Multifunctional Fe(III)-Binding Polyethers from Hydroxamic Acid-Based Epoxide Monomers.,Macromolecular Rapid Communications

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Multifunctional Fe(III)-Binding Polyethers from Hydroxamic Acid-Based Epoxide Monomers.
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2019-07-28 , DOI: 10.1002/marc.201900282
Tobias Johann ₁ , Ulrike Kemmer-Jonas ₁ , Ramona D Barent ₁ , Holger Frey ₁

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Multiple hydroxamic acids are introduced at poly(ethylene glycol) (PEG) via copolymerization of ethylene oxide with a novel epoxide monomer containing a 1,4,2-dioxazole-protected hydroxamic acid (HAAGE). AB- and ABA-type di- and triblock copolymers as well as statistical copolymers of HAAGE and ethylene oxide are prepared in a molecular weight range between 2600 and 12 000 g mol-1 with low dispersities (Ð < 1.2). Cleavage of the acetal protecting group after the polymerization is achieved by mild acidic treatment, releasing multiple free hydroxamic acids tethered to the polyether backbone. The chelation properties of different polymer architectures (statistical versus diblock and ABA triblock) are investigated and compared with regard to the number and position of hydroxamic acids. Separation of the hydroxamic acid units by at least 5 ethylene glycol monomer units is found to be essential for high Fe(III) binding efficiency, while block copolymers are observed to be the best-suited architecture for polymer network and hydrogel formation via Fe(III) chelation.

中文翻译：

基于异羟肟酸的环氧单体的多功能Fe（III）结合聚醚。

通过环氧乙烷与含有1,4,2-二恶唑保护的异羟肟酸的新型环氧化物单体的共聚反应，将多种异羟肟酸引入聚乙二醇（PEG）。制备AB型和ABA型二嵌段和三嵌段共聚物以及HAAGE和环氧乙烷的统计共聚物，其分子量范围在2600至12000 g mol-1之间且具有低分散性（Ð<1.2）。通过温和的酸性处理可实现聚合后乙缩醛保护基的裂解，释放出多个束缚在聚醚主链上的游离异羟肟酸。研究了不同聚合物结构（统计对二嵌段和ABA三嵌段）的螯合性能，并比较了异羟肟酸的数量和位置。

更新日期：2019-11-18

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