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Synthesis, characterization, and thermal properties of new organosoluble poly(ester-imide)s containing ether group

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Abstract

A new series of aromatic poly(ester-imide)s (PEIs) 8a–f with 1,3-bis[4-aminophenoxy]propane moieties were prepared from the newly synthesized diacid monomer 6 with various aromatic diols 7a–f. The resulting polymers were fully characterized by Fourier transform infrared spectroscopy (FTIR) and 1H nuclear magnetic resonance spectroscopy (1H NMR), elemental analysis, inherent viscosity, solubility tests, thermogravimetric analysis (TGA), and derivative of thermogravimetric (DTG) analysis. The PEIs had inherent viscosity ranging from 0.18 to 0.90 dL/g and were soluble in common organic solvents, such as N,N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), N,N-dimethylformamide (DMF), and dimethyl sulfoxide (DMSO). They exhibited useful thermal properties associated with relatively moderate T g s (210–220 °C), 10% weight loss temperatures in excess of 380 °C, and char yields at 800 °C in N2 of up to 29%. Dicarboxylic acid 6 was synthesized from the reaction of 1,3-bis[3-aminophenoxy] propane 4 with trimellitic anhydride 5 in a solution of glacial acetic acid/pyridine (Py) at the refluxing temperature. 1,3-Bis[4-nitrophenoxy]propane 3 was prepared by a reaction of 4-nitrophenol 1 with 1,3-dibromo propane 2 in a DMF solution. Dinitro 3 was reduced to diamine 4 using 10% Pd-C, ethanol and hydrazine monohydrate.

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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, Meisam Shabanian & Narjes Emamdadi

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  1. Khalil Faghihi
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  2. Meisam Shabanian
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  3. Narjes Emamdadi
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Correspondence to Khalil Faghihi.

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Faghihi, K., Shabanian, M. & Emamdadi, N. Synthesis, characterization, and thermal properties of new organosoluble poly(ester-imide)s containing ether group. Macromol. Res. 18, 753–758 (2010). https://doi.org/10.1007/s13233-010-0807-3

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  • DOI: https://doi.org/10.1007/s13233-010-0807-3

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