CN108570315B - Application of imidazole and/or imidazole derivative, acidified heavy oil viscosity reducer and method for reducing viscosity of acidified heavy oil - Google Patents

Application of imidazole and/or imidazole derivative, acidified heavy oil viscosity reducer and method for reducing viscosity of acidified heavy oil Download PDF

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CN108570315B
CN108570315B CN201710134295.5A CN201710134295A CN108570315B CN 108570315 B CN108570315 B CN 108570315B CN 201710134295 A CN201710134295 A CN 201710134295A CN 108570315 B CN108570315 B CN 108570315B
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acidified
thick oil
imidazole
viscosity reducer
viscosity
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CN108570315A (en
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罗咏涛
李伟
王征
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Sinopec Research Institute of Petroleum Processing
China Petroleum and Chemical Corp
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China Petroleum and Chemical Corp
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/58Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/52Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
    • C09K8/524Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning organic depositions, e.g. paraffins or asphaltenes

Abstract

The invention relates to the field of viscosity reduction of thick oil, and discloses application of imidazole and/or imidazole derivatives, an acidified thick oil viscosity reducer and a method for reducing the viscosity of acidified thick oil. Specifically, the invention provides application of imidazole and/or imidazole derivatives in reducing viscosity of acidified thick oil, and also provides an acidified thick oil viscosity reducer containing imidazole and/or imidazole derivatives. The viscosity reducer for the acidified thick oil can obviously reduce the viscosity of the acidified thick oil, and is particularly suitable for reducing the viscosity of the high-asphaltene-content acidified thick oil.

Description

Application of imidazole and/or imidazole derivative, acidified heavy oil viscosity reducer and method for reducing viscosity of acidified heavy oil
Technical Field
The invention relates to the field of viscosity reduction of thick oil, in particular to application of imidazole and/or imidazole derivatives in reducing viscosity of acidified thick oil, an acidified thick oil viscosity reducer and a method for reducing viscosity of acidified thick oil.
Background
In the world, the reserves of the thick oil are equivalent to those of the common crude oil, and the thick oil accounts for about 30 percent of the reserves of the crude oil in China, so that the method is an important strategic resource. Because the thick oil has high content of colloid and asphaltene, high viscosity and poor fluidity, the exploitation difficulty is high and the recovery ratio is low.
The oil-soluble viscosity reducer is a chemical agent capable of greatly reducing the viscosity of the thickened oil, a large amount of indoor research and field tests are carried out at present, and large-scale industrialization is not realized.
According to the existing research, oil-soluble viscosity reducers are mainly classified into two types according to the action mechanism. One is a pour point depressant type of polymer or condensate that significantly reduces the viscosity of some high wax high pour point crudes by breaking the wax crystals in the crude, such as alkylnaphthalenes, polyalphaolefins, polyacrylates, and the like. These substances usually require only tens to hundreds of milligrams per liter to significantly reduce the viscosity of the crude oil, but are only suitable for crude oils with a high wax content and are effective only at relatively low temperatures, usually above 50 ℃, without the viscosity-reducing effect. The other is an asphaltene dispersant type compound, and the action mechanism of the compound is that the interaction of polar groups in the molecular structure with asphaltene and colloid is utilized to reduce the van der Waals force among molecules of the asphaltene and colloid and destroy the dipole acting force and hydrogen bonds, so that overlapped and piled sheet plane aggregates and an interwoven space network structure are disassembled, and the purpose of reducing the viscosity of crude oil is achieved.
Acid fracturing is a common process technology in the oil drilling and production process, and the stratum rock is cracked by injecting acid liquor into the stratum, so that crude oil can flow out of the stratum more easily. In the process, acid liquid is easy to permeate into the stratum and is mixed with crude oil, and particularly, a large amount of acid liquid is often leaked into the fracture-cavity type oil reservoir in northwest regions. Due to the existence of acidic substances, the viscosity reducing effect of the conventional oil-soluble viscosity reducer on the thick oil is poor.
CN 101007939A proposes a thickened oil viscosity reducer with solvent-oil ratio of 50-90%, and contains benzene, heterocycle and partial diesel oil. The viscosity reducer still belongs to the category of diluents, and has the advantages of large dosage, low viscosity reduction efficiency and poor economy.
