CN102181277A - Corrosion inhibitor for controlling corrosion of high-concentration hydrogen sulfide in acid liquor medium and preparation method thereof - Google Patents
Corrosion inhibitor for controlling corrosion of high-concentration hydrogen sulfide in acid liquor medium and preparation method thereof Download PDFInfo
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- CN102181277A CN102181277A CN201110060213XA CN201110060213A CN102181277A CN 102181277 A CN102181277 A CN 102181277A CN 201110060213X A CN201110060213X A CN 201110060213XA CN 201110060213 A CN201110060213 A CN 201110060213A CN 102181277 A CN102181277 A CN 102181277A
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- 0 *[C@](*c1ccccc1)*=O Chemical compound *[C@](*c1ccccc1)*=O 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Cc1ccccc1 Chemical compound Cc1ccccc1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N O=Cc1ccccc1 Chemical compound O=Cc1ccccc1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention relates to a corrosion inhibitor for controlling corrosion of high-concentration hydrogen sulfide in an acid liquor medium and a preparation method thereof, which belong to the technical field of mechanically chemical preparation. In the invention, a corrosion inhibitor finished product is prepared by synthesizing 2-amino-5-methylthiazol, synthesizing 2-amino(1,4- diphenyl-3-oxobutyl)-5-methylthiazol and brominating 2-amino(1,4-diphenyl-3-oxobutyl)-5-methylthiazol; the corrosion inhibitor contains a thiazole ring; atoms S and atoms N on the thiazole ring form multiple adsorption centers with the metal surface and are directly adsorbed to the metal surface, so as to enhance the adsorbing capacity of molecules; therefore, a better corrosion inhibition effect is obtained and the problems that the traditional corrosion inhibitor only works on acid corrosion or only works on H2S corrosion and the effects on hydrogen damage and stress corrosion are not ideal are solved; and the corrosion inhibition rate of the corrosion inhibitor provided by the invention in a hydrochloric acid medium can reach up to 96% while the corrosion inhibition rate in a mud acid medium can be more than 92%.
Description
Technical field:
The present invention relates to control high-concentration hydrogen sulfide corrosive inhibiter and preparation method thereof in a kind of acid solution medium, belong to organic chemical industry's preparing technical field.
Background technology:
H
2S (hydrogen sulfide) is present in the oil gas as the association component of oil and Sweet natural gas, and water-soluble back has extremely strong corrodibility to metallic substance (especially soft steel and stainless steel).By high density H
2The S cause happens occasionally in the oil-gas mining process at home and abroad to Corrosion of Metallic Materials, not only causes enormous economic loss, and workman's life security is brought immeasurable societal consequence in the time of also can threatening exploitation.High density H
2The S corrosion and protection is to need a critical technical barrier resolving in the natural petroleum gas field.H
2During the S Individual existence, because the unicity of corrosive gases composition, its corrosion behavior and rule are simple relatively, and recent two decades comes, and Chinese scholars is to H
2Corrosion and neutralization technology under the S Individual existence condition have been carried out number of research projects, have obtained some achievements in research, but high density H
2The S corrosion remains a technical bottleneck.Particularly in strong acidic environment, the corrosion of existing acid also has high density H
2During the S corrosion, great majority are at H
2The weak effect of S corrosive inhibiter under this environment.
Height is contained H
2In the acidification of oil gas well volume increase process of S, owing to need inject acid solution to the down-hole, acid produces heavy corrosion to tubing and casing and equipment, adds H
2The special corrosive nature of S makes the service life of tubing and casing and equipment suffer serious challenge, adopts inhibiter can effectively slow down corrosion.But general inhibiter or only at acid corrosion work (only uniform corrosion is produced effect); Only at H
2S corrosion is worked, and unsatisfactory to hydrogen damage, stress corrosion effect.At present, at acid and H
2The inhibiter of these two kinds of corrosive mediums of S is very rare, particularly at the little report of inhibiter of strong acid corrosion and hydrogen damage, H 2 S stress corrosion, presses for this series products is researched and developed; To reduce the corrosion of acidification of oil gas well process, improve the work-ing life of downhole tubular goods and equipment.
