Oleochemical synthesis of sulfanes, their structure and properties

2017;
: pp. 365–371
Authors: 

Iurii Bodachivskyi, Grigoriy Pop, Leonid Zheleznyi, Stepan Zubenko, Mykhailo Okhrimenko

Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine, 1, Murmanska St., 02094 Kyiv, Ukraine

For the first time, oleochemical sulfanes were synthesized via sequential vulcanization of fatty acid alkyl esters from rapeseed oil by benzoyl peroxide and elemental sulfur. Their structure and properties were established by the methods of instrumental analysis and it was shown that oleochemical sulfanes are complex structures with different cross-linking degrees, which provide excellent antioxidant and tribological characteristics and do not cause steel or copper corrosion under harsh test conditions.

[1] Steudel R.: Chem. Rev., 2002, 102, 3905. https://doi.org/10.1021/cr010127m
[2] Torbacke M., Rudolphi A., Kassfeldt E.: Lubricants: Introduction to Properties and Performance. Wiley, Chichester 2014. https://doi.org/10.1002/9781118799734
[3] Cristano A.: NLGI Spokesman, 2000, 64, 22.
[4] Rudnick L.: Lubricant Additives: Chemistry and Application. CRC Press, New York 2010.
[5] Popov Y., Uskach Y, Ledenyov S. et al.: Khim. i Technol. Topliv i Masel, 2014, 3, 17.
[6] Ledenyov S, Popov Y., Kroman D., Pavlova V.: Khim. i Technol. Topliv i Masel, 2015, 5, 21.
[7] Krueger M., Byers J., Turchin H.: Pat. EU 0656415A1, Publ. Jun. 07, 1995.
[8] Bodachivskyi Y., Pop G.: Kataliz i Neftehimiya, 2014, 23, 27.
[9] Bodachivskyi Y., Pop G., Rogalskyi S.: Kataliz i Neftehimiya, 2015, 24, 41.
[10] Armarego W., Chai C.: Purification of Laboratory Chemicals. Elsevier Inc., Waltham 2013.
[11] Patrylak L., Patrylak K., Okhrimenko M. et al.: Fuel, 2013, 113, 650. https://doi.org/10.1016/j.fuel.2013.06.020
[12] Zubenko S., Patrylak L.: Kataliz i Neftehimiya, 2014, 23, 46.
[13] Frisch M., Trucks G., Schlegel H. et al.: Gaussian 09, Revision A.02. Gaussian, Wallingford 2009.
[14] Ishchuk Yu.: Technologia Plastichnyh Smazok. Naukova dumka, Kiev 1986.
[15] Antonovskyi V., Hursan S.: Fizicheskaya Khimia Organicheskih Peroksidov. Akademkniga, Moskva 2003.
[16] Pretsch E., Buhlman P., Badertscher M.: Structure Determination of Organic Compounds. Springer, Berlin 2009.
[17] Hofmann W.: Vulkanizatsiya i Vulkanizuyuschiye Agenty. Khimiya, Moskva 1968.
[18] Zhaoa B., Wana P., Liua J. et al.: Thermochimica Acta, 2012, 543, 232. https://doi.org/10.1016/j.tca.2012.05.029
[19] Lua K., Chena T., Hu K.: J. Hazard. Mat., 2009, 161, 246. https://doi.org/10.1016/j.jhazmat.2008.03.078
[20] Lv J., Chen W., Chen L. et al.: Proceed. AiChe Annual Meeting, USA, San Francisco 2013, 318455.
[21] Sun C., Yang S., Lin X. et al.: Chem. Res. Chinese Univ., 2003, 19, 355.
[22] Wunderlich B.: Thermal Analysis of Polymeric Materials. Springer, Berlin 2005.