CN115124701A - Bifunctional polyester resin, powder coating and application - Google Patents
Bifunctional polyester resin, powder coating and application Download PDFInfo
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- CN115124701A CN115124701A CN202210956481.8A CN202210956481A CN115124701A CN 115124701 A CN115124701 A CN 115124701A CN 202210956481 A CN202210956481 A CN 202210956481A CN 115124701 A CN115124701 A CN 115124701A
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- 238000000576 coating method Methods 0.000 title claims abstract description 82
- 239000000843 powder Substances 0.000 title claims abstract description 81
- 239000011248 coating agent Substances 0.000 title claims abstract description 76
- 229920001225 polyester resin Polymers 0.000 title claims abstract description 59
- 239000004645 polyester resin Substances 0.000 title claims abstract description 59
- 230000001588 bifunctional effect Effects 0.000 title claims abstract description 51
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 72
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 34
- 239000000945 filler Substances 0.000 claims abstract description 18
- 238000009835 boiling Methods 0.000 claims abstract description 15
- 239000000049 pigment Substances 0.000 claims abstract description 13
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 12
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims abstract description 12
- 244000028419 Styrax benzoin Species 0.000 claims abstract description 6
- 235000000126 Styrax benzoin Nutrition 0.000 claims abstract description 6
- 235000008411 Sumatra benzointree Nutrition 0.000 claims abstract description 6
- 229960002130 benzoin Drugs 0.000 claims abstract description 6
- 235000019382 gum benzoic Nutrition 0.000 claims abstract description 6
- 239000000126 substance Substances 0.000 claims abstract description 5
- 239000000463 material Substances 0.000 claims description 45
- 239000002253 acid Substances 0.000 claims description 39
- 238000010438 heat treatment Methods 0.000 claims description 22
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 21
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical group O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 19
- 238000005886 esterification reaction Methods 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 18
- 238000001816 cooling Methods 0.000 claims description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 239000012948 isocyanate Substances 0.000 claims description 13
- 150000002513 isocyanates Chemical class 0.000 claims description 13
- 238000006068 polycondensation reaction Methods 0.000 claims description 13
- 230000032050 esterification Effects 0.000 claims description 12
- 239000011521 glass Substances 0.000 claims description 12
- 239000000155 melt Substances 0.000 claims description 12
- 239000010445 mica Substances 0.000 claims description 12
- 229910052618 mica group Inorganic materials 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000006085 branching agent Substances 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 10
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- BVFSYZFXJYAPQJ-UHFFFAOYSA-N butyl(oxo)tin Chemical group CCCC[Sn]=O BVFSYZFXJYAPQJ-UHFFFAOYSA-N 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 235000006408 oxalic acid Nutrition 0.000 claims description 7
- 238000007873 sieving Methods 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical group OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 6
- 239000004576 sand Substances 0.000 claims description 6
- 229910000861 Mg alloy Inorganic materials 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 6
- 239000001257 hydrogen Substances 0.000 abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 4
- 229920002521 macromolecule Polymers 0.000 abstract description 4
- 238000005282 brightening Methods 0.000 abstract 1
- 239000002245 particle Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000002994 raw material Substances 0.000 description 7
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- 239000000853 adhesive Substances 0.000 description 5
- 230000001070 adhesive effect Effects 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- 230000008033 biological extinction Effects 0.000 description 4
- 239000006229 carbon black Substances 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 230000003068 static effect Effects 0.000 description 4
- 230000002745 absorbent Effects 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 229910052788 barium Inorganic materials 0.000 description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000003384 small molecules Chemical class 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 230000009977 dual effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000005028 tinplate Substances 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000001269 time-of-flight mass spectrometry Methods 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
Images
Classifications
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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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/02—Processes for applying liquids or other fluent materials performed by spraying
- B05D1/04—Processes for applying liquids or other fluent materials performed by spraying involving the use of an electrostatic field
- B05D1/06—Applying particulate materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/14—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials to metal, e.g. car bodies
-
- 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
- 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
-
- 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
-
- 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
- C08G2150/00—Compositions for coatings
- C08G2150/20—Compositions for powder coatings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a bifunctional polyester resin, a powder coating and application, wherein the bifunctional polyester resin with hydroxyl and carboxyl is matched with a first curing agent, a second curing agent, a first filler, a second filler, benzoin, a flatting agent, a brightening agent, a pigment, a boiling resistant agent and an auxiliary agent; compared with common carboxyl-terminated polyester resin, the difunctional polyester resin in the film layer is introduced into molecules after curing, so that the chemical resistance is good, and hydrogen bonds are formed among macromolecules due to the existence of the urethane bonds, so that the powder coating is outstanding in mechanical property and higher in hardness.
