CN116836070B - Preparation method of epoxy resin coating based on novel choline ionic liquid modified hydrotalcite nano container - Google Patents
Preparation method of epoxy resin coating based on novel choline ionic liquid modified hydrotalcite nano containerInfo
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- CN116836070B CN116836070B CN202310809749.XA CN202310809749A CN116836070B CN 116836070 B CN116836070 B CN 116836070B CN 202310809749 A CN202310809749 A CN 202310809749A CN 116836070 B CN116836070 B CN 116836070B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/40—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton with quaternised nitrogen atoms bound to carbon atoms of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/04—Monocyclic monocarboxylic acids
- C07C63/06—Benzoic acid
- C07C63/08—Salts thereof
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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Abstract
The invention discloses a choline salt ionic liquid, which has a molecular structural formula shown as follows:
Description
Technical Field
The invention belongs to the technical field of chemical materials and metal corrosion prevention, and particularly relates to a novel choline ionic liquid, a preparation method thereof and a preparation method of an epoxy resin coating based on a novel choline ionic liquid modified hydrotalcite nano container.
Background
Magnesium and its alloy have excellent strength-weight ratio and biocompatibility, and are light metal materials with great application prospect in aviation, automobile and biomedical fields. However, magnesium alloy has poor corrosion resistance due to its extremely active chemical activity, thereby limiting its further application. In order to improve the corrosion resistance of magnesium alloys, researchers have developed various surface protection techniques such as chemical conversion coatings, electrochemical plating, organic coatings, plasma electrolytic oxidation coatings, and the like. Among other things, the organic coating system can act as a protective barrier for metals and their alloys, preventing substantial corrosion of metal surfaces by corrosive elements (such as water and chlorides), thereby providing corrosion protection. However, organic coatings are susceptible to degradation in the event of prolonged immersion or scratching of the coating, which severely limits the application of such coatings. Thus, it is considered to improve this situation by doping a carrier of a corrosion inhibitor.
In recent years, common nano-container fillers are halloysite, organic nano-containers, carbon Nanotubes (CNT), metal Organic Frameworks (MOFs), hydrotalcite (LDHs), and the like. Wherein, LDHs have the advantages of abundant raw materials, low manufacturing cost and the like. Therefore, it is one of the most widely used nano-container fillers.
The ionic liquid has the characteristics of high polarity, low melting point, low toxicity, high chemical stability, less harm to environment and organisms and the like. The ionic liquid is used as a green and environment-friendly compound and can be widely applied to corrosion research of metals. The modified LDHs is doped in an organic coating, so that the coating has better corrosion resistance and self-healing property.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention aims to provide a novel choline ionic liquid which is environment-friendly and has good corrosion inhibition performance, and a preparation method of the modified hydrotalcite nano container doped with the choline ionic liquid.
The invention also provides an epoxy resin coating based on the novel choline ionic liquid modified hydrotalcite nano container, and the epoxy resin coating is applied to corrosion protection of metals, especially magnesium alloy.
In order to achieve the above purpose, the invention adopts the following technical scheme:
A choline ionic liquid [ Ch ] [ Benzoic Acid ] has a molecular structural formula shown as follows:
。
The choline ionic liquid is prepared by synthesizing through a simple acid-base neutralization reaction, specifically, choline hydroxide and excessive benzoic acid react for 20-28 hours at room temperature in the presence of solvent water. The choline ionic liquid [ Ch ] [ Benzoic Acid ] can be used as a corrosion inhibitor.
Specifically, the ratio of the amounts of substances of choline hydroxide and benzoic acid is preferably 1:1.1 to 1.4.
