CN112979492A - Poly-Mannich base and preparation method and application thereof - Google Patents
Poly-Mannich base and preparation method and application thereof Download PDFInfo
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- CN112979492A CN112979492A CN201911273502.0A CN201911273502A CN112979492A CN 112979492 A CN112979492 A CN 112979492A CN 201911273502 A CN201911273502 A CN 201911273502A CN 112979492 A CN112979492 A CN 112979492A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C239/00—Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
- C07C239/08—Hydroxylamino compounds or their ethers or esters
- C07C239/20—Hydroxylamino compounds or their ethers or esters having oxygen atoms of hydroxylamino groups etherified
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- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/147—Nitrogen-containing compounds containing a nitrogen-to-oxygen bond
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Abstract
The invention provides a poly Mannich base and a preparation method and application thereof. The poly mannich base has a structure shown as the following formula 1:
formula 1, wherein n is 2-4. The preparation method of the poly Mannich base comprises the following steps: uniformly mixing ethylenediamine, formaldehyde, phenol or p-alkylphenol, adjusting the pH value of the mixed solution, and carrying out reflux reaction and post-treatment to obtain the poly-Mannich base. The invention also provides poly Mannich base saturated CO2A brine corrosion inhibitor comprising the polymeric mannich base described above. The invention also provides the poly Mannich base saturated CO2Saline water corrosion inhibitor in oil field CO at 80-120 deg.C2Application in salt water corrosion construction. The invention provides poly Mannich base saturated CO2The salt water corrosion inhibitor has high temperature resistance, good compatibility and excellent corrosion inhibition performanceHigh stability, low cost, simple method, and suitability for large-scale production and popularization, and can be widely applied to saturated CO2A brine corrosion inhibition system.
Description
Technical Field
The invention relates to the technical field of corrosion prevention construction of oilfield brine pipelines, in particular to a poly-Mannich base and a preparation method and application thereof.
Background
CO injection2Popularization and application of oil recovery technology, CO2The problem of brine corrosion is becoming more and more interesting. When injecting CO into oil and gas well2When the partial pressure reaches a certain degree, the corrosion and the failure of the underground pipe column can be caused, and serious economic loss is brought to the petroleum and natural gas industry. Brine is susceptible to pitting corrosion, most commonly corrosion by sodium chloride. Because the radius of the chloride ion is small, the chloride ion has strong activity in a medium, and can be preferentially and selectively adsorbed on the passivation film to replace the previously adsorbed hydroxyl plasma, so that the chloride ion and metal form soluble chloride to cause local corrosion such as pitting corrosion, crevice corrosion, stress corrosion and the like.
At present, the addition of corrosion inhibitors is the most economical and effective corrosion prevention measure. The corrosion inhibitors commonly used in China mainly comprise imidazolines, Mannich bases, Schiff bases, pyridine and derivatives thereof, and the like, wherein the Mannich bases (Mannich) are widely applied to oil fields due to good corrosion inhibition effect. The corrosion inhibition mechanism of the Mannich base corrosion inhibitor is an adsorption theory, and the Mannich base contains a large amount of atoms with lone pair electrons such as N, O and the like, so that the Mannich base can be adsorbed on a d orbit of an Fe atom to form a film, thereby changing the state of surface charges of metal and an electric double layer structure formed by the metal in a corrosive medium and reducing the corrosion rate. However, the conventional mannich base corrosion inhibitor is mainly single or double mannich base, and the expected effect is difficult to achieve in a complex oil field corrosion environment. Therefore, it is necessary to develop a poly Mannich base corrosion inhibitor with higher efficiency, environmental protection and strong field adaptability to solve the problem of CO2Corrosion by salt waterAnd (5) problems are solved.
Disclosure of Invention
In order to solve the problems, the invention aims to provide a poly Mannich base, a preparation method and application thereof. The poly-Mannich base shows excellent high temperature resistance, compatibility, stability and good corrosion inhibition performance, and can be used as saturated CO2Corrosion inhibitors for carbon steel in brine solutions.
In order to achieve the purpose, the invention provides a poly Mannich base, the chemical structure of which is shown as formula 1:
wherein n is 2-4.
