CN115572521A - Yellowing-resistant ultraviolet curing coating and preparation method thereof - Google Patents
Yellowing-resistant ultraviolet curing coating and preparation method thereof Download PDFInfo
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- CN115572521A CN115572521A CN202211098961.1A CN202211098961A CN115572521A CN 115572521 A CN115572521 A CN 115572521A CN 202211098961 A CN202211098961 A CN 202211098961A CN 115572521 A CN115572521 A CN 115572521A
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- acrylic resin
- yellowing
- titanium dioxide
- nano titanium
- modified bisphenol
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- 238000000576 coating method Methods 0.000 title claims abstract description 57
- 238000004383 yellowing Methods 0.000 title claims abstract description 56
- 239000011248 coating agent Substances 0.000 title claims abstract description 53
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 claims abstract description 72
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 70
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 70
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 51
- 239000004593 Epoxy Substances 0.000 claims abstract description 44
- 239000006185 dispersion Substances 0.000 claims abstract description 43
- 239000002994 raw material Substances 0.000 claims abstract description 41
- 239000007788 liquid Substances 0.000 claims abstract description 30
- 239000003085 diluting agent Substances 0.000 claims abstract description 29
- 229920000728 polyester Polymers 0.000 claims abstract description 26
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000000945 filler Substances 0.000 claims abstract description 13
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 12
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 claims description 43
- 238000002156 mixing Methods 0.000 claims description 35
- -1 aliphatic modified bisphenol Chemical class 0.000 claims description 24
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 claims description 22
- 229910002011 hydrophilic fumed silica Inorganic materials 0.000 claims description 22
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims description 21
- DTGKSKDOIYIVQL-MRTMQBJTSA-N Isoborneol Natural products C1C[C@@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-MRTMQBJTSA-N 0.000 claims description 21
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 claims description 21
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 20
- 239000002270 dispersing agent Substances 0.000 claims description 15
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 13
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 claims description 9
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 5
- 239000002518 antifoaming agent Substances 0.000 claims description 5
- 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 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 239000004814 polyurethane Substances 0.000 claims description 5
- 229920002635 polyurethane Polymers 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical group O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 4
- 229920000098 polyolefin Polymers 0.000 claims description 3
- 239000000725 suspension Substances 0.000 claims description 3
- 230000032683 aging Effects 0.000 abstract description 3
- 230000009286 beneficial effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003973 paint Substances 0.000 description 17
- 238000001132 ultrasonic dispersion Methods 0.000 description 16
- 230000000694 effects Effects 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- OIHZYOFSMBHUPD-UHFFFAOYSA-N 2,6-dihydroxy-2,6-dimethyl-3,5-diphenylheptan-4-one Chemical compound CC(C)(O)C(C(=O)C(c1ccccc1)C(C)(C)O)c1ccccc1 OIHZYOFSMBHUPD-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 1
- 206010051246 Photodermatosis Diseases 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000008365 aromatic ketones Chemical group 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012949 free radical photoinitiator Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 230000008845 photoaging Effects 0.000 description 1
- 238000006303 photolysis reaction Methods 0.000 description 1
- 230000015843 photosynthesis, light reaction Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C09D163/10—Epoxy resins modified by unsaturated compounds
-
- 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
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- 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
- C09D5/004—Reflecting paints; Signal 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
- C09D5/32—Radiation-absorbing 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
- 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
- C09D7/70—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
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2237—Oxides; Hydroxides of metals of titanium
- C08K2003/2241—Titanium dioxide
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
-
- 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
Abstract
The invention is suitable for the technical field of coatings, and provides a yellowing-resistant ultraviolet curing coating which comprises the following raw materials in percentage by weight: 30-55% of modified bisphenol A epoxy acrylic resin, 10-25% of polyester acrylic resin, 5-22% of an acrylate active diluent, 0.3-1% of an auxiliary agent, 1-6% of a photoinitiator, 5-25% of a nano titanium dioxide dispersion liquid and 5-20% of a filler. The invention also provides a preparation method of the yellowing-resistant ultraviolet curing coating, which comprises the steps of sequentially adding the modified bisphenol A epoxy acrylic resin, the polyester acrylic resin, the acrylate reactive diluent, the auxiliary agent, the photoinitiator, the nano titanium dioxide dispersion liquid and the filler, and then dispersing at a high speed. The hardness, impact strength, heat resistance, yellowing resistance and adhesiveness after film formation are effectively improved by adopting the modified bisphenol A epoxy acrylic resin; the compounded photoinitiator system is beneficial to preventing the coating from yellowing; the nano titanium dioxide dispersion liquid can improve the ageing resistance and yellowing resistance.
