Synthesis and characterization of new optically active poly(azo-ester-imide)s via interfacial polycondensation.
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.
Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology, Isfahan 84156, IR Iran. haji@cc.iut.ac.ir
Abdol R
AR
Hajipour
Saeed
S
Zahmatkesh
Parniyan
P
Roosta
Arnold E
AE
Ruoho
D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D001391:Azo Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D007094:Imides / Q000138:chemical synthesis / Q000737:chemistry*; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*
D000596:Amino Acids; D001391:Azo Compounds; D007094:Imides; D011108:Polymers; C006666:azoester