EP1015244B1 - Processless, laser imageable lithographic printing plate - Google Patents
Processless, laser imageable lithographic printing plate Download PDFInfo
- Publication number
- EP1015244B1 EP1015244B1 EP98939400A EP98939400A EP1015244B1 EP 1015244 B1 EP1015244 B1 EP 1015244B1 EP 98939400 A EP98939400 A EP 98939400A EP 98939400 A EP98939400 A EP 98939400A EP 1015244 B1 EP1015244 B1 EP 1015244B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- lithographic printing
- printing plate
- layer
- imaging layer
- porous
- 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.)
- Expired - Lifetime
Links
- 238000007639 printing Methods 0.000 title claims description 53
- 238000003384 imaging method Methods 0.000 claims description 47
- 239000000758 substrate Substances 0.000 claims description 32
- 239000002253 acid Substances 0.000 claims description 24
- 238000000576 coating method Methods 0.000 claims description 24
- 239000011248 coating agent Substances 0.000 claims description 23
- 229920005989 resin Polymers 0.000 claims description 21
- 239000011347 resin Substances 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 20
- 230000005855 radiation Effects 0.000 claims description 19
- 238000004132 cross linking Methods 0.000 claims description 15
- 239000004094 surface-active agent Substances 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 12
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 11
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 5
- OCQDPIXQTSYZJL-UHFFFAOYSA-N 1,4-bis(butylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(NCCCC)=CC=C2NCCCC OCQDPIXQTSYZJL-UHFFFAOYSA-N 0.000 claims description 4
- 229920006037 cross link polymer Polymers 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- ROVRRJSRRSGUOL-UHFFFAOYSA-N victoria blue bo Chemical compound [Cl-].C12=CC=CC=C2C(NCC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 ROVRRJSRRSGUOL-UHFFFAOYSA-N 0.000 claims description 3
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 2
- NMZURKQNORVXSV-UHFFFAOYSA-N 6-methyl-2-phenylquinoline Chemical compound C1=CC2=CC(C)=CC=C2N=C1C1=CC=CC=C1 NMZURKQNORVXSV-UHFFFAOYSA-N 0.000 claims description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims description 2
- 125000005228 aryl sulfonate group Chemical group 0.000 claims description 2
- 238000006482 condensation reaction Methods 0.000 claims description 2
- 230000000269 nucleophilic effect Effects 0.000 claims description 2
- JEVGKYBUANQAKG-UHFFFAOYSA-N victoria blue R Chemical compound [Cl-].C12=CC=CC=C2C(=[NH+]CC)C=CC1=C(C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 JEVGKYBUANQAKG-UHFFFAOYSA-N 0.000 claims description 2
- 239000010410 layer Substances 0.000 description 66
- 239000000243 solution Substances 0.000 description 29
- 239000000975 dye Substances 0.000 description 25
- -1 polyethylene terephthalate Polymers 0.000 description 13
- 230000005660 hydrophilic surface Effects 0.000 description 12
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000000635 electron micrograph Methods 0.000 description 9
- 229920000728 polyester Polymers 0.000 description 8
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 6
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- 238000011161 development Methods 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 239000002280 amphoteric surfactant Substances 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 239000011877 solvent mixture Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920006267 polyester film Polymers 0.000 description 3
- JLZIIHMTTRXXIN-UHFFFAOYSA-N 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O JLZIIHMTTRXXIN-UHFFFAOYSA-N 0.000 description 2
- JESXATFQYMPTNL-UHFFFAOYSA-N 2-ethenylphenol Chemical compound OC1=CC=CC=C1C=C JESXATFQYMPTNL-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- RFQSMLBZXQOMKK-UHFFFAOYSA-N [3-[(4,8-diamino-6-bromo-1,5-dioxonaphthalen-2-yl)amino]phenyl]-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)C1=CC=CC(NC=2C(C3=C(N)C=C(Br)C(=O)C3=C(N)C=2)=O)=C1 RFQSMLBZXQOMKK-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229910052593 corundum Inorganic materials 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 150000002462 imidazolines Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- YOZHLACIXDCHPV-UHFFFAOYSA-N n-(methoxymethyl)-2-methylprop-2-enamide Chemical compound COCNC(=O)C(C)=C YOZHLACIXDCHPV-UHFFFAOYSA-N 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 229920003987 resole Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229910001845 yogo sapphire Inorganic materials 0.000 description 2
