Oil and natural sources. Natural sources of hydrocarbons: gas, oil, coke

The main natural sources of hydrocarbons are oil, gas, coal. Most of the substances are isolated from them organic chemistry. More about this class organic matter we talk below.

Composition of minerals

Hydrocarbons are the most extensive class of organic substances. These include acyclic (linear) and cyclic classes of compounds. Allocate saturated (limit) and unsaturated (unsaturated) hydrocarbons.

The saturated hydrocarbons include compounds with single bonds:

• alkanes- line connections;
• cycloalkanes- cyclic substances.

Unsaturated hydrocarbons include substances with multiple bonds:

• alkenes- contain one double bond;
• alkynes- contain one triple bond;
• alkadienes- includes two double bonds.

A separate class of arenas or aromatic hydrocarbons containing a benzene ring.

Rice. 1. Classification of hydrocarbons.

Gaseous and liquid hydrocarbons are isolated from minerals. The table describes the natural sources of hydrocarbons in more detail.

More than 600 billion m 3 of gas, 500 million tons of oil, and 300 million tons of coal are produced annually in Russia.

Recycling

Minerals are used in a processed form. Hard coal is calcined without access to oxygen (coking process) in order to isolate several fractions:

• coke oven gas- a mixture of methane, carbon oxides (II) and (IV), ammonia, nitrogen;
• coal tar- a mixture of benzene, its homologues, phenol, arenes, heterocyclic compounds;
• ammonia water- a mixture of ammonia, phenol, hydrogen sulfide;
• coke- the end product of coking containing pure carbon.

Rice. 2. Coking.

One of the leading branches of the world industry is oil refining. Oil extracted from the bowels of the earth is called crude. It is being processed. First carried out mechanical cleaning from impurities, then the refined oil is distilled to obtain various fractions. The table describes the main oil fractions.

Rice. 3. Oil distillation.

Hydrocarbons are used to produce plastics, fibers, medicines. Methane and propane are used as domestic fuels. Coke is used in the production of iron and steel. Produced from ammonia water nitric acid, ammonia, fertilizers. Tar is used in construction.

What have we learned?

From the topic of the lesson, we learned from which natural sources hydrocarbons are isolated. Oil, coal, natural and associated gases are used as raw materials for organic compounds. Minerals are purified and divided into fractions, from which substances suitable for production or direct use are obtained. Liquid fuels and oils are produced from oil. Gases contain methane, propane, butane used as domestic fuel. From hard coal allocate liquid and solid raw materials for the production of alloys, fertilizers, medicines.

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Lesson Objectives:

Training:

• Develop cognitive activity students.
• To acquaint students with natural sources of hydrocarbons: oil, natural gas, coal, their composition and processing methods.
• To study the main deposits of these resources on a global scale and in Russia.
• Show their importance in the national economy.
• Consider protection issues environment.

Educational:

• Raising interest in studying the topic, instilling speech culture in chemistry lessons.

Developing:

• Develop attention, observation, the ability to listen and draw conclusions.

Pedagogical methods and techniques:

• Perceptive approach.
• Gnostic approach.
• cybernetic approach.

Equipment: Interactive whiteboard, multimedia, electronic textbooks of MarSTU, Internet, collections "Oil and the main products of its processing", "Coal and the most important products of its processing".

During the classes

I. Organizing time.

I introduce the purpose and objectives of this lesson.

II. Main part.

The most important natural sources of hydrocarbons are: oil, coal, natural and associated petroleum gases.

Oil is “black gold” (I introduce students to the origin of oil, the main reserves, production, composition of oil, physical properties, refined products).

In the process of rectification, oil is divided into the following fractions:

I demonstrate samples of fractions from the collection (demonstration is accompanied by an explanation).

• Fractionation gases- a mixture of low molecular weight hydrocarbons, mainly propane and butane, with t boiling up to 40 ° C,
• Gasoline fraction (gasoline)- HC composition C 5 H 12 to C 11 H 24 (bp ​​t 40-200 ° C, with a finer separation of this fraction, gas oil(petroleum ether, 40 - 70°C) and petrol(70 - 120°С),
• Naphtha fraction- HC composition from C 8 H 18 to C 14 H 30 (bp t 150 - 250 ° C),
• Kerosene fraction- HC composition from C 12 H 26 to C 18 H 38 (bp t 180 - 300 ° C),
• Diesel fuel- HC composition from C 13 H 28 to C 19 H 36 (bp t 200 - 350 ° C)

Residue of oil refining - fuel oil- contains hydrocarbons with the number of carbon atoms from 18 to 50. Distillation under reduced pressure from fuel oil is obtained solar oil(S 18 H 28 - S 25 H 52), lubricating oils(S 28 H 58 - S 38 H 78), petrolatum and paraffin– fusible mixtures of solid hydrocarbons. The solid residue of the distillation of fuel oil - tar and products of its processing - bitumen and asphalt used for the manufacture of road surfaces.

The products obtained as a result of oil rectification are subjected to chemical processing. One of them is cracking.

Cracking is the thermal decomposition of petroleum products, which leads to the formation of hydrocarbons with a smaller number of carbon atoms in the molecule. (I use the MarSTU electronic textbook, which tells about the types of cracking).

Students compare thermal and catalytic cracking. (Slide number 16)

Thermal cracking.

The splitting of hydrocarbon molecules proceeds at a higher temperature (470-5500 C). The process proceeds slowly, hydrocarbons with an unbranched chain of carbon atoms are formed. In gasoline obtained as a result of thermal cracking, along with saturated hydrocarbons, there are many unsaturated hydrocarbons. Therefore, this gasoline has a greater knock resistance than straight-run gasoline. Thermal cracking gasoline contains many unsaturated hydrocarbons, which are easily oxidized and polymerized. Therefore, this gasoline is less stable during storage. When it burns, various parts of the engine can become clogged.

catalytic cracking.

The splitting of hydrocarbon molecules proceeds in the presence of catalysts and at a lower temperature (450-5000 C). The focus is on petrol. They try to get more and necessarily better quality. Catalytic cracking appeared precisely as a result of the long-term, stubborn struggle of oilmen to improve the quality of gasoline. Compared to thermal cracking, the process proceeds much faster; in this case, not only the splitting of hydrocarbon molecules occurs, but also their isomerization, i.e. hydrocarbons with a branched chain of carbon atoms are formed. Compared to thermally cracked gasoline, catalytic cracked gasoline has even greater knock resistance.

