Synthesis method of N-cyclohexylthiophthalimide

Abstract

The invention discloses a synthesis method of N-cyclohexylthiophthalimide, which comprises the following steps: firstly, carrying out nucleophilic addition reaction on cyclohexene and hydrogen sulfide gas to obtain cyclohexyl mercaptan; then further oxidizing the obtained cyclohexyl mercaptan to obtain cyclohexyl disulfide; reacting the obtained cyclohexyl disulfide with chlorine in an organic solvent to obtain cyclohexyl sulfenyl chloride; and finally, the cyclohexyl sulfenyl chloride and the phthalimide sodium are subjected to a reaction, and the N-cyclohexyl thio-phthalimide is synthesized. The synthesis method is easy to operate, low in energy consumption and small in investment, continuous production can be achieved, compared with the prior art, a large amount of waste water and waste residues cannot be generated, and industrial application and popularization are facilitated. Therefore, the method has a wide application prospect.

Description

Technical Field

[0001] The invention belongs to the technical field of rubber additive synthesis, and particularly relates to a method for synthesizing N-cyclohexylthiophthalamide. Background Art

[0002] With the development of society, people pay more and more attention to environmental protection and continuous production of production process, which forces the rubber additive processing industry to pay more and more attention to the research and development of process technology and the improvement of traditional processes. Developing a new route for synthetic rubber anti-scorch agent CTP (N-cyclohexylthiophthalamide) to solve the problem that a large amount of wastewater and waste residue is generated during the production process of rubber anti-scorch agent CTP and continuous production cannot be achieved is an urgent problem that the rubber anti-scorch agent CTP processing industry at home and abroad needs to solve.

[0003] At present, the method commonly used in China for producing synthetic rubber anti-scorch agent CTP is: using cyclohexane and chlorine as raw materials to first prepare chlorocyclohexane, then reacting chlorocyclohexane with sodium disulfide at a certain temperature and pressure to synthesize cyclohexyl disulfide, and then reacting cyclohexyl disulfide with phthalimide under the action of chlorine to further synthesize N-cyclohexylthiophthalamide. There are several problems in this synthetic route, which are mainly manifested as follows:

[0004] (1) The synthetic route is complex and there are many side reactions

[0005] In the process of preparing chlorocyclohexane with cyclohexane and chlorine as raw materials and then synthesizing cyclohexyl disulfide with sodium disulfide at a certain temperature and pressure, a large number of side reactions will occur during the reaction due to the substitution reaction of chlorine. The process is changeable and sodium disulfide itself can easily turn into sodium polysulfide.

[0006] (2) Production insecurity

[0007] Due to the high toxicity of chlorine, there are certain unsafe factors in the current production process. In addition, in the reaction process of phthalimide and cyclohexyl disulfide, solvent oil is used as a solvent, which is extremely flammable and explosive, and is also an unsafe factor.

[0008] (3) Generates a large amount of wastewater, waste residue and other pollution

[0009] This process produces a large amount of sulfide-containing alkali slag, and the treatment of this alkali slag is a very difficult issue. At present, most alkali slag treatment adopts sulfuric acid neutralization method, which not only wastes acid resources and increases production costs, but also releases a large amount of malodorous gases such as H2S and RSH after sulfuric acid neutralization, causing air pollution and a poor operating environment, becoming the main source of factory odor pollution. Therefore, how to effectively remove organic sulfur from liquefied petroleum gas has become one of the problems that need to be solved urgently.

[0010] (4) Unable to mass-produce continuously

[0011] This process involves a large number of solid-liquid separation, oil-water separation and other processes, which will make it difficult to carry out automation design and prevent large-scale continuous automated production. Summary of the invention

[0012] In view of the problems existing in the prior art, the present invention aims to provide a method for synthesizing N-cyclohexylthiophthalamide.

