EP0418575A2 - Procédé pour la fabrication de plaques, feuilles ou matériaux sous forme de bandes, et procédé pour la fabrication de plaques lithographiques présensibilisées - Google Patents
Procédé pour la fabrication de plaques, feuilles ou matériaux sous forme de bandes, et procédé pour la fabrication de plaques lithographiques présensibilisées Download PDFInfo
- Publication number
- EP0418575A2 EP0418575A2 EP90116032A EP90116032A EP0418575A2 EP 0418575 A2 EP0418575 A2 EP 0418575A2 EP 90116032 A EP90116032 A EP 90116032A EP 90116032 A EP90116032 A EP 90116032A EP 0418575 A2 EP0418575 A2 EP 0418575A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- aqueous solution
- hydrolyzate
- silane
- condensate
- 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.)
- Withdrawn
Links
- 238000007639 printing Methods 0.000 title claims abstract description 41
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title claims description 38
- 239000000463 material Substances 0.000 title claims description 10
- 239000011888 foil Substances 0.000 title description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000007864 aqueous solution Substances 0.000 claims abstract description 19
- 229910000077 silane Inorganic materials 0.000 claims abstract description 19
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 17
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000007645 offset printing Methods 0.000 claims abstract description 9
- -1 alkyl radicals Chemical class 0.000 claims description 40
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- 150000001875 compounds Chemical class 0.000 claims description 19
- 150000005840 aryl radicals Chemical class 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910020148 K2ZrF6 Inorganic materials 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- 229910000838 Al alloy Inorganic materials 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 4
- 150000003254 radicals Chemical class 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- 239000000203 mixture Substances 0.000 abstract description 10
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 24
- 230000000052 comparative effect Effects 0.000 description 16
- 238000011161 development Methods 0.000 description 12
- 239000002253 acid Substances 0.000 description 10
- 239000000975 dye Substances 0.000 description 10
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 150000004756 silanes Chemical group 0.000 description 9
- 238000003860 storage Methods 0.000 description 9
- KTBDNSOWRGZLJK-UHFFFAOYSA-N 2-dimethoxyphosphorylethyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCP(=O)(OC)OC KTBDNSOWRGZLJK-UHFFFAOYSA-N 0.000 description 8
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 6
- 239000000976 ink Substances 0.000 description 6
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical class C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- 244000028419 Styrax benzoin Species 0.000 description 5
- 235000000126 Styrax benzoin Nutrition 0.000 description 5
- 235000008411 Sumatra benzointree Nutrition 0.000 description 5
- 229960002130 benzoin Drugs 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 235000019382 gum benzoic Nutrition 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000011775 sodium fluoride Substances 0.000 description 5
- 235000013024 sodium fluoride Nutrition 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 150000004673 fluoride salts Chemical class 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 230000005855 radiation Effects 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- LXSIHXFNFUHKPO-UHFFFAOYSA-N 2-trihydroxysilylethylphosphonic acid Chemical compound O[Si](O)(O)CCP(O)(O)=O LXSIHXFNFUHKPO-UHFFFAOYSA-N 0.000 description 3
- GXDMUOPCQNLBCZ-UHFFFAOYSA-N 3-(3-triethoxysilylpropyl)oxolane-2,5-dione Chemical compound CCO[Si](OCC)(OCC)CCCC1CC(=O)OC1=O GXDMUOPCQNLBCZ-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 239000012954 diazonium Substances 0.000 description 3
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 3
- YLFBFPXKTIQSSY-UHFFFAOYSA-N dimethoxy(oxo)phosphanium Chemical compound CO[P+](=O)OC YLFBFPXKTIQSSY-UHFFFAOYSA-N 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 238000012719 thermal polymerization Methods 0.000 description 3
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 3
- WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- VVXLFFIFNVKFBD-UHFFFAOYSA-N 4,4,4-trifluoro-1-phenylbutane-1,3-dione Chemical compound FC(F)(F)C(=O)CC(=O)C1=CC=CC=C1 VVXLFFIFNVKFBD-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-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
- 229910020491 K2TiF6 Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 230000006399 behavior 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
- 150000008366 benzophenones Chemical class 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- 230000002940 repellent Effects 0.000 description 2
- 239000005871 repellent Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- KETQAJRQOHHATG-UHFFFAOYSA-N 1,2-naphthoquinone Chemical compound C1=CC=C2C(=O)C(=O)C=CC2=C1 KETQAJRQOHHATG-UHFFFAOYSA-N 0.000 description 1
- 150000005184 1,3-dinitrobenzenes Chemical class 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- TZMSYXZUNZXBOL-UHFFFAOYSA-N 10H-phenoxazine Chemical compound C1=CC=C2NC3=CC=CC=C3OC2=C1 TZMSYXZUNZXBOL-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
- JWVWYFAPZYEQQQ-UHFFFAOYSA-N 2,2-dimethylpropane-1,1-diol;2,2-dimethylpropane-1,3-diol Chemical compound CC(C)(C)C(O)O.OCC(C)(C)CO JWVWYFAPZYEQQQ-UHFFFAOYSA-N 0.000 description 1
- QUASZQPLPKGIJY-UHFFFAOYSA-N 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical class OCCOCCOCCOCCOC(=O)C=C QUASZQPLPKGIJY-UHFFFAOYSA-N 0.000 description 1
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 description 1
- MHOFGBJTSNWTDT-UHFFFAOYSA-M 2-[n-ethyl-4-[(6-methoxy-3-methyl-1,3-benzothiazol-3-ium-2-yl)diazenyl]anilino]ethanol;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(N(CCO)CC)=CC=C1N=NC1=[N+](C)C2=CC=C(OC)C=C2S1 MHOFGBJTSNWTDT-UHFFFAOYSA-M 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- YCMLQMDWSXFTIF-UHFFFAOYSA-N 2-methylbenzenesulfonimidic acid Chemical compound CC1=CC=CC=C1S(N)(=O)=O YCMLQMDWSXFTIF-UHFFFAOYSA-N 0.000 description 1
- SQHWUYVHKRVCMD-UHFFFAOYSA-N 2-n,2-n-dimethyl-10-phenylphenazin-10-ium-2,8-diamine;chloride Chemical compound [Cl-].C12=CC(N(C)C)=CC=C2N=C2C=CC(N)=CC2=[N+]1C1=CC=CC=C1 SQHWUYVHKRVCMD-UHFFFAOYSA-N 0.000 description 1
- FBDVZTRAKUSSKE-UHFFFAOYSA-N 2-trimethoxysilylethylphosphonic acid Chemical compound CO[Si](OC)(OC)CCP(O)(O)=O FBDVZTRAKUSSKE-UHFFFAOYSA-N 0.000 description 1
- DZNJMLVCIZGWSC-UHFFFAOYSA-N 3',6'-bis(diethylamino)spiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(N(CC)CC)C=C1OC1=CC(N(CC)CC)=CC=C21 DZNJMLVCIZGWSC-UHFFFAOYSA-N 0.000 description 1
- ZADOWCXTUZWAKL-UHFFFAOYSA-N 3-(3-trimethoxysilylpropyl)oxolane-2,5-dione Chemical compound CO[Si](OC)(OC)CCCC1CC(=O)OC1=O ZADOWCXTUZWAKL-UHFFFAOYSA-N 0.000 description 1
- ADUMIBSPEHFSLA-UHFFFAOYSA-N 4-[bis(4-aminophenyl)methyl]aniline Chemical compound C1=CC(N)=CC=C1C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 ADUMIBSPEHFSLA-UHFFFAOYSA-N 0.000 description 1
- VKVJAWNFDVEVBK-UHFFFAOYSA-N 4-trimethoxysilylbutanoic acid Chemical compound CO[Si](OC)(OC)CCCC(O)=O VKVJAWNFDVEVBK-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- LSIKFJXEYJIZNB-UHFFFAOYSA-N 9-Nitroanthracene Chemical compound C1=CC=C2C([N+](=O)[O-])=C(C=CC=C3)C3=CC2=C1 LSIKFJXEYJIZNB-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
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- 229910001369 Brass Inorganic materials 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- RTMBGDBBDQKNNZ-UHFFFAOYSA-L C.I. Acid Blue 3 Chemical compound [Ca+2].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=C(O)C=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1.C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=C(O)C=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 RTMBGDBBDQKNNZ-UHFFFAOYSA-L 0.000 description 1
- CPLFBVOHVSZFGZ-UHFFFAOYSA-N CO[Si](OC)(OC)CCP(Cl)(Cl)=O Chemical compound CO[Si](OC)(OC)CCP(Cl)(Cl)=O CPLFBVOHVSZFGZ-UHFFFAOYSA-N 0.000 description 1
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
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- UBUCNCOMADRQHX-UHFFFAOYSA-N N-Nitrosodiphenylamine Chemical compound C=1C=CC=CC=1N(N=O)C1=CC=CC=C1 UBUCNCOMADRQHX-UHFFFAOYSA-N 0.000 description 1
- IPRJXAGUEGOFGG-UHFFFAOYSA-N N-butylbenzenesulfonamide Chemical compound CCCCNS(=O)(=O)C1=CC=CC=C1 IPRJXAGUEGOFGG-UHFFFAOYSA-N 0.000 description 1
- 229910003202 NH4 Inorganic materials 0.000 description 1
- 229910004883 Na2SiF6 Inorganic materials 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- YPUUJXJNGYKHBS-UHFFFAOYSA-N [SiH3]O.P(O)(O)=O Chemical compound [SiH3]O.P(O)(O)=O YPUUJXJNGYKHBS-UHFFFAOYSA-N 0.000 description 1