Coal. (I introduce students to the origin of coal, the main reserves, mining, physical properties, processed products).

Origin: (I use the electronic textbook MarGTU, where they talk about the origin of coal).

Main stocks: (slide number 18) On the map, I show students the largest coal deposits in Russia in terms of production - these are the Tunguska, Kuznetsk, and Pechora basins.

Mining:(I use the MarGTU electronic textbook, where they talk about coal mining).

• coke oven gas- which includes H 2, CH 4, CO, CO 2, impurities NH 3, N 2 and other gases,
• Coal tar- contains several hundred different organic substances, including benzene and its homologues, phenol and aromatic alcohols, naphthalene and various heterocyclic compounds,
• Nadsmolnaya, or ammonia water- contains dissolved ammonia, as well as phenol, hydrogen sulfide and other substances,
• Coke– solid coking residue, almost pure carbon.

Natural and petroleum associated gases. (I introduce students to the main reserves, production, composition, processed products).

III. Generalization.

In the generalizing part of the lesson, using the Turning Point program, I made a test. The students were armed with remotes. When a question appears on the screen, by pressing the corresponding button, they choose the correct answer.

1. The main components of natural gas are:

• Ethane;
• Propane;
• Methane;
• Butane.

2. What oil distillation fraction contains from 4 to 9 carbon atoms in a molecule?

• Naphtha;
• gas oil;
• Petrol;
• Kerosene.

3. What is the meaning of heavy oil cracking?

• Getting methane;
• Obtaining gasoline fractions with high detonation resistance;
• Obtaining synthesis gas;
• Obtaining hydrogen.

4. Which process does not apply to oil refining?

• Coking;
• Fractional distillation;
• catalytic cracking;
• Thermal cracking.

5. Which of the following events is the most dangerous for aquatic ecosystems?

• Violation of the tightness of the oil pipeline;
• Oil spill as a result of a tanker accident;
• Violation of technology during deep oil production on land;
• Transportation of coal by sea.

6. From methane forming natural gas, get:

• synthesis gas;
• Ethylene;
• Acetylene;
• Butadiene.

7. What features distinguish catalytic cracked gasoline from straight-run gasoline?

• The presence of alkenes;
• The presence of alkynes;
• The presence of hydrocarbons with a branched chain of carbon atoms;
• High detonation resistance.

The test result is immediately visible on the screen.

Homework:§ 10, exercise 1 - 8

Literature:

1. L.Yu. Alikberova “ Entertaining chemistry.– M.: “AST-Press”, 1999.
2. O.S.Gabrielyan, I.G.Ostroumov “Desk book of a chemistry teacher Grade 10” - M .: “Blik and K”, 2001.
3. O.S.Gabrielyan, F.N.Maskaev, S.Yu.Ponomarev, V.I.Terenin "Chemistry Grade 10".

The main sources of hydrocarbons are oil, natural and associated petroleum gases, and coal. Their reserves are not unlimited. According to scientists, at the current rate of production and consumption, they will be enough: oil - 30 - 90 years, gas - for 50 years, coal - for 300 years.

Oil and its composition:

Oil is an oily liquid from light brown to dark brown, almost black in color with a characteristic odor, does not dissolve in water, forms a film on the surface of the water that does not allow air to pass through. Oil is an oily liquid of light brown to dark brown, almost black color, with a characteristic odor, does not dissolve in water, forms a film on the surface of the water that does not allow air to pass through. Oil is a complex mixture of saturated and aromatic hydrocarbons, cycloparaffin, as well as some organic compounds containing heteroatoms - oxygen, sulfur, nitrogen, etc. What only enthusiastic names were not given by people of oil: both "Black gold", and "Blood of the earth". Oil really deserves our admiration and nobility.

The composition of oil is: paraffinic - consists of alkanes with a straight and branched chain; naphthenic - contains saturated cyclic hydrocarbons; aromatic - includes aromatic hydrocarbons (benzene and its homologues). Despite the complex component composition, the elemental composition of oils is more or less the same: on average 82-87% hydrocarbon, 11-14% hydrogen, 2-6% other elements (oxygen, sulfur, nitrogen).

A bit of history .

In 1859, in the USA, in the state of Pennsylvania, 40-year-old Edwin Drake, with the help of his own perseverance, oil digging money and an old steam engine, drilled a well 22 meters deep and extracted the first oil from it.

Drake's priority as a pioneer in the field of oil drilling is disputed, but his name is still associated with the beginning of the oil era. Oil has been discovered in many parts of the world. Mankind has finally acquired in large quantities an excellent source of artificial lighting ....

What is the origin of oil?

Among scientists, two main concepts dominated: organic and inorganic. According to the first concept, organic residues buried in sedimentary rocks decompose over time, turning into oil, coal and natural gas; more mobile oil and gas then accumulate in the upper layers of sedimentary rocks with pores. Other scientists claim that oil is formed at "great depths in the Earth's mantle".

The Russian scientist - chemist D.I. Mendeleev was a supporter of the inorganic concept. In 1877, he proposed a mineral (carbide) hypothesis, according to which the emergence of oil is associated with the penetration of water into the depths of the Earth along faults, where, under its influence on "carbonaceous metals", hydrocarbons are obtained.

If there was a hypothesis of the cosmic origin of oil - from hydrocarbons contained in the gaseous envelope of the Earth even during its stellar state.

Natural gas is "blue gold".

Our country ranks first in the world in terms of natural gas reserves. The most important deposits of this valuable fuel are located in Western Siberia(Urengoyskoye, Zapolyarnoye), in the Volga-Ural basin (Vuktylskoye, Orenburgskoye), in the North Caucasus (Stavropolskoye).

For natural gas production, the flowing method is usually used. In order for gas to start flowing to the surface, it is enough to open a well drilled in a gas-bearing reservoir.

Natural gas is used without prior separation because it undergoes purification before being transported. In particular, mechanical impurities, water vapor, hydrogen sulfide and other aggressive components are removed from it .... And also most of the propane, butane and heavier hydrocarbons. The remaining practically pure methane is consumed, Firstly as a fuel: high calorific value; environmentally friendly; convenient to extract, transport, burn, because the state of aggregation is gas.

Secondly, methane becomes a raw material for the production of acetylene, soot and hydrogen; for the production of unsaturated hydrocarbons, primarily ethylene and propylene; for organic synthesis: methyl alcohol, formaldehyde, acetone, acetic acid and much more.

