Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Anti-wear Properties of Thiadiazole and Dithiocarbamate Derivatives

Thiadiazole과 Dithiocarbamate 유도체의 내마모 특성

  • Kim, Sung-Ki (Department of Chemistry, Chungnam National University) ;
  • Hoang, Quoc-Viet (Department of Chemistry, Chungnam National University) ;
  • Lee, Ju-Yeon (Department of Chemistry, Chungnam National University) ;
  • Kim, Yeong-Joon (Department of Chemistry, Chungnam National University) ;
  • Chung, Keun-Woo (Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT) ;
  • Kim, Young-Wun (Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT)
  • 김성기 (충남대학교 자연과학대학 화학과) ;
  • 황국비엣 (충남대학교 자연과학대학 화학과) ;
  • 이주연 (충남대학교 자연과학대학 화학과) ;
  • 김영준 (충남대학교 자연과학대학 화학과) ;
  • 정근우 (한국화학연구원 산업바이오화학연구센터) ;
  • 김영운 (한국화학연구원 산업바이오화학연구센터)
  • Received : 2016.08.01
  • Accepted : 2016.08.12
  • Published : 2016.10.10
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Abstract

Some thiadiazole and dithiocarbamate derivatives were desinged and synthesized in order to study the potential use as anti- wear additives. Their anti-wear properties in three different base oils (DB-51, soybean, and 100 N) were evaluated using a four-ball wear tester (ASTM D4172). The solubilities of dithiocarbamate derivatives in the base oils were better than those of thiadiazole derivatives. The compounds containing oleoyl group rather than nonanoyl group gave good anti-wear properties. The solubilities and anti-wear properties were explained by the polarity of the compounds.

알킬그룹과 에스터, 싸이오에스터, 아미드 등의 결합을 가지는 다양한 싸이아다이아졸과 다이싸이오카바메이트 유도체를 분자설계하고 합성하였다. 이들의 내마모제로써 사용 가능성 연구를 위하여 DB-51, 대두유, 100 N에 대한 용해도와 내마모 특성을 분자 구조 및 극성 비교에 따라 고찰하였다. 윤활기유에 대한 용해도는 다이싸이오카바메이트 유도체가 싸이아다이아졸 유도체 보다 좋았다. 싸이아다이아졸 유도체가 다이싸이오카바메이트 유도체 보다는 내마모 특성이 더 우수하였으며, 특히 알킬 그룹이 올레일 그룹일 때 가장 뛰어난 성능을 보여주었다.

Keywords

References

  1. J. Graham, H. Spikes, and S. Korcek, The Friction Reducing Properties of Molybdenum Dialkyldithiocarbamate Additives, Tribol. Trans., 44, 626-636 (2001). https://doi.org/10.1080/10402000108982504
  2. J. J. Dickert and C. N. Rowe, The thermal decomposition of metal O,O-dialkyl phosphorodithioates, J. Org. Chem., 32(3), 647-653 (1967). https://doi.org/10.1021/jo01278a031
  3. D. H. Hwang, Y. W. Kim, K. W. Chung, and T. K. Yang, Synthesis of Oleic Acid Esters containing Thiocarbamate Group as Anti-wear Additives, J. Korean Ind. Eng. Chem., 19(1), 51-58 (2008).
  4. K. Komvopoulos, S. A. Pernama, E. S. Yamaguchi, and P. R. Ryason, Friction Reduction and Antiwear Capacity of Engine Oil Blends Containing Zinc Dialkyl Dithiophosphate and Molybdenum- Complex Additives, Tribol. Trans., 49, 151-165 (2006). https://doi.org/10.1080/05698190500544353
  5. J. Q. Hua, X. Y. Wei, G. L. Daic, Y. W. Feia, F. Xiea, and Z. M. Zong, Tribological behaviors and mechanism of sulfur- and phosphorus-free organic molybdate ester with zinc dialkyldithiophosphate, Tribol. Int., 41, 549-555 (2008). https://doi.org/10.1016/j.triboint.2007.11.020
  6. M. Tohyama, T. Ohmori, A. Murase, and M. Masuko, Friction reducing effect of multiply adsorptive organic polymer. Tribol. Int., 42, 926-933 (2009). https://doi.org/10.1016/j.triboint.2008.12.012
  7. W. Hua, L. Jing, Y. Hongling, Z. Xiangqiong, L. Lingbo, and R. Tianhui, The tribological behavior of diester-containing polysulfides as additives in mineral oil, Tribol. Int., 40, 1246-1252 (2007). https://doi.org/10.1016/j.triboint.2007.01.024
  8. Z. Xiangqionga, S. Heyanga, R. Wenqia, H. Zhongyi, and R. Tianhui, Tribological study of trioctylthiotriazine derivative as lubricating oil additive, Wear, 258, 800-805 (2005). https://doi.org/10.1016/j.wear.2004.09.067
  9. Y. Gao, Z. Zhang, and Q. Xue, Study on 1,3,4-thiadiazole derivatives as novel multifunctional oil additives, Mater. Res. Bull., 34, 1867-1874 (1999). https://doi.org/10.1016/S0025-5408(99)00226-3
  10. F. Zhu, W. Fan, A. Wang, and Y. Zhu, Tribological study of novel S-N style 1,3,4-thiadiazole-2-thione derivatives in rapeseed oil, Wear, 266, 233-238 (2009). https://doi.org/10.1016/j.wear.2008.06.016
  11. Y. Wan, Q. Pu, Q. Xue, and Z. Su, Antiwear and extreme pressure characteristics of 2-mercaptobenzothiazole derivative as the potential lubricating oil additives, Wear, 192, 74-77 (1996). https://doi.org/10.1016/0043-1648(95)06752-3
  12. Y. Wan, W. Yao, X, Ye, L. Cao, G. Shen, and Q. Yue, Tribological performance and action mechanism of certain S.N heterocyclic compounds as potential lubricating oil additives, Wear, 210, 83-87 (1997). https://doi.org/10.1016/S0043-1648(97)00014-8
  13. J. Zhang, W. Liu, and Q. Xue, The effect of molecular structure of heterocyclic compounds containing N, O and S on their tribological performance, Wear, 231(1), 65-70 (1999). https://doi.org/10.1016/S0043-1648(99)00111-8
  14. W. Huang, J. Dong, F. Li, and B. Chen, The performance and antiwear mechanism of (2-sulfuronebenzothiazole)-3-methyl esters as additives in synthetic lubricant, Tribol. Int., 33, 553-557 (2000). https://doi.org/10.1016/S0301-679X(00)00105-5
  15. J. Zhang, W. Liu, Q. Xue, and T. Ren, A study of N and S heterocyclic compound as a potential lubricating oil additive, Wear, 224, 160-164 (1999). https://doi.org/10.1016/S0043-1648(98)00322-6
  16. Y. J. Kim, Q. V. Hoang, S. K. Kim, C. Y. Cho, J. Kim, K. W. Chung, and Y. W. Kim, Synthesis of Poly (glycerol-succinic acid)-dithiocarbamate and Poly (glycerol-succinic acid)-1, 3, 4-thiadiazole Dendrimers and Their Use as Anti-Wear Oil Additives, Bull. Korean Chem. Soc., 34(7), 2044-2050 (2013). https://doi.org/10.5012/bkcs.2013.34.7.2044