JPH0251492B2 - - Google Patents
Info
- Publication number
- JPH0251492B2 JPH0251492B2 JP8152383A JP8152383A JPH0251492B2 JP H0251492 B2 JPH0251492 B2 JP H0251492B2 JP 8152383 A JP8152383 A JP 8152383A JP 8152383 A JP8152383 A JP 8152383A JP H0251492 B2 JPH0251492 B2 JP H0251492B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- formula
- color
- layer
- substituted
- 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 58
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 239000000463 material Substances 0.000 claims description 23
- 229910052709 silver Inorganic materials 0.000 claims description 19
- 239000004332 silver Substances 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000005843 halogen group Chemical group 0.000 claims description 13
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 12
- 229920001577 copolymer Polymers 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 5
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 5
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000004442 acylamino group Chemical group 0.000 claims description 3
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000005110 aryl thio group Chemical group 0.000 claims description 3
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 3
- 125000004149 thio group Chemical group *S* 0.000 claims description 3
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 2
- 125000004422 alkyl sulphonamide group Chemical group 0.000 claims description 2
- 125000004421 aryl sulphonamide group Chemical group 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000010410 layer Substances 0.000 description 55
- 239000000839 emulsion Substances 0.000 description 38
- 108010010803 Gelatin Proteins 0.000 description 23
- 229920000159 gelatin Polymers 0.000 description 23
- 239000008273 gelatin Substances 0.000 description 23
- 235000019322 gelatine Nutrition 0.000 description 23
- 235000011852 gelatine desserts Nutrition 0.000 description 23
- 238000011161 development Methods 0.000 description 20
- 125000004432 carbon atom Chemical group C* 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 17
- 239000003795 chemical substances by application Substances 0.000 description 16
- 239000000203 mixture Substances 0.000 description 16
- 238000000034 method Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 239000000975 dye Substances 0.000 description 12
- 239000000178 monomer Substances 0.000 description 11
- 239000002253 acid Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 229940124530 sulfonamide Drugs 0.000 description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 239000013078 crystal Substances 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 238000012546 transfer Methods 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 6
- 238000009792 diffusion process Methods 0.000 description 6
- 229910052740 iodine Inorganic materials 0.000 description 6
- 239000011630 iodine Substances 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 238000004061 bleaching Methods 0.000 description 5
- 239000007844 bleaching agent Substances 0.000 description 5
- 230000003449 preventive effect Effects 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 150000003456 sulfonamides Chemical class 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 4
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 4
- 238000004040 coloring 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
- 239000003960 organic solvent Substances 0.000 description 4
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-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
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 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
