CN113322056B - High-efficiency pour point depressant for crude oil and preparation method and application thereof - Google Patents
High-efficiency pour point depressant for crude oil and preparation method and application thereof Download PDFInfo
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- CN113322056B CN113322056B CN202110878015.8A CN202110878015A CN113322056B CN 113322056 B CN113322056 B CN 113322056B CN 202110878015 A CN202110878015 A CN 202110878015A CN 113322056 B CN113322056 B CN 113322056B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
- C08F255/023—On to modified polymers, e.g. chlorinated polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
- C09K8/588—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific polymers
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17D—PIPE-LINE SYSTEMS; PIPE-LINES
- F17D1/00—Pipe-line systems
- F17D1/08—Pipe-line systems for liquids or viscous products
- F17D1/16—Facilitating the conveyance of liquids or effecting the conveyance of viscous products by modification of their viscosity
- F17D1/17—Facilitating the conveyance of liquids or effecting the conveyance of viscous products by modification of their viscosity by mixing with another liquid, i.e. diluting
Abstract
The application discloses a high-efficiency crude oil pour point depressant, a preparation method and application thereof, and belongs to the technical field of oilfield chemicals. The high-efficiency crude oil pour point depressant comprises a first component, a second component and a third component; the first component is a terpolymer of modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene, and the molecular weight of the first component is 3000-4000; the second component is a polyether compound of n-butanol and epichlorohydrin, and the molecular weight of the second component is 1000-1500; the third component is naphthalene or a naphthalene derivative. The first component, the second component and the third component in the high-efficiency crude oil pour point depressant synergistically act to remarkably reduce the pour point of crude oil and effectively improve the fluidity of the crude oil.
Description
Technical Field
The application relates to a high-efficiency crude oil pour point depressant, a preparation method and application thereof, and belongs to the technical field of oilfield chemicals.
Background
Crude oil is an important petroleum resource, and the components of the crude oil contain a large amount of easily crystallized substances such as colloid, asphaltene and paraffin. At present, most oil fields enter a three-stage oil extraction stage, and parameters such as the freezing point, the wax content, the viscosity and the like of newly-produced crude oil are higher and higher. During the transportation of crude oil, the crude oil begins to crystallize when the transportation temperature is reduced to the wax precipitation point of the crude oil, and if the temperature is further reduced, the amount of the crystallized crude oil is increased, and finally the crude oil loses fluidity and is solidified on the pipe wall, which causes great difficulty in the extraction and transportation of the crude oil. The pour point depressant can change the crystallization state of paraffin in the crude oil through nucleation, adsorption, eutectic effect and solubilization, so that the paraffin is not easy to form a space network structure, and macroscopically shows the reduction of the condensation point of the crude oil. The pour point of the crude oil can be greatly reduced, the low-temperature fluidity of the crude oil can be improved and the production efficiency can be improved by adding a very small amount of pour point depressant in the processes of collection, transportation, storage and transportation of the crude oil. The invention provides a high-efficiency pour point depressant for crude oil.
Disclosure of Invention
The invention aims to provide a high-efficiency crude oil pour point depressant, a preparation method and application thereof.
In order to achieve the above purposes, the technical scheme adopted by the invention is as follows:
a high-efficiency pour point depressant for crude oil comprises a first component, a second component and a third component;
the first component is a terpolymer of modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene, and the molecular weight of the first component is 3000-4000;
the second component is a polyether compound of n-butanol and epichlorohydrin, and the molecular weight of the second component is 1000-1500;
the third component is naphthalene or a naphthalene derivative.
Optionally, the mass ratio of the first component to the second component to the third component is (9-9.5): (1-1.5): (2-2.5).
Optionally, the mass ratio of the modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene in the first component is (7-8): (1-2): (2-3).
Optionally, the mass ratio of n-butanol to epichlorohydrin in the second component is 1: (12-13).
Alternatively, the modified ethylene-vinyl acetate copolymer is prepared by the following method:
dissolving ethylene-vinyl acetate copolymer in light aromatic solvent, and adding ethylene glycol to react to obtain the modified ethylene-vinyl acetate copolymer;
the light aromatic hydrocarbon solvent is selected from benzene, toluene or xylene, and preferably xylene.