CN 101245240A proposes a preparation method of an oil-soluble thick oil viscosity reducer used in thick oil pipeline transportation. The product is obtained by initiating polymerization of higher acrylate, methacrylate with hydroxyl and dodecyl benzene sulfonic acid blend. Weighing diesel oil and the oil-soluble viscosity reducer according to the mass ratio of 1.5: 8.5. The addition of the oil-soluble high polymer in the diesel oil is 200mg/L, the viscosity reduction rate of the oil-soluble high polymer to the crude oil at 50 ℃ reaches 98.2 percent, and the viscosity of the thick oil is reduced from 62133mPa.s to 1192 mPa.s. The viscosity reduction mechanism is that the surface active functional group and the polar group are introduced to enhance the repulsion between wax crystal particles and asphalt particles, improve the dispersibility and the anti-deposition property, and improve the low-temperature fluidity. The agent is of the pour point depressant type and has no effect on lower wax thickened oils.
CN 1754939A discloses a solubilizing viscosity reducer, which contains 7-15% of dithizone solution, 9-13% of carbon tetrachloride, 7-11% of hydrogen peroxide, 13-15% of dimethylbenzene, water and the like, and has the characteristics of high penetration speed and high penetration speed, and the viscosity reduction rate under the low-temperature condition is more than 99%. The main component of the viscosity reducer is still an organic solvent diluent, so that the viscosity reduction efficiency is low and the use cost is high. And the agent contains a large amount of carbon tetrachloride, has large influence on the downstream crude oil processing technology, is easy to cause the corrosion of oil refining equipment, and is not allowed to be used in large amount.
Moreover, no viscosity reducer and viscosity reduction method suitable for reducing viscosity of high-content asphaltic acid-converted thick oil are reported in the prior art.
Disclosure of Invention
The invention aims to overcome the problems in the prior art and provides an application of imidazole and/or imidazole derivatives in reducing the viscosity of acidified thick oil, an acidified thick oil viscosity reducer and a method for reducing the viscosity of acidified thick oil.
The acidified thick oil has high viscosity and certain corrosiveness, and causes adverse effects on production and conveying equipment. In the research of viscosity reduction of acidified thick oil, the inventor of the present invention surprisingly found that by introducing imidazole and/or imidazole derivative into the viscosity reducer of acidified thick oil, and contacting the imidazole and/or imidazole derivative in a fully dissolved state with the acidified thick oil (for example, mixing imidazole and/or imidazole derivative with an organic solvent and then contacting with the acidified thick oil), the viscosity of the acidified thick oil can be greatly reduced, and the acidified thick oil can be more easily treated. The obvious reduction of the viscosity of the acidified thick oil is probably because imidazole groups have acid-base amphiphilicity and can react with acid in the acidified thick oil to generate imidazole salt, the imidazole salt has both polarity and aromaticity and can be adsorbed on the surfaces of asphaltene particles through interaction of hydrogen bonds and dipole force with asphaltene in the thick oil to reduce the friction between the particles, thereby greatly reducing the viscosity of the acidified thick oil. Based on this, the inventors of the present invention have completed the present invention.
Accordingly, in order to achieve the above objects, in a first aspect, the present invention provides the use of imidazole and/or imidazole derivatives for reducing the viscosity of acidified thickened oils.
Preferably, the imidazole derivative is an alkyl imidazole, and more preferably, the alkyl imidazole is an imidazole compound containing an alkyl substituent on at least one of the 2,4, 5-position carbon atoms.
More preferably, in the imidazole derivative, the total number of carbon atoms of the alkyl substituent is 3 to 20, and still more preferably 4 to 16.
Further preferably, the imidazole derivative is one kind of the imidazole compound or a mixture of two or more kinds of the imidazole compounds.
Preferably, the content of the inorganic acid in the acidified thick oil is 0.5-5 wt% based on the weight of the acidified thick oil; further preferably, the inorganic acid is at least one of hydrochloric acid, sulfuric acid, and phosphoric acid.
Preferably, the content of asphaltenes in the acidified thick oil is 5 to 30% by weight, based on the weight of the acidified thick oil.
