EP0286116A2 - Matériau d'enregistrement thermosensible - Google Patents
Matériau d'enregistrement thermosensible Download PDFInfo
- Publication number
- EP0286116A2 EP0286116A2 EP88105625A EP88105625A EP0286116A2 EP 0286116 A2 EP0286116 A2 EP 0286116A2 EP 88105625 A EP88105625 A EP 88105625A EP 88105625 A EP88105625 A EP 88105625A EP 0286116 A2 EP0286116 A2 EP 0286116A2
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- EP
- European Patent Office
- Prior art keywords
- heat
- sensitive recording
- recording material
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- material according
- 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.)
- Granted
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- 239000000463 material Substances 0.000 title claims abstract description 17
- 239000013522 chelant Substances 0.000 claims abstract description 3
- -1 morpholino, pyrrolidino, piperidino Chemical group 0.000 claims description 35
- 150000003839 salts Chemical class 0.000 claims description 30
- 229910052751 metal Inorganic materials 0.000 claims description 23
- 239000002184 metal Substances 0.000 claims description 23
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 18
- 239000000194 fatty acid Substances 0.000 claims description 18
- 229930195729 fatty acid Natural products 0.000 claims description 18
- 150000004665 fatty acids Chemical class 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 8
- 239000011230 binding agent Substances 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 4
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- 239000011701 zinc Substances 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 229910052709 silver Inorganic materials 0.000 claims description 3
- 239000004332 silver Substances 0.000 claims description 3
- ZFWAHZCOKGWUIT-UHFFFAOYSA-N 1-anilino-3-phenyliminourea Chemical compound C=1C=CC=CC=1N=NC(=O)NNC1=CC=CC=C1 ZFWAHZCOKGWUIT-UHFFFAOYSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- KSPIHGBHKVISFI-UHFFFAOYSA-N Diphenylcarbazide Chemical compound C=1C=CC=CC=1NNC(=O)NNC1=CC=CC=C1 KSPIHGBHKVISFI-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052788 barium Inorganic materials 0.000 claims description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 2
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 2
- 239000011133 lead Substances 0.000 claims description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 2
- 229910052753 mercury Inorganic materials 0.000 claims description 2
- MPQCLYYBUUWTCW-UHFFFAOYSA-N n-(phenylcarbamoylamino)formamide Chemical compound O=CNNC(=O)NC1=CC=CC=C1 MPQCLYYBUUWTCW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920003023 plastic Polymers 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 239000011135 tin Substances 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 abstract description 6
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 18
- 239000000975 dye Substances 0.000 description 14
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- 229920000609 methyl cellulose Polymers 0.000 description 8
- 239000001923 methylcellulose Substances 0.000 description 8
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000008199 coating composition Substances 0.000 description 7
- 150000002989 phenols Chemical class 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- VFPFQHQNJCMNBZ-UHFFFAOYSA-N ethyl gallate Chemical compound CCOC(=O)C1=CC(O)=C(O)C(O)=C1 VFPFQHQNJCMNBZ-UHFFFAOYSA-N 0.000 description 6
- 229920005989 resin Polymers 0.000 description 5
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- 238000006243 chemical reaction Methods 0.000 description 4
- KFZAUHNPPZCSCR-UHFFFAOYSA-N iron zinc Chemical compound [Fe].[Zn] KFZAUHNPPZCSCR-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000005995 Aluminium silicate Substances 0.000 description 3
- 239000004262 Ethyl gallate Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 235000019277 ethyl gallate Nutrition 0.000 description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- FRVCGRDGKAINSV-UHFFFAOYSA-L iron(2+);octadecanoate Chemical compound [Fe+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O FRVCGRDGKAINSV-UHFFFAOYSA-L 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- FBSFWRHWHYMIOG-UHFFFAOYSA-N methyl 3,4,5-trihydroxybenzoate Chemical compound COC(=O)C1=CC(O)=C(O)C(O)=C1 FBSFWRHWHYMIOG-UHFFFAOYSA-N 0.000 description 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- UMGUNMWNUUADJH-UHFFFAOYSA-N 2,2-dioctyl-3-sulfobutanedioic acid;sodium Chemical compound [Na].CCCCCCCCC(C(O)=O)(C(C(O)=O)S(O)(=O)=O)CCCCCCCC UMGUNMWNUUADJH-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- JXSRRBVHLUJJFC-UHFFFAOYSA-N 7-amino-2-methylsulfanyl-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile Chemical compound N1=CC(C#N)=C(N)N2N=C(SC)N=C21 JXSRRBVHLUJJFC-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- RPWFJAMTCNSJKK-UHFFFAOYSA-N Dodecyl gallate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1 RPWFJAMTCNSJKK-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
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- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
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- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
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- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
