CN110437739B - Epoxy composite coating and preparation method thereof - Google Patents

Epoxy composite coating and preparation method thereof Download PDF

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Publication number
CN110437739B
CN110437739B CN201910635276.XA CN201910635276A CN110437739B CN 110437739 B CN110437739 B CN 110437739B CN 201910635276 A CN201910635276 A CN 201910635276A CN 110437739 B CN110437739 B CN 110437739B
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composite coating
epoxy
following
epoxy composite
coating
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CN110437739A (en
Inventor
倪伶俐
刘永涛
杨昌祐
张钰
张世忠
蔡鹏�
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Xinchuan Chemical Co ltd
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Huaiyin Institute of Technology
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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
    • C09D171/00—Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D171/02—Polyalkylene oxides
    • 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
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C09D183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
    • 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
    • C09D5/18—Fireproof paints including high temperature resistant 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
    • C09D7/20—Diluents or solvents
    • 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
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2237—Oxides; Hydroxides of metals of titanium
    • C08K2003/2241—Titanium dioxide
    • 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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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Paints Or Removers (AREA)

Abstract

The invention relates to the technical field of coatings, and discloses an epoxy composite coating and a preparation method thereof. The preparation process of the coating is simple and easy to implement, the formula only contains a very small amount of organic micromolecule complex, the coating is green and environment-friendly, in-situ doping and good dispersion of the transition metal oxide in a polymer matrix are realized, and the composite coating has good adhesive force, strong anti-corrosion performance and wide industrial application prospect.

