CN105506643A - Polymerized imidazoline corrosion inhibitor and preparation method thereof - Google Patents
Polymerized imidazoline corrosion inhibitor and preparation method thereof Download PDFInfo
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- CN105506643A CN105506643A CN201510961991.4A CN201510961991A CN105506643A CN 105506643 A CN105506643 A CN 105506643A CN 201510961991 A CN201510961991 A CN 201510961991A CN 105506643 A CN105506643 A CN 105506643A
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- maleic anhydride
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- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/173—Macromolecular compounds
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- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
The invention relates to a polymerized imidazoline corrosion inhibitor and a preparation method thereof. The corrosion inhibitor is obtained through carrying out esterification reaction on styrene-maleic anhydride copolymer and fatty alcohol to generate a semi-esterified maleic anhydride product, and then reacting residual carboxyl with polyamine. In the total mass of all the reactants, the styrene-maleic anhydride copolymer accounts for 20% to 50%, the fatty alcohol accounts for 10% to 40%, the polyamine accounts for 2% to 20%, a catalyst accounts for 0.001% to 0.5%, butanone accounts for 15% to 80%, and the sum of the mass percents of all the reactants is 100%. According to the polymerized imidazoline corrosion inhibitor provided by the invention, a molecular structure contains a lot of imidazoline groups and hydrophobic long alkyl chains, so that the corrosion inhibition performance can be obviously improved; the preparation method is simple and easy to operate; and the polymerized imidazoline corrosion inhibitor still has excellent corrosion inhibition performance under strongly acidic conditions, and the performance requirement of first-class products in the industrial standard is totally met.
Description
Technical field
The present invention relates to a kind of polymerization imidazoline inhibitor and preparation method thereof.This inhibiter is particularly suitable for the corrosion prevention of oil field flood pattern, field produces water system, acidification of oil field operating system.
Background technology
There is the phenomenon of corrosion very generally in the facility such as platform, jacket, pipeline of oil-gas field, according to statistics, petroleum industry accounts for 3 ~ 6% of its output value, the seriousness of visible corrosion harmfulness because corroding the loss caused every year.Add inhibiter to be oil-gas mining, to collect defeated link and to alleviate or the one of avoiding pipe interior corrode is conventional and effective means.Domestic scientific research and the product development starting inhibiter from the eighties in last century, has had the inhibiter manufacturer of tens different scales at present, and product ripe on market is also hundreds and thousands of.The inhibition mechanism major part of these products is absorption film-forming, and namely inhibitor molecular film forming after absorption occurs in metallic surface plays covering effect, slows down or avoids the corrosion electrochemistry reactions such as liberation of hydrogen to occur.Their large multipotencys under common oil field operating condition condition produce good preservative effect; but when running into some bad working environments; such as high flow rate (more than 5m/s), acidizing treatment, High Temperature High Pressure etc.; the corrosion inhibition of corrosion inhibitor product just can be had a greatly reduced quality; under major cause is mal-condition, inhibitor molecular desorption speed is obviously accelerated, thus can not available protecting metallic surface.
A large amount of researcher is still had to study the solution of inhibiter as etching problem under mal-condition of various new texture at present both at home and abroad, such as, in an inhibitor molecular, introduce two imidazoline groups form so-called bi-imidazoline, in the structures such as main body tetrahydroglyoxaline, Schiff's base, introduce different hydrophobic chains etc., under the prerequisite of formulation optimization, these methods can improve the corrosion mitigating effect of product, but the limited extent improved; Designing and developing more efficient inhibiter is the target that numerous researcher pursues always.In open source literature data, all imidazoline corrosion inhibitor molecular structures are 1 ~ 2 tetrahydroglyoxaline ring, and polymer class inhibiter is mostly traditional hydrophilic polymer.Different from these conventional inhibitor structures, containing the imidazoline group of more than 3 on each macromolecular chain of polymerization imidazoline corrosion inhibitor, the adsorptive power of product in metallic surface can be strengthened, thus improve corrosion inhibition.The open CN103469211A " a kind of Polymeric imidazoline corrosion inhibitor and preparation method thereof " of Chinese patent describes and adopts acrylic acid oligomer to react with organic polyamine the method generating and be polymerized tetrahydroglyoxaline, and the polymerization imidazoline inhibitor obtained has good inhibition efficiency; The open CN104762625A of Chinese patent " one birds of the same feather flock together mould assembly imidazoline inhibitor and preparation method thereof " adopts di-carboxylic acid to react to generate with polyamine and be polymerized tetrahydroglyoxaline, and a large amount of imidazoline groups is on main polymer chain.The Corrosion Protection of these inhibiter still can not meet the requirement of harsh corrosive environment.
