CN113621968A - Corrosion inhibitor for inhibiting metal corrosion and preparation method and application thereof - Google Patents
Corrosion inhibitor for inhibiting metal corrosion and preparation method and application thereof Download PDFInfo
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- CN113621968A CN113621968A CN202010381255.2A CN202010381255A CN113621968A CN 113621968 A CN113621968 A CN 113621968A CN 202010381255 A CN202010381255 A CN 202010381255A CN 113621968 A CN113621968 A CN 113621968A
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- 238000005260 corrosion Methods 0.000 title claims abstract description 214
- 230000007797 corrosion Effects 0.000 title claims abstract description 214
- 239000003112 inhibitor Substances 0.000 title claims abstract description 132
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 58
- 239000002184 metal Substances 0.000 title claims abstract description 58
- 230000002401 inhibitory effect Effects 0.000 title claims abstract description 49
- 238000002360 preparation method Methods 0.000 title abstract description 22
- 229920000642 polymer Polymers 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- 239000002274 desiccant Substances 0.000 claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract description 3
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 3
- 150000003141 primary amines Chemical class 0.000 claims description 26
- 150000001299 aldehydes Chemical class 0.000 claims description 19
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 18
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 16
- 150000002739 metals Chemical class 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 13
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims description 11
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 8
- 239000005711 Benzoic acid Substances 0.000 claims description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- 235000010233 benzoic acid Nutrition 0.000 claims description 8
- 239000002808 molecular sieve Substances 0.000 claims description 8
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 8
- 229940117916 cinnamic aldehyde Drugs 0.000 claims description 7
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 claims description 7
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 3
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 claims description 3
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 claims description 3
- 235000019253 formic acid Nutrition 0.000 claims description 3
- 239000003049 inorganic solvent Substances 0.000 claims description 3
- 229910001867 inorganic solvent Inorganic materials 0.000 claims description 3
- 239000003495 polar organic solvent Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 235000011054 acetic acid Nutrition 0.000 claims description 2
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims description 2
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims description 2
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims 3
- 230000005764 inhibitory process Effects 0.000 abstract description 17
- 229910000831 Steel Inorganic materials 0.000 abstract description 16
- 239000010959 steel Substances 0.000 abstract description 16
- 230000020477 pH reduction Effects 0.000 abstract description 15
- 239000002994 raw material Substances 0.000 abstract description 6
- 238000010276 construction Methods 0.000 abstract description 5
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 abstract 2
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- 238000003756 stirring Methods 0.000 description 9
- 239000002253 acid Substances 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 238000001914 filtration Methods 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000002262 Schiff base Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 150000004753 Schiff bases Chemical class 0.000 description 5
- 238000001179 sorption measurement Methods 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
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- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 230000001588 bifunctional effect Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- -1 cinnamaldehyde Schiff base Chemical class 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- LVPYYSKDNVAARK-UHFFFAOYSA-N 4-n-[4-(4-amino-n-(4-aminophenyl)anilino)phenyl]-4-n-(4-aminophenyl)benzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1N(C=1C=CC(=CC=1)N(C=1C=CC(N)=CC=1)C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 LVPYYSKDNVAARK-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 2
- 229910021595 Copper(I) iodide Inorganic materials 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 2
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 2
- 229940045803 cuprous chloride Drugs 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- ABJVAXXYHSSYLK-UHFFFAOYSA-N 2-dodecylpyridine;hydrobromide Chemical compound Br.CCCCCCCCCCCCC1=CC=CC=N1 ABJVAXXYHSSYLK-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
