CN112143320B - Ultraviolet-curing acrylic resin water-based paint and preparation method thereof - Google Patents
Ultraviolet-curing acrylic resin water-based paint and preparation method thereof Download PDFInfo
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- CN112143320B CN112143320B CN202011019414.0A CN202011019414A CN112143320B CN 112143320 B CN112143320 B CN 112143320B CN 202011019414 A CN202011019414 A CN 202011019414A CN 112143320 B CN112143320 B CN 112143320B
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- acrylic resin
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- based paint
- ultraviolet
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 42
- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 39
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 38
- 239000003973 paint Substances 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- 238000000576 coating method Methods 0.000 claims abstract description 18
- 239000011248 coating agent Substances 0.000 claims abstract description 15
- 239000002518 antifoaming agent Substances 0.000 claims abstract description 10
- 239000002270 dispersing agent Substances 0.000 claims abstract description 10
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 10
- 239000000945 filler Substances 0.000 claims abstract description 10
- 238000001035 drying Methods 0.000 claims abstract description 7
- 239000000843 powder Substances 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 15
- TVNYWNNQZMBEGJ-UHFFFAOYSA-N SC(=S)SC=C Chemical compound SC(=S)SC=C TVNYWNNQZMBEGJ-UHFFFAOYSA-N 0.000 claims description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- KLDJNCWDBIOYDM-UHFFFAOYSA-N (4-methyl-2-oxochromen-7-yl) 2-methylprop-2-enoate Chemical compound CC1=CC(=O)OC2=CC(OC(=O)C(=C)C)=CC=C21 KLDJNCWDBIOYDM-UHFFFAOYSA-N 0.000 claims description 8
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical group CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims description 7
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical group [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 claims description 7
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical group CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 claims description 7
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 6
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 6
- 239000013067 intermediate product Substances 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 claims description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 5
- -1 polydimethylsiloxane Polymers 0.000 claims description 5
- 239000005995 Aluminium silicate Substances 0.000 claims description 4
- 235000012211 aluminium silicate Nutrition 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 4
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000010445 mica Substances 0.000 claims description 4
- 229910052618 mica group Inorganic materials 0.000 claims description 4
- 239000012046 mixed solvent Substances 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 3
- MONMFXREYOKQTI-UHFFFAOYSA-N 2-bromopropanoic acid Chemical compound CC(Br)C(O)=O MONMFXREYOKQTI-UHFFFAOYSA-N 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 claims description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
- CGKQZIULZRXRRJ-UHFFFAOYSA-N Butylone Chemical compound CCC(NC)C(=O)C1=CC=C2OCOC2=C1 CGKQZIULZRXRRJ-UHFFFAOYSA-N 0.000 claims description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 3
- 239000012295 chemical reaction liquid Substances 0.000 claims description 3
- 238000004440 column chromatography Methods 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 239000012074 organic phase Substances 0.000 claims description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical class [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 9
- 239000000853 adhesive Substances 0.000 abstract description 7
- 230000001070 adhesive effect Effects 0.000 abstract description 7
- 239000003960 organic solvent Substances 0.000 abstract description 6
- 230000008901 benefit Effects 0.000 abstract description 5
- 239000003795 chemical substances by application Substances 0.000 abstract description 4
- 229920000587 hyperbranched polymer Polymers 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 230000009467 reduction Effects 0.000 abstract description 3
- 238000010276 construction Methods 0.000 abstract description 2
- 231100000956 nontoxicity Toxicity 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- RBNPOMFGQQGHHO-UHFFFAOYSA-N glyceric acid Chemical compound OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 229940051841 polyoxyethylene ether Drugs 0.000 description 2
- 229920000056 polyoxyethylene ether Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000002390 rotary evaporation Methods 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/70—Additives characterised by shape, e.g. fibres, flakes or microspheres
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2438/00—Living radical polymerisation
- C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2227—Oxides; Hydroxides of metals of aluminium
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The scheme relates to an ultraviolet curing acrylic resin water-based paint which is prepared from the following components in parts by weight: 50-60 parts of acrylic resin prepolymer, 1-3 parts of defoaming agent, 1-3 parts of emulsifier, 20-30 parts of filler, 2-4 parts of dispersant and 100 parts of water. According to the invention, the ultraviolet curing agent is directly grafted to the hyperbranched polymer structure, and can be cross-linked and cured in molecules to form a three-dimensional network structure, so that the curing efficiency is high; the curing reaction starts to be crosslinked and cured only under the irradiation of ultraviolet light, so that the performance of the final cured film is easy to control, and the construction difficulty of the coating is obviously reduced; the water is used for replacing an organic solvent, so that the method has the advantages of obvious environmental protection, no toxicity, high efficiency and cost reduction, and has obvious economic and social benefits; the water-based paint prepared by the invention has strong adhesive force, high surface drying speed and high paint film glossiness, and can be widely applied to coating of the surfaces of wooden products.
