Preparation of the flexible soybean oil‐based material via [2 + 2] cycloaddition photo‐polymerization,Journal of Applied Polymer Science

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Preparation of the flexible soybean oil‐based material via [2 + 2] cycloaddition photo‐polymerization
Journal of Applied Polymer Science ( IF 2.7 ) Pub Date : 2020-09-17 , DOI: 10.1002/app.49925
Lei Ding ₁ , Yi Fan Chen ₁ , Zhengxiang Zhong ₁ , Fei Lu ₁ , Yunzhe Du _{1,

2} , Li Liu _{1,

3} , Yudong Huang ₁

Affiliation

Polymers with high flexibility and high content renewable biomass materials have attracted particular attention. Plant‐derived trans‐cinnamic acid (CA) was introduced into the structure of epoxidized soybean oil to form trans‐cinnamated epoxidized soybean oil (ESOCA). ESOCA with multi‐cinnamate groups was cured via [2 + 2] cycloaddition photo‐polymerization that with no need of photoinitiator, while acrylated epoxidized soybean oil (ESOAA) was photocured via free radical photopolymerization for comparison. The successful synthesis of ESOCA and ESOAA resin was proved by Fourier transform infrared, proton nuclear magnetic resonance, and gel permeation chromatography results. ESOCA is more environmentally friendly than ESOAA for that trans‐CA volatility is much lower than acrylic acid during synthesis process. Notably, UV‐cured ESOCA samples had a higher tensile strength at break and a 14.75 times elongation at break of that of UV‐cured ESOAA samples, showing that [2 + 2] cycloaddition photo‐polymerization is a good strategy to prepare flexible materials. Performances of ESOCA as coating on flexible PET film were also better than those of ESOAA, especially the flexibility, adhesion, and UV shielding performance. This study may open up a new way for design and synthesize flexible high performance polymer from renewable biomass materials.

中文翻译：

通过[2 + 2]环加成光聚合制备柔性大豆油基材料

具有高柔韧性和高含量可再生生物质材料的聚合物引起了人们的特别关注。将植物衍生的反肉桂酸（CA）引入环氧化大豆油的结构中，以形成反肉桂化的环氧化大豆油（ESOCA）。带有多肉桂酸酯基团的ESOCA通过[2 + 2]环加成光聚合反应进行固化，不需要光引发剂，而丙烯酸酯化的环氧大豆油（ESOAA）通过自由基光聚合反应进行光固化以进行比较。通过傅里叶变换红外光谱，质子核磁共振和凝胶渗透色谱法证明了ESOCA和ESOAA树脂的成功合成。ESOCA比ESOAA更环保，因为在合成过程中反式CA的挥发性要比丙烯酸低得多。值得注意的是紫外线固化的ESOCA样品具有比紫外线固化的ESOAA样品更高的断裂拉伸强度和14.75倍的断裂伸长率，表明[2 + 2]环加成光聚合是制备柔性材料的好策略。ESOCA作为柔性PET薄膜涂层的性能也优于ESOAA，特别是其柔韧性，附着力和紫外线屏蔽性能。这项研究可能为从可再生生物质材料设计和合成柔性高性能聚合物开辟新途径。附着力和紫外线屏蔽性能。这项研究可能为从可再生生物质材料设计和合成柔性高性能聚合物开辟新途径。附着力和紫外线屏蔽性能。这项研究可能为从可再生生物质材料设计和合成柔性高性能聚合物开辟新途径。

更新日期：2020-11-25

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