CN114907224A - Acid-resistant NEDTA complexing agent and synthesis method and application thereof - Google Patents
Acid-resistant NEDTA complexing agent and synthesis method and application thereof Download PDFInfo
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Abstract
The invention relates to the technical field of oil field acid fracturing fluid, and discloses an acid-resistant NEDTA complexing agent, and a synthesis method and application thereof. The complexing agent is a compound with a structure shown as a formula (I), wherein R in the formula (I) 1 、R 2 、R 3 、R 4 、R 5 Each independently selected from Na and K. The acid-resistant NEDTA complexing agent provided by the invention can be dissolved in an acid solution and can be kept stable, and can play a complexing role in an acidizing fracturing fluid, so that insoluble precipitate generated in the acidizing fracturing fluid process is prevented from blocking pores and damaging a reservoir stratum.
Description
Technical Field
The invention relates to the technical field of oil field acid fracturing fluid, in particular to an acid-resistant NEDTA complexing agent and a synthesis method and application thereof.
Background
The acidizing fracturing fluid is an effective means for developing carbonate low-permeability and ultra-low-permeability compact reservoirs. The mineral composition of reservoir rock mainly comprises illite, chlorite, montmorillonite, kaolinite, calcite, turbid stoneZeolite, dolomite, illite-smectite mixed layer, green-smectite mixed layer, quartz, feldspar, mica and the like. Wherein, in addition to the reaction of the carbonate minerals (calcite and dolomite) with the acid, Ca in the solution is increased 2+ 、Mg 2+ 、Fe 2+ The plasma, clay minerals such as chlorite, kaolinite, illite, etc. will also react slowly with the acid to increase the Si content in the solution 4+ 、Al 3+ 、Fe 2+ And (3) plasma.
As the acid rock reaction proceeds, H + Is consumed so that the pH of the solution will rise, which will result in Ca in the solution 2+ 、Fe 2+ And the like re-crystallize into a solid to damage the reservoir. Therefore, to prevent the ions that enter the solution from precipitating out again, complexing agents need to be added to the acidified fracturing fluid.
The complexing agent can react with Ca 2+ 、Mg 2+ 、Fe 2+ When the cation forms a water-soluble complex, the Ca is prevented 2+ 、Mg 2 + 、Fe 2+ Etc. to regenerate CaCO 3 、MgCO 3 、Fe(OH) 3 And the like, damaging the reservoir.
However, the existing complexing agent is insoluble in water at normal temperature, and can be crystallized and separated out in an acidic solution, so that secondary damage is caused to a stratum, and the complexing agent cannot be applied to the acidizing fracturing fluid.
Therefore, there is a need to develop a complexing agent that is readily soluble in water and does not crystallize out insoluble materials in acidified fracturing fluids.
Disclosure of Invention
The invention aims to overcome the defect that the prior complexing agent generates insoluble substances in acidizing fracturing fluid to cause secondary damage to the stratum.
In order to achieve the above object, the present invention provides in a first aspect an acid-resistant NEDTA complexing agent, which is a compound having a structure represented by formula (I):
in the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Each independently selected from Na and K.
In a second aspect, the present invention provides a method for synthesizing the acid-resistant NEDTA complexing agent of the first aspect, comprising the steps of:
(1) dissolving a first raw material in water to obtain an aqueous solution containing the first raw material; wherein the first raw material is EDTA disodium or EDTA dipotassium;
(2) in the presence of an alkaline catalyst, carrying out contact reaction on an aqueous solution containing the first raw material and a second raw material to obtain a first mixed solution; wherein the second raw material is sodium chloroacetate or potassium chloroacetate;
(3) and sequentially carrying out distillation treatment and drying treatment on the first mixed solution.
In a third aspect, the invention provides the application of the acid-resistant NEDTA complexing agent in the acidic fracturing fluid of the oil field.
The acid-resistant NEDTA complexing agent provided by the invention can be dissolved in an acid solution and can be kept stable, and can play a complexing role in an acidizing fracturing fluid, so that insoluble precipitate generated in the acidizing fracturing fluid process is prevented from blocking pores and damaging a reservoir stratum.
