EP0543921B1 - Materiau photographique - Google Patents
Materiau photographique Download PDFInfo
- Publication number
- EP0543921B1 EP0543921B1 EP91915799A EP91915799A EP0543921B1 EP 0543921 B1 EP0543921 B1 EP 0543921B1 EP 91915799 A EP91915799 A EP 91915799A EP 91915799 A EP91915799 A EP 91915799A EP 0543921 B1 EP0543921 B1 EP 0543921B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- layer
- coupler
- compound
- competitor
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000463 material Substances 0.000 title claims abstract description 38
- -1 silver halide Chemical class 0.000 claims abstract description 74
- 229910052709 silver Inorganic materials 0.000 claims abstract description 45
- 239000004332 silver Substances 0.000 claims abstract description 45
- 150000001875 compounds Chemical class 0.000 claims abstract description 41
- 239000000839 emulsion Substances 0.000 claims abstract description 20
- 230000009257 reactivity Effects 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 125000000623 heterocyclic group Chemical group 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 238000012545 processing Methods 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 238000011161 development Methods 0.000 claims description 7
- 125000004104 aryloxy group Chemical group 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 238000005859 coupling reaction Methods 0.000 claims description 6
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical compound O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 claims description 4
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000001769 aryl amino group Chemical group 0.000 claims description 2
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 claims description 2
- 239000010410 layer Substances 0.000 description 85
- 239000000975 dye Substances 0.000 description 24
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 10
- 238000011160 research Methods 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 7
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 5
- 239000011229 interlayer Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 230000001235 sensitizing effect Effects 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 108010010803 Gelatin Proteins 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 239000008273 gelatin Substances 0.000 description 4
- 229920000159 gelatin Polymers 0.000 description 4
- 235000019322 gelatine Nutrition 0.000 description 4
- 235000011852 gelatine desserts Nutrition 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- GZTPJDLYPMPRDF-UHFFFAOYSA-N pyrrolo[3,2-c]pyrazole Chemical compound N1=NC2=CC=NC2=C1 GZTPJDLYPMPRDF-UHFFFAOYSA-N 0.000 description 4
- 206010070834 Sensitisation Diseases 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 230000008313 sensitization Effects 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 2
- 125000004423 acyloxy group Chemical group 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- 230000008033 biological extinction Effects 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 229960002380 dibutyl phthalate Drugs 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000005948 methanesulfonyloxy group Chemical group 0.000 description 2
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- MCSKRVKAXABJLX-UHFFFAOYSA-N pyrazolo[3,4-d]triazole Chemical class N1=NN=C2N=NC=C21 MCSKRVKAXABJLX-UHFFFAOYSA-N 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- UOMQUZPKALKDCA-UHFFFAOYSA-K 2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxymethyl)amino]acetate;iron(3+) Chemical class [Fe+3].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UOMQUZPKALKDCA-UHFFFAOYSA-K 0.000 description 1
- JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 description 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920001747 Cellulose diacetate Polymers 0.000 description 1
- RZSYLLSAWYUBPE-UHFFFAOYSA-L Fast green FCF Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC(O)=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 RZSYLLSAWYUBPE-UHFFFAOYSA-L 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 229910021612 Silver iodide Inorganic materials 0.000 description 1
- 241000695776 Thorichthys aureus Species 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 1
- HOLVRJRSWZOAJU-UHFFFAOYSA-N [Ag].ICl Chemical compound [Ag].ICl HOLVRJRSWZOAJU-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000011358 absorbing material Substances 0.000 description 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- WLDHEUZGFKACJH-UHFFFAOYSA-K amaranth Chemical compound [Na+].[Na+].[Na+].C12=CC=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(O)=C1N=NC1=CC=C(S([O-])(=O)=O)C2=CC=CC=C12 WLDHEUZGFKACJH-UHFFFAOYSA-K 0.000 description 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- XYXNTHIYBIDHGM-UHFFFAOYSA-N ammonium thiosulfate Chemical compound [NH4+].[NH4+].[O-]S([O-])(=O)=S XYXNTHIYBIDHGM-UHFFFAOYSA-N 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 description 1
- 125000005110 aryl thio group Chemical group 0.000 description 1
- 125000005200 aryloxy carbonyloxy group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920006265 cellulose acetate-butyrate film Polymers 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- GLGSRACCZFMWDT-UHFFFAOYSA-N dilithium;oxido-(oxido(dioxo)chromio)oxy-dioxochromium Chemical compound [Li+].[Li+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O GLGSRACCZFMWDT-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
- 239000010946 fine silver Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 150000002344 gold compounds Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002504 iridium compounds Chemical class 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
- 125000005544 phthalimido group Chemical group 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 1
- 229940116357 potassium thiocyanate Drugs 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- 229940045105 silver iodide Drugs 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 125000004149 thio group Chemical group *S* 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical group CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/3003—Materials characterised by the use of combinations of photographic compounds known as such, or by a particular location in the photographic element
Definitions
- This invention relates to photography and to radiation-sensitive silver halide photographic materials.
