Catalytic system and method for decomposition of hydrocarbon oxidation intermediates

Abstract

The invention provides a catalytic system and method for decomposition of hydrocarbon oxidation intermediates. The hydrocarbon oxidation intermediate is peroxide generated in the selective oxidation process of hydrocarbon, the catalytic system comprises a catalyst and a solvent, the catalyst is ferric salt, and the solvent is an alcohol solvent. The hydrocarbon oxidation intermediate can be decomposed under the mild condition of 20-40 DEG C under the action of the catalytic system, the conversion rate of the hydrocarbon oxidation intermediate and the selectivity of the target product ketone or alcohol are high, and especially when the decomposition reaction is carried out under the illumination condition, the conversion rate of the hydrocarbon oxidation intermediate is high. The conversion rate of the hydrocarbon oxidation intermediates and the selectivity of the target product ketone or alcohol can be further greatly improved, and the method can be used for decomposing the hydrocarbon oxidation intermediates, so that the method has important industrial application value.

Description

Technical Field

[0001] The present invention belongs to the technical field of hydrocarbon catalytic oxidation applications, and particularly relates to a catalytic system and method for decomposing hydrocarbon oxidation intermediates. Background Art

[0002] In the process of selective oxidation of hydrocarbons, peroxides are first produced as the main oxidation products, denoted as hydrocarbon oxidation intermediates (ROOH). Subsequently, whether or not a specific decomposition catalyst is used, the hydrocarbon oxidation intermediates will thermally decompose at high temperatures to form ketones or alcohols. For example, perovskite-type catalysts or H-β zeolite are used as catalysts to oxidize and decompose peroxides at relatively high temperatures above 125°C to achieve good catalytic efficiency.

[0003] However, under mild conditions, the selective oxidation process of hydrocarbons will result in high selectivity of peroxides because at lower reaction temperatures, the thermal decomposition of peroxides hardly occurs, leading to high selectivity of peroxides and even making them the main component in the oxidation products.

[0004] For example, I.B. Krylov et al. developed the NHPI / TiO2 catalytic system for the selective oxidation of ethylbenzene under LED light irradiation at room temperature for 1 hour - 24 hours. The conversion rate of ethylbenzene was 7% - 65%, and the selectivity of 1-phenylethyl hydroperoxide (PEHP) was 4% - 97%. L. Melone et al. used the NHPI / MeCHO catalytic system to catalyze the selective oxidation of ethylbenzene at room temperature. The conversion rate of ethylbenzene was 21%, and the selectivity of PEHP was 90%. G. Zheng et al. used the NHPI / DMG catalytic system to catalyze the selective oxidation of ethylbenzene. When the reaction temperature was reduced from 80°C to 40°C, the conversion rate of ethylbenzene decreased from 74.5% to 36.2%, while the selectivity of PEHP increased from 7.7% to 21.4%. G. Yang et al. used NHPI to catalyze the selective oxidation of fluorene at 80°C for 25 hours. The conversion rate of fluorene was 85%, and the selectivity of 9-fluorenyl hydroperoxide was 99%.

[0005] In addition, the decomposition of peroxides is closely related to the oxidation efficiency. Through the cleavage mechanism, active free radicals are generated during the decomposition of peroxides, which is one of the key steps in free radical chain transfer and can affect the subsequent activation of C-H bonds. The excessive decomposition of peroxides during the oxidation process may have an adverse effect on the subsequent conversion of hydrocarbon substrates. However, a slower decomposition rate will reduce the selectivity to the target oxidation products of ketones or alcohols. Therefore, it is particularly crucial to add an additional catalyst to decompose peroxides after the oxidation reaction. For example, in the industrial oxidation process of cyclohexane, after cyclohexane is oxidized to cyclohexyl hydroperoxide (CHHP), an additional peroxide decomposition catalyst is used to decompose CHHP, ultimately achieving the production of the target oxidation products of cyclohexanone and cyclohexanol. Currently, the cobalt-catalyzed oxidation method is used in the cyclohexane oxidation process, with a reaction temperature of about 150 °C. Decomposing hydrogen peroxide requires an alkaline condition, not only with a high decomposition temperature but also generating a large amount of alkaline waste liquid. Therefore, developing a catalytic system for the efficient decomposition of hydroperoxide intermediates to oxygenated compounds such as alcohols and ketones under mild conditions has important industrial application value. Summary of the Invention

[0006] In view of the above technical status quo, the present invention provides a catalyst system for the decomposition of hydrocarbon oxidation intermediates, which can balance the conversion rate of hydrocarbon oxidation intermediates and the selectivity of target products under mild conditions.

