One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking

The new method for the one-step synthesis of semiaromatic polyamides bearing primary aromatic amine groups in the repeating units is presented. Various aliphatic and aromatic diamines were used: 2,2′-(ethylene­dioxy)­bis­(ethylamine) (<b>3a</b>), Jeffamine ED-600 (<b>3b</b>), 4,4′-oxidianiline (<b>3c</b>), and <i>p</i>-phenylene­diamine (<b>3d</b>). They react with bis­(<i>N</i>-carboxy­anhydrides) of aromatic β-amino acid (N-unsubstituted bis­(benzoxazine-2,4-diones)) yielding the corresponding semiaromatic polyamides (<b>4a</b>–<b>4c</b>). The obtained free amino groups were modified with 2-isocyanatoethyl methacrylate. These methacryl-functionalized polyamides can be cross-linked in the presence of <i>N</i>,<i>N</i>-dimethyl­arylamide via free radical polymerization

Access to Amphiphilic <i>Cis</i>-Configurated Polyamide‑3 Using Alcohols as Initiators

The synthesis of polyamide-3 from 4a,5,8,8a-tetrahydro-1<i>H</i>-benzo­[<i>d</i>]­[1,3]­oxazine-2,4-dione (β-NCA, <b>1</b>) using methanol, dye (Disperse Red 13), and poly­(ethylene glycol) as initiator is described. The ring-opening polymerization under release of CO₂ produces polyamides-3 with definite terminal groups, high purity, and relatively narrow dispersity. This route was used for preparation of block copolymers from as an example