Description
Technical Field
The invention relates to the field of ultraviolet curing coatings, in particular to an ultraviolet curing acrylic resin water-based coating and a preparation method thereof.
Background
The coating has high decoration, durable protection and multiple functions, and is widely applied to various industries such as buildings, home decoration, automobiles and the like. The ultraviolet curing coating has the characteristics of energy conservation, air pollution reduction, high curing speed and the like, and is particularly suitable for coating base materials which cannot be heated. Compared with the traditional linear coating resin, the hyperbranched polymer has the characteristics of three-dimensional structure, a large number of end groups, no intramolecular and intermolecular chain entanglement and the like, can be quickly cured into a film under the radiation of ultraviolet light, and has good compatibility when being mixed with other functional group monomers.
However, most of the existing ultraviolet curing coatings are oil paint, a large amount of organic solvents such as toluene, ethyl acetate, butanone and the like are used, the organic solvents are volatilized and easily cause pollution to the environment, and most of the organic solvents are toxic and harmful to human bodies, animals and plants.
Disclosure of Invention
Aiming at the defects in the prior art, the invention aims to combine the hyperbranched technology and the ultraviolet curing coating to prepare the environment-friendly water-based coating.
In order to achieve the purpose, the invention provides the following technical scheme:
the ultraviolet curing acrylic resin water-based paint is prepared from the following components in parts by weight: 50-60 parts of acrylic resin prepolymer, 1-3 parts of defoaming agent, 1-3 parts of emulsifier, 20-30 parts of filler, 2-4 parts of dispersant and 100 parts of water; the acrylic resin prepolymer is prepared by polymerizing an acrylic monomer, vinyl trithiocarbonate, AIBN and 7-methacryloxy-4-methylcoumarin, wherein the vinyl trithiocarbonate is prepared by the following steps:
s1, sequentially adding palladium acetate, 2-bromopropionic acid and vinyl acetate into a reaction bottle, stirring at 90 ℃ for reaction for 24 hours, filtering the reaction liquid to remove the palladium acetate, washing an organic phase with a saturated potassium carbonate solution, drying with anhydrous sodium sulfate, and purifying an intermediate product by column chromatography;
s2, adding sodium hydroxide and a mixed solvent of acetone/THF into a reaction bottle, slowly dropwise adding 3-mercaptopropionic acid while stirring, dropwise adding an acetone solution of carbon disulfide, reacting for 10min after dropwise adding, then adding the intermediate product, reacting for 30min at room temperature, and purifying to obtain the vinyl trithiocarbonate.
Further, in the purification step in step S2, the reaction solution is subjected to rotary evaporation to remove the solvent, diluted with dichloromethane, washed with water and dried, and recrystallized in n-hexane to give yellow crystals, i.e., vinyltrithiocarbonate.