Particularly, the complexing agent provided by the invention is used for acidizing the fracturing fluid, so that the imbibition recovery rate and sand carrying performance of the fracturing fluid can be improved.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present disclosure, the drawings needed to be used in the embodiments will be briefly described below, and it is apparent that the drawings in the following description are only some embodiments of the present disclosure, and it is obvious for those skilled in the art that other drawings can be obtained according to the drawings without creative efforts.
FIG. 1 is a diagram showing the dissolution of disodium EDTA and the acid-resistant NEDTA complexing agent prepared in example 1 of the present invention in acid;
FIG. 2 is a diagram showing the dissolution of disodium EDTA and the acid-resistant NEDTA complexing agent prepared in example 1 of the present invention in acid;
FIG. 3 is an IR spectrum of disodium EDTA and the acid-resistant NEDTA complexing agent prepared in example 1 of the present invention;
FIG. 4 is a thermogravimetric plot of the acid-resistant NEDTA complexing agent prepared in example 1 of the present invention.
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 the present invention, unless otherwise specified, the room temperature or the room temperature both represent 25. + -. 2 ℃.
As previously mentioned, a first aspect of the present invention provides an acid-resistant NEDTA complexing agent that is a compound having a structure according to formula (i):
in the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Each independently selected from Na and K.
Preferably, in formula (I), R 1 、R 2 、R 3 、R 4 、R 5 All are Na.
As previously mentioned, a second aspect of the present invention provides a method of synthesizing the acid-resistant NEDTA complexing agent of the first aspect, the method comprising the steps of:
(1) dissolving a first raw material in water to obtain an aqueous solution containing the first raw material; wherein the first raw material is EDTA disodium or EDTA dipotassium;
(2) in the presence of an alkaline catalyst, carrying out contact reaction on an aqueous solution containing the first raw material and a second raw material to obtain a first mixed solution; wherein the second raw material is sodium chloroacetate or potassium chloroacetate;
(3) and sequentially carrying out distillation treatment and drying treatment on the first mixed solution.
The synthesis method provided by the invention has mild conditions and simple process, and is suitable for large-scale industrial production.
According to a particularly preferred embodiment, in step (1), the first raw material is disodium EDTA.
Preferably, in step (1), the weight ratio of the first raw material to the water is 1:40 to 50, more preferably 1: 40.
According to a particularly preferred embodiment, in step (2), the second starting material is sodium chloroacetate.
Preferably, in step (2), the basic catalyst is sodium hydroxide or potassium hydroxide.
According to a particularly preferred embodiment, in step (2), the basic catalyst is sodium hydroxide.
Preferably, in the step (2), the molar ratio of the second raw material, the sodium hydroxide and the first raw material is 1-1.1:2-2.1:1, and more preferably 1-1.1:2: 1. The inventor finds that in the preferred embodiment, the obtained complexing agent is used in the acidized fracturing fluid, and the fracturing fluid with more excellent imbibition recovery rate and sand carrying performance can be obtained.
Preferably, in step (2), the conditions of the contact reaction at least include: the stirring speed is 400-600rpm, the temperature is 70-75 ℃, and the time is 12-14 hours. More preferably, in step (2), the conditions of the contact reaction at least include: the stirring speed is 500rpm, the temperature is 70-75 ℃, and the time is 12-14 hours.
Preferably, in step (3), the conditions of the distillation treatment include at least: the temperature is 40-120 deg.C, and the time is 0.5-48 hr.
Preferably, in step (3), the conditions of the drying treatment include at least: the temperature is 90-120 ℃ and the time is 0.2-48 hours.
As previously mentioned, a third aspect of the present invention provides the use of the acid-resistant NEDTA complexing agent of the first aspect in an acidic fracturing fluid in an oil field.
