Derivatives of n-alkyl-n'-poly(oxyalkyl)hexahydropirimidine series and the retrieval method, the corrosion inhibitor used in installations for the extraction and refining of oil

 

(57) Abstract:

Derivatives of N-alkyl-N'-poly(oxyalkyl)hexahydropirimidine series General formula I ,where R1is an alkyl group, a statistical mixture of homologues and isomers with an average number of atoms equal to 1-30, R2-N or C1-C3-alkyl - 1,2-alkylene group with 2-10 C-atoms, R is an integer from 3 to 50, get oxyalkylene the epoxides N-substituted hexahydropyridine formula II. Thanks to the use of compounds of the formula I is achieved superior protection from coresidential for emulsions of the type water-in-oil. 3 s and 5 C.p. f-crystals, 4 PL.

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In the case of all processes of production and processing of oil, in which the iron or iron-containing metals come in contact with aqueous systems, the problem of corrosion. Particularly serious are the problems that occur when exposed to salt water, carbonic acid and hydrogen sulfide. Protective effect known sales of products - most commonly used amines or Quaternary ammonium compounds, however, are often insufficient or deteriorate after a short time, because due to the mechanical impact of reactions with aggressive media connection again separated from protect olitely of dotirovanii.

In U.S. patent A-3787416 describes N-hydroxyalkyl-N'- alkylcyclopentanes and N-alkoxyalkyl-N'-alkyloxytriphenylene, as well as methods for their preparation and their use. These hexahydropyridine contain preferably at N-atom (C1-C10)-alkyl-oxy-(C1-C10)-alkyl residue, respectively, hydroxy-(C1-C10)-alkyl residue, and N'-atom-secondary (C3-C40)-alkyl residue, respectively, (C4-C12)-cycloalkenyl balance. Described compounds have a variety of applications. Incidentally, they are used as additives for preserving organic substances as catalysts for the crosslinking upon receipt of the urethane, as intermediates in the preparation of medicines and also as corrosion inhibitors in the case of oil.

In particular, when the composition severedbytes crude oil is continuously changing, such as enhanced oil recovery zavodney salt water damage to the plants due to corrosion is very high, so there is a need for new and improved protective against corrosion funds with long-term effect. Next, roofing solutions, or at least distributed to them in the form of a colloidal dispersion.

Now found that by applying the N-alkyl-N'-poly(oxyalkyl)hexahydropyridine achieved superior protection against corrosion action for emulsions of the type water-in-oil, which are available in the case of oil, and in particular improves long action compared with conventional corrosion inhibitors.

The subject invention are derivatives of N-alkyl-N' -poly(oxyalkyl)hexahydropirimidine series formula I

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where - R1means (C1-C30)-alkyl or (C2-C30)-alkenyl;

R2denotes hydrogen or (C1-C3)-alkyl;

A stands for 1,2-alkylene group with 2-10, preferably 2-5, C-atoms;

p denotes the number 1-50.

As the linear or branched alkyl and alkenyl groups R1it should for example be mentioned: n-hexyl, n-heptyl, n-octyl, 2-ethylhexyl, n - and ISO-nonyl, n - and ISO-decyl, n-undecyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, oleyl, linoleyl and linolenic.

Depending on the origin used in the synthesis of compounds (I) a primary amine, in the case of R1it is on the balances existing in the nature of fatty acids. As in the synthesis of compound (I), in want of a mixture of homologues and isomers, it is advisable in the case of these residues R1to talk about the average number of C-atoms.

Preferred compounds of formula (I) in which R1denotes alkyl or alkeneamine group 9-24 C-atoms, in particular 10-18 C atoms. Particularly preferred such residues, which can be reduced to C10-fraction, C13fraction, C10/C12- C12/C14- C13/C15or C16/C18- segment primary amine.

1,2-Alkylene group "A" denotes in particular ethylene, along with it also propylene. 1,2-butylene and 2,3-butylene group. Any group A may also refer to a statistical mixture of several of these 1,2 - alkilinity groups, preferably a mixture of ethylene and propylene units (units).