Description
Technical Field
The invention relates to the technical field of powder coating, and particularly relates to bifunctional polyester resin, powder coating and application.
Background
The coating is damaged in the outdoor extreme use process, and the conditions of bubbling, shedding and the like occur. Therefore, the improvement of the hardness, the adhesive force, the boiling resistance and the like of the powder coating is of great significance to energy conservation and emission reduction and the improvement of the service life of the material. Polyester resins, as an important component of powder coatings, are key to optimizing outdoor system powder coatings.
The invention discloses a CN104119782A patent, which discloses a high-hardness polyester resin powder coating, which is composed of the following raw materials, by weight, 50-60 parts of saturated carboxyl-terminated polyester resin, 6-10 parts of triglycidyl isocyanurate, 1-2 parts of beta-hydroxyalkylamide, 1-2 parts of iron oxide red, 0.1-1 part of titanium dioxide, 1-2 parts of benzotriazole, 5-10 parts of vermiculite powder, 1-2 parts of sodium fluosilicate, 1-2 parts of 1, 4-cyclohexanedimethanol and 7-10 parts of composite filler.
The coating industry 201949 (03) (48-52) article analyzes the structure and curing reaction principle of bifunctional polyester resin, and researches the influence of the acid value and hydroxyl value of the bifunctional polyester resin, and the type and content of a flatting agent and a filler in a powder coating formula on the flatting performance of a powder coating. The result shows that the extinction gloss of the coating is increased along with the increase of the acid value of the bifunctional polyester resin, the influence of the change of the hydroxyl value of the bifunctional polyester resin on the extinction gloss of the coating is small, and when the extinction curing agent is used, the extinction effect of the filler adopting high-gloss barium and precipitated barium is more excellent.
The coating industry 202151 (09): 15-19 article analyses that in order to ascertain the blooming factor of the powder coating, powder coatings were prepared using the same type of difunctional resin (containing 2 functional groups, carboxyl and hydroxyl groups) in combination with triglycidyl isocyanurate (TGIC), β _ Hydroxyalkylamide (HAA), epoxy resin (E12) and isocyanate (B1530), and the effect of the type of curing agent and its combination on the blooming resistance of the coating was investigated. The coating is placed in an oven to carry out baking experiments at different temperatures and time, the light retention rate is used as a basis for judging the frosting degree of the coating, and the white frost is analyzed by using infrared spectroscopy and time-of-flight mass spectrometry. The result shows that when the coating is cured, the slow curing speed and the low crosslinking density of the coating are beneficial to discharging small molecules in the coating in time, the residual amount of the small molecules in the coating is reduced, the crosslinking density of the coating is increased to be beneficial to coating the residual small molecules in the coating, the frosting phenomenon under the action of residual heat is improved, the preliminary experiment result shows that the degree of the 'white frost' migrating from the coating to the surface of the coating is obviously increased when the temperature is higher than 120 ℃, and the 'white frost' is easy to desorb from the surface of the coating after the temperature is higher than 160 ℃.
Aiming at the defects and shortcomings of the existing powder coating, it is necessary to find an outdoor powder coating product with excellent comprehensive performance and proper cost.
Disclosure of Invention
The first purpose of the invention is to provide a preparation method of bifunctional polyester resin, which can enhance the adhesive force and hardness of a coating and improve the performance of the coating.
In order to solve the technical problem, the technical scheme of the invention is as follows: a preparation method of bifunctional polyester resin comprises the following steps:
step one, taking dihydric alcohol and a branching agent, heating and raising the temperature until the materials are melted;
adding dibasic acid and an esterification catalyst, introducing nitrogen, continuing to perform heating reaction until esterified water is generated and distilled off at 170-180 ℃, gradually heating to 230-255 ℃ for 8-10 hours, and preserving heat for 2-4 hours at the temperature until a material system is clear and transparent;
step three, cooling to 200-210 ℃, and vacuumizing for 3-5 h, wherein the acid value of the material is below 15mgKOH/g, and the hydroxyl value is 55-95 mgKOH/g;
step four, continuously heating to 228-236 ℃, adding an acidolysis agent, and reacting for 3-5 hours until a material system is clear and transparent, the acid value reaches 30-55 mgKOH/g, and the hydroxyl value is 40-55 mgKOH/g;
and fifthly, cooling to 220-226 ℃, performing vacuum polycondensation for 1-1.5 h, wherein the acid value reaches 10-56 mgKOH/g, and the hydroxyl value reaches 33-53 mgKOH/g, thus obtaining the bifunctional polyester resin.
