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Synthesis and characterization of optically active poly(amide-imide)s based on [N,N′-(4,4′-carbonyldiphtaloyl)-bis-lamino diacid]s and 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one

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Abstract

Six dicarboxylic acids 3a–3f were synthesized by the reaction of 3,3′,4,4′-benzophenonetetracarboxylic dianhydride 1 with L-aminoacids 2a–2f in a solution of glacial acetic acid/pyridine (Py) at refluxing temperature. Then six new poly(amide-imide)s PAIs were synthesized from the direct polycondensation reaction of [N,N′-(4,4′-carbonyldiphtaloyl)-bis-L-amino diacid]s with 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one (APPD). The polymerization reactions produced a series of new optically active PAIs with high yield and good inherent viscosity. Also these PAIs are optically active and soluble in various organic solvents. These resulting new polymers can be used in column chromatography for the separation of enantiomeric mixtures. The resulted polymers were fully characterized by means of FTIR and 1H-NMR spectroscopy, elemental analyses, inherent viscosity measurements, solubility tests and thermogravimetric analysis (TGA).

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Authors and Affiliations

  1. Organic Polymer Chemistry Research Laboratory, Department of Chemistry, Faculty of Science, Arak University, Arak, 38156, Iran

    Khalil Faghihi & Akram Feyzi

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  1. Khalil Faghihi
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  2. Akram Feyzi
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Correspondence to Khalil Faghihi.

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Faghihi, K., Feyzi, A. Synthesis and characterization of optically active poly(amide-imide)s based on [N,N′-(4,4′-carbonyldiphtaloyl)-bis-lamino diacid]s and 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one. Chin J Polym Sci 30, 777–785 (2012). https://doi.org/10.1007/s10118-012-1172-9

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  • DOI: https://doi.org/10.1007/s10118-012-1172-9

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