CN109161311A - High adhesion force Heat Resistant Powder Coatings polyester resin and preparation method thereof - Google Patents
High adhesion force Heat Resistant Powder Coatings polyester resin and preparation method thereof Download PDFInfo
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- CN109161311A CN109161311A CN201810966252.8A CN201810966252A CN109161311A CN 109161311 A CN109161311 A CN 109161311A CN 201810966252 A CN201810966252 A CN 201810966252A CN 109161311 A CN109161311 A CN 109161311A
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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
- 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
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- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
- C08G18/4208—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
- C08G18/4211—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
- C08G18/4219—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols from aromatic dicarboxylic acids and dialcohols in combination with polycarboxylic acids and/or polyhydroxy compounds which are at least trifunctional
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- 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
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- 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
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
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- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/452—Block-or graft-polymers containing polysiloxane sequences containing nitrogen-containing sequences
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- 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
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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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/06—Polyurethanes from polyesters
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/03—Powdery paints
- C09D5/033—Powdery paints characterised by the additives
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- 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
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
- C08K2003/3045—Sulfates
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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 discloses high adhesion force Heat Resistant Powder Coatings polyester resin and preparation method thereof.The high adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;50-80 parts of modified organic silicone resin;50-100 parts of filler;1-20 parts of silane coupling agent;1-5 parts of styrax;1-10 parts of curing agent.Present invention reduces the solidification temperature of powdery paints, improve its heat resistance, improve traditional powder coating it is easy to foaming, adhesive force is bad the problems such as, greatly reduce painting cost, market prospects are extensive.
Description
Technical field
The present invention relates to high adhesion force Heat Resistant Powder Coatings polyester resin and preparation method thereof.
Background technique
With the improvement of living standards, powdery paints is widely used, demand is increasing.Thermosetting property pure polyester resin is again
Entitled outdoor polyester resin, it is indispensable in powdery paints that the powder coating resin belonged in organic coating is a kind of
Critical material.Polyester powder coating occupies greatly environment-friendly advantage in current coatings industry, and pollution-free, the saving energy can simultaneously return
Receive utilize, comprehensive performance be also it is very excellent, have increasing advantages for development space, be widely used in household electrical appliances, automobile
Coating, highway guardrail, aluminum window and most of metal external decoration coating protection.
However, conventional polyester type powdery paints yield rate is low, mainly due to the poor adhesive force of film, to cause coating
Cost is odd high.In addition, high temperature resistance is bad also to greatly suppress its application range.For this reason, it may be necessary to develop the resistance to height of high adhesion force
Warm polyester resin for powder coating is to solve the above problems.
Summary of the invention
An object of the present invention is in order to overcome the shortcomings in the prior art, to provide a kind of high adhesion force high temperature resistant powder
Coating polyester resin and preparation method thereof.
In order to achieve the above object, the invention is realized by the following technical scheme:
High adhesion force high temperature resistance polyester powdery paints, which is characterized in that include: according to parts by weight
100 parts of polyester resin;50-80 parts of modified organic silicone resin;50-100 parts of filler;1-20 parts of silane coupling agent;Peace
Cease 1-5 parts of perfume;1-10 parts of curing agent.
Preferably, the silane coupling agent is selected from vinyltriethoxysilane, vinyltrimethoxysilane, ethylene
Base three (beta-methoxy ethyoxyl) silane), 3-aminopropyltriethoxysilane, γ-glycidoxypropyltrime,hoxysilane
With in γ-(methacryloxy) propyl trimethoxy silicane one or more.
Preferably, the curing agent is selected from isocyanuric acid three-glycidyl ester, toluene two and isocyanates, diphenylmethyl
One or more of alkane diisocyanate and the more phenyl isocyanates of polymethine.
Preferably, the filler is selected from titanium dioxide, barium sulfate and/or barite.
Preferably, the polyester resin the preparation method comprises the following steps:
(1), in synthesis reactor, kettle temperature is risen to 85-95 DEG C, successively puts into neopentyl glycol 75-80mol, trihydroxy methyl third
Alkane 3.5-4.5mol, terephthalic acid (TPA) 55-65mol, dodecanedioic acid 15-20mol and Mono-n-butyltin 0.1-0.2mol, so
Envelope kettle heating afterwards, while being filled with nitrogen and being protected, reaction 9-11 hours is maintained when temperature rises to 240-260 DEG C;
(2), it is cooled to 215-225 DEG C, investment M-phthalic acid 5.5-6.5mol, dodecanedioic acid 1-2mol and phosphorous acid
Triphenylmethyl methacrylate 0.1-0.15mol is warming up to 235-245 DEG C of maintenance 1-3 hours;
(3), at 235-245 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, reacts 1-3 hours, drop
Kettle temperature terminates anti-to 205-215 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.1-0.2mol after maintaining 20-40 minutes
It answers.
