Throughout this project, a series of novel chiral polyesters (PE)s and polyamides (PA)s were synthesized by direct polycondensation in conventional organic solvens and ionic liquid (IL). For this purpose, for the first time, chiral monomer 5-[(9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximido)-3-methylbutanoylamino] isophthalic acid was synthesized in four steps. The chemical structure of this monomer was confirmed by FT-IR, 1 H-NMR, 13 C-NMR spectroscopies, elemental analysis and specific rotation. Direct polycondensation of this monomer with different diols for producing extended PEs was carried out in the presence of tosyl chloride / N,N -dimethylformamide /pyridine (Py) as condensing agent under conventional heating. The optically active PEs were obtained with good yield and moderate inherent viscosity ranging from 0.23 to 0.48 dL/g and showed good thermal stability. In the next stage, the PAs were prepared by two different methods, either in presence of triphenyl phosphite (TPP)/CaCl 2 /Py/1-methyl-2-pyrrolidone (NMP), and tetrabutylammonium bromide (TBAB)/TPP. At first, for understanding the role of TBAB and TPP in polymerization, two reactions were carried out in the presence of all materials except TBAB and in another trial reaction in the absence of TPP. No precipitations were obtained so it reveals that the presences of both of them are necessary in polycondensation reaction. The ratio between TPP and monomer was optimized. Inherent viscosities of these polymers were in the range of 0.31-0.46 dL/g, and 0.23-0.56 dL/g, respectively. They showed good yield and thermal stability. It seems the existence of the imide pendant group in the polymer residue causes this good thermal stability. In the presence of ionic liquid, better thermal properties were obtained. The chemical structures of all synthetic polymers were confirmed by elemental analysis, FT-IR and 1 H-NMR spectroscopy.
