Synthesis of biobased polyurethane from oleic and ricinoleic acids as the renewable resources via the AB-type self-condensation approach.
CLOUTET, Eric
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
Voir plus >
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
CLOUTET, Eric
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
CRAMAIL, Henri
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 2 LCPO : Biopolymers & Bio-sourced Polymers
< Réduire
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 2 LCPO : Biopolymers & Bio-sourced Polymers
Langue
en
Article de revue
Ce document a été publié dans
Biomacromolecules. 2010, vol. 11, n° 5, p. 1202-1211
American Chemical Society
Résumé en anglais
Polyurethane (PU) from methyl oleate (derived from sunflower oil) and ricinoleic acid (derived from castor oil) was synthesized using the AB-type self-polycondensation approach for the first time. In the present work, three ...Lire la suite >
Polyurethane (PU) from methyl oleate (derived from sunflower oil) and ricinoleic acid (derived from castor oil) was synthesized using the AB-type self-polycondensation approach for the first time. In the present work, three novel AB-type monomers, namely, a mixture of 10-hydroxy-9-methoxyoctadecanoyl azide/9-hydroxy-10-methoxyoctadecanoyl azide (HMODAz), 12-hydroxy-9-cis-octadecenoyl azide (HODEAz) and methyl-N-11-hydroxy-9-cis-heptadecen carbamate (MHHDC) were synthesized from methyl oleate and ricinoleic acid using simple reaction steps. Out of these, HMODAz and HODEAz monomers were polymerized by the acyl-azido and hydroxyl AB-type self-condensation approach, while MHHDC monomer was polymerized through AB-type self-condensation via transurethane reaction. The acyl-azido and hydroxyl self-condensations were carried out at various temperatures (50, 60, 80. and 110 degrees C) in bulk with and without catalyst. A FTIR study of the polymerization, using HMODAz at 80 degrees C without catalyst, indicates in situ formation of an intermediate isocyanate group in the first 15-30 min, and further onward, the molar mass increases as observed by SEC analysis. In the case of the MHHDC monomer, a transurethane reaction was used to obtain a similar PU (which was obtained by AB-type acyl-azido and hydroxyl self-condensation of HODEAz) in the presence of titanium tetrabutoxide as a catalyst at 130 degrees C. HMODAz, HODEAz, MHHDC, and corresponding polyurethanes were characterized by FTIR, (1)H NMR, (13)C NMR, and MALDI-TOF mass spectroscopy. Differential scanning calorimetric analysis of polyurethanes derived from HMODAz, HODEAz, and MHHDC showed two different glass transition temperatures for soft segments (at lower temperature) and hard segments (at higher temperature), indicating phase-separated morphology.< Réduire
Mots clés en anglais
SEGMENTS
VEGETABLE-OILS
NANOCOMPOSITES
CLICK CYCLIZATION
POLYMERIZATION
POLYMERS
POLYOLS
SOYBEAN-OIL
CASTOR-OIL
WATERBORNE POLYURETHANE
Origine
Importé de halUnités de recherche