mz9b00120_si_001.pdf (1.64 MB)
Functionalizable, Side Chain-Immolative Poly(benzyl ether)s
journal contribution
posted on 2019-03-26, 12:36 authored by Yue Xiao, Yang Li, Bohan Zhang, Hui Li, Zehong Cheng, Jianqiao Shi, Jing Xiong, Yugang Bai, Ke ZhangHerein,
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.