文献类型：期刊文献

英文题名：Highly Efficient and para-Selective C-H Functionalization of Polystyrene Providing a Versatile Platform for Diverse Applications

作者：Xue, Boxin[1,2];Huang, Pan-Pan[1,2];Zhu, Ming-Zhi[1,2];Fu, Shu-Qing[1,2];Ge, Ji-Hong[1,2];Li, Xingguang[1,2];Liu, Pei-Nian[1,2]

机构：[1]East China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China

年份：2022

卷号：11

期号：11

起止页码：1252

外文期刊名：ACS MACRO LETTERS

收录：;EI(收录号：20224413024483);WOS:【SCI-EXPANDED(收录号:WOS:000898551700001)】；

基金：This work was supported by the National Natural Science Foundation of China (Nos. 21925201, 22161160319, and 21978049), Shanghai Sailing Program (21YF1409300), China and Postdoctoral Science Foundation Funded Project (2021M691007), the Program for Eastern Scholar Distinguished Professor, and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：Binders - Energy conversion - Functional materials - Ion exchange membranes - Polystyrenes - Synthesis (chemical)

摘要：Postpolymerization modification of polystyrene (PS) can afford numerous value-added materials with different functions and applications, but it has been hampered by the lack of efficient methods. We report herein a highly efficient and para-selective conversion of the C-H bonds of the aromatic ring of PS into diverse functional groups using a combination of thianthrenation and thio-Suzuki-Miyaura coupling reaction. Notably, the thianthrenation efficiency of PS is as high as 99% and the degree of thianthrenation can be conveniently controlled using stoichiometric tuning of the amount of thianthrene-S-oxide added, resulting in 24-99 mol % thianthrenation. In the subsequent thio-Suzuki-Miyaura coupling reaction, 18 functionalized PS containing various functional groups (-CH2OH, -OMe, -SMe, -OTBS, -CH3, -NHBoc, -OCOMe, -CHO, -COMe, -Si(Me)(3), etc.) were successfully prepared with a high degree of functionalization (64-99 mol %). The obtained functionalized PS can be readily converted into diverse functional materials, including solid-phase synthesis resins, aggregation-induced emission fluorophores, as well as ionomer binders and ion-exchange membranes for energy conversion devices. This method imparts diverse functionality onto PS with extremely high efficiency and selectivity, providing a versatile platform to transform existing commodity PS plastics into high-performance materials.