Polyether-Based Diblock Terpolymer Micelles with Pendant Anthracene Units—Light-Induced Crosslinking and Limitations Regarding Reversibility,Macromolecular Rapid Communications

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Polyether-Based Diblock Terpolymer Micelles with Pendant Anthracene Units—Light-Induced Crosslinking and Limitations Regarding Reversibility
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2021-08-31 , DOI: 10.1002/marc.202100485
Johanna K Elter _{1,

2} , Jonas Eichhorn _{1,

2} , Felix H Schacher _{1,

2}

Affiliation

The synthesis of 9-methylanthracenyl glycidyl ether (AnthGE) as a crosslinkable monomer that can be applied in anionic ring opening polymerization is reported. Diblock terpolymers of the composition methoxy-poly(ethylene oxide)-block-poly(2-ethylhexyl glycidyl ether-co-9-methylanthracenyl glycidyl ether) (mPEO-b-P(EHGE-co-AnthGE) with 10 to 24 wt% of AnthGE are synthesized and characterized. Their micellization behavior, as well as their light-induced core-crosslinking via irradiation with UV light (λ = 365 nm) is studied. The results are compared with studies on the dimerization, and the dimer cleavage via irradiation with UV–C light (λ = 254 nm), of the same diblock terpolymer in organic solution, and the small-molecule model compound 9-methoxymethylanthracene. Differences in ¹H NMR spectra of the crosslinked or dimerized compounds and reaction kinetics of the dimerization reactions under different conditions suggest possible side reactions for the case of the core-crosslinking of micelles in aqueous solution. These side reactions limit the reversibility of the anthracene dimerization reaction in aqueous solutions, even if the anthracene molecule is encapsulated within the hydrophobic core of a polymeric micelle.

中文翻译：

具有悬垂蒽单元的基于聚醚的二嵌段三元共聚物胶束——光诱导交联和关于可逆性的限制

报道了 9-甲基蒽基缩水甘油醚 (AnthGE) 作为可用于阴离子开环聚合的可交联单体的合成。该组合物甲氧基-聚二嵌段三元共聚物（环氧乙烷） -嵌段-聚（2-乙基己基缩水甘油醚-共-9- methylanthracenyl缩水甘油基醚）（mPEO- b -P（EHGE-共-AnthGE) 与 10 至 24 wt% 的 AnthGE 被合成和表征。研究了它们的胶束化行为，以及它们通过紫外光 (λ = 365 nm) 照射产生的光诱导核心交联。将结果与有机溶液中相同的二嵌段三元共聚物和小分子模型化合物 9-甲氧基甲基蒽的二聚化研究和通过 UV-C 光 (λ = 254 nm) 照射的二聚体裂解进行了比较。^1的差异交联或二聚化合物的 H NMR 光谱和不同条件下二聚反应的反应动力学表明胶束在水溶液中的核交联可能发生副反应。这些副反应限制了水溶液中蒽二聚反应的可逆性，即使蒽分子被包裹在聚合物胶束的疏水核中。

更新日期：2021-08-31

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