CN110016672B - Water-soluble corrosion inhibitor - Google Patents
Water-soluble corrosion inhibitor Download PDFInfo
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- CN110016672B CN110016672B CN201910424131.5A CN201910424131A CN110016672B CN 110016672 B CN110016672 B CN 110016672B CN 201910424131 A CN201910424131 A CN 201910424131A CN 110016672 B CN110016672 B CN 110016672B
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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
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Abstract
The invention discloses a water-soluble corrosion inhibitor, which is prepared by the following method: putting palmitic acid, a catalyst, toluene and zeolite into a reaction kettle, stirring, heating to 80 ℃, adding N-phenylethylenediamine, and heating to obtain an oil-soluble intermediate; mixing the oil-soluble intermediate with methyl bromide, refluxing, and carrying out quaternization reaction to obtain a water-soluble intermediate; mixing the water-soluble intermediate with 1-butyl-3-methylimidazole tetrafluoroborate to obtain a modified intermediate; and step four, mixing the modified intermediate with dodecyl benzyl ammonium chloride and octyl phenol polyoxyethylene ether, and dissolving in an organic solvent with equal mass to obtain the modified intermediate. The invention has good dispersibility in the raw oil, forms a compact and firm protective film on the surface of the oilfield pipeline, and effectively prevents the raw oil from corroding the oilfield pipeline.
Description
Technical Field
The invention relates to the technical field of petroleum processing. More particularly, the present invention relates to a water soluble corrosion inhibitor.
Background
In the process of oil exploitation, oil and gas equipment is in contact with a strong corrosive medium for a long time, so that the pipeline of the equipment is corroded. Especially, many oil and gas facilities work under the conditions of high temperature, high pressure, high flow rate and the like, and the corrosion problem is more prominent and serious. The corrosion not only causes the damage of production devices and the economic loss of oil gas leakage, but also has potential safety hazards, such as causing fire explosion, polluting the environment and the like, and influences the normal production of oil gas fields. At present, there are many measures for oil field pipeline corrosion, such as coating treatment of pipeline, cathode protection method, use of special corrosion inhibitor, etc. The corrosion inhibitor is used as a simple, effective and cheap protective measure and is most widely applied to oil fields. The traditional oil field pipeline corrosion inhibitor is mainly a heterocyclic compound containing heteroatoms such as N, P, S, is mostly oil-soluble, has poor dispersion performance in raw oil, and fails to exert due effect.
Disclosure of Invention
An object of the present invention is to solve at least the above problems and to provide at least the advantages described later.
The invention also aims to provide a water-soluble corrosion inhibitor which has good dispersibility in raw oil, forms a compact and firm protective film on the surface of an oil field pipeline and effectively prevents the raw oil from corroding the oil field pipeline.
To achieve these objects and other advantages in accordance with the present invention, there is provided a water-soluble corrosion inhibitor prepared by the following method:
putting palmitic acid, a catalyst, toluene and zeolite into a reaction kettle, stirring, heating to 80 ℃, adding N-phenylethylenediamine, heating to 180 ℃, heating to 220 ℃ at a heating rate of 5 ℃/min, keeping the temperature for 2h, heating to 260 ℃ at a heating rate of 2 ℃/min, keeping the temperature for 3h, carrying out amidation reaction, distilling the toluene under reduced pressure, removing water generated by the reaction, cooling to 120 ℃ to obtain an oil-soluble intermediate, wherein the molar ratio of the palmitic acid to the N-phenylethylenediamine is 1: 1.2;
mixing the oil-soluble intermediate with methyl bromide, refluxing at 50 ℃ for 4 hours, and carrying out quaternization reaction to obtain a water-soluble intermediate, wherein the molar ratio of the oil-soluble intermediate to the methyl bromide is 1: 1.2;
mixing the water-soluble intermediate with 1-butyl-3-methylimidazole tetrafluoroborate according to the mass ratio of 1:0.1, and mixing at room temperature under the pressure of 1MPa for 1h to obtain a modified intermediate;
and step four, mixing the modified intermediate with dodecyl benzyl ammonium chloride and octyl phenol polyoxyethylene ether according to the mass ratio of 7:1:2, dissolving the mixture in an organic solvent with the same mass as the modified intermediate, mixing the mixture for 1 hour under the pressure of 0.5MPa in a room temperature environment, and removing the organic solvent under reduced pressure to obtain the modified intermediate.