[0013] In order to achieve the above object, the present invention adopts the following technical solutions:

[0014] The invention provides a method for synthesizing N-cyclohexylthiophthalamide, comprising the following steps: firstly, subjecting cyclohexene to a nucleophilic addition reaction with hydrogen sulfide gas to obtain cyclohexyl mercaptan; then, further oxidizing the obtained cyclohexyl mercaptan to obtain cyclohexyl disulfide; then, subjecting the obtained cyclohexyl disulfide to a reaction with chlorine in an organic solvent to obtain cyclohexyl sulfenyl chloride; and finally, subjecting the obtained cyclohexyl sulfenyl chloride to a reaction with sodium phthalimide to obtain N-cyclohexylthiophthalamide.

[0015] Preferably, the nucleophilic addition reaction of cyclohexene and hydrogen sulfide gas comprises the following specific steps: introducing cyclohexene and hydrogen sulfide gas into a premixer of a microchannel reactor in advance, premixing, and then entering the microchannel reactor for reaction; wherein the flow rate of the hydrogen sulfide gas into the premixer of the microchannel reactor is 500-1200 Nm 3 / h, the flow rate of the cyclohexene is 1-5m 3 / h, the premixing time is 2 to 5min; the reaction temperature in the microchannel reactor is 30 to 150°C, the pressure is 0.1 to 30MPa, the material flow rate entering the microchannel reactor is 1 to 20t / h, and the reaction time is 20 to 40min. After comprehensive consideration, the reaction temperature is controlled at 30 to 150°C. The main reason is that if the temperature is too high, cyclohexyl mercaptan will polymerize, and if the temperature is too low, the reaction efficiency is too low. The pressure in the microchannel reactor during the reaction is controlled at 0.1 to 30MPa. The main reason is that if the pressure is too high, cyclohexene will react excessively with hydrogen sulfide to produce a large amount of impurities, and if the pressure is too low, the reaction will not occur.

[0016] Preferably, the molar ratio of cyclohexene to hydrogen sulfide is 1.0:1.0-10.0.

[0017] Preferably, the oxidant used in the oxidation includes, but is not limited to, oxygen, air or hydrogen peroxide, and other conventional oxidants in the art may also be used.

[0018] Preferably, the oxidation adopts oxygen oxidation method, which uses oxygen or air oxidation to facilitate automated continuous production, reduce odor, clean and efficient, and no side reactions, thereby improving product conversion rate and improving production efficiency. When oxygen is used as the oxidant, the specific steps are: oxygen, catalyst and cyclohexyl mercaptan are pre-introduced into the premixer of the microchannel reactor, premixed, and then enter the microchannel reactor for reaction to obtain cyclohexyl disulfide; wherein the flow rate of the oxygen into the premixer of the microchannel reactor is 800-1200Nm 3 / h, the flow rate of the catalyst is 1 to 3m 3 / h, the flow rate of the cyclohexyl mercaptan is 1.5~5m 3 / h, the premixing time is 2 to 5min;

[0019] Preferably, the oxidation reaction temperature in the microchannel reactor is -10 to 130°C, the pressure in the microchannel reactor during oxidation is normal pressure, the material flow rate entering the microchannel reactor is 1 to 5 t / h, and the oxidation reaction time is 20 to 40 min. After comprehensive consideration, the oxidation reaction temperature is controlled at -10 to 130°C. The main reason is that if the temperature is too high, side reactions will increase, and if the temperature is too low, the oxidation will not be thorough.

[0020] Preferably, the catalyst is elemental iodine or a mixture of elemental iodine and iodide salt. Here, considering the properties of mercaptan, the catalytic oxidation conditions using such catalysts are relatively mild, which is convenient for production control.

[0021] Preferably, the obtained cyclohexyl disulfide is reacted with chlorine to obtain cyclohexyl sulfenyl chloride, and the specific steps are: dissolving the cyclohexyl disulfide in an organic solvent, and passing it into a premixer of a microchannel reactor together with chlorine, premixing, and then entering the microchannel reactor for reaction, wherein the flow rate of the organic solvent solution of cyclohexyl disulfide into the premixer of the microchannel reactor is 1 to 3 m / s. 3 / h, the flow rate of chlorine gas is 700~1200Nm 3 / h, the premixing time is 2 to 5min;

[0022] Preferably, the reaction temperature in the microchannel reactor is -15 to 30°C, the pressure during the reaction is 1 to 5 MPa, the material flow rate entering the microchannel reactor is 1 to 6 t / h, and the reaction time is 20 to 40 min.

