The method of producing allylchloride

 

(57) Abstract:

The invention relates to a method of producing allylchloride gas-phase chlorination of propylene under pressure at 430-470°C. the chlorination Process are in a confined reaction path with forced circulation of the reaction gases with separate feed and feed in the reaction path of vapors of 1,2-dichloropropane. The molar ratio of propylene and chlorine 2,0-4,0:1,0. The ratio of the volume of circulating in the reaction path and the output from the gas 6-15: 1. And 1,2-dichloropropane in the reaction path serves in the number 0,006-0,080 mol per 1 mol of propylene separately or in a mixture with propylene or chlorine. The result is increased output allylchloride. table 1.

The invention relates to the chemistry and technology of halogenorganics compounds, in particular to a method of producing allylchloride

Allylchloride is an intermediate for a number of large organic production - allyl alcohol, epichlorohydrin, glycerol, corrosion inhibitors, etc.

A known method of producing allylchloride gas-phase chlorination of propylene at elevated temperatures and excessive ratio of propylene to chlorine, in which the process is conducted at temperature is 1.0 feed to the first stage 55-60% of chlorine and contact time on her 0.06-0.12 C, and feed to the second stage 40-45% of chlorine and contact time on her 0.70-1.00 s / A. C. The USSR N706392, CL C 07 C 21/04 C 07 C 17/02, 30.12.79/.

The method allows the use of reaction heat of chlorination of propylene to partial pyrolysis of 1,2-dichloropropane formed at the first level of contact and, thereby, significantly reduce its output. However, this increases the yield of resinous products and products of deep chlorination of propylene, predominantly TRANS - and CIS-1,3-dichloropropene.

The disadvantage of this method is the high temperature process, its wide scope, high yield products, especially trudnoozhidaemyh tar and coke.

A known method of producing allylchloride interaction of propylene and chlorine in the reactor that has more than one entry opening of propylene and more than one entry opening chlorine, in the form of nozzles, in which the channels for supplying the reagents are located on two circles: outer (propylene) and internal (chlorine) parallel to the Central axis with the feed rate of propylene 130-370 m/s and chlorine 80-200 m/s / U.S. Patent 5367105, publ 22.11.94/.

The disadvantage of this method is the high yield of 1,2-dichloropropane and the need for substantial excess of propylene with respect to chlorine in its implementation. CRC CLASS="ptx2">

The closest to the technical nature of the claimed invention is a method of obtaining allylchloride, which consists in the interaction of propylene with chlorine at a molar ratio of reagents for at least 15:1.0 and a temperature of 400-525oC / the international application WO 96/37450, publ. 28.11.96/.

The disadvantage of this method is that the chlorination process occurs with the presence of areas of high concentrations of chlorine at a high temperature of the reaction mixture in the zone of its mixing with chlorine, which leads to changes in the rate constants of formation of target and by-products. It primarily affects the selectivity of the process, i.e., leads to its reduction and especially to increased output high and trudnoozhidaemyh products.

The disadvantage of this method is the difficulty of disposing of 1,2-dichloropropane, which is one of the byproducts of the interaction of chlorine with propylene.

When high-temperature chlorination of propylene in substantial excess of propylene are formed mainly monochloropropane, dichloropropene, trichlorpropane. Simultaneously, the reaction takes place dehydrochlorinating 1,2-dichloropropane to monochloropropane.

Direction by the P>oC chlorine is attached substantially to propylene double bond with the formation of 1,2-dichloropropane, the disposal of which requires significant resources due to the high complexity of its processing.

At temperatures 430-460oC chlorine interacts with propylene education mostly products of substitution chlorination of propylene - monochloropropane different structures, 95-97% of 3-chloropropanol-1 (allylchloride).

Further chlorination of monochloropropane in turn leads to the formation of mixtures of isomeric dichloropropanol, what consumes up to 15% of the educated previously allylchloride. Moreover, at temperatures above 460oC the reaction rate of substitution chlorination of monochloropropane be commensurate with the reaction rates of substitution chlorination of propylene, even when a large excess to chlorine. In addition, the prolonged stay of the propylene feedstock, monochloropropane and, especially, dichloropropanol in the zone temperatures above 460oC is an intensive process their oligomerization and decomposition with the formation of products of osmola and soot, aggravated by contact with the heated surfaces of the walls of the reactor.

