CN116836070A - 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 container Download PDFInfo
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- CN116836070A CN116836070A CN202310809749.XA CN202310809749A CN116836070A CN 116836070 A CN116836070 A CN 116836070A CN 202310809749 A CN202310809749 A CN 202310809749A CN 116836070 A CN116836070 A CN 116836070A
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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
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- 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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- 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
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- 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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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K2201/011—Nanostructured additives
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- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
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Abstract
本发明公开了胆碱盐离子液体，其分子结构式如下所示：本发明不仅提供了胆碱盐离子液体([Ch][Benzoic Acid])的制备方法，还提供了用其改性水滑石纳米容器掺杂环氧树脂涂层的制备方法。该方法包括：采用简单的中和方法制备[Ch][Benzoic Acid]；使用制备好的[Ch][Benzoic Acid]改性水滑石纳米容器(CB‑LDH)，最后掺杂于环氧树脂中，采用旋涂的方式在处理好的基体表面制备防腐涂层(CB‑LDH/EP涂层)。本发明制备过程简单，绿色环保，且所制备的CB‑LDH/EP涂层具有优异的耐蚀性和较好的自愈合性能，在防腐领域有广阔的应用前景。The invention discloses a choline salt ionic liquid, the molecular structural formula of which is as follows: The present invention not only provides a preparation method of choline salt ionic liquid ([Ch][Benzoic Acid]), but also provides a preparation method of doping epoxy resin coating with its modified hydrotalcite nanocontainer. The method includes: using a simple neutralization method to prepare [Ch][Benzoic Acid]; using the prepared [Ch][Benzoic Acid] modified hydrotalcite nanocontainer (CB‑LDH), and finally doping it into epoxy resin , use spin coating to prepare an anti-corrosion coating (CB‑LDH/EP coating) on the surface of the treated substrate. The preparation process of the invention is simple, green and environmentally friendly, and the prepared CB-LDH/EP coating has excellent corrosion resistance and good self-healing performance, and has broad application prospects in the field of anti-corrosion.
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 a variety of surface protection techniques such as: chemical conversion coatings, electrochemical plating, organic coatings, and plasma electrolytic oxidation coatings, among others. 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 preparation method of the choline ionic liquid is synthesized by a simple acid-base neutralization reaction, and specifically comprises the following steps: and (3) reacting choline hydroxide with excessive benzoic acid for 20-28 hours at room temperature in the presence of solvent water to obtain the choline hydroxide. 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 to 3 mmol of Mg (NO 3 ) 2 ·6H 2 O and 1 to 3 mmol Al (NO) 3 ) 3 ·9H 2 O is dissolved in 60-100 mL of deionized water, and NaOH is used for regulating the pH value to 10.3+/-0.2, which is called solution A; then weighing 1-2 mmol of choline ionic liquid, and adding 30-50 mmol of choline ionic liquidPreparing solution B with a certain concentration from the mL of deionized water; dropwise adding the solution B into the solution A, wherein the whole dropwise adding process is carried out under the protection of nitrogen, so that carbon dioxide in the air is prevented from being converted into carbonate ions, and the carbonate ions are inserted between CB-LDH layers; continuously stirring, centrifuging, washing and drying to obtain hydrotalcite nano container filler CB-LDH;
(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, and uniformly stirring, wherein the mass percentage of the hydrotalcite nano container filler CB-LDH in the system is 1.0-3.0wt%; and finally spin-coating the modified hydrotalcite nano container 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 size 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 AZ31B magnesium alloy samples with 180, 600, 1500 and 3000 mesh sand paper in sequence, and polishing with W3.5 diamond polishing paste (model PG);
(3) Finally, respectively using distilled water and absolute ethyl alcohol to ultrasonically clean for 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) Into a single-neck flask, 2.52 g (10 mmol) of a choline hydroxide solution (47% -50%), 40 mL water and 1.46 g (12 mmol) of benzoic acid were added, and the mixture was reacted 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 50 mL 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 at 60 ℃ in a vacuum oven for 24 h. The light yellow viscous liquid is choline ionic liquid [ Ch ] [ Benzoic acid ] (yield: 95.0%); the structural formula and map information are shown below:
；
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 synthesis by simple methods 3 2- -LDH. Taking the synthesis of CB-LDH as an example, 2 mmol of Mg (NO 3 ) 2 ·6H 2 O and 1 mmol Al (NO) 3 ) 3 ·9H 2 O was dissolved in 80 mL deionized water and the pH was adjusted to 10.3.+ -. 0.1 with NaOH, which was designated solution A. Then 2.0 mmol [ Ch ] was weighed][Benzoic Acid]40 mL deionized water is added to prepare a solution with a certain concentration, which is called solution B. Dropwise adding the solution B into the solution A, and dropwise adding the wholeThe process is carried out under the protection of nitrogen, so that carbon dioxide in the air is prevented from being converted into carbonate ions, and the carbonate ions are inserted between layers of CB-LDH. Stirring was continued at 65 ℃ for 10 h. Centrifuge at 8000 r/min for 5 min and wash with deionized water. And finally, drying 12 h in an oven at 70 ℃ to obtain the hydrotalcite nano container filler CB-LDH.
