NDLI: 5-Hydroxymethyl-2-vinylfuran: a biomass-based solvent-free adhesive

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5-Hydroxymethyl-2-vinylfuran: a biomass-based solvent-free adhesive

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Green Chemistry Vol - 19 Issue - 2

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5-Hydroxymethyl-2-vinylfuran: a biomass-based solvent-free adhesive

Content Provider	Royal Society of Chemistry (RSC)
Author	Xu, Peng Liu, Yadong Zhang, Shuangyan Han, Miaomiao Guo, Jianwei Zhang, Xiaosa Pang, Yuanyuan Ji, Shengxiang Liu, Xiao
Copyright Year	2017
Abstract	5-Hydroxymethylfurfural (HMF) is an important platform chemical derived from biomass. Tremendous efforts have been made to transform HMF into valuable chemicals for applications in biofuels, materials science, and pharmaceuticals. Here we report the conversion of HMF into 5-hydroxymethyl-2-vinylfuran (HMVF), a versatile adhesive. HMVF can bond to a variety of substrates, e.g. metal, glass, plastics and rubber, under heating or acid treatment at room temperature. Mechanistic studies show that the vinyl group undergoes free radical polymerization and the hydroxyl group dehydrates to form an ether linkage to crosslink HMVF under either heating or acid treatment. The bonding strength (τ) of HMVF cured by heating (h-HMVF) is close to that of Krazy Glue (Loctite 401, cyanoacrylate) and higher than that of white glue (Pattex No. 710, PVA) and Pattex PKME15C epoxy glue. The outstanding adhesive performance of HMVF is attributed both to the interaction of hydroxyl groups with substrates and crosslinking by etherification between hydroxyl groups. Similar to Krazy Glue, HMVF is also used in its monomer form, which eliminates the use of solvents. Cells show good adhesion on crosslinked HMVF, which makes HMVF a potential bio-adhesive.
Starting Page	722
Ending Page	728
Page Count	7
File Format	HTM / HTML PDF
ISSN	14639262
Volume Number	19
Issue Number	3
Journal	Green Chemistry
DOI	10.1039/c6gc02723g
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Loctite PVA Krazy Glue Materials science Covalent bond Carboxylic acid Vinyl group Radical polymerization Hydroxy group Ether Cyanoacrylate Epoxy Monomer Bioadhesive
Content Type	Text
Resource Type	Article
Subject	Environmental Chemistry Pollution

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5-Hydroxymethyl-2-vinylfuran: a biomass-based solvent-free adhesive

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5-Hydroxymethyl-2-vinylfuran: a biomass-based solvent-free adhesive