CN107043453B - Saturated polyester resin and preparation method thereof, orange peel powder coating containing saturated polyester resin and preparation method of orange peel powder coating - Google Patents
Saturated polyester resin and preparation method thereof, orange peel powder coating containing saturated polyester resin and preparation method of orange peel powder coating Download PDFInfo
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- CN107043453B CN107043453B CN201710180695.XA CN201710180695A CN107043453B CN 107043453 B CN107043453 B CN 107043453B CN 201710180695 A CN201710180695 A CN 201710180695A CN 107043453 B CN107043453 B CN 107043453B
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- polyester resin
- saturated polyester
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- 239000000843 powder Substances 0.000 title claims abstract description 60
- 238000000576 coating method Methods 0.000 title claims abstract description 46
- 229920001225 polyester resin Polymers 0.000 title claims abstract description 45
- 239000004645 polyester resin Substances 0.000 title claims abstract description 45
- 239000011248 coating agent Substances 0.000 title claims abstract description 41
- 229920006395 saturated elastomer Polymers 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 239000002699 waste material Substances 0.000 claims abstract description 43
- 239000000463 material Substances 0.000 claims abstract description 36
- 238000006243 chemical reaction Methods 0.000 claims abstract description 31
- 239000004033 plastic Substances 0.000 claims abstract description 25
- 229920003023 plastic Polymers 0.000 claims abstract description 25
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 21
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 13
- 238000006136 alcoholysis reaction Methods 0.000 claims abstract description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 32
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 30
- 238000001816 cooling Methods 0.000 claims description 27
- 239000003963 antioxidant agent Substances 0.000 claims description 26
- 230000003078 antioxidant effect Effects 0.000 claims description 26
- 238000005886 esterification reaction Methods 0.000 claims description 25
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 20
- 239000000049 pigment Substances 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 18
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 16
- 230000032050 esterification Effects 0.000 claims description 15
- 239000000945 filler Substances 0.000 claims description 15
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 14
- -1 polytetrafluoroethylene Polymers 0.000 claims description 14
- 239000000080 wetting agent Substances 0.000 claims description 14
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 101100271175 Oryza sativa subsp. japonica AT10 gene Proteins 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 11
- 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 claims description 11
- 239000003822 epoxy resin Substances 0.000 claims description 11
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 11
- 229920000647 polyepoxide Polymers 0.000 claims description 11
- 235000011037 adipic acid Nutrition 0.000 claims description 10
- 239000001361 adipic acid Substances 0.000 claims description 10
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 10
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 10
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 10
- 150000002148 esters Chemical group 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 230000004224 protection Effects 0.000 claims description 9
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 8
- 238000002844 melting Methods 0.000 claims description 8
- 230000008018 melting Effects 0.000 claims description 8
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 6
- BVFSYZFXJYAPQJ-UHFFFAOYSA-N butyl(oxo)tin Chemical compound CCCC[Sn]=O BVFSYZFXJYAPQJ-UHFFFAOYSA-N 0.000 claims description 5
- 238000005485 electric heating Methods 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- WSXIMVDZMNWNRF-UHFFFAOYSA-N antimony;ethane-1,2-diol Chemical compound [Sb].OCCO WSXIMVDZMNWNRF-UHFFFAOYSA-N 0.000 claims description 4
- 238000000227 grinding Methods 0.000 claims description 4
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 3
- 239000000440 bentonite Substances 0.000 claims description 3
- 229910000278 bentonite Inorganic materials 0.000 claims description 3
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 3
- 239000006229 carbon black Substances 0.000 claims description 3
- 239000010445 mica Substances 0.000 claims description 3
- 229910052618 mica group Inorganic materials 0.000 claims description 3
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 3
- 239000004246 zinc acetate Substances 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 2
- 229940088417 precipitated calcium carbonate Drugs 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 abstract description 3
- 239000002184 metal Substances 0.000 abstract description 3
- 150000005846 sugar alcohols Polymers 0.000 abstract description 3
- 150000007519 polyprotic acids Polymers 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 13
- 229920000728 polyester Polymers 0.000 description 13
- 239000011112 polyethylene naphthalate Substances 0.000 description 13
- 239000002245 particle Substances 0.000 description 11