- Color silver halide photographic materials rely on coupler compounds to form dyes that make up the image recorded in such materials.
- a yellow dye-forming coupler will be associated with a blue-sensitive silver halide emulsion layer
- a magenta dye-forming coupler will be associated with a green-sensitive silver halide emulsion layer
- a cyan dye-forming coupler will be associated with a red-sensitive silver halide emulsion layer.
- These couplers will be referred to below simply as yellow couplers, magenta couplers, and cyan couplers.
- With color negative materials the material is exposed to light and processed with a color developer that imagewise forms a silver image and a dye image.
- the silver image is formed by the color developer reducing the exposed silver halide to form silver and oxidized color developer.
- the dye image is formed by the reaction of oxidized color developer with dye-forming coupler.
- the silver image is bleached and solubilized for removal, leaving only a negative color dye image. This image is then used to expose another color negative material to form a positive color dye image.
- the material With reversal materials, the material is generally exposed and processed with a black-and-white developer to form a negative silver image in each layer.
- the remaining undeveloped silver halide thus forms a positive imagewise pattern.
- the remaining silver halide is then fogged and processed in a color developer to form a dye image along with the silver. All the silver is then bleached and solubilized for removal, leaving only the positive color dye image.
- 5-Pyrazolone compounds and pyrazoloazole (e.g., pyrazolotriazole) compounds are well-known as magenta couplers.
- magenta couplers Such couplers are described in, for example, James, The Theory of the Photographic Process , MacMillan, 1977.
- Couplers may be of the 2-equivalent or the 4-equivalent type.
- 4-equivalent couplers a hydrogen atom is cleaved from the coupler compound at the coupling position when the compound couples with the oxidized color developer.
- This type of coupler requires the reduction of four moles of silver halide to silver in order to form one mole of dye.
- 2-equivalent couplers a coupling-off group, such as halogen, is cleaved from the coupler compound at the coupling position during coupling with oxidized color developer. This type of coupler requires the reduction of two moles of silver halide to silver to form one mole of dye.
- Exemplary photographic elements containing dye forming couplers are shown in EP A 0 362 406, EP A 0 327 274, EP A 0 338 785 and EP A 0 368 356.
- magenta couplers contained in known photographic elements are those that can wander out of the layer in which they are coated. It has now been discovered that when such magenta couplers are used in a photographic material containing a yellow coupler having a low enough relative reactivity with oxidized developer compared to the reactivity of the magenta coupler with oxidized developer, unwanted dye can be formed as a result of reaction between magenta coupler that has wandered out of its layer and developer that has been oxidized by reaction with silver halide from the yellow coupler layer. This results in undesirable magenta contamination of the yellow record of the photographic material.
- a color reversal photographic material comprising a support having thereon: a magenta coupler layer that includes a silver halide emulsion and a magenta coupler compound, a yellow coupler layer that includes a silver halide emulsion and a yellow coupler compound, characterized in that: the magenta coupler compound is one that is susceptible to wandering out of the layer in which it is coated, the yellow coupler compound has a relative reactivity, as defined herein, of not greater than 0.9, and the yellow coupler layer, or a layer between it and the magenta coupler layer, includes an oxidized developer competitor compound having a relative reaction rate, as defined herein, of at least 1.6.