- 238000009835 boiling Methods 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- 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 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 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
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229960001413 acetanilide Drugs 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001412 amines Chemical class 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
- 125000004104 aryloxy group Chemical group 0.000 description 2
- 235000019445 benzyl alcohol Nutrition 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 238000005691 oxidative coupling reaction Methods 0.000 description 2
- 150000004986 phenylenediamines Chemical class 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 2
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 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
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical group C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical compound O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- YGDWUQFZMXWDKE-UHFFFAOYSA-N 1-oxido-1,3-thiazole Chemical group [O-]S1=CN=C=C1 YGDWUQFZMXWDKE-UHFFFAOYSA-N 0.000 description 1
- KPVMVJXYXFUVLR-UHFFFAOYSA-N 12-ethyltetradecan-1-amine Chemical compound CCC(CC)CCCCCCCCCCCN KPVMVJXYXFUVLR-UHFFFAOYSA-N 0.000 description 1
- 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 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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- QTLHLXYADXCVCF-UHFFFAOYSA-N 2-(4-amino-n-ethyl-3-methylanilino)ethanol Chemical compound OCCN(CC)C1=CC=C(N)C(C)=C1 QTLHLXYADXCVCF-UHFFFAOYSA-N 0.000 description 1
- WFXLRLQSHRNHCE-UHFFFAOYSA-N 2-(4-amino-n-ethylanilino)ethanol Chemical compound OCCN(CC)C1=CC=C(N)C=C1 WFXLRLQSHRNHCE-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- XKBYRCKCIRVXLC-UHFFFAOYSA-N 2-[2,4-bis(2-methylbutan-2-yl)phenoxy]propanamide Chemical group CCC(C)(C)C1=CC=C(OC(C)C(N)=O)C(C(C)(C)CC)=C1 XKBYRCKCIRVXLC-UHFFFAOYSA-N 0.000 description 1
- SZTBMYHIYNGYIA-UHFFFAOYSA-N 2-chloroacrylic acid Chemical compound OC(=O)C(Cl)=C SZTBMYHIYNGYIA-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- SEEZWGFVHCMHJF-UHFFFAOYSA-N 2-nitrosophenol Chemical class OC1=CC=CC=C1N=O SEEZWGFVHCMHJF-UHFFFAOYSA-N 0.000 description 1
- ZAWQXWZJKKICSZ-UHFFFAOYSA-N 3,3-dimethyl-2-methylidenebutanamide Chemical compound CC(C)(C)C(=C)C(N)=O ZAWQXWZJKKICSZ-UHFFFAOYSA-N 0.000 description 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- XRZDIHADHZSFBB-UHFFFAOYSA-N 3-oxo-n,3-diphenylpropanamide Chemical class C=1C=CC=CC=1NC(=O)CC(=O)C1=CC=CC=C1 XRZDIHADHZSFBB-UHFFFAOYSA-N 0.000 description 1
- YLNKRLLYLJYWEN-UHFFFAOYSA-N 4-(2,2-dibutoxyethoxy)-4-oxobutanoic acid Chemical compound CCCCOC(OCCCC)COC(=O)CCC(O)=O YLNKRLLYLJYWEN-UHFFFAOYSA-N 0.000 description 1
- XBTWVJKPQPQTDW-UHFFFAOYSA-N 4-n,4-n-diethyl-2-methylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C(C)=C1 XBTWVJKPQPQTDW-UHFFFAOYSA-N 0.000 description 1
- QNGVNLMMEQUVQK-UHFFFAOYSA-N 4-n,4-n-diethylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C=C1 QNGVNLMMEQUVQK-UHFFFAOYSA-N 0.000 description 1
- FFAJEKUNEVVYCW-UHFFFAOYSA-N 4-n-ethyl-4-n-(2-methoxyethyl)-2-methylbenzene-1,4-diamine Chemical compound COCCN(CC)C1=CC=C(N)C(C)=C1 FFAJEKUNEVVYCW-UHFFFAOYSA-N 0.000 description 1
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 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
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-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
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 150000001253 acrylic acids Chemical class 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 125000003289 ascorbyl group Chemical class [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 description 1
