CN115466216A - Preparation method of nonionic corrosion inhibitor and nonionic corrosion inhibitor - Google Patents
Preparation method of nonionic corrosion inhibitor and nonionic corrosion inhibitor Download PDFInfo
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- CN115466216A CN115466216A CN202110655255.1A CN202110655255A CN115466216A CN 115466216 A CN115466216 A CN 115466216A CN 202110655255 A CN202110655255 A CN 202110655255A CN 115466216 A CN115466216 A CN 115466216A
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- 238000005260 corrosion Methods 0.000 title claims abstract description 98
- 230000007797 corrosion Effects 0.000 title claims abstract description 98
- 239000003112 inhibitor Substances 0.000 title claims abstract description 71
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 96
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 83
- -1 hydroxyalkyl imidazoline compound Chemical class 0.000 claims abstract description 71
- 238000006243 chemical reaction Methods 0.000 claims abstract description 46
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 42
- 239000011541 reaction mixture Substances 0.000 claims abstract description 41
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims abstract description 28
- 238000003756 stirring Methods 0.000 claims abstract description 25
- 238000000034 method Methods 0.000 claims abstract description 23
- 125000004651 chloromethoxy group Chemical group ClCO* 0.000 claims abstract description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 14
- 229920000768 polyamine Polymers 0.000 claims abstract description 14
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 12
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 230000008569 process Effects 0.000 claims abstract description 9
- 238000002156 mixing Methods 0.000 claims abstract description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 8
- 230000001502 supplementing effect Effects 0.000 claims abstract description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 20
- 239000000194 fatty acid Substances 0.000 claims description 20
- 229930195729 fatty acid Natural products 0.000 claims description 20
- 239000002736 nonionic surfactant Substances 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 7
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 4
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 claims description 4
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 3
- 229940070765 laurate Drugs 0.000 claims 1
- 229940105132 myristate Drugs 0.000 claims 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract description 40
- 239000001569 carbon dioxide Substances 0.000 abstract description 18
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract description 18
- 230000005764 inhibitory process Effects 0.000 abstract description 16
- 238000005086 pumping Methods 0.000 abstract description 10
- 230000018044 dehydration Effects 0.000 abstract description 8
- 238000006297 dehydration reaction Methods 0.000 abstract description 8
- 239000003921 oil Substances 0.000 description 16
- 235000019198 oils Nutrition 0.000 description 16
- 239000000243 solution Substances 0.000 description 12
- 238000001816 cooling Methods 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000008399 tap water Substances 0.000 description 5
- 235000020679 tap water Nutrition 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 238000005755 formation reaction Methods 0.000 description 4
- 239000008398 formation water Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000003129 oil well Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 150000003254 radicals Chemical group 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- LPMBTLLQQJBUOO-KTKRTIGZSA-N (z)-n,n-bis(2-hydroxyethyl)octadec-9-enamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(CCO)CCO LPMBTLLQQJBUOO-KTKRTIGZSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229920006318 anionic polymer Polymers 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000005313 fatty acid group Chemical group 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000003345 natural gas Substances 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- NYKRTKYIPKOPLK-UHFFFAOYSA-N 1-bromo-2-dichlorophosphoryloxyethane Chemical compound ClP(Cl)(=O)OCCBr NYKRTKYIPKOPLK-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- AOMUHOFOVNGZAN-UHFFFAOYSA-N N,N-bis(2-hydroxyethyl)dodecanamide Chemical compound CCCCCCCCCCCC(=O)N(CCO)CCO AOMUHOFOVNGZAN-UHFFFAOYSA-N 0.000 description 1
- QZXSMBBFBXPQHI-UHFFFAOYSA-N N-(dodecanoyl)ethanolamine Chemical compound CCCCCCCCCCCC(=O)NCCO QZXSMBBFBXPQHI-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000011938 amidation process Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229940031957 lauric acid diethanolamide Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- BOWVQLFMWHZBEF-KTKRTIGZSA-N oleoyl ethanolamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)NCCO BOWVQLFMWHZBEF-KTKRTIGZSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000007347 radical substitution reaction Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D233/22—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/54—Compositions for in situ inhibition of corrosion in boreholes or wells
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of a non-ionic corrosion inhibitor and the non-ionic corrosion inhibitor, belonging to the field of petrochemical industry. The preparation method comprises the following steps: uniformly mixing water and sodium hydroxide, mixing the mixture with chloromethoxy fatty acid methyl ester, and stirring the mixture at the temperature of between 60 and 70 ℃ for reaction to obtain a first reaction mixture; separating the water phase in the first reaction mixture, adding an emulsifier and a polyamine compound, and reacting at 160-180 ℃ under the conditions of stirring and nitrogen to obtain a second reaction mixture; separating out methanol from the second reaction mixture, heating to 200-270 ℃, and reacting under the condition of vacuum-pumping dehydration to obtain a hydroxyalkyl imidazoline compound; and adding the separated methanol and water into the hydroxyalkyl imidazoline compound, and supplementing additional water to obtain the non-ionic corrosion inhibitor, which has good water solubility and corrosion inhibition and is suitable for the carbon dioxide huff and puff process and the corrosion protection of produced water.