[0023] Preferably, the organic solvent is one or a combination of two or more of carbon tetrachloride, dichloromethane, chloroform and trichloroethane, and dichloromethane is more preferred. Such organic solvents are selected because chlorine has a certain solubility in such organic solvents, and such solvents are difficult to burn or non-flammable and relatively safe.

[0024] Preferably, the obtained cyclohexylsulfenyl chloride is reacted with sodium phthalimide, and the specific steps are: passing the sodium phthalimide solution and cyclohexylsulfenyl chloride into the premixer of the microchannel reactor, premixing, and then entering the microchannel reactor for reaction, wherein the flow rate of the sodium phthalimide solution into the premixer of the microchannel reactor is 0.5 to 1.5 m / s. 3 / h, the flow rate of the cyclohexylsulfenyl chloride is 0.5~1.5m 3 / h, premixing time is 1 to 3 minutes;

[0025] Preferably, the reaction temperature in the microchannel reactor is 3-8° C., the pressure is 0.1-0.5 MPa, the material flow rate is 0.5-1 t / h, and the reaction time is 20-30 min.

[0026] Preferably, the sodium phthalimide solution is obtained by dissolving phthalimide in a sodium hydroxide solution and stirring the mixture uniformly, wherein the mass concentration of the sodium hydroxide solution is 8-15%, and the mass ratio of the phthalimide to the sodium hydroxide solution is 1:3-4.

[0027] Compared with the prior art, the present invention has the following beneficial effects:

[0028] The invention provides a method for synthesizing N-cyclohexylthiophthalamide, comprising: first, subjecting cyclohexene to a nucleophilic addition reaction with hydrogen sulfide gas to obtain cyclohexyl mercaptan; then further oxidizing the obtained cyclohexyl mercaptan to obtain cyclohexyl disulfide; then reacting the obtained cyclohexyl disulfide with chlorine in an organic solvent to obtain cyclohexyl sulfonyl chloride; finally, reacting the cyclohexyl sulfonyl chloride with sodium phthalimide to obtain N-cyclohexylthiophthalamide. The synthetic method of the invention has simple operation, low energy consumption, low investment cost, high safety, continuous production, greatly reduced generation of waste water and waste residue, is conducive to industrial promotion and application, and has high industrial value and application prospects. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] In order to more clearly illustrate the technical solutions in the embodiments of the present invention, the drawings required for use in the embodiments will be briefly introduced below. Obviously, the drawings described below are only some embodiments of the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying creative work.

[0030] Figure 1 The synthetic route diagram of N-cyclohexylthiophthalamide provided by the present invention;

[0031] Figure 2This is the NMR spectrum of N-cyclohexylthiophthalamide prepared in Example 1. DETAILED DESCRIPTION

[0032] In the following description, for the purpose of illustration rather than limitation, specific details such as specific system structures and technologies are provided to provide a thorough understanding of the embodiments of the present invention. However, it should be clear to those skilled in the art that the present invention may also be implemented in other embodiments without these specific details.

[0033] Example 1

[0034] Reference Figure 1 , prepare N-cyclohexylthiophthalamide, the specific steps are:

[0035] (1) 343.4 kg of 99% hydrogen sulfide gas was heated at 500 Nm 3 / h flow rate and 828.3Kg cyclohexene with a content of 99% at a flow rate of 1m 3 / h enters the premixer of the microchannel reactor in advance, and enters the microchannel reactor after premixing for 3 minutes. The pressure in the microchannel is controlled to be 20MPa, the reaction temperature is 80°C, the material flow rate is 1t / h, and samples are taken after 20 minutes to detect the content of cyclohexanethiol.

