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

Han, Miaomiao; Liu, Xiao; Zhang, Xiaosa; Pang, Yuanyuan; Xu, Peng; Guo, Jianwei; Liu, Yadong; Zhang, Shuangyan; Ji, Shengxiang

doi:10.1039/c6gc02723g

Cited by 42 publications

(40 citation statements)

References 36 publications

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“…To quantitatively determine the adhesion performance, lap shear tests were conducted on glass and other substrates (Figs. S16 and S17, Supporting Information) . First, the effects of curing temperature and time on the adhesion performance on the glass plate were investigated (Fig.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and characterization of a thermally crosslinkable polyolefin from oleic acid

Ohtake

Onose

Kuwabara

et al. 2018

J. Polym. Sci. Part A: Polym. Chem.

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A novel thermally crosslinkable polyolefin was synthesized from biorenewable oleic acid. The obtained polymer exhibited a unique structure, bearing an inner olefin moiety in the long side chain. Since thermal auto‐oxidation and crosslinking reactions occurred at the inner olefin moiety of polymer, it could be cured by heating in air. The resultant polymer exhibited good adhesion properties to various substrates.

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Section: Resultsmentioning

confidence: 99%

Synthesis and characterization of a thermally crosslinkable polyolefin from oleic acid

Ohtake

Onose

Kuwabara

et al. 2018

J. Polym. Sci. Part A: Polym. Chem.

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“…In recent studies, bio-based adhesives have shown remarkable potential in manufacturing industry applications due to their numerous advantages in terms of low cost, biodegradability, renewability, and environmental friendliness in comparison to petroleum-based adhesive materials 1 – 3 . Typically, the fabrication of wood composites using non-formaldehyde bio-adhesives necessitates enhanced bonding strength; this is typically accomplished by modifying the biomass matrices 4 , 5 .…”

Section: Introductionmentioning

confidence: 99%

The synergy between natural polyphenol-inspired catechol moieties and plant protein-derived bio-adhesive enhances the wet bonding strength

Zhong

Zhao

Song

et al. 2017

Sci Rep

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Novel soybean meal-based biomimetic (STP) adhesives were fabricated via soybean meal (SM) and enhanced by tannic acid (TA) and polyetheylenimine (PEI) (TAPI) co-crosslinking network based on natural polyphenol-inspired chemistry. The multiple physico-chemical interactions (including intermolecular H-bonding and covalent bonding) between the TAPI co-crosslinking system and SM matrices were examined by the Fourier transform infrared spectroscopy, solid-state 13C nuclear magnetic resonance, X-ray diffraction, thermogravimetric analysis, and scanning electron microscopy. The results showed that a dense, robust, and water-resistant adhesive layer was constructed between network-bound catechol moieties in the TAPI and SM system, endowing the STP adhesive with high wet bonding strength for plywood. As expected, TAPI-modified SM adhesives showed a 156.1% increase in wet bonding strength compared to the control SM adhesive. The adhesion meets standard requirements for interior-use plywood. Both the solid content and residual mass analysis also confirmed that the enhancement in the STP adhesive was attributable to the network crosslinking density and stiffness after integrating the TAPI system. Moreover, the thermal stability of the resultant STP adhesive exhibited a significant improvement. The proposed STP adhesive may be a promising cost-effective and wet-resistant bio-adhesive for the application in the wood composites industry.

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“…Han et al [51] synthesized HMVF, as can be seen in Scheme 6, and investigated its potential as adhesive by testing its bonding ability to different surfaces, such as copper, aluminum, rubber and polyethylene. In general, the lab shear strength tests indicated that HMVF has affinity to polar substrate surfaces due to its hydroxy groups: steel (9.7 � 0.4 MPa) > copper (9.0 � 0.2 MPa) > aluminum (8.4 � 0.6 MPa) > PE (2.8 � 0.45 MPa) > rubber (0.38 � 0.01 MPa) > PTFE (0.31 � 0.02 MPa).…”

Section: -Hydroxymethyl-2-vinylfuran (Hmvf)mentioning

confidence: 99%

“…Scheme 6. a) Dehydration of fructose to HMF by using phosphoric acid-doped polybenzimidazole (PA-PBI) and synthesis of HMVF (a) [52]. b, c) Curing of HMVF [51]. Scheme 7.…”

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confidence: 99%

Hydroxymethylfurfural and its Derivatives: Potential Key Reactants in Adhesives

et al. 2020

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5-Hydroxymethylfurfural (HMF) is a promising bio-derived platform chemical with a broad scope of application, for example, in the production of solvents, fuels, polymers, or adhesives. The wood and foundry industries are among the largest adhesive users and currently both rely to a large extent on the use of fossil-based binders, such as by using formaldehyde as a crosslinker in many commercial adhesive systems. The industry is thus looking for suitable alternatives to replace fossil-based chemicals. HMF and its derivatives are considered to be key renewable reactants in adhesive systems. The core of this Review is the critical evaluation of the potential of HMF and its derivatives in adhesive systems. The technological performance was assessed in the fields of wood-based materials, sand casting and composites. As an overall conclusion, HMF and its derivatives have a high application potential in alternative adhesives. Clearly, further research is needed to improve the performance and produce economically competitive adhesives.

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

Abstract: 5-Hydroxymethyl-2-vinylfuran (HMVF), a biomass-based solvent-free adhesive, exhibits strong adhesion to steel, copper, aluminum and glass.

Cited by 42 publications

References 36 publications

Synthesis and characterization of a thermally crosslinkable polyolefin from oleic acid

Synthesis and characterization of a thermally crosslinkable polyolefin from oleic acid

The synergy between natural polyphenol-inspired catechol moieties and plant protein-derived bio-adhesive enhances the wet bonding strength

Hydroxymethylfurfural and its Derivatives: Potential Key Reactants in Adhesives

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