{"id":4086,"date":"2024-12-26T14:51:57","date_gmt":"2024-12-26T11:51:57","guid":{"rendered":"http:\/\/polymerjournal.kiev.ua\/?page_id=4086"},"modified":"2024-12-26T14:54:45","modified_gmt":"2024-12-26T11:54:45","slug":"2024-3-2","status":"publish","type":"page","link":"http:\/\/polymerjournal.kiev.ua\/en\/2024-3-2\/","title":{"rendered":"2024 (3) 2"},"content":{"rendered":"<p>https:\/\/doi.org\/10.15407\/polymerj.46.03.177<\/p>\n<p><strong>POLYURETHANE BASED ON MODIFIED SOYBEAN OIL<\/strong><\/p>\n<p><strong>LIUDMYLA ROBOTA* (ORCID: 0000-0001-5463-4816), OLENA AKHRANOVYCH** (ORCID: 0000-0002-5112-2329), OLEKSANDRA BRYKOVA (ORCID: 0000-0003-1652-9323), YURII SAVELIEV (ORCID: 0000-0003-3356-9087)<\/strong><\/p>\n<p>Institute of Macromolecular Chemistry of the NAS of Ukraine, 48 Kharkivske Highway, Kyiv 02155, Ukraine,<\/p>\n<p>*e-mail: <a href=\"mailto:L49robota@gmail.com\">L49robota@gmail.com<\/a><\/p>\n<p>**e-mail: <a href=\"mailto:elena_akh@ukr.net\">elena_akh@ukr.net<\/a><\/p>\n<p>Polym. J., 2024, <strong>46<\/strong>, no. 3: 177-185.<\/p>\n<p>Section: Structure and properties.<\/p>\n<p>Language: Ukrainian.<\/p>\n<h3>Abstract:<\/h3>\n<p style=\"padding-left: 160px;\"><em>New polyurethanes with more than 70 % plant-derived polyol content were prepared using soybean polyol (SP) as a diisocyanate extender castor oil precursor, and aqueous dispersions using SP (1 and 5 wt.%) mixed with polyoxytetramethylene glycol (PF) as the polyester component. Soybean polyols reactive in urethane formation reactions were obtained by hydroxy functionalization of epoxidized soybean oil (ESO) with diethanolamine without the use of a catalyst. Comparative IR spectroscopic studies of their structure with the structure of the starting materials revealed incomplete amidation of ESO with preservation of the glycerol backbone and incomplete hydroxylation of oxirane fragments of ESO, leading to the formation of a mixture of polyols of appropriate composition and structure, which are chemically diethanolamidoamines of fatty acids of soybean oil (DEAAHSO). The physical-mechanical properties, water absorption level and resistance to alkaline and acidic environments of the polyurethanes obtained were studied as a function of SP content and the nature of diisocyanate. An increase in the SP content (0.1\u20130.75 wt.%) in PU based on hexamethylene diisocyanate (HDI) is accompanied by a decrease in both tensile strength from 8.3 to 3.2 MPa and elasticity with an increase in water absorption from 0.4 to 2.6%. The weight loss of PU with the increase of SP content in its composition decreases both in alkaline and acidic environments. Compared to PU based on HDI, its analog based on toluene diisocyanate (TDI) with a similar content (2.5 wt.%) of soybean polyol has improved properties due to the effect of the nature of the isocyanate and, according to the results of an IR spectroscopic study, an increased level of intermolecular association of its polar fragments. The tensile strength is 3.5 times higher than the analog and is 19.9 MPa with a 3.2-fold reduction in elasticity, and water absorption is 50% lower with no weight loss in aggressive environments. The film-forming, aggregation-stable aqueous PU dispersions containing 1\u20135 wt.% of soybean polyol in the oligomeric diol were prepared. The particle size of the dispersed phase increased from 74 to 212 nm with increasing SP content from 1 to 5%, and the tensile strength at 1 wt.% content increased almost twofold compared to the matrix and is 13.1 MPa. An increase in the SP content from 1 to 5 wt.% contributes to a decrease in water absorption, which is 2.4 times greater than that of the matrix and amounts to 6.4 wt.%, which may be a consequence of a disruption of the intermolecular interaction level. At the same time, the stability increases in the alkaline environment and decreases in the acidic environment. The factor regulating the level of hydrophobicity of the films surface made on the basis of IPU is the presence in their composition of amidoamines of fatty acids of soybean oil, the content of which is manifested by an increase in the indicators of contact angles of surface wetting, which are 64\u201367\u00b0 in comparison with the matrix, where the indicator is 39\u00b0.