Initiating and Cross-Linking Properties of Urea-Formaldehyde Oligomers with Peroxide Groups

2022;
: pp. 411 - 417
1
Lviv Polytechnic National University
2
Lviv Polytechnic National University
3
Lviv Polytechnic National University

The initiating properties of urea-formaldehyde oligomers with peroxide groups have been studied. For comparison, the initiating activity has been examined for the polymerization of styrene by the peroxide oligomer based on the epoxy oligomer Epidian-5 and tert-butyl hydroperoxide. The cross-linking properties of the urea-formaldehyde oligomers with peroxide groups have been investigated using unsaturated oligoesters as a model. The chemistry of the formation of the substances with a cross-linked structure has been studied using IR spectroscopy.

[1] Popadyuk, A.; Tarnavchyk, I.; Popadyuk, N.; Kohut, A.; Samaryk, V.; Voronov, S.; Voronov, A. A Novel Copolymer of N-[(tert-butylperoxy)methyl]acrylamide and Maleic Andydride for Use as a Reactive Surfactant in Emulsion Polymerization. React. Funct. Polym. 2013, 73(9), 1290-1298. https://doi.org/10.1016/j.reactfunctpolym.2013.07.002
[2] Nosova, N.; Roiter, Y.; Samaryk, V.; Varvarenko, S.; Stetsyshyn, Y.; Minko, S.; Stamm, M.; Voronov, S. Polypropylene Surface Peroxidation with Heterofunctional Polyperoxides. Macromol Symp. 2004, 210(1), 339-348. https://doi.org/10.1002/masy.200450638
[3] Samaryk, V.; Voronov, A.; Tarnavchyk, I.; Varvarenko, S.; Nosova, N.; Kohut, A.; Voronov, S. Interface Radical Reactions of Functional Polyperoxides for Fabrication of Three-Dimensional Polymeric Structures. In Radical Polymerization: New Developments; Paulauskas, I.O.; Urbonas, L.O., Eds.; Nova Sci.: New York, 2012; pp 1-57.
[4] Varvarenko, S.; Voronov, A.; Samaryk, V.; Tarnavchyk, I.; Roiter, Y.; Minko, S.; Nosova, N.; Kohut, A.; Voronov, S. Polyolefin Surface Activation by Grafting of Functional Polyperoxide. React. Funct. Polym. 2011, 71(2), 210-218. https://doi.org/10.1016/j.reactfunctpolym.2010.11.028
[5] Bratychak, M.; Astakhova, O.; Shyshchak, O.; Zubal, O.; Sienkiewich, M.; Ivashkiv, O. Epoxy Composites Filled with Natural Calcium Carbonate. 1. Epoxy Composites Obtained in the Presence of Monoperoxy Derivate of Epidian-6 Epoxy Resin. Chem. Chem. Technol. 2019, 13(3), 360-364. https://doi.org/10.23939/chcht13.03.360
[6] Bratychak, M.; Bashta, B.; Astakhova, O.; Shyshchak, O.; Zubal, O. Synthesis, Mechanism and Properties of Epoxy Resins Modified with Adipinic Acid. Chem. Chem. Technol. 2019, 13(1), 52-58. https://doi.org/10.23939/chcht13.01.052
[7] Ivashkiv, O.; Namiesnik, Ja.; Astakhova, O.; Shyshchak, O.; Bratychak, M. Synthesis and Application of Oligomer with Hydroxy Groups Based on Peroxy Derivative of ED-24 Epoxy Resin and PolyTHT-2000 Oligoether. Chem. Chem. Technol. 2015, 9(3), 313-318. https://doi.org/10.23939/chcht09.03.313
[8] Iatsyshyn, O.; Astakhova, O.; Shyshchak, O.; Lazorko, O.; Bratychak, M. Monomethacrylate Derivative of ED-24 Epoxy Resin and its Application. Chem. Chem. Technol. 2013, 7(1), 73-77. https://doi.org/10.23939/chcht07.01.073
