A Model Study of the Thermal Decomposition of Cumene Hydroperoxide and Fuel Instability Reactions

Mushrush, George W.; Beal, Erna J.; Pellenbarg, Robert E.; Hazlett, Robert N.; Eaton, Harold R.; Hardy, Dennis R.

doi:10.1021/ef00046a006

Cited by 9 publications

(12 citation statements)

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“…The 4-methylacetophenone can be explained by a degradation mechanism proposed by Mushrush et al for cumene hydroperoxide where the hydroperoxide initially undergoes homolytic cleavage then a subsequent beta-scission during the propagation phase [34].…”

Section: P-cymene Blending -Induction Timesmentioning

confidence: 99%

The oxidative stability of synthetic fuels and fuel blends with monoaromatic blending components

Rawson

Stansfield

Webster

et al. 2015

Fuel

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Section: P-cymene Blending -Induction Timesmentioning

confidence: 99%

The oxidative stability of synthetic fuels and fuel blends with monoaromatic blending components

Rawson

Stansfield

Webster

et al. 2015

Fuel

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“…In order to meet the requirements for Ultra-Low Sulfur Diesel (ULSD) fuels with 15 ppm S or less, the sulfur is removed by hydrotreating and other processes. Since some naturally occurring sulfur compounds will decompose hydroperoxides, there are concerns that as ULSD is introduced into the fleet, that these fuels may undergo greater rates of peroxide and/or soluble gum formation during long-term storage, similar to the process that occurs in aviation fuels [1][2][3][4][5][6][7][8]. In addition, hydrotreatment can also remove other naturally occurring fuel constituents that can also function as antioxidants.…”

Section: Statement Of the Problemmentioning

confidence: 99%

“…Hydroperoxides have also been shown to initiate fuel autoxidation during long-term ambient storage (storage instability), as well as short-term high-temperature stress in engine systems (thermal oxidative stability). Hydroperoxides act to greatly accelerate the rate of fuel autoxidation as well as lower the initiation temperature at which fuel degradation occurs to form soluble gums and sediments [2,4,5].…”

Section: Introductionmentioning

confidence: 99%

“…Since the early 1960's a significant amount of research effort has gone into developing test methods for predicting and measuring hydroperoxide concentrations and their effects on jet fuel stability [1][2][3][4][5]. The Navy designed a Low Pressure Reactor (LPR) test method to evaluate storage characteristics of jet fuels.…”

Section: Introductionmentioning

confidence: 99%

“…The test method effectively predicts long-term storage stability of jet fuels (24 hours predicts about 9 months of ambient) without altering the actual oxidation reaction mechanisms [1]. This and other test methods allowed researchers to study hydroperoxide formation and remediation in jet fuel [1][2][3][4][5]. These studies have led to a series of approved antioxidant formulations designed to control hydroperoxide formation in jet fuels [20].…”

Section: Introductionmentioning

confidence: 99%

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Potential for Peroxide and Gum Formation in Ultra-Low-Sulfur Diesel Fuels

Willauer¹,

Hardy²,

Morris³

et al. 2007

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The mechanism of cumene peroxidation catalyzed by cobalt(II)‐chelated copolymer

Wang

Chen

2006

Polymers for Advanced Techs

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Cumene peroxide is an important oxidant in the chemistry industry; however, the conversion and selectivity of cumene peroxide are still not desirable in the practical preparation process because there are some side reactions occurring in the high conversion. Hence, the reaction mechanism is investigated by many researchers. Fortunately, the high catalysis performance polymeric catalyst for cumene peroxidation was successfully synthesized in a previous study, thus, the reaction mechanism is to be investigated in this study. Except for cumene peroxide, three by-products, including acetophenone, 2-phenyl-2-propanol, 1-methylethenyl benzene of cumene peroxidation are identified from the results of high performance liquid chromatography (HPLC), gas chromatography mass spectroscopy (GC-MS), H 1 -NMR analysis. Furthermore, the mechanism of cumene peroxidation catalyzed by cobalt(II)-chelated copolymer is also proposed herein. The initiation rate equation represents r i ¼ k[cumene] 1.0 [polymer-Co(II) complex] 0.5 according to the kinetic study of cumene peroxidation catalyzed by metal-chelated copolymer. Meanwhile, the activation energy of cumene peroxidation by metal-chelated copolymer catalyst is 10.7 kcal/mol, which is located in the range of radical reactions. a High performance liquid chromatograph (HPLC, LC-9A Shimadzu Ltd. Co.) with TSK gel ODS-80TM (Shimadzu) column. b Gas chromatography online mass spectrophotometry (GC-MASS, VG-70-250S). c H 1 -Nuclear magnetic resonance (Bruker AMX-200 FT-NMR spectrophotometer).

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A Model Study of the Thermal Decomposition of Cumene Hydroperoxide and Fuel Instability Reactions

Cited by 9 publications

References 0 publications

The oxidative stability of synthetic fuels and fuel blends with monoaromatic blending components

The oxidative stability of synthetic fuels and fuel blends with monoaromatic blending components

Potential for Peroxide and Gum Formation in Ultra-Low-Sulfur Diesel Fuels

The mechanism of cumene peroxidation catalyzed by cobalt(II)‐chelated copolymer

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