CN110552008A - Preparation method and application of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor - Google Patents
Preparation method and application of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor Download PDFInfo
- Publication number
- CN110552008A CN110552008A CN201910888947.3A CN201910888947A CN110552008A CN 110552008 A CN110552008 A CN 110552008A CN 201910888947 A CN201910888947 A CN 201910888947A CN 110552008 A CN110552008 A CN 110552008A
- Authority
- CN
- China
- Prior art keywords
- aminofluorene
- schiff base
- corrosion inhibitor
- pyridine dimethyl
- pyridinedicarboxaldehyde
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention discloses a preparation method and application of a 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base corrosion inhibitor, wherein the Schiff base is a product prepared by taking 2, 6-pyridine dicarbaldehyde and 2-aminofluorene as raw materials and performing hot reflux for 6 ~ 7h under the protection of nitrogen, and condensing the raw materials, and the 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base corrosion inhibitor is an aqueous solution prepared by adding 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base with the mass of 2 ~ 200mg into 1 liter of distilled water and stirring and dissolving the mixture.
Description
Technical Field
The invention belongs to the field of novel organic corrosion inhibitors for inhibiting corrosion of carbon steel in circulating cooling water, and particularly relates to a preparation method and application of a 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor.
Background
corrosion resistant alloys have been developed over the last decades but their use is still at a low level and carbon steel constitutes 99% of the use in industrial facilities and equipment. Low carbon steel is a steel material most widely used in the fields of petroleum, natural gas, pickling, circulating cooling water systems, etc. because of its characteristics of ductility, low tensile strength, low cost and easy molding. However, the carbon steel structure contains non-metallic materials, so that the carbon steel is easy to corrode, resource waste and huge damage to industrial equipment are caused, and the equipment is scrapped. Therefore, in order to improve the carbon steel corrosion problem, researchers have invested considerable effort in attempting to slow the corrosion of carbon steel by various techniques. The current corrosion prevention technology mainly comprises the steps of adding a corrosion inhibitor into the environment, protecting the cathode, coating a protective coating, alloying carbon steel by adding elements and controlling the microstructure. Among these methods, the addition of corrosion inhibitors is the most flexible means of corrosion control, as it has the advantage that in situ changes can be achieved without destroying the carbon steel structure, and it is possible to control both internal and external corrosion.
The circulating cooling water is a large item of water used in industrial water, and in the industries of petrochemical industry, electric power, steel, metallurgy and the like, the consumption of the circulating cooling water accounts for 50-90% of the total water used by enterprises. Because the dissolved oxygen, the existing chloride ions, sulfate ions and microorganisms in the circulating cooling water can cause the corrosion and perforation of the pipe wall of the equipment, leakage is formed, and the safe production is influenced. The corrosion inhibitor is added into the equipment pipeline to form a corrosion inhibition film layer on the metal surface, so that the corrosion of a corrosion medium to metal equipment is inhibited. Therefore, the corrosion inhibitor is added to become a preferred method for preventing harmful ions from corroding the equipment pipeline by circulating cooling water.
So far, a great deal of work has been carried out on the synthesis of the single-Schiff base corrosion inhibitor, and the synthesis and performance research work of the double-Schiff base corrosion inhibitor is still to be carried out deeply. Compared with single Schiff base, the structure of the double Schiff base contains two-C-N-groups, more heteroatoms such as O, N, S can be introduced into the structure of the double Schiff base, so that the double Schiff base has more active sites, the adsorption capacity on the surface of carbon steel is stronger, and the double Schiff base has the possibility of becoming a high-efficiency corrosion inhibitor. The invention discloses a preparation method of a 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor. The method comprises the steps of taking 2, 6-pyridinedicarboxaldehyde and 2-aminofluorene as raw materials, taking glacial acetic acid as a catalyst, preparing 2, 6-pyridinedicarboxaldehyde 2-aminofluorene Schiff base by a solution method, and preparing 2, 6-pyridinedicarboxaldehyde 2-aminofluorene Schiff base aqueous solution, namely the corrosion inhibitor.
