Simple and Efficient Approach toward Photosensitive Biobased Aliphatic Polycarbonate Materials,ACS Macro Letters

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Simple and Efficient Approach toward Photosensitive Biobased Aliphatic Polycarbonate Materials
ACS Macro Letters ( IF 5.1 ) Pub Date : 2018-02-06 00:00:00 , DOI: 10.1021/acsmacrolett.8b00003
Pierre-Luc Durand ₁ , Antoine Brège ₁ , Guillaume Chollet ₂ , Etienne Grau ₁ , Henri Cramail ₁

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Fatty acids were used as precursors for the synthesis of photosensitive polycarbonate materials. In order to avoid multistep reactions, a simple and straightforward methodology toward the synthesis of photosensitive monomers has been developed. Hence, a fatty acid–based cyclic carbonate bearing an unsaturation was synthesized and subsequently polymerized in a controlled manner (Đ = 1.07) by organo-catalyzed ring-opening polymerization (ROP). A thio-cinnamate derivative was then readily synthesized via a one-pot reaction and grafted onto the polycarbonate backbone by thiol–ene reaction. The content of photoresponsive cinnamoyl moiety grafted on the polycarbonate was tunable with the reaction time. Such functionalized polycarbonates could be crosslinked (by UV irradiation at 365 nm) and partially decrosslinked (irradiated at 254 nm) and exhibit versatile properties ranging from rather tough materials to elastomeric networks with respect to the content of the photosensitive cinnamoyl moiety grafted on the polymer.

中文翻译：

光敏生物基脂肪族聚碳酸酯材料的简单有效方法

脂肪酸被用作合成光敏聚碳酸酯材料的前体。为了避免多步反应，开发了一种简单直接的光敏单体合成方法。因此，合成了一种带有不饱和度的脂肪酸基环状碳酸酯，随后以受控方式聚合（Đ= 1.07) 通过有机催化开环聚合 (ROP)。然后通过一锅法反应容易地合成硫代肉桂酸酯衍生物，并通过硫醇-烯反应接枝到聚碳酸酯骨架上。接枝在聚碳酸酯上的光响应肉桂酰基部分的含量随反应时间而变化。这种功能化的聚碳酸酯可以交联（通过 365 nm 的紫外线照射）和部分解交联（在 254 nm 下照射），并且就接枝在聚合物上的光敏肉桂酰基部分的含量而言，表现出从相当坚韧的材料到弹性网络的多种特性。

更新日期：2018-02-06

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