EP0296785A2 - Matériau photographique inversible à l'halogénure d'argent sensible à la lumière ayant une stabilité améliorée vis-à-vis du traitement - Google Patents
Matériau photographique inversible à l'halogénure d'argent sensible à la lumière ayant une stabilité améliorée vis-à-vis du traitement Download PDFInfo
- Publication number
- EP0296785A2 EP0296785A2 EP88305621A EP88305621A EP0296785A2 EP 0296785 A2 EP0296785 A2 EP 0296785A2 EP 88305621 A EP88305621 A EP 88305621A EP 88305621 A EP88305621 A EP 88305621A EP 0296785 A2 EP0296785 A2 EP 0296785A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- silver halide
- layer
- group
- photographic material
- sensitive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- -1 silver halide Chemical class 0.000 title claims abstract description 116
- 239000004332 silver Substances 0.000 title claims abstract description 68
- 229910052709 silver Inorganic materials 0.000 title claims abstract description 68
- 239000000463 material Substances 0.000 title claims abstract description 48
- 238000012545 processing Methods 0.000 title abstract description 35
- 239000000839 emulsion Substances 0.000 claims abstract description 47
- 238000011161 development Methods 0.000 claims abstract description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- 239000003112 inhibitor Substances 0.000 claims abstract description 18
- 230000035945 sensitivity Effects 0.000 claims abstract description 7
- 230000003595 spectral effect Effects 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 35
- 125000000623 heterocyclic group Chemical group 0.000 claims description 27
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
- 125000001424 substituent group Chemical group 0.000 claims description 15
- 230000003647 oxidation Effects 0.000 claims description 9
- 238000007254 oxidation reaction Methods 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 5
- 230000005540 biological transmission Effects 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 3
- 229910052755 nonmetal Inorganic materials 0.000 claims description 3
- 239000002243 precursor Substances 0.000 claims 2
- GZTPJDLYPMPRDF-UHFFFAOYSA-N pyrrolo[3,2-c]pyrazole Chemical compound N1=NC2=CC=NC2=C1 GZTPJDLYPMPRDF-UHFFFAOYSA-N 0.000 claims 1
- 239000010410 layer Substances 0.000 description 133
- 108010010803 Gelatin Proteins 0.000 description 54
- 239000008273 gelatin Substances 0.000 description 54
- 229920000159 gelatin Polymers 0.000 description 54
- 235000019322 gelatine Nutrition 0.000 description 54
- 235000011852 gelatine desserts Nutrition 0.000 description 54
- 229910021612 Silver iodide Inorganic materials 0.000 description 23
- 125000000217 alkyl group Chemical group 0.000 description 23
- 230000018109 developmental process Effects 0.000 description 23
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 19
- 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 18
- 125000004432 carbon atom Chemical group C* 0.000 description 18
- 229940045105 silver iodide Drugs 0.000 description 18
- 125000003118 aryl group Chemical group 0.000 description 15
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000006096 absorbing agent Substances 0.000 description 13
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 12
- 125000000753 cycloalkyl group Chemical group 0.000 description 11
- 238000009740 moulding (composite fabrication) Methods 0.000 description 11
- 239000011248 coating agent Substances 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000000975 dye Substances 0.000 description 9
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 9
- 231100000202 sensitizing Toxicity 0.000 description 9
- 230000001235 sensitizing effect Effects 0.000 description 9
- 239000011241 protective layer Substances 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000004442 acylamino group Chemical group 0.000 description 6
- 125000005843 halogen group Chemical group 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 5
- 125000004414 alkyl thio group Chemical group 0.000 description 5
- 229940001482 sodium sulfite Drugs 0.000 description 5
- 235000010265 sodium sulphite Nutrition 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 4
- 125000004423 acyloxy group Chemical group 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 description 4
- 125000005162 aryl oxy carbonyl amino group Chemical group 0.000 description 4
- 125000005110 aryl thio group Chemical group 0.000 description 4
- 238000004061 bleaching Methods 0.000 description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000033458 reproduction Effects 0.000 description 4
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 4
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 125000004149 thio group Chemical group *S* 0.000 description 4
- CLDZVCMRASJQFO-UHFFFAOYSA-N 2,5-bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol Chemical compound CC(C)(C)CC(C)(C)C1=CC(O)=C(C(C)(C)CC(C)(C)C)C=C1O CLDZVCMRASJQFO-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 3
- XYXNTHIYBIDHGM-UHFFFAOYSA-N ammonium thiosulfate Chemical compound [NH4+].[NH4+].[O-]S([O-])(=O)=S XYXNTHIYBIDHGM-UHFFFAOYSA-N 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 238000005755 formation reaction Methods 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 3
- DSVIHYOAKPVFEH-UHFFFAOYSA-N 4-(hydroxymethyl)-4-methyl-1-phenylpyrazolidin-3-one Chemical compound N1C(=O)C(C)(CO)CN1C1=CC=CC=C1 DSVIHYOAKPVFEH-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 229910021607 Silver chloride Inorganic materials 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 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
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 2
- XCFIVNQHHFZRNR-UHFFFAOYSA-N [Ag].Cl[IH]Br Chemical compound [Ag].Cl[IH]Br XCFIVNQHHFZRNR-UHFFFAOYSA-N 0.000 description 2
- 230000009102 absorption Effects 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- XNSQZBOCSSMHSZ-UHFFFAOYSA-K azane;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxymethyl)amino]acetate;iron(3+) Chemical compound [NH4+].[Fe+3].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O XNSQZBOCSSMHSZ-UHFFFAOYSA-K 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 125000005499 phosphonyl group Chemical group 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 2
