CN111718298A - Imidazoline derivative, synthesis method and application thereof - Google Patents

Imidazoline derivative, synthesis method and application thereof Download PDF

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CN111718298A
CN111718298A CN202010340495.8A CN202010340495A CN111718298A CN 111718298 A CN111718298 A CN 111718298A CN 202010340495 A CN202010340495 A CN 202010340495A CN 111718298 A CN111718298 A CN 111718298A
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imidazoline
synthesizing
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corrosion
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冷曼希
王新评
郑性能
叶正荣
鲁兴宇
傅伟强
冉飞
王浩祺
随明明
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Southwest Petroleum University
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C07D233/08Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
    • C07D233/12Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D233/16Radicals substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F5/00Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
    • C02F5/08Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
    • C02F5/10Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
    • C02F5/12Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23FNON-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
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting 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
    • C23F11/14Nitrogen-containing compounds
    • C23F11/149Heterocyclic compounds containing nitrogen as hetero atom

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Abstract

The invention belongs to the technical field of derivative synthesis, and discloses an imidazoline derivative, a synthesis method and application thereof, and synthesis of an imidazoline intermediate. Selecting appropriate organic acid starting materials to determine the different R1 alkyl structures; determining the basic structural characteristics of the five-membered ring imidazoline by selecting polyethylene polyamine; synthesizing imidazoline derivant, selecting certain structural group to form hydrophilic group R2. The invention relates to imidazoline derivative molecules with different structures, in particular to a synthesis method of novel monocyclic imidazoline and polycyclic imidazoline molecules; 5-8 molecular structures of the novel imidazoline derivatives are expected to be completed, and innovations of synthetic methods such as cyclization, modification and coupling of the imidazoline derivatives are realized. The invention further deepens the understanding of the corrosion inhibition mechanism by the synergistic effect of the corrosion inhibitor monomers and the understanding of the synergistic rule. According to the molecular structure, the invention deeply researches the synergistic effect from the interface adsorption kinetics, finds the synergistic rule and realizes the innovation of the compounding technology.

Description

Imidazoline derivative, synthesis method and application thereof
Technical Field
The invention belongs to the technical field of derivative synthesis, and relates to an imidazoline derivative, a synthesis method and application thereof.
Background
At present, the middle-aged development of oil and gas fields in China treats over 10 hundred million parts of oil field sewage. Some of the produced water from these wells is treated with wastewater and then re-injected into the formation. The oil field sewage contains mineral salt and dissolved gas (CO)2、 H2S、O2Etc.), microorganisms (iron bacteria, sulfate reducing bacteria, saprophytic bacteria, etc.), and injection chemicals (polyacrylamide, surfactants, etc.), etc., which together constitute the corrosive component to the iron alloy. The oil field sewage is generally purified and reinjected through equipment such as an oil skimmer, a filter, a pressure pump, a water injection pump and the like, and in the processes, pipelines and equipment are often corroded, normal production of oil gas is seriously influenced, and huge economic loss is caused. In the current sewage treatment process, a certain amount of corrosion inhibitor is generally added to prevent the corrosion of sewage to pipeline equipment.
