CA2880751C - Electron beam curable inkjet inks and their use in inkjet printing methods - Google Patents
Electron beam curable inkjet inks and their use in inkjet printing methods Download PDFInfo
- Publication number
- CA2880751C CA2880751C CA2880751A CA2880751A CA2880751C CA 2880751 C CA2880751 C CA 2880751C CA 2880751 A CA2880751 A CA 2880751A CA 2880751 A CA2880751 A CA 2880751A CA 2880751 C CA2880751 C CA 2880751C
- Authority
- CA
- Canada
- Prior art keywords
- ink
- inks
- acetate
- weight
- ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000976 ink Substances 0.000 title claims abstract description 117
- 238000000034 method Methods 0.000 title claims abstract description 46
- 238000010894 electron beam technology Methods 0.000 title claims abstract description 12
- 238000007641 inkjet printing Methods 0.000 title description 5
- 238000007639 printing Methods 0.000 claims abstract description 44
- 239000000758 substrate Substances 0.000 claims abstract description 44
- 239000000049 pigment Substances 0.000 claims abstract description 19
- 235000013305 food Nutrition 0.000 claims abstract description 10
- 239000003085 diluting agent Substances 0.000 claims abstract description 4
- 239000002904 solvent Substances 0.000 claims description 29
- 230000005855 radiation Effects 0.000 claims description 20
- 238000001704 evaporation Methods 0.000 claims description 17
- 230000008020 evaporation Effects 0.000 claims description 15
- -1 aromatic urethane acrylates Chemical class 0.000 claims description 10
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 5
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 claims description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 4
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims description 4
- 239000011877 solvent mixture Substances 0.000 claims description 4
- 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 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- 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 3
- 230000002745 absorbent Effects 0.000 claims description 3
- 239000002250 absorbent Substances 0.000 claims description 3
- VEBCLRKUSAGCDF-UHFFFAOYSA-N ac1mi23b Chemical compound C1C2C3C(COC(=O)C=C)CCC3C1C(COC(=O)C=C)C2 VEBCLRKUSAGCDF-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 229920006244 ethylene-ethyl acrylate Polymers 0.000 claims description 3
- 239000005042 ethylene-ethyl acrylate Substances 0.000 claims description 3
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 claims description 3
- FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 claims description 3
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 claims description 3
- LAVARTIQQDZFNT-UHFFFAOYSA-N 1-(1-methoxypropan-2-yloxy)propan-2-yl acetate Chemical compound COCC(C)OCC(C)OC(C)=O LAVARTIQQDZFNT-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 claims description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 claims description 2
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 claims description 2
- WMDZKDKPYCNCDZ-UHFFFAOYSA-N 2-(2-butoxypropoxy)propan-1-ol Chemical compound CCCCOC(C)COC(C)CO WMDZKDKPYCNCDZ-UHFFFAOYSA-N 0.000 claims description 2
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical compound CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 claims description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 claims description 2
- QLZJUIZVJLSNDD-UHFFFAOYSA-N 2-(2-methylidenebutanoyloxy)ethyl 2-methylidenebutanoate Chemical compound CCC(=C)C(=O)OCCOC(=O)C(=C)CC QLZJUIZVJLSNDD-UHFFFAOYSA-N 0.000 claims description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 2
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 claims description 2
- JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 claims description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 2