The invention provides a preparation method of an epoxy resin coating based on the choline ionic liquid modified hydrotalcite nano container, which comprises the following steps:
(1) Synthesis of hydrotalcite nano container filler
1-3 Mmol of Mg (NO 3)2·6H2 O and 1-3 mmol of Al (NO 3)3·9H2 O are dissolved in 60-100 mL of deionized water, the pH is regulated to 10.3+/-0.2 by NaOH, which is called solution A, then 1-2 mmol of choline ionic liquid is weighed, 30-50 mL of deionized water is added to prepare solution B with a certain concentration, the solution B is dropwise added into the solution A, the whole dropwise adding process is carried out under the protection of nitrogen, carbon dioxide in the air is prevented from being converted into carbonate ions, and the carbonate ions are inserted between layers of CB-LDH, continuous stirring is carried out, and the hydrotalcite nano container filler CB-LDH is obtained through centrifugation, washing and drying;
(2) Preparation of anti-corrosive coating
Uniformly dispersing 0.26-0.78g of hydrotalcite nano container filler CB-LDH in a mixed solvent of ethyl acetate and acetone (the volume ratio of the ethyl acetate to the acetone is controlled to be 3:1-1.4), then adding 10-12 g of epoxy resin, carrying out ultrasonic treatment, adding 4-8 g of polyamide curing agent, uniformly stirring, enabling the mass percentage of hydrotalcite nano container filler CB-LDH in the system to be 1.0-3.0wt%, finally spin-coating on the surface of the pretreated magnesium alloy, and drying to obtain the epoxy resin coating CB-LDH/EP based on the novel choline ionic liquid modified hydrotalcite nano container.
Specifically, the stirring reaction temperature in the step (1) is 50-100 ℃ and the stirring reaction time is 9-24 hours. And during centrifugation, the rotating speed is 5000-10000 r/min, and the time is 3-9 min.
Further, the rotating speed in the step (2) is 1000-3000 r/min, and the time is 10-100 s.
Specifically, when the drying is performed in the step (2), the temperature of the oven is 30-90 ℃ and the time is 12-36 hours.
The invention also provides the epoxy resin coating CB-LDH/EP based on the novel choline ionic liquid modified hydrotalcite nano container prepared by the preparation method.
The invention also provides the epoxy resin coating CB-LDH/EP based on the novel choline ionic liquid modified hydrotalcite nano container. The application in metal corrosion prevention. Further, the metal is preferably a magnesium alloy.
The epoxy resin coating based on the novel choline ionic liquid modified hydrotalcite nano container provided by the invention is used as an anti-corrosion coating of metal and alloy thereof. Compared with the prior art, the invention has the following beneficial effects:
The invention discloses a preparation method of an epoxy resin coating based on a novel choline ionic liquid modified hydrotalcite nano container. According to the invention, a choline ionic liquid is synthesized by adopting a simple neutralization reaction, LDHs nano container filler is modified by the choline ionic liquid, CB-LDH nano container is uniformly dispersed in epoxy resin, and CB-LDH/EP coating is successfully prepared on the surface of AZ31B magnesium alloy by a spin coating method. The uniform dispersion of the CB-LDH results in the coating having not only excellent corrosion resistance but also good self-healing properties. The epoxy resin coating based on the novel choline ionic liquid modified hydrotalcite nano container provided by the invention has a very good application prospect in the aspect of slowing down the corrosion of metals and alloys thereof.
Drawings
FIG. 1 is a graph of Electrochemical Impedance Spectroscopy (EIS) test results of different coatings prepared on the surface of an AZ31B magnesium alloy, wherein a is a Nyquist diagram, B-c are further enlarged Nyquist diagrams, and d Bode diagrams;
FIG. 2 is a graph showing the results of long-term corrosion resistance studies of various coatings prepared on the surface of AZ31B magnesium alloy;
FIG. 3 is a graph showing the self-healing properties of CB-LDH/EP coatings prepared on the surface of AZ31B magnesium alloy.
Detailed Description
The following describes the technical scheme of the present invention in further detail with reference to examples, but the scope of the present invention is not limited thereto.
