CN114479547A - Nano-zirconia monomer type dispersion liquid, preparation method thereof and optical film - Google Patents
Nano-zirconia monomer type dispersion liquid, preparation method thereof and optical film Download PDFInfo
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- CN114479547A CN114479547A CN202210274643.XA CN202210274643A CN114479547A CN 114479547 A CN114479547 A CN 114479547A CN 202210274643 A CN202210274643 A CN 202210274643A CN 114479547 A CN114479547 A CN 114479547A
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- nano zirconia
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- zirconia
- dispersion
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- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 title claims abstract description 369
- 239000006185 dispersion Substances 0.000 title claims abstract description 157
- 239000000178 monomer Substances 0.000 title claims abstract description 121
- 239000007788 liquid Substances 0.000 title claims abstract description 62
- 239000012788 optical film Substances 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title abstract description 33
- 229920005989 resin Polymers 0.000 claims abstract description 54
- 239000011347 resin Substances 0.000 claims abstract description 54
- 239000003960 organic solvent Substances 0.000 claims abstract description 44
- 239000002270 dispersing agent Substances 0.000 claims abstract description 36
- 239000002994 raw material Substances 0.000 claims abstract description 29
- 238000002834 transmittance Methods 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 18
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 6
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 6
- 150000007524 organic acids Chemical class 0.000 claims description 6
- 235000005985 organic acids Nutrition 0.000 claims description 6
- VAZQKPWSBFZARZ-UHFFFAOYSA-N 2-(2-phenylphenoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1C1=CC=CC=C1 VAZQKPWSBFZARZ-UHFFFAOYSA-N 0.000 claims description 5
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical group CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical group OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 125000004185 ester group Chemical group 0.000 claims description 5
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 235000011054 acetic acid Nutrition 0.000 claims description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 4
- 125000003172 aldehyde group Chemical group 0.000 claims description 4
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 claims description 4
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 3
- XFJQZJBQLJFFRR-UHFFFAOYSA-N 2,3,4-trichloro-5,6-dihydrobenzo[b][1]benzoxepine Chemical compound ClC=1C(=C(C2=C(C1)OC1=C(C=CC=C1)CC2)Cl)Cl XFJQZJBQLJFFRR-UHFFFAOYSA-N 0.000 claims description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 3
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 3
- GSJNBCZKEUYYLK-UHFFFAOYSA-N [phenoxy(phenyl)methyl] prop-2-enoate Chemical compound C=1C=CC=CC=1C(OC(=O)C=C)OC1=CC=CC=C1 GSJNBCZKEUYYLK-UHFFFAOYSA-N 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- 229940116333 ethyl lactate Drugs 0.000 claims description 3
- 235000019253 formic acid Nutrition 0.000 claims description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 3
- 235000019260 propionic acid Nutrition 0.000 claims description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000004820 halides Chemical group 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 17
- 239000000463 material Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 6
- 239000010408 film Substances 0.000 description 5
- 230000005684 electric field Effects 0.000 description 4
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 3
- 238000002390 rotary evaporation Methods 0.000 description 3
- 229910001928 zirconium oxide Inorganic materials 0.000 description 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- 125000000777 acyl halide group Chemical group 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- -1 carbon alcohols Chemical class 0.000 description 2
- 239000002612 dispersion medium Substances 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- LGEJUGBHYJDUJO-UHFFFAOYSA-N 1,1'-biphenyl;methyl prop-2-enoate Chemical compound COC(=O)C=C.C1=CC=CC=C1C1=CC=CC=C1 LGEJUGBHYJDUJO-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000005392 carboxamide group Chemical group NC(=O)* 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 230000003631 expected effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 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
- 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
- C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
-
- 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
- C08K2003/2244—Oxides; Hydroxides of metals of zirconium
-
- 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
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- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Nonlinear Science (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Inorganic Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
Abstract
The invention provides a nano zirconia monomer type dispersion liquid, a preparation method thereof and an optical film, and relates to the technical field of zirconia. The nano zirconia monomer type dispersion liquid is mainly prepared from raw materials such as nano zirconia, an organic solvent, a dispersing agent, monomer resin and the like, wherein the surface of the nano zirconia monomer type dispersion liquid contains specific groups, and the specific types of the contained specific groups are limited, and under the matching action of the nano zirconia monomer type dispersion liquid, the organic solvent, the dispersing agent and the monomer resin, the nano zirconia monomer type dispersion liquid has high light transmittance, and the light transmittance can exceed 50% under the wavelength of 800 nm; meanwhile, the dielectric constant of the nano zirconia monomer type dispersion liquid is similar to that of the toughening resin, so that the nano zirconia monomer type dispersion liquid and the toughening resin can be uniformly mixed, and a foundation is provided for the subsequent preparation of an optical film. The invention also provides a preparation method of the nano zirconia monomer type dispersion liquid.