disclosure of Invention
The invention aims to provide a preparation method and application of a 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor, which are efficient, green, environment-friendly and economical. The corrosion inhibitor can be adsorbed on the surface of 20# carbon steel in circulating cooling water to form a corrosion inhibition film, so that the corrosion of the carbon steel in the circulating cooling water is inhibited, and the corrosion inhibitor is expected to replace the conventional phosphorus-containing corrosion inhibitor seriously polluting the environment.
the preparation method of the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor comprises the following specific steps:
(1) Respectively weighing 0.35-0.40 g of 2-aminofluorene and 0.20-0.30 g of 2, 6-pyridinedicarboxaldehyde, dissolving in 15-16 mL of absolute ethanol and 10-12 mL of absolute ethanol to obtain a 2-aminofluorene ethanol solution and a 2, 6-pyridinedicarboxaldehyde ethanol solution, firstly placing the 2-aminofluorene ethanol solution in a 50mL three-neck flask, adding 2-4 drops of glacial acetic acid as a catalyst, then adding the 2, 6-pyridinedicarboxaldehyde ethanol solution, mixing the two solutions, gradually changing the mixed solution from clear to turbid, then placing the three-neck flask in a constant-temperature water bath kettle, uniformly stirring by magnetic force, setting the temperature to 45 ℃ and carrying out nitrogen protection, gradually precipitating a fluorescent yellow precipitate along with the reaction, tracking the whole reaction process by a TLC point plate, using a developing agent which is a mixture of petroleum ether, dichloromethane and triethylamine in a volume ratio of 2.5:1:2, after 6-7 hours, the spot plate does not have 2, 6-pyridinedicarboxaldehyde, the reaction is stopped, and the solution containing 2, 6-pyridinedicarboxaldehyde 2-aminofluorene Schiff base is obtained.
(2) And (2) cooling the solution containing the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base obtained in the step (1) to room temperature, carrying out vacuum filtration, continuously leaching the filter cake with absolute ethyl alcohol, removing redundant 2-aminofluorene, glacial acetic acid and other impurities, and carrying out vacuum drying on the filtered product to obtain the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base solid.
(3) And (3) adding 2-200 mg of the 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base solid prepared in the step (2) into 1 liter of distilled water, stirring and dissolving to prepare an aqueous solution, namely the 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base corrosion inhibitor.
The structural formula of the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base is as follows:
The corrosion inhibitor can be used for corrosion prevention of carbon steel in a circulating cooling water environment with the temperature of 25-55 ℃.
The preparation method has the advantages of simple process, good repeatability, environmental protection and the like.
Drawings
FIG. 1 is an infrared spectrum of 2, 6-pyridinedicarboxaldehyde 2-aminofluorene Schiff base according to example of the present invention.
FIG. 2 is a mass spectrum of 2, 6-pyridinedicarboxaldehyde 2-aminofluorene Schiff base in example of the present invention.
Detailed Description
Example (b):
(1) 0.3987g (2.2mmol) of 2-aminofluorene and 0.2130g (1mmol) of 2, 6-pyridinedicarboxaldehyde are respectively weighed and dissolved in 15mL of absolute ethyl alcohol and 10mL of absolute ethyl alcohol, the 2-aminofluorene ethyl alcohol solution is firstly placed in a 50mL three-neck flask, 3 drops of glacial acetic acid are added as a catalyst, and finally, the 2, 6-pyridinedicarboxaldehyde ethyl alcohol solution is added. After the ethanol solutions of the two raw materials are mixed, the solution gradually turns from clear to turbid.
(2) and (2) placing the three-neck flask obtained in the step (1) in a constant-temperature water bath, magnetically stirring at a constant speed, setting the temperature to be 45 ℃, and performing nitrogen protection. As the reaction proceeded, a fluorescent yellow precipitate gradually precipitated. The whole reaction was followed by TLC plates and the developing solvent was Petroleum Ether (PE), Dichloromethane (DCM), Triethylamine (TEA), PE: DCM: TEA ═ 2.5:11: 2. After 6.5 hours, the reaction was stopped when the spot plate no longer had 2, 6-pyridinedicarboxaldehyde present, and a solution containing 2, 6-pyridinedicarboxaldehyde 2-aminofluorene schiff base was obtained.