The oil field sewage treatment corrosion inhibitor used at home and abroad mainly comprises inorganic corrosion inhibitors and inorganic corrosion inhibitors. The inorganic corrosion inhibitor mainly comprises phosphate, arsenic-containing compound, dichromate, nitrite and the like. The organic corrosion inhibitor mainly comprises nitrogen-containing corrosion inhibitors (imidazoline derivatives, quaternary ammonium salts, amides and the like), oxygen-containing corrosion inhibitors (urea, carboxylic acid, aldehyde, ketone, alcohol, phenol and derivatives thereof), phosphorus-containing corrosion inhibitors (organic phosphoric acid and phosphate ester) and sulfur-containing corrosion inhibitors (thioether, mercaptan, thiourea and derivatives thereof). The most used is the compound corrosion inhibitor taking imidazoline derivatives as main agents, and the corrosion inhibitor accounts for more than 90% of the mass of the oil field consumption corrosion inhibitor. The indexes of the domestic several main oil field sewage treatment corrosion inhibitors are as follows:
name of article Principal Components Dosage, mg/l Corrosion rate, mm/a Corrosion inhibition rate% Price, yuan
NY-HGA Imidazoline derivatives 40 ≤0.064 >70 7500
BS-C677 Cationic imidazolines 50 ≤0.076 >70 7500
GHH-08 Imidazoline derivatives 50 ≤0.076 >70 8000
WK-108 Imidazoline derivatives 100 ≤0.076 >80 7500
The current commercial corrosion inhibitor for oilfield sewage treatment has the main problems that: 1) the corrosion rate is high. In order to meet the requirements of oil and gas field development, the corrosion rate of A3 steel in simulated sewage added with the corrosion inhibitor is generally required to be less than 0.040mm/a, and the corrosion inhibition rate is less than 70.0%. Most of the corrosion inhibitors actually used in the existing oil fields are difficult to meet the requirement. 2) It is difficult to meet the requirements of different oil fields. Different oil and gas fields have different requirements on corrosion rate and corrosion inhibition rate due to stratum conditions and water quality difference. Corrosion inhibitors that meet the requirements of corrosion rate, corrosion inhibition rate and pitting corrosion rate are in urgent need of development. 3) The corrosion inhibitor has higher price. In order to meet the requirements of corrosion rate and corrosion inhibition rate, the use concentration of some corrosion inhibitors is increased, and the treatment cost of oilfield sewage is greatly increased. 4) Part of the corrosion inhibitor contains substances harmful to the environment, which easily causes the problem of environmental pollution and does not accord with the sustainable development concept of green and environmental protection.
Through the above analysis, the problems and defects of the prior art are as follows: the existing commercial corrosion inhibitor for oilfield sewage treatment has insufficient corrosion inhibition efficiency and is difficult to meet the requirements of different oilfields; the corrosion inhibitor is high in price and has a certain negative effect on the environment, for example, the corrosion inhibitor containing P, S element can cause water pollution caused by the eutrophication of a sodium environment water area to promote the growth of phycomycetes and land pollution caused by the undegradability of the corrosion inhibitor, and the like, which can destroy the ecological balance.
The difficulty in solving the above problems and defects is:
1. the corrosion inhibition effect of the corrosion inhibitor is directly related to raw materials and a production process thereof, and most of high-quality raw materials and excellent production conditions tend to be expensive and non-environment-friendly.
2. In order to ensure the high efficiency of the corrosion inhibitor under certain conditions, the corrosion inhibitor is often specific, and the corrosion inhibitor is difficult to be compatible with various environmental conditions
The significance of solving the problems and the defects is as follows: in order to meet the requirements of oil and gas field development, the consumption of the corrosion inhibitor is huge every year, the price of the corrosion inhibitor used in the domestic market is more than 7500 yuan nowadays, the corrosion inhibitor designed by the invention has cheap raw materials, simpler synthesis process and lower production cost than other corrosion inhibitors, the comprehensive cost performance can exceed the economic cost of sewage treatment of oil and gas field development every year, and the corrosion inhibitor is suitable for the oil and gas field development. The imidazoline derivative provided by the invention does not contain P, S and other elements harmful to the environment, is an environment-friendly corrosion inhibitor, and conforms to the concept of sustainable development.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides an imidazoline derivative, a synthetic method and an application thereof.