Summary of the invention
The object of the invention is: a kind of polymerization imidazoline inhibitor improving anti-corrosion erosion performance is provided.
The technical scheme realizing the object of the invention is: a kind of polymerization imidazoline inhibitor, it is characterized in that, this inhibiter carries out esterification by styrene-maleic anhydride copolymer and fatty alcohol to generate maleic anhydride half-ester product, then remaining carboxyl and polyamines is utilized to be obtained by reacting, in all reactant total masses, styrene-maleic anhydride copolymer accounts for 20% ~ 50%, fatty alcohol accounts for 10% ~ 40%, polyamines accounts for 2% ~ 20%, catalyzer accounts for 0.001% ~ 0.5%, butanone accounts for 15% ~ 80%, and above-mentioned all reactant sums are 100%.
The molecular structural formula of above-mentioned polymerization imidazoline inhibitor is as follows:
In formula:
X=5 ~ 800, y=5 ~ 800, z=5 ~ 800, and z≤y;
n＝4～18；
R is H ,-CH
2cHOH ,-(C
2h
4)
i(NH
2)
jh, wherein i=1 ~ 6, j=i+1.
In above-mentioned polymerization imidazoline inhibitor, described styrene-maleic anhydride copolymer, refer to the multipolymer obtained by radical polymerization by vinylbenzene and maleic anhydride two kinds of monomers, the mol ratio of vinylbenzene and maleic anhydride is 1:1 ~ 3:1, this multipolymer is 1000 ~ 100000g/mol by the number-average molecular weight that gel permeation chromatography records, molecular weight distribution index is 1.1 ~ 3.0, and acid number is 100 ~ 400mgKOH/g.
In above-mentioned polymerization imidazoline inhibitor, described fatty alcohol is one or more in propyl carbinol, Pentyl alcohol, n-Octanol, isooctyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol.
In above-mentioned polymerization imidazoline inhibitor, described polyamines is one or more in quadrol, hydroxyethylethylene diamine, diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene seven amine; Described catalyzer is the one in tosic acid, Dimethylamino pyridine, dibutyl tin dilaurate.
Another object of the present invention is: provide a kind of preparation method improving the polymerization imidazoline inhibitor of anti-corrosion performance, simple to operation, constant product quality.
The technical scheme realizing another object of the present invention is: a kind of preparation method of above-mentioned polymerization imidazoline inhibitor, and it is characterized in that, concrete preparation process is as follows:
(1) add butanone, styrene-maleic anhydride copolymer in a kettle., be heated to styrene-maleic anhydride copolymer and dissolve, be warming up to 85 DEG C, add fatty alcohol and catalyzer again, constant temperature after 2 hours, adds polyamines 85 DEG C of reactions, continues reaction 1 hour;
(2) after steaming butanone from the material that step (1) obtains, temperature is controlled be 150 DEG C and react 1 hour, then continue to be warming up to 200 DEG C and after reacting 1 hour, cooling discharge, is polymerization imidazoline inhibitor.
In above-mentioned polymerization imidazoline inhibitor preparation method, described styrene-maleic anhydride copolymer, refer to the multipolymer obtained by radical polymerization by vinylbenzene and maleic anhydride two kinds of monomers, the mol ratio of vinylbenzene and maleic anhydride is 1:1 ~ 3:1, this multipolymer is 1000 ~ 100000g/mol by the number-average molecular weight that gel permeation chromatography records, molecular weight distribution index is 1.1 ~ 3.0, and acid number is 100 ~ 400mgKOH/g.
In above-mentioned polymerization imidazoline inhibitor preparation method, described fatty alcohol is one or more in propyl carbinol, Pentyl alcohol, n-Octanol, isooctyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol.
In above-mentioned polymerization imidazoline inhibitor preparation method, described polyamines is one or more in quadrol, hydroxyethylethylene diamine, diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene seven amine.
In above-mentioned polymerization imidazoline inhibitor preparation method, described catalyzer is the one in tosic acid, Dimethylamino pyridine, dibutyl tin dilaurate.
