CN113072459B - Oligomeric corrosion inhibitor and preparation method and application thereof - Google Patents
Oligomeric corrosion inhibitor and preparation method and application thereof Download PDFInfo
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- CN113072459B CN113072459B CN202110300651.2A CN202110300651A CN113072459B CN 113072459 B CN113072459 B CN 113072459B CN 202110300651 A CN202110300651 A CN 202110300651A CN 113072459 B CN113072459 B CN 113072459B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/35—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/38—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
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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
- C23F11/145—Amides; N-substituted amides
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Abstract
The invention discloses an oligomerization corrosion inhibitor, a preparation method and application thereof, and belongs to the field of water treatment and corrosion protection. The oligomeric corrosion inhibitor has the structural formula
Wherein n is 4, 5 or 6. The preparation method comprises the steps of dissolving maleic anhydride and a first initiator in water under the heating condition, continuously heating to 60-100 ℃, and then adding dimethylaminopropyl methacrylamide; and dropwise adding a second initiator solution to perform polymerization reaction on the maleic anhydride and the dimethylaminopropyl methacrylamide to obtain the oligomeric corrosion inhibitor. The corrosion inhibitor provided by the invention has the advantages of low molecular weight, narrow molecular weight distribution, good water solubility and obvious corrosion inhibition effect.
Description
Technical Field
The invention relates to the field of water treatment and corrosion protection, in particular to an oligomeric corrosion inhibitor and a preparation method and application thereof.
Background
The corrosion inhibitor is a chemical substance or a compound which has small dosage and can play a role of obviously inhibiting corrosion, a small amount of the corrosion inhibitor is added into a corrosion medium, the corrosion rate can be obviously reduced, the mechanical and physical properties of a metal material can be kept basically unchanged, the loss of industrial production can be reduced by reasonably using the corrosion inhibitor, and huge economic benefits are brought.
The corrosion inhibitors are classified roughly into inorganic corrosion inhibitors, organic corrosion inhibitors and polymeric corrosion inhibitors according to their chemical composition. Compared with the micromolecule corrosion inhibitor, the polymer corrosion inhibitor has better film forming capability, temperature resistance, multiple adsorption sites, adjustable solubility and viscosity and multiple functions.
At present, polymers are not fully utilized in the field of corrosion inhibitors due to their poor solubility. In recent years, some patents (e.g. CN201611017076.0, CN201910092316.0) disclose polymeric corrosion inhibitors and methods for preparing the same, which have the disadvantages of relatively large or uncontrollable molecular weight of the corrosion inhibitor, and have no significant corrosion inhibition effect in neutral medium when used alone. Research shows that when the polymer is oligomer with molecular weight lower than 1500, the oligomer has the capacity of dissolving, volatilizing, forming crystal form, etc. so that the preparation of the oligomeric corrosion inhibitor with low molecular weight, narrow molecular weight distribution and good water solubility is one of the ways of improving the performance of the polymeric corrosion inhibitor.
Disclosure of Invention
The invention solves the technical problems that the corrosion inhibition effect of the corrosion inhibitor in the neutral medium is not obvious and the high molecular weight corrosion inhibitor is uncontrollable in the prior art.
According to a first aspect of the invention, an oligomeric corrosion inhibitor is provided, the oligomeric corrosion inhibitor having a general structural formula
Wherein n is 4, 5 or 6.
Preferably, the oligomeric corrosion inhibitor has a number average molecular weight of 932, a weight average molecular weight of 955 and a polydispersity of 1.0247.
According to another aspect of the present invention, there is provided a method for preparing an oligomeric corrosion inhibitor, comprising the steps of:
(1) dissolving maleic anhydride and a first initiator in water under the heating condition, continuously heating to 60-100 ℃, and then adding dimethylamino propyl methacrylamide;
(2) and (2) dropwise adding a second initiator solution into the solution obtained in the step (1) to enable the maleic anhydride and the dimethylaminopropyl methacrylamide to perform polymerization reaction, so as to obtain the oligomeric corrosion inhibitor.
Preferably, the first initiator in step (1) is sodium hypophosphite or sodium bisulfite; and (3) the second initiator in the step (2) is ammonium persulfate or hydrogen peroxide.
Preferably, the mass ratio of maleic anhydride to dimethylaminopropyl methacrylamide is 2: (1-6).
Preferably, the time of the polymerization reaction in the step (2) is 1 to 4 hours.
Preferably, the amount of the first initiator substance is 1 (2-4) in comparison with the sum of the amounts of the maleic anhydride and the dimethylaminopropyl methacrylamide substance; the mass sum of the first initiator and the second initiator is 2-10% of the mass sum of the maleic anhydride and the dimethylaminopropyl methacrylamide.