- Scavengers for oxidized developing agent have been placed in an interlayer between coupler containing silver halide emulsion layers (see, e.g., EP A 0 327 274 and EP A 0 338 785) to prevent oxidized developing agent generated in one layer from wandering to an adjacent layer.
- Such scavengers have also been coated in a coupler containing silver halide emulsion layer (see, e.g., EP A 0 326 406) to compete for oxidized developing agent with the coupler in that layer.
- neither of these situations is the same as the present invention.
- magenta couplers useful in the practice of the invention can be a member of any of the known classes of couplers that are well-known in the art, as described, for example in the above-referenced James. These include both 5-pyrazolone couplers and pyrazoloazole couplers such as pyrazolotriazole couplers. In order to achieve the benefit of the invention, the magenta coupler should be one that is susceptible to wandering out of the layer in which it is coated.
- the degree of susceptibility to wandering that it should have, however, will vary with factors such as the reactivity of the magenta coupler with oxidized developer, the choice of yellow coupler and its reactivity with oxidized developer, the processing conditions, the concentration of the magenta coupler, and the concentration of the yellow coupler.
- High concentrations of the magenta coupler, low concentrations of the yellow coupler, high reactivity and/or extinction of the magenta coupler, low reactivity and/or extinction of the yellow coupler, and combinations thereof are all factors that would allow the invention to be practiced with a magenta coupler having a relatively low susceptibility to wandering compared to the situation where those factors are reversed (e.g., low concentrations of the magenta coupler, etc.).
- magenta coupler used in the practice of the invention can be from any class.
- One such class of couplers is the 5-pyrazolone class, which can be represented by the formula: wherein R1 represents a carbonamido group, an arylamino (preferably anilino) group, a ureido group, a sulfonamido group, an alkylamino group, or a heterocyclic amino group, R2 represent a substituted or unsubstituted aryl group, and X represents hydrogen, or a group capable of being released by a coupling reaction with an oxidized aromatic primary amine developing agent. This group is hereinafter referred to as a coupling-off group.
- Coupling-off groups are known in the art and may include a group containing an aliphatic group, an aromatic group, a heterocyclic group, an aliphatic, aromatic, or heterocyclic sulfonyl group, or an aliphatic, aromatic, or heterocyclic carbonyl group that is bonded to the coupling active carbon via an oxygen atom, a nitrogen atom, a sulfur atom, or a carbon atom, a halogen atom, an aromatic azo group, and the like.
- the aliphatic, aromatic, or heterocyclic group contained in such coupling-off groups may have one or more substituents, as described below.
- Examples of coupling-off groups include a halogen atom (e.g., fluorine, chlorine, bromine), an alkoxy group (e.g., ethoxy, dodecyloxy, carboxypropyloxy), an aryloxy group (e.g., 4-chlorophenoxy group, a 4-methoxyphenoxy group), an acyloxy group (e.g., an acetoxy group, a tetradecanoyloxy group), an aliphatic or aromatic sulfonyloxy group (e.g., a methanesulfonyloxy group, a toluenesulfonyloxy group), an acylamino group (e.g., a dichloroacetylamino group, a trifluoroacetylamino group), an aliphatic or aromatic sulfonamido group (e.g., a methanesulfonamido group, a p
- the aliphatic, aromatic, or heterocyclic groups included in X and the groups shown by R1 and R2 may be substituted by a substituent such as, for example, a halogen atom (e.g., a fluorine atom, a chlorine atom, a bromine atom, etc.), an alkyl group (e.g., a methyl group, a t-octyl group, a dodecyl group, a trifluoromethyl group, etc.), an alkenyl group (e.g., an allyl group, an octadecenyl group, etc.), an aryl group (e.g., a phenyl group, a p-tolyl group, a naphthyl group, etc.), an alkoxy group (e.g., a methoxy group, a benzyloxy group, a methoxyethoxy group, etc.), an aryloxy group (e.g
- Pyrazoloazole couplers useful in the practice of the invention include those according to the formula: wherein R3 represents hydrogen or a substituent, X is as defined above for formula (I), and Z represents the non-metallic atoms necessary to complete a heterocyclic ring.
