Synthesis And Characterization of Aromatic Polyamides Containing Ether Ketone Ether Linkages And Pendant Pentadecyl Groups
Journal Title: International Journal of Engineering and Science Invention - Year 2017, Vol 6, Issue 9
Abstract
New aromatic diamines; containing ether ketone ether linkages and pendent pentadecyl groups namely; 4, 4’-bis-(4-amino phenoxy) benzophenone (4APB) and 4, 4’-bis (4”amino phenoxy-3-pentadecyl) benzophenone (4APPB) were synthesized and characterized.4APB was synthesized in 90% yield either by condensation of 4, 4-dihydroxybenzophenone with 4-chloronitrobenzene and subsequent reduction of intermediate dinitro-ether-ketone; 4, 4’-bis (4”nitro phenoxy) benzophenone (4NPB); with hydrazine hydrate or by reaction of 4-aminophenol with activated dihalides; 4, 4’-difluorobenzophenone (DFB); in a polar aprotic solvent in presence of potassium carbonate. Similarly 4APPB was synthesized in 90% yield either by nucleophilic substitution condensation DFB and 2 moles 4-amino-3-pentadecyl phenol in the N-Methyl-2- Pyrrolidone/toluene. 4APB, 4NPB and 4APPB were characterized by FT-IR, 1H, and 13C NMR, and elemental analysis. Low temperature solution polycondensation of 4, 4’-bis-(4-amino phenoxy) benzophenone (4APB) and 4, 4’-bis (4”amino phenoxy-3-pentadecyl) benzophenone (4APPB) in combination with different mol % of aromatic diacid chlorides, Isophthaloyl chloride and Terephthaloyl chloride, in N-Methyl-2-Pyrrolidone gave series of the polyamides and co-polyamides containing ether-ether-ketone linkages in the main chain and pendant pentadecyl groups respectively. These aromatic polyamides / co-polyamides were obtained in greater than 90 % yield and were characterized by FT-IR, inherent viscosity, solubility tests, TGA, DSC and XRD. The polymers had inherent viscosities in the range of 0.20 – 0.75 dL/g, soluble in polar aprotic like N-Methyl-2- Pyrrolidone due to amorphous to partially crystalline morphology: as XRD pattern indicated. Polymers were thermally stable upto 340 0C due to higher content of aromatic moieties, amide links and aryl-ether, ketone, when investigated by TGA and showed glass transition temperature in the range of 230 to 3410C depending on the constituent reactants. These new polymers are expected to find applications as gas separation membranes and engineering materials in aerospace and nuclear industries as high performance films, coatings etc.
Authors and Affiliations
Maheboob M. Sayyed, Mahesh B. Gurame, Basavaraj S. Kalshetti, Noormahmad N. Maldar
Keywords
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