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The behavior of MEKO-blocked isocyanate compounds in aluminum flake pigmented, polyester–polyurethane can coating systems

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Abstract

Information is given concerning the curing characteristics of polyester–polyurethane (PEPU)-based food can coatings and the analysis of the free isocyanate by-products. The behavior of a methyl ethyl ketoxime (MEKO)-blocked isocyanate on heating was studied using thermal analytical techniques. Following this, the curing behavior of a PEPU-based can coating (PEPU01 that contained an aluminum flake pigment) and the MEKO-blocked isocyanate was investigated. A study of the unblocking of the MEKO-blocked isocyanate in the PEPU01 can coatings was undertaken with respect to the migration potential of any residual-free isocyanate compounds that could migrate from the cured PEPU can coatings to the surrounding medium (e.g., foodstuffs).

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References

  1. Turner, TA, Canmaking: The Technology of Metal Protection and Decoration. London · Weinheim · New York · Tokyo · Melbourne · Madras: BLACKIE A & P, 1998. ISBN: 0751403954.

    Google Scholar 

  2. Schaefer, A, Identification and Quantification of Migrants from Can Coatings—an Approach to Elucidate the Total Migrate Below 1000 Da. Ph.D. Thesis, University of Hamburg, Hamburg (2003)

  3. Schaefer, A., Ohm, V. A. and Simat, T. J. Migration from can coatings: Part 2. Identification and quantification of migrating cyclic oligoesters below 1000 Da. Food Additives and Contaminants. 2004, 21(4), 377-389. doi:10.1080/02652030310001657388.

    Article  CAS  PubMed  Google Scholar 

  4. Oldring, PKT, “What are Food Can Coatings and How are They Used?” LINK Training Programme for CSL and Leeds University, Grüningen, Switzerland, September 2004

  5. Biedermann, M., Bronz, M., Grob, K., Gfeller, H. and Schmid, J. P. BADGE and its accompanying compounds in canned oily foods: further results. Mitteilungen aus dem Gebiete der Lebensmittel und Hygiene. (1997), 88, 277-292.

    CAS  Google Scholar 

  6. Biedermann, M., Bronz, M., Brüchler, B., Grob, K., Keller, F., Neukom, H. P., Richard, N., and Spinner, C. Reaction products of bisphenol-A-diglycidyl ether (BADGE) and bisphenol-F-diglycidyl ether (BFDGE) with hydrochloric acid and water in canned foods with aqueous matrix. Mitteilungen aus dem Gebiete der Lebensmittel und Hygiene. 1999, 90, 177-194.

    CAS  Google Scholar 

  7. Schaefer, A. and Simat, T. J. Migration from can coatings: Part 3. Synthesis, identification and quantification of migrating epoxy-based substances below 1000 Da. Food Additives and Contaminants. 2004, 21(4), 390-405. doi:10.1080/02652030310001657388.

    Article  CAS  PubMed  Google Scholar 

  8. Reisch, J. W., Blackwell, R. S., Wokcik, R. R., O’Connor. J. M. and Chandalia, K. B. Urethane coatings formulated with blends of polyisophore diisocyanate and polyhexamethylene diisocyanate. Surface Coating International. 1995, 78(9), 380-387.

    CAS  Google Scholar 

  9. Gite, V. V., Mahulikar, P. P., Hundiwale, D. G. and Kapadi, U. R. Polyurethane coatings using trimer of isophorone diisocyanate. Journal of Scientific & Industrial Research. 2004, 63, 348-354.

    CAS  Google Scholar 

  10. Driffield, M., Bradley, E. L., and Castle, L. A method of test for residual isophorone diisocyanate trimer in new polyester-polyurethane coatings on light metal packaging using liquid chromatography with tandem mass spectrometric detection. Journal of Chromatography A. 2007, 1146, 61-66. doi:10.1016/j.chroma.2006.12.005.

    Article  Google Scholar 

  11. Carlson, G. M., Neag, C. M., Kuo, C. and Provder, T. FTIR and thermal-mechanical cure characterization of blocked isocyanate-containing coatings. Polymer Science Technology (Plenum). 1987, 36, 197-212.

    CAS  Google Scholar 

  12. Engbert, T, Jurgens, E, Konig, E, “One-Pack Stoving Urethane Systems with Low Thermal Yellowing and Low Stoving Temperature.” 23rd FATIPEC Congress, vol. B, pp. 115–143, 1996

  13. Jiang, C, Chemical Reactions in Can Coating Systems: Their Relevance to the Coating Characteristics and the Performance of Can Coatings. Ph.D. Thesis, University of Leeds, Leeds (2008)

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Acknowledgment

This study was carried out as a part of a DEFRA LINK project FQS45 New technologies and chemistries for food can coatings. Funding by Defra and matching funds in kind from Valspar Corporation, Impress Group and H. J. Heinz are gratefully acknowledged.

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Correspondence to J. T. Guthrie.

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Jiang, C., Driffield, M., Bradley, E.L. et al. The behavior of MEKO-blocked isocyanate compounds in aluminum flake pigmented, polyester–polyurethane can coating systems. J Coat Technol Res 7, 57–65 (2010). https://doi.org/10.1007/s11998-009-9174-4

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  • DOI: https://doi.org/10.1007/s11998-009-9174-4

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