Multifunctional corrosion inhibitor, and preparation method therefor and use thereof

Abstract

The present application relates to a multifunctional corrosion inhibitor, and a preparation method therefor and the use thereof. The multifunctional corrosion inhibitor has a structure as represented by formula I, wherein R1 represents at least one of hydrogen, deuterium, and alkyl; and R2 and R3 each independently represent at least one of hydrogen, deuterium, halogen, hydroxyl, carbonyl, carboxyl, an ester group, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, and substituted or unsubstituted aryl. The multifunctional corrosion inhibitor of the present application has the functions of corrosion inhibition, scale inhibition and sterilization, and can be used in the field of carbon dioxide enhanced oil recovery or carbon dioxide enhanced gas recovery to avoid compatibility problems and antagonistic effects caused by the addition of multiple chemical agents.

Description

Multifunctional corrosion inhibitor and preparation method and application thereof

[0001] The present application claims priority from the Chinese patent application No. 202411336219.9 filed on September 24, 2024, and entitled "Multifunctional corrosion inhibitor based on 1,2-disubstituted-4,5-dihydroimidazole organic phosphorus carboxylic acid and preparation method and application thereof", the content of which is incorporated herein by reference in its entirety. TECHNICAL FIELD

[0002] The present application belongs to the technical field of oil fields, and relates to a multifunctional corrosion inhibitor and a preparation method and application thereof. BACKGROUND

[0003] With the proposal of the carbon peak and carbon neutralization targets in China, greenhouse gas emission reduction and treatment are imperative, and the carbon capture, utilization and storage (CCUS) technology can effectively reduce CO2 emissions. This technology captures CO2 from carbon sources, and then transports CO2 to the storage site for utilization through pipeline transportation or transportation. At present, the utilization is mainly in the form of oil or gas displacement. Taking the oil displacement technology as an example, the oil field in China has entered the water-containing development stage. By the end of 2007, the comprehensive water content of the oil field was 85.5%, the degree of reserve recovery was 24.6%, and the low-permeability reserves accounted for 80% of the unproduced reserves. A large number of studies at home and abroad have shown that CO2 displacement has more obvious technical advantages than water displacement in developing low-permeability reserves and improving the recovery rate of water-containing old oil fields. For example, according to the report of China Energy News, about 13 billion tons of oil geological reserves in China are suitable for carbon dioxide oil displacement, which can increase the recovery rate by 15% and increase the recoverable reserves by 1.92 billion tons, and store about 4.7-5.5 billion tons of carbon dioxide. In addition, research by China University of Petroleum (Beijing) has shown that CO2 oil displacement technology has been widely concerned since the 1960s, involving a variety of complex mechanisms such as dissolution, swelling, viscosity reduction, diffusion and mass transfer.

[0004] However, in the process of using carbon dioxide to displace oil or gas, the system faces the problems of corrosion, fouling and microbial breeding, and it is necessary to add corrosion inhibitors, scale inhibitors and bactericides and other chemical agents to the system to control these problems. In the actual application process, various agents are added separately, the addition process is complicated, and the agents will also affect each other, and even the compatibility of the agents is not good, which produces antagonism, not only causing waste of resources, but also causing the injection-production system to fail and the pipeline to be corroded and damaged.

[0005] The patent application CN114426634B discloses an oil well corrosion and scale inhibition polymer, an oil well corrosion and scale inhibitor and a preparation method. The oil well corrosion and scale inhibition polymer has an amide structure and has corrosion inhibition and scale inhibition functions, but does not have bactericidal properties, which cannot meet the requirements of multifunctional agents.

[0006] The application CN113528106A discloses an inhibitor for inhibiting carbon dioxide corrosion at high temperature, which comprises, by mass percentage, 15-80% of polyoxyethylene alkyl alcohol amide, 1-30% of organic acetylenic alcohol, 0.1-5% of potassium iodide, 1-30% of ethylene amine, 0.1-5% of antimony trioxide, and 5-60% of solvent, and has good inhibiting effect on carbon dioxide corrosion of an oilfield system under high temperature conditions of 250-350 DEG C, with an inhibiting rate of more than 80%. The scale inhibition and bactericidal effect of the agent are poor, and the antagonistic effect of multiple agents for a long time has not been solved.

[0007] Therefore, the multifunctional inhibitors in the prior art are obtained by compounding, and have the effects of inhibiting corrosion and scale, but the effects are poor, and the antagonistic effect of multiple agents for a long time has not been solved. SUMMARY

[0008] Therefore, the multifunctional inhibitors in the prior art are obtained by compounding, and have the effects of inhibiting corrosion and scale, but the effects are poor, and the antagonistic effect of multiple agents for a long time has not been solved.

[0009] The application further provides a preparation method of the multifunctional inhibitor, which can prepare the multifunctional inhibitor, and has simple process and low cost.

[0010] The application further provides a functional composition, which has the effects of inhibiting corrosion, scale and bacteria due to the multifunctional inhibitor.

[0011] The application further provides an application of the functional composition in the field of carbon dioxide flooding, and the multifunctional inhibitor has the effects of inhibiting corrosion, scale and bacteria, so that the multifunctional inhibitor can realize the effects of inhibiting corrosion, scale and bacteria of the conventional compounding composition, thereby simplifying the preparation process of the multifunctional inhibitor in the field of carbon dioxide flooding.

[0012] In order to achieve the above-mentioned purpose, the application adopts the following technical solutions.

[0013] In a first aspect, the application provides a multifunctional inhibitor, which has the structure shown in Formula I:

[0014] wherein R 1 represents at least one of hydrogen, deuterium and alkyl; R 2 and R 3each independently represents at least one of hydrogen, deuterium, halogen, hydroxyl, carbonyl, carboxyl, ester, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, and substituted or unsubstituted aryl.

[0015] The multifunctional corrosion inhibitor as described above, R 1 is at least one of an alkyl group having 1 to 20 carbon atoms.

[0016] The multifunctional corrosion inhibitor as described above, R 2 and R 3 Among them, the halogen is at least one of F, Cl and Br.

[0017] The multifunctional corrosion inhibitor as described above, R 2 and R 3 Among them, the alkoxy is at least one of an alkoxy group having 1 to 10 carbon atoms.

[0018] The multifunctional corrosion inhibitor as described above, R 2 and R 3 Among them, the alkyl is at least one of a linear or branched alkyl group having 1 to 10 carbon atoms or a cycloalkyl group having 3 to 30 carbon atoms.

[0019] The multifunctional corrosion inhibitor as described above, R 2 and R 3 Among them, the aryl is at least one of an aryl group having 6 to 30 carbon atoms.

[0020] The multifunctional corrosion inhibitor as described above, R 2 and R 3 are at least one of a substituted alkyl group, a substituted alkoxy group and a substituted aryl group, wherein the substituent is at least one of deuterium, halogen, hydroxyl, cyano, carbonyl, carboxyl, ester, aryl, trifluoromethyl, aldehyde, alkyl and alkoxy.

[0021] The multifunctional corrosion inhibitor as described above, R 2 and R 3 Each represents, when a substituted alkyl group, a substituent including at least one of carbonyl, carboxyl and ester.

[0022] The multifunctional corrosion inhibitor as described above, R 2 and R 3 Each represents, when a substituted cycloalkyl group, a substituent including at least one of deuterium, halogen and hydroxyl.