- GKNWQHIXXANPTN-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)F GKNWQHIXXANPTN-UHFFFAOYSA-N 0.000 description 1
- KYETUPHNMRUUQV-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethyl acetate Chemical compound CC(=O)OC(F)(F)C(F)(F)F KYETUPHNMRUUQV-UHFFFAOYSA-N 0.000 description 1
- WSPPHHAIMCTKNN-UHFFFAOYSA-N 1-amino-4-hydroxy-2-methoxyanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(O)=C3C(=O)C2=C1 WSPPHHAIMCTKNN-UHFFFAOYSA-N 0.000 description 1
- XVXKXOPCFWAOLN-UHFFFAOYSA-N 1-ethenyl-4-(methoxymethyl)benzene Chemical compound COCC1=CC=C(C=C)C=C1 XVXKXOPCFWAOLN-UHFFFAOYSA-N 0.000 description 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-O 1H-indol-1-ium Chemical compound C1=CC=C2[NH2+]C=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-O 0.000 description 1
- OXBLVCZKDOZZOJ-UHFFFAOYSA-N 2,3-Dihydrothiophene Chemical compound C1CC=CS1 OXBLVCZKDOZZOJ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- QXWJBMBPMNWGDS-UHFFFAOYSA-N 2-(2-phenyl-1,3-dioxolan-2-yl)ethyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OCCC1(C=2C=CC=CC=2)OCCO1 QXWJBMBPMNWGDS-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- FEJPWLNPOFOBSP-UHFFFAOYSA-N 2-[4-[(2-chloro-4-nitrophenyl)diazenyl]-n-ethylanilino]ethanol Chemical compound C1=CC(N(CCO)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1Cl FEJPWLNPOFOBSP-UHFFFAOYSA-N 0.000 description 1
- ILZXXGLGJZQLTR-UHFFFAOYSA-N 2-phenylethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1=CC=CC=C1 ILZXXGLGJZQLTR-UHFFFAOYSA-N 0.000 description 1
- KSNKQSPJFRQSEI-UHFFFAOYSA-M 3,3,3-trifluoropropanoate Chemical compound [O-]C(=O)CC(F)(F)F KSNKQSPJFRQSEI-UHFFFAOYSA-M 0.000 description 1
- FYYIUODUDSPAJQ-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 2-methylprop-2-enoate Chemical compound C1C(COC(=O)C(=C)C)CCC2OC21 FYYIUODUDSPAJQ-UHFFFAOYSA-N 0.000 description 1
- DPTGFYXXFXSRIR-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl prop-2-enoate Chemical compound C1C(COC(=O)C=C)CCC2OC21 DPTGFYXXFXSRIR-UHFFFAOYSA-N 0.000 description 1
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 1
- PLXMOAALOJOTIY-FPTXNFDTSA-N Aesculin Natural products OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1Oc2cc3C=CC(=O)Oc3cc2O PLXMOAALOJOTIY-FPTXNFDTSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- FOQABOMYTOFLPZ-ISLYRVAYSA-N Disperse Red 1 Chemical compound C1=CC(N(CCO)CC)=CC=C1\N=N\C1=CC=C([N+]([O-])=O)C=C1 FOQABOMYTOFLPZ-ISLYRVAYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical group OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000012822 chemical development Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N cinnamyl alcohol Chemical compound OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 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 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 125000005520 diaryliodonium group Chemical group 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-O hydron;1,3-oxazole Chemical compound C1=COC=[NH+]1 ZCQWOFVYLHDMMC-UHFFFAOYSA-O 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- MGFYSGNNHQQTJW-UHFFFAOYSA-N iodonium Chemical compound [IH2+] MGFYSGNNHQQTJW-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000434 metal complex dye Substances 0.000 description 1
- XMYQHJDBLRZMLW-UHFFFAOYSA-N methanolamine Chemical group NCO XMYQHJDBLRZMLW-UHFFFAOYSA-N 0.000 description 1
- YJOJMHVTEACTIC-UHFFFAOYSA-N methyl 2-hydroxy-2-(prop-2-enoylamino)acetate Chemical compound COC(=O)C(O)NC(=O)C=C YJOJMHVTEACTIC-UHFFFAOYSA-N 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- ULYOZOPEFCQZHH-UHFFFAOYSA-N n-(methoxymethyl)prop-2-enamide Chemical compound COCNC(=O)C=C ULYOZOPEFCQZHH-UHFFFAOYSA-N 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 150000002912 oxalic acid derivatives Chemical class 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
- 229920000123 polythiophene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000004439 roughness measurement Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- PWEBUXCTKOWPCW-UHFFFAOYSA-N squaric acid Chemical class OC1=C(O)C(=O)C1=O PWEBUXCTKOWPCW-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- BDVSYMIUOUTJIN-UHFFFAOYSA-N tert-butyl 2-methyl-2-[(4-methylphenyl)sulfonyloxymethyl]-3-oxobutanoate Chemical compound CC(C)(C)OC(=O)C(C)(C(=O)C)COS(=O)(=O)C1=CC=C(C)C=C1 BDVSYMIUOUTJIN-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000001931 thermography Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/36—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using a polymeric layer, which may be particulate and which is deformed or structurally changed with modification of its' properties, e.g. of its' optical hydrophobic-hydrophilic, solubility or permeability properties