- DZBUGLKDJFMEHC-UHFFFAOYSA-O acridine;hydron Chemical compound C1=CC=CC2=CC3=CC=CC=C3[NH+]=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-O 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 125000005137 alkenylsulfonyl group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 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
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- QDVNNDYBCWZVTI-UHFFFAOYSA-N bis[4-(ethylamino)phenyl]methanone Chemical compound C1=CC(NCC)=CC=C1C(=O)C1=CC=C(NCC)C=C1 QDVNNDYBCWZVTI-UHFFFAOYSA-N 0.000 description 1
- HXTBYXIZCDULQI-UHFFFAOYSA-N bis[4-(methylamino)phenyl]methanone Chemical compound C1=CC(NC)=CC=C1C(=O)C1=CC=C(NC)C=C1 HXTBYXIZCDULQI-UHFFFAOYSA-N 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 229960001506 brilliant green Drugs 0.000 description 1
- HXCILVUBKWANLN-UHFFFAOYSA-N brilliant green cation Chemical compound C1=CC(N(CC)CC)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](CC)CC)C=C1 HXCILVUBKWANLN-UHFFFAOYSA-N 0.000 description 1
- UDSAIICHUKSCKT-UHFFFAOYSA-N bromophenol blue Chemical compound C1=C(Br)C(O)=C(Br)C=C1C1(C=2C=C(Br)C(O)=C(Br)C=2)C2=CC=CC=C2S(=O)(=O)O1 UDSAIICHUKSCKT-UHFFFAOYSA-N 0.000 description 1
- WGSURTBRGJGKBY-UHFFFAOYSA-N butane-1,1-diol oxiran-2-ylmethyl prop-2-enoate Chemical compound CCCC(O)O.C=CC(=O)OCC1CO1.C=CC(=O)OCC1CO1 WGSURTBRGJGKBY-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003096 carboxylic acid amide acetal group Chemical group 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002872 contrast media Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- RXCBCUJUGULOGC-UHFFFAOYSA-H dipotassium;tetrafluorotitanium;difluoride Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[K+].[K+].[Ti+4] RXCBCUJUGULOGC-UHFFFAOYSA-H 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- KSYURTCLCUKLSF-UHFFFAOYSA-H disodium;hexafluorozirconium(2-) Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[Na+].[Na+].[Zr+4] KSYURTCLCUKLSF-UHFFFAOYSA-H 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- LRMHFDNWKCSEQU-UHFFFAOYSA-N ethoxyethane;phenol Chemical compound CCOCC.OC1=CC=CC=C1 LRMHFDNWKCSEQU-UHFFFAOYSA-N 0.000 description 1
- GATNOFPXSDHULC-UHFFFAOYSA-N ethylphosphonic acid Chemical compound CCP(O)(O)=O GATNOFPXSDHULC-UHFFFAOYSA-N 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 229910052735 hafnium Inorganic materials 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 description 1
- 229940107698 malachite green Drugs 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229910001512 metal fluoride Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- LXCJGJYAOVCKLO-UHFFFAOYSA-N n-cyclohexyl-n-hydroxynitrous amide Chemical class O=NN(O)C1CCCCC1 LXCJGJYAOVCKLO-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
- XKLJHFLUAHKGGU-UHFFFAOYSA-N nitrous amide Chemical class ON=N XKLJHFLUAHKGGU-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005596 polymer binder Polymers 0.000 description 1
- 239000002491 polymer binding agent Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- JTDPJYXDDYUJBS-UHFFFAOYSA-N quinoline-2-carbohydrazide Chemical compound C1=CC=CC2=NC(C(=O)NN)=CC=C21 JTDPJYXDDYUJBS-UHFFFAOYSA-N 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- FTUYQIPAPWPHNC-UHFFFAOYSA-M sodium;4-[[4-[benzyl(ethyl)amino]phenyl]-[4-[benzyl(ethyl)azaniumylidene]cyclohexa-2,5-dien-1-ylidene]methyl]benzene-1,3-disulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=CC=CC=2)C=2C(=CC(=CC=2)S([O-])(=O)=O)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC=C1 FTUYQIPAPWPHNC-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical group O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 125000005369 trialkoxysilyl group Chemical group 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- 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
- B41N3/00—Preparing for use and conserving printing surfaces
- B41N3/03—Chemical or electrical pretreatment
- B41N3/038—Treatment with a chromium compound, a silicon compound, a phophorus compound or a compound of a metal of group IVB; Hydrophilic coatings obtained by hydrolysis of organometallic compounds
Definitions
- the invention relates to a process for the production of plate, film or tape-shaped materials based on roughened and anodically oxidized aluminum or one of its alloys, the aluminum oxide layers of which with an aqueous solution of a silane hydrolyzate and / or condensate, which is a further addition contains, are treated.
