CN116716028A - High weather-resistant powder coating and preparation method thereof - Google Patents
High weather-resistant powder coating and preparation method thereof Download PDFInfo
- Publication number
- CN116716028A CN116716028A CN202310783097.7A CN202310783097A CN116716028A CN 116716028 A CN116716028 A CN 116716028A CN 202310783097 A CN202310783097 A CN 202310783097A CN 116716028 A CN116716028 A CN 116716028A
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- Prior art keywords
- powder coating
- curing agent
- parts
- resistant
- hours
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- 239000000843 powder Substances 0.000 title claims abstract description 56
- 239000011248 coating agent Substances 0.000 title claims abstract description 50
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- 238000000034 method Methods 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 14
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 8
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- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 8
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- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 7
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- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 3
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- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
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- 238000001914 filtration Methods 0.000 description 6
- NGCFMKFMMGSXJO-UHFFFAOYSA-N n,n,n',n'-tetrapropylmethanediamine Chemical compound CCCN(CCC)CN(CCC)CCC NGCFMKFMMGSXJO-UHFFFAOYSA-N 0.000 description 6
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 6
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- 150000001565 benzotriazoles Chemical class 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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Classifications
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
- C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
- C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6856—Dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- 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
- C09D5/03—Powdery paints
- C09D5/033—Powdery paints characterised by the additives
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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Abstract
The invention provides a high weather-resistant powder coating and a preparation method thereof, wherein the high weather-resistant powder coating comprises the following raw materials in parts by weight: 40-70 parts of modified polyester, 5-20 parts of curing agent, 10-30 parts of pigment and filler, 0.1-3 parts of leveling agent and 1-3 parts of antioxidant. The preparation method of the high weather-resistant powder coating comprises the following steps: adding the modified polyester, pigment and filler, curing agent, leveling agent and antioxidant into a high-speed mixer, uniformly mixing, extruding by using a double-screw extruder, tabletting, crushing, and forming uniform powder, namely the high-weather-resistance powder coating. The high weather-resistant powder coating has good weather resistance and adhesive force and wide application prospect.
Description
Technical Field
The invention relates to the technical field of coatings, in particular to a high weather-resistant powder coating and a preparation method thereof.
Background
The paint is a solid film which can be coated on the surface of a coated object and has certain strength and can play a role in decoration and protection. Since early paints contained vegetable oils, in china, the paints were also called paints. According to history, about 7000 years ago, china starts to use paint, and the use of the paint has a long history in China. The development and utilization of zinc oxide and linseed oil began in the 18 th century, allowing coatings to be used in large quantities worldwide. Synthetic resins have now long replaced vegetable oils as the main component of coatings, but most coatings still use organic solvents as blending and dispersing agents for the components. With the advancement of science and technology and society, the defects of solvent type coatings are more and more recognized, such as easy ignition, and great inconvenience is brought to transportation, storage and use; the toxicity is high, and the human health is greatly threatened; is easy to volatilize, causes resource waste and also causes environmental pollution. The existence of these drawbacks has prompted the emergence of new coatings capable of solving the above problems, mainly including aqueous coatings and powder coatings, of which powder coatings are the most environmentally friendly and most promising coating varieties.
Powder coatings have evolved rapidly starting in the 50 s of the last century. Compared with the traditional solvent-based paint, the powder paint has the following advantages: (1) The emission of Volatile Organic Compounds (VOC) is avoided, the utilization rate is more than 98%, and the requirements of the current construction of resource conservation type and environment-friendly society are met; (2) The harm of the organic solvent to human health is reduced, and the risks such as fire and explosion in the transportation process of the organic solvent are avoided; (3) When the powder coating is used, the film thickness is easy to control, the process is simple and convenient, and the automatic operation is easy to realize; (4) The mechanical properties of the coating films obtained with powder coatings are higher, since high molecular weight organic resins can be used. Currently, powder coatings have been transferred from thermoplastic powder coatings to thermosetting powder coatings with better coating properties. In terms of functionality, from the initial corrosion protection effect toward the direction of finishing, protection and functionalization, more and more functional powder coating varieties are also receiving attention, such as antibacterial coatings, hydrophobic coatings, high temperature resistant coatings, weather resistant coatings, heavy duty coatings, etc. Powder coatings are playing an increasing role in various industrial fields and in people's daily life.
