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.
Author details: | Felix N. Fuehrer, Helmut SchlaadORCiDGND |
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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 |