Associated petroleum gas

Associated petroleum gas, by its origin, is also natural gas. It received a special name because it is in deposits along with oil - it is dissolved in it. When extracting oil to the surface, it separates from it due to a sharp drop in pressure. Russia occupies one of the first places in terms of associated gas reserves and its production.

The composition of associated petroleum gas differs from natural gas - it contains much more ethane, propane, butane and other hydrocarbons. In addition, it contains such rare gases on Earth as argon and helium.

Associated petroleum gas is a valuable chemical raw material; more substances can be obtained from it than from natural gas. Individual hydrocarbons are also extracted for chemical processing: ethane, propane, butane, etc. Unsaturated hydrocarbons are obtained from them by the dehydrogenation reaction.

Coal

Reserves of coal in nature significantly exceed the reserves of oil and gas. Coal is a complex mixture of substances, consisting of various compounds of carbon, hydrogen, oxygen, nitrogen and sulfur. The composition of coal includes such mineral substances containing compounds of many other elements.

Hard coals have a composition: carbon - up to 98%, hydrogen - up to 6%, nitrogen, sulfur, oxygen - up to 10%. But in nature there are also brown coals. Their composition: carbon - up to 75%, hydrogen - up to 6%, nitrogen, oxygen - up to 30%.

The main method of coal processing is pyrolysis (cocoation) - the decomposition of organic substances without air access at a high temperature (about 1000 C). In this case, the following products are obtained: coke (artificial solid fuel of increased strength, widely used in metallurgy); coal tar (used in the chemical industry); coconut gas (used in the chemical industry and as a fuel.)

coke oven gas

Volatile compounds (coke oven gas), formed during the thermal decomposition of coal, enter the general collection. Here the coke oven gas is cooled and passed through electrostatic precipitators to separate coal tar. In the gas collector, water condenses simultaneously with the resin, in which ammonia, hydrogen sulfide, phenol, and other substances dissolve. Hydrogen is isolated from uncondensed coke oven gas for various syntheses.

After the distillation of coal tar, a solid remains - pitch, which is used to prepare electrodes and roofing tar.

Oil refining

Oil refining, or rectification, is the process of thermal separation of oil and oil products into fractions according to the boiling point.

Distillation is a physical process.

There are two methods of oil refining: physical (primary processing) and chemical (secondary processing).

The primary processing of oil is carried out in a distillation column - an apparatus for separating liquid mixtures of substances that differ in boiling point.

Oil fractions and the main areas of their use:

Gasoline - automotive fuel;

Kerosene - aviation fuel;

Ligroin - production of plastics, raw materials for recycling;

Gas oil - diesel and boiler fuel, raw materials for recycling;

Fuel oil - factory fuel, paraffins, lubricating oils, bitumen.

Methods for cleaning up oil slicks :

1) Absorption - You all know straw and peat. They absorb oil, after which they can be carefully collected and taken out with subsequent destruction. This method is suitable only in calm conditions and only for small spots. The method is very popular recently because of its low cost and high efficiency.

Bottom line: The method is cheap, dependent on external conditions.

2) Self-liquidation: - this method is used if the oil is spilled far from the coast and the stain is small (in this case it is better not to touch the stain at all). Gradually, it will dissolve in water and partially evaporate. Sometimes the oil does not disappear and after a few years, small spots reach the coast in the form of pieces of slippery resin.

Bottom line: no chemicals are used; oil stays on the surface for a long time.

3) Biological: Technology based on the use of microorganisms capable of oxidizing hydrocarbons.

Bottom line: minimal damage; removal of oil from the surface, but the method is laborious and time consuming.

NATURAL SOURCES OF HYDROCARBONS

Hydrocarbons are all so different -
Liquid, solid, and gaseous.
Why are there so many of them in nature?
It's insatiable carbon.

Indeed, this element, like no other, is “insatiable”: it strives to form chains, straight and branched, then rings, then grids from a multitude of its atoms. Hence the many compounds of carbon and hydrogen atoms.

Hydrocarbons are both natural gas - methane, and another household combustible gas, which is filled with cylinders - propane C 3 H 8. Hydrocarbons are oil, gasoline, and kerosene. And also - an organic solvent C 6 H 6, paraffin, from which New Year's candles are made, petroleum jelly from a pharmacy, and even a plastic bag for food packaging ...

The most important natural sources of hydrocarbons are minerals - coal, oil, gas.

COAL

More known around the world 36 thousand coal basins and deposits, which together occupy 15% territory the globe. Coal fields can stretch for thousands of kilometers. In total, the general geological reserves of coal on the globe are 5 trillion 500 billion tons, including explored deposits - 1 trillion 750 billion tons.

There are three main types of fossil coals. When burning brown coal, anthracite, the flame is invisible, the combustion is smokeless, and coal makes a loud crack when burning.

Anthraciteis the oldest fossil coal. Differs in the big density and gloss. Contains up to 95% carbon.

Coal- contains up to 99% carbon. Of all fossil coals, it is the most widely used.

Brown coal- contains up to 72% carbon. Has a brown color. As the youngest fossil coal, it often retains traces of the structure of the tree from which it was formed. Differs in high hygroscopicity and high ash content ( from 7% to 38%), therefore, it is used only as a local fuel and as a raw material for chemical processing. In particular, valuable types of liquid fuels are obtained by hydrogenation: gasoline and kerosene.

Carbon is the main constituent of coal 99% ), brown coal ( up to 72%). The origin of the name carbon, i.e., “bearing coal”. Similarly, the Latin name "carboneum" at the base contains the root carbo-coal.

Like oil, coal contains a large amount of organic matter. In addition to organic substances, it also includes inorganic substances, such as water, ammonia, hydrogen sulfide and, of course, carbon itself - coal. One of the main ways of coal processing is coking - calcination without air access. As a result of coking, which is carried out at a temperature of 1000 0 C, the following is formed:

coke oven gas- it consists of hydrogen, methane, carbon monoxide and carbon dioxide, impurities of ammonia, nitrogen and other gases.

Coal tar - contains several hundred different organic substances, including benzene and its homologues, phenol and aromatic alcohols, naphthalene and various heterocyclic compounds.

Top-tar or ammonia water - containing, as the name implies, dissolved ammonia, as well as phenol, hydrogen sulfide and other substances.

Coke– solid coking residue, practically pure carbon.