Preferably, in the third step, acetone is also added, and the mass ratio of the acetone to the water-soluble intermediate is 1: 100.
Preferably, the 1-butyl-3-methylimidazole is prepared by taking N-butyl bromide and N-methylimidazole as raw materials and then reacting the raw materials with NaBF4Carrying out double decomposition reaction to obtain the 1-butyl-3-methylimidazole tetrafluoroborate.
Preferably, the catalyst is activated alumina and sulfonic acid.
Preferably, the organic solvent is ethanol.
Preferably, the organic solvent is acetone.
The invention at least comprises the following beneficial effects: according to the invention, the oil-soluble intermediate is prepared from palmitic acid and N-phenyl ethylenediamine, the water-soluble intermediate is prepared from methyl bromide, the ionic liquid is modified, the surfactant is pressed and dissolved, and the prepared hydrosolvent corrosion inhibitor has good dispersibility in raw oil, forms a compact and firm protective film on the surface of an oilfield pipeline, and effectively prevents the raw oil from corroding the oilfield pipeline.
Additional advantages, objects, and features of the invention will be set forth in part in the description which follows and in part will become apparent to those having ordinary skill in the art upon examination of the following or may be learned from practice of the invention.
Detailed Description
The present invention is further described in detail below with reference to examples to enable those skilled in the art to practice the invention with reference to the description.
It is to be noted that the experimental methods described in the following embodiments are all conventional methods unless otherwise specified, and the reagents and materials are commercially available unless otherwise specified.
< example 1>
The water-soluble corrosion inhibitor is prepared by the following method:
putting palmitic acid, activated alumina, toluene and zeolite into a reaction kettle, stirring, heating to 80 ℃, adding N-phenylethylene diamine, heating to 180 ℃, heating to 220 ℃ at a heating rate of 5 ℃/min, keeping the temperature for 2 hours, heating to 260 ℃ at a heating rate of 2 ℃/min, keeping the temperature for 3 hours, carrying out amidation reaction, distilling out toluene under reduced pressure, removing water generated by the reaction, cooling to 120 ℃ to obtain an oil-soluble intermediate, wherein the molar ratio of the palmitic acid to the N-phenylethylene diamine is 1: 1.2;
mixing the oil-soluble intermediate with methyl bromide, refluxing at 50 ℃ for 4 hours, and carrying out quaternization reaction to obtain a water-soluble intermediate, wherein the molar ratio of the oil-soluble intermediate to the methyl bromide is 1: 1.2;
mixing the water-soluble intermediate with 1-butyl-3-methylimidazole tetrafluoroborate according to the mass ratio of 1:0.1, and mixing at room temperature under the pressure of 1MPa for 1h to obtain a modified intermediate;
and step four, mixing the modified intermediate with dodecyl benzyl ammonium chloride and octyl phenol polyoxyethylene ether according to the mass ratio of 7:1:2, dissolving the mixture in acetone with the same mass as the modified intermediate, mixing the mixture for 1 hour under the pressure of 0.5MPa in a room temperature environment, and removing the acetone under reduced pressure to obtain the modified intermediate.