The degree of alkoxysilane "p" is 1-50, preferably 3-35, in particular 5-15. The value "p" is usually a mean value.

Proposed according to the invention the compounds of formula (I) in General obtained by alkoxysilane N-substituted hexahydropyridine formula (IV). As alkoxygroup reagents are used epoxides as ethylene oxide, propylene oxide, butyl is the means. Suitable methods are known, e.g. from J. March, Advanced Organic Chemistry, 2nd ed., S. 357 and subsequent (1977).

If necessary, the compounds of formula (IV) can be obtained by the following synthesis scheme:

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The starting materials for the production of compounds of the formula (IV) are the primary amines of the formula (II). If available, we used the sales of primary amines. If the R1made from naturally available fatty acids, last or corresponding fats are used as starting materials for the production of primary amines. For this purpose, fats omelet derived fatty acids to restore nitrile and nitrile by hydrogenation receive the corresponding primary fatty amine. By reacting the primary amine with Acrylonitrile and subsequent hydrogenation of receive N-substituted Propylenediamine formula (III), which by the condensation reaction enter into interaction with the aldehyde in the removal of water to obtain N-substituted hexahydropirimidine series of the formula (IV). As aldehydes using formaldehyde and aldehydes with (C1-C3)-alkyl group. Preferably the diamine of formula (III) enter into interaction with the aldehyde in equimolar quantities in the form of a 35 weight. %-aqueous solution. Usually when you add water formed is removed by distillation, and it is preferably a temperature increase, in General, up to 130oC, and at the end add if necessary slightly to vacuum (20 to 80 mbar). To avoid side products, in particular oxidation products, obtaining N-substituted hexahydropyridine formula (IV) carry out the transmission of inert gas, preferably nitrogen. N-substituted hexahydropyridine formula (IV), in General, is obtained in good yield and with high purity and can be used without further purification for the subsequent alkoxysilane.

A preferred group of compounds of formula (I) represents hexahydropyridine that on the N-atom are a chain of ethylene oxide-propylenoxide structural elements and can be represented by the General formula V.

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where R1has the above meaning;

m and n are identical or different and denote the number of 0-50, and the sum of "m" and "n" represents the number 1-50.

Proposed according to the invention are N-alkyl-N-poly/oxyalkyl/-hexahydropyridine General formula (I) are suitable as corrosion inhibitors, in osobennosti of these compounds as corrosion inhibitors are 1-200, preferably 1-50 mg / l corrosive liquids. As proposed according to the invention the connection most often formed in the form of liquids with high viscosity, their application in practice carried out usually in the form of 20-50 wt.%-aqueous solution, for example, water, glycols, simple glycol ethers, alcohols and other suitable solvents. In these solutions can be more inhibiting corrosion of biologically active substances, emulsifiers, antispyware and other conventional additives, which holocause affect consumer properties of the applied product. Typically, the inhibiting effect of such mixtures, however, is caused only due to proposed according to the invention the components of the corrosion inhibitors.

Examples of receipt. Determination of the degree of oksietilirovannye carried out by titration of the basic nitrogen and determine the cloud point.

1. Obtaining N-[fatty alkyl] -hexahydropirimidine series of fat. Take 341 g (1.0 mol) of fatty Propylenediamine fat and by passing nitrogen (about 5 liters per hour) is heated to 100oC. With stirring to 85.7 g (1.0 mol) of 35% aqueous formaldehyde solution, and simultaneously distilled off obrisuyu IMEMO 130oC. To completely remove the water available, at this temperature, lightly vacuum (about 20 mbar) for a period of time of about 2 hours. After cooling to room temperature to obtain 350 g of oily liquid. Amine number: 54,6 ml HCl 0.1 N./g (calculated: 53,9 ml HCl 0.1 N./g). Water (Karl-Fischer): 0.15 wt.%.

2. Alkoxysilane N-[fatty alkyl]-hexahydropirimidine series of fat. Alkoxysilane carried out for 2 hours. In the first stage, without catalyst, added 1 mol of ethylene oxide, in the second stage carry out the reaction with ethylene oxide, respectively, propylene oxide under the action of catalyst (NaOH), moreover, until the desired degree of conversion.

