A Study on the Optimal Preparation Condition of Fungicide Propineb

살균제 Propineb의 제조 공정 최적화 연구

  • Shin, Hee-Kwan (Department of Industrial Chemistry, Sangmyung University) ;
  • Woo, Je-Wan (Department of Industrial Chemistry, Sangmyung University)
  • Published : 2004.12.30

Abstract

The process for the preparation of fungicide propineb starting with 1,2-diaminopropane was studied on the optimal condition base. Side reaction producing toxic material 1,2-propylenethiourea could be ieduced effectively by using phase transfer catalyst and the product was noticed to show a great improvement in yield and purity. Especially when the phase transfer catalyst tetraphenylphosphonium bromide is used, the yield and the purity of the product were found to be best with up to 95 and 96% respectively and the byproduct content was shown within 1.7%. Also, the contents of wetting agent AES and dispersing agent APS were optimally chosen $3.1\sim4.0%$ and $4.0%\sim5.0%$ respectively for the improvement of suspensibility and wettability of Propineb WP.

1,2-Diaminopropane을 출발물질로 하는 원예용 살균제 propineb의 제조공정을 최적화하였다. 독성 부 반응물인 1,2-propylenethiourea의 발생을 억제하기 위하여 상전이 촉매를 사용하였으며, 이때 product의 수율과 순도가 획기적으로 향상됨을 확인하였다. phosphonium 염계 상전이 촉매인 tetraphenylphosphonium bromide를 사용한 경우 생성물의 순도 96%, 수율 95% 및 부반응물 함량 1.7%로 가장 좋은 결과를 보였다. 또한 propineb의 현수성과 수화성을 개선하기 위하여 AES를 수화성 계면활성제로, APS를 현수성 계면활성제로 사용하였으며, 이들의 최적 조건은 AES $3.1\sim4.0%$, APS $4.0\sim5.0%$이었다.

Keywords

References

  1. Lo, C. C., M. H. Ho and M. D. Hung (1996) Use of High-Performance Liquid Chromatographic and Atomic Absorption Methods To Distinguish Propineb, Zineb, Maneb, and Mancozeb Fungicides, J. Agric. Food Chem. 44:2720-2723.
  2. Gueguen, F., F. Boisde, A. L. Queffelec, J. P. Haelters, D. Thouvenot, B. Corbel and P. Nodet (2000) Hapten Synthesis for the Development of a Competitive Inhibition Enzyme-Immunoassay for Thiram, J. Agic. Food Chem. 48:4492-4499
  3. Caldas, E. D. M. H Conceicao, M. C. C. Miranda, L. Cesar, K. R. de Souza, and J. F. Lima (2001) Determination of Dithiocarbamate Fungicide Residues in Food by a Spectrophotometric Methode Using a Vertical Disulfide Reaction System, J. Agic. Food Chem. 49:4521-4525
  4. Kubo, H, Y. Tsuda, Y. Yohimura, H. Homma and H. Nakazawa (2003)Chemiluminescence of Dithiocarbamate Fungicides Based on the Luminol Reaction, Analytica Chimica Acta 494:49-53
  5. 국립농업자재검사소 (1992) 농약분석방법 pp.873
  6. 우제완,이상필,백충훈,이유석 (1997) 살균제 Propineb의 현수성과 수화성에 대한 계면활성제의 영향, Applied Chemistry 1:574-578
  7. 우제완,이상협,이상필 (1998) 프로필렌비스(디티오카바메이트) 디알칼리금속염의 제조 방법,한국특허 0185126