Xiao Yue, Li Yang, Zhang Bohan, Li Hui, Cheng Zehong, Shi Jianqiao, Xiong Jing, Bai Yugang, Zhang Ke
Institute of Chemical Biology and Nanomedicine, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China.
Department of Chemistry and Chemical Biology, Northeastern University, Boston, Massachusetts 02115, United States.
ACS Macro Lett. 2019 Apr 16;8(4):399-402. doi: 10.1021/acsmacrolett.9b00120. Epub 2019 Mar 26.
Herein, we report a poly(benzyl ether)-based self-immolative polymer (SIP) with pendant pyridine disulfide groups. Cleavage of the side-chain disulfides leads to the formation of phenolates, which initiate depolymerization from the side chain. Due to the higher density of the disulfide groups compared to that of the chain-end-capping group, which normally is responsible for initiating depolymerization of SIPs, the side chain-immolative polymer (ScIP) can be readily degraded in the solid state where the mobility of polymer chains is substantially limited. The ScIP was also further modified through the thiol-disulfide exchange reaction to prepare ScIP--poly(ethylene glycol) graft polymers and organogels, which were also able to undergo complete reductive self-immolative degradation.
在此，我们报道了一种带有吡啶二硫醚侧基的基于聚苄基醚的自牺牲聚合物（SIP）。侧链二硫键的断裂会导致酚盐的形成，从而引发从侧链开始的解聚反应。与通常负责引发SIP解聚的链端封端基团相比，由于二硫键基团的密度更高，侧链自牺牲聚合物（ScIP）能够在聚合物链流动性受到极大限制的固态中轻易降解。ScIP还通过硫醇-二硫键交换反应进一步改性，以制备ScIP-聚乙二醇接枝聚合物和有机凝胶，它们也能够进行完全的还原性自牺牲降解。
