Microwave‐assisted synthesis and characterization of heterocyclic,and optically active poly(amide‐imide)s incorporating L‐amino acids |
| |
Authors: | Abdol R Hajipour Saeed Zahmatkesh Arnold E Ruoho |
| |
Institution: | 1. Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology, Isfahan 84156, IR Iran;2. Department of Pharmacology, University of Wisconsin, Medical School, 1300 University Avenue, Madison 53706‐1532, WI, USA |
| |
Abstract: | N,N′‐Pyromelliticdiimido‐di‐L ‐alanine ( 1 ), N,N′‐pyromelliticdiimido‐di‐L ‐phenylalanine ( 2 ), and N,N′‐pyromelliticdiimido‐di‐L ‐leucine ( 3 ) were prepared from the reaction of pyromellitic dianhydride with corresponding L ‐amino acids in a mixture of glacial acetic acid and pyridine solution (3/2 ratio) under refluxing conditions. The microwave‐assisted polycondensation of the corresponding diimide‐diacyl chloride monomers ( 5–7 ) with 4‐phenyl‐2,6‐bis(4‐aminophenyl) pyridine ( 10 ) or 4‐(p‐methylthiophenyl)‐2,6‐bis(4‐aminophenyl) pyridine ( 12 ) were carried out in a laboratory microwave oven. The resulting poly(amide‐imide)s were obtained in quantitative yields, and they showed admirable inherent viscosities (0.12–0.55 dlg?1), were soluble in polar aprotic solvents, showed good thermal stability and high optical purity. The synthetic compounds were characterized by IR, MS, 1H NMR, and 13C NMR spectroscopy, elemental analysis, and specific rotation. Copyright © 2008 John Wiley & Sons, Ltd. |
| |
Keywords: | biodegradable chiral polymer polycondensation poly(amide‐imide) microwave‐assisted |
|
|