In the following examples, unless otherwise indicated, all materials were either commercially available from commercial sources or prepared by techniques conventional in the art. Room temperature refers to 25±5 ℃.
The magnesium alloy pretreatment process may be performed by conventional techniques in the art, for example, the following may be mentioned:
(1) The AZ31B magnesium alloy is machined into a sample with the specification of 1.0cm multiplied by 1.0cm multiplied by 0.6 cm, and the substrate is coated with silicon rubber, so that only one working surface with the size of 1.0cm multiplied by 1.0cm is reserved;
(2) Subsequently polishing the AZ31B magnesium alloy sample by using 180, 600, 1500 and 3000-mesh sand paper in sequence, and polishing by using W3.5 diamond polishing paste (Veiyee, model PG);
(3) Finally, respectively using distilled water and absolute ethyl alcohol to ultrasonically clean 10 min, and airing.
Example 1:
(1) Synthesis of ionic liquid corrosion inhibitor
The preparation method of choline ionic liquid choline benzoic acid [ Ch ] [ Benzoic Acid ] comprises the following steps:
(a) 2.52 g (10 mmol) choline hydroxide solution (47% -50%), 40 mL water and 1.46 g (12 mmol) benzoic acid are added into a single-neck flask, and the reaction is carried out at room temperature for 24 h. Removing the solvent by rotary evaporation at 65 ℃ to obtain a light yellow thick liquid crude product;
(b) The crude product from step (a) was dissolved in 50mL methanol and placed in a refrigerator overnight (12: h) to remove excess benzoic acid. Removing benzoic acid through vacuum filtration separation after white solid is separated out, and repeating the steps for three times to ensure the purity of the final product;
(c) The solution obtained in step (b) was subjected to rotary evaporation at 45 ℃ to give a viscous liquid. The product was further dried in a 60 ℃ vacuum oven for 24 h. The light yellow viscous liquid is choline ionic liquid [ Ch ] [ BenzoicAcid ] (yield: 95.0%), and the structural formula and the map information are shown as follows:
;
1H NMR (400 MHz, DMSO-d6) δ 7.88~7.85 (m, 2H), 7.28 (m, 3H), 3.91 (m, 2H), 3.51~3.47 (m, 2H), 3.17 (s, 9H).
(2) Synthesis of hydrotalcite nano container filler
CB-LDH and CO 3 2- -LDH are synthesized by a simple method. Taking the synthesis of CB-LDH as an example, 2 mmol Mg (NO 3)2·6H2 O and 1mmol Al (NO 3)3·9H2 O are dissolved in 80 mL deionized water, the pH is regulated to 10.3+/-0.1 by NaOH, then 2.0 mmol [ Ch ] [ Benzoic Acid ] is weighed and added into 40 mL deionized water to prepare a solution with a certain concentration, then solution B is dropwise added into solution A, the whole dropping process is carried out under the condition of nitrogen protection to prevent carbon dioxide in the air from being converted into carbonate ions, the carbonate ions are inserted between layers of CB-LDH, stirring is continuously carried out for 10 h under the condition of 65 ℃, the mixture is centrifuged for 5 min at a speed of 8000 r/min by a centrifuge, the mixture is washed by deionized water, and finally the mixture is dried for 12 h in a 70 ℃ oven, thus obtaining the hydrotalcite nano container filler CB-LDH.
The method for synthesizing the CO 3 2- -LDH hydrotalcite nano container filler is similar to the method, namely the composition of the solution B is 2.0 mmol Na 2CO3, 40 mL deionized water is added to prepare a solution with a certain concentration, and other operation steps are the same as the above.
