CN116445072A - Antibacterial LED-UV gloss oil and preparation method thereof - Google Patents
Antibacterial LED-UV gloss oil and preparation method thereof Download PDFInfo
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- CN116445072A CN116445072A CN202211719988.8A CN202211719988A CN116445072A CN 116445072 A CN116445072 A CN 116445072A CN 202211719988 A CN202211719988 A CN 202211719988A CN 116445072 A CN116445072 A CN 116445072A
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- acrylate oligomer
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- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 103
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 31
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 23
- 239000003999 initiator Substances 0.000 claims abstract description 20
- 239000000463 material Substances 0.000 claims abstract description 20
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 14
- 239000003112 inhibitor Substances 0.000 claims abstract description 13
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 9
- 239000002994 raw material Substances 0.000 claims abstract description 5
- -1 tris (N-nitroso-N-phenylhydroxylamine) aluminum salt Chemical compound 0.000 claims description 24
- 238000003756 stirring Methods 0.000 claims description 20
- 238000010438 heat treatment Methods 0.000 claims description 17
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 claims description 13
- 230000000845 anti-microbial effect Effects 0.000 claims description 13
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 claims description 10
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 claims description 9
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 claims description 9
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 8
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 8
- 229920002635 polyurethane Polymers 0.000 claims description 8
- 239000004814 polyurethane Substances 0.000 claims description 8
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 7
- 150000001412 amines Chemical class 0.000 claims description 7
- 229910044991 metal oxide Inorganic materials 0.000 claims description 7
- 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
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 150000004706 metal oxides Chemical class 0.000 claims description 6
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 229920001296 polysiloxane Polymers 0.000 claims description 5
- GTELLNMUWNJXMQ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical class OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCC(CO)(CO)CO GTELLNMUWNJXMQ-UHFFFAOYSA-N 0.000 claims description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 4
- FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 claims description 4
- YTLYLLTVENPWFT-UPHRSURJSA-N (Z)-3-aminoacrylic acid Chemical compound N\C=C/C(O)=O YTLYLLTVENPWFT-UPHRSURJSA-N 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 2
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 claims description 2
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 claims description 2
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 claims description 2
- FSFHRBPNIADRGI-UHFFFAOYSA-N 2-methyl-2-morpholin-4-yl-1-(4-phenylphenyl)propan-1-one Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C(C)(C)N1CCOCC1 FSFHRBPNIADRGI-UHFFFAOYSA-N 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- XRMBQHTWUBGQDN-UHFFFAOYSA-N [2-[2,2-bis(prop-2-enoyloxymethyl)butoxymethyl]-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CC)COCC(CC)(COC(=O)C=C)COC(=O)C=C XRMBQHTWUBGQDN-UHFFFAOYSA-N 0.000 claims description 2
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 claims description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- 229930006711 bornane-2,3-dione Natural products 0.000 claims description 2
- KOMDZQSPRDYARS-UHFFFAOYSA-N cyclopenta-1,3-diene titanium Chemical compound [Ti].C1C=CC=C1.C1C=CC=C1 KOMDZQSPRDYARS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- BFYJDHRWCNNYJQ-UHFFFAOYSA-N oxo-(3-oxo-3-phenylpropoxy)-(2,4,6-trimethylphenyl)phosphanium Chemical compound CC1=CC(C)=CC(C)=C1[P+](=O)OCCC(=O)C1=CC=CC=C1 BFYJDHRWCNNYJQ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims description 2
- 239000002966 varnish Substances 0.000 claims 8
- 239000002070 nanowire Substances 0.000 claims 2
- 239000004599 antimicrobial Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 15
- 238000012360 testing method Methods 0.000 description 14
- 241000588724 Escherichia coli Species 0.000 description 7
- 238000001514 detection method Methods 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 206010040880 Skin irritation Diseases 0.000 description 4
- 241000191967 Staphylococcus aureus Species 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 4
- 230000036556 skin irritation Effects 0.000 description 4
- 231100000475 skin irritation Toxicity 0.000 description 4
- 241000222122 Candida albicans Species 0.000 description 3