- 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 1
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 1
- 229910001864 baryta Inorganic materials 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- KHBQMWCZKVMBLN-IDEBNGHGSA-N benzenesulfonamide Chemical group NS(=O)(=O)[13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1 KHBQMWCZKVMBLN-IDEBNGHGSA-N 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 150000008366 benzophenones Chemical group 0.000 description 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 1
- 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 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
- XZOWIJDBQIHMFC-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O.CCCC(N)=O XZOWIJDBQIHMFC-UHFFFAOYSA-N 0.000 description 1
- 125000006630 butoxycarbonylamino group Chemical group 0.000 description 1
- COPHVUDURPSYBO-UHFFFAOYSA-N butyl dioctyl phosphate Chemical compound CCCCCCCCOP(=O)(OCCCC)OCCCCCCCC COPHVUDURPSYBO-UHFFFAOYSA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000012937 correction Methods 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
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- XWVQUJDBOICHGH-UHFFFAOYSA-N dioctyl nonanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCC(=O)OCCCCCCCC XWVQUJDBOICHGH-UHFFFAOYSA-N 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 1
- 125000004914 dipropylamino group Chemical group C(CC)N(CCC)* 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000005670 ethenylalkyl group Chemical group 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 125000006627 ethoxycarbonylamino group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- YAGKRVSRTSUGEY-UHFFFAOYSA-N ferricyanide Chemical compound [Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] YAGKRVSRTSUGEY-UHFFFAOYSA-N 0.000 description 1
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical class OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 238000003384 imaging method Methods 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
- 239000011229 interlayer Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical group CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- QWOKKHXWFDAJCZ-UHFFFAOYSA-N octane-1-sulfonamide Chemical group CCCCCCCCS(N)(=O)=O QWOKKHXWFDAJCZ-UHFFFAOYSA-N 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- VECVSKFWRQYTAL-UHFFFAOYSA-N octyl benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1 VECVSKFWRQYTAL-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 239000006179 pH buffering agent Substances 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- CMCWWLVWPDLCRM-UHFFFAOYSA-N phenidone Chemical compound N1C(=O)CCN1C1=CC=CC=C1 CMCWWLVWPDLCRM-UHFFFAOYSA-N 0.000 description 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003142 primary aromatic amines Chemical class 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 235000010267 sodium hydrogen sulphite 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
- 239000001488 sodium phosphate Substances 0.000 description 1
- UWSAIOMORQUEHN-UHFFFAOYSA-L sodium;2-[2-[carboxylatomethyl(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetate;iron(5+) Chemical compound [Na+].[Fe+5].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O UWSAIOMORQUEHN-UHFFFAOYSA-L 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical group CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- NJPOTNJJCSJJPJ-UHFFFAOYSA-N tributyl benzene-1,3,5-tricarboxylate Chemical compound CCCCOC(=O)C1=CC(C(=O)OCCCC)=CC(C(=O)OCCCC)=C1 NJPOTNJJCSJJPJ-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 150000003639 trimesic acids Chemical class 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- G03C7/392—Additives
