Physical properties and hydrolytic degradability of Polyethylene-like polyacetals and polycarbonates

Lade...
Vorschaubild
Dateien
Ortmann_274943.pdf
Ortmann_274943.pdfGröße: 539.61 KBDownloads: 428
Datum
2014
Autor:innen
Herausgeber:innen
Kontakt
ISSN der Zeitschrift
Electronic ISSN
ISBN
Bibliografische Daten
Verlag
Schriftenreihe
Auflagebezeichnung
DOI (zitierfähiger Link)
ArXiv-ID
Internationale Patentnummer
Angaben zur Forschungsförderung
Projekt
Open Access-Veröffentlichung
Open Access Green
Sammlungen
Core Facility der Universität Konstanz
Gesperrt bis
Titel in einer weiteren Sprache
Forschungsvorhaben
Organisationseinheiten
Zeitschriftenheft
Publikationstyp
Zeitschriftenartikel
Publikationsstatus
Published
Erschienen in
Green Chemistry. 2014, 16(4), pp. 1816-1827. ISSN 1463-9262. eISSN 1463-9270. Available under: doi: 10.1039/C3GC42592D
Zusammenfassung

Long-chain polyacetals and polycarbonates were prepared by polycondensation of α,ω-diols (C18, C19, C23) derived from fatty acids as a renewable feedstock with diethoxymethane and dimethyl carbonate, respectively, in one step. Studies of hydrolytic degradation of the solid polymers show a much higher stability compared to their shorter-chain counterparts. Long-chain polyacetals were found to degrade slowly under acidic conditions, while the long-chain polycarbonates also degraded in a basic environment. To rationalize the impact of acetal and carbonate groups on the thermal and crystalline properties of polyacetals and polycarbonates, additional model polymers with a further reduced and systematically varied functional group density were generated by ADMET copolymerization of the unfunctionalized undeca-1,10-diene with bis(undec-10-en-1-yloxy)methane or di(undec-10-en-1-yl) carbonate, respectively, followed by exhaustive hydrogenation. Long-chain polycarbonates possess polyethylene-like solid state structures. By comparison to polyesters, a given density of carbonate groups in the polymer chain reduces melting and crystallization temperatures significantly more strongly. By contrast, long-chain polyacetals possess more complex non-uniform crystal structures, and only adopt a polyethylene-like structure at very low densities of acetal groups. Also, acetal groups more strongly impact melting and crystallization temperatures vs. carbonates.

Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
Konferenz
Rezension
undefined / . - undefined, undefined
Zitieren
ISO 690ORTMANN, Patrick, Ilona HECKLER, Stefan MECKING, 2014. Physical properties and hydrolytic degradability of Polyethylene-like polyacetals and polycarbonates. In: Green Chemistry. 2014, 16(4), pp. 1816-1827. ISSN 1463-9262. eISSN 1463-9270. Available under: doi: 10.1039/C3GC42592D
BibTex
@article{Ortmann2014Physi-27494,
  year={2014},
  doi={10.1039/C3GC42592D},
  title={Physical properties and hydrolytic degradability of Polyethylene-like polyacetals and polycarbonates},
  number={4},
  volume={16},
  issn={1463-9262},
  journal={Green Chemistry},
  pages={1816--1827},
  author={Ortmann, Patrick and Heckler, Ilona and Mecking, Stefan}
}
RDF
<rdf:RDF
    xmlns:dcterms="http://purl.org/dc/terms/"
    xmlns:dc="http://purl.org/dc/elements/1.1/"
    xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
    xmlns:bibo="http://purl.org/ontology/bibo/"
    xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#"
    xmlns:foaf="http://xmlns.com/foaf/0.1/"
    xmlns:void="http://rdfs.org/ns/void#"
    xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > 
  <rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/27494">
    <dcterms:abstract xml:lang="eng">Long-chain polyacetals and polycarbonates were prepared by polycondensation of α,ω-diols (C&lt;sub&gt;18&lt;/sub&gt;, C&lt;sub&gt;19&lt;/sub&gt;, C&lt;sub&gt;23&lt;/sub&gt;) derived from fatty acids as a renewable feedstock with diethoxymethane and dimethyl carbonate, respectively, in one step. Studies of hydrolytic degradation of the solid polymers show a much higher stability compared to their shorter-chain counterparts. Long-chain polyacetals were found to degrade slowly under acidic conditions, while the long-chain polycarbonates also degraded in a basic environment. To rationalize the impact of acetal and carbonate groups on the thermal and crystalline properties of polyacetals and polycarbonates, additional model polymers with a further reduced and systematically varied functional group density were generated by ADMET copolymerization of the unfunctionalized undeca-1,10-diene with bis(undec-10-en-1-yloxy)methane or di(undec-10-en-1-yl) carbonate, respectively, followed by exhaustive hydrogenation. Long-chain polycarbonates possess polyethylene-like solid state structures. By comparison to polyesters, a given density of carbonate groups in the polymer chain reduces melting and crystallization temperatures significantly more strongly. By contrast, long-chain polyacetals possess more complex non-uniform crystal structures, and only adopt a polyethylene-like structure at very low densities of acetal groups. Also, acetal groups more strongly impact melting and crystallization temperatures vs. carbonates.</dcterms:abstract>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dc:creator>Ortmann, Patrick</dc:creator>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/27494/1/Ortmann_274943.pdf"/>
    <dc:contributor>Mecking, Stefan</dc:contributor>
    <dcterms:issued>2014</dcterms:issued>
    <dc:rights>terms-of-use</dc:rights>
    <dc:creator>Mecking, Stefan</dc:creator>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/>
    <dcterms:bibliographicCitation>Green chemistry ; 16 (2014), 4. - S. 1816-1827</dcterms:bibliographicCitation>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/27494/1/Ortmann_274943.pdf"/>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dc:creator>Heckler, Ilona</dc:creator>
    <dcterms:title>Physical properties and hydrolytic degradability of Polyethylene-like polyacetals and polycarbonates</dcterms:title>
    <dc:contributor>Heckler, Ilona</dc:contributor>
    <dc:language>eng</dc:language>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2014-05-22T12:41:01Z</dc:date>
    <dc:contributor>Ortmann, Patrick</dc:contributor>
    <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/27494"/>
  </rdf:Description>
</rdf:RDF>
Interner Vermerk
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Kontakt
URL der Originalveröffentl.
Prüfdatum der URL
Prüfungsdatum der Dissertation
Finanzierungsart
Kommentar zur Publikation
Allianzlizenz
Corresponding Authors der Uni Konstanz vorhanden
Internationale Co-Autor:innen
Universitätsbibliographie
Ja
Begutachtet
Diese Publikation teilen