CN113621968B - 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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- CN113621968B CN113621968B CN202010381255.2A CN202010381255A CN113621968B CN 113621968 B CN113621968 B CN 113621968B CN 202010381255 A CN202010381255 A CN 202010381255A CN 113621968 B CN113621968 B CN 113621968B
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- 238000005260 corrosion Methods 0.000 title claims abstract description 206
- 230000007797 corrosion Effects 0.000 title claims abstract description 206
- 239000003112 inhibitor Substances 0.000 title claims abstract description 125
- 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 45
- 238000002360 preparation method Methods 0.000 title abstract description 27
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 229920000642 polymer Polymers 0.000 claims abstract description 24
- 239000002274 desiccant Substances 0.000 claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 238000010276 construction Methods 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims abstract description 3
- 150000003141 primary amines Chemical class 0.000 claims description 28
- 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
- 238000000034 method Methods 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
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims description 12
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 11
- 229940117916 cinnamic aldehyde Drugs 0.000 claims description 11
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 claims description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 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
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000002808 molecular sieve Substances 0.000 claims description 8
- 238000006116 polymerization reaction Methods 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
- 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
- 230000008569 process Effects 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
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 abstract description 18
- 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 12
- 239000002994 raw material Substances 0.000 abstract description 6
- 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
- 238000012360 testing method Methods 0.000 description 24
- 238000001914 filtration Methods 0.000 description 7
- 239000000203 mixture Substances 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
- 150000004753 Schiff bases Chemical class 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000002474 experimental method Methods 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
- 239000003795 chemical substances by application Substances 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 150000002739 metals Chemical class 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000126 substance 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
- 150000001875 compounds Chemical class 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- -1 iodine, iodides Chemical class 0.000 description 3
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 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
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 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
- 238000011156 evaluation Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 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
- 239000005749 Copper compound Substances 0.000 description 1
- 239000004480 active ingredient Substances 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
- 230000001588 bifunctional 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
- 238000010668 complexation reaction Methods 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000001880 copper compounds Chemical class 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
- 238000009826 distribution Methods 0.000 description 1
- 238000005516 engineering process Methods 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
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 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
- 238000011056 performance test Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- 238000001556 precipitation Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
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
Landscapes
- 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 prepared 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 steps 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 application of the corrosion inhibitor in acidification construction at the temperature of more than 80 ℃. The invention also provides a polymer which is polymerized by the corrosion inhibitor. The corrosion inhibitor for inhibiting metal corrosion can effectively carry out corrosion protection on steel sheets 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 the raw materials are simple and cheap.
Description
Technical Field
The invention relates to an acidification 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
The acidification transformation is an important means for increasing the storage and the production 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 working fluid is called an acidizing corrosion inhibitor. As the reservoir is deeper and deeper for exploration and development, the formation temperature is also higher and higher, and the acidizing construction of high-temperature reservoirs with the temperature of more than 150 ℃ is more and more. This puts more and more stringent demands on the temperature resistance of the acidizing corrosion inhibitors. Acidizing corrosion inhibitors that can meet the corrosion index requirements above 150 ℃ are commonly referred to as high temperature acidizing corrosion inhibitors. The use of high temperature acidizing corrosion inhibitors in oil fields in China has been a history of 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 by directly using the main agent at a lower temperature (less than 140 ℃); at higher temperatures, adjuvants must be used to achieve corrosion index requirements. The main agent is also known as an acidizing corrosion inhibitor and the auxiliary agent used at high temperature is known as a synergist. The acidifying corrosion inhibitors can be divided into three main classes according to the molecular structure: quaternary ammonium salt, mannich and imidazoline. The substances used as synergists are generally formic acid, formamide, iodine, iodides, copper compounds, antimony compounds, bismuth compounds, etc. In the case of temperatures exceeding 150 ℃, metal compounds are often used as synergists.
The acidifying corrosion inhibitor is a complex mixture of components. The main components with corrosion inhibition performance are usually generated by reacting certain reaction raw materials under specific conditions, and then the main components are compounded with other substances, so that the corrosion inhibitor has high efficiency, storability and convenient use. That is, the corrosion inhibitor must be obtained by 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 inhibitors are classified into quaternary ammonium salt type, imidazoline type and Mannich type. Wherein the production temperature of the quaternary ammonium salt type acidizing corrosion inhibitor is up to 160 ℃.