In a second aspect, the invention provides an acidified viscosity reducer comprising an imidazole and/or an imidazole derivative.
Preferably, the acidified viscosity reducer further comprises an organic solvent, and more preferably, the imidazole and/or imidazole derivative is contained in an amount of 0.1 to 50 wt%, and even more preferably 0.5 to 20 wt%, based on the weight of the acidified viscosity reducer.
Preferably, the imidazole derivative is an alkyl imidazole, and more preferably, the alkyl imidazole is an imidazole compound containing an alkyl substituent on at least one of the 2,4, 5-position carbon atoms.
More preferably, in the imidazole derivative, the total number of carbon atoms of the alkyl substituent is 3 to 20, and still more preferably 4 to 16.
Further preferably, the imidazole derivative is one kind of the imidazole compound or a mixture of two or more kinds of the imidazole compounds.
Preferably, the organic solvent includes at least one of petroleum fractions, linear or branched alkane organic solvents, cycloalkane-containing organic solvents, aromatic hydrocarbon organic solvents, ester organic solvents, ether organic solvents, and ketone organic solvents.
Further preferably, the petroleum fraction includes at least one of naphtha, gasoline, kerosene and diesel.
Further preferably, the linear or branched alkane-based organic solvent includes at least one of n-pentane, n-hexane, n-nonane and 2-ethylhexane.
Further preferably, the cycloalkane-containing organic solvent includes at least one of cyclopentane, cyclohexane, methylcyclohexane, and butylcyclohexane.
Further preferably, the aromatic hydrocarbon-based organic solvent includes at least one of toluene, xylene, ethylbenzene, butylbenzene, and octylbenzene.
Further preferably, the ester organic solvent includes at least one of octyl acetate, ethyl propionate, and methyl butyrate.
Further preferably, the ether-based organic solvent includes at least one of amyl ether, isoamyl ether, butyl ether, and hexyl ether.
Further preferably, the ketone organic solvent includes at least one of ethanone, cyclohexanone and acetophenone.
In a third aspect, the present invention provides a method for reducing the viscosity of an acidified thickened oil, the method comprising: contacting the acidified thick oil with an acidified thick oil viscosity reducer, wherein the acidified thick oil viscosity reducer is the acidified thick oil viscosity reducer.
Preferably, the dosage of the acidified thick oil viscosity reducer is 0.1-20g, and more preferably 0.5-10g, based on 100g of acidified thick oil.
Preferably, the content of the inorganic acid in the acidified thick oil is 0.5 to 5% by weight based on the weight of the acidified thick oil.
Preferably, the content of asphaltenes in the acidified thick oil is 5 to 30% by weight, based on the weight of the acidified thick oil.
The viscosity reducer for the acidified thick oil can obviously reduce the viscosity of the acidified thick oil, and is particularly suitable for reducing the viscosity of the high-asphaltene-content acidified thick oil.
Detailed Description
The endpoints of the ranges and any values disclosed herein are not limited to the precise range or value, and such ranges or values should be understood to encompass values close to those ranges or values. For ranges of values, between the endpoints of each of the ranges and the individual points, and between the individual points may be combined with each other to give one or more new ranges of values, and these ranges of values should be considered as specifically disclosed herein.
In a first aspect, the present invention provides the use of imidazole and/or imidazole derivatives for reducing the viscosity of acidified thickened oils.
It will be understood by those skilled in the art that, in the method for reducing the viscosity of the acidified thick oil, the specific application mode or introduction mode of the imidazole and/or imidazole derivative in the application of the present invention is not particularly limited, as long as the imidazole and/or imidazole derivative is applied in the process of reducing the viscosity of the acidified thick oil, namely, the application of the imidazole and/or imidazole derivative in reducing the viscosity of the acidified thick oil.
In order to further increase the viscosity reduction rate of the acidified thick oil, the imidazole derivative is preferably an alkyl imidazole. The alkyl imidazole may be a derivative in which hydrogen on a nitrogen atom in imidazole is substituted with an alkyl group, or a derivative in which hydrogen on at least one carbon atom of 2,4, 5-position carbon atoms in imidazole is substituted with an alkyl group. More preferably, the alkyl imidazole is an imidazole compound containing an alkyl substituent on at least one of the 2,4, 5-position carbon atoms (i.e., hydrogen on at least one of the 2,4, 5-position carbon atoms in the imidazole is substituted by an alkyl group).