- 241000711573 Coronaviridae Species 0.000 description 3
- 241000197306 H1N1 subtype Species 0.000 description 3
- 208000000474 Poliomyelitis Diseases 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 229940095731 candida albicans Drugs 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N monoethanolamine hydrochloride Natural products NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 244000052769 pathogen Species 0.000 description 2
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- 239000000126 substance Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 102000004310 Ion Channels Human genes 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 230000002155 anti-virotic effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
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- 238000010790 dilution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
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- 230000001678 irradiating effect Effects 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
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- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
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Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention provides an antibacterial LED-UV gloss oil and a preparation method thereof, wherein the antibacterial LED-UV gloss oil comprises the following raw materials: 15-50 parts by weight of acrylate oligomer, 0.05-0.5 part by weight of polymerization inhibitor, 3-7 parts by weight of photoinitiator, 8-15 parts by weight of auxiliary initiator, 20-60 parts by weight of acrylic monomer, 1-5 parts by weight of auxiliary agent and 0.1-5 parts by weight of antibacterial material. The antibacterial LED-UV gloss oil has broad spectrum, durability and high efficiency, does not irritate skin, and has safety.
Description
Technical Field
The invention belongs to the technical field of antibacterial coatings, and particularly relates to an antibacterial LED-UV gloss oil and a preparation method thereof.
Background
In the prior art, the LED-UV gloss oil can endow the printed matter with more physical property protection, including wear resistance, water resistance, high gloss, matte property and the like; but little relates to the antibacterial property of gloss oil, and the antibacterial property is particularly important, and is particularly applied to the glazing technology of some children toy cards and the like, the package of express boxes and the like. At present, a small amount of LED-UV gloss oil with antibacterial performance is only aimed at escherichia coli and staphylococcus aureus, and lacks antibacterial broad spectrum; moreover, the LED-UV gloss oil product has insufficient antibacterial durability, loses antibacterial performance under the conditions of high temperature, ultraviolet irradiation, wiping of an organic solvent (such as alcohol) and the like, has poor antibacterial performance, and cannot meet the requirements of level I places (the antibacterial performance is required to be more than 99%).
At present, an LED-UV gloss oil product with antibacterial performance uses two antibacterial agents, namely an organic antibacterial agent or an inorganic additive. However, organic antibacterial agents have a certain irritation to the skin and are less time-efficient; the inorganic additives (such as nano zinc oxide, nano bismuth metal oxide and the like) have limited solubility in gloss oil, have limited antibacterial components, are difficult to achieve effective antibacterial effect, and are easy to change the physical properties of the surface of the gloss oil printed product, particularly the smoothness is reduced.
Aiming at the problems, research and preparation of the LED-UV gloss oil with good antibacterial property are needed to meet market demands.
Disclosure of Invention
In order to solve the technical problems, the invention provides the antibacterial LED-UV gloss oil and the preparation method thereof, wherein the antibacterial performance of the antibacterial LED-UV gloss oil has broad spectrum, durability and high efficiency, and the antibacterial LED-UV gloss oil does not irritate skin and has safety.
In a first aspect, the invention provides an antibacterial LED-UV gloss oil, which comprises the following raw materials:
15-50 parts by weight of acrylate oligomer;
0.05-0.5 part by weight of polymerization inhibitor;
3-7 parts of photoinitiator;
8-15 parts of auxiliary initiator;
20-60 parts by weight of acrylic acid monomer;
1-5 parts of auxiliary agent;
0.1-5 parts of antibacterial material.
Further, the antibacterial LED-UV gloss oil comprises the following raw materials:
20-40 parts by weight of acrylate oligomer;
0.1-0.4 part by weight of polymerization inhibitor;
3.5-6.5 parts by weight of a photoinitiator;
9-13 parts of auxiliary initiator;
25-55 parts by weight of an acrylic monomer;
1.5-4.5 parts by weight of auxiliary agent;
0.5-4 parts of antibacterial material.
