CN114106638A - High-oxygen-resistance coating, preparation method and coating method - Google Patents
High-oxygen-resistance coating, preparation method and coating method Download PDFInfo
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- CN114106638A CN114106638A CN202111600189.4A CN202111600189A CN114106638A CN 114106638 A CN114106638 A CN 114106638A CN 202111600189 A CN202111600189 A CN 202111600189A CN 114106638 A CN114106638 A CN 114106638A
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- Prior art keywords
- coating
- acrylate
- high oxygen
- monomer
- functional substance
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- 238000000576 coating method Methods 0.000 title claims abstract description 52
- 239000011248 coating agent Substances 0.000 title claims abstract description 45
- 238000002360 preparation method Methods 0.000 title abstract description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000001301 oxygen Substances 0.000 claims abstract description 31
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 31
- 239000000178 monomer Substances 0.000 claims abstract description 29
- 239000000126 substance Substances 0.000 claims abstract description 21
- 230000004888 barrier function Effects 0.000 claims abstract description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 14
- 238000004132 cross linking Methods 0.000 claims abstract description 14
- 238000002156 mixing Methods 0.000 claims abstract description 10
- 239000000843 powder Substances 0.000 claims description 22
- 238000000227 grinding Methods 0.000 claims description 12
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 6
- 239000011976 maleic acid Substances 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 5
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 5
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 5
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 5
- 239000012948 isocyanate Substances 0.000 claims description 5
- 150000002513 isocyanates Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 4
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- 229920001800 Shellac Polymers 0.000 claims description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 229910021389 graphene Inorganic materials 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- 239000004208 shellac Substances 0.000 claims description 4
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical group OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 claims description 4
- 229940113147 shellac Drugs 0.000 claims description 4
- 235000013874 shellac Nutrition 0.000 claims description 4
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 claims description 4
- 229920003180 amino resin Polymers 0.000 claims description 3
- 239000003822 epoxy resin Substances 0.000 claims description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 claims description 2
- OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 claims description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 2
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000013522 chelant Substances 0.000 claims description 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims description 2
- 239000005010 epoxy-amino resin Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 2
- 210000004185 liver Anatomy 0.000 claims description 2
- 229910052901 montmorillonite Inorganic materials 0.000 claims description 2
- 150000001282 organosilanes Chemical class 0.000 claims description 2
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 claims description 2
- 229940095070 tetrapropyl orthosilicate Drugs 0.000 claims description 2
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 239000005543 nano-size silicon particle Substances 0.000 claims 1
- 235000012239 silicon dioxide Nutrition 0.000 claims 1
- 238000011049 filling Methods 0.000 abstract description 9
- 229920001577 copolymer Polymers 0.000 abstract description 8
- 238000009792 diffusion process Methods 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 3
- 230000000903 blocking effect Effects 0.000 abstract description 2
- 238000012662 bulk polymerization Methods 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 229920002799 BoPET Polymers 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- -1 Polyethylene terephthalate Polymers 0.000 description 1
- 210000002469 basement membrane Anatomy 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000413 hydrolysate Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010998 test method 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
- C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
- C09D125/14—Copolymers of styrene with unsaturated esters
-
- 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
- C09D131/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Coating compositions based on derivatives of such polymers
- C09D131/02—Homopolymers or copolymers of esters of monocarboxylic acids
- C09D131/04—Homopolymers or copolymers of vinyl acetate
-
- 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
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
- C09D143/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/14—Gas barrier composition
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses a high oxygen resistant coating, a preparation method and a coating method, wherein the high oxygen resistant coating is prepared from the following components in percentage by weight: 30-65% of acrylate hard monomer; 5-20% of acrylate soft monomer; 0.2 to 1.5 percent of pre-crosslinking monomer; 5-25% of post-crosslinking monomer; 0.01-15% of functional substances. According to the invention, the acrylate copolymer is obtained by bulk polymerization and is mixed with the acrylate copolymer in an internal mixing manner, so that the functional substance is coated more uniformly by the copolymer in a molten state, and the filling effect of the functional substance on the copolymer is better. The mode of filling before curing is adopted to ensure that the filling of each functional substance is effective gap filling. The coating has better effects of blocking oxygen diffusion channels and prolonging the diffusion path of water vapor, and the coating also has better oxygen barrier property.