In order to further increase the viscosity reduction rate of the acidified thick oil, the total number of carbon atoms of the alkyl substituent in the imidazole derivative is preferably 3 to 20, and more preferably 4 to 16.
Preferably, the imidazole derivative is one kind of the imidazole compound or a mixture of two or more kinds of the imidazole compounds.
Preferably, the content of the inorganic acid in the acidified thick oil is 0.5-5 wt% based on the weight of the acidified thick oil; further preferably, the inorganic acid is at least one of hydrochloric acid, sulfuric acid, and phosphoric acid.
Preferably, the content of asphaltenes in the acidified thick oil is from 5 to 30% by weight, based on the weight of the acidified thick oil.
In a second aspect, the invention provides an acidified viscosity reducer comprising an imidazole and/or an imidazole derivative.
The viscosity reducer for acidified thick oil of the present invention may contain any substance capable of sufficiently dissolving imidazole and/or an imidazole derivative in addition to imidazole and/or an imidazole derivative, and preferably contains an organic solvent in order to further increase the viscosity reduction rate of acidified thick oil.
In the acidified viscosity reducer for thick oil of the present invention, based on the comprehensive consideration of viscosity reduction rate and cost, the content of imidazole and/or imidazole derivative is preferably 0.1 to 50% by weight, more preferably 0.5 to 20% by weight, based on the weight of the acidified viscosity reducer for thick oil. It will be understood by those skilled in the art that the viscosity reducing effect is better when the content of imidazole and/or imidazole derivatives in the viscosity reducer for acidified heavy oil is higher, provided that imidazole and/or imidazole derivatives are sufficiently soluble.
In order to further increase the viscosity reduction rate of the acidified thick oil, the imidazole derivative is preferably an alkyl imidazole, and more preferably the alkyl imidazole is an imidazole compound having an alkyl substituent on at least one of the 2-, 4-, and 5-position carbon atoms.
In order to further increase the viscosity reduction rate of the acidified thick oil, the total number of carbon atoms of the alkyl substituent in the imidazole derivative is preferably 3 to 20, and more preferably 4 to 16. For example, the imidazole derivative may be at least one of 2-octylimidazole, 2, 4-dioctylimidazole, 5-butylimidazole, 2,4, 5-triethylimidazole, 4-octylimidazole, and 4-dodecylimidazole. Among them, the larger the content of colloids and asphaltenes in the acidified heavy oil, the larger the relative molecular weight of the imidazole derivative, i.e., the larger the total number of carbon atoms of the alkyl substituent, is, in order to seek a higher viscosity reduction ratio. Therefore, for the viscosity reduction of the acidified thick oil with different asphaltene contents, imidazole derivatives with different alkyl substituent groups and total carbon atoms can be correspondingly selected.
Preferably, the imidazole derivative is one kind of the imidazole compound or a mixture of two or more kinds of the imidazole compounds.
In the acidified viscosity reducer for heavy oil according to the present invention, the organic solvent preferably includes at least one of petroleum fractions, straight-chain or branched alkane organic solvents, cycloalkane-containing organic solvents, aromatic hydrocarbon organic solvents, ester organic solvents, ether organic solvents, and ketone organic solvents, but is not limited to the above-mentioned ones, as long as imidazole and/or an imidazole derivative can be sufficiently dissolved.