(3) Naturally cooling the solution containing the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base obtained in the step (2) to room temperature, carrying out vacuum filtration, continuously leaching filter cakes with absolute ethyl alcohol, removing redundant 2-aminofluorene, glacial acetic acid and other impurities, and carrying out vacuum drying on the filtered product to obtain 0.5077g of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base fluorescent yellow powder, wherein the yield is 83%, and the m.p. is 277.4-277.1 ℃.
(4) 2g of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base prepared in the step (3) is added into 1 liter of distilled water, stirred and dissolved to prepare an aqueous solution, and the corrosion inhibitor is obtained.
Scanning the synthesized 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base within the range of 4000-500 cm -1 by using a VECTOR22 type infrared spectrometer and a KBr tablet, and performing infrared spectrum structural characterization, wherein in the attached figure 1, characteristic peaks of 1579cm -1 and 2860cm -1 aldehyde groups disappear, characteristic absorption peaks of primary amine N-H at 3444, 3357 and 3200cm -1 disappear, and stretching vibration of v C＝N occurs at 1627cm -1, which indicates that carbon-nitrogen double bonds are generated, namely the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base is synthesized.
Mass spectrum analysis is carried out on the synthesized 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base by using a Bruker Solarix XR FTMS mass spectrum analyzer, in the attached figure 2, the quasi-molecular ion peak [ M + H ] + is 462.19674, the relative molecular mass is presumed to be 461.19674, and the theoretical value is 461, which shows that the test result is identical with the relative molecular mass of a target product.
Evaluation results of the corrosion inhibitor products of the examples:
The corrosion inhibition experiment adopts an electrochemical alternating current impedance method, 20# carbon steel hanging pieces with the size of 3.0cm multiplied by 1.0cm multiplied by 0.3cm are selected for the experiment, before the experiment, carbon steel samples are ground by No. 400, No. 800 and No. 1200 metallographic abrasive paper, washed by distilled water, put into absolute ethyl alcohol for ultrasonic oscillation and dehydration, degreased by acetone, dried by cold air, sealed by molten paraffin, wrapped by filter paper and put into a drier for drying for 4 hours. The dimensions were measured and the surface area was determined prior to testing. Simulated recirculating cooling water was formulated according to standards adopted by the American society for testing and materials.
In the experiment, a traditional three-electrode system is adopted, a platinum wire electrode is used as an auxiliary electrode, saturated calomel is used as a reference electrode, carbon steel is used as a working electrode, an electrochemical workstation is utilized to measure an electrochemical alternating current impedance spectrum, the working electrode is immersed in a corrosive liquid for 30 minutes before alternating current impedance measurement is carried out, after the system potential is stable, the potential is an open-circuit potential, the alternating current frequency range is from 10 5 Hz to 10 2 Hz, the sensitivity is automatic adjustment sensitivity, a proper equivalent potential diagram is selected, impedance data are fitted by Zview software, and the corrosion inhibition rate eta z (%) is calculated by the following formula:
wherein R ct and R 0 ct are charge transfer resistors with different concentrations of corrosion inhibitor and without corrosion inhibitor.
The evaluation results of the 2, 6-pyridinedicarboxaldehyde 2-aminofluorene Schiff base of the example, which was autonomously mounted on the surface of carbon steel, in simulated circulating cooling water are shown in Table 1.