Coke is used in the production of iron and steel, ammonia is used in the production of nitrogen and combined fertilizers, and the importance of organic coking products cannot be overestimated. What is the geography of distribution of this mineral?

The main part of coal resources falls on the northern hemisphere - Asia, North America, Eurasia. What countries stand out in terms of reserves and coal production?

China, USA, India, Australia, Russia.

Countries are the main exporters of coal.

USA, Australia, Russia, South Africa.

main import centers.

Japan, Foreign Europe.

It is a very environmentally dirty fuel. Explosions and fires of methane occur during coal mining, and certain environmental problems arise.

Environmental pollution - this is any undesirable change in the state of this environment as a result of human activities. This also happens in mining. Imagine a situation in a coal mining area. Together with coal, it rises to the surface great amount waste rock, which, as unnecessary, is simply sent to dumps. Gradually formed waste heaps- huge, tens of meters high, cone-shaped mountains of waste rock, which distort the appearance of the natural landscape. And will all the coal raised to the surface be necessarily exported to the consumer? Of course not. After all, the process is not hermetic. A huge amount of coal dust settles on the surface of the earth. As a result, the composition of soils and groundwater changes, which will inevitably affect the animal and vegetable world district.

Coal contains radioactive carbon - C, but after burning the fuel, the hazardous substance, along with smoke, enters the air, water, soil, and is baked into slag or ash, which is used to produce building materials. As a result, in residential buildings, walls and ceilings “glow” and pose a threat to human health.

OIL

Oil has been known to mankind since ancient times. On the banks of the Euphrates, it was mined

6-7 thousand years BC uh . It was used to illuminate dwellings, to prepare mortars, as medicines and ointments, and for embalming. Oil in the ancient world was a formidable weapon: fiery rivers poured on the heads of those who stormed the fortress walls, burning arrows dipped in oil flew to the besieged cities. Oil was an integral part of the incendiary agent that went down in history under the name "Greek fire" In the Middle Ages, it was mainly used for street lighting.

More than 600 oil and gas basins have been explored, 450 are being developed , a total number oil fields reaches 50 thousand.

Distinguish between light and heavy oil. Light oil is extracted from the subsoil by pumps or by the fountain method. Mostly gasoline and kerosene are made from such oil. Heavy grades of oil are sometimes extracted even by the mine method (in the Komi Republic), and bitumen, fuel oil, and various oils are prepared from it.

Oil is the most versatile fuel, high-calorie. Its extraction is relatively simple and cheap, because when extracting oil, there is no need to lower people underground. Transporting oil through pipelines is not a big problem. The main disadvantage of this type of fuel is the low availability of resources (about 50 years ) . General geological reserves are equal to 500 billion tons, including explored 140 billion tons .

AT 2007 Russian scientists proved to the world community that the underwater ridges of Lomonosov and Mendeleev, which are located in the Arctic Ocean, are a shelf zone of the mainland, and therefore belong to the Russian Federation. The chemistry teacher will tell about the composition of oil, its properties.

Oil is a "bundle of energy". With only 1 ml of it, you can heat a whole bucket of water by one degree, and in order to boil a bucket samovar, you need less than half a glass of oil. In terms of energy concentration per unit volume, oil ranks first among natural substances. Even radioactive ores cannot compete with it in this regard, since the content of radioactive substances in them is so small that 1mg can be extracted. nuclear fuel must be processed tons of rocks.

Oil is not only the basis of the fuel and energy complex of any state.

Here, the famous words of D. I. Mendeleev are in place “burning oil is the same as heating a furnace banknotes". Each drop of oil contains more than 900 various chemical compounds, more than half of the chemical elements of the Periodic Table. This is truly a miracle of nature, the basis of oil chemical industry. Approximately 90% of all oil produced is used as fuel. In spite of “ own 10%” , petrochemical synthesis provides many thousands of organic compounds that satisfy the urgent needs of modern society. No wonder people respectfully call oil “black gold”, “the blood of the Earth”.

Oil is an oily dark brown liquid with a reddish or greenish tint, sometimes black, red, blue or light and even transparent with a characteristic pungent odor. Sometimes oil is white or colorless, like water (for example, in the Surukhanskoye field in Azerbaijan, in some fields in Algeria).

The composition of oil is not the same. But all of them usually contain three types of hydrocarbons - alkanes (mainly normal structure), cycloalkanes and aromatic hydrocarbons. The ratio of these hydrocarbons in the oil of different fields is different: for example, Mangyshlak oil is rich in alkanes, and oil in the Baku region is rich in cycloalkanes.

The main oil reserves are in the northern hemisphere. Total 75 countries of the world produce oil, but 90% of its production falls on the share of only 10 countries. Near ? the world's oil reserves account for developing countries. (The teacher calls and shows on the map).

Main producing countries:

Saudi Arabia, USA, Russia, Iran, Mexico.

At the same time more 4/5 oil consumption falls on the share of economically developed countries, which are the main importing countries:

Japan, Overseas Europe, USA.

Oil in its raw form is not used anywhere, but refined products are used.

Oil refining

A modern plant consists of an oil heating furnace and a distillation column where the oil is separated into factions - individual mixtures of hydrocarbons according to their boiling points: gasoline, naphtha, kerosene. The furnace has a long tube coiled into a coil. The furnace is heated by the combustion products of fuel oil or gas. Oil is continuously supplied to the coil: there it is heated to 320 - 350 0 C in the form of a mixture of liquid and vapor and enters the distillation column. The distillation column is a steel cylindrical apparatus with a height of about 40m. It has inside several dozen horizontal partitions with holes - the so-called plates. Oil vapors, entering the column, rise up and pass through the holes in the plates. As they gradually cool as they move upwards, they partially liquefy. Less volatile hydrocarbons are liquefied already on the first plates, forming a gas oil fraction; more volatile hydrocarbons are collected above and form a kerosene fraction; even higher - naphtha fraction. The most volatile hydrocarbons leave the column as vapors and, after condensation, form gasoline. Part of the gasoline is fed back to the column for "irrigation", which contributes to a better mode of operation. (Entry in a notebook). Gasoline - contains hydrocarbons C5 - C11, boiling in the range from 40 0 ​​C to 200 0 C; naphtha - contains hydrocarbons C8 - C14 with a boiling point of 120 0 C to 240 0 C; kerosene - contains hydrocarbons C12 - C18, boiling at a temperature of 180 0 C to 300 0 C; gas oil - contains hydrocarbons C13 - C15, distilled off at a temperature of 230 0 C to 360 0 C; lubricating oils - C16 - C28, boil at a temperature of 350 0 C and above.