- 150000001463 antimony compounds Chemical class 0.000 description 1
- WSXIMVDZMNWNRF-UHFFFAOYSA-N antimony;ethane-1,2-diol Chemical compound [Sb].OCCO WSXIMVDZMNWNRF-UHFFFAOYSA-N 0.000 description 1
- 150000003934 aromatic aldehydes Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- JHXKRIRFYBPWGE-UHFFFAOYSA-K bismuth chloride Chemical compound Cl[Bi](Cl)Cl JHXKRIRFYBPWGE-UHFFFAOYSA-K 0.000 description 1
- 150000001622 bismuth compounds Chemical class 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 1
- 229940112669 cuprous oxide Drugs 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- QXLPXWSKPNOQLE-UHFFFAOYSA-N methylpentynol Chemical compound CCC(C)(O)C#C QXLPXWSKPNOQLE-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/141—Amines; Quaternary ammonium compounds
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Polymerisation Methods In General (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
The invention provides a corrosion inhibitor for inhibiting metal corrosion and a preparation method and application thereof. The corrosion inhibitor for inhibiting metal corrosion is obtained by reacting organic primary amine and unsaturated aldehyde at 0-35 ℃. The invention also provides a preparation method of the corrosion inhibitor for inhibiting metal corrosion, which comprises the step of mixing organic primary amine, unsaturated aldehyde, a catalyst and a drying agent at 0-35 ℃ for reaction to obtain the corrosion inhibitor for inhibiting metal corrosion. The invention further provides the application of the corrosion inhibitor in acidification construction at the temperature of more than 80 ℃. The invention also provides a polymer which is obtained by polymerizing the corrosion inhibitor. The corrosion inhibitor for inhibiting metal corrosion provided by the invention can effectively protect the corrosion of the steel sheet under the conditions of low concentration and high temperature of more than 80 ℃, and has good corrosion inhibition performance; the preparation method has mild conditions and simple and cheap raw materials.
Description
Technical Field
The invention relates to an acidizing corrosion inhibitor and a preparation method thereof, in particular to a corrosion inhibitor for inhibiting metal corrosion and a preparation method and application thereof.
Background
Acidification and reconstruction are important storage and production increasing means in the exploration and development of oil and gas fields. The corrosion inhibitor is an essential important component in the acidizing working fluid, and the corrosion inhibitor used in the acidizing fluid is called the acidizing corrosion inhibitor. As the reservoir stratum of exploration and development is deeper and deeper, the formation temperature is higher and higher, and the acidification construction of the high-temperature reservoir stratum with the temperature of more than 150 ℃ is more and more. This places increasingly stringent requirements on the temperature resistance of the acidizing corrosion inhibitors. Acidizing corrosion inhibitors which meet the corrosion specification requirements above 150 ℃ are generally referred to as high temperature acidizing corrosion inhibitors. The high-temperature acidizing corrosion inhibitor used in oil fields in China has been in history for decades. The high-temperature acidification corrosion inhibitor is divided into a main agent and an auxiliary agent in the use process, and the main agent can enable the corrosion index of the acid liquor to meet the requirement when being directly used at a lower temperature (less than 140 ℃); at higher temperatures, the acid liquor must meet the corrosion index requirements using an adjuvant. The main agent is also known as an acidizing corrosion inhibitor, and the auxiliary agent used at high temperature is known as a synergist. Acidizing corrosion inhibitors can be divided into three main categories according to molecular structure: quaternary ammonium salt type, mannich type and imidazoline type. Substances used as synergists are generally formic acid, formamide, iodine, iodide, cuprous compounds, antimony compounds, bismuth compounds, etc. In the case of temperatures above 150 ℃, metal compounds are often used as synergists.
The acidizing corrosion inhibitor is a complex mixture of components. Usually, certain reaction raw materials react under specific conditions to generate main components with corrosion inhibition performance, and then the main components are compounded with other substances, so that the corrosion inhibitor has high efficiency and storability and is convenient to use. That is, the corrosion inhibitor must be obtained through a certain production process, which requires a special reaction vessel and reaction conditions. According to the molecular structure of the main component, the acidification corrosion inhibitor is divided into a quaternary ammonium salt type, an imidazoline type and a Mannich type. Wherein the production temperature of the quaternary ammonium salt acidizing corrosion inhibitor is up to 160 ℃.
