Dynamic Covalent Bond: Modes of Activation of the C—ON Bond in Alkoxyamines

IF 26 1区 化学 Q1 POLYMER SCIENCE
Gérard Audran , Elena G. Bagryanskaya , Raphaël Bikanga , Michelle L. Coote , Olga Guselnikova , Chelsey L. Hammill , Sylvain R.A. Marque , Philippe Mellet , Pavel S. Postnikov
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Abstract

The materials of future depend a lot on properties that are due to “non stable” molecules. Hence, Dynamic Covalent Bonds (DCB) are covalent bonds that are labile under specific stimuli and are integral to the design of next generation materials. Alkoxyamines R1R2NO—R3 exhibit a unique C—O DCB that is nonsymmetric between the adjacent O- and C-atoms. This bond can be cleaved homolytically, heterolytically and mesolytically in response to a wide variety of physical, chemical and biological stimuli, and the kinetics and thermodynamics of cleavage can be tuned on-demand by varying the structure of R1, R2 and R3. Alkoxyamines are easily incorporated into polymers via nitroxide mediated polymerisation (NMP) however, their dynamic covalent properties are yet to be fully exploited in materials sciences. This is in part because reports on C—ON activation are scattered through the broader synthetic, physical and biological chemistry literature, and a comprehensive review of them has been lacking. Herein, 20 leading C—ON activation processes using UV-light, surface plasmon resonance, magnetothermy, electrochemistry, chemical oxidation, protonation, non-covalent bonding, sonication, enzymatic activation among others, are presented and discussed, along with primary examples of their application.

Abstract Image

动态共价键:烷氧基胺中C-ON键的激活模式
未来的材料在很大程度上取决于“不稳定”分子的特性。因此,动态共价键(DCB)是在特定刺激下不稳定的共价键,是下一代材料设计的组成部分。烷氧胺R1R2NO-R3表现出独特的C-O DCB,在相邻的O-和c -原子之间不对称。该键可以响应各种物理、化学和生物刺激进行均解、异解和中解裂解,并且可以通过改变R1、R2和R3的结构来按需调节裂解的动力学和热力学。烷氧胺很容易通过氮氧化物介导聚合(NMP)结合到聚合物中,然而,它们的动态共价性质尚未在材料科学中得到充分利用。部分原因是关于C-ON活化的报道分散在更广泛的合成、物理和生物化学文献中,缺乏对它们的全面回顾。本文介绍和讨论了20种主要的C-ON活化工艺,包括紫外线、表面等离子体共振、磁热、电化学、化学氧化、质子化、非共价键、超声、酶活化等,并给出了它们的应用实例。
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来源期刊
Progress in Polymer Science
Progress in Polymer Science 化学-高分子科学
CiteScore
48.70
自引率
1.10%
发文量
54
审稿时长
38 days
期刊介绍: Progress in Polymer Science is a journal that publishes state-of-the-art overview articles in the field of polymer science and engineering. These articles are written by internationally recognized authorities in the discipline, making it a valuable resource for staying up-to-date with the latest developments in this rapidly growing field. The journal serves as a link between original articles, innovations published in patents, and the most current knowledge of technology. It covers a wide range of topics within the traditional fields of polymer science, including chemistry, physics, and engineering involving polymers. Additionally, it explores interdisciplinary developing fields such as functional and specialty polymers, biomaterials, polymers in drug delivery, polymers in electronic applications, composites, conducting polymers, liquid crystalline materials, and the interphases between polymers and ceramics. The journal also highlights new fabrication techniques that are making significant contributions to the field. The subject areas covered by Progress in Polymer Science include biomaterials, materials chemistry, organic chemistry, polymers and plastics, surfaces, coatings and films, and nanotechnology. The journal is indexed and abstracted in various databases, including Materials Science Citation Index, Chemical Abstracts, Engineering Index, Current Contents, FIZ Karlsruhe, Scopus, and INSPEC.
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