According to a particularly preferred embodiment of the present invention, the method for synthesizing the acid-resistant NEDTA complexing agent comprises the following steps:
(1) dissolving disodium EDTA in water to obtain disodium EDTA solution;
(2) carrying out contact reaction on the EDTA disodium water solution, sodium hydroxide and sodium chloroacetate to obtain a first mixed solution;
(3) and sequentially carrying out distillation treatment and drying treatment on the first mixed solution.
The present invention will be described in detail below by way of examples. In the following examples, various raw materials used are commercially available ones unless otherwise specified.
A first raw material: disodium EDTA, 99% pure, available from Pasteur;
a second raw material: sodium chloroacetate, 99% pure, available from basf;
basic catalyst: sodium hydroxide, 99% pure, was purchased from basf.
Example 1
This example provides a method for synthesizing an acid-resistant NEDTA complexing agent, comprising the steps of:
(1) putting 10g of disodium EDTA into a round-bottom flask, adding deionized water with the weight ratio of the disodium EDTA being 1:40, covering a bottle stopper, shaking the flask until the disodium EDTA is completely dissolved to obtain the disodium EDTA aqueous solution.
(2) Carrying out contact reaction on sodium hydroxide, sodium chloroacetate and all the obtained EDTA disodium aqueous solutions in an oil bath pan to obtain a first mixed solution;
wherein the molar ratio of the sodium chloroacetate to the sodium hydroxide to the EDTA disodium is 1:2: 1;
the conditions of the contact reaction are as follows: the stirring speed is 500rpm, the temperature is 70 ℃, and the time is 12 hours;
(3) the first mixed solution was distilled at 80 ℃ for 0.2 hour to remove water from the round-bottomed flask, and then the remaining solution after distillation was transferred to a beaker, which was placed in an oven at 100 ℃ and dried for 0.5 hour to obtain acid-resistant NEDTA complexing agent S1.
Example 2
This example provides a method for synthesizing an acid-resistant NEDTA complexing agent, comprising the steps of:
(1) putting 10g of disodium EDTA into a round-bottom flask, adding deionized water with the weight ratio of the disodium EDTA to the disodium EDTA being 1:40, covering a bottle stopper, shaking the flask until the disodium EDTA is completely dissolved to obtain an aqueous solution of the disodium EDTA.
(2) Carrying out contact reaction on sodium hydroxide, sodium chloroacetate and all the obtained EDTA disodium aqueous solutions in an oil bath pan to obtain a first mixed solution;
wherein the molar ratio of the sodium chloroacetate to the sodium hydroxide to the EDTA disodium is 1.05:2: 1;
the conditions of the contact reaction are as follows: the stirring speed is 500rpm, the temperature is 75 ℃, and the time is 13 hours;
(3) the first mixed solution was distilled at 80 ℃ for 2 hours to remove water from the round-bottomed flask, and then the remaining solution after distillation was transferred to a beaker, which was placed in an oven at 100 ℃ and dried for 1 hour to obtain acid-resistant NEDTA complexing agent S2.
Example 3
This example provides a method for synthesizing an acid-resistant NEDTA complexing agent, comprising the steps of:
(1) putting 10g of disodium EDTA into a round-bottom flask, adding deionized water with the weight ratio of the disodium EDTA being 1:40, covering a bottle stopper, shaking the flask until the disodium EDTA is completely dissolved to obtain the disodium EDTA aqueous solution.
(2) Carrying out contact reaction on sodium hydroxide, sodium chloroacetate and all the obtained EDTA disodium aqueous solutions in an oil bath pan to obtain a first mixed solution;
wherein the molar ratio of the sodium chloroacetate to the sodium hydroxide to the EDTA disodium is 1.08:2: 1;
the conditions of the contact reaction are as follows: the stirring speed is 500rpm, the temperature is 75 ℃, and the time is 13 hours;
(3) the first mixed solution was distilled at 80 ℃ for 2 hours to remove water from the round-bottomed flask, and then the remaining solution after distillation was transferred to a beaker, which was placed in an oven at 100 ℃ and dried for 4 hours to obtain acid-resistant NEDTA complexing agent S3.