CN109336851a provides a four-membered schiff base corrosion inhibitor, which is prepared from N, N '-tetra (p-aminophenyl) p-phenylenediamine and furfural, wherein aldehyde groups of the furfural serve as single functional groups of molecules to form schiff bases with the N, N' -tetra (p-aminophenyl) p-phenylenediamine, and lone pair electrons on nitrogen atoms, oxygen atoms and nitrogen atoms in the corrosion inhibitor can form adsorption with iron atoms, and meanwhile, the structure of a large pi bond of a benzene ring and iron are hybridized to realize adsorption, and the two adsorption functions realize a slow release function. The corrosion inhibitor is only suitable for corrosion inhibition of hydrochloric acid with the concentration of 15% below 100 ℃.
CN110577829a provides a corrosion inhibitor of schiff base of cinnamaldehyde and organic diamine or organic triamine, N atoms on-c=n-groups of schiff base have lone pair electrons to form coordination bonds with metal ions, the corrosion inhibitor is exerted, the weight percentage content of the schiff base of cinnamaldehyde group is 10% -15%, in order to realize better corrosion inhibition performance, other compound with the weight percentage content of 85% -90% is still needed, the formula is more complex, and the factors influencing the slow release performance are more. In addition, microwave equipment is needed in the preparation of the corrosion inhibitor, and the corrosion inhibitor has a certain negative effect on the health of operators. The corrosion inhibitor can not meet the corrosion inhibition of acid liquor under the condition of super high 160 ℃.
The mannich base corrosion inhibitor prepared by taking aniline, acetophenone and cinnamaldehyde as raw materials is reported on pages 5 and 6-8 in the 2011 stage of chemical technology, and nitrogen atoms and oxygen atoms with lone pair electrons contained in mannich base molecules can form coordination bonds with iron atoms (ions) to carry out complexation, so that the aim of metal corrosion inhibition is achieved. The information disclosed in the paper shows that the corrosion inhibitor has good corrosion inhibition effect only at the temperature of 50-100 ℃ for 2-12 hours.
CN103571448A provides a high temperature acidification corrosion inhibitor applicable to 160-180 ℃ and a preparation method thereof, the high temperature acidification corrosion inhibitor is composed of A, B components, component a is prepared from polycyclic aromatic hydrocarbon chloromethylated pyridine quaternary ammonium salt, 3-methyl-1-pentyne-3-alcohol, 2, 4-pentanedione, dodecyl pyridine bromide, cinnamaldehyde, potassium fluoride, WH-9603 thickener and methanol, and component B is prepared from ethylene glycol antimony, bismuth trichloride, cuprous oxide and hydrochloric acid. CN101892042a provides a high temperature acidizing corrosion inhibitor, which consists of 45-60 parts by weight of quaternary ammonium salt of mannich base, 15-30 parts by weight of dimethylformamide and 20-35 parts by weight of isopropanol.
The existing high-temperature acidification corrosion inhibitor has the following problems: (1) At normal temperature, the solubility of cuprous chloride and cuprous iodide in acid liquor is too low at normal temperature, and the cuprous chloride and the cuprous iodide are not easy to be uniform in the acid liquor; (2) The metal synergist and the acidification corrosion inhibitor easily form components with extremely poor acid solubility under the ground condition, so that the acid liquor is turbid, and the active components of the acidification corrosion inhibitor at high temperature are unevenly distributed and are subjected to standing layering. Dispersants are generally used to mitigate the adverse effects of this phenomenon, but often at the cost of reduced corrosion inhibition efficiency, and still do not completely solve the problem; (3) The acidizing corrosion inhibitor has high use concentration, and the temperature of 140 ℃ can be tolerated only by using the concentration of more than 3%; when the temperature is up to 180 ℃, the use concentration of the corrosion inhibitor is often more than 5%; (4) high use cost; (5) In order to ensure the corrosion inhibition performance of the product, the conventional preparation method of the acidizing corrosion inhibitor generally needs to be matched with special reaction equipment and high-temperature conditions, active components of the corrosion inhibitor are produced in a factory, then liquid preparation is carried out on an acidizing site, direct synthesis on the acidizing site is not possible, and for example, the synthesis of the corrosion inhibitor with quinoline quaternary ammonium salt as a main component needs to be carried out at 160 ℃. In addition to the high cost of using the acidified corrosion inhibitors at high concentrations, the expensive alkynol compounds and iodides in the corrosion inhibitors are another major cause of high costs.