- 235000012438 extruded product Nutrition 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000007809 chemical reaction catalyst Substances 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical group [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical group CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 2
- 230000006750 UV protection Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000006748 scratching Methods 0.000 description 2
- ISIOJQKXFJTPCR-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)C(C)N(CC)CC Chemical compound C(CCCCCCCCCCCCCCCCC)C(C)N(CC)CC ISIOJQKXFJTPCR-UHFFFAOYSA-N 0.000 description 1
- 239000004831 Hot glue Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 238000004049 embossing Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
Classifications
-
- 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
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/672—Dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/18—Fireproof paints including high temperature resistant paints
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/28—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for wrinkle, crackle, orange-peel, or similar decorative effects
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Paints Or Removers (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
The invention discloses a saturated polyester resin. The invention also discloses a preparation method of the saturated polyester resin, which is prepared by subjecting the waste ethylene glycol residue crushed material and the waste PEN plastic crushed material to transesterification chemical reaction and alcoholysis reaction through polyhydric alcohol, and then performing polycondensation through polybasic acid. The invention also discloses orange-peel powder coating containing the saturated polyester resin and a preparation method thereof. The orange-peel powder coating disclosed by the invention is light in color, high in hardness and wide in application range, and can meet the requirement of coating of indoor metal artistic appearance.
Description
Technical Field
The invention relates to the field of powder coatings, in particular to a saturated polyester resin and a preparation method thereof, and an orange-peel powder coating containing the saturated polyester resin and a preparation method thereof.
Background
In recent years, the domestic polyester chemical industry has developed rapidly, and more than about 4% of waste products and wastes are generated during the production of polyester. The simultaneous disposal of ethylene glycol residues and PEN waste plastics is also a huge quantity, reaching several tens of thousands of tons per year. The existence of these waste materials not only has a great influence on the environment, but also is a huge waste of resources, and how to effectively utilize these waste materials becomes an important issue. At present, the common domestic utilization method is to produce polyester hot melt adhesive short fibers and polyester powder coating by using waste polyester.
The powder coating is an environment-friendly powder coating without VOC organic matter emission, has the characteristics of good corrosion resistance, high mechanical strength of a coating film, low comprehensive cost, capability of being utilized in a hundred percent environment-friendly manner and the like, and is an ecologically economic and environment-friendly product which is acknowledged to be high in production efficiency and excellent in coating film performance. The existing method for producing polyester powder coating by using waste polyester as raw material has the advantages of simple and environment-friendly process, low investment, low cost, wide product application and the like, and is disclosed in patent publications CN 103319697A and CN 104893514A and the like. However, since most of the waste polyester is colored, the produced polyester resin for powder coating is also dark colored, which limits the amount and use thereof. In addition, the existing polyester powder coating produced by using waste polyester as a raw material is not ideal in the aspects of outdoor weather resistance, water resistance, ultraviolet resistance and scratch resistance.
Disclosure of Invention
The first object of the present invention is to provide a saturated polyester resin.
The second object of the present invention is to provide a process for producing the above-mentioned saturated polyester resin.
The third object of the present invention is to provide an orange-peel powder coating containing the above saturated polyester resin.
The fourth purpose of the invention is to provide a preparation method of the orange-peel powder coating.
To achieve the first object, the present invention employs the following:
the saturated polyester resin comprises the following raw materials in percentage by mass:
52-70% of waste ethylene glycol residue crushed material, 3.5-10% of waste PEN plastic crushed material, 4-14% of neopentyl glycol, 4-14% of diethylene glycol, 2-5% of adipic acid, 5-15% of trimellitic anhydride, 0.1-0.2% of esterification catalyst, 0.2-0.5% of AT168 antioxidant, 0.1-0.2% of AT10 antioxidant, 0.1-0.2% of curing accelerator, 0.005-0.015% of phthalocyanine blue and 0.005-0.015% of phthalocyanine red.
The waste ethylene glycol residue crushed material is a soil yellow blocky material crushed material remained after the ethylene glycol is distilled by a terylene chemical fiber plant. Preferably, the melting point of the waste ethylene glycol residue crushed material is more than or equal to 250 ℃, and the waste ethylene glycol residue crushed material is 1-3cm particles.