Summary of the invention:
The objective of the invention is to: a kind of have higher corrosion inhibition and better water solubility are provided, biological activity is preferably arranged again simultaneously, to solve existing inhibiter or only to work at acid corrosion; Only at H
2The S corrosion is worked, and to hydrogen damage, the unfavorable problem of stress corrosion effect, can reduce the corrosion of acidification of oil gas well process, control high-concentration hydrogen sulfide corrosive inhibiter and preparation method thereof in the acid solution medium of raising downhole tubular goods and service life of equipment.
The present invention realizes above-mentioned purpose by the following technical solutions:
Control high-concentration hydrogen sulfide corrosive inhibiter in a kind of acid solution medium is characterized in that:
The synthetic inhibiter is bromination 2-amino (N-phenyl-3 oxo N yl)-5-methylthiazol ammonium, and its structural formula is as follows,
R in the structural formula is an alkyl or phenyl;
The preparation method of control high-concentration hydrogen sulfide corrosive inhibiter may further comprise the steps in the acid solution medium:
The first step: Synthetic 2-amino-5-methylthiazol;
Thermometer, agitator, airway and offgas duct are housed and are connected with in the three-necked bottle of alkali absorption bottle at one, add weight ratio and be 23: 1 n-propyl alcohol and water, weigh and record; Under 10 ℃, slowly feed chlorine, and start agitator and stir, when three-necked bottle increase weight n-propyl alcohol weight 1/3～2/3 the time, stop logical chlorine; Tell double-layer, adding weight ratio simultaneously is 2.5: 1 the thiocarbamide and the mixed solution of water, and the weight ratio of mixed solution and n-propyl alcohol is 1: 7, is warming up to 60～90 ℃ of reflux, and with copper sulfate test solution or thin-layer chromatography detection reaction, the reaction times is 4～5h simultaneously; Propyl alcohol is reclaimed in distillation, get oily matter in the three-necked flask, the water that in gained oily matter, adds mixed solution weight 20%, and stir, in transferring pH to alkalescence with saturated sodium hydroxide solution below 15 ℃, separate out faint yellow crystallization, use the chloroform recrystallization, vacuum-drying gets faint yellow needle-like crystal, i.e. intermediate a (2-amino-5-methylthiazol);
Second step, 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol synthetic:
N in molar ratio
Intermediate product a: n
Ketone: n
Aldehyde≈ 0.8～1: 1: 1～1.5 ratio, a certain amount of intermediate a is joined in the three-necked bottle, and the organic solvent that adds 2 times of intermediate a weight simultaneously dissolves it, adds ketone and aromatic aldehyde again, splashes into 1～3 HCl-CH at last under the ice bath cooling
3CH
2OH solution, at room temperature stir 4～12h, have a large amount of solids to generate, the massfraction that adds intermediate a weight 50% again is 95% ethanol, the solid of generation is dispersed in the ethanol, NaOH with massfraction 10% is neutralized to alkalescence then, stirs half an hour, adds the water of 3 times of intermediate a weight, leave standstill the 1h after-filtration, wash solid with small amount of ethanol, products therefrom is ethanol-acetone mixed solvent recrystallization of 95% with 1: 2 quality of weight ratio, obtains intermediate b; It is 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol;
The 3rd step: bromination 2-amino (1-phenyl-3 oxo butyl)-5-methylthiazol ammonium synthetic:
N in molar ratio
Intermediate product b: n
Quaternizing agent1: 1～1: 1.2 ratio of ≈ adds a certain amount of intermediate b in the three-necked bottle, adding is dissolved it with the organic solvent of intermediate b equivalent again, add quaternizing agent then, be warming up to 80～120 ℃, keep reaction 24h～48h, remove and desolvate, the dry final product bromination 2-amino (1 that gets, 4-phenylbenzene-3 oxo butyl)-5-methylthiazol ammonium, that is: inhibiter finished product.。
Organic solvent in the described step is dehydrated alcohol or acetone equal solvent, and quaternizing agent is a kind of of bromododecane, bromohexadecane or Benzyl Chloride; The gained intermediate product is solid.
The operational path of describing with chemical structural formula of the present invention is:
(1) 2-amino-5-methylthiazol is synthetic:
(2) 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol is synthetic:
R is phenyl ring or alkyl in the above-mentioned reaction formula.
(3) synthetic inhibiter finished product
The present invention compared with prior art has following advantage:
1, inhibiter of the present invention be with thiazole ring as aromatic amine, generate Mannich base with aromatic aldehyde and reactive ketone, and on this basis, carry out quaternized this Mannich base.
