TY  - JOUR
A1  - Fuehrer, Felix N.
A1  - Schlaad, Helmut
T1  - ADMET polymerization of amino-acid-based diene
JF  - Macromolecular chemistry and physics
N2  - 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.
KW  - acyclic diene metathesis (ADMET) polymerization
KW  - amino acids
KW  - diketopiperazine
KW  - metathesis
KW  - step-growth polymerization
Y1  - 2014
U6  - https://doi.org/10.1002/macp.201400166
SN  - 1022-1352
SN  - 1521-3935
VL  - 215
IS  - 22
SP  - 2268
EP  - 2273
PB  - Wiley-VCH
CY  - Weinheim
ER  -