6533b7d1fe1ef96bd125ce18
RESEARCH PRODUCT
Undecylenic acid: A tunable bio-based synthon for materials applications
Mohamed DaghrirAli MhannaLaurent PlasseraudSylvie PourchetLaurence LecampGilles BoniSandra Bigotsubject
Green chemistryThermogravimetric analysisRenewable resourcesMaterials sciencePolymers and PlasticsOrganic carbonatepolyhydroxyurethanespolyurethanesGeneral Physics and Astronomy02 engineering and technologycyclic carbonates010402 general chemistry01 natural sciences[ CHIM ] Chemical Scienceschemistry.chemical_compoundPolyhydroxyurethanes (PHUs)Aminolysisrenewable building-blockPolymer chemistryMaterials ChemistrymedicineOrganic chemistry[CHIM]Chemical Sciencessolvent-free conditionscastor-oilglycerol carbonatePhotopolymerizationOrganic ChemistrySynthonGlycidolTransesterification021001 nanoscience & nanotechnologyFatty acid0104 chemical scienceschemistryPolymerizationGlycidolpolycarbonatespolymerizationUndecylenic acidderivatives0210 nano-technologymedicine.drugdescription
International audience; An undecylenic acid-based monoglyceride prepared from glycidol and undecylenic acid is used as suitable and tunable synthon for polymerization applications. Epoxidation and acrylation reactions lead to photopolymerizable monomers while transesterification with dimethyl carbonate, metathesis and aminolysis reactions provide access to polyhydroxyurethane-based materials. The successive intermediates were synthesized according to a green chemistry approach implicating solvent-less and catalyzed reactions, and were at each step fully characterized by infrared, 1H and 13C{1H} NMR spectroscopy, elemental analysis and mass spectrometry. Analyses of the resulting polymer materials were performed by infrared, 1H and 13C{1H} NMR, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and gel permeation chromatography (GPC).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-01-01 |