[0036] (2) Add 99% oxygen gas at 800 Nm 3 / h flow rate, 1% iodine solution with a flow rate of 0.08m 3 / h flow rate, and the content is 99% cyclohexanethiol at 1.5m 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 3 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 10MPa, the reaction temperature is 30℃, the material flow rate is 1t / h, and sampling is taken after 20 minutes to detect the content of cyclohexyl disulfide. After passing the test, static stratification is performed, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0037] (3) 310 kg of cyclohexyl disulfide and 1500 L of dichloromethane (anhydrous) were thoroughly mixed and then stirred at a flow rate of 1.5 m 3 / h and 99% chlorine gas at 800Nm 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 2 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 2MPa, the reaction temperature is -15℃, the material flow rate is 1t / h, and cyclohexyl sulfenyl chloride is obtained after 20 minutes. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0038] (4) dissolving 400 kg of phthalimide in 1370 kg of 8% sodium hydroxide solution and stirring evenly to obtain a sodium phthalimide solution; and mixing the sodium phthalimide solution with 0.8 m 3 / h and cyclohexylsulfenyl chloride at a flow rate of 0.8m 3 / h immediately into the premixer of the microchannel reactor, after premixing for 3 minutes, enter the microchannel reactor for reaction, control the pressure in the microchannel to 0.1MPa, the reaction temperature to 3°C, the material flow rate to 0.8t / h, and take samples to detect the content of N-cyclohexylthiophthalamide after 20 minutes. After passing the test, stand still and separate the layers, and the oil phase is N-cyclohexylthiophthalamide. After evaporation and drying, the rubber anti-scorch agent CTP (N-cyclohexylthiophthalamide) is obtained, and the nuclear magnetic spectrum is shown in Figure 2 .

[0039] Example 2

[0040] (1) 686.8 kg of 99% hydrogen sulfide gas was heated at 1000 Nm 3 / h flow rate and 1656.6Kg cyclohexene with a content of 99% at a flow rate of 2m 3 / h enters the premixer of the microchannel reactor in advance, and enters the microchannel reactor after premixing for 3 minutes. The pressure in the microchannel is controlled to be 20MPa, the reaction temperature is 80°C, the material flow rate is 5t / h, and samples are taken after 30 minutes to detect the content of cyclohexanethiol.

[0041] (2) Add 99% oxygen gas at 800 Nm 3 / h flow rate, 1% iodine solution with a flow rate of 0.08m 3 / h flow rate, and the content is 99% cyclohexanethiol at 1.5m 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 3 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 10MPa, the reaction temperature is 30℃, the material flow rate is 1t / h, and after 20 minutes, the content of cyclohexyl disulfide is sampled and tested. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0042] (3) 310 kg of cyclohexyl disulfide and 1500 L of dichloromethane (anhydrous) were thoroughly mixed and then stirred at a flow rate of 1.5 m 3 / h and 99% chlorine gas at 800Nm 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 2 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 2MPa, the reaction temperature is -15℃, the material flow rate is 1t / h, and cyclohexyl sulfenyl chloride is obtained after 20 minutes. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0043] (4) dissolving 400 kg of phthalimide in 1370 kg of 8% sodium hydroxide solution and stirring evenly to obtain a sodium phthalimide solution; and mixing the sodium phthalimide solution with 0.8 m 3 / h and cyclohexylsulfenyl chloride at a flow rate of 0.8m 3 / h is immediately introduced into the premixer of the microchannel reactor, and after premixing for 3 minutes, it enters the microchannel reactor for reaction. The pressure in the microchannel is controlled to be 0.1MPa, the reaction temperature is 3°C, and the material flow rate is 0.8t / h. After 20 minutes, a sample is taken to detect the content of N-cyclohexylthiophthalamide. After passing the test, the oil phase is N-cyclohexylthiophthalamide. After evaporation and drying, the rubber anti-scorch agent CTP (N-cyclohexylthiophthalamide) is obtained.

