JPH045372B2 - - Google Patents
Info
- Publication number
- JPH045372B2 JPH045372B2 JP26929084A JP26929084A JPH045372B2 JP H045372 B2 JPH045372 B2 JP H045372B2 JP 26929084 A JP26929084 A JP 26929084A JP 26929084 A JP26929084 A JP 26929084A JP H045372 B2 JPH045372 B2 JP H045372B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- atom
- general formula
- layer
- groups
- 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
Links
- -1 silver halide Chemical class 0.000 claims description 74
- 229910052709 silver Inorganic materials 0.000 claims description 28
- 239000004332 silver Substances 0.000 claims description 28
- 125000001424 substituent group Chemical group 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000004104 aryloxy group Chemical group 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 125000004442 acylamino group Chemical group 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 125000000565 sulfonamide group Chemical group 0.000 claims description 2
- 239000010410 layer Substances 0.000 description 57
- 239000000839 emulsion Substances 0.000 description 31
- 108010010803 Gelatin Proteins 0.000 description 19
- 229920000159 gelatin Polymers 0.000 description 19
- 239000008273 gelatin Substances 0.000 description 19
- 235000019322 gelatine Nutrition 0.000 description 19
- 235000011852 gelatine desserts Nutrition 0.000 description 19
- 239000011248 coating agent Substances 0.000 description 12
- 238000000576 coating method Methods 0.000 description 12
- 239000000975 dye Substances 0.000 description 9
- 238000012545 processing Methods 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 8
- 125000000623 heterocyclic group Chemical group 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 7
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 7
- 150000004696 coordination complex Chemical class 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 5
- 150000001721 carbon Chemical group 0.000 description 5
- 230000035945 sensitivity Effects 0.000 description 5
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 238000005562 fading Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical compound O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 description 3
- KPVMVJXYXFUVLR-UHFFFAOYSA-N 12-ethyltetradecan-1-amine Chemical compound CCC(CC)CCCCCCCCCCCN KPVMVJXYXFUVLR-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000004414 alkyl thio group Chemical group 0.000 description 3
- 125000000304 alkynyl group Chemical group 0.000 description 3
- 125000005110 aryl thio group Chemical group 0.000 description 3
- BJFLSHMHTPAZHO-UHFFFAOYSA-N benzotriazole Chemical compound [CH]1C=CC=C2N=NN=C21 BJFLSHMHTPAZHO-UHFFFAOYSA-N 0.000 description 3
- 239000012964 benzotriazole Substances 0.000 description 3
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
- 239000011241 protective layer Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- ZMWRRFHBXARRRT-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-bis(2-methylbutan-2-yl)phenol Chemical compound CCC(C)(C)C1=CC(C(C)(C)CC)=CC(N2N=C3C=CC=CC3=N2)=C1O ZMWRRFHBXARRRT-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 125000004423 acyloxy group Chemical group 0.000 description 2
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 description 2
- XYXNTHIYBIDHGM-UHFFFAOYSA-N ammonium thiosulfate Chemical compound [NH4+].[NH4+].[O-]S([O-])(=O)=S XYXNTHIYBIDHGM-UHFFFAOYSA-N 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
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229940125810 compound 20 Drugs 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- JAXFJECJQZDFJS-XHEPKHHKSA-N gtpl8555 Chemical compound OC(=O)C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@@H]1C(=O)N[C@H](B1O[C@@]2(C)[C@H]3C[C@H](C3(C)C)C[C@H]2O1)CCC1=CC=C(F)C=C1 JAXFJECJQZDFJS-XHEPKHHKSA-N 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 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
- 229940001584 sodium metabisulfite Drugs 0.000 description 2
- 235000010262 sodium metabisulphite Nutrition 0.000 description 2
- 150000003413 spiro compounds Chemical group 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 125000004149 thio group Chemical group *S* 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 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
- 125000006219 1-ethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005978 1-naphthyloxy group Chemical group 0.000 description 1
- VQKUGKZVMQAPFM-UHFFFAOYSA-N 1h-pyrazolo[1,5-b]pyrazole Chemical compound C1=CNN2N=CC=C21 VQKUGKZVMQAPFM-UHFFFAOYSA-N 0.000 description 1
- RDMIJQCFPQDYQN-UHFFFAOYSA-N 2-(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol Chemical compound CC(C)(C)CC(C)(C)C1=CC(O)=CC=C1O RDMIJQCFPQDYQN-UHFFFAOYSA-N 0.000 description 1
- LHPPDQUVECZQSW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-ditert-butylphenol Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=CC=CC3=N2)=C1O LHPPDQUVECZQSW-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- XIRQRYKMIBRHFA-UHFFFAOYSA-N 2-[4-[2,4-bis(2-methylbutan-2-yl)phenoxy]butyl]-1-hydroxy-2h-naphthalene-1-carboxamide Chemical compound CCC(C)(C)C1=CC(C(C)(C)CC)=CC=C1OCCCCC1C(C(N)=O)(O)C2=CC=CC=C2C=C1 XIRQRYKMIBRHFA-UHFFFAOYSA-N 0.000 description 1