The preferable preparation raw materials comprise the following components in parts by weight:
45-55 parts of dihydric alcohol; 0.1 to 0.5 parts of a branching agent;
40-50 parts of dibasic acid; 0.05 to 1.0 portion of esterification catalyst;
5 to 10 parts of acidolysis agent.
Preferably the diol is neopentyl glycol; the branching agent is trimethylolethane; the dibasic acid is oxalic acid; the esterification catalyst is monobutyl tin oxide; the acidolysis agent is isophthalic acid and/or terephthalic acid.
The second purpose of the invention is to provide a powder coating, which effectively improves the hardness, adhesive force and boiling resistance of the obtained coating.
In order to solve the technical problem, the technical scheme of the invention is as follows: the powder coating comprises the following substances in percentage by mass:
45 to 80 percent of the prepared difunctional polyester resin;
2.4 to 6.0 percent of first curing agent;
a second curing agent 3.4% to 15%;
a first filler 5% to 40%;
a second filler 5% to 40%;
benzoin 0.1-0.5%;
0.1 to 1.5 percent of flatting agent;
0.1 to 1.5 percent of brightener;
pigment 0.8% to 25%;
water boiling resistant agent 0.5-1.5%
0.8 to 1.2 percent of auxiliary agent.
Preferably further comprises the following components in percentage by mass
Sand streak agent 0.05-1.0%;
0.1 to 2.0 percent of wax powder.
The sand streak agent is an assistant for producing sand streak powder coating, and the wax powder has the functions of defoaming, scraping resistance and the like.
Preferably, the first curing agent is triglycidyl isocyanurate and the second curing agent is blocked isocyanate.
In the curing process, the method comprises the following steps:
step one, deblocking the blocked isocyanate;
step two, reacting the deblocked isocyanate with hydroxyl of the bifunctional polyester resin;
reacting triglycidyl isocyanurate (TGIC) with carboxyl of the bifunctional polyester resin;
finally crosslinking to obtain the target product, wherein the specific reaction route is shown in figure 1.
Compared with common carboxyl-terminated polyester resin, the bifunctional polyester resin has the advantages that more urethane bonds are introduced into molecules after curing, so the chemical resistance is good, and hydrogen bonds are formed among macromolecules due to the presence of the urethane bonds, so the bifunctional polyester resin has outstanding mechanical properties and higher hardness.
Preferably, the first filler is glass frit; the second filler is mica powder. The invention adopts double fillers to improve the curing effect of the coating.
The third purpose of the invention is to provide a preparation method of the powder coating, the preparation process of the invention is simple, and the obtained powder coating is suitable for being coated on the metal surface.
In order to solve the technical problem, the technical scheme of the invention is as follows: a method for preparing a powder coating, comprising the steps of:
step one, placing the components in a mixing cylinder according to the mass fraction, and stirring for 3-6min to obtain a mixture;
secondly, placing the mixture obtained in the first step into a melt extruder to extrude at the temperature of 80-120 ℃ to obtain an extruded material;
and step three, crushing the extruded material in the step two, and sieving to obtain a finished powder product with the D50 of 32-38 micrometers.
The fourth purpose of the invention is to provide an application of the powder coating, and the powder coating is suitable for spraying on the metal surface, and effectively improves the hardness, the adhesive force and the boiling resistance of the obtained coating.
In order to solve the technical problem, the technical scheme of the invention is as follows: the film forming method for metal surface is to coat the powder paint on the surface of metal product by high voltage electrostatic method.
Preferably, the metal product is a magnesium alloy product. The magnesium alloy product is used as a light structural material and has the characteristics of small density, high strength, good toughness and the like.
The preferred coating process parameters are as follows:
the high-voltage static electricity is 60-90 KV;
the thickness of the coating film is 50-120 microns;
the curing temperature is 180-200 ℃;
the curing time is 10-20 minutes.
