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Faghihi, Khalil,Hajibeygi, Mohsen,Shabanian, Meisam The Polymer Society of Korea 2009 Macromolecular Research Vol.17 No.10
N,N'-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids 3a-g were synthesized by the condensation reaction of bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride 1 with two equimolars of Lalanine 2a, L-valine 2b, L-leucine 2c, L-isoleucine 2d, L-phenyl alanine 2e, L-2-aminobutyric acid 2f and L-histidine 2g in an acetic acid solution. Seven new poly(amide-imide)s PAIs 5a-g were synthesized through the direct polycondensation reaction of seven chiral N,N'-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids 3a-g with bis(3-amino phenyl) phenyl phosphine oxide 4 by two different methods: direct polycondensation in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride ($CaCl_2$/pyridine (py), and direct polycondensation in a tosyl chloride (TsCl)/pyridine (py)/N,N-dimethylformamide (DMF) system. The polymerization reaction produced a series of flame-retardant and thermally stable poly(amide-imide)s 5a-g with high yield. The resulted polymers were fully characterized by FTIR, $^1H$ NMR spectroscopy, elemental analyses, inherent viscosity, specific rotation and solubility tests. Data obtained by thermal analysis (TGA and DTG) revealed that the good thermal stability of these polymers. These polymers can be potentially utilized in flame retardant thermoplastic materials.
Khalil Faghihi,Mohsen Hajibeygi,Meisam Shabanian 한국고분자학회 2010 Macromolecular Research Vol.18 No.5
A new-type of dicarboxylic acid 6 was synthesized from a reaction of 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one 4 with trimellitic anhydride 5 in a glacial acetic acid/pyridine (Py) solution at refluxing temperature. Eight novel thermally stable poly(amide-imide)s (PAIs) 8a-h with good inherent viscosities were synthesized from a direct polycondensation reaction of N,N'-(1,5-bis(4-aminophenyl)penta-1,4-dien-3-one)bistrimellitimide 6 with several aromatic diamines 7a-h through direct polycondensation using the N-methyl-2-pyrrolidone (NMP)/pyridine (py)/triphenyl phosphite (TPP) system as a condensation agent. All the above polymers were fully characterized by 1H NMR, FTIR, elemental analysis, inherent viscosity, solubility tests, UV-vis spectroscopy, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and the derivative of thermaogravimetric (DTG). The resulting poly(amide-imide)s (PAIs) 8a-h showed good inherent viscosities (0.41-0.70 dL/g), good thermal stability and solubility.
Faghihi, Khalil,Shabanian, Meisam,Hajibeygi, Mohsen The Polymer Society of Korea 2009 Macromolecular Research Vol.17 No.11
An optically active diacid containing the L-histidine moiety was prepared by reacting pyromellitic dianhydride (1,2,4,5-benzenetetracarboxylic acid 1,2,4,5-dianhydride) 1 with L-histidine 2 in acetic acid, and was polymerized with several aromatic diamines 5a-g to obtain a new series of optically active poly(amide-imide)s (PAIs) using two different methods, such as direct polycondensation in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride ($CaCl_2$)/pyridine (Py) and direct polycondensation in a tosyl chloride (TsCl)/pyridine (Py)/N,N-dimethylformamide (DMF) system as a condensation agent. The resulting new polymers 6a-g with inherent viscosity was obtained in good yield. The polymers were readily soluble in polar organic solvents, such as N,N-dimethyacetamide (DMAc), N,N-dimethyformamide (DMF), and dimethyl sulfoxide (DMSO). The obtained polymers were characterized by FTIR, specific rotation, elemental analysis as well as $^1$H-NMR spectroscopy and gel permeation chromatography (GPC). The thermal stability of the resulting PAIs was evaluated with thermogravimetric analysis techniques under a nitrogen atmosphere.