After distillation of light products from oil, a viscous black liquid remains - fuel oil. It is a valuable mixture of hydrocarbons. Lubricating oils are obtained from fuel oil by additional distillation. The non-distilling part of fuel oil is called tar, which is used in construction and when paving roads. (Demonstration of a video fragment). The most valuable fraction of direct distillation of oil is gasoline. However, the yield of this fraction does not exceed 17-20% by weight of crude oil. The problem arises: how to meet the ever-increasing needs of society in automotive and aviation fuel? The solution was found at the end of the 19th century by a Russian engineer Vladimir Grigorievich Shukhov. AT 1891 year, he first carried out an industrial cracking kerosene fraction of oil, which made it possible to increase the yield of gasoline to 65-70% (calculated as crude oil). Only for the development of the process of thermal cracking of petroleum products, grateful mankind inscribed the name of this unique person in the history of civilization with golden letters.

The products obtained as a result of oil rectification are subjected to chemical processing, which includes a number of complex processes, one of them is the cracking of petroleum products (from the English “Cracking”-splitting). There are several types of cracking: thermal, catalytic, high pressure cracking, reduction. Thermal cracking consists in the splitting of hydrocarbon molecules with a long chain into shorter ones under the influence of high temperature (470-550 0 C). In the process of this splitting, along with alkanes, alkenes are formed:

Currently, catalytic cracking is the most common. It is carried out at a temperature of 450-500 0 C, but at a higher speed and allows you to get higher quality gasoline. Under the conditions of catalytic cracking, along with cleavage reactions, isomerization reactions take place, that is, the transformation of hydrocarbons of a normal structure into branched hydrocarbons.

Isomerization affects the quality of gasoline, since the presence of branched hydrocarbons greatly increases its octane number. Cracking is referred to the so-called secondary processes of oil refining. A number of other catalytic processes, such as reforming, are also classified as secondary. Reforming- this is the aromatization of gasolines by heating them in the presence of a catalyst, for example, platinum. Under these conditions, alkanes and cycloalkanes are converted into aromatic hydrocarbons, as a result of which the octane number of gasoline also increases significantly.

Ecology and oilfield

For petrochemical production, the problem of the environment is especially relevant. Oil production is associated with energy costs and environmental pollution. A dangerous source of pollution of the oceans is offshore oil production, and the oceans are also polluted during the transportation of oil. Each of us has seen on TV the consequences of oil tanker accidents. Black, oil-covered shores, black surf, choking dolphins, Birds whose wings are in viscous fuel oil, people in protective suits collecting oil with shovels and buckets. I would like to cite the data of a serious environmental disaster that occurred in the Kerch Strait in November 2007. 2,000 tons of oil products and about 7,000 tons of sulfur got into the water. The Tuzla Spit, which is located at the junction of the Black and Azov Seas, and the Chushka Spit suffered the most because of the disaster. After the accident, fuel oil settled to the bottom, which killed a small shell-heart-shaped, the main food of the inhabitants of the sea. It will take 10 years to restore the ecosystem. More than 15 thousand birds died. A liter of oil, having fallen into the water, spreads over its surface in spots of 100 sq.m. The oil film, although very thin, forms an insurmountable barrier to the path of oxygen from the atmosphere to the water column. As a result, the oxygen regime and the ocean are disturbed. "suffocate". Plankton, which is the backbone of the ocean food chain, is dying. Currently, about 20% of the area of ​​the World Ocean is covered with oil spills, and the area affected by oil pollution is growing. In addition to the fact that the World Ocean is covered with an oil film, we can also observe it on land. For example, in the oil fields of Western Siberia, more oil is spilled per year than a tanker can hold - up to 20 million tons. About half of this oil ends up on the ground as a result of accidents, the rest is “planned” fountains and leaks during well startups, exploratory drilling, and pipeline repairs. The largest area of ​​oil-contaminated land, according to the Committee for the Environment of the Yamalo-Nenets Autonomous Okrug, falls on the Purovsky District.

NATURAL AND ASSOCIATED PETROLEUM GAS

Natural gas contains hydrocarbons with low molecular weight, the main components are methane. Its content in the gas of various fields ranges from 80% to 97%. In addition to methane - ethane, propane, butane. Inorganic: nitrogen - 2%; CO2; H2O; H2S, noble gases. When natural gas is burned, a lot of heat is released.

In terms of its properties, natural gas as a fuel surpasses even oil, it is more caloric. This is the youngest branch of the fuel industry. Gas is even easier to extract and transport. It is the most economical of all fuels. True, there are also disadvantages: the complex intercontinental transportation of gas. Tankers - methane manure, transporting gas in a liquefied state, are extremely complex and expensive structures.

It is used as: effective fuel, raw material in the chemical industry, in the production of acetylene, ethylene, hydrogen, soot, plastics, acetic acid, dyes, medicines, etc. production. Petroleum gas contains less methane, but more propane, butane and other higher hydrocarbons. Where is the gas produced?

More than 70 countries of the world have commercial gas reserves. Moreover, as in the case of oil, developing countries have very large reserves. But gas production is carried out mainly the developed countries. They have opportunities to use it or a way to sell gas to other countries that are on the same continent with them. International gas trade is less active than oil trade. About 15% of the world's produced gas enters the international market. Almost 2/3 of world gas production is provided by Russia and the USA. Undoubtedly, the leading gas production region not only in our country, but also in the world is the Yamalo-Nenets autonomous region where this industry has been developing for 30 years. Our city Novy Urengoy is rightfully recognized as the gas capital. The largest deposits include Urengoyskoye, Yamburgskoye, Medvezhye, Zapolyarnoye. The Urengoy field is included in the Guinness Book of Records. The reserves and production of the deposit are unique. Explored reserves exceed 10 trillion. m 3 , 6 trln. m 3. In 2008 JSC "Gazprom" plans to produce 598 billion m 3 of "blue gold" at the Urengoy field.

Gas and ecology

The imperfection of the technology of oil and gas production, their transportation causes the constant burning of the volume of gas in the heat units of compressor stations and in flares. Compressor stations account for about 30% of these emissions. About 450,000 tons of natural and associated gas are burned annually at flare installations, while more than 60,000 tons of pollutants enter the atmosphere.