Technique effect of the present invention is:
1, the advantage of the polymerization imidazoline inhibitor of technical solution of the present invention is:
(1) inhibiter of the present invention take styrene-maleic anhydride copolymer as raw material, by with fatty acid after obtained with polyamines generation annulation again.Owing to taking styrene-maleic anhydride copolymer as raw material, it can provide a large amount of anhydride groups, make the grafting simultaneously of the side chain of gained inhibitor molecular a large amount of imidazoline group and hydrophobic long alkyl chain, simultaneously, main chain also has styrene group, the inhibiter of this structure of the present invention is far better than existing imidazoline group to the adsorptive power of steel surface and is positioned at inhibiter on main chain, substantially increases corrosion inhibition like this, and then improves the anticorrosion ability of inhibiter;
(2) be that the inhibiter that raw material obtains belongs to polymer-type with styrene-maleic anhydride copolymer, be therefore conducive to the film forming of inhibiter at steel surface, be also conducive to the anticorrosion ability of inhibiter;
Polymerization imidazoline inhibitor of the present invention still has outstanding corrosion inhibition under strongly acidic conditions, meets the first class product performance requriements (see table 1) in industry standard completely.
2, technical solution of the present invention prepares the method convenient operation of polymerization imidazoline inhibitor.In addition, because the styrene-maleic anhydride copolymer used has a large amount of anhydride groups, therefore have be swift in response with fatty alcohol generation esterification and with polyamines, advantage that transformation efficiency is high, hydrophobic long alkyl chain can be introduced on inhibitor molecular side chain simultaneously, improve production efficiency.
Embodiment
Below in conjunction with embodiment, the present invention is described further, but is not limited to this.
Embodiment raw materials is unless otherwise indicated commercially available industrial goods, buys by commercial channel.
Polymerization imidazoline inhibitor of the present invention carries out esterification by styrene-maleic anhydride copolymer and fatty alcohol to generate maleic anhydride half-ester product, then remaining carboxyl and polyamines is utilized to be obtained by reacting, in all reactant total masses, styrene-maleic anhydride copolymer accounts for 20% ~ 50%, fatty alcohol accounts for 10% ~ 40%, and polyamines accounts for 2% ~ 20%, and catalyzer accounts for 0.001% ~ 0.5%, butanone accounts for 15% ~ 80%, and above-mentioned all reactant sums are 100%.
The chemical equation prepared involved by polymerization imidazoline inhibitor of the present invention is as follows:
In formula:
X=5 ~ 800, y=5 ~ 800, z=5 ~ 800, and z≤y;
n＝4～18；
R is H ,-CH
2cHOH ,-(C
2h
4)
i(NH
2)
jh, wherein i=1 ~ 6, j=i+1.
Embodiment 1 prepares polymerization imidazoline inhibitor 1
Concrete preparation process is as follows:
(1) in 500ml reactor, add 120g (accounting for 28.82%) butanone, 101g (accounting for 24.26%) styrene-maleic anhydride copolymer, be heated to 60 DEG C and stir styrene-maleic anhydride copolymer is dissolved, be warming up to 85 DEG C, add 0.2g (accounting for 0.05%) dimethylamino pyridine catalyzer and 148.8g (accounting for 35.73%) lauryl alcohol again, after constant temperature reacts 2 hours at 85 DEG C, add 46.4g (accounting for 11.14%) quadrol, continue reaction 1 hour;
(2) after normal pressure steams butanone from the material that step (1) obtains, temperature is controlled be 150 DEG C and react 1 hour, then continue to be warming up to 200 DEG C and after reacting 1 hour, cooling discharge, is polymerization imidazoline inhibitor 1.
Step (1) styrene-maleic anhydride copolymer used is SMA1000P, it is Satomer Products, the mol ratio of its vinylbenzene and maleic anhydride is 1: 1, the number-average molecular weight that gel permeation chromatography records is 2000g/mol, molecular weight distribution index is 2.75, and acid number is 480mgKOH/g.
Embodiment 2 prepares polymerization imidazoline inhibitor 2
Concrete preparation process is as follows:
(1) in 500ml reactor, add 100g (accounting for 36.21%) butanone, 101g (accounting for 36.58%) styrene-maleic anhydride copolymer, be heated to 60 DEG C and stir styrene-maleic anhydride copolymer is dissolved, be warming up to 85 DEG C, add 0.15g (accounting for 0.05%) Catalyzed by p-Toluenesulfonic Acid agent and 50g (accounting for 18.11%) tetradecyl alcohol again, after constant temperature reacts 2 hours at 85 DEG C, add 25g (accounting for 9.05%) hydroxyethylethylene diamine, continue reaction 1 hour;
(2) after normal pressure steams butanone from the material that step (1) obtains, temperature is controlled be 150 DEG C and react 1 hour, then continue to be warming up to 200 DEG C and after reacting 1 hour, cooling discharge, is polymerization imidazoline inhibitor 2.