The invention is realized in such a way that the imidazoline derivative is synthesized by the method, the imidazoline derivative is corroded for 4 hours under the conditions that the corrosion temperature is 60 ℃, the mass fraction of hydrochloric acid is 15%, the corrosion object is N80 steel sheet and the normal pressure condition, the corrosion inhibition rate is over 90%, the imidazoline derivative has better solubility, and the imidazoline derivative forms a film on the surface of the steel sheet and is stably adsorbed. The imidazoline derivatives are synthesized by selecting appropriate organic acid starting materials to determine different hydrophobic groups R1 alkyl (mainly composed of a plurality of atoms with nonpolar structures and chemical bonds, such as
Figure BDA0002468291530000031
) Structure; determining the basic structural characteristics of the five-membered ring imidazoline by selecting polyethylene polyamine; synthesis of imidazoline derivatives by selecting certain structural groups and appropriate reaction conditions to form hydrophilic group R2
Figure BDA0002468291530000032
Further, the synthetic method of the imidazoline derivative comprises the following steps:
in the first step, imidazoline intermediate synthesis. Heating oleic acid to 160 ℃ in a reaction vessel, adding triethylene tetramine and xylene according to the molar ratio, and carrying out amidation reaction for three hours; and (3) heating to 230 ℃, dehydrating and cyclizing for three hours (during which a water separator is used for separating xylene and water), and cooling to room temperature to obtain the imidazoline intermediate.
And secondly, synthesizing imidazoline derivatives. Adding the imidazoline intermediate into a reaction vessel, heating to 95 ℃, adding acetophenone, dripping hydrochloric acid into formaldehyde, and adding the intermediate and the acetophenone reaction system; the imidazoline derivative with dark red brown viscosity can be obtained after the reaction for 5 hours at the temperature of 95 ℃.
Another object of the present invention is to provide an imidazoline derivative synthesized by the above method for synthesizing an imidazoline derivative, wherein the molecular structure of the imidazoline derivative comprises 5 to 8 molecules; the molecular structure of the imidazoline derivative is as follows:
Figure BDA0002468291530000041
an alkyl group connected to a five-membered ring in a molecular structure is a hydrophobic nonpolar group, an R2 group connected to a nitrogen atom contains an oxygen atom with electronegativity which is a hydrophilic polar group, and the oxygen atom in the group has unshared lone-pair electrons to form a coordinate bond with metal and is adsorbed on the surface of the metal; the carbon-oxygen double bond and the benzene ring can supply electrons on the metal surface in a coordination bond mode to form more effective chemical adsorption. Wherein the chemical parameters are as follows: formula C20H35N3O
Exact Mass:333.28
Mol.Wt:333.52
Elem.Anal.:C,72.03 H,10.58 N,12.6 O,4.8
m/z:333.28(100%) 334.28(23.18%) 335.28(2.77%)
It is another object of the present invention to provide a corrosion inhibitor prepared from the imidazoline derivative.
Another object of the present invention is to provide a method for treating wastewater using the corrosion inhibitor.
Another object of the present invention is to provide a method for preventing corrosion of pipeline equipment by sewage using the corrosion inhibitor.
By combining all the technical schemes, the invention has the advantages and positive effects that: in the synthesis process, the understanding and controlling of the catalytic effect of the dimethylbenzene and the hydrochloric acid have obvious influence on the effect of the final finished product. The imidazoline derivative is modified through Mannich reaction on the basis of synthesizing imidazoline, and the obtained corrosion inhibitor finished product gives consideration to properties of imidazoline and Mannich to a certain extent, so that the corrosion inhibition mechanism innovation is realized. The molecular structure of imidazoline derivatives has a determining effect on corrosion inhibition (corrosion rate, corrosion inhibition rate and pitting corrosion rate according to A3 steel). The invention forms the relationship between the molecular structure of the imidazoline derivative and the corrosion inhibition, realizes the law of the relationship between the molecular structure of the imidazoline derivative and the corrosion inhibition, deepens the understanding of the corrosion inhibition mechanism and forms theoretical innovation.
The invention relates to imidazoline derivative molecules with different structures, in particular to a synthesis method of novel monocyclic imidazoline and polycyclic imidazoline molecules; 5-8 molecular structures of the novel imidazoline derivatives are expected to be completed, in the synthesis process, imidazoline synthesis and Mannich reaction are improved by matching the addition time of catalysts such as p-xylene and hydrochloric acid and a method of temperature regulation, the structure and the property of a final product are influenced, and innovation of synthesis methods such as cyclization, modification and coupling of the imidazoline derivatives is realized.