[0023] The multifunctional corrosion inhibitor as described above, R 2 and R 3 Each represents, when a substituted aryl group, a substituent including at least one of deuterium, halogen, carbonyl, carboxyl and trifluoromethyl.

[0024] The multifunctional corrosion inhibitor as described above, R 1 , R 2 , and R 3 may be the same or different.

[0025] The multifunctional corrosion inhibitor as described above has at least one of the structures shown in Formulae I-1 to I-26:

[0026] In a second aspect, the present application provides a preparation method of the multifunctional corrosion inhibitor as described above, comprising the following steps:

[0027] Step 1) reacting organic carboxylic acid R 1 COOH and N-(2-amine ethyl)-ethane-1,2-diamine in a first organic solvent at 100-150°C, and then performing a dehydration cyclization reaction at 180-200°C to obtain an intermediate; wherein the intermediate has a structure shown in Formula A;

[0028] Step 2) reacting an organic phosphorus carboxylic acid (including a compound of R 2 and R 3 ) with a condensation reagent (for example, N,N'-carbonyldiimidazole (CDI)) in a second organic solvent, and then adding the intermediate obtained in the step 1) to perform a reflux reaction to obtain the multifunctional corrosion inhibitor.

[0029] In the preparation method of the multifunctional corrosion inhibitor, in the step 1), the molar ratio of the organic carboxylic acid R 1 COOH to N-(2-amine ethyl)-ethane-1,2-diamine is (2.0-2.2):1.

[0030] In the preparation method of the multifunctional corrosion inhibitor, in the step 1), in the organic carboxylic acid R 1 COOH, R 1 is at least one of hydrogen, deuterium and alkyl.

[0031] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the condensation reagent includes at least one of N,N'-carbonyldiimidazole (CDI), dicyclohexyl carbodiimide (DCC), diisopropyl carbodiimide (DIC) and 1-(3-dimethyl aminopropyl)-3-ethyl carbodiimide (EDCI).

[0032] In the present application, the condensation reagent functions to promote the condensation reaction of the dehydration molecules of the organic phosphorus carboxylic acid and the intermediate.

[0033] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the condensation reagent is N,N'-carbonyldiimidazole (CDI), and a structure formula is shown as follows:

[0034] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), a molar ratio between the organic phosphorus carboxylic acid, the condensation reagent and the intermediate is 1:(1-1.6):1.

[0035] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the organic phosphorus carboxylic acid has a structure shown in the following formula B:

[0036] wherein, R 2 and R 3 each independently represent at least one of hydrogen, deuterium, halogen, hydroxyl, carbonyl, carboxyl, ester, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, and substituted or unsubstituted aryl.

[0037] In the preparation method of the multifunctional corrosion inhibitor, R 2 and R 3 In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the alkyl is at least one of a linear or branched alkyl group with 1-10 carbon atoms or a cyclic alkyl group with 3-30 carbon atoms.

[0038] In the preparation method of the multifunctional corrosion inhibitor, R 2 and R 3 In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the alkyl is at least one of a linear or branched alkyl group with 1-10 carbon atoms or a cyclic alkyl group with 3-30 carbon atoms.

[0039] In the preparation method of the multifunctional corrosion inhibitor, R 2 and R 3 In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the aryl is at least one of an aryl group with 6-30 carbon atoms.

[0040] In the preparation method of the multifunctional corrosion inhibitor, R 2 and R 3 are at least one of a substituted alkyl group, a substituted alkoxy group and a substituted aryl group, wherein the substituent is at least one of deuterium, halogen, hydroxyl, cyano, carbonyl, carboxyl, ester, aryl, trifluoromethyl, aldehyde, alkyl and alkoxy.

[0041] In the preparation method of the multifunctional corrosion inhibitor, in the step 1), the first organic solvent includes at least one of p-xylene, m-xylene, mesitylene, N,N-dimethylformamide (DMF) and dimethyl sulfoxide (DMSO).

[0042] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the second organic solvent comprises at least one of DMF and DMSO.

[0043] In the preparation method of the multifunctional corrosion inhibitor, in the step 1), the organic carboxylic acid R1COOH and N-(2-aminoethyl)-ethane-1,2-diamine are reacted in the first organic solvent at 100-150°C, and after the raw materials are completely consumed, a dehydration and cyclization reaction is carried out at 180-200°C to obtain the intermediate.

[0044] In the preparation method of the multifunctional corrosion inhibitor, in the step 1), after the dehydration and cyclization reaction at 180-200°C, the obtained dehydration and cyclization product is subjected to column chromatography treatment to obtain the intermediate.

[0045] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the organic phosphorus carboxylic acid and the condensation reagent are reacted in the second organic solvent at 20-30°C.

[0046] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the temperature of the reflux reaction is 155-180°C.

[0047] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the organic phosphorus carboxylic acid and the condensation reagent are reacted in the second organic solvent until the system stops releasing gas, and then the intermediate obtained in the step 1) is added to carry out a reflux reaction to obtain the multifunctional corrosion inhibitor.

[0048] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), after the reflux reaction is completed, the reflux product is subjected to column chromatography treatment to obtain the multifunctional corrosion inhibitor.

[0049] In the present application, the chemical reaction principle of the preparation method of the multifunctional corrosion inhibitor is explained and described as follows by taking 2-phosphonobutane-1,2,4-tricarboxylic acid (PBTCA) as the organic phosphorus carboxylic acid to prepare the multifunctional corrosion inhibitor compound I-1.

[0050] In a third aspect, the present application provides a functional composition, which comprises the multifunctional corrosion inhibitor or the multifunctional corrosion inhibitor prepared by the preparation method of the multifunctional corrosion inhibitor.

[0051] In the present application, the functional composition comprises the multifunctional corrosion inhibitor described in the present application. The functional composition also has the functions of corrosion inhibition, scale inhibition and sterilization without adding other auxiliary agents.

[0052] In a fourth aspect, the application provides application of the functional composition in the field of carbon dioxide flooding of oil or gas.

[0053] In the application, the functional composition is diluted with water to obtain a functional composition solution, which can be directly used in the field of carbon dioxide flooding of oil or gas without adding other compounds to form a compound for application.

[0054] For example, the functional composition is diluted with water to obtain a functional composition solution with a mass content of 40%.

[0055] The multifunctional corrosion inhibitor provided by the application has 1,2-disubstituted-4,5-dihydroimidazole as a basic structure, acyl and phosphoryl groups are introduced into the molecular structure, and the substituents R 1 , R 2 and R 3 are limited, so that the multifunctional corrosion inhibitor provided by the application has the functions of corrosion inhibition, scale inhibition and sterilization, and can avoid the compatibility problems and antagonistic effects caused by the addition of various chemical agents.

[0056] In the application, the above technical features can be freely combined to form new technical solutions without conflict.

[0057] Compared with the prior art, the technical solution of the application has the following beneficial technical effects:

[0058] (1) The multifunctional corrosion inhibitor provided by the application has 1,2-disubstituted-4,5-dihydroimidazole as a basic structure, acyl and phosphoryl groups are introduced into the molecular structure, and the substituents R 1 , R 2 and R 3 are limited, so that the multifunctional corrosion inhibitor provided by the application has the functions of corrosion inhibition, scale inhibition and sterilization, and can avoid the compatibility problems and antagonistic effects caused by the addition of various chemical agents.