The task, which is aimed by the invention, is to increase the output of allylchloride in the process of chlorination of propylene due to partial pyrolysis of 1,2-dichloropropane to allylchloride and other monochloropropane using the heat of reaction and maintain maximum conditions considered horizontally isothermal surface of the main process.

The technical result in the implementation of the claimed invention is that with the increase of the output allylchloride utilized 1,2-dichloropropan as the main by-product, and thereby decreases the amount of by-products per unit of finished product.

This technical result in the implementation of the invention is achieved in that in the known method of producing allylchloride gas-phase chlorination of propylene under pressure at a temperature of 430-470oC, the peculiarity lies in the fact that the chlorination process are in a confined reaction path with forced circulation of the reaction gases with separate supply and a molar ratio of propylene and chlorine 2.0-4.0:1.0, the ratio of the volume of the circulating kolichestvo 0,006-0,080 mol per 1 mol of propylene with the implementation of the feed vapors of 1,2-dichloropropane in the reaction circuit is carried out separately or in a mixture with propylene or chlorine.

The process of obtaining allylchloride gas-phase thermal chlorination of propylene, combined with the pyrolysis of 1,2-dichloropropane provides increased output allylchloride due to the high selectivity of the interaction of propylene with chlorine and further education of 1,2-dichloropropane. The high selectivity of the interaction of propylene with chlorine is achieved by creating conditions maximum considered horizontally isothermal surface, i.e., the process of chlorination of propylene at a temperature of 430-470oC. Additional output allylchloride is achieved by pyrolysis of 1,2-dichloropropane at temperatures above 430oC initiated molecular chlorine and propylene.

Forced circulation of the reaction mixture with multiplicity 6-15, an excess of propylene to chlorine in the amount of 2.0-4.0:1.0 mol/mol, and its relatively low temperatures, and a separate supply of propylene and chlorine, ensures maximum considered horizontally isothermal surface process, because the relatively cool propylene, mixed with the reaction gases, removes excess exothermic heat of reaction. Forced circulation of the reaction gases in a confined reaction path maximum mixing of reagents which leads to reduced output high products and coke.

The method is as follows: propylene and chlorine in a molar ratio of 2.0-4.0: 1.0, served in a closed reaction path via a separate input device initial reagents. In a closed reaction path is also served with evaporated 1,2-dichloropropane in the amount of 0.006-0.080 mol per 1 mol of propylene through a separate input device or in a mixture with propylene or chlorine. The input device propylene is located to the forced circulation device and the input device, chlorine, so relatively cool propylene, mixed with the reaction gases, removes excess heat of the exothermic chlorination. Part of the heat consumed for heating and pyrolysis of 1,2-dichloropropane. Thus in the reactor is maintained at a temperature of 430-470oC, providing optimal izotonicnosti the process of chlorination of propylene and sufficient thermal conditions for the pyrolysis of 1,2-dichloropropane. The circulation of the reaction mixture is performed by a special device located in the cavity of the reactor. Recirculation of the reaction gases and intensive mixing is provided by forced circulation with multiplicity 6-15. The conclusion of the reaction gas passes through the discharge device located CLASS="ptx2">

The method of producing allylchloride gaseous chlorination of propylene feed in the reaction path of vapors of 1,2-dichloropropane tested on bench installed in the specified conditions at a load of initial reagents in the reactor chlorination 4.2-5.8 kg/h with regard to the supply of vapors of 1,2-dichloropropane.

The results of examples shown in the table.

Example 1. In the reactor, which represents the closed loop pipeline, provided with a device for forced circulation of the reaction mixture, input devices starting reagents and reaction products, is served propylene and chlorine in a molar ratio of 2.12:1.0 and evaporated 1,2-dichloropropane in the number of 0.022 mol per 1 mol of propylene through a separate input device. Temperature chlorination 442-465oC. the Reaction mixture is subjected to circulation in a closed loop reactor with multiplicity circulation, equal to 12.6. The reaction gases are directed to a number 4.2-5.8 kg/h Output allylchloride on the converted propylene is 94.62 mol.%.