- ULGYAEQHFNJYML-UHFFFAOYSA-N [AlH3].[Ca] Chemical compound [AlH3].[Ca] ULGYAEQHFNJYML-UHFFFAOYSA-N 0.000 description 1
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- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000005055 alkyl alkoxy group Chemical group 0.000 description 1
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- 125000003277 amino group Chemical group 0.000 description 1
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- OEZQCMMAFSEXQW-UHFFFAOYSA-N calcium silver Chemical compound [Ca].[Ag] OEZQCMMAFSEXQW-UHFFFAOYSA-N 0.000 description 1
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- PYSUTOYFAKZHFO-UHFFFAOYSA-L docosanoate;mercury(2+) Chemical compound [Hg+2].CCCCCCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCCCCCC([O-])=O PYSUTOYFAKZHFO-UHFFFAOYSA-L 0.000 description 1
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- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- SJCKRGFTWFGHGZ-UHFFFAOYSA-N magnesium silver Chemical compound [Mg].[Ag] SJCKRGFTWFGHGZ-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- IBKQQKPQRYUGBJ-UHFFFAOYSA-N methyl gallate Natural products CC(=O)C1=CC(O)=C(O)C(O)=C1 IBKQQKPQRYUGBJ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
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- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- ORYURPRSXLUCSS-UHFFFAOYSA-M silver;octadecanoate Chemical compound [Ag+].CCCCCCCCCCCCCCCCCC([O-])=O ORYURPRSXLUCSS-UHFFFAOYSA-M 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- CVYDEWKUJFCYJO-UHFFFAOYSA-M sodium;docosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O CVYDEWKUJFCYJO-UHFFFAOYSA-M 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/494—Silver salt compositions other than silver halide emulsions; Photothermographic systems ; Thermographic systems using noble metal compounds
- G03C1/498—Photothermographic systems, e.g. dry silver
- G03C1/4989—Photothermographic systems, e.g. dry silver characterised by a thermal imaging step, with or without exposure to light, e.g. with a thermal head, using a laser
-
- 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
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/32—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers one component being a heavy metal compound, e.g. lead or iron
-
- 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
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/323—Organic colour formers, e.g. leuco dyes
- B41M5/327—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
- B41M5/3275—Fluoran compounds
-
- 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
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
-
- 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
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
-
- 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
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
- B41M5/3336—Sulfur compounds, e.g. sulfones, sulfides, sulfonamides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/913—Material designed to be responsive to temperature, light, moisture
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/914—Transfer or decalcomania
Definitions
- the invention relates to a thermosensitive recording material which has superior optical readability in the near ultra-red range.
- Heat-sensitive recording sheets in which a color reaction between a colorless or slightly colored or chromogenic substance and a phenolic substance or an organic acid takes place due to the action of heat or heat include in Japanese Patent Publications No. 4160/1968 and 14039/1970 and in JP-OLS No. 27736/1973. They are used in many different ways in practice.
- a heat-sensitive recording sheet is generally prepared by applying to the surface of a support such as paper, film, etc., a coating composition which is obtained by finely grinding and dispersing a colorless chromogenic substance and a color developing material, mixing the dispersions obtained with one another and adding a binder, filler, Sensitizer, lubricant and other aids has been obtained. When exposed to heat or heat, the coating immediately undergoes a chemical reaction with color formation.
- heat-sensitive recording sheets include use in medical and technical recording devices, terminal printers for computers and information systems, printers for facsimile or copying machines and electronic calculating machines, ticket machines and the like.
- the heat sensitive recording sheets containing a leuco dye and a coloring agent are used as thermal labels in the field of POS systems.
- the color development occurs in the visible range, so that the color development when a semiconductor laser beam is used in the near ultra-red range cannot be read by the bar code scanner.
- Metal chelate color development type heat sensitive recording sheets are used as heat sensitive sheets for POS systems, etc., but have the disadvantage that the legibility is insufficient when using a semiconductor laser beam operating in the near-red range as a bar code measuring point scanner.
- the invention has for its object to provide a heat-sensitive recording sheet which has superior optical readability in the near ultraviolet range in color development with chelating agents using metal compounds.
