Deamination of MDA in the Recycled Polyol Obtained from the Glycolysis of Waste MDI Based Polyurethane Foam

  • Kim, Min-Gyu (Hanbat National University, Department of Applied Chemistry) ;
  • Kim, Sang-Hern (Hanbat National University, Department of Applied Chemistry) ;
  • Chun, Jong-Han (Hanbat National University, Department of Applied Chemistry) ;
  • Soon, Lee-Young (Seoul National University of Technology, Department of Safety Engineering)
  • 발행 : 2005.06.30

초록

Recycled polyol was obtained by glycolysis of MDI-based Polyurethane(PU) rigid foam. The chemical structure of the recycled pclyol was confirmed by GC(gas chromatography) and 1H-NMR. The recycled polyol throughout the glycolysis contained liquid polyol and methylenedianiline(MDA). MDA which could cause liver cancer is carcinogenic material. TWA(Time Weighted Average.) amount for MDA in MSDS(Material Safety Data Sheets) was confined less than 0.1 ppm. The melting temperature of MDA is $92^{\circ}C$, and boiling temperature is $398^{\circ}C$. During the gylcolysis most of MDA was dissolved in liquid polyol. The probability that MDA diffuses into the atmosphere is low but there could be an absorption of MDA into skin. Furthermore because MDA is amine compound, recycled polyol which contained MDA had a difficulty in reaction control of polyurethane. Therefore reduction of MDA amount was needed strongly. In this study the elimination of MDA were performed through deamination of the recycled polyol by glycidyl ether compounds. As glycolysis was proceeded, the amount of MDA was 9.8 wt % at early stage and increased up to 14.0 wt % after 8 hours reaction. It was found that 2-Ethylhexyl glycidyl ether which contains aliphatic moiety was very effective compound for eliminating the primary aromatic amine compound :md the optimal mole ratio of 2-ethylhexyl glycidyl ether to MAD was 3. The final polyol after deamination by 2-ethylhexyl glycidyl ether has an appropriate viscosity(less than 500 centi poise) for polyurethane reaction.

키워드

참고문헌

  1. C. Hepburn, Polyurethane Elastomer, Elsevier Science Publishers L.T.D. pp.1-50, 1992
  2. N. Enayati, A. Riahi, J. Li, H. Topac, H. Arastoopour, G. Ivanov and F. Shutoy Proceedings of the SPI Polyurethanes October, pp.103, 1993
  3. J. Casey, V. T. Donerail and C. W. Tramore, European Patent, 528-456 A1, 1993
  4. P. Ferdinand, S. Hans-Michael, A. Ferdinanad, W. Jurgen and R. Reiner, U. S. Patent, 5,451,376, 1995
  5. C. Mitchell, T. Patel, S. Venkatasanthanam and F. Shutov, Proceedings of the SPI Polyurethanes October, pp105, 1996
  6. D. Sinopoli and P. Farkas, Proceedings of the SPI Polyurethanes October, pp.68, 1996
  7. Kouji Kanaya and Shizuo Takahashi, 'Decomposition of polyurethane foams by alkanolamines', J. Appl. Polym. Sci. Vol.51, pp.675, 1994
  8. G. A. Campbell and W. C. Meruch, 'Polyurethane waste disposal process development Amine recovery', J. Appl. Polym. Sci. Vol.21, pp.581, 1977
  9. B. Gunter and A. Johannes, DE 275904 A1, 1979
  10. N. Hartmut, R. Werner, DE 1951933, 1995
  11. L. Ulrich, M. Thomas, N. Hartmut and R. Werner, DE 4217024 A1, 1993
  12. Y. L. Morozov, E. V. Khabarova, Y. M. Alter, A. P. Tkachuk and S. Gorman, Proceedings of the SPI Poly- urethanes October, pp 108, 1993
  13. M. M. Reinaldo and E. F. Brian, US Patent 5,300,530, 1994
  14. G. Bauer, U. S. Patent 5,410,008, 1995
  15. S. H. Shin, J. H. Chun and B. S. Tae, Proceedings of the SPI Polyurethanes October, pp. 77, 1996
  16. T. Munzmany, P. Fuhrmann, F. Lamla W. Meckel and W. Rasshofer, U. S. Patent, 5,616,623, 1997
  17. T. Munzrnany, W. Rasshofer and W. Meckel, US Patent, 5,635,542, 1997
  18. R. W. Walter and T. D. David, Proceedings of the SPI Polyurethanes October, pp.83, 1996
  19. K. K. You, D. T. Durocher, P. Ch. Kierkus and T. L. Fisherback, Proceedings of the SPI Polyurethanes October, pp.598, 1997