Polyesteramides based on PET and nylon 2,T Part 1. Synthesis of the bisesterdiamide

Bouma, K. and Lohmeijer, J.H.G.M. and Gaymans, R.J. (2000) Polyesteramides based on PET and nylon 2,T Part 1. Synthesis of the bisesterdiamide. Polymer, 41 (8). pp. 2719-2725. ISSN 0032-3861

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Abstract:	The synthesis of the bisesterdiamide T2T-dimethyl (one-and-a-half repeating unit of nylon 2,T) (benzoic acid, 4,4′-[1,2–ethanediylbis(iminocarbonyl)] bis-dimethyl ester, CAS no 7060-10-8) has been studied using dimethyl terephthalate (DMT) and 1,2-diaminoethane (DAE) as starting materials. T2T-dimethyl was synthesised in a solvent mixture of toluene/methanol at 65°C employing lithium or sodium methanolate as a catalyst. The progress of reaction was followed as function of time using liquid chomatrography and endgroup titrations. The products were analysed using 1H NMR, 13C NMR and differential scanning calorimeter. A high yield was obtained (90%), and after recrystallisation from NMP, the product was found to be of high purity. The pure T2T-dimethyl obtained had a melting onset of 312°C and a melting enthalpy of 165 J/g. T2T-dimethyl was also synthesised in absence of a catalyst at 100°C and using m-xylene as solvent and at a high concentration of reactants. The yield of this reaction was relatively low (34%). The addition of phenol to the reaction mixture had little effect on the yield and purity of the product.
Item Type:	Article
Copyright:	© 2000 Elsevier
Research Group:	Polymer Chemistry and BioMaterials (PBM)
Link to this item:	http://purl.utwente.nl/publications/71825
Official URL:	http://dx.doi.org/10.1016/S0032-3861(99)00485-1
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