Optionally, the content of vinyl acetate in the ethylene-vinyl acetate copolymer is 25-30 wt%;
the mass ratio of the ethylene-vinyl acetate copolymer to the ethylene glycol is 15: (1.5-2).
Optionally, a method for preparing a high efficiency crude oil pour point depressant, the method for preparing the high efficiency crude oil pour point depressant of any one of the preceding claims, the method comprising the steps of:
(1) and (3) mixing the modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene according to the weight ratio of (7-8): (1-2): (2-3) dissolving the components in a heavy aromatic solvent in a mass ratio, and adding an initiator to react to obtain the first component;
(2) adding a Lewis acid catalyst and n-butyl alcohol into a reaction bottle, stirring and heating to 100-110 ℃, adding epoxy chloropropane for reaction to obtain the second component, wherein the mass ratio of the n-butyl alcohol to the epoxy chloropropane is 1: (12-13);
(3) and (3) mixing the first component, the second component and the third component according to the ratio of (9-9.5): (1-1.5): (2-2.5) dissolving in a heavy aromatic solvent in a mass ratio to obtain the high-efficiency crude oil pour point depressant.
Optionally, the initiator in step (1) is selected from at least one of benzoyl peroxide, lauroyl peroxide, benzoyl tert-butyl peroxide and methyl ethyl ketone peroxide, and is preferably benzoyl peroxide.
Optionally, the lewis acid catalyst in step (2) is boron trifluoride or tin tetrachloride, preferably boron trifluoride.
In the present application, the "modified ethylene-vinyl acetate copolymer" is referred to as modified EVA for short.
The invention protects the application of any one of the high-efficiency crude oil pour point depressants or the high-efficiency crude oil pour point depressants obtained by any one of the preparation methods in lowering the freezing point of crude oil.
Benefits of the present application include, but are not limited to:
1. the application provides a high-efficient crude oil pour point depressant, first component, second component, third component synergism have reduced the condensation point of crude oil, have improved the low temperature mobility of crude oil for the crude oil is convenient for extract and transportation.
2. The application provides a high-efficient crude oil pour point depressant utilizes the ethylene glycol to carry out appropriate modification to ethylene-vinyl acetate copolymer, and the rigidity of the modified EVA who obtains is better, and polarity part distributes evenly, and its long chain structure can with the wax crystal effect in the high congealing crude oil, and secondly ethylene glycol structure polarity is stronger, adjustment wax crystal structure that can be better, reduces the condensation point of crude oil.
3. The application provides a high-efficient crude oil pour point depressant, the preparation simple process of first component and second component, the operation of being convenient for is favorable to using widely.
Detailed Description
The present application will be described in detail with reference to examples, but the present application is not limited to these examples.
The raw materials in the examples of the present application were purchased commercially, unless otherwise specified.
1. High-efficiency pour point depressant for crude oil and preparation method thereof
The invention provides a high-efficiency crude oil pour point depressant, which comprises a first component, a second component and a third component;
the first component is a terpolymer of modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene, and the molecular weight of the first component is 3000-4000;
the second component is a polyether compound of n-butanol and epichlorohydrin, and the molecular weight of the second component is 1000-1500;
the third component is naphthalene or a naphthalene derivative.
Wherein the mass ratio of the first component to the second component to the third component is (9-9.5): (1-1.5): (2-2.5); the mass ratio of the modified ethylene-vinyl acetate copolymer, the dimethylaminoethyl acrylate and the p-divinylbenzene in the first component is (7-8): (1-2): (2-3); the mass ratio of n-butanol to epichlorohydrin in the second component is 1: (12-13).
1.2, the preparation method of the high-efficiency crude oil pour point depressant comprises the following steps:
(1) and (3) mixing the modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene according to the weight ratio of (7-8): (1-2): (2-3) dissolving the components in a heavy aromatic solvent in a mass ratio, and adding an initiator to react to obtain the first component;
(2) adding a Lewis acid catalyst and n-butyl alcohol into a reaction bottle, stirring and heating to 100-110 ℃, adding epoxy chloropropane for reaction to obtain the second component, wherein the mass ratio of the n-butyl alcohol to the epoxy chloropropane is 1: (12-13);
(3) and (3) mixing the first component, the second component and the third component according to the ratio of (9-9.5): (1-1.5): (2-2.5) dissolving in a heavy aromatic solvent in a mass ratio to obtain the high-efficiency crude oil pour point depressant.