The invention also provides a preparation method of the poly Mannich base, which comprises the following steps:
uniformly mixing ethylenediamine, formaldehyde, phenol or p-alkylphenol according to the mass ratio of 1 (0.5-2) to obtain a mixed solution, adjusting the pH value of the mixed solution and carrying out reflux reaction;
and (3) carrying out reduced pressure distillation and acetone precipitation treatment on the reaction product, carrying out suction filtration and drying to obtain the poly-Mannich base.
In the above production method, the mass ratio of the ethylenediamine, formaldehyde and phenol is preferably 1:2: 1.
In the above production method, preferably, the pH of the mixed solution is 9.5 to 10.5, and more preferably, the pH of the mixed solution is 10. In a specific embodiment, the pH of the mixed solution may be adjusted to 9.5 to 10.5 using NaOH and/or a NaOH solution.
In the above production method, preferably, the temperature of the reflux reaction is 80 to 100 ℃, and more preferably, the temperature of the reflux reaction is 80 ℃.
In the above production method, preferably, the time of the reflux reaction is 4 to 6 hours, and more preferably, the time of the reflux reaction is 5 hours.
According to a particular embodiment of the invention, the preparation described above gives a yield of polymeric mannich base of greater than 95%.
The invention also provides poly Mannich base saturated CO2A brine corrosion inhibitor comprising the above polymeric mannich base.
According to a particular embodiment of the invention, preferably, the poly mannich base is saturated with CO in mass percent2The brine corrosion inhibitor comprises 0.04% (wt) of the polymeric mannich base and 3% (wt) of NaCl.
The invention also provides the poly Mannich base saturated CO2Saline water corrosion inhibitor in oil field CO at 80-120 deg.C2Application in construction of brine corrosion.
The invention has the beneficial effects that:
(1) the preparation method of the poly Mannich base provided by the invention has the advantages of low cost and simple method, and the yield of the obtained poly Mannich base is more than 95%.
(2) The invention provides poly Mannich base saturated CO2Saturated CO at 50 deg.C for salt water corrosion inhibitor2Under the condition of saline water, when the adding amount is 400mg/L, the corrosion inhibition rate can reach 77.02 percent, the corrosion rate is 0.0533mm/a (less than or equal to 0.076mm/a), and the performance evaluation method meets the industrial standard SY/T5273-2000 corrosion inhibitor for oil field produced water of China oil and gas group company;
(3) the invention provides poly Mannich base saturated CO2Saturated CO of brine corrosion inhibitor at temperature of 80-120 DEG C2The corrosion inhibition effect can be continuously exerted for 6-10 days under the condition of saline water, and the pollution to soil environment and the like is small;
(4) the invention provides poly Mannich base saturated CO2The salt water corrosion inhibitor has stable chemical property, easy storage and transportation and higher construction safety;
(5) the invention provides poly Mannich base saturated CO2Brine corrosion inhibitor and oil field common chemicals (such as Fe)3+Stabilizer, demulsifier, antisludging agent, precipitation inhibitor and the like) has relatively excellent compatibility, and the application range is increased;
(6) the invention provides poly Mannich base saturated CO2The brine corrosion inhibitor has wide raw material source, low cost and preparation methodSimple, is beneficial to large-scale production and popularization and application, and can be widely applied to saturated CO2A brine corrosion inhibition system.
Drawings
FIG. 1 is a mass spectrum of the product f prepared in test example 1.
FIG. 2 is an infrared spectrum of the product f prepared in test example 1.
Detailed Description
The technical solutions of the present invention will be described in detail below in order to clearly understand the technical features, objects, and advantages of the present invention, but the present invention is not limited to the practical scope of the present invention.
Example 1
The embodiment provides a preparation method of a poly-Mannich base, which specifically comprises the following operations:
adding ethylenediamine, formaldehyde and phenol into a three-neck flask according to the mass ratio of 1:1:1, respectively, uniformly mixing, adjusting the pH to 9.5-10.5 by using NaOH and/or NaOH solution, heating to 80 ℃, and carrying out reflux reaction for 5 hours;
and after the reaction is finished, carrying out reduced pressure distillation and acetone precipitation on the reaction product, carrying out suction filtration and drying to obtain a product a.