Description
Technical Field
The invention relates to the field of petrochemical industry, in particular to a preparation method of a non-ionic corrosion inhibitor and the non-ionic corrosion inhibitor.
Background
Carbon dioxide huff and puff technology is a technology for increasing the recovery rate of crude oil through the processes of injecting carbon dioxide from an oil well, closing a well, diffusing and opening a well to produce. The carbon dioxide huff and puff flow is divided into two links: the first link is that carbon dioxide flows from the wellhead to the bottom of the well and then flows to a wellhead gathering pipeline branch line along with formation oil water from an oil pipe. The second link is that the fluid containing carbon dioxide enters a gathering and transportation trunk line and a combined station for oil-water separation. Carbon dioxide injected into the well contacts with formation water to form carbonic acid, and after the well is opened for production, the formed carbonic acid can enter oil pipes and oil sleeve annular spaces, so that the oil pipes and the sleeve pipes can be corroded. Therefore, it is necessary to control the above-mentioned corrosion.
At present, corrosion of carbonic acid to oil pipes and casings is controlled by adding a corrosion inhibitor into the oil casing annulus regularly.
However, the currently used anionic corrosion inhibitors cannot be used in the first stage, and the commonly used cationic corrosion inhibitors cannot be used in the second stage.
Disclosure of Invention
In view of the above, the present invention provides a preparation method of a non-ionic corrosion inhibitor and a non-ionic corrosion inhibitor.
Specifically, the method comprises the following technical scheme:
in one aspect, an embodiment of the present invention provides a preparation method of a non-ionic corrosion inhibitor, where the preparation method of the non-ionic corrosion inhibitor includes:
uniformly mixing water and sodium hydroxide, then mixing the mixture with chloromethoxy fatty acid methyl ester, and stirring the mixture at the temperature of between 60 and 70 ℃ for reaction to obtain a first reaction mixture;
separating out the water phase in the first reaction mixture, adding an emulsifier and a polyamine compound into a reaction system, and reacting the reaction system at 160-180 ℃ under the conditions of stirring and introducing nitrogen to obtain a second reaction mixture;
separating out methanol from the second reaction mixture, heating to 200-270 ℃, and reacting under the condition of keeping vacuumizing and dehydrating to obtain a hydroxyalkyl imidazoline compound;
adding the separated methanol and water into the hydroxyalkyl imidazoline compound, and supplementing additional water to obtain the non-ionic corrosion inhibitor;
wherein the chemical structural formula of the chloromethoxy fatty acid methyl ester is shown as follows:
m and n are both integers greater than 1.
In some possible implementations, the methyl chloromethoxyfatty acid is selected from at least one of methyl chloromethoxypalmitate, methyl chloromethoxylaurate, methyl chloromethoxymyristate, and methyl chloromethoxynaphthenate.
In some possible implementations, the polyamine-based compound is selected from at least one of β -hydroxyethylethylenediamine, diethylenetriamine, triethylenetetramine.
In some possible implementations, the reaction system is allowed to perform the stirring reaction at a stirring speed of 200 rpm to 400 rpm while obtaining the first reaction mixture.
In some possible implementations, the reaction system is allowed to perform the reaction under the stirring conditions of 400 rpm to 600 rpm while obtaining the second reaction mixture.
In some possible implementations, the nitrogen is flowed for a time period of 10 minutes to 15 minutes while obtaining the second reaction mixture.
In some possible implementations, the additional water is added in an amount such that the non-ionic corrosion inhibitor has a water content of 30-40% by mass.
In some possible implementations, the emulsifier is an alkanolamide-type nonionic surfactant.