- magenta coupler used in the practice of the invention is preferably susceptible to wandering, it will include non-polymeric couplers according to formulas (I) or (II); however, it may also be a polymer, oligomer, or dimer coupler. Such couplers are included in the description of formula (II) above.
- any of R1, R2, or X may also be a divalent or a more polyvalent group to form an oligomer such as a dimer, etc., or may connect a polymeric main chain and a coupler skeleton to form a polymeric coupler.
- magenta coupler is a polymeric coupler
- low molecular weight polymer chains or polymer compositions containing unreacted coupler monomer that would exhibit a tendency to wander are preferred.
- a typical amount of polymeric coupler that would be used in a photographic material will generally represent a number of polymer molecule chains having a distribution of varying molecular weights.
- the molecular weight of the polymer is usually described as having a single molecular weight, which is actually a mean or average molecular weight around which the actual molecular weights of the molecules are distributed.
- some so-called high molecular weight polymeric couplers may contain a sufficient number of low molecular weight molecules so as to make wandering a problem.
- Such polymeric couplers are intended to be included within the scope of the present invention.
- magenta couplers useful in the practice of the invention are presented below.
- the yellow coupler useful in the practice of the invention can be essentially any type of yellow coupler, as is well-known in the art.
- the reactivity of the yellow coupler with oxidized color developer must be low enough so that, in the absence of the oxidized developer competitor, magenta dye would be formed as a result of reaction between magenta coupler that has wandered out of its layer and developer that has been oxidized by reaction with silver halide from the yellow coupler layer.
- a yellow coupler that will benefit from practice of the present invention depends on a number of factors, including the specific magenta coupler involved and its reactivity with oxidized color developer, the choice of oxidized color developer, the concentrations of the yellow and magenta couplers, and other factors affecting the reaction kinetics of oxidized developer and couplers (e.g., pH).
- the present invention is applicable to color reversal systems, which, unlike color negative systems, do not offer the option of compensating for unwanted magenta dye stain during the printing process.
- the photographic material is a reversal material, such as Kodak Ektachrome® or Fuji Fujichrome®.
- the yellow coupler preferably has a relative reactivity, as defined below, of not greater than 0.9.
- the relative reactivity of the yellow coupler is determined as follows.
- a photographic element is prepared by coating a cellulose acetate-butyrate film support with a photosensitive layer containing 3.77 gm/m2 gelatin, 0.76 gm/m2 silver bromoiodide emulsion, and 2.7 mmole/m2 or the yellow coupler which had been dispersed in half its weight of dibutylphthalate.
- the photosensitive layer is overcoated with a layer containing gelatin at 1.08 gm/m2 and bis-vinyl sulfonyl methyl ether at 1.75 weight percent based upon total gelatin.
- the sample is imagewise exposed and processed using Kodak E-6® processing (E-6® processing is described in British Journal of Photography Annual , 1977, pp. 194-197).
- E-6® processing is described in British Journal of Photography Annual , 1977, pp. 194-197.
- the relative reactivities represent the status A blue D-max obtained for the sample compared to that obtained for an identical coating, but containing a coupler having the structure:
- the oxidized developer competitor compound useful in the practice of the invention has a relative reaction rate of at least 1.6.
- Such competitor compounds are described as "quencher” compounds in European patent application publication no. 326,406.
- the relative reaction rate herein considered is what can be determined as a relative value obtainable by measuring the dye density of the color image that coupler N forms after the competitor has been mixed with said coupler, incorporated with a silver halide emulsion, and subjected to color development.
- reaction rate of a competitor with the oxidation product of a color developing agent can be determined as a relative value by finding R for the competitor against coupler N in the above formula.
- the oxidized developer competitor compound may be incorporated in any layer between the magenta coupler layer and the yellow coupler layer, or within the yellow coupler layer.
- This layer can be a yellow filter layer, such as a Carey Lea silver layer or a yellow filter dye-containing layer, or it can be a separate interlayer.
- the effectiveness of the oxidized developer competitor will be felt to a greater extent when the yellow coupler layer and the magenta coupler layer are closer in physical proximity.