[0059] (2) The multifunctional corrosion inhibitor provided by the application contains polar groups. Since the polar groups can adsorb metal ions, the presence of the corrosion inhibitor is beneficial to the calcium and magnesium ions in the medium not being easily adsorbed and nucleated on the hydrophobic surface, so that a dense scale layer is not easily formed, thereby playing a scale inhibition role.

[0060] (3) The multifunctional corrosion inhibitor provided by the application also contains nonpolar groups. Since the nonpolar groups can cover the metal surface, thereby inhibiting the migration of the metal, the presence of the nonpolar groups is beneficial to the corrosion inhibitor playing its corrosion inhibition role.

[0061] (4) The multifunctional corrosion inhibitor provided by the application can contain both polar groups and nonpolar groups. By adjusting the ratio of the two, the corrosion inhibitor can play both corrosion inhibition and scale inhibition functions.

[0062] (5) The multifunctional corrosion inhibitor provided by the application has a configuration similar to a phospholipid bilayer, which is beneficial to resisting the adsorption of sulfate-reducing bacteria on the metal surface to form a biofilm and inhibiting microbial corrosion, thereby playing a sterilization function. DETAILED DESCRIPTION

[0063] In order to make the purposes, technical solutions and advantages of the present application clearer, the technical solutions in the embodiments of the present application will be described clearly and completely below in conjunction with the embodiments of the present application. Obviously, the described embodiments are only some of the embodiments of the present application, rather than all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those of ordinary skill in the art without creative effort belong to the scope of protection of the present application.

[0064] In a first aspect, some embodiments of the present application provide a multifunctional corrosion inhibitor having a structure shown in Formula I:

[0065] wherein R 1 represents at least one of hydrogen, deuterium and alkyl; R 2 and R 3 each independently represent at least one of hydrogen, deuterium, halogen, hydroxyl, carbonyl, carboxyl, ester, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, and substituted or unsubstituted aryl.

[0066] The multifunctional corrosion inhibitor provided by the present application has the structure shown in Formula I above, that is, taking 1,2-disubstituted-4,5-dihydroimidazole as the basic structure, introducing acyl and phosphoryl groups on this basis, and limiting the substituents represented by R 1 , R 2 and R 3 . The substituents represented by R 1 , R 2 and R 3 may be the same or different. The multifunctional corrosion inhibitor provided by the present application has the functions of corrosion inhibition, scale inhibition and sterilization at the same time, and can avoid the compatibility problems and antagonistic effects caused by the addition of multiple chemical agents. It is speculated that this may be because of the following reasons:

[0067] (1) When the multifunctional corrosion inhibitor is adsorbed on the metal surface, the HOMO energy level is mainly distributed on the imidazole ring, and the LUMO energy level is mainly distributed on the phosphoryl fragment, so that the corrosion inhibition performance is improved. In addition, different active groups are introduced into the multifunctional corrosion inhibitor molecules to form a relatively dense protective film on the metal surface, which further exhibits good corrosion inhibition performance. Since the multifunctional corrosion inhibitor is an organic compound with a large shielding effect, the so-called shielding effect refers to the fact that the multifunctional corrosion inhibitor molecules have both polar groups and non-polar groups, which inhibit the migration of the metal by adsorbing the polar groups on the metal surface and covering the non-polar groups on the metal surface, thereby achieving the effect of corrosion inhibition;

[0068] (2) The shielding effect of the multifunctional corrosion inhibitor is generally measured by the coverage area of the multifunctional corrosion inhibitor on the metal surface. When the adsorption capacity of the multifunctional corrosion inhibitor is roughly the same, the larger the coverage area, the better the corrosion inhibition effect. When the adsorption area is high enough, calcium and magnesium ions in the medium are not easy to adsorb and nucleate on the hydrophobic surface, so it is not easy to form a dense scale layer. In the flowing medium, loose deposits are easily washed away by the fluid, so the multifunctional corrosion inhibitor also has the effect of scale inhibition;

[0069] (3) When microbial corrosion occurs, sulfate-reducing bacteria in the environment adsorb on the surface of the metal to form a biofilm, and the metabolic activity of the bacteria in the film directly or indirectly participates in the corrosion process, causing microbial corrosion. The structural characteristics of the cell membrane of the bacteria are that it has a certain fluidity. The structure of the cell membrane is that the middle phospholipid bilayer constitutes the basic skeleton, and protein molecules are inlaid, penetrated or covered in the phospholipid bilayer or on the surface at different depths. The phospholipid molecules and protein molecules that constitute the membrane are mostly movable, and the flowability of the membrane is the basis for substances to enter and exit the cell. The multifunctional corrosion inhibitor provided in the application has a similar phospholipid bilayer configuration, which can change the fluidity of the cell membrane, and then cause the cell membrane to rupture and the bacterial contents to flow out, so it can resist the adsorption of sulfate-reducing bacteria on the metal surface to form a biofilm and inhibit microbial corrosion.

[0070] In some embodiments of the present application, R 1 is at least one of an alkyl group having 1-20 carbon atoms. Among them, the alkyl group can be a straight-chain or branched alkyl group having 1-20 carbon atoms, and further can be a straight-chain alkyl group having 10-20 carbon atoms.

[0071] In some embodiments of the present application, R 2 and R 3 , the halogen is at least one of F, Cl and Br, and further can be Cl.

[0072] In some embodiments of the present application, R 2 and R 3 , the alkoxy group is at least one of an alkoxy group having 1-10 carbon atoms. Among them, the alkoxy group can be a straight-chain or branched alkoxy group having 1-10 carbon atoms, and further can be at least one of a methoxy group, an ethoxy group and a tert-butoxy group.

[0073] In some embodiments of the present application, R 2 and R 3 , the alkyl group is at least one of a straight-chain or branched alkyl group having 1-10 carbon atoms or a cycloalkyl group having 3-30 carbon atoms.

[0074] The alkyl group can be a linear or branched alkyl group having 1 to 10 carbon atoms, and can further be at least one of a methyl group, an ethyl group, a propyl group, and a t-butyl group. The alkyl group can also be a cyclic alkyl group having 3 to 30 atoms, such as a single ring, a multiple ring, or a spiro ring, and can further be at least one of a cyclopropyl group or a cyclohexyl group.

[0075] In some embodiments of the present application, R 2 and R 3 The aryl group can be a single aromatic ring or multiple aromatic rings, and can further be at least one of a phenyl group or a naphthyl group.

[0076] In some embodiments of the present application, R 2 and R 3 Each of the substituted alkyl group, the substituted alkoxy group, and the substituted aryl group can be at least one of deuterium, a halogen, a hydroxyl group, a cyano group, a carbonyl group, a carboxyl group, an ester group, an aryl group, a trifluoromethyl group, an aldehyde group, an alkyl group, and an alkoxy group.

[0077] In one embodiment, R 2 and R 3 Each of the substituted alkyl group, the substituted alkoxy group, and the substituted aryl group can be at least one of deuterium, a halogen, a hydroxyl group, a cyano group, a carbonyl group, a carboxyl group, an ester group, an aryl group, a trifluoromethyl group, an aldehyde group, an alkyl group, and an alkoxy group.