- G03C7/39208—Organic compounds
- G03C7/39212—Carbocyclic
- G03C7/39216—Carbocyclic with OH groups
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
本発明は色汚染を防止したカラー写真感光材料
に関するものであり、特にスルホンアミドフエノ
ール誘導体を色汚染防止剤として含むハロゲン化
銀カラー写真感光材料に関するものである。
ハロゲン化銀写真感光乳剤中中に色形成カプラ
ーを含有し、パラフエニレンジアミンなどの発色
現像薬を用いて現像するタイプの多層カラー写真
感光材において、現像時に生成した発色現像薬酸
化体が、隣接の画像形成層に移行して不都合な色
素を形成するいわゆる「色濁り(混色)」現像が
生じることは良く知られている。また発色現像時
に現像主薬の空気酸化、乳剤カブリなどによつて
不都合な「色カブリ」現象が起きることが知られ
ている。以下においては、この「色濁り」と「色
カブリ」を総称して「色汚染」と呼ぶことにす
る。
色汚染を防止するために、従来種々のハイドロ
キノンを用いる方法が提案されている。例えば、
モノ直鎖アルキルハイドロキノンを用いることに
ついては、米国特許2728659号や特開昭49−
106329号などに、またモノ分枝アルキルハイドロ
キノンを用いることについては、米国特許
3700453号、西独特許公開2149789号、特開昭50−
156438号や同49−106329号に記載されている。一
方ジ直鎖アルキルハイドロキノンについては、米
国特許2728659号、同2732300号、英国特許752146
号、同1086208号や「ケミカルアブストラクト」
誌58巻6367hなどに、またジ分枝アルキルハイド
ロキノンについては、米国特許3700453号、同
2732300号、英国特許1086208号、前掲「ケミカ
ル・アブストラクト」誌、特開昭50−156438号、
特公昭50−21249号、同56−40818号などに記載が
ある。
その他、アルキルハイドロキノンを色汚染防止
剤として用いることについては、英国特許558258
号、同557750号(対応米国特許2360290号)、同
557802号、同731301号(対応米国特許2701197
号)、米国特許2336327号、同2403721号、同
3582333号、西独特許公開2505016号(対応特開昭
50−110337号)、特公昭56−40816号にも記載があ
る。
カラー拡散転写写真感材においても通常のカラ
ー写真感光材と同様「色濁り」現象が起こること
が知られており、これを防止するために上記ハイ
ドロキノン類が応用されている。拡散転写感材の
色濁り防止剤に用いるハイドロキノンとしては特
開昭58−21249号に記載がある。
スルホンアミドフエノール類を拡散転写感材の
色濁り防止剤として用いることについては「リサ
ーチ・デイスクロージヤ」誌15162(1973年)83
頁、特開昭55−72158号、特開昭57−24941号(対
応米国特許4366226号)に記載がある。
最近のカラー写真感光材料の製造技術分野で
は、より高品質のカラー写真を得るために、写真
感度を低下させることなく色汚染ををより一層効
率的に防止でき、鮮鋭度を向上させるために薄層
化された感材にも添加可能で、長期保存後も性能
の変化をきたさず、更に発色現象によつて形成さ
れた色素画像の光堅牢性の改良にも寄与する新し
い色汚染防止剤の開発が強く望まれている。
本発明の第一の目的は新規な色汚染止剤を提供
することにある。本発明第二の目的は発色現像薬
又は電荷移動型黒色現像薬の酸化体を効率良く除
去する新規色汚染防止剤を提供することにある。
本発明の第三の目的は薄層化された感材を構成す
ることが可能な新規色汚染防止剤を提供すること
にある。本発明の第四の目的は長期保存後も性能
の変化をきたさない新規色汚染防止剤を提供する
ことにある。更に本発明のもう一つの目的は、こ
の新規な色汚染防止剤を含むカラー写真感光材料
を提供することにある。
上記の諸目的は、下記の一般式()で表わさ
れ繰り返し単位及び/又は一般式()で表わさ
れる繰り返し単位を含む重合体若しくは共重合体
をハロゲン化銀カラー写真感光材料に含有せしめ
ることにより達成される。
式中、A、Bはそれぞれ―SO2―又は―CO―
を表わし、A、Bのうちの少なくとも一方は―
SO2―である。
R1は水素原子、ハロゲン原子(弗素、塩素、
臭素など)、それぞれ置換又は無置換の、アルキ
ル基(ハロゲン原子などで置換されていてもよ
い。炭素数1〜20のものが好ましい。例えばメチ
ル基、t―ブチル基、シクロヘキシル基、n―ペ
ンタデシル基など)、アルコキシ基(ハロゲン原
子などで置換されていてもよい。炭素数1〜20の
ものが好ましい。例えばメトキシ基、n―ブトキ
シ基など)、アリールスルホンアミド基(アリー
ル基はアルキル基、アルコキシ基などにより更に
置換されていてもよい。炭素数の合計6〜30のも
のが好ましい。例えば4―(n―ドデシロキシ)
ベンゼンスルホンアミド基、p―トリルスルホン
アミド基など)、アルキルスルホンアミド基(ア
ルキル基はハロゲン原子や水酸基で置換されてい
てもよい。炭素数1〜20のものが好ましい。例え
ば、メタンスルホンアミド基、n―オクタンスル
ホンアミド基など)、アシルアミノ基(アルコキ
シ基、アリーロキシ基、アルキル基などで更に置
換されていてもよい。炭素数の合計2〜30のもの
が好ましい。例えばアセチルアミノ基、ベンゾイ
ルアミノ基、α―(2,4―ジ―t―アミルフエ
ノキシ)プロパンアミド基など)、アルキルチオ
基(ハロゲン原子などで置換されていてもよい。
炭素数1〜20のものが好ましい。例えば、メチル
チオ基、ヘキサデシルチオ基など)、アリールチ
オ基(アリール基はアルキル基やアルコキシ基な
どで更に置換されていてもよい。例えば、フエニ
ルチオ基、4―ブトキシフエニルチオ基など)、
ヘテロ環チオ基(5〜6員のヘテロ環が好まし
い。ヘテロ環はアルキル基、アリール基などで更
に置換されていてもよい。炭素数の合計1〜20の
ものが好ましい。例えば1―フエニルテトラゾー
ル―5―イルチオ基など)、アルコキシカルボニ
ル基(アルキル基はハロゲン原子などで置換され
ていてもよい。炭素数2〜20のものが好ましい。
例えば、メトキシカルボニル基、エトキシカルボ
ニル基など)、アリーロキシカルボニル基(アリ
ール基はアルキル基やアルコキシ基などで更に置
換されていてもよい。炭素数の合計7〜30のもの
が好ましい。例えば、フエノキシカルボニル基な
ど)、スルフアモイルアミノ基(スルフアモイル
基はアルキル基、アリール基などで更に置換され
ていてもよい。炭素数の合計0〜20のものが好ま
しい。例えば、N,N―ジプロピル(スルフアモ
イルアミノ基など)、アルコキシカルボニルアミ
ノ基(炭素数2〜20のものが好ましい。例えばエ
トキシカルボニルアミノ基、ブトキシカルボニル
アミノ基など)、カルバモイルアミノ基(カルバ
モイル基はアルキル基、アリール基などによつて
更に置換されていてもよい。好ましくは炭素数は
合計1〜20。例えばN―フエニルカルバモイルア
ミノ基など)、アシル基、(好ましい炭素数は2〜
20。例えばアセチル基、エチルカルボニル基な
ど)、スルホニル基(好ましい炭素数は1〜30。
例えばベンゼンスルホニル基など)、カルバモイ
ル基(アルキル基、アリール基などで置換されて
いてもよい。好ましい炭素数0〜20。例えばN―
フエニルカルバモイル基、N,N―ジオクチルカ
ルバモイル基など)をあらわす。
R2、R3は、それぞれ置換又は無置換の、アリ
ール基(アリール基はハロゲン原子、アルキル
基、アルコキシ基などによつて更に置換されてい
てもよい。炭素数の合計6〜30のものが好まし
い。例えば4―(n―ドデシロキシ)フエニル
基、p―トリル基、3,4―ジクロルフエニル
基、4―ドデシルフエニル基など)、アルキル基
(アルキル基はハロゲン原子、水酸基、アリーロ
キシ基、アルコキシ基などによつて置換されてい
てもよい。炭素数の合計1〜30のものが好まし
い。例えばメチル基、トリフルオロメチル基、n
―ヘキサデシル基、1―(m―ペンタデシルフエ
ノキシ)プロピル基など)、アミノ基(アミノ基
はアルキル基、アリール基などにより置換されて
