Nonequilibrium transitions in thermotropic phases of eicosenoic acid methyl esters
Methyl esters of cis-5-eicosenoic (5-EAME) and cis-11-eicosenoic (11-EAME) acids from the seed oil of Limnanthes alba (Meadowfoam) exhibit a degree of thermotropic polymorphism unobserved with shorter and longer chainlength monoenoic methyl esters. 5-EAME freezes at 264 K and melts at 266 K if coole...
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| Veröffentlicht in: | Journal of the American Oil Chemists' Society 1996-04, Vol.73 (4), p.403-410 |
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| container_title | Journal of the American Oil Chemists' Society |
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| creator | Chang, S.P. (NCAUR, USDA, ARS, Peoria, IL.) Rothfus, J.A |
| description | Methyl esters of cis-5-eicosenoic (5-EAME) and cis-11-eicosenoic (11-EAME) acids from the seed oil of Limnanthes alba (Meadowfoam) exhibit a degree of thermotropic polymorphism unobserved with shorter and longer chainlength monoenoic methyl esters. 5-EAME freezes at 264 K and melts at 266 K if cooled no lower than 215 K. 11-EAME freezes at 239 K and melts at 255 K if cooled at no lower than 240 K. Solids cooled to lower temperatures undergo phase transformation to higher-melting polymorphs (274 K, 5-EAME; 262 K, 11-EAME), and samples often exhibit double melting endotherms. Quantities of each high-melting phase vary with time at temperatures below characteristic initiation temperatures. Highly temperature-sensitive phase conversions suggest low temperature nucleation, followed by crystal growth and conversion, as reheating allows molecular motion. Once formed, both high-melting phases melt with essentially the same melting entropy. Thermodynamic and kinetic analyses imply that differences exhibited by the isomeric esters derive from aliphatic configuration distal to the double bond |
| doi_str_mv | 10.1007/BF02523910 |
| format | Article |
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(NCAUR, USDA, ARS, Peoria, IL.) ; Rothfus, J.A</creator><creatorcontrib>Chang, S.P. (NCAUR, USDA, ARS, Peoria, IL.) ; Rothfus, J.A</creatorcontrib><description>Methyl esters of cis-5-eicosenoic (5-EAME) and cis-11-eicosenoic (11-EAME) acids from the seed oil of Limnanthes alba (Meadowfoam) exhibit a degree of thermotropic polymorphism unobserved with shorter and longer chainlength monoenoic methyl esters. 5-EAME freezes at 264 K and melts at 266 K if cooled no lower than 215 K. 11-EAME freezes at 239 K and melts at 255 K if cooled at no lower than 240 K. Solids cooled to lower temperatures undergo phase transformation to higher-melting polymorphs (274 K, 5-EAME; 262 K, 11-EAME), and samples often exhibit double melting endotherms. Quantities of each high-melting phase vary with time at temperatures below characteristic initiation temperatures. Highly temperature-sensitive phase conversions suggest low temperature nucleation, followed by crystal growth and conversion, as reheating allows molecular motion. Once formed, both high-melting phases melt with essentially the same melting entropy. Thermodynamic and kinetic analyses imply that differences exhibited by the isomeric esters derive from aliphatic configuration distal to the double bond</description><identifier>ISSN: 0003-021X</identifier><identifier>EISSN: 1558-9331</identifier><identifier>DOI: 10.1007/BF02523910</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer-Verlag</publisher><subject>ACEITES VEGETALES ; ACIDE GRAS ; ACIDOS GRASOS ; Biological and medical sciences ; Differential scanning calorimetry ; Disperse state. Micelles ; ESTER ; ESTERES ; fatty ester ; FISICA ; Fundamental and applied biological sciences. 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(NCAUR, USDA, ARS, Peoria, IL.)</creatorcontrib><creatorcontrib>Rothfus, J.A</creatorcontrib><title>Nonequilibrium transitions in thermotropic phases of eicosenoic acid methyl esters</title><title>Journal of the American Oil Chemists' Society</title><description>Methyl esters of cis-5-eicosenoic (5-EAME) and cis-11-eicosenoic (11-EAME) acids from the seed oil of Limnanthes alba (Meadowfoam) exhibit a degree of thermotropic polymorphism unobserved with shorter and longer chainlength monoenoic methyl esters. 