Dialdehyde cellulose is cellulose whose anhydroglucose units carry two aldehyde groups at C2 and C3, produced by oxidative cleavage of the vicinal diols of the glucopyranose ring [1]. Cleavage opens the ring, so the product is a chain of 2,3-dialdehydic residues whose aldehyde content is expressed per anhydroglucose unit [1]. Because the aldehydes hydrate and form hemiacetals with neighbouring hydroxyls, the polymer is partly crosslinked and its crystallinity falls as oxidation proceeds [2]. The dialdehyde groups condense with amines and hydrazides to give imines and hydrazones, and that reactivity separates the material from carboxymethyl or hydroxyethyl cellulose [3]. Over-oxidation shortens the chain and introduces carboxyl groups [3].
- 2,3-dialdehyde cellulose
- periodate oxidation
- aldehyde content
- hemiacetal
- schiff base
Advanced Cellulose Research Studies·Biomaterials·Materials Science·Physical Sciences
References
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- Gao, C.; Wang, S.; Liu, B.; Yao, S.; Dai, Y.; Zhou, L.; Qin, C.; Fatehi, P. Sustainable Chitosan-Dialdehyde Cellulose Nanocrystal Film. Materials 2021, 14, 5851. [CrossRef]
- Kim, U.J.; Wada, M.; Kuga, S. Solubilization of dialdehyde cellulose by hot water. Carbohydrate Polymers 2004, 56, 7-10. [CrossRef]