[0078] In another embodiment, R 2 and R 3 Each of the substituted cyclic alkyl group can be at least one of deuterium, a halogen, a hydroxyl group, a cyano group, a carbonyl group, a carboxyl group, an ester group, an aryl group, a trifluoromethyl group, an aldehyde group, an alkyl group, and an alkoxy group, and can further be at least one of deuterium, a halogen, or a hydroxyl group.

[0079] In still another embodiment, R 2 and R 3 Each of the substituted alkoxy group can be at least one of deuterium, a halogen, a hydroxyl group, a cyano group, a carbonyl group, a carboxyl group, an ester group, an aryl group, a trifluoromethyl group, an aldehyde group, an alkyl group, and an alkoxy group, and can further be at least one of an aryl group, a trifluoromethyl group, or an alkoxy group.

[0080] In yet another embodiment, R 2 and R 3each is at least one of substituted aryl, the substituents being at least one of deuterium, halogen, hydroxyl, cyano, carbonyl, carboxyl, ester, aryl, trifluoromethyl, aldehyde, alkyl, and alkoxy, and further can be at least one of deuterium, halogen, carbonyl, carboxyl, or trifluoromethyl.

[0081] In some embodiments of the present application, the multifunctional corrosion inhibitor has at least one of the structures shown in Formulae I-1 to I-26:

[0082] In a second aspect, some embodiments of the present application provide a method for preparing the multifunctional corrosion inhibitor as described above, comprising the following steps:

[0083] Step 1) reacting an organic carboxylic acid R 1 COOH and N-(2-aminoethyl)-ethane-1,2-diamine in a first organic solvent at 100-150°C, and then performing a dehydration cyclization reaction at 180-200°C to obtain an intermediate; wherein the intermediate has a structure shown in Formula A;

[0084] Step 2) reacting an organic phosphorus carboxylic acid (including a compound of R 2 and R 3 ) with a condensation reagent (for example, N,N'-carbonyldiimidazole (CDI)) in a second organic solvent, and then adding the intermediate obtained in Step 1) to perform a reflux reaction to obtain the multifunctional corrosion inhibitor.

[0085] In some embodiments of the present application, in Step 1), the molar ratio of the organic carboxylic acid R 1 COOH to N-(2-aminoethyl)-ethane-1,2-diamine is (2.0-2.2):1 (for example, 2.0:1 or 2.1:1).

[0086] In some embodiments of the present application, in Step 1), the organic carboxylic acid R 1 COOH, R 1 is at least one of hydrogen, deuterium, and alkyl.

[0087] In some embodiments of the present application, in Step 1), the first organic solvent comprises at least one of p-xylene, m-xylene, mesitylene, DMF, and DMSO; and in Step 2), the second organic solvent comprises at least one of DMF and DMSO.

[0088] In some embodiments of the present application, in the step 1), the organic carboxylic acid R1COOH and N-(2-aminoethyl)-ethane-1,2-diamine are reacted in the first organic solvent at 100-150°C (for example, 110°C, 120°C, 130°C or 140°C), and after the raw materials are completely consumed, a dehydration and cyclization reaction is carried out at 180-200°C (for example, 185°C, 190°C or 195°C) to obtain the intermediate.

[0089] In some embodiments of the present application, the step 1) further comprises: after the dehydration and cyclization reaction at 180-200°C, the obtained dehydration and cyclization product is subjected to column chromatography treatment to obtain the intermediate.

[0090] In some embodiments of the present application, in the step 2), the organic phosphorus carboxylic acid has the following formula B:

[0091] wherein, R 2 and R 3 each independently represents at least one of hydrogen, deuterium, halogen, hydroxyl, carbonyl, carboxyl, ester, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, and substituted or unsubstituted aryl.

[0092] In some embodiments of the present application, R 2 and R 3 , the alkoxy is at least one of alkyl having 1-10 carbon atoms.

[0093] In some embodiments of the present application, R 2 and R 3 , the alkyl is at least one of linear or branched alkyl having 1-10 carbon atoms or cyclic alkyl having 3-30 carbon atoms.

[0094] In some embodiments of the present application, R 2 and R 3 , the aryl is at least one of aryl having 6-30 carbon atoms.

[0095] In some embodiments of the present application, R 2 and R 3 are at least one of substituted alkyl, substituted alkoxy, and substituted aryl, wherein the substituent is at least one of deuterium, halogen, hydroxyl, cyano, carbonyl, carboxyl, ester, aryl, trifluoromethyl, aldehyde, alkyl and alkoxy.

[0096] In some embodiments of the present application, in the step 2), the condensation reagent comprises at least one of N,N'-carbonyldiimidazole (CDI), dicyclohexyl carbodiimide (DCC), diisopropyl carbodiimide (DIC) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDCI).

[0097] In some embodiments of the present application, in the step 2), the condensation reagent is N,N'-carbonyldiimidazole (CDI), the structure of which is shown as follows:

[0098] In the preparation method of the multifunctional corrosion inhibitor, in the step 2), the molar ratio between the organic phosphorus carboxylic acid, the condensation reagent and the intermediate is 1:(1-1.6):1 (for example, 1:1:1, 1:1.1:1, 1:1.2:1, 1:1.3:1, 1:1.4:1, 1:1.5:1 or 1:1.6:1).

[0099] In some embodiments of the present application, in the step 2), the temperature of the reflux reaction is 155-180°C (for example, 160°C, 165°C, 170°C or 175°C).

[0100] In some embodiments of the present application, the organic phosphorus carboxylic acid and the condensation reagent are reacted in the second organic solvent at 20-30°C (for example, 25°C).

[0101] In some embodiments of the present application, in the step 2), the organic phosphorus carboxylic acid and the condensation reagent are reacted in the second organic solvent until the system stops releasing gas, then the intermediate obtained in the step 1) is added, and a reflux reaction is performed to obtain the multifunctional corrosion inhibitor.

[0102] In some embodiments of the present application, the step 2) further comprises: after the reflux reaction is completed, the reflux product is subjected to column chromatography treatment to obtain the multifunctional corrosion inhibitor.

[0103] Specifically, in the step 1), the organic carboxylic acid R 1 comprises a substituent group R 1COOH, and N-(2-aminoethyl)-ethane-1,2-diamine are added into a reaction bottle in a certain molar ratio, for example, a molar ratio of 2:1, and a certain amount of solvent, for example, p-xylene, is added into the reaction bottle, the reaction bottle mouth is connected to a water separator, the reaction system is heated to 100-150°C, and the reaction is carried out for a certain time, for example, 3h, until the raw materials are completely consumed, indicating that the carboxylic acid and the amine are dehydrated to form an amide, and then the reaction temperature is increased to 180-200°C, and the reaction is carried out for a certain time, for example, 15h, and the raw materials undergo a cyclization reaction to obtain an intermediate shown in formula B. After the reaction at 180-200°C is completed, the reaction liquid can be cooled, and the product is separated by column chromatography. The reaction liquid is loaded into a column, an eluent is prepared with a suitable solvent, the reaction liquid is eluted, an intermediate-containing solution is collected, and the solvent is removed by distillation under reduced pressure to obtain the intermediate. The composition and ratio of the eluent are not limited in the present application, as long as the intermediate can be eluted from the stationary phase.

