Matrix-isolation pyrolysis investigation of mercapto-functionalized 1,3,4-thiadiazoles: thermal stability of thiadiazole lubricant additives.
A series of high-vacuum thermolysis experiments with alkyldithio thiadiazoles was performed between ambient temperature and 900 degrees C to investigate the thermal stability of thiadiazole type lubricant additives. The thermolysis products were trapped by matrix-isolation techniques and characterized by IR spectroscopy. Thermolysis of 2-(tert-butyldithio)-5-methyl-,3,4-thiadiazole (TB1) gave 2-methylpropene, isothiocyanic acid (HNCS), 2-mercapto-5-methyl-1,3,4-thiadiazole (McMT), hydrogen cyanide (HCN), carbon disulfide (CS2), acetonitrile (CH3CN), and elemental sulfur S(x) [x = (2), 4, 6, 8]. A decomposition mechanism is discussed explaining the temperature-dependent composition of product mixtures, and a general precursor concept for organosulfur type anti-wear additives is presented.
Hipler
Frank
F
RuboChem, P.O. Box 250 552, D-44743 Bochum, Germany. frank.hipler@rubochem.com
Fischer
Roland A
RA
Müller
Jens
J
D003198:Computer Simulation; D015394:Molecular Structure; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature; D013830:Thiadiazoles / Q000737:chemistry*
C544918:2-(tert-butyldithio)-5-methyl-,3,4-thiadiazole; D013830:Thiadiazoles