Example 2
The embodiment provides a preparation method of a poly-Mannich base, which specifically comprises the following operations:
adding ethylenediamine, formaldehyde and phenol into a three-neck flask according to the mass ratio of 1:1:2, respectively, uniformly mixing, adjusting the pH value to 9.5-10.5 by using NaOH and/or NaOH solution, heating to 80 ℃, and carrying out reflux reaction for 5 hours;
and after the reaction is finished, carrying out reduced pressure distillation on the reaction product, carrying out acetone precipitation treatment, carrying out suction filtration and drying to obtain a product b.
Example 3
The embodiment provides a preparation method of a poly-Mannich base, which specifically comprises the following operations:
adding ethylenediamine, formaldehyde and phenol into a three-neck flask according to the mass ratio of 2:1:1, respectively, uniformly mixing, adjusting the pH value to 9.5-10.5 by using NaOH and/or NaOH solution, heating to 80 ℃, and carrying out reflux reaction for 5 hours;
and after the reaction is finished, carrying out reduced pressure distillation on the reaction product, carrying out acetone precipitation treatment, carrying out suction filtration and drying to obtain a product c.
Example 4
The embodiment provides a preparation method of a poly-Mannich base, which specifically comprises the following operations:
adding ethylenediamine, formaldehyde and phenol into a three-neck flask according to the mass ratio of 2:2:1, respectively, uniformly mixing, adjusting the pH value to 9.5-10.5 by using NaOH and/or NaOH solution, heating to 80 ℃, and carrying out reflux reaction for 5 hours;
and after the reaction is finished, carrying out reduced pressure distillation on the reaction product, carrying out acetone precipitation treatment, carrying out suction filtration and drying to obtain a product d.
Example 5
The embodiment provides a preparation method of a poly-Mannich base, which specifically comprises the following operations:
adding ethylenediamine, formaldehyde and phenol into a three-neck flask according to the mass ratio of 1:2:1, respectively, uniformly mixing, adjusting the pH value to 9.5-10.5 by using NaOH and/or NaOH solution, heating to 80 ℃, and carrying out reflux reaction for 5 hours;
and after the reaction is finished, carrying out reduced pressure distillation on the reaction product, carrying out acetone precipitation treatment, carrying out suction filtration and drying to obtain a product e. The reaction formula of the preparation method in this example is shown in formula 2:
wherein n is 2-4.
Test example 1 structural verification
In the preparation of samples of poly-Mannich bases for spectroscopic analysis, it is necessary to replace the O-Na groups in the reaction product with O-H groups for the purpose of detecting phenolic hydroxyl groups in the poly-Mannich base. The specific preparation process of the sample for spectrum is as follows:
adding ethylenediamine, formaldehyde and phenol into a three-neck flask according to the mass ratio of 1:2:1, mixing uniformly, adjusting the pH value to 9.5-10.5 with NaOH and/or NaOH solution, heating to 80 ℃, and carrying out reflux reaction for 5 hours;
and (3) adjusting the pH value of the reacted system to 3 by using dilute HCl, carrying out reduced pressure distillation on the product, carrying out acetone precipitation treatment, carrying out suction filtration and drying to obtain a product f for spectral characterization, wherein the structural formula of the product f is as shown in formula 3:
The reaction formula in the preparation process of the product is as shown in formula 4:
FIG. 1 is a mass spectrum of the product f. The relative molecular masses of the molecular ion peaks appearing in panels a, b, and c of fig. 1 are 374.1, 552, and 730, respectively, and their corresponding n is 2, 3, and 4, respectively. It was found that the product f contained poly-mannich bases with n ═ 2, 3 and 4.
