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ADMET polymerization of amino-acid-based diene

  • 1,4-Di(homo)allyl-2,5-diketopiperazines are synthesized and polymerized via ADMET using the Hoveyda-Grubbs 2nd generation catalyst. The but-3-enylated diketopiperazine can be converted into unsaturated tertiary polyamide with molar mass of <3000 g mol(-1), whereas the allylated diketopiperazine cannot. Double-bond isomerization occurs regardless of whether or not benzoquinone is present. A polyesteramide with a higher molar mass of ca. 4800 g mol(-1) is obtained by the alternating copolymerization (ALTMET) of 1,4-di(but-3-enyl)-2,5-di ketopiperazine and ethylene glycol diacrylate. A post-polymerization modification of the poly(ester)amides via radical thiol-ene chemistry, however, fails.

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Metadaten
Author details:Felix N. Fuehrer, Helmut SchlaadORCiDGND
DOI:https://doi.org/10.1002/macp.201400166
ISSN:1022-1352
ISSN:1521-3935
Title of parent work (English):Macromolecular chemistry and physics
Publisher:Wiley-VCH
Place of publishing:Weinheim
Publication type:Article
Language:English
Year of first publication:2014
Publication year:2014
Release date:2017/03/27
Tag:acyclic diene metathesis (ADMET) polymerization; amino acids; diketopiperazine; metathesis; step-growth polymerization
Volume:215
Issue:22
Number of pages:6
First page:2268
Last Page:2273
Funding institution:Max Planck Society
Organizational units:Extern / Extern
Peer review:Referiert
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