Journal
JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY
Volume 46, Issue 8, Pages 783-789Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/10601320903004541
Keywords
Optically active polymers; green chemistry; aromatic polyamide; ionic liquid; microwave irradiation; thermogravimetric analysis
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Funding
- Research Affairs Division Isfahan University of Technology (IUT), Isfahan
- National Elite Foundation (NEF)
- Center of Excellency in Sensors and Green Chemistry Research (IUT)
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A simple pathway for the preparation of optically active aromatic polyamides (PAs) is reported. A fairly inexpensive and readily accessible molten ionic liquid, tetrabutylammonium bromide (TBAB) was used for the synthesis of polymers. PAs were synthesized from polycondensation of (2S)-5-[4-(4-methyl-2-phthalimidyl pentanoylamino)benzoylamino]isophthalic acid with various commercially available diisocyanates in N-methylpyrrolidone (NMP) as common organic solvent and molten TBAB as a green medium with or without dibutyltin dilaurate as a catalyst under microwave irradiation. Polycondensation process in TBAB is safe and green since toxic and volatile organic solvent such as NMP was eliminated. Various PAs were obtained with high yields and moderate inherent viscosities in the ranging from 0.26 to 0.91 dL/g. The obtained polymers were characterized by FT IR, specific rotation measurements, 1H NMR, elemental and thermogravimetric analysis techniques and differential scanning calorimetry.
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