Further, the antibacterial LED-UV gloss oil comprises the following raw materials:
30-35 parts by weight of acrylate oligomer;
0.2-0.3 parts of polymerization inhibitor;
4-6 parts by weight of a photoinitiator;
10-12 parts of auxiliary initiator;
30-50 parts by weight of an acrylic monomer;
2-4 parts of auxiliary agent;
1-3 parts of antibacterial material.
Further, the acrylate oligomer is one or a mixture of more of epoxy acrylate oligomer, polyester acrylate oligomer, polyurethane acrylate oligomer, polyether acrylate oligomer, amino acrylate oligomer and pure acrylate.
Further, the acrylate oligomer must not contain an organic solvent.
Further, the organic solvent comprises ethanol, isopropanol, ethyl acetate, butyl acetate and acetone.
Further, the polyurethane acrylate oligomer is polyurethane acrylate oligomer with a functional group more than or equal to 6, the polyurethane acrylate oligomer with the functional group more than or equal to 6 belongs to high-functional polyurethane acrylate oligomer, and the high-functional polyurethane acrylate oligomer can further improve the curing speed of the antibacterial LED-UV gloss oil.
Further, the urethane acrylate oligomer is a 9-functional urethane acrylate.
Further, the acrylate oligomer comprises pure acrylate and further comprises at least one of epoxy acrylate oligomer, polyester acrylate oligomer, polyurethane acrylate oligomer, polyether acrylate oligomer and amino acrylate oligomer; wherein the dosage of the pure acrylic ester is 0.5-5 parts by mass. The adhesive force of the gloss oil can be further increased by a small amount of pure acrylic ester, and the gloss oil has good adhesive force when the amount of the pure acrylic ester is 0.5-5 parts by mass.
Further, the polymerization inhibitor is one or a mixture of a plurality of hydroquinone, 2, 6-di-tert-butyl-4-methylphenol, benzoquinone, p-hydroxyanisole and tris (N-nitroso-N-phenylhydroxylamine) aluminum salt.
Further, the polymerization inhibitor is a mixture of 2, 6-di-tert-butyl-4-methylphenol and p-hydroxyanisole; wherein, the mass ratio of the 2, 6-di-tert-butyl-4-methylphenol to the p-hydroxyanisole is 1:2-2:1, and the storage stability of the product can be further maintained. It is further preferred that the mass ratio of 2, 6-di-tert-butyl-4-methylphenol to p-hydroxyanisole is 1:1.
Further, the photoinitiator is one or a mixture of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide, 2,4, 6-trimethylbenzoyl-ethoxy-phenyl phosphine oxide, bis (2, 4, 6-trimethylbenzoyl) phenyl phosphine oxide, 1- (biphenyl-4-yl) -2-methyl-2-morpholinopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone-1, isopropyl thioxanthone, 2, 4-diethyl thioxanthone, bis [2, 6-difluoro-3- (1H-pyrrolyl-1) phenyl ] titanocene, camphorquinone.
Further, the photoinitiator is one or a mixture of more than one of 2,4, 6-trimethyl benzoyl-diphenyl phosphine oxide, isopropyl thioxanthone and 2, 4-diethyl thioxanthone.
Further, the photoinitiator is a mixture of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide and isopropyl thioxanthone; wherein the dosage of the 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide is 4-6 parts by mass, and the dosage of the isopropyl thioxanthone is 0.5-0.8 part by mass. When the amount of 2,4, 6-trimethyl benzoyl-diphenyl phosphine oxide is 4-6 parts by mass, the amount of isopropyl thioxanthone determines the speed of curing and the yellowing degree, and when the amount of isopropyl thioxanthone is 0.5-0.8 parts by mass, the yellowing value can be controlled within 2.0, the curing speed can reach 12000 pieces/hour, the curing speed can be improved, and the yellowing degree can be slowed down.