Wherein, there is no particular limitation in the kinds of petroleum distillate, linear or branched alkane organic solvent, naphthene-containing organic solvent, aromatic hydrocarbon organic solvent, ester organic solvent, ether organic solvent and ketone organic solvent, as long as imidazole and/or imidazole derivative can be sufficiently dissolved, preferably, the petroleum distillate comprises at least one of naphtha, gasoline, kerosene and diesel oil, the linear or branched alkane organic solvent comprises at least one of n-pentane, n-hexane, n-nonane and 2-ethylhexane, the naphthene-containing organic solvent comprises at least one of cyclopentane, cyclohexane, methylcyclohexane and butylcyclohexane, the aromatic hydrocarbon organic solvent comprises at least one of toluene, xylene, ethylbenzene, butylbenzene and octylbenzene, the ester organic solvent comprises octyl acetate, ethyl acetate, methyl acetate, ethyl acetate, and ethyl acetate, At least one of ethyl propionate and methyl butyrate, the ether organic solvent comprises at least one of amyl ether, isoamyl ether, butyl ether and hexyl ether, and the ketone organic solvent comprises at least one of ethanone, cyclohexanone and acetophenone.
In a third aspect, the present invention provides a method for reducing the viscosity of an acidified thickened oil, the method comprising: contacting the acidified thick oil with an acidified thick oil viscosity reducer, wherein the acidified thick oil viscosity reducer is the acidified thick oil viscosity reducer.
In the method of the present invention, the amount of the acidified thick oil viscosity reducer is preferably 0.1 to 20g, more preferably 0.5 to 10g, based on 100g of acidified thick oil. It will be understood by those skilled in the art that the larger the amount of viscosity reducing agent used, the better the viscosity reducing effect of the acidified heavy oil, provided that the imidazole and/or imidazole derivative is sufficiently soluble.
In the method of the present invention, the contacting conditions are not particularly limited as long as the acidified thick oil and the acidified thick oil viscosity reducer can be uniformly mixed, and the contacting temperature may be any of various conditions commonly used in the art, for example, the contacting temperature may be any temperature ranging from room temperature to the boiling point of the organic solvent (e.g., 10 to 40 ℃).
In the method of the present invention, the content of the inorganic acid in the acidified thick oil is preferably 0.5 to 5% by weight based on the weight of the acidified thick oil.
In the method of the present invention, the content of asphaltenes in the acidified thick oil is preferably 5 to 30% by weight based on the weight of the acidified thick oil.
Examples
The present invention will be described in detail below by way of examples, but the present invention is not limited thereto. In the following examples and comparative examples, each of the reagents used was commercially available, unless otherwise specified, and the methods used were all conventional in the art.
Wherein the viscosity is measured using a Brookfield rotational viscometer (model DV-II + PRO) in the United states.
The properties of several thickened oils used in the tests are shown in table 1.
TABLE 1
Figure DEST_PATH_GDA0001288734400000081
Figure DEST_PATH_GDA0001288734400000091
Example 1
85g of kerosene and 15g of 2-octyl imidazole are mixed to prepare the viscosity reducer 1 #. 0.5g of the prepared viscosity reducer 1# is added into 100g of TH-1 acidified thick oil with the viscosity of 53280mPa & s at 50 ℃, and the mixture is uniformly mixed, and the viscosity is reduced to 45200mPa & s.
Example 2
Mixing 95g of n-hexane and 5g of 2, 4-dioctyl imidazole to prepare the viscosity reducer 2 #. 0.5g of the prepared viscosity reducer 2# is added into 100g of TH-1 acidified thick oil with the viscosity of 53280mPa & s at 50 ℃, and the mixture is uniformly mixed, and the viscosity is reduced to 44680mPa & s.
Example 3
99g of cyclohexanone and 1g of 5-butylimidazole are mixed to prepare the viscosity reducer 3 #. Adding 1.0g of the prepared viscosity reducer 3# into 100g of TH-2 acidified thick oil with the viscosity of 33740mPa & s at 50 ℃, and uniformly mixing until the viscosity is reduced to 27120mPa & s.
Example 4
80g of toluene and 20g of 2,4, 5-triethylimidazole are mixed to prepare the viscosity reducer No. 4. 0.5g of the prepared viscosity reducer 4# is added into 100g of TH-2 thick oil with the viscosity of 33740 mPas at 50 ℃, and the mixture is uniformly mixed, and the viscosity is reduced to 25380 mPas.
Example 5
80g of octyl acetate and 20g of 4-octyl imidazole are mixed to prepare the viscosity reducer No. 5. 0.5g of the prepared viscosity reducer No. 5 is added into 100g of TH-3 thick oil with the viscosity of 26260 mPas at 50 ℃, and the mixture is uniformly mixed, and the viscosity is reduced to 19820 mPas.