Preferably, the modified organic silicone resin the preparation method comprises the following steps: (1), by 70-80 grams of dimethylbenzene and 45-55 grams
Organic siliconresin is added in reaction kettle, is heated to 105-115 DEG C, keeps constant temperature until methylsiloxane resin is completely dissolved;
(2), by 5-15 grams of KH-560,5-10 grams of starch conversion polybenzimidazoles of silane coupling agent, the two of 10-20 grams
Toluene and 5-15 grams of dimethyl sulfoxide are mixed to get mixed solution;
(3), after organic siliconresin is completely dissolved in a kettle, temperature is increased to 120-140 DEG C, by step (2)
Mixed solution is added dropwise in reaction kettle, is added in 4-6 hours;
(4), after being added dropwise to complete, 120-140 DEG C of constant temperature is kept, the hydroxyl value of reactant is surveyed in sampling in every 1 hour, when reactant hydroxyl
Value is less than or equal to be warming up to 130-140 DEG C when 30mgKOH/g, opens vacuum pump and vacuumizes, is sloughed using vacuum distillation therein
Reactant is fully cooled rear film-making, obtains the modified organic silicone resin by solvent after vacuum distillation starts 4-6 hours.
Preferably, the starch conversion polybenzimidazoles the preparation method comprises the following steps:
In the reactor, 2-5 grams of amino-terminated polybenzimidazoles, 0.03-0.06 grams of polyvinyl alcohol, starch are sequentially added
0.4-0.6 grams, 0.4-0.6 grams of epoxychloropropane, 4- (2- bromoethyl) 0.05-0.15 grams, 0.2-0.4 grams silane idol of benzene sulfonic acid sodium salt
Join agent KH-560 and 40-60 milliliter of dimethyl sulfoxide, heats up 80-90 DEG C after reaction 1-3 hours, be down to room temperature, filter heavy
Starch, it is 20-30 hours dry at 40-60 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, obtain starch
Modified polyphenyl and imidazoles.
The preparation method of high adhesion force high temperature resistance polyester powdery paints above-mentioned, which is characterized in that be sufficiently mixed raw material
Uniformly, it is crushed after double screw extruder extrusion, tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain height
Adhesive force high temperature resistance polyester powdery paints.
Present invention reduces the solidification temperature of powdery paints, its heat resistance is improved, traditional powder coating is improved
Easy to foaming, the problems such as adhesive force is bad, painting cost is greatly reduced, market prospects are extensive.
Specific embodiment
The present invention is described in detail below with reference to embodiment:
Embodiment 1
High adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;Organosilicon tree
50 parts of rouge;50 parts of filler;1 part of silane coupling agent;1 part of styrax;1 part of curing agent.The silane coupling agent is from vinyl front three
Oxysilane.The curing agent is selected from isocyanuric acid three-glycidyl ester.The filler is selected from barite.
The polyester resin the preparation method comprises the following steps: (1), in synthesis reactor, kettle temperature is risen to 90 DEG C, successively puts into new penta 2
Alcohol 76mol, trimethylolpropane 3.8mol, terephthalic acid (TPA) 60mol, dodecanedioic acid 16mol and Mono-n-butyltin
Then 0.14mol seals kettle heating, while being filled with nitrogen and being protected, reaction 10 hours is maintained when temperature rises to 250 DEG C;
(2), 220 DEG C are cooled to, investment M-phthalic acid 5.8mol, dodecanedioic acid 1.5mol and triphenyl phosphite 0.12mol rise
Temperature to 240 DEG C maintain 2 hours;(3), at 240 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, and reaction 2 is small
When, drop kettle temperature to 210 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.14mol, reaction was completed after maintaining 30 minutes.
The modified organic silicone resin the preparation method comprises the following steps: (1), by 73 grams of dimethylbenzene and 49 grams of Dow Corning Corporations
XIAMTERRSN-6018 organic siliconresin methyl silicon resin is added in reaction kettle, is heated to 110 DEG C, keeps constant temperature until organic
Silicone resin is completely dissolved;(2), by 10 grams of silane coupling agent KH-560,6 grams of starch conversion polybenzimidazoles, the two of 15 grams
Toluene and 10 grams of dimethyl sulfoxide are mixed to get mixed solution;(3), it is completely dissolved in a kettle to organic siliconresin
Afterwards, temperature is increased to 130 DEG C, and the mixed solution of step (2) is added dropwise in reaction kettle, is added in 5 hours;(4), it is added dropwise to complete
Afterwards, 130 DEG C of constant temperature are kept, the hydroxyl value of reactant is surveyed in sampling in every 1 hour, the liter when reactant hydroxyl value is less than or equal to 30mgKOH/g
Temperature is opened vacuum pump and is vacuumized to 135 DEG C, sloughs solvent therein using vacuum distillation, will after vacuum distillation starts 5 hours
Reactant is fully cooled rear film-making, obtains the modified organic silicone resin.
