Thiadiazole과 Dithiocarbamate 유도체의 내마모 특성

김성기; 황국비엣; 이주연; 김영준; 정근우; 김영운; Sung-Ki Kim; Quoc-Viet Hoang; Ju-Yeon Lee; Yeong-Joon Kim; Keun-Woo Chung; Young-Wun Kim

Applied Chemistry for Engineering, Vol.27, No.5, 521-526, October, 2016

DOI10.14478/ace.2016.1076 Export Citation

Thiadiazole과 Dithiocarbamate 유도체의 내마모 특성

Anti-wear Properties of Thiadiazole and Dithiocarbamate Derivatives

김성기, 황국비엣, 이주연, 김영준^†, 정근우 ¹, 김영운 ¹

충남대학교 자연과학대학 화학과
¹한국화학연구원 산업바이오화학연구센터

Sung-Ki Kim, Quoc-Viet Hoang, Ju-Yeon Lee, Yeong-Joon Kim^†, Keun-Woo Chung¹, and Young-Wun Kim¹

Department of Chemistry, Chungnam National University, Daejeon 34134, Korea
¹Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT, Daejeon 34114, Korea

E-mail:

초록

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.

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.

Keywords:lubricant additives;dithiocarbamate;1,3,4-thiadiazole;anti-wear;solubility

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[1] Graham J, Spikes H, Korcek S, Tribol. Trans., 44, 626 (2001)

[2] Dickert JJ, Rowe CN, J. Org. Chem., 32(3), 647 (1967)

[3] Hwang DH, Kim YW, Chung K, Yang TK, J. Korean Ind. Eng. Chem., 19(1), 51 (2008)

[4] Komvopoulos K, Pernama SA, Yamaguchi ES, Ryason PR, Tribol. Trans., 49, 151 (2006)

[5] Hua JQ, Wei XY, Daic GL, Feia YW, Xiea F, Zong ZM, Tribol. Int., 41, 549 (2008)

[6] Tohyama M, Ohmori T, Murase A, Masuko M, Tribol. Int., 42, 926 (2009)

[7] Hua W, Jing L, Hongling Y, Xiangqiong Z, Lingbo L, Tianhui R, Tribol. Int., 40, 1246 (2007)

[8] Xiangqionga Z, Heyanga S, Wenqia R, Zhongyi H, Tianhui R, Wear, 258, 800 (2005)

[9] Gao YJ, Zhang ZJ, Xue QJ, Mater. Res. Bull., 34(12-13), 1867 (1999)

[10] Zhu F, Fan W, Wang A, Zhu Y, Wear, 266, 233 (2009)

[11] Wan Y, Pu Q, Xue Q, Su Z, Wear, 192, 74 (1996)

[12] Wan Y, Yao W, Ye X, Cao L, Shen G, Yue Q, Wear, 210, 83 (1997)

[13] Zhang J, Liu W, Xue Q, Wear, 231(1), 65 (1999)

[14] Huang W, Dong J, Li F, Chen B, Tribol. Int., 33, 553 (2000)

[15] Zhang J, Liu W, Xue Q, Ren T, Wear, 224, 160 (1999)

[16] Kim YJ, Hoang QV, Kim SK, Cho CY, Kim J, Chung KW, Kim YW, Bull. Korean Chem. Soc., 34(7), 2044 (2013)