ADMET Polymerization of Amino‐Acid‐Based Diene. Issue 22 (16th June 2014)

• Record Type: Journal Article
• Authors: Führer, Felix N.; Schlaad, Helmut; Meier, Michael; Dove, Andrew
• Is Part Of: Macromolecular chemistry and physics. Volume 215:Issue 22(2014:Nov.)
• Page Start: 2268
• Page End: 2273
• Publication Date: 2014-06-16
• Subjects: Polymers -- Periodicals; Polymerization -- Periodicals; Synthetic products -- Periodicals; Macromolecules -- Periodicals; 547.7
• DOI: 10.1002/macp.201400166
• Languages: English
• ISSNs: 1022-1352

Abstract

<abstract abstract-type="main" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p>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 &lt;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‐<italic>d</italic>i(but‐3‐enyl)‐2, 5‐diketopiperazine and ethylene glycol diacrylate. A post‐polymerization modification of the poly(ester)amides via radical thiol‐ene chemistry, however, fails. <boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgh2cmsmc8q" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>