The starch conversion polybenzimidazoles the preparation method comprises the following steps: in the reactor, sequentially adding amino-terminated polyphenyl
And 3 grams of imidazoles, 0.05 gram of polyvinyl alcohol, 0.5 gram of starch, 0.5 gram of epoxychloropropane, 0.1 gram of 4- (2- bromoethyl) benzene sulfonic acid sodium salt,
0.3 gram of silane coupling agent KH-560 and 50 milliliters of dimethyl sulfoxide are down to room temperature after being warming up to 85 DEG C of reactions 2 hours, filter
Sediment is obtained, it is 24 hours dry at 50 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, it obtains starch and changes
Property polybenzimidazoles.
Each raw material of high adhesion force high temperature resistance polyester powdery paints is sufficiently mixed uniformly, squeezed out through double screw extruder,
It is crushed after tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain the painting of high adhesion force high temperature resistance polyester powder
Material.
Embodiment 2
High adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;Organosilicon tree
60 parts of rouge;70 parts of filler;4 parts of silane coupling agent;3 parts of styrax;4 parts of curing agent.The silane coupling agent is selected from vinyl three
Ethoxysilane.The curing agent is selected from isocyanuric acid three-glycidyl ester.The filler is selected from titanium dioxide.
The polyester resin the preparation method comprises the following steps: (1), in synthesis reactor, kettle temperature is risen to 90 DEG C, successively puts into new penta 2
Alcohol 76mol, trimethylolpropane 3.8mol, terephthalic acid (TPA) 60mol, dodecanedioic acid 16mol and Mono-n-butyltin
Then 0.14mol seals kettle heating, while being filled with nitrogen and being protected, reaction 10 hours is maintained when temperature rises to 250 DEG C;
(2), 220 DEG C are cooled to, investment M-phthalic acid 5.8mol, dodecanedioic acid 1.5mol and triphenyl phosphite 0.12mol rise
Temperature to 240 DEG C maintain 2 hours;(3), at 240 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, and reaction 2 is small
When, drop kettle temperature to 210 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.14mol, reaction was completed after maintaining 30 minutes.
The modified organic silicone resin the preparation method comprises the following steps: (1), by 73 grams of dimethylbenzene and 49 grams of Dow Corning Corporations
XIAMTERRSN-6018 organic siliconresin methyl silicon resin is added in reaction kettle, is heated to 110 DEG C, keeps constant temperature until organic
Silicone resin is completely dissolved;(2), by 10 grams of silane coupling agent KH-560,6 grams of starch conversion polybenzimidazoles, the two of 15 grams
Toluene and 10 grams of dimethyl sulfoxide are mixed to get mixed solution;(3), it is completely dissolved in a kettle to organic siliconresin
Afterwards, temperature is increased to 130 DEG C, and the mixed solution of step (2) is added dropwise in reaction kettle, is added in 5 hours;(4), it is added dropwise to complete
Afterwards, 130 DEG C of constant temperature are kept, the hydroxyl value of reactant is surveyed in sampling in every 1 hour, the liter when reactant hydroxyl value is less than or equal to 30mgKOH/g
Temperature is opened vacuum pump and is vacuumized to 135 DEG C, sloughs solvent therein using vacuum distillation, will after vacuum distillation starts 5 hours
Reactant is fully cooled rear film-making, obtains the modified organic silicone resin.
The starch conversion polybenzimidazoles the preparation method comprises the following steps: in the reactor, sequentially adding amino-terminated polyphenyl
And 3 grams of imidazoles, 0.05 gram of polyvinyl alcohol, 0.5 gram of starch, 0.5 gram of epoxychloropropane, 0.1 gram of 4- (2- bromoethyl) benzene sulfonic acid sodium salt,
0.3 gram of silane coupling agent KH-560 and 50 milliliters of dimethyl sulfoxide are down to room temperature after being warming up to 85 DEG C of reactions 2 hours, filter
Sediment is obtained, it is 24 hours dry at 50 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, it obtains starch and changes
Property polybenzimidazoles.
Each raw material of high adhesion force high temperature resistance polyester powdery paints is sufficiently mixed uniformly, squeezed out through double screw extruder,
It is crushed after tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain the painting of high adhesion force high temperature resistance polyester powder
Material.
Embodiment 3
High adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;Organosilicon tree
80 parts of rouge;60 parts of filler;6 parts of silane coupling agent;2 parts of styrax;7 parts of curing agent.The silane coupling agent is selected from γ-(methyl
Acryloxy) propyl trimethoxy silicane.The curing agent is selected from methyl diphenylene diisocyanate.The filler is selected from sulphur
Sour barium.