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 2
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 2
- 150000003413 spiro compounds Chemical group 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- 125000004434 sulfur atom Chemical group 0.000 description 2
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 2
- 125000001425 triazolyl group Chemical group 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- GVEYRUKUJCHJSR-UHFFFAOYSA-N (4-azaniumyl-3-methylphenyl)-ethyl-(2-hydroxyethyl)azanium;sulfate Chemical compound OS(O)(=O)=O.OCCN(CC)C1=CC=C(N)C(C)=C1 GVEYRUKUJCHJSR-UHFFFAOYSA-N 0.000 description 1
- IKQCSJBQLWJEPU-UHFFFAOYSA-N 2,5-dihydroxybenzenesulfonic acid Chemical compound OC1=CC=C(O)C(S(O)(=O)=O)=C1 IKQCSJBQLWJEPU-UHFFFAOYSA-N 0.000 description 1
- QVLXDGDLLZYJAM-UHFFFAOYSA-N 2,5-dioctylbenzene-1,4-diol Chemical compound CCCCCCCCC1=CC(O)=C(CCCCCCCC)C=C1O QVLXDGDLLZYJAM-UHFFFAOYSA-N 0.000 description 1
- NONBYKDOGYGPFB-UHFFFAOYSA-N 2-[1-(2-hydroxyethylsulfanyl)ethylsulfanyl]ethanol Chemical compound OCCSC(C)SCCO NONBYKDOGYGPFB-UHFFFAOYSA-N 0.000 description 1
- PDHFSBXFZGYBIP-UHFFFAOYSA-N 2-[2-(2-hydroxyethylsulfanyl)ethylsulfanyl]ethanol Chemical compound OCCSCCSCCO PDHFSBXFZGYBIP-UHFFFAOYSA-N 0.000 description 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- PBOQQFUHXDBADX-UHFFFAOYSA-N 2-heptadecylbutanedioic acid Chemical compound CCCCCCCCCCCCCCCCCC(C(O)=O)CC(O)=O PBOQQFUHXDBADX-UHFFFAOYSA-N 0.000 description 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- CSGQJHQYWJLPKY-UHFFFAOYSA-N CITRAZINIC ACID Chemical compound OC(=O)C=1C=C(O)NC(=O)C=1 CSGQJHQYWJLPKY-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229940090898 Desensitizer Drugs 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 125000005118 N-alkylcarbamoyl group Chemical group 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
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- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- 125000006193 alkinyl group Chemical group 0.000 description 1
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- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 description 1
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
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- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
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- 125000002704 decyl 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])* 0.000 description 1
- KYQODXQIAJFKPH-UHFFFAOYSA-N diazanium;2-[2-[bis(carboxymethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [NH4+].[NH4+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O KYQODXQIAJFKPH-UHFFFAOYSA-N 0.000 description 1
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- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
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- 230000002401 inhibitory effect Effects 0.000 description 1
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- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
- CLJDCQWROXMJAZ-UHFFFAOYSA-N n-[2-(4-amino-n-ethyl-3-methylanilino)ethyl]methanesulfonamide;sulfuric acid Chemical compound OS(O)(=O)=O.CS(=O)(=O)NCCN(CC)C1=CC=C(N)C(C)=C1 CLJDCQWROXMJAZ-UHFFFAOYSA-N 0.000 description 1
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- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 125000005544 phthalimido group Chemical group 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000019252 potassium sulphite Nutrition 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
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- FPXPQMOQWJZYBL-UHFFFAOYSA-N quinol sulfate Chemical compound OC1=CC=C(OS(O)(=O)=O)C=C1 FPXPQMOQWJZYBL-UHFFFAOYSA-N 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000036647 reaction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229910052717 sulfur Chemical group 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 229940035024 thioglycerol Drugs 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
-
- 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
- G03C7/32—Colour coupling substances
- G03C7/3225—Combination of couplers of different kinds, e.g. yellow and magenta couplers in a same layer or in different layers of the photographic material
-
- 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
- G03C7/305—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
- G03C7/30541—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers characterised by the released group
-
- 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
- G03C7/32—Colour coupling substances
- G03C7/36—Couplers containing compounds with active methylene groups
- G03C7/38—Couplers containing compounds with active methylene groups in rings
Definitions
- the present invention relates to a color reversal silver halide light-sensitive photographic material, and more particularly to a color reversal light-sensitive material which is improved so that its photographic characteristics are hardly affected by fluctuation in processing and which is excellent in the color reproducibility.
- color reversal light-sensitive materials For color reversal light-sensitive materials, various characteristics are required, and above all, in the noticeable high-quality-image-oriented trend in recent years, importance is attached particularly to the color reproducibility.
- color reversal light-sensitive materials since it is practically impossible to apply to them the technique of compensating the formed dyes' secondary absorptions by such colored couplers as used in color negative materials, the color-forming materials in themselves are required to form high color-purity dyes.
- pyrazoloazole-type magenta couplers since their secondary absorption is extremely small, are advantageous in the color reproducibility.
- Another desirable characteristic for the color reversal light-sensitive material is that the material be stable against fluctuations in color developing conditions.
