Microwave-induced synthesis of new optically active and soluble polyamides containing pendent 4-(2-phthalimidiylpropanoylamino)benzoylamino-groups

Mallakpour, S; Rafiee, Z

HERO ID

2297798

Reference Type

Journal Article

Year

2009

Language

English

PMID

18836680

HERO ID 2297798
In Press No
Year 2009
Title Microwave-induced synthesis of new optically active and soluble polyamides containing pendent 4-(2-phthalimidiylpropanoylamino)benzoylamino-groups
Authors Mallakpour, S; Rafiee, Z
Journal Amino Acids
Volume 37
Issue 4
Page Numbers 665-672
Abstract An aromatic chiral diacid monomer, 5-[4-(2-phthalimidiylpropanoylamino)-benzoylamino]isophthalic acid was synthesized in five steps under conventional heating in high yield and purity. A series of soluble, thermally stable and optically active polyamides (PA)s containing pendent groups made of phthalimide, flexible L: -alanine and benzamide sequence have been successfully synthesized under microwave irradiation. Excellent yields and very short reaction time were the main characteristics of this method. The same polymerization reactions were also carried out by conventional thermal heating and the results are compared. The resulting PAs had inherent viscosity in the range of 0.50-0.79 dL g(-1). All of the these polymers are readily dissolved in various solvents such as N-methyl-2-pyrrolidinone, N,N-dimethylacetamide and N,N-dimethylformamide and showed glass-transition temperature above 200 degrees C. Thermogravimetric analysis demonstrated that the 10% weight-loss temperatures in nitrogen were 372 and 422 degrees C for selected two PAs. All of these polymers showed optical rotation which is due to successful insertion of L: -alanine in the structure of chiral diacid monomer.
Doi 10.1007/s00726-008-0186-7
Pmid 18836680
Wosid WOS:000270280400014
Is Certified Translation No
Dupe Override No
Comments Journal: ISSN:
Is Public Yes
Language Text English
Keyword Direct polycondensation; Microwave; 5-[4-(2-Phthalimidiylpropanoylamino)benzoyl-amino]isophthalic acid; Polyamide