The polyester resin the preparation method comprises the following steps: (1), in synthesis reactor, kettle temperature is risen to 85 DEG C, successively puts into new penta 2
Alcohol 79mol, trimethylolpropane 3.6mol, terephthalic acid (TPA) 65mol, dodecanedioic acid 20mol and Mono-n-butyltin
Then 0.11mol seals kettle heating, while being filled with nitrogen and being protected, reaction 9 hours is maintained when temperature rises to 240 DEG C;
(2), 225 DEG C are cooled to, investment M-phthalic acid 6.5mol, dodecanedioic acid 2mol and triphenyl phosphite
0.15mol is warming up to 245 DEG C and maintains 3 hours;
(3), at 245 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, reacts 1 hour, and drop kettle temperature is extremely
215 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.1mol, reaction was completed after twenty minutes for maintenance.
The modified organic silicone resin the preparation method comprises the following steps: (1), by 70 grams of dimethylbenzene and 55 grams of Dow Corning Corporations
XIAMTERRSN-6018 organic siliconresin methyl silicon resin is added in reaction kettle, is heated to 120 DEG C, keeps constant temperature until organic
Silicone resin is completely dissolved;(2), by 15 grams of silane coupling agent KH-560,9 grams of starch conversion polybenzimidazoles, the two of 10 grams
Toluene and 5 grams of dimethyl sulfoxide are mixed to get mixed solution;(3), after organic siliconresin is completely dissolved in a kettle,
Temperature is increased to 115 DEG C, the mixed solution of step (2) is added dropwise in reaction kettle, is added in 4 hours;(4), after being added dropwise to complete,
115 DEG C of constant temperature are kept, sampling in every 1 hour is surveyed the hydroxyl value of reactant, is warming up to when reactant hydroxyl value is less than or equal to 30mgKOH/g
It 140 DEG C, opens vacuum pump and vacuumizes, sloughing solvent therein after vacuum distillation starts 4 hours using vacuum distillation will react
Object is fully cooled rear film-making, obtains the modified organic silicone resin.
The starch conversion polybenzimidazoles the preparation method comprises the following steps: in the reactor, sequentially adding amino-terminated polyphenyl
And 3 grams of imidazoles, 0.06 gram of polyvinyl alcohol, 0.4 gram of starch, 0.6 gram of epoxychloropropane, 4- (2- bromoethyl) benzene sulfonic acid sodium salt 0.15
Gram, 0.2 gram of silane coupling agent KH-560 and 44 milliliters of dimethyl sulfoxide, heat up 80 DEG C after reacting 1 hour, be down to room temperature, take out
Sediment is filtered to obtain, it is 30 hours dry at 40 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, obtain starch
Modified polyphenyl and imidazoles.
Each raw material of high adhesion force high temperature resistance polyester powdery paints is sufficiently mixed uniformly, squeezed out through double screw extruder,
It is crushed after tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain the painting of high adhesion force high temperature resistance polyester powder
Material.
Embodiment 4
High adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;Organosilicon tree
95 parts of rouge;80 parts of filler;8 parts of silane coupling agent;4 parts of styrax;9 parts of curing agent.The silane coupling agent is selected from vinyl three
(beta-methoxy ethyoxyl) silane).The curing agent is selected from methyl diphenylene diisocyanate.The filler is selected from barium sulfate.
The polyester resin the preparation method comprises the following steps: (1), in synthesis reactor, kettle temperature is risen to 95 DEG C, successively puts into new penta 2
Alcohol 75mol, trimethylolpropane 4.5mol, terephthalic acid (TPA) 55mol, dodecanedioic acid 20mol and Mono-n-butyltin
Then 0.11mol seals kettle heating, while being filled with nitrogen and being protected, reaction 9 hours is maintained when temperature rises to 260 DEG C;
(2), 215 DEG C are cooled to, investment M-phthalic acid 5.5mol, dodecanedioic acid 1.5mol and triphenyl phosphite
0.12mol is warming up to 240 DEG C and maintains 2 hours;
(3), at 240 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, reacts 1 hour, and drop kettle temperature is extremely
205 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.2mol, reaction was completed after forty minutes for maintenance.
The modified organic silicone resin the preparation method comprises the following steps: (1), by 80 grams of dimethylbenzene and 45 grams of Dow Corning Corporations
XIAMTERRSN-6018 organic siliconresin methyl silicon resin is added in reaction kettle, is heated to 105 DEG C, keeps constant temperature until organic
Silicone resin is completely dissolved;(2), by 5 grams of silane coupling agent KH-560,5 grams of starch conversion polybenzimidazoles, 20 grams of diformazan
Benzene and 15 grams of dimethyl sulfoxide are mixed to get mixed solution;(3), after organic siliconresin is completely dissolved in a kettle,
Temperature is increased to 135 DEG C, the mixed solution of step (2) is added dropwise in reaction kettle, is added in 6 hours;(4), after being added dropwise to complete,
135 DEG C of constant temperature are kept, sampling in every 1 hour is surveyed the hydroxyl value of reactant, is warming up to when reactant hydroxyl value is less than or equal to 30mgKOH/g
It 140 DEG C, opens vacuum pump and vacuumizes, sloughing solvent therein after vacuum distillation starts 6 hours using vacuum distillation will react
Object is fully cooled rear film-making, obtains the modified organic silicone resin.
