Ultrasound-Assisted Heterogeneous Synthesis of Bio-Based Oligo-Isosorbide Glycidyl Ethers: Towards Greener Epoxy Precursors. 2019

Corentin Musa, and Pierre-Edouard Danjou, and Antoine Pauwels, and Francine Cazier-Dennin, and François Delattre
Unité de Chimie Environnementale et Interactions sur le Vivant, Université du Littoral Côte d'Opale, 145 Avenue Maurice Schumann, MREI 1, 59140 Dunkerque, France. corentin.musa@gmail.com.

The substitution of toxic precursors such as bisphenol A by renewable and safer molecules has become a major challenge. To overcome this challenge, the 12 principles of green chemistry should be taken into account in the development of future sustainable chemicals and processes. In this context, this paper reports the highly efficient synthesis of oligo-isosorbide glycidyl ethers from bio-based starting materials by a rapid one-pot heterogeneous ultrasound-assisted synthesis. It was demonstrated that the use of high-power ultrasound in solvent-free conditions with sodium hydroxide microbeads led for the first time to a fully epoxidated prepolymer with excellent epoxy equivalent weight (EEW). The structure of the epoxy precursor was characterized by FT-IR, NMR spectroscopy and high-resolution mass spectrometry (HRMS). The efficiency of the ultrasound-assisted synthesis was attributed to the physical effects caused by micro-jets on the surface of the solid sodium hydroxide microspheres following the asymmetrical collapse of cavitation bubbles.

UI MeSH Term Description Entries
D007547 Isosorbide 1,4:3,6-Dianhydro D-glucitol. Chemically inert osmotic diuretic used mainly to treat hydrocephalus; also used in glaucoma. Dianhydrosorbitol
D004852 Epoxy Compounds Organic compounds that include a cyclic ether with three ring atoms in their structure. They are commonly used as precursors for POLYMERS such as EPOXY RESINS. Epoxide,Epoxides,Epoxy Compound,Oxiranes,Compound, Epoxy,Compounds, Epoxy
D000069453 Ultrasonic Waves Oscillating sound wave with a frequency higher than the upper limit of the human hearing range. LIPUS,Low Intensity Pulsed Ultrasound,Low Intensity Pulsed Ultrasound Radiation,Low-Intensity Pulsed Ultrasound (LIPUS),Pulsed Ultrasound,Ultrasonic Vibration,Ultrasound Radiation,Ultrasound Waves,Low Intensity Pulsed Ultrasound (LIPUS),Low-Intensity Pulsed Ultrasounds (LIPUS),Pulsed Ultrasound, Low-Intensity (LIPUS),Pulsed Ultrasounds,Pulsed Ultrasounds, Low-Intensity (LIPUS),Radiation, Ultrasound,Ultrasonic Vibrations,Ultrasonic Wave,Ultrasound Wave,Ultrasound, Low-Intensity Pulsed (LIPUS),Ultrasound, Pulsed,Ultrasounds, Low-Intensity Pulsed (LIPUS),Ultrasounds, Pulsed,Vibration, Ultrasonic,Vibrations, Ultrasonic,Wave, Ultrasonic,Wave, Ultrasound,Waves, Ultrasonic,Waves, Ultrasound
D013057 Spectrum Analysis The measurement of the amplitude of the components of a complex waveform throughout the frequency range of the waveform. (McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed) Spectroscopy,Analysis, Spectrum,Spectrometry
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D055772 Green Chemistry Technology Pollution prevention through the design of effective chemical products that have low or no toxicity and use of chemical processes that reduce or eliminate the use and generation of hazardous substances. Environmentally Friendly Chemical Techniques,Environmentally Friendly Chemical Technology,Environmentally Friendly Chemistry Technology,Green Chemical Techniques,Sustainable Chemistry Technology,Chemical Technique, Green,Chemical Techniques, Green,Chemistry Technologies, Green,Chemistry Technologies, Sustainable,Chemistry Technology, Green,Chemistry Technology, Sustainable,Green Chemical Technique,Green Chemistry Technologies,Sustainable Chemistry Technologies,Technique, Green Chemical,Techniques, Green Chemical,Technologies, Green Chemistry,Technologies, Sustainable Chemistry,Technology, Green Chemistry,Technology, Sustainable Chemistry
D060326 Chemistry Techniques, Synthetic Methods used for the chemical synthesis of compounds. Included under this heading are laboratory methods used to synthesize a variety of chemicals and drugs. Inorganic Synthesis,Inorganic Synthesis Methods,Inorganic Synthesis Techniques,Methods of Inorganic Synthesis,Methods of Organic Synthesis,Methods of Peptide Synthesis,Organic Synthesis,Organic Synthesis Methods,Organic Synthesis Techniques,Peptide Synthesis Methods,Peptide Synthesis Techniques,Peptide Synthesis, Synthetic,Synthetic Chemistry Techniques,Synthetic Peptide Synthesis,Chemistry Technique, Synthetic,Inorganic Syntheses,Inorganic Synthesis Method,Inorganic Synthesis Technique,Method, Inorganic Synthesis,Method, Organic Synthesis,Method, Peptide Synthesis,Methods, Inorganic Synthesis,Methods, Organic Synthesis,Methods, Peptide Synthesis,Organic Syntheses,Organic Synthesis Technique,Peptide Syntheses, Synthetic,Peptide Synthesis Method,Peptide Synthesis Technique,Syntheses, Inorganic,Syntheses, Organic,Syntheses, Synthetic Peptide,Synthesis Method, Inorganic,Synthesis Method, Peptide,Synthesis Methods, Inorganic,Synthesis Methods, Peptide,Synthesis Technique, Inorganic,Synthesis Technique, Organic,Synthesis Technique, Peptide,Synthesis Techniques, Inorganic,Synthesis Techniques, Organic,Synthesis Techniques, Peptide,Synthesis, Inorganic,Synthesis, Organic,Synthesis, Synthetic Peptide,Synthetic Chemistry Technique,Synthetic Peptide Syntheses,Technique, Inorganic Synthesis,Technique, Organic Synthesis,Technique, Peptide Synthesis,Technique, Synthetic Chemistry,Techniques, Inorganic Synthesis,Techniques, Organic Synthesis,Techniques, Peptide Synthesis,Techniques, Synthetic Chemistry

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