CN109336851A provides a four-subunit Schiff base corrosion inhibitor, which is prepared from N, N, N ', N' -tetra (p-aminophenyl) p-phenylenediamine and furfural, wherein the aldehyde group of the furfural is used as a single functional group of molecules to form Schiff base with the N, N, N ', N' -tetra (p-aminophenyl) p-phenylenediamine, lone pair electrons on nitrogen atoms, oxygen atoms, nitrogen atoms and oxygen atoms in the corrosion inhibitor can form adsorption with iron atoms, meanwhile, the structure of a large pi bond of a benzene ring is hybridized with iron to realize adsorption, and the slow release function is realized by the two adsorption functions. The corrosion inhibitor is only suitable for inhibiting corrosion of hydrochloric acid with the concentration of 15% below 100 ℃.
CN110577829A provides a cinnamaldehyde and organic diamine or organic triamine Schiff base corrosion inhibitor, N atom on-C ═ N-group of Schiff base has lone pair electrons to form coordination bond with metal ions, and plays the role of corrosion inhibitor, the weight percentage content of cinnamaldehyde Schiff base is 10% -15%, in order to realize better corrosion inhibition performance, other compounds with the weight percentage content of 85% -90% are still needed, the formula is more complex, and the factors influencing slow release performance are more. In addition, microwave equipment is needed during the preparation of the corrosion inhibitor, which has a certain negative effect on the health of operators. The corrosion inhibitor cannot meet the corrosion inhibition of acid liquor at the ultrahigh temperature of 160 ℃.
In 2011, 19, 5, 6-8 pages of 2011, mannich base corrosion inhibitor prepared from aniline, acetophenone and cinnamaldehyde serving as raw materials is reported, nitrogen atoms and oxygen atoms with lone-pair electrons in mannich base molecules can form coordinate bonds with iron atoms (ions) to perform complexation, so that the purpose of metal corrosion inhibition is achieved. The data disclosed in the paper show that the corrosion inhibitor has better corrosion inhibition effect only at the temperature of 50-100 ℃ and the corrosion time of 2-12 h.
CN103571448A provides a high-temperature acidification corrosion inhibitor suitable for 160-180 ℃ and a preparation method thereof, the high-temperature acidification corrosion inhibitor is composed of A, B components, wherein the A component is prepared from polycyclic aromatic hydrocarbon chloromethylate pyridine quaternary ammonium salt, 3-methyl-1-pentyne-3-ol, 2, 4-pentanedione, dodecyl pyridine bromide, cinnamaldehyde, potassium fluoride, WH-9603 thickener and methanol, and the B component is prepared from ethylene glycol antimony, bismuth trichloride, cuprous oxide and hydrochloric acid. CN101892042A provides a high-temperature acidification corrosion inhibitor, which consists of 45-60 parts by weight of Mannich base quaternary ammonium salt, 15-30 parts by weight of dimethylformamide and 20-35 parts by weight of isopropanol.
The prior high-temperature acidizing corrosion inhibitor has the following problems: (1) at normal temperature, the solubility of cuprous chloride and cuprous iodide in the acid solution is too low at normal temperature, and the cuprous chloride and the cuprous iodide are not easy to be uniform in the acid solution; (2) the metal synergist and the acidizing corrosion inhibitor are easy to form components with extremely poor acid solubility under the ground condition, so that the phenomena of turbidity of acid liquor, uneven distribution of effective components of the high-temperature acidizing corrosion inhibitor and standing layering occur. Dispersants are often used to mitigate the adverse effects of this phenomenon, but often at the expense of reduced corrosion inhibition efficiency, and still do not completely address this problem; (3) the acidizing corrosion inhibitor has high use concentration, and can tolerate the temperature of 140 ℃ by using the concentration of more than 3 percent; when the temperature is up to 180 ℃, the use concentration of the corrosion inhibitor is often more than 5 percent; (4) the use cost is high; (5) in order to ensure the corrosion inhibition performance of a product, the existing preparation method of the acidification corrosion inhibitor usually needs to be matched with special reaction equipment and high-temperature conditions, firstly, active ingredients of the corrosion inhibitor are produced in a factory, then, liquid preparation is carried out on an acidification site, and direct synthesis cannot be carried out on the acidification construction site, for example, the synthesis of the corrosion inhibitor of which the main component is quinoline quaternary ammonium salt needs to be carried out at 160 ℃. In addition to the high concentration of the employed acidified corrosion inhibitors which increases costs, the expensive alkynol compounds and iodides in the corrosion inhibitors are another major cause of the high costs.
