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Synthesis and Characterization of Polyols Derived from Corn Oil by Epoxidation and Ozonolysis
Author(s) -
Souza Victor Hugo Rodrigues,
Silva Simone Adriane,
Ramos Luiz Pereira,
Zawadzki Sônia Faria
Publication year - 2012
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-012-2063-5
Subject(s) - ozonolysis , polyol , heteronuclear single quantum coherence spectroscopy , chemistry , differential scanning calorimetry , degree of unsaturation , fourier transform infrared spectroscopy , thermogravimetric analysis , infrared spectroscopy , organic chemistry , nuclear magnetic resonance spectroscopy , nuclear chemistry , polyurethane , chemical engineering , physics , engineering , thermodynamics
In the present study, epoxidation and ozonolysis led to a decrease of 40.8 and 51.9 % in the degree of unsaturation of corn oil, respectively. Both products were initially characterized by Fourier transform infrared spectroscopy and 1 H‐ and 13 C‐nuclear magnetic resonance spectroscopies. The heteronuclear single‐quantum correlation spectroscopy (HSQC) analysis of the polyol obtained by epoxidation showed that carbinol hydrogen signals, located between 3.65 and 3.47 ppm, were correlated to carbon signals between 74.4 and 71.7 ppm. HSQC analysis of the polyol obtained by ozonolysis revealed these same chemical shifts at 3.64 and 62.9 ppm, respectively. Compared to pure corn oil, the differential scanning calorimetry of both corn oil‐based polyols displayed the absence of any detectable melting peaks. However, the epoxidized derivative had a higher thermal stability than the ozonated sample, as shown by thermogravimetric analysis.