- the invention also relates to a process for the production of sensitized planographic printing plates by post-treatment of mechanically, chemically and / or electrochemically roughened and anodically oxidized aluminum substrates and their use as offset printing plates.
- Offset printing plates generally consist of a layer support, on which a radiation-sensitive reproduction layer is applied, with the aid of which an image is photomechanically generated from a template. After the printing form has been produced, the layer support carries the color-bearing image areas during later printing and at the same time forms the water-bearing image background (non-image areas) in the image-free areas.
- the substrate which is to be suitable for light-sensitive material for producing a printing form, on the one hand that the printing image areas developed from the copying layer of the material adhere very firmly to it, and on the other hand that it represents a hydrophilic background and its repellent effect compared to oleophilic printing inks under the requirements of the printing process. Therefore, the substrate must always have a certain porous surface structure so that its surface can retain enough water to be sufficiently repellent to the printing ink used in printing.
- Aluminum, steel, copper, brass or zinc foils can be used as the carrier material for light-sensitive layers.
- aluminum is roughened mechanically, chemically and / or electrochemically, if necessary pickled and anodized.
- electrochemical roughening in HCl and / or HNO3 as well as the anodic oxidation in H2SO4 and / or H3PO4 as standard methods.
- complex fluorides cf. for example DE-A-1 300 415, DE-A-1 796 159, GB-A-1 128 506 and US-A-3 440 050
- Zr, Hf or Ti for example of Zr, Hf or Ti
- K2ZrF6 and sodium silicate see, for example, DE-A-28 10 309
- polyvinylphosphonic acid for the aftertreatment leads to good printing properties of the printing plates, but the deposition of the polyvinylphosphonic acid on the support material can lead to production difficulties, such as the formation of an extremely sparingly soluble precipitate by reaction with Al3+ ions, which leads to wetting difficulties or to layer breakouts leads when printing.
- Hydrolysates of special silanes bearing hydrophilic end groups as described in DE-A-36 27 757, DE-A-36 27 758 and EP-A-0 256 256, EP-A-0 256 255 and US-A-4 782 000 are described, are suitable to avoid the disadvantages mentioned above.
- silanes are used for the aftertreatment of offset carriers, the printing plates made from them are characterized by excellent storage stability.
- the person skilled in the art is aware that in some cases the hydrophilicity is increased to such an extent that the processing latitude of the printing plates when developing with aqueous / alkaline developers can only be very narrow, since, for example, the developer resistance of the image-carrying parts is reduced so that the finest structures depicted in particular can be detached during development.
- the present invention relates to a process for the production of plate, film or tape-shaped materials based on mechanically, chemically and / or electrochemically roughened and anodically oxidized aluminum or aluminum alloy, the aluminum oxide layers of which are mixed with an aqueous solution of a hydrolyzate and / or condensate at least one silane of the general formula (I) X- (CH2) y -Si (R1) n (OR2) 3-n (I), wherein R1 and R2 are the same or different and are alkyl radicals having 1 to 9 carbon atoms or aryl radicals having 6 to 12 carbon atoms and X is one of the radicals stands for R3 for hydrogen, an alkyl radical with 1 to 9 carbon atoms, a carboxylic acid radical with 1 to 9 carbon atoms or one of this carboxylic acid radical and that bound to R3 HO- - H rest formed carboxylic acid anhydride ring, R4 and R5 are the same or different from each other and represent an al
- the aqueous solution used according to the invention for the treatment of the aluminum oxide layers preferably has a pH of 1.5 to 6.0.
- the treatment with the aqueous solution is preferably carried out within 5 to 120 seconds at temperatures of 10 to 90 ° C., the aqueous solution used for the treatment being 0.5 to 100 g / l of a hydrolyzate and / or condensate of at least one silane contains general formula (I) and 0.1 to 50 g / l of at least one compound of general formula (II) or (III).
- M in the general formula (II) or (III) preferably represents Na or K.
- K2ZrF6 is particularly preferred as an additive to the aqueous solution of the silane hydrolyzate and / or condensate.
- the present invention also relates to a process for the production of sensitized planographic printing plates or offset printing plates from a support and a light-sensitive copying layer which is applied to this support, the supports to be used for this being aftertreated by the process according to the invention before coating with the light-sensitive copying layer.