The starch conversion polybenzimidazoles the preparation method comprises the following steps: in the reactor, sequentially adding amino-terminated polyphenyl
And 5 grams of imidazoles, 0.03 gram of polyvinyl alcohol, 0.6 gram of starch, 0.4 gram of epoxychloropropane, 4- (2- bromoethyl) benzene sulfonic acid sodium salt 0.05
Gram, 0.4 gram of silane coupling agent KH-560 and 60 milliliters of dimethyl sulfoxide be down to room temperature after being warming up to 90 DEG C of reactions 3 hours,
Sediment is filtered to obtain, it is 20 hours dry at 60 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, it is formed sediment
Powder modified polyphenyl and imidazoles.
Each raw material of high adhesion force high temperature resistance polyester powdery paints is sufficiently mixed uniformly, squeezed out through double screw extruder,
It is crushed after tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain the painting of high adhesion force high temperature resistance polyester powder
Material.
Embodiment 5
High adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;Organosilicon tree
75 parts of rouge;70 parts of filler;5 parts of silane coupling agent;3 parts of styrax;6 parts of curing agent.The silane coupling agent is selected from vinyl three
(beta-methoxy ethyoxyl) silane).The curing agent is selected from isocyanuric acid three-glycidyl ester.The filler is selected from barium sulfate.
The polyester resin the preparation method comprises the following steps: (1), in synthesis reactor, kettle temperature is risen to 88 DEG C, successively puts into new penta 2
Alcohol 79mol, trimethylolpropane 4.2mol, terephthalic acid (TPA) 57mol, dodecanedioic acid 19mol and Mono-n-butyltin
Then 0.16mol seals kettle heating, while being filled with nitrogen and being protected, maintain reaction 10.5 small when temperature rises to 255 DEG C
When;(2), 222 DEG C are cooled to, investment M-phthalic acid 5.6mol, dodecanedioic acid 1.7mol and triphenyl phosphite
0.14mol is warming up to 243 DEG C and maintains 2.5 hours;(3), at 242 DEG C, carry out vacuumizing, reaction kettle vacuum degree be less than-
0.10MPa reacts 1.5 hours, and drop kettle temperature to 207 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.16mol maintains 35
Reaction was completed after minute.
The modified organic silicone resin the preparation method comprises the following steps: (1), by 76 grams of dimethylbenzene and 47 grams of Dow Corning Corporations
XIAMTERRSN-6018 organic siliconresin methyl silicon resin is added in reaction kettle, is heated to 112 DEG C, keeps constant temperature until organic
Silicone resin is completely dissolved;(2), by 7 grams of silane coupling agent KH-560,8 grams of starch conversion polybenzimidazoles, 12 grams of diformazan
Benzene and 8 grams of dimethyl sulfoxide are mixed to get mixed solution;(3), it after organic siliconresin is completely dissolved in a kettle, rises
The mixed solution of step (2) is added dropwise in reaction kettle, adds in 4.5 hours to 130 DEG C by high-temperature;(4), after being added dropwise to complete,
130 DEG C of constant temperature are kept, sampling in every 1 hour is surveyed the hydroxyl value of reactant, is warming up to when reactant hydroxyl value is less than or equal to 30mgKOH/g
It 138 DEG C, opens vacuum pump and vacuumizes, sloughing solvent therein using vacuum distillation will be anti-after vacuum distillation starts 4.5 hours
It answers object to be fully cooled rear film-making, obtains the modified organic silicone resin.
The starch conversion polybenzimidazoles the preparation method comprises the following steps: in the reactor, sequentially adding amino-terminated polyphenyl
And 4 grams of imidazoles, 0.04 gram of polyvinyl alcohol, 0.45 gram of starch, 0.45 gram of epoxychloropropane, 4- (2- bromoethyl) benzene sulfonic acid sodium salt 0.13
Gram, 0.35 gram of silane coupling agent KH-560 and 55 milliliters of dimethyl sulfoxide be down to room after being warming up to 87 DEG C of reactions 2.5 hours
Temperature filters to obtain sediment, 28 hours dry at 55 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, obtains
To starch conversion polybenzimidazoles.
Each raw material of high adhesion force high temperature resistance polyester powdery paints is sufficiently mixed uniformly, squeezed out through double screw extruder,
It is crushed after tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain the painting of high adhesion force high temperature resistance polyester powder
Material.