Description
Technical Field
The invention relates to the technical field of zirconia, in particular to a nano zirconia monomer type dispersion liquid, a preparation method thereof and an optical film.
Background
With the rapid development of modern information technology, people have increasingly growing demand on high-definition liquid crystal display screens, so that the performance requirements on optical film materials (such as zirconia monomer type dispersion liquid) of liquid crystal display screens are higher and higher, the materials are required to have higher refractive index and lower viscosity, and also required to have higher light transmittance, and after being mixed with toughening resin in downstream application, the materials have good compatibility so as to prepare optical films with higher definition.
In patent CN 104559181B, a solvent-based dispersion of zirconium oxide is modified, then a certain amount by mass of a silicone resin and a ketone or ether dispersion aid are added to the modified solvent-based dispersion, and the original solvent is removed by rotary evaporation to obtain a silicone resin composition of zirconium oxide, and finally the composition is coated with a film, and the film is heated to form a cured film. The obtained dispersion coating film and the obtained cured product film both have high refractive index and light transmittance. However, the final resin composition contains ketone or ether solvents, so that certain VOC emission exists, and certain influence is caused on the environment. Therefore, it is important to prepare a solvent-free nano zirconia monomer type dispersion with high light transmittance and good compatibility after being mixed with resin.
In view of the above, the present invention is particularly proposed.
Disclosure of Invention
The first object of the present invention is to provide a nano zirconia monomer type dispersion.
The second object of the present invention is to provide a method for preparing the above nano zirconia monomer type dispersion.
The third object of the present invention is to provide an optical film obtained by using the above nano zirconia monomer type dispersion.
In order to achieve the purpose, the technical scheme of the invention is as follows:
the invention provides a nano zirconia monomer type dispersion liquid which is mainly prepared from the following raw materials:
nano zirconia with a specific group on the surface, an organic solvent, a dispersant and monomer resin;
wherein the specific group comprises any one or a combination of at least two of a substituted siloxy group, an alpha, beta-unsaturated ester group, an acid halide group, an aldehyde group, an acetyl group, a butyraldehyde group, a phenyl group, a benzoate group, a benzyl group, a butyl group, a pentyl group or a heptyl group.
Further, on the basis of the above technical solution of the present invention, the nano zirconia having the specific group on the surface exists in the form of an aqueous dispersion, and the mass fraction of the nano zirconia having the specific group on the surface in the aqueous dispersion is 5 to 40%.
Further, on the basis of the above technical solution of the present invention, the organic solvent includes any one or a combination of at least two of organic acids, low carbon alcohols, esters, ethers, halogenated olefins or ketones, preferably includes organic acids;
preferably, the organic solvent comprises any one or a combination of at least two of formic acid, acetic acid, propionic acid, methanol, ethanol, propanol, n-butanol, ethylene glycol, propylene glycol, glycerol, ethyl acetate and ethyl lactate, dimethyl carbonate, diethyl ether, n-butyl ether, trichloroethylene, diphenyl ether, acetone, methyl ethyl ketone or methyl isobutyl ketone;
preferably, the mass of the organic solvent is 3 to 16 times of that of the nano zirconia with the specific group on the surface.
Further, on the basis of the technical scheme of the invention, the dispersant comprises any one or the combination of at least two of dispersants with the brands of BYK-106, DISPERBYK-110, DISPERBYK-2013, DISPERBYK-103 or BYK-9076;
preferably, the mass of the dispersing agent is 2-10% of the mass of the nano zirconia with the specific group on the surface.
Further, on the basis of the above technical scheme of the present invention, the monomer resin includes any one or a combination of at least two of phenoxybenzyl acrylate, biphenyl methyl acrylate, benzyl acrylate, or o-phenylphenoxyethyl acrylate;
preferably, the mass of the monomer resin is 10-150% of the mass of the nano zirconia with the specific group on the surface.
