Ebrahim Abouzari-Lotf - Soluble and thermally stable polyamides bearing 1,1′-thiobis(2-naphthoxy) groups

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  Shockravi, A., Mehdipour-Ataei, S., Abouzari-Lotf, E., Zakeri, M.   43 (2) 620-627

  Abstract: A new-type of sulfide containing   diacid (1,1′-thiobis(2-naphthoxy acetic acid)) was synthesized   from 2-naphthol in three steps. Reaction of 2-naphthol with   sulfur dichloride afforded 1,1′-thiobis(2-naphthol) (TBN).   1,1′-Thiobis(2-naphthoxy acetic ester) (TBNAE) was successfully   synthesized by refluxing the TBN with methylcholoroacetate in the   presence of potassium carbonate. The related diacid was   synthesized by basic solution reduction of TBNAE. The obtained   diacid was fully characterized and used to prepare novel   thermally stable poly(sulfide ether amide)s via   polyphosphorylation reaction with different aromatic diamines.   The properties of these new polyamides were investigated and   compared with similar polyamides. These polyamides showed   inherent viscosities in the range of 0.39-0.87 dL g-1 in   N,N-dimethylacetamide (DMAc) at 30 °C and at a concentration of   0.5 g dL-1. All the polyamides were readily soluble in a variety   of polar solvents such as DMAc and tetrahydrofuran (THF). These   polyamides showed glass transition temperature (Tg) between   241-268 °C. Thermogravimetric analysis measurement revealed the   decomposition temperature at 10% weight loss (T10) ranging from   441- 479 °C in argon atmosphere. © 2006 Elsevier Ltd. All rights   reserved.

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