いてもよい。炭素数の合計0〜30のものが好まし
い。例えばジメチルアミノ基、ジプロピルアミノ
基など)を表わす。R2、R3は同じでも異なつて
いてもよい。
R4は、
The present invention relates to a color photographic light-sensitive material that prevents color staining, and more particularly to a silver halide color photographic light-sensitive material containing a sulfonamide phenol derivative as a color stain preventive agent. In a multilayer color photographic material containing a color-forming coupler in a silver halide photographic emulsion and developed using a color developer such as paraphenylene diamine, the oxidized color developer generated during development is It is well known that so-called "color-mixing" development occurs in which undesired dyes migrate into adjacent imaging layers. It is also known that during color development, an undesirable "color fog" phenomenon occurs due to air oxidation of the developing agent, emulsion fog, etc. In the following, this "color turbidity" and "color fog" will be collectively referred to as "color contamination." In order to prevent color staining, various methods using hydroquinone have been proposed. for example,
Regarding the use of monolinear alkylhydroquinone, US Pat.
No. 106329, and the use of monobranched alkylhydroquinones, U.S. Pat.
No. 3700453, West German Patent Publication No. 2149789, Japanese Patent Publication No. 1973-
It is described in No. 156438 and No. 49-106329. On the other hand, regarding dilinear alkylhydroquinone, US Patent No. 2728659, US Patent No. 2732300, British Patent No. 752146
No. 1086208 and "Chemical Abstract"
Journal, Vol. 58, 6367h, etc., and about di-branched alkylhydroquinone, U.S. Patent No. 3700453,
No. 2732300, British Patent No. 1086208, the above-mentioned "Chemical Abstracts" magazine, JP-A-50-156438,
It is described in Special Publication No. 50-21249, No. 56-40818, etc. In addition, regarding the use of alkylhydroquinone as a color stain prevention agent, British Patent No. 558258
No. 557750 (corresponding U.S. Patent No. 2360290);
No. 557802, No. 731301 (corresponding U.S. Patent No. 2701197)
), U.S. Patent No. 2336327, U.S. Patent No. 2403721, U.S. Patent No.
No. 3582333, West German Patent Publication No. 2505016 (corresponding Japanese patent publication No. 2505016)
50-110337) and Special Publication No. 56-40816. It is known that "color turbidity" phenomenon occurs in color diffusion transfer photographic materials as well as in ordinary color photographic materials, and the above-mentioned hydroquinones are used to prevent this phenomenon. Hydroquinone used as an agent for preventing color turbidity in diffusion transfer sensitive materials is described in JP-A-58-21249. Regarding the use of sulfonamide phenols as color turbidity preventive agents for diffusion transfer sensitive materials, see Research Disclosure, 15162 (1973), 83.
Page, JP-A-55-72158 and JP-A-57-24941 (corresponding US Pat. No. 4,366,226). In recent years, in the field of manufacturing technology for color photographic materials, in order to obtain higher quality color photographs, color contamination can be more efficiently prevented without reducing photographic sensitivity, and thinning can be used to improve sharpness. A new color stain inhibitor that can be added to layered photosensitive materials, does not cause any change in performance even after long-term storage, and also contributes to improving the light fastness of dye images formed by color development. Development is strongly desired. The first object of the present invention is to provide a new color stain inhibitor. A second object of the present invention is to provide a novel color stain prevention agent that efficiently removes oxidized products of color developers or charge transfer black developers.