Further, on the basis of the technical scheme of the invention, the light transmittance of the nano zirconia monomer type dispersion liquid under the wavelength of 800nm is not less than 50%.
Further, on the basis of the technical scheme of the invention, the nano zirconia monomer type dispersion liquid can be mixed with the toughening resin in a certain proportion and then mutually dissolved;
the mass ratio of the nano zirconia monomer type dispersion liquid to the toughening resin is (1-19): 1, preferably 4: 1.
further, on the basis of the above technical solution of the present invention, the toughening resin includes D100.
The invention also provides a preparation method of the nano zirconia monomer type dispersion liquid, which comprises the following steps:
mixing the aqueous dispersion of the nano zirconia with the surface containing the specific group with an organic solvent, and then concentrating to remove water in the aqueous dispersion and disperse the nano zirconia with the surface containing the specific group in the organic solvent to obtain a nano zirconia solvent type dispersion;
mixing the nano zirconia solvent type dispersion liquid with a dispersant and monomer resin, and then removing the organic solvent in the nano zirconia solvent type dispersion liquid to obtain the nano zirconia monomer type dispersion liquid.
The invention also provides an optical film which is prepared by adopting the nano zirconia monomer type dispersion liquid.
Compared with the prior art, the invention has the following beneficial effects:
(1) the invention provides a nano zirconia monomer type dispersion liquid which is mainly prepared from raw materials such as nano zirconia with a specific group on the surface, an organic solvent, a dispersing agent, monomer resin and the like, wherein the specific type of the specific group on the surface of the nano zirconia with the specific group on the surface is limited, and the nano zirconia monomer type dispersion liquid has high light transmittance which can exceed 50% under the wavelength of 800nm under the matching action of the nano zirconia with the dispersing agent and the monomer resin; meanwhile, the dielectric constant of the nano zirconia monomer type dispersion liquid is similar to that of the toughening resin, so that the nano zirconia monomer type dispersion liquid and the toughening resin can be uniformly mixed, and a foundation is provided for the subsequent preparation of an optical film.
(2) The invention provides a preparation method of nano zirconia monomer type dispersion liquid, which comprises the steps of mixing water dispersion liquid of nano zirconia of which the surface contains specific groups with an organic solvent, replacing a dispersion medium in the water dispersion liquid with the organic solvent by concentration to obtain nano zirconia solvent type dispersion liquid, mixing the nano zirconia solvent type dispersion liquid with a dispersant and monomer resin, and removing the organic solvent in the nano zirconia solvent type dispersion liquid to obtain the nano zirconia monomer type dispersion liquid; the preparation method is simple to operate, the adopted equipment is conventional equipment, the safety is high, and the stable preparation of the nano zirconia monomer type dispersion liquid can be realized.
(3) The invention provides an optical film which is prepared by adopting the nano zirconia monomer type dispersion liquid. In view of the advantages of the nano-zirconia monomer dispersion, the prepared optical film has higher definition.
Detailed Description
Embodiments of the present invention will be described in detail below with reference to embodiments and examples, but those skilled in the art will understand that the following embodiments and examples are only illustrative of the present invention and should not be construed as limiting the scope of the present invention. Those who do not specify the conditions are performed according to the conventional conditions or the conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.
According to a first aspect of the present invention, there is provided a nano zirconia monomer type dispersion, which is mainly prepared from the following raw materials:
nano zirconia with a specific group on the surface, an organic solvent, a dispersant and monomer resin;
the specific group on the nano zirconia with the specific group on the surface comprises any one or the combination of at least two of substituted siloxy, alpha, beta-unsaturated ester group, acyl halide group, aldehyde group, acetyl group, butyraldehyde group, phenyl group, benzoate group, benzyl group, butyl group, pentyl group or heptyl group.
In the present invention, the term "nano zirconia having a specific group on the surface" means that the nano zirconia has a specific group on the surface thereof after a certain treatment.
The difference of the dielectric constant of the nano zirconia monomer type dispersion liquid and the dielectric constant of the toughening resin (such as D100) is within a certain range by limiting the specific type of the specific group contained in the surface.
The organic solvent is mainly used for dispersing the nano zirconia with specific groups on the surface.
The dispersing agent is added to fully disperse the nano zirconia with the surface containing specific groups into the monomer resin, which is beneficial to improving the dispersibility of the nano zirconia monomer type dispersion liquid.
