CN113024711A - Antibacterial acrylic resin and preparation method and application thereof - Google Patents
Antibacterial acrylic resin and preparation method and application thereof Download PDFInfo
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- CN113024711A CN113024711A CN202110393438.0A CN202110393438A CN113024711A CN 113024711 A CN113024711 A CN 113024711A CN 202110393438 A CN202110393438 A CN 202110393438A CN 113024711 A CN113024711 A CN 113024711A
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- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 75
- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 65
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 65
- 238000002360 preparation method Methods 0.000 title claims abstract description 29
- 239000002904 solvent Substances 0.000 claims abstract description 32
- 239000002994 raw material Substances 0.000 claims abstract description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000000178 monomer Substances 0.000 claims abstract description 15
- 239000003242 anti bacterial agent Substances 0.000 claims abstract description 14
- 239000000419 plant extract Substances 0.000 claims abstract description 11
- 239000003999 initiator Substances 0.000 claims abstract description 7
- 239000002318 adhesion promoter Substances 0.000 claims abstract description 6
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical group CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 46
- 239000011259 mixed solution Substances 0.000 claims description 42
- -1 tert-butyl isooctyl peroxide Chemical compound 0.000 claims description 41
- 239000000284 extract Substances 0.000 claims description 25
- 241000736199 Paeonia Species 0.000 claims description 24
- 235000006484 Paeonia officinalis Nutrition 0.000 claims description 24
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 21
- 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 21
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 21
- 238000002156 mixing Methods 0.000 claims description 20
- WDFFWUVELIFAOP-UHFFFAOYSA-N 2,6-difluoro-4-nitroaniline Chemical group NC1=C(F)C=C([N+]([O-])=O)C=C1F WDFFWUVELIFAOP-UHFFFAOYSA-N 0.000 claims description 19
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical group CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 238000001816 cooling Methods 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 10
- 239000003973 paint Substances 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 5
- 239000000203 mixture Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical group CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 13
- 230000000694 effects Effects 0.000 abstract description 9
- 229910052709 silver Inorganic materials 0.000 abstract description 7
- 239000004332 silver Substances 0.000 abstract description 7
- 230000000840 anti-viral effect Effects 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 3
- 238000010526 radical polymerization reaction Methods 0.000 abstract description 3
- 230000003115 biocidal effect Effects 0.000 abstract 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 96
- 230000000052 comparative effect Effects 0.000 description 15
- UILPJVPSNHJFIK-UHFFFAOYSA-N Paeonol Chemical compound COC1=CC=C(C(C)=O)C(O)=C1 UILPJVPSNHJFIK-UHFFFAOYSA-N 0.000 description 7
- 239000000243 solution Substances 0.000 description 5
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 4
- YLTGFGDODHXMFB-UHFFFAOYSA-N isoacetovanillon Natural products COC1=CC=C(C(C)=O)C=C1O YLTGFGDODHXMFB-UHFFFAOYSA-N 0.000 description 4
- MLIBGOFSXXWRIY-UHFFFAOYSA-N paeonol Natural products COC1=CC=C(O)C(C(C)=O)=C1 MLIBGOFSXXWRIY-UHFFFAOYSA-N 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- YKRGDOXKVOZESV-WRJNSLSBSA-N Paeoniflorin Chemical compound C([C@]12[C@H]3O[C@]4(O)C[C@](O3)([C@]1(C[C@@H]42)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)C)OC(=O)C1=CC=CC=C1 YKRGDOXKVOZESV-WRJNSLSBSA-N 0.000 description 3
- YKRGDOXKVOZESV-UHFFFAOYSA-N paeoniflorin Natural products O1C(C)(C2(CC34)OC5C(C(O)C(O)C(CO)O5)O)CC3(O)OC1C24COC(=O)C1=CC=CC=C1 YKRGDOXKVOZESV-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 235000004515 gallic acid Nutrition 0.000 description 2
- 229940074391 gallic acid Drugs 0.000 description 2
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- 206010001598 Alcohol intolerance Diseases 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 239000001263 FEMA 3042 Substances 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- IPMYMEWFZKHGAX-UHFFFAOYSA-N Isotheaflavin Natural products OC1CC2=C(O)C=C(O)C=C2OC1C(C1=C2)=CC(O)=C(O)C1=C(O)C(=O)C=C2C1C(O)CC2=C(O)C=C(O)C=C2O1 IPMYMEWFZKHGAX-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- UXRMWRBWCAGDQB-UHFFFAOYSA-N Theaflavin Natural products C1=CC(C2C(CC3=C(O)C=C(O)C=C3O2)O)=C(O)C(=O)C2=C1C(C1OC3=CC(O)=CC(O)=C3CC1O)=CC(O)=C2O UXRMWRBWCAGDQB-UHFFFAOYSA-N 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 230000003266 anti-allergic effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 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