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 claims description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 2
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 claims description 2
- NTKBNCABAMQDIG-UHFFFAOYSA-N 3-butoxypropan-1-ol Chemical compound CCCCOCCCO NTKBNCABAMQDIG-UHFFFAOYSA-N 0.000 claims description 2
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 claims description 2
- VATRWWPJWVCZTA-UHFFFAOYSA-N 3-oxo-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1C(F)(F)F VATRWWPJWVCZTA-UHFFFAOYSA-N 0.000 claims description 2
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 claims description 2
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 claims description 2
- 229940116333 ethyl lactate Drugs 0.000 claims description 2
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims description 2
- 229940011051 isopropyl acetate Drugs 0.000 claims description 2
- 229940057867 methyl lactate Drugs 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 claims description 2
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims 1
- 238000005516 engineering process Methods 0.000 abstract description 9
- 238000004806 packaging method and process Methods 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 description 9
- 230000008569 process Effects 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- 230000005012 migration Effects 0.000 description 6
- 238000013508 migration Methods 0.000 description 6
- 230000035515 penetration Effects 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000004992 fission Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229920000573 polyethylene Polymers 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 229920002994 synthetic fiber Polymers 0.000 description 4
- 239000003086 colorant Substances 0.000 description 3
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 3
- 239000011888 foil Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 2
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 238000007645 offset printing Methods 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000007650 screen-printing Methods 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- FYYZTOOGFNLGII-UHFFFAOYSA-N (1,6-dihydroxy-1-prop-2-enoyloxyhexyl) prop-2-enoate Chemical compound OCCCCCC(O)(OC(=O)C=C)OC(=O)C=C FYYZTOOGFNLGII-UHFFFAOYSA-N 0.000 description 1
- KOVQMCGGWATESY-VXKWHMMOSA-N (4s)-5-amino-4-[[(2s)-4-carboxy-2-[3-[3-[4-(3-chlorophenyl)phenyl]-1,2-oxazol-5-yl]propanoylamino]butanoyl]amino]-5-oxopentanoic acid Chemical compound O1C(CCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N)=CC(C=2C=CC(=CC=2)C=2C=C(Cl)C=CC=2)=N1 KOVQMCGGWATESY-VXKWHMMOSA-N 0.000 description 1
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-M isovalerate Chemical compound CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- OTLDLKLSNZMTTA-UHFFFAOYSA-N octahydro-1h-4,7-methanoindene-1,5-diyldimethanol Chemical compound C1C2C3C(CO)CCC3C1C(CO)C2 OTLDLKLSNZMTTA-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 229940099800 pigment red 48 Drugs 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012106 screening analysis Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/36—Inkjet printing inks based on non-aqueous solvents
-
- 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09D11/107—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds from unsaturated acids or derivatives thereof
-
- 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/322—Pigment inks
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M7/00—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock
- B41M7/0081—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock using electromagnetic radiation or waves, e.g. ultraviolet radiation, electron beams