Patent CN105062321A discloses an aluminum surface treatmentThe coating is prepared from brominated bisphenol A epoxy resin, acrylic acid modified alkyd resin, amino resin and the like serving as raw materials, has balanced overall performance, but has slower curing reaction caused by mixing isophorone diamine and brominated bisphenol A epoxy resin, low crosslinking degree and is easy to cause the problems of poor weather resistance and corrosion resistance. Patent CN102134424B discloses an aqueous styrene-acrylic exterior wall coating with ultraviolet resistance, which uses nano TiO 2 The composite powder of the Mg-Al hydrotalcite and the pigment and the auxiliary agent is prepared by adding the ultraviolet absorber, and the pigment and the auxiliary agent and the like, and the composite powder has good ultraviolet resistance effect, but the ultraviolet absorber is added in a blending mode, so that the effect is not durable enough and needs to be further improved. Patent CN116102952a discloses a salt spray resistant powder coating and a preparation method thereof, wherein epoxy resin, polyester resin and an auxiliary agent are used as raw materials to prepare the salt spray resistant powder coating, and the salt spray resistant powder coating has good salt spray resistance and flame retardance, but has certain defects in practical application, and the adhesive force is to be improved.
Therefore, it is necessary to provide a powder coating with good weather resistance and strong adhesion to meet the requirements of practical applications.
Disclosure of Invention
Aiming at the problems in the prior art, the invention aims to provide a high weather-resistant powder coating.
To achieve the purpose, the technical scheme of the invention is as follows:
the invention provides a high weather-resistant powder coating which comprises the following raw materials in parts by weight: 40-70 parts of modified polyester, 5-20 parts of curing agent, 10-30 parts of pigment and filler, 0.1-3 parts of leveling agent and 1-3 parts of antioxidant.
In some embodiments of the invention, the pigment and filler is selected from one or more of nano calcium carbonate, talcum powder, kaolin, silica micropowder, carbon black.
In some embodiments of the invention, the leveling agent is selected from one or more combinations of polyacrylic acid, carboxymethyl cellulose, polydimethylsiloxane.
In some embodiments of the invention, the antioxidant is selected from one or more of antioxidant 1076, antioxidant 330, antioxidant 3114.
In some embodiments of the present invention, the method of preparing the curing agent comprises the steps of:
under the protection of nitrogen, adding the curing agent monomer into a reactor, heating to 70-90 ℃ under stirring, adding a catalyst, reacting for 1-6h at constant temperature, and evaporating the film to obtain the product, namely the curing agent.
Wherein the curing agent monomer has a structure as shown in formula A:
R'-N＝C＝S A，
wherein R' is an aromatic group selected from any one of phenyl, naphthyl, anthryl and biphenyl.
In the preparation method of the curing agent, the catalyst is selected from tetraethylammonium hydroxide or an epoxy accelerator DMP-30.
In some embodiments of the invention, the curing agent monomer is prepared by: adding arene and triethylene diamine into tetrahydrofuran, adding carbon disulfide, stirring for 3-5h, carrying out suction filtration, washing a filter cake with a small amount of tetrahydrofuran, drying, dissolving the filter cake into tetrahydrofuran, cooling to 5-10 ℃, keeping the temperature of 5-10 ℃, adding triphosgene, reacting at room temperature for 1-2h, carrying out reflux reaction for 1-2h, distilling solvent tetrahydrofuran after the reaction is finished, separating and purifying, and obtaining a product, namely the curing agent monomer.
In the preparation method of the curing agent monomer, the molar ratio of the aromatic hydrocarbon to the triethylene diamine to the carbon disulfide to the triphosgene is 1:5-15:5-15:1-3; the aromatic hydrocarbon is selected from benzene, naphthalene, anthracene and biphenyl.
