Korean Chemical Engineering Research

The Korean Institute of Chemical Engineers (한국화학공학회)
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Hydrolysis of Sulfur Mustard(HD) in Water

Sulfur Mustard(HD)의 가수분해

  • Received : 2006.11.13
  • Accepted : 2007.01.11
  • Published : 2007.06.30
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Abstract

The hydrolysis reaction of sulfur mustard(HD, bis 2-chloroethylsulfide), one type of the blister agents was studied in water to find the operation conditions which can convert HD into less toxic compounds. The reaction was proceeded into two steps. First, 10~20 wt% of HD was hydrolyzed in water at $90^{\circ}C$ for 2 hr and aqueous sodium hydroxide solution(2.1 eq) was subsequently added to the reaction mixture at room temperature. The efficiency of HD hydrolysis at this experimental conditions was greater than 99.99% and the final degradation products of HD were 68 wt% of thiodiglycol, 8 wt% of 1,2-bis(2-hydroxyethylthio)ethane and 24 wt% of bis(2-hydroxyethylthioethyl)ether.

수포작용제의 일종인 sulfur mustard(HD, bis 2-chloroethylsulfide)를 무해한 물질로 전환하기 위한 공정 운영조건을 찾기 위하여 물에 의한 HD 가수분해 반응을 연구하고 분석절차를 수립하였다. 반응은 2단계로 진행하였다. 먼저, HD 10~20 wt%를 $90^{\circ}C$ 물에서 2시간 동안 가수분해 한 후 상온에서 가성소다 수용액(2.1 당량)을 주입하면서 반응시간에 따른 HD의 농도변화를 측정하였다. 이 실험조건에서 HD의 분해효율은 99.99% 이상 이었으며 가수분해 후의 최종 분해물질은 thiodiglycol 68 wt%, 1,2-bis(2-hydroxyethylthio)ethane 8 wt% 및 bis(2-hydroxyethylthioethyl)ether 24 wt% 이었다.

Keywords

References

  1. Somani, S. M., Chemical Warfare Agents, CRC Press, Boca Raton(2001)
  2. Fact Sheets, The U.S. Army Chemical Materials Agency(CMA), http://www.cma,army.mil
  3. U. S. National Research Council, 'Review and Evaluation of Alternative Technologies for Demilitarization of Assembled Chemical Weapons, Appendix D,' National Academic Press, Washington D.C., USA(1999)
  4. National Research Council, 'Interim Design Assessment for the Blue Grass Chemical Agent Destruction Pilot Plant,' National Academic Press, Washington D.C.,(2005)
  5. Chemical Weapons Convention, Organization for the Prohibition of Chemical Weapons. http://www.opcw.nl
  6. NATO Advanced Research Workshop, Destruction of Chemical Weapons: Report of the NATO Advanced Research Workshop on Destruction of Military Toxic Waste, Naaldwijik, Netherlands, May(1994). http://www.opcw.nl/chemhaz/arwnaal1.htm
  7. Workshop on Advances in the Alternative Demilitarization Technologies, Reston, Virginia, U.S.A.,(1995)
  8. Lee, J.-C., 'Chemical Weapons Destruction Technology(II),' J. Kor. Soc. Wast. Man., 16(3), 217-231(1999)
  9. Yang, Y.-C. Baker, J.A. and Ward, J. R., 'Decontamination of Chemical Warfare Agents,' Chem Rev., 92, 1729-1743(1992) https://doi.org/10.1021/cr00016a003
  10. Yang, Y.-C., Szafraniec, L. L., Beaudry, W. T. and Ward, J. R., 'Kinetics and Mechanism of the Hydrolysis of 2-Chloroethyl Sulfides,' J. Org. Chem., 53, 3293-3297(1988) https://doi.org/10.1021/jo00249a029
  11. Harvey, S. P., Beaudry, W. T., Bossell, P. C., Kolakowski, J. E., Procell, L. R., Rohrbaugh, D. L., Sorrick, D. C., Stroup, A. N., Szafraniec, L. L., Yang, Y.-C. and Wagner, G. W., 'Caustic Hydrolysis of Sulfur Mustard,' ERDEC-TR-385, Chemical Research, Development and Engineering Center, APG, U.S.A.,(1997)
  12. Harvey, S. P., Kolakowski, J. E., Sumpter, K. B., Szafraniec, L. L., Harley, M. V. and Rohrbaugh, D. K., 'Hydrolysis of 15 wt% HD in Water,' ECBC-TR-121, Chemical Biologcal Center, APG, U.S.A.,(2000)
  13. Gupta, A. K., Dubey, D. L. and Kaushik, M. P., 'A Simple and Economical Chemical Neutralization Method for the Destruction of Sulfur Mustard and Its Analogues,' J. Hazard. Mater., B 139, 154-159(2007) https://doi.org/10.1016/j.jhazmat.2006.06.016
  14. Lee, J.-C., Lee, Y.-H., Park, H. and Choi, S.-J., 'Hydrolysis of Methylphosphonic Difluoride and HF Recovery from the Hydrolysate,' HWAHAK KONGHAK, 41(4), 464-470(2003)
  15. Yoon, Y., Choi, H. H., Chung, S.-T. and Choe, S., 'The Resolving Effect of Hydroxides, Oxides and Chelate Cu(t min) Compounds on Toxic Chemicals,' Kor. Ind. Eng. Chem. 14(8), 1051-1057 (2003)
  16. Lee, Y.-H., Lee, J.-C. and Hong, D., 'Hydrolysis of Sarin(GB) in Aqueous NaOH Solution,' Kor. Chem. Eng. Res., 45(2), 172-179 (2007)
  17. Irvine, D. A., Early, J. P., Cassidy, D. P. and Harvey, S. P., 'Biodegradation of Sulfur Mustard Hydrolysate in the Sequencing Batch Reactor,' Water Sci. Tech., 35(1), 67-74(1997)
  18. Creasy, W. R., Stuff, J. R., Williams, B., Morrissey, K., Mays, J., Duevel, R. and Durst, H. D., 'Identification of Chemical-weapons- related Compounds in Decontamination Solutions and Other Matrices by Multiple Chromatographic Techniques,' J. Chromatogr A, 774, 253-263(1997) https://doi.org/10.1016/S0021-9673(97)00155-6
  19. D'Agostino, P. A., Hancock, J. R. and Chenier, C. L., 'Packed Capillary Liquid Chromatography-electrospray Ionization (tandem) Mass Spectrometry of Mustard Hydrolysis Products in Soil,' J. Chromatogr A, 1058, 97-105(2004) https://doi.org/10.1016/j.chroma.2004.07.041
  20. Hanaoka, S., Nomura, K. and Wada, T., 'Determination of Mustard and Lewisite Related Compounds in Abandoned Chemical Weapons (yellow shells) from Sources in China and Japan,' J. Chromatogr A, 1101, 268-277(2006) https://doi.org/10.1016/j.chroma.2005.10.028