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Ink Jet (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102012016690.7A DE102012016690A1 (de) | 2012-08-24 | 2012-08-24 | Elektronenstrahlhärtbare Inkjet-Tinten und deren Verwendung in Inkjet-Druckverfahren |
| DE102012016690.7 | 2012-08-24 | ||
| PCT/DE2013/000468 WO2014029381A2 (de) | 2012-08-24 | 2013-08-21 | Elektronenstrahlhärtbare inkjet-tinten und deren verwendung in inkjet-druckverfahren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2880751A1 CA2880751A1 (en) | 2014-02-27 |
| CA2880751C true CA2880751C (en) | 2017-10-03 |
Family
ID=50069399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2880751A Active CA2880751C (en) | 2012-08-24 | 2013-08-21 | Electron beam curable inkjet inks and their use in inkjet printing methods |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US9458339B2 (enExample) |
| EP (1) | EP2888113B1 (enExample) |
| JP (1) | JP6000459B2 (enExample) |
| CA (1) | CA2880751C (enExample) |
| DE (2) | DE102012016690A1 (enExample) |
| DK (1) | DK2888113T3 (enExample) |
| ES (1) | ES2668942T3 (enExample) |
| HU (1) | HUE037473T2 (enExample) |
| NO (1) | NO2845929T3 (enExample) |
| PL (1) | PL2888113T3 (enExample) |
| PT (1) | PT2888113T (enExample) |
| WO (1) | WO2014029381A2 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL1041256B1 (nl) * | 2015-04-03 | 2017-01-06 | Colour In Display Nederland B V | Werkwijze en inrichting voor het vervaardigen van kleurdemonstreermiddelen, tevens kleurdemonstreermiddelen vervaardigd volgens zo een werkwijze. |
| CN108025572B (zh) * | 2015-09-30 | 2019-07-26 | 富士胶片株式会社 | 喷墨记录方法以及喷墨记录装置 |
| WO2017180494A1 (en) * | 2016-04-11 | 2017-10-19 | Sun Chemical Corporation | Electron beam curable inkjet formulations with improved chemical resistance |
| US11251019B2 (en) * | 2016-12-15 | 2022-02-15 | Toyota Jidosha Kabushiki Kaisha | Plasma device |
| GB2572519A (en) * | 2017-01-25 | 2019-10-02 | Fujifilm Speciality Ink Systems Ltd | Printing method and apparatus |
| US10857825B2 (en) | 2017-01-31 | 2020-12-08 | Hewlett-Packard Development Company, L.P. | Inkjet printing |
| WO2018144039A1 (en) | 2017-01-31 | 2018-08-09 | Hewlett-Packard Development Company, L.P. | Inkjet printing |
| WO2018143966A1 (en) | 2017-01-31 | 2018-08-09 | Hewlett-Packard Development Company, L.P. | Inkjet compositions |
| WO2018143964A1 (en) | 2017-01-31 | 2018-08-09 | Hewlett-Packard Development Company, L.P. | Inkjet printing |
| JP6863199B2 (ja) | 2017-09-25 | 2021-04-21 | トヨタ自動車株式会社 | プラズマ処理装置 |
| JP7052329B2 (ja) * | 2017-12-13 | 2022-04-12 | コニカミノルタ株式会社 | 電子線硬化型インクジェットインクおよび画像形成方法 |
| WO2020012158A1 (en) | 2018-07-13 | 2020-01-16 | Sun Chemical Corporation | Aqueous electron beam curable compositions comprising poly(alkoxylates) |
| WO2020012157A1 (en) * | 2018-07-13 | 2020-01-16 | Sun Chemical Corporation | Electron beam curable compositions comprising polyols |
| KR102421937B1 (ko) * | 2022-05-17 | 2022-07-19 | 한국다이카텍 (주) | 디스플레이용 보호필름의 제조방법 및 이 방법에 의해 제조된 디스플레이용 보호필름 |
| WO2025099008A1 (de) | 2023-11-06 | 2025-05-15 | Loparex Germany Gmbh & Co. Kg | Kunststofffolie zur bedruckung |
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| US6284816B1 (en) | 1997-06-19 | 2001-09-04 | Sun Chemical Corporation | Energy curable flexographic inks incorporating grafted pigments |
| JPH11203044A (ja) | 1998-01-16 | 1999-07-30 | Sony Corp | 情報処理システム |
| AU3060702A (en) * | 2000-11-09 | 2002-05-21 | 3M Innovative Properties Co | Weather resistant, ink jettable, radiation curable, fluid compositions particularly suitable for outdoor applications |
| JP2003182061A (ja) * | 2001-12-21 | 2003-07-03 | Konica Corp | インクジェット記録方法 |
| US20030149130A1 (en) * | 2001-12-21 | 2003-08-07 | Ai Kondo | Ink composition and a method for ink jet recording |