- the aluminum supports (aluminum or aluminum alloys) to be used for the process according to the invention are mechanically, chemically and / or electrochemically pretreated and anodized in the usual way.
- the aluminum (alloy) support pretreated as indicated above is aftertreated by customary application methods such as spraying or dipping, an excess is removed, if appropriate, by rinsing with water and, before coating with the light-sensitive copying layer, generally at a temperature of 50 to 120 ° C dried.
- the hydrolyzate or condensate of the silane is expediently used in aqueous or alcoholic solution and can be prepared in a customary manner by, if appropriate acid-catalyzed, hydrolysis from the underlying silanes of the general formula (I).
- silanes of the general formula (I) are used for the process according to the invention, X- (CH2) y -Si (R1) n (OR2) 3-n (I) wherein R1 and R2 are the same or different from each other and for alkyl radicals with 1 to 9, preferably 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl radicals or for aryl radicals with 6 to 12 carbon atoms, such as phenyl -, Benzyl or methylphenyl radicals are and X represents one of the radicals R3 is hydrogen, an alkyl radical with 1 to 9, preferably 1 to 5 carbon atoms, for example methyl, ethyl, propyl or butyl radical, a carboxylic acid radical with 1 to 9, preferably 1 to 4 carbon atoms, for example -COOH, - CH2COOH, -C2H4-COOH,
- silanes are (3-trimethoxysilylpropyl) carboxylic acid, (3-triethoxysilylpropyl) succinic anhydride, (2-trimethoxysilylethyl) dimethylphosphonate, (2-triethoxysilylethyl) diethyl phosphonate, (3-triethoxysilylpropyl) diethyl phosphonate, (2-trimethoxysilylethyl) phosphonic acid and (2-trimethoxysilylethyl) phosphonic acid dichloride.
- Silanes are particularly preferred (3-triethoxysilylpropyl) succinic anhydride, (2-Trimethoxysilylethyl) dimethyl phosphonic acid and (2-triethoxysilylethyl) diethylphosphonate.
- hydrolysis of such silanes can be carried out in a conventional manner by dissolving the silane in water, if appropriate in the presence of acids, in aqueous solutions of alcohols or in concentrated mineral acids, such as e.g. HCl done.
- condensates can also form during hydrolysis.
- hydrolyzates and condensates as well as mixtures of hydrolyzates and condensates of the abovementioned silanes are suitable for the process according to the invention, as long as it is ensured that the hydrolysates or condensates are completely dissolved in the aqueous or alcoholic solution.
- fluorides of the general formulas (II) and (III) are sodium fluoride, potassium fluoride, sodium hexafluorozirconate, potassium hexafluorozirconate, sodium hexafluorotitanate, potassium hexafluorotitanate and Na2SiF6 (sodium hexafluorosilicate).
- Particularly preferred fluorides are sodium fluoride and potassium hexafluorozirconate.
- the fluorides of the general formula (II) and / or (III) are generally in amounts of 0.01 to 5, preferably 0.05 to 2% by weight, the silane hydrolyzates in amounts from 0.05 to 10, preferably 0.1 to 4 wt .-% contain.
- the pH of these aqueous solutions is preferably in the range from pH 1.5 to 6, in particular at pH 2 to 4.
- the pH can be brought to the desired value by adding suitable substances.
- the aftertreatment of the aluminum supports with the aqueous solutions according to the invention is preferably carried out at temperatures of 10 to 90, in particular 20 to 70 ° C.
- the duration of the treatment is preferably between 5 to 120, in particular 10 to 60 seconds.
- the post-treated aluminum support After the treatment according to the invention of the pretreated aluminum support with the solution of the mixture of hydrolyzate or condensate of the silane and the fluorine compound of the formula (II) and / or (III) and drying the thin layer, the post-treated aluminum support can be provided in the usual way with the light-sensitive copying layer. It is a radiation sensitive coating.
- photopolymerizable mixtures which contain, in a known manner, photopolymerizable olefinically unsaturated compounds, such as monomers and / or oligomers, which are at least partially multiply olefinically unsaturated and which, in the presence of photoinitiator systems, rapidly dissolve in products which are difficult or insoluble in developers in the presence of actinic light get transferred.
- photopolymerizable olefinically unsaturated compounds which are known per se for binders which can be crosslinked with UV light and for photopolymer printing plates are suitable, the type and amount depending on the intended use of the mixtures and on the polymer binder which may also be used and with which they are compatible should be.
- this layer contains a photocrosslinkable polymer as binder and a multifunctional, ethylenically unsaturated monomer and a photoinitiator system consisting of one or more components and also conventional additives, such as suitable dyes, thermal polymerization inhibitors and plasticizers.