(3) Preparation of anti-corrosive coating
Adding 0.26g of prepared hydrotalcite nano container filler CB-LDH into a mixed solvent of ethyl acetate and acetone (the volume ratio of the ethyl acetate to the acetone is 3:1), and carrying out ultrasonic treatment on the mixture for 10 min to uniformly disperse the mixture. Then 12 g epoxy (E44) was added thereto and treated with ultrasound 20 min. 6g polyamide curing agent (651) is added into the mixed solution, and 10 min is stirred to be uniformly mixed, wherein the mass percentage of the hydrotalcite nano container filler CB-LDH in the system is 1.0 wt percent. Spin-coating the final mixture on the surface of the pretreated AZ31B magnesium alloy, wherein the used instrument is a small spin coater (EZ 4), the rotating speed is 2000rpm, the time is 50 s, and the obtained coating is dried at 60 ℃ for 24: 24h, thus obtaining the epoxy resin coating CB-LDH/EP based on the novel choline ionic liquid modified hydrotalcite nano container.
The preparation of the pure epoxy coating (EP coating) and the CO 3 2- -LDH/EP coating is similar, namely, the EP coating is not added with hydrotalcite nano container filler, the CO 3 2- -LDH/EP coating is added with CO 3 2- -LDH hydrotalcite nano container filler, and other operation steps are the same as the above.
Corrosion resistance test
A typical three-electrode electrolytic tank is adopted, a Saturated Calomel Electrode (SCE) is used as a reference electrode, a platinum black electrode is used as an auxiliary electrode, magnesium alloy is used as a working electrode, corrosion resistance test is carried out in 3.5 wt% NaCl solution, an EIS test result is shown as a figure 1, and a-d in the figure 1 are (a) Nyquist diagrams, (b-c) Nyquist enlarged diagrams and (d) Bode diagrams in sequence. The three coatings prepared by the example, namely an EP coating (9.12X10 6Ω cm2)＜CO3 2- -LDH/EP coating (1.62X10 7Ω cm2)＜CB-LDH/EP(4.36×108Ω cm2) coating) sequentially from low to high, show that the CB-LDH/EP coating has the best protective effect, because the CB-LDH plays a positive protective role in preventing corrosive ions from diffusing to the surface of a metal matrix through the coating, and the interface barrier effect of the coating is effectively improved.
Fig. 2 shows long-term corrosion resistance experiments of three coatings, EP coating, CO 3 2- -LDH/EP coating and CB-LDH/EP coating, samples photographs of the different times of immersion in 3.5 wt% NaCl solution. The results of FIG. 2 show that the EP coating has corrosion pits when immersed in 5 d and gradually increases with the immersion time, the CO 3 2- -LDH/EP coating has long-strip corrosion when immersed in 3 d and basically has corrosion phenomenon on the whole surface of the substrate when immersed in 15 d, and the CB-LDH/EP coating does not have certain corrosion phenomenon until immersed in 15 d, and the surface of the coating is not obviously changed before immersed in 15 d. The time for the corrosion phenomenon of the CB-LDH/EP coating layer is the latest, the corrosion degree is the lowest, and the CB-LDH/EP coating layer has the best long-term corrosion resistance.
Figure 3 shows the potentiodynamic polarization curve tested after the CB-LDH/EP coating scratch test. FIG. 3 shows that the corrosion current density decreases in sequence with increasing soaking time, indicating that CB-LDH plays a positive role in preventing further corrosion of the coating as it is destroyed.
In conclusion, the CB-LDH/EP coating provided by the invention is simple in preparation method, has low |Z| 0.01Hz and good long-term corrosion resistance, has self-healing performance, and can form a protective barrier between the surface of the magnesium alloy and a corrosion medium, so that the corrosion rate of the magnesium alloy is reduced.
The above embodiments are only preferred embodiments of the present invention, and the scope of the present invention is not limited thereto, but any insubstantial changes and substitutions made by those skilled in the art on the basis of the present invention are intended to be within the scope of the present invention as claimed.