In some embodiments of the present invention, the method of preparing the ultraviolet resistant polyester resin comprises the steps of:
(1) Adding an ultraviolet-resistant monomer, dihydric alcohol and dibasic acid into a reaction kettle, introducing nitrogen, heating to melt raw materials, and uniformly stirring;
(2) Adding a catalyst, heating to 95-105 ℃ to react for 2-6 hours, and removing water generated in the reaction;
(3) Starting a vacuum pump, heating to 140-145 ℃ to react for 1.5-2.5 hours, heating to 160-165 ℃ to react for 1.5-2.5 hours, heating to 180-185 ℃ to react for 1.5-2.5 hours, heating to 200-205 ℃ to react for 1.5-2.5 hours, heating to 220-225 ℃ to react for 1.5-2.5 hours, and discharging at a high temperature after the reaction is completed to obtain the ultraviolet-resistant polyester resin.
In the preparation method of the ultraviolet-resistant polyester resin, the mass ratio of the ultraviolet-resistant monomer to the dihydric alcohol to the dibasic acid in the step (1) is 1:5-10:5-10; the temperature rise is 70-80 ℃.
In the method for preparing the ultraviolet resistant polyester resin, in the step (1), the dihydric alcohol is selected from one or more of ethylene glycol, 1, 3-propylene glycol, 1, 4-butanediol, 1, 5-pentanediol, neopentyl glycol, 1, 6-hexanediol, 1, 7-heptanediol, 1, 8-octanediol, 1, 9-random glycol and 1, 10-decanediol.
In the preparation method of the ultraviolet resistant polyester resin, the dibasic acid in the step (1) is selected from one or more of oxalic acid, 1, 3-malonic acid, 1, 4-succinic acid, 1, 5-glutaric acid, 1, 6-adipic acid, 1, 7-pimelic acid, 1, 8-suberic acid, 1, 9-random diacid and 1, 10-sebacic acid.
In the method for preparing the ultraviolet resistant polyester resin of the present invention, the catalyst in the step (2) is selected from dibutyl tin oxide or methyl phenyl tin oxide.
In the preparation method of the ultraviolet-resistant polyester resin, the vacuum degree in the step (3) is-0.1 to-0.08 MPa.
In the preparation method of the ultraviolet-resistant polyester resin, the structure of the ultraviolet-resistant monomer in the step (1) is shown as a formula B:
wherein R is any one of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl; n is an integer of 2 to 6.
In some embodiments of the invention, the method of preparing the uv resistant monomer comprises the steps of:
1) Uniformly mixing benzotriazole derivatives, sodium hydroxide and bis (di-n-propylamino) methane, heating to 115-125 ℃ to melt all materials, then increasing the reaction temperature to 135-145 ℃, reacting for 1-2 hours, distilling off n-propylamine under reduced pressure, then increasing the reaction temperature to 155-165 ℃, reacting for 2-3 hours under vacuum, stopping heating and removing vacuum, reducing the temperature to 105-115 ℃, adding toluene to completely dissolve the materials, reducing the temperature to 85-95 ℃, adding hydrochloric acid solution with the concentration of 10-15%, stirring to completely turn the materials into neutrality, crystallizing and cooling for 4-5 hours with ice water, filtering and collecting precipitated substances, washing a filter cake with deionized water for 2-3 times, washing with methanol for 2-3 times, and drying to obtain an intermediate; the structural formula of the benzotriazole derivative is shown as formula C:
wherein R is any one of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl,
the structural formula of the intermediate is shown as formula D:
2) Adding intermediate, sodium carbonate and hydroxyl-containing bromohydrocarbon into N, N-dimethylformamide, stirring at 20-40 ℃ for reaction for 18-24 hours, distilling to remove unreacted hydroxyl-containing bromohydrocarbon, distilling to remove most of N, N-dimethylformamide, adding water, filtering to collect precipitate, flushing with N-heptane for 2-3 times, and drying to obtain the anti-ultraviolet monomer.
