- Synthesis and characterization of novel diol, diacid and Di-isocyanate from oleic acid
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Novel linear diol 2, diacid 3, and diisocyanate 4 with functional groups located at each end of the chain have been produced from oleic acid via a diester precursor. All the compounds were fully characterized by IR, 1H NMR, 13C NMR and Mass Spectrometry. These unbranched terminally-functionalized compounds are important monomers for the manufacture of biodegradable thermoplastic polyurethanes and polyesters. The general synthetic scheme should also prove useful for the syntheses of diols, diacids and diisocyanates from any unsaturated fatty acid.
- Raghunanan, Latchmi,Yue, Jin,Narine, Suresh S.
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p. 349 - 356
(2014/03/21)
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- Model studies and the ADMET polymerization of soybean oil
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Grubbs' ruthenium catalyst 2 has been employed in model studies of the acyclic diene metathesis (ADMET) polymerization of soybean oil. In the presence of 0.1 mol% of catalyst 2, the ADMET polymerization of ethylene glycol dioleate afforded the isomerized (E)-dioleate (27%), dimer (18%), trimer (13%), tetramer (7%), pentamer (5%), hexamer (4%), heptamer (4%), and 9-octadecene (21%). Only a trace of any intramolecular cyclized product was formed. Under the same conditions, glyceryl trioleate underwent ADMET polymerization to produce dimer, trimer, tetramer, pentamer, and monocyclic oligomers, with monocyclic oligomers predominating. The high number of repeat units in the monocyclic oligomers (n ? 6, 10, and 21) indicates that cross-linking occurs readily in this process. Based on our model system studies, we have examined the ADMET polymerization of soybean oil and succeeded in producing polymeric materials ranging from sticky oils to rubbers.
- Tian, Qingping,Larock, Richard C.
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p. 479 - 488
(2007/10/03)
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