Document Detail


Fatty acid-derived diisocyanate and biobased polyurethane produced from vegetable oil: synthesis, polymerization, and characterization.
MedLine Citation:
PMID:  19281152     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A new linear saturated terminal diisocyanate was synthesized from oleic acid via Curtius rearrangement, and its chemical structure was identified by FTIR, (1)H and (13)C NMR, and MS. The feasibility of utilizing this new diisocyanate for the production of polyurethanes (PUs) was demonstrated by reacting it with commercial petroleum-derived polyols and canola oil-derived polyols, respectively. The physical properties of the PUs prepared from fatty acid-derived diisocyanate were compared to those prepared from the same polyols with a similar but petroleum-derived commercially available diisocyanate: 1,6-hexamethylene diisocyanate. It was found that the fatty acid-derived diisocyanate was capable of producing PUs with comparable properties within acceptable tolerances. This work is the first that establishes the production of linear saturated terminal diisocyanate derived from fatty acids and corresponding PUs mostly from lipid feedstock.
Authors:
Leila Hojabri; Xiaohua Kong; Suresh S Narine
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Biomacromolecules     Volume:  10     ISSN:  1526-4602     ISO Abbreviation:  Biomacromolecules     Publication Date:  2009 Apr 
Date Detail:
Created Date:  2009-04-13     Completed Date:  2010-02-01     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100892849     Medline TA:  Biomacromolecules     Country:  United States    
Other Details:
Languages:  eng     Pagination:  884-91     Citation Subset:  IM    
Affiliation:
Alberta Lipid Utilization Program, Department of Agricultural Food and Nutritional Science, 4-10 Agriculture/Forestry Centre, University of Alberta, Edmonton, Alberta T6G 2P5, Canada.
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MeSH Terms
Descriptor/Qualifier:
Chromatography, Gas
Cyanates / chemistry,  metabolism
Isocyanates / chemical synthesis*,  chemistry*,  pharmacology
Magnetic Resonance Spectroscopy
Mass Spectrometry
Materials Testing
Oleic Acids / chemistry*
Plant Oils / chemistry*
Polymers / chemistry
Polyurethanes / chemical synthesis*,  chemistry*,  pharmacology
Spectroscopy, Fourier Transform Infrared
Stress, Mechanical
X-Ray Diffraction
Chemical
Reg. No./Substance:
0/Cyanates; 0/Isocyanates; 0/Oleic Acids; 0/Plant Oils; 0/Polymers; 0/Polyurethanes; 0/polyol; 822-06-0/1,6-hexamethylene diisocyanate

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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