Synthesis and Evaluation of Some New Thiazoles as Antioxidant Additives for Egyptian Lubricating Oils

F. A. Amer, H. M. Hassan, E. B. Moawad, Noha Shaker

Abstract


4-(2-Aminothiazol-4-yl)-phenol (1) reacted with 2-(4-methoxy-benzylidene)-malononitrile or 1,3-diphenyl-1H- pyrazole-4-carbaldehyde to afford enaminonitrile, pyrazolo derivatives 2 and 3, respectively. On the other hand, methylation of 1 afforded the acetyl derivative 4 which reacted with phenyl isothiocyanate, diazonium salt, acetic anhydride, cyclic anhydride, ethyl acetoacetate, benzaldehyde or phosphorous oxychloride to afford compounds 5-9, 11 and 12, respectively. Moreover, the compound 12 reacted with ethyl cyanoacetate to afford compound 13. A one-pot reaction of compound 1 with ethyl acetoacetate and benzaldehyde afforded compound 10. The synthesized compounds were evaluated as antioxidant additives for lube oil.
Key words: Key words: Aminothiazole; Condensation; Antioxidant Additives

Keywords


Key words: Aminothiazole; Condensation; Antioxidant Additives

Full Text:

PDF

References


Aucelio, R. Q., Souza, R. M., Campos, R. C., Miekeley, Porto da silveira, N., C. L. (2007). The determination of trace metals in lubricating oils by atomic spectrometry. Spectrochimica Acta Part, B62, 952-961.

Façanha, Maria A. R., Mazzetto, Selma E., Carioca, J. O. B., Barros, G. G. (2007). Evaluation of antioxidant properties of a phosphorated cardanol compound on mineral oils (NH10 and NH20). Fuel, 86(15), 2416-2421.

Hassan, H. M. (2010). Utility of Bacterial Biomass as Antioxidant, Anticorrosive and Antifriction Additives for Lubricating Oils. Petrol. Sci. & Tech. LPET-2009-0321 Corrected Proof.

Hassan, H. M. (1998). Utility of some new multifunctional additives to Egyptian gasoline. Indian J. Technol., 5, 343-345.

Hassan, H. M.; Amer, F. A.; Moawad, E. B.; Shaker, N. (2010). Synthesis and applications of some new antioxidant and anticorrosive additives for Egyptian diesel motor oils. Lubrication Sci., 22, 163-181.

Hassan, H. M., El-Fedawy, Manal, El-Zimity, M. T. (1985). Synthesis of some antioxidant additives for lubricant oils. Indian J. Technol., 23, 473-475.

Hassan, H. M.; Habib, O. M. O.; Moawad, E. B.; El-Bana, G. G. (2011). Synthesis and evaluation of some new multifunction additives for Egyptian gasoline motor oils. Petrol. Sci. & Tech., 29, 549-559.

Hassan, H. M., Youssif, M. M., Khalil, A. M., Youssif, E. H. E. (2000). Synthesis and testing of some new antioxidant and anticorrosion additives with potential for use in turbine aviation oils. J. Synth. Lubrication, 17(1), 55-69.

Huang, W. J.; Wu, X. H.; Zeng, Y. (2004). A study of the tribological behaviour of heterocyclic derivatives as additives in rape seed oil and mineral oil. J. Synth. Lubrication, 21(3), 231-243.

Jones Jr, W. R.; Shogrin, B. A.; Jansen, M. J. (2000). Research on liquid lubricants for space mechanisms. J. Synth. Lubrication, 17(2), 109-122.

Ohgake, R.; Sunami, M.; Yoshida, T.; Watanabe, H. (1989). Study on Sludge Formation during the Oxidation Process of Turbine Oils. ASTM Special Technical Publication, No. 1021, 32–33.

Siggia, S. (1963). Quantitative organic chemistry (3rd edition, pp. 9-12, 85-93, 130-33, 138-40, 255-266). New York: Jolu Willey and Sons, Inc..

Singh, T.; Singh, R.; Verma, V. K.; Nakayama, K. (1990). A study of N, O and S heterocyclic compounds as extreme pressure lubricant additives. Tribology Int., 23(1), 41-46.

Suzuki, A., Ulfiati, R., Masuko, M. (2009). Evaluation of antioxidants in rapeseed oils for railway application. Tribology Int., 42(6), 987-994.

Wei, D.; Han, X.; Wang, R. (1989). The influence of chemical structure of certain nitrogen-containing organic compounds on their antiwear effectiveness: The critical role of hydroxy group. Lub. Sci. 2(1):63-87.

Wei, D.; Song, H. (1992). The wear behaviour of steel lubricated by some oxygen-containing derivatives of heterocyclic nitrogen-containing compounds (HNCC) under boundary lubrication conditions. Lubrication Sci., 4(3), 219–232.

Weijiu, H.; Junxiu, D.; Fenfang, L.; Guoxu, C.; Boshui, C. (2001). A tribological study of (2-sulphurone-benzothiazole)-3-methyl-dibutyl borate. Lubrication Sci., 14(1), 73-81.




DOI: http://dx.doi.org/10.3968/j.aped.1925543820110101.005

Refbacks

  • There are currently no refbacks.


Copyright (c)




Share us to:   


Reminder

  • How to do online submission to another Journal?
  • If you have already registered in Journal A, then how can you submit another article to Journal B? It takes two steps to make it happen:

1. Register yourself in Journal B as an Author

  • Find the journal you want to submit to in CATEGORIES, click on “VIEW JOURNAL”, “Online Submissions”, “GO TO LOGIN” and “Edit My Profile”. Check “Author” on the “Edit Profile” page, then “Save”.

2. Submission

  • Go to “User Home”, and click on “Author” under the name of Journal B. You may start a New Submission by clicking on “CLICK HERE”.

We only use three mailboxes as follows to deal with issues about paper acceptance, payment and submission of electronic versions of our journals to databases:
[email protected]; [email protected]; [email protected]

 Articles published in Advances in Petroleum Exploration and Development are licensed under Creative Commons Attribution 4.0 (CC-BY)

ADVANCES IN PETROLEUM EXPLORATION AND DEVELOPMENT Editorial Office

Address:1055 Rue Lucien-L'Allier, Unit #772, Montreal, QC H3G 3C4, Canada.

Telephone: 1-514-558 6138
Website: Http://www.cscanada.net
Http://www.cscanada.org
E-mail:[email protected];  [email protected]

Copyright © 2010 Canadian Research & Development Centre of Sciences and Cultures