Description
Technical Field
The invention belongs to the technical field of coatings, and particularly relates to a yellowing-resistant ultraviolet curing coating and a preparation method thereof.
Background
The ultraviolet curing coating is widely applied to surface coating of articles such as wood, metal, plastic, paper and the like, has the advantages of high efficiency, energy conservation, low VOC and the like, but has certain defects, so that the ultraviolet curing coating is easy to yellow and the application of the colorless light curing coating is limited. The main reasons of yellowing are three, firstly, the molecular structure of an aromatic ring structure is changed after the aromatic ring structure is heated, a stronger conjugated structure is generated, a chromophoric group is generated, and yellowing is caused; the photoinitiator system causes that the photoinitiator with a part of conjugated aromatic ketone structure can be rearranged into a product with a chromogenic group in the ultraviolet radiation cracking process, and the active amine co-initiator in the co-initiator has a strong yellowing tendency in the reaction process; and thirdly, photo-aging, wherein a cross-linked network of a paint film is degraded to generate a colored photolysis product.
In the prior art, the yellowing resistance is improved by generally adopting methods of reducing the use of oligomers containing aromatic ring structures, adding ultraviolet absorbers and the like, but the aging resistance and the yellowing resistance of a paint film in the using process are still not ideal.
Disclosure of Invention
An object of an embodiment of the present invention is to provide a yellowing-resistant uv curable coating, which aims to solve the problems in the background art.
The embodiment of the invention is realized in such a way that the yellowing-resistant ultraviolet curing coating comprises the following raw materials in percentage by weight:
30-55% of modified bisphenol A epoxy acrylic resin, 10-25% of polyester acrylic resin, 5-22% of acrylate reactive diluent, 0.3-1% of auxiliary agent, 1-6% of photoinitiator, 5-25% of nano titanium dioxide dispersion liquid and 5-20% of filler.
Preferably, the material comprises the following raw materials in percentage by weight:
35-50% of modified bisphenol A epoxy acrylic resin, 12-20% of polyester acrylic resin, 8-20% of acrylate reactive diluent, 0.3-0.5% of auxiliary agent, 2.5-5% of photoinitiator, 10-20% of nano titanium dioxide dispersion liquid and 10-15% of filler.
Preferably, the modified bisphenol a epoxy acrylic resin is one of aliphatic modified bisphenol a epoxy acrylic resin, alicyclic modified bisphenol a epoxy acrylic resin and polyurethane modified bisphenol a epoxy acrylic resin.
Preferably, the acrylate reactive diluent is a mixture of tripropylene glycol diacrylate, isoborneol acrylate, and hexanediol diacrylate.
Preferably, the assistant is at least one of a leveling agent and a defoaming agent;
the filler is talcum powder.
Preferably, the photoinitiator is a compound system of 1-hydroxy-cyclohexyl-phenyl ketone and methyl benzoylformate.
Preferably, the nano titanium dioxide dispersion liquid comprises the following raw materials in parts by weight:
10 to 20 percent of nano titanium dioxide, 0.5 to 2 percent of hydrophilic fumed silica, 0.5 to 5 percent of hyperdispersant and the balance of hexanediol diacrylate.
Preferably, the nano titanium dioxide is rutile type nano titanium dioxide;
the hyperdispersant is a dispersant containing a low polarity polyolefin chain.
