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Step-Growth Polymerization of 4-(1-Naphthyl)-1,2,4-triazolidine-3,5-dione with Diisocyanates

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Summary

We have synthesized 4-(1-naphthyl)-1,2,4-triazolidine-3,5-dione (4-NTD) in high yield and purity from 1-naphthyl isocyanate and used it as a new monomer for polymer synthesis. A series of novel naphthalene-containing polyureas have been successfully prepared from 4-NTD with hexamethylene diisocyanate (HMDI), isophorone diisocyanate (IPDI) and toluene-2,4-diisocyanate (TDI) in N,N-dimethylacetamide (DMAc) or N-methylpyrrolidone (NMP) solution in the presence of pyridine, triethylamine or dibutyltin dilurate as catalysts. Some physical properties and structural characterization of these novel polyureas are reported. Fluorimetric studies of the new monomer, model compound as well as polymers were also investigated.

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Authors and Affiliations

  1. Organic Polymer Chemistry Research Laboratory, College of Chemistry, Isfahan University of Technology, Isfahan, 84156-83111, I.R. Iran

    Shadpour Mallakpour & Hassan Zandi

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  1. Shadpour Mallakpour
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  2. Hassan Zandi
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Correspondence to Shadpour Mallakpour.

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Mallakpour, S., Zandi, H. Step-Growth Polymerization of 4-(1-Naphthyl)-1,2,4-triazolidine-3,5-dione with Diisocyanates. Polym. Bull. 57, 611–621 (2006). https://doi.org/10.1007/s00289-006-0604-5

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  • DOI: https://doi.org/10.1007/s00289-006-0604-5

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