CN115160893B - MOFs material modified epoxy composite coating and preparation method thereof - Google Patents

MOFs material modified epoxy composite coating and preparation method thereof Download PDF

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CN115160893B
CN115160893B CN202210928905.XA CN202210928905A CN115160893B CN 115160893 B CN115160893 B CN 115160893B CN 202210928905 A CN202210928905 A CN 202210928905A CN 115160893 B CN115160893 B CN 115160893B
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mofs material
epoxy resin
curing agent
composite coating
mofs
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CN115160893A (en
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李晓丹
刘宏宇
何瑞
王�锋
孟诗云
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Chongqing Technology and Business University
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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
    • 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
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/65—Additives macromolecular

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
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  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Epoxy Resins (AREA)

Abstract

The application relates to the field of nano composite materials, and discloses a MOFs material modified epoxy composite coating and a preparation method thereof. The composite coating comprises MOFs material, epoxy resin and curing agent; wherein the organic ligand of the MOFs material is a photosensitive organic ligand with the band gap less than 3.0ev, and the metal node is a metal cluster compound consisting of transition metal ions or transition metal-nonmetal. According to the application, MOFs material is used as filler to prepare the MOFs modified epoxy composite ultraviolet-resistant anticorrosive paint, and the MOFs material with extremely low addition (less than or equal to 1%) ensures that the MOFs material modified epoxy composite ultraviolet-resistant anticorrosive paint has excellent corrosion resistance and ultraviolet aging resistance, and the preparation process is simple, low in cost and extremely low in raw material cost.

