Skip to main content
SpringerLink
Log in

Film Formers Based on Plant Raw Materials for Polyurethane Coatings: A Review

  • Published:
Polymer Science, Series D Aims and scope Submit manuscript

Abstract

The domestic and foreign studies of the possibility of using “green” technologies for the synthesis of polyurethanes to produce paints, varnishes, and coatings based on them are reviewed. The physical, mechanical, and protective properties of bio-based polyurethane coatings are given. The possibility of practical application of paint and varnish coatings based on bio-based polyurethanes is analyzed. Issues of theoretical concepts on the synthesis of polyurethanes from plant raw materials are considered, and the most possible ways to produce paints and varnishes based on biopolyurethanes on an industrial scale are highlighted.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.

Similar content being viewed by others

REFERENCES

  1. E. N. Kablov, “Corrosion or life,” Nauka i Zhizn’, No. 11, 16–21 (2012).

  2. M. Akbarian et al., “Effects of nanoparticulate silver on the corrosion protection performance of polyurethane coatings on mild steel in sodium chloride solution,” Prog. Org. Coat. 77, 1233–1240 (2014).

    Article  CAS  Google Scholar 

  3. J. Zhang, W. Tu, and Z. Dai, “Synthesis and characterization of transparent and high impact resistance polyurethane coatings based on polyester polyols and isocyanate trimers,” Prog. Org. Coat. 75, 579–583 (2012).

    Article  CAS  Google Scholar 

  4. E. R. Galimov et al., Polyurethanes: Synthesis, Properties and Application in Mechanical Engineering: Textbook (Kazan Gos. Univ., Kazan, 2016) [in Russian].

    Google Scholar 

  5. Sh. M. Khusyainov, D. A. Luk’yanychev, and T. A. Leshcheva, “Study of technological, physical-mechanical and decorative properties of domestic polyurethane enamels and coating systems based on them to replace imported paints and varnishes used in painting products of the “Sukhoi” Company. New technologies, materials and equipment of the Russian aerospace industry,” in Proceedings of All-Russian Scientific-Practical Conference with International Participation, 2018 (Kazan Gos. Tekh. Univ., Kazan, 2018), pp. 317–319.

  6. E. K. Kondrashov and N. D. Naidenov, “Erosion-resistant paint and varnish coatings for aviation purposes. Part 1. Erosion-resistant paint and varnish coatings based on epoxy and polyurethane film formers (review),” Trudy VIAM, No. 2, 9 (2020). https://doi.org/10.18577/2307-6046-2020-0-2-81-90

  7. U. Meier-Westhues, K. Danielmeier, and P. Kruppa, Polyurethanes. Coatings, Adhesives, and Sealants (Vincentz Network, 2019; Peint-Media, 2009).

  8. L. L. Belous et al., “Promising atmospheric paint and varnish coating systems for exterior painting of equipment,” Praktika Protivokorroz. Zashch., No. 3, 54–56 (1999).

  9. N. I. Nefedov et al., “Paint and varnish coatings for protecting metal and polymer composite materials from aging, corrosion and biodeterioration,” Aviats. Mater. Tekhnol., No. S, 393–404 (2017). https://doi.org/10.18577/2071-9140-2017-0-S-393-404

  10. E. N. Kablov, “Materials and chemical technologies for aviation equipment,” Vestn. Ross. Akad. Nauk 82, 520–530 (2012).

    CAS  Google Scholar 

  11. E. N. Kablov, “Complex systems of paint and varnish coatings for the protection of metal polymer composite materials and their contact connections from exposure to corrosive factors,” Lakokras. Mater. Primen., No. 6, 32–35 (2016).

  12. E. N. Kablov, “What will the future be made of? New generation materials, technologies for their creation and processing are the basis of innovation,” Krylya Rodiny, No. 5, 8–18 (2016).

    Google Scholar 

  13. A. K. Mohanty, M. Misra, and L. T. Drzal, “Sustainable bio-composites from renewable resources: opportunities and challenges in the green material world,” J. Polym. Environ. 10, 19–26 (2002).

    Article  CAS  Google Scholar 

  14. J. Van Beilen and Y. Poirier, “Prospects for bio-polymer production in plants,” Adv. Biochem. Eng. Biotechnol. 107, 133–151 (2007).