The preferred coating process parameters are as follows:
the thickness of the coating film is 60-90 microns;
the curing temperature is 190 ℃ and 200 ℃;
the curing time is 10-15 minutes.
The film forming process is utilized to ensure that the outdoor bifunctional polyester powder coating is completely cured, the coating thickness is proper, and the performance is optimal.
By adopting the technical scheme, the invention has the beneficial effects that:
based on bifunctional polyester resin, a first curing agent, a second curing agent, glass powder, mica powder dual filler, a brightener, a delustering agent, an antioxidant, an antibacterial agent, an ultraviolet absorbent, a degassing agent, an anti-scratching agent and other auxiliaries are added to form a basic formula;
according to the invention, hydroxyl and carboxyl of the bifunctional polyester resin are respectively reacted with the first curing agent and the second curing agent for curing, so that more urethane bonds are introduced in the first curing agent, hydrogen bonds are formed among macromolecules due to the urethane bonds, and the bifunctional polyester resin can enhance the adhesive force and hardness of a coating.
Drawings
FIG. 1 is a schematic view of a process for curing a bifunctional polyester resin proposed in the present invention;
FIG. 2 shows the powder coating obtained according to the invention as a film without bubbles;
FIG. 3 shows slight bubbles after the powder coating obtained according to the invention has been formed into a film;
FIG. 4 shows the formation of a film of the powder coating according to the invention with severe blistering.
Detailed Description
In order to further explain the technical solution of the present invention, the present invention is explained in detail by the following specific examples.
Example 1
The embodiment discloses a bifunctional polyester powder coating, which comprises the following components in parts by mass: 60% of bifunctional polyester resin; 4.6% curing agent TGIC (triglycidyl isocyanurate); 11% of curing agent NW-5 (blocked isocyanate), 9% of glass powder and 7.5% of mica powder; 1% of boiling resistant agent W-5322, 1.0% of flatting agent GLP 588; 0.6% brightener 701B; 0.3 percent of benzoin; 4.2% pigment; 0.8% of an auxiliary agent;
the bifunctional polyester resin in this example had an acid value of 25mgKOH/g and a hydroxyl value of 35 mgKOH/g. The preparation method of the bifunctional polyester resin comprises the following steps:
step one, taking 45 parts by mass of dihydric alcohol (neopentyl glycol) and 0.2 part by mass of branching agent (trimethylolethane), and heating until the materials are melted;
step two, adding 40 parts by mass of dibasic acid (oxalic acid) and 0.06 part by mass of esterification catalyst (monobutyl tin oxide), introducing nitrogen, continuing to perform temperature rise reaction (esterification reaction), generating and distilling esterified water when the temperature reaches 180 ℃, gradually raising the temperature to 230 ℃ after 10 hours, and preserving the heat for 3 hours at the temperature until a material system is clear and transparent;
step three, cooling to 210 ℃, and vacuumizing for 5 hours, wherein the acid value of the material is below 15mgKOH/g, and the hydroxyl value is 55 mgKOH/g;
step four, continuously heating to 230 ℃, adding 5 parts by mass of an acidolysis agent, wherein the acidolysis agent is isophthalic acid in the embodiment, and performing polycondensation reaction for 5 hours until a material system is clear and transparent, the acid value reaches 30KOH/g, and the hydroxyl value is 40 mgKOH/g;
and step five, cooling to 220 ℃, performing vacuum polycondensation for 1.5h, wherein the acid value reaches 25mgKOH/g, and the hydroxyl value reaches 35mgKOH/g, thus obtaining the bifunctional polyester resin.
The pigment in this example includes 3.0% titanium dioxide; 0.5% phthalocyanine blue; 0.7% iron yellow;
the adjuvants in this example include 0.5% antioxidant 626; 0.3% of an ultraviolet absorber.
The specific preparation method of the powder coating in this example is as follows:
(1) placing the raw materials with the formula dosage in a mixing tank and stirring for 6min to obtain a mixture;
(2) placing the mixture obtained in the step (1) in a melt extruder and extruding at the temperature of 120 ℃ to obtain an extruded material; the melt extruder is a double-screw extruder or a single-screw extruder;
(3) and (3) placing the extruded material obtained in the step (2) into a vertical mill for crushing, and then sieving with a 180-mesh sieve to prepare a powder finished product with the particle size (equivalent particle size D50) of 32-38 micrometers for later use.