Disclosure of Invention
In order to solve the problems, the invention aims to provide a corrosion inhibitor for inhibiting metal corrosion, and a preparation method and application thereof. The corrosion inhibitor is obtained by reacting organic primary amine and 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, few raw materials and no metal addition.
In order to achieve the above object, the present invention provides a corrosion inhibitor for inhibiting metal corrosion, which is obtained by reacting an organic primary amine with an unsaturated aldehyde at 0 to 35 ℃.
In a specific embodiment of the present invention, the organic primary amine and the unsaturated aldehyde are prepolymerized at a temperature of 0-35℃to obtain a corrosion inhibitor, typically an oligomer, having a weight average molecular weight of typically 5000-10000.
In particular embodiments of the present 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 two H atoms on an N atom in the primary amine can be replaced in the reaction process, so that the N atom forms a chemical bond with other atoms (such as C, N, O and the like). Preferably, the organic primary amine comprises one or a combination of more than two 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) - (8:3).
The invention provides a preparation method of the corrosion inhibitor for inhibiting metal corrosion, which comprises the steps 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 preparation 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, preferably, the organic solvent is one or a combination of two or more of acetonitrile, tetrahydrofuran and dioxane.
In the above preparation method, preferably, the mass ratio of the organic primary amine to the catalyst is (10:1) - (200:1).
In the above preparation method, preferably, the mass ratio of the organic primary amine to the drying agent is (1:10) - (8:5).
In the above preparation method, preferably, the mass ratio of the organic solvent to the organic primary amine is (15:8) - (30:1).
In the above preparation method, preferably, the reaction time of the reaction is 2 to 12 hours.
In a specific embodiment of the present invention, the above-mentioned production 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, the above preparation method may employ a method of reacting while stirring, and preferably, the stirring speed is 50 to 200rpm.
The invention further provides application of the corrosion inhibitor for inhibiting metal corrosion in acidification construction at the temperature of more than 80 ℃.
The invention also provides a polymer which is polymerized by the corrosion inhibitor for inhibiting metal corrosion; preferably, the polymerization temperature is 80 ℃ or higher.
In a specific embodiment of the present invention, when the temperature is increased to above 80 ℃, further cross-polymerization of the oligomers in the corrosion inhibitor may occur, forming a high polymer which may adhere to the metal surface, which adsorption principle is different from the adsorption principle of the existing corrosion inhibitors comprising schiff base, 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 between metal and corrosive environment, thereby realizing the function of inhibiting metal corrosion in a high-temperature environment of more than 80 ℃.
FIG. 1 is a schematic diagram of the principle of the prepolymerization and further cross-polymerization reactions. The single arrow in fig. 1 indicates the prepolymerization reaction, pointing to a product that can be described in limited text or symbols, while the parallel double arrow indicates that the prepolymerization and further cross-polymerization reactions take place. In particular embodiments, the reaction pathways of the prepolymerization and further cross-polymerization are difficult to overcome, and thus the product structures listed in FIG. 1 are only partial products, not all products.
The beneficial effects of the invention include:
1. the invention uses organic primary amine with double functional groups and aromatic aldehyde unsaturated aldehyde with double functional groups to prepare corrosion inhibitor, and the formed corrosion inhibitor (oligomer) has molecular weight of 5000-10000 and can be still dissolved in common polar organic solvent and/or polar inorganic solvent. When the temperature is raised to more than 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 impact hardness is more than 50, the contact between the metal and the corrosion environment can be blocked, and the function of inhibiting the metal corrosion is realized in the high-temperature environment of more than 80 ℃.