TABLE 1 evaluation of corrosion inhibitors of examples under ambient conditions
Claims (2)
1. A preparation method of a 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor is characterized by comprising the following specific steps:
(1) Respectively weighing 0.35 ~ 0.40g of 2-aminofluorene and 0.20 ~ 0.30.30 g of 2, 6-pyridinedicarboxaldehyde to dissolve in 15 ~ 16mL of anhydrous ethanol and 10 ~ 12mL of anhydrous ethanol to prepare a 2-aminofluorene ethanol solution and a 2, 6-pyridinedicarboxaldehyde ethanol solution, firstly placing the 2-aminofluorene ethanol solution in a 50mL three-neck flask, adding 2 ~ 4 drops of glacial acetic acid as a catalyst, then adding the 2, 6-pyridinedicarboxaldehyde ethanol solution, mixing the two solutions, gradually clarifying and clouding the mixed solution, then placing the three-neck flask in a constant-temperature water bath kettle, uniformly stirring by magnetic force, setting the temperature to 45 ℃ and carrying out nitrogen protection, gradually precipitating a fluorescent yellow precipitate along with the reaction, tracking the whole reaction process by a TLC point plate, using a developing agent which is a mixture of petroleum ether, dichloromethane and triethylamine in a volume ratio of 2.5:1:2, 6-pyridinedicarboxaldehyde solution containing 2, 6-pyridinedicarboxaldehyde is obtained after 6 ~ 7 hours;
(2) cooling the solution containing the 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base obtained in the step (1) to room temperature, carrying out vacuum filtration, continuously leaching a filter cake with absolute ethyl alcohol, removing redundant 2-aminofluorene, glacial acetic acid and other impurities, and carrying out vacuum drying on the filtered product to obtain a 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base solid;
(3) Adding 2 ~ 200mg of the 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base solid prepared in the step (2) into 1 liter of distilled water, stirring and dissolving to prepare an aqueous solution, namely the 2, 6-pyridine dimethyl aldehyde 2-aminofluorene Schiff base corrosion inhibitor;
The structural formula of the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base is as follows:
。
2. the application of the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor prepared by the preparation method according to claim 1, wherein the 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor is applied to corrosion prevention of carbon steel in a circulating cooling water environment with the temperature of 25 ~ 55 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910888947.3A CN110552008A (en) | 2019-09-19 | 2019-09-19 | Preparation method and application of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910888947.3A CN110552008A (en) | 2019-09-19 | 2019-09-19 | Preparation method and application of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110552008A true CN110552008A (en) | 2019-12-10 |
Family
ID=68740958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910888947.3A Pending CN110552008A (en) | 2019-09-19 | 2019-09-19 | Preparation method and application of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110552008A (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103924249A (en) * | 2013-01-11 | 2014-07-16 | 南京工业大学 | Schiff base pyridine carbon steel acid washing corrosion inhibitor and application thereof |
| JP2016216777A (en) * | 2015-05-19 | 2016-12-22 | 株式会社オートネットワーク技術研究所 | Corrosion prevention method for electric wire with terminal and electric wire with terminal |
| CN106278938A (en) * | 2016-08-11 | 2017-01-04 | 重庆大学 | The synthesis of one class water solublity bis-Schiff base potassium salt and application |
| CN106543028A (en) * | 2016-10-26 | 2017-03-29 | 桂林理工大学 | N,N`（2 aminofluorenes）The preparation method of contracting diphenyl-dimethanal Schiff's base iron complex |
| CN108754510A (en) * | 2018-06-22 | 2018-11-06 | 重庆工业职业技术学院 | A kind of compound restrainer and preparation method thereof containing Schiff |
| CN109206338A (en) * | 2018-09-06 | 2019-01-15 | 桂林理工大学 | A kind of preparation method of 1,2- Propane Diamine 3,5- Dibromosalicylaldehyde Bis-Schiff Bases corrosion inhibiter |
-
2019
- 2019-09-19 CN CN201910888947.3A patent/CN110552008A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103924249A (en) * | 2013-01-11 | 2014-07-16 | 南京工业大学 | Schiff base pyridine carbon steel acid washing corrosion inhibitor and application thereof |
