Synthetic Polyester from Algae Oil
Current efforts to technically use microalgae focus on the generation of fuels with a molecular structure identical to crude oil based products. Here we suggest a different approach for the utilization of algae by translating the unique molecular structures of algae oil fatty acids into higher value...
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Veröffentlicht in: | Angewandte Chemie International Edition 2014-06, Vol.53 (26), p.6800-6804 |
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description | Current efforts to technically use microalgae focus on the generation of fuels with a molecular structure identical to crude oil based products. Here we suggest a different approach for the utilization of algae by translating the unique molecular structures of algae oil fatty acids into higher value chemical intermediates and materials. A crude extract from a microalga, the diatom Phaeodactylum tricornutum, was obtained as a multicomponent mixture containing amongst others unsaturated fatty acid (16:1, 18:1, and 20:5) phosphocholine triglycerides. Exposure of this crude algae oil to CO and methanol with the known catalyst precursor [{1,2‐(tBu2PCH2)2C6H4}Pd(OTf)](OTf) resulted in isomerization/methoxycarbonylation of the unsaturated fatty acids into a mixture of linear 1,17‐ and 1,19‐diesters in high purity (>99 %). Polycondensation with a mixture of the corresponding diols yielded a novel mixed polyester‐17/19.17/19 with an advantageously high melting and crystallization temperature.
Algae as feedstock: Crude algae oil from the strain Phaeodactylum tricornutum was transformed into polycondensation‐grade purity monomers and thus utilized as feedstock for the production of an algae oil based polyester. |
doi_str_mv | 10.1002/anie.201403991 |
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Algae as feedstock: Crude algae oil from the strain Phaeodactylum tricornutum was transformed into polycondensation‐grade purity monomers and thus utilized as feedstock for the production of an algae oil based polyester.</description><subject>Algae</subject><subject>algae oil</subject><subject>Bacillariophyceae</subject><subject>Carbon Monoxide - chemistry</subject><subject>Catalysis</subject><subject>Coordination Complexes - chemistry</subject><subject>Crude oil</subject><subject>Fatty acids</subject><subject>Fatty Acids, Unsaturated - chemistry</subject><subject>Feedstock</subject><subject>Isomerism</subject><subject>Methanol - chemistry</subject><subject>Methyl alcohol</subject><subject>Microalgae - metabolism</subject><subject>Molecular structure</subject><subject>Oils - chemistry</subject><subject>Palladium - chemistry</subject><subject>Phaeodactylum tricornutum</subject><subject>polyester</subject><subject>Polyester resins</subject><subject>Polyesters</subject><subject>Polyesters - chemical synthesis</subject><subject>Polyesters - chemistry</subject><subject>Purity</subject><subject>renewable resources</subject><subject>Unsaturated</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkcFPwjAUxhujEUSvHs2iFy_DvrVd2yMSBBKCJmo8Nt3W6XAw7Fh0_71dhsR4wVNfk9_3ve_lQ-gccB8wDm70KjP9AAPFREo4QF1gAfiEc3LoZkqIzwWDDjopy4XjhcDhMeoEVFBGKO-iy8d6tXkzmyz2Hoq8NuXGWC-1xdIb5K_aePdZfoqOUp2X5mz79tDz3ehpOPFn9-PpcDDz41BicHswYwKSKJUcQ9D8ZKQhMBEkEouIioQYEoaaJZhKo2Mm0kQklIsowdrF6aHr1ndti4_KJVHLrIxNnuuVKapSgbOFAIQk-1HGIKRM0v-gxOV14blDr_6gi6KyK3dzQ_GQiFAIR_VbKrZFWVqTqrXNltrWCrBqOlFNJ2rXiRNcbG2raGmSHf5TggNkC3xmuan32KnBfDr6be632sw197XTavuuQk44Uy_zsZrwMbsdTmYqIN9Dh6LJ</recordid><startdate>20140623</startdate><enddate>20140623</enddate><creator>Roesle, Philipp</creator><creator>Stempfle, Florian</creator><creator>Hess, Sandra K.</creator><creator>Zimmerer, Julia</creator><creator>Río Bártulos, Carolina</creator><creator>Lepetit, Bernard</creator><creator>Eckert, Angelika</creator><creator>Kroth, Peter G.