Description
Technical Field
The invention relates to the field of coating preparation, in particular to a high-oxygen-resistance coating, a preparation method and a coating method.
Background
Polyethylene terephthalate (PET) films are known for their excellent sealability, clarity, high temperature resistance and tensile strength, and can meet most packaging requirements. In recent years, PET films have become important packaging materials in the fields of food, medicine and cosmetics. There is therefore an increasing demand for high performance and new functionality of PET films, in particular oxygen barrier properties. Because the coating has simple synthesis process, low equipment requirement, multiple functions and good adhesion with the base material, the coating is one of the most rapid and practical methods for improving the oxygen barrier property of the PET film.
The invention aims to provide a high oxygen barrier coating and a preparation method thereof, which are used for improving the oxygen barrier of a PET film.
Disclosure of Invention
The invention achieves the aim, and the first aspect of the invention provides a high oxygen barrier coating, which has the following specific technical scheme:
the high oxygen resistant coating is prepared from the following components in percentage by weight:
30-65% of acrylate hard monomer;
5-50% of acrylate soft monomer;
0.2 to 1.5 percent of pre-crosslinking monomer;
5-25% of post-crosslinking monomer;
0.01-15% of functional substances.
In some embodiments, the acrylate hard monomer is one or more of methyl methacrylate, styrene, isobornyl acrylate, vinyl acetate, isobornyl methacrylate; the acrylic acid soft monomer is one or more of methyl acrylate, ethyl acrylate, butyl acrylate, isooctyl acrylate and the like; the pre-crosslinking monomer is one or more of divinylbenzene, tetramethylcyclotetrasiloxane and diallyl maleate; the post-crosslinking monomer is one or more of acrylic acid, methacrylic acid, hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, butylene glycol, maleic acid, fumaric acid and maleic acid liver.
In some embodiments, the initiator is one or more of benzoyl peroxide, azobisisobutyronitrile, cumene hydroperoxide, and di-tert-butyl peroxide.
In some embodiments, the functional substance is a nano inorganic powder, and the nano inorganic powder is one or more of nano silica, nano titanium dioxide, nano alumina, nano montmorillonite, diatomite, and graphene oxide.
In some embodiments, the functional material is one or more of tetramethyl orthosilicate, tetraethyl orthosilicate, tetrapropyl orthosilicate, and tetrabutyl orthosilicate hydrolysate.
In some embodiments, the functional substance is shellac.
The second aspect of the invention provides a preparation method of a high oxygen barrier coating, which comprises the following steps:
step 1, adding an acrylate hard monomer, an acrylate soft monomer, a pre-crosslinking monomer, a post-crosslinking monomer and an initiator into a reaction vessel, and reacting for 4-8h at a constant temperature of 40-110 ℃;
step 2, cooling to room temperature, taking out solid substances in the reaction system, drying and grinding into powder;
step 3, uniformly mixing and dispersing the powder and the functional substance, and then banburying;
and 4, cooling, taking out the banburying product generated in the step 3, drying, grinding into powder, and dissolving in a solvent to obtain the high oxygen resistant coating.
In a third aspect of the present invention, a method for coating a high oxygen barrier coating is provided, wherein a curing agent is added to the high oxygen barrier coating before coating.
In some embodiments, the amount of the curing agent is 0.5-2.5% of the solid content of the coating, and the curing agent is one or more of metal acid ester, metal chelate, metal salt, isocyanate, organosilane, polycarbodiimide, ethylene imine, propylene imine, epoxy resin and amino resin.