[0044] Example 3

[0045] (1) 343.4 kg of 99% hydrogen sulfide gas was heated at 800 Nm 3 / h flow rate and 828.3Kg cyclohexene with a content of 99% at a flow rate of 5m 3 / h enters the premixer of the microchannel reactor in advance, and enters the microchannel reactor after premixing for 5 minutes. The pressure in the microchannel is controlled to be 20MPa, the reaction temperature is 120℃, the material flow rate is 3t / h, and samples are taken after 30 minutes to detect the content of cyclohexanethiol.

[0046] (2) Add 99% oxygen gas at 800 Nm 3 / h flow rate, 1% iodine solution with a flow rate of 0.08m 3 / h flow rate, and the content is 99% cyclohexanethiol at 1.5m 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 3 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 10MPa, the reaction temperature is 30℃, the material flow rate is 1t / h, and after 20 minutes, the content of cyclohexyl disulfide is sampled and tested. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0047] (3) 310 kg of cyclohexyl disulfide and 1500 L of dichloromethane (anhydrous) were thoroughly mixed and then stirred at a flow rate of 1.5 m 3 / h and 99% chlorine gas at 800Nm 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 2 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 2MPa, the reaction temperature is -15℃, the material flow rate is 1t / h, and cyclohexyl sulfenyl chloride is obtained after 20 minutes. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0048] (4) dissolving 400 kg of phthalimide in 1370 kg of 8% sodium hydroxide solution and stirring evenly to obtain a sodium phthalimide solution; and mixing the sodium phthalimide solution with 0.8 m 3 / h and cyclohexylsulfenyl chloride at a flow rate of 0.8m 3 / h is immediately introduced into the premixer of the microchannel reactor, and after premixing for 3 minutes, it enters the microchannel reactor for reaction. The pressure in the microchannel is controlled to be 0.1MPa, the reaction temperature is 3°C, and the material flow rate is 0.8t / h. After 20 minutes, a sample is taken to detect the content of N-cyclohexylthiophthalamide. After passing the test, the oil phase is N-cyclohexylthiophthalamide. After evaporation and drying, the rubber anti-scorch agent CTP (N-cyclohexylthiophthalamide) is obtained.

[0049] Example 4

[0050] (1) 686.8 kg of 99% hydrogen sulfide gas was heated at 1000 Nm 3 / h flow rate and 1656.6Kg cyclohexene with a content of 99% at a flow rate of 2m 3 / h enters the premixer of the microchannel reactor in advance, and enters the microchannel reactor after premixing for 3 minutes. The pressure in the microchannel is controlled to be 10MPa, the reaction temperature is 150℃, the material flow rate is 20t / h, and samples are taken after 20 minutes to detect the content of cyclohexanethiol.

[0051] (2) Add 99% oxygen gas at 800 Nm 3 / h flow rate, 1% iodine solution with a flow rate of 0.08m 3 / h flow rate, and the content is 99% cyclohexanethiol at 1.5m 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 3 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 10MPa, the reaction temperature is 30℃, the material flow rate is 1t / h, and after 20 minutes, the content of cyclohexyl disulfide is sampled and tested. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0052] (3) 310 kg of cyclohexyl disulfide and 1500 L of dichloromethane (anhydrous) were thoroughly mixed and then stirred at a flow rate of 1.5 m 3 / h and 99% chlorine gas at 800Nm 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 2 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 2MPa, the reaction temperature is -15℃, the material flow rate is 1t / h, and cyclohexyl sulfenyl chloride is obtained after 20 minutes. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0053] (4) dissolving 400 kg of phthalimide in 1370 kg of 8% sodium hydroxide solution and stirring evenly to obtain a sodium phthalimide solution; and mixing the sodium phthalimide solution with 0.8 m 3 / h and cyclohexylsulfenyl chloride at a flow rate of 0.8m 3 / h is immediately introduced into the premixer of the microchannel reactor, and after premixing for 3 minutes, it enters the microchannel reactor for reaction. The pressure in the microchannel is controlled to be 0.1MPa, the reaction temperature is 3°C, and the material flow rate is 0.8t / h. After 20 minutes, a sample is taken to detect the content of N-cyclohexylthiophthalamide. After passing the test, the oil phase is N-cyclohexylthiophthalamide. After evaporation and drying, the rubber anti-scorch agent CTP (N-cyclohexylthiophthalamide) is obtained.

