The method of producing phthalonitrile


C07C253/28 - containing six-membered aromatic rings, e.g. styrene

 

(57) Abstract:

The invention relates to the field of organic chemistry, in particular to a method for production of aromatic NITRILES, namely phthalonitrile used as an intermediate product in the synthesis of pigments and dyes, paints, varnishes, stabilizing agents, and other materials. The inventive method of producing phthalonitrile comprising passing the gas mixture in the ratio of phthalic anhydride : ammonia = 1 : (40 - 100), at 420-480oWith a stationary catalyst bed and the selection of solid phthalonitrile condensation sprayed with liquid ammonia, and the process is carried out on a stationary layer of the catalyst is aluminum oxide, the regeneration of the catalyst is carried out at 430-550oC for 50-70 min oxygen periodically through 950-1050 h his work, with before and after regeneration, the catalyst is rinsed with an inert gas, the exhaust amigadave gases are sent to the joint processing of products of coking. table 2.

The invention relates to the field of organic chemistry, in particular to a method for production of aromatic NITRILES, namely phthalonitrile used as an intermediate product with the EN method for the production of phthalonitrile oxidative ammonolysis of o-xylene by reacting with ammonia and air at a molar ratio of o-xylene: ammonia: air, equal 1:15:30, fluidized bed microspherical alumina, processed complex component composition containing oxides of metals Sb, B1, V, Mo, CR [Rizaev R., and others Receive phthalonitrile oxidative ammonolysis of o-xylene.- Chemical industry, 9, 1983, S. 16-18].

In the industrial implementation of production phthalonitrile method of oxidative ammonolysis of the whole difficulty lies in the extraordinary explosion of technology. Aromatic hydrocarbons, ammonia, oxygen give explosive mixture and process with heat. The use of equipment during the ammonolysis of the fluidized bed of the catalyst, but also extremely difficult microspherical catalyst allows you to get phthalonitrile in good yield (90%), but at the same time, the process remains complex, energy-intensive, and the production of phthalonitrile high cost. All these factors hinder the implementation of industrial technology phthalonitrile. In addition, o-xylene is currently scarce raw materials.

The known method for preparation of aromatic NITRILES, toluenethiol, terephthalonitrile by reacting p-xylene and ammonia in the gas phase at a temperature of 400 to 500o

Low yield of NITRILES and duty cycle 30 min, nepriemlim for practical implementation, since all the operations for the preparation and transition to the stage of oxidative regeneration itself and the stage of regeneration is longer than the immediate stage of obtaining phthalonitrile, which makes this method ineffective and unprofitable.

The closest in technical essence and the achieved result is a method of producing phthalonitrile comprising passing the gas mixture talamini vapor in the ratio of phthalic anhydride: ammonia = 1: (40100), at a temperature of 420-480oWith a stationary catalyst bed, which is used as the silicate, bentonite, phosphoric acid on silica gel and phosphoric acid on silicate, contact time 0.15 emitting solid phthalonitrile condensation sprayed with liquid ammonia, the exhaust amigadave gases is directed to the irrigation water and concentrated ammonia water dispersed under a pressure of 12 ATM of dry ammonia and water [Dobrovolsky S. Century /P> With all the benefits of this method of obtaining phthalonitrile (the yield of the target product 85-94%) not clear on the question of the regeneration of the catalyst. According to the publication, the catalyst is put through the loop and replaced with a new one. Purification of exhaust gases from ammonia is very complicated and expensive.

The objective of the invention is to provide explosion-proof way of getting phthalonitrile with increased productivity due to the implementation of the periodic regeneration of the catalyst, recycling admixtures exhaust gases and a product with a low cost.

This object is achieved in that in the method of producing phthalonitrile comprising passing the gas mixture in the ratio of phthalic anhydride: ammonia = 1:(40100) at a temperature of 420-480oWith a stationary catalyst bed and the selection of solid phthalonitrile condensation sprayed with liquid ammonia according to the invention the process is performed on the stationary layer of the catalyst is aluminum oxide, the regeneration of the catalyst is carried out at a temperature 430-550oC for 50-70 min periodically through 950-1050 h his work, with before and after regeneration, the catalyst is rinsed with an inert gas, the exhaust admixtures is auchenia of phthalonitrile with the specified set of features ensures the achievement of the technical result introducing explosion-proof technologies for phthalonitrile by optimizing the regeneration mode, periodic implementation, utilization admixtures waste their joint processing with products of coking coal.