Example 2. Analogously to example 1, the process is carried out at a molar ratio of propylene and chlorine equal to 2.44:1.0, filing evaporated 1,2-dichloropropane in the number 0.046 mol per 1 mol of propylene. The process provoleta on the converted propylene is 93.68 mol.%.

Example 3. Analogously to example 1, the process is carried out at a molar ratio of propylene and chlorine equal to 2.68:1.0, filing evaporated 1,2-dichloropropane in the number of 0.013 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 448-462oC and the frequency of circulation of the reaction mixture, equal to 6.9. The output of allylchloride on the converted propylene is 92.71 mol.%.

Example 4. Analogously to example 1, the process is carried out at a molar ratio of propylene and chlorine, equal 3.18:1.0, filing evaporated 1,2-dichloropropane in the amount of 0.033 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 433-452oC and the frequency of circulation of the reaction mixture, equal to 8.7. The output of allylchloride on the converted propylene is 93.58 mol.%.

Example 5. Analogously to example 1, the process is carried out at a molar ratio of propylene and chlorine equal to 3.25:1.0, filing evaporated 1,2-dichloropropane in the amount of 0.064 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 447-458oC and the frequency of circulation of the reaction mixture, equal to 10.8. The output of allylchloride on the converted propylene is 95.61 mol.%.

Example 6. Analogously to example 1, the process is carried out at a molar of sootnoshenia. The process is carried out at a temperature in the reactor 457-467oC and the frequency of circulation of the reaction mixture, equal to 11.6. The output of allylchloride on the converted propylene is 97.48 mol.%.

Example 7. Analogously to example 1, the process is carried out at a molar ratio of propylene and chlorine equal to 3.85:1.0, filing evaporated 1,2-dichloropropane in the amount of 0.065 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 438-454oC and the frequency of circulation of the reaction mixture, equal to 9.8. The output of allylchloride on the converted propylene is 96.25 mol.%.

Example 8. In the reactor, which represents the closed loop pipeline, provided with a device for forced circulation of the reaction mixture, input devices starting reagents and reaction products, is served propylene and chlorine in a molar ratio of 3.23:1.0 and evaporated 1,2-dichloropropane in the amount of 0.072 mol per 1 mol of propylene. Feeding the vaporized 1,2-dichloropropane exercise jointly with propylene at a temperature of process 462-470oC and the frequency of circulation of the reaction mixture 14.2. The output of allylchloride is 98.50 mol.%.

Example 9. Analogously to example 8, the method is carried out at a molar ratio impregnated the with carried out at a temperature in the reactor 460-468oC and the frequency of circulation of the reaction mixture, equal to 13.8. The output of allylchloride on the converted propylene is 97.62 mol.%.

Example 10. Analogously to example 8, the method is carried out at a molar ratio of propylene and chlorine equal to 3.43:1.0, filing evaporated 1,2-dichloropropane in the number 0.056 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 446-462oC and the frequency of circulation of the reaction mixture, equal to 11.4. The output of allylchloride on the converted propylene is 95.83 mol.%.

Example 11. Analogously to example 8, the method is carried out at a molar ratio of propylene and chlorine equal to 2.44:1.0, filing evaporated 1,2-dichloropropane in the amount of 0.012 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 442-464oC and the frequency of circulation of the reaction mixture, equal to 6.7. The output of allylchloride on the converted propylene is 90.65 mol.%.

Example 12. Analogously to example 8, the method is carried out at a molar ratio of propylene and chlorine equal to 2.75:1.0, filing evaporated 1,2-dichloropropane in the number of 0.034 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 436-448oC and the frequency of circulation of the reaction mixture, equal to 9.2. Output allergists at a molar ratio of propylene and chlorine, equal to 2.95:1.0, filing evaporated 1,2-dichloropropane in the amount of 0.018 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 456-468oC and the frequency of circulation of the reaction mixture, equal to 12.4. The output of allylchloride on the converted propylene is 94.68 mol.%.