Preferably, the preparation method of the nano titanium dioxide dispersion liquid comprises the following steps:
mixing the hyper-dispersant and hexanediol diacrylate, adding nano titanium dioxide and hydrophilic fumed silica, and dispersing at high speed to obtain a pre-dispersion liquid;
and (3) dispersing the pre-dispersion liquid by ultrasonic to prepare a stable suspension, namely the nano titanium dioxide dispersion liquid.
Another object of the embodiment of the present invention is to provide a preparation method of a yellowing-resistant uv curable coating, wherein modified bisphenol a epoxy acrylic resin, polyester acrylic resin, acrylate reactive diluent, auxiliary agent, photoinitiator, nano titanium dioxide dispersion liquid, and filler are sequentially added, and then dispersed at a high speed.
According to the yellowing-resistant ultraviolet curing coating provided by the embodiment of the invention, the hardness, impact strength, heat resistance, yellowing resistance and adhesiveness after film forming are effectively improved by adopting the modified bisphenol A epoxy acrylic resin;
the compound photoinitiator system has a synergistic effect when receiving irradiation, can improve the initiation efficiency, and meanwhile, the methyl benzoylformate is less prone to generating chromophoric groups when being subjected to ultraviolet radiation cracking, so that the coating is prevented from yellowing;
the rutile type nano titanium dioxide belongs to a cubic crystal, has high chemical stability, excellent acid-base resistance and light-heat resistance, the particle size of the rutile type nano titanium dioxide is 20-50nm, the transparency is high, the transparency of a paint film is not influenced, the rutile type nano titanium dioxide is stably and uniformly dispersed in the paint film after film forming, the shielding effect of the coating on ultraviolet rays is improved by utilizing the blocking effect of the rutile type nano titanium dioxide on reflection and absorption of ultraviolet rays with medium waves and long waves, the degradation of a macromolecular chain is prevented, and the generation of free radicals is reduced, so that the effect of improving ageing resistance and yellowing resistance is achieved.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
The yellowing-resistant ultraviolet curing coating comprises the following raw materials in percentage by weight:
30-55% of modified bisphenol A epoxy acrylic resin, 10-25% of polyester acrylic resin, 5-22% of acrylate reactive diluent, 0.3-1% of auxiliary agent, 1-6% of photoinitiator, 5-25% of nano titanium dioxide dispersion liquid and 5-20% of filler.
Wherein the modified bisphenol A epoxy acrylic resin is one of aliphatic modified bisphenol A epoxy acrylic resin, alicyclic modified bisphenol A epoxy acrylic resin and polyurethane modified bisphenol A epoxy acrylic resin;
both aliphatic and cycloaliphatic modifications provide similar resistance to yellowing, but cycloaliphatic provides better stiffness and impact resistance than aliphatic; the same effect can be achieved by utilizing polyurethane modification, but the price is higher, the practicability is not strong, and therefore, the alicyclic modified bisphenol A epoxy acrylic resin is preferably selected;
the alicyclic modified bisphenol A epoxy acrylic resin is generated by the reaction of alicyclic epoxy resin and acrylate under the catalytic action of tetramethylammonium chloride, and compared with bisphenol A epoxy acrylic resin, the alicyclic modified bisphenol A epoxy acrylic resin has high compressive strength and tensile strength, and excellent high-temperature resistance and yellowing resistance;
the auxiliary agent is at least one of a leveling agent and an antifoaming agent, the leveling agent is a leveling agent commonly used in the coating, preferably EFKA3777, and the antifoaming agent is an antifoaming agent commonly used in the coating, preferably TEGO920;
the filler is talcum powder, particularly talcum powder with silicon dioxide content of more than 63 percent, and has higher infrared ray resistance;
wherein the photoinitiator is a compound system of 1-hydroxy-cyclohexyl-phenyl ketone and methyl benzoylformate;
the photoinitiator generally adopted by the transparent coating system belongs to a cracking type free radical photoinitiator, such as 2-hydroxy-2-methyl-1-phenyl-1-propyl ketone, 1-hydroxy-cyclohexyl-phenyl ketone, methyl benzoylformate and the like, and is cracked when receiving energy, free radicals generated by the methyl benzoylformate have higher activity than the first two, the photoinitiation efficiency is obviously higher, meanwhile, benzoyl free radicals generated by the 2-hydroxy-2-methyl-1-phenyl-1-propyl ketone are rephotographed, added and the like to generate a product with a conjugated structure of a colored group, the methyl benzoylformate does not have the phenomenon, a curing light source used by the transparent coating system is mainly a high-pressure mercury lamp, and the light wavelength is mainly concentrated at 365nm; the absorption peaks of the 1-hydroxy-cyclohexyl-phenyl ketone adopted in the embodiment of the invention are 246nm,280nm and 333nm, and the absorption peaks of the methyl benzoylformate is 255nm and 325nm, and the optimal selection suitable for the system is obtained by screening the compounding ratio of the two photoinitiators, so that the system has a synergistic effect when receiving irradiation, the initiation efficiency can be improved, and meanwhile, the methyl benzoylformate adopted is less prone to generate chromophoric groups when receiving ultraviolet radiation for cracking, and the coating is favorably not yellowed;