Disclosure of Invention
In order to solve the above problems, the present invention aims to provide a corrosion inhibitor for inhibiting metal corrosion, and a preparation method and applications thereof. The corrosion inhibitor is obtained by reacting organic primary amine with unsaturated aldehyde, and has good corrosion inhibition effect under the conditions of low concentration and high temperature environment; the preparation method of the corrosion inhibitor has the characteristics of low synthesis temperature, less raw materials and no metal addition.
In order to achieve the above object, the present invention provides a corrosion inhibitor for inhibiting corrosion of metals, which is obtained by reacting an organic primary amine and an unsaturated aldehyde at 0 to 35 ℃.
In the specific embodiment of the invention, the organic primary amine and the unsaturated aldehyde are subjected to prepolymerization reaction at 0-35 ℃, and the obtained corrosion inhibitor is generally an oligomer with the weight-average molecular weight of generally 5000-10000.
In a particular embodiment of the invention, the corrosion inhibitor is generally soluble in common polar organic solvents and/or polar inorganic solvents.
In the corrosion inhibitor, the organic primary amine has a primary amine group, and both H atoms on the N atom in the primary amine can be substituted in the reaction process, so that the N atom and other atoms (such as C, N, O and the like) form a chemical bond. Preferably, the organic primary amine comprises one or a combination of two or more of dodecylamine, octadecylamine, aniline and p-methoxyaniline.
In the above corrosion inhibitors, the unsaturated aldehyde generally has a bifunctional group, including, for example, an unsaturated hydrocarbon group and an aldehyde group. Preferably, the unsaturated aldehyde includes one or a combination of two or more of acrolein, crotonaldehyde, and cinnamaldehyde.
In the above corrosion inhibitor, preferably, the mass ratio of the organic primary amine to the unsaturated aldehyde is (1:6) to (8: 3).
The invention provides a preparation method of the corrosion inhibitor for inhibiting metal corrosion, which comprises the step of mixing organic primary amine, unsaturated aldehyde, a catalyst and a drying agent at 0-35 ℃ for reaction to obtain the corrosion inhibitor for inhibiting metal corrosion.
In the above production method, preferably, the catalyst includes one or a combination of two or more of formic acid, acetic acid, and benzoic acid.
In the above preparation method, preferably, the drying agent is one or a combination of two or more of 4A molecular sieve, anhydrous calcium chloride and anhydrous sodium carbonate.
In the above preparation method, the reaction may use an organic solvent as a solvent, and preferably, the organic solvent is one or a combination of two or more of acetonitrile, tetrahydrofuran and dioxane.
In the above production method, preferably, the mass ratio of the organic primary amine to the catalyst is (10:1) to (200: 1).
In the above production method, preferably, the mass ratio of the organic primary amine to the drying agent is (1:10) to (8: 5).
In the above production method, preferably, the mass ratio of the organic solvent to the organic primary amine is (15:8) to (30: 1).
In the above production method, preferably, the reaction time of the reaction is 2 to 12 hours.
In a specific embodiment of the present invention, the above preparation method further comprises an operation of post-treating the product after the reaction, preferably, the post-treatment comprises removing a drying agent in the reaction system.
