EP1529637A1 - Lasergravierbares Element zur Herstellung einer flexographischen Druckplatte, eines Handstempels oder eines Codierstempels - Google Patents
Lasergravierbares Element zur Herstellung einer flexographischen Druckplatte, eines Handstempels oder eines Codierstempels Download PDFInfo
- Publication number
- EP1529637A1 EP1529637A1 EP03104032A EP03104032A EP1529637A1 EP 1529637 A1 EP1529637 A1 EP 1529637A1 EP 03104032 A EP03104032 A EP 03104032A EP 03104032 A EP03104032 A EP 03104032A EP 1529637 A1 EP1529637 A1 EP 1529637A1
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- EP
- European Patent Office
- Prior art keywords
- laser
- meth
- coding
- stamp
- hand
- 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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- 238000000034 method Methods 0.000 claims abstract description 22
- 229920000642 polymer Polymers 0.000 claims abstract description 21
- 229920001577 copolymer Polymers 0.000 claims abstract description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 17
- 238000010147 laser engraving Methods 0.000 claims abstract description 11
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 10
- 229920000570 polyether Polymers 0.000 claims abstract description 10
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000178 monomer Substances 0.000 claims abstract description 6
- 230000001678 irradiating effect Effects 0.000 claims abstract description 5
- 238000005406 washing Methods 0.000 claims abstract description 5
- 238000001704 evaporation Methods 0.000 claims abstract description 4
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 3
- 239000000463 material Substances 0.000 description 21
- 239000010410 layer Substances 0.000 description 17
- 239000000203 mixture Substances 0.000 description 16
- 239000007788 liquid Substances 0.000 description 9
- 239000000976 ink Substances 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 6
- 239000011888 foil Substances 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- 239000003999 initiator Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- -1 acrylic compound Chemical class 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- 244000028419 Styrax benzoin Species 0.000 description 3
- 235000000126 Styrax benzoin Nutrition 0.000 description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 229960002130 benzoin Drugs 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 235000019382 gum benzoic Nutrition 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- UACSZOWTRIJIFU-UHFFFAOYSA-N hydroxymethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCO UACSZOWTRIJIFU-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 230000001235 sensitizing effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 2
- 238000012719 thermal polymerization Methods 0.000 description 2
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 2
- CSUUDNFYSFENAE-UHFFFAOYSA-N (2-methoxyphenyl)-phenylmethanone Chemical compound COC1=CC=CC=C1C(=O)C1=CC=CC=C1 CSUUDNFYSFENAE-UHFFFAOYSA-N 0.000 description 1
- CKGKXGQVRVAKEA-UHFFFAOYSA-N (2-methylphenyl)-phenylmethanone Chemical compound CC1=CC=CC=C1C(=O)C1=CC=CC=C1 CKGKXGQVRVAKEA-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- GIMQKKFOOYOQGB-UHFFFAOYSA-N 2,2-diethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)(OCC)C(=O)C1=CC=CC=C1 GIMQKKFOOYOQGB-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- FEXBEKLLSUWSIM-UHFFFAOYSA-N 2-Butyl-4-methylphenol Chemical compound CCCCC1=CC(C)=CC=C1O FEXBEKLLSUWSIM-UHFFFAOYSA-N 0.000 description 1
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- HZLFSOZSLFKJKA-JSXRDJHFSA-N 2-[2-[[(1s,3s,4r,5r)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-4-yl]methyl-(2-sulfanylethyl)amino]ethylamino]ethanethiol Chemical compound C1([C@@H]2[C@H](CN(CCS)CCNCCS)[C@H]3CC[C@@H](C2)N3C)=CC=C(Cl)C=C1 HZLFSOZSLFKJKA-JSXRDJHFSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- PRWJZNITVOUZBU-UHFFFAOYSA-N 2-chloroxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3OC2=C1 PRWJZNITVOUZBU-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- GYGYLGPQOCOYHH-UHFFFAOYSA-N 2-propan-2-ylxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3OC2=C1 GYGYLGPQOCOYHH-UHFFFAOYSA-N 0.000 description 1
- CDSULTPOCMWJCM-UHFFFAOYSA-N 4h-chromene-2,3-dione Chemical class C1=CC=C2OC(=O)C(=O)CC2=C1 CDSULTPOCMWJCM-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 229920001198 elastomeric copolymer Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- MHCLJIVVJQQNKQ-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O MHCLJIVVJQQNKQ-UHFFFAOYSA-N 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000000852 hydrogen donor Substances 0.000 description 1
- 229920002681 hypalon Polymers 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000013532 laser treatment Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229940117969 neopentyl glycol Drugs 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920002627 poly(phosphazenes) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 239000013047 polymeric layer Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002341 toxic gas Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 229920000428 triblock copolymer Polymers 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 238000010407 vacuum cleaning Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C1/00—Forme preparation
- B41C1/02—Engraving; Heads therefor
- B41C1/04—Engraving; Heads therefor using heads controlled by an electric information signal
- B41C1/05—Heat-generating engraving heads, e.g. laser beam, electron beam
Definitions
- the present invention relates to a laser-engravable element for use in a flexographic printing plate or a hand or coding stamp, to a stamp die made of the same by laser engraving, to a flexographic and hand or coding stamp comprising said stamp die, and to a method of laser engraving the element.