Embodiment 6
High adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;Organosilicon tree
80 parts of rouge;100 parts of filler;10 parts of silane coupling agent;5 parts of styrax;6 parts of curing agent.The silane coupling agent is selected from vinyl
Three (beta-methoxy ethyoxyl) silane).The curing agent is selected from isocyanuric acid three-glycidyl ester.The filler is selected from titanium dioxide.
The polyester resin the preparation method comprises the following steps: (1), in synthesis reactor, kettle temperature is risen to 90 DEG C, successively puts into new penta 2
Alcohol 76mol, trimethylolpropane 3.8mol, terephthalic acid (TPA) 60mol, dodecanedioic acid 16mol and Mono-n-butyltin
Then 0.14mol seals kettle heating, while being filled with nitrogen and being protected, reaction 10 hours is maintained when temperature rises to 250 DEG C;
(2), 220 DEG C are cooled to, investment M-phthalic acid 5.8mol, dodecanedioic acid 1.5mol and triphenyl phosphite 0.12mol rise
Temperature to 240 DEG C maintain 2 hours;(3), at 240 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, and reaction 2 is small
When, drop kettle temperature to 210 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.14mol, reaction was completed after maintaining 30 minutes.
The modified organic silicone resin the preparation method comprises the following steps: (1), by 73 grams of dimethylbenzene and 49 grams of Dow Corning Corporations
XIAMTERRSN-6018 organic siliconresin methyl silicon resin is added in reaction kettle, is heated to 110 DEG C, keeps constant temperature until organic
Silicone resin is completely dissolved;(2), by 10 grams of silane coupling agent KH-560,6 grams of starch conversion polybenzimidazoles, the two of 15 grams
Toluene and 10 grams of dimethyl sulfoxide are mixed to get mixed solution;(3), it is completely dissolved in a kettle to organic siliconresin
Afterwards, temperature is increased to 125 DEG C, and the mixed solution of step (2) is added dropwise in reaction kettle, is added in 5 hours;(4), it is added dropwise to complete
Afterwards, 125 DEG C of constant temperature are kept, the hydroxyl value of reactant is surveyed in sampling in every 1 hour, the liter when reactant hydroxyl value is less than or equal to 30mgKOH/g
Temperature is opened vacuum pump and is vacuumized to 138 DEG C, sloughs solvent therein using vacuum distillation, will after vacuum distillation starts 5 hours
Reactant is fully cooled rear film-making, obtains the modified organic silicone resin.
The starch conversion polybenzimidazoles the preparation method comprises the following steps: in the reactor, sequentially adding amino-terminated polyphenyl
And 3 grams of imidazoles, 0.05 gram of polyvinyl alcohol, 0.5 gram of starch, 0.5 gram of epoxychloropropane, 0.1 gram of 4- (2- bromoethyl) benzene sulfonic acid sodium salt,
0.3 gram of silane coupling agent KH-560 and 50 milliliters of dimethyl sulfoxide are down to room temperature after being warming up to 85 DEG C of reactions 2 hours, filter
Sediment is obtained, it is 24 hours dry at 50 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, it obtains starch and changes
Property polybenzimidazoles.
Each raw material of high adhesion force high temperature resistance polyester powdery paints is sufficiently mixed uniformly, squeezed out through double screw extruder,
It is crushed after tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain the painting of high adhesion force high temperature resistance polyester powder
Material.
Embodiment 7
High adhesion force high temperature resistance polyester powdery paints includes: 100 parts of polyester resin according to parts by weight;Organosilicon tree
80 parts of rouge;70 parts of filler;5 parts of silane coupling agent;3 parts of styrax;6 parts of curing agent.The silane coupling agent is selected from-aminopropyl
Triethoxysilane.The curing agent is selected from isocyanuric acid three-glycidyl ester.The filler is selected from barium sulfate.
The polyester resin the preparation method comprises the following steps: (1), in synthesis reactor, kettle temperature is risen to 92 DEG C, successively puts into new penta 2
Alcohol 78mol, trimethylolpropane 4.2mol, terephthalic acid (TPA) 58mol, dodecanedioic acid 15mol and Mono-n-butyltin
Then 0.12mol seals kettle heating, while being filled with nitrogen and being protected, reaction 9.5 hours is maintained when temperature rises to 245 DEG C;
(2), 218 DEG C are cooled to, investment M-phthalic acid 5.6mol, dodecanedioic acid 1.3mol and triphenyl phosphite 0.1mol rise
Temperature to 237 DEG C maintain 1.5 hours;(3), at 240 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, reaction
2.5 hours, drop kettle temperature to 211 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.12mol, maintenance terminated anti-after twenty minutes
It answers.
