One-pot synthesis of dendritic polyamide

✍ Scribed by Yoshitaka Yamakawa; Mitsuru Ueda; Kazuhiko Takeuchi; Michihiko Asai

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 211 KB
• Volume: 37
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(19990915)37:18<3638::aid-pola12>3.0.co;2-f

✦ Synopsis

Dendritic polyamides with polydispersity of 1.1-1.4 have been successfully prepared from trimesic acid, 5-aminoisophthalic acid, and 4-aminophenylpropionic acid as a core molecule, a dendron, and a spacer unit, respectively, with a one-pot procedure. This procedure involves successive activation of end carboxyl groups with the condensing agent diphenyl (2,3-dihydro-2-thioxo-3-benzoxazolyl)phosphonate (DBOP), followed by condensation of active amide with 5-aminoisopthalic acid or 4-aminophenylpropionic acid and, finally, capping of the end carboxyl groups with p-anisidine. The structure of dendritic polyamides was investigated by 1 H-NMR spectroscopy, and it was found that the polymers obtained contained approximately 10% defects. Furthermore, the model reaction was studied to demonstrate the feasibility of dendritic polyamides.