[0007] The technical solution provided by the present invention is: a catalytic system for the decomposition of hydrocarbon oxidation intermediates, wherein the hydrocarbon oxidation intermediate is a peroxide generated during the selective oxidation process of hydrocarbons, and the hydrocarbon oxidation intermediate undergoes a decomposition reaction under the conditions of the catalytic system to obtain decomposition products;

[0008] The catalytic system comprises a catalyst and a solvent, the catalyst is an iron salt, and the solvent is an alcohol solvent.

[0009] The iron salts include but are not limited to: FeCl2·4H2O, FeC2O4·2H2O, Fe(OAc)2·2H2O, FeBr2, Fe(ClO4)2·6H2O.

[0010] The selected alcohol solvents include but are not limited to: methanol, ethanol, ethylene glycol, polyethylene glycol (n = 200), 1,2-propanediol, 1,3-propanediol, isopropanol, 1,2-butanediol, 2,3-butanediol, 1,4-butanediol, isobutanol, glycerol, 1,2,4-butanetriol, etc., one or several of them.

[0011] The hydrocarbon oxidation intermediates include but are not limited to: phenylethyl hydroperoxide (PEHP), cyclohexyl hydroperoxide (CHHP), cumene hydroperoxide (CHP), tert-butyl hydroperoxide (TBHP), etc., one or several of them.

[0012] When the hydrocarbon oxidation intermediate is CHP, PEHP, or CHHP, the alcohol solvent is preferably 1,2 - propanediol.

[0013] Preferably, the molar ratio of the selected iron salt to the hydrocarbon oxidation intermediate is 1:5 - 1:10.

[0014] Adopting the technical solution of the present invention, the hydrocarbon oxidation intermediate can decompose under mild conditions of 20°C - 40°C, and the decomposition products contain the target product ketone or alcohol, which can take into account both a relatively high substrate conversion rate (i.e., the conversion rate of the hydrocarbon oxidation intermediate) and a relatively high target product selectivity (i.e., high selectivity of ketone or alcohol). For example, the conversion rate of the hydrocarbon oxidation intermediate can be higher than 40%, and for some hydrocarbon oxidation intermediates, the conversion rate can be higher than 50%, even higher than 60%; at the same time, the target product selectivity can be higher than 70%, and for some hydrocarbon oxidation intermediates, the target product selectivity can be higher than 80%, even higher than 90%.

[0015] The inventors of the present invention further found in the research and exploration that when the decomposition reaction is carried out under light conditions using the technical solution of the present invention, compared with that carried out under non - light conditions, it can further improve the substrate conversion rate and the target product selectivity, especially can greatly improve the substrate conversion rate, so as to further take into account the high conversion rate of the hydrocarbon oxidation intermediate and the high target product selectivity. For example, the conversion rate of the hydrocarbon oxidation intermediate can be higher than 80%, and for some hydrocarbon oxidation intermediates, the conversion rate can be higher than 90%; at the same time, the target product selectivity can be higher than 90%.

[0016] The wavelength of the light is preferably 365nm - 765nm, more preferably 465nm - 600nm; the power of the light is preferably 3W - 10W.

[0017] Compared with the prior art, the present invention aims at the technical problem that it is difficult for the hydrocarbon peroxide of the hydrocarbon oxidation intermediate to decompose into the target product under mild conditions, and develops a catalytic decomposition system of iron salt and alcohol solvent. With the iron salt as the catalytic active center and alcohol as the solvent applied to the decomposition reaction of the hydrocarbon peroxide, it can take into account the conversion rate of the hydrocarbon oxidation intermediate and the selectivity of the target product ketone or alcohol under mild conditions of 20°C - 40°C. Especially when the decomposition reaction is carried out under light conditions, it can further improve the conversion rate of the hydrocarbon oxidation intermediate and the selectivity of the target product ketone or alcohol, and can be used for the decomposition of the hydrocarbon oxidation intermediate, so it has important industrial application value.