On the other hand, the embodiment of the invention also provides a non-ionic corrosion inhibitor, and the non-ionic corrosion inhibitor is prepared by any one of the methods.
In some possible implementations, the non-ionic corrosion inhibitor has a water content of 30-40% by mass and a viscosity of 20mpa.s-100mpa.s.
The technical scheme provided by the embodiment of the invention at least has the following beneficial effects:
according to the preparation method of the non-ionic corrosion inhibitor provided by the embodiment of the invention, chloromethoxy fatty acid methyl ester is used as a synthetic raw material, and alkaline hydrolysis reaction is firstly carried out on the chloromethoxy fatty acid methyl ester, so that a chloro group on an alkyl chain of the chloromethoxy fatty acid methyl ester is hydrolyzed to generate hydroxy fatty acid ester, namely hydroxy methoxy fatty acid methyl ester. Then, the hydroxy fatty acid ester and the polyamine compound are subjected to dehydration and methanol removal reaction to remove methanol and water, so that the hydroxyalkyl amide compound is generated, and the hydroxyalkyl imidazoline compound has good water solubility and good corrosion inhibition performance. The non-ionic corrosion inhibitor prepared by the hydroxyalkyl imidazoline compound has good water solubility and corrosion inhibition, is non-ionic in component, can avoid reaction with various ions in formation water, field water and united station water, and is suitable for carbon dioxide huff and puff processes and corrosion protection of produced water.
Detailed Description
In order to make the technical solutions and advantages of the present invention clearer, the following will describe embodiments of the present invention in further detail.
Carbon dioxide in the huff and puff process, CO 2 As corrosive gas, the corrosion gas can cause corrosion of downhole tools and equipment of an oil well, and can also cause serious corrosion to metal equipment in the processes of crude oil extraction, gathering, combined station treatment and the like. The carbon dioxide huff and puff flow is roughly divided into two flowsThe method comprises the following steps: the first link is carbon dioxide flowing from the wellhead to the bottom of the well and then along with formation oil and water flowing from the tubing to the wellhead gathering line branch. And the second step is that the fluid containing carbon dioxide enters a gathering and transportation trunk line and a combined station for oil-water separation.
In the related art, corrosion of the oil pipe and the casing pipe caused by carbonic acid is controlled by adding a corrosion inhibitor into the oil casing annulus regularly. However, the currently used anionic corrosion inhibitors cannot be used in the first stage, and the commonly used cationic corrosion inhibitors cannot be used in the second stage.
Specifically, for the first link, CO 2 As acid gas, after being injected into an oil reservoir, the acid gas can erode minerals in the stratum, so that the produced water of the oil field presents high salinity and Ca 2+ ，Mg 2+ ，Fe 2+ The content of multivalent metal ions is high, and the anionic sustained release agent can react with Ca 2+ ，Mg 2+ The multivalent metal ions form precipitates and lose their effect, and therefore, they are not suitable for corrosion inhibition during carbon dioxide huff and puff.
For the second link, as the oil field exploitation continues, the pressure of the underground oil layer is reduced, and the yield of the oil well is reduced. In situ, a variety of stimulation treatments are used to increase production, such as injection of polymers, polymers/surfactants, etc., which are predominantly anionic, into subterranean formations. Thus, the united station produced water often contains anionic polymers or surfactants. When a cationic corrosion inhibitor such as cationic imidazoline is used for corrosion protection, the corrosion inhibitor cannot have a corrosion inhibition effect, because the cationic imidazoline corrosion inhibitor has a positive charge to react with an anionic polymer or petroleum sulfonate surfactant in produced water, so that the corrosion inhibition effect is lost.
In one aspect, the embodiment of the invention provides a preparation method of a non-ionic corrosion inhibitor, which comprises the following steps:
step 1: uniformly mixing water and sodium hydroxide, then mixing the mixture with chloromethoxy fatty acid methyl ester, and stirring the mixture for reaction at the temperature of between 60 and 70 ℃ to obtain a first reaction mixture.
Step 2: separating out the water phase in the first reaction mixture, adding an emulsifier and a polyamine compound into the reaction system, and reacting the reaction system at 160-180 ℃ under the conditions of stirring and introducing nitrogen to obtain a second reaction mixture.
And step 3: separating out methanol from the second reaction mixture, heating to 200-270 deg.c, and vacuum dewatering to obtain hydroxyalkyl imidazoline compound.