The invention further deepens the understanding of the corrosion inhibition mechanism by the synergistic effect of the corrosion inhibitor monomers and the understanding of the synergistic rule. According to the molecular structure, the invention deeply researches the synergistic effect from the interface adsorption kinetics, finds the synergistic rule and realizes the innovation of the compounding technology.
Drawings
FIG. 1 is a flow chart of a synthetic method of imidazoline derivatives provided by the embodiments of the present invention.
Fig. 2 is a flow chart of synthesis condition optimization of a high cost-effective structure in the screened imidazoline derivative by an orthogonal test.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following 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.
Aiming at the problems in the prior art, the invention provides an imidazoline derivative, a synthetic method and an application thereof, and the invention is described in detail with reference to the accompanying drawings.
The imidazoline derivative provided by the embodiment of the invention has the following molecular structure:
Figure BDA0002468291530000051
the alkyl group connected to the five-membered ring in the molecular structure is a hydrophobic nonpolar group, the R2 group connected to the nitrogen atom contains an oxygen atom with electronegativity and is a hydrophilic polar group, and the oxygen atom in the group has unshared lone-pair electrons to form a coordination bond with the metal and is adsorbed on the surface of the metal. The carbon-oxygen double bond and the benzene ring can supply electrons in a form of coordination bond on the surface of the metal to form more effective chemical adsorption. Wherein the chemical parameters are as follows: formula C20H35N3O
Exact Mass:333.28
Mol.Wt:333.52
Elem.Anal.:C,72.03 H,10.58 N,12.6 O,4.8
m/z:333.28(100%) 334.28(23.18%) 335.28(2.77%)
As shown in fig. 1, the method for synthesizing imidazoline derivatives provided by the embodiment of the present invention includes the following steps:
s101: synthesizing imidazoline intermediate. Heating oleic acid to 160 ℃ in a reaction vessel, adding triethylene tetramine and xylene in a molar ratio of 1: 1.2: 1.2, amidation reaction for three hours; heating to 230 ℃, dehydrating and cyclizing for three hours (during which xylene and water are separated out by using a water separator), and cooling to room temperature to obtain the imidazoline intermediate.
S102: and (3) synthesizing imidazoline derivatives. Adding the imidazoline intermediate into a reaction vessel, heating to 95 ℃, adding acetophenone, dripping hydrochloric acid into formaldehyde, and adding the intermediate and the acetophenone reaction system; the imidazoline derivative with dark red brown viscosity can be obtained after the reaction for 5 hours at the temperature of 95 ℃.
The embodiment of the invention provides a synthetic method of an imidazoline derivative, and the imidazoline derivative is synthesized from an imidazoline intermediate. Selecting appropriate organic acid starting materials to define different R1 alkyl structures; determining the basic structural characteristics of the five-membered ring imidazoline by selecting polyethylene polyamine; synthesis of imidazoline derivatives, groups with certain structures are selected to form a hydrophilic group R2.
The technical solution of the present invention is further described with reference to the following specific examples.
The imidazoline derivative structure of the embodiment of the invention is related to corrosion inhibition. Mainly determines various molecular structures of imidazoline derivatives with corrosion inhibition performance, carries out corrosion inhibition evaluation, and further determines the relationship between the molecular structures and the corrosion inhibition performance. Synthesizing and evaluating a series of imidazoline derivatives, synthesizing an imidazoline corrosion inhibitor structure with excellent corrosion inhibition performance, optimizing synthesis conditions, completing structural characterization, and evaluating corrosion inhibition. The method comprises the steps of synthesizing a series of imidazoline derivatives, and performing field test on commercial corrosion inhibitors. And (3) carrying out process design according to optimized synthesis conditions in a laboratory, realizing industrial production of the target imidazoline derivative, and carrying out field test after compounding pilot products.