The modified organic silicone resin the preparation method comprises the following steps: (1), by 77 grams of dimethylbenzene and 46 grams of Dow Corning Corporations
XIAMTERRSN-6018 organic siliconresin methyl silicon resin is added in reaction kettle, is heated to 113 DEG C, keeps constant temperature until organic
Silicone resin is completely dissolved;(2), by 12 grams of silane coupling agent KH-560,7 grams of starch conversion polybenzimidazoles, the two of 12 grams
Toluene and 14 grams of dimethyl sulfoxide are mixed to get mixed solution;(3), it is completely dissolved in a kettle to organic siliconresin
Afterwards, temperature is increased to 120 DEG C, and the mixed solution of step (2) is added dropwise in reaction kettle, is added in 5 hours;(4), it is added dropwise to complete
Afterwards, 120 DEG C of constant temperature are kept, the hydroxyl value of reactant is surveyed in sampling in every 1 hour, the liter when reactant hydroxyl value is less than or equal to 30mgKOH/g
Temperature is opened vacuum pump and is vacuumized to 130 DEG C, sloughs solvent therein using vacuum distillation, will after vacuum distillation starts 5 hours
Reactant is fully cooled rear film-making, obtains the modified organic silicone resin.
The starch conversion polybenzimidazoles the preparation method comprises the following steps: in the reactor, sequentially adding amino-terminated polyphenyl
And 3.5 grams of imidazoles, 0.04 gram of polyvinyl alcohol, 0.45 gram of starch, 0.55 gram of epoxychloropropane, 4- (2- bromoethyl) benzene sulfonic acid sodium salt
0.12 gram, 0.35 gram of silane coupling agent KH-560 and 45 milliliters of dimethyl sulfoxide, after being warming up to 88 DEG C of reactions 1.5 hours, drop
To room temperature, sediment is filtered to obtain, after washing the sediment repeatedly with ethyl alcohol three times, drying 26 is small at 55 DEG C in vacuum drying oven
When, obtain starch conversion polybenzimidazoles.
Each raw material of high adhesion force high temperature resistance polyester powdery paints is sufficiently mixed uniformly, squeezed out through double screw extruder,
It is crushed after tabletting, coarse crushing, controls crushed material average grain diameter to 25~50 μm, obtain the painting of high adhesion force high temperature resistance polyester powder
Material.
Powder coating electrostatic spraying makes template
Impact strength is tested according to GB/T1732-93.
Adhesive force is tested according to GB/T9286-88.
High temperature resistance is with color is constant and adhesive force≤2 grade and maintains 3 hours, subject to the maximum temperature that can be born.
Curing time: it is tested at 200 DEG C.
Test result is shown in Table 1.
Table 1
Example | Impact strength | Adhesive force | High temperature resistance | Curing time |
Embodiment 1 | 50kg.cm | 1 grade | 557℃ | 13min |
Embodiment 2 | 47kg.cm | 1 grade | 567℃ | 14min |
Embodiment 3 | 55kg.cm | 1 grade | 579℃ | 9min |
Embodiment 4 | 57kg.cm | 1 grade | 588℃ | 8min |
Embodiment 5 | 60kg.cm | 1 grade | 590℃ | 7min |
Embodiment 6 | 68kg.cm | 0 grade | 612℃ | 8min |
Embodiment 7 | 73kg.cm | 0 grade | 619℃ | 8min |
Embodiment in the present invention is only used for that the present invention will be described, and is not construed as limiting the scope of claims limitation,
Other substantially equivalent substitutions that those skilled in that art are contemplated that, all fall in the scope of protection of the present invention.
Claims (8)
1. high adhesion force high temperature resistance polyester powdery paints, which is characterized in that include: according to parts by weight
100 parts of polyester resin;50-80 parts of modified organic silicone resin;50-100 parts of filler;1-20 parts of silane coupling agent;Styrax
1-5 parts;1-10 parts of curing agent.
2. high adhesion force high temperature resistance polyester powdery paints according to claim 1, which is characterized in that the silane coupling agent
Selected from vinyltriethoxysilane, vinyltrimethoxysilane, vinyl three (beta-methoxy ethyoxyl) silane), 3- amino
Propyl-triethoxysilicane, γ-glycidoxypropyltrime,hoxysilane and γ-(methacryloxy) propyl trimethoxy
A one or more in base silane.
3. high adhesion force high temperature resistance polyester powdery paints according to claim 1, which is characterized in that the curing agent is selected from
Isocyanuric acid three-glycidyl ester, toluene two and isocyanates, methyl diphenylene diisocyanate and the more phenyl of polymethine are different
One or more of cyanate.
4. high adhesion force high temperature resistance polyester powdery paints according to claim 1, which is characterized in that the filler is selected from titanium
White powder, barium sulfate and/or barite.
