Thermal stability and pathways for the oxidation of four 3-phenyl-2-propene compounds

Yu, Chang; Dai, Suyi; Cheng, Haijun; Ma, Lan; Lai, Fang; Liu, Xiongmin; Li, Weiguang

doi:10.1039/d1ra04836h

Cited by 3 publications

(1 citation statement)

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“…The reactor used in the experiment is a mini-closed pressure vessel made of stainless steel. The temperature sensor, pressure sensor and memory recorder are manufactured in Japan with models CC-3083, cd-700a and 8860-50 respectively [ 23 ]. The specific experimental procedure was as follows: A glass test tube containing 0.3 g of BHTOOH was placed in a mini-closed pressure vessel with a capacity of 35 mL.…”

Section: Methodsmentioning

confidence: 99%

Thermal decomposition characteristics of BHT and its peroxide (BHTOOH)

Dai,

Liang,

Cheng

et al. 2024

BMC Chemistry

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Abstract2,6-Di-tert-butyl-4-methylphenol (BHT) is an excellent antioxidant that is easily oxidized to 2,6-di-tert-butyl-4-hydroperoxyl-4-methyl-2,5-cyclohexadienone (BHTOOH). For the safety of BHT production and usage, it is meaningful to study the thermal stability and decomposition properties of BHT and BHTOOH. In this paper, the thermal decomposition properties of BHT and BHTOOH were compared by the mini closed pressure vessel test (MCPVT) and differential scanning calorimetry (DSC). Their kinetics of thermal decomposition were studied using thermogravimetric analysis (TGA). The thermal decomposition products of BHT and BHTOOH were analyzed by gas chromatography-mass spectrometry (GC–MS). The results show that there was no significant change in temperature pressure when BHT was warmed up under a nitrogen atmosphere, indicating that BHT was stable within 400 K. The thermal decomposition reaction of BHTOOH was rapid with an initial reaction temperature of 375.2 K. The initial exothermic temperature (Ti) and heat release (QDSC) of DSC were 384.9 K and 865.0 J g−1, respectively. The apparent activation energies (Ea) for the thermal decomposition reactions of BHT and BHTOOH calculated by the Kissinger method were 151.8 kJ mol−1 and 66.07 kJ mol−1, respectively. The main decomposition products of BHT were isobutene and 2-tert-butyl-4-methylphenol. The thermal decomposition products of BHTOOH included BHT, 2,6-di-tert-butyl-4-ethylphenol, 3,5-di-tert-butyl-4-hydroxybenzaldehyde, 4,4′-(1,2-ethanediyl) bis [2,6-bis (1,1-dimethylethyl) phenol, etc. Based on the thermal decomposition behavior and products, the reaction pathway has been described. These results indicate that BHT is a potential thermal hazard during production, storage and application. For the safety of the chemical industry, the oxidation of BHT should be avoided.

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Section: Methodsmentioning

confidence: 99%

Thermal decomposition characteristics of BHT and its peroxide (BHTOOH)

Dai,

Liang,

Cheng

et al. 2024

BMC Chemistry

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Benzaldehyde Synthesis by the Selective Oxidation of Cinnamaldehyde Catalyzed by Fe₂O₃‐modified SBA‐15

Luo,

Ma,

et al. 2024

ChemistrySelect

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Selective oxidation is one of the primary methods used to synthesize high‐value‐added oxygen‐containing organic compounds from alkenes. In particular, the selective oxidation of natural cinnamaldehyde has gained prominence as one of the main routes to produce natural benzaldehyde, which is in short supply in the global spice market. In this study, FeSBA catalysts were synthesized by supporting Fe2O3 onto the surface of spherical SBA‐15 using pore‐induced deposition for the selective oxidation of cinnamaldehyde to benzaldehyde. The Fe2O3 supporting increased the specific surface area of SBA‐15 by approximately eightfold and significantly improved the utilization efficiency of the reaction sites on Fe2O3. Additionally, the formation of Fe−O−Si bonds by Fe2O3 and SBA‐15 promoted the generation of weak‐acidic sites on the catalyst surface, significantly increasing the oxygen‐physisorption capacity of Fe2O3. Furthermore, quenching experiments confirmed the generation of significant amounts of O2− and singlet‐oxygen species on the FeSBA surface. Theoretical calculations confirmed that the physisorption and chemisorption of cinnamaldehyde and oxygen, respectively, on the FeSBA surface promoted the formation of a tetrameric intermediate. These results contribute significantly to research on the selective oxidation theory of α,β‐unsaturated aldehydes to aldehydes using oxygen and could guide future studies aimed at elucidating and improving the process.

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Chemical decontamination of methamphetamine and ephedrine using Fe-TAML catalysed hydrogen peroxide oxidation

2023

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Thermal stability and pathways for the oxidation of four 3-phenyl-2-propene compounds

Abstract: A new attempt to investigate the thermal stability and reactivity of four 3-phenyl-2-propene compounds with oxygen by MCPVT has been reported.

Cited by 3 publications

References 44 publications

Thermal decomposition characteristics of BHT and its peroxide (BHTOOH)

Thermal decomposition characteristics of BHT and its peroxide (BHTOOH)

Benzaldehyde Synthesis by the Selective Oxidation of Cinnamaldehyde Catalyzed by Fe₂O₃‐modified SBA‐15

Chemical decontamination of methamphetamine and ephedrine using Fe-TAML catalysed hydrogen peroxide oxidation

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Thermal stability and pathways for the oxidation of four 3-phenyl-2-propene compounds

Abstract: A new attempt to investigate the thermal stability and reactivity of four 3-phenyl-2-propene compounds with oxygen by MCPVT has been reported.

Cited by 3 publications

References 44 publications

Thermal decomposition characteristics of BHT and its peroxide (BHTOOH)

Thermal decomposition characteristics of BHT and its peroxide (BHTOOH)

Benzaldehyde Synthesis by the Selective Oxidation of Cinnamaldehyde Catalyzed by Fe2O3‐modified SBA‐15

Chemical decontamination of methamphetamine and ephedrine using Fe-TAML catalysed hydrogen peroxide oxidation

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Product

Resources

About

Benzaldehyde Synthesis by the Selective Oxidation of Cinnamaldehyde Catalyzed by Fe₂O₃‐modified SBA‐15