The molecular structure and corrosion inhibition performance of the imidazoline derivative disclosed by the embodiment of the invention are in relation, and the theoretical guidance can be provided for selecting an imidazoline derivative monomer of the corrosion inhibitor by mastering the relation rule. Synthesizing and characterizing a series of imidazoline derivatives. Appropriate reactants and synthesis conditions are selected, and a series of imidazoline derivatives are synthesized and structurally characterized. A synthesis condition optimization technology for a series of efficient imidazoline derivatives. According to the requirements of corrosion inhibition performance and production cost of the imidazoline derivative, on the premise of meeting main technical indexes of a project, optimized synthesis conditions are provided for process design.
According to the invention, through the synthesis of the molecular structure of the systematic corrosion inhibitor and the evaluation of the corrosion inhibition performance of the systematic corrosion inhibitor, the relation rule of the molecular structure and the corrosion inhibition performance of the oxazoline derivative is mastered, and theoretical guidance is provided for the structure screening of the corrosion inhibitor. As shown in FIG. 2, the cost-effective structure in the screened imidazoline derivative is subjected to synthesis condition optimization by an orthogonal test.
The imidazoline derivatives of the embodiments of the present invention are structurally preferred. 1) The structure and the actual using effect of various corrosion inhibitors for oil field sewage treatment in the current market are analyzed, and the relationship between the structure and the corrosion inhibition performance (corrosion rate, corrosion inhibition rate and pitting corrosion rate) of imidazoline corrosion inhibitors is researched. Meanwhile, the relation between the structure and the corrosion inhibition of the imidazoline corrosion inhibitor is analyzed by adopting a Density Functional Theory (DFT). The relationship between the structure and the corrosion inhibition of the imidazoline corrosion inhibitor is determined together. 2) According to the relationship between the structure and the performance and the requirement of reference cost, the imidazoline derivatives are determined as the target object for synthesis and corrosion inhibition evaluation.
The imidazoline target compound provided by the embodiment of the invention is synthesized and evaluated. 1) Synthesizing imidazoline intermediate. Appropriate organic acid starters were selected to identify the different R1 alkyl structures. The basic structural characteristics of the five-membered ring imidazoline are determined by selecting polyethylene polyamine. 2) And (3) synthesizing imidazoline derivatives. The group with a certain structure is selected to form a hydrophilic group R2, and coupling modification in the imidazoline modification process is particularly considered. 3) Evaluation of imidazoline derivatives. Corrosion rate measurements were performed as per Q/SYTZ 0178-. The corrosion inhibition rate and the pitting corrosion rate are measured according to the requirements of Q/SHCG 40-2012. 4) And analyzing the relationship between the imidazoline derivative structure and corrosion inhibition. And analyzing the relationship between the molecular structure and the corrosion inhibition according to the corrosion inhibition evaluation data, and providing a guiding principle of imidazoline corrosion inhibitor structure selection.
The technical effects of the present invention will be described in detail with reference to the experiments.
The high-efficiency imidazoline derivative laboratory synthesis and process optimization provided by the embodiment of the invention. 1) Laboratory synthesis protocol. Synthesizing the screened imidazoline derivative as a target substance. The optimized synthesis conditions (such as feeding ratio, water diversion agent dosage, catalyst, reaction temperature, reaction time and the like) of laboratory synthesis are obtained through orthogonal experiments. 2) And (4) purifying the composition and performing structural characterization. Purifying by extraction and chromatographic separation, and analyzing by infrared spectrum, ultraviolet spectrum, nuclear magnetic resonance spectrum, etc. 3) And (5) designing a process. The design scheme of a laboratory is amplified, the technological parameters are optimized in the production process, and the actual production technological parameters are determined. d) Production pilot plant. And carrying out pilot scale according to design process parameters.
