Citation: Khalil Faghihi, Meisam Shabanian, Atena Izadkhah. SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)GLUTARIC ACID BY DIRECT POLYCONDENSATION[J]. Chinese Journal of Polymer Science, ;2010, 28(4): 589-596. doi: 10.1007/s10118-010-9104-z shu

SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)GLUTARIC ACID BY DIRECT POLYCONDENSATION

Received Date: 13 July 2009
Revised Date: 25 August 2009

Five new optically active polyamides (PAs) 6a-6e were prepared by direct polycondensation reaction of 2-(1,3-isoindolinedione-2-yl)-glutaric acid 4 as a new chiral diacid with various aromatic diamines 5a-5e in a medium consisting of triphenyl phosphite (TPP), calcium chloride, pyridine (Py) and N-methyl-2-pyrrolidone (NMP). The polycondensation reaction produced a series of polyamids 6a-6e in quantitative yields with inherent viscosities of 0.26-0.39 dL/g. The resulting polymers were fully characterized by means of 1H-NMR, FT-IR spectroscopy, elemental analysis, inherent viscosity and specific rotation. Thermal properties of these polymers were investigated using thermal gravimetric analysis (TGA) and differential thermal gravimetry (DTG). Phthalimide rings as a bulky pendent group in the polymer chains disturb the interchain and intrachain interactions and make these PAs readily soluble in polar, aprotic solvents such as N,N-dimethyl acetamide (DMAc), N,N-dimethyl formamide (DMF), dimethyl sulfoxide (DMSO), N-methyl-2-pyrrolidone (NMP) and sulfuric acid.
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