The monomer resin is mainly used for dispersing the nano zirconia with the surface containing the specific group, and the specific type of the monomer resin is not limited, but the monomer resin is required to have good dispersing capacity for the nano zirconia with the surface containing the specific group.
The invention provides a nano zirconia monomer type dispersion liquid which is mainly prepared from raw materials such as nano zirconia with a specific group on the surface, an organic solvent, a dispersing agent, monomer resin and the like, wherein the specific type of the specific group contained on the surface of the nano zirconia with the specific group on the surface is limited, and the specific group is matched with the organic solvent, the dispersing agent and the monomer resin, so that the nano zirconia monomer type dispersion liquid has high light transmittance, and the light transmittance can exceed 50% under the wavelength of 800 nm; meanwhile, the dielectric constant of the nano zirconia monomer type dispersion liquid is similar to that of the toughening resin, so that the nano zirconia monomer type dispersion liquid and the toughening resin can be uniformly mixed, and a foundation is provided for the subsequent preparation of an optical film.
It should be noted that "comprising", "mainly made of … …" in the present invention means that it may include other raw materials in addition to the raw materials, which give different characteristics to the nano zirconia monomer type dispersion liquid. In addition, the terms "comprising," "made primarily of … …," and "made of … …," as used herein, are intended to be interchangeable.
As an alternative embodiment of the invention, the nano-zirconia with the specific groups on the surface exists in the form of aqueous dispersion, and the mass fraction of the nano-zirconia with the specific groups on the surface in the aqueous dispersion is 5-40%
The typical but not limiting mass fraction of nano zirconia with specific groups on the surface in the aqueous dispersion is 5%, 8%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38% or 40%.
By further defining the mass fraction of the nano zirconia having a specific group on the surface, the dispersion medium can be sufficiently replaced from water to the organic solvent.
As an alternative embodiment of the present invention, the organic solvent includes any one or a combination of at least two of organic acids, lower alcohols, esters, ethers, halogenated olefins or ketones, and preferably includes organic acids.
As an alternative embodiment of the present invention, the organic solvent includes any one or a combination of at least two of formic acid, acetic acid, propionic acid, methanol, ethanol, propanol, n-butanol, ethylene glycol, propylene glycol, glycerol, ethyl acetate and ethyl lactate, dimethyl carbonate, diethyl ether, n-butyl ether, trichloroethylene, diphenyl ether, acetone, methyl ethyl ketone or methyl isobutyl ketone.
As an alternative embodiment of the invention, the mass of the organic solvent is 3 to 16 times of that of the nano zirconia with the specific group on the surface.
The mass of the organic solvent is typically, but not limited to, 3 times, 5 times, 6 times, 8 times, 10 times, 12 times, 14 times, 15 times, or 16 times the mass of the nano zirconia having the specific group on the surface.
The organic solvent has good dispersing ability for the nano zirconia with specific groups on the surface by limiting the specific type and the using amount of the organic solvent.
Further optimization is made with respect to the specific type and amount of dispersant. As an alternative embodiment of the invention, the dispersant comprises any one of or a combination of at least two of dispersants available under the trade designations BYK-106, DISPERBYK-110, DISPERBYK-2013, DISPERBYK-103 or BYK-9076.
As for the amount of the dispersant, as an alternative embodiment of the present invention, the mass of the dispersant is 2 to 10% of the mass of the nano zirconia having a specific group on the surface.
The dispersant is typically, but not limited to, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, or 10% by mass of the nano zirconia having a specific group on the surface.
The monomer type dispersion liquid has high light transmittance through the limitation of the specific type and the using amount of the dispersing agent.
The specific type and amount of monomer resin may be further optimized.
As an alternative embodiment of the present invention, the monomer resin includes any one of or a combination of at least two of phenoxybenzyl acrylate (PBA), biphenylcarbinol acrylate (BPMA), benzyl acrylate (BZA), or o-phenylphenoxyethyl acrylate (OPPEA).
As an optional embodiment of the invention, the mass of the monomer resin is 10-150% of the mass of the nano zirconia with the specific group on the surface.
The mass of the monomer resin is typically, but not limited to, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 70%, 80%, 90%, 100%, 110%, 120%, 130%, 140%, or 150% by mass of the nano-zirconia having a specific group on the surface.
As an alternative embodiment of the present invention, the transmittance of the nano zirconia monomer dispersion at a wavelength of 800nm is not less than 50%.
