3,3’,4,4’-Benzophenonetetracarboxylic dianhydride (4,4’-carbonyldiphthalic anhydride) 1 was reacted with L-alanine 2 in a mixture of acetic acid and pyridine (3:2) at room temperature, then was refluxed at 90–100 ?C and the resulting imide-acid 4 was obtained in quantitative yield. The compound 4 was converted to the diacid chloride 5 by reaction with thionyl chloride. The polymerization reaction of the imide-acid chloride 5 with benzidine 6a, 4,4’-diaminodiphenyl methane 6b, 1,5-diaminoanthraquinone 6c, 2,6- diamino pyridine 6d and 4,4’-sulfonyl dianiline 6e was carried out in DMAc solution in the presence of pyridine. 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 IR spectroscopy, elemental analyses and specific rotation. Some structural characterization and physical properties of this OPTICALLY ACTIVE poly(amide- imide)s are reported.

N-Trimellitylimido-S-valine 3 was prepared from the reaction of trimellitic anhydride 1 with (S)-(+)-valine (2-Amino-3-methylbutyric acid) 2 in acetic acid solution at refluxing temperature. The direct polycondensation reaction of the monomer imide-diacid 3 with 1,4-phenylenediamine 4a, diaminodiphenylmethane 4b, 4,4"-diaminodiphenylsulphone 4c, diaminodiphenylether 4d, 1,5-naphthalendiamine 4e, 2,4-diaminotoluene 4f and 1,3-phenylenediamine 4g, was carried out in a medium consisting of triphenyl phosphite, N-methyl-2-pyrolidone (NMP), pyridine, and calcium chloride. The polycondensation was performed under two different conditions. In one method the reaction mixture was stirred at room temperature in NMP solution and then it was heated at 60°C, 90°C, and finally at 130°C for different periods of time and the other method the reaction mixture was refluxed only for 1 min in the same solvent. The resulting poly(aimde-imide)s PAIs having inherent viscosities 0.15-0.73 dL/g were obtained in high yield. All of the above compounds were fully characterized by IR, elemental analyses, and specific rotation. Some structural characterization and physical properties of this new OPTICALLY ACTIVE PAIs are reported.

Aliphatic dianhydride, Epiclon [3a,4,5,7a-tetrahydro-7-methyl-5-(tetrahydro-2,5-dioxo-3-furanyl)-1,3-isobenzofurandione] or [5-(2,5-dioxotetrahydrofurfuryl)-3-methyl-3-cyclohexyl-1,2-dicarboxylic acid anhydride] 1 was reacted with (s)-(+)-valine 2 in acetic acid and the resulting imide-acid 3 was obtained in high yield. The diacid chloride 4 was obtained from the reaction of 3 with thionyl chloride. The polycondensation reaction of diacid chloride 4 with several aromatic diamines such as 4,4-sulfonyldianiline 5a, 4,4-diaminodiphenylmethane 5b, 4,4-diaminodiphenylether 5c, p-phenylenediamine 5d, m-phenylenediamine 5e, 2,4-diaminotoluene 5f and 4,4-diaminobiphenyl 5g was developed by using a domestic microwave oven in the presence of a small amount of o-cresol. The polymerization reactions were also performed by two another methods: low temperature solution polycondensation and reflux conditions. A series of OPTICALLY ACTIVE poly(amide-imide)s with inherent viscosity of 0.13-0.32 dL/g were obtained. All of the above polymers were fully characterized by IR, elemental analysis and specific rotation techniques. Some structural characterizations and physical properties of these OPTICALLY ACTIVE poly(amide-imide)s are reported.

Hydantoin and thiohydantoin derivatives 4(a-e) were synthesized from reactions of benzil and benzil derivatives 3(a-e) with urea and thiourea. 5,5-Dimethylhydantoin 4f was synthesized from the reactions of acetone cyanohydrin 3f and ammonium carbonate. Benzil and benzil derivatives 3(a-e) were obtained from oxidation of benzoin and benzoin derivatives 2(a-e) with concentrated nitric acid. Benzoin and benzoin derivatives were obtained from benzoin condensation of benzaldehyde and benzaldehyde derivatives. Hydantoin and thiohydantoin derivatives 4(a-f) were characterized by melting points, elemental analysis, FTIR, 1H NMR and 13C NMR spectroscopy. The polycondensation reactions of 4,4¢-carbonyl-bis(phthaloyl-L-alanine) diacid chloride 5 with six different derivatives of hydantoin and thiohydantoin compounds 4(a-f) were carried out in DMAc solution in the presence of pyridine. The resulting poly(amide-imide)s (PAIs) 6(a-f) with inherent viscosities about 0.15-0.38 dL/g were obtained in high yield and were OPTICALLY ACTIVE and thermally stable. All of the above compounds were fully characterized by means of FTIR spectroscopy, elemental analysis, inherent viscosity (hinh), solubility test and specific rotation. Thermal properties of the PAIs 6(a-f) were investigated using thermal gravimetric analysis (TGA).