This technical result is achieved by solving the problem on inventive step, in particular the implementation process periodically with regeneration of the catalyst is stationary layer of aluminum oxide as the loss of activity due to the intensive education on the surface of the carbon compounds and the direction of exhaust admixtures gases on joint processing of products of coking coal.

Research is set to the optimum temperature range for regenerating catalyst - 430-550oWith stores physico-chemical properties of the catalyst layer of aluminum oxide and its subsequent activity. When the temperature of the regeneration of the catalyst is below 430oWith burnout resinous deposits of low-intensity. Increasing the regeneration temperature above 550oWith undesirable because it is not stored porous structure of the catalyst.

The regeneration time of catalogados regeneration per unit volume of catalyst. When regeneration of the catalyst is less than 50 min burnout resinous carbon deposits is not enough. To increase the regeneration time of over 70 minutes is impractical because already there was a complete burnout of carbon compounds.

To set the interval between regenerations of the catalyst over 1050 h economically and technically impractical because significantly reduces the yield of phthalonitrile. The period between regenerations of the catalyst to take less than 950 h is undesirable, as yet not lose the activity of the catalyst.

The need for and feasibility of joint processing of waste admixtures gases forming during the manufacture of phthalonitrile, with products of coking coal is based on the fact that the exhaust gases from the synthesis and condensation of phthalonitrile contain about. %: 4-5 ammonia, 1-2 carbon monoxide and traces of aromatic hydrocarbons, the volume is 50 m3/h, and the products of coking coal - direct coke oven gas coke production also contains ammonia, carbon monoxide, aromatic compounds, the volume is 1600003/H. Served in the products of coking coal urea gases obtained in the production of phthalonitrile, neznachitelinoe catalyst caused by the security management processes: synthesis phthalonitrile and catalyst regeneration.

Example. The proposed method of obtaining phthalonitrile carried out on pilot plant was assembled in the workshop of phthalic anhydride by-product coke production JSC "West-Siberian metallurgical plant. Phthalic anhydride was evaporated at a temperature of 160oC. Ammonia and phthalic anhydride was filed in the ratio of 1:80, the obtained gas mixture was passed at a temperature of 450oWith over a stationary layer of the catalyst is aluminum oxide. Regeneration of the catalyst was carried out at a temperature of 510oC for 70 min oxygen periodically through 1000 hours of operation catalyst. The volumetric feed rate of regeneration gases was 6400 h-1the content of oxygen in the regeneration gases amounted to 7%. Before and after the regeneration was carried out by purging the catalyst with an inert gas. Synthesis products, contact with liquid sprayed ammonia, cooled and settled, by condensation stood firm phthalonitrile. With 1 t of phthalic anhydride was formed to 0.55 wt.% resinous deposits on the catalyst. Limit, to total loss of activity of the catalyst, the content of seal products was 14-15 wt.%, had the following composition. wt.%: carbon 86-92, hydrogen 4-7, nitrogen 4-7. Exhaust gases from the synthesis is in, sent on joint processing of products of the coking - direct coke oven gas.

The experimental data obtained by implementing the proposed method of obtaining phthalonitrile, summarized in the table: in the table.1 shows the conditions and results of the synthesis of phthalonitrile in the table.2 - conditions and results of regeneration of the catalyst is aluminum oxide.

These data confirm that the optimum results are obtained when the parameters specified in the present method of obtaining phthalonitrile.

The development of the claimed proof method will allow to increase the production of phthalonitrile, to reduce its cost by carried out periodically regenerate the catalyst and recycling admixtures exhaust gases (reducing operating costs and capital expenditures by 30%).

The inventive method of obtaining phthalonitrile industrially applicable by-product coke enterprises with the production of phthalic anhydride.

The method of producing phthalonitrile comprising passing the gas mixture in the ratio of phthalic anhydride : ammonia = 1: (40-100), at 420-480oWith a stationary catalyst bed and the allocation of solid Pnom layer of catalyst aluminum oxide, regeneration of the catalyst is carried out at 430-550oC for 50-70 min oxygen periodically through 950-1050 h his work, with before and after regeneration the catalyst purge inert gas, the exhaust ammonia on holding gases are sent to the joint processing of products of coking.

 

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