[0018] In the present invention, the conversion rate of the hydrocarbon oxidation intermediate is determined by titration analysis, and the target product selectivity is determined by chromatographic analysis.

[0019] Conversion rate of hydrocarbon oxidation intermediate = ((n0 - n) / n0) × 100%, where n0 and n are the molar amounts of hydrocarbon oxidation intermediate before and after the decomposition reaction, respectively;

[0020] Specific implementation method

[0022] The present invention will be further described in detail below in conjunction with embodiments. It should be noted that the following embodiments are intended to facilitate the understanding of the present invention, and non-essential improvements and adjustments made by those skilled in the art to the present invention based on the above content of the present invention still fall within the protection scope of the present invention.

[0023] In the present invention, the use of similar words such as "including" and "comprising" should be interpreted as having an inclusive meaning rather than an exclusive or exhaustive meaning, that is, it means "including but not limited to".

[0024] Example 1:

[0025] Add 0.11 g of an aqueous solution of TBHP with a mass concentration of 66% to a colorless transparent glass tube (the aqueous solution of TBHP refers to a mixed solution composed of TBHP and water. In this mixed solution, the mass content of TBHP is 66% and the molar system concentration is 0.8 mol / L), add 10 mol% of FeBr2 (referring to the molar amount of FeBr2 accounting for 10% of the molar amount of TBHP in the mixed solution), and 1 mL of ethanol. React for 5 h under the light irradiation condition with a 3W LED lamp with a wavelength of 465 nm at room temperature (30°C).

[0026] After the reaction stops, use titration analysis to determine the content of hydrocarbon oxidation intermediate after the reaction, as follows:

[0027] Completely transfer the reaction solution to a conical flask, then add 2 mL of saturated KI potassium iodide solution, seal, shake well, and immediately place it in a dark box for 30 min. During this process, the remaining hydrocarbon oxidation intermediate reacts with 2 times the molar amount of I - to generate I2 with the same molar amount as the hydrocarbon oxidation intermediate; after 30 min, open the conical flask, add starch indicator, and titrate with a standard solution of Na2SO3·5H2O with a concentration of 0.1 mol / L.

[0028] Then, obtain the conversion rate of hydrocarbon oxidation intermediate based on the content of hydrocarbon oxidation intermediate before and after the reaction.

[0029] Use the internal standard method to perform gas chromatography analysis on the sample after the reaction to obtain the target product selectivity.

[0030] The measurement methods for the conversion rate of hydrocarbon oxidation intermediate and the target product selectivity in the following other embodiments are the same as those in this embodiment.

[0031] It was determined that in this example, the conversion rate of TBHP was 94.5%, and the selectivity for tert-butanol was 94.1%.

[0032] Comparative Example 1-1:

[0033] 0.11 g of an aqueous solution of TBHP with a mass concentration of 66% (i.e., a mixed solution of TBHP and water, where the mass of TBHP accounts for 66% of the mass of the entire mixed solution) was added to a colorless transparent glass tube, 10 mol% of FeBr2 (indicating that the molar amount of FeBr2 accounts for 10% of the molar amount of TBHP in the mixed solution), and 1 mL of ethanol were added, and the reaction was carried out at room temperature (30 °C) in a dark box for 5 h. The conversion rate of TBHP was 69.3%, and the selectivity for tert-butanol was 92.3%.

[0034] Example 2:

[0035] 0.11 g of an aqueous solution of TBHP with a mass concentration of 66% (i.e., a mixed solution of TBHP and water, where the mass of TBHP accounts for 66% of the mass of the entire mixed solution) was added to a colorless transparent glass tube, 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of TBHP in the mixed solution), and 1 mL of methanol were added, and the reaction was carried out at room temperature (30 °C) under light irradiation with a 3 W LED lamp with a wavelength of 465 nm as the light source for 5 h. The conversion rate of TBHP was 95.3%, and the selectivity for tert-butanol was 96.2%.

[0036] Comparative Example 2-1:

[0037] 0.11 g of an aqueous solution of TBHP with a mass concentration of 66% (i.e., a mixed solution of TBHP and water, where the mass of TBHP accounts for 66% of the mass of the entire mixed solution) was added to a colorless transparent glass tube, 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of TBHP in the mixed solution), and 1 mL of methanol were added, and the reaction was carried out at room temperature (30 °C) in a dark box for 5 h. The conversion rate of TBHP was 66.2%, and the selectivity for tert-butanol was 93.9%.

