Citation:
Shadpour Mallakpour, Mohammad Dinari. ECO-FRIENDLY FAST SYNTHESIS AND THERMAL DEGRADATION OF OPTICALLY ACTIVE POLYAMIDES UNDER MICROWAVE ACCELERATING CONDITIONS[J]. Chinese Journal of Polymer Science,
2010, 28(5): 685-694.
doi:
10.1007/s10118-010-9120-z

ECO-FRIENDLY FAST SYNTHESIS AND THERMAL DEGRADATION OF OPTICALLY ACTIVE POLYAMIDES UNDER MICROWAVE ACCELERATING CONDITIONS
摘要:
An optically active bulky aromatic diacid chiral monomer, (2S)-4-[(4-methyl-2-phthalimidylpentanoyl-amino)benzoylamino]isophthalic acid (1), containing a rigid phthalimide and flexible L-leucine pendent group was synthesized in five steps. A fast and clean method for direct polyamidation reaction of monomer 1 with various aromatic diamines under microwave irradiation and conventional heating was performed. The polymerization reactions provided optically active polyamides with high yields and inherent viscosities in the range of 0.36-0.74 dL/g. Their thermal properties were evaluated by thermogravimetric analysis (TGA) and differential scanning calorimetry. TGA thermograms show that the polymers are thermally stable, 10% weight loss temperatures are in excess of 385°C, and char yields at 800°C are higher than 56%. The data obtained from TGA were used to study the kinetics of thermal decomposition of the resulting polymers. The interpretation of kinetic parameters (E, ΔH, ΔS and ΔG) of thermal decomposition stages was evaluated using Coats and Redfern equation.
English
ECO-FRIENDLY FAST SYNTHESIS AND THERMAL DEGRADATION OF OPTICALLY ACTIVE POLYAMIDES UNDER MICROWAVE ACCELERATING CONDITIONS
Abstract:
An optically active bulky aromatic diacid chiral monomer, (2S)-4-[(4-methyl-2-phthalimidylpentanoyl-amino)benzoylamino]isophthalic acid (1), containing a rigid phthalimide and flexible L-leucine pendent group was synthesized in five steps. A fast and clean method for direct polyamidation reaction of monomer 1 with various aromatic diamines under microwave irradiation and conventional heating was performed. The polymerization reactions provided optically active polyamides with high yields and inherent viscosities in the range of 0.36-0.74 dL/g. Their thermal properties were evaluated by thermogravimetric analysis (TGA) and differential scanning calorimetry. TGA thermograms show that the polymers are thermally stable, 10% weight loss temperatures are in excess of 385°C, and char yields at 800°C are higher than 56%. The data obtained from TGA were used to study the kinetics of thermal decomposition of the resulting polymers. The interpretation of kinetic parameters (E, ΔH,ΔS andΔG) of thermal decomposition stages was evaluated using Coats and Redfern equation.

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