And 4, step 4: adding the separated methanol and water into the hydroxyalkyl imidazoline compound, and supplementing additional water to obtain the non-ionic corrosion inhibitor.
In step 1, sodium hydroxide and water are uniformly mixed to form a sodium hydroxide aqueous solution, and the chloromethoxy fatty acid methyl ester can be subjected to hydrolysis reaction in the sodium hydroxide aqueous solution to generate hydroxy fatty acid ester and sodium chloride. Wherein the hydroxy fatty acid ester and sodium chloride comprise the first reaction mixture.
In the embodiment of the invention, the chemical structural formula of the chloromethoxy fatty acid methyl ester is shown as follows:
wherein m and n are both integers greater than 1, for example, from 2 to 20.
The synthesis principle of methyl chloromethoxy fatty acid is well known in the art, and the methyl chloromethoxy fatty acid is prepared by chlorination reaction of methyl fatty acid, chlorine with purity of more than 99.999% and analytically pure methanol, azodiisobutyronitrile can be used as a catalyst in the reaction process, and the methyl chloromethoxy fatty acid is synthesized under the condition of ultraviolet irradiation. The synthesis reaction of the chloromethoxy fatty acid methyl ester is actually free radical substitution interlocking reaction, chlorine is homolytic under the action of ultraviolet light and a catalyst to generate chlorine free radicals, and the chlorine free radicals and methoxy radicals respectively substitute hydrogen in the fatty acid methyl ester to obtain the chloromethoxy fatty acid methyl ester.
For example, the synthesis principle of methyl chloromethoxy fatty acid can be seen in the chemical equation shown below:
for step 2, the hydroxy fatty acid ester is retained by separating off the aqueous phase from the first reaction mixture, i.e. removing the sodium chloride formed in step 1. The hydroxy fatty acid ester is then reacted with a polyamine compound to strip the methanol therefrom and simultaneously react to form a hydroxyalkyl amide, wherein the methanol and the hydroxyalkyl amide form a second reaction mixture.
Wherein, the step 2 is to add an emulsifier into the reaction system, so that the reaction for generating the hydroxyalkyl amide is carried out in an emulsified state, thereby improving the reaction rate. In the embodiment of the invention, the hydrolysis yield related to the step 2 can reach more than 90%, the product not only comprises hydroxy fatty acid methyl ester, but also comprises a small amount of byproduct sodium hydroxymethoxy fatty acid, wherein both the hydroxy methoxy fatty acid methyl ester and the sodium hydroxymethoxy fatty acid can be subjected to dehydration and methanol removal reaction with a polyamine compound.
For step 3, after the methanol in the second reaction mixture is separated, the hydroxyalkyl amide is retained, and then the reaction system with the hydroxyalkyl amide retained is subjected to vacuum dehydration to further dehydrate it to form a hydroxyalkyl imidazoline compound.
For step 4, the water content and viscosity of the nonionic corrosion inhibitor are brought within the desired ranges by adding the water separated in step 2 and the methanol separated in step 3 to the reaction product system containing the hydroxyalkyl imidazoline compound and continuing to supplement additional water, such as tap water, thereto.
By adding the water separated in the step 2 and the methanol separated in the step 3 to the reaction product system containing the hydroxyalkyl imidazoline compound, not only is the viscosity of the reaction product system diluted, but also the recycling of the water and the methanol is facilitated.
Therefore, in the preparation method of the non-ionic corrosion inhibitor provided by the embodiment of the invention, chloromethoxy fatty acid methyl ester is used as a synthetic raw material, and alkaline hydrolysis reaction is firstly carried out on the chloromethoxy fatty acid methyl ester, so that a chloro group on an alkyl chain of the chloromethoxy fatty acid methyl ester is hydrolyzed to generate hydroxy fatty acid ester, namely hydroxy methoxy fatty acid methyl ester. Then, the hydroxy fatty acid ester and the polyamine compound are subjected to dehydration and methanol removal reaction to remove methanol and water, so that the hydroxyalkyl amide compound is generated, and the hydroxyalkyl imidazoline compound has good water solubility and good corrosion inhibition performance. The non-ionic corrosion inhibitor prepared by the hydroxyalkyl imidazoline compound has good water solubility and corrosion inhibition, contains non-ionic components, can avoid the reaction with various ions in formation water, field water and united station water, and is suitable for the carbon dioxide huff and puff process and the corrosion protection of produced water.
