| Production of 9-hydroxynonanoic Acid from methyl oleate and conversion into lactone monomers for the synthesis of biodegradable polylactones. | |
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MedLine Citation:
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PMID: 18271512 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The feasibility of a previously established method based on ozonolysis and hydrogenation reactions for the production of 9-hydroxynonanoic acid from oleic acid has been demonstrated. Metal catalyzed lactonization conditions have been used to convert 9-hydroxynonanoic acid into 1,11-dioxacycloicosane-2,12-dione, which is a potential monomer in the synthesis of polylactones. The structure of 9-hydroxynonanoic acid and 1,11-dioxacycloicosane-2,12-dione has been confirmed by 1H NMR, 13C NMR, and FTIR. In addition, 9-hydroxynonanoic acid was analyzed by high-resolution mass spectroscopy and 1,11-dioxacycloicosane-2,12-dione was analyzed by GC-MS. Aliphatic poly(nonanolactones) have been synthesized via ring-opening polymerization of the dilactone. The structure and number average molecular weight (M(n)) of the poly(nonanolactones) have been calculated by 1H NMR and GPC. The physical properties of these poly(nonanolactones) have been characterized by modulated differential scanning calorimetry (MDSC) and thermogravimetric analysis (TGA). |
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Authors:
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Guoguang Liu; Xiaohua Kong; Hayley Wan; Suresh Narine |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2008-02-14 |
Journal Detail:
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Title: Biomacromolecules Volume: 9 ISSN: 1526-4602 ISO Abbreviation: Biomacromolecules Publication Date: 2008 Mar |
Date Detail:
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Created Date: 2008-03-11 Completed Date: 2008-04-15 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100892849 Medline TA: Biomacromolecules Country: United States |
Other Details:
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Languages: eng Pagination: 949-53 Citation Subset: IM |
Affiliation:
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Alberta Lipid Utilization Program, Department of Agricultural Food and Nutritional Science, 4-10 Agriculture/Forestry Centre, University of Alberta, Edmonton, Alberta T6G 2P5, Canada. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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2-Propanol
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chemistry Biodegradation, Environmental Calorimetry, Differential Scanning Fatty Acids / chemical synthesis*, chemistry Hafnium / chemistry Lactones / chemical synthesis*, chemistry Lanthanum / chemistry Magnetic Resonance Spectroscopy Molecular Structure Oleic Acids / chemistry* Spectroscopy, Fourier Transform Infrared Thermogravimetry |
| Chemical | |
Reg. No./Substance:
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0/1,11-dioxacycloicosane-2,12-dione; 0/9-hydroxynonanoic acid; 0/Fatty Acids; 0/Lactones; 0/Oleic Acids; 10099-58-8/lanthanum chloride; 112-62-9/methyl oleate; 13499-05-3/hafnium chloride; 67-63-0/2-Propanol; 7439-91-0/Lanthanum; 7440-58-6/Hafnium |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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