As an optional embodiment of the invention, the nano zirconia monomer type dispersion liquid can be uniformly dissolved with the toughening resin after being mixed according to a certain proportion;
the mass ratio of the nano zirconia monomer type dispersion liquid to the toughening resin is (1-19): 1, preferably 4: 1.
the nano zirconia monomer dispersion and toughening resin are typically, but not limited to, in a mass ratio of 1: 1. 2: 1. 3: 1. 4: 1. 5: 1. 6: 1. 8: 1. 10: 1. 12: 1. 13: 1. 14: 1. 15: 1. 16: 1. 18: 1 or 19: 1.
as an alternative embodiment of the present invention, the toughening resin includes D100.
According to the second aspect of the present invention, there is also provided a method for preparing the above nano zirconia monomer type dispersion, comprising the steps of:
mixing the aqueous dispersion of the nano zirconia with the surface containing the specific group with an organic solvent, and then concentrating to remove water in the aqueous dispersion and disperse the nano zirconia with the surface containing the specific group in the organic solvent to obtain a nano zirconia solvent type dispersion;
mixing the nano zirconia solvent type dispersion liquid with a dispersant and monomer resin, and then removing the organic solvent in the nano zirconia solvent type dispersion liquid to obtain the nano zirconia monomer type dispersion liquid.
The preparation method is simple to operate, and the adopted equipment is conventional equipment, so that the safety is high.
As an alternative embodiment of the invention, the mode of concentration is rotary evaporation.
As an alternative embodiment of the present invention, the removal of the organic solvent is by rotary evaporation.
According to the third aspect of the present invention, there is also provided an optical film produced using the above nano zirconia monomer type dispersion.
In view of the advantages of the nano-zirconia monomer dispersion, the prepared optical film has higher definition.
The technical solution provided by the present invention is further described below with reference to examples and comparative examples. The nano zirconia with the surface containing the specific group in the raw material is not limited by manufacturers and brands, and the nano zirconia can be used as long as the surface contains several groups limited by the invention.
Example 1
The embodiment provides a nano zirconia monomer type dispersion liquid which is mainly prepared from the following raw materials:
the surface of the nano zirconia is provided with water dispersion of specific groups, organic solvent, dispersant and monomer resin;
wherein the aqueous dispersion of the nano zirconia with the specific group on the surface is mainly prepared from the nano zirconia with the specific group on the surface and water, and the specific group contained on the surface of the nano zirconia with the specific group on the surface is a substituted siloxy group, in particular to a substituted siloxy group
The mass fraction of the nano zirconia with the specific group on the surface in the water dispersion liquid is 27.4 percent; the organic solvent is acetic acid, and the dosage of the organic solvent is 7 times of the mass of the nano zirconia with the specific group on the surface in the water dispersion liquid;
the dispersant is BYK-106, and the dispersant is 5% of the mass of the nano zirconia with specific groups on the surface in the water dispersion; the monomer resin is PBA, and the dosage of the monomer resin is 60% of the mass of the nano zirconia with the specific group on the surface in the aqueous dispersion.
The preparation method of the nano zirconia monomer type dispersion provided by the embodiment comprises the following steps:
(a) taking 300g of aqueous dispersion of nano zirconia with specific groups on the surface, adding an organic solvent (3 times of the mass of the nano zirconia with specific groups on the surface), and concentrating and phase-changing by using a rotary evaporator; after the first phase change, continuously adding an organic solvent (4 times of the mass of the nano zirconia with the specific groups on the surface), and performing concentration phase change by using a rotary evaporator to obtain a nano zirconia solvent type dispersion liquid, wherein the concentration of the nano zirconia with the specific groups on the surface in the nano zirconia solvent type dispersion liquid is 25%;
(b) a dispersant (5% by mass of nano zirconia having a specific group on the surface) and a monomer resin (60% by mass of nano zirconia having a specific group on the surface) were added to the nano zirconia solvent-based dispersion, and the organic solvent was removed by a rotary evaporator to obtain a nano zirconia monomer-based dispersion.
Example 2
This example provides a nano zirconia monomer dispersion, exceptThe specific group contained on the surface of the nano zirconia with the specific group contained in the water dispersion liquid is alpha, beta-unsaturated ester group, specifically CH2The composition, amount and preparation method of the other raw materials are the same as those of example 1.