- 230000036772 blood pressure Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- IPMYMEWFZKHGAX-ZKSIBHASSA-N theaflavin Chemical compound C1=C2C([C@H]3OC4=CC(O)=CC(O)=C4C[C@H]3O)=CC(O)=C(O)C2=C(O)C(=O)C=C1[C@@H]1[C@H](O)CC2=C(O)C=C(O)C=C2O1 IPMYMEWFZKHGAX-ZKSIBHASSA-N 0.000 description 1
- 229940026509 theaflavin Drugs 0.000 description 1
- 235000014620 theaflavin Nutrition 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 230000002936 tranquilizing effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/10—Homopolymers or copolymers of methacrylic acid esters
- C09D133/12—Homopolymers or copolymers of methyl methacrylate
-
- 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
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Polymerisation Methods In General (AREA)
Abstract
The invention discloses an antibacterial acrylic resin and a preparation method and application thereof. The antibacterial acrylic resin comprises the following raw materials in parts by weight: 39-45 parts of acrylic hard monomer, 1.5-2.5 parts of acrylic soft monomer, 0.2-0.6 part of adhesion promoter, 0.5-1.0 part of initiator, 40-50 parts of first solvent, 4-10 parts of second solvent and 0.5-1.0 part of antibacterial agent; the antibacterial agent is plant extract. The antibacterial acrylic resin takes the plant extract antibiotic as a main modified material, and the antibiotic is taken as a natural plant extract, so that the antibacterial acrylic resin is green and environment-friendly, and has good antibacterial and antiviral properties. Meanwhile, by reasonably matching the preparation raw materials and utilizing the free radical polymerization reaction, the molecular components and the structure of the obtained acrylic resin are effectively controlled, so that the antibacterial acrylic resin has the effects of alcohol resistance, wear resistance and good silver and silver powder arrangement resistance.
Description
Technical Field
The invention belongs to the technical field of resin, and particularly relates to antibacterial acrylic resin as well as a preparation method and application thereof.
Background
The shell paint is a surface decorative paint mainly used for plastic parts of household electrical appliances such as computer cases, camera shells, computer shells and the like. With the development of society and the improvement of living standard of people, people usually select a coating with an antibacterial effect when selecting a shell paint, most of the existing antibacterial plastic paints are added with quaternary ammonium salt, contain substances which are not environment-friendly, and the effect is not ideal. And most of the antibacterial resins on the market contain halogen, so the antibacterial resins are not environment-friendly and have not good effect. And the resin property of the plastic shell paint on the market also has the defects of easy paint falling, alcohol intolerance and the like.
Disclosure of Invention
The invention aims to provide the antibacterial acrylic resin and the preparation method and application thereof aiming at the defects of the prior art.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows: the antibacterial acrylic resin comprises the following raw materials in parts by weight: 39-45 parts of acrylic hard monomer, 1.5-2.5 parts of acrylic soft monomer, 0.2-0.6 part of adhesion promoter, 0.5-1.0 part of initiator, 40-50 parts of first solvent, 4-10 parts of second solvent and 0.5-1.0 part of antibacterial agent; the antibacterial agent is plant extract.
According to the invention, through reasonable collocation of the preparation raw materials and utilization of free radical polymerization reaction, the molecular components and the structure of the obtained acrylic resin are effectively controlled, so that the prepared acrylic resin has the effects of alcohol resistance, wear resistance and good silver and silver powder arrangement resistance; and the plant extract antibacterial agent is added, so that the antibacterial acrylic resin is green and environment-friendly, and has good antibacterial and antiviral properties.
As a preferred embodiment of the present invention, the plant extract is a peony root bark extract.
The cortex moutan extract is rich in paeonol, gallic acid, quercetin, tannic acid, paeonol glycoside, paeonol neo-glycoside, paeoniflorin, oxidized paeoniflorin, benzoyl oxidized paeoniflorin, gallic acid, theaflavin, etc. Paeonol has effects of relieving pain, resisting inflammation, relieving fever and suppressing allergy, so the peony root bark extract has effects of tranquilizing, hypnotizing, lowering blood pressure and resisting oxidation; and also has antibacterial, antifungal, antiviral, antiallergic, antiinflammatory, repercussive, and analgesic effects.