The powder coating prepared by the preparation method is coated on the surface of a tinplate product by a high-voltage static method, the high-voltage static is 60-90KV high-voltage static, the average coating thickness is 50-120 micrometers, the curing temperature is 180-. Preferably, the average coating film thickness is 60-90 microns, the curing temperature is 190-200 ℃, and the curing time is 10-15 minutes.
Example 2
The embodiment discloses a bifunctional polyester powder coating, which comprises the following components in percentage by mass: 65% of bifunctional polyester resin; 5% curing agent TGIC (triglycidyl isocyanurate); 8% of curing agent NW-5 (blocked isocyanate), 9.5% of glass powder and 7.5% of mica powder; 1% of boiling resistant agent W-5322, 1.0% of flatting agent GLP 588; 0.6% brightener 701B; 0.4 percent of benzoin; 1.0% of pigment; 1.0% of an auxiliary agent;
the bifunctional polyester resin in this example had an acid value of 20mgKOH/g and a hydroxyl value of 35 mgKOH/g. The preparation method of the bifunctional polyester resin comprises the following steps:
step one, taking 45 parts by mass of dihydric alcohol (neopentyl glycol) and 0.1 part by mass of branching agent (trimethylolethane), and heating until the materials are melted;
step two, adding 35 parts by mass of dibasic acid (oxalic acid) and 0.06 part by mass of esterification catalyst (monobutyl tin oxide), introducing nitrogen, continuing to perform heating reaction (esterification reaction), generating and distilling out esterification water at 180 ℃, gradually heating to 230 ℃ after 10 hours, and preserving heat at the temperature for 3 hours until a material system is clear and transparent;
step three, cooling to 210 ℃, and vacuumizing for 5 hours, wherein the acid value of the material is less than 10mgKOH/g, and the hydroxyl value is 55 mgKOH/g;
step four, continuously heating to 230 ℃, adding 5 parts by mass of acidolysis agent, wherein the acidolysis agent is terephthalic acid in the embodiment, and performing polycondensation reaction for 5 hours until a material system is clear and transparent, the acid value reaches 25mgKOH/g, and the hydroxyl value is 40 mgKOH/g;
and step five, cooling to 220 ℃, performing vacuum polycondensation for 1.5h, wherein the acid value reaches 20mgKOH/g, and the hydroxyl value reaches 35mgKOH/g, thus obtaining the bifunctional polyester resin.
The pigment in this example is carbon black;
the auxiliary agent in the embodiment comprises 0.5% of ultraviolet absorbent and 0.5% of wax powder.
The specific preparation method of the powder coating in this example is as follows:
(1) placing the raw materials with the formula dosage in a mixing tank and stirring for 6min to obtain a mixture;
(2) placing the mixture obtained in the step (1) in a melt extruder and extruding at the temperature of 120 ℃ to obtain an extruded material; the melt extruder is a double-screw extruder or a single-screw extruder;
(3) and (3) placing the extruded material obtained in the step (2) into a vertical mill for crushing, and then sieving with a 180-mesh sieve to prepare a powder finished product with the particle size (equivalent particle size D50) of 32-38 micrometers for later use.
The rest is the same as example 1.
Example 3
The embodiment discloses a bifunctional polyester powder coating, which comprises the following components in percentage by mass: 65% of bifunctional polyester resin; 5% curing agent TGIC (triglycidyl isocyanurate); 5% of curing agent NW-5 (blocked isocyanate), 1% of water boiling resistant agent W-5322, 10% of glass powder and 9% of mica powder; 1% of boiling resistant agent W-5322 and 0.4% of sand grain agent; 2.4% pigment; 1.2% of an auxiliary agent;
the bifunctional polyester resin in this example had an acid value of 25mgKOH/g and a hydroxyl value of 45 mgKOH/g. The preparation method of the bifunctional polyester resin comprises the following steps:
step one, taking 48 parts by mass of dihydric alcohol (neopentyl glycol) and 0.1 part by mass of branching agent (trimethylolethane), and heating until the materials are melted;
step two, adding 40 parts by mass of dibasic acid (oxalic acid) and 0.06 part by mass of esterification catalyst (monobutyl tin oxide), introducing nitrogen, continuing to perform temperature rise reaction (esterification reaction), generating and distilling esterified water when the temperature reaches 180 ℃, gradually raising the temperature to 230 ℃ after 10 hours, and preserving the heat for 3 hours at the temperature until a material system is clear and transparent;
step three, cooling to 210 ℃, and vacuumizing for 5 hours, wherein the acid value of the material is less than 10mgKOH/g, and the hydroxyl value is 55 mgKOH/g;
step four, continuously heating to 230 ℃, adding 6 parts by mass of acidolysis agent, wherein the acidolysis agent is mixed isophthalic acid and terephthalic acid with equal mass in the embodiment, and performing polycondensation reaction for 5 hours until a material system is clear and transparent, the acid value reaches 30mgKOH/g, and the hydroxyl value is 50 mgKOH/g;
and step five, cooling to 220 ℃, performing vacuum polycondensation for 1.5h, wherein the acid value reaches 25mgKOH/g, and the hydroxyl value reaches 45mgKOH/g, thus obtaining the bifunctional polyester resin.