[0054] Example 5

[0055] (1) 686.8 kg of 99% hydrogen sulfide gas was heated at 800 Nm 3 / h flow rate and 1656.6Kg cyclohexene with a content of 99% at a flow rate of 0.08m 3 / h enters the premixer of the microchannel reactor in advance, and enters the microchannel reactor after premixing for 3 minutes. The pressure in the microchannel is controlled to be 0.1MPa, the reaction temperature is 80°C, the material flow rate is 20t / h, and samples are taken after 20 minutes to detect the content of cyclohexanethiol.

[0056] (2) Add 99% oxygen gas at 800 Nm 3 / h flow rate, 1% iodine solution with a flow rate of 0.08m 3 / h flow rate, and the content is 99% cyclohexanethiol at 1.5m 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 3 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 10MPa, the reaction temperature is -10℃, the material flow rate is 1t / h, and after 20 minutes, samples are taken to detect the content of cyclohexyl disulfide. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0057] (3) 310 kg of cyclohexyl disulfide and 1500 L of dichloromethane (anhydrous) were thoroughly mixed and then stirred at a flow rate of 3.0 m 3 / h and 99% chlorine gas at 1000Nm 3 / h flow rate into the premixer of the microchannel reactor in advance, premixed for 2 minutes before entering the microchannel reactor, the pressure in the microchannel is controlled to be 2MPa, the reaction temperature is -10℃, the material flow rate is 5t / h, and cyclohexyl sulfenyl chloride is obtained after 40 minutes. After passing the test, the oil phase is cyclohexyl disulfide, and the water phase is the catalyst, which is recycled.

[0058] (4) dissolving 400 kg of phthalimide in 1370 kg of 8% sodium hydroxide solution and stirring evenly to obtain a sodium phthalimide solution; and mixing the sodium phthalimide solution with 0.5 m 3 / h and cyclohexylsulfenyl chloride at a flow rate of 1.0m 3 / h immediately enters the microchannel reactor, controls the pressure in the microchannel to be 0.1MPa, the reaction temperature to be 8℃, the material flow rate to be 0.3t / h, and takes a sample to detect the content of N-cyclohexylthiophthalamide after 30min. After passing the test, the oil phase is N-cyclohexylthiophthalamide. After evaporation and drying, the rubber anti-scorch agent CTP (N-cyclohexylthiophthalamide) is obtained.

[0059] The present invention is not limited to the above-mentioned specific implementation modes. Various changes made by ordinary technicians in this field based on the above-mentioned concepts without creative work are all within the protection scope of the present invention.

Claims

1. A method for synthesizing N-cyclohexylthiophthalamide, characterized in that: The method comprises the following steps: firstly, subjecting cyclohexene to a nucleophilic addition reaction with hydrogen sulfide gas to obtain cyclohexyl mercaptan; then further oxidizing the obtained cyclohexyl mercaptan to obtain cyclohexyl disulfide; then reacting the obtained cyclohexyl disulfide with chlorine gas in an organic solvent to obtain cyclohexyl sulfenyl chloride; and finally reacting the obtained cyclohexyl sulfenyl chloride with sodium phthalimide to obtain N-cyclohexylthiophthalamide.

2. The method for synthesizing N-cyclohexylthiophthalamide according to claim 1, characterized in that: The method of carrying out a nucleophilic addition reaction of cyclohexene and hydrogen sulfide gas comprises the following specific steps: introducing cyclohexene and hydrogen sulfide gas into a premixer of a microchannel reactor in advance, premixing, and then introducing the cyclohexene and hydrogen sulfide gas into the microchannel reactor for reaction; wherein the flow rate of the hydrogen sulfide gas into the premixer of the microchannel reactor is 500 to 1200 Nm 3 / h, the flow rate of the cyclohexene is 1-5m 3 / h, the premixing time is 2 to 5 min; the reaction temperature in the microchannel reactor is 30 to 150°C, the pressure is 0.1 to 30 MPa, the material flow rate entering the microchannel reactor is 1 to 20 t / h, and the reaction time is 20 to 40 min.