| JP2004098309A (ja) * | 2002-09-05 | 2004-04-02 | Toyo Ink Mfg Co Ltd | 印刷方法および印刷物 |
| GB0329597D0 (en) * | 2003-12-20 | 2004-01-28 | Avecia Ltd | Compositions |
| US20050253917A1 (en) | 2004-05-13 | 2005-11-17 | Quanyuan Shang | Method for forming color filters in flat panel displays by inkjetting |
| EP1762600A4 (en) * | 2004-07-01 | 2008-08-20 | Matsui Chemical Co Ltd | BY ACTIVE RADIATION HARDENABLE INK COMPOSITION FOR OVERPRESSURE |
| US20070263060A1 (en) | 2005-01-14 | 2007-11-15 | Mikhail Laksin | Hybrid Energy Curable Solvent-Based Liquid Printing Inks |
| US20080030562A1 (en) * | 2006-08-02 | 2008-02-07 | Applied Materials, Inc. | Methods and apparatus for improved ink for inkjet printing |
| DE102006057966B4 (de) | 2006-09-02 | 2008-08-28 | Bengt Laurell | Auftrags-Bestrahlungs-System für die Elektronenstrahlhärtung |
| DE602006013855D1 (de) * | 2006-12-21 | 2010-06-02 | Agfa Graphics Nv | Tintenstrahldruckverfahren und Tintensätze |
| ES2361861T3 (es) | 2007-10-24 | 2011-06-22 | Agfa Graphics N.V. | Líquidos y tintas curables para aplicaciones a juguetes y embalajes de alimentos. |
| DE102008005685A1 (de) * | 2008-01-23 | 2009-07-30 | Langhals, Heinz, Prof. Dr. | Elektronenstrahlhärtung von Glycerolmethacrylat |
| DE102008023499A1 (de) | 2008-05-14 | 2009-11-19 | Bayer Materialscience Ag | Druckfarbe oder Drucklack, damit beschichteter Schichtstoff und Verfahren zur Herstellung eines Schichtstoffs |
| US7997194B2 (en) | 2008-06-09 | 2011-08-16 | Ideon Llc | Method of printing and decorating packaging materials with electron beam curable inks |
| DE102008063837A1 (de) | 2008-12-19 | 2010-06-24 | Mankiewicz Gebr. & Co. Gmbh & Co Kg | Beschichtung und deren Herstellung mittels Inkjet-Druckverfahren |
| JP5223658B2 (ja) * | 2008-12-24 | 2013-06-26 | 富士ゼロックス株式会社 | 記録装置 |
| CN102174283B (zh) * | 2011-03-30 | 2013-06-12 | 北京立博泰业科技有限公司 | 一种纳米级紫外光固化喷墨喷绘色浆及其制备方法 |
| WO2013093414A2 (en) | 2011-12-21 | 2013-06-27 | Sericol Limited | Inks |
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2012
- 2012-08-24 DE DE102012016690.7A patent/DE102012016690A1/de not_active Withdrawn
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2013
- 2013-08-21 PL PL13782936T patent/PL2888113T3/pl unknown
- 2013-08-21 DK DK13782936.2T patent/DK2888113T3/en active
- 2013-08-21 HU HUE13782936A patent/HUE037473T2/hu unknown
- 2013-08-21 US US14/422,702 patent/US9458339B2/en active Active
- 2013-08-21 PT PT137829362T patent/PT2888113T/pt unknown
- 2013-08-21 ES ES13782936.2T patent/ES2668942T3/es active Active
- 2013-08-21 DE DE201311004151 patent/DE112013004151A5/de not_active Withdrawn
- 2013-08-21 WO PCT/DE2013/000468 patent/WO2014029381A2/de not_active Ceased
- 2013-08-21 CA CA2880751A patent/CA2880751C/en active Active
- 2013-08-21 JP JP2015527792A patent/JP6000459B2/ja active Active
- 2013-08-21 EP EP13782936.2A patent/EP2888113B1/de active Active
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2014
- 2014-06-10 NO NO14171749A patent/NO2845929T3/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2880751A1 (en) | 2014-02-27 |
| EP2888113B1 (de) | 2018-02-21 |
| US20150225585A1 (en) | 2015-08-13 |
| ES2668942T3 (es) | 2018-05-23 |
| US9458339B2 (en) | 2016-10-04 |
| WO2014029381A8 (de) | 2014-09-04 |
| PT2888113T (pt) | 2018-05-11 |
| DE102012016690A1 (de) | 2014-02-27 |
| WO2014029381A3 (de) | 2014-05-08 |
| PL2888113T3 (pl) | 2018-10-31 |
| WO2014029381A9 (de) | 2014-06-26 |
| NO2845929T3 (enExample) | 2018-02-24 |
| EP2888113A2 (de) | 2015-07-01 |
| DE112013004151A5 (de) | 2015-05-13 |
| WO2014029381A2 (de) | 2014-02-27 |
| DK2888113T3 (en) | 2018-05-22 |
| HUE037473T2 (hu) | 2018-09-28 |
| JP2015533861A (ja) | 2015-11-26 |
| JP6000459B2 (ja) | 2016-09-28 |
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