5-EAME freezes at 264 K and melts at 266 K if cooled no lower than 215 K. 11-EAME freezes at 239 K and melts at 255 K if cooled at no lower than 240 K. Solids cooled to lower temperatures undergo phase transformation to higher-melting polymorphs (274 K, 5-EAME; 262 K, 11-EAME), and samples often exhibit double melting endotherms. Quantities of each high-melting phase vary with time at temperatures below characteristic initiation temperatures. Highly temperature-sensitive phase conversions suggest low temperature nucleation, followed by crystal growth and conversion, as reheating allows molecular motion. Once formed, both high-melting phases melt with essentially the same melting entropy. Thermodynamic and kinetic analyses imply that differences exhibited by the isomeric esters derive from aliphatic configuration distal to the double bond</description><subject>ACEITES VEGETALES</subject><subject>ACIDE GRAS</subject><subject>ACIDOS GRASOS</subject><subject>Biological and medical sciences</subject><subject>Differential scanning calorimetry</subject><subject>Disperse state. Micelles</subject><subject>ESTER</subject><subject>ESTERES</subject><subject>fatty ester</subject><subject>FISICA</subject><subject>Fundamental and applied biological sciences. 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Micelles</topic><topic>ESTER</topic><topic>ESTERES</topic><topic>fatty ester</topic><topic>FISICA</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>HUILE VEGETALE</topic><topic>LIMNANTHES</topic><topic>Meadowfoam</topic><topic>Molecular biophysics</topic><topic>Physico-chemical properties of biomolecules</topic><topic>PHYSIQUE</topic><topic>POLIMORFISMO BIOQUIMICO</topic><topic>polymorphism</topic><topic>POLYMORPHISME BIOCHIMIQUE</topic><topic>PROPIEDADES TERMICAS</topic><topic>PROPRIETE THERMIQUE</topic><topic>Q1</topic><topic>Thermodynamics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chang, S.P. (NCAUR, USDA, ARS, Peoria, IL.)</creatorcontrib><creatorcontrib>Rothfus, J.A</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Journal of the American Oil Chemists' Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chang, S.P. (NCAUR, USDA, ARS, Peoria, IL.)</au><au>Rothfus, J.A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nonequilibrium transitions in thermotropic phases of eicosenoic acid methyl esters</atitle><jtitle>Journal of the American Oil Chemists' Society</jtitle><date>1996-04</date><risdate>1996</risdate><volume>73</volume><issue>4</issue><spage>403</spage><epage>410</epage><pages>403-410</pages><issn>0003-021X</issn><eissn>1558-9331</eissn><abstract>Methyl esters of cis-5-eicosenoic (5-EAME) and cis-11-eicosenoic (11-EAME) acids from the seed oil of Limnanthes alba (Meadowfoam) exhibit a degree of thermotropic polymorphism unobserved with shorter and longer chainlength monoenoic methyl esters. 5-EAME freezes at 264 K and melts at 266 K if cooled no lower than 215 K. 11-EAME freezes at 239 K and melts at 255 K if cooled at no lower than 240 K. Solids cooled to lower temperatures undergo phase transformation to higher-melting polymorphs (274 K, 5-EAME; 262 K, 11-EAME), and samples often exhibit double melting endotherms. Quantities of each high-melting phase vary with time at temperatures below characteristic initiation temperatures. Highly temperature-sensitive phase conversions suggest low temperature nucleation, followed by crystal growth and conversion, as reheating allows molecular motion. Once formed, both high-melting phases melt with essentially the same melting entropy. Thermodynamic and kinetic analyses imply that differences exhibited by the isomeric esters derive from aliphatic configuration distal to the double bond</abstract><cop>Berlin/Heidelberg</cop><pub>Springer-Verlag</pub><doi>10.1007/BF02523910</doi><tpages>8</tpages></addata></record> |
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| ispartof | Journal of the American Oil Chemists' Society, 1996-04, Vol.73 (4), p.403-410 |
| issn | 0003-021X 1558-9331 |
| language | eng |
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| source | Wiley Online Library All Journals; SpringerLink Journals - AutoHoldings |
| subjects | ACEITES VEGETALES ACIDE GRAS ACIDOS GRASOS Biological and medical sciences Differential scanning calorimetry Disperse state. Micelles ESTER ESTERES fatty ester FISICA Fundamental and applied biological sciences. Psychology HUILE VEGETALE LIMNANTHES Meadowfoam Molecular biophysics Physico-chemical properties of biomolecules PHYSIQUE POLIMORFISMO BIOQUIMICO polymorphism POLYMORPHISME BIOCHIMIQUE PROPIEDADES TERMICAS PROPRIETE THERMIQUE Q1 Thermodynamics |
| title | Nonequilibrium transitions in thermotropic phases of eicosenoic acid methyl esters |
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