According to another aspect of the invention, there is provided the use of said oligomeric corrosion inhibitor as a corrosion inhibitor for metal materials.
Preferably, the metal material is carbon steel, stainless steel or copper.
Preferably, the metal material is placed in a neutral medium;
preferably, the concentration of the oligomeric corrosion inhibitor in a neutral medium is 50mg/L to 200 mg/L.
Generally, compared with the prior art, the above technical solution conceived by the present invention mainly has the following technical advantages:
(1) the invention provides a water-soluble oligomeric corrosion inhibitor, which is prepared from common chemical raw materials of dimethylamino propyl methacrylamide and maleic anhydride.
(2) The first initiator and the second initiator are two substances with reducibility and oxidizability, which generate free radicals through redox reaction to initiate monomer polymerization, and the system has high polymerization initiation speed and can also realize initiation at lower temperature.
(3) The invention can effectively reduce the polymerization reaction speed by dropwise adding the second initiator, and the molecular weight of the product is at a lower degree.
(4) According to the invention, after the temperature is raised to the reaction temperature, the dimethylamino propyl methacrylamide is added to avoid unnecessary side reactions.
(5) The oligomeric corrosion inhibitor provided by the invention has a good corrosion inhibition effect on metal materials, when the corrosion inhibitor with the concentration of 200mg/L is added into a neutral medium, the corrosion rate of carbon steel is reduced to 0.0184mm/a, and the corrosion inhibition rate exceeds 90%.
(6) Preferably, according to the invention, the mass ratio of maleic anhydride to dimethylaminopropyl methacrylamide is 2: (1-6), the obtained product has narrow molecular weight distribution and good water solubility, and can play an obvious corrosion inhibition role.
Drawings
FIG. 1 is an infrared spectrum of the corrosion inhibitor prepared in example 1.
FIG. 2 is a gel permeation chromatogram of the corrosion inhibitor prepared in example 1.
FIG. 3 is a gel permeation chromatogram of the corrosion inhibitor prepared in example 2.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is described in further detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention. In addition, the technical features involved in the embodiments of the present invention described below may be combined with each other as long as they do not conflict with each other.
Example 1
The preparation method of the oligomeric corrosion inhibitor comprises the following steps:
(1) adding maleic anhydride, sodium hypophosphite and deionized water into a three-neck flask with a stirring and condensing device, and heating and stirring until the maleic anhydride, the sodium hypophosphite and the deionized water are completely dissolved;
(2) continuously heating the solution obtained in the step (1) to a constant temperature of 90 ℃, and adding dimethylaminopropyl methacrylamide;
(3) ammonium persulfate is dropwise added into the solution in the step (2) by using a constant pressure funnel, and the reaction is carried out for 3 hours.
Wherein the mass ratio of maleic anhydride to dimethylaminopropyl methacrylamide (DMAPMA) is 1:1, the mass ratio of sodium hypophosphite to ammonium persulfate is 6% of the total mass of the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide), and the mass ratio of sodium hypophosphite to the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide) is 1:4, and after the reaction is finished, the product is subjected to rotary evaporation and vacuum drying.
(1) Structural characterization of corrosion inhibitors
As can be seen from the data in FIG. 1, 3370cm-1The peak at (A) is due to the stretching vibration of N-H, and the C-N stretching vibration in the amide bond is located at 1645cm-1The absorption peak of N-H bending vibration in amido bond is 1586cm-1To (3). At 1369cm-1A sharp absorption band at (a) can be associated with tensile vibrations in the tertiary amine group. 3494cm-1And 1703cm-1The peak of stretching vibration of O-H in the carboxyl group and the peak of stretching vibration of C ═ O in the carboxyl group correspond to each other. Further, the peak of C-N tensile vibration appeared at 1096cm-1. In summary, the characteristic functional groups of the target product can find corresponding absorption peaks in the infrared spectrum, so that the target polymer can be considered to be successfully synthesized.
Gel Permeation Chromatography (GPC) can obtain information on the molecular weight of the target product to determine whether the polymer is an oligomeric corrosion inhibitor. From the data in FIG. 2, it is understood that the number average molecular weight is 932, the weight average molecular weight is 955 and the polydispersity is 1.0247, indicating that the resulting polymer is an oligomer with a narrow molecular weight distribution.