[0038] Example 3:

[0039] Add 0.11 g of an aqueous TBHP solution with a mass concentration of 66% (i.e., a mixed solution of TBHP and water, where the mass of TBHP accounts for 66% of the mass of the entire mixed solution) to a colorless transparent glass tube. Then add 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of TBHP in the mixed solution) and 1 mL of 1,2-propanediol. React for 10 s under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of TBHP is 99.4%, and the selectivity for tert-butanol is 96.7%.

[0040] Comparative Example 3-1:

[0041] Add 0.11 g of an aqueous TBHP solution with a mass concentration of 66% (i.e., a mixed solution of TBHP and water, where the mass of TBHP accounts for 66% of the mass of the entire mixed solution) to a colorless transparent glass tube. Then add 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of TBHP in the mixed solution) and 1 mL of 1,2-propanediol. React for 10 s at a temperature of 30 °C in a dark box. The conversion rate of TBHP is 73.6%, and the selectivity for tert-butanol is 92.5%.

[0042] Comparative Example 3-2:

[0043] Add 0.11 g of an aqueous TBHP solution with a mass concentration of 66% (i.e., a mixed solution of TBHP and water, where the mass of TBHP accounts for 66% of the mass of the entire mixed solution) to a colorless transparent glass tube. Then add 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of TBHP in the mixed solution) and 1 mL of water. React for 10 s under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of TBHP is 0.8%, and the selectivity for tert-butanol is 77.2%.

[0044] Comparative Example 3-3:

[0045] Add 0.11 g of an aqueous TBHP solution with a mass concentration of 66% (i.e., a mixed solution of TBHP and water, where the mass of TBHP accounts for 66% of the mass of the entire mixed solution) to a colorless transparent glass tube. Then add 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of TBHP in the mixed solution) and 1 mL of water. React for 10 s at a temperature of 30 °C in a dark box. The conversion rate of TBHP is 0.7%, and the selectivity for tert-butanol is 75.3%.

[0046] Example 4:

[0047] Add 0.15 g of an aqueous CHP solution with a mass concentration of 84% (i.e., a mixed solution of CHP and water, where the mass of CHP accounts for 84% of the mass of the entire mixed solution) into a colorless transparent glass tube, add 10 mol% of FeCl₂·4H₂O (referring to the molar amount of FeCl₂·4H₂O accounting for 10% of the molar amount of CHP in the mixed solution), and 1 mL of 1,2-propanediol. React for 10 s under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of CHP is 98.7%, and the selectivity of cumyl alcohol is 95.8%.

[0048] Comparative Example 4-1:

[0049] Add 0.15 g of an aqueous CHP solution with a mass concentration of 84% (i.e., a mixed solution of CHP and water, where the mass of CHP accounts for 84% of the mass of the entire mixed solution) into a colorless transparent glass tube, add 10 mol% of FeCl₂·4H₂O (referring to the molar amount of FeCl₂·4H₂O accounting for 10% of the molar amount of CHP in the mixed solution), and 1 mL of 1,2-propanediol. React for 10 s at a temperature of 30 °C in a dark box. The conversion rate of CHP is 7.5%, and the selectivity of cumyl alcohol is 89.4%.

[0050] Comparative Example 4-2:

[0051] Add 0.15 g of an aqueous CHP solution with a mass concentration of 84% (i.e., a mixed solution of CHP and water, where the mass of CHP accounts for 84% of the mass of the entire mixed solution) into a colorless transparent glass tube, add 10 mol% of FeCl₂·4H₂O (referring to the molar amount of FeCl₂·4H₂O accounting for 10% of the molar amount of CHP in the mixed solution), and 1 mL of water. React for 10 s under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of CHP is 0.3%, and the selectivity of cumyl alcohol is 67.1%.

[0052] Comparative Example 4-3:

[0053] Add 0.15 g of an aqueous CHP solution with a mass concentration of 84% (i.e., a mixed solution of CHP and water, where the mass of CHP accounts for 84% of the mass of the entire mixed solution) into a colorless transparent glass tube, add 10 mol% of FeCl₂·4H₂O (referring to the molar amount of FeCl₂·4H₂O accounting for 10% of the molar amount of CHP in the mixed solution), and 1 mL of water. React for 10 s at a temperature of 30 °C in a dark box. The conversion rate of CHP is 0.3%, and the selectivity of cumyl alcohol is 76.2%.