    CAS  PubMed  Google Scholar 

  15. R. P. Wool and X. S. Sun, Bio-Based Polymers and Composites (Academic Press, London, 2005).

    Google Scholar 

  16. E. Mudriyan, “Global market of vegetable oils in 2019/20 MY: slowdown in production growth and active demand,” (2019). https://www.apk-inform.com/ru/exclusive/topic/1506275.

  17. “Fat and oil market 2020. Report of “RUSAGRO” GC,” (2021). https://agrovesti.net/lib/industries/oilseeds/maslozhirovyj-rynok-2020-god-otchet-gk-rusagro. html.

  18. S. T. Cho, J. I. So, and J. Y. Jung, “Polymerization kinetics and physical properties of polyurethanes synthesized by bio-based monomers,” Macromol. Res. 27, 153–163 (2019).

    Article  CAS  Google Scholar 

  19. D. Wei et al., “Castor oil-based waterborne hyperbranched polyurethane acrylate emulsion for UV curable coatings with excellent chemical resistance and high hardness,” J. Coat. Technol. Res. 16, 415–428 (2019).

    Article  CAS  Google Scholar 

  20. C. Karakaya et al., “Synthesis of oil based hyperbranched resins and their modification with melamine-formaldehyde resin,” Prog. Org. Coat. 59, 265–273 (2007).

    Article  CAS  Google Scholar 

  21. M. Dai, P. Song, and Y. Zhang, “Preparation and characterization of modified castor oil via photo-click chemistry for uv-curable waterborne polyurethane with enhanced water resistance and low conductive percolation threshold,” J. Appl. Polym. Sci. 138, 49913 (2021).

    Article  CAS  Google Scholar 

  22. A. Campanella et al., “Soybean oil epoxidation with hydrogen peroxide using an amorphous Ti/SiO2 catalyst,” Green Chem. 6, 330–334 (2004).

    Article  CAS  Google Scholar 

  23. P. Alagi et al., “Functional soybean oil-based polyols as sustainable feedstocks for polyurethane coatings,” Ind. Crops Prod. 113, 249–258 (2018).

    Article  CAS  Google Scholar 

  24. Z. Cao et al., “Bio-based coating materials derived from acetoacetylated soybean oil and aromatic dicarboxaldehydes,” Polymers 11, 1809 (2019).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  25. P. Alagi et al., “Controlled hydroxyl functionality of soybean oil-based polyols for polyurethane coatings with improved anticorrosion properties,” Macromol. Res. 26, 696–703 (2018).

    Article  CAS  Google Scholar 

  26. Y. Feng et al., “a solvent-free and scalable method to prepare soybean-oil-based polyols by thiol-ene photo-click reaction and biobased polyurethanes therefrom,” ACS Sustainable Chem. Eng. 5, 7365–7373 (2017).

    Article  CAS  Google Scholar 

  27. S. Miao et al., “Synthesis of bio-based polyurethanes from epoxidized soybean oil and isopropanolamine,” J. Appl. Polym. Sci. 127, 1929–1936 (2013).

    Article  CAS  Google Scholar 

  28. G. Cayli and S. H. Kusefoglu, “Isothiocyanate derivatives of soybean oil triglycerides: synthesis, characterization, and polymerization with polyols and polyamines” J. Appl. Polym. Sci. 116, 125–131 (2010).

    Article  CAS  Google Scholar 

  29. M. A. Mosiewicki and M. I. Aranguren, “A short review on novel biocomposites based on plant oil precursors,” Eur. Polym. J. 49, 1243–1256 (2013).

    Article  CAS  Google Scholar 

  30. M. A. Meier, J. O. Metzger, and U. S. Schubert, “Plant oil renewable resources as green alternatives in polymer science,” Chem. Soc. Rev. 36, 1788–1802 (2007).

    Article  CAS  PubMed  Google Scholar 

  31. Chemical Encyclopedia, Ed. by N. S. Zefirov (Bol’shaya Ross. Entsiklopediya, Moscow, 1995), Vol. 4, pp. 376–383.

    Google Scholar 

  32. B. N. Tyutyunnikov, Chemistry of Fats, 2nd ed. (Moscow, 1974) [in Russian].

    Google Scholar 

  33. R. M. Markevich and Zh. V. Bondarenko Chemistry of Fats (Beloruss. Gos. Tekhnol. Univ., Minsk, 2011) [in Russian].

    Google Scholar 

  34. M. S. Gaikwad et al., “Eco-friendly polyurethane coatings from cottonseed and karanja oil,” Prog. Org. Coat. 86, 164–172 (2015).

