CN116285649B - Matte UV (ultraviolet) photo-curing coating and preparation method thereof - Google Patents
Matte UV (ultraviolet) photo-curing coating and preparation method thereof Download PDFInfo
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- CN116285649B CN116285649B CN202310290111.XA CN202310290111A CN116285649B CN 116285649 B CN116285649 B CN 116285649B CN 202310290111 A CN202310290111 A CN 202310290111A CN 116285649 B CN116285649 B CN 116285649B
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- 238000000576 coating method Methods 0.000 title claims abstract description 57
- 239000011248 coating agent Substances 0.000 title claims abstract description 54
- 238000002360 preparation method Methods 0.000 title abstract description 10
- 238000000016 photochemical curing Methods 0.000 title abstract description 8
- 239000000178 monomer Substances 0.000 claims abstract description 27
- -1 acrylic ester Chemical class 0.000 claims abstract description 22
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229910021485 fumed silica Inorganic materials 0.000 claims abstract description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 10
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 6
- 229920002635 polyurethane Polymers 0.000 claims abstract description 6
- 239000004814 polyurethane Substances 0.000 claims abstract description 6
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 3
- 239000002994 raw material Substances 0.000 claims abstract description 3
- 150000001412 amines Chemical class 0.000 claims description 10
- 239000003999 initiator Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 6
- 239000004698 Polyethylene Substances 0.000 claims description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 6
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 6
- 229910052753 mercury Inorganic materials 0.000 claims description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 6
- 229920000573 polyethylene Polymers 0.000 claims description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 6
- 239000003377 acid catalyst Substances 0.000 claims description 5
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 4
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 239000000080 wetting agent Substances 0.000 claims description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 claims description 2
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 claims description 2
- 239000013530 defoamer Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 2
- HZXJVDYQRYYYOR-UHFFFAOYSA-K scandium(iii) trifluoromethanesulfonate Chemical compound [Sc+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F HZXJVDYQRYYYOR-UHFFFAOYSA-K 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- JPJIEXKLJOWQQK-UHFFFAOYSA-K trifluoromethanesulfonate;yttrium(3+) Chemical compound [Y+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F JPJIEXKLJOWQQK-UHFFFAOYSA-K 0.000 claims description 2
- 230000037303 wrinkles Effects 0.000 claims description 2
- 239000000843 powder Substances 0.000 abstract description 8
- 230000008033 biological extinction Effects 0.000 abstract description 5
- 238000001723 curing Methods 0.000 description 16
- 239000001993 wax Substances 0.000 description 9
- 125000005396 acrylic acid ester group Chemical group 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 239000000463 material Substances 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group 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
- 238000003848 UV Light-Curing Methods 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 3
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000004062 sedimentation Methods 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000007866 anti-wear additive Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000035900 sweating Effects 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- JFGVTUJBHHZRAB-UHFFFAOYSA-N 2,6-Di-tert-butyl-1,4-benzenediol Chemical compound CC(C)(C)C1=CC(O)=CC(C(C)(C)C)=C1O JFGVTUJBHHZRAB-UHFFFAOYSA-N 0.000 description 1
- UXKQNCDDHDBAPD-UHFFFAOYSA-N 4-n,4-n-diphenylbenzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 UXKQNCDDHDBAPD-UHFFFAOYSA-N 0.000 description 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- LXCJGJYAOVCKLO-UHFFFAOYSA-N n-cyclohexyl-n-hydroxynitrous amide Chemical compound O=NN(O)C1CCCCC1 LXCJGJYAOVCKLO-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 1
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a matte UV (ultraviolet) light-cured coating and a preparation method thereof, wherein the matte UV light-cured coating comprises the following raw materials in parts by weight: 40-60 parts of polyurethane acrylate resin, 30-50 parts of acrylate monomer and 1-5 parts of fumed silica, wherein the acrylate monomer contains hydroxyl and a cyclic structure; according to the invention, the acrylic ester monomer with a specific structure is added into the matte UV photo-curing coating, so that the extinction efficiency of the fumed silica is improved, and the problem that the fumed silica powder is not easy to settle is solved.
Description
Technical Field
The invention belongs to the field of coatings, and particularly relates to a matte UV (ultraviolet) photo-curing coating and a preparation method thereof.
Background
The UV matte coating is a decorative functional surface coating, is smooth and fine, has strong skin feel, has a matte surface, has extremely low glossiness and scratch resistance, greatly improves the texture of a product, and is a novel surface material.
The UV matte coating generally adopts fumed silica as matting powder, but the matting efficiency of the fumed silica matting powder is low, powder is easy to settle, hard precipitate which is difficult to disperse is easy to form, on one hand, the reduction of the matting efficiency is aggravated, and on the other hand, the powder settling causes poor matting effect of the coating.