- preferred embodiments are contemplated when there are no additional silver halide layers between the magenta coupler layer and the competitor layer, between the yellow coupler layer and the competitor layer, or both.
- the competitor is preferably incorporated in the material at levels of from about 0.03 g/m2 to about 0.22 g/m2, although other levels may be useful.
- oxidized developer compounds are described in U.S. Patent 4,923,787.
- Such compounds have the formula: wherein R1 represents an electron donating group, R2 represents hydrogen, alkyl, alkoxy, aryl, aryloxy, aralkyl or amino of the formula -NHR3, where R3 is phenyl or benzyl, with the proviso that at least one of the substituents R1 and R2 (a) represents (1) a ballast group of sufficient size as to render the hydrazide compound non-diffusible in the photographic element prior to development in alkaline processing solution and (b) comprises a polar group, and n is 0, 1 or 2.
- R1 substituents which are electron donating groups, include alkyl, which can be substituted or unsubstituted, straight or branched chain, having from 1 to about 20 carbon atoms, preferably from about 8 to about 16 carbon atoms; alkoxy, which can be substituted or an unsubstituted, straight or branched chain, having from 1 to about 20 carbon atoms, preferably from about 8 to about 16 carbon atoms; carboxy; carbonamido having the formula -NR4COR5; sulfonamido having the -NR4SO2R5; or amino having the formula -NR4R5 where R4 is hydrogen or alkyl having from 1 to about 8 carbon atoms and R5 is as defined for R4 or is a benzyl or a phenyl group which may be substituted.
- R2 substituents that are alkyl or alkoxy can be as defined for these same substituents in R1, or R2 can be substituted or unsubstituted aryl or substituted or unsubstituted aryloxy having from 6 to about 30 carbon atoms, such as phenyl, phenoxy, naphthyl or naphthoxy.
- R2 represents phenyl or phenoxy it is preferred that the aryl ring have a hydrogen bonding substituent in a position ortho to the point of attachment of the carbonyl group to a hydrazide nitrogen atom.
- Preferred hydrogen bonding groups include hydroxy, primary or secondary amino groups of the formula -NR4R5, sulfonamido of the formula -NHSO2R4, carbonamido of the formula -NR4COR5, and ureido of the formula -NHCONHR4 where R4 and R5 can be hydrogen or alkyl of from 1 to about 8 carbon atoms and R5 is as defined for R4 or a benzyl or phenyl group.
- R2 alkyl groups can also be present as substituents on R2 alkyl groups or on other positions of R2 aryl groups.
- a polar group which can represent R1 or R2 can be a single group or a combination of groups which have a ⁇ constant which is more negative than -1.0.
- the ⁇ constant is defined by C. Hansch, A.
- the R1 or R2 polar group or groups include, but are not limited to, -NHSO2CH3, -NHSO2aryl, -CH2OH, -NH2, -COOH, -CONH2, -NHCONH2, -NHCSNH2, -N+(R5)3, -SO3 ⁇ , -SO2 ⁇ and These groups tend to increase the surfactant nature of the hydrazine during alkaline processing.
- alkyl, alkoxy, aryl, aryloxy, aralkyl and benzyl groups which are represented by one or more of R1, R2, R3, R4 and R5 can be substituted with halogen atoms, for example chlorine, or with haloalkyl groups, for example trifluoromethyl, or with -NO2 , -CN,
- oxidized developer competitor compounds useful in the practice of the invention are disclosed in the above-referenced EP 326,406 and U.S. 4,923,787, and include:
- the support of the element of the invention can be any of a number of well-known supports for photographic elements. These include polymeric films such as cellulose esters (e.g., cellulose triacetate and diacetate) and polyesters of dibasic aromatic carboxylic acids with divalent alcohols (e.g., poly(ethylene terephthalate)), paper, and polymer-coated paper. Such supports are described in further detail in Research Disclosure , December, 1989, Item 308119 [hereinafter referred to as Research Disclosure I] , Section XVII.
