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

• Published in: Macromolecular research 2010, 18(8), , pp.753-758
• Main Authors: Faghihi, Khalil, Shabanian, Meisam, Emamdadi, Narjes
• Format: Article
• Language: English
• Subjects: Characterization and Evaluation of Materials; Chemistry; Chemistry and Materials Science; Complex Fluids and Microfluidics; Nanochemistry; Nanotechnology; Physical Chemistry; Polymer Sciences; Soft and Granular Matter; 고분자공학
• ISSN: 1598-5032; 2092-7673
• DOI: 10.1007/s13233-010-0807-3

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 1 H nuclear magnetic resonance spectroscopy ( 1 H 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 N 2 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.