- Laser-engravable elements for flexographic printing plates are known in the art. For instance in US 5,259,311 a method is disclosed for laser engraving of photopolymer printing plates. This method relates to the making of patterned flexographic printing plates only. The only material disclosed is CYREL® , which is a material of unknown composition obtainable by the E.I. DuPont Company, USA.
- EP 1,228,864 laser-engravable plates for use in flexographic printing comprising a layer consisting of cured (meth)acrylate polymer.
- acrylamides, styrene, vinyl acetate, and their partially hydrogenated derivatives, including amphoteric interpolymers were generically disclosed.
- Gelatin- and cellulose-esters and -ethers and elastomeric materials such as polymers and copolymers of butadiene and isoprene were also disclosed as suitable polymers.
- Laser-engravable elements for hand and coding stamps are known in the art. Common materials for such elements are selected from natural and synthetic rubbers, as well as the hereinbefore-mentioned elastomers, and combinations thereof.
- the making of hand or coding stamps requires that no hazardous, toxic, flammable and/or bad-smelling gas comes free during the engraving process. It is further of importance that particles that are formed or come free during the engraving process do not adhere to the layer and to prevent damage of the printing image, can easily be removed by a simple washing process. It is also an advantage when materials for making hand or coding stamps can also be used for making flexographic printing plates, i.e. it is also an objective of the invention to use materials that can equally well be used for hand stamps and flexographic printing plates. It is also important to use materials that enable fast engraving process times.
- the materials should satisfy the usual other requirements, such as being tack- and dust-free, ozone resistant, having good ink absorption and transfer of ink, showing no desiccation, and having long life times. There is thus a need for plates than can easily be used for hand or coding stamps, without having the disadvantages of the prior art materials of printing plates.
- a laser-engravable element for use in a hand or coding stamp could be used comprising a thermoset crosslinked copolymer obtainable from polyether urethane (meth)acrylate pre-polymer and (meth)acrylic monomer, oligomer and/or polymer.
- a thermoset crosslinked copolymer obtainable from polyether urethane (meth)acrylate pre-polymer and (meth)acrylic monomer, oligomer and/or polymer.
- Such element which is usually in the form of a plate, sheet, or film is particularly suitable for making hand or coding stamps.
- a copolymer that is obtained from 10 to 65 wt.%, preferably 20 to 35 wt.% of (meth)acrylic compounds, including monomers and oligomers, wherein the well-known terms "(meth)acrylic” and “(meth)acrylate” stand for “acrylic or methacrylic” and “acrylate or methacrylate,” respectively, and 35 to 95 wt%, preferably 65 to 80 wt.% of a polyether urethane (meth)acrylate pre-polymer, up to a total of 100 wt.% of polymerized and polymerizable compounds.