According to a specific embodiment of the present invention, a reaction with stirring may be employed in the above-mentioned production method, and preferably, the stirring speed is 50 to 200 rpm.
The invention further provides the application of the corrosion inhibitor for inhibiting the metal corrosion in the acidification construction at the temperature of more than 80 ℃.
The invention also provides a polymer which is obtained by polymerizing the corrosion inhibitor for inhibiting the metal corrosion; preferably, the temperature of the polymerization is 80 ℃ or higher.
In the embodiment of the invention, when the temperature is raised to be more than 80 ℃, the oligomer in the corrosion inhibitor can generate further cross polymerization to form a high polymer which can be adhered to the metal surface, and the adsorption principle is different from the adsorption principle of the existing corrosion inhibitor containing Schiff base and Mannich base. The weight average molecular weight of the polymer is generally more than 500000, the pendulum hardness is more than 50, and the polymer can block the contact of metal and a corrosive environment, so that the function of inhibiting metal corrosion is realized in a high-temperature environment of more than 80 ℃.
FIG. 1 is a schematic representation of the principle of prepolymerization and further cross-polymerization. The single arrows in FIG. 1 indicate the prepolymerization, pointing to the product which can be described by means of finite letters or symbols, while the parallel double arrows indicate that prepolymerization and further cross-polymerization take place. In particular embodiments, the reaction pathways of prepolymerization and further cross-polymerization are difficult to win, and thus the product structures listed in FIG. 1 are only partial products, not full products.
The beneficial effects of the invention include:
1. the invention uses organic primary amine with bifunctional group and aromatic aldehyde unsaturated aldehyde with bifunctional group to carry out polymerization reaction to prepare the corrosion inhibitor, the molecular weight of the formed corrosion inhibitor (oligomer) is 5000-10000, and the formed corrosion inhibitor (oligomer) can still be dissolved in common polar organic solvent and/or polar inorganic solvent. When the temperature is raised to be above 80 ℃, the corrosion inhibitor can be further polymerized to form a high polymer film which can be adhered to the surface of metal, the weight average molecular weight of the high polymer is more than 500000, the pendulum hardness is more than 50, the contact between the metal and a corrosive environment can be blocked, and the function of inhibiting the corrosion of the metal is realized in a high-temperature environment of more than 80 ℃.
2. Compared with the prior art that the acidification corrosion inhibitor of the active ingredient is required to be produced in a factory in advance in order to match with special reaction equipment and high-temperature conditions, the preparation method provided by the invention can synthesize the corrosion inhibitor at room temperature, has mild conditions, does not need special reaction equipment and high-temperature conditions, can synthesize the corrosion inhibitor at an acidification construction site, and saves the process cost.
3. The raw materials required by the method provided by the invention are simple and cheap, a surfactant, an expensive alkynol compound and an iodide are not required to be used, and the raw materials do not contain metal, so that the problem that the conventional acidizing corrosion inhibitor is directly contacted with synergists such as copper, antimony and the like to generate precipitates is solved.
4. The corrosion inhibitor for inhibiting metal corrosion provided by the invention can effectively perform corrosion protection on a steel sheet under the conditions of low concentration (less than 5%) and high temperature (80-200 ℃), and compared with the conventional corrosion inhibitor (the corrosion inhibitor can only tolerate 140 ℃ when the use concentration is more than 3% and can only tolerate 180 ℃ when the use concentration is more than 5%), the corrosion inhibition performance of the corrosion inhibitor provided by the invention is greatly improved.
Drawings
FIG. 1 is a schematic diagram of the prepolymerization and further cross-polymerization in the present invention.
FIG. 2 is a photograph showing a corrosion inhibition experiment of the corrosion inhibitor for inhibiting metal corrosion prepared in example 1 on the surface of N80 steel sheet.