In the preparation method of the anti-ultraviolet monomer, the molar ratio of the 2- (2H-benzotriazol-2-yl) -phenol to the bis (di-n-propylamino) methane in the step (1) is 1:1-2; the mass of the sodium hydroxide is 0.5-1.5% of the total mass of the 2- (2H-benzotriazol-2-yl) -phenol and the bis (di-n-propylamino) methane; the vacuum degree is-0.1 to-0.05 MPa.
In the preparation method of the ultraviolet resistant monomer, the molar ratio of the intermediate to the hydroxyl-containing brominated hydrocarbon in the step (2) is 1:1-2; the hydroxyl-containing brominated hydrocarbon is selected from any one of bromoethanol, bromopropanol, bromobutanol, bromopentanol and bromohexanol.
A method for preparing a high weather-resistant powder coating, which comprises the following steps:
adding the modified polyester, pigment and filler, curing agent, leveling agent and antioxidant into a high-speed mixer, uniformly mixing, extruding by using a double-screw extruder, tabletting, crushing, and forming uniform powder, namely the high-weather-resistant powder coating.
Compared with the prior art, the invention has the following beneficial effects:
the high weather-resistant powder coating provided by the invention is prepared from the modified polyester, the curing agent, the pigment and filler and the like serving as raw materials, the prepared powder coating has excellent weather resistance by adding the modified polyester, and the modified polyester connects the benzotriazole group to the main chain of the polyester, so that the weather resistance of the material can be improved more effectively compared with the mode of mixing the ultraviolet-resistant additive into the coating; the modified polyester can be further improved in performance by adding the curing agent, the curing agent and the modified polyester are matched for use, and the curing agent and the modified polyester can play a synergistic effect, and the N- (C=S) -O bond is formed after the curing agent is cured, so that the modified polyester is good in stability, can be used together with the modified polyester, can effectively improve the weather resistance of the coating, and meanwhile, can enable the prepared coating to have good adhesive force.
Detailed Description
The invention will be described below in connection with specific embodiments. The following examples are illustrative of the present invention and are not intended to limit the present invention. Other combinations and various modifications within the spirit of the invention may be made without departing from the spirit or scope of the invention. The starting reagents used in the examples were all commercially available, with triphosgene from Shanghai Xinfan Biotechnology Co., ltd, talc from Anhui Xuan Lang New Material Co., ltd, 2- (2H-benzotriazol-2-yl) -phenol from Anhui Zealand Tech Co., ltd, bis (di-n-propylamino) methane from Tianjin An Long New Material Co., ltd, and antioxidant 1076 from Hemsleyae chemical Co., ltd.
Preparation of modified polyester I
A modified polyester, the method of making the modified polyester comprising the steps of:
(1) Adding 0.1mol of ultraviolet-resistant monomer, 0.9mol of 1, 5-pentanediol and 0.9mol of oxalic acid into a reaction kettle, introducing nitrogen, heating to 80 ℃, and uniformly stirring after the raw materials are melted;
(2) Adding 0.3g of dibutyl tin oxide, heating to 100 ℃ for reaction for 6 hours, and removing water generated in the reaction;
(3) Starting a vacuum pump, controlling the vacuum degree to be minus 0.1MPa, heating to 140 ℃ for reaction for 2 hours, heating to 160 ℃ for reaction for 2 hours, heating to 180 ℃ for reaction for 2 hours, heating to 200 ℃ for reaction for 2 hours, heating to 220 ℃ for reaction for 2 hours, and discharging at a high temperature after the reaction is completed, thus obtaining the modified polyester.