(2) Evaluation of Corrosion inhibition Performance
The corrosion inhibition performance of the corrosion inhibitor is verified by utilizing the corrosion inhibition effect on Q235 carbon steel in a neutral medium. And (3) soaking the carbon steel hanging piece in a corrosive medium for 72h at the temperature of 30 ℃. Wherein, the corrosion medium is prepared according to GB/T18175-2014, and the concentration of the corrosion inhibitor is respectively set to 50, 100, 150 and 200 mg/L.
Wherein, the calculation formulas of the Corrosion Rate (CR) and the corrosion inhibition rate (IE) are as follows:
wherein Δ m is a pendantMass difference between the front and back of the tablet mg, CR0CR is the corrosion rate (mm/a) of the corrosion inhibitor without addition and the corrosion inhibitor with addition respectively, and S is the surface area cm of the hanging piece2Rho is the density g cm of the hanging piece-3And t is the hanging time h.
As can be seen from the data in Table 1, the corrosion rate gradually decreases with increasing concentration of the corrosion inhibitor, and after adding 200mg/L of the corrosion inhibitor, the corrosion rate decreases from 0.185mm/a of the blank group to 0.0184mm/a, and the corrosion rate decreases significantly after adding the corrosion inhibitor and is lower than 0.075mm/a specified by the national standard, which fully indicates that the corrosion inhibitor can effectively slow down the corrosion of the carbon steel.
Table 1: example 1 corrosion inhibition of carbon steel by corrosion inhibitor in neutral medium
Example 2
The preparation method of the oligomeric corrosion inhibitor comprises the following steps:
(1) adding maleic anhydride, sodium hypophosphite and deionized water into a three-neck flask with a stirring and condensing device, and heating and stirring until the maleic anhydride, the sodium hypophosphite and the deionized water are completely dissolved;
(2) continuously heating the solution obtained in the step (1) to a constant temperature of 80 ℃, and adding dimethylaminopropyl methacrylamide;
(3) ammonium persulfate is dropwise added into the solution in the step (2) by using a constant pressure funnel, and the reaction is carried out for 4 hours.
Wherein the mass ratio of maleic anhydride to dimethylaminopropyl methacrylamide (DMAPMA) is 2:1, the mass ratio of sodium hypophosphite to ammonium persulfate is 6% of the total mass of the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide), and the mass ratio of sodium hypophosphite to the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide) is 1:4, and after the reaction is finished, the product is subjected to rotary evaporation and vacuum drying.
The infrared spectrum of the product is almost consistent with that of the product in example 1, and the gel permeation chromatogram is shown in figure 3, so that the molecular weight of the obtained product is similar to that of the product in example 1, and the obtained product also belongs to an oligomeric corrosion inhibitor.
Example 3
The preparation method of the oligomeric corrosion inhibitor comprises the following steps:
(1) adding maleic anhydride, sodium bisulfite and deionized water into a three-neck flask with a stirring and condensing device, and heating and stirring until the maleic anhydride, the sodium bisulfite and the deionized water are completely dissolved;
(2) continuously heating the solution obtained in the step (1) to a constant temperature of 60 ℃, and adding dimethylaminopropyl methacrylamide;
(3) ammonium persulfate is dropwise added into the solution in the step (2) by using a constant pressure funnel, and the reaction is carried out for 2 hours.
Wherein the mass ratio of maleic anhydride to dimethylaminopropyl methacrylamide (DMAPMA) is 1:3, the mass ratio of sodium hypophosphite to ammonium persulfate is 10% of the total mass of the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide), and the mass ratio of sodium hypophosphite to the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide) is 1:3, and after the reaction is finished, the product is subjected to rotary evaporation and vacuum drying.
Example 4
The preparation method of the oligomeric corrosion inhibitor comprises the following steps:
(1) adding maleic anhydride, sodium hypophosphite and deionized water into a three-neck flask with a stirring and condensing device, and heating and stirring until the maleic anhydride, the sodium hypophosphite and the deionized water are completely dissolved;
(2) continuously heating the solution obtained in the step (1) to a constant temperature of 100 ℃, and adding dimethylaminopropyl methacrylamide;
(3) adding hydrogen peroxide into the solution in the step (2) dropwise by using a constant pressure funnel, and reacting for 1 h.
Wherein the mass ratio of maleic anhydride to dimethylaminopropyl methacrylamide (DMAPMA) is 2:1, the mass ratio of sodium hypophosphite to ammonium persulfate is 2% of the total mass of the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide), the mass ratio of sodium hypophosphite to the two raw materials (maleic anhydride and dimethylaminopropyl methacrylamide) is 1:2, and after the reaction is finished, the product is subjected to rotary evaporation and vacuum drying.