- the residual silver halide remaining undeveloped in the first development, after being fogged, is used for color development; ⁇ thus the color reversal process is complex as compared to color negative materials, and this complexity is considered to result in increasing fluctuations in the developing conditions (including e.g., pH of the developer solution) of the color reversal light-sensitive material, thereby making its photographic characteristics increasingly unstable.
- a reversal silver halide photographic light-sensitive material comprising a support and, provided thereon, photographic component layers including at least two silver halide emulsion layers different in the spectral sensitivity from each other, in which at least one layer of the silver halide emulsion layers contains a pyrazoloazole-type magenta coupler, and at least one layer of the photographic component layers contains a compound which is capable of releasing a development inhibitor (hereinafter referred to as 'DIR compound').
- Japanese Patent Publication Open to Public Inspection (hereinafter referred to as Japanese Patent O.P.I. Publica tion) No. 262158/1985 discloses the use of both of pyrazoloazole-type magenta coupler and a DIR compound capable of releasing a diffusible inhibitor component.
- This publication describes the improvement of color reproducibility, but makes no mention of improving photographic characteristics so as to be stable against fluctuations in color reversal processing. Accordingly, the improvement to make the photographic characteristics stable against fluctuations in processing, which is one of the objects of the present invention, cannot be expected at all to be accomplished by those techniques alone which have hitherto been disclosed.
- pyrazoloazole-type magenta coupler according to the present invention has the following Formula [M-I]: wherein Z is a group of non-metal atoms necessary to form a nitrogen-containing heterocyclic ring, provided that the ring to be formed by the Z may be allowed to have a substituent; X is a hydrogen atom or a group capable of being split off upon reaction with the oxidation product of a color developing agent; and R is a hydrogen atom or a substituent.
- the substituent represented by the R is typified by alkyl, aryl, anilino, acylamino, sulfonamido, alkylthio, arylthio, alkenyl, cycloalkyl and the like groups, and in addition, by a halogen atom and those groups including cycloalkenyl, alkinyl, heterocyclic, sulfonyl, sulfinyl, phosphonyl, acyl, carbamoyl, sulfamoyl, cyano, alkoxy, aryloxy, heterocyclic oxy, siloxy, acyloxy, carbamoyloxy, amino, alkylamino, imido, ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl, aryloxycarbonyl and
- the alkyl group represented by the R is preferably a straight-chain or branched-chain alkyl group having from 1 to 32 carbon atoms.
- the aryl group represented by the R is preferably a phenyl group.
- the acylamino group represented by the R is preferably an alkylcarbonylamino group, arylcarbonylamino group or the like.
- the sulfonamido group represented by the R is such as an alkylsulfonylamino group, arylsulfonylamino group, or the like.
- alkyl and aryl constituents of the alkylthio and arylthio groups are the same as the above alkyl and aryl groups, respectively, represented by the foregoing R.
- the alkenyl group represented by the R is one having from 2 to 32 carbon atoms, and the cycloalkyl group is one having from 3 to 12 carbon atoms, and particularly preferably from 5 to 7 carbon atoms.
- the alkenyl group may be either straight-chain or branched-chain.
- the cycloalkenyl group represented by the R is one having from 3 to 12 carbon atoms, and more preferably from 5 to 7 carbon atoms.
- the sulfonyl group represented by the R is such as an alkylsulfonyl group, arylsulfonyl group or the like.
- the sulfinyl group is such as an alkylsulfinyl group, arylsulfinyl group or the like.
- the phosphonyl group is such as an alkylphosphonyl group, alkoxyphosphonyl group, aryloxyphosphonyl group, arylphosphonyl group or the like.
- the acyl group is such as an alkylcarbonyl group, arylcarbonyl group or the like.
- the carbamoyl group is such as an alkylcarbamoyl group, arylcarbamoyl group or the like.
- the sulfamoyl group is such as an alkylsulfamoyl group, arylsulfamoyl group or the like.
- the acyloxy group is such as an alkylcarbonyloxy group, arylcarbonyloxy group or the like.
- the carbamoyloxy group is such as an alkylcarbamoyloxy group, arylcarbamoyloxy group or the like.
- the ureido group is such as an alkylureido group, arylureido group or the like.
- the sulfamoylamino group is such as an alkylsulfamoylamino group, arylsulfamoylamino group or the like.
- the heterocyclic group is preferably a 5- to 7-member heterocyclic group such as a 2-furyl group, 2-thienyl group, 2-pyrimidinyl group, 2-benzothiazolyl group or the like.
- the heterocyclic oxy group is preferably one having a 5- to 7-member heterocyclic ring, such as a 3,4,5,6-tetrahydropyranyl-2-oxy group, 1-phenyltetrazole-5-oxy group or the like.
- the heterocyclic thio group is preferably a 5- to 7-member heterocyclic thio group such as a 2-pyridylthio group, 2-benzothiazolylthio group, 2,4-diphenoxy-1,3,5-triazole-6-thio group or the like.
- the siloxy group is such as a trimethylsiloxy group, triethylsiloxy group, dimethylbutylsiloxy group or the like.
- the imido group is such as a succinic acid imido group, 3-heptadecyl-succinic acid imido group, phthalimido group, glutarimido group or the like.
- the spiro compound residue is such as spiro[3.3]heptan-1-yl, or the like.
- the cross-linked hydrocarbon compound residue is such as bicyclo[2.2.1]heptan-1-yl, tricyclo[3.3.1.13 ⁇ 7]decan-1-yl, 7,7-dimethyl-bicyclo[2.2.1]heptan-1-yl, or the like.