- a photocrosslinkable polymer as binder and a multifunctional, ethylenically unsaturated monomer and a photoinitiator system consisting of one or more components and also conventional additives, such as suitable dyes, thermal polymerization inhibitors and plasticizers.
- Suitable polymers are, for example, methyl methacrylate / methacrylic acid copolymers, styrene / methacrylic acid copolymers and methacrylic acid / acrylic acid copolymers, and optionally also polyurethanes, unsaturated polyesters and / or polyester urethanes.
- Suitable olefinically unsaturated compounds are, for example, di- and polyacrylates and methacrylates, such as can be prepared by esterification of diols or polyols with acrylic acid or methacrylic acid, such as the di- and tri (meth) acrylates of ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol with a Molecular weight up to about 500, 1,2-propanediol, 1,3-propanediol, neopentyl glycol (2,2-dimethylpropanediol), 1,4-butanediol, 1,1,1-trimethylolpropane, glycerin or pentaerythritol; furthermore the monoacrylates and monomethacrylates of such diols and polyols, such as, for example, ethylene glycol or di-, tri- or tetraethylene glycol monoacrylates, monomers with two or more olefinically unsaturated bonds
- Suitable photoinitiators are the photoinitiators or photoinitiator systems which are customary and known per se for photosensitive, photopolymerizable recording materials. Examples include: benzoin, benzoin ethers, especially benzoin alkyl ethers, substituted benzoin, alkyl ethers of substituted benzoin, such as e.g. ⁇ -methyl benzoalkyl ether or ⁇ -hydroxymethyl benzo alkyl ether; Benziles, benzil ketals, especially benzil dimethyl ketal, benzil methyl ethyl ketal or benzil methyl benzyl ketal; the acylphosphine oxide compounds known and effective as photoinitiators, e.g.
- 2, 4, 6-trimethylbenzoyldiarylphosphine oxide 2, 4, 6-trimethylbenzoyldiarylphosphine oxide; Benzophenone, derivatives of benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-diethylaminobenzophenone, derivatives of Michler's ketone; Anthraquinone and substituted anthraquinones; aryl substituted imidazoles or their derivatives, e.g. 2,4,5-triarylimidazole dimers; 2-chlorothioxanthone and the acridine or phenacin derivatives effective as photoinitiators.
- Examples of initiator systems are combinations of the initiators mentioned with sensitization aids or activators, such as, in particular, tertiary amines.
- Typical examples of such initiator systems are combinations of benzophenone or benzophenone derivatives with tertiary amines, such as triethanolamine or Michler's ketone; or mixtures of 2,4,5-triarylimidazole dimers and 2-mercaptobenzoquinazole or the leuco bases of triphenylmethane dyes.
- tertiary amines such as triethanolamine or Michler's ketone
- 2,4,5-triarylimidazole dimers and 2-mercaptobenzoquinazole or the leuco bases of triphenylmethane dyes The choice of suitable photoinitiators or photoinitiator systems is familiar to the person skilled in the art.
- the photoinitiators or photoinitiator systems are generally present in the photopolymerizable recording layer in amounts of 0.001 to 10% by weight, preferably in amounts of 0.05 to 5% by weight, based on the photopolymerizable recording layer.
- additives and / or auxiliaries that can be contained in the photopolymerizable recording layer include, for example, thermal polymerization inhibitors, dyes and / or pigments, photochromic compounds or systems, sensitometric regulators, plasticizers, flow control agents, matting agents or lubricants and the like .
- Suitable thermal polymerization inhibitors are, for example, hydroquinone, hydroquinone derivatives, 2,6-di-t-butyl-p-cresol, nitrophenols, N-nitrosoamines, such as N-nitrosodiphenylamine or the salts of N-nitrosocyclohexylhydroxylamine.
- dyes and / or pigments which can act both as a contrast agent and to strengthen the layer include Brilliant Green Dye (CI 42 040), Viktoria-Reinblau FGA, Viktoria-Reinblau BO (CI 42 595), Viktoria-Blau B (CI 44 045), rhoadamine 6G (CI-45 160), triphenylmethane dyes, naphthalimide dyes and 3'-phenyl-7-dimethylamino-2,2'-spiro-di (2H-1-benzopyran).
- Photochromic systems that change their color reversibly or irreversibly when exposed to actinic light without the photopolymerization process disturb, are, for example, leuco dyes together with suitable activators.
- leuco dyes are the leuco bases of the triphenylmethane dyes, such as crystal violet leuco base and malachite green leuco base, leuco basic blue, leuco pararosaniline, leuko patent blue A or V; Rhodamine B base is also suitable.
- Suitable activators for these photochromic compounds include organic halogen compounds which release halogen radicals when exposed to actinic light, or hexaarylbisimidazoles.