The waste PEN plastic broken materials are broken materials of waste polyethylene naphthalate plastics after being cleaned and broken. Compared with PET, PEN has higher physical and mechanical properties, gas barrier property, chemical stability, heat resistance, ultraviolet resistance and radiation resistance due to the naphthalene ring structure.
Further, the esterification reaction catalyst is one or two of zinc acetate, ethylene glycol antimony and monobutyl tin oxide.
The AT168 antioxidant, i.e., the secondary antioxidant 168, is known under the chemical name of tris (2, 4-di-tert-butylphenyl) phosphite, which is a phosphite-based antiaging agent and is commercially available, for example, as Santa Clarke group antioxidant AT-168.
The AT10 antioxidant, namely antioxidant AT-10, is a polyhydric hindered phenol type antioxidant known under the chemical name tetrakis [ β - (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid ] pentaerythritol ester, and is commercially available, for example, as Santa Clarke group antioxidant AT-10.
Further, the curing accelerator is octadecyl hexadecyl tertiary amine, tetrabutyl ammonium bromide or benzyl triethyl ammonium chloride; preferably cetostearyl amine.
The phthalocyanine blue and the phthalocyanine red are high-temperature resistant color-removing pigments.
In the present application, the individual starting components are commercially available.
To achieve the second object, the present invention employs the following:
the preparation method of the saturated polyester resin comprises the following steps:
1) adding waste ethylene glycol residue crushed materials, waste PEN plastic crushed materials, neopentyl glycol, diethylene glycol and a part of esterification reaction catalyst into a reactor, and reacting for 3-5 hours at the temperature of 260-270 ℃ to complete ester exchange chemical reaction and alcoholysis reaction until the plastic is molten and transparent;
2) cooling to 190 ℃ under 180 ℃ plus pressure, adding a part of trimellitic anhydride, adipic acid, the rest of esterification catalyst, AT168 antioxidant and AT10 antioxidant, introducing nitrogen AT 260 ℃ under 250 ℃ plus pressure for esterification for 3-4 hours, adding the rest of trimellitic anhydride, and performing polycondensation for 1-2 hours under the protection of vacuum nitrogen AT 0.04-0.07 Mpa;
3) cooling to 190 ℃ below zero, adding the curing accelerator, phthalocyanine blue and phthalocyanine red, and stirring for reaction for 1-1.5 hours to obtain the white transparent saturated polyester resin.
The invention prepares the epoxy polyester mixed polyester resin by carrying out ester exchange chemical reaction and alcoholysis reaction on the waste ethylene glycol residue crushed material and the waste PEN plastic crushed material through polyhydric alcohol and then carrying out polycondensation on the polyhydric alcohol.
Further, the preparation method of the saturated polyester resin comprises the following steps:
1) a far-infrared electric heating reaction kettle provided with a stirring device and a vertical condenser is used as a reactor, waste ethylene glycol residue crushed materials, waste PEN plastic crushed materials, neopentyl glycol, diethylene glycol and a part of esterification reaction catalyst are sequentially put into the reaction kettle, the temperature is raised to 160 ℃ within 2 hours, the mixture is stirred at the speed of 20-30r/min, the temperature at the top of the vertical condenser is controlled not to exceed 105 ℃, the temperature is continuously raised to 260 ℃ and 270 ℃ for reaction for 3-5 hours, and the ester exchange chemical reaction and the alcoholysis reaction are completed until the plastic is molten and transparent;
2) cooling to 190 ℃ AT 180 ℃, adding a part of trimellitic anhydride, adipic acid, the rest of esterification catalyst, AT168 antioxidant and AT10 antioxidant, heating AT 260 ℃ AT 250 ℃, controlling the top temperature of the vertical condenser not to exceed 105 ℃, introducing nitrogen for esterification reaction for 3-4 hours, adding the rest of trimellitic anhydride, and performing polycondensation for 1-2 hours under the protection of vacuum nitrogen AT 0.04-0.07 Mpa;
3) cooling to 190 ℃ and adding the accelerant, phthalocyanine blue and phthalocyanine red into the mixture, and stirring the mixture at the speed of 75r/min for reaction for 1 to 1.5 hours to prepare the white transparent saturated polyester resin.
