Long-chain linear C19 and C23 Monomers and Polycondensates from unsaturated fatty acid esters

Kurzanzeige
dc.contributor.authorStempfle, Florian
dc.contributor.authorQuinzler, Dorothee
dc.contributor.authorHeckler, Ilona
dc.contributor.authorMecking, Stefan
dc.date.accessioned2012-05-10T06:04:07Zdeu
dc.date.available2012-05-10T06:04:07Zdeu
dc.date.issued2011
dc.description.abstractIsomerizing alkoxycarbonylation of methyl oleate and ethyl erucate, respectively, yielded dimethyl 1,19-nonadecanedioate and diethyl 1,23-tricosanedioate in >99% purity. With [κ2-(P̂ P)Pd(OTf)][OTf] as a defined catalyst precursor (P̂P = 1,2-bis[(di-tert-butylphosphino)methyl]benzene) the reaction can be carried out without the need for additional added diphosphine. Saponification of the diesters yielded 1,19-nonadecanedicarboxylic acid and 1,23-tricosanedicarboxylic acid in >99% purity. By ruthenium-catalyzed reduction of the diesters with H2, 1,19-nonadecanediole and 1,23-tricosanediole were formed in high yield and purity (>99%). From the latter, 1,19-nonadecanediamine and 1,23-tricosanediamine were generated. Polyesters with commercially available shorter-chain petrochemical or renewable diols exhibit high melting points due to the crystallizable long-chain methylene segments from the dicarboxylic acid component, e.g., poly[1,6-hexadiyl-1,23-tricosanedioate] Tm 92, Tc 75 °C. Thermal properties of novel long-chain polyamides are reported.eng
dc.description.versionpublished
dc.identifier.citationFirst publ. in: Macromolecules ; 44 (2011), 11. - pp. 4159-4166deu
dc.identifier.doi10.1021/ma200627edeu
dc.identifier.ppn365779849deu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/19264
dc.language.isoengdeu
dc.legacy.dateIssued2012-05-10deu
dc.rightsterms-of-usedeu
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dc.subject.ddc540deu
dc.titleLong-chain linear C<sub>19</sub> and C<sub>23</sub> Monomers and Polycondensates from unsaturated fatty acid esterseng
dc.typeJOURNAL_ARTICLEdeu
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kops.citation.bibtex
@article{Stempfle2011Longc-19264,
  year={2011},
  doi={10.1021/ma200627e},
  title={Long-chain linear C<sub>19</sub> and C<sub>23</sub> Monomers and Polycondensates from unsaturated fatty acid esters},
  number={11},
  volume={44},
  issn={0024-9297},
  journal={Macromolecules},
  pages={4159--4166},
  author={Stempfle, Florian and Quinzler, Dorothee and Heckler, Ilona and Mecking, Stefan}
}
kops.citation.iso690STEMPFLE, Florian, Dorothee QUINZLER, Ilona HECKLER, Stefan MECKING, 2011. Long-chain linear C19 and C23 Monomers and Polycondensates from unsaturated fatty acid esters. In: Macromolecules. 2011, 44(11), pp. 4159-4166. ISSN 0024-9297. Available under: doi: 10.1021/ma200627edeu
kops.citation.iso690STEMPFLE, Florian, Dorothee QUINZLER, Ilona HECKLER, Stefan MECKING, 2011. Long-chain linear C19 and C23 Monomers and Polycondensates from unsaturated fatty acid esters. In: Macromolecules. 2011, 44(11), pp. 4159-4166. ISSN 0024-9297. Available under: doi: 10.1021/ma200627eeng
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kops.sourcefieldMacromolecules. 2011, <b>44</b>(11), pp. 4159-4166. ISSN 0024-9297. Available under: doi: 10.1021/ma200627edeu
kops.sourcefield.plainMacromolecules. 2011, 44(11), pp. 4159-4166. ISSN 0024-9297. Available under: doi: 10.1021/ma200627edeu
kops.sourcefield.plainMacromolecules. 2011, 44(11), pp. 4159-4166. ISSN 0024-9297. Available under: doi: 10.1021/ma200627eeng
kops.submitter.emailoleg.kozlov@uni-konstanz.dedeu
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