Example 6
80g of amyl ether and 20g of 4-dodecyl imidazole are mixed to prepare the viscosity reducer 6 #. 0.5g of the prepared viscosity reducer 6# is added into 100g of TH-3 thick oil with the viscosity of 26260 mPas at 50 ℃, and the mixture is uniformly mixed, and the viscosity is reduced to 19560 mPas.
Example 7
90g of cyclohexane and 10g of 4-dodecyl imidazole are mixed to prepare the viscosity reducer 7 #. 0.5g of the prepared viscosity reducer No. 7 is added into 100g of TH-3 thick oil with the viscosity of 26260 mPas at 50 ℃, and the mixture is uniformly mixed, and the viscosity is reduced to 22320 mPas.
Example 8
The procedure of example 6 was followed except that 70g of amyl ether was mixed with 30g of 4-dodecyl imidazole to prepare viscosity reducer # 8. 0.5g of the prepared viscosity reducer 8# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 17640 mPa.
Example 9
The procedure of example 6 was followed except that 3g of the prepared viscosity reducer No. 6 was added to 100g of TH-3 thick oil and mixed well to reduce the viscosity to 2570 mPas.
Example 10
Viscosity reducer # 10 was prepared according to the procedure of example 6, except that 4-dodecyl imidazole was replaced with 4-methyl imidazole. 0.5g of the prepared viscosity reducer 10# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 22340mPa & s.
Example 11
Viscosity reducer # 11 was prepared according to the procedure of example 6, except that 4-dodecyl imidazole was replaced with 4-ethyl imidazole. 0.5g of the prepared viscosity reducer 11# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 21760mPa & s.
Example 12
Viscosity reducer # 12 was prepared according to the procedure of example 6, except that 4-dodecyl imidazole was replaced with 2,4, 5-trioctyl imidazole. 0.5g of the prepared viscosity reducer 12# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 22480mPa & s.
Example 13
Viscosity reducer # 13 was prepared according to the procedure of example 6, except that 4-dodecyl imidazole was replaced with imidazole. 0.5g of the prepared viscosity reducer 13# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 22560mPa & s.
Example 14
Viscosity reducer # 14 was prepared according to the procedure of example 6, except that 4-dodecyl imidazole was replaced with 1-dodecyl imidazole. 0.5g of the prepared viscosity reducer 14# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 21940mPa & s.
Example 15
0.5g of 4-dodecyl imidazole is added to 100g of TH-3 thick oil with the viscosity of 26260 mPas at 50 ℃, and the mixture is uniformly mixed, and the viscosity is reduced to 22740 mPas.
Comparative examples 1 to 7
Kerosene, n-hexane, cyclohexanone, toluene, octyl acetate, amyl ether and cyclohexane (as viscosity reducers D1# -D7#) were respectively used to replace viscosity reducers 1# -7# in examples 1-7, and viscosity reduction experiments were performed according to the same operation method, additive ratio and thick oil samples, and the results are listed in Table 1.
Comparative example 8
Viscosity reducer D8 was prepared according to the procedure of example 6, except that 4-dodecyl imidazole was replaced with pyrrole. 0.5g of the prepared viscosity reducer D8# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 23780mPa & s.
Comparative example 9
Viscosity reducer D9 was prepared according to the procedure of example 6, except that 4-dodecyl imidazole was replaced with pyridine. 0.5g of the prepared viscosity reducer D9# is uniformly mixed with 100g of TH-3 thick oil, and the viscosity of the mixed thick oil is reduced to 23360mPa & s.
The viscosity reducing effect of each example and comparative example is shown in table 2.
TABLE 2
Figure DEST_PATH_GDA0001288734400000121
Figure DEST_PATH_GDA0001288734400000131
The results in table 2 show that the viscosity reducer for acidified thick oil of the present invention can significantly reduce the viscosity of acidified thick oil, and is particularly suitable for viscosity reduction of high asphaltene-containing sulfated thick oil.