Further, the preparation method of the acrylic resin prepolymer comprises the following steps: putting vinyl trithiocarbonate, AIBN, acrylic monomers and 7-methacryloxy-4-methylcoumarin into a reaction bottle according to the molar ratio of 1:0.5: 20-200, adding 1, 4-dioxane, protecting with nitrogen, and reacting for 5 hours at 80 ℃.
Further, the acrylic monomer is selected from one of methyl methacrylate, methyl acrylate and butyl acrylate, and one of hydroxyethyl methacrylate, glycidyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate and acrylonitrile.
Further, the emulsifier is preferably one or more of sodium styrene sulfonate, polyoxypropylene glycerol ether and nonylphenol polyoxyethylene ether.
Further, the dispersant is preferably Amp-95 or Sufynol104 BC.
Further, the defoaming agent is preferably tributyl phosphate or polydimethylsiloxane.
Further, the filler is preferably one of mica powder, alumina powder, diatomite powder and kaolin.
The invention further provides a preparation method of the ultraviolet curing acrylic resin water-based paint, which comprises the following steps: adding the acrylic resin prepolymer, the defoaming agent, the emulsifier, the filler, the dispersant and water into a stirrer, and stirring at a stirring speed of 800-1200 rpm for 2 hours to obtain the ultraviolet curing acrylic resin water-based paint.
The hyperbranched polyacrylic resin is prepared by combining an SCVP method and an RAFT method, and meanwhile, 7-methacryloxy-4-methylcoumarin is grafted to a branched structure as an ultraviolet curing agent and can be cured in a crosslinking manner in molecules under the irradiation of ultraviolet light to form a compact crosslinked network structure.
The invention has the beneficial effects that: the invention adopts the combination of the SCVP method and the RAFT method to prepare the polyacrylate, the product has reaction activity, functional allyl monomers can be added in the polymerization process to prepare hyperbranched polymers with different functions, and the application range is wide; compared with the traditional ultraviolet light curing water-based paint, the ultraviolet light curing agent is directly grafted to the hyperbranched polymer structure, can be cross-linked and cured in molecules to form a three-dimensional network structure, and has high curing efficiency; the curing reaction starts to be crosslinked and cured only under the irradiation of ultraviolet light, so that the performance of the final cured film is easy to control, and the construction difficulty of the coating is obviously reduced; the water is used for replacing an organic solvent, so that the method has the advantages of obvious environmental protection, no toxicity, high efficiency and cost reduction, and has obvious economic and social benefits; the water-based paint prepared by the invention has strong adhesive force, can block water and air after being coated, has high surface drying speed and high paint film glossiness, and can be widely applied to coating of the surfaces of wooden products.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the following embodiments, and it should be understood that the described embodiments are some, but not all, embodiments of the present invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
In addition, the technical features involved in the different embodiments of the present invention described below may be combined with each other as long as they do not conflict with each other.
The implementation process comprises the following steps:
the ultraviolet curing acrylic resin water-based paint is prepared from the following components in parts by weight: 50-60 parts of acrylic resin prepolymer, 1-3 parts of defoaming agent, 1-3 parts of emulsifier, 20-30 parts of filler, 2-4 parts of dispersant and 100 parts of water; the acrylic resin prepolymer is prepared by polymerizing an acrylic monomer, vinyl trithiocarbonate, AIBN and 7-methacryloxy-4-methylcoumarin, wherein the vinyl trithiocarbonate is prepared by the following steps:
sequentially adding palladium acetate (0.04eq), 2-bromopropionic acid (10g) and vinyl acetate 60 ml into a reaction bottle, stirring at 90 ℃ for reacting for 24 hours, filtering the reaction liquid to remove the palladium acetate, washing an organic phase with a saturated potassium carbonate solution, drying with anhydrous sodium sulfate, and purifying an intermediate product by column chromatography;
adding 0.4g (10mmol) of sodium hydroxide and 10ml of acetone/THF mixed solvent (v/v 1:1) into a reaction bottle, slowly dropwise adding a solution of 1.06g (10mmol) of 3-mercaptopropionic acid in 10ml of the mixed solvent under stirring, dropwise adding a solution of 2.52g (33mmol) of carbon disulfide in 2ml of acetone after dropwise adding, reacting for 10min, then adding the intermediate product, reacting for 30min at room temperature, removing the solvent by rotary evaporation, diluting with dichloromethane, washing with water, drying, recrystallizing in n-hexane, and separating out yellow crystals, namely vinyl trithiocarbonate.