It will be understood by those skilled in the art that the foregoing is only a preferred embodiment of the present invention, and is not intended to limit the invention, and that any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the scope of the present invention.
Claims (11)
1. An oligomeric corrosion inhibitor is characterized in that the structural general formula of the oligomeric corrosion inhibitor is
Wherein n is 4, 5 or 6.
2. The oligomeric corrosion inhibitor of claim 1 having a number average molecular weight of 932, a weight average molecular weight of 955 and a polydispersity of 1.0247.
3. A process for the preparation of an oligomeric corrosion inhibitor according to claim 1 or 2, comprising the steps of:
(1) dissolving maleic anhydride and a first initiator in water under the heating condition, continuously heating to 60-100 ℃, and then adding dimethylamino propyl methacrylamide;
(2) and (2) dropwise adding a second initiator solution into the solution obtained in the step (1) to enable the maleic anhydride and the dimethylaminopropyl methacrylamide to perform polymerization reaction, so as to obtain the oligomeric corrosion inhibitor.
4. The method of preparing an oligomeric corrosion inhibitor according to claim 3, wherein the first initiator of step (1) is sodium hypophosphite or sodium bisulfite; and (3) the second initiator in the step (2) is ammonium persulfate or hydrogen peroxide.
5. The method of preparing an oligomeric corrosion inhibitor according to claim 3, wherein the mass ratio of maleic anhydride to dimethylaminopropyl methacrylamide is 2: (1-6).
6. The method for preparing an oligomeric corrosion inhibitor according to claim 3, wherein the polymerization time in step (2) is 1 to 4 hours.
7. The method of preparing an oligomeric corrosion inhibitor according to claim 3, wherein the amount of said first initiator substance is 1 (2-4) in relation to the sum of the amounts of maleic anhydride and dimethylaminopropyl methacrylamide substances; the mass sum of the first initiator and the second initiator is 2-10% of the mass sum of the maleic anhydride and the dimethylaminopropyl methacrylamide.
8. Use of an oligomeric corrosion inhibitor according to claim 1 or 2 as corrosion inhibitor for metallic materials.
9. Use according to claim 8, wherein the metallic material is carbon steel, stainless steel or copper.
10. The use of claim 8, wherein the metallic material is disposed in a neutral medium.
11. The use according to claim 10, wherein the oligomeric corrosion inhibitor has a concentration in the neutral medium of from 50mg/L to 200 mg/L.
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| CN1603253A (en) * | 2003-09-29 | 2005-04-06 | 中国石油化工股份有限公司北京燕山分公司研究院 | Composite anti-dirty corrosion inhibiting agent and application thereof |
| CN101087823A (en) * | 2004-10-25 | 2007-12-12 | 卢布里佐尔公司 | Star polymers and compositions thereof |
| WO2008119533A1 (en) * | 2007-03-29 | 2008-10-09 | Asa Spezialenzyme Gmbh | Method for the removal of corrosion layers |
| CN102108513A (en) * | 2010-12-27 | 2011-06-29 | 中国人民解放军防化指挥工程学院 | Compound corrosion inhibitor for corrosion medium and preparation method thereof |
| CN106555190A (en) * | 2016-11-19 | 2017-04-05 | 西南林业大学 | A kind of modified high-molecular product compound corrosion inhibitor and preparation method and application |
| CN109665634A (en) * | 2019-01-30 | 2019-04-23 | 上海电力学院 | A kind of macromolecule anti-incrustation corrosion inhibitor and its preparation method and application |
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- 2021-03-22 CN CN202110300651.2A patent/CN113072459B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1603253A (en) * | 2003-09-29 | 2005-04-06 | 中国石油化工股份有限公司北京燕山分公司研究院 | Composite anti-dirty corrosion inhibiting agent and application thereof |
| CN101087823A (en) * | 2004-10-25 | 2007-12-12 | 卢布里佐尔公司 | Star polymers and compositions thereof |
| WO2008119533A1 (en) * | 2007-03-29 | 2008-10-09 | Asa Spezialenzyme Gmbh | Method for the removal of corrosion layers |
| CN102108513A (en) * | 2010-12-27 | 2011-06-29 | 中国人民解放军防化指挥工程学院 | Compound corrosion inhibitor for corrosion medium and preparation method thereof |
| CN106555190A (en) * | 2016-11-19 | 2017-04-05 | 西南林业大学 | A kind of modified high-molecular product compound corrosion inhibitor and preparation method and application |
| CN109665634A (en) * | 2019-01-30 | 2019-04-23 | 上海电力学院 | A kind of macromolecule anti-incrustation corrosion inhibitor and its preparation method and application |
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