The invention has the beneficial effects that:
the invention combines the acrylate copolymer with the functional substance, limits the movement of molecular chain segments, reduces the free volume and reduces or blocks the diffusion path of oxygen molecules through the cross-linked structure formed by the functional monomer. Then filling the functional substance in the gaps of the solidified molecular chain segments, further reducing the free volume and simultaneously prolonging the diffusion path of the water vapor molecules. In addition, the acrylate copolymer is obtained by bulk polymerization and is mixed with the functional substance in an internal mixing mode, so that the functional substance is coated more uniformly by the copolymer in a molten state, and the filling effect of the functional substance on the copolymer is better. The mode of filling before curing is adopted to ensure that the filling of each functional substance is effective gap filling. The coating has better effects of blocking oxygen diffusion channels and prolonging the diffusion path of water vapor, and the coating also has better oxygen barrier property.
Detailed Description
The description is further elucidated with reference to specific examples. The description is to be regarded as illustrative and explanatory only and should not be taken as limiting the scope of the invention in any way.
Example 1
65g of styrene, 14.7g of ethyl acrylate, 0.2g of divinylbenzene, 5g of hydroxyethyl acrylate and 0.1g of cumene hydroperoxide were charged into a reaction vessel. Keeping the temperature at 40 ℃ for 8 h. Cooling to room temperature, taking out the solid, and grinding into powder. The powder was mixed with 15g of shellac and dispersed before banburying. The product after internal mixing was ground into a powder and dissolved in 200g of ethyl acetate.
0.05g of isocyanate is added before coating on a machine, and the mixture is stirred and dispersed for 20 min.
Example 2
60g of vinyl acetate, 20g of butyl acrylate, 1.5g of diallyl maleate, 15g of acrylic acid, 0.5g of di-tert-butyl peroxide were added to the reaction vessel. Keeping the temperature at 110 ℃ for 4 h. Cooling to room temperature, taking out the solid, and grinding into powder. Mixing with 3g of tetrabutyl orthosilicate sol-gel product, dispersing and banburying. The product after banburying was ground to a powder and dissolved in 150g of butanone.
Before coating on a machine, 1.5g of epoxy resin is added, and the mixture is stirred and dispersed for 20 min.
Example 3
60g of methyl methacrylate, 13.69 g of methyl acrylate, 1-tetravinylcyclotetrasiloxane, 25g of maleic acid and 0.3g of benzoyl peroxide were added to the reaction vessel. Keeping the temperature at 80 ℃ for 6 h. Cooling to room temperature, taking out the solid, and grinding into powder. Mixing with 0.01g of graphene oxide, dispersing, and banburying. And grinding the banburying product into components. Dissolved in 120g of N-methylpyrrolidone.
No curing agent was added prior to on-machine coating.
Example 4
40g of styrene, 35g of ethyl acrylate, 0.4g of divinylbenzene, 15g of hydroxyethyl acrylate and 0.1g of cumene hydroperoxide were charged into a reaction vessel. Keeping the temperature at 60 ℃ for 6 h. Cooling to room temperature, taking out the solid, and grinding into powder. The powder was mixed with 10g of shellac and dispersed before banburying. The internal mixed product was ground into powder and dissolved in 180g of n-propyl acetate.
0.2g of isocyanate is added before coating on a machine, and the mixture is stirred and dispersed for 20 min.
Example 5
45g of vinyl acetate, 37.8g of butyl acrylate, 1.2g of diallyl maleate, 10g of acrylic acid, 0.6g of di-tert-butyl peroxide were added to the reaction vessel. Keeping the temperature at 60 ℃ for 7.5 h. Cooling to room temperature, taking out the solid, and grinding into powder. Mixing with 6g of tetrabutyl orthosilicate sol-gel product, dispersing and banburying. The product after internal mixing was ground to a powder and dissolved in 130g of acetone.
1.2g of amino resin is added before coating on a machine, and the mixture is stirred and dispersed for 20 min.
Example 6
50g of methyl methacrylate, 23 g of methyl acrylate, 0.8 g of tetravinylcyclotetrasiloxane, 25g of maleic acid and 0.5g of benzoyl peroxide were added to the reaction vessel. Keeping the temperature at 100 ℃ for 5 h. Cooling to room temperature, taking out the solid, and grinding into powder. Mixing with 1.2g of graphene oxide, dispersing, and banburying. And grinding the banburying product into components. Dissolved in 140g N-methylpyrrolidone.