Fig. 2 is an infrared spectrum of the product f, and when n is 2, 3, or 4, the infrared spectra are the same. As can be seen from FIG. 2, 3415cm of the product f in the infrared spectrum-1Stretching vibration peaks attributed to N-H and O-H; 2937cm-1Belongs to methylene symmetric stretching vibration peak; 1647cm-1Belongs to a stretching vibration peak of a C-bond of a benzene ring; 1596cm-1Belongs to a vibration absorption peak of a benzene ring framework; 1463cm-1Due to methylene scissoring vibrations; 1257cm-1And 755cm-1Respectively belongs to the absorption peaks of the stretching vibration and the C-H in-plane swinging vibration of the C-O bond.
The poly Mannich base characterization result through infrared spectrum and mass spectrum proves that the needed poly Mannich base molecules can be synthesized by the method provided by the invention.
The poly-Mannich bases prepared as described above can be used as saturated CO2Application of saline water corrosion inhibitor to CO at 80-120 ℃ in oil field2Construction of salt water corrosionIn (1).
Test example 2 evaluation of Corrosion inhibition Performance
The corrosion inhibiting properties of the polymeric mannich bases (products a-e) prepared in examples 1 to 5 were tested by: at 50 ℃ in saturated CO containing 3% (wt) NaCl272h static weight loss experiments with carbon steel in saline solution, wherein the poly-Mannich base used was saturated in CO2The concentration in the saline solution was 400 mg/L. The specific test conditions and evaluation standards are carried out according to QSY126-2014 edition technical requirements of corrosion and scale inhibitors for oilfield water treatment, the conventional corrosion inhibitor (WD-3 corrosion inhibitor) used in the field is used as a comparison in the test example, the corrosion inhibition performance is tested by adopting the conditions, and the test results are summarized as shown in Table 1:
TABLE 1 Effect of different ratios on corrosion Rate and Corrosion inhibition
Note: WD-3 corrosion inhibitor purchased from Kangfu chemical science and technology development Limited
As can be seen from Table 1, the poly-Mannich bases prepared in different proportions were tested at a lower dosage (generally 0.1% (wt) of corrosion inhibitor is controlled in practice), while the poly-Mannich bases prepared in examples 1 to 5 (products a to e) were tested at a dosage of 400mg/L, i.e. 0.04% (wt), for saturated CO2The carbon steel in the salt water solution system has good corrosion inhibition effect. Among them, the poly Mannich base (product e) prepared in example 5 with the reactant ratio of 1:2:1 has the best corrosion inhibition effect, the corrosion rate is 0.0533mm/a, and the corrosion inhibition rate is 77.02%. The corrosion rates of the poly-Mannich (products a, b, d and e) bases prepared in the embodiments 1, 2, 4 and 5 are less than 0.076mm/a, and meet the national oil and gas group company industry standard SY/T5273-2000 corrosion inhibitor performance evaluation method for oilfield produced water.
The corrosion inhibition performance of the pure poly-mannich base prepared in example 5 (product e) as corrosion inhibitor was tested: in saturated CO containing 3 wt% (wt) NaCl2Static weightlessness experiments were carried out in saline solution with carbon steel,the specific test method and the evaluation standard are carried out according to QSY126-2014 edition technical requirements of corrosion and scale inhibitor for oilfield water treatment, the evaluation temperature, the evaluation time and the addition of poly-Mannich base corrosion inhibitor are changed, and the test results are summarized as shown in Table 2:
TABLE 2 influence of different evaluation temperatures, evaluation times or corrosion inhibitor additions on the corrosion rate (mm/a)
As can be seen from table 2, when ethylene diamine: formaldehyde: when the mass ratio of the phenol is 1:2:1 and the addition of the corrosion inhibitor is 900mg/L, the poly-Mannich base corrosion inhibitor is added in saturated CO containing 3 t% (wt) of NaCl2And (3) curing in a saline solution at 120 ℃ for 240 hours, wherein the corrosion rate is 0.0735mm/a, and the corrosion rate meets the requirement of 0.076mm/a of the enterprise standard.
Test example 3 evaluation of emulsification tendency
The emulsification tendency of the poly-Mannich base prepared in examples 1-5 as a corrosion inhibitor is evaluated according to a test method and a standard of SY/T5273-2000 evaluation method for the performance of the corrosion inhibitor for oilfield produced water, the oil-water interface of a measuring cylinder with a plug of the corrosion inhibitor is clear when the poly-Mannich base is kept stand for 10min, and the water yield and the thickness of an emulsion layer are approximately equal to a blank test when the poly-Mannich base is kept stand for 60 min. According to the test results, the poly-Mannich base corrosion inhibitor provided by the invention has no emulsification tendency and stable properties.
