William C. Hiscox

Ionic liquid-assisted exfoliation of graphite oxide for simultaneous reduction and functionalization to graphenes with improved properties

A novel one-step approach for the pH-triggered electrochemically interacted exfoliation of graphene sheets in graphite oxide and simultaneous reduction and functionalization with the aid of the ionic liquid is reported. The developed method shows significant advantages over the conventional functionalized/chemically reduced graphene. Particularly, for the first time, no additional stabilizer or modifier is needed to stabilize the resulting processible graphene dispersion. The prepared graphene oxide and its functionalized graphene are characterized by SEM, TEM, FTIR, UV-vis, XRD, Raman, XPS, and NMR. The results indicate that, with the aid of the IL during the reaction, the resulting functionalized graphene shows improved organophilicity, good wettability and improved interfacial interactions as well as significant resistance to thermal degradation. The methodology paves a new way for use of the IL as a processing aid and reaction medium to promote chemical functionalization of graphene through the electrochemically interacted exfoliation of graphene sheets and can be expected to provide a new approach with great promise for its organophilic wettability and enhanced interfacial adhesion as well as improved thermal stability. Furthermore, the controlled modifications of graphene nanoreinforcements can also be expected to alter the nature of the interactions between components.

Asymmetric synthesis of the Japanese beetle pheromone via boronic esters

Abstract The pheromone of the Japanese beetle, [ R -( Z )]-5-(1-decenyl)dihydro-2(3 H )-furanone ( 7 ), has been synthesized efficiently in high enantiomeric purity via 1,2-dicyclohexyl-1,2-ethanediol boronic esters. The synthetic route involves reaction of an α-chloro boronic ester with an alkynyllithium, and provides the first successful example of this substitution process in an asymmetric synthesis.

Selective cleavage of ester linkages of anhydride-cured epoxy using a benign method and reuse of the decomposed polymer in new epoxy preparation

Thermosetting polymers possess high dimensional stability, chemical resistance and thermal stability, and they are indispensable for many applications. However, conventional thermosetting polymers cannot be reprocessed and reshaped due to their permanent cross-linked structure. Therefore, recycling of thermosetting polymers is a serious challenge. Degrading thermosetting polymers into soluble oligomers and reuse of the oligomers in new resin systems may provide a favorable way to solve this problem. In this work, we developed an efficient method for chemical degradation of anhydride-cured epoxy using environmentally benign phosphotungstic acid (HPW) aqueous solution as the catalyst system at a mild reaction temperature of 190 °C. During reaction, the ester bond in the cross-linked structure was selectively cleaved, and the thermosetting polymer was fully converted to oligomers that contain multifunctional reactive groups. When the decomposed matrix polymer (DMP) was used as a reactive ingredient and added up to 40 wt% in the preparation of a new anhydride-cured epoxy curing system, the resulting cross-linked polymers still retained the mechanical properties of the neat polymer.

Preparation and Properties of Hydrogels Based on PEGylated Lignosulfonate Amine

Sodium lignosulfonate (SLS) was aminated to obtain a lignin amine (LA) compound, which was subsequently crosslinked with poly(ethylene glycol) diglycidyl ether (PEGDGE) to obtain hydrogels. The chemical structure of the resulting LA-derived hydrogel (LAH) was characterized by Fourier transform infrared (FTIR) spectroscopy, solid-state 13C NMR spectroscopy, and elemental analysis, and the interior morphology of the freeze-dried hydrogel was examined by scanning electron microscopy. NMR and FTIR spectroscopy results indicated that the amino groups of LA reacted with PEGDGE in the crosslinking reaction. The lignin content in the resulting hydrogel increased with an increase in the LA/PEGDGE weight ratio in the reaction, approaching a maximum (∼71 wt %) and leveling off. The hydrogel with such a composition happened to be the same as the one prepared by reacting the primary amines of LA and epoxy groups of PEGDGE in equal stoichiometry. These results strongly suggest that the formation of the hydrogel network structure was largely dictated by the reactions between the primary amines and epoxy groups. The gels with lignin contents at this level exhibited a superior swelling capacity, viscoelasticity, and shear properties.