[9] Piesowicz, E.; Irska, I.; Bryll, K.; Gawdzinska, K.; Bratychak, M. Poly(butyleneterephthalate) Carbon Nanotubes Nanocomposites. Part II. Structure and Properties. Polimery 2016, 61(1), 24-30. https://doi.org/10.14314/polimery.2016.024
[10] Piesowicz, E.; Irska, I.; Bratychak, M.; Roslaniec, Z. Poly(butylene terephthalate) Carbon Nanotubes Nanocomposites. Part I. Carbon Nanotubes Functionalization and in Situ Synthesis. Polimery 2015, 60(11-12), 680-685. https://doi.org/10.14314/polimery.2015.680
[11] Bratychak, M.M.; Bratychak, Mykh.Mykh. Peroksydni pokhidni epoksydnykh smol; Lvivska politekhnika: Lviv, 2003.
[12] Roiter, Y.; Samaryk, V.; Varvarenko, S.; Nosova, N.; Tarnavchyk, I.; Pionteck, I.; Pötschke, P; Peroxide-containing Compatibilizer for Polypropylene Blends with other Polymers. Macromol Symp. 2004, 210(1), 209-217. https://doi.org/10.1002/masy.200450624
[13] Varvarenko, S.; Samaryk, V.; Nosova, N.; Puzko, N.; Taras, R.; Tarnavchyk, I.; Voronov, A.; Kohut, A.; Voronov, S. Prediction of Interfacial Interactions between Polymer Layers. Macromol Symp. 2010, 298(1), 72-78. https://doi.org/10.1002/masy.201000037
[14] Bratychak, Mic.; Donchak, V.; Astakhova, O; Bratychak, Mik.; Shyshchak, O. Synthesis of Nitrogen-Containing Peroxy Oligomers Based on Epoxy Resins. Oxid. Commun. 2014, 37(1), 321-333. http://www.scopus.com/inward/record.url?eid=2-s2.0-84898659490&partnerID...
[15] Bratychak, Mic.; Bratychak, Mih.; Brostow, W.; Shyshchak, O. Synthesis and Properties of Peroxy Derivatives of Epoxy Resins Based on Bisphenol A: Effects of the Presence of Boron Trifluoride Etherate. Mater. Res. Innov. 2002, 6(1), 24-30. https://doi.org/10.1007/s10019-002-0157-7
[16] Zubyk, H.; Plonska-Brzezinska, M.; Shyshchak, O.; Astakhova, O.; Bratychak, M. Study of Phenol-Formaldehyde Oligomers Derivatives Structure by IR- and NMR-Spectroscopy. Chem. Chem. Technol. 2015, 9(4), 435-443. https://doi.org/10.23939/chcht09.04.435
[17] Papathanassiou, A.; Sulikowski, B.; Bratychak, M.; Zubyk, H.; Mykhailiv, O.; Zambrzycka-Szelewa, E.; Plonska-Brzezinska, M. A Phenol-Formaldehyde Polymeric Network to Generate Organic Aerogels: Synthesis, Physicochemical Characteristics and Potential Applications. J. Mater. Chem. A 2018, 6(3), 845-852. http://dx.doi.org/10.1039/C7TA08814K
[18] Astakhova, O.; Shyshchak, O.; Bratychak, M. Synthesis and Structure of Urea-Formaldehyde Oligomers with Peroxide Groups. Chem. Chem. Technol. 2021, 15(3), 369-376. https://doi.org/10.23939/chcht15.03.369
[19] Astakhova, O.; Shyshchak, O.; Bratychak, M. Synthesis and Cross-Linking Properties of Melamine Formaldehyde Oligomers with Peroxy Groups. Chem. Chem. Technol. 2021, 15(4), 512-519. https://doi.org/10.23939/chcht15.04.512
[20] Hawkins, E.G.E. Organic Peroxides: Their Formation and Reactions; E. & F.N. Spon: London, 1961.
[21] Emanuel, N.M.; Knorre, D.G. Kurs khimicheskoi kinetiki. Vyshaya shkola: Moskva, 1984.
[22] Tsvetkov, N.S.; Markovskaya, R.F. Kinetika termicheskogo razlozheniya polimernoi perekisi sebatsinovoi kisloty v tverdoi faze. Vysokomol. Soed. A 8(7), 1299-1304.