[0104] In step 2), an organic phosphorus carboxylic acid, for example, 2-phosphonobutane-1,2,4-tricarboxylic acid (PBTCA), di-tert-butyl phosphate or bis(p-methylphenyl)phosphine oxide, including R 2 and R 3 is added into a reaction bottle, and a suitable amount of solvent, for example, N,N-dimethylformamide (DMF), is dissolved, and then a suitable amount of condensation reagent, for example, N,N'-carbonyldiimidazole (CDI) dissolved in DMF, is added dropwise into the reaction bottle, wherein the condensation reagent serves to activate the acid, and the reaction is carried out at 20-30°C until the system stops releasing gas, wherein the released gas is carbon dioxide, and the above intermediate shown in formula A is added to reflux, for example, at 160°C, and condensed to reflux for 10h, and then the obtained reaction mixture is treated by column chromatography to obtain the multifunctional corrosion inhibitor.

[0105] The preparation method of the present application is low in cost and simple in process, and the multifunctional corrosion inhibitor prepared by the method has the functions of corrosion inhibition, scale inhibition and sterilization, has no odor and no biological toxicity, and can efficiently prevent or inhibit internal and external corrosion of materials in industrial production to protect the corresponding materials.

[0106] In a third aspect, some embodiments of the present application provide a functional composition comprising the multifunctional corrosion inhibitor described above, or a multifunctional corrosion inhibitor prepared by the preparation method of the multifunctional corrosion inhibitor described above.

[0107] In the present application, the functional composition comprises the multifunctional corrosion inhibitor described in the present application. The functional composition also has the functions of corrosion inhibition, scale inhibition and sterilization without adding other auxiliary agents.

[0108] In a fourth aspect, some embodiments of the present application provide an application of the functional composition in the field of carbon dioxide flooding oil or gas.

[0109] In the present application, the functional composition is diluted with water to obtain a functional composition solution, which can be directly used in the field of carbon dioxide flooding oil or gas without adding other compounds to form a compound for application.

[0110] In the present application, the functional composition solution obtained by diluting the functional composition with water has the functions of corrosion inhibition, scale inhibition and sterilization, and can be directly used in the field of carbon dioxide flooding oil or gas instead of conventional functional compositions, without adding other compounds to form a compound functional composition, thereby avoiding the compatibility problems and antagonistic effects caused by the addition of multiple chemical agents.

[0111] The technical solutions of the present application are further described below in combination with specific examples. Unless otherwise specified, the reagents, materials and instruments used in the following description are conventional reagents, conventional materials and conventional instruments, which are commercially available. The reagents and materials involved can also be synthesized by conventional synthesis methods.

[0112] Example 1

[0113] The preparation method of the multifunctional corrosion inhibitor of the present embodiment includes the following steps:

[0114] 1) At room temperature, take 2.4 g (40 mmol) of acetic acid and 2.06 g (20 mmol) of N-(2-aminoethyl)-ethane-1,2-diamine, and add them to a reaction bottle. Add 20 mL of p-xylene to the reaction bottle, connect a water separator to the bottle mouth, heat to 100℃, and react for 3 h. Increase the temperature to 200℃ and react for 15 h. After the reaction is completed, turn off the heater and cool the reaction liquid to room temperature. Separate the product by column chromatography. Load the reaction liquid into a column, prepare an eluent with a ratio of petroleum ether: ethyl acetate = 1:1, and elute the reaction liquid to obtain a solution of intermediate 1. Collect the solution and remove the solvent by reduced pressure distillation to obtain 3.30 g of intermediate 1 with a yield of 98%.

[0115] 2) Take 2.7 g (10 mmol) of 2-phosphonobutane-1,2,4-tricarboxylic acid (PBTCA) and add it to a reaction bottle. Dissolve it with 10 mL of DMF. Then add 2.4 g (15 mmol) of CDI dissolved in 10 mL of DMF to the reaction bottle. Stir at 25℃ for half an hour, then add 1.7 g (10 mmol) of intermediate 1. Connect a condensation reflux device, heat the reaction to 160℃ and condense and reflux for 10 h to obtain a reaction mixture.

[0116] The reaction mixture is subjected to column chromatography to obtain 3.78 g of the compound, i.e., multifunctional corrosion inhibitor I-1, with a yield of 90%.

[0117] An example reaction formula of the above reaction is shown in the following formula:

[0118] The structural analysis data of the multifunctional corrosion inhibitor I-1 is as follows:

[0119] High resolution mass spectrum: HRMS (ESI) [C 15 H 23 N3O9P] - The calculated value is 420.1177, and the tested value is 420.1169.

[0120] Nuclear magnetic test results: 1 H NMR (400 MHz, CDCl3), δ 3.75-3.44 (m, 8H), 2.33-2.29 (m, 4H), 2.26 (s, 3H), 2.04-1.96 (m, 2H), 1.91 (s, 3H).

[0121] Example 2

[0122] The preparation method of the multifunctional corrosion inhibitor of the present embodiment comprises the following steps:

[0123] 1) At room temperature, take 8.01 g (40 mmol) of dodecanoic acid and 2.06 g (20 mmol) of N-(2-aminoethyl)-ethane-1,2-diamine, and add them to a reaction bottle. Add 20 mL of p-xylene to the reaction bottle, connect a water separator to the bottle mouth, heat to 100°C, and react for 3 h. Increase the temperature to 200°C and react for 15 h. After the reaction is completed, turn off the heater and cool the reaction liquid to room temperature. Separate the product by column chromatography. Load the reaction liquid into a column, prepare an eluent with dichloromethane:methanol=10:1, elute the reaction liquid, remove the impurities, and then wash with methanol to obtain a methanol solution of intermediate 2. Collect the solution and distill under reduced pressure to obtain 8.9 g of intermediate 2 with a yield of 99%.

[0124] 2) Take 2.7 g (10 mmol) of 2-phosphonobutane-1,2,4-tricarboxylic acid (PBTCA) and add it to a reaction bottle. Dissolve it with 10 mL of DMF. Then add 10 mL of DMF-dissolved 2.4 g (15 mmol) of CDI to the reaction bottle. Stir at 25°C for half an hour, then add 4.5 g (10 mmol) of intermediate 2, connect a condensation reflux device, heat the reaction to 160°C, and condense and reflux for 10 h to obtain a reaction mixture.

[0125] The reaction mixture is subjected to column chromatography to obtain 6.9 g of compound, i.e., multifunctional corrosion inhibitor I-6, with a yield of 98%.

[0126] An example reaction formula of the above reaction is shown in the following formula:

[0127] The structural analysis data of the multifunctional corrosion inhibitor I-6 are as follows:

[0128] High resolution mass spectrum: HRMS (ESI) [C 35 H 63 N3O9P] - Calculated value is 700.4313, test value is 702.4306 [M - ].

[0129] Nuclear magnetic test results: 1 H NMR (400 MHz, CDCl3), δ 3.70-3.56 (m, 8H), 3.45-2.88 (m, 8H), 2.54-2.06 (m, 9H), 1.58-1.51 (m, 3H), 1.31-1.24 (m, 26H), 0.87 (t, J = 7.2 Hz, 6H, 2CH3).