- B41M5/368—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using a polymeric layer, which may be particulate and which is deformed or structurally changed with modification of its' properties, e.g. of its' optical hydrophobic-hydrophilic, solubility or permeability properties involving the creation of a soluble/insoluble or hydrophilic/hydrophobic permeability pattern; Peel development
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C1/00—Forme preparation
- B41C1/10—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
- B41C1/1008—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials
- B41C1/1033—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials by laser or spark ablation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41N—PRINTING PLATES OR FOILS; MATERIALS FOR SURFACES USED IN PRINTING MACHINES FOR PRINTING, INKING, DAMPING, OR THE LIKE; PREPARING SUCH SURFACES FOR USE AND CONSERVING THEM
- B41N1/00—Printing plates or foils; Materials therefor
- B41N1/006—Printing plates or foils; Materials therefor made entirely of inorganic materials other than natural stone or metals, e.g. ceramics, carbide materials, ferroelectric materials
Definitions
- This invention relates to lithographic printing plates and their process of use. More particularly, this invention relates to lithographic printing plates which can be digitally imaged by infrared laser light.
- Conventional lithographic printing plates typically have a radiation sensitive, oleophilic image layer coated over a hydrophilic underlayer.
- the plates are imaged by imagewise exposure to actinic radiation to produce imaged areas which are either soluble (positive working) or insoluble (negative working) in a developer liquid.
- the soluble areas are removed by the developer liquid from underlying hydrophilic surface areas to produce a finished plate with ink receptive oleophilic image areas separated by complimentary, fountain solution receptive hydrophilic areas.
- a fountain solution is applied to the imaged plate to wet the hydrophilic areas, so as to insure that only the oleophilic image areas will pick up ink for deposition on the paper stock as a printed image.
- Conventional lithographic printing plates typically have been imaged using ultraviolet radiation transmitted imagewise through a suitable litho film in contact with the surface of the printing plate.
- the radiation sensitive layer typically contains a dye or pigment which absorbs the incident infrared radiation and the absorbed energy initiates the thermal reaction to produce the image.
- each of these thermal imaging systems requires either a pre- or post-baking step to complete image formation , or blanket pre exposure to ultraviolet radiation to activate the layer.
- Each of the disclosed radiation sensitive lithographic printing plates requires a development step typically with a highly alkaline developer which is prone to reaction with atmospheric carbon dioxide. After non printing areas are removed the developed plate typically requires rinsing and drying prior to mounting on the printing press. In order to take full advantage of current digitally controlled imaging systems there is a need to reduce or eliminate the time required for plate development so that an imaged plate could be directly used on a printing press.
- a lithographic printing plate having an imaging layer that comprises an admixture of (1) a resole resin, (2) a novolac resin, (3) a latent Bronsted acid and (4) an infrared absorber said imaging layer being sensitive to both ultraviolet and infrared radiation and being capable of functioning in either a positive-working or a negative-working manner.
- the known lithographic printing plate is imagewise exposed with a laser diode laser that emits a high-intensity infrared laser beam which provides enhanced image sharpness.
- lithographic printing plate of this invention which is a lithographic printing plate comprising:
- a still further embodiment of this invention is a method for preparing a lithographic printing surface consisting essentially of the steps:
- This invention relates to processless thermal lithographic printing plates which can be digitally imaged by infrared laser light having a wavelength between 700 and 1300 nm.
