Advances in the field of nonisocyanate polyurethanes based on cyclic carbonates

Oleg Figovsky, Leonid Shapovalov, Alexander Leykin, Olga Birukova and Raisa Potashnikova
Affiliation: 
Polymate Ltd. – International Nanotechnology Research Center, Migdal HaEmek, Israel contact@polymateltd.com
DOI: 
https://doi.org/10.23939/chcht07.01.079
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Abstract: 
The article reviews production and application of the nonisocyanate polyurethanes based on cyclic carbonate oligomers. Nonisocyanate polyurethane (NIPU) networks are obtained by the reaction between the polycyclic carbonate oligomers and aliphatic or cycloaliphatic polyamines with primary amino groups. The result is a crosslinked polymer with β-hydroxyurethane groups of different structure defined as a polyhydroxyurethane polymer. The article discusses NIPU and hybrid NIPU (HNIPU), which also contains epoxy and acrylic compounds. Significant attention was paid to the formation of the materials based on renewable raw materials. The authors provide an overview of the recent publications in this field with a more detailed description of the Polymate Ltd. achievements.
References: 

[1] Thomson T.: Polyurethanes as Specialty Chemicals: Principles and Applications. CRC Press, 2005.

[2] Meier-Westhues U. Polyurethanes: Coatings, Adhesives and Sealants. Vincentz Network GmbH & Co KG, Hannover- 2007.

[3] Figovsky O. et al. Sov.Union Pat.: SU529197, 1976; SU563396, 1977; SU628125, 1978; SU630275, 1978; SU659588, 1979; SU671318, 1984; SU707258, 1984; SU903340, 1982; SU908769, 1982; SU1126569, 1984; SU 1754747, 1992; SU 1754748, 1992.

[4] Figovsky O. and Shapovalov L.: Cyclocarbonate Based Polymers Including Non-Isocyanate Polyurethane Adhesives and Coatings [in:] Somasundaran P. (Ed.): Encyclopedia of Surface and Colloid Science, V. 3. Taylor & Francis, N.Y. 2006, 1633-1653.

[5] Leykin A., Beilin D., Birukova O. et al.: Sci. Israel – Technol. Adv., 2009, 11, 160.

[6] Guan J., Song Y., Lin Y. et al.: Ind. Eng. Chem. Res., 2011, 50, 6517.
https://doi.org/10.1021/ie101995j

[7] Rappoport L., Petrov G., Trostyanskaya I. and Gavrilova O.: Int. Polym. Sci. Technol., 1981, 8, T/68.

[8] Yagund E., Maklakov L., Stroganov V. and Savchenko V.: J. Appl. Spectroscopy, 1987, 45, 737.
https://doi.org/10.1007/BF00660876

[9] Tomita H., Sanda F. and Endo T.: J. Polym. Sci. A, 2001, 39, 851.
https://doi.org/10.1002/1099-0518(20010315)39:6<851::AID-POLA1058>3.0.CO;2-3

[10] North M., Pasquale R. and Young C.: Green Chem., 2010, 12, 1514.
https://doi.org/10.1039/c0gc00065e

[11] Pescarmona P. and Taherimehr M.: Catal. Sci. Technol., 2012, 2, 2169.
https://doi.org/10.1039/c2cy20365k

[12] Kember M., Buchard A. and Williams C.: Chem. Commun., 2011, 47, 141.
https://doi.org/10.1039/C0CC02207A

[13] Guillaume S. and Carpentier J-F.: Catal. Sci. Technol., 2012, 2, 898.
https://doi.org/10.1039/c2cy00507g

[14] http://www.specificpolymers.fr/medias/downloads/nipur.pdf

[15] Bernard J.-M.: US Pat. 8017719, Publ. Sept. 13, 2011.

[16] Moeller T. and Kinzelmann H.-G.: US Pat. 8118968, Publ. Feb. 21, 2012.

[17] Muller-Frischinger I.: US Pat. 8003737, Publ. Aug.23, 2011

[18] Gianini M., Muller-Frischinger I. and Volle J.: US Pat. 8263687, Publ. Sept.11, 2012.

[19] Diakoumakos C. and Kotzev D.: US Pat. 8143346, Publ. March 27, 2012.

[20] Klopsch R., Lanver A., Kaffee A. et al.: US Pat. Appl. 20110306702, Publ. Dec. 15, 2011.

[21] Mecfel-Marczewski J., Walther B., Mezger J., et al.:US Pat. Appl. 20110313177, Publ. Dec. 22, 2011.

[22] Habib F. and Bajpai M.: Chem. & Chem. Techn., 2011, 5, 317.

[23] Bähr M. and Mülhaupt R.: Green Chem., 2012, 14, 483.
https://doi.org/10.1039/c2gc16230j

[24] Foltran S., Maisonneuve L., Cloutet E. et al.: Polym. Chem., 2012, 3, 525.
https://doi.org/10.1039/C2PY00476C

[25] Mahendran A., Aust N., Wuzella G. et al.: J. Polym. & Environ., 2012, 20, 926.
https://doi.org/10.1007/s10924-012-0491-9

[26] Hablot E., Graiver D. and Narayan R.: PU Magazine Int., 2012, 9, 255.

[27] Hoşgör Z., Kayaman-Apohan N., Karataş S. et al.: Progr. Org. Coat., 2010, 69, 366.
https://doi.org/10.1016/j.porgcoat.2010.07.010

[28] Kathalewar M. and Sabnis A.: Int. J. Sci. Eng. Res., 2012, 3, 1.

[29] Hanada K., Kimura K., Takahashi K. et al.: US Pat. Appl. 2012/0231184, Sept.13, 2012.

[30] Birukov O., Beilin D., Figovsky O. et al.: US Pat. Appl. 2010/0144966, Publ. June 10, 2010.

[31] Birukov O., Figovsky O., Leykin A. and Shapovalov L.: US Pat. 7989553 B2, Publ. Aug. 2, 2011.

[32] Figovsky O., Birukov O., Shapovalov L. and Leykin A.: Sci. Israel – Techn. Adv., 2011, 13, 122.

[33] Birukov O., Figovsky O., Leykin A. et al.: US Pat. Appl. 20120208967, Publ. Aug. 16, 2012.

[34] Figovsky O., Shapovalov L. and Buslov F.: Surf. Coatings Int. B, 2005, 88 (B1), 67.
https://doi.org/10.1007/BF02699710

[35] Birukov O., Beilin D., Figovsky O. et al.: US Pat. 7820779 B2, Publ. Oct. 26, 2010.