Synthesis of thermally stable polyamides with pendant 1,3,4-oxadiazole units via direct polycondensation in ionic liquids

The synthesis of high molecular weight polyamides by using 1-methyl-3-alkyl imidazolium bromides (alkyl = C 3 –C 8 ) as reaction media has been reported. Polymers were prepared from the reaction of 2-(5-(3,5-diaminophenyl)-1,3,4-oxadiazole-2-yl)pyridine, POBD, and aromatic/aliphatic dicarboxylic aci...

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Bibliographic Details
Published in:Polymer bulletin (Berlin, Germany) Germany), 2012, Vol.68 (1), p.113-139
Main Authors: Mansoori, Y., Kohi-Zargar, B., Shekaari, H., Zamanloo, M. R., Imanzadeh, Gh
Format: Article
Language:English
Subjects:
Applied sciences
Aqueous solutions
Bromides
Calcium chloride
Characterization and Evaluation of Materials
Chemical synthesis
Chemicals
Chemistry
Chemistry and Materials Science
Chloride
Cobalt
Complex Fluids and Microfluidics
Dicarboxylic acids
Ethanol
Exact sciences and technology
Hydrocarbons
Ionic liquids
Molecular weight
Organic Chemistry
Organic polymers
Original Paper
Oxadiazoles
Physical Chemistry
Physicochemistry of polymers
Polyamide resins
Polycondensation
Polymer Sciences
Polymers
Preparation, kinetics, thermodynamics, mechanism and catalysts
Pressure effects
Pyridines
Sodium
Soft and Granular Matter
Solvents
Thermal stability
Thermodynamic properties
Vapor pressure
VOCs
Volatile organic compounds
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Summary:The synthesis of high molecular weight polyamides by using 1-methyl-3-alkyl imidazolium bromides (alkyl = C 3 –C 8 ) as reaction media has been reported. Polymers were prepared from the reaction of 2-(5-(3,5-diaminophenyl)-1,3,4-oxadiazole-2-yl)pyridine, POBD, and aromatic/aliphatic dicarboxylic acids in ionic liquids in the presence of triphenyl phosphite as a condensing agent without requiring any extra components such as CaCl 2 or pyridine. The number average molecular weight of the polymers was measured by vapor pressure osmometry. The effects of various reaction parameters such as alkyl chain length of ionic liquids, reaction temperature, and reaction time on the molecular weight were investigated. No regular relationship between inherent viscosity or molecular weight with the alkyl chain length in the ionic liquid was observed; however, the highest molecular weight was observed in 1-butyl-3-methyl imidazolium bromide. The thermal properties of the prepared polymers were also studied with DSC and TGA methods. Removal of Co 2+ from aqueous solutions was performed using polymer ( 7 ).
ISSN:0170-0839
1436-2449
DOI:10.1007/s00289-011-0535-7