Step (1) styrene-maleic anhydride copolymer used is SMA2000P, it is Satomer Products, the mol ratio of its vinylbenzene and maleic anhydride is 2: 1, the number-average molecular weight that gel permeation chromatography records is 3000g/mol, molecular weight distribution index is 2.5, and acid number is 355mgKOH/g.
Embodiment 3 prepares polymerization imidazoline inhibitor 3
Concrete preparation process is as follows:
(1) in 500ml reactor, add 120g (accounting for 30.67%) butanone, 101g (accounting for 25.81%) styrene-maleic anhydride copolymer, be heated to 60 DEG C and stir styrene-maleic anhydride copolymer is dissolved, be warming up to 85 DEG C, add 0.2g (accounting for 0.05%) dimethylamino pyridine catalyzer and 120g (accounting for 30.67%) hexadecanol again, after constant temperature reacts 2 hours at 85 DEG C, add 50g (accounting for 12.78%) diethylenetriamine, continue reaction 1 hour;
(2) after normal pressure steams butanone from the material that step (1) obtains, temperature is controlled be 150 DEG C and react 1 hour, then continue to be warming up to 200 DEG C and after reacting 1 hour, cooling discharge, is polymerization imidazoline inhibitor 3.
Step (1) styrene-maleic anhydride copolymer used is identical with embodiment 1.
Embodiment 4 prepares polymerization imidazoline inhibitor 4
Concrete preparation process is as follows:
(1) in 500ml reactor, add 120g (accounting for 29.18%) butanone, 101g (accounting for 24.56%) styrene-maleic anhydride copolymer, be heated to 60 DEG C and stir styrene-maleic anhydride copolymer is dissolved, be warming up to 85 DEG C, add 0.2g (accounting for 0.05%) Dimethylamino pyridine catalyzer and 140g (accounting for 34.05%) lauryl alcohol again, after constant temperature reacts 2 hours at 85 DEG C, add 50g (accounting for 12.16%) triethylene tetramine, continue reaction 1 hour;
(2) after normal pressure steams butanone from the material that step (1) obtains, temperature is controlled be 150 DEG C and react 1 hour, then continue to be warming up to 200 DEG C and after reacting 1 hour, cooling discharge, is polymerization imidazoline inhibitor 4.
Step (1) styrene-maleic anhydride copolymer used is identical with embodiment 1.
detect the performance of inhibiter
(1) detection method
Adopt SY/T5405-1996 standard method to measure the erosion rate of polymerization imidazoline inhibitor of the present invention, its test condition is as follows:
With N80 steel for test piece; Probe temperature is 60 DEG C; Acid solution used is the acid solution containing 15wt%HCl; In acid solution used, add the inhibiter that the embodiment of the present invention is obtained, its add-on is 0.8% of acid solution quality; Evaluation cycle: 4h.
(2) detected result is in table 1.
Table 1
As can be seen from the result listed by table 1, polymerization imidazoline inhibitor of the present invention still has outstanding corrosion inhibition under strongly acidic conditions, meets the first class product performance requriements in industry standard completely.
Claims (10)
1. a polymerization imidazoline inhibitor, it is characterized in that, this inhibiter carries out esterification by styrene-maleic anhydride copolymer and fatty alcohol to generate maleic anhydride half-ester product, then remaining carboxyl and polyamines is utilized to be obtained by reacting, in all reactant total masses, styrene-maleic anhydride copolymer accounts for 20% ~ 50%, fatty alcohol accounts for 10% ~ 40%, polyamines accounts for 2% ~ 20%, catalyzer accounts for 0.001% ~ 0.5%, butanone accounts for 15% ~ 80%, and above-mentioned all reactant sums are 100%.
2. polymerization imidazoline inhibitor according to claim 1, is characterized in that, the molecular structural formula of this inhibiter is as follows:
In formula:
X=5 ~ 800, y=5 ~ 800, z=5 ~ 800, and z≤y;
n＝4～18；
R is H ,-CH
2cHOH ,-(C
2h
4)
i(NH
2)
jh, wherein, i=1 ~ 6, j=i+1.
3. polymerization imidazoline inhibitor according to claim 1, it is characterized in that, described styrene-maleic anhydride copolymer, refer to the multipolymer obtained by radical polymerization by vinylbenzene and maleic anhydride two kinds of monomers, the mol ratio of vinylbenzene and maleic anhydride is 1:1 ~ 3:1, this multipolymer is 1000 ~ 100000g/mol by the number-average molecular weight that gel permeation chromatography records, and molecular weight distribution index is 1.1 ~ 3.0, and acid number is 100 ~ 400mgKOH/g.