The preparation method of the ultraviolet resistant monomer comprises the following steps:
1) 1mol of 2- (2H-benzotriazole-2-yl) -phenol, 3g of sodium hydroxide and 1mol of bis (di-n-propylamino) methane are uniformly mixed, heated to 120 ℃ to melt all materials, then the reaction temperature is increased to 140 ℃, the reaction is carried out for 2 hours, n-propylamine is distilled off under reduced pressure, then the reaction temperature is increased to 160 ℃, the reaction is carried out for 3 hours under vacuum (the vacuum degree is minus 0.1 MPa), heating is stopped, the vacuum is removed, the temperature is reduced to 110 ℃, 500g of toluene is added to dissolve the materials completely, the temperature is reduced to 90 ℃, hydrochloric acid solution with the concentration of 10% is added, stirring is carried out to make the materials completely neutral, ice water crystallization is carried out for 5 hours, precipitated substances are collected by filtration, filter cakes are washed 2 times by deionized water, and then methanol is used for washing 2 times, and drying is carried out to obtain an intermediate;
2) Adding 1mol of intermediate, 3mol of sodium carbonate and 1mol of bromoethanol into 2000ml of N, N-dimethylformamide, stirring and reacting for 24 hours at 40 ℃, distilling to remove unreacted bromoethanol after the reaction is completed, distilling off most of N, N-dimethylformamide, adding 1000ml of water, filtering and collecting precipitate, flushing with N-heptane for 2 times, and drying to obtain the ultraviolet-resistant monomer.
Preparation of polyester polyol II
A modified polyester, the method of making the modified polyester comprising the steps of:
(1) Adding 0.2mol of ultraviolet-resistant monomer, 1.5mol of 1, 5-pentanediol and 1.5mol of oxalic acid into a reaction kettle, introducing nitrogen, heating to 80 ℃, and uniformly stirring after the raw materials are melted;
(2) Adding 0.3g of dibutyl tin oxide, heating to 100 ℃ for reaction for 6 hours, and removing water generated in the reaction;
(3) Starting a vacuum pump, controlling the vacuum degree to be minus 0.1MPa, heating to 140 ℃ for reaction for 2 hours, heating to 160 ℃ for reaction for 2 hours, heating to 180 ℃ for reaction for 2 hours, heating to 200 ℃ for reaction for 2 hours, heating to 220 ℃ for reaction for 2 hours, and discharging at a high temperature after the reaction is completed, thus obtaining the modified polyester.
The preparation method of the ultraviolet resistant monomer comprises the following steps:
1) 1mol of 2- (2H-benzotriazole-2-yl) -phenol, 3g of sodium hydroxide and 1mol of bis (di-n-propylamino) methane are uniformly mixed, heated to 120 ℃ to melt all materials, then the reaction temperature is increased to 140 ℃, the reaction is carried out for 2 hours, n-propylamine is distilled off under reduced pressure, then the reaction temperature is increased to 160 ℃, the reaction is carried out for 3 hours under vacuum (the vacuum degree is minus 0.1 MPa), heating is stopped, the vacuum is removed, the temperature is reduced to 110 ℃, 500g of toluene is added to dissolve the materials completely, the temperature is reduced to 90 ℃, hydrochloric acid solution with the concentration of 10% is added, stirring is carried out to make the materials completely neutral, ice water crystallization is carried out for 5 hours, precipitated substances are collected by filtration, filter cakes are washed 2 times by deionized water, and then methanol is used for washing 2 times, and drying is carried out to obtain an intermediate;
2) Adding 1mol of intermediate, 3mol of sodium carbonate and 1mol of bromohexanol into 2000ml of N, N-dimethylformamide, stirring and reacting for 24 hours at 40 ℃, distilling to remove unreacted bromohexanol after the reaction is completed, distilling off most of N, N-dimethylformamide, adding 1000ml of water, filtering and collecting precipitate, flushing with N-heptane for 2 times, and drying to obtain the ultraviolet-resistant monomer.
Curing agent I
A curing agent, the method of preparing the curing agent comprising the steps of:
under the protection of nitrogen, 1000g of curing agent monomer is added into a reactor, the mixture is stirred and heated to 90 ℃, 3g of tetraethylammonium hydroxide is added, the constant temperature reaction is carried out for 4 hours, and the product is the curing agent I through film evaporation, wherein the mass fraction of the trimer is 77.3%.
The curing agent monomer (purchased from Shanghai Jiu International trade Co., ltd.) has a structure as shown in formula E:
curing agent II
A curing agent, the method of preparing the curing agent comprising the steps of:
under the protection of nitrogen, 1000g of curing agent monomer is added into a reactor, the mixture is stirred and heated to 90 ℃, 2.5g of tetraethylammonium hydroxide is added for constant temperature reaction for 4 hours, and the product is curing agent II after film evaporation, wherein the mass fraction of trimer is 76.5%.