- KNPMOBYRBAKHIM-UHFFFAOYSA-N 3h-pyrazolo[5,1-e]tetrazole Chemical compound N1N=NN2N=CC=C21 KNPMOBYRBAKHIM-UHFFFAOYSA-N 0.000 description 1
- MFGQIJCMHXZHHP-UHFFFAOYSA-N 5h-imidazo[1,2-b]pyrazole Chemical compound N1C=CC2=NC=CN21 MFGQIJCMHXZHHP-UHFFFAOYSA-N 0.000 description 1
- 125000003341 7 membered heterocyclic group Chemical group 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
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 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
- UDFSJHJKINSRFV-UHFFFAOYSA-N N1N=CN2N=CC=C21 Chemical compound N1N=CN2N=CC=C21 UDFSJHJKINSRFV-UHFFFAOYSA-N 0.000 description 1
- TWXNMBJSUPUKTM-UHFFFAOYSA-N OC1=C(C=C(C2=CC=CC=C12)OC1=CC=C(C=C1)N=NC1=C(C2=C(C=C(C=C2C=C1S(=O)(=O)O)S(=O)(=O)O)NC(C)=O)O)C(=O)NCCCCOC1=C(C=C(C=C1)C(C)(C)CC)C(C)(C)CC.[Na].[Na] Chemical compound OC1=C(C=C(C2=CC=CC=C12)OC1=CC=C(C=C1)N=NC1=C(C2=C(C=C(C=C2C=C1S(=O)(=O)O)S(=O)(=O)O)NC(C)=O)O)C(=O)NCCCCOC1=C(C=C(C=C1)C(C)(C)CC)C(C)(C)CC.[Na].[Na] TWXNMBJSUPUKTM-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 125000005193 alkenylcarbonyloxy group Chemical group 0.000 description 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 description 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000005199 aryl carbonyloxy group Chemical group 0.000 description 1
- 125000005162 aryl oxy carbonyl amino group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- ZJRCIQAMTAINCB-UHFFFAOYSA-N benzoylacetonitrile Chemical compound N#CCC(=O)C1=CC=CC=C1 ZJRCIQAMTAINCB-UHFFFAOYSA-N 0.000 description 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910021538 borax Inorganic materials 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
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- ZABZFVUVJHFFGD-UHFFFAOYSA-N diazanium 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxylatomethyl)amino]acetate dihydrate Chemical compound O.O.C(CN(CC(=O)[O-])CC(=O)[O-])N(CC(=O)O)CC(=O)O.[NH4+].[NH4+] ZABZFVUVJHFFGD-UHFFFAOYSA-N 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
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- PTFYQSWHBLOXRZ-UHFFFAOYSA-N imidazo[4,5-e]indazole Chemical compound C1=CC2=NC=NC2=C2C=NN=C21 PTFYQSWHBLOXRZ-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- QNXSIUBBGPHDDE-UHFFFAOYSA-N indan-1-one Chemical compound C1=CC=C2C(=O)CCC2=C1 QNXSIUBBGPHDDE-UHFFFAOYSA-N 0.000 description 1
- LOCAIGRSOJUCTB-UHFFFAOYSA-N indazol-3-one Chemical compound C1=CC=C2C(=O)N=NC2=C1 LOCAIGRSOJUCTB-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 125000005948 methanesulfonyloxy group Chemical group 0.000 description 1
- 239000012046 mixed solvent Substances 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
- YFBSDLGTMDXNPL-UHFFFAOYSA-N n-[4-[2,4-bis(2-methylbutan-2-yl)phenoxy]butyl]-1-hydroxy-4-[2-(2-methoxyethylamino)-2-oxoethoxy]naphthalene-2-carboxamide Chemical compound CCC(C)(C)C1=CC(C(C)(C)CC)=CC=C1OCCCCNC(=O)C1=CC(OCC(=O)NCCOC)=C(C=CC=C2)C2=C1O YFBSDLGTMDXNPL-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000005499 phosphonyl group Chemical group 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- MCSKRVKAXABJLX-UHFFFAOYSA-N pyrazolo[3,4-d]triazole Chemical compound N1=NN=C2N=NC=C21 MCSKRVKAXABJLX-UHFFFAOYSA-N 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- HERBOKBJKVUALN-UHFFFAOYSA-K trisodium;2-[bis(carboxylatomethyl)amino]acetate;hydrate Chemical compound O.[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O HERBOKBJKVUALN-UHFFFAOYSA-K 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
- G03C7/3005—Combinations of couplers and photographic additives
- G03C7/3008—Combinations of couplers having the coupling site in rings of cyclic compounds and photographic additives
- G03C7/301—Combinations of couplers having the coupling site in pyrazoloazole rings and photographic additives
-
- 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
- G03C7/392—Additives
- G03C7/39208—Organic compounds
- G03C7/39284—Metallic complexes
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Description
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[Industrial Application Field] The present invention relates to a silver halide color photographic light-sensitive material, and more particularly to a silver halide color photographic light-sensitive material with improved color reproducibility. [Prior Art] A method for forming a dye image using a silver halide color photographic light-sensitive material includes a method in which a dye is formed by a reaction between a photographic coupler and an oxidized form of a color developing agent. Magenta, yellow and cyan couplers are used as photographic couplers for reproduction, and aromatic primary amine color developing agents are used as color developing agents. A dye such as an azomethine dye is formed by the reaction between the coupler and an oxidized form of an aromatic primary amine color developing agent, and a reaction between the cyan coupler and an oxidized form of an aromatic primary amine color developing agent forms a dye such as an azomethine dye.