[0130] Example 3

[0131] The preparation method of the multifunctional corrosion inhibitor of the present example comprises the following steps:

[0132] 1) At room temperature, take 8.01 g (40 mmol) of dodecanoic acid and 2.06 g (20 mmol) of N-(2-amine ethyl)-ethane-1, 2-diamine, add them into a reaction bottle, add 20 mL of p-xylene into the reaction bottle, connect a water separator to the bottle mouth, heat to 150℃, react for 2h, increase the temperature to 200℃, react for 15h. After the reaction is completed, turn off the heater, cool the reaction liquid to room temperature, separate the product by column chromatography, load the reaction liquid into a column, configure the eluent with dichloromethane:methanol = 10:1, elute the reaction liquid, remove the impurities, and then wash with methanol to obtain a methanol solution of intermediate 2, collect the solution, and distill under reduced pressure to obtain 8.9 g of intermediate 2 with a yield of 99%.

[0133] 2) Take 2.1 g (10 mmol) of di-tert-butyl phosphate and add it into a reaction bottle, dissolve it with 10 mL of DMF, then add 10 mL of DMF-dissolved 2.4 g (15 mmol) of CDI into the reaction bottle, stir at 25℃ for half an hour, then add 4.5 g (10 mmol) of intermediate 2, connect a condensation reflux device, heat the reaction to 160℃ and condense reflux for 10h; the reaction mixture is separated by column chromatography to obtain 4.8 g of compound, i.e. multifunctional corrosion inhibitor I-9, with a yield of 75%.

[0134] The example reaction formula of the above reaction is as follows:

[0135] The structural analysis data of the multifunctional corrosion inhibitor I-9 are as follows:

[0136] High resolution mass spectrum: HRMS (ESI) [C 36 H 73 N3O4P] + Calculated 642.5333, found 642.5338.

[0137] NMR test results: 1 H NMR (400 MHz, CDC13), δ 3.75-3.55 (m, 8H), 3.35-2.26 (m, 4H), 1.51-1.24 (m, 36H), 1.20 (s, 18H, 6CH3), 0.88 (t, J = 7.2 Hz, 6H, 2CH3).

[0138] Example 4

[0139] The preparation method of the multifunctional corrosion inhibitor of the present embodiment comprises the following steps:

[0140] 1) At room temperature, take 8.01 g (40 mmol) of dodecanoic acid and 2.06 g (20 mmol) of N-(2-aminoethyl)-ethane-1,2-diamine, and add them to a reaction bottle. Add 20 mL of p-xylene to the reaction bottle, connect a water separator to the bottle mouth, heat to 100°C, and react for 3 h. Increase the temperature to 180°C and react for 16 h. After the reaction is completed, turn off the heater and cool the reaction liquid to room temperature. Separate the product by column chromatography. Load the reaction liquid into a column, prepare an eluent with dichloromethane:methanol = 10:1, elute the reaction liquid, remove the impurities, and then wash with methanol to obtain a methanol solution of intermediate 2. Collect the solution and distill it under reduced pressure to obtain 8.9 g of intermediate 2 with a yield of 99%.

[0141] 2) Take 2.5 g (10 mmol) of bis(p-methylphenyl)phosphine oxide and add it to a reaction bottle. Dissolve it with 10 mL of DMF. Then add 10 mL of DMF-dissolved 2.4 g (15 mmol) of CDI to the reaction bottle. Stir at 25°C for half an hour, then add 4.5 g (10 mmol) of intermediate 2, connect a condensation reflux device, heat the reaction to 160°C, and condense and reflux for 10 h to obtain a reaction mixture.

[0142] The reaction mixture is separated by column chromatography to obtain 5.9 g of compound, i.e., multifunctional corrosion inhibitor I-20, with a yield of 87%.

[0143] The example reaction formula of the above reaction is as follows:

[0144] The structure analysis data of multifunctional corrosion inhibitor I-20 are as follows:

[0145] High resolution mass spectrum: HRMS (ESI) [C 42 H69 N3O2P] + Calculated 678.5122, found 678.5119.

[0146] NMR test results: 1 H NMR (400 MHz, CDC13), δ 7.72 (d, J = 7.6 Hz, 4H), 7.34 (d, J = 7.6 Hz, 4H), 3.75-3.46 (m, 8H), 2.37 (s, 6H, 2CH3), 2.34-2.26 (m, 4H), 1.54-1.26 (m, 36H), 0.88 (t, J = 7.2 Hz, 6H, 2CH3).

[0147] Example 5

[0148] The preparation method of the multifunctional corrosion inhibitor of the present embodiment comprises the following steps:

[0149] 1) The intermediate was prepared by the method of step 1) in Example 2;

[0150] 2) 2.9 g (10 mmol) of bis-(p-chlorophenyl) phosphine oxide was taken into a reaction bottle and dissolved in 10 mL of DMF, then 10 mL of DMF dissolved 2.4 g (15 mmol) of CDI was added dropwise to the reaction bottle, and after stirring at 25°C for half an hour, 4.5 g (10 mmol) of the intermediate 2 was added, a condensation reflux device was added, and the reaction was heated to 160°C and condensed and refluxed for 10 h to obtain a reaction mixture.

[0151] The reaction mixture was column chromatographed to obtain 6.7 g of compound I-21, i.e., the multifunctional corrosion inhibitor, with a yield of 93%.

[0152] The example reaction formula of the above reaction is as shown in the following formula:

[0153] The structure analysis data of the multifunctional corrosion inhibitor I-21 are as follows:

[0154] High resolution mass spectrum: HRMS (ESI) [C 40 H 63 Cl2N3O2P] + Calculated 718.4029, found 718.4033.

[0155] NMR test results: 1H NMR(400MHz, CDCl3), δ7.71(d,J=7.2Hz,4H),7.62(d,J=7.2Hz,4H),3.75-3.4 4(m,8H),3.34-2.98(m,4H),1.55-1.26(m,36H),0.88(t,J=7.2Hz,6H,2CH3).

[0156] Example 6

[0157] The preparation method of the multifunctional corrosion inhibitor in this embodiment includes the following steps:

[0158] 1) An intermediate was prepared using the method described in step 1) of Example 2;

[0159] 2) Add 2.3 g (10 mmol) of dicyclohexylphosphine oxide to the reaction flask and dissolve it in 10 mL of DMF. Then, add 2.4 g (15 mmol) of CDI dissolved in 10 mL of DMF dropwise to the reaction flask. After stirring at 25 °C for half an hour, add 4.5 g (10 mmol) of intermediate 2, connect the reflux condenser, heat the reaction to 160 °C and reflux for 10 h to obtain the reaction mixture.

[0160] The reaction mixture was subjected to column chromatography to give 5.3 g of the compound, namely the multifunctional corrosion inhibitor I-22, in 80% yield.

[0161] An example reaction formula for the above reaction is shown below:

[0162] The structural analysis data of the multifunctional corrosion inhibitor I-22 are as follows:

[0163] High-resolution mass spectrometry: HRMS(ESI)[C 42 H 69 N3O2P] + The calculated value is 662.5748, and the test value is 662.5747.

[0164] MRI results: 1 H NMR (400MHz, CDCl3), δ 1 H NMR (400MHz, CDCl3) δ3.71-3.57(m,8H),3.46-2.88(m,4H),1.88-1.78(m,2H),1.64-1.41(m,20H),1.53-1.27(m,36H),0.88(t,J=7.2Hz,6H,2CH3).