- the group represented by the X which is capable of being split off upon reaction with the oxidation product of a color developing agent, is, for example, a halogen atom (such as chlorine, bromine, fluorine) or an alkoxy group, aryloxy group, heterocyclic oxy group, acyloxy group, sulfonyloxy group, alkoxycarbonyloxy group, aryloxycarbonyl group, alkyloxalyloxy group, alkoxyoxalyloxy group, alkylthio group, arylthio group, heterocyclic thio group, alkyloxythiocarbonylthio group, acylamino group, sulfonamido group, nitrogen-containing heterocyclic group combined by a nitrogen atom, alkyloxycarbonylamino group, aryloxycarbonylamino group, carboxyl group, or group having the formula: wherein R1′ is as defined in the foregoing R; Z′ is as defined in the
- the nitrogen-containing heterocyclic ring formed by the Z or Z′ is such as a pyrazole ring, imidazole ring, triazole ring or tetrazole ring, which each may have a substituent.
- substituent include those represented by the foregoing R.
- the compounds having Formula [M-I] include those represented by, e.g., the following Formulas [M-II] through [M-VII]:
- R1 through R8 and X are as defined in the foregoing R and X, respectively, wherein the R5 and R6 may form a ring together, examples of which ring include, e.g., a benzene ring.
- magenta couplers having Formulas [M-II] through [M-VII] are those magenta couplers having Formula [M-II].
- Preferred as the substituent which the ring formed by the Z of Formula [M-I] or the ring formed by the Z1 of Formula [M-VIII] may have or as the R2 through R8 of Formulas [M-II] through [M-VI] are those having the following Formula [M-IX]:
- R1 is an alkylene group
- R2 is an alkyl group, cycloalkyl group or aryl group
- n is an integer of 0 or 1.
- the alkylene group represented by the R1 is an either straight-chain or branched-chain alkylene group of which the straight-chain portion has preferably not less than 2 carbon atoms, and more preferably from 3 to 6 carbon atoms.
- the cycloalkyl group represented by the R2 is preferably a 5- or 6-member cycloalkyl group.
- R9, R10 and R11 may combine with each other to form a saturated or unsaturated ring such as, e.g., cycloalkane, cycloalkene, heterocyclic ring, and further the formed ring may also combine with the R11 to constitute a cross-linked organic hydrocarbon compound residue.
- Formula [M-X] is where (i) at least two of the R9 through R11 are alkyl groups, or (ii) one of the R9 through R11, e.g., the R11, is a hydrogen atom and the other two, both R9 and R10, combine together with the immediate carbon atom to form a cycloalkyl group.
- case (i) is more preferably where two of the R9 through R11 are alkyl groups and the other one is a hydrogen atom or an alkyl group.
- R12-CH2- wherein R12 is as defined in the foregoing R.
- the R12 is preferably a hydrogen atom or an alkyl group.
- couplers can be synthesized by making reference to the Journal of the Chemical Society, Perkin, I (1977), 2047-2052, U.S. Patent No. 3,725,067, Japanese Patent O.P.I. Publication Nos. 99437/1984, 42045/1983, 162548/1984, 171956/1984, 33552/1985, 43659/1985, 172982/1985 and 190779/1985.
- the coupler of this invention may be used in the amount range of normally from 1 x 10 ⁇ 3 mole to 1 mole per mole of silver halide, and more preferably from 1x10 ⁇ 2 mole to 8x10 ⁇ 1 mole.
- the coupler of this invention may be used in combination with different other magenta coupler.
- the DIR compound implies a compound which, upon reaction with the oxidation product of a color developing agent, splits off a development inhibitor or a compound capable of releasing a development inhibitor.
- Preferred ones of such DIR compounds are diffusible DIR compounds.
- the diffusible DIR compound in this invention is a com pound wherein the development inhibitor or compound capable of releasing a development inhibitor to be split off upon reaction with the oxidation product of a color developing agent has a diffusibility of not less than 0.34 according to the evaluation method that will be mentioned hereinafter, and of preferably not less than 0.40.
- the diffusibility is evaluated in accordance with the following method:
- Sample (I) Sample having a green-sensitive silver halide emulsion layer
- a gelatin coating liquid containing green-sensitized silver iodobromide (containing 6 mole% silver iodide, average grain size 0.48 ⁇ m) and 0.07 mole per mole of silver of the following coupler is coated so that the coating weight of silver is 1.1g/m2 and that of gelatin is 3.0g/m2, and on this layer is further coated a gelatin coating liquid, as a protective layer, containing silver iodobromide neither chemically sensitized nor optically sensitized (containing 2 mole% silver iodide, average grain size 0.08 ⁇ m) so that the coating weight of silver is 0.1g/m2 and that of gelatin is 0.8g/m2.
- Sample (II) Sample of the same composition as that of Sample (I) except that the silver iodobromide is removed from the protective layer of Sample (I).
- the above respective layers contain a gelatin hardener and surfactant in addition to the above-mentioned components.
- Each of Samples (I) and (II) is exposed through an optical wedge to white light, and then processed in accordance with the following procedure.
- compositions of the processing solutions used in the respective processing steps are as follows:
- the DIR compound is desirable to be one the group released from which has a diffusibility falling under the foregoing range, but any other DIR compounds may also be used.
- A-(Y)m wherein A is a coupler residue, m is an integer of 1 or 2, Y is a group that is bound to the coupler residue A in its coupling position and is capable of being split off upon reaction with the oxidation product of a color developing agent and also is a development inhibiting group or a group capable of releasing a development inhibitor.