- the (meth)acrylic compound is selected from at least one of mono- or polyfunctional (meth)acrylate alkyl esters, (meth)acrylate hydroxyalkyl esters, polyethylene glycol (meth)acrylate, and unsubstituted or N-alkyl, N-hydroxyalkyl, or N-alkylene substituted (meth)acrylamide.
- Examples are 2-ethylhexyl(meth)acrylate, 2-hydroxyethyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, diethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)-acrylate, polyethylene glycol di(meth)acrylate, neopentylglycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, dipentaerythritol penta- or hexa(meth)acrylate, or wethoxylated or propoxylated derivatives thereof, (meth)acrylamide, N-methylol(meth)acrylamide,methylene bis(meth)acrylamide, and the like.
- methacrylate derivatives such as methacrylate esters including methyl methacrylate (MMA), hydroxymethyl methacrylate (HMMA), hydroxyethyl methacrylate (HEMA), hydroxypropyl methacrylate (HPMA), polyether acrylate compounds such as dialcohol derivatives like 1,6-hexanediol diacrylate (1,6-HDDA), tetraethyleneglycol diacrylate (TEGDA), and other polyethylene glycol acrylate derivatives, methacrylate oligomers, and the like, and mixtures thereof. Up to 100 wt.% of these (meth)acrylic compounds may be monomers.
- the polyether urethane (meth)acrylate pre-polymer compound is preferably a pre-polymer, such as unsaturated polyester resin, unsaturated polyurethane resin, unsaturated polyamide resin, unsaturated polyacrylate/methacrylate resin, polyether urethane acrylate/methacrylate polymer, polyether polyester urethane acrylate copolymer, and hydroxy-terminated hydrogenated polybutadiene resin.
- Particularly suitable are polyether urethane or polyester urethane based photopolymer compositions, such as those commercially available as Verbatim® liquid photopolymers from Chemence Ltd.
- additives such as photo-initiators, stabilizers, such as thermal polymerization stabilizers, light absorbers, dyes, pigments, and the like.
- Suitable photo-initiator systems include benzil and derivatives thereof, benzoin and derivatives thereof, such as methyl, ethyl, isopropyl, or n-butyl ether of benzoin; acetophenone and derivatives of acetophenone, such as 2,2-diethoxy-acetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone; ketoxime esters of benzoin; triazines; and diimidazoles, anthraquinones such as 2-ethylanthraquinone, and a hydrogen donor; benzophenone and derivatives thereof, such as 2-methylbenzophenone, 2-methoxy-benzophenone, and tertiary amines; Michler's ketone alone and with benzophenone; thioxanthones; and 3-ketocoumarins, 1-hydroxy-cyclohexylphenylketone, xanthone,
- Sensitizing agents can also be included with the photo-initiator systems discussed above.
- sensitizing agents are those materials that absorb radiation at a wavelength different than that of the reaction-initiating component, and are capable of transferring the absorbed energy to that component.
- the wavelength of the activating radiation can be adjusted.
- Stabilizers may be used, particularly thermal polymerization inhibitors, such as phenol derivatives including p-methoxyphenol, hydroquinone and derivatives thereof, benzoquinone and derivatives thereof, 2,6-di-t.butyl-p-cresol, nitroso compounds, and the like.
- thermal polymerization inhibitors such as phenol derivatives including p-methoxyphenol, hydroquinone and derivatives thereof, benzoquinone and derivatives thereof, 2,6-di-t.butyl-p-cresol, nitroso compounds, and the like.
- the composition of the invention typically contains about 20 to 95 wt.% of polyether urethane (meth)-acrylate pre-polymer and about 20 to 95 wt.% of (meth)-acrylic monomer, both based the total weight of the photopolymer composition.
- the photo-initiator is typically used in a quantity of from about 0.0001 wt.% to about 10 wt.%, preferably about 0.1 wt.% - 7 wt.%, based the total weight of the photopolymer composition.
- a thermal stabilizer can be used in a quantity of from 0 - 1 wt.%, preferably from 0.005 to 0.5 wt.%, based the total weight of the photopolymer composition.
- the copolymers of the present invention are crosslinked.
- the crosslinking makes the polymers of the invention solvent resistant, which makes the stamps therefore very suitable for solvent-based inks, for instance inks containing up to 10 wt.% of alcohol.