2, the present invention is used for acidic medium, and having excellent corrosion inhibition, is under 100 ℃ the condition, when hydrogen sulfide sectional pressure is 0.5MPa in temperature, the corrosion inhibition rate of this inhibiter in hydrochloric acid medium can reach more than 96%, can reach more than 92% in the mud acid medium.
3, inhibiter of the present invention has phenyl ring, and phenyl ring not only spatially has very strong buffer action, makes H
+Not accessible metallic surface, and the big π key on the two dimensional structure of phenyl ring and the ring all are adsorbed on the metallic surface whole molecule closely, thereby make inhibiter molecule and metal form stable complex.Simultaneously, this inhibiter also contains thiazole ring, and S atom on the thiazole ring and N atom and metallic surface form a plurality of adsorption centers, and adsorb direct and metallic surface.According to the hard and soft acid and base principle, the absorption of S atom (soft base) and metallic surface (soft acid) is stronger than N atom (hard base), O atom (hard base), therefore the bonding force of the adsorption film of thiazole ring and metallic surface formation is fine, and two keys of thiazole molecule also can form π-d key with metal, thereby strengthen the adsorptive power of molecule, therefore this inhibiter has corrosion mitigating effect preferably, can stop corrosion of metal significantly.
Embodiment:
Synthetic inhibiter of the present invention is bromination 2-amino (N-phenyl-3 oxo N yl)-5-methylthiazol ammonium, and its structural formula is as follows,
The operational path of describing with chemical structural formula of the present invention is:
(1) 2-amino-5-methylthiazol is synthetic:
(2) 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol is synthetic:
R is phenyl ring or alkyl in the above-mentioned reaction formula.
(3) synthetic inhibiter finished product:
Organic solvent in the above-mentioned steps is dehydrated alcohol or acetone solvent, and quaternizing agent is a kind of of bromododecane, bromohexadecane or Benzyl Chloride; The gained intermediate product is solid.
Preparation process is as follows:
Embodiment 1:
The first step: Synthetic 2-amino-5-methylthiazol:
Thermometer, agitator, airway, offgas duct are housed and are connected in the 250mL three-necked bottle of alkali absorption bottle at one, add n-propyl alcohol 73.6g and water 3.2g, weigh and record.(in case of necessity, the cooling of water or frozen water) slowly feeds chlorine under 10 ℃, and starts agitator and stir, and when the three-necked bottle weightening finish reaches 24.5g～49g, stops logical chlorine, and the chlorine accumulative total feeding time is 2h～4h, and chlorine feeding amount is 1/3mol.Tell double-layer, adding weight ratio is 2.5: 1 the thiocarbamide and the mixed solution 10.5g of water, is warming up to 60～90 ℃ of reflux, simultaneously with copper sulfate test solution or thin-layer chromatography detection reaction, reaction times is approximately 4～5h, and propyl alcohol is reclaimed in distillation, gets oily matter in the three-necked flask.In gained oily matter, add 2.1g water, stir,, separate out faint yellow crystallization in transferring pH to alkalescence with saturated sodium hydroxide solution below 15 ℃.Use the chloroform recrystallization, vacuum-drying gets faint yellow needle-like crystal, i.e. intermediate a; That is: 2-amino-5-methylthiazol.
In this step, chlorine substitution reaction success or failure key is to control the speed that feeds chlorine, needs to observe the size of bubble in the three-necked bottle in this step, prevents that temperature from sharply rising, and causes the reaction failure.Drip the NaOH saturated solution when regulating pH to 12 left and right sides temperature unsuitable too high, speed is wanted slowly, controls temperature and speed well, and product purity and reaction yield are increased.
Second step: Synthetic 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol:
N in molar ratio
Intermediate product a: n
Ketone: n
Aldehyde≈ 0.8～1: 1: 1～1.5 ratio, 5.7g intermediate a is added in the three-necked bottle, and add the 11.4g dehydrated alcohol it is dissolved, add 6.2g methyl phenyl ketone and 7g phenyl aldehyde, under cooling off 10 ℃, ice bath splashes into 1～3 HCl-CH at last
3CH
2OH solution, at room temperature stir 4～12h, have a large amount of solids to generate, add the 2.85g massfraction again and be 95% ethanol, the solid of generation is dispersed in the ethanol, NaOH with massfraction 10% is neutralized to alkalescence then, stirs half an hour, adds 17.1g water, leave standstill the 1h after-filtration, wash solid with small amount of ethanol, products therefrom is 95% ethanol and acetone mixed solution recrystallization with 1: 2 quality of weight ratio, obtains intermediate b; That is: 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol;
The 3rd step: synthetic inhibiter finished product:
N in molar ratio
Intermediate product b: n
Quaternizing agent1: 1～1: 1.2 ratio of ≈ adds the 3.21g dehydrated alcohol again it is dissolved in the 3.21g intermediate b adding three-necked bottle, adds the 2.4g bromododecane, is warming up to 80～120 ℃, keeps reaction 24h～48h, removes and desolvates, the dry inhibiter finished product that gets.