The chloromethoxy fatty acid methyl ester is common in the field, and the product relates to the fatty acid methyl ester, so that the chloromethoxy fatty acid methyl ester is environment-friendly, non-toxic and low in cost. In the embodiment of the present invention, the specific type of the chloromethoxy fatty acid methyl ester is determined adaptively by changing the type of the fatty acid group contained in the chloromethoxy fatty acid methyl ester. For example, the carbon chain length of the fatty acid involved in the methyl chloromethoxyfatty acid is preferably 12 to 18 carbons, for example, the fatty acid group can be derived from palmitic acid, lauric acid, myristic acid, naphthenic acid, etc. That is, the methyl chloromethoxyfatty acid is at least one selected from methyl chloromethoxypalmitate, methyl chloromethoxylaurate, methyl chloromethoxymyristate, and methyl chloromethoxynaphthenate.
In some possible implementations, the polyamine compound is selected from at least one of β -hydroxyethylethylenediamine, diethylenetriamine, triethylenetetramine.
For step 1, the reaction system is allowed to react with stirring at a stirring speed of 200 rpm to 400 rpm so that the reaction proceeds sufficiently, while obtaining the first reaction mixture.
For example, agitation speeds include, but are not limited to: 200 rpm, 250 rpm, 300 rpm, 350 rpm, 400 rpm, etc.
For step 2, the reaction system is allowed to react under stirring conditions of 400 rpm to 600 rpm while obtaining the second reaction mixture. By increasing the reaction rate, a reaction system with higher viscosity is adapted, so that the reaction is ensured to be fully carried out.
For example, the stirring speed includes, but is not limited to: 400 rpm, 450 rpm, 500 rpm, 550 rpm, 600 rpm, etc.
When the reaction involved in the step 2 is carried out, nitrogen gas is introduced into the reaction system in advance, so that the reaction process is carried out under a nitrogen atmosphere.
Illustratively, the nitrogen gas is introduced for 10 minutes to 15 minutes, for example, 10 minutes, 11 minutes, 12 minutes, 13 minutes, 14 minutes, 15 minutes, etc., when the second reaction mixture is obtained.
In the step 2, an emulsifier is also added into the reaction system to ensure that the reaction system is a uniform emulsion system.
Alkanolamide-type nonionic surfactants are common in the art and are available in commercially available forms, and examples of the present invention include, but are not limited to, the following: at least one of lauric acid alkanolamide, coconut oil monoethanolamide, coconut oil diethanolamide, coconut oil monoisopropanolamide, dodecyl monoethanolamide, dodecyl diethanolamide, dodecyl monoisopropanolamide, tetradecyl monoethanolamide, tetradecyl diethanolamide, tetradecyl monoisopropanolamide, octadecyl monoethanolamide, octadecyl diethanolamide, octadecyl monoisopropanolamide, oleic acid monoethanolamide, oleic acid diethanolamide, and oleic acid monoisopropanolamide.
The alkanolamide nonionic surfactant is used as an emulsifier and added into a reaction system, so that the hydroxy fatty acid ester and the polyamine compound can be promoted to form an emulsion, the reaction contact area is increased, and the reaction efficiency and the yield are further improved. In addition, the alkanolamide type nonionic surfactant can also act synergistically with the hydroxyalkyl imidazoline compound which is the final reaction product to enhance the corrosion inhibition effect.
In the step 4, additional water is added into the hydroxyalkyl imidazoline compound system, wherein the additional water is added in an amount which enables the water content of the finally formed nonionic corrosion inhibitor to be 30-40% by mass.
In the method provided by the embodiment of the present invention, the molar ratio of the chloromethoxy fatty acid methyl ester, the polyamine compound, the sodium hydroxide and the tap water may be 0.2 to 1.5.
For an example, the preparation method of the nonionic corrosion inhibitor provided by the embodiment of the present invention can be seen in the following operation steps:
firstly, adding water and NaOH into a four-neck flask, starting a stirrer, stirring at the speed of 200-400 rpm, and adding chloromethoxy fatty acid methyl ester into the four-neck flask after the NaOH is completely dissolved. Then, connecting the four-mouth flask with a condenser and a water separator, continuously starting a stirrer, controlling the temperature to be 60-70 ℃, stirring into emulsion, and reacting for 3-6 hours to obtain a first reaction mixture.
