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Microwave‐assisted synthesis and characterization of heterocyclic, and optically active poly(amide‐imide)s incorporating L ‐amino acids
Author(s) -
Hajipour Abdol R.,
Zahmatkesh Saeed,
Ruoho Arnold E.
Publication year - 2008
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.1166
Subject(s) - pyromellitic dianhydride , pyridine , specific rotation , imide , monomer , condensation polymer , thermal stability , amide , polymer chemistry , proton nmr , materials science , succinic anhydride , polyamide , fourier transform infrared spectroscopy , nuclear chemistry , organic chemistry , polyimide , chemistry , polymer , layer (electronics) , quantum mechanics , physics
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, 1 H NMR, and 13 C NMR spectroscopy, elemental analysis, and specific rotation. Copyright © 2008 John Wiley & Sons, Ltd.