Imidazoline corrosion inhibitors of the examples of the invention were tested in the field. 1) Imidazoline derivatives are prepared in pilot plant. The imidazoline derivatives are compounded according to the synergistic action rule, and the corrosion inhibitor of the pilot-scale product is produced for field test. 2) And (4) field test. And contacting units such as a Tarim oil field command department, a Jiangsu oil field engineering institute, a Shengli oil field research institute and the like to perform indoor evaluation and field test and collect analysis test data.
The above description is only for the specific embodiments of the present invention, but the scope of the present invention is not limited thereto, and any modification, equivalent replacement, and improvement made by those skilled in the art within the technical scope of the present invention disclosed in the present invention should be covered within the scope of the present invention.

Claims (10)

1. A method for synthesizing an imidazoline derivative, comprising:
step one, synthesizing an imidazoline intermediate, namely heating oleic acid in a reaction vessel, adding triethylene tetramine and xylene, and carrying out amidation reaction; heating, dehydrating, cyclizing, and cooling to room temperature to obtain imidazoline intermediate;
secondly, synthesizing imidazoline derivatives, namely adding an imidazoline intermediate into a reaction container, heating, adding acetophenone, dripping hydrochloric acid into formaldehyde, and then adding the intermediate and an acetophenone reaction system; the imidazoline derivative with dark reddish brown sticky shape is obtained by the reaction.
2. The method of synthesizing the imidazoline derivative of claim 1 wherein the first step heats oleic acid to 160 ℃ in a reaction vessel.
3. The method for synthesizing imidazoline derivatives according to claim 1, wherein oleic acid, triethylene tetramine, and xylene are added in the first step in a molar ratio of 1: 1.2: 1.2, amidation reaction for 3 hours.
4. The method for synthesizing imidazoline derivatives according to claim 1, wherein the first step is heating to 230 ℃, dehydrating and cyclizing for three hours; xylene and water were separated using a water separator.
5. The method for synthesizing an imidazoline derivative according to claim 1, wherein in the second step, the imidazoline intermediate is added into a reaction vessel, the temperature is raised to 95 ℃, acetophenone is added, hydrochloric acid is dropped into formaldehyde, and then the intermediate and acetophenone are added into a reaction system; the imidazoline derivative with dark red brown viscosity can be obtained after the reaction for 5 hours at the temperature of 95 ℃.
6. The method of synthesizing imidazoline derivatives of claim 1 wherein the method of synthesizing imidazoline derivatives selects appropriate organic acid starting materials to define different R1 alkyl structures; determining the basic structural characteristics of the five-membered ring imidazoline by selecting polyethylene polyamine; the synthesis of imidazoline derivant selects certain structural group and proper reaction condition to form hydrophilic group R2; r1 alkyl
Figure FDA0002468291520000011
Hydrophilic radical R2
Figure FDA0002468291520000012
7. An imidazoline derivative synthesized by the method for synthesizing an imidazoline derivative according to claim 1, wherein the imidazoline derivative has a molecular structure of 5 to 8; the molecular structure of the imidazoline derivative is as follows:
Figure FDA0002468291520000021
in a molecular structure, an alkyl group connected with a five-membered ring is a hydrophobic nonpolar group, an R2 group connected with a nitrogen atom contains an oxygen atom with electronegativity and is a hydrophilic polar group, and the oxygen atom in the group has unshared lone-pair electrons to form a coordinate bond with metal and is adsorbed on the surface of the metal; the carbon-oxygen double bond and the benzene ring can supply electrons in a form of coordination bond on the surface of the metal to form more effective chemical adsorption.
8. A corrosion inhibitor prepared from the imidazoline derivative of claim 7.
9. A method for treating wastewater using the corrosion inhibitor of claim 8.
10. A method for preventing corrosion of pipeline equipment by sewage using the corrosion inhibitor of claim 8.
CN202010340495.8A 2020-04-26 2020-04-26 Imidazoline derivative, synthesis method and application thereof Pending CN111718298A (en)

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陈敏,等: "油酸基咪唑啉类缓蚀剂的合成及其缓蚀性能评价", 《石化技术与应用》 *

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Application publication date: 20200929