The preferred embodiments of the present invention have been described above in detail, but the present invention is not limited thereto. Within the scope of the technical idea of the invention, many simple modifications can be made to the technical solution of the invention, including combinations of various technical features in any other suitable way, and these simple modifications and combinations should also be regarded as the disclosure of the invention, and all fall within the scope of the invention.

Claims (28)

1. Use of imidazole and/or imidazole derivatives for reducing the viscosity of acidified thickened oils;
the imidazole derivative is alkyl imidazole, and the alkyl imidazole is an imidazole compound containing an alkyl substituent on at least one carbon atom of 2,4 and 5 carbon atoms.
2. The use according to claim 1, wherein the total number of carbon atoms of the alkyl substituent in the imidazole derivative is 3 to 20.
3. Use according to claim 2, wherein the total number of carbon atoms of the alkyl substituents in the imidazole derivative is from 4 to 16.
4. The use according to claim 1, wherein the imidazole derivative is one kind of the imidazole compound or a mixture of two or more kinds of the imidazole compounds.
5. The use according to claim 1, wherein the amount of inorganic acid in the acidified thick oil is 0.5 to 5 wt% based on the weight of the acidified thick oil.
6. Use according to claim 5, wherein the inorganic acid is at least one of hydrochloric acid, sulphuric acid and phosphoric acid.
7. The use of any one of claims 1 to 6, wherein the amount of asphaltenes in the acidified thick oil is in the range of 5 to 30 wt% based on the weight of the acidified thick oil.
8. The viscosity reducer for the acidified thick oil is characterized by comprising imidazole and/or imidazole derivatives;
the imidazole derivative is alkyl imidazole, and the alkyl imidazole is an imidazole compound containing an alkyl substituent on at least one carbon atom of 2,4 and 5 carbon atoms.
9. The acidified thick oil viscosity reducer of claim 8, further comprising an organic solvent.
10. The acidified thick oil viscosity reducer of claim 9 wherein the imidazole and/or imidazole derivative is present in an amount of 0.1-50% by weight, based on the weight of the acidified thick oil viscosity reducer.
11. The acidified thick oil viscosity reducer of claim 10 wherein the imidazole and/or imidazole derivative is present in an amount of 0.5-20% by weight, based on the weight of the acidified thick oil viscosity reducer.
12. The acidified thick oil viscosity reducer of claim 8 wherein the total number of carbon atoms in the alkyl substituents in the imidazole derivative is from 3 to 20.
13. The acidified thick oil viscosity reducer of claim 12 wherein the total number of carbon atoms in the alkyl substituents in the imidazole derivative is from 4 to 16.
14. The viscosity reducer for acidified thick oil according to claim 8, wherein the imidazole derivative is one kind of the imidazole compound or a mixture of two or more kinds of the imidazole compounds.
15. The viscosity reducer for acidized thick oil according to any one of claims 9 to 11, wherein the organic solvent comprises at least one of petroleum fractions, straight-chain or branched alkane organic solvents, naphthenic hydrocarbon organic solvents, aromatic hydrocarbon organic solvents, ester organic solvents, ether organic solvents and ketone organic solvents.
16. The acidified thick oil viscosity reducer of claim 15, wherein the petroleum fraction comprises at least one of naphtha, gasoline, kerosene, and diesel.
17. The acidified thick oil viscosity reducer of claim 15, wherein the linear or branched alkane-based organic solvent comprises at least one of n-pentane, n-hexane, n-nonane, and 2-ethylhexane.
18. The acidified thick oil viscosity reducer of claim 15, wherein the cycloalkane-containing organic solvent comprises at least one of cyclopentane, cyclohexane, methylcyclohexane, and butylcyclohexane.
19. The acidified thick oil viscosity reducer of claim 15, wherein the aromatic hydrocarbon organic solvent comprises at least one of toluene, xylene, ethylbenzene, butylbenzene, and octylbenzene.
20. The acidified thick oil viscosity reducer of claim 15, wherein the ester organic solvent comprises at least one of octyl acetate, ethyl propionate, and methyl butyrate.
21. The acidified thick oil viscosity reducer of claim 15, wherein the ethereal organic solvent comprises at least one of amyl ether, butyl ether, and hexyl ether.
