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Bottlebrush polymers with self-immolative side chains†
Polymer Chemistry ( IF 4.1 ) Pub Date : 2018-03-01 00:00:00 , DOI: 10.1039/c8py00182k Ying Wu 1, 2, 3, 4, 5 , Liangcai Zhang 1, 2, 3, 4, 5 , Minghui Zhang 1, 2, 3, 4, 5 , Zhengping Liu 1, 2, 3, 4, 5 , Wen Zhu 6, 7, 8, 9, 10 , Ke Zhang 6, 7, 8, 9, 10
Polymer Chemistry ( IF 4.1 ) Pub Date : 2018-03-01 00:00:00 , DOI: 10.1039/c8py00182k Ying Wu 1, 2, 3, 4, 5 , Liangcai Zhang 1, 2, 3, 4, 5 , Minghui Zhang 1, 2, 3, 4, 5 , Zhengping Liu 1, 2, 3, 4, 5 , Wen Zhu 6, 7, 8, 9, 10 , Ke Zhang 6, 7, 8, 9, 10
Affiliation
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A series of bottlebrush polymers with self-immolative side chains were prepared by a grafting-onto method. Poly(3-azido-2-hydroxypropyl methacrylate) (PGA) and propargyl-capped poly(carbamates) were used as the backbone and side chains, respectively. A copper-catalyzed azide–alkyne cycloaddition reaction was used to graft the side chains onto the backbone with a high grafting density. A UV cleavable o-nitrobenzyl (ONB) linker was designed at the junction site of the backbone and side chain. Under UV irradiation, the ONB linkers cleaved to break the bottlebrush molecular architecture by detaching phenylamine terminated side chains from PGA backbones. The self-immolative disassembly of the detached side chains was then followed to generate aromatic amine small molecules. The model functional bottlebrush polymers were further constructed using acrylate substituted poly(carbamates) as side chains, whose self-immolative disassembly continuously released fluorescence signals. Moreover, the total disassembly rate of the bottlebrush polymers could be conveniently tuned by tailoring the substituent group of poly(carbamate) side chains.
中文翻译：
具有自焚侧链的洗瓶刷聚合物†
通过接枝法制备了一系列具有自消灭性侧链的洗瓶刷聚合物。聚（3-叠氮基-2-甲基丙烯酸羟丙酯）（PGA）和炔丙基封端的聚（氨基甲酸酯）分别用作主链和侧链。铜催化的叠氮化物-炔烃环加成反应用于将侧链接枝到具有高接枝密度的主链上。将UV裂解Ø在主链和侧链的连接位点设计了硝基硝基苄基（ONB）接头。在紫外线照射下，ONB连接子通过从PGA主链上分离出苯胺封端的侧链而裂解，从而破坏了瓶刷分子的结构。然后，对游离的侧链进行自焚解离，以生成芳族胺小分子。使用丙烯酸酯取代的聚氨基甲酸酯作为侧链，进一步构建了模型功能性牙刷聚合物，该聚合物的自消解性连续释放荧光信号。此外，可以通过调整聚氨基甲酸酯侧链的取代基方便地调整牙刷聚合物的总分解速率。
更新日期：2018-03-01
中文翻译：
具有自焚侧链的洗瓶刷聚合物†
通过接枝法制备了一系列具有自消灭性侧链的洗瓶刷聚合物。聚（3-叠氮基-2-甲基丙烯酸羟丙酯）（PGA）和炔丙基封端的聚（氨基甲酸酯）分别用作主链和侧链。铜催化的叠氮化物-炔烃环加成反应用于将侧链接枝到具有高接枝密度的主链上。将UV裂解Ø在主链和侧链的连接位点设计了硝基硝基苄基（ONB）接头。在紫外线照射下，ONB连接子通过从PGA主链上分离出苯胺封端的侧链而裂解，从而破坏了瓶刷分子的结构。然后，对游离的侧链进行自焚解离，以生成芳族胺小分子。使用丙烯酸酯取代的聚氨基甲酸酯作为侧链，进一步构建了模型功能性牙刷聚合物，该聚合物的自消解性连续释放荧光信号。此外，可以通过调整聚氨基甲酸酯侧链的取代基方便地调整牙刷聚合物的总分解速率。
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