To achieve the third object, the present invention adopts the following:
the orange-peel powder coating containing the saturated polyester resin comprises the following raw materials in percentage by mass:
25-35% of saturated polyester resin, 17-27% of epoxy resin, 0.4-0.6% of BBM resin, 15-25% of high-temperature resistant pigment, 17-27% of high-temperature resistant filler, 0.5-1% of wetting agent and 0.1-0.2% of polytetrafluoroethylene wax powder.
The epoxy resin has an epoxy value of 770-870 equiv/100 g and a softening point of 88-95 deg.C (ring and ball method), and is commercially available, for example, type 604 epoxy resin from Anhui Hengyuan chemical Co., Ltd.
The BBM resin is high molecular weight acrylate polymer powder, is used as an auxiliary agent for forming fine art orange-grain powder coating, and is a BBM floating agent of Ningbo south sea chemical Co., Ltd of 120 meshes.
The high-temperature resistant pigment is one or a mixture of more than two of envelope rutile titanium dioxide, anatase titanium dioxide and high-pigment carbon black.
The high-temperature resistant filler is one or a mixture of more than two of calcium carbonate, precipitated barium sulfate, bentonite and mica powder.
The humectant is brightener 701, is a modified acrylate copolymer, is white powder or granule, has a softening point of 95-125 deg.C, and is commercially available, such as brightener 701B of Ningbo south sea chemical company, Inc., brightener 701 of Huangshan Huahui science and technology company, or brightener L701 of Wuhan silver science and technology company, Inc.
The polytetrafluoroethylene wax powder is used as an anti-scratching agent and can be purchased commercially, for example, the 0655F anti-scratching agent of Nanjing Tianshi New Material science and technology Co.
To achieve the fourth object, the present invention adopts the following:
the preparation method of the orange peel powder coating comprises the following steps:
and (2) putting the saturated polyester resin, the epoxy resin, the BBM resin, the high-temperature-resistant pigment, the high-temperature-resistant filler, the wetting agent and the polytetrafluoroethylene wax powder into a mixer, melting and extruding through an extruder, cooling through a tablet press, and grinding through a grinding mill to obtain the orange-peel powder coating.
Further, the preparation method of the orange-peel powder coating comprises the following steps: and (2) putting saturated polyester resin, epoxy resin, BBM resin, high-temperature resistant pigment, high-temperature resistant filler, wetting agent and polytetrafluoroethylene wax powder into a mixer, mixing for 4-5 minutes, melting and extruding by a sand pattern screw extruder with the temperature of 110 ℃ in the I area and the temperature of 120 ℃ in the II area, cooling and primarily crushing the extrudate to 1-2cm by a tablet machine, then sending the extrudate to a pulverizer for pulverizing, passing through a rotary screen, and controlling the particle size of the powder by controlling the feeding speed to obtain the orange pattern powder coating with the DN particle size of 35-50 microns.
The invention has the following advantages:
the saturated polyester resin is a white transparent product, has wide application range, can be widely applied to indoor powder coatings of various colors, realizes the full utilization of waste ethylene glycol residue crushed materials and waste PEN plastics, can effectively recycle resources, and is beneficial to the harmonious development of society, economy and the like.
The orange-peel powder coating disclosed by the invention is light in color, high in hardness and large in application range, and can meet the requirement of coating of metal art appearance; has better water resistance, chemical resistance, scratch resistance and high-temperature storage stability; the process is simple, the manufacturing cost is reduced, the pollution to the environment in the manufacturing process is reduced, and the environmental protection cost is reduced.
Detailed Description
In order to more clearly illustrate the invention, the invention is further described below in connection with preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the invention.
