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Progress in Elaboration of Nonisocyanate Polyurethanes Based on Cyclic Carbonates

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In the article is given a review on synthesis and application nonisocyanate polyurethanes based on cyclic carbonate oligomers. Nonisocyanate polyurethane (NIPU) networks are obtained by reaction between the polycyclic carbonate oligomers and aliphatic or cycloaliphatic polyamines with primary amino groups. This forms a crosslinked polymer with β-hydroxyurethane groups of different structure – polyhydroxyurethane polymer. One of the most interesting derivatives of unsaturated fatty compounds is epoxidized triglyceride oils (ETO), particulary epoxidized soybean oil (ESBO). Until now, ESBO is primarily used as plasticizers for polyvinyl chloride, chlorinated rubber and polyvinyl emulsions to improve their stability and flexibility. Also there are numerous useful derivatives of ETO. Among the various materials, products of reactions of ETO and carbon dioxide (CO2) deserve special attention. A basic composition and a technique for mixing and foaming were developed for insulating foam applied by spraying, the material being based on the use of the synthetic raw materials. UV-curable concrete floor coatings provide a durable, high-performance and eco-friendly solution. These thin-film coating systems cure instantly, thereby minimizing the downtime of any facility. Other benefits of these coatings include excellent chemical resistance, easy cleanability, little odor, and the ability to coat in cold conditions; Fig. 3, Tabl. 3, Ref. 39.


International Letters of Chemistry, Physics and Astronomy (Volume 3)
O. L. Figovsky et al., "Progress in Elaboration of Nonisocyanate Polyurethanes Based on Cyclic Carbonates", International Letters of Chemistry, Physics and Astronomy, Vol. 3, pp. 52-66, 2012
Online since:
October 2012

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[2] E. Leitsch, W. Heath, J. Torkelson, "Polyurethane/polyhydroxyurethane hybrid polymers and their applications as adhesive bonding agents", International Journal of Adhesion and Adhesives, Vol. 64, p. 1, 2016


[3] R. Pathak, M. Kathalewar, K. Wazarkar, A. Sabnis, "Non-isocyanate polyurethane (NIPU) from tris-2-hydroxy ethyl isocyanurate modified fatty acid for coating applications", Progress in Organic Coatings, Vol. 89, p. 160, 2015


[4] L. Maisonneuve, O. Lamarzelle, E. Rix, E. Grau, H. Cramail, "Isocyanate-Free Routes to Polyurethanes and Poly(hydroxy Urethane)s", Chemical Reviews, Vol. 115, p. 12407, 2015


[5] M. Levina, D. Miloslavskii, M. Pridatchenko, A. Gorshkov, V. Shashkova, E. Gotlib, R. Tiger, "Green chemistry of polyurethanes: Synthesis, structure, and functionality of triglycerides of soybean oil with epoxy and cyclocarbonate groups—renewable raw materials for new urethanes", Polymer Science Series B, Vol. 57, p. 584, 2015


[6] C. Carré, H. Zoccheddu, S. Delalande, P. Pichon, L. Avérous, "Synthesis and characterization of advanced biobased thermoplastic nonisocyanate polyurethanes, with controlled aromatic-aliphatic architectures", European Polymer Journal, Vol. 84, p. 759, 2016


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[8] R. Tiger, E. Gotlib, "Green chemistry of polyurethanes", Polymer Science, Series D, Vol. 10, p. 9, 2017


[9] S. Panchireddy, J. Thomassin, B. Grignard, C. Damblon, A. Tatton, C. Jerome, C. Detrembleur, "Reinforced poly(hydroxyurethane) thermosets as high performance adhesives for aluminum substrates", Polymer Chemistry, Vol. 8, p. 5897, 2017


[10] M. Levina, M. Zabalov, V. Krasheninnikov, R. Tiger, "Green chemistry of polyurethanes: The catalytic n-butylaminolysis of ethylene carbonate as a model chain-growth reaction in the formation of nonisocyanate polyurethanes", Polymer Science, Series B, Vol. 59, p. 497, 2017


[11] М. Левина, М. Забалов, В. Крашенинников, Р. Тигер, "Зеленая химия полиуретанов: каталитический н-бутиламинолиз этиленкарбоната как модельная реакция роста цепи при образовании неизоцианатных полиуретанов, "Высокомолекулярные соединения. Серия Б"", Высокомолекулярные соединения Б, p. 317, 2017


[12] M. Levina, M. Zabalov, V. Krasheninnikov, R. Tiger, "Comparative Reactivity of Cyclocarbonate Groups of Oligomeric Triglycerides Based on Soybean Oil and Model Compounds in the Reactions of Nonisocyanate Urethane Formation", Polymer Science, Series B, Vol. 60, p. 563, 2018


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[15] M. Sawpan, "Polyurethanes from vegetable oils and applications: a review", Journal of Polymer Research, Vol. 25, 2018


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[19] M. Zabalov, M. Levina, R. Tiger, "Polyurethanes without Isocyanates and Isocyanates without Phosgene as a New Field of Green Chemistry: Mechanism, Catalysis, and Control of Reactivity", Russian Journal of Physical Chemistry B, Vol. 13, p. 778, 2019


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