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

Author(s): Saeed Zahmatkesh, Nasser Dindarlooiyan.

Journal Name: Letters in Organic Chemistry

Volume 12 , Issue 2 , 2015

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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).

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

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Article Details

VOLUME: 12
ISSUE: 2
Year: 2015
Page: [141 - 145]
Pages: 5
DOI: 10.2174/1570178612666150108001834
Price: $65

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