    Article  CAS  Google Scholar 

  35. P. Narute and A. Palanisamy, “Study of the performance of polyurethane coatings derived from cottonseed oil polyol,” J. Coat. Technol. Res. 13, 171–179 (2016).

    Article  CAS  Google Scholar 

  36. M. A. Levina et al., “Green chemistry of polyurethanes: synthesis, composition and functionality of soybean oil triglycerides with epoxy and cyclocarbonate groups–renewable raw materials for new urethanes,” Vysokomol. Soed., Ser. B 57, 413 (2015).

    Google Scholar 

  37. E. B. Gotlib et al., “Preparation of non-isocyanate polyurethanes based on epoxidized vegetable oils,” Vestn. Tekhnolog. Univ. 18, 91–93 (2015).

    CAS  Google Scholar 

  38. M. M. Ariffin et al., “Assessment of corrosion protection and performance of bio-based polyurethane acrylate incorporated with nano zinc oxide coating,” Polym. Test. 106526 (2020).

  39. V. V. Goud et al., “Kinetics of in situ epoxidation of jatropha oil by peroxyacetic and peroxyformic acid catalysed by acidic ion exchange resin,” Chem. Eng. Sci. 62, 4065–4076 (2007).

    Article  CAS  Google Scholar 

  40. M. Desroches et al., “From vegetable oils to polyurethanes: synthetic routes to polyols and main industrial products,” Polym. Rev. 52, 38–79 (2012).

    Article  CAS  Google Scholar 

  41. V. Yakushin et al., “Synthesis and characterization of novel polyurethanes based on tall oil,” Mater. Sci. 19, 390–396 (2013).

    Google Scholar 

  42. S. D. Rajput et al., “Fatty acids based transparent polyurethane films and coatings,” Prog. Org. Coat. 77, 1360–1368 (2014).

    Article  CAS  Google Scholar 

  43. A. M. Patil et al., “Synthesis and performance of biobased hyperbranched polyol in polyurethane coatings,” Prog. Org. Coat. 149, 105895 (2020).

    Article  CAS  Google Scholar 

  44. A. B. Chaudhari et al., “Synthesis, characterization and application of Azadirachta indica juss (neem oil) fatty amides (AIJFA) based polyurethanes coatings: a renewable novel approach,” Prog. Org. Coat. 76, 1779–1785 (2013).

    Article  CAS  Google Scholar 

  45. P. Mercer and R. E. Armenta, “Developments in oil extraction from microalgae,” Eur. J. Lipid Sci. Technol. 113, 539–547 (2011).

    Article  CAS  Google Scholar 

  46. K. C. Patil et al., “Chemical transformation of renewable algae oil to polyetheramide polyols for polyurethane coatings,” Prog. Org. Coat. 151, 106084 (2021).

    Article  CAS  Google Scholar 

  47. C. K. Patil, et al., “Functional antimicrobial and anticorrosive polyurethane composite coatings from algae oil and silver doped egg shell hydroxyapatite for sustainable development,” Prog. Org. Coat. 128, 127–136 (2019).

    Article  CAS  Google Scholar 

  48. C. K. Patil et al., “Functional anti-corrosive and antibacterial surface coatings based on mercaptosuccinic and thiodipropionic acids and algae oil as renewable feedstock,” React. Funct. Polym. 139, 142–152 (2019).

    Article  CAS  Google Scholar 

  49. V. H. R. De Souza, et al., “Synthesis and characterization of polyols derived from corn oil by epoxidation and ozonolysis,” J. Am. Oil Chemists Soc. 89, 1723–1731 (2012).

    Article  Google Scholar 

  50. X. Kong, J. Yue, and S. S. Narine, “Physical properties of canola oil based polyurethane networks,” Biomacromolecules 8, 3584–3589 (2007).

    Article  CAS  PubMed  Google Scholar 

  51. Z. S. Petrovic, W. Zhang, and I. Javni, “Structure and properties of polyurethanes prepared from triglyceride polyols by ozonolysis,” Biomacromolecules 6, 713–719 (2005).

