酰胺
迈克尔反应
共聚物
材料科学
丙烯酸酯
光致发光
聚合物
荧光
高分子化学
丙烯酰胺
丙烯酸甲酯
组合化学
有机化学
化学
催化作用
复合材料
物理
量子力学
光电子学
作者
Hongjun Yang,Ziye Ren,Yongkang Zuo,Yiye Song,Li Jiang,Qimin Jiang,Xiaoqiang Xue,Wenyan Huang,Kaojin Wang,Bibiao Jiang
标识
DOI:10.1021/acsami.0c15260
摘要
The amide bond is one of the most pivotal functional groups in chemistry and biology. It is also the key component of proteins and widely present in synthetic materials. The majority of studies have focused on the formation of the amide group, but its postmodification has scarcely been investigated. Herein, we successfully develop the Michael additions of amide to acrylate, acrylamide, or propiolate in the presence of phosphazene base at room temperature. This amide Michael addition is much more efficient when the secondary amide instead of the primary amide is used under the same conditions. This reaction was applied to postfunctionalize poly(methyl acrylate-co-acrylamide), P(MA-co-Am), and it is shown that the amide groups of P(MA-co-Am) could be completely modified by N,N-dimethylacrylamide (DMA). Interestingly, the resulting copolymer exhibited tailorable fluorescence with emission wavelength ranging from 380 to 613 nm, which is a desired property for luminescent materials. Moreover, the emissions of the copolymer increased with increasing concentration in solution for all excitation wavelengths from 320 to 580 nm. Therefore, this work not only develops an efficient t-BuP4-catalyzed amide Michael addition but also offers a facile method for tunable multicolor photoluminescent polymers, which is expected to find a wide range of applications in many fields, such as in anticounterfeiting technology.
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