Modular modification of xylan with UV-initiated thiol-ene reaction

Nurmi, Leena; Salminen, Reeta; Setälä, Harri

doi:10.1016/j.carres.2014.11.009

Cited by 5 publications

(1 citation statement)

References 21 publications

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“…The introduction of allyl and alkyne functions onto polysaccharides relies on epoxide-alcohol reaction between the hydroxyl groups of XG and CMC, and allyl glycidyl ether (AGE) or propargyl glycidyl ether (PGE), respectively. Such coupling involving allyl glycidyl ether was relatively well documented in the case of modi cation of starch [Huijbrechts et al 2007], xylan [Nurmi et al 2015], cellulose [Qi et al 2012] and even CMC [Lawal et al 2011] but the use of propargyl glycidyl ether has scarcely been described [Nielsen et al 2010]. By following well established procedure, the epoxide-alcool ligation was achieved in aqueous basic medium [Bigand et al 2011].…”

Section: Allyl and Alkyne Functionalization Of Xyloglucan And Carboxy...mentioning

confidence: 99%

Cellulosic surfaces endowed with chemical reactivity by physical adsorption of functionalized polysaccharides

et al. 2023

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A strategy to functionalize cellulosic surfaces through physical adsorption of xyloglucan (XG) and carboxymethyl cellulose (CMC) derivatives bearing allyl or alkyne groups is reported. A set of functional polymer derivatives with degrees of substitution -DS-ranging from 0.4 to 0.44 are rst prepared through epoxide ring opening of allyl glycidyl ether (AGE) or propargyl glycidyl ether (PGE) under mild basic aqueous medium. Contrary to alkyne-based materials, radical copolymerization allyl-XG or -CMC derivatives with acrylamide/acrylic acid leads to the formation of hydrogels con rming thereby their reactivity. Investigations into the deposition of these derivatized polysaccharides on Whatman paper and wood pine bers further (spraying aqueous solutions, drying and desorption step in water) show that physisorption of the chains is not altered by the DS or by the nature of the anchored groups. QCM-D measurements highlight a high a nity of Allyl-XG for cellulose surface. Confocal Raman mapping of cellulosic substrates modi ed with alkyne derivatives indicate that the surface covering is quantitative and that the diffusion of the chains within the substrate can reach 40 µm. This aqueous functionalization/spraying procedure is a promising method to confer new ajustable properties to a range of cellulosic substrates in an eco-sustainable manner.

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