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Liquid phase oxidation of alkyl sulfides and thiols by hydroperoxides

Conference · · Am. Chem. Soc., Div. Gas Fuel Chem., Prepr.; (United States)
OSTI ID:5697243

In general, jet fuels deteriorate in quality with time. One of the significant undesirable changes is the formation of insoluble material which can plug nozzles and filters and coat heat exchanger surfaces. Deposit formation in fuels is triggered by autoxidation reactions and is closely associated with hydroperoxide concentration. If the available oxygen is low and the temperature raised, the hydroperoxide concentration will be limited by free radical decomposition. This regimen (low oxygen and increasing temperature) is similar to the environment found in an aircraft fuel system. The composition of deposits affords clues to the molecular species involved in deposit formation and the mechanism of formation. Hetero-atoms (oxygen, nitrogen and sulfur) and ash have been found to comprise up to 40% of such deposits. The sulfur content of these deposits has been found to vary from 1 to 9%. Sulfur (0.4% max. allowed) is the most abundant hetero-atom present in jet fuels. This paper is concerned with the reaction between a primary autoxidation product, a hydroperoxide, and organo sulfides and thiols. Specifically, the authors examine the tert-butyl hydroperoxide oxidation of hexyl sulfide and dodecyl thiol in deaerated benzene at 120/sup 0/C. The reactions were studied for time periods from 15 min to 180 min. Additionally, the authors have developed reaction conditions and an analytical method of high reproducibility which may be applicable to the study of other hydroperoxide oxidative processes.

Research Organization:
The Naval Research Lab., Code 6180, Washington, DC
OSTI ID:
5697243
Report Number(s):
CONF-860425-
Journal Information:
Am. Chem. Soc., Div. Gas Fuel Chem., Prepr.; (United States), Journal Name: Am. Chem. Soc., Div. Gas Fuel Chem., Prepr.; (United States) Vol. 31:1; ISSN ACGPA
Country of Publication:
United States
Language:
English