Then, the water phase in the first reaction mixture is separated, and then, the emulsifier and the polyamine compound are continuously added into the four-neck flask, wherein the mass of the emulsifier is 15% -25% of that of the methyl chloromethoxy fatty acid, for example, 20%). And increasing the stirring speed to 400-600 rpm, introducing nitrogen into the four-neck flask for 10-15 minutes, continuously heating to 160-180 ℃, and keeping the temperature for 2-3 hours to obtain a second reaction mixture.
And distilling the methanol from the second reaction mixture by adopting a vacuum-pumping reduced-pressure distillation mode, so that the methanol is distilled out by vacuum-pumping reduced-pressure, cooling and collecting the distilled methanol, then heating the reaction system to 200-270 ℃, keeping vacuum-pumping dehydration, cooling and collecting the distilled water, and simultaneously reacting at the temperature of 200-270 ℃ for 8-10 h to obtain the hydroxyalkyl imidazoline compound.
Cooling the hydroxyalkyl imidazoline compound to room temperature, adding the water and methanol evaporated, and supplementing tap water to adjust the water content to be 30-40% (mass ratio) and the viscosity to be 20mPa.s-100mPa.s, thus obtaining the corrosion inhibitor for carbon dioxide huff and puff.
Taking methyl chloromethoxy fatty acid as an example, methyl chloromethoxy palmitate produced and sold by Shanghai Gaomui chemical company Limited, the formation reaction of hydroxyalkyl imidazoline compound can be seen in the following chemical equation:
in summary, the preparation method of the non-ionic corrosion inhibitor provided by the embodiment of the invention has at least the following advantages:
(1) The synthesis process is simple, the product yield is high, the addition of the alkanolamide type nonionic surfactant can shorten the amidation process from the existing 8 hours to 2 hours, and the alkanolamide type nonionic surfactant can also form a synergistic corrosion inhibition effect with a final product hydroxyalkyl imidazoline compound.
(2) The prepared nonionic corrosion inhibitor has better water solubility and corrosion inhibition performance, all components are nonionic substances, the reaction with various ions in formation water, field water and combination station water can be avoided, and the nonionic corrosion inhibitor is suitable for the carbon dioxide huff and puff process and the corrosion protection of produced water.
(3) The preparation method provided by the embodiment of the invention can realize no discharge of waste liquid, waste gas and waste residue in the preparation process, is more environment-friendly and is beneficial to large-scale popularization and application.
On the other hand, the embodiment of the invention also provides a non-ionic corrosion inhibitor which is prepared by any one of the methods.
It is understood that the non-ionic corrosion inhibitor includes not only the hydroxyalkyl imidazoline compound prepared above, but also an emulsifier added during the preparation process, i.e., an alkanolamide type non-ionic surfactant.
In some possible implementation modes, the nonionic corrosion inhibitor related to the embodiment of the invention has the water content of 30-40% by mass and the viscosity of 20mPa.s-100mPa.s, and in the state, the nonionic corrosion inhibitor can obtain better corrosion inhibition effect and is convenient to apply.
Some embodiments of the invention will be described in more detail below. While specific embodiments of the invention are described below, it should be understood that the invention may be embodied in various forms and should not be construed as limited to the embodiments set forth herein. Those skilled in the art will recognize that the specific techniques or conditions, not specified in the examples, are according to the techniques or conditions described in the literature of the art or according to the product specification. The reagents or instruments used are conventional products which are commercially available, and are not indicated by manufacturers.
Example 1
18g of water and 4g of NaOH are added into a four-neck flask, a stirrer is started, the stirring speed is 400 r/min, and 29g of chloromethoxypalmitic acid methyl ester is added into the four-neck flask after the NaOH is completely dissolved. Then, a four-neck flask was connected to a condenser and a water separator. The stirrer is started continuously, the temperature is controlled to be 70 ℃, the mixture is stirred into emulsion, and the reaction time is 4 hours, so that a first reaction mixture is obtained.
The aqueous phase in the first reaction mixture was separated, and then 5.8g of lauric acid diethanolamide and 10.4g of β -hydroxyethylethylenediamine were further added to the four-necked flask. And increasing the stirring speed to 600 r/min, introducing nitrogen into the four-neck flask for 10 minutes, continuously heating to 180 ℃, and keeping the temperature for 2 hours to obtain a second reaction mixture.