- the silver halide emulsion used in the practice of the invention can contain, for example, silver bromide, silver chloride, silver iodide, silver chlorobromide, silver chloroiodide, silver bromoiodide, or mixtures thereof.
- the emulsions can include coarse, medium, or fine silver halide grains bounded by 100, 111, or 110 crystal planes.
- Silver halide emulsions and their preparation are further described in Research Disclosure I , Section I. Also useful are tabular grain silver halide emulsions, as described in Research Disclosure , January, 1983, Item 22534 and U.S. Patent 4,425,426.
- couplers and competitor compound described above used in the practice of the invention can be incorporated in hydrophilic layers of photographic materials by techniques well-known in the art.
- One common technique involves the use of high-boiling water-immiscible organic solvents and/or surfactants.
- Useful organic solvents include tricresyl phosphates, di-n-butyl phthalate, and others described in Research Disclosure I , Section XIV.
- Surfactants are well-known to one skilled in the art, and are described in Research Disclosure I , Section XI. Mixtures of solvents and surfactants may also be used.
- the silver halide described above can be sensitized to a particular wavelength range of radiation, such as the red, blue, or green portions of the visible spectrum, or to other wavelength ranges, such as ultraviolet, infrared, and the like.
- the silver halide emulsion associated with the magenta coupler is spectrally sensitized to green light so as to complement the magenta color of the dye formed by the coupler during processing.
- the silver halide emulsion associated with the yellow coupler is preferably spectrally sensitized to blue light so as to complement the yellow color of the dye formed by the coupler.
- Chemical sensitization of silver halide can be accomplished with chemical sensitizers such as gold compounds, iridium compounds, or other group VIII metal compounds.
- Spectral sensitization is accomplished with spectral sensitizing dyes such as cyanine dyes, merocyanine dyes, styryls, or other known spectral sensitizers. Additional information on sensitization of silver halide is described in Research Disclosure I , Sections I-IV.
- multicolor photographic elements generally comprise a blue-sensitive silver halide layer having a yellow color-forming coupler associated therewith, a green-sensitive layer having a magenta color-forming coupler associated therewith, and a red-sensitive silver halide layer having a cyan color-forming coupler associated therewith.
- the oxidized developer competitor compound can be incorporated in the yellow coupler layer or, more preferably, in an interlayer between the yellow coupler layer and the magenta coupler layer. This interlayer can be the yellow filter layer typically used in color photographic materials between the yellow and magenta layers, or it can be a separate layer.
- Color photographic elements and color-forming couplers are well-known in the art and are further described in Research Disclosure I , Section VII.
- the element of the invention can also include any of a number of other well-known additives and layers, as described in Research Disclosure I .
- additives and layers include, for example, optical brighteners, antifoggants, oxidized developer scavengers (which can be the same as or different than the competitor according to formula (I)), development accelerators, image stabilizers, light-absorbing materials such as filter layers or intergrain absorbers, light-scattering materials, gelatin hardeners, coating aids and various surfactants, overcoat layers, interlayers and barrier layers, antistatic layers, plasticizers and lubricants, matting agents, development inhibitor-releasing couplers, bleach accelerator-releasing couplers, and other additives and layers known in the art.
- the photographic elements of the invention when exposed, are processed to yield an image. Processing can be by any type of known photographic processing, as described in Research Disclosure I , Sections XIX-XXIV.
- a negative image can be developed by color development with a chromogenic developing agent followed by bleaching and fixing.
- a positive image can be developed by first developing with a non-chromogenic developer, then uniformly fogging the element, and then developing with a chromogenic developer.
- Bleaching and fixing can be performed with any of the materials known to be used for that purpose.
- Bleach baths generally comprise an aqueous solution of an oxidizing agent such as water soluble salts and complexes of iron (III) (e.g., potassium ferricyanide, ferric chloride, ammonium or potassium salts of ferric ethylenediaminetetraacetic acid), water-soluble persulfates (e.g., potassium, sodium, or ammonium persulfate), water-soluble dichromates (e.g., potassium, sodium, and lithium dichromate), and the like.
