能量转移催化直接进入三重态的策略实现的。2,2'-Methoxythioxanthone 已被确定为溶液中 [2 + 2] 光聚合的有效有机光催化剂，它可以被可见光激发并通过三线态能量转移激活双肉桂酸酯单体。该方法的特点是无金属条件、可见光利用、溶液聚合和丰富的生物质原料，以及可加工的聚合物产品，这不同于固态光聚合获得的刚性、不溶性产品。这种溶液聚合方法对单体结构也表现出良好的相容性；具有不同连接基的肉桂酸衍生的双烯烃单体，包括二胺、天然二醇和双酚，都可以很容易地进行 [2 + 2] 光聚合，并转化为无色、可持续的聚合物。

更新日期：2022-11-20

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