FIG. 3 is a photograph showing a corrosion inhibition experiment of the corrosion inhibitors for inhibiting metal corrosion prepared in examples 5 and 6 on the surfaces of P110 and 13Cr steel sheets.
FIG. 4 is a schematic representation of the corrosion inhibitor prepared in example 6 for inhibiting corrosion of metals1H nuclear magnetic resonance spectrum.
FIG. 5 is a schematic representation of the corrosion inhibitor prepared in example 6 for inhibiting corrosion of metals13C nuclear magnetic resonance spectrum.
Detailed Description
The technical solutions of the present invention will be described in detail below in order to clearly understand the technical features, objects, and advantages of the present invention, but the present invention is not limited to the practical scope of the present invention.
Example 1
This example provides a corrosion inhibitor for inhibiting corrosion of metals, which is prepared by the following method:
adding 30ml of acetonitrile into a round-bottom flask, adding 100mg of acetic acid and 10g of anhydrous calcium chloride, adding 5.3g of cinnamyl aldehyde and 3.8g of octadecylamine, stirring at room temperature for 4 hours at 100rmp, filtering the reacted solution to remove insoluble anhydrous calcium chloride solids, and extracting a clear and transparent solution to serve as a corrosion inhibitor for inhibiting the corrosion of N80 metal, wherein the corrosion inhibitor contains oligomers of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution and is cured at the temperature of 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 2
This example provides a corrosion inhibitor for inhibiting corrosion of metals, which is prepared by the following method:
adding 50ml of acetonitrile into a round-bottom flask, adding 200mg of benzoic acid and 25g of 4A molecular sieve, adding 10g of acrolein and 6g of aniline, stirring and reacting at room temperature for 6 hours at 100rmp, filtering the reacted solution to remove the insoluble 4A molecular sieve, and extracting a clear and transparent solution to serve as a corrosion inhibitor for inhibiting N80 metal corrosion, wherein the corrosion inhibitor contains oligomers of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution and is cured at the temperature of 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 3
This example provides a corrosion inhibitor for inhibiting corrosion of metals, which is prepared by the following method:
adding 30ml of dioxane into a round-bottom flask, adding 100mg of benzoic acid and 10g of anhydrous sodium carbonate, adding 5g of cinnamyl aldehyde and 4g of dodecylamine, stirring at room temperature for 4 hours at 100rmp, filtering the reacted solution to remove insoluble sodium carbonate solids, and extracting a clear and transparent solution to serve as a corrosion inhibitor for inhibiting N80 metal corrosion, wherein the corrosion inhibitor contains oligomers of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution and is cured at the temperature of 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 4
This example provides a corrosion inhibitor for inhibiting corrosion of metals, which is prepared by the following method:
adding 30ml of tetrahydrofuran into a round-bottom flask, adding 100mg of benzoic acid and 10g of anhydrous sodium carbonate, adding 5g of cinnamyl aldehyde and 10g of aniline, stirring and reacting at room temperature for 4 hours at 100rmp, filtering the reacted solution to remove insoluble sodium carbonate solids, and extracting a clear and transparent solution to serve as a corrosion inhibitor for inhibiting N80 metal corrosion, wherein the corrosion inhibitor contains oligomers of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution and is cured at the temperature of 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 5
This example provides a corrosion inhibitor for inhibiting corrosion of metals, which is prepared by the following method:
adding 50ml of acetonitrile into a round-bottom flask, adding 200mg of benzoic acid and 25g of 4A molecular sieve, adding 10g of acrolein and 6g of aniline, stirring and reacting at room temperature for 6 hours at 100rmp, filtering the reacted solution to remove the insoluble 4A molecular sieve, and extracting a clear and transparent solution to serve as a corrosion inhibitor for inhibiting P110 metal corrosion, wherein the corrosion inhibitor contains oligomers of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution and is cured at the temperature of 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 6
This example provides a corrosion inhibitor for inhibiting corrosion of metals, which is prepared by the following method:
adding 50ml of acetonitrile into a round-bottom flask, adding 200mg of benzoic acid and 25g of 4A molecular sieve, adding 10g of cinnamyl aldehyde and 6g of aniline, stirring and reacting at room temperature for 6 hours at 100rmp, filtering the solution after reaction to remove the insoluble 4A molecular sieve, and extracting a clear and transparent solution to serve as a corrosion inhibitor for inhibiting 13Cr metal corrosion, wherein the corrosion inhibitor contains oligomers of unsaturated aldehyde and organic primary amine.