< example 2>
The water-soluble corrosion inhibitor is prepared by the following method:
putting palmitic acid, activated alumina, sulfonic acid, toluene and zeolite into a reaction kettle, stirring, heating to 80 ℃, adding N-phenylethylenediamine, heating to 180 ℃, heating to 220 ℃ at a heating rate of 5 ℃/min, keeping the temperature for 2 hours, heating to 260 ℃ at a heating rate of 2 ℃/min, keeping the temperature for 3 hours, carrying out amidation reaction, distilling out toluene under reduced pressure, removing water generated by the reaction, cooling to 120 ℃ to obtain an oil-soluble intermediate, wherein the molar ratio of the palmitic acid to the N-phenylethylenediamine is 1: 1.2;
mixing the oil-soluble intermediate with methyl bromide, refluxing at 50 ℃ for 4 hours, and carrying out quaternization reaction to obtain a water-soluble intermediate, wherein the molar ratio of the oil-soluble intermediate to the methyl bromide is 1: 1.2;
step three, preparing bromized 1-butyl-3-methylimidazole by taking N-butyl bromide and N-methylimidazole as raw materials, and then reacting the bromized 1-butyl-3-methylimidazole with NaBF4Carrying out double decomposition reaction to obtain 1-butyl-3-methylimidazole tetrafluoroborate, and mixing the water-soluble intermediate with 1-butyl-3-methylimidazole tetrafluoroborate and acetone according to the mass ratio of 1: 0.1: 0.01, and mixing for 1h at room temperature and 1MPa pressure to obtain a modified intermediate;
and step four, mixing the modified intermediate with dodecyl benzyl ammonium chloride and octyl phenol polyoxyethylene ether according to the mass ratio of 7:1:2, dissolving the mixture in ethanol with the same mass as the modified intermediate, mixing the mixture for 1 hour under the pressure of 0.5MPa in a room temperature environment, and removing the ethanol under reduced pressure to obtain the modified intermediate.
< comparative example 1>
The water-soluble corrosion inhibitor is prepared by the following method:
putting palmitic acid, activated alumina, toluene and zeolite into a reaction kettle, stirring, heating to 80 ℃, adding N-phenylethylene diamine, heating to 180 ℃, heating to 220 ℃ at a heating rate of 5 ℃/min, keeping the temperature for 2 hours, heating to 260 ℃ at a heating rate of 2 ℃/min, keeping the temperature for 3 hours, carrying out amidation reaction, distilling out toluene under reduced pressure, removing water generated by the reaction, cooling to 120 ℃ to obtain an oil-soluble intermediate, wherein the molar ratio of the palmitic acid to the N-phenylethylene diamine is 1: 1.2;
mixing the oil-soluble intermediate with methyl bromide, refluxing at 50 ℃ for 4 hours, and carrying out quaternization reaction to obtain a water-soluble intermediate, wherein the molar ratio of the oil-soluble intermediate to the methyl bromide is 1: 1.2;
and step three, mixing the water-soluble intermediate with dodecyl benzyl ammonium chloride and octyl phenol polyoxyethylene ether according to the mass ratio of 7:1:2, dissolving the mixture in acetone with the same mass as the modified intermediate, mixing the mixture for 1 hour under the pressure of 0.5MPa in a room temperature environment, and removing the acetone under reduced pressure to obtain the modified intermediate.
< comparative example 2>
The water-soluble corrosion inhibitor is prepared by the following method:
putting palmitic acid, activated alumina, sulfonic acid, toluene and zeolite into a reaction kettle, stirring, heating to 80 ℃, adding N-phenylethylenediamine, heating to 180 ℃, heating to 220 ℃ at a heating rate of 5 ℃/min, keeping the temperature for 2 hours, heating to 260 ℃ at a heating rate of 2 ℃/min, keeping the temperature for 3 hours, carrying out amidation reaction, distilling out toluene under reduced pressure, removing water generated by the reaction, cooling to 120 ℃ to obtain an oil-soluble intermediate, wherein the molar ratio of the palmitic acid to the N-phenylethylenediamine is 1: 1.2;
mixing the oil-soluble intermediate with methyl bromide, refluxing at 50 ℃ for 4 hours, and carrying out quaternization reaction to obtain a water-soluble intermediate, wherein the molar ratio of the oil-soluble intermediate to the methyl bromide is 1: 1.2;
and step three, mixing the water-soluble intermediate with dodecyl benzyl ammonium chloride and octyl phenol polyoxyethylene ether according to the mass ratio of 7:1:2, dissolving the mixture in ethanol with the same mass as the modified intermediate, mixing the mixture for 1 hour under the pressure of 0.5MPa in a room temperature environment, and removing the ethanol under reduced pressure to obtain the modified intermediate.
