Dataset Information

Geminal Diol of Dihydrolevoglucosenone as a Switchable Hydrotrope: A Continuum of Green Nanostructured Solvents.

ABSTRACT: The addition of water to dihydrolevoglucosenone (Cyrene) creates a solvent mixture with highly unusual properties and the ability to specifically and efficiently solubilize a wide range of organic compounds, notably, aspirin, ibuprofen, salicylic acid, ferulic acid, caffeine, and mandelic acid. The observed solubility enhancement (up to 100-fold) can be explained only by the existence of microenvironments mainly centered on Cyrene's geminal diol. Surprisingly, the latter acts as a reversible hydrotrope and regulates the polarity of the created complex mixture. The possibility to tune the polarity of the solvent mixture through the addition of water, and the subsequent generation of variable amounts of Cyrene's geminal diol, creates a continuum of green solvents with controllable solubilization properties. The effective presence of microheterogenieties in the Cyrene/water mixture was adequately proven by (1) Fourier transform infrared/density functional theory showing Cyrene dimerization, (2) electrospray mass-spectrometry demonstrating the existence of dimers of Cyrene's geminal diol, and (3) the variable presence of single or multiple tetramethylsilane peaks in the 1H NMR spectra of a range of Cyrene/water mixtures. The Cyrene-water solvent mixture is importantly not mutagenic, barely ecotoxic, bioderived, and endowed with tunable hydrophilic/hydrophobic properties.

SUBMITTER: De Bruyn M

PROVIDER: S-EPMC7493416 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Geminal Diol of Dihydrolevoglucosenone as a Switchable Hydrotrope: A Continuum of Green Nanostructured Solvents.

De Bruyn Mario M Budarin Vitaliy L VL Misefari Antonio A Shimizu Seishi S Fish Heather H Cockett Martin M Hunt Andrew J AJ Hofstetter Heike H Weckhuysen Bert M BM Clark James H JH Macquarrie Duncan J DJ

ACS sustainable chemistry & engineering 20190315 8

The addition of water to dihydrolevoglucosenone (Cyrene) creates a solvent mixture with highly unusual properties and the ability to specifically and efficiently solubilize a wide range of organic compounds, notably, aspirin, ibuprofen, salicylic acid, ferulic acid, caffeine, and mandelic acid. The observed solubility enhancement (up to 100-fold) can be explained only by the existence of microenvironments mainly centered on Cyrene's geminal diol. Surprisingly, the latter acts as a reversible hyd ...[more]

PMID: 32953281

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Project description:One of the emerging and environmentally friendly technologies is the photoelectrochemical generation of green hydrogen; however, the cheap cost of production and the need for customizing photoelectrode properties are thought to be the main obstacles to the widespread adoption of this technology. The primary players in hydrogen production by photoelectrochemical (PEC) water splitting, which is becoming more common on a worldwide basis, are solar renewable energy and widely available metal oxide based PEC electrodes. This study attempts to prepare nanoparticulate and nanorod-arrayed films to better understand how nanomorphology can impact structural, optical, and PEC hydrogen production efficiency, as well as electrode stability. Chemical bath deposition (CBD) and spray pyrolysis are used to create ZnO nanostructured photoelectrodes. Various characterization methods are used to investigate morphologies, structures, elemental analysis, and optical characteristics. The crystallite size of the wurtzite hexagonal nanorod arrayed film was 100.8 nm for the (002) orientation, while the crystallite size of nanoparticulate ZnO was 42.1 nm for the favored (101) orientation. The lowest dislocation values for (101) nanoparticulate orientation and (002) nanorod orientation are 5.6 × 10-4 and 1.0 × 10-4 dislocation/nm2, respectively. By changing the surface morphology from nanoparticulate to hexagonal nanorod arrangement, the band gap is decreased to 2.99 eV. Under white and monochromatic light irradiation, the PEC generation of H2 is investigated using the proposed photoelectrodes. The solar-to-hydrogen conversion rate of ZnO nanorod-arrayed electrodes was 3.72% and 3.12%, respectively, under 390 and 405 nm monochromatic light, which is higher than previously reported values for other ZnO nanostructures. The output H2 generation rates for white light and 390 nm monochromatic illuminations were 28.43 and 26.11 mmol.h-1cm-2, respectively. The nanorod-arrayed photoelectrode retains 96.6% of its original photocurrent after 10 reusability cycles, compared to 87.4% for the nanoparticulate ZnO photoelectrode. The computation of conversion efficiencies, H2 output rates, Tafel slope, and corrosion current, as well as the application of low-cost design methods for the photoelectrodes, show how the nanorod-arrayed morphology offers low-cost, high-quality PEC performance and durability.

Dataset Information

Geminal Diol of Dihydrolevoglucosenone as a Switchable Hydrotrope: A Continuum of Green Nanostructured Solvents.

Publications

Geminal Diol of Dihydrolevoglucosenone as a Switchable Hydrotrope: A Continuum of Green Nanostructured Solvents.

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