And distilling the methanol from the second reaction mixture by adopting a vacuum-pumping reduced-pressure distillation mode, performing vacuum-pumping reduced-pressure distillation on the methanol, cooling and collecting the distilled methanol, then heating the reaction system to 240 ℃, keeping vacuum-pumping dehydration, cooling and collecting the distilled water, and simultaneously reacting at the temperature of 240 ℃ for 10 hours to obtain the hydroxyalkyl imidazoline compound. Wherein the hydroxyalkyl imidazoline compound is a hydroxy palmitic acid imidazoline compound.
The hydroxyalkyl imidazoline compound was cooled to room temperature, and then the water and methanol evaporated as described above were added thereto, and then 15g of tap water was further added thereto, to obtain the nonionic corrosion inhibitor for carbon dioxide huff and puff of this example, which had a viscosity of 80mpa.s.
The water produced from West 101X1 wells of the oil field in hong Kong and West province is taken as an evaluation medium. The water solubility and corrosion inhibition performance of the non-ionic corrosion inhibitor are evaluated according to the petroleum and natural gas industry standard SY/T5273-2014 corrosion inhibitor performance index and evaluation method for oilfield produced water treatment.
The west 101X1 well produced water comprises the following components in the following table 1:
TABLE 1
The nonionic corrosion inhibitor provided by the embodiment is prepared into a 10% corrosion inhibitor solution by using produced water of a West 101X1 well of an oilfield in the great harbor and West, and the solution is homogeneous and completely dissolved after the solution is observed after the temperature is kept for 30 min.
Two A20 test pieces are respectively put into the corrosion inhibitor solution containing 10 percent of corrosion inhibitor and the blank field produced water without the corrosion inhibitor, the temperature is kept at 50 ℃, the examination is carried out for 7 days, and the mass loss before and after the test pieces is recorded. The test result shows that the corrosion inhibition rate of the test piece placed in the corrosion inhibitor solution is 85.5 percent.
Example 2
Adding 18g of water and 5g of NaOH into a four-neck flask, starting a stirrer, stirring at the speed of 300 r/min, and adding 25g of chloromethoxylauric acid methyl ester into the four-neck flask after the NaOH is completely dissolved. Then, the four-neck flask was connected to a condenser and a water separator. The stirrer is continuously started, the temperature is controlled to be 60 ℃, the stirrer is stirred into emulsion, and the reaction time is 4 hours, so that a first reaction mixture is obtained.
The aqueous phase of the first reaction mixture was separated off, and then 5g of oleic diethanolamide and 10g of diethylenetriamine were continuously added to the four-necked flask. Then, the stirring speed was increased to 500 rpm, nitrogen gas was introduced into the four-necked flask for 15 minutes, the temperature was continuously raised to 160 ℃, and then the temperature was maintained for 3 hours, to obtain a second reaction mixture.
And distilling the methanol from the second reaction mixture by adopting a vacuum-pumping reduced-pressure distillation mode, performing vacuum-pumping reduced-pressure distillation on the methanol, cooling and collecting the distilled methanol, then heating the reaction system to 200 ℃, keeping vacuum-pumping dehydration, cooling and collecting the distilled water, and simultaneously reacting for 8 hours at the temperature of 200 ℃ to obtain the hydroxyalkyl imidazoline compound. The hydroxyalkyl imidazoline compound is hydroxy lauric acid imidazoline compound.
The hydroxyalkyl imidazoline compound was cooled to room temperature, and then water and methanol evaporated as described above were added thereto, and 10g of tap water was further added thereto, to obtain the nonionic corrosion inhibitor for carbon dioxide huff and puff of this example, which had a viscosity of 40mpa.s.
The water produced from West 101X1 wells of the oil field in hong Kong and West province is taken as an evaluation medium. The water solubility and corrosion inhibition performance of the non-ionic corrosion inhibitor are evaluated according to the petroleum and natural gas industry standard SY/T5273-2014 Corrosion inhibitor performance index and evaluation method for oilfield produced water treatment. Wherein, the western 101X1 well produced water comprises the components shown in the table 1.
The nonionic corrosion inhibitor provided by the embodiment is prepared into a corrosion inhibitor solution with the volume fraction of 10% by utilizing produced water of a West 101X1 well of an oilfield in the Hongkong and Western province, and the solution is homogeneous and completely dissolved after the solution is observed after the temperature is kept for 30 min.