The test results of the test examples 2-3 prove that the poly Mannich base provided by the invention can be used as a corrosion inhibitor for inhibiting the corrosion inhibition process of carbon steel and has stability; the poly-Mannich base can be saturated CO at 80-120 deg.C2The corrosion inhibitor can maintain good corrosion inhibition effect under the condition of saline solution, and has great application prospect in the saline corrosion construction of oil fields.
Claims (10)
1. A poly Mannich base having the chemical structure shown in formula 1:
wherein n is 2-4.
2. A method of preparing the poly mannich base of claim 1 comprising:
uniformly mixing ethylenediamine, formaldehyde, phenol or p-alkylphenol according to the mass ratio of 1 (0.5-2) to obtain a mixed solution, adjusting the pH value of the mixed solution, and carrying out reflux reaction; and (3) carrying out reduced pressure distillation and acetone precipitation treatment on the reaction product, carrying out suction filtration and drying to obtain the poly-Mannich base.
3. The production method according to claim 2, wherein the mass ratio of ethylenediamine, formaldehyde and phenol is 1:2: 1.
4. The production method according to claim 2, wherein the pH of the mixed solution is 9.5 to 10.5.
5. The production method according to claim 2 or 3, wherein the pH of the mixed solution is 10.
6. The process according to claim 2, wherein the temperature of the reflux reaction is 80 to 100 ℃, preferably 80 ℃.
7. The production method according to claim 2 or 6, wherein the time of the reflux reaction is 4 to 6 hours, preferably 5 hours.
8. Poly-Mannich base saturated CO2A brine corrosion inhibitor comprising the poly mannich base of claim 1.
9. The poly Mannich base saturated CO of claim 82A brine corrosion inhibitor, wherein, the poly Mannich base is saturated with CO in percentage by mass2The brine corrosion inhibitor comprises 0.04 percent of the poly MannichAlkali and 3% by mass of NaCl.
10. The poly Mannich base saturated CO of claim 82Saline water corrosion inhibitor in oil field CO at 80-120 deg.C2Application in construction of brine corrosion.
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| US4131551A (en) * | 1977-08-15 | 1978-12-26 | Standard Oil Company | Railway lubricating oil |
| CN102153978A (en) * | 2011-03-11 | 2011-08-17 | 中南林业科技大学 | Room-temperature solidification heat-resistant epoxy adhesive |
| CN103897125A (en) * | 2014-03-31 | 2014-07-02 | 山东圣泉化工股份有限公司 | Method for preparing thermosetting phenol resin |
| CN109021188A (en) * | 2018-08-29 | 2018-12-18 | 江苏苏博特新材料股份有限公司 | A kind of modified phenolic amine condensation polymer cement grinding aid, preparation method and its application |
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2019
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4131551A (en) * | 1977-08-15 | 1978-12-26 | Standard Oil Company | Railway lubricating oil |
| CN102153978A (en) * | 2011-03-11 | 2011-08-17 | 中南林业科技大学 | Room-temperature solidification heat-resistant epoxy adhesive |
| CN103897125A (en) * | 2014-03-31 | 2014-07-02 | 山东圣泉化工股份有限公司 | Method for preparing thermosetting phenol resin |
| CN109021188A (en) * | 2018-08-29 | 2018-12-18 | 江苏苏博特新材料股份有限公司 | A kind of modified phenolic amine condensation polymer cement grinding aid, preparation method and its application |
Non-Patent Citations (4)
| Title |
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| ABDULLAEV,G.K.等: "Production of corrosion inhibitors based on commercial alkylphenol", 《ACS STN》 * |
| 邹玉琴: "一种适用于CO2h驱缓蚀阻垢剂（体系）的研发与性能评价", 《中国优秀博硕士学位论文全文数据库（硕士）工程科技I辑》 * |
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