Example 4
This example prepares an imbibition displacement agent as in example 3, except that in step (2), sodium chloroacetate, sodium hydroxide, and disodium EDTA are used in a molar ratio of 1.1:2: 1.
The procedure was repeated as in example 3 to obtain acid-resistant NEDTA complexing agent S4.
Example 5
This example prepares an imbibition displacement agent as in example 3, except that in step (2), sodium chloroacetate, sodium hydroxide, and disodium EDTA are used in a molar ratio of 1.08:2.1: 1.
The procedure was repeated as in example 3 to obtain acid-resistant NEDTA complexing agent S5.
Example 6
This example prepares an imbibition displacement agent as in example 3, except that in step (2), sodium chloroacetate, sodium hydroxide, and disodium EDTA are used in a molar ratio of 1.5:2: 1.
The procedure was repeated as in example 3 to obtain acid-resistant NEDTA complexing agent S6.
Example 7
This example prepares an imbibition displacement agent as in example 3, except that in step (2), sodium chloroacetate, sodium hydroxide, and disodium EDTA are used in a molar ratio of 1.08:2.4: 1.
The procedure was repeated as in example 3 to obtain acid-resistant NEDTA complexing agent S7.
Example 8
This example prepared an imbibition displacement agent as in example 3, except that in step (2), the temperature of the contact reaction was 80 ℃.
The procedure was repeated as in example 3 to obtain acid-resistant NEDTA complexing agent S8.
Test example 1
The acid-resistant NEDTA complexing agent prepared in the examples and the comparative examples is used for acidizing the fracturing fluid, and the acidized fracturing fluid is subjected to performance tests, including surface tension, interfacial tension, viscosity at 20 ℃ and other performances, and specific test results are shown in Table 1.
The surface tension test method comprises the following steps: diluting the imbibition oil displacement agent in the embodiment and the comparative example by 200 times by using the formation simulated water to obtain a sample to be tested, testing the sample to be tested by using a surface tensiometer at 25 ℃, and continuously measuring for three times to obtain an average value;
the method for testing the interfacial tension comprises the following steps: the imbibition displacement agents in the examples and the comparative examples are diluted by 200 times by using the formation simulated water to obtain a sample to be measured, a TX-500 type rotary drop interfacial tensiometer is used for simulating crude oil in the formation water as an oil sample at the temperature of 60 ℃, and the average value is obtained by continuously measuring for three times.
TABLE 1
| Surface tension, mN/m | Interfacial tension, mN/m | viscosity/mPas | |
| Example 1 | 30.2 | 0.01 | 53 |
| Example 2 | 30.5 | 0.01 | 50 |
| Example 3 | 30.7 | 0.01 | 35 |
| Example 4 | 32.0 | 0.02 | 56 |
| Example 5 | 30.8 | 0.03 | 34 |
| Example 6 | 37.2 | 0.05 | 53 |
| Example 7 | 35.6 | 0.05 | 58 |
| Example 8 | 36.4 | 0.06 | 25 |
From the results in table 1, it can be seen that the complexing agent provided by the invention can be used for acidizing fracturing fluid, and the imbibition recovery rate and sand carrying performance of the fracturing fluid can be improved.
Test example 2
Disodium EDTA and a NEDTA complexing agent solution having the same concentration were prepared in 3wt% hydrochloric acid, and the solutions were allowed to stand at room temperature, and the change in the solutions was observed after 1 hour, 3 hours, 7 hours, 24 hours, 48 hours, 5 days, and 10 days, respectively.
Observation shows that fine crystals are separated out from the bottom of the bottle after 1 hour of disodium EDTA, and crystal substances are continuously separated out with the time, and the crystal amount basically does not change after 24 hours, as shown in figure 1; the NEDTA was very stable in 3wt% hydrochloric acid and after 10 days the solution remained clear with no solids precipitated as shown in FIG. 2.
