Dithio-carbamate containing alkythio group and hydroxy substituting group
An alkyl and sulfur-based technology, used in the field of wear inhibitors, can solve problems such as engine wear, oxidation, and reduction, and achieve the effects of reducing friction and improving fuel economy
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Embodiment 1
[0045] A 1000 mL four-neck round bottom flask was equipped with a mechanical stirrer, addition funnel, thermometer and reflux condenser cooled to approximately 5°C. Dry nitrogen entered the reactor through the addition funnel and exited the reactor through the reflux condenser. The reactor was cooled with an ice-water bath and charged with epichlorohydrin (46.3 g, 0.50 mol) and tert-dodecylmercaptan (101.1 g, 0.50 mol). The mixture was stirred while cooling to about 5-10°C. Sodium hydroxide (21.2g, 0.53mol), water (230g) and tetrabutylammonium hydroxide (40% in water, 6.0g, 6mmol) were mixed and added slowly to epichlorohydrin and t-dec in dialkyl mercaptans. An exotherm was observed and cooling was continued to maintain the reaction temperature between 5-10°C during the addition. After the addition, the reaction mixture was heated at 50°C for 2 hours and cooled to 5°C. Carbon disulfide (40.0 g, 0.53 mol) was then added rapidly to the reaction mixture. Dibutylamine (65.0 ...
Embodiment 2
[0054] A 2000 mL four-necked round bottom flask was equipped with a mechanical stirrer, addition funnel, thermometer and reflux condenser cooled to approximately 5 °C. Dry nitrogen enters the reactor through the addition funnel and exits the reactor through the reflux condenser. The reactor was cooled with an ice-water bath and charged with epichlorohydrin (138.9 g, 1.50 mol) and 2-ethylhexyl 3-mercaptopropionate (327.6 g, 1.50 mol). The mixture was stirred while cooling to about 5-10°C. Sodium hydroxide (63.0 g, 1.58 mol), water (700 g) and tetrabutylammonium hydroxide (40% in water, 18.8 g, 19 mmol) were mixed and added slowly to epichlorohydrin and 2- Ethylhexyl 3-mercaptopropionate. An exotherm was observed at the beginning of the addition, resulting in a temperature of 80°C. To add the remaining material, the temperature was returned to 5°C and cooling was continued to maintain the reaction temperature between 5-10°C. After the addition, the reaction mixture was heate...
Embodiment 3
[0063] A 1000 mL four-neck round bottom flask was equipped with a mechanical stirrer, addition funnel, thermometer and reflux condenser cooled to approximately 5°C. Dry nitrogen enters the reactor through the addition funnel and exits the reactor through the reflux condenser. The reactor was cooled with an ice-water bath and charged with epichlorohydrin (46.3 g, 0.50 mol) and n-dodecylmercaptan (101.2 g, 0.50 mol). The mixture was stirred while cooling to about 5-10°C. Sodium hydroxide (21.0 g, 0.52 mol), water (240 g) and tetrabutylammonium hydroxide (40% in water, 7.0 g, 7 mmol) were mixed and slowly added to epichlorohydrin and n- in dodecyl mercaptan. An exotherm was observed and cooling was continued to maintain the reaction temperature between 5-10°C during the addition. After the addition, the reaction mixture was heated at 50°C for 2 hours and cooled to 5°C. Carbon disulfide (40.0 g, 0.53 mol) was then added rapidly to the reaction mixture. Next, dibutylamine (64....
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