Description

MOFs material modified epoxy composite coating and preparation method thereof
Technical Field
The application relates to the field of nano composite materials, in particular to a MOFs material modified epoxy composite coating and a preparation method thereof.
Background
Metal corrosion is a global problem and can lead to significant economic losses. Various corrosion protection techniques have been developed to delay or prevent damage to metal equipment. Organic coatings are one of the most widely used corrosion protection methods, as they provide excellent protective properties, and are convenient and economical. Among them, epoxy resin (EP) coatings are widely used in the field of anticorrosive coatings due to their good adhesion (to substrates), high crosslink density and excellent chemical resistance. But the epoxy coating is degraded during use (strongUltraviolet radiation, atomic oxygen, thermal cycling, etc.) to generate micropores and defects, etc., resulting in corrosive substances (water, O 2 And Cl - Etc.) penetrate to the metal/coating interface, so pure epoxy coatings do not have long-term protective capabilities. To overcome this serious drawback, it is important to construct a corrosion-resistant coating with a long lifetime.
The Metal Organic Framework (MOF) is a novel porous crystal coordination polymer, is composed of metal ions or metal clusters serving as metal nodes and organic ligands, has the advantages of high crystallinity, high internal surface area, controllable gaps, thermal stability and the like, and is widely applied to the fields of gas storage and separation, catalysis, drug exchange, electrochemical application and the like.
At present, more metal organic frame modified epoxy resin coatings pay attention to improving the barrier property of the coatings so as to improve the anti-corrosion performance; for example, an iron-based metal frame MIL-88A modified epoxy resin was modified by N.Alipanah et al (N.Alipaah et al journal of Industrial and Engineering Chemistry:97 (2021) 200-215), and when MIL-88A was added in an amount of 0.15 mass%, not only the barrier properties of the epoxy coating were improved but also Fe was released in the defective region of the coating 3+ The cations and fumarate anions are adsorbed at the micro-cathode and micro-anode areas, thereby forming a protective film to inhibit corrosion reaction. M. Ramezanzadeh et al (M. Ramezanzadeh et al chemical Engineering Journal:408 (2021) 127361) modified epoxy resins with zirconium-based metal frameworks (Zr-MOFs), studies have shown that Zr-MOFs modified epoxy resins have excellent inhibition and water/ion barrier capabilities after coating, when corrosive materials penetrate the interface of the metal/coating, iron cations and OH are generated in the micro-anode and micro-cathode regions, respectively - Zirconium metal ions and organic ligands released by Zr-MOF are respectively combined with OH - And iron cations, and forming a protective film in the anode and cathode regions of the metal. The results show that MOF is used as a corrosion inhibitor to prevent metal corrosion and has important significance in the corrosion prevention field, and the MOF is slightly soluble in water or sensitive to pH change, so that metal ions and organic ligand ions are released from MOF in a damaged area of the coating, and the ions are adsorbed on an interface of the metal/the coating to form a passivation film, thereby achieving the self-repairing effect of the corrosion prevention coating.
However, organic coatings absorb solar Ultraviolet (UV) radiation during prolonged use; this causes photolysis and photooxidation of the organic matrix, resulting in degradation of the physical, chemical and other properties of the material. This UV aging behavior of the organic coating results in a significant reduction in its corrosion protection. Therefore, it is highly desirable to improve the ultraviolet aging resistance of organic coatings while ensuring corrosion protection.
Disclosure of Invention
In view of the above, the application aims to provide the MOFs material modified epoxy composite coating and the preparation method thereof, so that the composite coating can obviously improve the ultraviolet resistance by using the MOFs material with extremely low addition amount, and has the corrosion resistance effect with longer service life.
To solve or at least partially solve the above technical problems/achieve the above objects, as a first aspect of the present application, there is provided a MOFs material modified epoxy composite coating material comprising a MOFs material, an epoxy resin, and a curing agent; wherein the organic ligand of the MOFs material is a photosensitive organic ligand with the band gap less than 3.0ev, and the metal node is a metal cluster compound consisting of transition metal ions or transition metal-nonmetal.
According to the application, the organic ligand with photosensitivity to ultraviolet rays and the metal node are constructed to obtain the photosensitive MOFs material, and then the photosensitive MOFs material is blended with the epoxy resin to prepare the composite coating, so that after the excellent corrosion resistance of the coating is ensured, the ultraviolet aging resistance of the epoxy coating is improved.
