Azo Coupling Reaction Induced Macromolecular Self-Assembly in Aqueous Solution,ACS Macro Letters

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Azo Coupling Reaction Induced Macromolecular Self-Assembly in Aqueous Solution
ACS Macro Letters ( IF 5.1 ) Pub Date : 2018-03-21 00:00:00 , DOI: 10.1021/acsmacrolett.8b00049
Shang Li ₁ , Jilei Wang ₁ , Jiajia Shen ₁ , Bing Wu ₁ , Yaning He ₁

Affiliation

This communication reported azo coupling reaction induced macromolecular self-assembly in aqueous solution. Diblock copolymer (PEG-b-PSNHBoc) consisting of a hydrophilic PEG block, and a hydrophobic N-Boc protected poly(p-vinylaniline) block was synthesized by RAFT polymerization. Then double hydrophilic diblock copolymer (PEG-b-PSN₂⁺) composed of PEG and PS based macromolecular diazonium salts was prepared by the diazotization of PEG-b-PSNH₂, which was obtained by deprotection of PEG-b-PSNHBoc. As N,N-dimethylaniline was gradually added into the freshly prepared PEG-b-PSN₂⁺ aqueous solution, the azo coupling reaction between N,N-dimethylaniline and diazonium salts took place, which would lead to the generation of azobenzene pendants. Due to the poor solubility of azobenzene pendants in water, the formed hydrophobic polymeric chains aggregated to form the self-assembly colloidal particles. By incorporating a fluorescent group into the aniline, the aggregates formed through azo coupling reaction induced macromolecular self-assembly showed enzyme-triggered fluorescent behaviors.

中文翻译：

水溶液中偶氮偶联反应诱导大分子自组装

该通讯报道了偶氮偶联反应在水溶液中诱导大分子自组装。通过RAFT聚合合成了由亲水性PEG嵌段和疏水性N-Boc保护的聚(对乙烯基苯胺)嵌段组成的二嵌段共聚物(PEG- b -PSNHBoc)。然后将PEG- b -PSNHBoc脱保护得到PEG - b - PSNH ₂的重氮化制备由PEG和PS基大分子重氮盐组成的双亲水二嵌段共聚物(PEG- b -PSN ₂⁺ ) 。随着N , N -二甲基苯胺逐渐加入新制备的 PEG- b-PSN ₂⁺水溶液中，N , N -二甲基苯胺与重氮盐发生偶氮偶联反应，生成偶氮苯侧基。由于偶氮苯侧基在水中的溶解度差，形成的疏水聚合物链聚集形成自组装胶体颗粒。通过在苯胺中加入荧光基团，通过偶氮偶联反应诱导的大分子自组装形成的聚集体表现出酶触发的荧光行为。

更新日期：2018-03-21

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