| JP2016216777A (en) * | 2015-05-19 | 2016-12-22 | 株式会社オートネットワーク技術研究所 | Corrosion prevention method for electric wire with terminal and electric wire with terminal |
| CN106278938A (en) * | 2016-08-11 | 2017-01-04 | 重庆大学 | The synthesis of one class water solublity bis-Schiff base potassium salt and application |
| CN106543028A (en) * | 2016-10-26 | 2017-03-29 | 桂林理工大学 | N,N`（2 aminofluorenes）The preparation method of contracting diphenyl-dimethanal Schiff's base iron complex |
| CN108754510A (en) * | 2018-06-22 | 2018-11-06 | 重庆工业职业技术学院 | A kind of compound restrainer and preparation method thereof containing Schiff |
| CN109206338A (en) * | 2018-09-06 | 2019-01-15 | 桂林理工大学 | A kind of preparation method of 1,2- Propane Diamine 3,5- Dibromosalicylaldehyde Bis-Schiff Bases corrosion inhibiter |
Non-Patent Citations (2)
| Title |
|---|
| CHUXIN LIANG ET AL.: "Synthesis of 2-aminofluorene bis-Schiff base and corrosion inhibition performance for carbon steel in HCl", 《JOURNAL OF MOLECULAR LIQUIDS》 * |
| 刘红: "一种三氮唑双席夫碱对N80钢在HCl介质中的缓蚀作用", 《腐蚀与防护》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Hosseini et al. | The inhibition of mild steel corrosion in acidic medium by 1-methyl-3-pyridin-2-yl-thiourea | |
| CN110644007B (en) | Preparation method and application of 2, 3-thiophene dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor | |
| CN110592595A (en) | Preparation method and application of 2, 5-thiophene dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor | |
| CN108754510B (en) | Composite pickling corrosion inhibitor containing Schiff base and preparation method thereof | |
| CN110552008A (en) | Preparation method and application of 2, 6-pyridine dimethyl acetal 2-aminofluorene Schiff base corrosion inhibitor | |
| CN109678800B (en) | Benzyl imidazoline cationic compound, corrosion inhibitor, preparation method and application | |
| CN109206338A (en) | A kind of preparation method of 1,2- Propane Diamine 3,5- Dibromosalicylaldehyde Bis-Schiff Bases corrosion inhibiter | |
| Thiraviyam et al. | Inhibition of aminocyclohexane derivative on mild steel corrosion in 1 N HCl | |
| CN101736345B (en) | Method of using ionic liquid as carbon steel corrosion inhibitor | |
| CN108373536B (en) | Synthesis method and application of modified polyaspartic acid with Schiff base structure | |
| CN101139717A (en) | Method for preparing vapour phase inhibitor | |
| CN112680734B (en) | Corrosion inhibitor suitable for acidic medium and preparation method and application thereof | |
| CN114164431B (en) | Hyperbranched organic ion liquid metal corrosion inhibitor and preparation method thereof | |
| Nwosu et al. | Corrosion inhibition of mild steel using parinari polyandra leave extracts in diluted hydrochloric acids | |
| CN112778202B (en) | Benzyl pyrazole ionic liquid compound and preparation method and application thereof | |
| CN110698361B (en) | Preparation method and application of 2-bromoisophthalaldehyde condensed 2-aminofluorene bis-Schiff base corrosion inhibitor | |
| CN108426923A (en) | A kind of method and application preparing formaldehyde gas sensitive material based on tin mud modification in tin plating technique | |
| CN110724066B (en) | Preparation method and application of pentanedialdehyde 2-aminofluorene bis-Schiff base corrosion inhibitor | |
| CN109987723B (en) | Non-phosphorus scale and corrosion inhibitor and preparation method and application thereof | |
| CN112341358A (en) | Preparation method of p-phenylenediamine p-hydroxybenzaldehyde bis-Schiff base corrosion inhibitor and application of p-phenylenediamine p-hydroxybenzaldehyde bis-Schiff base corrosion inhibitor in corrosion prevention of metal copper | |
| CN112323070B (en) | Green compound corrosion inhibitor containing Schiff base compound and application thereof | |
| CN110724959A (en) | Preparation method and application of bromopropanedialdehyde 2-aminofluorene bis-Schiff base corrosion inhibitor | |
| Ozoemena et al. | Synthesis, Characterization and Electrochemical Studies on the Corrosion Inhibition Properties of Schiff Bases for Mild Steel in 1 M HCl Solution | |
| Deng et al. | Comparisons of I-and Cl-concentrations on the corrosion behavior of TA4 titanium alloy in azeotropic acetic acid solutions | |
| CN112028845A (en) | Copper corrosion inhibitor and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20191210 |
|
| RJ01 | Rejection of invention patent application after publication |