A renewable route to p-xylene from biomass-derived dimethylfuran and ethylene is investigated with zeolite catalysts. Cycloaddition of ethylene and 2,5-dimethylfuran and subsequent dehydration to p-xylene has been achieved with 75% selectivity using H–Y zeolite and an aliphatic solvent at 300 °C. Competitive side reactions include hydrolysis of dimethylfuran to 2,5-hexanedione, alkylation of p-xylene, and polymerization of 2,5-hexanedione. The observed reaction rates and computed energy barriers are consistent with a two-step reaction that proceeds through a bicyclic adduct prior to dehydration to p-xylene. Cycloaddition of ethylene and dimethylfuran occurs without a catalytic active site, but the reaction is promoted by confinement within microporous materials. The presence of Brønsted acid sites catalyzes dehydration of the Diels–Alder cycloadduct (to produce p-xylene and water), and this ultimately causes the rate-determining step to be the initial cycloaddition.

Previously, we reported on the use of hydrophilic and lipophilic linker molecules to enhance the solubilization capacity of chlorinated hydrocarbons using sodium dihexyl sulfosuccinate (SDHS). In this work we extend the use of linker molecules to a wider range of oils and surfactants. The data show that the linker effect works for all the systems studied and that linker-based systems are even more economical than surfactant-only systems for more hydrophobic oils. Using a more hydrophobic surfactant, such as sodium bis(2-ethyl)dihexyl sulfosuccinate (Aerosol-OT), requires a formulation enriched with a hydrophilic linker, whereas the formulation for the more hydrophilic SDHS requires the use of a more lipophilic linker. By considering the properties and appearance of the formulation before contacting with the oil, and by evaluating the coalescence dynamics, we found that hydrophilic linker-rich formulations were preferred. These formulations were tested as fabric pretreatments for removing motor oil and hexadecane from cotton, and as flushing solutions for glass bead columns contaminated with these oils. The cleaning performance of these linker-based systems was superior to common surfactant and pretreatment formulations in the detergency tests, achieving more than 80% removal of motor oil and hexadecane trapped in the packed-column flushing tests.

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Photochemical activation of an organozirconium precursor in the presence of diphenylacetylene resulted in the isolation and structural characterization of the first zirconium cyclobutadienyl piano stool complex.