- a near-infrared absorbing fluoran dye of the following general formula (I) is used in a heat-sensitive recording material which has a heat-sensitive recording layer of a chelating agent type on a support: wherein at least one of the radicals R1, R2, R3, R4, R5, R6, R7, R8, and R9 is a group of the general formula: means wherein T1, T2 and T3 are the same or different and each represents a hydrogen atom, a C1-C8 alkyl, C3-C9 alkenyl or C3-C9 alkynyl group; T4 represents a hydrogen atom, a C1-C8 alkyl, C3-C9 alkenyl, C3-C9 alkynyl or phenyl group; T3 and T4 may also be connected to an adjacent nitrogen atom to form a morpholino, pyrrolidino, piperidino or hexamethyleneimino group; and the radical
- the alkyl groups preferably have 1 to 6 carbon atoms
- the cycloalkyl groups preferably have 3 to 6 carbon atoms
- the substitution of the amino groups preferably consists of a mono- or di-C1-C6-alkyl substitution
- the aryl groups are preferably phenyl radicals.
- the choice of the electron acceptor according to the invention is not subject to any particular restrictions; the known electron acceptors, preferably the metal double salts of the higher fatty acids, can be used.
- the metal double salts of higher fatty acids according to the invention are double salts which have at least two types of metal atoms per molecule. They therefore differ significantly in their physicochemical properties from the previous metal salts of higher fatty acids, which only contain one type of metal atom in their molecule.
- These metal double salts of the higher fatty acids are prepared by reacting at least two inorganic metal salts with an alkali metal salt or ammonium salt of the selected higher fatty acid.
- the type and the mixing ratio of the metal atoms of the at least two inorganic metal salts can be easily adjusted and controlled in this way.
- the zinc-iron double salt of behenic acid with iron and zinc in a ratio of 2: 1 can be prepared by reacting sodium behenate with an aqueous solution of ferrichloride and zinc chloride in a molar ratio of 2: 1.
- Suitable metals for the double salt formation of the higher fatty acids are polyvalent metals, for example iron, zinc, calcium, magnesium, aluminum, barium, lead, manganese, tin, nickel, cobalt, copper, silver, mercury, etc .; preferably iron, zinc, calcium, aluminum, magnesium and silver.
- Suitable fatty acids for the double salt formation are saturated and / or unsaturated aliphatic fatty acids with 16 to 35 carbon atoms.
- the electron donors according to the invention which are used with the metal double salt of a higher fatty acid, are preferably polyvalent aromatic hydroxyl compounds, diphenylcarbazide, diphenylcarbazone, hexamethylenetetramine, spirobenzopyran and 1-formyl-4-phenylsemicarbazide; most preferred are the polyvalent aromatic hydroxyl compounds of the general formula (I): in the R an alkyl group with 18 to 35 (wherein R1 represents an alkyl group having 18 to 35 carbon atoms); n represents an integer from 2 to 3; and "-X-" for ⁇ CH2 ⁇ , ⁇ CO2 ⁇ , ⁇ CO ⁇ , ⁇ O ⁇ , ⁇ CONH ⁇ , -C - (wherein R ⁇ is an alkyl group having 5 to 30 carbon atoms), -SO2-, -SO3- or -SO2NH-.
- the heat-sensitive recording layer according to the invention which contains an electron acceptor and an electron donor, also contains a near-infrared absorbing fluoran dye of the general formula (I).
- the dyes of the following general formula (II) prefers.
- the fluorine leuco dyes according to the invention are not subject to any particular restrictions; the following can be used, for example: 2-methyl-6-p- (p-dimethylaminophenyl) aminoani linofluoran, 2-methoxy-6-p- (p-dimethylaminophenyl) aminoanilinofluoran, 2-chloro-6-p- (p-dimethylaminophenyl) aminoanilinofluoran, ⁇ -nitro-6-p- (p-di ethylaminophenyl) aminoanilinofluoran, 2- Amino-6-p- (p-dimethylaminophenyl) aminoanilinofluoran, 2-diethylamino-6-p- (p-dimethylaminophenyl) aminoanilinofluoran, 2-phenyl-6-p- (p-phenylaminophenyl) aminoanilinofluoran, 2-benzyl-6-p - (
- the fluorantypleuco dyes of the general formula (I) according to the invention are used alone or in a mixture.