- the polymers are also resistant to water-based inks, oil-based inks, and UV-inks.
- the laser engraving comprises engraving a pattern into the surface of the element, the pattern being formed by decomposing and/or evaporating part of the cured polymer of the element by means of irradiating with a laser beam, optionally followed by a wash step to remove remains of decomposed copolymer.
- the element composed of the above copolymer may be converted to a stamp die by laser engraving a pattern into the element.
- a plate can be made of the element as such or of the stamp die obtained thereof, which both may be provided with a backing layer.
- the plates such obtained is a basic plate, which in accordance with the patent is used for making hand or coding stamps and which can be mounted in a stamp holder.
- the plates can also be used for making flexographic printing plates.
- the basic plate may contain additional layers, which array of layers may optionally be applied onto a backing layer.
- a desired printing pattern is formed on the plate, so that the exposed parts will be heated, resulting in evaporation, decomposition or both of the polymer(s).
- the entire plate may be washed or rinsed, preferably with water, to remove remains of the polymer(s) that are formed as particles in the heated parts of the plate.
- Other cleaning methods such as brushing may also be used.
- the parts not treated with the laser remain as printing image on the plate.
- the polymers of the invention are liquid polymers that can be cured, preferably with UV light, and can be polymerized to form plates of different degrees of hardness by changing the components in the mixture.
- Example of such a mixture are verbatim® (ex Chemence), APR® (ex Asahi, Japan), and similar materials for example obtainable by McDermid Inc., USA.
- the method according to the invention is carried out on a completely cured photopolymeric plate fabricated in one step, and which is immediately ready for laser treatment.
- the backing layer is preferably provided with an adhesive that adheres very well to the cured polymer.
- this treatment may be performed by applying pressure.
- the polymer layer according to the invention can be used as a top layer provided to one or more other layers.
- Such other layer may be a polymeric layer including rubber, but also textile, paper, carton, metal, adhesive and metal foil, and the like may be used. Such embodiment is known in the art as cupping.
- a traditional and known laser suitable for carrying out the present method a CO2 or YAG laser, is able to achieve a Didot screen of 60.
- a Didot screen of 40-60 is usual (a Didot screen of 56 corresponds with a raster of 150 lpi (lines per inch)).
- a YAG laser can be used.
- the power consumed will generally range from 10-3000 watt, preferably from 20-1000 watt, more preferably from 25-500 watt.
- a CO2 laser With a photopolymeric plate of A2 size, a CO2 laser will generally have a power consumption ranging from 25-250 watt. These lasers are generally known in the art.
- Hand and coding stamps as such are known in the art.
- the stamping layer is fixed to a wooden, plastic, or metal stamp holder or platen, directly or via a backing layer, for instance with glue or with double-sided adhesive tape, and the platen is mounted in the stamp holder.
- Hand and coding stamps may be executed as self-inking stamps, for instance by using a rotating stamp base.
- laser-engravable refers to reinforced materials capable of absorbing laser radiation such that those areas of the materials, which are exposed to a laser beam of sufficient intensity, become physically detached with sufficient resolution and relief depth. It will be understood that if the laser radiation is not absorbed by the reinforced material directly, then it may be necessary to add a laser radiation absorbing component as described below.
- physically detached means that the material so exposed is either removed or is capable of being removed by any means such as by vacuum cleaning or washing or by directing a stream of gas across the surface to remove the loosened particles, or by infra-red laser irradiation of non-printing parts on the stamp, followed by removal thereof by spraying, centrifuging, and/or suction techniques.
- the element composed of the above copolymer can be made by any method for making such elements. For instance, a method is pouring the liquid photopolymer composition, together with optional photo-initiator, stabilizers, dyes, and the like, into a mold, for instance a glass mold optionally provided with a backing foil. After having poured the polymer into the mold the upper side may be protected by a protective foil. Exposing the liquid polymer to UV light then cures it to a thermoplastic polymer and simultaneous exposure to UVC light eliminates possible tackiness. The mold has a pre-determined thickness to provide polymer layers of a desired thickness. The elements thus obtained are ready for laser engraving. Other methods lead to similar results, but may have advantages in terms of processability, fastness, reproducibility, etc.
