A new aromatic diacid (II) was synthesized and Characterized by Spectroscopic techniques namely, FT-IR, 1 H and 13 C NMR, etc. A series of aromatic aliphatic polyamides containing phenoxy s-triazine ring with methylene spacer group was synthesized from diacid (II) and various aromatic diamines by using Yamazaki Phosphorylation method. These polyamides were obtained in good yields and characterized by solubility in common organic solvent, inherent viscosity, FT-IR, X-ray diffraction analysis. All of these polyamides were found to be amorphous in morphology as indicated by XRD to posses outstanding solubilities, and to be easily dissolved in amide-type polar aprotic polar solvents. Polyamides with moderate inherent viscosity in the range 0.21 to 0.41 dL/g in N,N,dimethyl formamide solvent (DMF) at 30 ± 0.1° C. The Thermal properties of the polyamides were evaluated by Thermogravimetric analysis and Differential scanning calorimetery. These polymer shows good thermal stability with glass transition temperature (T g) of 143-223°C and their (T max) weight loss temperature were around 426-455°C, confirming their good thermal stability. The char yields of these polymers were given their limiting oxygen index LOI 32.3 to 37.5 5% values of polyamides; indicate these polymers also show good flame resistance. The NPs were negatively charged with a zeta potential of −24.2 to −37.9 mV indicating a good colloidal stability against aggregation.
A new aromatic diacid, containing preformed diamide functional group, C8 alkylene moiety, and two methylene spacers, viz; N, N′‐bis(4′‐carboxy methylene phenyl) decane diamide (BCPDD) was designed and successfully synthesized. The structure of BCPDD was confirmed by FT‐IR, NMR (1H, 13C) spectroscopy and mass spectrometry. The corresponding series of new polyamides were prepared via reactions of diacid (BCPDD) and commercial aromatic diamines by Yamazaki's phosphorylative direct polycondensation method. Physical properties of these polyamides such as inherent viscosity, solubility in organic solvents, glass transition temperatures by DSC, thermal stability by TGA, and amorphous‐crystalline mature by XRD were studied. The incorporation of preformed amide, methylene spacers, and C8 alkylene moiety greatly affected polyamide properties such as solubility in common organic polar solvents, glass transition temperature, and thermal stability. These polyamides were mostly amorphous in nature and dissolved in polar aprotic solvents such as N‐methyl‐2‐pyrrolidone, N, N‐dimethylacetamide, N, N‐dimethylformamide, dimethyl sulfoxide, m‐cresol, and pyridine. Inherent viscosities of these polyamides were in the range of 0.40–0.67dL/g; indicating the formation of moderate to high molecular weights. These polyamides exhibited good thermal stability having temperatures for 10% weight loss (T10) in the range of 404–578°C and the char yields at 800°C in the range of 35–65%. The glass transition temperatures; as determined by DSC were in the range of 204–235°C.
Novel aromatic aliphatic diacid monomer, 4 4ʹ bis(4-carboxy methylene) biphenyl was synthesized via friedel craft acylation with acetic anhydride followed by willgerodot reaction and used in the preparation of polyamides by direct polycondensation using the Yamazaki phosphorylation reaction with commercial aromatic diamines. These polyamides were obtained in good yield with moderate-to-high-molecular-weight build up as evidenced by inherent viscosities in the range of 0.52–0.96 dlg−1. The XRD studies showed that all the polyamides were amorphous in nature and these polymers dissolved in polar aprotic solvents such as N-methyl-2-pyrrolidone(NMP),N,N-dimethylsulfoxide(DMSO), N,N-dimethyl formamide (DMF) and N,N-dimethyl acetamide. The resulting polyamides were characterized by inherent viscocity measurements, FT-IR, 1H NMR and 13C NMR spectroscopy, solubility, thermogravimetry, X-ray diffraction studies. These polyamides had glass transition temperatures between 210°C and 261°C, and their temperatures at a 10% weight loss were 620 to 710°C and 497 to 597°C in nitrogen and air atmospheres, respectively, which indicates thermally stable polymers.
A new aromatic diacid monomer, namely, 1,4‐phenylene‐bis‐[[4′‐(4″‐carboxy methylene) phenoxy phenyl] methanone] (PBCPPM) is successfully synthesized and characterized by physical constant, FT‐IR, NMR (1H and 13C) spectroscopy, and mass spectrometry. Synthesis of new series of polyamides with high thermal stability and improved solubility are performed by Yamazaki's direct phosphorylative polycondensation method from new PBCPPM with different aromatic diamines. The inherent viscosity of these polyamides is in the range 0.47–0.81 dL g−1. All these polyamides are amorphous or partly crystalline and reveal good solubility in polar aprotic solvents and exhibit glass transition temperatures between 201 and 232 °C. Initial decomposition temperatures are in the range 300–367 °C and T10 is in the range of 376–414 °C indicating good thermal stability of these polyamides. The present observations suggest that these polyamides can find potential applications as high performance polymers.
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