22. The acidified thick oil viscosity reducer of claim 15, wherein the ethereal organic solvent is isoamyl ether.
23. The acidified thick oil viscosity reducer of claim 15, wherein the ketone-based organic solvent comprises at least one of ethanone, cyclohexanone, and acetophenone.
24. A method for reducing the viscosity of an acidified thickened oil, comprising: contacting the acidified thick oil with an acidified thick oil viscosity reducer according to any one of claims 8 to 23.
25. The method of claim 24, wherein the amount of the acidified thick oil viscosity reducer is 0.1-20g based on 100g of acidified thick oil.
26. The method of claim 25, wherein the amount of the acidified thick oil viscosity reducer is 0.5-10g based on 100g of acidified thick oil.
27. The method as claimed in claim 24, wherein the content of the inorganic acid in the acidified thick oil is 0.5 to 5% by weight based on the weight of the acidified thick oil.
28. The method as claimed in claim 24, wherein the content of asphaltenes in the acidified thick oil is in the range of 5 to 30 wt% based on the weight of the acidified thick oil.
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Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2708416A1 (en) * 2009-06-29 2010-12-29 Instituto Mexicano Del Petroleo Ionic liquids as viscosity reducers of heavy crude oils

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE602005004487T2 (en) * 2004-10-07 2009-04-02 Rohm And Haas Co. As asphalt dispersants in petroleum products suitable formulations.
CN1896175A (en) * 2006-06-23 2007-01-17 上海合谊化工制品有限公司 Thickened-oil producing auxiliaries and its production
CN100513512C (en) * 2007-07-31 2009-07-15 中国石油天然气股份有限公司 Corrosion-release scale-proof wax-removal viscosity-reducing agent and preparation method thereof
CN101768462B (en) * 2008-12-31 2013-01-30 中国石油化工股份有限公司 Emulsifying and viscosity-decreasing method of thick oil
CN102191028B (en) * 2010-03-18 2013-06-26 中国石油化工股份有限公司 Oil-soluble viscosity breaker composition
CN102643636B (en) * 2012-04-10 2013-08-21 中国海洋石油总公司 Auxiliary enhancement chemical agent for oil extraction with heat
CN102635342B (en) * 2012-04-10 2014-12-24 中国海洋石油总公司 Thermo-chemical oil extraction method of offshore thickened oil
WO2014149751A1 (en) * 2013-03-15 2014-09-25 Ecolab Usa Inc. Method of assessing asphaltene inhibitor efficiency
MX2015016343A (en) * 2013-05-28 2016-03-01 Lubrizol Corp Asphaltene inhibition.
MX359374B (en) * 2013-10-22 2018-09-13 Mexicano Inst Petrol Application of a chemical composition for viscosity modification of heavy and extra-heavy crude oils.
MX360197B (en) * 2013-10-29 2018-10-11 Mexicano Inst Petrol Corrosion inhibition composition for pipelines, process of elaboration and synthesis.
CN104847320A (en) * 2014-02-13 2015-08-19 中国石油化工股份有限公司 Ultra-deep-seated and low-permeable thickened oil identified viscosity reduction method
CN104119851A (en) * 2014-06-27 2014-10-29 黄爱先 Novel viscosity reducer for viscous oil
CN104213886B (en) * 2014-08-19 2016-08-31 中国石油天然气股份有限公司 A kind of heavy crude reservoir foamed artificial oil is handled up recovery method
CN104265252B (en) * 2014-08-19 2017-07-07 中国石油天然气股份有限公司 A kind of heavy crude reservoir artificial oil stream displacement recovery method
CN105505356B (en) * 2014-10-17 2018-07-31 中国石油化工股份有限公司 A method of reducing viscosity of thickened oil
CA2915596C (en) * 2014-12-18 2023-04-25 Chevron U.S.A. Inc. Method for upgrading in situ heavy oil

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2708416A1 (en) * 2009-06-29 2010-12-29 Instituto Mexicano Del Petroleo Ionic liquids as viscosity reducers of heavy crude oils

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Synthesis and preparation of desulfurization concerned naphthenic acid type ionic liquid;Wang, Qiang;《APPLIED MECHANICS, MATERIALS AND MANUFACTURING IV》;20141018;第224-228页 *

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