    Article  CAS  PubMed  Google Scholar 

  52. S. S. Narine, X. Kong, L. Bouzidi, and P. Sporns, “Physical properties of polyurethanes produced from polyols from seed oils: I. Elastomers,” J. Am. Oil Chemists Soc. 84, 55–63 (2007).

    Article  CAS  Google Scholar 

  53. L. M. De Espinosa et al., “A new route to acrylate oils: crosslinking and properties of acrylate triglycerides from high oleic sunflower oil,” J. Polym. Sci., Part A 47, 1159—1167 (2009).

    Article  Google Scholar 

  54. Y. Lian, et al., “Bio-based omniphobic polyurethane coating providing anti-smudge and anti-corrosion protection,” Prog. Org. Coat. 148, 105844 (2020).

    Article  Google Scholar 

  55. M. Ghasemlou, F. Daver, E. P. Ivanova, and B. Adhikari, “Polyurethanes from seed oil-based polyols: a review of synthesis, mechanical and thermal properties,” Ind. Crops Products 142, 111841 (2019).

    Article  CAS  Google Scholar 

  56. US Patent No. 3691225 (12 September 72).

  57. S. S. Kuhire, S. S. Nagane, and P. P. Wadgaonkar, “Poly (ether urethane)s from aromatic diisocyanates based on lignin-derived phenolic acids,” Polym. Int. 66, 892–899 (2017).

    Article  CAS  Google Scholar 

  58. G. Cayli and S. H. Kusefoglu, “Biobased polyisocyanates from plant oil triglycerides: synthesis, polymerization, and characterization,” J. Appl. Polym. Sci. 109, 2948–2955 (2008).

    Article  CAS  Google Scholar 

  59. Q. Wu et al., “High-performance soybean-oil-based epoxy acrylate resins: “green” synthesis and application in UV-curable coatings,” ACS Sustainable Chem. Eng. 6, 8340–8349 (2018).

    Article  CAS  Google Scholar 

  60. E. M. Gotlib, A. Nguen, D. G. Miloslavskii, and D. F. Sadykova, “Environmental aspects of the use of vegetable oil derivatives in polymer chemistry,” Vestn. Tekhnol. Univ. 20, 17–20 (2017).

    CAS  Google Scholar 

  61. M. A. Levina et al., “Green chemistry of polyurethanes: synthesis, functional composition and reactivity of cyclocarbonate-containing triglycerides of sunflower oil–renewable raw materials for new urethanes,” Vysokomol. Soed., Ser. B 61, 345–355 (2019).

    Google Scholar 

  62. M. V. Zabalov, M. A. Levina, and R. P. Tiger, “Polyurethanes without isocyanates and isocyanates without phosgene - a new direction in green chemistry: mechanism, catalysis, reactivity control,” Khim. Fiz. 38, 3–13 (2019).

    Google Scholar 

  63. A. Cornille et al., “A perspective approach to sustainable routes for non-isocyanate polyurethanes,” Eur. Polym. J. 87, 535–552 (2017).

    Article  CAS  Google Scholar 

  64. G. Rokicki, P. G. Parzuchowski, and M. Mazurek, “Nonisocyanate polyurethanes: synthesis, properties, and applications,” Polym. Adv. Technol. 26, 707–761 (2015).

    Article  CAS  Google Scholar 

  65. O. L. Figovskii, L. D. Shapovalov, A. D. Leikin, and R. A. Potashnikova, “Progress in the development of non-isocyanate polyurethanes based on cyclic carbonates,” Inzh. Vestn. Dona, No. 3, 83 (2014).

    Google Scholar 

  66. B. Nohra et al., “From petrochemical polyurethanes to biobased polyhydroxyurethanes,” Macromolecules 46, 3771–3792 (2013).

    Article  CAS  Google Scholar 

  67. X. Zhong et al., “Bio-based coatings with liquid repellency for various applications,” Chem. Eng. J. 382, 23042 (2020).

    Article  Google Scholar 

  68. M. Ionescu et al., “Highly functional polyols from castor oil for rigid polyurethanes,” Eur. Polym. J. 84, 736–749 (2016).

    Article  CAS  Google Scholar 

  69. L. Lei, J. Buddingh, J. Wang, and G. Liu, “Transparent omniphobic polyurethane coatings containing partially acetylated β-cyclodextrin as the polyol,” Chem. Eng. J. 380, 122554 (2020).