Further, the co-initiator is one or a mixture of more of aliphatic tertiary amine, ethanolamine tertiary amine, tertiary amine benzoate and active amine co-initiator. The auxiliary initiator can reduce oxygen polymerization inhibition in LED-UV gloss oil curing, and the auxiliary initiator is matched with the photoinitiator for use, so that the surface curing effect can be improved.
Further, the auxiliary initiator is an auxiliary initiator with an amine value of more than 200, and the auxiliary initiator with a larger amine value is selected, so that the curing speed of the gloss oil is improved. The co-initiator with an amine number of 200 or more can exert the fastest curing effect of the product when the amount of the co-initiator is 8 to 15 parts by mass.
Further, the acrylic monomer is one or a mixture of a plurality of trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate, pentaerythritol triacrylate, tripropylene glycol diacrylate, dipentaerythritol hexaacrylate, bis-trimethylolpropane tetraacrylate, N-vinyl pyrrolidone, dipropylene glycol diacrylate, tripropylene glycol diacrylate, 1, 6-hexanediol diacrylate, 4-acryloylmorpholine, ethyl 2-ethyleneoxy ethoxyacrylate and modified acrylate.
Further, the acrylic monomer includes a mixture of a difunctional acrylic monomer, a trifunctional acrylic monomer, and a hexafunctional acrylic monomer; the difunctional acrylic monomer comprises at least one of dipropylene glycol diacrylate, tripropylene glycol diacrylate and 1, 6-hexanediol diacrylate, the trifunctional acrylic monomer comprises at least one of trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate and pentaerythritol triacrylate, and the hexafunctional acrylic monomer is dipentaerythritol hexaacrylate.
The difunctional acrylic monomer, the trifunctional acrylic monomer and the hexafunctional acrylic monomer are matched for use, so that the net structure of the cured formula is more compact, and the comprehensive improvement of the curing speed, the wear resistance and the flexibility is facilitated.
Further, the acrylic monomers include 1, 6-hexanediol diacrylate and dipentaerythritol hexaacrylate. The 1, 6-hexanediol diacrylate has strong dilution capability, can quickly reduce the viscosity of gloss oil, has high reaction speed of dipentaerythritol hexaacrylate, and can make a film layer hard, thereby improving the surface performance of the antibacterial LED-UV gloss oil.
Further, the auxiliary agent is one or a mixture of more of modified polysiloxane, fluorinated polyethylene wax, polytetrafluoroethylene wax and acrylic ester copolymer.
Further, the antibacterial material is antibacterial base solution of nano metal wires and/or nano metal oxide wires dispersed in acrylic acid monomers.
Further, the nano metal wire comprises one or more of a nano silver wire, a nano copper wire and a nano silver-coated copper wire; the nano metal oxide filaments include nano zinc oxide filaments.
The nanometer metal wires and nanometer metal oxide wires are easy to agglomerate, and the nanometer metal wires and the nanometer metal oxide wires are dispersed in acrylic acid monomers to prepare the antibacterial material, so that the agglomeration phenomenon of the nanometer metal wires and the nanometer metal oxide wires can be effectively prevented, and the antibacterial effect is improved.
In the invention, the antibacterial material is uniformly distributed in the carrier, and a stable, reliable, durable and uniformly distributed metal cation generator is formed in the membrane after construction. If the surface is free from pathogens, an antivirus mechanism is not triggered, once pathogens appear on the surface, cations and thiol (-SH) are specifically combined to ensure that sulfur-containing protease on the virus protein shell is out of function, so that the effect of killing viruses and the protection effect are achieved, and meanwhile, newly generated cations reach the surface along ion channels to maintain the original equilibrium concentration.
In a second aspect, the invention provides a preparation method of an antibacterial LED-UV gloss oil, which comprises the following steps:
(1) Adding 15-50 parts by weight of acrylate oligomer, 0.05-0.5 part by weight of polymerization inhibitor, 3-7 parts by weight of photoinitiator and 20-60 parts by weight of acrylic acid monomer into a heating cylinder, heating to 40-60 ℃, stirring to enable the photoinitiator and the polymerization inhibitor to be fully dissolved, and stopping heating;
(2) Adding 8-15 parts by weight of auxiliary initiator and 1-5 parts by weight of auxiliary agent, and stirring for 30-60 minutes;
(3) Adding 0.1-5 parts by weight of antibacterial material, stirring, and uniformly mixing to obtain the antibacterial LED-UV gloss oil.