The pigment in this example is carbon black;
the auxiliary agent in this example comprises 0.5% antioxidant, 0.3% ultraviolet absorber and 0.4% wax powder.
The specific preparation method of the powder coating in this example is as follows:
(1) placing the raw materials in the formula amount in a mixing tank, and stirring for 6min to obtain a mixture;
(2) placing the mixture obtained in the step (1) in a melt extruder to extrude at the temperature of 120 ℃ to obtain an extruded material; the melt extruder is a double-screw extruder or a single-screw extruder;
(3) and (3) placing the extruded material obtained in the step (2) into a vertical mill for crushing, and then sieving by a 180-mesh sieve to prepare a powder finished product with the particle size (equivalent particle size D50) of 32-38 micrometers for later use.
The rest is the same as example 1.
Example 4
The bifunctional polyester powder coating comprises the following components in percentage by mass: 70% of difunctional polyester resin; 5.5% curing agent TGIC; 8.5% of curing agent NW-5 (blocked isocyanate), 4% of glass powder and 3.7% of mica powder; 1% of boiling resistant agent W-5322, 1.0% of flatting agent GLP 588; 3% matting agent; 0.8 brightener, 0.5 benzoin; 0.8% of pigment; 1.2% of an auxiliary agent;
the bifunctional polyester resin in this example had an acid value of 45mgKOH/g and a hydroxyl value of 40 mgKOH/g. The preparation method of the bifunctional polyester resin comprises the following steps:
step one, taking 40 parts by mass of dihydric alcohol (neopentyl glycol) and 0.2 part by mass of branching agent (trimethylolethane), and heating until the materials are melted;
step two, adding 45 parts by mass of dibasic acid (oxalic acid) and 0.7 part by mass of esterification catalyst (monobutyl tin oxide), introducing nitrogen, continuing to perform heating reaction (esterification reaction), generating and distilling esterified water at 180 ℃, gradually heating to 230 ℃ after 10 hours, and preserving heat at the temperature for 3 hours until a material system is clear and transparent;
step three, cooling to 210 ℃, and vacuumizing for 5h, wherein the acid value of the material is less than 20mgKOH/g, and the hydroxyl value is 55 mgKOH/g;
step four, continuously heating to 230 ℃, adding 8 parts by mass of acidolysis agent, wherein the acidolysis agent in the embodiment is isophthalic acid, and performing polycondensation reaction for 5 hours until a material system is clear and transparent, the acid value reaches 50mgKOH/g, and the hydroxyl value is 45 mgKOH/g;
and step five, cooling to 220 ℃, performing vacuum polycondensation for 1.5h, wherein the acid value reaches 45mgKOH/g, and the hydroxyl value reaches 40mgKOH/g, thus obtaining the bifunctional polyester resin.
The pigment in this example is carbon black;
the auxiliary agent in this example comprises 0.5% antioxidant, 0.3% ultraviolet absorber and 0.4% wax powder.
The specific preparation method of the powder coating in this example is as follows:
(1) placing the raw materials with the formula dosage in a mixing tank and stirring for 6min to obtain a mixture;
(2) placing the mixture obtained in the step (1) in a melt extruder and extruding at the temperature of 120 ℃ to obtain an extruded material; the melt extruder is a double-screw extruder or a single-screw extruder;
(3) and (3) placing the extruded material obtained in the step (2) into a vertical mill for crushing, and then sieving by a 180-mesh sieve to prepare a powder finished product with the particle size (equivalent particle size D50) of 32-38 micrometers for later use.