2. Compared with the acidizing corrosion inhibitor which needs to produce active ingredients in a factory in advance for matching special reaction equipment and high-temperature conditions in the prior art, 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 in an acidizing construction site, and saves the process cost.
3. The method provided by the invention has the advantages that the required raw materials are simple and cheap, a surfactant, an expensive alkynol compound and an iodide are not required, and the raw materials are free of metal, so that the problem that the conventional acidizing corrosion inhibitor directly contacts with copper, antimony and other synergists to generate precipitation is avoided.
4. The corrosion inhibitor for inhibiting metal corrosion can effectively carry out corrosion protection on steel sheets under the conditions of low concentration (less than 5 percent) and high temperature (80-200 ℃), and compared with the conventional corrosion inhibitor (the use concentration of which is more than 3 percent and only can be tolerated at 140 ℃ and the use concentration of which is more than 5 percent and only can be tolerated at 180 ℃), the corrosion inhibition performance of the corrosion inhibitor provided by the invention is greatly improved.
Drawings
FIG. 1 is a schematic representation of the principle of the prepolymerization and further cross-polymerization reaction of the present invention.
FIG. 2 is a photograph of 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 corrosion inhibition experiments on the surfaces of P110 and 13Cr steel sheets by using the corrosion inhibitors for inhibiting metal corrosion prepared in example 5 and example 6.
FIG. 4 is a schematic illustration of a corrosion inhibitor prepared in example 6 to inhibit corrosion of metals 1 H nuclear magnetic resonance spectrum.
FIG. 5 is a schematic illustration of a corrosion inhibitor prepared in example 6 to inhibit corrosion of metals 13 C nuclear magnetic resonance spectrum.
Detailed Description
The technical solution of the present invention will be described in detail below for a clearer understanding of technical features, objects and advantageous effects of the present invention, but should not be construed as limiting the scope of the present invention.
Example 1
The embodiment provides a corrosion inhibitor for inhibiting metal corrosion, which is prepared by the following method:
to a round bottom flask was added 30ml of acetonitrile, 100mg of acetic acid and 10g of anhydrous calcium chloride, 5.3g of cinnamaldehyde and 3.8g of octadecylamine were added, and the mixture was stirred at 100rmp at room temperature for reaction for 4 hours, the insoluble anhydrous calcium chloride solid was removed by filtration, and a clear and transparent solution was extracted as a corrosion inhibitor for inhibiting N80 metal corrosion, which contained an oligomer of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution, and is solidified at 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 2
The embodiment provides a corrosion inhibitor for inhibiting metal corrosion, which is prepared by the following method:
to a round bottom flask was added 50ml of acetonitrile, 200mg of benzoic acid and 25g of 4A molecular sieve, 10g of acrolein and 6g of aniline were added, the mixture was stirred at 100rmp at room temperature for reaction for 6 hours, the insoluble 4A molecular sieve was removed by filtration, and a clear and transparent solution was extracted as a corrosion inhibitor for inhibiting N80 metal corrosion, which contains an oligomer of an unsaturated aldehyde and an organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution, and is solidified at 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 3
The embodiment provides a corrosion inhibitor for inhibiting metal corrosion, which is prepared by the following method:
into a round bottom flask, 30ml of dioxane, 100mg of benzoic acid and 10g of anhydrous sodium carbonate are added, 5g of cinnamaldehyde and 4g of dodecyl amine are added, stirring reaction is carried out for 4 hours at room temperature at 100rmp, insoluble sodium carbonate solid is removed by filtering the reacted solution, and clear and transparent solution is extracted to be used as a corrosion inhibitor for inhibiting N80 metal corrosion, wherein the corrosion inhibitor contains unsaturated aldehyde and organic primary amine oligomer.