- Rd1 is a hydrogen atom, a halogen atom or an alkyl, alkoxy, acylamino, alkoxycarbonyl, thiazolidinylidenamino, aryloxycarbonyl, acyloxy, carbamoyl, N-alkylcarbamoyl, N,N-dialkylcarbamoyl, nitro, amino, N-arylcarbamoyloxy, sulfamoyl, N-alkylcarbamoyloxy, hydroxy, alkoxycarbonylamino, alkylthio, arylthio, aryl, heterocyclic, cyano, alkylsulfonyl or aryloxycarbonylamino group; n is an integer of 0, 1 or 2, provided that when n is equal to 2, the Rd1s may be either the same or different, and the total number of carbon atoms contained in the n
- X is an oxygen atom or a sulfur atom.
- Rd2 is an alkyl, aryl or heterocyclic group.
- Rd3 is a hydrogen atom or an alkyl, cycloalkyl, aryl or heterocyclic group
- Rd4 is a hydrogen atom, a halogen atom or an alkyl, cycloalkyl, aryl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkanesulfonamido, cyano, heterocyclic, alkylthio or amino group.
- the alkyl group includes those having a substituent, which may be either straight-chain or branched-chain.
- Rd1, Rd2, Rd3 or Rd4 represents an aryl group
- the aryl group includes those having a substituent.
- the heterocyclic group includes those having a substituent and is desirable to be of a single 5- or 6-member single ring or condensed rings containing at least one hetero atom selected from the group consisting of nitrogen, oxygen and sulfur atoms, and is one selected from, e.g., pyridyl, quinolyl, furyl, benzothiazolyl, oxazolyl, imidazolyl, thiazolyl, triazolyl, benzotriazolyl, imido, oxazino and the like groups.
- the number of carbon atoms contained in the Rd2 of Formulas (D-6) and (D-8) is from zero to 15.
- the total number of carbon atoms contained in both Rd3 and Rd4 is from zero to 15.
- TIME group is bound to the A in its coupling position and is a group which is cleavable upon reaction with the oxidation product of a color developing agent and which, after being cleaved from the coupler, is capable of appropriately controlling and releasing the INHIBIT group.
- the INHIBIT group is a group to become a development inhibitor as a result of the above release (such as a group represented by one of those Formulas (D-2) through (D-9)).
- the -TIME-INHIBIT group of Formula (D-10), more particularly, includes those groups having the following Formulas (D-11) through (D-19):
- RD5 is a hydrogen atom, a halogen atom or an alkyl, cycloalkyl, alkenyl, aralkyl, alkoxy, alkoxycarbonyl, anilino, acylamino, ureido, cyano, nitro, sulfonamido, sulfamoyl, carbamoyl, aryl, carboxy, sulfo, hydroxy or alkanesulfonyl group, and in Formulas (D-11) through (D-13), (D-15) and (D-18), the Rd5s may combine with one another to form a condensed ring.
- Rd5 represents an alkyl, alkenyl, aralkyl, cycloalkyl, heterocyclic or aryl group
- Rd7 represents a hydrogen atom or an alkyl, alkenyl, aralkyl, cycloalkyl, heterocyclic or aryl group
- Rd8 and Rd9 each is a hydrogen atom or an alkyl group (preferably an alkyl group having from 1 to 4 carbon atoms).
- k is an integer of 0, 1 or 2; in Formulas (D-11) through (D-13), (D-15) and (D-18), 1 is an integer of from 1 to 4; in Formula (D-16), m is an integer of 1 or 2, provided that when the m is 2, the Rd7s may be either the same or different; in Formul (D-19), n is an integer of from 2 to 4, provided that the n number of Rd8s and of Rd9s may be either the same or different; in Formulas (D-16) through (D-18), B is an oxygen atom or a - (wherein the Rd6 is as already defined); and in Formula (D-16), the ----- implies either a single bond or double bond, provided that in the case of a single bond, the m is 2, while in the case of a double bond, the m is 1, and the INHIBIT group has the same meaning as defined in Formulas (D-2) through (D-9) except for the number of carbon atom
- the total number of carbon atoms contained in the Rd1 in one molecule of each of Formulas (D-2) through (D-7) is from 0 to 32; the number of carbon atoms contained in the Rd2 of Formula (D-8) is from 1 to 32; and the total number of carbon atoms contained in both Rd3 and Rd4 of Formula (D-9) is from 0 to 32.
- DIR compounds Preferred among DIR compounds are those in which the Y is represented by Formula (D-2), (D-3) or (D-10).
- the INHIBIT is preferably Formula (D-2), (D-6) (particularly when the X of (D-6) is an oxygen atom) or (D-8) (particularly when the Rd2 of Formula (D-8) is a hydroxyaryl or an alkyl having from 1 to 3 carbon atoms).
- the coupler component represented by the A includes a yellow color image forming coupler residue, a magenta color image forming coupler residue, a cyan color image forming coupler residue and a colorless coupler residue.
- Diffusible DIR compounds suitably usable in this invention include the following compounds, but the invention is not limited thereto.
- examples of the DIR compounds usable in this invention are disclosed in U.S. Patent Nos. 4,234,678, 3,227,554, 3,617,291, 3,958,993, 4,149,886, 3,933,500, Japanese Patent O.P.I. Publication Nos. 56837/1982 and 13239/1976, U.S. Patent Nos. 2,072,363 and 2,070,266, Research Disclosure 21,228, Dec. 1981, and the like.