Example 1
A preparation method of orange peel powder coating comprises the following steps:
1) setting the temperature of a far infrared electric heating 2000L reaction kettle provided with a stirring device, a vertical condenser and a horizontal condenser at 270 ℃, and starting heating; sequentially feeding 600 kg of waste ethylene glycol residue broken materials, 100 kg of waste PEN plastic broken materials, 150 kg of neopentyl glycol, 50 kg of diethylene glycol and 1.1 kg of ethylene glycol antimony; heating to 160 ℃ within two hours, starting the stirring device at 20-30r/min, controlling the temperature at the top of the vertical condenser not to exceed 105 ℃, continuously heating to 260-270 ℃ for reaction for 3-5 hours, and finishing the ester exchange chemical reaction and alcoholysis reaction until the plastic is molten and transparent; when the temperature is reduced to 190 ℃ from 180 ℃ and then 100 kg of trimellitic anhydride, 50 kg of adipic acid and 0.5 kg of monobutyl tin oxide, 3.5 kg of AT168 antioxidant and 1.5 kg of AT10 antioxidant are added, the temperature is set AT 260 ℃, heating is carried out, the temperature AT the top of a vertical condenser is controlled not to exceed 105 ℃, nitrogen is introduced for esterification reaction for 3-4 hours, and then 50 kg of trimellitic anhydride is added; carrying out polycondensation for 1-2 hours under the protection of vacuum nitrogen at 0.04-0.07Mpa, cooling a small amount of low molecular hydrate generated by esterification and polycondensation through a horizontal condenser, collecting the low molecular hydrate, cooling the material to 190 ℃ at 180 ℃, adding 1.5 kg of octadecyltriethylamine, 110g of phthalocyanine blue and 110g of phthalocyanine red, and stirring at the speed of 75r/min for reaction for 1-1.5 hours; measuring the acid value of the resin to be 45-55mgKOH/g, the viscosity to be 5000-.
2) Weighing 150 kg of saturated polyester resin obtained in step 1), 100 kg of epoxy resin and 85 kg of high-temperature resistant pigment, 100 kg of high-temperature resistant filler, 3.5 kg of wetting agent, 1.5 kg of BBM resin and 1.5 kg of polytetrafluoroethylene wax powder into a mixer, melting and extruding the mixture by a sand-textured screw extruder with the temperature of a region I being 105 ℃ and the temperature of a region II being 115 ℃ after mixing for 4-5 minutes, cooling the extruded product by a tablet press, primarily crushing the extruded product into 1-2cm, feeding the crushed product into an ACM high-speed mill for milling, controlling the particle size of the powder by a feeding speed, and passing through a 160-mesh rotary screen to obtain a finished orange-textured powder coating product with the particle size of 35-50 micrometers, wherein the high-temperature resistant pigment is a film-coated rutile type titanium dioxide; the high-temperature resistant filler is calcium carbonate; the wetting agent is a brightener 701.
Example 2
A preparation method of orange peel powder coating comprises the following steps:
1) setting the temperature of a far infrared electric heating 2000L reaction kettle provided with a stirring device, a vertical condenser and a horizontal condenser at 270 ℃, and starting heating; sequentially feeding 700 kg of waste ethylene glycol residue broken materials, 35 kg of waste PEN plastic broken materials, 50 kg of neopentyl glycol, 100 kg of diethylene glycol and 1 kg of ethylene glycol antimony; after two hours, the temperature is raised to 160 ℃, the stirring device is started at 20-30r/min, the temperature at the top of the vertical condenser is controlled not to exceed 105 ℃, the temperature is continuously raised to 260-270 ℃ for reaction for 3-5 hours, and the ester exchange chemical reaction and the alcoholysis reaction are completed until the plastic is molten and transparent; cooling to 190 ℃ with 180 ℃ with hot water, adding 50 kg of trimellitic anhydride, 50 kg of adipic acid and 0.5 kg of monobutyl tin oxide, 3.5 kg of AT168 antioxidant and 1.5 kg of AT10 antioxidant, heating AT 260 ℃, controlling the temperature AT the top of the vertical condenser to be not more than 105 ℃, introducing nitrogen for esterification reaction for 3-4 hours, and then adding 50 kg of trimellitic anhydride; carrying out polycondensation for 1-2 hours under the protection of vacuum nitrogen at 0.04-0.07Mpa, cooling a small amount of low molecular hydrate generated by esterification and polycondensation through a horizontal condenser, collecting the low molecular hydrate, cooling the mixture to 190 ℃ at 180 ℃, adding 1.5 kg of tetrabutylammonium bromide, 110g of phthalocyanine blue and 110g of phthalocyanine red, and stirring at the speed of 75r/min for reacting for 1-1.5 hours; measuring the acid value of the resin to be 45-55mgKOH/g, the viscosity to be 3000-5000mPa.s/200 ℃, the glass transition temperature Tg to be 51 ℃, ending the reaction, cooling to be 150-160 ℃, filtering, discharging to a flaker and forming into 1-2cm sheets to obtain the white transparent saturated polyester resin.
