The Effects of Acid and Hydrogen Peroxide Stabilizer on the Thermal Hazard of Adipic Acid Green Synthesis

Yinshan Liu, Lei Ni (), Hang Yao, Jimi Su and Zhen Cheng
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Yinshan Liu: Jiangsu Key Laboratory of Hazardous Chemicals Safety and Control, College of Safety Science and Engineering, Nanjing Tech University, Nanjing 211816, China
Lei Ni: Jiangsu Key Laboratory of Hazardous Chemicals Safety and Control, College of Safety Science and Engineering, Nanjing Tech University, Nanjing 211816, China
Hang Yao: Jiangsu Key Laboratory of Hazardous Chemicals Safety and Control, College of Safety Science and Engineering, Nanjing Tech University, Nanjing 211816, China
Jimi Su: Jiangsu Key Laboratory of Hazardous Chemicals Safety and Control, College of Safety Science and Engineering, Nanjing Tech University, Nanjing 211816, China
Zhen Cheng: Jiangsu Key Laboratory of Hazardous Chemicals Safety and Control, College of Safety Science and Engineering, Nanjing Tech University, Nanjing 211816, China

Sustainability, 2023, vol. 15, issue 8, 1-15

Abstract: The synthesis of adipic acid, which is formed by the reaction of cyclohexene oxidized by hydrogen peroxide (H 2 O 2 ), is hazardous because of the highly exothermic nature of this reaction and H 2 O 2 decomposition. The objective of this comprehensive study was to investigate and illustrate the effects of sulfuric acid (H 2 SO 4 ) and H 2 O 2 stabilizer (EDTA) on the thermal hazard of H 2 O 2 decomposition and the green synthesis of adipic acid, which also provided a reference to reduce the risk of the reactions. Various calorimetry techniques were carried out to characterize the exothermic behavior of the reactions. An HPLC device was used to characterize the yield of adipic acid and the conversion rate of the raw materials, cyclohexene and H 2 O 2 . Meanwhile, density functional theory calculations were performed to understand the reaction mechanism and the associated energies of H 2 O 2 decomposition catalyzed by sodium tungstate dihydrate (Na 2 WO 4 ·2H 2 O). Finally, combined with the calorimetry results, the risk of the adipic acid synthesis reaction was assessed using the intrinsic control index method (ITHI). The results show that the addition of H 2 SO 4 and EDTA can reduce the exothermic heat of the H 2 O 2 decomposition reaction and the green synthesis reaction of adipic acid. The yield of adipic acid was also increased. The hazard level of stage A was IV, and to remove more reaction heat, it was recommended to enhance the reflux cooling of stage A. The hazard level of stage B was I, which was very low and no further measures could be taken.

Keywords: adipic acid; hydrogen peroxide decomposition reaction; hydrogen peroxide stabilizer; thermal hazard assessment (search for similar items in EconPapers)
JEL-codes: O13 Q Q0 Q2 Q3 Q5 Q56 (search for similar items in EconPapers)
Date: 2023
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