    Article  Google Scholar 

  70. N. A. Kovrizhkina, V. A. Kuznetsova, A. A. Silaeva, and S. A. Marchenko, “Methods for improving the properties of paint and varnish coatings by introducing various fillers (review),” Aviats. Mater. Tekhnol., No. 4, 41–48 (2019). https://doi.org/10.18577/2071-9140-2019-0-4-41-48

  71. A. Chaudhari et al., “Development of eco-friendly polyurethane coatings based on neem oil polyetheramide,” Ind. Crops Prod. 50, 550–556 (2013).

    Article  CAS  Google Scholar 

  72. L. Hojabri, X. Kong, and S. S. Narine, “Fatty acid-derived diisocyanate and biobased polyurethane produced from vegetable oil: synthesis, polymerization and characterization,” Biomacromolecules 10, 884–891 (2009).

    Article  CAS  PubMed  Google Scholar 

  73. B. Liang et al., “Bio-based organic-inorganic hybrid UV-curable hydrophobic coating prepared from epoxidized vegetable oils,” Ind. Crops Prod. 163, 113331 (2021).

    Article  CAS  Google Scholar 

  74. A. Kadam, M. Pawar, V. Thamke, and O. Yemul, “Polyester amide based polyurethane coatings from algae oil and their larvicidal, anti-ant properties,” Prog. Org. Coat. 107, 43–47 (2017).

    Article  CAS  Google Scholar 

  75. S. Saalah et al., “Colloidal stability and rheology of jatropha oil-based waterborne polyurethane (JPU) dispersion,” Prog. Org. Coat. 125, 348–357 (2018).

    Article  CAS  Google Scholar 

  76. L. Man et al., “A renewable and multifunctional ecofriendly coating from novel tung oil-based cationic waterborne polyurethane dispersions,” J. Clean. Prod. 241, 118341 (2019).

    Article  CAS  Google Scholar 

  77. M. E. V. Hormaiztegui et al., “Bio-based waterborne polyurethanes reinforced with cellulose nanocrystals as coating films,” Prog. Org. Coat. 144, 105649 (2020).

    Article  CAS  Google Scholar 

  78. C. Li, H. Xiao, X. Wang, and T. Zhao, “Development of green waterborne UV-curable vegetable oil-based urethane acrylate pigment prints adhesive: preparation and application,” J. Clean. Prod. 180, 272–279 (2018).

    Article  CAS  Google Scholar 

  79. C. J. Patel and V. Mannari, “Air-drying bio-based polyurethane dispersion from cardanol: synthesis and characterization of coatings,” Prog. Org. Coat. 77, 997–1006 (2014).

    Article  CAS  Google Scholar 

  80. RF Patent No. 2543878 (3 October 2015).

  81. E. N. Kablov, “The role of chemistry in the creation of new generation materials for complex technical systems,” in Proceedings of the 20th Mendeleev Congress on General and Applied Chemistry, Ural Branch of the Russian Academy of Sciences, 2016, pp. 25–26.

  82. B. F. Pavlyuk, “Main directions in the development of polymer functional materials,” Aviats. Mater. Tekhnol., No. S, 388–392 (2017). https://doi.org/10.18577/2071-9140-2017-0-S-388-392

Download references

Funding

This work was supported by ongoing institutional funding. No additional grants to carry out or direct this particular research were obtained.

Author information

Authors and Affiliations

  1. Federal State Unitary Enterprise “All-Russian Research Institute of Aviation Materials,” National Research Center “Kurchatov Institute”, 105005, Moscow, Russia

    A. A. Kozlova, T. M. Rakova & D. S. Derkov

Authors
  1. A. A. Kozlova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. M. Rakova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. D. S. Derkov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. A. Kozlova.

Ethics declarations

The authors of this work declare that they have no conflicts of interest.

Additional information

Translated by A. Tulyabaev

Publisher’s Note.

Pleiades Publishing remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kozlova, A.A., Rakova, T.M. & Derkov, D.S. Film Formers Based on Plant Raw Materials for Polyurethane Coatings: A Review. Polym. Sci. Ser. D 16, 949–956 (2023). https://doi.org/10.1134/S1995421223040196

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1995421223040196

Keywords:

Search

Navigation