- the thermal lithographic printing plates described herein do not require a chemical development to remove areas of the imaged plate. Rather, upon exposure to infrared laser light, the imaged areas become ink receptive and the non-image areas repel ink after simple treatment with a conditioner such as a fountain solution.
- the processless thermal lithographic printing plates of this invention is comprised of a sheet substrate; a porous, aluminosilicate hydrophilic layer applied to the sheet substrate; and a thermally reactive imaging layer applied to the hydrophilic layer.
- the substrate may be polymeric films such as polyester films; metal sheets such as aluminum; paper product sheets; and the like. Each of these substrate types may be coated with ancillary layers to improve interlayer adhesion; thermal insulation, particularly for metal substrates; and the like.
- the substrate is a sheet of polyester film such as polyethylene terephthalate, although other polymeric films and composites may also be used such as polycarbonate sheets; and the like.
- a particularly preferred sheet substrate is Myriad polyester offset substrate which is available from Xante Corporation, Mobile, AL. Myriad polyester offset substrate consists of a polyester substrate which has been treated to provide a hydrophilic surface.
- the lithographic plate of this invention contains an aluminosilicate hydrophilic layer which is porous and which strongly adheres to both the underlying substrate as well as the overlying imaging layer.
- a particular hydrophilic layer which possesses these unique features is the hydrophilic surface of the Myriad polyester offset printing plate identified above.
- the hydrophilic surface of the Myriad product was analyzed using an FT-IR spectrophotometer and identified as alumino silicate corresponding to Al 2 O 3 • 2SiO 2 • 2H 2 O.
- An electron micrograph of that hydrophilic surface at 5 KV electrons and 2000 magnification as illustrated in Figure 1 revealed that the surface is micro-porous having pores which are a fraction of a micrometer.
- the Myriad product was determined to have an average surface roughness of about 1.0 to about 1.1 micrometers. using conventional roughness measurement methods.
- the imaging layer of this invention is thermally reactive and contains a composition which strongly absorbs infrared radiation which induces a thermal reaction in the composition to change its physical properties.
- the imaging layer is porous although visually the coating appears uniform and continuous. Referring to Figure 2, this figure is an electron micrograph at 5 KV electrons and 2000 magnification which illustrates that the surface of a uniform polymeric coating is micro-porous.
- the composition of the imaging layer contains as its essential ingredients an acid catalyzed, crosslinking resin system; a thermal-activated, acid generator; an infrared absorbing compound; and optionally, an indicator dye.
- the acid catalyzed, crosslinking resin system comprises an acid catalyzed crosslinkable polymer capable of undergoing an acid-catalyzed polymerization and/or crosslinking reaction, at a temperature in the range of about 60-200°C, to form a crosslinked polymer.
- the crosslinking resin system contains as its sole component an acid catalyzed crosslinkable polymer which contains functional groups which allows crosslinking between polymer chains of the resin system.
- the crosslinking resin system contains both the acid catalyzed crosslinkable polymer and a binder resin comprising a polymer containing reactive pendent groups selected from the group consisting of hydroxy, carboxylic acid, sulfonamide, hydroxymethyl amide, and alkoxymethyl amide; wherein the binder resin is capable of undergoing an acid-catalyzed polymerization and/or crosslinking reaction with the acid catalyzed crosslinkable polymer, at a temperature in the range of about 60-200°C, to form the crosslinked polymer.
- Condensation polymerization compositions of this type are disclosed in Assignee's U.S. Patent Application Serial No. 08/745,534.
- the crosslinking resins used in the imaging layer of this invention preferably are resole resins; C 1 -C 5 alkoxymethyl melamine and glycoluril resins; polymers of (hydroxymethyl styrene); of (4-methoxymethyl styrene); of [(N-methoxymethyl)-acrylamide]; and of [(N-n-butoxymethyl)-acrylamide]; and combinations thereof.
- Crosslinking resins which are particularly preferred are copolymers of N-methoxymethyl methacrylamide, of N-methoxymethyl acrylamide, or of hydroxy-((1-oxo-2-propenyl)-amino) acetic acid methyl ester; with C 1 -C 12 alkylacrylate, with C 1 -C 12 alkylmethacrylate, with glycidylmethacrylate, with 3,4-epoxy cyclohexylmethyl methacrylate, with 3,4-epoxy cyclohexylmethyl acrylate, with acrylic acid, and with methacrylic acid.
- the crosslinking resin is incorporated into the composition in an amount from about 25 to about 90, and preferably about 40 to about 75, weight percent (based on the weight of the composition).