2) Weighing 150 kg of saturated polyester resin obtained in step 1), 100 kg of epoxy resin, 85 kg of high-temperature resistant pigment, 100 kg of high-temperature resistant filler, 3.5 kg of wetting agent, 1.5 kg of BBM resin and 1.5 kg of polytetrafluoroethylene wax powder, feeding the mixture into a mixer, mixing for 4-5 minutes, melting and extruding the mixture by a sand streak screw extruder with the temperature of a region I being 105 ℃ and the temperature of a region II being 115 ℃, cooling the extruded product by a tablet press, primarily crushing the extruded product into 1-2cm, feeding the product into an ACM high-speed mill for milling, controlling the particle size of the powder by feeding speed, and passing through a 160-mesh rotary screen to obtain a finished orange streak powder coating product with the particle size of 35-50 micrometers, wherein the high-temperature resistant pigment is anatase type titanium dioxide; the high-temperature resistant filler is a mixture of bentonite and mica powder (the weight ratio is 1: 2); the wetting agent is a brightener 701.
Example 3
A preparation method of orange peel powder coating comprises the following steps:
1) setting the temperature of a far infrared electric heating 2000L reaction kettle provided with a stirring device, a vertical condenser and a horizontal condenser at 270 ℃, and starting heating; 650 kg of waste ethylene glycol residue broken materials, 60 kg of waste PEN plastic broken materials, 50 kg of neopentyl glycol, 150 kg of diethylene glycol and 1.1 kg of zinc acetate are sequentially fed; after two hours, the temperature is raised to 160 ℃, the stirring device is started at 20-30r/min, the temperature at the top of the vertical condenser is controlled not to exceed 105 ℃, the temperature is continuously raised to 260-270 ℃ for reaction for 3-5 hours, and the ester exchange chemical reaction and the alcoholysis reaction are completed until the plastic is molten and transparent; cooling to 180-190 ℃, adding 70 kg of trimellitic anhydride, 50 kg of adipic acid and 0.5 kg of monobutyl tin oxide, 3.5 kg of AT168 antioxidant and 1.5 kg of AT10 antioxidant, controlling the temperature AT the top of the vertical condenser to be not more than 105 ℃, introducing nitrogen for esterification reaction for 3-4 hours, and then adding 80 kg of trimellitic anhydride; carrying out polycondensation for 1-2 hours under the protection of vacuum nitrogen at 0.04-0.07Mpa, cooling a small amount of low molecular hydrate generated by esterification and polycondensation through a horizontal condenser, collecting the low molecular hydrate, cooling the materials to 190 ℃ at 180 ℃, adding 1.5 kg of benzyltriethylammonium chloride, 110g of phthalocyanine blue and 110g of phthalocyanine red, and stirring at the speed of 75r/min for reaction for 1-1.5 hours; measuring the acid value of the resin to be 45-55mgKOH/g, the viscosity to be 4000-7000mPa.s/200 ℃, and the glass transition temperature Tg to be 56 ℃, finishing the reaction, cooling to 150-160 ℃, filtering, discharging to a flaker, and forming into 1-2cm sheets to obtain the white semitransparent saturated polyester resin.
2) Weighing 150 kg of 1) obtained saturated polyester resin, 100 kg of epoxy resin, 85 kg of high-temperature resistant pigment, 100 kg of high-temperature resistant filler, 3.5 kg of wetting agent, 1.5 kg of BBM resin and 1.5 kg of polytetrafluoroethylene wax powder into a mixer, melting and extruding the mixture by a sand-textured screw extruder with a temperature of 105 ℃ in a region I and a temperature of 115 ℃ in a region II after mixing for 4 to 5 minutes, cooling the extruded product by a tablet press, primarily crushing the extruded product into 1 to 2cm, feeding the product into an ACM high-speed mill to mill the powder, controlling the particle size of the powder by feeding speed, and passing through a 160-mesh rotary screen to obtain a finished orange-textured powder coating product with the particle size of 35 to 50 micrometers, wherein the high-temperature resistant pigment is a mixture of anatase titanium dioxide and high-pigment carbon black (weight ratio of 1: 0.2); the high-temperature resistant filler is precipitated barium sulfate; the wetting agent is a brightener 701.