Claims (10)
1. The application of the choline ionic liquid in preparing the epoxy resin coating of the modified hydrotalcite nano container is characterized in that the molecular structural formula of the choline ionic liquid is shown as follows:
。
2. The application of the choline ionic liquid in preparing the epoxy resin coating of the modified hydrotalcite nano container is characterized in that the choline ionic liquid is prepared by reacting choline hydroxide with excessive benzoic acid for 20-28 hours at room temperature in the presence of solvent water.
3. The application of the choline ionic liquid in preparing the epoxy resin coating of the modified hydrotalcite nano container according to claim 2, wherein the ratio of the choline hydroxide to the benzoic acid is 1:1.1-1.4.
4. A method for preparing an epoxy resin coating based on the choline ionic liquid modified hydrotalcite nano container according to claim 1, which is characterized by comprising the following steps:
(1) Synthesis of hydrotalcite nano container filler
1-3 Mmol of Mg (NO 3)2·6H2 O and 1-3 mmol of Al (NO 3)3·9H2 O are dissolved in deionized water, the pH is adjusted to 10.3+/-0.2, the solution is called solution A, then 1-2 mmol of choline ionic liquid is weighed, deionized water is added to prepare solution B with a certain concentration, the solution B is added into the solution A, the whole adding process is carried out under the protection of nitrogen, stirring is continued, and the hydrotalcite nano container filler is obtained through centrifugation, washing and drying;
(2) Preparation of anti-corrosive coating
Uniformly dispersing 0.26-0.78g of hydrotalcite nano container filler in a mixed solvent of ethyl acetate and acetone, then adding 10-12 g of epoxy resin, carrying out ultrasonic treatment, adding 4-8 g of polyamide curing agent, uniformly stirring, and finally spin-coating on the surface of the pretreated magnesium alloy, and drying to obtain the hydrotalcite nano container filler.
5. The method for preparing the epoxy resin coating based on the choline ionic liquid modified hydrotalcite nano container according to claim 4, wherein the stirring reaction temperature in the step (1) is 50-100 ℃ and the stirring reaction time is 9-24 hours.
6. The method for preparing the epoxy resin coating based on the choline ionic liquid modified hydrotalcite nano container according to claim 4, wherein the rotating speed in the step (2) is 1000-3000 r/min, and the time is 10-100 s.
7. The method for preparing the epoxy resin coating based on the choline ionic liquid modified hydrotalcite nano container according to claim 4, wherein the temperature of an oven is 30-90 ℃ and the time is 12-36 hours when the epoxy resin coating is dried in the step (2).
8. The epoxy resin coating based on the novel choline ionic liquid modified hydrotalcite nano container prepared by adopting the preparation method of any one of claims 4 to 7.
9. The application of the epoxy resin coating based on the novel choline ionic liquid modified hydrotalcite nano container in metal corrosion prevention according to claim 8.
10. The use of an epoxy resin coating based on novel choline ionic liquid modified hydrotalcite nano-containers according to claim 9 in the corrosion protection of metals, wherein the metals are magnesium alloys.
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| CN115323383A (en) * | 2022-08-09 | 2022-11-11 | 河南大学 | Preparation method of ionic liquid corrosion inhibitor-modified hydrotalcite composite coating and its application in magnesium alloy anticorrosion |
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| CN115323383A (en) * | 2022-08-09 | 2022-11-11 | 河南大学 | Preparation method of ionic liquid corrosion inhibitor-modified hydrotalcite composite coating and its application in magnesium alloy anticorrosion |
Non-Patent Citations (2)
| Title |
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| Biodegradable Naphthenic Acid Ionic Liquids: Synthesis, Characterization, and Quantitative Structure–Biodegradation Relationship;Yinghao Yu等;Chem. Eur. J.;20081027;第14卷(第35期);第11175页右栏表1、左栏倒数第1段 * |
| Easily measurable pH as an indicator of the effectiveness of the aqueous cholinium ionic liquidbased pretreatment of lignocellulose;Yan-Xia An等;RSC Adv.;20141014;第4卷(第98期);第55636页左栏图表１ * |
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