No curing agent was added prior to on-machine coating.
And (3) performance testing:
comparative example 1: PET basement membrane.
Comparative example 2: common acrylate coatings.
Comparative example 3: 40g of styrene, 10g of ethyl acrylate, 0.1g of divinylbenzene, 0.5g of hydroxyethyl acrylate and 0.9g of benzoyl peroxide, 49.5 g of ethyl acetate are synthesized by free radical polymerization to obtain the acrylate high-barrier coating. Before coating, isocyanate is added and stirred for 30 min.
The test method comprises the following steps:
the coatings of the examples of the present invention and comparative examples 2 and 3 were respectively poured into a specific container and dried to a coating layer of a prescribed thickness.
The oxygen transmission rate of each coating was tested by pressing through the apparatus, the oxygen transmission rate having the unit e-15cm3·cm/cm2S · Pa, the lower the test value, the stronger the oxygen barrier capacity is indicated.
The test results are shown in the following table:
the foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (9)
1. The high oxygen resistance coating is characterized by being prepared from the following components in percentage by weight:
30-65% of acrylate hard monomer;
5-20% of acrylate soft monomer;
0.2 to 1.5 percent of pre-crosslinking monomer;
5-25% of post-crosslinking monomer;
0.01-15% of functional substances.
2. The high oxygen barrier coating of claim 1, wherein:
the acrylate hard monomer is one or more of methyl methacrylate, styrene, isobornyl acrylate, vinyl acetate and isobornyl methacrylate;
the acrylic acid soft monomer is one or more of methyl acrylate, ethyl acrylate, butyl acrylate, isooctyl acrylate and the like;
the pre-crosslinking monomer is one or more of divinylbenzene, tetramethylcyclotetrasiloxane and diallyl maleate;
the post-crosslinking monomer is one or more of acrylic acid, methacrylic acid, hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, butylene glycol, maleic acid, fumaric acid and maleic acid liver.
3. The high oxygen barrier coating of claim 1, wherein: the initiator is one or more of benzoyl peroxide, azobisisobutyronitrile, cumene hydroperoxide and di-tert-butyl peroxide.
4. The high oxygen barrier coating of claim 1, wherein: the functional substance is nano inorganic powder, and the nano inorganic powder is one or more of nano silicon dioxide, nano titanium dioxide, nano aluminum oxide, nano montmorillonite, diatomite and graphene oxide.
5. The high oxygen barrier coating of claim 1, wherein: the functional substance is one or more of tetramethyl orthosilicate, tetraethyl orthosilicate, tetrapropyl orthosilicate and tetrabutyl orthosilicate hydrolysis products.
6. The high oxygen barrier coating of claim 1, wherein: the functional substance is shellac.
7. A method for preparing the high oxygen barrier coating according to any one of claims 1 to 6, which comprises:
step 1, adding an acrylate hard monomer, an acrylate soft monomer, a pre-crosslinking monomer, a post-crosslinking monomer and an initiator into a reaction vessel, and reacting for 4-8h at a constant temperature of 40-110 ℃;
step 2, cooling to room temperature, taking out solid substances in the reaction system, drying and grinding into powder;
step 3, uniformly mixing and dispersing the powder and the functional substance, and then banburying;
and 4, cooling, taking out the banburying product generated in the step 3, drying, grinding into powder, and dissolving in a solvent to obtain the high oxygen resistant coating.
8. A coating method of high oxygen resistant coating is characterized in that before coating, a curing agent is added into the high oxygen resistant coating.
9. The method for coating the high oxygen resistant coating according to claim 8, wherein the amount of the curing agent is 0.5-2.5% of the solid content of the coating, and the curing agent is one or more of metal acid ester, metal chelate, metal salt, isocyanate, organosilane, polycarbodiimide, ethyleneimine, propyleneimine, epoxy resin and amino resin.
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