Comparative example
Weighing 150 kg of standard polyester resin (Anhui sword SJ5A national standard thermosetting powder coating uses epoxy polyester mixed saturated polyester resin), 100 kg of epoxy resin, 85 kg of high temperature resistant pigment, 100 kg of high temperature resistant filler, 3.5 kg of wetting agent, 1.5 kg of BBM resin and 1.5 kg of polytetrafluoroethylene wax powder into a mixer, mixing for 4-5 minutes, melting and extruding by an embossing screw extruder with a region I temperature of 105 ℃ and a region II temperature of 115 ℃, cooling an extruded product by a tablet press, primarily crushing the extruded product into 1-2cm, conveying the obtained product to an ACM high-speed pulverizer for pulverizing, controlling the particle size of the powder by feeding speed, passing through a 160-mesh rotary screen mesh to obtain a finished orange-pattern powder coating with the particle size of 35-50 micrometers, wherein the high temperature resistant pigment is a mixture of anatase type titanium dioxide and high-pigment black (weight ratio is 1: 0.2); the high-temperature resistant filler is precipitated barium sulfate; the wetting agent is a brightener 701.
The powder coatings obtained in examples 1-3 and the comparative example were tested by the electrostatic spray coating method and baking and curing conditions, and the results are shown in the following table.
Test results for finished surface powder coatings
As can be seen from the above table, the orange-peel powder coating prepared from the waste ethylene glycol residue crushed material and the PEN waste plastic has basically the same various performances as the orange-peel powder coating prepared from the national standard epoxy polyester mixed polyester resin, can meet the coating requirements of metal art appearance, has stable quality and function and excellent decorative function, and can be widely applied to indoor coatings.
It should be understood that the above-mentioned embodiments of the present invention are only examples for clearly illustrating the present invention, and are not intended to limit the embodiments of the present invention, and it will be obvious to those skilled in the art that other variations or modifications may be made on the basis of the above description, and all embodiments may not be exhaustive, and all obvious variations or modifications may be included within the scope of the present invention.
Claims (7)
1. The saturated polyester resin is characterized by comprising the following raw materials in percentage by mass:
52-70% of waste ethylene glycol residue crushed material, 3.5-10% of waste PEN plastic crushed material, 4-14% of neopentyl glycol, 4-14% of diethylene glycol, 2-5% of adipic acid, 5-15% of trimellitic anhydride, 0.1-0.2% of esterification catalyst, 0.2-0.5% of AT168 antioxidant, 0.1-0.2% of AT10 antioxidant, 0.1-0.2% of curing accelerator, 0.005-0.015% of phthalocyanine blue and 0.005-0.015% of phthalocyanine red;
the preparation method of the saturated polyester resin comprises the following steps:
1) adding waste ethylene glycol residue crushed materials, waste PEN plastic crushed materials, neopentyl glycol, diethylene glycol and a part of esterification catalyst into a reactor, and reacting for 3-5 hours at the temperature of 260-270 ℃ to complete ester exchange chemical reaction and alcoholysis reaction until the plastic is molten and transparent;
2) cooling to 180-190 ℃, adding a part of trimellitic anhydride, adipic acid, the rest of esterification catalyst, AT168 antioxidant and AT10 antioxidant, introducing nitrogen AT 260 ℃ for esterification reaction for 3-4 hours, adding the rest of trimellitic anhydride, and then carrying out polycondensation for 1-2 hours under the protection of vacuum nitrogen of 0.04-0.07 Mpa;
3) cooling to 190 ℃ below zero, adding the curing accelerator, phthalocyanine blue and phthalocyanine red, and stirring for reaction for 1-1.5 hours to obtain the white transparent saturated polyester resin.
2. The saturated polyester resin of claim 1, wherein the esterification catalyst is one or two of zinc acetate, ethylene glycol antimony, monobutyl tin oxide.