A clear and transparent solution is extracted from the corrosion inhibitor solution, and is solidified at 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 4
The embodiment provides a corrosion inhibitor for inhibiting metal corrosion, which is prepared by the following method:
to a round bottom flask was added 30ml of tetrahydrofuran, 100mg of benzoic acid and 10g of anhydrous sodium carbonate, 5g of cinnamaldehyde and 10g of aniline were added, and the mixture was stirred at 100rmp at room temperature for reaction for 4 hours, the insoluble sodium carbonate solid was removed by filtration, and a clear and transparent solution was extracted as a corrosion inhibitor for inhibiting N80 metal corrosion, wherein the corrosion inhibitor contained an oligomer of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution, and is solidified at 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 5
The embodiment provides a corrosion inhibitor for inhibiting metal corrosion, which is prepared by the following method:
to a round bottom flask was added 50ml of acetonitrile, 200mg of benzoic acid and 25g of 4A molecular sieve, 10g of acrolein and 6g of aniline were added, the mixture was stirred at 100rmp at room temperature for reaction for 6 hours, the insoluble 4A molecular sieve was removed by filtration, and a clear and transparent solution was extracted as a corrosion inhibitor for inhibiting P110 metal corrosion, which contains an oligomer of an unsaturated aldehyde and an organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution, and is solidified at 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Example 6
The embodiment provides a corrosion inhibitor for inhibiting metal corrosion, which is prepared by the following method:
to a round bottom flask was added 50ml of acetonitrile, 200mg of benzoic acid and 25g of 4A molecular sieve, 10g of cinnamaldehyde and 6g of aniline were added, the mixture was stirred at 100rmp at room temperature for reaction for 6 hours, the insoluble 4A molecular sieve was removed by filtration, and a clear and transparent solution was extracted as a corrosion inhibitor for inhibiting 13Cr metal corrosion, wherein the corrosion inhibitor contains an oligomer of unsaturated aldehyde and organic primary amine.
Extracting a clear and transparent solution from the corrosion inhibitor solution to remove the solvent 1 H and 13 c, nuclear magnetic resonance analysis; a clear and transparent solution was then extracted and cured at 200℃and subjected to polymer molecular weight and pendulum hardness tests.
Comparative example 1
The present comparative example provides a corrosion inhibitor for inhibiting metal corrosion, which is prepared by the following method:
to a round bottom flask was added 30ml of tetrahydrofuran, 100mg of benzoic acid and 10g of anhydrous sodium carbonate, 5g of cinnamaldehyde and 0.8g of aniline were added, and the mixture was stirred at 100rmp at room temperature for reaction for 4 hours, the insoluble sodium carbonate solid was removed by filtration, and a clear and transparent solution was extracted as a corrosion inhibitor for inhibiting N80 metal corrosion, which contained an oligomer of unsaturated aldehyde and organic primary amine.
A clear and transparent solution is extracted from the corrosion inhibitor solution, and is solidified at 200 ℃ to carry out polymer molecular weight test and pendulum hardness test.
Test example 1
The corrosion inhibitors for inhibiting metal corrosion prepared in examples 1 to 6 and comparative example 1 were prepared according to SYT5405-1996, section 4 of corrosion inhibitor Performance test method for acidification and evaluation index: the high-temperature high-pressure dynamic corrosion rate, corrosion inhibition rate measuring method and evaluation index test corrosion inhibition performance, and the test temperature is 180 or 200 ℃. The test results are summarized in table 1.
Weight average molecular weight measurements of the oligomers (i.e., corrosion inhibitors prepared in examples 1-6 and comparative example 1) and the high polymers (i.e., polymers resulting from curing of the oligomers at 200 ℃) were performed using gel permeation chromatography, the reference standard being SH/T1759-2007 "determination of molecular weight distribution of solution polymers by gel permeation chromatography", which is a method well known to those skilled in the art. The pendulum hardness test of the polymers is described in GB/T1730-1993 "film hardness determination pendulum damping test" method A, which is a method known to the person skilled in the art.
TABLE 1
As can be seen from Table 1, the corrosion rate of N80 steel sheet was < 75g/m when the amount of the corrosion inhibitor for inhibiting metal corrosion prepared in examples 1 to 6 was < 5% at 200℃under 20% hydrochloric acid 2 h. The corrosion inhibitor for inhibiting metal corrosion provided by the invention has good corrosion inhibition performance.
