Abstract
Bisalkylxanthates containing ether and ester groups in the molecule were synthesized by the interaction of 2-acyloxy-1,3-dichloropropane and 2-butoxymethoxy-1,3-dibromopropane with alkali metal xanthates. The synthesized compounds were investigated as antiwear and extreme pressure additives in the gear oil MC-20. The results of the studies have shown that these compounds have effective antiwear and extreme pressure properties. The relationship between the efficiency of the obtained compounds and their composition and structure has been revealed. It has been established that introducing an ester (-OC(O)C2H5) and an ether group (-OCH2OC4H9) into S-alkyl radicals contained in bisalkylxanthates improves the tribological efficiency of these compounds. The structure of bisalkylxanthates has been confirmed by IR and PMR spectroscopy data.
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Mustafayev NP, Kulieva MA, Novotorzhina NN, Mustafayev KN, Kulibekova TN, Gakhramanova GA, Safarova MR (2013) ZhOrKh. Russian J Org Chem 49(2):198–203
Mustafayev NP, Efendiyeva KhK, Akchurina TKh, Novotorzhina NN, Safarova MR (2015) J Qafqaz Univ 3(1):71–75
Aliev IA, Oparina LA, Trofimov BA (2018) Aromatic thiols and their derivatives “GEO.” Springer, Berlin, pp 278–281
Babayev ER, Efendieva KhK, Mamedova PSH, Poletaeva OYu, Mukhametzyanov IZ, Behbudova KhZ (2021) Mag World Oil Prod 3:32–34
Efendiyeva KhK, Javadova EM, Mustafayev KN, Alieva MN, Akchurina TKh, Zulfugarov EA (2018) J Oil Refin Petrochem 8:41–43
Mustafaev NP, Efendieva KhK, Mustafaev KN, Akchurina TKh, Mirzoeva MA (2019) Abstracts of the VII international scientific and technical conference “Alternative sources of raw materials and fuel (AIST-2019)”. Minsk, p 65
Novotorzhina NN, Ismailova GG, Musaeva BI, Safarova MR, Ismailov IP (2021) J Petrochem Process 22(1):41–49
Spirkin VG, Tatur IR, Tonkonogov VP (2014) Chemotology part 1. Properties and application of fuels, special lubricants Russian State University of Oil and Gas named after I.M. Gubkina. Gubkina University, p 24. https://www.energy.gov/sites/prod/files/2014/07/f17/fy2013_fuels_technologies.pdf
Anisimov IG, Badyshtova KM, Bnatov SA and other fuels (1999) Lubricants technical fluids. In: Shkolnikov Tekhinform VM (ed), Range and application, p 596
MustafaevNP EKHK, Safarova MR, Mirzoeva MA, Akchurina TKh, Javadova EM (2020) Collection of scientific papers. Minsk 4:19–25
Mustafayev NP, Efendiyeva KhK, Safarova MR, Akchurina TKh, Zulfugarov EA, Mirzoyeva MA (2020) J Oil Refin Petrochem 3:35–38
Mustafayev KN, Efendiyeva KhK, Farzaliyev VM, Mustafayev NP, Ismailov IP, Mustafaeva ES (2021) Pat Az I(2021):0005
Novotorzhina NN, Ramazanova YuB, Gakhramanova GA, Musaeva BI, Safarova MR, Ismailov IP (2021) J World Oil Prod 5:15–22
Mustafayev NP, Efendiyeva KhK, Mustafayev KN, Zulfugarov EA (2017) Abstracts of the VI international scientific and technical conference “Alternative sources of raw materials and fuel” (AIST-2017). Minsk, p 65
Mustafayev NP, Efendiyeva KhK, Novotorzhina NN, Aliyeva MA, Ismailov IP (2014) J Oil Refin Petrochem 12:41–43
Mustafayev NP, Efendiyeva KhK, Mustafayev KN, Javadova EM, Akchurina TKh, Mirzoyeva MA (2019) J Oil Refin Petrochem 6:36–38
Farzaliyev VM, Mustafayev NP, Efendiyeva K, Abbasova MT (2020) Russian J Org Chem 56(5):811–815
Pat. RF 2263656 (2005) Method for producing 1,3-dichloropropanol-2. https://patents.google.com/patent/JPH0723332B2/en
Avt.svid. No. 133012 (1987) The method of obtaining 1,3-dibromopropanol-2. https://patents.google.com/patent/US3932540A/en
Bellamy L (2014) Infrared spectra of complex molecules / Per. from English under the editorship of Yu.A. Pentina. M.: IL, 592 p. [Bellamy L, J. The infra-red spectra of complex molecules. London: Methuen & Co. Ltd, New York: John Wiley & Sons, Inc.]. https://www.amazon.com/Infra-red-Spectra-Complex-Molecules/dp/940116018X
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Farzaliyev, V., Mustafayev, N., Efendiyeva, K. et al. Synthesis and Study of Bisakylxanthogenates as Additives to Lubricating Oils. Chemistry Africa 5, 569–574 (2022). https://doi.org/10.1007/s42250-022-00331-6
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DOI: https://doi.org/10.1007/s42250-022-00331-6