[0165] Example 7

[0166] The preparation method of the multifunctional corrosion inhibitor in this embodiment includes the following steps:

[0167] 1) The intermediate was prepared by the method of Step 1) in Example 2;

[0168] 2) 1.9 g (10 mmol) of bis-chloroethyl phosphine oxide was taken in a reaction flask and dissolved in 10 mL of DMF, then 10 mL of DMF dissolved 2.4 g (15 mmol) of CDI was added dropwise to the reaction flask, after stirring the reaction at 25 °C for half an hour, 4.5 g (10 mmol) of intermediate 2 was added, a condensation reflux device was connected, and the reaction was heated to 160 °C and condensed refluxed for 10 h to obtain a reaction mixture.

[0169] The reaction mixture was column chromatographed to obtain 5.4 g of compound, i.e., multifunctional corrosion inhibitor I-23, with a yield of 87%.

[0170] The example reaction formula of the above reaction is as shown in the following formula:

[0171] The structure analysis data of multifunctional corrosion inhibitor I-23 are as follows:

[0172] High resolution mass spectrum: HRMS (ESI) [C 32 H 63 Cl2N3O2P] + The calculated value is 622.4029, and the tested value is 622.4031.

[0173] Nuclear magnetic test results: 1 H NMR (400 MHz, CDCl3), δ 3.70-3.47 (m, 8H), 3.64 (t, J = 7.2 Hz, 4H), 3.42-2.87 (m, 4H), 1.92 (t, J = 7.2 Hz, 4H), 1.53-1.27 (m, 36H), 0.88 (t, J = 7.2 Hz, 6H, 2CH3).

[0174] Example 8

[0175] The preparation method of the multifunctional corrosion inhibitor of the present example comprises the following steps:

[0176] 1) The intermediate was prepared by the method of Step 1) in Example 2;

[0177] 2) 1.9 g (10 mmol) of bis-chloroethyl phosphine oxide was taken in a reaction flask and dissolved in 10 mL of DMF, then 10 mL of DMF dissolved 2.4 g (15 mmol) of CDI was added dropwise to the reaction flask, after stirring the reaction at 25 °C for half an hour, 4.5 g (10 mmol) of intermediate 2 was added, a condensation reflux device was connected, and the reaction was heated to 160 °C and condensed refluxed for 10 h to obtain a reaction mixture.

[0178] The reaction mixture was subjected to column chromatography to obtain 5.1 g of compound I-24, i.e., the multifunctional corrosion inhibitor, at a yield of 92%.

[0179] The example reaction formula of the above reaction is shown in the following formula:

[0180] The structural analysis data of the multifunctional corrosion inhibitor I-24 are as follows:

[0181] High resolution mass spectrum: HRMS (ESI) [C 32 H 65 N3O2P] + The calculated value is 554.4809, and the tested value is 554.4808.

[0182] Nuclear magnetic test results: 1 H NMR (400 MHz, CDCl3), δ 3.72-3.47 (m, 8H), 3.41-2.86 (m, 4H), 1.72 (q, J = 7.2 Hz, 4H, 2CH2), 1.52-1.27 (m, 36H), 1.08 (t, J = 7.2 Hz, 6H, 2CH3), 0.88 (t, J = 7.2 Hz, 6H, 2CH3).

[0183] Example 9

[0184] The preparation method of the multifunctional corrosion inhibitor of the present example comprises the following steps:

[0185] 1) The intermediate was prepared by the method of step 1) in Example 2;

[0186] 2) 1.3 g (10 mmol) of dimethoxy phosphine oxide was taken into a reaction bottle and dissolved in 10 mL of DMF, then 10 mL of DMF-dissolved 2.4 g (15 mmol) of CDI was added dropwise to the reaction bottle, and after stirring at 25°C for half an hour, 4.5 g (10 mmol) of the intermediate 2 was added, a condensation reflux device was added, and the reaction was heated to 160°C for condensation reflux for 10 h to obtain a reaction mixture.

[0187] The reaction mixture was subjected to column chromatography to obtain 5.0 g of compound, i.e., the multifunctional corrosion inhibitor I-25, at a yield of 89%.

[0188] The example reaction formula of the above reaction is shown in the following formula:

[0189] The structural analysis data of the multifunctional corrosion inhibitor I-25 are as follows:

[0190] High resolution mass spectrum: HRMS (ESI) [C 30 H 61 N3O2P]+ Calculated 558.4394, found 558.4396.

[0191] NMR test results: 1 H NMR (400 MHz, CDC13), δ 7.77-7.74 (m, 4H, Ar), 7.51-7.47 (m, 6H, Ar), 3.77-3.46 (m, 8H), 3.40-2.84 (m, 4H), 1.53-1.26 (m, 36H), 0.88 (t, J = 7.2 Hz, 6H, 2CH3).

[0192] Example 10

[0193] The preparation method of the multifunctional corrosion inhibitor of the present example comprises the following steps:

[0194] 1) The intermediate was prepared by the method of step 1) in Example 2;

[0195] 2) 2.2 g (10 mmol) of diphenyl phosphine oxide was taken into a reaction bottle and dissolved in 10 mL of DMF, then 10 mL of DMF dissolved 2.4 g (15 mmol) of CDI was added dropwise to the reaction bottle, and after stirring at 25°C for half an hour, 4.5 g (10 mmol) of the intermediate 2 was added, and a condensation reflux device was added, and the reaction was heated to 160°C and condensed and refluxed for 10 h to obtain a reaction mixture.

[0196] The reaction mixture was column chromatographed to obtain 6.1 g of the compound, i.e., multifunctional corrosion inhibitor I-26, with a yield of 94%.

[0197] The example reaction formula of the above reaction is as shown in the following formula:

[0198] The structure analysis data of the multifunctional corrosion inhibitor I-26 are as follows:

[0199] High resolution mass spectrum: HRMS (ESI) [C 40 H 65 N3O2P] + Calculated 650.4809, found 650.4812.

[0200] NMR test results: 1 H NMR (400 MHz, CDC13), δ 7.77-7.74 (m, 4H, Ar), 7.51-7.47 (m, 6H, Ar), 3.77-3.46 (m, 8H), 3.40-2.84 (m, 4H), 1.53-1.26 (m, 36H), 0.88 (t, J = 7.2 Hz, 6H, 2CH3).

[0201] Comparative Example 1

[0202] An inhibitor scale inhibitor bactericide is composed of the following ingredients by weight:

[0203] Comparative Example 2

[0204] The inhibitor of Comparative Example 2 is composed of the following ingredients by weight:

[0205] Performance test

[0206] 1. Inhibition effect test: N80 steel is selected and placed in simulated water (main components are shown in Table 1), and the multifunctional inhibitor prepared in each example and the inhibitor scale inhibitor bactericide in the comparative example are added, under the conditions of temperature 40℃, carbon dioxide partial pressure 4MPa, autoclave static hanging piece for 7 days, wherein the concentration of the multifunctional inhibitor or the inhibitor scale inhibitor bactericide is 200ppm, the average weight loss is recorded as W1; under the same conditions, the average weight loss is recorded as W0; the inhibition rate is calculated. The calculation formula of the inhibition rate is as follows: Inhibition rate % = (W0-W1) / W0x100%.