- a common procedure for making stamps according to the invention is a process comprising a first step of preparing a mold for the liquid photopolymer to be poured into, followed by exposure to UV light by irradiating with actinic light.
- a removable transparent plastic foil is placed over a horizontal glass support of an exposure unit (i.e. a device for irradiating the photopolymer with curing radiation),
- a mould is formed with a foam tape, laid onto the cover foil.
- the containment wall has the desired thickness of the cured photopolymer sheet. Liquid photopolymer is then poured into the mould.
- a plate which exhibits a difference in height between the printing and the non-printing parts.
- This height (or relief) may be adapted as desired, the height being determined mainly by the type of material to be stamped or printed, as well as by the type of plate material.
- the plate thickness will vary from 0.5 to 10 mm.
- a plate thickness from 0.76 to 6.35 mm is preferred.
- the height of the relief may vary from 0.4 to 9.9 mm.
- a height of 0.66 to 6.15 mm is preferred.
- a stamp can be formed with a laser, wherein the laser removes the non-printing parts from the surface of the plate.
- the height of the relief can be easily controlled.
- the laser can very simply be controlled directly by means of a digital system in which it is possible to have a simple coupling between a program for designing a pattern for the plate, and the laser. A person skilled in the art of computer programming is capable of doing this.
- the invention is illustrated by the following example.
- Hand stamps were made of A: Verbatim® (mixture according to the invention), B: polyamide-based material according to the prior art (Nyloflex® , ex BASF), and C: rubber according to the prior art (Trodat® , ex Frans Just & Söhne, Austria or Swing® , ex Schmidt Kunststoffwarenfabrik, Germany).
- Verbatim® is a material obtainable by Chemence Ltd. United Kingdom with the composition (in wt.%): high MW urethane methacrylate pre-polymer about 40 methacrylate ester about 30 2-hydroxypropyl methacrylate about 10 triethylene glycol dimethacrylate about 10 polyethylene glycol methacrylate derivative about 10 tetradecanoic acid ⁇ 5 acrylated oligomer ⁇ 3 benzophenone derivative ⁇ 1
Landscapes
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Plasma & Fusion (AREA)
- Manufacturing & Machinery (AREA)
- Manufacture Or Reproduction Of Printing Formes (AREA)
- Printing Plates And Materials Therefor (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03104032A EP1529637A1 (de) | 2003-10-30 | 2003-10-30 | Lasergravierbares Element zur Herstellung einer flexographischen Druckplatte, eines Handstempels oder eines Codierstempels |
| EP04817397A EP1684975A1 (de) | 2003-10-30 | 2004-11-01 | Lasergravierbares element zur herstellung eines handstempels oder eines codierstempels |
| PCT/EP2004/052745 WO2005042253A1 (en) | 2003-10-30 | 2004-11-01 | Laser-engravable element for use in hand or coding stamps |
| RU2006118693/12A RU2006118693A (ru) | 2003-10-30 | 2004-11-01 | Гравируемый лазером элемент для использования в ручных или маркировочных штампах |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03104032A EP1529637A1 (de) | 2003-10-30 | 2003-10-30 | Lasergravierbares Element zur Herstellung einer flexographischen Druckplatte, eines Handstempels oder eines Codierstempels |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1529637A1 true EP1529637A1 (de) | 2005-05-11 |
Family
ID=34429490
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP03104032A Withdrawn EP1529637A1 (de) | 2003-10-30 | 2003-10-30 | Lasergravierbares Element zur Herstellung einer flexographischen Druckplatte, eines Handstempels oder eines Codierstempels |
