A Straightforward Strategy for the Efficient Synthesis of Acrylate and Phosphine Oxide-Containing Vegetable Oils and Their Crosslinked Materials

作者：Montero De Espinosa L; Ronda J C; Galia M; Cadiz V^*

来源：Journal of Polymer Science Part A: Polymer Chemistry , 2009, 47(16): 4051-4063.

DOI：10.1002/pola.23466

• acrylate
• crosslinking
• heteroatom-containing polymers
• phosphorus-containing
• renewable resources
• triglyceride

Phosphorus-containing triglycerides were prepared from a new route that involves the singlet oxygen photo-oxygenation of high oleic sunflower oil and further reduction of the resulting hydroperoxide derivatives to a mixture of secondary allylic alcohols. These allylic alcohols in presence of chlorodiphenylphosphine give allylic phosphinites capable to undergo a [2,3]-sigmatropic rearrangement leading to tertiary phosphine oxides directly linked to triglyceride in a one-pot two-step reaction. The obtained phosphorus-containing triglycerides with different hydroxyl content were activated to polymerization by acrylation and these acrylate triglycerides were radically crosslinked in presence of different amounts of pentaerythritol tetra-acrylate. The thermal, dynamic-mechanical, and flame retardancy properties of the final materials were evaluated. Thermal and thermo-oxidative degradation was studied by gas chromatography/mass spectrometry, (31)P HR-MAS NMR spectroscopy, and scanning electron microscopy.

• 出版日期2009-8-15