New Polyamides Derived from 2,5-Bis[(4-carboxyanilino) carbonyl] Pyridine and Hydantoin Derivatives: Synthesis and Characterization

Khalil FAGHIHI; And Zohreh MOZAFFARI

Makale detayları

New Polyamides Derived from 2,5-Bis[(4-carboxyanilino) carbonyl] Pyridine and Hydantoin Derivatives: Synthesis and Characterization

Yazarlar:

Khalil FAGHIHI | And Zohreh MOZAFFARI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2008 Vol.32 Issue 1, pp.131-140

Belge Tipi:

Makale

Yayın Tarihi:

12/2007

Belge Dili:

Türkçe

Document ID (Org No.):

2000728579

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

We synthesized 2,5-bis[(4-carboxyanilino) carbonyl] pyridine  (4) as a new monomer containing pyridyl moiety by using a 2-step  reaction.  At first 2,5-pyridine dicarboxylic acid (1) was converted  to 2,5-pyridine dicarbonyl dichloride (2).  Then, diacid 4 was  prepared by a condensation reaction of diacid chloride (2) with  p-aminobenzoic acid (3).  Then, 6 new polyamides (6a-f) were  synthesized through the polycondensation reaction of  2,5-bis[(4-carboxyanilino) carbonyl] pyridine (4) with 6 different  derivatives of hydantoins (5a-f) in a medium consisting of  N-methyl-2-pyrrolidone, triphenyl phosphite, calcium chloride, and  pyridine.  The polycondensation reaction produced a series of novel  polyamides containing pyridyl moiety in the main chain in high yield,  with inherent viscosities between 0.64 and 1.50 dL g-1.  The  resulting polymers were fully characterized by means of FT-IR  spectroscopy, elemental analysis, inherent viscosity, and solubility  tests.  Thermal properties of these polymers were investigated using  thermal gravimetric analysis (TGA) and differential thermal gravimetry  (DTG).  All the polymers were soluble at room temperature in polar  solvents such as N,N' -dimethylaceamide, N,N' -dimethyl formamide,  dimethyl sulfoxide, and N-methyl-2-pyrrolidone.

 

We synthesized 2,5-bis[(4-carboxyanilino) carbonyl] pyridine  (4) as a new monomer containing pyridyl moiety by using a 2-step  reaction.  At first 2,5-pyridine dicarboxylic acid (1) was converted  to 2,5-pyridine dicarbonyl dichloride (2).  Then, diacid 4 was  prepared by a condensation reaction of diacid chloride (2) with  p-aminobenzoic acid (3).  Then, 6 new polyamides (6a-f) were  synthesized through the polycondensation reaction of  2,5-bis[(4-carboxyanilino) carbonyl] pyridine (4) with 6 different  derivatives of hydantoins (5a-f) in a medium consisting of  N-methyl-2-pyrrolidone, triphenyl phosphite, calcium chloride, and  pyridine.  The polycondensation reaction produced a series of novel  polyamides containing pyridyl moiety in the main chain in high yield,  with inherent viscosities between 0.64 and 1.50 dL g-1.  The  resulting polymers were fully characterized by means of FT-IR  spectroscopy, elemental analysis, inherent viscosity, and solubility  tests.  Thermal properties of these polymers were investigated using  thermal gravimetric analysis (TGA) and differential thermal gravimetry  (DTG).  All the polymers were soluble at room temperature in polar  solvents such as N,N' -dimethylaceamide, N,N' -dimethyl formamide,  dimethyl sulfoxide, and N-methyl-2-pyrrolidone.

Makale detayları

New Polyamides Derived from 2,5-Bis[(4-carboxyanilino) carbonyl] Pyridine and Hydantoin Derivatives: Synthesis and Characterization

Yazarlar: Khalil FAGHIHI | And Zohreh MOZAFFARI

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2008 Vol.32 Issue 1, pp.131-140

Belge Tipi: Makale

Yayın Tarihi: 12/2007

Belge Dili: Türkçe

Document ID (Org No.): 2000728579

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Khalil FAGHIHI | And Zohreh MOZAFFARI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2008 Vol.32 Issue 1, pp.131-140

Belge Tipi:

Makale

Yayın Tarihi:

12/2007

Belge Dili:

Türkçe

Document ID (Org No.):

2000728579

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527