In the prior art, the problem that fumed silica is easy to settle is usually solved by using wax, and common waxes include polyethylene wax, polypropylene wax, fischer-Tropsch wax and the like, but the common waxes such as polyethylene wax, polypropylene wax, fischer-Tropsch wax and the like have low compatibility with UV light-cured coating resin and monomers, and can not well solve the problems of low extinction efficiency and poor extinction effect.
Therefore, the low extinction efficiency of fumed silica and the easiness of sedimentation of powder are problems to be solved urgently.
Disclosure of Invention
Aiming at the defects of the prior art, the invention discloses a matte UV light-cured coating, which improves the extinction efficiency of fumed silica and solves the problem that fumed silica powder is not easy to settle by adding an acrylate monomer with a specific structure into the matte UV light-cured coating.
The invention aims to provide a matte UV (ultraviolet) light-cured coating, which comprises the following raw materials in parts by weight: 40-60 parts of polyurethane acrylate resin, 30-50 parts of acrylate monomer and 1-5 parts of fumed silica, wherein the acrylate monomer contains hydroxyl and a cyclic structure.
Preferably, the structural formula of the acrylic ester monomer is shown as formula (I):
the coating of the polyurethane acrylic acid ester system is easy to yellow and the coating hardness is not high, the acrylic acid ester monomer with the structure of formula (I) is added into the matte UV photo-curing coating, the acrylic acid ester monomer contains long chain, hydroxyl and six-membered ring structure, the hydroxyl in the acrylic acid ester monomer has hydrogen bond effect with silicon hydroxyl on the surface of the fumed silica, and the fumed silica with the hydrogen bond effect with the acrylic acid ester monomer is dispersed under the drive of the long chain of the acrylic acid ester monomer in the curing process of the acrylic acid ester monomer, so that the occurrence of poor matte effect caused by sedimentation of the fumed silica is prevented, the reduction of the coating hardness caused by sedimentation of the fumed silica is prevented, and the six-membered ring rigid structure in the acrylic acid ester monomer enhances the hardness of the matte UV photo-curing coating.
Preferably, the fumed silica has a particle size of 20-100nm.
Preferably, the matte UV light-cured coating further comprises 4-6 parts of photoinitiator and 5-10 parts of active amine co-initiator.
Preferably, the photoinitiator is selected from at least one of 2,4, 6-trimethylbenzoyl diphenyl phosphine oxide, bis- (2, 4, 6-trimethylbenzoyl) phenyl phosphine oxide, 1-hydroxycyclohexyl phenyl ketone, diphenyl ketone, 2-hydroxy-2-methyl-1-phenyl-1-acetone.
Preferably, the active amine co-initiator is selected from at least one of triethanolamine, triisopropanolamine, methyldiethanolamine.
The active amine initiator has good promoting effect on photoinitiator and also has the effect of overcoming oxygen inhibition on free radical polymerization. However, the active amine auxiliary initiator is easy to migrate from the inside to the surface of the photo-curing material after curing, so that the phenomenon of sweating or frosting is caused, and the acrylate monomer containing a hydroxyl structure selected by the invention has hydrogen bond effect with the active amine auxiliary initiator, so that the active amine auxiliary initiator is prevented from migrating from the inside to the surface of the photo-curing material after curing, and the phenomenon of sweating or frosting caused by the active amine auxiliary initiator is solved.
Preferably, the matte UV light-cured coating further comprises 3-5 parts of an antiwear additive selected from the group consisting of polyethylene micropowder, erucamide and polydimethylsiloxane.
Preferably, the weight ratio of the polyethylene micro powder to the erucamide to the polydimethylsiloxane is 1:1-2:2-3.
Preferably, the matte UV light-cured coating further comprises 0-20 parts of talcum powder, 0.1-1.5 parts of wetting agent and 0.1-1.5 parts of defoaming agent.
Preferably, the talc has a particle size of 1-15um.
Preferably, the wetting agent is at least one selected from polyether modified polydimethylsiloxane copolymer and succinate block copolymer.
Preferably, the defoamer is selected from the group consisting of basf FoamStarPB 2941, basoff FoamStar->At least one of PB 2922.
The invention also aims to provide a preparation method of the acrylic ester monomer, which comprises the following steps:
mixing the compound shown in the formula (II), dipentaerythritol dissolved in a solvent, a strong acid catalyst and a polymerization inhibitor, heating for reaction, and separating and purifying a crude product to obtain an acrylic ester monomer;
the structural formula of the compound of the formula (II) is shown as follows:
preferably, the molar ratio of the compound of formula (II) to dipentaerythritol is from 2 to 3:1.
Preferably, the strong acid catalyst is at least one selected from p-toluenesulfonic acid, methanesulfonic acid, boron trifluoride diethyl ether, scandium triflate and yttrium triflate.