- the DIR compound is to be used in an amount of preferably from 0.0001 to 0.1 mole per mole of silver halide, and more preferably from 0.001 to 0.05 mole.
- any various DIR compounds may be used, but above all they are desirable to be diffusible DIR compounds.
- the use of the diffusible DIR compound enables to prevent such troubles of uneven color development and silver retention as seen in the layer to which is applied a nondiffusible DIR compound, considered due mainly to the not-uniform presence of an inhibitor released therefrom, and also enables to increase IIE (interimage effect).
- the layer into which the DIR compound is to be incorporated is allowed to be an emulsion layer containing a pyrazoloazole-type magenta coupler of this invention, but the DIR compound may also be contained together with a light-sensitive silver halide in a layer which does substantially not contain any color-forming couplers.
- the DIR compound is preferably contained in a DIR layer.
- the DIR layer is a layer containing both DIR compound and light-sensitive silver halide emulsion, and preferably a layer forming no substantial color image, wherein the 'forming no substantial color image' implies that the maximum density of the DIR layer after being processed is not more than 0.3 in terms of a transmission density in the case of a transmission-type photographic material or in terms of a reflection density in the case of a reflective-type photographic material, preferably not more than 0.2, and more preferably not more than 0.1.
- the light-sensitive silver halide to be contained in the DIR layer forming no substantial color image may be any arbitrary silver halide such as, e.g., silver chloride, silver bromide, silver iodide, silver chlorobromide, silver iodobromide or silver chloroiodobromide. Grain sizes of such the silver halide may fall under the range of from 0.05 to 2 ⁇ m, and preferably from 0.1 to 1.5 ⁇ m.
- the coating weight of the silver halide is from 0.01 g/m2 to 3.0 g/m2 in silver equivalent, and preferably from 0.05 g/m2 to 1.5 g/m2.
- the coating weight of the gelatin of the DIR layer forming no substantial color image is from 0.1 g/m2 to 3.0 g/m2, and preferably from 0.2 g/m2 to 2.0 g/m2.
- the position of the DIR layer forming no substantial color image is desirable to be in the proximity of a silver halide emulsion layer different in the color sensitivity from the silver halide of the DIR layer.
- the DIR layer may be either a single layer or comprised of two or more layers provided on a support and, in the case of two or more layers, they are desirable to be different in the color sensitivity from each other.
- the silver halide to be used in those layers other than the DIR layer forming no substantial color image may be silver bromide, silver iodobromide, silver chloride, silver chlorobromide, silver chloroiodobromide, or the like, but the silver iodide content of these silver halides is preferably not more than 6 mole%, and particularly preferably from 1 to 3 mole%.
- the processing stability improving effect of this invention can be highly expected particularly when the silver iodide content is as small as this.
- an antifogging agent such as sodium sulfate, sodium EDTA, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite, sodium metabisulfite
- the emulsion layer and other hydrophilic colloid layer may be hardened, and may also contain a plasticizer and water-insoluble or less-soluble synthetic polymer dispersed product (latex).
- couplers are used. Further, competing couplers having a color-compensating effect and compounds capable of releasing photographically useful fragments, in their coupling reaction with the oxidation product of a color developing agent, such as development accelerators, developing agents, silver halide solvents, color toning agents, hardening agents, fogging agents, antifogging agents, chemical sensitizers, spectrally sensitizing agents, desensitizers, and the like, may also be used.
- a color developing agent such as development accelerators, developing agents, silver halide solvents, color toning agents, hardening agents, fogging agents, antifogging agents, chemical sensitizers, spectrally sensitizing agents, desensitizers, and the like.
- the light-sensitive material may be provided with auxiliary layers such as filter layers, antihalation layer, antiirradiation layer, and the like.
- auxiliary layers such as filter layers, antihalation layer, antiirradiation layer, and the like.
- auxiliary layers and/or emulsion layers may contain a dye which, in development, is either dissolved out into the developer solution or bleached.
- To the light-sensitive material may also be added a matting agent, lubricant, image stabilizer, formalin scavenger, ultraviolet absorbing agent, brightening agent, surface active agent, development accelerator, development retarder, and the like.
- the light-sensitive material may use as its support a polyethylene-laminated paper, polyethylene terephthalate film, baryta paper, cellulose triacetate film or the like.
- the conventionally known color reversal developing process may take place.
- the exposed silver halide portion of the light-sensitive material is black-and-white developed in the first development process, and the rest unexposed is then fogged by being exposed to light or by being processed in a fogging bath and subsequently color-developed to thereby form a dye image.
- Cyan Coupler A 0.34 Cyan Coupler B 0.17 Red-sensitive silver iodobromide emulsion (containing 3 mole% silver halide, average grain size 0.6 ⁇ m) 0.30 Gelatin 2.0
- Anti-color-mixing agent E 0.08 Gelatin 1.0
- UV-1 0.2 Ultraviolet absorbing agent UV-2 0.2 Ultraviolet absorbing agent UV-3 0.2 Ultraviolet absorbing agent UV-4 0.2 Gelatin 2.0
- the color reversal light-sensitive material also contains a high-boiling solvent, antidiscoloration agent, surface active agent, hardening agent and antiirradiation agent in addition to the above components.