3. A saturated polyester resin according to claim 1, wherein said curing accelerator is cetostearyl amine, tetrabutylammonium bromide or benzyltriethylammonium chloride.
4. A process for the preparation of a saturated polyester resin according to any of claims 1 to 3, comprising the steps of:
1) adding waste ethylene glycol residue crushed materials, waste PEN plastic crushed materials, neopentyl glycol, diethylene glycol and a part of esterification catalyst into a reactor, and reacting for 3-5 hours at the temperature of 260-270 ℃ to complete ester exchange chemical reaction and alcoholysis reaction until the plastic is molten and transparent;
2) cooling to 180-190 ℃, adding a part of trimellitic anhydride, adipic acid, the rest of esterification catalyst, AT168 antioxidant and AT10 antioxidant, introducing nitrogen AT 260 ℃ for esterification reaction for 3-4 hours, adding the rest of trimellitic anhydride, and then carrying out polycondensation for 1-2 hours under the protection of vacuum nitrogen of 0.04-0.07 Mpa;
3) cooling to 190 ℃ below zero, adding the curing accelerator, phthalocyanine blue and phthalocyanine red, and stirring for reaction for 1-1.5 hours to obtain the white transparent saturated polyester resin.
5. The method for preparing a saturated polyester resin according to claim 4, comprising the steps of:
1) a far-infrared electric heating reaction kettle provided with a stirring device and a vertical condenser is used as a reactor, waste ethylene glycol residue crushed materials, waste PEN plastic crushed materials, neopentyl glycol, diethylene glycol and a part of esterification catalyst are sequentially put into the reaction kettle, the temperature is raised to 160 ℃ within 2 hours, the mixture is stirred at the speed of 20-30r/min, the top temperature of the vertical condenser is controlled not to exceed 105 ℃, the temperature is continuously raised to 260-phase and 270 ℃ for reaction for 3-5 hours, and the ester exchange chemical reaction and the alcoholysis reaction are completed until the plastic is molten and transparent;
2) cooling to 190 ℃ AT 180 ℃, adding a part of trimellitic anhydride, adipic acid, the rest of esterification catalyst, AT168 antioxidant and AT10 antioxidant, heating AT 260 ℃ AT 250 ℃, controlling the top temperature of the vertical condenser not to exceed 105 ℃, introducing nitrogen for esterification reaction for 3-4 hours, adding the rest of trimellitic anhydride, and performing polycondensation for 1-2 hours under the protection of vacuum nitrogen AT 0.04-0.07 Mpa;
3) cooling to 190 ℃ and adding the curing accelerator, phthalocyanine blue and phthalocyanine red into the mixture, and stirring the mixture at the speed of 75r/min for reaction for 1 to 1.5 hours to prepare the white transparent saturated polyester resin.
6. Orange-peel powder coating comprising a saturated polyester resin according to any one of claims 1 to 3 or a saturated polyester resin obtained by a process according to any one of claims 4 to 5, characterized in that it comprises, in mass percent, the following raw materials:
25-35% of saturated polyester resin, 17-27% of epoxy resin, 0.4-0.6% of BBM resin, 15-25% of high-temperature resistant pigment, 17-27% of high-temperature resistant filler, 0.5-1% of wetting agent and 0.1-0.2% of polytetrafluoroethylene wax powder;
the high-temperature resistant pigment is one or a mixture of more than two of coating rutile titanium dioxide, anatase titanium dioxide and high-pigment carbon black;
the high-temperature resistant filler is one or a mixture of more than two of calcium carbonate, precipitated barium sulfate, bentonite and mica powder;
the wetting agent is a brightener 701.
7. The method of preparing an orange-peel powder coating of claim 6, comprising the steps of: and (2) putting the saturated polyester resin, the epoxy resin, the BBM resin, the high-temperature-resistant pigment, the high-temperature-resistant filler, the wetting agent and the polytetrafluoroethylene wax powder into a mixer, melting and extruding through an extruder, cooling through a tablet press, and grinding through a grinding mill to obtain the orange-peel powder coating.
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| CN110760241B (en) * | 2019-11-11 | 2023-07-21 | 河北晨阳工贸集团有限公司 | Orange-peel anti-slip coating and preparation method thereof |
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