Extracting a clear and transparent solution from the corrosion inhibitor solution to remove the solvent1H and13c nuclear magnetic resonance analysis; and drawing a clear and transparent solution, curing at 200 ℃, and then carrying out a polymer molecular weight test and a pendulum hardness test.
Comparative example 1
The present comparative example provides a corrosion inhibitor for inhibiting corrosion of metals prepared by the following method:
adding 30ml of tetrahydrofuran into a round-bottom flask, adding 100mg of benzoic acid and 10g of anhydrous sodium carbonate, adding 5g of cinnamyl aldehyde and 0.8g of aniline, stirring at room temperature for 4 hours at 100rmp, filtering the reacted solution to remove insoluble sodium carbonate solids, and extracting a clear and transparent solution as a corrosion inhibitor for inhibiting N80 metal corrosion, wherein the corrosion inhibitor contains oligomers of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution and is cured at the temperature of 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Test example 1
In this test example, the corrosion inhibitors for inhibiting metal corrosion, which were prepared in examples 1 to 6 and comparative example 1, were prepared according to the test method and evaluation index for the performance of corrosion inhibitors for acidification, section 4 of SYT 5405-1996: the high-temperature high-pressure dynamic corrosion rate and corrosion inhibition rate measuring method and evaluation indexes are used for testing corrosion inhibition performance, and the testing temperature is 180 ℃ or 200 ℃. The test results are summarized in table 1.
Weight average molecular weight testing of oligomers (i.e., corrosion inhibitors prepared in examples 1-6 and comparative example 1) and polymers (i.e., polymers resulting from 200 ℃ curing of oligomers) gel permeation chromatography was used, referenced as SH/T1759-2007 determination of solution polymer molecular weight distribution by gel permeation chromatography, a method well known to those skilled in the art. The pendulum hardness test of the polymer refers to the method A in GB/T1730-1993 pendulum damping test for film hardness determination, which is a method well known to those skilled in the art.
TABLE 1
As can be seen from Table 1, the corrosion rate of N80 steel sheets is < 75g/m when the corrosion inhibitor for inhibiting metal corrosion prepared in examples 1-6 is used in an amount of < 5% under the conditions of 200 ℃ and 20% hydrochloric acid2h. The corrosion inhibitor for inhibiting metal corrosion provided by the invention is proved to have good corrosion inhibition performance.
The dosage of the organic primary amine adopted in the preparation method of the comparative example 1 is less than that of the organic primary amine in the preparation method provided by the invention, so that the oligomer can not be effectively formed, and the high polymer can be formed to play a slow release role. The corrosion rate tested by applying the corrosion inhibitor prepared in the comparative example 1 to the N80 steel sheet is much higher than the corrosion rate of the N80 steel sheet tested in the examples 1-4, which proves that the corrosion inhibitor prepared by the preparation method provided by the invention can effectively protect metals from corrosion.
FIG. 2 is a photograph showing the above-described corrosion inhibition experiment of the corrosion inhibitor for inhibiting metal corrosion of example 1 on the surface of N80 steel sheet. Fig. 2a is a photograph of an N80 steel sheet after an experiment, fig. 2 b is a photograph of the steel sheet and a surface protective film (black shining part in b), and fig. 2 c is a photograph of the N80 steel sheet after the surface protective film is completely ground. FIG. 2 can prove that the corrosion inhibitor for inhibiting metal corrosion provided by example 1 can form a protective film on the surface of N80 steel sheet, thereby effectively protecting the steel sheet from corrosion.