Pigments such as indoaniline dyes are formed. Among these, in order to form a magenta image, 5-pyrazolone, cyanoacetophenone,
Indazolone, pyrazolobenzimidazole, pyrazolotriazole couplers, etc. are used. Most of the conventional magenta color image forming couplers that have been put to practical use have been 5-pyrazolone couplers. Color images formed from 5-pyrazolone couplers have excellent fastness to light and heat, but the color tone of this dye is not sufficient;
Unnecessary absorption with a yellow component exists near 430 nm, and the visible light absorption spectrum near 550 nm is also broad, causing color turbidity and resulting in photographic images lacking in vividness. U.S. patent for coupler without unnecessary absorption
3725067, JP 59-162548, JP 59-171956
1H-pyrazolo[3,2-
c]-s-triazole type coupler, 1H-imidazo[1,2-b]-pyrazole type coupler, 1H-
pyrazolo[1,5-b]-pyrazole coupler,
Alternatively, 1H-pyrazolo[1,5-d]tetrazole type couplers are particularly excellent. However, the light fastness of dye images formed from these couplers is significantly lower. When these couplers are used in photosensitive materials, especially photosensitive materials suitable for direct viewing, they impair the essential requirement of photographic materials, which is to record and preserve images. Therefore, it was difficult to put it into practical use. Therefore, as a method of improving light resistance, the use of phenol-based or phenyl ether-based antioxidants is described in JP-A-59-125732. However, this method did not provide a sufficient effect of improving light resistance. On the other hand, the compounds represented by the general formulas [XI] and [XII] have a remarkable effect of improving light resistance. However, this method has the drawback of increasing color staining due to long-term storage (or heating) of photographic images. Furthermore, photographic performance (gradation) was not fully satisfactory. In particular, the low density portion (leg portion) had a drawback of being soft in tone. Therefore, there has been a desire for a photographic light-sensitive material that is free from any of these drawbacks and is capable of forming magenta images with good light resistance. [Object of the Invention] The object of the present invention is to provide a silver halide that has good color reproducibility of magenta images, good light fastness of magenta images, no increase in color contamination due to heat, and good photographic performance (gradation). Our objective is to provide photographic materials. [Structure of the Invention] The object of the present invention is to at least one of the couplers represented by the following general formula [] and at least one of the compounds represented by the following general formula [XI] and [XII]. This was achieved using a silver halide photographic material characterized by containing . General formula [] In the formula, R 1 represents a substituent whose root atom directly connected to the ring is a carbon atom and there is only one hydrogen atom bonded to the carbon atom, and R 2 represents a substituent different from R 1 . represent. Further, X represents a hydrogen atom or a substituent that can be separated by reaction with an oxidized product of a color developing agent. General formula [XI] General formula [XII] In the formula, X 1 , X 2 and X 4 each represent an oxygen atom. X 3 represents a hydroxyl group, Y represents a sulfur atom, and R 1 , R 2 and R 3 each represent a hydrogen atom or an alkyl group. However, at least two of R 1 , R 2 and R 3 represent an alkyl group. R4 to R9 are
Represents an alkyl group, aryl group, alkoxy group, aryloxy group, alkoxycarbonyl group, aryloxycarbonyl group, acyl group, acylamino group, alkylamino group, carbamoyl group, sulfamoyl group, sulfonamide group, sulfonyl group or cycloalkyl group . Alternatively, they may be connected to each other to form a 5- or 6-membered ring. M
represents a metal atom. a, b, c, d, e and f
each represents an integer from 0 to 4. Next, the present invention will be specifically explained. The above general formula according to the present invention [] General formula [] In the magenta coupler represented by R 1
Examples of substituents represented by include alkyl groups, cycloalkyl groups, alkenyl groups, and cycloalkenyl groups in which the root atom directly connected to the ring is a carbon atom, and only one hydrogen atom is bonded to the carbon atom. , an alkynyl group, a heterocyclic group, a spiro compound residue, and a bridged hydrocarbon compound residue. The alkyl group represented by R 1 has 1 carbon number
~32, alkenyl groups, alkynyl groups with 2 to 32 carbon atoms, cycloalkyl groups, cycloalkenyl groups with 3 to 12 carbon atoms, especially 5 to 32 carbon atoms.
