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Synthesis and characterization of new optically active poly(azo-ester-imide)s via interfacial polycondensation

Author:
Hajipour, Abdol R., Zahmatkesh, Saeed, Roosta, Parniyan, Ruoho, Arnold E.
Source:
Amino acids 2009 v.36 no.3 pp. 511-518
ISSN:
0939-4451
Subject:
acetic acid, amino acids, biphenyl, methane, methylene chloride, phenol, polymers, pyridines, sodium nitrite, temperature, viscosity, yields
Abstract:
N,N'-Pyromelliticdiimido-di-l-amino acids (1a-1d) were prepared from the reaction of pyromellitic dianhydride with the corresponding l-amino acids in a solution of glacial acetic acid/pyridine (3:2) at refluxing temperature. 4,4'-sulfonyl bis(4,1-phenylene) bis(diazene-2,1-diyl) diphenol, 4,4'-oxy bis(4,1-phenylene) bis(diazene-2,1-diyl) diphenol and 4,4'-methylene bis(4,1-phenylene) bis(diazene-2,1-diyl) diphenol, were prepared from 4,4'-diamino diphenyl sulfone, 4,4'-diamino diphenyl ether, 4,4'-diamino diphenyl methane, sodium nitrite and phenol following the general procedure of diazo coupling. Interfacial polycondensation method was used to prepare the corresponding poly(azo-ester-imid)s (PAEI ₁₋₁₂ ) in biphasic solution of water/dichloromethane. The resulting polymers (PAEIs) have been obtained in high yields having good inherent viscosities (0.32-0.57 dl g⁻¹), optical activities and thermal stabilities.
Agid:
2127441