Oil, gas, coal are valuable raw materials for the chemical industry. In the near future, they will find a replacement in the fuel and energy complex of our country. Currently, scientists are looking for ways to use solar and wind energy, nuclear fuel in order to completely replace oil. Hydrogen is the most promising fuel of the future. Reducing the use of oil in thermal power engineering is the way not only to its more rational use, but also to the preservation of this raw material for future generations. Hydrocarbon raw materials should be used only in the processing industry to obtain a variety of products. Unfortunately, the situation is not changing yet, and up to 94% of the produced oil is used as fuel. D. I. Mendeleev wisely said: “Burning oil is the same as heating the furnace with banknotes.”

Target. Generalize knowledge about natural sources of organic compounds and their processing; show the successes and prospects for the development of petrochemistry and coke chemistry, their role in the technical progress of the country; deepen knowledge from the course economic geography about the gas industry, modern directions of gas processing, raw materials and energy problems; develop independence in working with a textbook, reference and popular science literature.

PLAN

Natural sources of hydrocarbons. Natural gas. Associated petroleum gases.
Oil and oil products, their application.
Thermal and catalytic cracking.
Coke production and the problem of obtaining liquid fuel.
From the history of the development of OJSC Rosneft-KNOS.
The production capacity of the plant. Manufactured products.
Communication with the chemical laboratory.
Environmental protection in the factory.
Plant plans for the future.

Natural sources of hydrocarbons.
Natural gas. Associated petroleum gases

Before the Great Patriotic War, industrial stocks natural gas were known in the Carpathian region, in the Caucasus, in the Volga region and in the North (Komi ASSR). The study of natural gas reserves was associated only with oil exploration. Industrial reserves of natural gas in 1940 amounted to 15 billion m 3 . Then gas fields were discovered in the North Caucasus, Transcaucasia, Ukraine, the Volga region, Central Asia, Western Siberia and Far East. On the
On January 1, 1976, explored reserves of natural gas amounted to 25.8 trillion m 3, of which 4.2 trillion m 3 (16.3%) in the European part of the USSR, 21.6 trillion m 3 (83.7 %), including
18.2 trillion m 3 (70.5%) - in Siberia and the Far East, 3.4 trillion m 3 (13.2%) - in Central Asia and Kazakhstan. As of January 1, 1980, potential reserves of natural gas amounted to 80–85 trillion m 3 , explored - 34.3 trillion m 3 . Moreover, the reserves increased mainly due to the discovery of deposits in the eastern part of the country - explored reserves there were at a level of about
30.1 trillion m 3, which was 87.8% of the all-Union.
Today, Russia has 35% of the world's natural gas reserves, which is more than 48 trillion m 3 . The main areas of occurrence of natural gas in Russia and the CIS countries (fields):

West Siberian oil and gas province:
Urengoyskoye, Yamburgskoye, Zapolyarnoye, Medvezhye, Nadymskoye, Tazovskoye – Yamalo-Nenets Autonomous Okrug;
Pokhromskoye, Igrimskoye - Berezovskaya gas-bearing region;
Meldzhinskoye, Luginetskoye, Ust-Silginskoye - Vasyugan gas-bearing region.
Volga-Ural oil and gas province:
the most significant is Vuktylskoye, in the Timan-Pechora oil and gas region.
Central Asia and Kazakhstan:
the most significant in Central Asia is Gazli, in the Ferghana Valley;
Kyzylkum, Bairam-Ali, Darvaza, Achak, Shatlyk.
North Caucasus and Transcaucasia:
Karadag, Duvanny - Azerbaijan;
Dagestan Lights - Dagestan;
Severo-Stavropolskoye, Pelagiadinskoye - Stavropol Territory;
Leningradskoye, Maykopskoye, Staro-Minskoye, Berezanskoye - Krasnodar Territory.

Also, natural gas deposits are known in Ukraine, Sakhalin and the Far East.
In terms of natural gas reserves, Western Siberia stands out (Urengoyskoye, Yamburgskoye, Zapolyarnoye, Medvezhye). Industrial reserves here reach 14 trillion m 3 . especially importance now they are acquiring Yamal gas condensate fields (Bovanenkovskoye, Kruzenshternskoye, Kharasaveyskoye, etc.). On their basis, the Yamal-Europe project is being implemented.
Natural gas production is highly concentrated and focused on areas with the largest and most profitable deposits. Only five deposits - Urengoyskoye, Yamburgskoye, Zapolyarnoye, Medvezhye and Orenburgskoye - contain 1/2 of all industrial reserves of Russia. The reserves of Medvezhye are estimated at 1.5 trillion m 3 , and those of Urengoy – at 5 trillion m 3 .
The next feature is the dynamic location of natural gas production sites, which is explained by the rapid expansion of the boundaries of the identified resources, as well as the relative ease and cheapness of their involvement in development. Per short term the main centers for the production of natural gas moved from the Volga region to Ukraine, the North Caucasus. Further territorial shifts were caused by the development of deposits in Western Siberia, Central Asia, the Urals and the North.

After the collapse of the USSR in Russia, there was a drop in the volume of natural gas production. The decline was observed mainly in the Northern economic region (8 billion m 3 in 1990 and 4 billion m 3 in 1994), in the Urals (43 billion m 3 and 35 billion m and
555 billion m 3) and in the North Caucasus (6 and 4 billion m 3). Natural gas production remained at the same level in the Volga region (6 bcm) and in the Far East economic regions.
At the end of 1994, there was an upward trend in production levels.
From the republics former USSR Russian Federation gives the most gas, in second place is Turkmenistan (more than 1/10), followed by Uzbekistan and Ukraine.
Of particular importance is the extraction of natural gas on the shelf of the World Ocean. In 1987, offshore fields produced 12.2 billion m 3 , or about 2% of the gas produced in the country. Associated gas production in the same year amounted to 41.9 bcm. For many areas, one of the reserves of gaseous fuel is the gasification of coal and shale. Underground gasification of coal is carried out in the Donbass (Lysichansk), Kuzbass (Kiselevsk) and the Moscow Basin (Tula).
Natural gas has been and remains an important export product in Russian foreign trade.
The main natural gas processing centers are located in the Urals (Orenburg, Shkapovo, Almetyevsk), in Western Siberia (Nizhnevartovsk, Surgut), in the Volga region (Saratov), ​​in the North Caucasus (Grozny) and in other gas-bearing provinces. It can be noted that gas processing plants tend to sources of raw materials - deposits and large gas pipelines.
The most important use of natural gas is as a fuel. Recently, there has been a trend towards an increase in the share of natural gas in the country's fuel balance.