FIG. 3 is a photograph showing a corrosion inhibition experiment of the corrosion inhibitors for inhibiting metal corrosion prepared in examples 5 and 6 on the surfaces of P110 and 13Cr steel sheets. The picture a in figure 3 is a photo of a P110 steel sheet using the corrosion inhibitor of the embodiment 5 after a corrosion experiment, and the picture b in figure 3 is a photo of a 13Cr steel sheet using the corrosion inhibitor of the embodiment 6 after the corrosion experiment, and both the pictures have no obvious corrosion signs, which proves that the corrosion inhibitor for inhibiting metal corrosion provided by the invention can effectively protect P110 and 13Cr metals from corrosion.
Test example 2
The test example provides the results of the nmr test on the corrosion inhibitor for inhibiting corrosion of metals prepared in example 6. FIG. 4 and FIG. 5 are respectively the corrosion inhibitor1H and13c nmr spectrum, groups indicated in 2 spectra are summarized in table 2.
TABLE 2
Combining the results of table 2 with the results of the weight average molecular weight 9350 of the corrosion inhibitor in table 1, it can be demonstrated that cinnamaldehyde and aniline employed in the preparation method provided in example 6 undergo polymerization and form the molecular structure shown in fig. 1.
Claims (11)
1. A corrosion inhibitor for inhibiting metal corrosion is obtained by reacting organic primary amine and unsaturated aldehyde at 0-35 ℃;
preferably, the weight average molecular weight of the corrosion inhibitor is 5000-10000;
preferably, the corrosion inhibitor is soluble in a polar organic solvent and/or a polar inorganic solvent.
2. The corrosion inhibitor of claim 1, wherein the mass ratio of the primary organic amine to the unsaturated aldehyde is (1:6) - (8: 3).
3. The corrosion inhibitor of claim 1 or 2, wherein the primary organic amine comprises one or a combination of two or more of dodecylamine, octadecylamine, aniline, and p-methoxyaniline;
the unsaturated aldehyde comprises one or more of acrolein, crotonaldehyde and cinnamaldehyde.
4. The method for preparing a corrosion inhibitor for inhibiting metal corrosion according to any one of claims 1 to 3, which comprises mixing primary organic amine, unsaturated aldehyde, catalyst and drying agent at 0-35 ℃ for reaction to obtain the corrosion inhibitor for inhibiting metal corrosion.
5. The production method according to claim 4, wherein the catalyst comprises one or more of formic acid, acetic acid, and benzoic acid;
the drying agent is one or the combination of more than two of a 4A molecular sieve, anhydrous calcium chloride and anhydrous sodium carbonate;
the reaction takes an organic solvent as a solvent, and the organic solvent is one or the combination of more than two of acetonitrile, tetrahydrofuran and dioxane.
6. The production method according to claim 4 or 5, wherein the mass ratio of the organic primary amine to the catalyst is (10:1) to (200: 1).
7. The production method according to claim 4 or 5, wherein the mass ratio of the organic primary amine to the drying agent is (1:10) to (8: 5).
8. The production method according to claim 4 or 5, wherein the mass ratio of the organic solvent to the organic primary amine is (15:8) - (30: 1).
9. The method according to claim 4, wherein the reaction time is 2 to 12 hours.
10. Use of the corrosion inhibitor for inhibiting corrosion of metals according to any of claims 1 to 3 in acidizing applications at temperatures above 80 ℃.
11. A polymer obtained by polymerizing the corrosion inhibitor for inhibiting metal corrosion according to any one of claims 1 to 3;
preferably, the reaction temperature of the polymerization is 80 ℃ or higher;
preferably, the weight average molecular weight of the polymer is greater than 500000;
preferably, the pendulum hardness of the polymer is > 50.
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