The curing agent monomer (purchased from Shanghai Jiu International trade Co., ltd.) has a structure as shown in formula F:
curing agent III
A curing agent, the method of preparing the curing agent comprising the steps of:
under the protection of nitrogen, 1000g of curing agent monomer is added into a reactor, the mixture is stirred and heated to 90 ℃, 2.5g of tetraethylammonium hydroxide is added for constant temperature reaction for 6 hours, and the product is curing agent III through film evaporation, wherein the mass fraction of trimer is 75.4%.
The curing agent monomer (purchased from Shanghai Jiu International trade Co., ltd.) has a structure as shown in formula G:
example 1
The high weather-resistant powder coating comprises the following raw materials in parts by weight: 70 parts of modified polyester I, 20 parts of curing agent I, 30 parts of talcum powder, 3 parts of polyacrylic acid and 10763 parts of antioxidant.
The preparation method of the high weather-resistant powder coating comprises the following steps: adding the modified polyester I, talcum powder, curing agent I, polyacrylic acid and antioxidant 1076 into a high-speed mixer, uniformly mixing, extruding by using a double-screw extruder, tabletting and crushing after extruding to form uniform powder, namely the high weather-resistant powder coating.
Example 2
The high weather-resistant powder coating comprises the following raw materials in parts by weight: 70 parts of modified polyester I, 20 parts of curing agent II, 30 parts of talcum powder, 3 parts of polyacrylic acid and 10763 parts of antioxidant.
The preparation method is the same as in example 1.
Example 3
The high weather-resistant powder coating comprises the following raw materials in parts by weight: 70 parts of modified polyester II, 20 parts of curing agent III, 30 parts of talcum powder, 3 parts of polyacrylic acid and 10763 parts of antioxidant.
The preparation method is the same as in example 1.
Example 4
The high weather-resistant powder coating comprises the following raw materials in parts by weight: 40 parts of modified polyester II, 5 parts of curing agent III, 10 parts of talcum powder, 0.1 part of polyacrylic acid and 10761 parts of antioxidant.
The preparation method is the same as in example 1.
Comparative example 1
The difference from example 1 is that: no modified polyester was added.
Comparative example 2
The difference from example 1 is that: no curing agent was added.
Comparative example 3
The difference from example 1 is that: the modified polyester was replaced with 800# polyester (available from Shanghai Xinhua resin works).
Comparative example 4
The difference from example 1 is that: the curing agent was replaced with a dicyandiamide curing agent (available from hexa-ampere Jiegui to new materials Co., ltd., model SA 2830).
Comparative example 5
The difference from example 1 is that: no modified polyester or curing agent is added
The high weather-resistant powder coatings prepared in each example and comparative example were subjected to performance test by the following test methods:
1. weather resistance: testing the ageing (1500 h) light retention rate of the xenon lamp;
2. adhesion force: the test was performed with reference to standard HG/T2006-2022.
The measurement results are shown in Table 1:
TABLE 1
| Numbering device | Weather resistance (%) | Adhesion (grade) |
| Example 1 | 91 | 0 |
| Example 2 | 90 | 0 |
| Example 3 | 90 | 0 |
| Example 4 | 87 | 0 |
| Comparative example 1 | 78 | 2 |
| Comparative example 2 | 76 | 2 |
| Comparative example 3 | 82 | 1 |
| Comparative example 4 | 85 | 1 |
| Comparative example 5 | 63 | 6 |
As can be seen from comparison of the test results of each example and the comparative example in Table 1, in the preparation process of the high weather-resistant powder coating provided by the invention, the modified polyester is added to connect the benzotriazole group with the ultraviolet resistance function to the main chain of the polyester, so that the ultraviolet resistance of the high weather-resistant powder coating is effectively improved, and the coating has good weather resistance; the N- (C=S) -O bond formed by adding the curing agent has good stability, is matched with modified polyester for use, further improves the weather resistance of the coating, and has good adhesive force and wide application prospect.