- an oxidizing agent such as water soluble salts and complexes of iron (III) (e.g., potassium ferricyanide, ferric chloride, ammonium or potassium salts of ferric ethylenediaminetetraacetic acid), water-soluble persulfates (e.g., potassium, sodium, or ammonium persulfate), water-soluble dichromates (e.g., potassium
- Fixing baths generally comprise an aqueous solution of compounds that form soluble salts with silver ions, such as sodium thiosulfate, ammonium thiosulfate, potassium thiocyanate, sodium thiocyanate, thiourea, and the like.
- the invention is further illustrated by the following Example.
- sample 101 On a cellulose triacetate film support provided with a subbing layer was coated each layer having the composition set forth below to prepare a multilayer color photographic light-sensitive material which was designated sample 101.
- the coating amounts are shown as g/m2 except for sensitizing dyes, which are shown as the molar amount per mole of silver halide present in the same layer.
- Samples 102 to 106 were prepared in the same manner as described above for Sample 101 except for the addition of the competitors listed in Table I to the Eighth Layer. The added competitors were coated at the levels (in g/m2) shown in Table I.
- Each of the samples thus prepared was cut into a 35mm width strip.
- the samples were exposed to a step exposure using green and red light followed by a series of blue flash exposures and processed using standard Kodak E-6® processing solutions and methods.
- the Status A green density was measured (or interpolated) for an area in the reversal D-min region of the step exposure of each sample with a Status A blue density of 3.0.
- Table I higher values indicate an increased amount of magenta dye formed by magenta coupler which has migrated out of its layer.
- the degree of coupler wandering was confirmed by photomicrography.
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Abstract
Claims (10)
- Produit photographique inversible en couleurs comprenant un support recouvert :
d'une couche de coupleur magenta comprenant une émulsion aux halogénures d'argent et un composé coupleur magenta,
d'une couche de coupleur jaune comprenant une émulsion aux halogénures d'argent et un composé coupleur jaune,
caractérisé en ce que :
le composé coupleur magenta est celui qui est susceptible de migrer hors de la couche dans laquelle il est appliqué,
le composé coupleur jaune a une réactivité relative qui n'est pas supérieure à 0,9 et
la couche de coupleur jaune, ou une couche placée entre cette couche et la couche de coupleur magenta comprend un composé concurrent du développateur oxydé ayant une vitesse relative de réaction d'au moins 1,6,
et la réactivité relative du coupleur jaune peut être déterminée en préparant un produit photographique qui est exposé conformément à l'image et traité, la réactivité relative étant la D-max Status A dans le bleu obtenue pour le produit photographique comparée à celle obtenue avec un couchage identique, mais contenant un coupleur de formule : et la vitesse de réaction relative du composé concurrent du développateur oxydé est déterminée en mesurant la densité de colorant de l'image colorée que le coupleur N forme après que le composé concurrent a été mélangé au coupleur, incorporé dans l'émulsion aux halogénures d'argent et soumis à un développement chromogène, la vitesse de réaction relative du composé concurrent étant définie comme le rapport de la densité d'image de colorant du coupleur N quand un composé concurrent n'est pas utilisé à la densité de l'image de colorant du coupleur N quand un composé concurrent est rajouté de formule : - Produit photographique inversible en couleurs selon la revendication 1 caractérisé en ce que le composé coupleur magenta est une 5-pyrazolone de formule :
où
R₁ représente un groupe carbonamido, arylamino, uréido, sulfonamido, alkylamino ou hétérocyclique amino,
R₂ représente un groupe aryle substitué ou non, et
X représente l'hydrogène ou un groupe capable d'être libéré par une réaction de couplage avec un développateur amine primaire aromatique oxydé. - Produit photographique inversible en couleurs selon la revendication 2 dans lequel le composé concurrent du développateur oxydé a la formule :
où
R¹ représente un groupe donneur d'électrons,
R² représente l'hydrogène, un groupe alkyle, alkoxy, aryle, aryloxy, aralkyle ou amino de formule -NHR³, où R³ est phényle ou benzyle, avec la condition qu'au moins l'un des substituants R¹ et R² (a) représente un groupe ballast de taille suffisante pour rendre le composé hydrazide non-diffusible dans l'élément photographique avant le développement dans la solution alcaline de traitement et (b) comprend un groupe polaire, et
n est 0,1 ou 2. - Produit photographique inversible en couleurs selon la revendication 3 dans lequel si n est 1 ou 2, R¹ est carbonamido de formule NR⁴COR⁵ où R⁴ est l'hydrogène ou alkyle de 1 à 8 atomes et R⁵ est tel que défini pour R⁴ ou un groupe benzyle ou phényle.