The amount of organic primary amine used in the preparation method of comparative example 1 is smaller than that in the preparation method provided by the invention, so that oligomer cannot be effectively formed, and a high polymer is formed to play a slow-release role. The corrosion rate of the corrosion inhibitor prepared in the comparative example 1 after being applied to the N80 steel sheet is far higher than that of the N80 steel sheet measured in the examples 1-4, and the corrosion inhibitor obtained by the preparation method provided by the invention can be used for effectively protecting corrosion of metals.
FIG. 2 is a photograph of the corrosion inhibition experiment of the corrosion inhibitor for inhibiting metal corrosion of the surface of the N80 steel sheet of example 1. 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 thereof (black light-emitting portion in fig. b), and fig. 2 c is a photograph of the N80 steel sheet after the surface protective film is completely removed. Fig. 2 demonstrates that the corrosion inhibitor for inhibiting metal corrosion provided in example 1 can form a protective film on the surface of the N80 steel sheet, thereby effectively protecting the steel sheet from corrosion.
FIG. 3 is a photograph showing corrosion inhibition experiments on the surfaces of P110 and 13Cr steel sheets by using the corrosion inhibitors for inhibiting metal corrosion prepared in example 5 and example 6. FIG. 3 a is a photograph of a P110 steel sheet after corrosion test using the corrosion inhibitor of example 5, and FIG. 3 b is a photograph of a 13Cr steel sheet after corrosion test using the corrosion inhibitor of example 6, wherein no obvious corrosion sign exists, which proves that the corrosion inhibitor for inhibiting metal corrosion provided by the invention can effectively prevent corrosion of P110 and 13Cr metals.
Test example 2
This test example provides the results of a nuclear magnetic resonance test on the corrosion inhibitor prepared in example 6 that inhibits metal corrosion. FIGS. 4 and 5 show the corrosion inhibitors, respectively 1 H and 13 c nuclear magnetic resonance 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 of 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 (13)
1. A corrosion inhibitor for inhibiting metal corrosion is prepared by reacting organic primary amine with unsaturated aldehyde at 0-35 ℃;
the mass ratio of the organic primary amine to the unsaturated aldehyde is (1:6) - (8:3);
the organic primary amine comprises one or more than two of dodecylamine, octadecylamine, aniline and p-methoxyaniline;
the unsaturated aldehyde comprises one or a combination of more than two of acrolein, crotonaldehyde and cinnamaldehyde;
the weight average molecular weight of the corrosion inhibitor is 5000-10000.
2. The corrosion inhibitor according to claim 1, wherein the corrosion inhibitor is soluble in a polar organic solvent and/or a polar inorganic solvent.
3. The method for preparing the corrosion inhibitor for inhibiting metal corrosion according to claim 1 or 2, which comprises the steps 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.
4. The production method according to claim 3, 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 uses an organic solvent as a solvent, wherein the organic solvent is one or a combination of more than two of acetonitrile, tetrahydrofuran and dioxane.
5. The production method according to claim 3 or 4, wherein the mass ratio of the organic primary amine to the catalyst is (10:1) - (200:1).
6. The process according to claim 3 or 4, wherein the mass ratio of the organic primary amine to the drying agent is (1:10) - (8:5).
7. The production method according to claim 3 or 4, wherein the mass ratio of the organic solvent to the organic primary amine is (15:8) - (30:1).
8. A production method according to claim 3, wherein the reaction time is 2 to 12 hours.
9. Use of the corrosion inhibitor for inhibiting metal corrosion according to claim 1 or 2 in acidizing construction at a temperature above 80 ℃.
10. A polymer obtained by polymerizing the corrosion inhibitor for inhibiting metal corrosion according to claim 1 or 2.
11. The polymer of claim 10, wherein the polymerization reaction temperature is 80 ℃ or higher.
12. The polymer of claim 10, wherein the weight average molecular weight of the polymer is greater than 500000.
13. The polymer of claim 10, wherein the polymer has a pendulum hardness > 50.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US20050123437A1 (en) * | 2003-12-03 | 2005-06-09 | Cassidy Juanita M. | Methods and compositions for inhibiting metal corrosion |
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| CN105254529A (en) * | 2015-09-21 | 2016-01-20 | 西南石油大学 | Preparation method of tree-shaped Schiff base corrosion inhibitor |
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