The most valued natural gas with a high content of methane is Stavropol (97.8% CH 4), Saratov (93.4%), Urengoy (95.16%).
Natural gas reserves on our planet are very large (approximately 1015 m 3). More than 200 deposits are known in Russia, they are located in Western Siberia, in the Volga-Ural basin, in the North Caucasus. Russia holds the first place in the world in terms of natural gas reserves.
Natural gas is the most valuable type of fuel. When gas is burned, a lot of heat is released, so it serves as an energy-efficient and cheap fuel in boiler plants, blast furnaces, open-hearth furnaces and glass melting furnaces. The use of natural gas in production makes it possible to significantly increase labor productivity.
Natural gas is a source of raw materials for the chemical industry: the production of acetylene, ethylene, hydrogen, soot, various plastics, acetic acid, dyes, medicines and other products.

Associated petroleum gas- this is a gas that exists together with oil, it is dissolved in oil and is located above it, forming a "gas cap", under pressure. At the exit from the well, the pressure drops, and the associated gas is separated from the oil. This gas was not used in the past, but was simply burned. It is currently being captured and used as a fuel and valuable chemical feedstock. The possibilities of using associated gases are even wider than those of natural gas. their composition is richer. Associated gases contain less methane than natural gas, but they contain significantly more methane homologues. In order to use associated gas more rationally, it is divided into mixtures of a narrower composition. After separation, gas gasoline, propane and butane, dry gas are obtained. Individual hydrocarbons are also extracted - ethane, propane, butane and others. By dehydrogenating them, unsaturated hydrocarbons are obtained - ethylene, propylene, butylene, etc.

Oil and oil products, their application

Oil is an oily liquid with a pungent odor. It is found in many places on the globe, impregnating porous rocks at various depths.
According to most scientists, oil is the geochemically altered remains of plants and animals that once inhabited the globe. This theory of the organic origin of oil is supported by the fact that oil contains some nitrogenous substances - the decomposition products of substances present in plant tissues. There are also theories about the inorganic origin of oil: its formation as a result of the action of water in the strata of the globe on hot metal carbides (compounds of metals with carbon), followed by a change in the resulting hydrocarbons under the influence of high temperature, high pressure, metal exposure, air, hydrogen, etc.
When oil is extracted from oil-bearing strata, which sometimes lie in the earth's crust at a depth of several kilometers, oil either comes to the surface under the pressure of gases located on it, or is pumped out by pumps.

The oil industry today is a large national economic complex that lives and develops according to its own laws. What does oil mean today for the national economy of the country? Oil is a raw material for petrochemistry in the production of synthetic rubber, alcohols, polyethylene, polypropylene, a wide range of various plastics and finished products from them, artificial fabrics; a source for the production of motor fuels (gasoline, kerosene, diesel and jet fuels), oils and lubricants, as well as boiler and furnace fuel (fuel oil), building materials (bitumen, tar, asphalt); raw material for obtaining a number of protein preparations used as additives in livestock feed to stimulate its growth.
Oil is our national wealth, the source of the country's power, the foundation of its economy. The oil complex of Russia includes 148 thousand oil wells, 48.3 thousand km of main oil pipelines, 28 oil refineries with a total capacity of more than 300 million tons of oil per year, as well as a large number of other production facilities.
About 900,000 employees are employed at the enterprises of the oil industry and its service industries, including about 20,000 people in the field of science and scientific services.
Per recent decades radical changes took place in the structure of the fuel industry associated with a decrease in the share of the coal industry and the growth of oil and gas extraction and processing industries. If in 1940 they amounted to 20.5%, then in 1984 - 75.3% of the total production of mineral fuel. Now natural gas and open pit coal are coming to the fore. The consumption of oil for energy purposes will be reduced, on the contrary, its use as a chemical raw material will expand. Currently, in the structure of the fuel and energy balance, oil and gas account for 74%, while the share of oil is declining, while the share of gas is growing and is approximately 41%. The share of coal is 20%, the remaining 6% is electricity.
Oil refining was first started by the Dubinin brothers in the Caucasus. Primary processing oil consists in its distillation. Distillation is carried out at refineries after the separation of petroleum gases.

A variety of products of great practical importance are isolated from oil. First, dissolved gaseous hydrocarbons (mainly methane) are removed from it. After distillation of volatile hydrocarbons, the oil is heated. The first to pass into a vapor state and hydrocarbons are distilled off with no a large number carbon atoms in a molecule having a relatively low boiling point. As the temperature of the mixture rises, hydrocarbons with a higher boiling point are distilled. In this way, individual mixtures (fractions) of oil can be collected. Most often, with this distillation, four volatile fractions are obtained, which are then subjected to further separation.
The main oil fractions are as follows.
Gasoline fraction, collected from 40 to 200 ° C, contains hydrocarbons from C 5 H 12 to C 11 H 24. Upon further distillation of the isolated fraction, gasoline (t kip = 40–70 °C), petrol
(t kip \u003d 70–120 ° С) - aviation, automobile, etc.
Naphtha fraction, collected in the range from 150 to 250 ° C, contains hydrocarbons from C 8 H 18 to C 14 H 30. Naphtha is used as fuel for tractors. Large quantities of naphtha are processed into gasoline.
Kerosene fraction includes hydrocarbons from C 12 H 26 to C 18 H 38 with a boiling point of 180 to 300 °C. Kerosene, after being refined, is used as a fuel for tractors, jet planes and rockets.
Gas oil fraction (t bale > 275 °C), otherwise called diesel fuel.
Residue after distillation of oil - fuel oil- contains hydrocarbons with a large number of carbon atoms (up to many tens) in the molecule. The fuel oil is also fractionated by reduced pressure distillation to avoid decomposition. As a result, get solar oils(diesel fuel), lubricating oils(autotractor, aviation, industrial, etc.), petrolatum(technical petroleum jelly is used to lubricate metal products in order to protect them from corrosion, purified petroleum jelly is used as a basis for cosmetics and in medicine). From some types of oil paraffin(for the production of matches, candles, etc.). After distillation of volatile components from fuel oil remains tar. It is widely used in road construction. In addition to processing into lubricating oils, fuel oil is also used as liquid fuel in boiler plants. Gasoline obtained during the distillation of oil is not enough to cover all needs. In the best case, up to 20% of gasoline can be obtained from oil, the rest is high-boiling products. In this regard, chemistry faced the task of finding ways to obtain gasoline in large quantities. A convenient way was found with the help of the theory of the structure of organic compounds created by A.M. Butlerov. High-boiling oil distillation products are unsuitable for use as a motor fuel. Their high boiling point is due to the fact that the molecules of such hydrocarbons are too long chains. If large molecules containing up to 18 carbon atoms are broken down, low-boiling products such as gasoline are obtained. This way was followed by the Russian engineer V.G. Shukhov, who in 1891 developed a method for the splitting of complex hydrocarbons, later called cracking (which means splitting).