wherein the nano titanium dioxide dispersion liquid comprises the following raw materials in parts by weight:
10-20% of nano titanium dioxide, 0.5-2% of hydrophilic fumed silica, 0.5-5% of a hyperdispersant and the balance of hexanediol diacrylate, wherein the nano titanium dioxide is rutile nano titanium dioxide, the particle size of the rutile nano titanium dioxide is 20-50nm, the chemical stability is high, the rutile nano titanium dioxide has excellent acid-base resistance and light-heat resistance, the rutile nano titanium dioxide is uniformly distributed in a paint film after film forming, and plays a role in blocking reflection and absorption of ultraviolet rays of medium waves and long waves, and meanwhile, the rutile nano titanium dioxide can transmit visible light due to small particle size without influencing the transparency of the paint film, the hyperdispersant is a macromolecular dispersant with a special branched structure containing a low-polarity polyolefin chain, and has the functions of quickly, fully wetting and uniformly dispersing in a dispersing medium for the nonpolar nano titanium dioxide;
the preparation method of the nano titanium dioxide dispersion liquid comprises the following steps:
mixing the hyper-dispersant and hexanediol diacrylate, adding nano titanium dioxide and hydrophilic fumed silica, and dispersing at high speed for 20-40min to obtain pre-dispersion liquid;
and (3) ultrasonically dispersing the pre-dispersion liquid for 0.8-1.5h to prepare a stable suspension, namely the nano titanium dioxide dispersion liquid.
A yellowing-resistant ultraviolet curing coating is prepared by the following steps: weighing modified bisphenol A epoxy acrylic resin, polyester acrylic resin, acrylate reactive diluent, auxiliary agent, photoinitiator, nano titanium dioxide dispersion liquid and filler, adding the materials in sequence, and dispersing the materials at high speed for 25-40 min.
Specific implementations of the present invention are described in detail below with reference to specific embodiments.
Example 1
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 46.5% of alicyclic modified bisphenol A epoxy acrylic resin, 15% of polyester acrylic resin, 10% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the components is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein the nano titanium dioxide dispersion (10 g) was prepared as follows: mixing 0.5 wt% of hyperdispersant and 89 wt% of hexanediol diacrylate, adding 10 wt% of nano titanium dioxide and 0.5 wt% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
Example 2
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 46.5% of alicyclic modified bisphenol A epoxy acrylic resin, 12% of polyester acrylic resin, 8% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the three components is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein the nano titanium dioxide dispersion (20 g) was prepared as follows: mixing 0.5 wt% of hyper-dispersant and 89 wt% of hexanediol diacrylate, adding 10 wt% of nano titanium dioxide and 0.5 wt% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
Example 3
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 45.5% of alicyclic modified bisphenol A epoxy acrylic resin, 12% of polyester acrylic resin, 13% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein the nano titanium dioxide dispersion (15 g) was prepared as follows: mixing 3 wt% of hyperdispersant and 76 wt% of hexanediol diacrylate, adding 20 wt% of nano titanium dioxide and 1 wt% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
Example 4
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 43.5% of alicyclic modified bisphenol A epoxy acrylic resin, 12% of polyester acrylic resin, 10% of acrylate reactive diluent (3% of a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the three components is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein, the nano titanium dioxide dispersion liquid (20 g) is prepared as follows: mixing 3 wt% of hyperdispersant and 76 wt% of hexanediol diacrylate, adding 20 wt% of nano titanium dioxide and 1 wt% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
Example 5
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 30% of alicyclic modified bisphenol A epoxy acrylic resin, 20% of polyester acrylic resin, 18% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the tripropylene glycol diacrylate to the mixture is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 25 min;
wherein, the nano titanium dioxide dispersion liquid (15 g) is prepared as follows: mixing 5 wt% of hyper-dispersant and 75 wt% of hexanediol diacrylate, adding 18 wt% of nano titanium dioxide and 2 wt% of hydrophilic fumed silica, dispersing at high speed for 20min, and performing ultrasonic dispersion for 1.5 h.
