CN103194196A - 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde and application thereof - Google Patents
2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde and application thereof Download PDFInfo
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- CN103194196A CN103194196A CN2013101150868A CN201310115086A CN103194196A CN 103194196 A CN103194196 A CN 103194196A CN 2013101150868 A CN2013101150868 A CN 2013101150868A CN 201310115086 A CN201310115086 A CN 201310115086A CN 103194196 A CN103194196 A CN 103194196A
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- aminobenzimidazole
- salicylaldehyde
- dibromo
- condensed
- corrosion
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- JHZOXYGFQMROFJ-UHFFFAOYSA-N 3,5-dibromo-2-hydroxybenzaldehyde Chemical compound OC1=C(Br)C=C(Br)C=C1C=O JHZOXYGFQMROFJ-UHFFFAOYSA-N 0.000 title abstract 5
- 229910000975 Carbon steel Inorganic materials 0.000 claims abstract description 16
- 239000010962 carbon steel Substances 0.000 claims abstract description 16
- -1 amino benzimidazolyl Chemical group 0.000 claims description 21
- 239000002332 oil field water Substances 0.000 claims description 11
- 238000005260 corrosion Methods 0.000 abstract description 16
- 230000007797 corrosion Effects 0.000 abstract description 16
- 230000005764 inhibitory process Effects 0.000 abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 8
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 239000003112 inhibitor Substances 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- 238000002474 experimental method Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical group C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 2
- JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-aminobenzimidazole Chemical compound C1=CC=C2NC(N)=NC2=C1 JWYUFVNJZUSCSM-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000000116 mitigating effect Effects 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000012876 topography Methods 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical class [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002390 heteroarenes Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 150000002500 ions Chemical group 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003129 oil well Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
The invention discloses a corrosion inhibitor, 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde and an application thereof. The structural formula of the 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde is shown in the specification, and the 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde is used for preventing the corrosion of carbon steel and products thereof in water solutions of oil fields. The 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde disclosed by the invention has the advantages of good water solubility, low using amount, high corrosion inhibition rate, simplicity in synthesis, greenness, environmental friendliness and the like, further still has higher corrosion inhibition effect at high temperature, and can effectively prevent the corrosion of the carbon steel and the products thereof in the water solutions of the oil fields.
Description
Technical field
The invention belongs to the inhibiter technical field, the particularly amino benzimidazolyl 3 of a kind of 2-that prevents that carbon steel and goods thereof from corroding in oil-field water solution, 5-Dibromosalicylaldehyde.
Background technology
In recent years, inhibiter has obtained using widely as a kind of important anticorrosion technique in the petroleum industry, and this mainly is that cost is low because the inhibiter anticorrosion ability is good, suitability is strong and simple to operate, and the high development of attention rate in the field of business of current oil well inhibiter is very fast.
The amino benzoglyoxaline of 2-is the special heteroaromatic compound that contains two nitrogen-atoms, concentrate on field of medicaments for benzimidazoles compound at present, and obtained many great achievements, particularly benzimidazoles compound for the restraining effect of cancer cells, make it become the focus of research; Benzimidazoles compound has application prospect widely equally in the inhibition field; The nitrogen-atoms that contains two keys in the benzoglyoxaline ring, because the existence of its lone-pair electron, easy and metal ion forms coordinate bond, in addition the conjugated of benzoglyoxaline ring also easily and metal interact, cause the amino benzo imidazole molecule of 2-that chemisorption very easily takes place in the metallic surface, metal and corrosive medium separated play corrosion inhibition, but the solubleness of the amino benzo imidazole molecule of 2-in water is lower, this greatly reduces its corrosion inhibition in water medium, therefore the present invention with the amino benzoglyoxaline of 2-with contain 3 of hydrophilic radical hydroxyl, the reaction of 5-Dibromosalicylaldehyde generates Schiff's base, to increase the solubleness of this compounds in water like this, the imino-that this Schiff's base inhibiter of while contains, hydroxyl can become the adsorption site with metal generation chemisorption, can better give play to corrosion inhibition in the oil-field water medium.
Summary of the invention
The purpose of this invention is to provide the amino benzimidazolyl 3 of a kind of inhibiter 2-, 5-Dibromosalicylaldehyde and application thereof.