According to the invention, the natural peony root bark extract is used, on one hand, the antibacterial and antiviral effects of the peony root bark extract are utilized, on the other hand, the peony root bark extract is added into the reaction system of the invention, and is a natural plant extract, so that the peony root bark extract is green, environment-friendly and free of toxic substances, and can be compounded with other preparation raw materials, the advantages of the peony root bark extract can be exerted, and the performances of alcohol resistance, wear resistance and good silver and silver powder arrangement resistance of the acrylic resin can not be influenced.
As a preferred embodiment of the present invention, the acrylic hard monomer is a mixture of methyl methacrylate and isobornyl methacrylate, and the weight ratio of methyl methacrylate to isobornyl methacrylate is 7.5 to 8.5: 0.3-0.5.
The mixture of methyl methacrylate and isobornyl methacrylate can improve the hardness, light and color retention of the antibacterial acrylic resin.
As a preferred embodiment of the present invention, the acrylic soft monomer is lauryl methacrylate.
The long-chain acrylic acid and methacrylic acid have better alcohol resistance and water resistance, so that lauryl methacrylate is introduced, the ester group content is reduced, the alcohol resistance, the water resistance and the solvent resistance of the antibacterial acrylic resin are improved, the flexibility of the antibacterial acrylic resin is improved, and the film forming is promoted.
As a preferred embodiment of the present invention, the adhesion promoter is 2-hydroxyethyl methacrylate phosphate; the initiator is a mixture of tert-butyl isooctyl peroxide and tert-butylbenzoic acid peroxide, and the weight ratio of tert-butyl isooctyl peroxide to tert-butylbenzoic acid peroxide is 0.37-0.6: 0.13-0.4.
The 2-hydroxyethyl methacrylate phosphate belongs to a methacrylate esterified phosphate functional monomer, is used as an adhesion promoter and a coupling agent, can show good adhesion and bonding functions to various inorganic materials such as metal, glass, ceramic, concrete and the like, and can also improve the water resistance and the glossiness of the antibacterial acrylic resin.
As a preferred embodiment of the present invention, the first solvent is butyl acetate and the second solvent is isobutanol.
In addition, the invention claims a preparation method of the antibacterial acrylic resin, which comprises the following steps:
(1) uniformly mixing an acrylic acid hard monomer, an acrylic acid soft monomer, an accelerator, an initiator, a first solvent and a second solvent to obtain a mixed solution A;
(2) putting a first solvent and a second solvent into a reaction vessel at the temperature of 100-120 ℃ to obtain a mixed solution B;
(3) and (3) at the temperature of 100-120 ℃, dropwise adding the mixed solution B into the mixed solution A, reacting for 4.5-5.5 hours, stopping heating, adding a first solvent, cooling to the temperature below 60 ℃, adding an antibacterial agent, and uniformly mixing to obtain the antibacterial acrylic resin.
As a preferred embodiment of the present invention, in the step (3), the mixed solution B is added to the mixed solution a in a manner of uniform dropping, and the uniform dropping time is 3.5 to 4.5 hours
As a preferred embodiment of the present invention, the weight ratio of the first solvent in said step (1), the first solvent in said step (2) and the first solvent in said step (3) is 23-29:1.5-2.5: 15.5-18.5; the weight ratio of the second solvent in the step (1) to the second solvent in the step (2) is 0.5-1.5: 0.3-0.5.
The invention also claims the application of the antibacterial acrylic resin in the preparation of the shell paint.
Compared with the prior art, the invention has the beneficial effects that: the antibacterial acrylic resin is obtained by taking the plant extract antibacterial agent as a main modified material, and the antibacterial agent is used as a natural plant extract, so that the antibacterial acrylic resin is green and environment-friendly and has good antibacterial and antiviral properties. Meanwhile, by reasonably matching the preparation raw materials and utilizing the free radical polymerization reaction, the molecular components and the structure of the obtained acrylic resin are effectively controlled, so that the antibacterial acrylic resin has the effects of alcohol resistance, wear resistance and good silver and silver powder arrangement resistance.
Detailed Description
To better illustrate the objects, aspects and advantages of the present invention, the present invention will be further described with reference to specific examples.