- the binder resin used in the imaging layer of this invention preferably is one or more polymers capable of undergoing an acid-catalyzed condensation reaction with the crosslinking resin at a temperature in the range of about 60 to 200°C to form a crosslinked polymer.
- suitable examples of such polymers include poly(4-hydroxystyrene), poly(4-hydroxystyrene/methylmethacrylate), novolac resin, poly(2-hydroxyethylmethacrylate/cyclohexylmethacrylate), poly(2-hydroxyethylmethacrylate/methylmethacrylate), poly(styrene/butylmethacrylate/methylmethacrylate/methacrylic acid), poly(butylmethacrylate/methacrylic acid), poly(vinylphenol/2-hydroxyethylmethacrylate), poly(styrene/n-butylmethacrylate/(2-hydroxyethyl methacrylate/ methacrylic acid), poly(N-methoxymethyl
- thermal-activated acid generator used in the imaging layer of this invention promotes the matrix-forming reaction between the crosslinking resin and the binder resin when the layer is exposed to a suitable radiation source.
- Thermal-activated acid generators suitable for use in this invention include, for example, straight or branched-chain C 1 -C 5 alkyl sulfonates; aryl sulfonates; straight or branched chain N-C 1 -C 5 alkyl sulfonyl sulfonamides; salts containing an onium cation and nonnucleophilic anion; and combinations thereof.
- Particularly useful salts include those in which the onium cation is selected from the group consisting of an iodonium, a sulphonium, a phosphonium, a oxysulphoxonium, a oxysulphonium, a sulphoxonium, an N-alkoxy ammonium, an ammonium, or a diazonium cation and where the non-nucleophilic anion is selected from the group consisting of tetrafluoroborate, hexafluorophosphate, hexafluoroarsenate, hexafluoroantimonate, triflate, tetrakis(pentafluorophenyl)borate, pentafluoroethylsulfonate, p-methylbenzene sulfonate, ethyl sulfonate, trifluoromethyl acetate, and pentafluoroethyl acetate.
- Preferred thermal-activated acid generators are diaryliodonium salts.
- a particularly preferred thermal-activated acid generator is a C 3 - C 20 alkoxyphenyl-phenyliodonium salt, or a C 3 - C 20 alkoxyphenyl-phenyliodonium salt wherein the alkoxy group is substituted at the 2 position with a hydroxy group such as 2-hydroxytetradecyloxyphenyl-phenyliodonium hexafluoroantimonate, or an ester linkage is present in the alkoxy group chain.
- the thermal-activated acid generator is incorporated in the imaging layer in an amount from about I to about 25 weight percent and preferably from about 5 to about 20 weight percent, based on the weight of the composition.
- the imaging layer of this invention also requires, as a component, an infrared absorber to render the layer sensitive to infrared radiation and cause the printing plate to be imageable by exposure to a laser source emitting in the infrared region.
- the infrared absorbing compound may be a dye and/or pigment, typically having a strong absorption band in the region between 700 nm and 1400 nm, and preferably in the region between 780 nm and 1300 nm.
- dyes and/or pigments selected from the group consisting of triarylamine dyes, thiazolium dyes, indolium dyes, oxazolium dyes, cyanine dyes, polyaniline dyes, polypyrrole dyes, polythiophene dyes, thiolene metal complex dyes, carbon black, and polymeric phthalocyanine blue pigments.
- Examples of the infrared dyes employed in the imaging layer are Cyasorb IR99 (available from Glendale Protective Technology), Cyasorb IR165 (available from Glendale Protective Technology), Epolite III-178 (available from Epoline), Epolite IV-62B (available from Epoline), PINA-780 (available from Allied Signal), SpectraIR830A (available from Spectra Colors Corp.), and SpectraIR840A (available from Spectra Colors Corp.).
- the infrared absorber is used in the imaging layer in an amount from about 2 to about 30 weight percent, percent and preferably from about 5 to about 20 weight percent, based on the weight of the composition.
- imaging layer Other components which can optionally be incorporated into the imaging layer include an indicator dye and a secondary acid generator.
- an indicator dye is typically added to the imaging layer to provide a visual image on the exposed plate prior to inking or mounting on the press.
- Suitable indicator dyes for this purpose include Basic Blue 7, CI Basic Blue 11, CI Basic Blue 26, CI Disperse Red 1, CI Disperse Red 4, CI Disperse Red 13, Victoria Blue R, Victoria Blue BO, Solvent Blue 35, and Solvent Blue 36.