<\/em><\/p>\n<p><strong><em>Key words: <\/em><\/strong><em>epoxidized soybean oil, castor oil, amidation, lineoyl diethanolamide, polyurethanes, anionic aqueous dispersion.<\/em><\/p>\n<p><strong>REFERENCES<\/strong><\/p>\n<p>1. Kaikade D.S., Sabnis A.S. Recent Advances in Polyurethane Coatings and Adhesives Derived from Vegetable Oil\u2013 Based Polyols. J Polym Environ, 2023, 31: 4583\u20134605. https:\/\/doi.org\/10.1007\/s10924\u2013 023\u2013 02920\u2013 z.<br \/>\n2. Epoxidized Soybean Oil Market Share, Size, Trends, Industry Analysis Report, By Raw Material (Soybean Oil, Hydrogen Peroxide, Others); By Application; By End\u2013 Use Industry; By Region; Segment Forecast, 2024\u20132032 https:\/\/www.polarismarketresearch.com\/ industry\u2013 analysis\/epoxidized\u2013 soybean\u2013 oil\u2013 market.<br \/>\n3. Stradolini P., Gryczak M., Petzhold C. L. Polyols from castor oil (Ricinus communis) and epoxidized soybean oil (Glycine max) for application as a lubricant base. J. Amer. Oil Chem. Soc., 2024, 101, no. 3: 321\u2013 334. https:\/\/doi.org\/10.1002\/aocs.12749.<br \/>\n4. Moser B. R., Cermak S. C., Doll K. M., Kenar J. A., Sharma B. K. A review of fatty epoxide ring opening reactions: Chemistry, recent advances, and applications. J. Amer. Oil Chem. Soc., 2022, 99, 10: 801\u2013 842. https:\/\/doi.org\/10.1002\/aocs.12623.<br \/>\n5. deLuna M. S. Recent Trends in Waterborne and Bio\u2013 Based Polyurethane Coatings for Corrosion Protection. Adv. Mater. Interfaces. 2022, 9: 2101775. https:\/\/doi.org\/10.1002\/admi.202101775.<br \/>\n6. Harsh P., Prakash M. Fundamental insight into anionic aqueous polyurethane dispersions. Adv. Indust. Eng. Polym. Research, 2020, 3, 3:102\u2013110. https:\/\/doi.org\/10.1016\/j.aiepr.2020.07.003.<br \/>\nhttps:\/\/doi.org\/10.1016\/j.aiepr. 2020.07.003.<br \/>\n7. Yin L., Zhang B., Tian M., Ning N., Wang W. Synthesis and applications of bio\u2013 based waterborne polyurethane, a review. Prog. Org. Coat. 2024, 186: 108095. https:\/\/doi.org\/10.1016\/j.porgcoat.2023.108095.<br \/>\n8. Schneider C. A. NIH Image to ImageJ: 25 years of image analysis. Nature methods. 2012, 9, no. 7: 671\u2013675. https:\/\/doi.org\/10.1038\/nmeth.2089.<br \/>\n9. Stalder A. F., Kulik G., Sage D. A snake\u2013 based approach to accurate determination of both contact points and contact angles. Colloids and Surfaces A: Physicochemical and Engineering aspects. 2006, 286, no. 1\u2013 3: 92\u2013103. https:\/\/doi.org\/10.1016\/j.colsurfa.2006.03.008.<br \/>\n10. Pat. 8097739 USA, B2 C07C 231\/00. Process for the manufacture of natural oil hydroxylates. N Luo, T Newbold. Publ.17.01.2012.<br \/>\n11. Musik M., Bartkowiak M., Milchert E. Advanced Methods for Hydroxylation of Vegetable Oils, Unsaturated Fatty Acids and Their Alkyl Esters. Coatings. 2022,12, 1:13. https:\/\/doi.org\/10.3390\/coatings12010013.<br \/>\n12. Paraskar P.M.. Kulkarni R.D. Synthesis of isostearic Acid\/Dimer fatty acid\u2013 based polyesteramide polyol for the development of green polyurethane coatings. J. Polym. Environ. 2020, 29: 54\u201370. https:\/\/doi.org\/10.1007\/s10924\u2013 020\u2013 01849\u2013 x.<br \/>\n13. Robota L., Akhranovych O., Brykova O., Honchar O., Saveliev Y. Polyurethanes based on modified hemp oil. Polimernyi Zhurnal, 2024, 46, 2: 119\u2013126. https:\/\/doi.org\/10.15407\/polymerj.46.02.119.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>https:\/\/doi.org\/10.15407\/polymerj.46.03.177 POLYURETHANE BASED ON MODIFIED SOYBEAN OIL LIUDMYLA ROBOTA* (ORCID: 0000-0001-5463-4816), OLENA AKHRANOVYCH** (ORCID: 0000-0002-5112-2329), OLEKSANDRA BRYKOVA (ORCID: 0000-0003-1652-9323), YURII SAVELIEV (ORCID: 0000-0003-3356-9087) Institute of Macromolecular Chemistry of the NAS of Ukraine, 48 Kharkivske Highway, Kyiv 02155, Ukraine, *e-mail: L49robota@gmail.com **e-mail: elena_akh@ukr.net Polym. J., 2024, 46, no. 3: 177-185. Section: Structure and properties. Language: Ukrainian. 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