The peony root bark extract has a commercial product number of MSK-NE 150, and is purchased from Korean MST company.
Example 1
The invention discloses an embodiment of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
39.8 parts of methyl methacrylate, 2.2 parts of isobornyl methacrylate, 2.2 parts of lauryl methacrylate, 0.44 part of 2-hydroxyethyl methacrylate phosphate, 0.44 part of tert-butyl isooctyl peroxide, 0.27 part of tert-butylbenzoic acid peroxide, 44.9 parts of ethyl acetate, 8.8 parts of isobutanol and 0.88 part of peony root bark extract.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide, 29.5 parts of ethyl acetate and 6.6 parts of isobutanol to obtain a mixed solution A;
(2) 2.2 parts of ethyl acetate and 2.2 parts of isobutanol are put into a reaction vessel at 110 ℃ to obtain a mixed solution B;
(3) and (2) dropwise adding the mixed solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 13.2 parts of ethyl acetate, cooling to below 60 ℃, adding a peony root bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Example 2
The invention discloses an embodiment of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
37.5 parts of methyl methacrylate, 1.5 parts of isobornyl methacrylate, 2.5 parts of lauryl methacrylate, 0.2 part of 2-hydroxyethyl methacrylate phosphate, 0.37 part of tert-butyl isooctyl peroxide, 0.13 part of tert-butylbenzoic acid peroxide, 50 parts of ethyl acetate, 4 parts of isobutanol and 0.5 part of peony root bark extract.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide, 29 parts of ethyl acetate and 2.5 parts of isobutanol to obtain a mixed solution A;
(2) 2.5 parts of ethyl acetate and 1.5 parts of isobutanol are put into a reaction vessel at 110 ℃ to obtain a mixed solution B;
(3) and (2) dropwise adding the mixed solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 18.5 parts of ethyl acetate, cooling to below 60 ℃, adding a peony root bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Example 3
The invention discloses an embodiment of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
42.5 parts of methyl methacrylate, 2.5 parts of isobornyl methacrylate, 1.5 parts of lauryl methacrylate, 0.6 part of 2-hydroxyethyl methacrylate phosphate, 0.6 part of tert-butyl isooctyl peroxide, 0.4 part of tert-butylbenzoic acid peroxide, 40 parts of ethyl acetate, 10 parts of isobutanol and 1.0 part of peony root bark extract.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide, 23 parts of ethyl acetate and 7.5 parts of isobutanol to obtain a mixed solution A;
(2) adding 1.5 parts of ethyl acetate and 2.5 parts of isobutanol into a reaction vessel at 110 ℃ to obtain a mixed solution B;
(3) dropwise adding the mixed solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 15.5 parts of ethyl acetate, cooling to below 60 ℃, adding the peony root bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Comparative example 1
The invention relates to a comparative example of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
39.8 parts of methyl methacrylate, 2.2 parts of isobornyl methacrylate, 2.2 parts of lauryl methacrylate, 0.44 part of 2-hydroxyethyl methacrylate phosphate, 0.44 part of tert-butyl isooctyl peroxide, 0.27 part of tert-butylbenzoic acid peroxide, 44.9 parts of ethyl acetate and 8.8 parts of isobutanol.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide, 29.5 parts of ethyl acetate and 6.6 parts of isobutanol to obtain a mixed solution A;
(2) 2.2 parts of ethyl acetate and 2.2 parts of isobutanol are put into a reaction vessel at 110 ℃ to obtain a mixed solution B;
(3) and (2) dropwise adding the mixed solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 13.2 parts of ethyl acetate, cooling to below 60 ℃, adding a peony root bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Comparative example 2
The invention relates to a comparative example of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
39.8 parts of methyl methacrylate, 2.2 parts of isobornyl methacrylate, 2.2 parts of lauryl methacrylate, 0.44 part of 2-hydroxyethyl methacrylate phosphate, 0.44 part of tert-butyl isooctyl peroxide, 0.27 part of tert-butylbenzoic acid peroxide, 44.9 parts of ethyl acetate, 8.8 parts of isobutanol and 0.3 part of peony root bark extract.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide, 29.5 parts of ethyl acetate and 6.6 parts of isobutanol to obtain a mixed solution A;
(2) 2.2 parts of ethyl acetate and 2.2 parts of isobutanol are put into a reaction vessel at 110 ℃ to obtain a mixed solution B;
(3) and (2) dropwise adding the mixed solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 13.2 parts of ethyl acetate, cooling to below 60 ℃, adding a peony root bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Comparative example 3
The invention relates to a comparative example of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