Embodiment 2:
The first step: Synthetic 2-amino-5-methylthiazol:
Thermometer, agitator, airway, offgas duct be housed and be connected in the 250mL three-necked bottle of alkali absorption bottle at one, add n-propyl alcohol 73.6g and water 3.2g,, weigh and record.(in case of necessity, the cooling of water or frozen water) slowly feeds chlorine under 10 ℃, and starts agitator and stir, and when the three-necked bottle weightening finish reaches 24.5g～49g, stops logical chlorine, and the chlorine accumulative total feeding time is 2h～4h, and chlorine feeding amount is 1/3mol.Tell double-layer, adding weight ratio is 2.5: 1 the thiocarbamide and the mixed solution 10.5g of water, is warming up to 60～90 ℃ of reflux, simultaneously with copper sulfate test solution or thin-layer chromatography detection reaction, reaction times is approximately 4～5h, and propyl alcohol is reclaimed in distillation, gets oily matter in the three-necked flask.In gained oily matter, add 2.1g water, stir,, separate out faint yellow crystallization in transferring pH to alkalescence with saturated sodium hydroxide solution below 15 ℃.Use the chloroform recrystallization, vacuum-drying gets faint yellow needle-like crystal, i.e. intermediate a 2-amino-5-methylthiazol.
Second step: 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol synthetic:
N in molar ratio
Intermediate product a: n
Ketone: n
Aldehyde≈ 0.8～1: 1: 1～1.5 ratio, 5.7g intermediate a is added in the three-necked bottle, and add the 11.4g dehydrated alcohol it is dissolved, add 2.9g acetone and 6.2g phenyl aldehyde, under 10 ℃ of ice bath coolings, splash into 1～3 HCl-CH
3CH
2OH solution, at room temperature stir 4～12h, there are a large amount of solids to generate, add the 2.85g massfraction again and be 95% ethanol, the solid of generation is dispersed in the ethanol, NaOH with quality 10% is neutralized to alkalescence then, stir half an hour, add 17.1g water, leave standstill the 1h after-filtration, wash solid with small amount of ethanol, products therefrom is 95% ethanol and acetone mixed solution recrystallization with 1: 2 quality of weight ratio, obtain intermediate b, that is: 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol;
The 3rd step: synthetic inhibiter finished product:
N in molar ratio
Intermediate product b: n
Quaternizing agent1: 1～1: 1.2 ratio of ≈ adds 2.76g intermediate b in the three-necked bottle, the dehydrated alcohol that adds 2.76g again dissolves it, add the 2.4g bromohexadecane, be warming up to 80～120 ℃, keep reaction 24h～48h, remove and desolvate, the dry final product bromination 2-amino (1 that gets, 4-phenylbenzene-3 oxo butyl)-5-methylthiazol ammonium, that is: inhibiter finished product.
Embodiment 3:
The first step: Synthetic 2-amino-5-methylthiazol:
Thermometer, agitator, airway, offgas duct are housed and are connected in the 250mL three-necked bottle of alkali absorption bottle at one, add n-propyl alcohol 73.6g and water 3.2g, weigh and record.(in case of necessity, the cooling of water or frozen water) slowly feeds chlorine under 10 ℃, and starts agitator and stir, and when the three-necked bottle weightening finish reaches 24.5g～49g, stops logical chlorine, and the chlorine accumulative total feeding time is 2h～4h, and chlorine feeding amount is 1/3mol.Tell double-layer, adding weight ratio is 2.5: 1 the thiocarbamide and the mixed solution 10.5g of water, is warming up to 60～90 ℃ of reflux, simultaneously with copper sulfate test solution or thin-layer chromatography detection reaction, reaction times is approximately 4～5h, and propyl alcohol is reclaimed in distillation, gets oily matter in the three-necked flask.In gained oily matter, add 2.1g water, stir,, separate out faint yellow crystallization in transferring pH to alkalescence with saturated sodium hydroxide solution below 15 ℃.Use the chloroform recrystallization, vacuum-drying gets faint yellow needle-like crystal, i.e. intermediate a 2-amino-5-methylthiazol.
