New Polyamides Based on Bis(p-amidobenzoic acid)-p-phenylene diacrylic acid and Hydantoin Derivatives: Synthesis and Characterization

Khalil FAGHIHI

Makale detayları

New Polyamides Based on Bis(p-amidobenzoic acid)-p-phenylene diacrylic acid and Hydantoin Derivatives: Synthesis and Characterization

Yazarlar:

Khalil FAGHIHI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2008 Vol.32 Issue 1, pp.75-86

Belge Tipi:

Makale

Yayın Tarihi:

12/2007

Belge Dili:

Türkçe

Document ID (Org No.):

2000728566

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

Bis(p-amidobenzoic acid)-p-phenylene diacrylic acid (6) as a  new monomer containing p-phenylenediacryloyl moiety was synthesized by  using a 3-step reaction.  At first p-phenylenediacrylic acid (3) was  prepared by reaction of terephthal aldehyde (1) with malonic acid (2)  in the presence of pyridine, and then diacid 3 was converted to  p-phenylenediacryloyl chloride (4) by reaction with thionyl chloride.   Finally bis(p-amidobenzoic acid)-p-phenylene diacrylic acid (6) was  prepared by the condensation reaction of phenylenediacryloyl chloride  (4) with p-aminobenzoic acid (5).  Then 6 new polyamides (8a-f)  containing p-phenylenediacryloyl and hydantoin moiety in the main  chain were prepared by the direct polycondensation reaction of  bis(p-amidobenzoic acid)-p-phenylene diacrylic acid (6) with 6  different hydantoin derivatives (7a-f) by thionyl chloride,  N-methyl-2-pyrolidone and pyridine as condensing agents.  These new  polymers (8a-f) were obtained in high yield and inherent viscosity  between 0.32-0.50 dL/g.  The resulting polyamides were characterized  by elemental analysis, viscosity measurements, thermal gravimetric  analysis (TGA and DTG), solubility test, FT-IR, and UV-vis  spectroscopy.

 

Bis(p-amidobenzoic acid)-p-phenylene diacrylic acid (6) as a  new monomer containing p-phenylenediacryloyl moiety was synthesized by  using a 3-step reaction.  At first p-phenylenediacrylic acid (3) was  prepared by reaction of terephthal aldehyde (1) with malonic acid (2)  in the presence of pyridine, and then diacid 3 was converted to  p-phenylenediacryloyl chloride (4) by reaction with thionyl chloride.   Finally bis(p-amidobenzoic acid)-p-phenylene diacrylic acid (6) was  prepared by the condensation reaction of phenylenediacryloyl chloride  (4) with p-aminobenzoic acid (5).  Then 6 new polyamides (8a-f)  containing p-phenylenediacryloyl and hydantoin moiety in the main  chain were prepared by the direct polycondensation reaction of  bis(p-amidobenzoic acid)-p-phenylene diacrylic acid (6) with 6  different hydantoin derivatives (7a-f) by thionyl chloride,  N-methyl-2-pyrolidone and pyridine as condensing agents.  These new  polymers (8a-f) were obtained in high yield and inherent viscosity  between 0.32-0.50 dL/g.  The resulting polyamides were characterized  by elemental analysis, viscosity measurements, thermal gravimetric  analysis (TGA and DTG), solubility test, FT-IR, and UV-vis  spectroscopy.

Makale detayları

New Polyamides Based on Bis(p-amidobenzoic acid)-p-phenylene diacrylic acid and Hydantoin Derivatives: Synthesis and Characterization

Yazarlar: Khalil FAGHIHI

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2008 Vol.32 Issue 1, pp.75-86

Belge Tipi: Makale

Yayın Tarihi: 12/2007

Belge Dili: Türkçe

Document ID (Org No.): 2000728566

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Khalil FAGHIHI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2008 Vol.32 Issue 1, pp.75-86

Belge Tipi:

Makale

Yayın Tarihi:

12/2007

Belge Dili:

Türkçe

Document ID (Org No.):

2000728566

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527