Method for preparing tertiary butyl chloride

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to manufacturing chloro-containing hydrocarbons, in particular, tert.-butyl chloride used for preparing addition agents and as activator for dehydrogenation catalysts. Method for preparing involves interaction gaseous isobutylene and hydrogen chloride in the presence of catalyst in the amount 0.02-0.3 wt.-% of parent reagents mass. Water is used as a catalyst. Process is carried out at volume rate of feeding reagents from 1400 h-1 to 1500 h-1, at temperature from 0oC to -5oC and in the mole ratio isobutylene : hydrogen chloride = (1.01-1.015):1 in the bubbling reactor. Method provides elevating yield of tert.-butyl chloride up to 99.2-99.5 wt.-%.

EFFECT: improved preparing method, enhanced yield.

2 cl, 1 tbl, 4 ex

 

The invention relates to the production of chlorinated hydrocarbons, in particular tertiary butyl chloride used to obtain additive and as an activator of dehydrogenation catalysts.

Known methods for producing tertiary butyl chloride from tertiary butyl alcohol. (Industrial organochlorine products. Handbook edited Laatina. - M.: Chemistry 1978, s-302 and Fisher L., Fisher M. Reagents for organic synthesis - M.: Mir, 1970. s). The disadvantages of the above methods is the use of expensive feedstock (isobutyl alcohol and chloride thionyl), technological complexity and low yield of the target product.

The closest in technical essence and the achieved result is a method of obtaining a tertiary butyl chloride interaction of isobutylene and hydrogen chloride in graphite bookshelf heat exchanger with a ratio of the length to the cross-section 375-1250:1, at a temperature of from -20°-25°and a volume ratio of hydrogen chloride and isobutylene (equal to 1.03-1.05):1. (Patent RF №2129114 20.04.99 bull. No. 11).

The disadvantages of this method are:

1. The complexity of the technology process, which consists in carrying out the process at low temperatures from -20 to -25°C. This necessitates the use of complex refrigeration equipment, and excess chloride water is kind involves the trapping of hydrogen chloride after reactor absorbers.

2. The low reaction rate. In the known method is optimal volumetric feed rate of the source reagents 800-850 h-1.

3. Insufficient yield of the target product 98,7% ( wt.).

The aim of the invention is to increase the yield of the target product, simplification and intensification of the process.

This goal is achieved the intended method of obtaining tertiary butyl chloride, which consists in the fact that the interaction of gaseous isobutylene and hydrogen chloride is carried out in the presence of a catalyst from 0.02 to 0.03% (wt.) from the mass of the initial reagents. As catalyst, use water. The process is conducted at a volumetric feed rate of the reactants from 1400 to 1500 h-1at a temperature of from 0 to -5°and a molar ratio of isobutylene: hydrogen chloride 1,01:1,015:1 in a bubble reactor.

Using the proposed method allows to obtain the following results: upon receipt of the tertiary butyl chloride interaction of gaseous isobutylene and hydrogen chloride, the yield of tertiary butyl chloride is to 99.2-99.5% of (wt.).

The invention is illustrated in the following examples.

In all examples, the technique of synthesis of tertiary butyl chloride and analysis of the products of the reaction are similar, resulting outlines the General methodology for conducting experiments.

The General methodology for conducting experiments

EOI is the activity of isobutylene and hydrogen chloride is carried out in the reactor, represents a cylindrical vessel with a height of 200 mm and a diameter of 25 mm In the upper part of the reactor has an inlet for the supply of isobutylene and hydrogen chloride. A nozzle for supplying a mixture of isobutylene and hydrogen chloride and a pocket for thermocouples along the entire length of the reactor. At the end of the pipe for the supply of isobutylene and hydrogen chloride has a filter SCHOTT. The temperature control is performed by thermocouple HC. Isobutylene and hydrogen chloride drain and dosed by filing the original of the reagents from the cylinders through the drying system, consisting of a scrubber filled with calcium chloride, and the systems of small dosage, consisting of a rheometer, cranes, U-shaped manometer and manostat.

The temperature in the reactor is supported by a dip in thermostat. Negative temperature create a mixture of snow, salt and acetone.