< test of Corrosion inhibition Effect >
SY/T5273-2014 is taken as a test standard, a test material is a Q235 steel sheet with the specification of 50mm multiplied by 13mm multiplied by 1.5mm, petroleum ether at the temperature of 60-90 ℃ is used for degreasing, degreasing cotton is used for wiping and removing surface grease, then the degreased cotton is immersed in absolute ethyl alcohol for soaking for 5-10min for further degreasing and dehydration, the degreased cotton is taken out and wiped by filter paper, the degreased cotton is wrapped by the filter paper after air drying, the wrapped cotton is placed in a dryer for 1h, the example 1-2 and the comparative example 1-2 are added into an etching medium, a test piece is hung in the etching medium by a nylon rope, and the corrosion degree of the test piece and the corrosion inhibition degree of the corrosion inhibitor are measured by a method for measuring the quality change. Variables examined were corrosion time and system temperature. The corrosive medium simulates the corrosive medium of oilfield produced water, as shown in table 1.
TABLE 1
| CaCl2 | MgCl2·6H2O | KCl | NaCl | NaHCO3 | Na2SO4 |
| 3g/L | 2g/L | 1g/L | 23g/L | 0.4g/L | 0.2g/L |
Corrosion inhibition rate calculation formula eta ═ Δ m0-△m1)/△m0X 100%, wherein eta is corrosion inhibition rate,%; delta m0The mass loss of a blank test piece is given as g; delta m1The mass loss in g is measured for the added corrosion inhibitor.
As shown in Table 2, 20 mg. L was added to the etching medium at 20 ℃-1The products of examples 1-2 and comparative examples 1-2, the corrosion inhibition rate of examples 1-2 is increased faster within 0-12h, the corrosion inhibition rate is basically stable within 20h, the corrosion inhibition rate of comparative examples 1-2 is increased more slowly, and the products of examples 1-2 are the most suitableThe good corrosion inhibition rate is better than that of comparative examples 1-2. When the corrosion inhibitor is not added into the corrosion medium, tiny bubbles are generated on the surface of the steel sheet due to the fact that the steel sheet is soaked by the corrosion medium, the bubbles gradually decrease along with the addition of the corrosion inhibitor until the bubbles disappear, the water-soluble intermediate is modified to improve the adsorbability of the corrosion inhibitor, the corrosion inhibitor can absorb molecules and is converted and polymerized on the surface of the steel sheet to form a film, dynamic balance is achieved, and corrosion is inhibited.
TABLE 2
As shown in Table 3, 20 mg. L was added to the etching medium-1After the corrosion inhibitors of examples 1-2, commercially available naphthenic imidazoline and commercially available pyridine quaternary ammonium salt are soaked for 24 hours, the corrosion inhibition rate of the samples 1-2 and the comparison product changes more smoothly along with the rise of temperature, and the best corrosion inhibition rate of the samples 1-2 is better than that of the comparison product. The products prepared in examples 1-2 had better absorption than the control. With the increase of temperature, the molecular movement rate is increased, the product prepared in the example 1-2 is adsorbed on the surface of the steel sheet to be converted and polymerized to form a film, and the combination of coordination bonds is more stable.
TABLE 3
< test for Effect of Water dissolution >
As shown in Table 4, the products prepared in examples 1-2 all have good water solubility, the temperature has little influence on the solubility, and the solubility is stable, which indicates that the corrosion inhibitor with good water solubility is synthesized.
TABLE 4
The number of apparatuses and the scale of the process described herein are intended to simplify the description of the present invention. Applications, modifications and variations of the present invention will be apparent to those skilled in the art.
While embodiments of the invention have been described above, it is not limited to the applications set forth in the description and the embodiments, which are fully applicable to various fields of endeavor for which the invention may be embodied with additional modifications as would be readily apparent to those skilled in the art, and the invention is therefore not limited to the details given herein and to the examples shown and described without departing from the generic concept as defined by the claims and their equivalents.