39.8 parts of methyl methacrylate, 2.2 parts of isobornyl methacrylate, 2.2 parts of lauryl methacrylate, 0.44 part of 2-hydroxyethyl methacrylate phosphate, 0.44 part of tert-butyl isooctyl peroxide, 0.27 part of tert-butylbenzoic acid peroxide, 44.9 parts of ethyl acetate, 8.8 parts of isobutanol and 1.2 parts of peony root bark extract.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide, 29.5 parts of ethyl acetate and 6.6 parts of isobutanol to obtain a mixed solution A;
(2) 2.2 parts of ethyl acetate and 2.2 parts of isobutanol are put into a reaction vessel at 110 ℃ to obtain a mixed solution B;
(3) and (2) dropwise adding the mixed solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 13.2 parts of ethyl acetate, cooling to below 60 ℃, adding a peony root bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Comparative example 4
The invention relates to a comparative example of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
43 parts of methyl methacrylate, 1.0 part of isobornyl methacrylate, 2.2 parts of lauryl methacrylate, 0.66 part of 2-hydroxyethyl methacrylate phosphate, 0.44 part of tert-butyl isooctyl peroxide, 0.27 part of tert-butylbenzoic acid peroxide, 52 parts of ethyl acetate, 3 parts of isobutanol and 0.88 part of peony root bark extract.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide, 30 parts of ethyl acetate and 2 parts of isobutanol to obtain a mixed solution A;
(2) adding 3 parts of ethyl acetate and 1 part of isobutanol into a reaction container at 110 ℃ to obtain a mixed solution B;
(3) dropwise adding the mixed solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 19 parts of ethyl acetate, cooling to below 60 ℃, adding a peony root and bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Comparative example 5
The invention relates to a comparative example of an antibacterial acrylic resin, which comprises the following preparation raw materials in parts by weight:
39.8 parts of methyl methacrylate, 2.2 parts of isobornyl methacrylate, 2.2 parts of lauryl methacrylate, 0.44 part of 2-hydroxyethyl methacrylate phosphate, 0.44 part of tert-butyl isooctyl peroxide, 0.27 part of tert-butylbenzoic acid peroxide, 44.9 parts of ethyl acetate and 0.88 part of peony root bark extract.
The preparation method of the antibacterial acrylic resin comprises the following steps:
(1) uniformly mixing methyl methacrylate, isobornyl methacrylate, lauryl methacrylate, 2-hydroxyethyl methacrylate phosphate, tert-butyl isooctyl peroxide, tert-butylbenzoic acid peroxide and 29.5 parts of ethyl acetate to obtain a mixed solution A;
(2) putting 2.2 parts of ethyl acetate into a reaction vessel at 110 ℃ to obtain a solution B;
(3) dropwise adding the solution B into the mixed solution A at a constant speed for 4 hours at 110 ℃ to react for 5 hours, stopping heating, adding 13.2 parts of ethyl acetate, cooling to below 60 ℃, adding the peony root bark extract, and uniformly mixing to obtain the antibacterial acrylic resin.
Test example 1
Test samples: the antibacterial acrylic resin described in examples 1 to 3 and comparative examples 1 to 5.
The test method comprises the following steps:
and (3) antibacterial property: the samples were tested for Staphylococcus aureus (ATCC6538P) and Escherichia coli (AS 1.90) antibacterial activity according to the method of GB/T21866-.
Alcohol resistance: the cotton swab was wetted with the analytical alcohol (99.8% absolute alcohol) and the coated surface was wiped back and forth 50 times with 1 kg of force, with the following criteria: the outer film must not have any phenomena of peeling, color change and swelling, and the glossiness can be allowed to have little change.
TABLE 1 Properties of antibacterial acrylic resins described in examples 1 to 3 and comparative examples 1 to 5
The antibacterial acrylic resin prepared in the embodiments 1-3 of the invention has good antibacterial property, and has the effects of alcohol resistance, wear resistance, and good silver and silver powder arrangement resistance. Comparative examples 1-3 show that, in the absence of an antibacterial agent, the acrylic resin of the present invention has poor antibacterial performance, too little antibacterial agent is added, the antibacterial effect is not obvious, too high antibacterial agent is added, and the antibacterial performance is improved and not evaluated as compared with example 3, which results in waste of materials and cost. Comparative example 4 shows that the addition amount of the raw materials for preparation according to the present invention has a good antibacterial property and good effects of alcohol resistance, abrasion resistance, silver drop prevention and silver powder arrangement within the range defined in the present invention. Comparative example 5 illustrates that the absence of the second solvent according to the present invention has a large influence on the alcohol resistance, abrasion resistance, silver drop resistance and silver powder alignment properties.
