Abstract
In the present study, the solid-state thermal polymerization of 4-(4-dimethylaminophenyl)-1,2,4-triazolidine-3,5-dione (DAPTD) with diisocyanates such as hexamethylene diisocyanate, isophorone diisocyanate and toluylene-2,4-diisocyanate as a new method for synthesis of polyureas are described. The influence of reaction parameters, such as presence of catalyst in the starting material and ratio of DAPTD to diisocyanate were investigated. Polycondensation was successfully preceded without any solvent, which is used in conventional method. The resulting polyureas were obtained in high yields with inherent viscosities ranging from 0.14 to 0.25 dL/g. This method was also compared with two other polycondensation methods for the polymerization reactions which were reported before: conventional solution method and a method using tetrabutylammonium bromide as a molten ionic liquid media.
Similar content being viewed by others
References
Flory PEI. du Pont de Nemours and Company. (1939) U.S. Patent 2,173,374.
Monroe GEI. du Pont de Nemours and Company. (1962) U.S. Patent 3,031,433.
Papaspyrides CD, Vouyiouka SN, Bletsos IV (2006) Polymer 47:1020
Vouyiouka SN, Karakatsani EK, Papaspyrides CD (2005) Prog Polym Sci 30:10
Ma Y, Agarwal US, Sikkema DJ, Lemstra PJ (2003) Polymer 44:4085
Itoh T (2005) Polymer 46:12032
Itoh T (2005) Polymer 46:6998
Bohme F, Komber H, Jafari SH (2006) Polymer 47:1892
Sandor RB, Foxman BM (2000) Tetrahedron 56:6805
Chantarasiri N, Chulamanee C, Mananunsap T, Muangsin N (2004) Polym Degr Stab 86:505
Steuben KC, Barnabeo AE (1977) In: Interfacial Synthesis Millich F, Carraher CE, Eds, Marcel Dekker, New York, p 2
Mallakpour S, Rafiee Z (2006) Polym Bull 56:293
Gao C, Hou J, Yan D, Wang Z (2004) Reac Func Polym 58:65
Mallakpour S, Rafiee Z (2007) Eur Polym J 43:1510
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Mallakpour, S., Rafiee, Z. Solid-State Polymerization of 4-(4-Dimethylaminophenyl)-urazole with Diisocyanates . Polym. Bull. 60, 507–514 (2008). https://doi.org/10.1007/s00289-008-0888-8
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00289-008-0888-8