Example 3
This example provides a nano zirconia monomer dispersion, except that the specific group contained on the surface of the nano zirconia having the specific group in the aqueous dispersion is an acid chloride group, the composition, amount and preparation method of the other raw materials are the same as those in example 1.
Example 4
This example provides a nano zirconia monomer dispersion, except that the specific group on the surface of the nano zirconia containing the specific group in the aqueous dispersion is glyoxal, the composition, amount and preparation method of the other raw materials are the same as those in example 1.
Example 5
This example provides a nano zirconia monomer dispersion, except that the specific group contained on the surface of the nano zirconia containing specific group in the aqueous dispersion is acetyl, the composition, amount and preparation method of the other raw materials are the same as those of example 1.
Example 6
This example provides a nano zirconia monomer dispersion, except that the specific group on the surface of the nano zirconia having the specific group in the aqueous dispersion is butyraldehyde group, the composition, amount and preparation method of the other raw materials are the same as those in example 1.
Example 7
This example provides a nano zirconia monomer dispersion, except that the specific group contained on the surface of the nano zirconia having the specific group in the aqueous dispersion is phenyl, the composition, amount and preparation method of the raw materials are the same as those in example 1.
Example 8
This example provides a nano zirconia monomer dispersion, except that the specific group contained on the surface of the nano zirconia having the specific group in the aqueous dispersion is a benzoic acid group, the composition, amount and preparation method of the raw materials are the same as those in example 1.
Example 9
This example provides a nano zirconia monomer dispersion, except that the specific group on the surface of the nano zirconia containing the specific group in the aqueous dispersion is benzyl, the composition, amount and preparation method of the other raw materials are the same as those in example 1.
Example 10
This example provides a nano zirconia monomer dispersion, except that the specific group contained on the surface of the nano zirconia having the specific group in the aqueous dispersion is butyl, the composition, amount and preparation method of the raw materials are the same as those in example 1.
Example 11
This example provides a nano zirconia monomer dispersion, except that the specific group contained on the surface of the nano zirconia having the specific group in the aqueous dispersion is a pentyl group, the composition, amount and preparation method of the raw materials are the same as those in example 1.
Example 12
This example provides a nano zirconia monomer dispersion, except that the specific group contained on the surface of the nano zirconia having the specific group in the aqueous dispersion is heptyl, the composition, the amount and the preparation method of the raw materials are the same as those in example 1.
Example 13
This example provides a nano zirconia monomer dispersion, which has the same composition, amount and preparation method as example 1 except that the monomer resin is BPMA.
Example 14
The embodiment provides a nano zirconia monomer type dispersion liquid which is mainly prepared from the following raw materials:
the surface of the nano zirconia is provided with water dispersion of specific groups, organic solvent, dispersant and monomer resin;
wherein the aqueous dispersion of nano-zirconia with specific groups on the surface is mainly prepared from nano-zirconia with specific groups on the surface and water, and the nano-zirconia with specific groups on the surfaceThe specific group contained on the surface of the zirconia is a substituted siloxy group, specifically
The mass fraction of the nano zirconia with the specific group on the surface in the water dispersion liquid is 21.6 percent; the organic solvent is methyl ethyl ketone, and the dosage of the organic solvent is 10 times of the mass of the nano zirconia with the specific group on the surface in the water dispersion;
the dispersant is DISPERBYK-103, and the dosage of the dispersant is 3 percent of the mass of the nano zirconia with specific groups on the surface in the water dispersion; the monomer resin is OPPEA, and the dosage of the monomer resin is 65% of the mass of the nano zirconia with specific groups on the surface in the water dispersion.
The preparation method of the nano zirconia monomer type dispersion provided in this example is the same as that of example 1.
Comparative example 1
This comparative example provides a nano zirconia monomer dispersion, except that the group contained on the surface of the nano zirconia having a specific group in the aqueous dispersion was a carboxamide group, the composition, amount and preparation method of the other raw materials were the same as those of example 1.
Comparative example 2
This comparative example provides a nano zirconia monomer type dispersion, except that the group contained on the surface of the nano zirconia having a specific group in the aqueous dispersion was butenyl, and the composition, amount and preparation method of the other raw materials were the same as those of example 1.
Comparative example 3
This comparative example provides a nano zirconia monomer-type dispersion, except that the group contained on the surface of the nano zirconia having a specific group in the aqueous dispersion was thiomethyl, and the composition, amount and preparation method of the other raw materials were the same as those of example 1.