- the imaging layer contains an indicator dye which is present in an amount of about 0.05 to about 10 weight percent and preferably from about 0.1 to about 5 weight percent, based on the weight of the composition.
- Suitable secondary acid generators are those capable of undergoing an acid-catalyzed thermal decomposition to form additional acid.
- Secondary acid generators of this type include acetoacetate, a squaric acid derivative, or an oxalic acid derivative.
- Particularly useful secondary acid generators include tert-butyl-2-methyl-2-(tosyloxymethyl)-acetoacetate, 2-phenyl-2-(2-tosyloxyethyl)-1,3-dioxolane and 3,4-dialkoxycyclobut-3-ene-1,2-dione.
- the compositions typically may be dissolved in an appropriate solvent or solvent mixture, to the extent of about 5 to 15 weight percent based on the weight of the composition.
- Appropriate solvents or solvent mixtures include methyl ethyl ketone, methanol, methyl lactate, etc.
- the coating solution will also contain a typical silicone-type flow control agent.
- the porous hydrophilic layer on the sheet substrate may be coated by conventional methods, e.g., roll, gravure, spin, or hopper coating processes, at a rate of about 5 to 15 meters per minute.
- the coated plate is dried with the aid of an airstream having a temperature from about 60 to about 100°C for about 0.5 to 10 minutes.
- the resulting plate will have an imaging layer having a coating weight below about 3 grams per square meter and preferably between about 1.5 and about 2.5 grams per square meter.
- a lithographic printing surface is prepared using a lithographic printing plate as described supra which comprises a sheet substrate; a porous hydrophilic layer applied to the sheet substrate, wherein the porous hydrophilic layer consists essentially of aluminosilicate; and an imaging layer applied to the hydrophilic layer, wherein the imaging layer comprises a thermally reactive composition.
- the imaging layer is imagewise exposed to infrared radiation to produce an imaged layer; and the imaged layer is treated with a conditioner liquid to produce a planar lithographic printing surface.
- the lithographic printing plates of this invention are imagewise exposed by a radiation source that emits in the infrared region, i.e., between about 700 nm and about 1,400 nm.
- the infrared radiation is laser radiation.
- laser radiation may be digitally controlled to imagewise expose the imaging layer.
- the lithographic printing plates of this invention are uniquely adapted for "direct-to-plate" imaging.
- Direct-to-plate systems utilize digitized information, as stored on a computer disk or computer tape, which is intended to be printed.
- the bits of information in a digitized record correspond to the image elements or pixels of the image to be printed.
- the pixel record is used to control an exposure device which may, for example, take the form of a modulated laser beam.
- the position of the exposure beam may be controlled by a rotating drum, a leadscrew, or a turning mirror.
- the exposure beam is then turned off in correspondence with the pixels to be printed.
- the exposing beam is focused onto the imaging layer of the unexposed plate.
- this figure is an electron micrograph at 5 KV electrons and 2000 magnification which illustrates that the surface of an imaged uniform polymeric coating is micro-porous at least in the non-imaged areas.
- the imaged layer of the lithographic printing plate of this invention is treated with a conditioner liquid.
- the conditioner liquid may be a conventional fountain solution which is applied to the lithographic plate the conventional way on a lithographic printing press.
- the conditioner liquid may be an aqueous surfactant solution which is applied to the imaged surface, for example by wiping with a solution saturated applicator, and wherein the treated plate is then directly placed on the printing press and the printing operation begun.
- the treated lithographic printing surface is truly a planar surface in contrast to the shallow relief image of conventional plates resulting from washout development.
- a unique feature of the lithographic printing plate of this invention is that it can be used directly on a lithographic printing press without such a washout development step required by conventional litho plates. Such a feature further enhances the efficiency of direct-to-plate imaging systems in that it eliminates plate development processing.
- the aqueous surfactant solution typically has a pH between about 3 and about 13, and contains about 0.2 to about 15 weight percent of a surfactant based on the weight of the conditioner liquid, and preferably between about 2 to about 12 weight percent.
- the surfactant used in the conditioner liquid preferably is an amphoteric surfactant such as those disclosed in U.S. Patent 3,891,439 the contents of which are incorporated herein by reference. Column 4, lines 21 et seq.