7 is preferred. In addition, these alkyl groups, alkenyl groups, alkynyl groups, cycloalkyl groups, and cycloalkenyl groups are substituents (e.g., aryl, cyano, halogen atom, heterocycle, cycloalkyl, cycloalkenyl, spirocyclic compound residue, bridged hydrocarbon In addition to compound residues, those substituted via a carbonyl group such as acyl, carboxyl, carbamoyl, and alkoxycarbonyl, and those substituted via a hetero atom, specifically oxygen atoms such as hydroxyl, alkoxy, and aryloxy. Those substituted through a nitrogen atom such as nitro, amino (including dialkylamino, etc.), sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, acylamino, sulfonamide, imide, ureido, etc. , alkylthio, arylthio, heterocyclic thio, sulfonyl, sulfinyl, sulfamoyl, etc., which are substituted through a sulfur atom, and phosphonyl, which is substituted through a phosphorus atom.Specifically, for example, Isopropyl group, sec-butyl group, sec-amyl group, 1-ethylpropyl group,
1-ethylpentyl group, 1-hexylnonyl group,
1-heptyldecyl group, difluoromethyl group, 1
-Ethoxytridecyl group, 1-methoxyisopropyl group, 1-phenylisopropyl group, 2-
[4â²-(4â³-dodecyloxybenzenesulfonamido)phenyl] Examples include isopropyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group, etc. The heterocyclic group represented by R 1 is a 5- to 7-membered one. is preferable, and may be substituted or fused. Examples of the spiro compound residue represented by R 1 include spiro[3.3]heptan-1-yl. Examples of substituents that can be removed by reaction with the oxidized product of the color developing agent include halogen atoms (chlorine, bromine, fluorine, etc.), as well as substituents via carbon, oxygen, sulfur, or nitrogen atoms. Examples of groups substituted via a carbon atom include carboxyl groups, as well as groups of the general formula (R 1 and R 2 have the same meanings as R 1 and R 2 above, and R 3 and R 4 represent a hydrogen atom, an aryl group, an alkyl group, or a heterocyclic group.) Enylmethyl group is mentioned. Examples of groups substituted via an oxygen atom include alkoxy groups, aryloxy groups, heterocyclic oxy groups, acyloxy groups, sulfonyloxy groups, alkoxycarbonyloxy groups, aryloxycarbonyl groups, alkyloxalyloxy groups, and alkoxyoxalicyloxy groups. Examples include groups. The alkoxy group may further have a substituent,
For example, ethoxy group, 2-phenoxyethoxy group,
2-cyanoethoxy group, phenethyloxy group, p
-chlorobenzyloxy group and the like. The aryloxy group is preferably a phenoxy group, and the aryl group may further have a substituent. Specifically, phenoxy group, 3-methylphenoxy group, 3-dodecylphenoxy group, 4-methanesulfonamidophenoxy group, 4-[α-
(3â²-pentadecylphenoxy)butanamide]
Phenoxy group, hexadecylcarbamoylmethoxy group, 4-cyanophenoxy group, 4-methanesulfonylphenoxy group, 1-naphthyloxy group, p
-methoxyphenoxy group and the like. The heterocyclic oxy group is preferably a 5- to 7-membered heterocyclic oxy group, and may be a fused ring,
Moreover, it may have a substituent. Specifically, 1
-phenyltetrazolyloxy group, 2-benzothiazolyloxy group and the like. Examples of the acyloxy group include acetoxy groups, alkylcarbonyloxy groups such as butanoyloxy groups, alkenylcarbonyloxy groups such as cinnamoyloxy groups, and arylcarbonyloxy groups such as benzoyloxy groups. Examples of the sulfonyloxy include a butanesulfonyloxy group and a methanesulfonyloxy group. Examples of the alkoxycarbonyloxy group include an ethoxycarbonyloxy group and a benzyloxycarbonyloxy group. Examples of the aryloxycarbonyl group include a phenoxycarbonyloxy group. Examples of the alkyloxalyloxy group include methyloxysalyloxy group. Examples of the alkoxyoxalyloxy group include an ethoxyoxalyloxy group. Examples of the group substituted via a sulfur atom include an alkylthio group, an arylthio group, a heterocyclic thio group, and an alkoxycarbonylthio group. As the alkylthio group, butylthio group, 2
-cyanoethylthio group, phenethylthio group, benzylthio group, etc. As the arylthio group, phenylthio group,
4-methanesulfonamidophenylthio group, 4-
