Modification of safflower oil with triallyletheracrylate dienophile

Modification of safflower oil with triallyletheracrylate dienophile

Alkyd resins and reactive diluents which are among the main components of dye and coating industries, have properties such as binding and easy application. In order to improve the film properties of alkyd resins, a wide variety of modification studies are carried out. In this study, safflower oil was modified with triallyletheracrylate dienophile (TAEA) with Diels - Alder reactions and the product was called as reactive diluent (triallyletheracrylate safflower oil). TAEASO reactive diluent have been characterized by Nuclear Magnetic Resonance (NMR) and Fourier Transform Infrared Spectroscopy (FT-IR) methods. Then, the different dye formulations were prepared with a certain proportions of reactive diluent, wetting and drying agents and a soy oil (SO) based alkyd resin. Dye formulations were called as SO, TAEASO10-SO, TAEASO20-SO, TAEASO30-SO, TAEASO40-SO. The viscosity reductions of the dye formulations were determined, and then the dye formulations were applied to surface of Aliminium plates as film and the film properties such as drying time, film thickness, pencil hardness, brightness were evaluated after the curing process. The results show that the viscosity reduction is proportional to the ratio of the reactive diluent. As a result of the study, the drying time for the reactive diluents with alkyds were 1.5 times faster than alkyd alone.

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  • 1. Muizebelt WJ, Hubert JC, Nielen MWF, Klaasen RP, Zabel KH. Crosslink mechanisms of high-solids alkyd resins in the presence of reactive diluents. Progress in Organic Coatings. 2000 Dec;40(1–4):121–30.
  • 2. Teng G, Soucek M, Vick B, Simonsick W, Sen A. Spectroscopic investigation of the blowing process of soyabean oil. Surface Coatings International Part B: Coatings Transactions. 2003 Sep;86(3):221–9.
  • 3. Martyak NM, Alford D, Picker R, Dowling C. Controlled oxidative curing of tung oil. JCT coatingstech. 2005;2(16):36–41.
  • 4. Mallegol J, Gonon L, Commereuc S, Verney V. Thermal (dsc) and chemical (iodometric titration) methods for peroxides measurements in order to monitor drying extent of alkyd resins. Progress in Organic Coatings. 2001;41(1–3):171–6.
  • 5. Metcalfe DS, Elkins DM, Hughes HDM. Crop production: principles and practices. 4th ed. New York: Macmillan; 1980. 774 p.
  • 6. Muizebelt WJ, Donkerbroek JJ, Nielen MWF, Hussem JB, Biemond MEF, Klaasen RP, et al. Oxidative crosslinking of alkyd resins studied with mass spectrometry and NMR using model compounds. J Coatings Tech. 1998 Jan;70(1):83–93.
  • 7. Muizebelt W, Nielen MWF. Oxidative Crosslinking of Unsaturated Fatty Acids Studied with Mass Spectrometry. Journal of Mass Spectrometry. 1996;31(5):545–54.
  • 8. Wutticharoenwong K, Dziczkowski J, Soucek MD. Tung based reactive diluents for alkyd systems: Film properties. Progress in Organic Coatings. 2012 Apr;73(4):283–90.
  • 9. Ni H, Skaja A, Soucek M, Simonsick W, Zhong W. Alkoxysilane-modified polyurea coatings. Polymeric Materials Science and Engineering[Polym Mater Sci Eng]. 1999;81:405–406.
  • 10. Wold CR, Soucek MD. Mixed metal oxide inorganic/organic coatings. J Coatings Tech. 1998 Jul;70(7):43–51.
  • 11. Tuman S, Soucek M. Novel inorganic/organic coatings based on linseed oil and sunflower oil with sol-gel precursors. JCT, Journal of coatings technology. 1996;68(854).
  • 12. Ballard RL, Tuman SJ, Fouquette DJ, Stegmiller W, Soucek MD. Effects of an Acid Catalyst on the Inorganic Domain of Inorganic−Organic Hybrid Materials. Chem Mater. 1999 Mar;11(3):726–35.
  • 13. Wutticharoenwong K, Soucek MD. Synthesis of Tung-Oil-Based Reactive Diluents. Macromol Mater Eng. 2010 Dec 10;295(12):1097–106.
  • 14. Salata R, Pellegrene B, Soucek M. Migration of fluorinated alkyd and fluorinated tung oil additives for partially self-stratifying coatings. Progress in Organic Coatings. 2019 Aug;133:406–17.
  • 15. Salata RR, Pellegrene B, Soucek MD. Synthesis and properties of a high solids triethoxysilane-modified alkyd coatings. Progress in Organic Coatings. 2019 Aug;133:340–9.
  • 16. Park HS, Jeon YJ, Kim SK, Kang DW. Synthesis and Physical Properties of Two-Component Polyurethane Coatings Containing Alkyd and Polyester Polyols. Korea Polym J. 1997;5(4):256–61.
  • 17. Sailer RA, Soucek MD. Oxidizing alkyd ceramers. Progress in Organic Coatings. 1998 Jan;33(1):36–43.
  • 18. Sailer RA, Wegner JR, Hurtt GJ, Janson JE, Soucek MD. Linseed and sunflower oil alkyd ceramers. Progress in Organic Coatings. 1998 Feb;33(2):117–25.
  • 19. Thanamongkollit N, Soucek MD. Synthesis and properties of acrylate functionalized alkyds via a Diels–Alder reaction. Progress in Organic Coatings. 2012 Apr;73(4):382–91.
  • 20. Wang C, Jones F. Stability and film properties of tung oil modified soybean alkyd emulsion. J Appl Polym Sci. 2000;78(9):1698–706.