Two A20 test pieces are respectively put into the corrosion inhibitor solution containing 10 percent of corrosion inhibitor and the blank field produced water without the corrosion inhibitor, the temperature is kept at 50 ℃, the examination is carried out for 7 days, and the mass loss before and after the test pieces is recorded. The test result shows that the corrosion inhibition rate of the test piece placed in the corrosion inhibitor solution is 88%.
The above description is only for facilitating the understanding of the technical solutions of the present invention by those skilled in the art, and is not intended to limit the present invention. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (10)
1. A preparation method of a nonionic corrosion inhibitor is characterized by comprising the following steps:
uniformly mixing water and sodium hydroxide, then mixing the mixture with chloromethoxy fatty acid methyl ester, and stirring the mixture for reaction at the temperature of between 60 and 70 ℃ to obtain a first reaction mixture;
separating out the water phase in the first reaction mixture, adding an emulsifier and a polyamine compound into a reaction system, and reacting the reaction system at 160-180 ℃ under the conditions of stirring and introducing nitrogen to obtain a second reaction mixture;
separating out methanol from the second reaction mixture, heating to 200-270 ℃, and reacting under the condition of keeping vacuumizing and dehydrating to obtain a hydroxyalkyl imidazoline compound;
adding the separated methanol and water into the hydroxyalkyl imidazoline compound, and supplementing additional water to obtain the non-ionic corrosion inhibitor;
wherein the chemical structural formula of the chloromethoxy fatty acid methyl ester is shown as follows:
m and n are each an integer greater than 1.
2. The method for preparing the non-ionic corrosion inhibitor according to claim 1, wherein the methyl chloromethoxy fatty acid is selected from at least one of methyl chloromethoxy palmitate, methyl chloromethoxy laurate, methyl chloromethoxy myristate and methyl chloromethoxy naphthenate.
3. The method for preparing the non-ionic corrosion inhibitor according to claim 1, wherein the polyamine compound is at least one selected from the group consisting of β -hydroxyethylethylenediamine, diethylenetriamine, and triethylenetetramine.
4. The method of claim 1, wherein the first reaction mixture is obtained by subjecting the reaction system to the stirring reaction at a stirring speed of 200 rpm to 400 rpm.
5. The method of claim 1, wherein the reaction system is allowed to react under the stirring condition of 400 rpm to 600 rpm while obtaining the second reaction mixture.
6. The method of claim 1, wherein the nitrogen is introduced for a period of time of 10 minutes to 15 minutes while the second reaction mixture is obtained.
7. The method of claim 1, wherein the additional water is added in an amount such that the non-ionic corrosion inhibitor has a water content of 30-40% by mass.
8. The method for preparing a non-ionic corrosion inhibitor according to claim 1, wherein the emulsifier is an alkanolamide type non-ionic surfactant.
9. A non-ionic corrosion inhibitor, characterized in that it is prepared by the process according to any one of claims 1 to 8.
10. The non-ionic corrosion inhibitor according to claim 9, wherein the non-ionic corrosion inhibitor has a water content of 30-40% by mass and a viscosity of 20mpa.s-100mpa.s.
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| CN102964306A (en) * | 2012-07-26 | 2013-03-13 | 新疆科力新技术发展有限公司 | Preparation method of imidazoline corrosion inhibitor |
| US20180148632A1 (en) * | 2016-11-30 | 2018-05-31 | Ecolab Usa Inc. | Composition for remediating iron sulfide in oilfield production systems |
| US20200095493A1 (en) * | 2018-09-20 | 2020-03-26 | Multi-Chem Group Llc | Dual functioning corrosion inhibitor and foaming agent |
| CN110952100A (en) * | 2018-09-26 | 2020-04-03 | 中国石油天然气股份有限公司 | Oil-soluble corrosion inhibitor for gathering pipeline pre-film and preparation method thereof |
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| CN102964306A (en) * | 2012-07-26 | 2013-03-13 | 新疆科力新技术发展有限公司 | Preparation method of imidazoline corrosion inhibitor |
| US20180148632A1 (en) * | 2016-11-30 | 2018-05-31 | Ecolab Usa Inc. | Composition for remediating iron sulfide in oilfield production systems |
| US20200095493A1 (en) * | 2018-09-20 | 2020-03-26 | Multi-Chem Group Llc | Dual functioning corrosion inhibitor and foaming agent |
| CN110952100A (en) * | 2018-09-26 | 2020-04-03 | 中国石油天然气股份有限公司 | Oil-soluble corrosion inhibitor for gathering pipeline pre-film and preparation method thereof |
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