The amino benzimidazolyl 3 of 2-, the structural formula of 5-Dibromosalicylaldehyde is:
The amino benzimidazolyl 3 of described 2-, the 5-Dibromosalicylaldehyde is applied to prevent that carbon steel and goods thereof from corroding in oil-field water solution.
The amino benzimidazolyl 3 of 2-of the present invention, the 5-Dibromosalicylaldehyde has good water solubility, consumption is few, corrosion inhibition rate is high, synthesize advantages such as simple and environmental protection, and at high temperature still have higher corrosion mitigating effect, can effectively prevent carbon steel and goods thereof in oil-field water solution corrosion.
Description of drawings
The surface topography stereoscan photograph after 72 hours is soaked in Fig. 1 carbon steel test piece when not using inhibiter in the embodiment of the invention in oil-field water solution.
Fig. 2 uses the amino benzimidazolyl-3 of 2-in the embodiment of the invention, the surface topography stereoscan photograph after 72 hours is soaked in the carbon steel test piece during 5-Dibromosalicylaldehyde inhibiter in oil-field water solution.
Embodiment
Embodiment:
(1) the amino benzimidazolyl 3 of 2-, the structural formula of 5-Dibromosalicylaldehyde:
(2) the amino benzimidazolyl 3 of 2-, the preparation method of 5-Dibromosalicylaldehyde is:
The amino benzoglyoxaline of 1 mmole (0.133 gram) 2-is dissolved in to join volume behind 15 milliliters of dehydrated alcohols be in 100 milliliters the there-necked flask, after water bath condition lower magnetic force stirring and dissolving, drip 1 mmole (0.28 gram) 3 again, the 5-Dibromosalicylaldehyde is dissolved in the solution that 15 milliliters of dehydrated alcohols make, 70 ℃ were refluxed 4 hours, there are a large amount of orange precipitations to generate, be cooled to the room temperature after-filtration, with absolute ethanol washing 5 times, drying obtains orange powder, is the amino benzimidazolyl 3 of 2-, 5-Dibromosalicylaldehyde (M.P. is 271 ~ 276oC, and yield is 91.2%).
(3) the amino benzimidazolyl 3 of 2-, the application of 5-Dibromosalicylaldehyde:
A. prepare the carbon steel test piece: get the Q235 carbon steel, physical dimension is 5.0 * 1.0 * 0.2 centimetre, use the silicon carbide paper polishing of 400#, 1000# and 1200# to smooth smooth respectively, clean test piece with filter paper, put into the vessel that fill acetone then and invade bubble, dry the test piece surface with absorbent cotton after, putting into dehydrated alcohol again soaked 5 minutes, further degreasing and dehydration taken out the carbon steel test piece and dried up with the blower cool breeze, places in the moisture eliminator standby.
B. the experiment preparation of the simulation oil field aqueous solution: weighing 70 gram sodium-chlor, 6 gram Calcium Chloride Powder Anhydrouss, 4 gram magnesium chlorides, 0.58 restrain S-WAT, 0.48 gram sodium bicarbonate and 1.5 gram sodium sulphite respectively, be dissolved in 1 premium on currency, stirring and dissolving to solution is clarified, with nitrogen flooding oxygen 3 hours, feed carbonic acid gas to saturated with gas cylinder again, obtain the experiment simulation oil field aqueous solution (this solution is in experiment preparation on the same day).
Solutions employed has two kinds when c. doing the inhibition experiment, first kind is the oil-field water solution (blank) that does not add any inhibiter, second kind is the amino benzimidazolyl 3 of 2-that adds step (2) preparation, the 5-Dibromosalicylaldehyde is as the oil-field water solution (density of corrosion inhibitor is 75 mg/litre) of inhibiter, get the carbon steel test piece that a step makes in two steps (3), wherein first kind of oil-field water solution immersion 72 hours put in a carbon steel test piece, another piece carbon steel test piece is put into second kind of oil-field water solution and was soaked 72 hours, take out then, clean the corrosion product of steel surface, the pattern that utilizes the scanning electron microscopic observation steel surface to be corroded.
As can be seen, it is very serious that the carbon steel test piece is corroded among Fig. 1, the test piece surface irregularity, and more deep mixed point corrosion pit appears.
