Poly (azo-ester)s: Interfacial Synthesis of Optically Active Polymers

Title:Poly (azo-ester)s: Interfacial Synthesis of Optically Active Polymers

Volume: 12 Issue: 2

Author(s): Saeed Zahmatkesh and Nasser Dindarlooiyan

Affiliation:

Keywords: Optically active, poly (azo-ester), phthalic anhydride, L-amino acid, interfacial polymerization, diol.

Abstract: (2S)-5-(3-Methyl-2-phthalimidylpentanoylamino)isophthalic acid (1), (2S)-5-(2-Phthalimidiylpropanoylamino) isophthalic acid, and (2S)-5-(3-phenyl-2-phthalimidylpropanoylamino)isophthalic acid were prepared from phthalic anhydride, 5-aminoisophthalic acid and the corresponding L-amino acids in acetic acid. The interfacial polycondensation of the corresponding diacid chlorides with two aromatic diazo containing diols such as 4,4’-[4,4’-diphenyl sulfonedi-diazene- 2,1-diyl] bis (phenol) and 4,4’-[4,4’-diphenyl etherdi-diazene-2,1-diyl] bis(phenol) were carried out at room temperature. Six novel optically active poly (azo-ester)s (PAE)s including phthalimide groups were obtained with good yields and inherent viscosities of 0.12-0.25 dLg^-1. The new (PAE)s are readily soluble in organic solvents. The resulting polymers were characterized by specific rotation, FT-IR and 1H NMR spectroscopy, elemental analysis and thermo gravimetric analysis (TGA).

Cite this article as:

Zahmatkesh Saeed and Dindarlooiyan Nasser, Poly (azo-ester)s: Interfacial Synthesis of Optically Active Polymers, Letters in Organic Chemistry 2015; 12 (2) . https://dx.doi.org/10.2174/1570178612666150108001834