The hydrochlorination process is carried out in the environment of the tertiary butyl chloride. To do this, cut through load rectified tertiary butyl chloride to pipe intended for removal of reaction products, which is located at a height of 150 mm from the bottom of the reactor. Isobutylene and hydrogen chloride bubbled through the layer of tertiary butyl chloride. The liquid part of the products in the reaction accumulates in the receiver. After finishing the experiment, which lasts 10 minutes, the amount of liquid foods R the shares weigh and analyze khromotograficheskie.

The reaction gases away through the receiver flask Drexel. In the flask is absorbed unreacted hydrogen chloride, the amount of which is determined by titration with 0,1N. sodium hydroxide solution. Unreacted isobutylene is collected in a Gasometer, consisting of two communicating vessels. The estimated amount of the catalyst is injected through the upper section of the reactor of the medical syringe of 1 ml

Example 1 (see tab. 1. experiments 1-5)

The hydrochlorination process of isobutene is carried out in the presence of a catalyst.

As can be seen from the obtained results, without the use of catalyst for the conversion of hydrogen chloride and isobutylene is 80,41 and 79,50% (wt.). The output is 80,05% (mass) per filed hydrogen chloride.

The use of the catalyst in an amount of 0.01 to 0.02% (wt.) dramatically accelerates the reaction rate and allows the process flow rate of the reagents 1500 h-1and temperature 0°C.

Example 2 (see tab. 1 experiments 6-9)

The hydrochlorination process of isobutylene is carried out at different volumetric feed rate of the initial reagents. With increasing space velocity of up to 1600 h-1is leakage of hydrogen chloride, so it is recommended that the process carried out at the space velocity of from 1400 to 1500 h-1.

Example 3 (see tab. 1 experiments 10-13)

The hydrochlorination process from which utiliza carried out at different temperatures. As can be seen from the obtained results, the process recommended in the temperature interval from 0 to -5°C. temperatures down to -10°C (experiment No. 10) does not lead to a significant improvement process. The temperature is raised to +5°With (experiment No. 13) degrades the performance of the process.

Example 4 (see table. 1 experiments 14-17)

The process is carried out at different molar(volume) ratio of isobutylene: hydrogen chloride. When the ratio of isobutylene : hydrogen chloride to 1.005:1 there is incomplete conversion of hydrogen chloride. When the ratio of isobutylene: hydrogen chloride 1,02:1 deteriorate the performance of the process due to incomplete use of isobutylene, the process is recommended when the ratio of isobutylene: hydrogen chloride 1,01-1,015:1.

When using the proposed method increases the yield of the target product of 99.5% (mass) (by a known method - 98,7% (mass)). Simplifies the process by conducting the process at a temperature of from 0 to -5 °With (by a known method from 20 to -25° (C) is eliminated and the stage of absorption of excess hydrogen chloride.

The process at the space velocity of the raw materials from 1400 to 1500 h-1leads to the intensification of the process about 2 times (by a known method maximum output is achieved at a space velocity of 865 h-1).

1. A method of obtaining a tertiary butyl chloride interaction of gaseous isobutylene and hydrogen chloride in the reaction device, wherein the hydrochlorination process is conducted at temperatures from 0° -5°in the presence of a catalyst of the water in the amount of 0.02 - 0.03 wt.% from the mass of the initial reagents, when their space velocity of 1400 h-1- 1500 h-1and a molar ratio of isobutylene : hydrogen chloride, equal 1,01-1,015:1.

2. The method according to claim 1, characterized in that the reaction device using a bubble reactor.



 

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EFFECT: improved stabilizing method.

8 cl, 1 tbl, 16 ex

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FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to manufacturing chloro-containing hydrocarbons, in particular, tert.-butyl chloride used for preparing addition agents and as activator for dehydrogenation catalysts. Method for preparing involves interaction gaseous isobutylene and hydrogen chloride in the presence of catalyst in the amount 0.02-0.3 wt.-% of parent reagents mass. Water is used as a catalyst. Process is carried out at volume rate of feeding reagents from 1400 h-1 to 1500 h-1, at temperature from 0oC to -5oC and in the mole ratio isobutylene : hydrogen chloride = (1.01-1.015):1 in the bubbling reactor. Method provides elevating yield of tert.-butyl chloride up to 99.2-99.5 wt.-%.

EFFECT: improved preparing method, enhanced yield.

2 cl, 1 tbl, 4 ex

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