</creator><creator>Mecking, Stefan</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><scope>M7N</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20140623</creationdate><title>Synthetic Polyester from Algae Oil</title><author>Roesle, Philipp ; Stempfle, Florian ; Hess, Sandra K. ; Zimmerer, Julia ; Río Bártulos, Carolina ; Lepetit, Bernard ; Eckert, Angelika ; Kroth, Peter G. ; Mecking, Stefan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c6901-7805581dbf9701280559ba12eb1d908b48d3e366a5d049eac58fd8d478bd0a453</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Algae</topic><topic>algae oil</topic><topic>Bacillariophyceae</topic><topic>Carbon Monoxide - chemistry</topic><topic>Catalysis</topic><topic>Coordination Complexes - chemistry</topic><topic>Crude oil</topic><topic>Fatty acids</topic><topic>Fatty Acids, Unsaturated - chemistry</topic><topic>Feedstock</topic><topic>Isomerism</topic><topic>Methanol - chemistry</topic><topic>Methyl alcohol</topic><topic>Microalgae - metabolism</topic><topic>Molecular structure</topic><topic>Oils - chemistry</topic><topic>Palladium - chemistry</topic><topic>Phaeodactylum tricornutum</topic><topic>polyester</topic><topic>Polyester resins</topic><topic>Polyesters</topic><topic>Polyesters - chemical synthesis</topic><topic>Polyesters - chemistry</topic><topic>Purity</topic><topic>renewable resources</topic><topic>Unsaturated</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Roesle, Philipp</creatorcontrib><creatorcontrib>Stempfle, Florian</creatorcontrib><creatorcontrib>Hess, Sandra K.</creatorcontrib><creatorcontrib>Zimmerer, Julia</creatorcontrib><creatorcontrib>Río Bártulos, Carolina</creatorcontrib><creatorcontrib>Lepetit, Bernard</creatorcontrib><creatorcontrib>Eckert, Angelika</creatorcontrib><creatorcontrib>Kroth, Peter G.</creatorcontrib><creatorcontrib>Mecking, Stefan</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Roesle, Philipp</au><au>Stempfle, Florian</au><au>Hess, Sandra K.</au><au>Zimmerer, Julia</au><au>Río Bártulos, Carolina</au><au>Lepetit, Bernard</au><au>Eckert, Angelika</au><au>Kroth, Peter G.</au><au>Mecking, Stefan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthetic Polyester from Algae Oil</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. 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Exposure of this crude algae oil to CO and methanol with the known catalyst precursor [{1,2‐(tBu2PCH2)2C6H4}Pd(OTf)](OTf) resulted in isomerization/methoxycarbonylation of the unsaturated fatty acids into a mixture of linear 1,17‐ and 1,19‐diesters in high purity (>99 %). Polycondensation with a mixture of the corresponding diols yielded a novel mixed polyester‐17/19.17/19 with an advantageously high melting and crystallization temperature.
Algae as feedstock: Crude algae oil from the strain Phaeodactylum tricornutum was transformed into polycondensation‐grade purity monomers and thus utilized as feedstock for the production of an algae oil based polyester.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>24845347</pmid><doi>10.1002/anie.201403991</doi><tpages>5</tpages><edition>International ed. in English</edition><oa>free_for_read</oa></addata></record> |
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subjects | Algae algae oil Bacillariophyceae Carbon Monoxide - chemistry Catalysis Coordination Complexes - chemistry Crude oil Fatty acids Fatty Acids, Unsaturated - chemistry Feedstock Isomerism Methanol - chemistry Methyl alcohol Microalgae - metabolism Molecular structure Oils - chemistry Palladium - chemistry Phaeodactylum tricornutum polyester Polyester resins Polyesters Polyesters - chemical synthesis Polyesters - chemistry Purity renewable resources Unsaturated |
title | Synthetic Polyester from Algae Oil |
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