Wherein, the initiator in the step (1) is selected from at least one of benzoyl peroxide, lauroyl peroxide, benzoyl peroxide tert-butyl ester and methyl ethyl ketone peroxide, and benzoyl peroxide is preferred.
In the step (2), the Lewis acid catalyst is boron trifluoride or stannic chloride, preferably boron trifluoride.
In addition, the modified ethylene-vinyl acetate copolymer is prepared by the following method:
dissolving ethylene-vinyl acetate copolymer in light aromatic solvent, adding ethylene glycol to react to obtain modified ethylene-vinyl acetate copolymer; the light aromatic hydrocarbon solvent is selected from benzene, toluene or xylene, preferably xylene; the content of vinyl acetate in the ethylene-vinyl acetate copolymer is 25-30 wt%; the mass ratio of the ethylene-vinyl acetate copolymer to the ethylene glycol is 15: (1.5-2).
2. The preparation method of the high-efficiency crude oil pour point depressant can be described in detail as follows:
2.1, a preparation method of the high-efficiency crude oil pour point depressant, which comprises the following steps:
(1) modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene according to the weight ratio of (7-8): (1-2): (2-3) adding the mixture into a heavy aromatic solvent according to the mass ratio, stirring for 20-40 min at the temperature of 75-85 ℃, adding benzoyl peroxide, and reacting for 5-7 h to obtain a first component;
(2) adding boron trifluoride and n-butanol into a reaction bottle, stirring and heating to 100-110 ℃, adding epoxy chloropropane, and reacting for 6-8 hours to obtain a second component; wherein the mass ratio of n-butanol to epichlorohydrin is 1: (12-13);
(3) the first component, the second component and the third component are mixed according to the ratio of (9-9.5): (1-1.5): (2-2.5) adding the mixture into a heavy aromatic solvent according to the mass ratio, heating to 60-80 ℃, and stirring for 20-40 min to obtain the high-efficiency crude oil pour point depressant.
The preparation method of the modified ethylene-vinyl acetate copolymer comprises the following steps:
adding an ethylene-vinyl acetate copolymer into dimethylbenzene, stirring for 20-40 min at 50-70 ℃, adding ethylene glycol into a reaction system at a dropping rate of 1-2 drops/s, heating to 100-120 ℃, and reacting for 3-5 h to obtain a modified ethylene-vinyl acetate copolymer; wherein the content of vinyl acetate in the ethylene-vinyl acetate copolymer is 25-30 wt%; the mass ratio of the ethylene-vinyl acetate copolymer to the ethylene glycol is 15: (1.5-2).
3. The preparation method of the high-efficiency crude oil pour point depressant can be further described in detail as follows:
3.1, the preparation method of the high-efficiency crude oil pour point depressant comprises the following steps:
(1) modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene according to the weight ratio of (7-8): (1-2): (2-3) adding the mixture into a heavy aromatic solvent according to the mass ratio, keeping the temperature and stirring for 30min at 80 ℃, adding benzoyl peroxide, and reacting for 6h to obtain a first component;
(2) adding boron trifluoride and n-butanol into a reaction bottle, stirring and heating to 105 ℃, adding epoxy chloropropane, and reacting for 7 hours to obtain a second component; wherein the mass ratio of n-butanol to epichlorohydrin is 1: (12-13);
(3) the first component, the second component and the third component are mixed according to the ratio of (9-9.5): (1-1.5): (2-2.5) adding the mixture into a heavy aromatic solvent according to the mass ratio, heating to 70 ℃, and stirring for 30min to obtain the high-efficiency crude oil pour point depressant.
The preparation method of the modified ethylene-vinyl acetate copolymer comprises the following steps:
adding ethylene-vinyl acetate copolymer into dimethylbenzene, stirring for 30min at 60 ℃, adding ethylene glycol into a reaction system at a dropping rate of 1 drop/s, heating to 110 ℃, and reacting for 4h to obtain modified ethylene-vinyl acetate copolymer; wherein the content of vinyl acetate in the ethylene-vinyl acetate copolymer is 25-30 wt%; the mass ratio of the ethylene-vinyl acetate copolymer to the ethylene glycol is 15: (1.5-2).