Example 6
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 35% of alicyclic modified bisphenol A epoxy acrylic resin, 25% of polyester acrylic resin, 10% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 40 min;
wherein, the nano titanium dioxide dispersion liquid (12 g) is prepared as follows: mixing 3 wt% of hyper-dispersant and 77 wt% of hexanediol diacrylate, adding 19 wt% of nano titanium dioxide and 1 wt% of hydrophilic fumed silica, dispersing at high speed for 40min, and performing ultrasonic dispersion for 0.8 h.
Example 7
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 50% of alicyclic modified bisphenol A epoxy acrylic resin, 10% of polyester acrylic resin, 5% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the tripropylene glycol diacrylate to the isoborneol acrylate to the hexanediol diacrylate is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein the nano titanium dioxide dispersion (15 g) was prepared as follows: mixing 3% of hyperdispersant and 75% of hexanediol diacrylate, adding 20% of nano titanium dioxide and 2% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
Example 8
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 55% of alicyclic modified bisphenol A epoxy acrylic resin, 10% of polyester acrylic resin, 10% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 25 min;
wherein the nano titanium dioxide dispersion (9 g) was prepared as follows: mixing 3 wt% of hyper-dispersant and 85 wt% of hexanediol diacrylate, adding 10 wt% of nano titanium dioxide and 2 wt% of hydrophilic fumed silica, dispersing at high speed for 20min, and performing ultrasonic dispersion for 1.5 h.
Example 9
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 40% of alicyclic modified bisphenol A epoxy acrylic resin, 25% of polyester acrylic resin, 15% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the tripropylene glycol diacrylate to the isoborneol acrylate to the hexanediol diacrylate is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 25 min;
wherein the nano titanium dioxide dispersion (5 g) was prepared as follows: mixing 5 wt% of hyper-dispersant and 73 wt% of hexanediol diacrylate, adding 20 wt% of nano titanium dioxide and 2 wt% of hydrophilic fumed silica, dispersing at high speed for 20min, and performing ultrasonic dispersion for 1.5 h.
Example 10
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 40% of alicyclic modified bisphenol A epoxy acrylic resin, 18% of polyester acrylic resin, 22% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 25 min;
wherein the nano titanium dioxide dispersion (5 g) was prepared as follows: mixing 5 wt% of hyper-dispersant and 73 wt% of hexanediol diacrylate, adding 20 wt% of nano titanium dioxide and 2 wt% of hydrophilic fumed silica, dispersing at high speed for 20min, and performing ultrasonic dispersion for 1.5 h.
Example 11
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 30% of alicyclic modified bisphenol A epoxy acrylic resin, 10% of polyester acrylic resin, 20% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the tripropylene glycol diacrylate to the isoborneol acrylate to the hexanediol diacrylate is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 25 min;
wherein the nano titanium dioxide dispersion (25 g) was prepared as follows: mixing 5 wt% of hyperdispersant and 73 wt% of hexanediol diacrylate, adding 20 wt% of nano titanium dioxide and 2 wt% of hydrophilic fumed silica, dispersing at high speed for 20min, and performing ultrasonic dispersion for 1.5 h.