Examples include dodecylphenethylthio group, 4-nonafluoropentanamidephenethylthio group, 4-carboxyphenylthio group, and 2-ethoxy-5-t-butylphenylthio group. Examples of the heterocyclic thio group include 1-phenyl-1,2,3,4-tetrazolyl-5-thio group and 2-benzothiazolylthio group. Examples of the group substituting via the nitrogen atom include the general formula
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The present invention will be explained in more detail with reference to specific examples below, but the embodiments of the present invention are not limited thereto. Example 1 40 g of the above exemplary magenta coupler 11 was dissolved in a mixed solvent of 40 ml of dioctyl phthalate and 100 ml of ethyl acetate, and this solution was dissolved in 300 ml of a 5% aqueous gelatin solution containing sodium dodecylbenzenesulfonate.
The resulting dispersion was dispersed using a homogenizer, and the resulting dispersion was mixed with 500 g of green-sensitive silver chlorobromide emulsion (Ag amount: 30 g).
(containing), and a coating aid was added thereto to prepare a coating solution. Next, this coating solution was coated on a polyethylene-coated paper support, and further on this coated layer,
A coating solution containing 2-(2'-hydroxy-3',5'-di-t-amylphenyl)benzotriazole, gelatin, a spreading agent, and a hardening agent was applied to form a protective film. At this time, 2-(2'-hydroxy-3',5'-di-t
-amyl phenyl) benzotriazole is 5
mg/dm 2 , and gelatin was applied in an amount of 15 mg/dm 2 to prepare a silver halide photographic material, which was designated as Sample 1 (comparison). Next, Sample 2, which was the same as Comparative Sample 1, was prepared, except that Metal Complex B-4 according to the present invention was added to the emulsion layer of Comparative Sample 1 at a molar ratio of 0.4 to the coupler. Further, Samples 3 to 7 were prepared which were the same as Sample 2 except that the magenta coupler in Sample 2 was replaced with magenta couplers 19, 40, and 7 according to the present invention, comparative magenta coupler 1, and comparative magenta coupler 2. A sensitometer (manufactured by Konishiroku Photo Industry Co., Ltd.,
After performing optical wedge exposure for sensitometry using a KS-7 model, the following processing was performed. Processing process Processing temperature Processing time Color development 32.8°C 3 minutes 30 seconds Bleach-fixing 32.8°C 1 minute 30 seconds Water washing 32.8°C 3 minutes 30 seconds The composition of the processing solution used in the above processing step is as follows. (Color developer composition) 4-amino-3-methyl-N-ethyl-N-(β
-methanesulfonamidoethyl)aniline sulfate
5g Benzyl alcohol 15ml Sodium hexametaphosphate 2.5g Anhydrous sodium sulfite 18.5g Sodium bromide 0.7g Potassium bromide 0.5g Borax 39.1g Add water to make 1, and adjust the pH to 10.3 using sodium hydroxide. (Bleach-fix solution composition) Iron ammonium ethylenediaminetetraacetate 61.0g Ethylenediaminetetraacetic acid diammonium dihydrate 5.0g Ammonium thiosulfate 124.5g Sodium metabisulfite 13.5g Anhydrous sodium sulfite 2.7g Add water to make 1. After treatment, the light resistance of the obtained sample, the degree of increase in color staining (hereinafter referred to as yellow stain) due to storage,
and leg gradation were measured as follows. [Lightfastness test (fading rate measurement)] Fading rate (D 0 â D / D 0 Ã100, D0 initial density (1.0), D density after fading) were measured. These results are shown in Table 1. [Yellow stain test] Each sample was stored at 77°C in a constant temperature bath without humidification for 20 days. The difference in blue light reflection density (increase in density) of the white part of each sample before and after storage was measured. [Measurement of leg gradation (gamma value)] The slope (gamma value) between density 0.3 and density 0.8 of each wedge-exposed sample was measured. γ=0.5/logE 0.8 âlogE 0.3 E 0.8 : Exposure amount that gives a density of 0.8 E 0.3 : Exposure amount that gives a density of 0.3 These test results are shown in Table 1.
