Highly Selective Oxidation of Styrene to Styrene Oxide over a Tetraphenylporphyrin-Bridged Silsesquioxane-Based Hybrid Porous Polymer,ACS Applied Polymer Materials

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Highly Selective Oxidation of Styrene to Styrene Oxide over a Tetraphenylporphyrin-Bridged Silsesquioxane-Based Hybrid Porous Polymer
ACS Applied Polymer Materials ( IF 4.4 ) Pub Date : 2022-06-30 , DOI: 10.1021/acsapm.2c00547
Chenyu Sun ₁ , Hongzhi Liu ₁

Affiliation

Two silsesquioxane-based hybrid porous polymers (PcsM and PcsH) were easily synthesized by the Friedel–Crafts reaction of tetraphenylporphyrin derivative (HTPP and MnTPP) with octavinylsilsesquioxane (OVS) applying AlCl₃ as catalyst. A series of characterization results demonstrate that the materials have been successfully prepared. PcsM and PcsH act as effective catalysts to selectively oxidize styrene to styrene oxide with oxygen as a green and economical oxidant. The effects of reaction conditions on the reaction activity, such as reaction energy, reaction time, solvent type, catalyst dosage, etc., were systematically discussed. Under optimized conditions, the conversion rate of styrene was 99.9%, and the yield of styrene oxide could reach 80.6%. Moreover, the reaction mechanism of selective oxidation of styrene to styrene oxide using PcsM as a catalyst is reasonably proposed. Importantly, PcsM shows an excellent recyclable performance.

中文翻译：

在四苯基卟啉桥连的倍半硅氧烷基杂化多孔聚合物上将苯乙烯高选择性氧化成氧化苯乙烯

两种基于倍半硅氧烷的杂化多孔聚合物（PcsM 和 PcsH）通过四苯基卟啉衍生物（HTPP 和 MnTPP）与八乙烯基倍半硅氧烷（OVS）应用 AlCl _{3的 Friedel-Crafts 反应很容易合成。}作为催化剂。一系列表征结果表明该材料已成功制备。PcsM 和 PcsH 作为有效的催化剂，可选择性地将苯乙烯氧化为氧化苯乙烯，氧气是一种绿色且经济的氧化剂。系统讨论了反应条件对反应活性的影响，如反应能量、反应时间、溶剂种类、催化剂用量等。在优化条件下，苯乙烯的转化率为99.9%，氧化苯乙烯的收率可达80.6%。此外，合理地提出了以PcsM为催化剂选择性氧化苯乙烯制氧化苯乙烯的反应机理。重要的是，PcsM 表现出出色的可回收性能。

更新日期：2022-06-30

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