Synthesis of poly(ester-imide)s from bis(4-amino-3,5-dimethyl phenyl) 4? bromophenyl methane and 2,6-diaminopyridine
Keywords:
2, 6-diaminopyridine, 1,4-dihydroxy benzene, pyromellitic dianhydride, tetrimide- diacid chlorides, thermal stability, UV-visible spectroscopy, BTDA.Abstract
A series of thermally stable and organosoluble poly(ester-imide)s were synthesized by polycondensation of tetrimide dicarboxylic acid chlorides containing an internal imide group with 1,4-dihydroxy benzene. The tetrimide dicarboxylic acid chlorides were synthesized by reacting the commercially available monomer 2,6-diaminopyridine and a newly synthesized monomer bis(4-amino-3,5-dimethyl phenyl) 4? bromophenyl methane with two different dianhydrides, pyromellitic dianhydride (PMDA) and 3,3?4,4?-benzophenone tetracarboxylic dianhydride (BTDA) and p-amino benzoic acid followed by refluxing with thionyl chloride. The synthesized polymers were characterized by elemental analysis, FTIR, 1H NMR and UV-visible spectroscopy TGA, DSC and XRD studies. Thermal stability and the weight-loss behavior of poly(ester-imide)s were studied by TGA. T10% temperature of the polymers ranged from 380–471° C in nitrogen atmosphere. The glass transition temperatures (Tg) of the polymers ranged from 245–306° C. All the poly(ester-imide)s synthesized are amorphous in nature. The synthesized polymers showed excellent solubility in common organic solvents, such as pyridine, chloroform, tetrahydrofuran, and m-cresol, as well as in polar organic solvents, such as N-methyl-2-pyrrolidone, N,N-dimethyl acetamide, N,N-dimethylformamide, and dimethyl sulfoxide.
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