Description

Epoxy composite coating and preparation method thereof
Technical Field
The invention relates to the technical field of coatings, in particular to an epoxy composite coating taking transition metal oxide generated by in-situ photoinitiation as an additive component and a preparation method thereof.
Background
The metal is corroded by damage or deterioration caused by chemical reaction or electrochemical reaction with media such as air, water and the like in the surrounding environment. Metal corrosion causes huge economic loss and harm to the development of human society. Therefore, the anti-corrosion treatment of metals plays an important role in the national economy. Among the existing anticorrosion technologies, the paint anticorrosion technology is the most economical and widely applied protection method for isolating a corrosive medium from contacting a metal substrate through a simple coating.
The epoxy resin has excellent adhesive force to metal, has high crosslinking density after being cured, good chemical resistance and moderate price, and is widely applied to the field of anticorrosive coatings. However, the cured polymer of the epoxy resin is in a three-dimensional cross-linked network structure, so that the epoxy resin has the defects of easy aging, poor heat resistance and the like, and the anti-corrosion performance of the epoxy resin cannot meet the requirements of people on high-performance coatings. At present, the epoxy resin and different oxides are compounded to be used as a film forming substance of the metal anticorrosive paint. For example, Chinese patent CN108359347A reports that an epoxy resin/cerium dioxide composite coating has good adhesion to metal and strong corrosion protection capability. However, the preparation process is complicated, and the nano particle additives such as cerium dioxide are difficult to disperse uniformly.
Disclosure of Invention
The purpose of the invention is as follows: aiming at the problems in the prior art, the invention provides the epoxy composite coating and the preparation method thereof, and the composite coating has good adhesive force, strong corrosion resistance and wide industrial application prospect; the preparation process is simple and easy to implement, is relatively green and environment-friendly, and can realize in-situ doping and good dispersion of the transition metal oxide in the polymer matrix.
The technical scheme is as follows: the invention provides an epoxy composite coating, which consists of the following components in percentage by weight: 35-60 wt% of epoxy group functionalized organosilane, 30-45 wt% of epoxy resin, 1-10 wt% of organic metal alkoxide, 0.5-2 wt% of organic micromolecule complex and 5-10 wt% of photoacid generator.
Wherein, the organosilane functionalized by the epoxy group is any one of the following: 2- (3, 4-epoxycyclohexylalkyl) ethyltrimethoxysilane, 2- (3, 4-epoxycyclohexylalkyl) ethyltriethoxysilane, gamma- (2, 3-glycidoxy) propyltrimethoxysilane or gamma- (2, 3-glycidoxy) propyltriethoxysilane.
Wherein, the epoxy resin is any one or the combination of the following: 1,2,5, 6-diepoxy resin cyclooctane, bisphenol A epoxy resin, 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexyl formate and 1, 4-butanediol diglycidyl ether.
Wherein the organic metal alkoxide is any one of the following: n-butyl titanate, isopropyl titanate, n-propyl titanate, ethyl titanate, n-butyl zirconate, or n-propyl zirconate.
Wherein the organic small molecule complex is any one of the following: ethyl acetate, ethyl acetoacetate, ethyl 4-acetylbutyrate, tert-butyl acetoacetate or n-butyl acetoacetate.
Wherein the photoacid generator is any one of: bis (dodecylbenzene) iodohexafluoroantimonate, bis (dodecylbenzene) iodohexafluorophosphate, 4' -dimethyldiphenyliodonium hexafluorophosphate, diphenyliodonium hexafluorophosphate or diphenyl- (4-phenylthio) phenylsulfonium hexafluorophosphate.
The invention also provides a preparation method of the epoxy composite coating, which comprises the steps of uniformly mixing the organic metal alkoxide and the organic micromolecule complex, adding the mixture into the epoxy group functionalized organosilane, uniformly stirring, adding the epoxy resin and the photoacid generator, and uniformly stirring to obtain the epoxy composite coating.
Has the advantages that: 1. according to the invention, the organosilane with the functionalized epoxy group is selected as the main raw material of the coating, the super acid generated by in-situ photolysis of the photoacid generator can initiate cationic polymerization of the epoxy group to form a polyoxyethylene polymer, and can catalyze hydrolytic condensation of siloxane groups to generate polysiloxane polymer chains, so that the highly crosslinked polymer coating is obtained in one step, the production time is short, the energy consumption is low, the coating cost is reduced, and meanwhile, the coating has higher performance.
2. The super acid generated by the photolysis of the photoacid generator catalyzes the hydrolysis and condensation of the transition metal complex to generate metal oxide nanoparticles in situ, so that the dispersibility of the metal oxide nanoparticles in the coating is improved, and the mechanical strength and the thermal stability of the coating are greatly improved.
3. The invention avoids using a light-cured active diluent with volatility and certain toxicity, and only uses a small amount of basically nontoxic organic small molecular complex (0.5-2 wt%), so that the coating well reflects the environmental protection characteristic.
Detailed Description
The present invention will be described in detail with reference to specific examples.
Embodiment 1:
the embodiment provides an epoxy composite coating, which consists of the following components in percentage by weight: 55 wt% of 2- (3, 4-epoxycyclohexylalkyl) ethyltrimethoxysilane, 35.5 wt% of 1, 4-butanediol diglycidyl ether, 4wt% of n-butyl titanate, 0.5wt% of ethyl acetoacetate and 5wt% of 4,4' -dimethyldiphenyliodonium hexafluorophosphate.
The preparation method of the epoxy composite coating comprises the following steps:
0.5 g of ethyl acetoacetate is weighed and added into 4 g of n-butyl titanate, the mixture is stirred uniformly and then added into 55 g of 2- (3, 4-epoxycyclohexane) ethyltrimethoxy silane, after the mixture is stirred uniformly, 35.5 g of 1, 4-butanediol diglycidyl ether and 5 g of 4,4' -dimethyldiphenyliodonium salt hexafluorophosphate are added, and the mixture is stirred for 20 minutes to obtain the epoxy composite coating.
The coating performance test method comprises the following steps: the coating is uniformly coated on a tinplate base material which is washed by ethanol and acetone and dried at room temperature, and is cured by a UV curing machine (10 m/min to prepare a paint film with the thickness of 30 microns), and the paint film is placed for 2 hours and then subjected to corrosion protection performance detection (salt spray test of 5% sodium chloride solution, ISO 9227).
Performance: no staining and coating changes were observed after 48 hours of salt spray testing.
Embodiment 2:
the embodiment provides an epoxy composite coating, which consists of the following components in percentage by weight: 60 wt% of 2- (3, 4-epoxycyclohexylalkyl) ethyltrimethoxysilane, 30 wt% of 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexyl formate, 4wt% of n-butyl zirconate, 1 wt% of tert-butyl acetoacetate and 5wt% of bis (dodecylbenzene) iodohexafluorophosphate.
The preparation method of the epoxy composite coating comprises the following steps:
weighing 1 g of tert-butyl acetoacetate, adding the tert-butyl acetoacetate into 4 g of n-butyl zirconate, uniformly stirring, adding the mixture into 60 g of 2- (3, 4-epoxycyclohexylalkyl) ethyltrimethoxysilane, uniformly stirring, adding 30 g of 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexyl formate and 5 g of bis (dodecylbenzene) iodohexafluorophosphate, and stirring for 20 minutes to obtain the epoxy composite coating.
The coating performance test method comprises the following steps: the coating is uniformly coated on a tinplate base material which is washed by ethanol and acetone and dried at room temperature, and is cured by a UV curing machine (10 m/min to prepare a paint film with the thickness of 30 microns), and the paint film is placed for 2 hours and then subjected to corrosion protection performance detection (salt spray test of 5% sodium chloride solution, ISO 9227).
Performance: no staining and coating changes were observed after 48 hours of salt spray testing.
Embodiment 3:
the embodiment provides an epoxy composite coating, which consists of the following components in percentage by weight: 35wt% of gamma- (2, 3-glycidoxy) propyltrimethoxysilane, 45 wt% of bisphenol A epoxy resin, 10wt% of n-butyl titanate, 2 wt% of ethyl acetate and 8wt% of 4,4' -dimethyldiphenyliodonium hexafluorophosphate agent.
The preparation method of the epoxy composite coating comprises the following steps:
weighing 2 g of ethyl acetate, adding the ethyl acetate into 10 g of n-butyl titanate, uniformly stirring, adding the ethyl acetate into 35 g of gamma- (2, 3-epoxypropoxy) propyl trimethoxy silane, uniformly stirring, adding 45 g of bisphenol A type epoxy resin and 8 g of 4,4' -dimethyl diphenyl iodonium salt hexafluorophosphate, and stirring for 20 minutes to obtain the epoxy composite coating.
The coating performance test method comprises the following steps: the coating is uniformly coated on a tinplate base material which is washed by ethanol and acetone and dried at room temperature, and is cured by a UV curing machine (10 m/min to prepare a paint film with the thickness of 30 microns), and the paint film is placed for 2 hours and then subjected to corrosion protection performance detection (salt spray test of 5% sodium chloride solution, ISO 9227).
Performance: there was little staining after the 48 hour salt spray test, but no change in the coating was seen.
Embodiment 4:
the embodiment provides an epoxy composite coating, which consists of the following components in percentage by weight: 50wt% of 2- (3, 4-epoxycyclohexylalkyl) ethyltriethoxysilane, 10wt% of 1,2,5, 6-diepoxy resin cyclooctane, 20.5 wt% of 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexyl formate, 8wt% of n-butyl titanate, 1.5 wt% of ethyl acetoacetate, and 10wt% of diphenyl- (4-phenylthio) phenyl sulfonium hexafluorophosphate.
The preparation method of the epoxy composite coating comprises the following steps:
weighing 1.5 g of ethyl acetoacetate, adding the ethyl acetoacetate into 8 g of n-butyl titanate, uniformly stirring, adding the ethyl acetoacetate into 50 g of 2- (3, 4-epoxycyclohexylalkyl) ethyltriethoxysilane, uniformly stirring, adding 10 g of 1,2,5, 6-diepoxy resin cyclooctane, 20.5 g of 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexylformate and 10 g of diphenyl- (4-phenylthio) phenyl sulfonium hexafluorophosphate, and stirring for 20 minutes to obtain the epoxy composite coating.
The coating performance test method comprises the following steps: the coating is uniformly coated on a tinplate base material which is washed by ethanol and acetone and dried at room temperature, and is cured by a UV curing machine (10 m/min to prepare a paint film with the thickness of 30 microns), and the paint film is placed for 2 hours and then subjected to corrosion protection performance detection (salt spray test of 5% sodium chloride solution, ISO 9227).
Performance: no staining and coating changes were observed after 48 hours of salt spray testing.
The above embodiments are merely illustrative of the technical concepts and features of the present invention, and the purpose of the embodiments is to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.

