We designed an N -phenylmaleimide derivative bearing an activated NHS ester (NHS-PhMI) for radical copolymerization with tert -butoxystyrene (tBOS) to achieve both precise alternating sequence control and functionalization. Essential to the monomer design is the electron-deficient carbon-carbon double bond for precise alternating propagation as well as the facile substitution reaction for the activated ester pendant. The precision of alternating sequences was evaluated by MALDI-TOF-MS analysis in comparison with a series of copolymers. Some amine compounds were quantitatively incorporated onto the maleimide side chain through the aminolysis reaction, whereas the tBOS units were transformed into vinylphenol counterparts via deprotection under acidic conditions. The resultant vinylphenol-based alternating copolymers showed unique solubilities and thermal properties depending on the substituent of the maleimide units. Design of an N -phenyl maleimide derivative bearing an activated NHS ester for radical copolymerization with tert -butoxystyrene to achieve both precise alternating sequence control and functionalization.

中文翻译：

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设计马来酰亚胺单体以实现与乙烯基苯酚交替共聚物的精确序列控制和功能化

我们设计了一种带有活化 NHS 酯 (NHS-PhMI) 的 N-苯基马来酰亚胺衍生物，用于与叔丁氧基苯乙烯 (tBOS) 进行自由基共聚，以实现精确的交替序列控制和功能化。单体设计的关键是缺电子的碳-碳双键，用于精确的交替传播以及活性酯侧链的轻松取代反应。交替序列的精度通过 MALDI-TOF-MS 分析与一系列共聚物进行比较来评估。一些胺化合物通过氨解反应定量结合到马来酰亚胺侧链上，而 tBOS 单元通过在酸性条件下脱保护转化为乙烯基苯酚对应物。根据马来酰亚胺单元的取代基，所得乙烯基苯酚基交替共聚物显示出独特的溶解性和热性能。设计带有活化 NHS 酯的 N-苯基马来酰亚胺衍生物，用于与叔丁氧基苯乙烯自由基共聚，以实现精确的交替序列控制和功能化。