Preferably, the polymerization inhibitor is at least one selected from hydroquinone, methyl hydroquinone, tert-butyl hydroquinone, 2, 6-di-tert-butyl hydroquinone, N' -diphenyl-p-phenylenediamine, phenothiazine, N-nitroso-cyclohexyl hydroxylamine.
Preferably, the solvent is at least one selected from chloroform, dichloromethane, tetrahydrofuran, toluene.
Preferably, the temperature-rising reaction is to raise the temperature to 50-100 ℃ for 4-8 hours.
Preferably, the mole ratio of the dipentaerythritol, the strong acid catalyst and the polymerization inhibitor is 1:0.005-0.01:0.001-0.005.
The invention also aims at providing a preparation method of the matte UV light-cured coating, which comprises the following steps:
mixing polyurethane acrylic resin, acrylic monomer, fumed silica, photoinitiator, active amine auxiliary initiator, antiwear assistant, wetting agent, defoaming agent and optional talcum powder, and stirring to obtain the matte UV light-cured coating.
The invention also provides a curing process of the matte UV light curing coating, which comprises the following steps of:
and (3) coating the matte UV light-cured coating on a substrate, pre-curing the LED lamp, curing the UV wrinkle lamp, and re-curing the UV mercury lamp.
Preferably, the coating is one of screen printing, roll coating, and curtain coating.
Preferably, the light source of the LED lamp is at least one of the light sources of LED365nm, LED385nm, LED395nm and LED405 nm.
Preferably, the curing energy of the LED lamp is 20mj-2000mj.
Preferably, the light source of the UV wrinkling lamp is a 254nm light source.
Preferably, the power of the UV winker lamp is 30W or 36W.
Preferably, the curing energy of the UV mercury lamp is 100mj-1000mj.
According to the invention, the LED pre-curing-low-wavelength UV wrinkling lamp surface wrinkling-UV mercury lamp curing three-step method is adopted to sequentially and step exposure and curing, an expensive 172nm excimer lamp and high-purity nitrogen are not needed, the manufacturing cost is greatly reduced, the uniform wrinkling surface is obtained, the surface coating is smooth and fine, the skin feel is strong, the glossiness is extremely low, the scraping resistance is realized, and the texture of the product is greatly improved.
Detailed Description
In order to better understand the technical solutions of the present invention, the following description will clearly and completely describe the technical solutions of the embodiments of the present invention in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the present invention without making any inventive effort, shall fall within the scope of the present invention.
The urethane acrylate resin B-412ST is selected from Guangdong Boxing New Material technology Co., ltd;
the photoinitiator TPO 2,4, 6-trimethylbenzoyl diphenyl phosphine oxide is selected from Tianjin Sunday New Material Co.Ltd;
the fumed silica UV70C is selected from PQ company.
Example 1: preparation of acrylate monomer:
the compound of formula (II) (20 mmol), dipentaerythritol (10 mmol) dissolved in 100mL tetrahydrofuran, p-toluenesulfonic acid (0.08 mmol) and hydroquinone (0.03 mmol) were mixed and reacted at 65℃for 6 hoursThe crude product is put into a water bath with the temperature of 45 ℃ for rotary evaporation, and the crude product is subjected to silica gel column under the condition that the eluent is ethyl acetate and petroleum ether (v/v) =1:8, so as to obtain the acrylic ester monomer with the structure shown in the formula (I); nuclear magnetic data is characterized as 1 H-NMR(CDCl 3 ,400M-Hz),δ(ppm):6.48(d,2H,CH 2 ),6.10(t,2H,CH),5.83-5.80(m,4H,CH 2 ),4.81(m,1H,CH),4.55-4.32(m,7H,CH 2 and OH),3.83-3.78(m,5H,CH and CH 2 ),3.39(s,10H,CH 2 ),2.04(m,1H,CH),1.79-1.38(m,6H,CH 2 )。
The structural formulas of the compounds of the formula (I) and the formula (II) are shown as follows:
preparation of a matte UV light-cured coating:
table 1. Composition of the matt UV light curable coating in parts by weight.
Preparation of a matte UV light-cured coating: according to the preparation method, polyurethane acrylic resin B-412ST, acrylic monomers, fumed silica, a photoinitiator, triethanolamine, an antiwear additive, a defoaming agent 6800, a polyether modified polydimethylsiloxane copolymer and talcum powder are mixed according to the following formula 1, and the mixture is dispersed for 20-30 minutes by a high-speed dispersing machine at the intensity of 500-1000 rpm to obtain the matte UV light-cured coating.
The curing process of the matte UV light curing coating comprises the following steps:
the matte UV light-cured coatings prepared in examples 2 to 4 and comparative examples 1 to 5 were respectively screen-printed onto a wood board by 200 mesh, pre-cured by a 365nm LED lamp with a curing energy of 100mj, wrinkled on the surface of a 254nm UV wrinkled lamp with a power of 36w, and then cured by a UV mercury lamp with a curing energy of 600mj to obtain a coating.