- Samples 1-2 through 1-6 were prepared in the same manner as is Sample 1-1 except that the Magenta Coupler C and the DIR Compound D-23 of Sample 1-2 were replaced by equimolar amounts of those magenta couplers and DIR compounds as given in Table 1.
- Processing B took place in quite the same manner as in Processing A except that the pH of the second developer solution of Processing A was adjusted to 10.1.
- the reflection density measured through a blue filter and the reflection density through a red filter when an exposure was made to give a reflection density of 1.0 of the magenta image measured through a green filter, which has been obtained by Processing A, are shown in Table 1.
- the reflection Dmax (maximum density) values of the magenta dye images obtained by measuring through a green filter, which have been obtained by Processings A and B are given in Table 1, wherein the closer the value obtained in Processing B is to that in Processing A, the better.
- Cyan Coupler A 0.34 Cyan Coupler B 0.17 Red-sensitive silver iodobromide emulsion (containing 3 mole% silver iodide, average grain size 0.6 ⁇ m) 0.30 Gelatin 2.0
- Anti-color-mixing agent E 0.08 Gelatin 1.0
- Anti-color-mixing agent E 0.08 Gelatin 1.0
- Anti-color-mixing agent E 0.08 Gelatin 1.0
- Red-sensitive silver bromide emulsion (average grain size 0.6 ⁇ m) 0.10
- DIR Compound D-23 0.10 Gelatin 2.0
- UV-1 0.2 Ultraviolet absorbing agent UV-2 0.2 Ultraviolet absorbing agent UV-3 0.2 Ultraviolet absorbing agent UV-4 0.2 Gelatin 2.0
- the color reversal light-sensitive material contains a high-boiling solvent, antidiscoloration agent, surface active agent, hardening agent and antiirradiation dye in addition to the above components.
- Samples 2-2 through 2-5 were prepared in the same manner as in the above sample except that the DIR compound of both Layers 4 and 8 and the magenta coupler of Layer 6 were replaced by equimolar amounts of those as given in Table 2.
- the samples according to this invention are excellent in the magenta color reproduction, and show little changes in the magenta Dmax densities measured through a green filter.
- the adding amounts of the sensitizing dyes and couplers will be shown in moles per mole of silver halide unless otherwise stated.
- Ultraviolet Absorbing Agent-1 0.3
- Ultraviolet Absorbing Agent-2 0.4 Black colloidal silver 0.24 Gelatin 2.7
- AgBrI emulsion (Emulsion-1) having an average grain size of 0.35 ⁇ m, containing 2.5 mole% AgI 0.5 Sensitizing Dye-1 7.6x10 ⁇ 4 Coupler C-1 0.1 Gelatin 0.9
- AgBrI emulsion (Emulsion-2) having an average grain size of 0.75 ⁇ m, containing 2.5 mole% AgI 0.8 Sensitizing Dye-1 3.2x10 ⁇ 4 Coupler C-1 0.2 Gelatin 1.75
- Emulsion-1 1.0 Sensitizing Dye-2 6.6x10 ⁇ 4 Sensitizing Dye-3 0.6x10 ⁇ 4 Coupler M-1 0.05 Gelatin 0.8
- Emulsion-2 1.0 Sensitizing Dye-2 2.76x10 ⁇ 4 Sensitizing Dye-3 0.23x10 ⁇ 4 Coupler M-1 0.15 Gelatin 1.5
- AgBrI emulsion (Emulsion-3) having an average grain size of 0.6 ⁇ m, containing 2.5 mole% AgI 0.4 Coupler Y-1 0.3 Gelatin 1.3
- AgBrI emulsion (Emulsion-4) having an average grain size of 1.0 ⁇ m, containing 2.5 mole% AgI 0.8
- Ultraviolet Absorbing Agent-1 0.3
- Ultraviolet Absorbing Agent-2 0.4 Gelatin 1.2 2,5-di-t-octyl-hydroquinone 0.1
- Non-light-sensitive fine-grained silver halide emulsion comprising AgBrI having an average grain size of 0.08 ⁇ m, containing 1 mole% AgI 0.3 Polymethyl methacrylate particles (diameter 1.5 ⁇ m) Gelatin 0.7
- Samples 3-2 to 3-5 were prepared in the same manner as in Sample 3-1 except that the equimolar amounts of the magenta couplers and DIR compounds as shown in Table 3 were used.
- compositions of the processing solutions which were applied to the above processing steps are as follows:
- Processing D also took place in quite the same manner as in the above Processing C except that the pH of the color developer solution of Processing C was adjusted to 11.55.
- the Dmax densities of the magenta color obtained by measuring through a green filter are shown in Table 3.
- Samples 3-4 and 3-5 for this invention show highly pure color reproduction with their yellow and cyan color formations restrained when exposed to the magenta light as compared with Comparative Samples 3-1 through 3-3.
- a color reversal light-sensitive material Sample No.4-1 was prepared by coating the following Layers 1 through 15 on a polyethylene-coated paper support.