The rest is the same as example 1.
Example 5
The embodiment discloses a bifunctional polyester powder coating, which comprises the following components in percentage by mass: 65% of bifunctional polyester resin; 5% curing agent TGIC (triglycidyl isocyanurate); 8% curing agent NW-5 (blocked isocyanate); 1% of boiling resistant agent W-5322 and 0.4% of sand grain agent; 6% of glass powder and 5% of mica powder; 8.4% pigment; 1.2% of an auxiliary agent;
the bifunctional polyester resin in this example had an acid value of 20mgKOH/g and a hydroxyl value of 45 mgKOH/g. The preparation method of the bifunctional polyester resin comprises the following steps:
step one, taking 45 parts by mass of dihydric alcohol (neopentyl glycol) and 0.1 part by mass of branching agent (trimethylolethane), and heating until the materials are melted;
step two, adding 35 parts by mass of dibasic acid (oxalic acid) and 0.06 part by mass of esterification catalyst (monobutyl tin oxide), introducing nitrogen, continuing to perform temperature rise reaction (esterification reaction), generating and distilling esterified water when the temperature reaches 180 ℃, gradually raising the temperature to 230 ℃ after 10 hours, and preserving the heat for 3 hours at the temperature until a material system is clear and transparent;
step three, cooling to 210 ℃, and vacuumizing for 5 hours, wherein the acid value of the material is below 15mgKOH/g, and the hydroxyl value is 55 mgKOH/g;
step four, continuously heating to 230 ℃, adding 6 parts by mass of acidolysis agent, wherein the acidolysis agent in the embodiment is terephthalic acid, and performing polycondensation reaction for 5 hours until a material system is clear and transparent, the acid value reaches 25mgKOH/g, and the hydroxyl value is 50 mgKOH/g;
and step five, cooling to 220 ℃, performing vacuum polycondensation for 1.5h, wherein the acid value reaches 20mgKOH/g, and the hydroxyl value reaches 45mgKOH/g, thus obtaining the bifunctional polyester resin.
The pigments in this example are carbon black and titanium dioxide;
the auxiliary agent in the embodiment comprises 0.5% of antioxidant, 0.3% of ultraviolet absorbent and 0.4% of wax powder.
The specific preparation method of the powder coating in this example is as follows:
(1) placing the raw materials with the formula dosage in a mixing tank and stirring for 6min to obtain a mixture;
(2) placing the mixture obtained in the step (1) in a melt extruder and extruding at the temperature of 120 ℃ to obtain an extruded material; the melt extruder is a double-screw extruder or a single-screw extruder;
(3) and (3) placing the extruded material obtained in the step (2) into a vertical mill for crushing, and then sieving by a 180-mesh sieve to prepare a powder finished product with the particle size (equivalent particle size D50) of 32-38 micrometers for later use.
The rest is the same as example 1.
Comparative example 1
The only difference from example 1 is that the difunctional polyester resin was replaced with an equivalent amount of carboxyl terminated polyester resin and cured with the curing agent TGIC.
Comparative example 2
The only difference from example 1 is that the difunctional polyester resin was replaced with an equivalent amount of hydroxyl terminated polyester resin and the curing agent NW-5 was used for curing.
Comparative example 3
The only difference from example 4 is that the dual-filler glass frit and mica frit were replaced with equal amounts of glass frit.
Comparative example 4
The only difference from example 5 is that the dual filler glass powder and mica powder are replaced by equal amount of mica powder.
Comparative example 5
The only difference from example 2 is that the dual-filler glass powder and mica powder were replaced with equal amounts of precipitated barium.
And (3) performance testing: the coatings of each example were tested for performance and specific test data are detailed in table 1. Wherein, the boiling-resistant test comprises the steps of completely putting the sample into hot water, boiling for 30min, taking out, standing at normal temperature, and cooling to normal temperature. Specifically, each coating is sprayed on a flat tin plate, the thickness of a dried coating film is 0.1mm, then the coating films are respectively placed in a water boiling tank for 30min, and the surface condition of the coating film is observed and the adhesion force is tested after the coating films are finished.