5. high adhesion force high temperature resistance polyester powdery paints according to claim 1, which is characterized in that the polyester resin
The preparation method comprises the following steps:
(1), in synthesis reactor, kettle temperature is risen to 85-95 DEG C, successively puts into neopentyl glycol 75-80mol, trimethylolpropane
3.5-4.5mol, terephthalic acid (TPA) 55-65mol, dodecanedioic acid 15-20mol and Mono-n-butyltin 0.1-0.2mol, then
Kettle heating is sealed, while being filled with nitrogen and being protected, reaction 9-11 hours is maintained when temperature rises to 240-260 DEG C;
(2), it is cooled to 215-225 DEG C, investment M-phthalic acid 5.5-6.5mol, dodecanedioic acid 1-2mol and phosphorous triphenyl phosphate
Ester 0.1-0.15mol is warming up to 235-245 DEG C of maintenance 1-3 hours;
(3), at 235-245 DEG C, vacuumizing is carried out, reaction kettle vacuum degree is less than -0.10MPa, reacts 1-3 hours, drops kettle temperature
To 205-215 DEG C of investment curing accelerator Ethyltriphenylphosphonium brimide 0.1-0.2mol, reaction was completed after maintaining 20-40 minutes.
6. high adhesion force high temperature resistance polyester powdery paints according to claim 1, which is characterized in that the modified organic silicon
Resin the preparation method comprises the following steps: (1), 70-80 grams of dimethylbenzene and 45-55 grams of organic siliconresin is added in reaction kettle, be heated to
105-115 DEG C, constant temperature is kept until methylsiloxane resin is completely dissolved;
(2), by 5-15 grams of KH-560,5-10 grams of starch conversion polybenzimidazoles of silane coupling agent, 10-20 grams of dimethylbenzene
And 5-15 grams of dimethyl sulfoxide is mixed to get mixed solution;
(3), after organic siliconresin is completely dissolved in a kettle, temperature is increased to 120-140 DEG C, by the mixing of step (2)
Solution is added dropwise in reaction kettle, is added in 4-6 hours;
(4), after being added dropwise to complete, 120-140 DEG C of constant temperature is kept, the hydroxyl value of reactant is surveyed in sampling in every 1 hour, when reactant hydroxyl value is small
It is warming up to 130-140 DEG C when being equal to 30mgKOH/g, vacuum pump is opened and vacuumizes, slough solvent therein using vacuum distillation,
After vacuum distillation starts 4-6 hours, reactant is fully cooled rear film-making, obtains the modified organic silicone resin.
7. high adhesion force high temperature resistance polyester powdery paints according to claim 6, which is characterized in that the starch conversion is poly-
Benzimidazole the preparation method comprises the following steps:
In the reactor, 2-5 grams of amino-terminated polybenzimidazoles, 0.03-0.06 grams of polyvinyl alcohol, starch 0.4- are sequentially added
0.6 gram, 0.4-0.6 grams of epoxychloropropane, 4- (2- bromoethyl) 0.05-0.15 grams, 0.2-0.4 grams silane coupling agent of benzene sulfonic acid sodium salt
KH-560 and 40-60 milliliters of dimethyl sulfoxide, after being warming up to 80-90 DEG C of reaction 1-3 hours, are down to room temperature, filter to obtain precipitating
Object, it is 20-30 hours dry at 40-60 DEG C in vacuum drying oven after washing the sediment repeatedly with ethyl alcohol three times, it obtains starch and changes
Property polybenzimidazoles.
8. the preparation method of high adhesion force high temperature resistance polyester powdery paints described in claim 1 to 7 any claim, special
Sign is, raw material is sufficiently mixed uniformly, is crushed after double screw extruder extrusion, tabletting, coarse crushing, and control crushed material is average
Partial size obtains high adhesion force high temperature resistance polyester powdery paints to 25~50 μm.
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CN111057466A (en) * | 2019-12-30 | 2020-04-24 | 江南载福粉末涂料(张家港)有限公司 | High-temperature-resistant powder coating |
CN114350253A (en) * | 2021-12-27 | 2022-04-15 | 广东西敦千江粉漆科学研究有限公司 | Enamel-like powder coating, preparation method and coating method thereof |
CN116200107A (en) * | 2023-02-09 | 2023-06-02 | 航佳彩新材料(广东)有限公司 | High-temperature-resistant polyester type powder coating and preparation process thereof |
CN117089256A (en) * | 2023-10-19 | 2023-11-21 | 北京易净星科技有限公司 | High-performance protective paint for highway guardrails and preparation method thereof |
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CN111057466A (en) * | 2019-12-30 | 2020-04-24 | 江南载福粉末涂料(张家港)有限公司 | High-temperature-resistant powder coating |
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CN117089256A (en) * | 2023-10-19 | 2023-11-21 | 北京易净星科技有限公司 | High-performance protective paint for highway guardrails and preparation method thereof |
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