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All Sugar Based Cellulose Derivatives Synthesized by Azide–Alkyne Click Chemistry
Macromolecular Chemistry and Physics ( IF 2.5 ) Pub Date : 2019-11-13 , DOI: 10.1002/macp.201900343
Andreas Koschella 1 , Chih‐Ying Chien 1, 2 , Tadahisa Iwata 2 , Martin S. Thonhofer 3 , Tanja M. Wrodnigg 3 , Thomas Heinze 1
Affiliation  

Cellulose is functionalized with different monosaccharides by the azide–alkyne click chemistry approach. Either azide or alkyne moieties are attached to the cellulose backbone and allowed to react with sugar moieties bearing the opposite clickable groups. Between 16% and 100% of the reactive sites at the polymer can be functionalized with sugar molecules and a clear correlation between steric demand and DSSugar is observed. The polymers remain soluble in aprotic dipolar media like dimethyl sulfoxide. Products with a sufficient hydrophilicity dissolve in water as well. FTIR‐ and NMR spectroscopy reveal the triazole formation and indicate an incomplete conversion of the reactive sites as usually observed in the field of click chemistry with polymers.

中文翻译:

叠氮化物-炔烃单击化学合成的所有糖基纤维素衍生物

通过叠氮化物-炔烃点击化学方法,纤维素被不同的单糖官能化。叠氮化物或炔基部分都连接到纤维素主链上,并使其与带有相反可点击基团的糖部分反应。聚合物中16%至100%的反应位点可以被糖分子官能化,并且空间需求量与DS Sugar之间存在明显的相关性。聚合物保持可溶于质子惰性的偶极介质,如二甲基亚砜。具有足够亲水性的产品也溶于水。FTIR和NMR光谱揭示了三唑的形成,并表明反应位点的转化不完全,这在聚合物点击化学领域中通常观察到。
更新日期:2019-11-13
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