Optionally, the composite coating comprises 0.2-1 parts by weight of MOFs material, 60 parts by weight of epoxy resin and 40 parts by weight of curing agent. In some embodiments of the application, the composite coating comprises 6g epoxy resin, 4g curative, and 0.02g mofs @ material.
Optionally, the organic ligand of the MOFs material is a photosensitive organic ligand with a band gap less than 3.0ev, and the metal node is a metal cluster compound composed of transition metal ions or transition metal-nonmetal. Wherein, the photosensitive organic ligand with the band gap less than 3.0ev can be selected from carboxylic acids, pyridine or azole photosensitive organic ligands; in some embodiments of the application, the carboxylic acid-based photoactive ligand may be selected from terephthalates, trimesic acids, such as 2-amino terephthalic acid, trimesic acid, and the like; the imidazole can be selected from 2-methylimidazole and the like;
alternatively, the metal cluster compound of the transition metal-nonmetal composition may be selected from a silver-sulfur cluster compound or a cuprous-iodonium cluster compound, and the transition metal ion may be selected from Fe, cu, ti, zn and lanthanide ions. In some embodiments of the application, the Fe ions are formed by using FeCl 3 、Fe(NO 3 ) 3 Or their hydrates, the Ti ions being provided by titanium isopropoxide.
In certain embodiments of the present application, the MOFs material is NH 2 -MIL-101、NH 2 MIL-125 or MIL-100.
Optionally, the epoxy resin is one or more than two of bisphenol A epoxy resin, bisphenol F epoxy resin, bisphenol S epoxy resin, bisphenol H epoxy resin and phenolic epoxy resin.
Optionally, the curing agent is one or more than two of polyamide curing agent, aromatic amine curing agent, phenolic amine curing agent, anhydride curing agent and imidazole curing agent.
After the composite coating is sprayed or brushed on the surface of a specified substrate to be solidified into a film, the corresponding performance of the composite coating is evaluated by using an electrochemical workstation and an ultraviolet spectrophotometer. The results of the test show that: after the coating formed by the MOFs material modified epoxy composite coating and the pure epoxy resin coating are irradiated by ultraviolet light for 300 hours, the MOFs material modified epoxy composite coating provided by the application has excellent ageing resistance. Meanwhile, the ultraviolet absorption spectrum shows that the introduction of the MOFs material of the application enables the epoxy coating to show excellent ultraviolet absorption capacity.
As a second aspect of the present application, there is provided a method for producing the composite coating material, comprising:
step 1, ultrasonically or stirring a photosensitive organic ligand with the band gap less than 3.0ev and a metal cluster compound consisting of transition metal ions or transition metal-nonmetal in a solvent, then reacting at a high temperature or stirring at normal temperature, centrifugally separating a precipitate after the reaction is finished, washing and drying to obtain MOFs material;
and step 2, weighing epoxy resin, a curing agent and MOFs materials, and mixing to obtain the MOFs material modified epoxy composite coating with uniform dispersion.
Optionally, the high temperature is 100-200 ℃; in certain embodiments of the application, the elevated temperature is 110-160 ℃, such as 110 ℃, 150 ℃, or 160 ℃; in other embodiments of the application, the reaction time at elevated temperature is 12 to 24 hours.
Alternatively, the solvent may be a common organic solvent or water such as methanol, ethanol, DMF, water or a mixture thereof, which may also be used as a washing solvent after the reaction; in certain embodiments of the application, the solvent is DMF, a mixture of DMF and methanol, or water.
Optionally, the drying is vacuum drying at 50-80 ℃ for 12-36h; in certain embodiments of the application, the drying is at a temperature of 50 ℃, 60 ℃ or 80 ℃ for a period of 12 hours, 24 hours or 36 hours.
According to the technical scheme, the MOFs material is used as the filler to prepare the MOFs modified epoxy composite ultraviolet-resistant anticorrosive paint, and the MOFs material with extremely low addition (less than or equal to 1%) ensures that the MOFs material modified epoxy composite ultraviolet-resistant anticorrosive paint has excellent corrosion resistance and ultraviolet aging resistance, and is simple in preparation process, low in cost and extremely low in raw material cost.
Drawings
FIG. 1 shows NH 2 -XRD pattern of MILs-101 material;
FIG. 2 shows NH 2 -XRD pattern of MILs-125 material;
FIG. 3 shows the XRD pattern of MIL-100 material;
FIG. 4 shows the XRD pattern of ZIF-8 material;
FIG. 5 shows NH 2 -electrochemical impedance spectrum of MIL-101 material modified epoxy composite ultraviolet resistant anticorrosive coating;
FIG. 6 shows NH 2 -electrochemical impedance spectrum of MIL-125 material modified epoxy composite ultraviolet resistant anticorrosive coating;
FIG. 7 is a graph showing the electrochemical impedance spectrum of an MIL-100 material modified epoxy composite UV resistant anticorrosive coating;
FIG. 8 is a graph showing the electrochemical impedance spectrum of a ZIF-8 material modified epoxy composite UV resistant corrosion resistant coating;