The invention also exemplarily provides an infrared spectrogram of disodium EDTA and the acid-resistant NEDTA complexing agent prepared in the invention of example 1, and thermogravimetric graphs of the acid-resistant NEDTA complexing agent prepared in the invention of example 1 are respectively shown in fig. 3-fig. 4.
Wherein, fig. 3 is an infrared spectrogram of disodium EDTA and the acid-resistant NEDTA complexing agent prepared in example 1, and fig. 4 is a thermogravimetric plot of the acid-resistant NEDTA complexing agent prepared in example 1.
As can be seen from FIG. 3, the difference between the infrared spectra of the acid-resistant NEDTA complexing agent and the disodium EDTA is not great, and the main difference is 3527cm in NEDTA -1 、3385cm -1 The absorption peak disappeared to 3440 cm -1 A broad peak is evident because of EDTA-K 2 In addition to-OH, there is also-OK, 3386.85cm -1 、1359.75cm -1 The absorption peak of-OK expansion and bending vibration is obtained, and-OK in the purified NEDTA is converted into-OH, so that the characteristic absorption peak of-OK disappears and becomes the absorption peak of-OH; 2839.09 cm -1 At a distance of 549.69cm -1 Each of which corresponds to-CH 2 -stretching and bending vibration absorption peaks; 1618.63cm -1 Corresponds to C = O expansion and contraction vibration absorption peak, 1322.04cm -1 The peak of the stretching vibration at C-O is 1407.97cm -1 A telescopic vibration absorption peak at C-N, the-C-C-of alkane is 700cm at the wavelength of 1200- -1 With weak peaks in between. In addition, the quaternary ammonium bonds have no characteristic infrared absorption peak.
As can be seen from figure 4, the first thermal decomposition temperature of the acid-resistant NEDTA complexing agent is 271.1 ℃, the mass is reduced by 18.42%, and the acid-resistant NEDTA complexing agent is proved to have good temperature resistance, namely the acid-resistant NEDTA complexing agent can be used for a high-temperature stratum without being thermally decomposed, and when the temperature reaches 400 ℃, the mass is reduced by 39.37%, the mass change is not large, and the temperature resistance is good.
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 (10)
1. An acid-resistant NEDTA complexing agent, which is characterized in that the complexing agent is a compound with a structure shown as a formula (I):
in the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Each independently selected from Na and K.
2. The complexing agent according to claim 1, wherein, in formula (I), R 1 、R 2 、R 3 、R 4 、R 5 All are Na.
3. A method for synthesizing the acid-resistant NEDTA complexing agent of claim 1 or 2, comprising the steps of:
(1) dissolving a first raw material in water to obtain an aqueous solution containing the first raw material; wherein the first raw material is EDTA disodium or EDTA dipotassium;
(2) in the presence of an alkaline catalyst, carrying out contact reaction on an aqueous solution containing the first raw material and a second raw material to obtain a first mixed solution; wherein the second raw material is sodium chloroacetate or potassium chloroacetate;
(3) and sequentially carrying out distillation treatment and drying treatment on the first mixed solution.
4. The method according to claim 3, wherein in step (1), the weight ratio of the first raw material to the water is 1: 40-50.
5. The method according to claim 3, wherein, in step (2), the basic catalyst is sodium hydroxide or potassium hydroxide.
6. The method according to claim 5, wherein in the step (2), the molar ratio of the second raw material, the sodium hydroxide and the first raw material is 1-1.1:2-2.1: 1.
7. The method according to any one of claims 3 to 5, wherein in step (2), the conditions of the contact reaction at least comprise: the stirring speed is 400-600rpm, the temperature is 70-75 ℃, and the time is 12-14 hours.
8. The method according to claim 3, wherein, in step (3), the conditions of the distillation treatment comprise at least: the temperature is 40-120 deg.C, and the time is 0.2-48 hr.
9. The method according to claim 8, wherein, in step (3), the conditions of the drying process at least include: the temperature is 90-120 ℃ and the time is 0.2-48 hours.
10. Use of the acid-tolerant NEDTA complexing agent of claim 1 or 2 in acidic fracturing fluids in oil fields.
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