Hydantoin and thiohydantoin derivatives 4(a-e) were synthesized from reactions of benzil and benzil derivatives 3(a-e) with urea and thiourea. 5,5-Dimethylhydantoin 4f was synthesized from the reactions of acetone cyanohydrin 3f and ammonium carbonate. Benzil and benzil derivatives 3(a-e) were obtained from oxidation of benzoin and benzoin derivatives 2(a-e) with concentrated nitric acid. Benzoin and benzoin derivatives were obtained from benzoin condensation of benzaldehyde and benzaldehyde derivatives. Hydantoin and thiohydantoin derivatives 4(a-f) were characterized by melting points, elemental analysis, FTIR, 1H NMR and 13C NMR spectroscopy. The polycondensation reactions of 4,4¢-carbonyl-bis(phthaloyl-L-alanine) diacid chloride 5 with six different derivatives of hydantoin and thiohydantoin compounds 4(a-f) were carried out in DMAc solution in the presence of pyridine. The resulting poly(amide-imide)s (PAIs) 6(a-f) with inherent viscosities about 0.15-0.38 dL/g were obtained in high yield and were OPTICALLY ACTIVE and thermally stable. All of the above compounds were fully characterized by means of FTIR spectroscopy, elemental analysis, inherent viscosity (hinh), solubility test and specific rotation. Thermal properties of the PAIs 6(a-f) were investigated using thermal gravimetric analysis (TGA).

N-Trimellitylimido-S-valine was reacted with thionyl chloride, and N-trimellitylimido-S-valine diacid chloride was obtained in quantitative yield. The reaction of this diacid chloride with p-amino benzoic acid was performed in dry tetrahydrofuran, and bis(p-aminobenzoic acid)-N-trimellitilylimido-S-valine (6) was obtained as a novel OPTICALLY ACTIVE aromatic amide-imide diacid monomer in high yield. The direct polycondensation reaction of the monomer amide-imide diacide (6) with bisphenol A, phenol phethalein, hydroquinone, 4,6-dihydroxypirimidine, bis(4-hydroxyphenyl) sulphone, bis(4- hydroxyphenyl) sulphide, biphenyl-2,2'-diol, 1,5-naphtalene diol, 4,6-dihydroxytoluene, and 2,4-dihydroxyacetophenone was carried out, respectively in tosyl chloride (TsCl)/pyridine (Py)/dimethyl formamide (DMF) system. The effect of the amount of dimethyl formamide, aging time, reaction temperature, and reaction time was studied on the reaction yields and polymer viscosities. The resulting novel OPTICALLY ACTIVE poly(amide-esterimide) with inherent viscosities ranging 0.36-0.71 dLg-1 were obtained in high yield. All of these polymers were fully characterized with FTIR spectroscopy and specific rotation techniques. Some elemental analysis, thermal properties and 1H NMR of these new OPTICALLY ACTIVE poly(amide-ester-imide)s are reported.

Pyromellitic dianhydride (benzene-1,2,4,5-tetracarboxylic dianhydride) (1) was reacted with s-valine (2) in acetic acid and the resulting imide-acid [N,N'-(pyromellitoyl)-bis-s-valine] (4) was obtained in high yield. The compound (4) was converted to the N,N"-(pyromellitoyl)-bis-s-valine diacid chloride (5) by reaction with thionyl chloride. The polycondensation reaction of this diacid chloride with several aromatic diamines such as 1,4-phenylenediamine (6a), 4,4'-diaminodiphenyl methane (6b), 4,4'-diaminodiphenylsulphone (4,4'-sulphonyldianiline) (6c), 4,4'-diaminodiphenylether (6d), 2,4-diaminotoluene (6e), and 1,3-phenylenediamine (6f) was developed by using a domestic microwave oven in the presence of a small amount of a polar organic medium such as o-cresol and trimethylsilyl chloride as an activating agent for diamines. The polymerization reactions were also performed with two other methods: low-temperature and high-temperature solution polycondensation in the presence of trimethylsilyl chloride. The polymerization reactions proceeded fast and produced a series of OPTICALLY ACTIVE poly(amide-imide)s with good yield and moderate inherent viscosity of 0.25-0.43 dLg-1. One of the polymers (7b) showed high thermal resistance, the temperature of 5% weight loss for (7b) was 490°C and the residual weight at 600°C was 76%. All of the above polymers were fully characterized by IR, elemental analysis and specific rotation. Some structural characterizations and physical properties of these OPTICALLY ACTIVE poly(amide-imide)s are reported.