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An environmentally compatible synthesis of polyesters derived from 5‐(2‐phthalimidoethanesulfonamido) isophthalic acid as a novel diacid monomer
Author(s) -
Karimi Zarchi Mohammad Ali,
Tayefi Mohammad,
Tirgir Farhang,
Sabzalian Mohammad R.
Publication year - 2011
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.33983
Subject(s) - thermogravimetric analysis , monomer , thermal stability , isophthalic acid , polymer chemistry , polyester , polymerization , differential scanning calorimetry , pyridine , chemistry , polymer , condensation polymer , dimethylformamide , organic chemistry , materials science , terephthalic acid , solvent , physics , thermodynamics
A biologically active diacid monomer, 5‐(2‐phthalimidoethanesulfonamido) isophthalic acid (6), based on taurine, was easily prepared in three steps. Also a series of novel biologically active polyesters ( PE )s were synthesized by the reaction of this monomer with several aromatic diols by step growth polymerization using tosyl chloride (TsCl)/dimethylformamide (DMF)/pyridine (Py) system as a condensing agent. The resulting new polymers were obtained in good to high yields with moderate inherent viscosities. All of the PE s were characterized by FTIR and some of them were also characterized by 1 H‐NMR and elemental analyses methods. The thermal stability of PE s was evaluated with thermogravimetric analysis and differential scanning calorimetry techniques under a nitrogen atmosphere and it was found that they have moderate stability. Wheat seedlings were normally grown in the presence of 6 and it's derived PE s in soil. Also the high dehydrogenase activities in treated soils with obtained compounds showed biodegradability of polymers under soil burial in natural environments. It can be concluded that the synthesized compounds derived from taurine are possibly biologically active and environmentally nontoxic for soil microorganisms. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011