Synthesis of a two‐dimensional porphyrin framework connected by 1,3‐diyne linkages via in situ deprotection of trimethylsilicon at a water/oil interface,Polymer International

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Synthesis of a two‐dimensional porphyrin framework connected by 1,3‐diyne linkages via in situ deprotection of trimethylsilicon at a water/oil interface
Polymer International ( IF 2.9 ) Pub Date : 2020-09-05 , DOI: 10.1002/pi.6120
Xianyang Tan ₁ , Chan Li ₁ , Ming Li ₁

Affiliation

Developing two‐dimensional (2D) porphyrin frameworks is a hot topic in the research of 2D materials. Glaser reaction between terminal alkyne monomers at an interface is promising for creating 2D polymers, such as graphdiyne. However, the coupling reaction between terminal alkyne–porphyrin monomers is impossible due to insolubility in low‐polarity solvents. Herein we used a trimethylsilicon (TMS)‐protected precursor as monomer directly and the above problem was solved by in situ deprotection of TMS at a water/toluene interface. The obtained 2D porphyrin framework connected by 1,3‐diyne linkages exhibits nanometer thickness and can be free‐standing under ambient conditions. This method not only reduces the workload of monomer synthesis, but also overcomes the limitation of Glaser reaction for producing 2D polymer films at an interface when the terminal alkyne monomer is insoluble in nonpolar solvents. © 2020 Society of Industrial Chemistry

中文翻译：

通过在水/油界面上原位脱保护三甲基硅，通过1,3-二炔键连接的二维卟啉骨架的合成

开发二维（2D）卟啉框架是2D材料研究中的热门话题。界面处末端炔烃单体之间的Glaser反应有望产生2D聚合物，例如石墨二炔。但是，由于在低极性溶剂中不溶，末端炔烃-卟啉单体之间不可能发生偶联反应。在这里，我们直接使用三甲基硅（TMS）保护的前体作为单体，上述问题通过原位解决在水/甲苯界面对TMS进行脱保护。通过1,3-二炔键连接的2D卟啉骨架具有纳米厚度，可以在环境条件下独立放置。该方法不仅减少了单体合成的工作量，而且克服了当末端炔烃单体不溶于非极性溶剂时在界面上产生2D聚合物膜的Glaser反应的局限性。©2020工业化学学会

更新日期：2020-09-05

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