- amphoteric surfactants which are substituted imidazolines prepared by reacting long chain imidazolines with halogenated or organic intermediates containing carboxyl, phosphoric, or sulfonic acid groups.
- Amphoteric surfactants of this type are Monaterics available from Mona Industries, Inc., Patterson, NJ, particularly CYNA-50 surfactant.
- the aqueous surfactant solution may be a conventional fountain solution to which the surfactant has been added or it may be an alkaline solution such as the developer solutions disclosed in U.S. Patent 3,891,439 cited supra.
- a suitable alkaline solution of this type is a conventional developer, such as the developer disclosed in example 1 of U.S. Patent 3,891,439, which contains about 11 % of the imidazoline based amphoteric CYNA-50 surfactant (hereinafter identified as Surfactant Solution I).
- lithographic printing plate of this invention will now be illustrated by the following examples but is not intended to be limited thereby.
- the substrate used for making the lithographic printing plate was Myriad film base, a product of Xante Corporation, Mobile, Alabama.
- Myriad® film base is a hydrophilic surface treated polyester film.
- the hydrophilic surface was analyzed using a FT-IR spectrophotometer and identified as alumino silicate corresponding to Al 2 O 3 • 2SiO 2 • 2H 2 O and an electron micrograph at 5 KV electrons and 2000 magnification (Figure 1)revealed that the hydrophilic surface is micro-porous.
- the polymeric coating solution was prepared by dissolving 4.0 g poly(N-methoxy methyl methacrylamide-co-3,4-epoxycyclohexylmethyl methacrylate) hereinafter ACR1290 (available from Polychrome Corp.), 2.0 g butylated, thermosetting phenolic resin (GPRI-7550, 75% solid, available from Georgia Pacific), 0.8 g 2-hydroxy-tetradecyloxyphenyl-phenyliodonium hexafluoroantimonate hereinafter CD1012 (available from Sartomer), 0.8 g SpectraIR830A infrared dye (available from Spectra Colors Corp.) and 0.2 g of the indicator dye Solvent Blue 35 (available from Spectra Colors Corp.) into 120 g solvent mixture containing 60% methyl ethyl ketone, 20% methanol, 20% ethyl cellosolve and a trace amount of FC430 surfactant.
- ACR1290 available from Polychrome Corp.
- the solution was spin coated on the hydrophilic surface of the Myriad polyester offset substrate at 85 rpm and dried at 60 ° C for 3 minutes to produce a uniform polymeric coating having a coating weight between 0.4 and 1.0 g/m 2 .
- the plate was imaged on a Creo Trendsetter thermal plate setter. which was equipped with solid state diode lasers having a wavelength at around 830 nm, at an energy density between 200 and 500 mJ/cm 2 .
- An electron micrograph at 5 KV electrons and 2000 magnification ( Figure 3) revealed that the surface of the imaged uniform polymeric coating is micro-porous at least in the non-imaged areas.
- the imaged plate was mounted on press and wetted with Surfactant Solution I (described supra) as a conditioner solution.
- the plate produced more than 50,000 copies without any deterioration.
- the polymeric coating solution was prepared similar to Example 1, except that SpectraIR1060A infrared dye was used to replace SpectraIR830A dye.
- the solution was spin coated on the hydrophilic surface of the Myriad polyester offset substrate and 85 rpm and dried at 60° C for 3 minutes to produce a uniform polymeric coating having a coating weight between 0.4 and 1.0 g/m 2 .
- the plate was imaged on the Creo Trendsetter thermal plate setter, which was equipped with solid state diode lasers having a wavelength at around 830 nm, at an energy density between 200 and 500 mJ/cm 2 .
- the imaged plate was mounted on press and wetted the conditioner solution of Example 1. The plate produced more than 50,000 copies without any deterioration.
- the polymeric coating solution was prepared similar to Example 1, except that poly(vinylphenol-co-2-hydroxyethylmethacrylate) was used to replace the GPR1-7550 phenolic resin.
- The. solution was spin coated on the hydrophilic surface of the Myriad polyester offset substrate and 85 rpm and dried at 60° C for 3 minutes to produce a uniform polymeric coating having a coating weight between 0.4 and 1.0 g/m 2 .
- the plate was imaged on the Creo Trendsetter thermal plate setter, which was equipped with solid state diode lasers having a wavelength at around 830 nm, at an energy density between 200 and 500 mJ/cm 2 .