4. polymerization imidazoline inhibitor according to claim 1, is characterized in that, described fatty alcohol is one or more in propyl carbinol, Pentyl alcohol, n-Octanol, isooctyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol.
5. polymerization imidazoline inhibitor according to claim 1, is characterized in that, described polyamines is one or more in quadrol, hydroxyethylethylene diamine, diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene seven amine; Described catalyzer is the one in tosic acid, Dimethylamino pyridine, dibutyl tin dilaurate.
6. a preparation method for polymerization imidazoline inhibitor according to claim 1, is characterized in that, concrete preparation process is as follows:
(1) add butanone, styrene-maleic anhydride copolymer in a kettle., be heated to styrene-maleic anhydride copolymer and dissolve, be warming up to 85 DEG C, add fatty alcohol and catalyzer again, constant temperature after 2 hours, adds polyamines 85 DEG C of reactions, continues reaction 1 hour;
(2) after steaming butanone from the material that step (1) obtains, temperature is controlled be 150 DEG C and react 1 hour, then continue to be warming up to 200 DEG C and after reacting 1 hour, cooling discharge, is polymerization imidazoline inhibitor.
7. polymerization imidazoline inhibitor preparation method according to claim 6, it is characterized in that, described styrene-maleic anhydride copolymer, refer to the multipolymer obtained by radical polymerization by vinylbenzene and maleic anhydride two kinds of monomers, the mol ratio of vinylbenzene and maleic anhydride is 1:1 ~ 3:1, this multipolymer is 1000 ~ 100000g/mol by the number-average molecular weight that gel permeation chromatography records, and molecular weight distribution index is 1.1 ~ 3.0, and acid number is 100 ~ 400mgKOH/g.
8. polymerization imidazoline inhibitor preparation method according to claim 6, is characterized in that, described fatty alcohol is one or more in propyl carbinol, Pentyl alcohol, n-Octanol, isooctyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol.
9. polymerization imidazoline inhibitor preparation method according to claim 6, it is characterized in that, described polyamines is one or more in quadrol, hydroxyethylethylene diamine, diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene seven amine.
10. polymerization imidazoline inhibitor preparation method according to claim 6, is characterized in that, described catalyzer is the one in tosic acid, Dimethylamino pyridine, dibutyl tin dilaurate.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106008789A (en) * | 2016-07-05 | 2016-10-12 | 常州大学 | Preparation method of high-molecule viscosity reducer with corrosion inhibition effect |
| CN115584253A (en) * | 2022-09-20 | 2023-01-10 | 中国石油天然气股份有限公司 | Multifunctional wax inhibitor and preparation method thereof |
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| US6071862A (en) * | 1999-06-10 | 2000-06-06 | The Lubrizol Corporation | Lubricating oil additives |
| CN102807643A (en) * | 2012-08-27 | 2012-12-05 | 中国海洋石油总公司 | Emulsifying agent for emulsion polymerization and preparation method thereof |
| CN104762625A (en) * | 2015-04-10 | 2015-07-08 | 常州大学 | Polymeric imidazoline corrosion inhibitor and preparation method thereof |
-
2015
- 2015-12-20 CN CN201510961991.4A patent/CN105506643A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6071862A (en) * | 1999-06-10 | 2000-06-06 | The Lubrizol Corporation | Lubricating oil additives |
| CN102807643A (en) * | 2012-08-27 | 2012-12-05 | 中国海洋石油总公司 | Emulsifying agent for emulsion polymerization and preparation method thereof |
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Non-Patent Citations (1)
| Title |
|---|
| 陈大钧 等: "《油气田应用化学》", 31 July 2015 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106008789A (en) * | 2016-07-05 | 2016-10-12 | 常州大学 | Preparation method of high-molecule viscosity reducer with corrosion inhibition effect |
| CN106008789B (en) * | 2016-07-05 | 2018-03-13 | 常州大学 | One kind has the preparation method of the macromolecule thinner of corrosion inhibition concurrently |
| CN115584253A (en) * | 2022-09-20 | 2023-01-10 | 中国石油天然气股份有限公司 | Multifunctional wax inhibitor and preparation method thereof |
| CN115584253B (en) * | 2022-09-20 | 2023-08-25 | 中国石油天然气股份有限公司 | Multifunctional wax-proofing agent and preparation method thereof |
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Application publication date: 20160420 |