Claims (6)
1. The water-soluble corrosion inhibitor is prepared by the following method:
putting palmitic acid, a catalyst, toluene and zeolite into a reaction kettle, stirring, heating to 80 ℃, adding N-phenylethylenediamine, heating to 180 ℃, heating to 220 ℃ at a heating rate of 5 ℃/min, keeping the temperature for 2h, heating to 260 ℃ at a heating rate of 2 ℃/min, keeping the temperature for 3h, carrying out amidation reaction, distilling the toluene under reduced pressure, removing water generated by the reaction, cooling to 120 ℃ to obtain an oil-soluble intermediate, wherein the molar ratio of the palmitic acid to the N-phenylethylenediamine is 1: 1.2;
mixing the oil-soluble intermediate with methyl bromide, refluxing at 50 ℃ for 4 hours, and carrying out quaternization reaction to obtain a water-soluble intermediate, wherein the molar ratio of the oil-soluble intermediate to the methyl bromide is 1: 1.2;
it is characterized by also comprising:
mixing the water-soluble intermediate with 1-butyl-3-methylimidazole tetrafluoroborate according to the mass ratio of 1:0.1, and mixing at room temperature under the pressure of 1MPa for 1h to obtain a modified intermediate;
and step four, mixing the modified intermediate with dodecyl benzyl ammonium chloride and octyl phenol polyoxyethylene ether according to the mass ratio of 7:1:2, dissolving the mixture in an organic solvent with the same mass as the modified intermediate, mixing the mixture for 1 hour under the pressure of 0.5MPa in a room temperature environment, and removing the organic solvent under reduced pressure to obtain the modified intermediate.
2. The water-soluble corrosion inhibitor according to claim 1, wherein acetone is further added in the third step, and the mass ratio of the acetone to the water-soluble intermediate is 1: 100.
3. The water-soluble corrosion inhibitor according to claim 1, wherein in step three, the 1-butyl-3-methylimidazolium tetrafluoroborate is prepared by the following steps: using N-butyl bromide and N-methylimidazole as raw materials to prepare bromized 1-butyl-3-methylimidazole, and then reacting with NaBF4Carrying out double decomposition reaction to obtain the 1-butyl-3-methylimidazole tetrafluoroborate.
4. The water soluble corrosion inhibitor of claim 1 wherein the catalyst is activated alumina and a sulfonic acid.
5. The water soluble corrosion inhibitor of claim 1 wherein the organic solvent is ethanol.
6. The water soluble corrosion inhibitor of claim 1 wherein the organic solvent is acetone.
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| CN111004616B (en) * | 2020-03-06 | 2020-09-29 | 山东新港化工有限公司 | Heavy oil reservoir cold recovery huff and puff self-emulsifying corrosion-inhibition viscosity reducer and preparation method and application thereof |
| CN113584490B (en) * | 2021-08-02 | 2023-07-25 | 上海贵通新材料科技有限公司 | Hydrogenation corrosion inhibitor |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101024629A (en) * | 2005-12-22 | 2007-08-29 | 雅富顿公司 | Stable imidazoline solutions |
| CN102162101A (en) * | 2010-12-23 | 2011-08-24 | 大庆高新区华龙祥化工有限公司 | Preparation method of metal corrosion inhibitor |
| CN106283065A (en) * | 2016-08-10 | 2017-01-04 | 陕西森瑞石油技术开发有限公司 | Gas-liquid two-phase Palmic acid imidazoline inhibitor and preparation thereof and using method |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101024629A (en) * | 2005-12-22 | 2007-08-29 | 雅富顿公司 | Stable imidazoline solutions |
| CN102162101A (en) * | 2010-12-23 | 2011-08-24 | 大庆高新区华龙祥化工有限公司 | Preparation method of metal corrosion inhibitor |
| CN106283065A (en) * | 2016-08-10 | 2017-01-04 | 陕西森瑞石油技术开发有限公司 | Gas-liquid two-phase Palmic acid imidazoline inhibitor and preparation thereof and using method |
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