3. The method for synthesizing N-cyclohexylthiophthalamide according to claim 2, characterized in that: The molar ratio of cyclohexene to hydrogen sulfide is 1.0:1.0-10.

0.

4. The method for synthesizing N-cyclohexylthiophthalamide according to claim 1, characterized in that: The oxidant used in the oxidation is oxygen, air or hydrogen peroxide.

5. The method for synthesizing N-cyclohexylthiophthalamide according to claim 4, characterized in that: When oxygen is used as the oxidant, the specific steps are: oxygen, catalyst and cyclohexyl mercaptan are introduced into the premixer of the microchannel reactor in advance, premixed, and then introduced into the microchannel reactor for reaction to obtain cyclohexyl disulfide; wherein the flow rate of the oxygen introduced into the premixer of the microchannel reactor is 800-1200 Nm 3 / h, the flow rate of the catalyst is 1-3m 3 / h, the flow rate of the cyclohexyl mercaptan is 1.5~5m 3 / h, the premixing time is 2 to 5min; The oxidation reaction temperature in the microchannel reactor is -10 to 130° C., the pressure in the microchannel reactor during oxidation is normal pressure, the material flow rate entering the microchannel reactor is 1 to 5 t / h, and the oxidation reaction time is 20 to 40 min; the catalyst is elemental iodine or a mixture of elemental iodine and iodide salt.

6. The method for synthesizing N-cyclohexylthiophthalamide according to claim 1, characterized in that: The obtained cyclohexyl disulfide is reacted with chlorine to obtain cyclohexyl sulfenyl chloride, and the specific steps are: dissolving the cyclohexyl disulfide in an organic solvent, and passing the cyclohexyl disulfide and the chlorine into a premixer of a microchannel reactor, premixing, and then entering the microchannel reactor for reaction, wherein the flow rate of the organic solvent solution of the cyclohexyl disulfide into the premixer of the microchannel reactor is 1 to 3 m / s. 3 / h, the flow rate of chlorine gas is 700~1200Nm 3 / h, the premixing time is 2 to 5min; The reaction temperature in the microchannel reactor is -15 to 30°C, the pressure during the reaction is 1 to 5 MPa, the material flow rate entering the microchannel reactor is 1 to 6 t / h, and the reaction time is 20 to 40 min.

7. The method for synthesizing N-cyclohexylthiophthalamide according to claim 6, characterized in that: The organic solvent is one of carbon tetrachloride, dichloromethane, chloroform and trichloroethane, or a combination of two or more thereof.

8. The method for synthesizing N-cyclohexylthiophthalamide according to claim 1, characterized in that: The obtained cyclohexylsulfenyl chloride is reacted with sodium phthalimide, and the specific steps are: sodium phthalimide solution and cyclohexylsulfenyl chloride are introduced into a premixer of a microchannel reactor, premixed, and then introduced into the microchannel reactor for reaction, wherein the flow rate of the sodium phthalimide solution introduced into the premixer of the microchannel reactor is 0.5 to 1.5 m / s. 3 / h, the flow rate of the cyclohexylsulfenyl chloride is 0.5~1.5m 3 / h, premixing time is 1 to 3 minutes; The reaction temperature in the microchannel reactor is 3-8° C., the pressure is 0.1-0.5 MPa, the material flow rate entering the microchannel reactor is 0.5-1 t / h, and the reaction time is 20-30 min.

9. The method for synthesizing N-cyclohexylthiophthalamide according to claim 8, characterized in that: The sodium phthalimide solution is obtained by dissolving phthalimide in a sodium hydroxide solution and stirring the solution uniformly, wherein the mass concentration of the sodium hydroxide solution is 8-15%, and the mass ratio of the phthalimide to the sodium hydroxide solution is 1:3-4.

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