- the sensitometric controllers include compounds such as 9-nitroanthracene, 10,10'-bisanthrone, phenazinium, phenoxazinium, acridinium or phenothiazinium dyes, especially in combination with mild reducing agents, 1,3-dinitrobenzenes and the like.
- the known low-molecular or high-molecular esters such as phthalates or adipates, toluenesulfonamide or tricresyl phosphate, can serve as plasticizers.
- the additives and / or auxiliary substances are present in the photopolymerizable recording layers in the effective amounts known and known for these substances.
- the copying layers can of course also contain other constituents.
- the following light-sensitive compositions or compounds can be used in the coating of the carrier materials: positive-working o-quinonediazides, in particular o-naphthoquinonediazides such as naphthoquinone- (1,2) -diazide- (2) -sulfonic acid esters or amides, which can be of low or higher molecular weight, as reproduction layers containing photosensitive compounds; negative working reproduction layers with condensation products from aromatic diazonium salts and compounds with active carbonyl groups; negative-working, mixed condensation products of aromatic diazonium compounds containing reproduction layers, the products with at least one unit each from a condensable aromatic diazonium salt compound and a condensable compound such as a phenol ether or an aromatic thioether, connected by a divalent intermediate derived from a condensable carbonyl compound, such as a methylene group, exhibit; positive-working layers
- coated offset printing plates obtained from the post-treated substrates according to the invention are converted into the desired printing form in a known manner by imagewise exposure or irradiation and washing out of the non-image areas with a developer, preferably an aqueous developer solution.
- the radiation-sensitive layer can therefore contain diazonium compounds, ordinary polymeric condensates, quinonediazides or photopolymers. Preference is given to photopolymers and in particular the reaction product from the polymerization of methyl methacrylate and methacrylic acid as binders and ethylenically unsaturated monomers and in particular butanediol diglycidyl diacrylate as the crosslinking component.
- the process according to the invention makes it possible, by using a wide variety of functional groups, such as those bound to the hydrolyzed silane as radicals X, to functionalize the support surface in a manner related to the particular problem (increase in the hydrophilicity of the support, increase in the adhesion of the polymer).
- the firm binding of the silane hydrolyzate to the carrier ensures the necessary storage stability of the printing plate, since destruction of the light-sensitive layer by diffusion of the aftertreatment substance into the layer is prevented, as can be the case with other aftertreatment processes, and secondly for long runs, because this intermediate layer adheres firmly to the surface during printing.
- the inventive method increases the processing latitude both in terms of development times and in terms of the pH values of the developers, so that longer development times and / or aggressive developers practically no changes in the copying properties, such as dot gain, optical resolution or reproduction of finest structures compared to short development times with mild developers.
- the printing plates were exposed by means of a commercial offset imagesetter (5 kW high-pressure mercury lamp) through a test negative (Ugra step wedge).
- the finished printing forms were then colored by wiping with offset printing ink.
- the fully colored wedge steps were determined depending on the sheet aftertreatment and development time, and the imaging of fine microlines and halftone dots was assessed.
- the printing plates produced in this way were additionally checked for their run-time stability on a printing machine (Heidelberg GTO).
- printing plates were subjected to an accelerated storage test in a climatic cabinet at 60 ° C and 50% humidity and checked at intervals for residual layer-free developability by examining the developed samples by applying offset printing ink with regard to the color acceptance behavior of the non-image areas (toning).
- [2- (Trihydroxysilyl)] ethylphosphonic acid can, as described in US Pat. No. 3,780,127 or US Pat. No. 3,816,550, by hydrolysis of [2- (trialkoxysilyl)] ethylphosphonic acid dialkyl ester (alkyl is preferably methyl or ethyl) in conc . HCl can be obtained. After removing excess hydrochloric acid, the product obtained in this way can be diluted with water.
- An electrochemically roughened by AC treatment in aqueous HCl solution and anodized in H2SO4 oxidized aluminum sheet with an oxide weight of 3 g / m2 is coated with a light-sensitive mixture so that the layer weight is 2 g / m2.