Further, the stirring in the step (1) is carried out for 30 to 60 minutes, so that the photoinitiator and the polymerization inhibitor are sufficiently dissolved.
Further, stirring in the step (3) for 30-60 minutes to uniformly mix the antibacterial materials, thereby obtaining the antibacterial LED-UV gloss oil.
In the present invention, the stirring speed in the steps (1) to (3) is 500 to 1000r/min.
Detailed Description
The experimental procedure of the present invention, in which specific conditions are not noted in the following examples, generally follows conventional conditions. The various chemicals commonly used in the examples are commercially available.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention.
The terms "comprising" and "having" and any variations thereof, are intended to cover a non-exclusive inclusion. For example, a process, method, apparatus, article, or device that comprises a list of steps is not limited to the elements or modules listed but may alternatively include additional steps not listed or inherent to such process, method, article, or device.
The "plurality" mentioned in the present invention means two or more. "and/or", describes an association relationship of an association object, and indicates that there may be three relationships, for example, a and/or B, and may indicate: a exists alone, A and B exist together, and B exists alone. The character "/" generally indicates that the context-dependent object is an "or" relationship.
The following describes the embodiments of the present invention in detail with reference to specific examples 1 to 4.
Example 1
(1) 31 parts by weight of urethane acrylate oligomer, 0.1 part by weight of p-hydroxyanisole (MEHQ), 4 parts by weight of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide (TPO), 0.5 part by weight of 2, 4-Diethylthioxanthone (DETX), 27.9 parts by weight of trimethylolpropane triacrylate (TMPTA), 5 parts by weight of dipentaerythritol hexaacrylate (DPHA), and 20 parts by weight of tripropylene glycol diacrylate (TPGDA) are added into a heating cylinder, heated to 40 ℃, stirred for 30 minutes, and after the various components are sufficiently dissolved, the heating is stopped;
(2) Adding 8 parts by weight of active amine auxiliary initiator and 2 parts by weight of modified polysiloxane, and stirring for 30 minutes;
(3) Adding 2 parts by mass of antibacterial material, stirring for 30 minutes to uniformly mix the antibacterial material, and obtaining the antibacterial LED-UV gloss oil product.
Example 2
(1) Adding 25 parts by weight of epoxy acrylate oligomer, 0.1 part by weight of 2, 6-di-tert-butyl-4-methylphenol, 0.2 part by weight of p-hydroxyanisole (MEHQ), 2 parts by weight of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide (TPO), 2 parts by weight of 2, 4-Diethylthioxanthone (DETX), 1 part by weight of isopropylthioxanthone, 20 parts by weight of trimethylolpropane triacrylate (TMPTA), 5 parts by weight of dipentaerythritol hexaacrylate (DPHA) and 15 parts by weight of dipropylene glycol diacrylate into a heating cylinder, heating to 50 ℃, stirring for 35 minutes, and stopping heating after various components are fully dissolved;
(2) Adding 10 parts by weight of aliphatic tertiary amine and 3 parts by weight of modified polysiloxane, and stirring for 40 minutes;
(3) Adding 3 parts by mass of antibacterial material, stirring for 30 minutes to uniformly mix the antibacterial material, and obtaining the antibacterial LED-UV gloss oil product.
