Solubility in CO2 and carbonation studies of epoxidized fatty acid diesters: towards novel precursors for polyurethane synthesis

被引:138
作者
Boyer, Aurelie [1 ,2 ]
Cloutet, Eric [1 ,2 ]
Tassaing, Thierry [3 ]
Gadenne, Benoit [4 ]
Alfos, Carine [4 ]
Cramail, Henri [1 ,2 ]
机构
[1] Univ Bordeaux, Lab Chim Polymeres Organ, UMR 5629, IPB ENSCBP, F-33607 Pessac, France
[2] CNRS, Lab Chim Polymeres Organ, F-33607 Pessac, France
[3] Univ Bordeaux, Inst Mol Sci, UMR 5255, F-33405 Talence, France
[4] ITERG, F-33600 Pessac, France
关键词
SOYBEAN OIL; POLYOLS; ESTERS; POLYMERS; HYDROFORMYLATION; EQUILIBRIA; NETWORKS; DIOXIDE;
D O I
10.1039/c0gc00371a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Novel linear polyurethanes were synthesized by bulk polyaddition of diamines with two vegetable-based biscarbonates produced from oleic acid methyl ester. Internal carbonated fatty acid diester (ICFAD) and terminal carbonated fatty acid diester (TCFAD) were obtained by the reaction of their epoxide precursors with CO2. Terminal epoxy fatty acid diester (TEFAD) was found to be more soluble and more reactive in CO2 than internal epoxy fatty acid diester (IEFAD). Polyurethanes obtained by polyaddition of TCFAD and ICFAD with diamines exhibit molecular weights up to 13 500 g mol(-1) and glass transitions around -15 degrees C. Amide linkages were not observed when secondary diamine was used as the comonomer.
引用
收藏
页码:2205 / 2213
页数:9
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