Example 12
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 35% of alicyclic modified bisphenol A epoxy acrylic resin, 15% of polyester acrylic resin, 20% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 25 min;
wherein the nano titanium dioxide dispersion (5 g) was prepared as follows: mixing 5 wt% of hyper-dispersant and 73 wt% of hexanediol diacrylate, adding 20 wt% of nano titanium dioxide and 2 wt% of hydrophilic fumed silica, dispersing at high speed for 20min, and performing ultrasonic dispersion for 1.5 h.
Example 13
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 49.5% of aliphatic modified bisphenol A epoxy acrylic resin, 15% of polyester acrylic resin, 10% of an acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein, the nano titanium dioxide dispersion liquid (10 g) is prepared as follows: mixing 0.5 wt% of hyperdispersant and 89 wt% of hexanediol diacrylate, adding 10 wt% of nano titanium dioxide and 0.5 wt% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
Example 14
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 49.5% of polyurethane modified bisphenol A epoxy acrylic resin, 15% of polyester acrylic resin, 10% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein, the nano titanium dioxide dispersion liquid (10 g) is prepared as follows: mixing 0.5 wt% of hyper-dispersant and 89 wt% of hexanediol diacrylate, adding 10 wt% of nano titanium dioxide and 0.5 wt% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
And (3) performance testing:
comparative example 1 (comparison with example 3, to compare the Effect of the Nano-Titania Dispersion in the coating)
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 45.5% of alicyclic modified bisphenol A epoxy acrylic resin, 12% of polyester acrylic resin, 13% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the three components is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
among them, a fumed silica dispersion (15 g) was prepared as follows: mixing 3% of hyperdispersant and 87% of hexanediol diacrylate, adding 10% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
Comparative example 2 (comparison with example 3, to compare the Effect of photoinitiators in coatings)
A yellowing-resistant ultraviolet curing coating (calculated by 100 g) comprises the following raw materials in percentage by weight: 45.5% of alicyclic modified bisphenol A epoxy acrylic resin, 12% of polyester acrylic resin, 13% of acrylate reactive diluent (a mixture of tripropylene glycol diacrylate, isoborneol acrylate and hexanediol diacrylate, the mixing ratio of the acrylate reactive diluent to the mixture is 3;
the preparation method comprises sequentially adding the above raw materials, and dispersing at high speed for 30 min;
wherein, the nano titanium dioxide dispersion liquid (15 g) is prepared as follows: mixing 3% of hyperdispersant and 76% of hexanediol diacrylate, adding 20% of nano titanium dioxide and 1% of hydrophilic fumed silica, dispersing at high speed for 30min, and performing ultrasonic dispersion for 1 h.
The coatings prepared in examples 1 to 4 and comparative examples 1 to 2 were respectively coated on white ceramic tiles, the coating thicknesses were all 50 μm, a high-pressure mercury lamp was used as a light source, the curing energy was 400mJ/cm2, and the hardness and yellowing resistance of the paint films were tested after curing;
wherein the hardness test is carried out by using a pencil hardness tester according to the requirements of standard GB/T6739-2006 'paint film hardness determination by a colored paint and varnish pencil method', and the hardness of the paint film is determined by taking the condition that no visible scratch or scratch exists on the surface of the paint film;
the yellowing resistance test is carried out according to the requirements of a standard GB/T23983-2009 yellowing resistance test method for woodware coating, a UVA (340) lamp is used as a light source, a test plate is placed under test conditions to meet the requirements that the temperature of the test plate is (60 +/-3) DEG C, the irradiance is 0.68W/m & lt 2 & gt, continuous illumination exposure is carried out for 168 hours, after the experiment is finished, a color difference meter is used for measuring the color change, the unit Delta E of the color change value is smaller, and the smaller the measured value is, the better the yellowing resistance is;
the test results are obtained as shown in table 1:
TABLE 1
| Hardness of | △E* | |
| Example 1 | 3H | 0.47 |
| Example 2 | 3H | 0.39 |
| Example 3 | 4H | 0.31 |
| Example 4 | 4H | 0.25 |
| Comparative example 1 | 3H | 0.82 |
| Comparative example 2 | 1H | 1.19 |
As can be seen from the data of examples 1-4 and comparative example 1 in Table 1, the paint film containing rutile type nano titanium dioxide has the obvious effects of shielding ultraviolet rays and slowing down the yellowing degree of the paint film, and meanwhile, the addition of the nano material improves the volume filling density in the coating and effectively improves the hardness of the paint film;
as can be seen from the data of examples 1-4 and comparative example 2 in Table 1, the influence of the compounded photoinitiator on the bonding property of the crosslinking density of the paint film effectively improves the hardness of the paint film and has an obvious effect on the yellowing property of the paint film.