FIG. 9 shows NH 2 -ultraviolet absorption diagram of MILs-101 material modified epoxy composite ultraviolet resistant anticorrosive coating;
FIG. 10 shows NH 2 -ultraviolet absorption diagram of MILs-125 material modified epoxy composite ultraviolet resistant anticorrosive coating;
FIG. 11 is an ultraviolet absorption diagram of an MIL-100 material modified epoxy composite ultraviolet resistant anticorrosive coating;
FIG. 12 is an ultraviolet absorption diagram of a ZIF-8 material modified epoxy composite ultraviolet resistant corrosion resistant coating.
Detailed Description
The application discloses a MOFs material modified epoxy composite coating and a preparation method thereof, and a person skilled in the art can refer to the content of the MOFs material modified epoxy composite coating and properly improve the technological parameters. It is expressly noted that all such similar substitutions and modifications will be apparent to those skilled in the art, and are deemed to be included in the present application. While the products, processes and applications of the present application have been described in terms of preferred embodiments, it will be apparent to those skilled in the relevant art that the application can be practiced and practiced with modification and alteration and combination of the products, processes and applications described herein without departing from the spirit and scope of the application. It will be apparent that the described embodiments are some, but not all, embodiments of the application. All other embodiments, which can be made by those skilled in the art based on the embodiments of the application without making any inventive effort, are intended to be within the scope of the application.
It should be noted that, in this document, relational terms such as "first" and "second," "step 1" and "step 2," and "(1)" and "(2)" and the like, if any, are used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Moreover, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising one … …" does not exclude the presence of other like elements in a process, method, article, or apparatus that comprises the element. Meanwhile, the embodiments of the present application and features in the embodiments may be combined with each other without collision.
In each of the comparative experiments provided by the present application, unless otherwise specified, other experimental conditions, materials, etc. were kept consistent to allow for comparability, except for the differences noted in each group.
The MOFs material modified epoxy composite coating and the preparation method thereof are further described below.
Example 1: preparation of MOFs material modified epoxy composite coating
1、NH 2 Preparation of MIL-101
0.25g of 2-aminoterephthalic acid and 0.746g of FeCl 3 ·6H 2 O was added to 60ml of DMF and sonicated for 30min. Then transferring into a reaction kettle to react for 24 hours at 110 ℃, centrifugally separating precipitate after the reaction is finished, washing the precipitate with DMF and methanol for several times, and vacuum drying the precipitate for 12 hours at 60 ℃ to obtain NH 2 MIL-101 material with XRD pattern shown in figure 1, XRD result shows NH 2 MIL-101 material is successfully synthesized.
2、NH 2 Preparation of MIL-101/epoxy composite ultraviolet-resistant anticorrosive paint
0.02g of NH 2 MIL-101 material was added to 6g of epoxy resin, after mechanical stirring for one hour, sonicated in an ice water bath for 10min, then 4g was addedAdding polyamide curing agent into the mixture, stirring and mixing the mixture uniformly to obtain NH which is uniformly dispersed 2 MILs-101 material modified epoxy composite coatings.
Example 2: preparation of MOFs material modified epoxy composite coating
1、NH 2 Preparation of MIL-125
First, 0.816g of 2-aminoterephthalic acid was dissolved in a mixed solvent of DMF and methanol (DMF/MeOH volume ratio=9:1), and then 0.45mL of titanium isopropoxide (1.5 mmol) was added to the above solution. After stirring at room temperature for 30 minutes, the mixture was transferred to a 100mL autoclave lined with tetrafluoroethylene, and allowed to stand in an oven at 150℃for 24 hours. After it was cooled naturally, it was filtered, and the yellow solid product obtained by filtration was washed with DMF for 24 hours, and then replaced with methanol for 24 hours to remove the residual reactant. Finally, the yellow solid was dried in a vacuum oven at 60℃for 12 hours to give NH 2 MIL-125 with XRD pattern shown in FIG. 2, XRD results indicating NH 2 MIL-125 material is successfully synthesized.
2、NH 2 Preparation of MIL-125/epoxy composite ultraviolet-resistant anti-corrosion coating
0.02g of NH 2 Adding MIL-125 material into 6g of epoxy resin, mechanically stirring for one hour, performing ultrasonic treatment in an ice water bath for 10min, adding 4g of polyamide curing agent into the epoxy resin, and uniformly stirring and mixing to obtain uniformly dispersed NH 2 MIL-125 material modified epoxy composite coating.
Example 3: preparation of MOFs material modified epoxy composite coating
1. Preparation of MIL-100
0.5043g of trimesic acid and 1.454g of Fe (NO 3 ) 3 ·9H 2 O was added to 60ml deionized water and stirred for 1h. Then transferring the mixture into a reaction kettle to react for 12 hours at 160 ℃, centrifugally separating precipitate after the reaction is finished, washing the precipitate with deionized water and ethanol for several times, and vacuum drying the precipitate for 12 hours at 80 ℃ to obtain MIL-100, wherein an XRD pattern is shown in figure 3, and XRD results show that the MIL-100 material is successfully synthesized.