[0054] Example 5:

[0055] 0.19 g of an ethylbenzene solution with a mass concentration of 57% PEHP (i.e., a mixed solution of PEHP and ethylbenzene, where the mass of PEHP accounts for 57% of the mass of the entire mixed solution) was added to a colorless transparent glass tube, and 10 mol% of FeCl2·4H2O (referring to the molar amount of FeCl2·4H2O accounting for 10% of the molar amount of PEHP in the mixed solution) and 1 mL of 1,2-propanediol were added. The reaction was carried out for 10 min under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of PEHP was 80.4%, and the selectivity for acetophenone was 93.4%.

[0056] Comparative Example 5-1:

[0057] 0.19 g of an ethylbenzene solution with a mass concentration of 57% PEHP (i.e., a mixed solution of PEHP and ethylbenzene, where the mass of PEHP accounts for 57% of the mass of the entire mixed solution) was added to a colorless transparent glass tube, and 10 mol% of FeCl2·4H2O (referring to the molar amount of FeCl2·4H2O accounting for 10% of the molar amount of PEHP in the mixed solution) and 1 mL of 1,2-propanediol were added. The reaction was carried out for 10 min at a temperature of 30 °C in the dark. The conversion rate of PEHP was 56.3%, and the selectivity for acetophenone was 89.6%.

[0058] Comparative Example 5-2:

[0059] 0.19 g of an ethylbenzene solution with a mass concentration of 57% PEHP (i.e., a mixed solution of PEHP and ethylbenzene, where the mass of PEHP accounts for 57% of the mass of the entire mixed solution) was added to a colorless transparent glass tube, and 10 mol% of FeCl2·4H2O (referring to the molar amount of FeCl2·4H2O accounting for 10% of the molar amount of PEHP in the mixed solution) and 1 mL of water were added. The reaction was carried out for 10 min under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of PEHP was 3.5%, and the selectivity for acetophenone was 77.1%.

[0060] Comparative Example 5-3:

[0061] 0.19 g of an ethylbenzene solution with a mass concentration of 57% PEHP (i.e., a mixed solution of PEHP and ethylbenzene, where the mass of PEHP accounts for 57% of the mass of the entire mixed solution) was added to a colorless transparent glass tube, and 10 mol% of FeCl2·4H2O (referring to the molar amount of FeCl2·4H2O accounting for 10% of the molar amount of PEHP in the mixed solution) and 1 mL of water were added. The reaction was carried out for 10 min at a temperature of 30 °C in the dark. The conversion rate of PEHP was 2.6%, and the selectivity for acetophenone was 75.3%.

[0062] Example 6:

[0063] 0.22 g of a cyclohexane solution with a mass concentration of 43% CHHP (i.e., a mixed solution of CHHP and cyclohexane, where the mass of CHHP accounts for 43% of the mass of the entire mixed solution) was added to a colorless transparent glass tube. 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of CHHP in the mixed solution) and 1 mL of 1,2-propanediol were added. The reaction was carried out for 10 min under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of CHHP was 85.4%, and the selectivity of cyclohexanone was 90.8%.

[0064] Comparative Example 6-1:

[0065] 0.22 g of a cyclohexane solution with a mass concentration of 43% CHHP (i.e., a mixed solution of CHHP and cyclohexane, where the mass of CHHP accounts for 43% of the mass of the entire mixed solution) was added to a colorless transparent glass tube. 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of CHHP in the mixed solution) and 1 mL of 1,2-propanediol were added. The reaction was carried out for 10 min at a temperature of 30 °C in a dark box. The conversion rate of CHHP was 42.9%, and the selectivity of cyclohexanone was 84.7%.

[0066] Comparative Example 6-2:

[0067] 0.22 g of a cyclohexane solution with a mass concentration of 43% CHHP (i.e., a mixed solution of CHHP and cyclohexane, where the mass of CHHP accounts for 43% of the mass of the entire mixed solution) was added to a colorless transparent glass tube. 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of CHHP in the mixed solution) and 1 mL of water were added. The reaction was carried out for 10 min under the condition of light irradiation with a 3W LED lamp at a temperature of 30 °C and a wavelength of 465 nm. The conversion rate of CHHP was 0.9%, and the selectivity of cyclohexanone was 73.2%.