The above description is intended to be illustrative of the preferred embodiment of the present invention and should not be taken as limiting the invention, but rather, the intention is to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the invention.
Claims (10)
1. The yellowing-resistant ultraviolet curing coating is characterized by comprising the following raw materials in percentage by weight:
30-55% of modified bisphenol A epoxy acrylic resin, 10-25% of polyester acrylic resin, 5-22% of acrylate active diluent, 0.3-1% of auxiliary agent, 1-6% of photoinitiator, 5-25% of nano titanium dioxide dispersion liquid and 5-20% of filler.
2. The yellowing-resistant UV-curable coating according to claim 1, comprising the following raw materials in percentage by weight:
35-50% of modified bisphenol A epoxy acrylic resin, 12-20% of polyester acrylic resin, 8-20% of an acrylate active diluent, 0.3-0.5% of an auxiliary agent, 2.5-5% of a photoinitiator, 10-20% of a nano titanium dioxide dispersion liquid and 10-15% of a filler.
3. The yellowing-resistant ultraviolet-curable coating according to claim 1, wherein the modified bisphenol a epoxy acrylic resin is one of aliphatic modified bisphenol a epoxy acrylic resin, alicyclic modified bisphenol a epoxy acrylic resin, and polyurethane modified bisphenol a epoxy acrylic resin.
4. The yellowing-resistant UV-curable coating according to claim 1, wherein the acrylate reactive diluent is a mixture of tripropylene glycol diacrylate, isoborneol acrylate, and hexanediol diacrylate.
5. The yellowing-resistant UV-curable coating according to claim 1, wherein the auxiliary agent is at least one of a leveling agent and a defoaming agent;
the filler is talcum powder.
6. The yellowing-resistant ultraviolet-curable coating according to claim 1, wherein the photoinitiator is a compound system of 1-hydroxy-cyclohexyl-phenyl ketone and methyl benzoylformate.
7. The yellowing-resistant ultraviolet-curable coating as claimed in claim 1, wherein the nano titanium dioxide dispersion comprises the following raw materials in parts by weight:
10 to 20 percent of nano titanium dioxide, 0.5 to 2 percent of hydrophilic fumed silica, 0.5 to 5 percent of hyper-dispersant, and the balance of hexanediol diacrylate.
8. The yellowing-resistant UV-curable coating according to claim 7, wherein the nano titanium dioxide is rutile nano titanium dioxide;
the hyperdispersant is a dispersant containing a low polarity polyolefin chain.
9. The yellowing-resistant UV-curable coating according to claim 7, wherein the nano titanium dioxide dispersion is prepared by the following steps:
mixing the hyper-dispersant and hexanediol diacrylate, adding nano titanium dioxide and hydrophilic fumed silica, and dispersing at high speed to obtain a pre-dispersion liquid;
and (3) dispersing the pre-dispersion liquid by ultrasonic to prepare a stable suspension, namely the nano titanium dioxide dispersion liquid.
10. The preparation method of the yellowing-resistant ultraviolet-curable coating according to any one of claims 1 to 9, wherein the modified bisphenol a epoxy acrylic resin, the polyester acrylic resin, the acrylate reactive diluent, the auxiliary agent, the photoinitiator, the nano titanium dioxide dispersion liquid and the filler are sequentially added and dispersed at a high speed.
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