Synthesis and characterization of some novel organometallic aromatic polyamides

• Published in: Applied organometallic chemistry Vol. 20; no. 5; pp. 344 - 350
• Main Authors: Iqbal, Naseer, Akhter, Zareen, Saeed, M. Adnan, Saif ullah Khan, Muhammad
• Format: Journal Article
• Language: English
• Published: Chichester, UK John Wiley & Sons, Ltd 01.05.2006; Wiley
• Subjects: Applied sciences; aramids; Exact sciences and technology; ferrocene; Inorganic and organomineral polymers; Miscellaneous; organometallic aramids; Physicochemistry of polymers; polyamides; Nylon; Metal Organic compounds; Aromatic polymer; Polymetallocene; Condensation polymerization; Metallocene; Characterization; Iron Organic compounds; Ferrocene derivative polymer; polyamides; aramids; Aramid fiber; Chemical synthesis; ferrocene; organometallic aramids
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.1061

Some novel ferrocene containing aromatic polyamides were prepared by low‐temperature solution phase polycondensation of 1,1′‐ferrocenedicarboxylic acid chloride with some newly synthesized aromatic diamines in tetrahydrofuran, in the presence of triethylamine. The amorphous polymers were derived in good yields, and did not melt at >350 °C. The monomers and the resulting polymers were characterized by their physical properties, elemental analysis, 1H‐NMR, FTIR spectroscopy, differential scanning calorimetry and thermogravimetric analyses. The polymeric products were insoluble in common solvents tested. However, all were miscible in concentrated H2SO4, forming reddish brown solutions at ambient conditions. The glass transition temperatures (Tg) of these polymers were quite high, which is characteristic of aramids. They are stable up to 500 °C, with 10% mass loss observed in the range 400–650 °C. The activation energies of pyrolysis for each of the products were calculated by Horowitz and Metzger's method. Solution viscosities of the polymers were reduced in concentrated sulfuric acid, which is due to their non‐Newtonian behavior. Copyright © 2006 John Wiley & Sons, Ltd. Three aromatic diamines were prepared by reacting 2, 6‐dihydroxytoluene, bisphenol‐A and 4,4′‐dihydroxybiphenyl with p‐nitrobenzylchloride, which was then polymerized with 1,1′‐ferrocenedicarboxylic acid chloride following a low‐temperature solution polycondensation method to yield organometallic aromatic polyamides (aramids). The synthesized monomers and polymers were characterized by their solubilities, elemental analysis, FTIR spectroscopy and 1H‐NMR spectroscopy. The inherent viscosities, differential scanning calorimetry and thermogravimetry were also used for polymer characterization.