Pour point depressants used in the following experimental examples were prepared according to the above-mentioned preparation method of 3.1 high performance pour point depressants for crude oil, and the differences from the preparation conditions of 3.1 are shown in examples 1 to 8 and comparative examples 1 to 10 in Table 1. The following experimental examples may provide reference for those having ordinary skill in the art to practice the present invention or verify the effects. These examples do not limit the scope of the claims.
TABLE 1 preparation conditions of examples 1 to 8 and comparative examples 1 to 10
The pour point depressant tests of the embodiments 1-8 and the comparative embodiments 1-10 are performed according to the method of GB/T26985-.
TABLE 2 evaluation results of pour point depressant effects of examples 1 to 8 and comparative examples 1 to 10
As can be seen from the data in tables 1 and 2, the pour point depressant provided by the embodiment of the invention (the embodiments 1 to 8) has a good pour point depression effect on crude oil, the pour point depression range is large and can reach more than 15 ℃, and the pour point depression effect is superior to that of the pour point depressants in the comparative examples 1 to 10.
The above description is only an example of the present application, and the protection scope of the present application is not limited by these specific examples, but is defined by the claims of the present application. Various modifications and changes may occur to those skilled in the art. Any modification, equivalent replacement, improvement, etc. made within the technical idea and principle of the present application should be included in the protection scope of the present application.
Claims (3)
1. The high-efficiency crude oil pour point depressant is characterized by comprising a first component, a second component and a third component;
the first component is prepared by the following method: modified ethylene-vinyl acetate copolymer, dimethylaminoethyl acrylate and p-divinylbenzene according to the weight ratio of (7-8): (1-2): (2-3) dissolving the components in a heavy aromatic solvent in a mass ratio, and adding an initiator to react to obtain the first component;
the molecular weight of the first component is 3000-4000;
the initiator is selected from at least one of benzoyl peroxide, lauroyl peroxide, benzoyl peroxide tert-butyl peroxide and methyl ethyl ketone peroxide;
the second component is a polyether compound of n-butanol and epichlorohydrin, and the molecular weight of the second component is 1000-1500;
the second component is prepared by the following method: adding a Lewis acid catalyst and n-butyl alcohol into a reaction bottle, stirring and heating to 100-110 ℃, adding epoxy chloropropane for reaction to obtain the second component, wherein the mass ratio of the n-butyl alcohol to the epoxy chloropropane is 1: (12-13);
the Lewis acid catalyst is boron trifluoride or stannic chloride;
the third component is naphthalene or a naphthalene derivative;
and (3) mixing the first component, the second component and the third component according to the ratio of (9-9.5): (1-1.5): (2-2.5) dissolving in a heavy aromatic solvent in a mass ratio to obtain the high-efficiency crude oil pour point depressant;
the modified ethylene-vinyl acetate copolymer is prepared by the following method:
dissolving ethylene-vinyl acetate copolymer in light aromatic solvent, and adding ethylene glycol to react to obtain the modified ethylene-vinyl acetate copolymer;
the light aromatic hydrocarbon solvent is selected from benzene, toluene or xylene.
2. The pour point depressant for high-efficiency crude oil according to claim 1, wherein the ethylene-vinyl acetate copolymer contains 25 to 30wt% of vinyl acetate;
the mass ratio of the ethylene-vinyl acetate copolymer to the ethylene glycol is 15: (1.5-2).
3. Use of the high efficiency pour point depressant according to any one of claims 1 to 2 for depressing the freezing point of crude oil.
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| CN115960597B (en) * | 2023-03-16 | 2023-08-15 | 德仕能源科技集团股份有限公司 | Compound crude oil pour point depressant and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US10442980B2 (en) * | 2014-07-29 | 2019-10-15 | Ecolab Usa Inc. | Polymer emulsions for use in crude oil recovery |
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| CN1410460A (en) * | 2002-10-11 | 2003-04-16 | 中国科学院兰州化学物理研究所 | Preparation method diesel pour point reducer |
| CN101619248A (en) * | 2009-05-14 | 2010-01-06 | 上海九元石油化工有限公司 | Method for preparing novel environmental-friendly high-efficiency diesel pour inhibitor |
| CN105745313A (en) * | 2013-11-22 | 2016-07-06 | 株式会社Adeka | Lubricant agent composition and lubricant oil composition containing same |
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