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ãã®çµæã衚ïŒã«ç€ºãã[Table] The smaller the fading rate value, the better the light resistance. Table 1 shows that the samples using the metal complex according to the present invention have good light resistance. Further, in Comparative Samples 6 and 7 using comparative couplers, an increase in yellow stain or a softening of the leg gradation appears. By combining the magenta coupler of the present invention and the metal complex, photographic images with good light fastness, yellow stain, and leg gradation can be obtained. Example 2 A multicolor silver halide photographic material was prepared by sequentially coating the following layers on a support made of polyethylene-coated paper from the support side. 1st layer: blue-sensitive silver halide emulsion layer α-pivalyl-α- as a yellow coupler
(1-benzyl-2,4-dioxoimidazolidin-3-yl)-2-chloro-5-[γ-(2,
4-di-t-amylphenoxy)butyramide] acetonilide at 8 mg/dm 2 , blue-sensitive silver halide emulsion at 3 mg/dm 2 in terms of silver, 2,4
-di-t-butylphenol-3',5'-di-t
-amyl-4'-hydroxybenzoate 3
mg/dm 2 , dioctyl phthalate 3 mg/dm 2
And gelatin was coated at a coating amount of 16 mg/dm 2 . 2nd layer: Intermediate layer Gelatin was coated at a coating amount of 4 mg/dm 2 . Third layer: green-sensitive silver halide emulsion layer: 4 mg/dm 2 of the above-mentioned exemplary magenta coupler 20,
2 mg/d of green-sensitive silver chlorobromide emulsion converted to silver
m 2 , 4 mg/dm 2 of dioctyl phthalate and 16 mg/dm 2 of gelatin were coated. 4th layer: Intermediate layer UV absorber 2-(2'-hydroxy-3',5'-
3 mg/dm 2 of di-t-amyl phenyl)benzotriazole, 2-(2'-hydroxy-3',5'-
3 mg/dm 2 of di-t-butylphenyl)benzotriazole and 4 mg/dm of dioctyl phthalate.
dm 2 and gelatin were coated at a coating amount of 14 mg/dm 2 . 5th layer: red-sensitive silver halide emulsion layer 2,4-dichloro-3 as cyan coupler
-Methyl-6-[α-(2,4-di-t-amylphenoxy)butyramide]phenol
mg/dm 2 , 2-(2,3,4,5,6-pentafluorophenyl)acylamino-4-chloro-5-[α-(2,4-di-t-amylphenoxy)pentylamide]phenol 3mg/d
m 2 , 2 mg/dm 2 of dioctyl phthalate and 3 mg/dm 2 of red-sensitive silver chlorobromide emulsion in terms of silver.
The coating was applied so that the coating amount was as follows. 6th layer: Intermediate layer 2-(2'-hydroxy-
2 mg/dm 2 of 3',5'-di-t-amylphenyl)benzotriazole, 2 mg/dm2 of 2-(2'-hydroxy-3',5'-di-t-butylphenyl)benzotriazole, and 2 mg/dm2 of dioctyl phthalate. and gelatin were coated at a coating amount of 2 mg/dm 2 and 6 mg/dm 2 . 7th layer: Protective layer Gelatin was coated at a coating amount of 9 mg/dm 2 . The sample thus prepared is designated as sample 8. Next, Samples 9 to 25 were prepared which were the same as Sample 8 except that the combinations of magenta coupler and metal complex in the third layer of Sample 8 were as shown in Table 2. The sample thus prepared was subjected to the same exposure treatment as in Example 1. However, in order to obtain a magenta monochromatic sample, light wedge exposure was performed using green light. For each sample obtained after the treatment, light resistance,
Yellow stain and leg gradation were measured. The results are shown in Table 2.