- Produit photographique inversible en couleurs selon les revendications 1 à 4 dans lequel le coupleur jaune a une vitesse de réaction relative, qui n'est pas supérieure à 0,8 et le composé concurrent du développateur oxydé a une vitesse de réaction relative d'au moins 1,7.
- Produit photographique inversible en couleurs selon les revendications 1 à 5 dans lequel la couche de coupleur jaune est plus proche de la couche de coupleur magenta que toute autre couche de coupleur jaune dans le produit.
- Produit photographique inversible en couleurs selon les revendications 1 à 6 dans lequel la couche de coupleur magenta est plus proche de la couche de coupleur jaune que toute autre couche de coupleur magenta dans le produit.
- Produit photographique en couleurs selon les revendications 1 à 7 dans lequel la couche contenant le composé concurrent du développateur oxydé est aussi une couche filtre jaune.
- Produit photographique en couleurs selon les revendications 1 à 7 dans lequel la couche contenant le composé concurrent du développateur oxydé est autre qu'une couche filtre jaune.
- Produit photographique en couleurs selon les revendications 1 à 7 dans lequel le composé concurrent du développateur oxydé est contenu dans la couche de coupleur jaune.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56839890A | 1990-08-16 | 1990-08-16 | |
| US568398 | 1990-08-16 | ||
| PCT/US1991/005673 WO1992003762A1 (fr) | 1990-08-16 | 1991-08-09 | Materiau photographique |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0543921A1 EP0543921A1 (fr) | 1993-06-02 |
| EP0543921B1 true EP0543921B1 (fr) | 1995-03-08 |
Family
ID=24271122
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP91915799A Expired - Lifetime EP0543921B1 (fr) | 1990-08-16 | 1991-08-09 | Materiau photographique |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0543921B1 (fr) |
| JP (1) | JPH05509420A (fr) |
| DE (1) | DE69108037T2 (fr) |
| WO (1) | WO1992003762A1 (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5695917A (en) * | 1995-11-22 | 1997-12-09 | Eastman Kodak Company | Combination of yellow filter dye and 4-equivalent pyrazolone magenta coupler |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0326406A2 (fr) * | 1988-01-28 | 1989-08-02 | Konica Corporation | Matériau photographique à l'halogénure d'argent sensible à la lumière |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2767422B2 (ja) * | 1988-01-30 | 1998-06-18 | コニカ株式会社 | ハロゲン化銀写真感光材料 |
| DE68929026T2 (de) * | 1988-04-21 | 2000-01-27 | Eastman Kodak Co. (A New Jersey Corp.), Rochester | Photographisches Element, das einen Fänger für das Entwickleroxidationsprodukt enthält |
| JPH02131233A (ja) * | 1988-11-11 | 1990-05-21 | Fuji Photo Film Co Ltd | ハロゲン化銀カラー写真感光材料 |
-
1991
- 1991-08-09 DE DE69108037T patent/DE69108037T2/de not_active Expired - Fee Related
- 1991-08-09 JP JP3514674A patent/JPH05509420A/ja active Pending
- 1991-08-09 WO PCT/US1991/005673 patent/WO1992003762A1/fr not_active Ceased
- 1991-08-09 EP EP91915799A patent/EP0543921B1/fr not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0326406A2 (fr) * | 1988-01-28 | 1989-08-02 | Konica Corporation | Matériau photographique à l'halogénure d'argent sensible à la lumière |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0543921A1 (fr) | 1993-06-02 |
| DE69108037T2 (de) | 1995-10-19 |
| WO1992003762A1 (fr) | 1992-03-05 |
| DE69108037D1 (en) | 1995-04-13 |
| JPH05509420A (ja) | 1993-12-22 |
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