β-Cyclodextrin-derived alternating poly(glyco-triazole)s behave as amylose mimics

IF 5.8 2区化学 Q1 POLYMER SCIENCE

European Polymer Journal Pub Date : 2025-04-14 DOI:10.1016/j.eurpolymj.2025.113948

Adriana A. Kolender , Matthieu Pélingre , Cristel Yacovone , Cédric Przybylski , Emmanuel Petit , Dindet Steve Evanes Koffi Teki , Véronique Bonnet , José Kovensky

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Abstract

Carbohydrate-derived polymers combine attractive features like abundant renewable resources, large stereochemical diversity and defined functionalization of the carbohydrates. Starting from β-cyclodextrin, a diazido heptasaccharide was regioselectively obtained in a few steps. It was used as a prepolymer for the A₂B₂ synthesis of alternating poly(glyco-triazole)s by copper assisted azido alkyne cycloaddition (CuAAC) with two dialkynes of different length and polarity, namely, 1,7-octadiyne and bispropargyl-polyetileneglycol-5. The resulting polymers were completely characterized by FTIR, NMR, MALDI-TOF-MS, SEC MALS, thermal analysis (TG and DSC), and SEM. The alternating insertion of the heptasaccharide and dialkyne in linear polymeric structures was confirmed by NMR and MALDI-TOF experiments. The water-soluble poly(glyco-triazole) containing PEG units had M_n 20,640 and M_w 39,650. The thermal properties (T_g = 27–42 °C) were close to those of amylose but were influenced by the linker. Therefore, these new poly(glyco-triazole)s could be considered as polysaccharide mimics and alternatives to modified native polysaccharides or brush polymers.

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来源期刊

European Polymer Journal 化学-高分子科学

CiteScore

9.90

自引率

10.00%

发文量

691

审稿时长

23 days

期刊介绍： European Polymer Journal is dedicated to publishing work on fundamental and applied polymer chemistry and macromolecular materials. The journal covers all aspects of polymer synthesis, including polymerization mechanisms and chemical functional transformations, with a focus on novel polymers and the relationships between molecular structure and polymer properties. In addition, we welcome submissions on bio-based or renewable polymers, stimuli-responsive systems and polymer bio-hybrids. European Polymer Journal also publishes research on the biomedical application of polymers, including drug delivery and regenerative medicine. The main scope is covered but not limited to the following core research areas: Polymer synthesis and functionalization • Novel synthetic routes for polymerization, functional modification, controlled/living polymerization and precision polymers. Stimuli-responsive polymers • Including shape memory and self-healing polymers. Supramolecular polymers and self-assembly • Molecular recognition and higher order polymer structures. Renewable and sustainable polymers • Bio-based, biodegradable and anti-microbial polymers and polymeric bio-nanocomposites. Polymers at interfaces and surfaces • Chemistry and engineering of surfaces with biological relevance, including patterning, antifouling polymers and polymers for membrane applications. Biomedical applications and nanomedicine • Polymers for regenerative medicine, drug delivery molecular release and gene therapy The scope of European Polymer Journal no longer includes Polymer Physics.