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ãã®çµæã衚ïŒã«ç€ºãã As is clear from Table 2, when a comparative metal complex or a comparative coupler is used, an increase in yellow stain or a decrease in leg gradation occurs. However, the samples of the present invention do not have any of these drawbacks. This effect was exhibited for the first time by the combination of the coupler according to the present invention and the metal complex according to the present invention, and was unexpected. In addition, the sample of the present invention had good light resistance and a clear magenta image with good color reproducibility was obtained. Example 3 The following layers were coated in order on a transparent support made of subbed cellulose triacetate film and having an antihalation layer (containing 0.40 g of black colloidal silver and 3.0 g of gelatin). , Sample 26 was prepared. 1st layer: Low-speed layer of red-sensitive silver halide emulsion layer 1.8 g of an emulsion (emulsion) made of AgBrI sensitized to red sensitivity and 0.8 g of 1-hydroxy-4-(β-methoxyethylamino carbonylmethoxy)-N-[ÎŽ-(2,4-di-t-amylphenoxy)butyl]-2-naphthamide (referred to as C-1), 0.075 g of 1-hydroxy-
4-[4-(1-hydroxy-8-acetamido-3,6-disulfo-2-naphthylazo)phenoxy]-N-[ÎŽ-(2,4-di-t-amylphenoxy)butyl]-2-naphthamide disodium (referred to as CC-1), 0.015 g of 1-hydroxy-2-[ÎŽ-(2,4-di-t-amylphenoxy)-n-butyl]naphthamide,
0.07g of 4-octadecylsuccinimide-2
-(1-phenyl-5-tetrazolylthio)-1
- A red-sensitive silver halide containing a dispersion of indanone (referred to as D-1) dissolved in 0.65 g of tricresyl phosphate (referred to as TCP) and emulsified and dispersed in an aqueous solution containing 1.85 g of gelatin. A low-speed layer of the emulsion layer. 2nd layer: High-sensitivity layer of red-sensitive silver halide emulsion layer 1.2 g of a red-sensitized emulsion (emulsion) consisting of AgBrI, 0.21 g of cyan coupler (C-1), and 0.02 g High sensitivity of red-sensitive silver halide emulsion layer containing a dispersion of colored cyan coupler (CC-1) dissolved in 0.23 g of TCP and emulsified in an aqueous solution containing 1.2 g of gelatin. layer. 3rd layer: middle layer 0.8g gelatin and 0.07g 2,5-di-
An intermediate layer containing 0.04 g of dibutyl phthalate (referred to as DBP) in which t-octylhydroquinone (referred to as HQ-1) was dissolved. 4th layer: 0.80 g of the low-speed layer emulsion of the green-sensitive silver halide emulsion layer color-sensitized to green sensitivity;
0.80g of Exemplified Compound 20, 0.01g of Compound (D-
A low-sensitivity layer of a green-sensitive silver halide emulsion layer containing a dispersion obtained by emulsifying and dispersing 0.95 g of diethyl lauryl amide dissolved in 1) in an aqueous solution containing 2.2 g of gelatin. 5th layer: 1.8 g of an emulsion obtained by color-sensitizing the high-sensitivity layer emulsion of the green-sensitive silver halide emulsion layer to green sensitivity;
A high-sensitivity layer of a green-sensitive silver halide emulsion layer containing a dispersion obtained by emulsifying and dispersing 0.25 g of diethyl lauryl amide in which 0.20 g of Exemplified Compound 20 is dissolved in an aqueous solution containing 1.9 g of gelatin. 6th layer: Yellow filter 0.15g yellow colloidal silver and 0.11g DBP dissolved in 0.2g color stain inhibitor (HQ-1)
and a yellow filter layer containing 1.5g of gelatin. 7th layer: 0.2g of the low-speed layer emulsion of the blue-sensitive silver halide emulsion layer color-sensitized to blue sensitivity, and 1.5g of the blue-sensitive silver halide emulsion layer.
g of α-pivaloyl-α-(1-benzyl-5
-Phenyl-2,4-dioxoimidazolidin-3-yl)-2-chloro-5-[α-dodecyloxycarbonyl)ethoxycarbonyl]acetanilide (referred to as Y-1) was dissolved in 0.6
A low-sensitivity layer of a blue-sensitive silver halide emulsion layer containing a dispersion in which 1.9 g of TCP is emulsified and dispersed in an aqueous solution containing 1.9 g of gelatin. 8th layer: High-sensitivity layer of blue-sensitive silver halide emulsion layer 0.9 g of a blue-sensitized emulsion of AgBrI containing 2 mol% of AgI and 1.30 g of yellow coupler (Y-1) are dissolved. 0.65g
A high-sensitivity blue-sensitive silver halide emulsion layer containing a dispersion of TCP emulsified in an aqueous solution containing 1.5 g of gelatin. 9th layer: Protective layer 0.23g gelatin protective layer. Samples 27 to 30 were prepared with the exception of sample 26 prepared in this manner, except that 40 mol % of the metal complex shown in Table 3 was added to the coupler in the green-sensitive emulsion layer. Furthermore, Samples 31 and 32 were prepared by replacing diethyl lauryl amide as the high-boiling organic solvent in the fourth and fifth layers of Sample 29 with trioctyl phosphate and dioctyl phthalate. After each of the samples 26 to 32 thus prepared was wedge exposed using green light, the following development treatment was performed. Development processing process Color development 38â 3 minutes 15 seconds Bleaching 38â 6 minutes 30 seconds Washing with water 38â 3 minutes 15 seconds Stabilization 38â 1 minute 30 seconds Drying The processing solution composition used in each processing step is as follows. It is. [Color developer] 4-amino-3-methyl-N-ethyl-N-(β
-hydroxylethyl)aniline sulfate 4.75g Anhydrous sodium sulfite 4.25g Hydroxylamine 1/2 sulfate 2.0g Anhydrous potassium carbonate 37.5g Sodium bromide 1.3g Nitrilotriacetic acid trisodium salt (monohydrate)
2.5g Potassium hydroxide 1.0g Add water to make 1 and adjust the pH to 10.02. [Bleach solution] Ethylenediaminetetraacetic acid iron ammonium salt 100g Ethylenediaminetetraacetic acid diammonium salt 10g Ammonium bromide 150g Glacial acetic acid 10ml Add water to make 1, and adjust the pH using ammonia water.
