Polyurethane networks from fatty-acid-based aromatic triols: synthesis and characterization.
Novel biobased aromatic triols (1,3,5-(9-hydroxynonyl)benzene and 1,3,5-(8-hydroxyoctyl)-2,4,6-octylbenzene) were synthesized through the transition-metal-catalyzed cyclotrimerization of two alkyne fatty acid methyl esters (methyl 10-undecynoate and methyl 9-octadecynoate) followed by the reduction of the ester groups to give terminal primary hydroxyl groups. A series of biobased segmented polyurethanes based on these triols, 1,4-butanediol as a chain extender and 4,4'-methylenebis(phenyl isocyanate) as a coupling agent, were synthesized. Samples were prepared with hard-segment contents up to 50%. The morphologies and thermal properties of these polyurethanes were studied by Fourier transform infrared spectroscopy, wide-angle X-ray diffraction, differential scanning calorimetry, thermogravimetric analysis, and dynamic mechanical thermal analysis. Partial crystallinity and phase separation were detected in samples with hard-segment content of 50%.
Lligadas
Gerard
G
Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, Campus Sescelades, Marcel.lí Domingo s/n, 43007 Tarragona, Spain.
Ronda
Joan C
JC
Galià
Marina
M
Cadiz
Virginia
V
D001554:Benzene / Q000737:chemistry*; D001672:Biocompatible Materials / Q000737:chemistry; D002152:Calorimetry, Differential Scanning; D003460:Crystallization; D005227:Fatty Acids / Q000737:chemistry*; D005231:Fatty Acids, Unsaturated / Q000737:chemistry; D046911:Macromolecular Substances; D008956:Models, Chemical; D011140:Polyurethanes / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013499:Surface Properties; D013818:Thermogravimetry; D014961:X-Ray Diffraction
D001672:Biocompatible Materials; D005227:Fatty Acids; D005231:Fatty Acids, Unsaturated; D046911:Macromolecular Substances; D011140:Polyurethanes; C048289:10-undecynoic acid; D001554:Benzene