- the imaged plate was mounted on press and wetted a conditioner solution of Example 1. The plate produced more than 50,000 copies without any deterioration.
- the polymeric coating solution was prepared similar to Example I, except that 0.6 g poly(hydroxy(( 1-oxo-2-propenyl)amino)acetic acid-co-3,4-epoxy cylohexylmethyl methacrylate) was used to replace poly(N-methoxy methyl methacrylamide-co-3,4-epoxy cyclohexyl methyl methacrylate) copolymer.
- the solution was spin coated on the hydrophilic surface of the Myriad polyester offset substrate and 85 rpm and dried at 60° C for 3 minutes to produce a uniform polymeric coating having a coating weight between 0.5 and 1.0 g/m 2 .
- the plate was imaged on the Creo Trendsetter thermal plate setter, which was equipped with solid state diode lasers having a wavelength at around 830 nm, at an energy density between 200 and 500 mJ/cm 2 .
- the imaged plate was mounted on press and wetted a conditioner solution of Example 1. The plate produced more than 50,000 copies without any deterioration.
- the polymeric coating solution was prepared by dissolving 4.0 g ACR1290, 0.8g CD1012, 0.8g infrared dye SpectraIR830A and 0.2 g indicator dye Solvent Blue 35, into 120 g solvent mixture containing 60% methyl ethyl ketone, 20% methanol, 20% ethyl cellosolve and a trace amount of FC430 surfactant.
- the solution was spin coated on the Myriad substrate of Example 1 at 85 rpm and dried at 60° C for 3 minutes to produce a uniform polymeric coating having a coating weight between 0.5 and 1.0 g/m 2 .
- the plate was imaged on the Creo Trendsetter thermal plate setter, which was equipped with solid state diode lasers having a wavelength at around 830 nm, at an energy density between 200 and 500 mJ/cm 2 .
- the imaged plate was mounted on press and wetted a conditioner solution Example 1. The plate produced more than 50,000 copies without any deterioration.
- a lithographic printing plate was prepared and imaged as described in Example 1.
- the imaged plate was mounted on a press supplied with a conventional fountain solution to which 4 weight % of CYNA-50 (an amphoteric surfactant available from Mona Industries, Patterson, N.J.) had been added. After the initial start-up impressions were made, the plate produced more than 50,000 copies without any deterioration.
- CYNA-50 an amphoteric surfactant available from Mona Industries, Patterson, N.J.
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US922714 | 1992-07-30 | ||
US92271497A | 1997-09-02 | 1997-09-02 | |
PCT/US1998/016885 WO1999011457A1 (en) | 1997-09-02 | 1998-08-14 | Processless, laser imageable lithographic printing plate |
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EP1015244A1 EP1015244A1 (en) | 2000-07-05 |
EP1015244B1 true EP1015244B1 (en) | 2002-03-13 |
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EP98939400A Expired - Lifetime EP1015244B1 (en) | 1997-09-02 | 1998-08-14 | Processless, laser imageable lithographic printing plate |
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EP (1) | EP1015244B1 (enrdf_load_stackoverflow) |
JP (1) | JP2001514103A (enrdf_load_stackoverflow) |
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US6323287B1 (en) * | 1999-03-12 | 2001-11-27 | Arch Specialty Chemicals, Inc. | Hydroxy-amino thermally cured undercoat for 193 NM lithography |
US6420083B1 (en) * | 1999-04-21 | 2002-07-16 | Fuji Photo Film Co., Ltd. | Planographic printing plate precursor and process for manufacturing planographic printing plate |
JP2002370465A (ja) | 2001-06-14 | 2002-12-24 | Konica Corp | 印刷版材料、印刷版材料の画像形成方法及び印刷方法 |
DE102010006149A1 (de) | 2010-01-29 | 2011-08-04 | Webasto AG, 82131 | Fernwirkungssystem für ein Fahrzeug |
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EP0689096B1 (en) * | 1994-06-16 | 1999-09-22 | Kodak Polychrome Graphics LLC | Lithographic printing plates utilizing an oleophilic imaging layer |
US5491046A (en) * | 1995-02-10 | 1996-02-13 | Eastman Kodak Company | Method of imaging a lithographic printing plate |
US5919601A (en) * | 1996-11-12 | 1999-07-06 | Kodak Polychrome Graphics, Llc | Radiation-sensitive compositions and printing plates |
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JP2001514103A (ja) | 2001-09-11 |
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