Example 3
(1) Adding 40 parts by weight of polyether acrylate oligomer, 0.2 part by weight of 2, 6-di-tert-butyl-4-methylphenol, 0.2 part by weight of p-hydroxyanisole (MEHQ), 5 parts by weight of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide (TPO), 15 parts by weight of ethoxylated trimethylolpropane triacrylate, 10 parts by weight of dipentaerythritol hexaacrylate (DPHA) and 20 parts by weight of tripropylene glycol diacrylate (TPGDA) into a heating cylinder, heating to 55 ℃, stirring for 50 minutes, and stopping heating after the components are fully dissolved;
(2) Adding 5 parts by weight of active amine auxiliary initiator, 7 parts by weight of ethanolamine tertiary amine and 4 parts by weight of fluorinated polyethylene wax, and stirring for 30 minutes;
(3) Adding 4 parts by mass of antibacterial material, stirring for 30 minutes to uniformly mix the antibacterial material, and obtaining the antibacterial LED-UV gloss oil product.
Example 4
(1) Adding 35 parts by weight of urethane acrylate oligomer, 3 parts by weight of pure acrylate, 0.2 part by weight of 2, 6-di-tert-butyl-4-methylphenol, 0.1 part by weight of p-hydroxyanisole (MEHQ), 5 parts by weight of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide (TPO), 0.6 part by weight of isopropyl thioxanthone, 25 parts by weight of pentaerythritol triacrylate, 8 parts by weight of dipentaerythritol hexaacrylate (DPHA) and 10 parts by weight of 1, 6-hexanediol diacrylate into a heating cylinder, heating to 60 ℃, stirring for 45 minutes, and stopping heating after various components are fully dissolved;
(2) Adding 8 parts by weight of ethanolamine tertiary amine, 3 parts by weight of tertiary amine benzoate, 1 part by weight of modified polysiloxane and 2 parts by weight of acrylate copolymer, and stirring for 50 minutes;
(3) Adding 2 parts by mass of antibacterial material, stirring for 30 minutes to uniformly mix the antibacterial material, and obtaining the antibacterial LED-UV gloss oil product.
The invention performs performance detection on the antibacterial LED-UV gloss oil products prepared in examples 1-4, and the detection results are shown in tables 1-3.
According to the national standard GB/T21866-2008 antibacterial paint (paint film) antibacterial property determination method and antibacterial effect, the antibacterial broad spectrum, antibacterial durability and antibacterial high efficiency of the antibacterial LED-UV gloss oil products of the embodiments 1-4 are determined.
The test method for the antibacterial high efficiency and the antibacterial durability comprises the following steps:
(1) The test specimens (examples 1 to 4) were coated on the surface of the base plate to prepare test templates (examples 1 to 4). The antimicrobial ratio I of the samples of examples 1 to 4 was calculated according to formula 1 by irradiating 1 UV lamp with a wavelength of 253.7nm at a distance of 1m from the blank control panel and the test panel (the panels of examples 1 to 4) for 100 hours, respectively, and the test microorganism was E.coli.
(2) The test panels (examples 1-4) were placed in an oven at 60℃for 120 hours. Average recovered colony count (cfu/sheet) after 24 hours was calculated for the blank control panel and the oven-treated test panel (panels of examples 1-4), respectively, and the antibacterial ratio II was calculated for the samples of examples 1-4 according to equation 1, and the test microorganism was E.coli.
(3) The test panels (examples 1-4) were wiped with 75% alcohol for 50 cycles until the alcohol had evaporated. Average recovered colony count (cfu/sheet) after 24 hours was calculated for the blank control panel and the alcohol-wiped test panel (panels of examples 1-4), and the antibacterial ratio III was calculated for the samples of examples 1-4 according to equation 1, and the test microorganism was E.coli.
In the formula 1, R-antibacterial ratio is expressed as (%);
b- -average recovered colony count (cfu/sheet) after 24h in the blank panel;
c- -average colony count (cfu/plate) recovered after 24h of the panel tested.
The results of the detection of the antibacterial rate I, the antibacterial rate II and the antibacterial rate III are shown in Table 1.