Second step: Synthetic 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol:
N in molar ratio
Intermediate product a: n
Ketone: n
Aldehyde≈ 0.8～1: 1: 1～1.5 ratio, 5.7g intermediate a is added in the three-necked bottle, and add the 11.4g dehydrated alcohol it is dissolved, add 7g methyl phenyl ketone and 1.8g formaldehyde, under cooling off 10 ℃, ice bath splashes into 1～3 HCl-CH
3CH
2OH solution, at room temperature stir 4～12h, have a large amount of solids to generate, add the 2.85g massfraction again and be 95% ethanol, the solid of generation is dispersed in the ethanol, NaOH with quality 10% is neutralized to alkalescence then, stirs half an hour, adds 17.1g water, leave standstill the 1h after-filtration, wash solid with small amount of ethanol, products therefrom is 95% ethanol and acetone mixed solution recrystallization with 1: 2 quality of weight ratio, obtains intermediate b; That is: 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol;
The 3rd step: synthetic inhibiter finished product:
N in molar ratio
Intermediate product b: n
Quaternizing agent1: 1～1: 1.2 ratio of ≈ is with 2.76g intermediate product 2-amino (1,4-phenylbenzene-3-oxo butyl)-the 5-methylthiazol adds in the three-necked bottle, the acetone solvent that adds 2.76g dissolves it, add the 3.1g bromohexadecane, be warming up to 80～120 ℃, keep reaction 24h～48h, remove and desolvate, dry final product bromination 2-amino (1,4-phenylbenzene-3 oxo butyl)-5-methylthiazol ammonium, that is: the inhibiter finished product that get.
Claims (3)
1. control high-concentration hydrogen sulfide corrosive inhibiter in an acid solution medium, it is characterized in that:
The synthetic inhibiter is bromination 2-amino (N-phenyl-3 oxo N yl)-5-methylthiazol ammonium, and its structural formula is as follows:
R in the structural formula is an alkyl or phenyl;
Its preparation method may further comprise the steps:
The first step: Synthetic 2-amino-5-methylthiazol:
Thermometer, agitator, airway and offgas duct are housed and are connected with in the three-necked bottle of alkali absorption bottle at one, add weight ratio and be 23: 1 n-propyl alcohol and water, weigh and record; Under 10 ℃, slowly feed chlorine, and start agitator and stir, when three-necked bottle increase weight n-propyl alcohol weight 1/3～2/3 the time, stop logical chlorine; Tell double-layer, adding weight ratio simultaneously is 2.5: 1 the thiocarbamide and the mixed solution of water, and the weight ratio of mixed solution and n-propyl alcohol is 1: 7, is warming up to 60～90 ℃ of reflux, and with copper sulfate test solution or thin-layer chromatography detection reaction, the reaction times is 4～5h simultaneously; Propyl alcohol is reclaimed in distillation, get oily matter in the three-necked flask, the water that in gained oily matter, adds mixed solution weight 20%, and stir, in transferring pH to alkalescence with saturated sodium hydroxide solution below 15 ℃, separate out faint yellow crystallization, use the chloroform recrystallization, vacuum-drying gets faint yellow needle-like crystal, i.e. intermediate a (2-amino-5-methylthiazol);
Second step: 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol synthetic:
N in molar ratio
Intermediate product a: n
Ketone: n
Aldehyde≈ 0.8～1: 1: 1～1.5 ratio, a certain amount of intermediate a is joined in the three-necked bottle, and the organic solvent that adds 2 times of intermediate a weight simultaneously dissolves it, adds ketone and aromatic aldehyde again, splashes into 1～3 HCl-CH at last under the ice bath cooling
3CH
2OH solution, at room temperature stir 4～12h, have a large amount of solids to generate, the massfraction that adds intermediate a weight 50% again is 95% ethanol, the solid of generation is dispersed in the ethanol, NaOH with massfraction 10% is neutralized to alkalescence then, stirs half an hour, adds the water of 3 times of intermediate a weight, leave standstill the 1h after-filtration, wash solid with small amount of ethanol, products therefrom is ethanol-acetone mixed solvent recrystallization of 95% with 1: 2 quality of weight ratio, obtains intermediate b; It is 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol;
The 3rd step: bromination 2-amino (1-phenyl-3 oxo butyl)-5-methylthiazol ammonium synthetic:
N in molar ratio
Intermediate product b: n
Quaternizing agent1: 1～1: 1.2 ratio of ≈ adds a certain amount of intermediate b in the three-necked bottle, adding is dissolved it with the organic solvent of intermediate b equivalent again, add quaternizing agent then, be warming up to 80～120 ℃, keep reaction 24h～48h, remove and desolvate, the dry final product bromination 2-amino (1 that gets, 4-phenylbenzene-3 oxo butyl)-5-methylthiazol ammonium, that is: inhibiter finished product.