As can be seen, the extent of corrosion on carbon steel test piece surface reduces greatly among Fig. 2, and the test piece surface is comparatively smooth, illustrates that the inhibiter molecule can and play corrosion mitigating effect in the steel surface absorption film-forming.
Claims (2)
1. the amino benzimidazolyl 3 of an inhibiter 2-, the 5-Dibromosalicylaldehyde is characterized in that the amino benzimidazolyl 3 of 2-, the structural formula of 5-Dibromosalicylaldehyde is:
2. the amino benzimidazolyl 3 of 2-according to claim 1, the application of 5-Dibromosalicylaldehyde is characterized in that the amino benzimidazolyl 3 of described 2-, the 5-Dibromosalicylaldehyde is applied to prevent that carbon steel and goods thereof from corroding in oil-field water solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310115086.8A CN103194196B (en) | 2013-04-05 | 2013-04-05 | 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310115086.8A CN103194196B (en) | 2013-04-05 | 2013-04-05 | 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde and application thereof |
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| Publication Number | Publication Date |
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| CN103194196A true CN103194196A (en) | 2013-07-10 |
| CN103194196B CN103194196B (en) | 2015-04-15 |
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| CN201310115086.8A Expired - Fee Related CN103194196B (en) | 2013-04-05 | 2013-04-05 | 2-aminobenzimidazole-condensed 3, 5-dibromo-salicylaldehyde and application thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108383797A (en) * | 2018-03-09 | 2018-08-10 | 浙江农林大学 | A kind of corrosion preventive compound and the preparation method and application thereof |
| CN114456119A (en) * | 2022-02-08 | 2022-05-10 | 湖南工业大学 | Hydrogenated cardanol-heterocyclic Schiff base compound, preparation method and application thereof, polylactic acid composite material and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4210499A1 (en) * | 1992-03-31 | 1993-10-07 | Bayer Ag | New carboxy-cyano-methylene-acyl-benzimidazolyl-imino-isoindoline cpds., - prepn. and use for dyeing and printing pref. hydrophobic fibre, esp. cellulose acetate or aromatic polyester |
| WO2005065680A1 (en) * | 2003-12-19 | 2005-07-21 | Merck & Co., Inc. | Cyclic guanidines, compositions containing such compounds and methods of use |
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2013
- 2013-04-05 CN CN201310115086.8A patent/CN103194196B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4210499A1 (en) * | 1992-03-31 | 1993-10-07 | Bayer Ag | New carboxy-cyano-methylene-acyl-benzimidazolyl-imino-isoindoline cpds., - prepn. and use for dyeing and printing pref. hydrophobic fibre, esp. cellulose acetate or aromatic polyester |
| WO2005065680A1 (en) * | 2003-12-19 | 2005-07-21 | Merck & Co., Inc. | Cyclic guanidines, compositions containing such compounds and methods of use |
Non-Patent Citations (2)
| Title |
|---|
| JIE LIU等: "2-[(1H-Benzimidazol-2-yl)iminomethyl]-4,6-dibromophenol ethanol", 《ACTA CRYSTALLOGRAPHICA SECTION E》, vol. 69, 9 February 2013 (2013-02-09) * |
| 赵伟等: "2-氨基苯并咪唑水杨醛席夫碱(SABI)钆(Ⅲ)配合物的合成、表征及抑菌活性的研究", 《山东化工》, no. 4, 30 April 2012 (2012-04-30) * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108383797A (en) * | 2018-03-09 | 2018-08-10 | 浙江农林大学 | A kind of corrosion preventive compound and the preparation method and application thereof |
| CN108383797B (en) * | 2018-03-09 | 2020-07-21 | 浙江农林大学 | Anticorrosive compound and preparation method and application thereof |
| CN114456119A (en) * | 2022-02-08 | 2022-05-10 | 湖南工业大学 | Hydrogenated cardanol-heterocyclic Schiff base compound, preparation method and application thereof, polylactic acid composite material and preparation method thereof |
| CN114456119B (en) * | 2022-02-08 | 2023-09-01 | 湖南工业大学 | Hydrogenated cardanol-heterocyclic Schiff base compound, preparation method and application thereof, polylactic acid composite material and preparation method |
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| CN103194196B (en) | 2015-04-15 |
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