Six new flame-retardant poly(amide-imide)s (PAIs) 9a-f with high inherent viscosities containing phosphine oxide and hydantoin moieties in main chain were synthesized from the polycondensation reaction of N,N 0 -(3,3 0 -diphenylphenylphosphine oxide) bistrimellitimide diacid chloride 7 with six hydantoin derivatives 8a-f by two different methods such as solution and microwave assisted polycondensation. Results showed that the microwave assisted polycondensation, by using a domestic microwave oven, proceeded rapidly, compared with solution polycondensation, and was completed in about 7-9 min. All of the obtained polymers were fully characterized by means of elemental analysis, viscosity measurements, solubility test, and FTIR spectroscopy. Thermal properties and flame retardant behavior of the PAIs 9a-f were investigated using thermal gravimetric analysis (TGA and DTG) and limited Oxygen index (LOI). Data obtained by thermal analysis (TGA and DTG) revealed that these polymers showed good thermal stability. Furthermore, high char yields in TGA and good LOI values indicated that these polymers are capable of exhibiting good flame retardant properties. These polymers can be potentially utilized in flame retardant thermoplastic materials.
Pyromellitic dianhydride (1,2,4,5-benzenetetracarboxylic acid 1,2,4,5-dianhydide) (1) was reacted with L-phenylalanine (2) in a mixture of acetic acid and pyridine (3 : 2) at room temperature, then was refluxed at 90 -100°C and N,NЈ-(Pyromellitoyl)-bis-L-phenylalanine diacid (3) was obtained in quantitative yield. The imide-acid (3) was converted to N,NЈ-(Pyromellitoyl)-bis-l-phenylalanine diacid chloride (4) by reaction with thionyl chloride. Rapid and highly efficient synthesis of poly(amide-imide)s (6a-f) was achieved under microwave irradiation by using a domestic microwave oven from the polycondensation reactions of N,NЈ-(Pyromellitoyl)-bis-l-phenylalanine diacid chloride (4) with six different derivatives of 5,5-disubstituted hydantoin compounds (5a-f) in the presence of a small amount of a polar organic medium that acts as a primary microwave absorber. Suitable organic media was o-cresol. The polycondensation proceeded rapidly, compared with the conventional melt polycondensation and solution polycondensation, and was almost completed within 10 min, giving a series of poly(amide-imide)s with inherent viscosities about 0.28 -0.44 dL/g. The resulting poly(amide-imide)s were obtained in high yield and are optically active and thermally stable. All of the above compounds were fully characterized by means of FTIR spectroscopy, elemental analyses, inherent viscosity ( inh ), solubility test and specific rotation. Thermal properties of the poly(amide-imide)s were investigated using thermal gravimetric analysis (TGA).
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