- Binders according to the invention are, for example, completely saponified polyvinyl alcohol, degree of polymerization: 200-1900, partly saponified polyvinyl alcohol, carboxylated polyvinyl alcohol, amide-modified polyvinyl alcohol, sulfonic acid-modified polyvinyl alcohol, butyral-modified polyvinyl alcohol, other modified polyvinyl alcohols, hydroxyethyl cellulose styrene, methyl malolymethyl copolymer, methyl cellulose, methyl cellulose, methyl cellulose, methyl cellulose, methyl cellulose, methyl cellulose, methyl cellulose, methylcellulose, methylcellulose Copolymers, cellulose derivatives such as ethyl cellulose and acetyl cellulose, polyvinyl chloride, polyvinyl acetate, polyacrylamide, polyacrylic acid ester, polyvinyl butyral, polystyrene, copoly mers of the above compounds, polyamide resin, silicone resin, petroleum resin
- the type and amount of the electron acceptor according to the invention such as the metal double salt of the saturated higher fatty acid, the electron donor such as the polyhydric phenol, the near-infrared absorbing leuco dye, the binder and the other additives, which are chosen depending on the desired effect and suitability for recording purposes, are not particularly limited.
- the heat sensitive material of the present invention made by applying the coating composition to a base material such as paper, synthetic paper, film, plastic, etc.
- the electron acceptor according to the invention, the electron donor according to the invention and the basic colorless chromogenic dye according to the invention are ground to a particle size of several microns or smaller by means of a grinding device, such as a ball mill, attrition mill, sand grinder, etc., or by means of a suitable emulsifying machine: binders are added, if appropriate , various additives to produce the coating composition of the invention.
- the additives which can be used according to the invention are, for example, the following: Fillers; Anti-sticking releasing agents such as metal salts of fatty acids; Mottling prevention lubricants such as fatty acid amide, ethylene bisamide, montan wax, polyethylene wax, etc .; Dispersants such as sodium dioctyl sulfosuccinic acid, sodium dodecyl benzene sulfonate, sodium lauryl alcohol sulfate, sodium alginate, etc .; UV absorbers of the benzophenone and triazole series; Anti-foaming agents; water mooring agents, etc.
- fillers according to the invention are alumina, talc, silicon dioxide, magnesium carbonate, aluminum hydroxide, magnesium hydroxide, barium sulfate, kaolin, titanium dioxide, zinc oxide, calcium carbonate, aluminum oxide, urea-formaldehyde resin, polystyrene resin, phenolic resin, etc.
- the reason for the superior optical legibility in the near-red range of the heat-sensitive recording sheet according to the invention is based on the fact that during color development with complex formation by melting reaction between a metal double salt as an electron acceptor and an electron donor such as polyvalent phenol derivative, a colored image in the visible and near-red range (wavelength range 700 -1500 nm) arises.
- the fluoranleuco dye of the present invention is added to this combination, which can more effectively absorb the near-ultraviolet rays in the melting reaction with an electron donor such as phenolic derivatives. In this way, a thermosensitive recording sheet is obtained which has superior optical readability in the near ultraviolet range.
- Double metal salt of a higher fatty acid See Table 1.
- Solution C (dispersion of a near-infrared absorbing leuco dye)
- Leuco dye See Table 1.
- Solution A 25.0 parts
- Solution B 29.5 parts
- Solution C 2.5 parts Kaolin clay (5% aqueous dispersion) 12.0 parts
- the above coating composition was applied in a coating amount of 6.0 g / m2 on a base paper with a weight of 50 g / m2, dried and supercalendered to set a smoothness of 200-600 seconds.
- a heat sensitive recording sheet was obtained.
- Metal double salt of a higher fatty acid See Table 1.
- Solution D 25.0 parts
- Solution F 29.5 parts Kaolin clay (50% aqueous dispersion) 12.0 parts
- a heat-sensitive recording sheet was obtained in the same manner as in Example 1.