Comparative example 4
This comparative example provides a nano zirconia monomer type dispersion, and the composition, amount and preparation method of the raw materials are the same as those of example 1 except that the group contained in the surface of the nano zirconia having a specific group in the water dispersion is a nitroso group.
Comparative example 5
This comparative example provides a nano zirconia monomer type dispersion, and the composition, amount and preparation method of the raw materials were the same as those of example 1 except that the group contained on the surface of the nano zirconia having a specific group contained in the aqueous dispersion was octyl.
Comparative example 6
This comparative example provides a nano zirconia monomer dispersion with the same composition and amount of raw materials as in example 1, except that no dispersant was added to the raw materials and the preparation method.
In order to compare the technical effects of the respective examples and comparative examples, the following experimental examples were specifically set.
Examples of the experiments
The transmittance and dielectric constant of the nano zirconia monomer dispersion provided in each example and comparative example at a wavelength of 800nm were measured, the difference in dielectric constant between the nano zirconia monomer dispersion and the resin D100 was compared to obtain the difference, and the compatibility of the nano zirconia monomer dispersion with the monomer resin D100 was examined.
Wherein, the light transmittance is obtained by detecting with an ultraviolet-visible spectrophotometer.
The dielectric constant (epsilon) refers to that when the medium generates induced charges under an external electric field to weaken the electric field, and the ratio of the original external electric field (in vacuum) to the electric field in the final medium is the dielectric constant. The polarity of the material can be determined by its dielectric constant. Generally, materials with a dielectric constant greater than 3.6 are polar materials; the material with the dielectric constant within the range of 2.8-3.6 is a weak polar material; the dielectric constant is less than 2.8 and is nonpolar. It is known from general reasoning of the principle of similar compatibility that substances with similar polarities are more soluble with each other, and thus substances with similar dielectric constants are more soluble with each other. In the organic-inorganic system, when the difference of the dielectric constants of the two substances is less than 20, the two substances are mutually soluble, so that downstream application can be met; when the dielectric constants of the two substances differ by more than 74.9, the two substances are immiscible.
The dielectric constant was measured by the capacitor test method. Specific results are shown in table 1.
TABLE 1
As can be seen from the data in table 1, in examples 1 to 14 of the present invention, the surface of the nano zirconia whose surface contains the specific group in the aqueous dispersion contains one of the substituted siloxy group, α, β -unsaturated ester group, acyl halide group, aldehyde group, acetyl group, butyraldehyde group, phenyl group, benzoate group, benzyl group, butyl group, pentyl group, or heptyl group, respectively, so that the obtained monomer type dispersion has a high light transmittance, which is all over 50%, and the difference between the dielectric constant and D100 is less than 20, which are both uniformly miscible with each other. In comparative examples 1 to 5, since the nano zirconia having specific groups on the surface thereof in the aqueous dispersion did not contain these groups defined in the present invention, the obtained monomer type dispersion had a light transmittance of less than 50%, a minimum light transmittance of only 10%, a dielectric constant greatly different from D100 and exceeding 74.9, and large particles were precipitated when mixed with D100. In comparative example 6, since no dispersant was used, the resultant monomer-type dispersion did not have the expected effects of light transmittance and miscibility with D100.
Finally, it should be noted that: the above embodiments are only used to illustrate the technical solution of the present invention, and not to limit the same; while the invention has been described in detail and with reference to the foregoing embodiments, it will be understood by those skilled in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present invention.
Claims (10)
1. A nano zirconia monomer type dispersion is characterized by being mainly prepared from the following raw materials:
nano zirconia with a specific group on the surface, an organic solvent, a dispersant and monomer resin;
wherein the specific group comprises any one or a combination of at least two of a substituted siloxy group, an alpha, beta-unsaturated ester group, an acid halide group, an aldehyde group, an acetyl group, a butyraldehyde group, a phenyl group, a benzoate group, a benzyl group, a butyl group, a pentyl group or a heptyl group.
2. The nano zirconia monomeric dispersion liquid according to claim 1, wherein the nano zirconia having the specific group on the surface is present in the form of an aqueous dispersion liquid, and the mass fraction of the nano zirconia having the specific group on the surface in the aqueous dispersion liquid is 5 to 40%.