2. Preparation of MIL-100/epoxy composite ultraviolet-resistant anti-corrosion coating
Adding 0.02g of MIL-100 material into 6g of epoxy resin, mechanically stirring for one hour, performing ultrasonic treatment in an ice water bath for 10min, adding 4g of polyamide curing agent into the mixture, and uniformly stirring and mixing to obtain the MIL-100 material modified epoxy composite coating with uniform dispersion.
Example 4: anti-ultraviolet performance detection
Control group composite coating:
1. preparation of ZIF-8
1g of zinc nitrate and 2.2g of 2-methylimidazole were each added to 50 ml of methanol solution and stirred for 10 minutes. The 2-methylimidazole-containing methanol solution was then combined into the zinc nitrate-containing methanol solution and mixed at room temperature for 30 minutes. Finally, the solution was stored for 24 hours to promote sedimentation of the precipitated product, the precipitated product was collected by centrifugation and washed six times with methanol, and dried at 60 ℃ for 24 hours to give ZIF-8, the XRD pattern of which is shown in fig. 4, and the XRD result indicates that the synthesis of ZIF-8 material was successful.
2. Preparation of ZIF-8/epoxy composite ultraviolet-resistant anti-corrosion coating
Adding 0.02g of ZIF-8 material into 6g of epoxy resin, mechanically stirring for one hour, performing ultrasonic treatment in an ice water bath for 10min, adding 4g of polyamide curing agent into the mixture, and uniformly stirring and mixing to obtain the uniformly-dispersed ZIF-8 material modified epoxy composite coating.
The composite coatings of examples 1-3 and the comparative group of this example were applied to a mild steel surface, cured at room temperature for 3 days, and then further cured at 80 ℃ for 3 hours to obtain a modified epoxy composite coating.
The modified epoxy composite coating was irradiated with ultraviolet rays having a wavelength of 340nm for 300 hours, and finally immersed in a 3.5wt% nacl solution for 20 days, and then its corrosion resistance was evaluated by using an electrochemical workstation (CHI 660E). Further, the ultraviolet absorption was also studied by an ultraviolet spectrophotometer (UV 2700).
Fig. 5-8 are electrochemical impedance spectra of examples 1-3 and a control group, respectively, and it can be clearly seen that after ultraviolet irradiation for 300 hours, corrosion resistance is studied through electrochemical tests, and electrochemical impedance of the MOFs material modified epoxy composite coating of examples 1-3 is significantly higher than that of a pure epoxy resin (EP) coating, and excellent ageing resistance is shown, but in the control group, electrochemical impedance of the ZIF-8 material modified epoxy composite coating is only slightly higher than that of the pure epoxy resin coating, because the band gap of ZIF-8 is larger (5.18 ev), and ageing resistance cannot be endowed to the epoxy composite coating, so that degradation is serious, and low ageing resistance is shown.
Fig. 9-11 show the uv absorption spectra of examples 1-3, respectively, and it can be clearly seen that the incorporation of MOFs material causes the epoxy coating to exhibit excellent uv absorption capacity, and fig. 12 shows the uv absorption spectrum of the control group, and it can be seen that the incorporation of ZIF8 did not improve the uv absorption capacity of the epoxy coating.
The foregoing is only a specific embodiment of the application to enable those skilled in the art to understand or practice the application. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the application. Thus, the present application is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.

Claims (4)

1. The MOFs material modified epoxy composite coating is characterized by comprising 0.2-1 part by weight of MOFs material, 60 parts by weight of epoxy resin and 40 parts by weight of curing agent; wherein the organic ligand of the MOFs material is 2-amino terephthalic acid, and the metal node is Ti ion.
2. The composite coating according to claim 1, wherein the epoxy resin is one or more of bisphenol a type epoxy resin, bisphenol F type epoxy resin, bisphenol S type epoxy resin, bisphenol H type epoxy resin, and novolac epoxy resin.
3. The composite coating according to claim 1, wherein the curing agent is one or more of polyamide curing agent, aromatic amine curing agent, phenolic amine curing agent, acid anhydride curing agent and imidazole curing agent.
4. A method of preparing a composite coating according to claim 1, comprising:
step 1, carrying out ultrasonic treatment or stirring treatment on 2-amino terephthalic acid and titanium isopropoxide in a solvent, then carrying out reaction at 100-200 ℃ or stirring reaction at normal temperature, centrifuging to separate precipitate after the reaction is finished, washing and drying to obtain MOFs material;
and step 2, weighing epoxy resin, a curing agent and MOFs materials, and mixing to obtain the MOFs material modified epoxy composite coating with uniform dispersion.
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