Finally, it should be noted that the above embodiments are only used for illustrating the technical solutions of the present invention and not for limiting the protection scope of the present invention, and although the present invention is described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention.
Claims (10)
1. The antibacterial acrylic resin is characterized by comprising the following raw materials in parts by weight: 39-45 parts of acrylic hard monomer, 1.5-2.5 parts of acrylic soft monomer, 0.2-0.6 part of adhesion promoter, 0.5-1.0 part of initiator, 40-50 parts of first solvent, 4-10 parts of second solvent and 0.5-1.0 part of antibacterial agent; the antibacterial agent is plant extract.
2. The antibacterial acrylic resin as claimed in claim 1, wherein said plant extract is a peony root bark extract.
3. The antibacterial acrylic resin as claimed in claim 1, wherein the acrylic hard monomer is a mixture of methyl methacrylate and isobornyl methacrylate; the weight ratio of methyl methacrylate to isobornyl methacrylate is 7.5-8.5: 0.3-0.5.
4. The antibacterial acrylic resin as claimed in claim 1, wherein the soft acrylic monomer is lauryl methacrylate.
5. The antibacterial acrylic resin as claimed in claim 1, wherein the adhesion promoter is 2-hydroxyethyl methacrylate phosphate; the initiator is a mixture of tert-butyl isooctyl peroxide and tert-butylbenzoic acid peroxide; the weight ratio of the tert-butyl isooctyl peroxide to the tert-butylbenzoic acid peroxide is 0.37-0.6: 0.13-0.4.
6. The antibacterial acrylic resin as claimed in claim 1, wherein the first solvent is butyl acetate and the second solvent is isobutanol.
7. The method for preparing an antibacterial acrylic resin as claimed in any one of claims 1 to 6, comprising the steps of:
(1) uniformly mixing an acrylic acid hard monomer, an acrylic acid soft monomer, an accelerator, an initiator, a first solvent and a second solvent to obtain a mixed solution A;
(2) putting a first solvent and a second solvent into a reaction vessel at the temperature of 100-120 ℃ to obtain a mixed solution B;
(3) and at the temperature of 100-120 ℃, adding the mixed solution B into the mixed solution A to react for 4.5-5.5 hours, stopping heating, adding a first solvent, cooling to the temperature below 60 ℃, adding an antibacterial agent, and uniformly mixing to obtain the antibacterial acrylic resin.
8. The method for preparing antibacterial acrylic resin as claimed in claim 7, wherein in step (3), the mixed solution B is added to the mixed solution A by uniform dropping for 3.5-4.5 h.
9. The method for preparing an antibacterial acrylic resin as claimed in claim 7, wherein the weight ratio of the first solvent in the step (1), the first solvent in the step (2) and the first solvent in the step (3) is 23-29:1.5-2.5: 15.5-18.5; the weight ratio of the second solvent in the step (1) to the second solvent in the step (2) is 0.5-1.5: 0.3-0.5.
10. Use of the antibacterial acrylic resin as claimed in claim 1 in the preparation of an enclosure paint.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107033272A (en) * | 2017-05-09 | 2017-08-11 | 南雄市瑞晟化学工业有限公司 | A kind of extraordinary hardware acrylic resin and preparation method thereof |
| CN111410713A (en) * | 2020-04-20 | 2020-07-14 | 常州大学 | Plant-derived antibacterial microcapsule emulsion and preparation method thereof |
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2021
- 2021-04-12 CN CN202110393438.0A patent/CN113024711A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107033272A (en) * | 2017-05-09 | 2017-08-11 | 南雄市瑞晟化学工业有限公司 | A kind of extraordinary hardware acrylic resin and preparation method thereof |
| CN111410713A (en) * | 2020-04-20 | 2020-07-14 | 常州大学 | Plant-derived antibacterial microcapsule emulsion and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 唐艳等: ""12种中草药抑菌作用研究"", 《浙江海洋学院学报(自然科学版)》 * |
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