Claims (5)

1. The epoxy composite coating is characterized by comprising the following components in percentage by weight: 35-60 wt% of epoxy group functionalized organosilane, 30-45 wt% of epoxy resin, 1-10 wt% of organic metal alkoxide, 0.5-2 wt% of organic micromolecule complex and 5-10 wt% of photoacid generator; the organosilane functionalized by the epoxy group is any one of the following:
2- (3, 4-epoxycyclohexylalkyl) ethyltrimethoxysilane, 2- (3, 4-epoxycyclohexylalkyl) ethyltriethoxysilane, gamma- (2, 3-glycidoxy) propyltrimethoxysilane or gamma- (2, 3-glycidoxy) propyltriethoxysilane;
the organic metal alkoxide is any one of the following:
n-butyl titanate, isopropyl titanate, n-propyl titanate, ethyl titanate, n-butyl zirconate, or n-propyl zirconate.
2. The epoxy composite coating of claim 1, wherein: the epoxy resin is any one or combination of the following:
1,2,5, 6-diepoxy resin cyclooctane, bisphenol A epoxy resin, 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexyl formate and 1, 4-butanediol diglycidyl ether.
3. The epoxy composite coating of claim 1, wherein: the organic small molecule complex is any one of the following compounds:
ethyl acetate, ethyl acetoacetate, ethyl 4-acetylbutyrate, tert-butyl acetoacetate or n-butyl acetoacetate.
4. The epoxy composite coating of claim 1, wherein: the photo-acid generator is any one of the following:
bis (dodecylbenzene) iodohexafluoroantimonate, bis (dodecylbenzene) iodohexafluorophosphate, 4' -dimethyldiphenyliodonium hexafluorophosphate, diphenyliodonium hexafluorophosphate or diphenyl- (4-phenylthio) phenylsulfonium hexafluorophosphate.
5. A method of preparing the epoxy composite coating according to any one of claims 1 to 4, characterized in that: and (2) uniformly mixing the organic metal alkoxide and the organic micromolecule complex, adding the mixture into epoxy group functionalized organosilane, uniformly stirring, adding the epoxy resin and the photoacid generator, and uniformly stirring to obtain the epoxy composite coating.
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CN111548667A (en) * 2020-04-14 2020-08-18 宁波信泰机械有限公司 Composite polysiloxane protective finish paint for PVD (physical vapor deposition) and preparation method thereof
JP2022182017A (en) * 2021-05-27 2022-12-08 双葉電子工業株式会社 Curable resin composition and organic EL element
WO2023054559A1 (en) * 2021-09-30 2023-04-06 積水化学工業株式会社 Curable resin composition, coating layer, and film

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