TABLE 1 antibacterial Rate detection results
| Antibacterial efficiency (%) | Antibacterial ratio I | Antibacterial ratio II | Antibacterial ratio III |
| Example 1 | 99.99 | 99.99 | 99.99 |
| Example 2 | 99.99 | 99.99 | 99.99 |
| Example 3 | 99.99 | 99.99 | 99.99 |
| Example 4 | 99.99 | 99.99 | 99.99 |
As can be seen from the data in Table 1, the antibacterial rate I of the samples of examples 1-4 of the present invention is 99.99%, the antibacterial property is more than 95%, and the antibacterial property requirement of the level I place is met, which indicates that the antibacterial property of the antibacterial LED-UV gloss oil of the present invention has high efficiency. The antibacterial rate II and the antibacterial rate III of the samples in the examples 1-4 are 99.99%, the antibacterial property is more than 95%, and the antibacterial property requirement of the level I places is met, which shows that the antibacterial LED-UV gloss oil has antibacterial durability and good antibacterial property under the conditions of high temperature, ultraviolet irradiation, wiping of organic solvents (such as alcohol) and the like.
For examples 1-4 of the present invention, antibacterial performance tests were performed on poliomyelitis, H1N1, staphylococcus aureus, escherichia coli, and Candida albicans, respectively, and novel coronaviruses to evaluate the antibacterial broad-spectrum properties of the antibacterial LED-UV gloss oil of the present invention, and the detection results are shown in Table 2. Wherein, polio, H1N1, the novel coronavirus is according to the standard ISO 21702:2019, staphylococcus aureus, escherichia coli and candida albicans are detected according to the standard GB/T21866-2008.
TABLE 2 detection results of antibacterial broad spectrum
As can be seen from the data in Table 2, the antibacterial rates of the samples of examples 1-4 of the present invention on poliomyelitis, H1N1, staphylococcus aureus, escherichia coli, candida albicans and novel coronaviruses are all > 99.99%, the antibacterial property is more than 95%, and the antibacterial property requirement of the class I sites is met, which indicates that the antibacterial LED-UV gloss oil of the present invention has antibacterial broad spectrum.
The safety of the antimicrobial LED-UV gloss oil products of examples 1-4 of the present invention was determined according to the disinfection Specification (2002 edition, second section, 2.2.2).
The specific test method of the safety comprises the following steps: the hairs on the two sides of the spine of the back of the rabbit are shaved 24 hours before the experiment. The dehairing range is about 3cm by 3cm on the left and right. The next day, a test object with a size of 2cm x 2cm is cut in a transverse manner, wetted by normal saline, applied on one side of skin, covered by a layer of non-stimulated plastic film and fixed by a non-stimulated adhesive tape. The other side was peeled off the skin as a blank. The application time is 4 hours. After the test, the residual test substance was removed with warm water. The application was once daily for 14 days. Observations 24h after each application were scored against the skin irritation response scoring table. The average integral of each animal per day was calculated according to formula 2, the skin irritation intensity was determined according to the skin irritation intensity classification standard table, and the detection results are shown in table 3.
TABLE 3 safety test results
From the data in Table 3, the samples of examples 1-4 of the present invention were non-irritating to the results of multiple complete skin irritation tests in New Zealand, demonstrating the good safety of the antimicrobial LED-UV gloss oil of the present invention.
According to the data in tables 1-3, the formula and the preparation process of the antibacterial LED-UV gloss oil are scientific and reasonable, the antibacterial performance of the product has broad spectrum, durability and high efficiency, and the antibacterial LED-UV gloss oil does not irritate skin and has safety.
The technical features of the above embodiments may be arbitrarily combined, and all possible combinations of the technical features in the above embodiments are not described for brevity of description, however, as long as there is no contradiction between the combinations of the technical features, they should be considered as the scope of the description.
The foregoing examples illustrate only a few embodiments of the invention and are described in detail herein without thereby limiting the scope of the invention. It should be noted that it will be apparent to those skilled in the art that several variations and modifications can be made without departing from the spirit of the invention, which are all within the scope of the invention. Accordingly, the scope of protection of the present invention is to be determined by the appended claims.