- the recording material of the present invention has superior optical readability in the near ultra-red range.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Optics & Photonics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP87503/87 | 1987-04-09 | ||
JP62087503A JPH066392B2 (ja) | 1987-04-09 | 1987-04-09 | 感熱記録体 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0286116A2 true EP0286116A2 (fr) | 1988-10-12 |
EP0286116A3 EP0286116A3 (en) | 1989-04-12 |
EP0286116B1 EP0286116B1 (fr) | 1991-12-11 |
Family
ID=13916784
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP88105625A Expired - Lifetime EP0286116B1 (fr) | 1987-04-09 | 1988-04-08 | Matériau d'enregistrement thermosensible |
Country Status (4)
Country | Link |
---|---|
US (1) | US4853363A (fr) |
EP (1) | EP0286116B1 (fr) |
JP (1) | JPH066392B2 (fr) |
DE (1) | DE3866752D1 (fr) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0287121A2 (fr) * | 1987-04-17 | 1988-10-19 | Jujo Paper Co., Ltd. | Matériel d'enregistrement sensible à la chaleur et à la lumière et méthode d'enregistrement |
EP0307836A2 (fr) * | 1987-09-14 | 1989-03-22 | Jujo Paper Co., Ltd. | Matériau d'enregistrement thermosensible |
EP0574879A1 (fr) * | 1992-06-17 | 1993-12-22 | Mitsubishi Paper Mills, Ltd. | Matériau d'enregistrement thermosensible et réversible |
EP0599580A1 (fr) * | 1992-11-20 | 1994-06-01 | Nippon Paper Industries Co., Ltd. | Feuille pour l'enregistrement thermique |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0381492B1 (fr) * | 1989-02-03 | 1998-04-15 | Nippon Paper Industries Co., Ltd. | Matériau pour l'enregistrement optique, méthode pour l'enregistrement optique, et dispositif pour l'enregistrement optique utilisé dans cette méthode |
US5200947A (en) * | 1989-02-03 | 1993-04-06 | Jujo Paper Co., Ltd. | Optical recording medium, optical recording method, and optical recording device used in method |
JP2536917B2 (ja) * | 1989-02-06 | 1996-09-25 | 日本製紙株式会社 | 光記録体 |
JP4090154B2 (ja) * | 1999-07-23 | 2008-05-28 | 富士フイルム株式会社 | 平版印刷版の製造方法 |
JP2012220883A (ja) * | 2011-04-13 | 2012-11-12 | Casio Electronics Co Ltd | 負帯電性消色型電子写真トナーおよびその製造方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4004065A (en) * | 1974-12-13 | 1977-01-18 | General Company, Ltd. | Coated heat sensitive recording member |
JPS5993387A (ja) * | 1982-11-19 | 1984-05-29 | Ricoh Co Ltd | 感熱記録材料 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0713195B2 (ja) * | 1986-07-31 | 1995-02-15 | 日本曹達株式会社 | フルオラン化合物およびそれを使用した発色性記録体 |
JP2778701B2 (ja) * | 1988-09-12 | 1998-07-23 | マナック株式会社 | ブリーチ加工用脱色促進剤 |
-
1987
- 1987-04-09 JP JP62087503A patent/JPH066392B2/ja not_active Expired - Lifetime
-
1988
- 1988-04-06 US US07/178,143 patent/US4853363A/en not_active Expired - Fee Related
- 1988-04-08 DE DE8888105625T patent/DE3866752D1/de not_active Expired - Lifetime
- 1988-04-08 EP EP88105625A patent/EP0286116B1/fr not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4004065A (en) * | 1974-12-13 | 1977-01-18 | General Company, Ltd. | Coated heat sensitive recording member |
JPS5993387A (ja) * | 1982-11-19 | 1984-05-29 | Ricoh Co Ltd | 感熱記録材料 |
Non-Patent Citations (1)
Title |
---|
PATENT ABSTRACTS OF JAPAN, Band 8, Nr. 203 (M-326)[1640], 18. September 1984; & JP-A-59 093 387 (RICOH K.K.) 29-05-1984 * |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0287121A2 (fr) * | 1987-04-17 | 1988-10-19 | Jujo Paper Co., Ltd. | Matériel d'enregistrement sensible à la chaleur et à la lumière et méthode d'enregistrement |
EP0287121A3 (en) * | 1987-04-17 | 1990-07-11 | Jujo Paper Co., Ltd. | Heat and light-sensitive recording material and recording method |
EP0307836A2 (fr) * | 1987-09-14 | 1989-03-22 | Jujo Paper Co., Ltd. | Matériau d'enregistrement thermosensible |
EP0307836A3 (en) * | 1987-09-14 | 1990-09-19 | Jujo Paper Co., Ltd. | Heat-sensitive recording material |
EP0574879A1 (fr) * | 1992-06-17 | 1993-12-22 | Mitsubishi Paper Mills, Ltd. | Matériau d'enregistrement thermosensible et réversible |
US5395815A (en) * | 1992-06-17 | 1995-03-07 | Mitsubishi Paper Mills Limited | Reversible heat-sensitive recording material |
EP0599580A1 (fr) * | 1992-11-20 | 1994-06-01 | Nippon Paper Industries Co., Ltd. | Feuille pour l'enregistrement thermique |
US5446009A (en) * | 1992-11-20 | 1995-08-29 | Nippon Paper Industries Co., Ltd. | Thermal recording sheet |
Also Published As
Publication number | Publication date |
---|---|
US4853363A (en) | 1989-08-01 |
DE3866752D1 (de) | 1992-01-23 |
EP0286116B1 (fr) | 1991-12-11 |
JPH066392B2 (ja) | 1994-01-26 |
EP0286116A3 (en) | 1989-04-12 |
JPS63252784A (ja) | 1988-10-19 |
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