Functionalizable, Side Chain-Immolative Poly(benzyl ether)s,ACS Macro Letters

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Functionalizable, Side Chain-Immolative Poly(benzyl ether)s
ACS Macro Letters ( IF 5.1 ) Pub Date : 2019-03-26 00:00:00 , DOI: 10.1021/acsmacrolett.9b00120
Yue Xiao ₁ , Yang Li ₁ , Bohan Zhang ₁ , Hui Li ₁ , Zehong Cheng ₁ , Jianqiao Shi ₁ , Jing Xiong ₁ , Yugang Bai ₁ , Ke Zhang _{1,

2}

Affiliation

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-g-poly(ethylene glycol) graft polymers and organogels, which were also able to undergo complete reductive self-immolative degradation.

中文翻译：

可官能化、可牺牲侧链的聚（苄基醚）

在此，我们报告了一种具有侧挂吡啶二硫基的基于聚（苄基醚）的自焚聚合物（SIP）。侧链二硫化物的裂解导致酚盐的形成，其引发从侧链的解聚。由于与通常负责引发 SIP 解聚的链封端基团相比，二硫基团的密度更高，因此侧链牺牲聚合物 (ScIP) 在固态下很容易降解，其中聚合物链的流动性受到很大限制。ScIP 还通过硫醇-二硫化物交换反应进一步改性，制备了 ScIP- g-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。

更新日期：2019-03-26

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