- Cyan Coupler A 0.14 Cyan Coupler B 0.07 Red-sensitive silver iodobromide emulsion having an average grain size of 0.4 ⁇ m, containing 3 mole% silver iodide 0.14 Gelatin 1.0
- Cyan Coupler A 0.20 Cyan Coupler B 0.10 Red-sensitive silver iodobromide emulsion having an average grain size of 0.6 ⁇ m, containing 3 mole% silver iodide 0.16 Gelatin 1.0
- Green-sensitive silver iodobromide emulsion having an average grain size of 0.6 ⁇ m, containing 3 mole% silver iodide 0.10 DIR Compound D-23 0.08 Gelatin 1.0
- Magent Coupler C 0.14 Green-sensitive silver iodobromide emulsion having an average grain size of 0.5 ⁇ m, containing 3 mole% silver iodide 0.15 Gelatin 1.0
- Magenta Coupler C 0.14 Green-sensitive silver iodobromide emulsion having an average grain size of 0.9 ⁇ m, containing 3 mole% silver iodide 0.15 Gelatin 1.0
- Red-sensitive silver iodobromide emulsion having an average grain size of 0.6 ⁇ m, containing 3 mole% silver iodide 0.10 DIR Compound D-23 0.08 Gelatin 1.0
- Yellow Coupler D 0.40 Blue-sensitive silver iodobromide emulsion having an average grain size of 0.5 ⁇ m, containing 3 mole% silver iodide 0.15 Gelatin 0.70
- Yellow Coupler D 0.40 Blue-sensitive silver iodobromide emulsion having an average grain size of 0.5 ⁇ m, containing 3 mole% silver iodide 0.15 Gelatin 0.70
- UV-1 0.2 Ultraviolet Absorbing Agent UV-2 0.2 Ultraviolet Absorbing Agent UV-3 0.2 Ultraviolet Absorbing Agent UV-4 0.2 Gelatin 2.0
- Gelatin 1.0 Provided that the sample contains a high-boiling solvent, antidiscoloration agent, hardening agent and antiirradiation agent in addition to the above compositions.
- Samples 4-2 through 4-7 were prepared in the same manner except that the couplers and DIR compounds in Layers 5, 7, 8 and 10 were replaced as shown in Table 4, provided that in Samples 4-5 and 4-7, the DIR compound contained in Layers 7 and 8 is D-23 in an amount equivalent to 0.02g/m2.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15475987 | 1987-06-21 | ||
| JP154759/87 | 1987-06-21 | ||
| JP157004/87 | 1987-06-23 | ||
| JP15700487A JPS6477056A (en) | 1987-06-21 | 1987-06-23 | Reversal silver halide photographic sensitive material with improved processing fluctuation, or the like |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0296785A2 true EP0296785A2 (fr) | 1988-12-28 |
| EP0296785A3 EP0296785A3 (en) | 1990-03-07 |
Family
ID=26482961
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP88305621A Withdrawn EP0296785A3 (en) | 1987-06-21 | 1988-06-21 | Reversal silver halide light-sensitive photographic material having improved stability against processing |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0296785A3 (fr) |
| JP (1) | JPS6477056A (fr) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0410754A3 (en) * | 1989-07-26 | 1991-05-29 | Eastman Kodak Company | Color photographic element and process |
| US5378590A (en) * | 1993-01-15 | 1995-01-03 | Eastman Kodak Company | Color photographic reversal element with improved color reproduction |
| US5380633A (en) * | 1993-01-15 | 1995-01-10 | Eastman Kodak Company | Image information in color reversal materials using weak and strong inhibitors |
| US5399466A (en) * | 1993-01-15 | 1995-03-21 | Eastman Kodak Company | [Method of processing] photographic elements having fogged grains and development inhibitors for interimage |
| US5399465A (en) * | 1993-01-15 | 1995-03-21 | Eastman Kodak Company | Method of processing reversal elements comprising selected development inhibitors and absorber dyes |
| US5411839A (en) * | 1993-01-15 | 1995-05-02 | Eastman Kodak Company | Image formation in color reversal materials using strong inhibitors |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03226749A (ja) * | 1990-01-31 | 1991-10-07 | Fuji Photo Film Co Ltd | ハロゲン化銀カラー写真感光材料及びその処理方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2013356B (en) * | 1978-01-26 | 1982-04-21 | Ciba Geigy Ag | Colour photographic material |
| US4746600A (en) * | 1985-07-01 | 1988-05-24 | Konishiroku Photo Industry Co., Ltd. | Light-sensitive silver halide color photographic material with non-diffusable light-insensitive dye layer |
-
1987
- 1987-06-23 JP JP15700487A patent/JPS6477056A/ja active Pending
-
1988
- 1988-06-21 EP EP88305621A patent/EP0296785A3/en not_active Withdrawn
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0410754A3 (en) * | 1989-07-26 | 1991-05-29 | Eastman Kodak Company | Color photographic element and process |
| US5378590A (en) * | 1993-01-15 | 1995-01-03 | Eastman Kodak Company | Color photographic reversal element with improved color reproduction |
| US5380633A (en) * | 1993-01-15 | 1995-01-10 | Eastman Kodak Company | Image information in color reversal materials using weak and strong inhibitors |
| US5399466A (en) * | 1993-01-15 | 1995-03-21 | Eastman Kodak Company | [Method of processing] photographic elements having fogged grains and development inhibitors for interimage |
| US5399465A (en) * | 1993-01-15 | 1995-03-21 | Eastman Kodak Company | Method of processing reversal elements comprising selected development inhibitors and absorber dyes |
| US5411839A (en) * | 1993-01-15 | 1995-05-02 | Eastman Kodak Company | Image formation in color reversal materials using strong inhibitors |
| US5576158A (en) * | 1993-01-15 | 1996-11-19 | Eastman Kodak Company | Color photographic reversal element with improved color reproduction |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6477056A (en) | 1989-03-23 |
| EP0296785A3 (en) | 1990-03-07 |
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