Example 14. Analogously to example 8, the method is carried out at a molar ratio of propylene and chlorine equal to 3.72:1.0, filing evaporated 1,2-dichloropropane in the number 0.068 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 454-464oC and the frequency of circulation of the reaction mixture is equal to 13.7. The output of allylchloride on the converted propylene is 97.28 mol.%.

Example 15. Analogously to example 8, the method is carried out at a molar ratio of propylene and chlorine equal to 3.91:1.0, filing evaporated 1,2-dichloropropane in the number 0.063 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 442-463oC and the frequency of circulation of the reaction mixture, equal to 10.1. The output of allylchloride on the converted propylene is 98.36 mol.%.

Example 16. Similarly primco 8, the method is carried out at a molar ratio of propylene and chlorine equal to 3.65:1.0, filing evaporated 1,2-dichloropropane in the number of 0.034 mol Noah mixture, equal to 9.8. The output of allylchloride on the converted propylene is 92.61 mol.%.

Example 17. Analogously to example 8, the method is carried out at a molar ratio of propylene and chlorine equal to 3.27:1.0, filing evaporated 1,2-dichloropropane in the number 0.028 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 449-461oC and the frequency of circulation of the reaction mixture, equal to 11.6. The output of allylchloride on the converted propylene is 94.85 mol.%.

Example 18. In the reactor, which represents the closed loop pipeline, provided with a device for forced circulation of the reaction mixture, input devices starting reagents and reaction products, is served propylene and chlorine in a molar ratio of 2.63:1.0 and evaporated 1,2-dichloropropane in the number 0.042 mol per 1 mol of propylene. Feeding the vaporized 1,2-dichloropropane exercise jointly with chlorine at a temperature of process 434-458oC and the frequency of circulation of the reaction mixture 8.2. The output of allylchloride is 91.07 mol.%.

Example 19. Analogously to example 18, the method is carried out at a molar ratio of propylene and chlorine equal to 2.95:1.0, filing evaporated 1,2 - dichloropropane in the number of 0.022 mol per 1 mol of propylene.. ihod of allylchloride on the converted propylene is 93.61 mol.%.

Example 20. Analogously to example 18, the method is carried out at a molar ratio of propylene and chlorine equal to 3.28:1.0, filing evaporated 1,2-dichloropropane in the number 0.063 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 452-468oC and the frequency of circulation of the reaction mixture, equal to 10.4. The output of allylchloride on the converted propylene is 94.93 mol.%.

Example 21. Analogously to example 18, the method is carried out at a molar ratio of propylene and chlorine equal to 2.48:1.0, filing evaporated 1,2-dichloropropane in the number of 0.036 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 434-445oC and the frequency of circulation of the reaction mixture, equal to 13.8. The output of allylchloride on the converted propylene is 90.90 mol.%.

Example 22. Analogously to example 18, the method is carried out at a molar ratio of propylene and chlorine equal to 3.67:1.0, filing evaporated 1,2 - dichloropropane in the number of 0.044 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 456-470oC and the frequency of circulation of the reaction mixture equal to 11.8. Output allylchloride on the converted propylene is 96.52 mol.%. the ate 3.46:1.0, feeding the vaporized 1,2-dichloropropane in the amount of 0.016 mol per 1 mol of propylene. The process is carried out at a temperature in the reactor 444-468oC and the frequency of circulation of the reaction mixture, equal to 7.6. The output of allylchloride on the converted propylene is 94.62 mol.%.

The method will allow you to:

to increase the output allylchloride in the process of chlorination of propylene,

to reduce the amount of by-products formed by processing 1,2-dichloropropane;

to process allylchloride third-1,2-dichloropropan formed in the process of obtaining propylchloride.

The method of producing allylchloride gas-phase chlorination of propylene under pressure at 430 - 470oC, characterized in that the chlorination process are in a confined reaction path with forced circulation of the reaction gases with separate supply and when the molar ratio of propylene and chlorine 2,0 - 4,0 : 1,0, the ratio of the volume of circulating in the reaction path and the output from the gas 6 to 15 : 1 and feed in the reaction path of vapors of 1,2-dichloropropane in the number 0,006 - 0,080 mol per 1 mol of propylene, and the flow of vapors of 1,2-dichloropropane in the reaction circuit is carried out separately or in a mixture with the PCC is

 

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