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Shadpour Mallakpour,Zahra Rafiee 한국고분자학회 2011 Macromolecular Research Vol.19 No.4
The exploitation of ionic liquids (IL)s for the preparation and use of non-vinyl macromolecules brings together two of the most stimulating and promising areas of research from recent years. In this study, IL, 1,3-dipropylimidazolium bromide, was examined as a replacement for volatile toxic organic solvents for the direct polycondensation of chiral dicarboxylic acid monomer, 5-[3-phenyl-2-(9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximido)propanoylamino]isophthalic acid (1) with diverse aromatic diamines (2a-2g). The optically active polyamides (PA)s were obtained in 80-98% yield and the inherent viscosities in the range of 0.39-0.69 dLg^-1. The higher inherent viscosities and thermal stability were found in this IL compared to analogous compounds in organic solvents under milder reaction conditions. The yields of the PAs were comparable. All the polymers were amorphous and exhibited excellent solubility in many organic solvents. The procedure was found to be an efficient and green technique for the synthesis of the aforementioned PAs. The PAs were characterized by FTIR, specific rotation, ^1H NMR, elemental analysis, thermogravimetric analysis (TGA), differential scanning calorimetry and X-ray diffraction.
IN SITU FABRICATION OF HIGH PERFORMANCE POLYIMIDE/TYROSINE-MODIFIED LAYERED SILICATE NANOCOMPOSITES
Shadpour Mallakpour,Mohammad Dinari 성균관대학교(자연과학캠퍼스) 성균나노과학기술원 2012 NANO Vol.7 No.3
Several novel organic?inorganic hybrids consisting of high performance polyimide (PI) and organically modi¯ed montmorillonite (OMMT) with trifunctional swelling agent were successfully prepared by in situ polymerization technique. In this way, at ¯rst, OMMT was prepared by surface treatment of Cloisite Naþ with protonated form of bioactive L-tyrosine amino acid. Amine functional groups of this swelling agent formed an ionic bond with the negatively charged silicates, whereas the remaining acidic and phenolic functional groups are available for further interaction with PI chains. Then, organo-soluble PI with benzimidazole pendent group was prepared from pyromellitic dianhydride and 4-(3, 5-diaminophenyl)-benzimidazole in dry N;N-dimethylacetamide. PI/OMMT nanocomposites enclosing 1?10 wt.% of OMMT were successfully prepared by an in situ polymerization reaction through thermal imidization up to 300?C. Also, the relationship between the properties and OMMT content of the PI hybrid ¯lms were examined using Fourier-transform infrared spectroscopy, X-ray di®raction measurements and electronic microscopy (FE-SEM and TEM). The silicate layers in the polymer matrix were exfoliated as con¯rmed by XRD, FE-SEM and TEM techniques. The PI/OMMT ¯lms have good optical transparencies, and are almost colorless. The thermal stability of hybrids such as the decomposition temperature and weight residue at 800?C were also increased with increasing OMMT content.
Mallakpour, Shadpour,Rafiee, Zahra The Polymer Society of Korea 2009 Macromolecular Research Vol.17 No.11
Several aromatic optically active polyamides (PA)s were synthesized from 5-(2-phthalimidiylpropanoylamino)isophthalic acid with various aromatic diamines via direct polycondensation with triphenyl phosphite and pyridine in the presence of calcium chloride and N-methyl-2-pyrrolidone under microwave irradiation and conventional heating conditions. Under the optimized conditions, the reaction mixture was irradiated for 2 min. with a 100% irradiation power (900 W). The resulting polymers were obtained in high yield and moderate inherent viscosity ranging from 0.35 to 0.60 dL/g. All synthesized polymers showed excellent solubility in amide-type solvents. Thermogravimetric analysis revealed a 10% weight loss temperature and char yield at $600^{\circ}C$ in a nitrogen atmosphere of > $350^{\circ}C$ and > 58%, respectively, which suggests that the resulting PAs have good thermal stability.
Shadpour Mallakpour,Mohammad Dinari 한국고분자학회 2010 Macromolecular Research Vol.18 No.2
Ionic liquids (ILs) of the 1,3-dialkylimidazolium-type have great potential for the innovative application of microwaves in synthesis and separation. The use of ILs as reagents in conjunction with microwave heating makes it possible to prepare new organsoluble optically active aromatic polyamides (PAs) by a direct polycondensation reaction of our synthesized dicarboxylic acid: (2S)-4-[(4-methyl-2-phthalimidylpentanoylamino)benzoylamino]-isophthalic acid (9), with several aromatic diamines. The polymerization reactions provided chiral PAs in high yield and inherent viscosities in the range of 0.43-0.85 dLg-1. The chemical structures of some of these samples as representatives were characterized by 1H NMR and elemental analysis. All polymers were characterized by FTIR and specific rotation tools. Their thermal properties were determined by differential scanning calorimetry and thermogravimetric analysis. The efficiency of microwave irradiation conjugated with ILs was compared with that of the polycondensation of this monomer in ILs using conventional heating. The results showed that much shorter reaction times,higher yields and inherent viscosities were obtained under microwave assisted conditions. Furthermore, the use of ILs as a media and catalyst for the above polymerization reactions will eliminate the need of volatile and toxic solvents and reagents as condensing agents and provide a environmentally benign process.