First stage: 1.0 mol of N-alkylcyclopentanes example 1 by passing nitrogen (1 bar) heated to 160oC. Through the burette under pressure add 48:4 g (1.1 mol) of ethylene oxide for 1 hour. After additional mixing time of 3 hours at 160oC obtain 390 g of the corresponding alkylphenolethoxylate.

Second stage: Take 1.0 mol N-Alkylphenolethoxylate from stage 1. After adding 1.5 g of NaOH in the form of a powder vacuum (20 mbar) and available water are removed during if necessary, after this, carry out additions of propylene oxide in the same way. In table. 1 presents examples of obtaining 2-10.

Inhibiting corrosion of action is detected by two methods:

1) Test with the flywheel (Wheel-test)

Test with a flywheel is an affordable method of testing corrosion inhibitors for oil and natural gas. As samples for testing choose steel sheets of non-alloy steel dimensions 130 mm x 10 mm x 1 mm Samples slightly treated with sandpaper, degreased with acetone before and after tests, corrosion weighed. As an environment for testing is salt water with 5 wt.% NaCl, to which was added 5% kerosene. Both phase is saturated with hydrogen sulfide, respectively, with carbon dioxide.

Then add 10, 20, respectively, 50 mg (l) (calculated on the total volume of liquid) inhibitor.

Low fat and balanced samples for testing then contribute in this environment and at 70oC for 24 hours and subjected to movement (40 rpm) torque through the tank for testing of the shaft). Strips of sheet steel is then treated with sandpaper, degreased with acetone, and after drying weighed to determined the additive inhibitor). Experiments with inhibitor repeated at least one time and determine the average value of the corrosion rate calculated from the difference in weight. As a blank value indicates the range of variation of 10 repetitions. The test results with the flywheel shown in table. 2.

2) Test in an autoclave

Use autoclave with a capacity of 4 l with stirring, on a rotating shaft which is screw 8 steel samples of size 10 cm2.

Choose from the following conditions: medium: water with 5% NaCl and nitrogen purged without oxygen, the atmosphere: 10 bar CO2accordingly, 2 bars H2S (4 bar CO2), temperature: 120oC, time: 24 hours.

stirring speed: 800 rpm/min

the principle of measurement: weight loss, corrosion rate in mm/year (average of 8 samples).

The test results in the autoclave are shown in table. 3.

1. Derivatives of N-alkyl-N'-poly(oxyalkyl)hexahydropirimidine series General formula I

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where R1represents an alkyl group, a statistical mixture of homologues and isomers with an average number of C-atoms is 1 to 30;

R2denotes hydrogen or (C1-C3)-alkyl;

And denotes a 1,2-alkyl is to be so, that And indicates 1,2-alkylenes group with 2 to 5 C-atoms.

3. Connection on p. 1 of formula I, wherein p is 3 - 35.

4. Connection on p. 1 of formula I, wherein R1denotes alkyl groups, a statistical mixture of homologues and isomers with an average number of C-atoms is equal to C9-C24in particular, C10-C18.

5. Connection on p. 1 of the formula I, characterized in that a represents ethylene group and/or propylene group of the following formula V

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where m and n are identical or different and have values from 0 to 50, and the sum of m and n is an integer from 4 to 50.

6. The method of obtaining compounds on p. 1 of formula I, namely, that N-substituted hexahydropyridine formula VI

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where R1denotes alkyl groups, a statistical mixture of homologues and isomers with an average number of C-atoms is 1 to 30,

R2denotes hydrogen or (C1-C3) alkyl,

oxyalkylene the epoxides.

7. The corrosion inhibitor used in installations for the extraction and processing of oil, characterized in that it is a solution of the derived N-alkyl-N'-poly(oxyalkyl) hexahydropirimidine series under item 1 in the about he further comprises additives, improving the impact on the consumer properties of the applied product selected from the group comprising inhibiting corrosion of biologically active substances, emulsifiers, antispyware.

 

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