= 6.0. [Fixer] Ammonium thiosulfate 175g Anhydrous sodium sulfite 8.5g Sodium metabisulfite 2.3g Add water to make 1, and adjust to PH=6.0 using acetic acid. [Stabilizer] Formalin (37% aqueous solution) 1.5ml Konidax (manufactured by Konishiroku Photo Industry Co., Ltd.) 7.5ml Add water to make 1. The light resistance, yellow stain, and gradation of each sample thus obtained were measured in the same manner as in Example 1. The results are shown in Table 3.
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åçŸã®è¯ãé®®æãªç»åãåŸãããã[Table] As is clear from Table 3, the samples of the present invention have good light resistance and can provide good magenta images with little increase in yellow stain and little deterioration in gamma value. In addition, clear images with good color reproduction were obtained.
Claims (1)
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ã¯ãããããïŒãïŒã®æŽæ°ã衚ããã[Scope of Claims] 1 Contains at least one coupler represented by the following general formula [] and at least one of the compounds represented by the following general formula [XI] and [XII] A silver halide photographic material characterized by: General formula [] [In the formula, R 1 represents a substituent whose root atom directly connected to the ring is a carbon atom and there is only one hydrogen atom bonded to the carbon atom, and R 2 represents a substituent different from R 1 represents. Further, X represents a hydrogen atom or a substituent that can be separated by reaction with an oxidized product of a color developing agent. ] General formula [XI] General formula [XII] [In the formula, X 1 , X 2 and X 4 each represent an oxygen atom. X 3 represents a hydroxyl group, Y represents a sulfur atom, and R 1 , R 2 and R 3 each represent a hydrogen atom or an alkyl group. However, at least two of R 1 , R 2 and R 3 represent an alkyl group. R4 to R9 are
Represents an alkyl group, aryl group, alkoxy group, aryloxy group, alkoxycarbonyl group, aryloxycarbonyl group, acyl group, acylamino group, alkylamino group, carbamoyl group, sulfamoyl group, sulfonamide group, sulfonyl group or cycloalkyl group . Alternatively, they may be connected to each other to form a 5- or 6-membered ring. M
represents a metal atom. a, b, c, d, e and f
each represents an integer from 0 to 4. ]
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26929084A JPS61145554A (en) | 1984-12-19 | 1984-12-19 | Silver halide photographic sensitive material |
| US06/805,120 US4684603A (en) | 1984-12-12 | 1985-12-04 | Light-sensitive silver halide color photographic material |
| DE8585308980T DE3576579D1 (en) | 1984-12-12 | 1985-12-10 | LIGHT SENSITIVE PHOTOGRAPHIC SILVER HALOGENID MATERIAL. |
| EP19850308980 EP0185506B1 (en) | 1984-12-12 | 1985-12-10 | Light-sensitive silver halide photographic material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26929084A JPS61145554A (en) | 1984-12-19 | 1984-12-19 | Silver halide photographic sensitive material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61145554A JPS61145554A (en) | 1986-07-03 |
| JPH045372B2 true JPH045372B2 (en) | 1992-01-31 |
Family
ID=17470286
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP26929084A Granted JPS61145554A (en) | 1984-12-12 | 1984-12-19 | Silver halide photographic sensitive material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61145554A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01131560A (en) * | 1987-08-05 | 1989-05-24 | Konica Corp | Silver halide photographic sensitive material having superior color reproducibility |
| JP2711452B2 (en) * | 1987-08-13 | 1998-02-10 | ã³ãã«æ ªåŒäŒç€Ÿ | Silver halide photographic material with excellent color reproduction |
-
1984
- 1984-12-19 JP JP26929084A patent/JPS61145554A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61145554A (en) | 1986-07-03 |
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