The fundamental improvement of cracking was the introduction of the catalytic cracking process into practice. This process was first carried out in 1918 by N.D. Zelinsky. Catalytic cracking made it possible to obtain aviation gasoline on a large scale. In catalytic cracking units at a temperature of 450 °C, under the action of catalysts, long carbon chains are split.

Thermal and catalytic cracking

The main processing methods for petroleum fractions are different kinds cracking. For the first time (1871–1878), oil cracking was carried out on a laboratory and semi-industrial scale by A.A. Letniy, an employee of the St. Petersburg Technological Institute. The first patent for a cracking plant was filed by Shukhov in 1891. Cracking has become widespread in industry since the 1920s.
Cracking is the thermal decomposition of hydrocarbons and other constituent parts oil. The higher the temperature, the greater the cracking rate and the greater the yield of gases and aromatics.
Cracking of oil fractions, in addition to liquid products, produces a raw material of paramount importance - gases containing unsaturated hydrocarbons (olefins).
There are the following main types of cracking:
liquid phase (20–60 atm, 430–550 °C), gives unsaturated and saturated gasoline, gasoline yield is about 50%, gases 10%;
headspace(normal or reduced pressure, 600 °C), gives unsaturated aromatic gasoline, the yield is less than with liquid-phase cracking, a large amount of gases is formed;
pyrolysis oil (normal or reduced pressure, 650–700 °C), gives a mixture of aromatic hydrocarbons (pyrobenzene), a yield of about 15%, more than half of the raw material is converted into gases;
destructive hydrogenation (hydrogen pressure 200–250 atm, 300–400 °C in the presence of catalysts - iron, nickel, tungsten, etc.), gives marginal gasoline with a yield of up to 90%;
catalytic cracking (300–500 °C in the presence of catalysts - AlCl 3 , aluminosilicates, MoS 3 , Cr 2 O 3 , etc.), gives gaseous products and high-grade gasoline with a predominance of aromatic and saturated hydrocarbons of isostructure.
In engineering big role plays the so-called catalytic reforming– conversion of low-grade gasolines into high-grade high-octane gasolines or aromatic hydrocarbons.
The main reactions during cracking are the reactions of splitting hydrocarbon chains, isomerization and cyclization. Free hydrocarbon radicals play a huge role in these processes.

Coke production
and the problem of obtaining liquid fuel

Stocks hard coal in nature far exceed oil reserves. Therefore, coal the most important species raw materials for the chemical industry.
Currently, industry uses several ways of coal processing: dry distillation (coking, semi-coking), hydrogenation, incomplete combustion, and calcium carbide production.

Dry distillation of coal is used to obtain coke in metallurgy or domestic gas. When coking coal, coke, coal tar, tar water and coking gases are obtained.
Coal tar contains a wide variety of aromatic and other organic compounds. It is separated into several fractions by distillation at normal pressure. Aromatic hydrocarbons, phenols, etc. are obtained from coal tar.
coking gases contain mainly methane, ethylene, hydrogen and carbon monoxide (II). Some are burned, some are recycled.
Hydrogenation of coal is carried out at 400–600 °C under a hydrogen pressure of up to 250 atm in the presence of a catalyst, iron oxides. This produces a liquid mixture of hydrocarbons, which are usually subjected to hydrogenation on Nickel or other catalysts. Low-grade brown coals can be hydrogenated.

Calcium carbide CaC 2 is obtained from coal (coke, anthracite) and lime. Later it is converted into acetylene, which is used in the chemical industry of all countries on an ever-increasing scale.

From the history of the development of OJSC Rosneft-KNOS

The history of the development of the plant is closely connected with the oil and gas industry of the Kuban.
The beginning of oil production in our country is a distant past. Back in the X century. Azerbaijan traded oil with various countries. In the Kuban, industrial oil development began in 1864 in the Maykop region. At the request of the head of the Kuban region, General Karmalin, D.I. Mendeleev in 1880 gave an opinion on the oil content of the Kuban: Ilskaya".
During the years of the first five-year plans, large-scale prospecting work was carried out and industrial production oil. Associated petroleum gas was partly used as household fuel in workers' settlements, and most of of this valuable product was burned on torches. To put an end to the wastefulness of natural wealth, the Ministry oil industry The USSR in 1952 decided to build a gas and gasoline plant in the village of Afipsky.
During 1963, an act was signed for the commissioning of the first stage of the Afipsky gas and gasoline plant.
At the beginning of 1964, the processing of gas condensates began Krasnodar Territory with the production of A-66 gasoline and diesel fuel. The raw material was gas from Kanevsky, Berezansky, Leningradsky, Maikopsky and other large fields. Improving production, the staff of the plant mastered the production of B-70 aviation gasoline and A-72 gasoline.
In August 1970, two new technological units for the processing of gas condensate with the production of aromatics (benzene, toluene, xylene) were put into operation: a secondary distillation unit and a catalytic reforming unit. At the same time, treatment facilities with biological treatment were built Wastewater and commodity base of the plant.
In 1975, a plant for the production of xylenes was put into operation, and in 1978, an import-made toluene demethylation plant was put into operation. The plant has become one of the leaders in the Minnefteprom for the production of aromatic hydrocarbons for the chemical industry.
In order to improve the management structure of the enterprise and the organization of production units, in January 1980, the production association Krasnodarnefteorgsintez was established. The association included three plants: the Krasnodar site (in operation since August 1922), the Tuapse oil refinery (in operation since 1929) and the Afipsky oil refinery (in operation since December 1963).
In December 1993, the enterprise was reorganized, and in May 1994 Krasnodarnefteorgsintez OJSC was renamed into Rosneft-Krasnodarnefteorgsintez OJSC.

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