3. The nano zirconia monomer dispersion of claim 1, wherein the organic solvent comprises any one or a combination of at least two of organic acids, lower alcohols, esters, ethers, halogenated olefins or ketones, preferably organic acids;
preferably, the organic solvent comprises any one or a combination of at least two of formic acid, acetic acid, propionic acid, methanol, ethanol, propanol, n-butanol, ethylene glycol, propylene glycol, glycerol, ethyl acetate and ethyl lactate, dimethyl carbonate, diethyl ether, n-butyl ether, trichloroethylene, diphenyl ether, acetone, methyl ethyl ketone or methyl isobutyl ketone;
preferably, the mass of the organic solvent is 3 to 16 times of the mass of the nano zirconia with the specific group on the surface.
4. The nano zirconia monomeric dispersion of claim 1 wherein the dispersant comprises any one of or a combination of at least two of dispersants available under the trade designation BYK-106, DISPERBYK-110, DISPERBYK-2013, DISPERBYK-103 or BYK-9076;
preferably, the mass of the dispersing agent is 2-10% of the mass of the nano zirconia with the specific group on the surface.
5. The nano zirconia monomeric dispersion of claim 1 wherein the monomer resin comprises any one or a combination of at least two of phenoxybenzyl acrylate, biphenylcarbinol acrylate, benzyl acrylate, or o-phenylphenoxyethyl acrylate;
preferably, the mass of the monomer resin is 10-150% of the mass of the nano zirconia with the specific group on the surface.
6. The nanozirconia monomer dispersion of any one of claims 1 to 5, wherein the nanozirconia monomer dispersion has a light transmittance at a wavelength of 800nm of not less than 50%.
7. The nano zirconia monomer dispersion of any one of claims 1 to 5, wherein the nano zirconia monomer dispersion is capable of being uniformly miscible with the toughening resin after being mixed in a certain ratio;
the mass ratio of the nano zirconia monomer type dispersion liquid to the toughening resin is (1-19): 1, preferably 4: 1.
8. the nano zirconia monomer dispersion of claim 7, wherein the toughening resin comprises D100.
9. A process for preparing a nano zirconia monomer dispersion as claimed in any one of claims 1 to 8 comprising the steps of:
mixing the aqueous dispersion of the nano zirconia with the surface containing the specific group with an organic solvent, and then concentrating to remove water in the aqueous dispersion and disperse the nano zirconia with the surface containing the specific group in the organic solvent to obtain a nano zirconia solvent type dispersion;
mixing the nano zirconia solvent type dispersion liquid with a dispersant and monomer resin, and then removing the organic solvent in the nano zirconia solvent type dispersion liquid to obtain the nano zirconia monomer type dispersion liquid.
10. An optical film obtained by using the nano zirconia monomer type dispersion according to any one of claims 1 to 8.
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| WO2023178945A1 (en) * | 2022-03-21 | 2023-09-28 | 山东国瓷功能材料股份有限公司 | Nano-zirconia monomer type dispersion, preparation method therefor, and optical film |
| WO2023216486A1 (en) * | 2022-05-07 | 2023-11-16 | 山东国瓷功能材料股份有限公司 | Zirconia resin type dispersion liquid, uv curing glue, and preparation method therefor and application thereof |
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| JP4273942B2 (en) * | 2003-11-28 | 2009-06-03 | Ｊｓｒ株式会社 | Zirconia particle dispersion, method for producing the same, and photocurable composition |
| JP6028529B2 (en) * | 2012-11-08 | 2016-11-16 | 住友大阪セメント株式会社 | Surface-modified metal oxide fine particles, dispersion containing the same, resin composition, composite, and optical member |
| JP6432269B2 (en) * | 2014-10-10 | 2018-12-05 | 住友大阪セメント株式会社 | Organic acid-containing zirconia fine particle dispersion, surface-modified zirconia fine particle dispersion, method for producing the same, and resin composite composition |
| WO2016136454A1 (en) * | 2015-02-25 | 2016-09-01 | Dic株式会社 | Curable composition, cured product thereof, and optical member |
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| WO2023216486A1 (en) * | 2022-05-07 | 2023-11-16 | 山东国瓷功能材料股份有限公司 | Zirconia resin type dispersion liquid, uv curing glue, and preparation method therefor and application thereof |
| CN114989637A (en) * | 2022-05-31 | 2022-09-02 | 山东国瓷功能材料股份有限公司 | Functionalized zirconia, preparation method thereof and optical film |
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