Synthesis of CO 3 2- The procedure for filling LDH hydrotalcite nanocontainers is similar to that described above, i.e.solution B has a composition of 2.0 mmol Na 2 CO 3 Adding 40 mL deionized water to prepare a solution with a certain concentration, and other operation steps are the same as 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 for 10 min to uniformly disperse the mixed solvent. Then 12 g epoxy (E44) was added thereto and sonicated for 20 min. 6g polyamide curing agent (651) is added into the mixed solution, and the mixture is stirred for 10 minutes 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 and s, and the obtained coating is dried at 60 ℃ for 24 and h, thus obtaining the epoxy resin coating CB-LDH/EP based on the novel choline ionic liquid modified hydrotalcite nano container.
Pure epoxy resin coating (EP coating) and CO 3 2- The process for preparing the LDH/EP coating is similar, i.e.the EP coating is free of hydrotalcite nano-container filler, CO 3 2- Added to the LDH/EP coating is CO 3 2- LDH hydrotalcite nano-container filler, other procedure is the same as described above.
Corrosion resistance test
A typical three-electrode electrolytic cell is adopted, a Saturated Calomel Electrode (SCE) is used as a reference electrode, a platinum black electrode is used as an auxiliary electrode, a magnesium alloy is used as a working electrode, corrosion resistance test is carried out in a NaCl solution of 3.5. 3.5 wt percent, and an EIS test result is shown in a graph of FIG. 11, a-d are sequentially (a) Nyquist graphs, (b-c) Nyquist enlarged graphs, and (d) Bode graphs. Three coatings prepared by the examples, three coatings |Z| 0.01Hz The order from low to high is: EP coating (9.12X10) 6 Ω cm 2 )＜CO 3 2- LDH/EP coating (1.62X10) 7 Ω cm 2 )＜CB-LDH/EP(4.36×10 8 Ω cm 2 ) The coating layer shows that the CB-LDH/EP coating layer has the best protective effect, because the CB-LDH plays a positive protective role in preventing corrosive ions from diffusing to the surface of the metal matrix through the coating layer, and the interface barrier effect of the coating layer is effectively improved.
FIG. 2 shows long-term corrosion resistance experiments for three coatings, EP coating, CO 3 2- Sample photographs of LDH/EP coating and CB-LDH/EP coating immersed in 3.5. 3.5 wt.% NaCl solution for different times. The results of fig. 2 can be found: the EP coating showed etch pits upon soaking 5 d, and the etch pits became progressively larger with prolonged soaking time; CO 3 2- The LDH/EP coating is corroded in a long strip shape after being soaked in 3 d, and the whole surface of the substrate is basically corroded when being soaked to 15 d; however, the CB-LDH/EP coating of the invention does not have a 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 can be seen: with the increase of the soaking time, the corrosion current density is reduced in turn, which indicates that CB-LDH plays a positive role when the coating is destroyed, preventing further corrosion of the coating.
In conclusion, the CB-LDH/EP coating of the invention has simple preparation method and lower |Z| 0.01Hz And better long-term corrosion resistance, also has self-healing performance, and can form a protective barrier between the surface of the magnesium alloy and a corrosion medium, thereby reducing the corrosion speed of the magnesium alloy.
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 choline ionic liquid is characterized by having a molecular structural formula as follows:
。
2. the method for preparing the choline ionic liquid according to claim 1, wherein the choline hydroxide and the excessive benzoic acid react for 20-28 hours at room temperature in the presence of solvent water.
3. The method for preparing a choline-like ionic liquid according to claim 2, wherein the ratio of the amounts of substances of choline hydroxide to benzoic acid is 1:1.1 to 1.4.
4. The preparation method of the epoxy resin coating based on the choline ionic liquid modified hydrotalcite nano container according to claim 1 is characterized by comprising the following steps:
(1) Synthesis of hydrotalcite nano container filler
1 to 3 mmol of Mg (NO 3 ) 2 ·6H 2 O and 1 to 3 mmol Al (NO) 3 ) 3 ·9H 2 O is dissolved in deionized water, and the pH is regulated to 10.3+/-0.2, which is called solution A; then weighing 1-2 mmol of choline ionic liquid, and adding deionized water to prepare a solution B with a certain concentration; adding the solution B into the solution A, continuously stirring the whole adding process under the protection of nitrogen, and centrifuging, washing and drying to obtain hydrotalcite nano container filler;
(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, then adding 4-8 g of polyamide curing agent, and uniformly stirring, wherein the mass percentage of hydrotalcite nano container filler in the system is 1.0-3.0 wt%; and finally spin-coating the surface of the pretreated magnesium alloy, and drying to obtain the magnesium alloy.
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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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4340698A (en) * | 1978-10-31 | 1982-07-20 | Internationale Octrooi Maatschappij "Octropa" B.V. | Powder coating |
| 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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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4340698A (en) * | 1978-10-31 | 1982-07-20 | Internationale Octrooi Maatschappij "Octropa" B.V. | Powder coating |
| 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 |
|---|
| YAN-XIA AN等: "Easily measurable pH as an indicator of the effectiveness of the aqueous cholinium ionic liquidbased pretreatment of lignocellulose", RSC ADV., vol. 4, no. 98, 14 October 2014 (2014-10-14), pages 55636 * |
| YINGHAO YU等: "Biodegradable Naphthenic Acid Ionic Liquids: Synthesis, Characterization, and Quantitative Structure–Biodegradation Relationship", CHEM. EUR. J., vol. 14, no. 35, 27 October 2008 (2008-10-27), pages 11175, XP071828466, DOI: 10.1002/chem.200800620 * |
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