The above embodiments are only for illustrating the technical concept and features of the present invention, and are intended to enable those skilled in the art to understand the present invention and to implement it, but not limit the scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention should be included in the scope of the present invention.
Claims (10)
1. The high weather-resistant powder coating is characterized by comprising the following raw materials in parts by weight: 40-70 parts of modified polyester, 5-20 parts of curing agent, 10-30 parts of pigment and filler, 0.1-3 parts of leveling agent and 1-3 parts of antioxidant; the modified polyester has a benzotriazole structure.
2. The high weather resistance powder coating according to claim 1, wherein the pigment filler is selected from one or more of nano calcium carbonate, talcum powder, kaolin, silica micropowder and carbon black.
3. The high weather resistance powder coating according to claim 1, wherein the leveling agent is selected from one or more of polyacrylic acid, carboxymethyl cellulose, and polydimethylsiloxane.
4. The high weatherability powder coating of claim 1, wherein the antioxidant is selected from one or more of the group consisting of antioxidant 1076, antioxidant 330, antioxidant 3114.
5. The high weather resistant powder coating according to claim 1, wherein the method for preparing the ultraviolet resistant polyester resin comprises the steps of:
(1) Adding an ultraviolet-resistant monomer, dihydric alcohol and dibasic acid into a reaction kettle, introducing nitrogen, heating to melt raw materials, and uniformly stirring;
(2) Adding a catalyst, heating to 95-105 ℃ to react for 2-6 hours, and removing water generated in the reaction;
(3) Starting a vacuum pump, heating to 140-145 ℃ to react for 1.5-2.5 hours, heating to 160-165 ℃ to react for 1.5-2.5 hours, heating to 180-185 ℃ to react for 1.5-2.5 hours, heating to 200-205 ℃ to react for 1.5-2.5 hours, heating to 220-225 ℃ to react for 1.5-2.5 hours, and discharging at a high temperature after the reaction is completed to obtain the ultraviolet-resistant polyester resin.
6. The high weather resistant powder coating as claimed in claim 1, wherein the preparation method of the curing agent comprises the steps of:
under the protection of nitrogen, adding a curing agent monomer into a reactor, heating to 70-90 ℃ under stirring, adding a catalyst, reacting for 1-6 hours at constant temperature, and evaporating a film to obtain a product, namely the curing agent;
wherein the curing agent monomer has a structure as shown in formula A:
R'-N=C=S A，
wherein R' is an aromatic group selected from any one of phenyl, naphthyl, anthryl and biphenyl.
7. The high weather resistant powder coating as claimed in claim 6, wherein the preparation method of the curing agent monomer comprises the following steps:
adding arene and triethylene diamine into tetrahydrofuran, mixing, adding carbon disulfide, stirring for 3-5h, carrying out suction filtration, washing a filter cake with a small amount of tetrahydrofuran, drying, dissolving the filter cake into tetrahydrofuran, cooling to 5-10 ℃, keeping the temperature at 5-10 ℃, adding triphosgene, reacting at room temperature for 1-2h, carrying out reflux reaction for 1-2h, distilling tetrahydrofuran after the reaction is finished, separating and purifying, and obtaining a product, namely the curing agent monomer.
8. The high weatherability powder coating of claim 7, wherein the molar ratio of aromatic hydrocarbon, triethylenediamine, carbon disulfide, triphosgene is 1:5-15:5-15:1-3.
9. The high weather resistant powder coating as claimed in claim 7, wherein the aromatic hydrocarbon is selected from any one of benzene, naphthalene, anthracene, biphenyl.
10. A method for preparing the high weather-resistant powder coating according to any one of claims 1 to 9, wherein the method for preparing the high weather-resistant powder coating comprises the following steps:
adding the modified polyester, pigment and filler, curing agent, leveling agent and antioxidant into a high-speed mixer, uniformly mixing, extruding by using a double-screw extruder, tabletting, crushing to form uniform powder, namely the high-weather-resistance powder coating.
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