[0068] Comparative Example 6-3:

[0069] 0.22 g of a cyclohexane solution with a mass concentration of 43% CHHP (i.e., a mixed solution of CHHP and cyclohexane, where the mass of CHHP accounts for 43% of the mass of the entire mixed solution) was added to a colorless transparent glass tube. 10 mol% of FeCl2·4H2O (indicating that the molar amount of FeCl2·4H2O accounts for 10% of the molar amount of CHHP in the mixed solution) and 1 mL of water were added. The reaction was carried out for 10 min at a temperature of 30 °C in a dark box. The conversion rate of CHHP was 0.5%, and the selectivity of cyclohexanone was 79.4%.

[0070] The reaction conditions and reaction results of the above embodiments and the comparative embodiment are shown in the following table.

[0071]

[0072]

[0073] The above-described embodiments have described the technical solutions of the present invention in detail. It should be understood that the above are only specific embodiments of the present invention and are not used to limit the present invention. Any modifications, supplements, or substitutions in a similar manner within the scope of the principles of the present invention should be included within the protection scope of the present invention.

Claims

1. A catalytic system for the decomposition of hydrocarbon oxidation intermediates, where the hydrocarbon oxidation intermediates are peroxides generated during the selective oxidation of hydrocarbons. The hydrocarbon oxidation intermediates undergo a decomposition reaction under the conditions of the catalytic system to obtain decomposition products; it is characterized in that: The catalytic system comprises a catalyst and a solvent. The catalyst is an iron salt, and the solvent is an alcohol solvent.

2. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to claim 1, characterized in that: The iron salts include one or more of FeCl2·4H2O, FeC2O4·2H2O, Fe(OAc)2·2H2O, FeBr2, Fe(ClO4)2·6H2O.

3. The catalytic system for decomposing hydrocarbon oxidation intermediates according to claim 1, characterized in that: The selected alcohol solvents include one or more of methanol, ethanol, ethylene glycol, polyethylene glycol (n = 200), 1,2 - propanediol, 1,3 - propanediol, isopropanol, 1,2 - butanediol, 2,3 - butanediol, 1,4 - butanediol, isobutanol, glycerol, 1,2,4 - butanetriol.

4. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to claim 1, characterized in that: The hydrocarbon oxidation intermediates include one or more of phenethyl hydroperoxide, cyclohexyl hydroperoxide, cumene hydroperoxide, tert - butyl hydroperoxide.

5. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to claim 1, characterized in that: The molar ratio of the selected iron salt to the hydrocarbon oxidation intermediate is 1:5 - 1:

10.

6. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to claim 1, characterized in that: When the hydrocarbon oxidation intermediate is CHP, PEHP, or CHHP, the alcohol solvent is 1,2 - propanediol.

7. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to claim 1, characterized in that: The decomposition products include the target products ketones or alcohols; Under the conditions of 20°C - 40°C, the conversion rate of the hydrocarbon oxidation intermediate is higher than 40%, and at the same time, the selectivity of the target product is higher than 70%, preferably higher than 80%, and more preferably higher than 90%.

8. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to claim 7, characterized in that: The conversion rate of the hydrocarbon oxidation intermediate is higher than 50%, preferably higher than 60%.

9. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to any one of claims 1 to 8, characterized in that: The decomposition reaction is carried out under light conditions; Preferably, the wavelength of the light is 365nm - 765nm, and more preferably 465nm - 600nm; Preferably, the light power is 3W - 10W; Preferably, the light source is an LED lamp.

10. The catalytic system for the decomposition of hydrocarbon oxidation intermediates according to claim 9, characterized in that: Under the conditions of 20°C - 40°C, the conversion rate of the hydrocarbon oxidation intermediate is higher than 80%, preferably higher than 90%; and at the same time, the selectivity of the target product is higher than 90%.

11. A method for decomposing a hydrocarbon oxidation intermediate, characterized in that: Add the hydrocarbon oxidation intermediate and the catalytic system according to any one of claims 1 to 10 into the reaction vessel.

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