Claims (10)
1. An antibacterial LED-UV gloss oil is characterized by comprising the following raw materials:
15-50 parts by weight of acrylate oligomer;
0.05-0.5 part by weight of polymerization inhibitor;
3-7 parts of photoinitiator;
8-15 parts of auxiliary initiator;
20-60 parts by weight of acrylic acid monomer;
1-5 parts of auxiliary agent;
0.1-5 parts of antibacterial material.
2. The antimicrobial LED-UV varnish of claim 1, wherein the acrylate oligomer is one or more of epoxy acrylate oligomer, polyester acrylate oligomer, polyurethane acrylate oligomer, polyether acrylate oligomer, amino acrylate oligomer, pure acrylate.
3. The antimicrobial LED-UV varnish of claim 1, wherein the acrylate oligomer does not contain an organic solvent comprising ethanol, isopropanol, ethyl acetate, butyl acetate, acetone.
4. The antimicrobial LED-UV varnish according to claim 1, wherein the polymerization inhibitor is one or more of hydroquinone, 2, 6-di-tert-butyl-4-methylphenol, benzoquinone, p-hydroxyanisole, tris (N-nitroso-N-phenylhydroxylamine) aluminum salt.
5. The antimicrobial LED-UV varnish of claim 1, wherein the photoinitiator is one or more of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide, 2,4, 6-trimethylbenzoyl-ethoxy-phenyl phosphine oxide, bis (2, 4, 6-trimethylbenzoyl) phenyl phosphine oxide, 1- (biphenyl-4-yl) -2-methyl-2-morpholinopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone-1, isopropyl thioxanthone, 2, 4-diethyl thioxanthone, bis [2, 6-difluoro-3- (1H-pyrrolyl-1) phenyl ] titanocene, camphorquinone.
6. The antimicrobial LED-UV varnish of claim 1, wherein the co-initiator is one or more of aliphatic tertiary amines, ethanolamines tertiary amines, tertiary amine benzoates, reactive amines co-initiators.
7. The antimicrobial LED-UV varnish of claim 1, wherein the acrylic monomer is one or more of trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate, pentaerythritol triacrylate, tripropylene glycol diacrylate, dipentaerythritol hexaacrylate, bis-trimethylolpropane tetraacrylate, N-vinylpyrrolidone, dipropylene glycol diacrylate, tripropylene glycol diacrylate, 1, 6-hexanediol diacrylate, 4-acryloylmorpholine, ethyl 2-ethyleneoxy ethoxy acrylate, modified acrylate.
8. The antimicrobial LED-UV varnish of claim 1, wherein the auxiliary agent is one or more of a modified polysiloxane, a fluorinated polyethylene wax, a polytetrafluoroethylene wax, an acrylate copolymer.
9. The antimicrobial LED-UV varnish of claim 1, wherein the antimicrobial material is an antimicrobial base solution of nano-wires and/or nano-wires of metal oxides dispersed in acrylic monomers.
10. The preparation method of the antibacterial LED-UV gloss oil is characterized by comprising the following steps of:
adding 15-50 parts by weight of acrylate oligomer, 0.05-0.5 part by weight of polymerization inhibitor, 3-7 parts by weight of photoinitiator and 20-60 parts by weight of acrylic acid monomer into a heating cylinder, heating to 40-60 ℃, stirring to enable the photoinitiator and the polymerization inhibitor to be fully dissolved, and stopping heating;
adding 8-15 parts by weight of auxiliary initiator and 1-5 parts by weight of auxiliary agent, and stirring for 30-60 minutes;
adding 0.1-5 parts by weight of antibacterial material, stirring, and uniformly mixing to obtain the antibacterial LED-UV gloss oil.
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| CN104830211A (en) * | 2015-05-18 | 2015-08-12 | 惠州德斯坤实业有限公司 | UV (ultraviolet) offset printing gloss oil and preparation method thereof |
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| CN112898881A (en) * | 2021-03-30 | 2021-06-04 | 中山市中益油墨涂料有限公司 | Antibacterial and mildew-proof UV-LED gloss oil and preparation method thereof |
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