| EP04817397A Withdrawn EP1684975A1 (de) | 2003-10-30 | 2004-11-01 | Lasergravierbares element zur herstellung eines handstempels oder eines codierstempels |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP04817397A Withdrawn EP1684975A1 (de) | 2003-10-30 | 2004-11-01 | Lasergravierbares element zur herstellung eines handstempels oder eines codierstempels |
Country Status (3)
| Country | Link |
|---|---|
| EP (2) | EP1529637A1 (de) |
| RU (1) | RU2006118693A (de) |
| WO (1) | WO2005042253A1 (de) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007094966A1 (en) * | 2006-02-13 | 2007-08-23 | Eastman Kodak Company | Flexographic printing plate precursor and imaging method |
| EP2119527A1 (de) * | 2008-05-16 | 2009-11-18 | Kba-Giori S.A. | Verfahren und System zur Herstellung von Triefdruckplatten für die Herstellung von Wertzeichenpapieren |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5859536B2 (ja) | 2010-08-18 | 2016-02-10 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | 高温用途で使用のための放射線硬化性一時貼合せ用接着剤 |
| JP5618845B2 (ja) * | 2011-01-19 | 2014-11-05 | 株式会社タイヨートマー | 合成樹脂製スタンプの製造方法 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1167025A2 (de) * | 2000-06-20 | 2002-01-02 | JSR Corporation | Polymerisches Material für Laserbearbeitung |
| WO2002049842A1 (de) * | 2000-12-19 | 2002-06-27 | Basf Drucksysteme Gmbh | Verfahren zur herstellung von flexodruckformen mittels lasergravur |
| EP1228864A1 (de) * | 2000-05-12 | 2002-08-07 | Houtstra Polimero Deutschland GmbH | Verfahren zur Herstellung einer Druckplatte |
| US20030039915A1 (en) * | 2001-08-10 | 2003-02-27 | Paul Mayo Holt | Photopolymer sachet |
| US20030180636A1 (en) * | 2002-03-25 | 2003-09-25 | Kanga Rustom Sam | Processless digitally imaged printing plate using microspheres |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5049432B1 (en) * | 1985-09-11 | 1995-06-20 | Porelon | Method for preparing a marking structure |
-
2003
- 2003-10-30 EP EP03104032A patent/EP1529637A1/de not_active Withdrawn
-
2004
- 2004-11-01 WO PCT/EP2004/052745 patent/WO2005042253A1/en not_active Ceased
- 2004-11-01 EP EP04817397A patent/EP1684975A1/de not_active Withdrawn
- 2004-11-01 RU RU2006118693/12A patent/RU2006118693A/ru not_active Application Discontinuation
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1228864A1 (de) * | 2000-05-12 | 2002-08-07 | Houtstra Polimero Deutschland GmbH | Verfahren zur Herstellung einer Druckplatte |
| EP1167025A2 (de) * | 2000-06-20 | 2002-01-02 | JSR Corporation | Polymerisches Material für Laserbearbeitung |
| WO2002049842A1 (de) * | 2000-12-19 | 2002-06-27 | Basf Drucksysteme Gmbh | Verfahren zur herstellung von flexodruckformen mittels lasergravur |
| US20030039915A1 (en) * | 2001-08-10 | 2003-02-27 | Paul Mayo Holt | Photopolymer sachet |
| US20030180636A1 (en) * | 2002-03-25 | 2003-09-25 | Kanga Rustom Sam | Processless digitally imaged printing plate using microspheres |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007094966A1 (en) * | 2006-02-13 | 2007-08-23 | Eastman Kodak Company | Flexographic printing plate precursor and imaging method |
| US7419766B2 (en) | 2006-02-13 | 2008-09-02 | Eastman Kodak Company | Flexographic printing plate precursor and imaging method |
| EP2119527A1 (de) * | 2008-05-16 | 2009-11-18 | Kba-Giori S.A. | Verfahren und System zur Herstellung von Triefdruckplatten für die Herstellung von Wertzeichenpapieren |
| WO2009138901A1 (en) * | 2008-05-16 | 2009-11-19 | Kba-Giori S.A. | Method and system for manufacturing intaglio printing plates for the production of security papers |
| US9796202B2 (en) | 2008-05-16 | 2017-10-24 | Kba-Notasys Sa | Method and system for manufacturing intaglio printing plates for the production of security papers |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2005042253A1 (en) | 2005-05-12 |
| RU2006118693A (ru) | 2007-12-10 |
| EP1684975A1 (de) | 2006-08-02 |
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