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Epoxidized fatty acid-derived oxazoline in thermoset coatings

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Abstract

An oxazoline with an unsaturated side chain was reacted with m-chloroperbenzoic acid in order to convert the unsaturation to oxirane moieties. The conversion of double bonds to oxirane is high provided a significant excess of the perbenzoic acid is used. The conversion was monitored using NMR spectroscopy. The unsaturated oxazoline was reacted with an acid-functional acrylic, and the resulting adduct was reacted with m-chloroperbenzoic acid to epoxidize the pendent unsaturation. Again, a significant excess of the peracid was required to reach high conversion of the double bonds. The epoxidized oxazoline and the modified acrylic were evaluated in thermoset coatings over metal panels. The properties of the films ranged from moderate to good depending on what species was used as a crosslinker.

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References

  1. Blank, WJ, He, ZA, Picci, M, Catalysis of the epoxy-carboxyl reaction.’ J. Coat. Technol., 74 33–44 (2002)

    Article  CAS  Google Scholar 

  2. Worner, C, Muller, P, Mulhaupt, R, 1,2-Oxazoline intermediates in reactive processing applications: 3.’ Polymer, 39 (3) 611–615 (1998)

    Article  CAS  Google Scholar 

  3. Oldring, P, Hayward, C, Resins for Surface Coatings. Vol. 2. Sita Technology, London (1987) ISBN: 0 9477 98 06 4

    Google Scholar 

  4. Saegusa, T, Kobayasghi, S, Encyclopedia of Polymer Science and Technology. Suppl Vol. 1. Wiley, New York (1992) ISBN: 0471 5296 7

    Google Scholar 

  5. Ryan, A, Angus Chemical Company, 1500 E. Lake Cook Road, Buffalo Grove, IL, Potentiometric titration for oxazoline – method obtainable with permission

  6. Nakano, S, Endo, T, ‘Cationic polymerisation of glycidyl phenyl ether by benzylammonium salt.’ J. Polym. Sci.: Part A, 33 507–516 (1995)

    Article  Google Scholar 

  7. Hill, LW, ‘Structural property relationships of thermoset coatings.’ J. Coat. Technol., 64 28–37 (1992)

    Google Scholar 

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Correspondence to D. L. Trumbo.

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Trumbo, D.L., Otto, J.T. Epoxidized fatty acid-derived oxazoline in thermoset coatings. J Coat Technol Res 5, 107–111 (2008). https://doi.org/10.1007/s11998-007-9040-1

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  • DOI: https://doi.org/10.1007/s11998-007-9040-1

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