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Synthesis and thermal properties of polyimides containing azomethine linkage for processable high-performance engineering plastics

  • Polymer, Industrial Chemistry
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Abstract

A new series of polyimides having azomethine functionality in backbone was synthesized by two-steps polycondensation method. Five substituted aromatic diamines—N-(4-aminobenzylidene)-2chloro-6-methylbenzene-1,4-diamine (DA1), N-(4-aminobenzylidene)-2-methoxybenzene-1,4-diamine (DA2), N-(4-aminobenzylidene)-2-methylbenzene-1,4-diamine (DA3), N-(4-aminobenzylidene)-3-methylbenzene-1,4-diamine (DA4) and N,(4-aminobenzylidene)-2-hydroxybenzene-1,4-diamine (DA5)—were prepared and condensed with 3,4,9,10-perylenetetracarboxylic dianhydride (PTCDA) to obtain poly(azomethine imide). All synthesized polyimides PI(1–5) were fully characterized by elemental analyses, FTIR, 1H-NMR, having amorphous nature and are soluble in dmac, dmf, and dmso, m-cresol due to presence of azomethine functionality. The inherent viscosities and moisture absorption of all polyimides lie in the range of 0.65–0.85 dL gm−1 and 0.68–0.82% respectively. Thermal stability was assessed by 10% weight loss temperature and the degradation temperature of the resultant polymers falls in the ranges from 480–535 °C in nitrogen. The glass transition temperature was in the range of 225–330 °C. Due to above mentioned attractive properties, polyimide-based material are attractive for processable high-performance engineering plastics and starting material for fabrication of new polymers.

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Authors and Affiliations

  1. Department of Chemistry, Government College University, Faisalabad, 38000, Pakistan

    Rubbia Iqbal, Muhammad Kaleem Khosa & Muhammad Asghar Jamal

  2. National Engineering and Scientific Commission, P. O. Box 2216, Islamabad, Pakistan

    Mazhar Hamid

Authors
  1. Rubbia Iqbal
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  2. Muhammad Kaleem Khosa
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  3. Muhammad Asghar Jamal
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  4. Mazhar Hamid
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Correspondence to Muhammad Kaleem Khosa.

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Iqbal, R., Khosa, M.K., Jamal, M.A. et al. Synthesis and thermal properties of polyimides containing azomethine linkage for processable high-performance engineering plastics. Korean J. Chem. Eng. 32, 362–368 (2015). https://doi.org/10.1007/s11814-014-0205-1

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  • DOI: https://doi.org/10.1007/s11814-014-0205-1

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