TABLE 1 Properties of film layers obtained in examples 1 to 5 and comparative examples 1 to 5
By combining the performance indexes in table 1, the first curing agent is triglycidyl isocyanurate, the second curing agent is blocked isocyanate, and the curing process comprises the following steps:
step one, deblocking the blocked isocyanate;
secondly, reacting the deblocked isocyanate with hydroxyl of the bifunctional polyester resin;
reacting triglycidyl isocyanurate (TGIC) with carboxyl of the bifunctional polyester resin;
finally crosslinking to obtain the target product, wherein the specific reaction route is shown in figure 1.
Compared with common carboxyl-terminated polyester resin, the bifunctional polyester resin has the advantages that more urethane bonds are introduced into molecules after curing, so the chemical resistance is good, and hydrogen bonds are formed among macromolecules due to the presence of the urethane bonds, so the bifunctional polyester resin has outstanding mechanical properties and higher hardness.
Claims (10)
1. A method for preparing bifunctional polyester resin is characterized in that:
the method comprises the following steps:
step one, taking dihydric alcohol and a branching agent, heating and raising the temperature until the materials are melted;
adding dibasic acid and an esterification catalyst, introducing nitrogen, continuously heating to perform esterification reaction, generating and distilling esterified water at 170-180 ℃, gradually heating to 230-255 ℃ for 8-10 hours, and keeping the temperature for 2-4 hours at the temperature until a material system is clear and transparent;
step three, cooling to 200-210 ℃, and vacuumizing for 3-5 h, wherein the acid value of the material is below 15mgKOH/g, and the hydroxyl value is 55-95 mgKOH/g;
step four, continuously heating to 228-236 ℃, adding 5-10% of acidolysis agent, and carrying out polycondensation reaction for 3-5 hours until the material system is clear and transparent, the acid value reaches 30-55 mgKOH/g, and the hydroxyl value is 40-55 mgKOH/g;
and fifthly, cooling to 220-226 ℃, performing vacuum polycondensation for 1-1.5 h, wherein the acid value reaches 10-56 mgKOH/g, and the hydroxyl value reaches 33-53 mgKOH/g, thus obtaining the bifunctional polyester resin.
2. The method of claim 1, wherein:
the preparation method comprises the following steps of:
45-55 parts of dihydric alcohol; 0.1 to 0.5 parts of a branching agent;
40-50 parts of dibasic acid; 0.05 to 1.0 portion of esterification catalyst;
5 to 10 parts of acidolysis agent.
3. The method of claim 1, wherein:
the dihydric alcohol is neopentyl glycol;
the branching agent is trimethylolethane;
the dibasic acid is oxalic acid;
the esterification catalyst is monobutyl tin oxide;
the acidolysis agent is isophthalic acid and/or terephthalic acid.
4. A powder coating characterized by: the material comprises the following substances in percentage by mass:
45% to 80% of the difunctional polyester resin prepared according to any one of claims 1 to 3;
2.4 to 6.0 percent of a first curing agent;
a second curing agent 3.4% to 15%;
a first filler 5% to 40%;
a second filler 5% to 40%;
benzoin 0.1-0.5%;
0.1 to 1.5 percent of leveling agent;
0.1 to 1.5 percent of brightener;
pigment 0.8% to 25%;
water boiling resistant agent 0.5-1.5%
0.8 to 1.2 percent of auxiliary agent.
5. The powder coating of claim 4, wherein:
further comprises the following components according to the mass fraction
Sand streak agent 0.05-1.0%;
0.1 to 2.0 percent of wax powder.
6. The powder coating of claim 4, wherein: the first curing agent is triglycidyl isocyanurate, and the second curing agent is blocked isocyanate.
7. The powder coating of claim 4, wherein: the first filler is glass powder; the second filler is mica powder.
8. A process for the preparation of a powder coating according to any one of claims 4 to 7, characterized in that: the method comprises the following steps:
step one, placing the components in a mixing tank according to the mass fraction, and stirring for 3-6min to obtain a mixture;
secondly, placing the mixture obtained in the first step into a melt extruder to extrude at the temperature of 80-120 ℃ to obtain an extruded material;
and step three, crushing the extruded material in the step two, and sieving to obtain a finished powder product with the D50 of 32-38 micrometers.
9. A method for forming a film on a metal surface, comprising: coating the powder coating according to any one of claims 4 to 7 on the surface of a metal product by a high-voltage electrostatic method.
10. The film forming method according to claim 9, wherein: the metal product is a magnesium alloy product.
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