- the photosensitive mixture has the following composition: 59% binder (copolymer of methyl methacrylate / methacrylic acid (70:30), the carboxyl groups of which are partially esterified with glycidyl methacrylate; K value of a 1% solution 35; acid number 65 mg KOH / g polymer) 30% monomer (diacrylate of 1,4-butanediol diglycidyl ether) 2% Michler's ketone 6% 2- (4'-methoxynaphthyl-1 ') - 4,6-bis- (trichloromethyl) -s-triazine 1% bromophenol blue 2% plasticizer (benzenesulfonic acid-n-butylamide)
- the support coated in this way is exposed by means of a commercially available offset exposure device (mercury vapor lamp (5 kW)) through a UGRA step wedge and developed with an aqueous alkaline developer. Then be The fully cross-linked wedge steps and the storage stability of the unexposed printing plate in the climatic cabinet at 60 ° C and 50% relative humidity (accelerated storage test) are determined by exposing and developing the printing plate again after a corresponding storage period, and an emulsion of bold ink and water on this printing form is applied. The time is determined after the hydrophilicity has been reduced to such an extent that the non-image areas take on color during the staining test as a result of the increased temperature and atmospheric humidity. Likewise, adhesion and durability of the printing plates are determined by means of a pressure test.
- a printing plate as described in Comparative Example 1 is produced, with the difference that the roughened and anodized support is coated with an aqueous 1% solution of the hydrolyzate / condensate of (2-trimethoxysilylethyl) phosphonic acid dimethyl ester for 20 seconds before coating with the light-sensitive material undergoes at 50 ° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Printing Plates And Materials Therefor (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3928794A DE3928794A1 (de) | 1989-08-31 | 1989-08-31 | Verfahren zur herstellung von platten-, folien- oder bandfoermigen materialien sowie verfahren zur herstellung von sensibilisierten flachdruckplatten |
| DE3928794 | 1989-08-31 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0418575A2 true EP0418575A2 (fr) | 1991-03-27 |
| EP0418575A3 EP0418575A3 (en) | 1992-02-05 |
Family
ID=6388250
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19900116032 Withdrawn EP0418575A3 (en) | 1989-08-31 | 1990-08-22 | Process for the manufacture of plates, foils, or sheet-like materials and process for the manufacture of presensitized lithographic printing plates |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5073475A (fr) |
| EP (1) | EP0418575A3 (fr) |
| JP (1) | JPH0392391A (fr) |
| DE (1) | DE3928794A1 (fr) |
| FI (1) | FI904195A7 (fr) |
| NO (1) | NO903798L (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013182328A1 (fr) | 2012-06-05 | 2013-12-12 | Agfa Graphics Nv | Précurseur pour plaque d'impression lithographique |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5187046A (en) * | 1991-03-18 | 1993-02-16 | Aluminum Company Of America | Arc-grained lithoplate |
| US5481084A (en) * | 1991-03-18 | 1996-01-02 | Aluminum Company Of America | Method for treating a surface such as a metal surface and producing products embodying such including lithoplate |
| US5665251A (en) * | 1994-11-23 | 1997-09-09 | International Business Machines Corporation | RIE image transfer process for plating |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3440050A (en) * | 1965-02-05 | 1969-04-22 | Polychrome Corp | Lithographic plate |
| GB1235863A (en) * | 1967-09-25 | 1971-06-16 | Polychrome Corp | Lithographic printing plates |
| DE3627758A1 (de) * | 1986-08-16 | 1988-02-18 | Basf Ag | Verfahren zur herstellung elektrophotographischer aufzeichnungselemente |
| DE3627757A1 (de) * | 1986-08-16 | 1988-02-18 | Basf Ag | Verfahren zur herstellung von flachdruckplatten |
| DE3740698A1 (de) * | 1987-12-01 | 1989-06-15 | Basf Ag | Verfahren zur anodischen oxidation der oberflaeche von aluminium oder aluminiumlegierungen |
-
1989
- 1989-08-31 DE DE3928794A patent/DE3928794A1/de not_active Withdrawn
-
1990
- 1990-08-22 EP EP19900116032 patent/EP0418575A3/de not_active Withdrawn
- 1990-08-23 US US07/571,231 patent/US5073475A/en not_active Expired - Fee Related
- 1990-08-24 FI FI904195A patent/FI904195A7/fi not_active IP Right Cessation
- 1990-08-29 JP JP2225455A patent/JPH0392391A/ja active Pending
- 1990-08-30 NO NO90903798A patent/NO903798L/no unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013182328A1 (fr) | 2012-06-05 | 2013-12-12 | Agfa Graphics Nv | Précurseur pour plaque d'impression lithographique |
| US9329479B2 (en) | 2012-06-05 | 2016-05-03 | Agfa Graphics Nv | Lithographic printing plate precusor |
Also Published As
| Publication number | Publication date |
|---|---|
| NO903798D0 (no) | 1990-08-30 |
| FI904195A0 (fi) | 1990-08-24 |
| US5073475A (en) | 1991-12-17 |
| FI904195A7 (fi) | 1991-03-01 |
| DE3928794A1 (de) | 1991-03-07 |
| JPH0392391A (ja) | 1991-04-17 |
| NO903798L (no) | 1991-03-01 |
| EP0418575A3 (en) | 1992-02-05 |
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