Comparative example 6: a curing process of a matte UV light curing coating.
The matte UV light-cured coating prepared in example 3 was screen-printed onto a wood board by 200 mesh, wrinkled on the surface of a 254nm UV wrinkled lamp with a power of 36w, and then cured by a UV mercury lamp with a curing energy of 600mj to obtain a coating.
Performance test of matte UV photo-cured coating: the cured matt UV light curable coating was tested.
The method for determining yellowing resistance is described in GB1865-1997.
The method for measuring the hardness of a coating film is described in GB6739-1996.
The method of determining the wear resistance is described in GB1768-1989.
Table 2. Results of the performance test of the matt UV curable coatings of examples 2-4 and comparative examples 1-6.
As can be seen from Table 2, the matte UV light-cured coating prepared by the invention has the advantages of no yellowing, high hardness, good wear resistance and the like.
Finally, it should be noted that the above-mentioned embodiments are only for illustrating the technical solution of the present invention and not for limiting the same, and although the present invention has been described in detail with reference to the above-mentioned embodiments, it should be understood by those skilled in the art that modifications and equivalents may be made to the specific embodiments of the present invention after reading the present specification, and these modifications and variations do not depart from the scope of the invention as claimed in the pending claims.
Claims (8)
1. The matte UV light-cured coating is characterized by comprising the following raw materials in parts by weight: 40-60 parts of polyurethane acrylate resin, 30-50 parts of acrylate monomer, 1-5 parts of fumed silica, 4-6 parts of photoinitiator and 5-10 parts of active amine auxiliary initiator, wherein the acrylate monomer contains hydroxyl and a cyclic structure, and the active amine auxiliary initiator is at least one of triethanolamine, triisopropanolamine and methyldiethanolamine;
the structural formula of the acrylic ester monomer is shown as the formula (I):
2. the matte UV light curable coating of claim 1 further comprising 3-5 parts of an antiwear aid selected from the group consisting of polyethylene fines, erucamide and polydimethylsiloxane.
3. The matte UV curable coating of claim 2 wherein the weight ratio of polyethylene fines, erucamide and polydimethylsiloxane is 1:1 to 2:2 to 3.
4. The matte UV curable coating of claim 3 wherein the matte UV curable coating further comprises 0-20 parts talc, 0.1-1.5 parts wetting agent and 0.1-1.5 parts defoamer.
5. The matte UV light curable coating of claim 1 wherein the method of preparing the acrylate monomer comprises the steps of: mixing the compound shown in the formula (II), dipentaerythritol dissolved in a solvent, a strong acid catalyst and a polymerization inhibitor, heating for reaction, and separating and purifying a crude product to obtain an acrylic ester monomer;
the structural formula of the compound of the formula (II) is shown as follows:
6. the matte UV curable coating of claim 5 wherein the molar ratio of the compound of formula (ii) to dipentaerythritol is from 2 to 3:1.
7. The matte UV light curable coating of claim 5 wherein the strong acid catalyst is selected from at least one of p-toluene sulfonic acid, methyl sulfonic acid, boron trifluoride diethyl ether, scandium triflate, yttrium triflate.
8. A curing process of the matt UV curable coating according to any of claims 1 to 7, characterized by the following steps:
and (3) coating the matte UV light-cured coating on a substrate, pre-curing the LED lamp, curing the UV wrinkle lamp, and re-curing the UV mercury lamp.
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| CN105623337A (en) * | 2016-03-23 | 2016-06-01 | 珠海市佳伟力环保科技有限公司 | Waterborne radiation curable coating decorative plate and preparation method thereof |
| CN114181354A (en) * | 2021-12-20 | 2022-03-15 | 杭州之江有机硅化工有限公司 | UV (ultraviolet) photocuring composition with low moisture vapor transmission rate and preparation method thereof |
| CN115109474A (en) * | 2021-03-17 | 2022-09-27 | 浙江佑谦特种材料有限公司 | Water-based UV (ultraviolet) curing matte coating and preparation method and application thereof |
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| CN105623337A (en) * | 2016-03-23 | 2016-06-01 | 珠海市佳伟力环保科技有限公司 | Waterborne radiation curable coating decorative plate and preparation method thereof |
| CN115109474A (en) * | 2021-03-17 | 2022-09-27 | 浙江佑谦特种材料有限公司 | Water-based UV (ultraviolet) curing matte coating and preparation method and application thereof |
| CN114181354A (en) * | 2021-12-20 | 2022-03-15 | 杭州之江有机硅化工有限公司 | UV (ultraviolet) photocuring composition with low moisture vapor transmission rate and preparation method thereof |
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