Synthesis and characterization of new optically active polyamides containing 2-(4-nitro-1,3-dioxoisoindolin-2-yl)succinic acid and aromatic diamines via direct polycondensation

Khalil FAGHIHI; Morteza Absalar And Mohsen HAJIBEYGI

Makale detayları

Synthesis and characterization of new optically active polyamides containing 2-(4-nitro-1,3-dioxoisoindolin-2-yl)succinic acid and aromatic diamines via direct polycondensation

Yazarlar:

Khalil FAGHIHI | Morteza Absalar And Mohsen HAJIBEYGI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2010 Vol.34 Issue 1, pp.81-90

Belge Tipi:

Makale

Yayın Tarihi:

12/2009

Belge Dili:

Türkçe

Document ID (Org No.):

2000728144

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

A new class of optically active polyamides (PAs) (6a-e)  having 4-nitro-1,3-dioxoisoindolin-2-yl pendent groups were prepared  by direct polycondensation reaction of 2-(4-nitro-1,3-dioxoisoindolin-2-yl)   succinic acid (4) with various aromatic diamines in a medium  consisting of triphenyl phosphite, calcium chloride, pyridine, and  N-methyl-2-pyrrolidone.  The resulting new polymers were obtained in  high yields with inherent viscosities ranging between 0.32 and 0.48  dL/g, and were characterized by elemental analysis, FT-IR  spectroscopy, specific rotation, solubility tests, and  thermogravimetric analysis techniques (TGA and DTG).  Bulky pendent  groups of the polymer chains disturb interchain and intrachain  interactions and make these PAs readily soluble in polar organic  solvents such as N,N-dimethyl acetamide (DMAc), N,N-dimethyl formamide  (DMF), dimethyl sulfoxide (DMSO), NMP (N-methyl-2-pyrrolidone), and  sulfuric acid.  2-(4-nitro-1,3-dioxoisoindolin-2-yl) succinic acid (4)  was prepared by reaction of 3-nitrophthalic anhydride (1) and  L-aspartic acid (2) in acetic acid solution.

 

A new class of optically active polyamides (PAs) (6a-e)  having 4-nitro-1,3-dioxoisoindolin-2-yl pendent groups were prepared  by direct polycondensation reaction of 2-(4-nitro-1,3-dioxoisoindolin-2-yl)   succinic acid (4) with various aromatic diamines in a medium  consisting of triphenyl phosphite, calcium chloride, pyridine, and  N-methyl-2-pyrrolidone.  The resulting new polymers were obtained in  high yields with inherent viscosities ranging between 0.32 and 0.48  dL/g, and were characterized by elemental analysis, FT-IR  spectroscopy, specific rotation, solubility tests, and  thermogravimetric analysis techniques (TGA and DTG).  Bulky pendent  groups of the polymer chains disturb interchain and intrachain  interactions and make these PAs readily soluble in polar organic  solvents such as N,N-dimethyl acetamide (DMAc), N,N-dimethyl formamide  (DMF), dimethyl sulfoxide (DMSO), NMP (N-methyl-2-pyrrolidone), and  sulfuric acid.  2-(4-nitro-1,3-dioxoisoindolin-2-yl) succinic acid (4)  was prepared by reaction of 3-nitrophthalic anhydride (1) and  L-aspartic acid (2) in acetic acid solution.

Makale detayları

Synthesis and characterization of new optically active polyamides containing 2-(4-nitro-1,3-dioxoisoindolin-2-yl)succinic acid and aromatic diamines via direct polycondensation

Yazarlar: Khalil FAGHIHI | Morteza Absalar And Mohsen HAJIBEYGI

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2010 Vol.34 Issue 1, pp.81-90

Belge Tipi: Makale

Yayın Tarihi: 12/2009

Belge Dili: Türkçe

Document ID (Org No.): 2000728144

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Khalil FAGHIHI | Morteza Absalar And Mohsen HAJIBEYGI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2010 Vol.34 Issue 1, pp.81-90

Belge Tipi:

Makale

Yayın Tarihi:

12/2009

Belge Dili:

Türkçe

Document ID (Org No.):

2000728144

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527