2. control high-concentration hydrogen sulfide corrosive inhibiter and preparation method thereof in the acid solution medium according to claim 1, it is characterized in that: the organic solvent in the described step is dehydrated alcohol or acetone equal solvent, and quaternizing agent is a kind of of bromododecane, bromohexadecane or Benzyl Chloride; The gained intermediate product is solid.
3. control high-concentration hydrogen sulfide corrosive inhibiter and preparation method thereof in the acid solution medium according to claim 1, it is characterized in that: the operational path of describing with chemical structural formula of the present invention is:
(1) 2-amino-5-methylthiazol is synthetic:
(2) 2-amino (1,4-phenylbenzene-3-oxo butyl)-5-methylthiazol is synthetic:
R is phenyl ring or alkyl in the above-mentioned reaction formula.
(3) synthetic inhibiter finished product
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102827596A (en) * | 2012-09-12 | 2012-12-19 | 西南石油大学 | Corrosion inhibitor suitable for acidizing stratum at 140-180 DEG C |
| CN104449602A (en) * | 2014-12-16 | 2015-03-25 | 长江大学 | Corrosion inhibition lubricating agent for resisting high-concentration acid liquid corrosion and abrasion and preparation method of corrosion inhibition lubricating agent |
| CN109630044A (en) * | 2018-12-05 | 2019-04-16 | 西安石油大学 | A kind of device of cooling downhole tool component |
| CN114835750A (en) * | 2022-07-04 | 2022-08-02 | 山东科兴化工有限责任公司 | Acidizing corrosion inhibitor for oil field and preparation method and application thereof |
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| US20030199523A1 (en) * | 2002-02-28 | 2003-10-23 | Snutch Terrance P. | Heterocyclic calcium in channel blockers |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US20030199523A1 (en) * | 2002-02-28 | 2003-10-23 | Snutch Terrance P. | Heterocyclic calcium in channel blockers |
Non-Patent Citations (1)
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| 连辉青等: "噻唑衍生物在酸性介质中对A3钢的缓蚀性能", 《应用化学》, vol. 23, no. 6, 10 June 2006 (2006-06-10), pages 677 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102827596A (en) * | 2012-09-12 | 2012-12-19 | 西南石油大学 | Corrosion inhibitor suitable for acidizing stratum at 140-180 DEG C |
| CN102827596B (en) * | 2012-09-12 | 2014-04-02 | 西南石油大学 | Corrosion inhibitor suitable for acidizing stratum at 140-180 DEG C |
| CN104449602A (en) * | 2014-12-16 | 2015-03-25 | 长江大学 | Corrosion inhibition lubricating agent for resisting high-concentration acid liquid corrosion and abrasion and preparation method of corrosion inhibition lubricating agent |
| CN104449602B (en) * | 2014-12-16 | 2017-10-17 | 长江大学 | A kind of anti-high concentrated acid corrosion and wear-resistant inhibition lubricant and preparation method thereof |
| CN109630044A (en) * | 2018-12-05 | 2019-04-16 | 西安石油大学 | A kind of device of cooling downhole tool component |
| CN114835750A (en) * | 2022-07-04 | 2022-08-02 | 山东科兴化工有限责任公司 | Acidizing corrosion inhibitor for oil field and preparation method and application thereof |
| CN114835750B (en) * | 2022-07-04 | 2022-09-13 | 山东科兴化工有限责任公司 | Acidizing corrosion inhibitor for oil field and preparation method and application thereof |
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