The preparation method of the acrylic resin prepolymer comprises the following steps: putting vinyl trithiocarbonate, AIBN, acrylic monomers and 7-methacryloxy-4-methylcoumarin into a reaction bottle according to the molar ratio of 1:0.5: 20-200, adding 1, 4-dioxane, reacting for 5 hours at 80 ℃ under the protection of nitrogen, and removing an organic solvent by reduced pressure distillation to obtain the acrylic resin prepolymer.
Wherein the acrylic monomer is selected from one of methyl methacrylate, methyl acrylate and butyl acrylate, and one of hydroxyethyl methacrylate, glycidyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate and acrylonitrile.
Wherein, the emulsifier is preferably one or more of sodium styrene sulfonate, polyoxypropylene glycerol ether and nonylphenol polyoxyethylene ether.
Wherein, the dispersant is preferably Amp-95 or Sufynol104 BC.
Wherein the defoaming agent is tributyl phosphate or polydimethylsiloxane.
Wherein, the filler is preferably one of mica powder, alumina powder, diatomite powder and kaolin.
The preparation method of the ultraviolet curing acrylic resin water-based paint comprises the following steps: adding the acrylic resin prepolymer, the defoaming agent, the emulsifier, 2-4 parts of the dispersant, the filler and water into a stirrer, and stirring at a stirring speed of 800-1200 rpm for 2 hours to obtain the ultraviolet curing acrylic resin water-based paint.
Example 1: the polymerization monomers are methyl methacrylate and hydroxyethyl methacrylate, and the dosage of each component is 50 parts of acrylic resin prepolymer, 1 part of tributyl phosphate, 1 part of sodium styrene sulfonate, 10 parts of mica powder, 10 parts of alumina powder and 100 parts of Amp-95 water.
Example 2: the polymerization monomers are methyl acrylate and hydroxyethyl methacrylate, and the dosage of each component is 55 parts of acrylic resin prepolymer, 1 part of tributyl phosphate, 1 part of sodium styrene sulfonate, 12 parts of diatomite powder, 9 parts of kaolin and 100 parts of Amp-95 water.
Example 3: the polymerization monomers are butyl acrylate and glycidyl methacrylate, and the dosage of each component is 60 parts of acrylic resin prepolymer, 1 part of tributyl phosphate, 1 part of sodium styrene sulfonate, 15 parts of diatomite powder, 10 parts of alumina powder and 100 parts of Amp-95 water.
Comparative example: the comparative example process is the same as the above example, except that 7-methacryloxy-4-methylcoumarin is not added in the polymerization process of the acrylic resin prepolymer, the polymerization monomers are methyl methacrylate and hydroxyethyl methacrylate, and the dosage of each component is 60 parts of the acrylic resin prepolymer, 1 part of tributyl phosphate, 1 part of sodium styrene sulfonate, 15 parts of diatomite powder, 10 parts of alumina powder and 100 parts of Amp-95 water.
Examining various technical indexes of the coatings of the examples 1-3 and the comparative example, the adhesive force is tested according to GB/T9286-1998, and the adhesive force is poor when the adhesive force is more than 2 grades; the hardness of the paint film is tested according to GB/T6739-2006, the water resistance is tested according to GB/T5209-1985, and the paint film has no abnormal appearance within 96 hours; the gloss was tested according to GB/T9754-2007; the VOC content was determined according to GB/T23985-2009.