[0207] Table 1 Main components of simulated water in inhibition effect test

[0208] 2. Scale inhibition effect test: reference is made to the scale inhibition rate test in Appendix A of QSY 126-2014 Technical Specification for Inhibitor Scale Inhibitor Bactericide for Oilfield Water Treatment, only the scale inhibition rate of calcium carbonate is evaluated. Specifically, after adding the multifunctional inhibitor in each example and the inhibitor scale inhibitor bactericide in the comparative example, the concentration of the multifunctional inhibitor or the inhibitor scale inhibitor bactericide is 200ppm, and the scale inhibition rate is tested.

[0209] 3. Bactericidal effect test: reference is made to SY / T0532-2012 Bactericidal Effect Test: reference is made to SY / T0532-2012 Bactericidal Analysis Method for Oilfield Injection Water by Absence Dilution Method, the initial bacteria amount is determined, the bacteria liquid is contacted with the medicament for 1 hour, the bacteria amount at the end of the experiment is determined, and the bactericidal rate is calculated, and the medicament concentration is 200ppm. The calculation formula of the bactericidal rate is as follows:

[0210] Bactericidal rate % = (initial bacteria amount-end bacteria amount) / initial bacteria amountx100%.

[0211] Table 2 shows the performance of the multifunctional inhibitor in Examples 1-10 and the inhibitor scale inhibitor bactericide in Comparative Examples 1-2.

[0212] Table 2 Performance of multifunctional inhibitor in Examples 1-10 and inhibitor scale inhibitor bactericide in Comparative Examples 1-2

[0213] As can be seen from Table 2, compared with Comparative Example 1-2, the multifunctional corrosion inhibitor provided by the application has excellent corrosion inhibition, scale inhibition and sterilization functions, and can avoid the compatibility problems and antagonistic effects caused by the addition of various chemical agents.

[0214] Finally, it should be noted that: the above embodiments are only used to illustrate the technical solutions of the application, but not to limit them; although the application has been described in detail with reference to the foregoing embodiments, those skilled in the art should understand that: it can still modify the technical solutions recorded in the foregoing embodiments, or make equivalent replacement for part or all of the technical features; and these modifications or replacements do not make the essence of the corresponding technical solutions deviate from the scope of the technical solutions of the embodiments of the application.

Claims

1. A multifunctional corrosion inhibitor characterized in that, The multifunctional corrosion inhibitor has a structure shown in Formula I: wherein R 1 represents at least one of hydrogen, deuterium and an alkyl group; R 2 and R 3 each independently represent at least one of hydrogen, deuterium, a halogen, a hydroxyl group, a carbonyl group, a carboxyl group, an ester group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, and a substituted or unsubstituted aryl group.

2. The multifunctional corrosion inhibitor according to claim 1, wherein The R 1 It is at least one of alkyl groups having 1 to 20 carbon atoms.

3. The multifunctional corrosion inhibitor according to claim 1 or 2, characterized in that, R 2 and R 3 wherein the halogen is at least one of F, Cl and Br.

4. The multifunctional corrosion inhibitor according to claim 1 or 2, characterized in that, R 2 and R 3 Among them, the alkoxy group is at least one of an alkoxy group having 1 to 10 carbon atoms.

5. The multifunctional corrosion inhibitor according to claim 1 or 2, wherein R 2 and R 3 In the formula, the alkyl group is at least one of a linear or branched alkyl group having 1 to 10 carbon atoms or a cycloalkyl group having 3 to 30 carbon atoms.

6. The multifunctional corrosion inhibitor according to claim 1 or 2, wherein R 2 and R 3 Among them, the aryl group is at least one of aryl groups having 6 to 30 carbon atoms.

7. The multifunctional corrosion inhibitor according to claim 1 or 2, wherein R 2 and R 3 is at least one of substituted alkyl, substituted alkoxy, and substituted aryl, the substituents being at least one of deuterium, halogen, hydroxyl, cyano, carbonyl, carboxyl, ester, aryl, trifluoromethyl, aldehyde, alkyl, and alkoxy.

8. The multifunctional corrosion inhibitor of claim 1, wherein, The multifunctional corrosion inhibitor has at least one of the structures shown in Formulae I-1 to I-26:

9. A process for the preparation of the multifunctional corrosion inhibitor as claimed in any one of claims 1 to 8, characterized in that, The method comprises the following steps: Step 1) reacting an organic carboxylic acid R 1 COOH and N-(2-aminoethyl)-ethane-1,2-diamine in a first organic solvent at 100-150 °C, followed by a dehydration cyclization reaction at 180-200 °C to obtain an intermediate; wherein the intermediate has a structure shown in Formula A; Step 2) reacting the organic phosphorus carboxylic acid with a condensation reagent in a second organic solvent, then adding the intermediate obtained in step 1) to perform a reflux reaction to obtain the multifunctional corrosion inhibitor.

10. The method of claim 9, wherein, in said step 1) is an organic carboxylic acid R 1 The molar ratio of COOH to N-(2-aminoethyl)-ethane-1,2-diamine is (2.0-2.2):

1.

11. The preparation method according to claim 9, characterized in that, In the step 1), the organic carboxylic acid R 1 COOH, R 1 is at least one of hydrogen, deuterium and alkyl.

12. The method of claim 9, wherein, In step 2), the condensation reagent comprises at least one of N,N'-carbonyldiimidazole, dicyclohexyl carbodiimide, diisopropyl carbodiimide and 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide. The organic phosphorus carboxylic acid has the following formula B: wherein R 2 and R 3 each independently represents at least one of hydrogen, deuterium, a halogen, a hydroxyl group, a carbonyl group, a carboxyl group, an ester group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, and a substituted or unsubstituted aryl group; The molar ratio between the organic phosphorus carboxylic acid, the condensation reagent and the intermediate is 1:(1-1.6):

1.

13. The preparation method according to claim 9, characterized in that, In step 1), the first organic solvent comprises at least one of p-xylene, m-xylene, mesitylene, N,N-dimethylformamide and dimethyl sulfoxide. In step 2), the second organic solvent comprises at least one of N,N-dimethylformamide and dimethyl sulfoxide.

14. The method of claim 9, wherein, In step 1), the organic carboxylic acid R1COOH and N-(2-aminoethyl)-ethane-1,2-diamine are reacted in the first organic solvent at 100-150°C, and after the raw materials are completely consumed, a dehydration and cyclization reaction is performed at 180-200°C to obtain the intermediate.

15. The production method according to claim 9 or 14, characterized by, In step 1), after the dehydration and cyclization reaction at 180-200°C, the obtained dehydration and cyclization product is subjected to column chromatography to obtain the intermediate.

16. The method of claim 9, wherein, In step 2), the organic phosphorus carboxylic acid and the condensation reagent are reacted in the second organic solvent at 20-30°C.

17. The preparation method according to claim 9, characterized in that, In step 2), the reflux reaction is performed at a temperature of 155-180°C.

18. The method of claim 9, wherein, In step 2), after the reflux reaction is completed, the reflux product is subjected to column chromatography to obtain the multifunctional corrosion inhibitor.

19. A functional composition, characterized in that, The multifunctional corrosion inhibitor of any one of claims 1-8, or the multifunctional corrosion inhibitor prepared by the preparation method of any one of claims 9-18.

20. Use of the functional composition of claim 19 in the field of carbon dioxide oil or gas displacement.

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