The test data are recorded in table 1, and it can be known from the data in table 1 that the water-based paint prepared by the embodiment of the invention has the advantages of high drying speed, strong adhesive force and hardness, good water resistance, high glossiness, low VOC content and good environmental protection, and can be used for coating indoor wood. The light curing agent is not grafted in the prepolymer of the comparative example, but is additionally added in the process of preparing the coating, so that the performance of the coating is relatively weakened, and the indexes such as adhesive force, hardness and the like are reduced to different degrees.
TABLE 1
While embodiments of the invention have been disclosed above, it is not limited to the applications listed in the description and the embodiments, which are fully applicable in all kinds of fields of application of the invention, and further modifications may readily be effected by those skilled in the art, so that the invention is not limited to the specific details without departing from the general concept defined by the claims and the scope of equivalents.
Claims (8)
1. The ultraviolet-curing acrylic resin water-based paint is characterized by being prepared from the following components in parts by weight: 50-60 parts of acrylic resin prepolymer, 1-3 parts of defoaming agent, 1-3 parts of emulsifier, 20-30 parts of filler, 2-4 parts of dispersant and 100 parts of water; wherein the emulsifier is sodium styrene sulfonate; the acrylic resin prepolymer is prepared by polymerizing an acrylic monomer, vinyl trithiocarbonate, AIBN and 7-methacryloxy-4-methylcoumarin, wherein the vinyl trithiocarbonate is prepared by the following steps:
s1, sequentially adding palladium acetate, 2-bromopropionic acid and vinyl acetate into a reaction bottle, stirring at 90 ℃ for reaction for 24 hours, filtering the reaction liquid to remove the palladium acetate, washing an organic phase with a saturated potassium carbonate solution, drying with anhydrous sodium sulfate, and purifying an intermediate product by column chromatography;
s2, adding sodium hydroxide and a mixed solvent of acetone/THF into a reaction bottle, slowly dropwise adding 3-mercaptopropionic acid while stirring, dropwise adding an acetone solution of carbon disulfide, reacting for 10min after dropwise adding, then adding the intermediate product, reacting for 30min at room temperature, and purifying to obtain the vinyl trithiocarbonate.
2. The UV-curable acrylic resin aqueous coating material of claim 1, wherein the purification step in step S2 is to spin-evaporate the reaction solution to remove the solvent, dilute the reaction solution with dichloromethane, wash the reaction solution with water, dry the reaction solution, recrystallize the reaction solution in n-hexane, and separate out yellow crystals, i.e., vinyltrithiocarbonate.
3. The ultraviolet-curable acrylic resin water-based paint as claimed in claim 1, wherein the preparation method of the acrylic resin prepolymer comprises the following steps: putting vinyl trithiocarbonate, AIBN, acrylic monomers and 7-methacryloxy-4-methylcoumarin into a reaction bottle according to the molar ratio of 1:0.5: 20-200, adding 1, 4-dioxane, protecting with nitrogen, and reacting for 5 hours at 80 ℃.
4. The UV-curable acrylic resin water-based paint according to claim 1, wherein the acrylic monomer is selected from one of methyl methacrylate, methyl acrylate and butyl acrylate, and one of hydroxyethyl methacrylate, glycidyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate and acrylonitrile.
5. The ultraviolet-curable acrylic resin water-based paint according to claim 1, wherein the dispersant is Amp-95 or Sufynol104 BC.
6. The ultraviolet-curable acrylic resin water-based paint according to claim 1, wherein the defoaming agent is tributyl phosphate or polydimethylsiloxane.
7. The ultraviolet-curable acrylic resin water-based paint according to claim 1, wherein the filler is one selected from mica powder, alumina powder, diatomite powder and kaolin.
8. The preparation method of the ultraviolet-curing acrylic resin water-based paint according to any one of claims 1 to 7, which is characterized by comprising the following steps: adding the acrylic resin prepolymer, the defoaming agent, the emulsifier, the filler, the dispersant and water into a stirrer, and stirring at a stirring speed of 800-1200 rpm for 2 hours to obtain the ultraviolet curing acrylic resin water-based paint.
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