A third object of the present invention is to provide a novel color stain preventive agent that can be used to form thin-layered photosensitive materials. A fourth object of the present invention is to provide a new color stain inhibitor that does not cause any change in performance even after long-term storage. Another object of the present invention is to provide a color photographic material containing this novel color stain inhibitor. The above purpose is to incorporate a repeating unit represented by the following general formula () and/or a polymer or copolymer containing a repeating unit represented by the general formula () into a silver halide color photographic light-sensitive material. This is achieved by In the formula, A and B are each -SO 2 - or -CO-
, and at least one of A and B is -
SO 2 -. R 1 is a hydrogen atom, a halogen atom (fluorine, chlorine,
bromine, etc.), substituted or unsubstituted alkyl groups (which may be substituted with halogen atoms, etc.), preferably those having 1 to 20 carbon atoms. For example, methyl group, t-butyl group, cyclohexyl group, n-pentadecyl group groups), alkoxy groups (which may be substituted with halogen atoms, etc., preferably those having 1 to 20 carbon atoms; for example, methoxy groups, n-butoxy groups, etc.), arylsulfonamide groups (aryl groups are alkyl groups, It may be further substituted with an alkoxy group, etc. Those having a total number of carbon atoms of 6 to 30 are preferable. For example, 4-(n-dodecyloxy)
benzenesulfonamide group, p-tolylsulfonamide group, etc.), alkylsulfonamide group (the alkyl group may be substituted with a halogen atom or a hydroxyl group. Those having 1 to 20 carbon atoms are preferable. For example, methanesulfonamide group , n-octanesulfonamide group, etc.), an acylamino group (which may be further substituted with an alkoxy group, an aryloxy group, an alkyl group, etc.), and those having a total number of carbon atoms of 2 to 30 are preferable. For example, an acetylamino group, a benzoylamino group group, α-(2,4-di-t-amylphenoxy)propanamide group, etc.), an alkylthio group (which may be substituted with a halogen atom, etc.).
Those having 1 to 20 carbon atoms are preferred. For example, methylthio group, hexadecylthio group, etc.), arylthio group (aryl group may be further substituted with an alkyl group or alkoxy group, etc., for example, phenylthio group, 4-butoxyphenylthio group, etc.),
Heterocyclic thio group (preferably a 5- to 6-membered heterocyclic ring. The heterocyclic ring may be further substituted with an alkyl group, an aryl group, etc.) A group having a total of 1 to 20 carbon atoms is preferable. For example, 1-phenyl tetrazol-5-ylthio group), alkoxycarbonyl group (the alkyl group may be substituted with a halogen atom, etc.), and those having 2 to 20 carbon atoms are preferred.
For example, methoxycarbonyl group, ethoxycarbonyl group, etc.), aryloxycarbonyl group (aryl group may be further substituted with an alkyl group or alkoxy group, etc.) Those with a total number of carbon atoms of 7 to 30 are preferable. (enoxycarbonyl group, etc.), sulfamoylamino group (sulfamoyl group may be further substituted with an alkyl group, aryl group, etc.) Those with a total number of carbon atoms of 0 to 20 are preferable. For example, N,N-dipropyl (sulfamoylamino group, etc.), alkoxycarbonylamino group (preferably one with 2 to 20 carbon atoms, e.g. ethoxycarbonylamino group, butoxycarbonylamino group, etc.), carbamoylamino group (carbamoyl group is an alkyl group, aryl group, etc.) Preferably, the total number of carbon atoms is 1 to 20 (for example, N-phenylcarbamoylamino group), an acyl group (preferably 2 to 20 carbon atoms),
20. For example, acetyl group, ethylcarbonyl group, etc.), sulfonyl group (preferably 1 to 30 carbon atoms).
For example, a benzenesulfonyl group), a carbamoyl group (which may be substituted with an alkyl group, an aryl group, etc.), preferably having 0 to 20 carbon atoms. For example, N-
phenylcarbamoyl group, N,N-dioctylcarbamoyl group, etc.). R 2 and R 3 each represent a substituted or unsubstituted aryl group (the aryl group may be further substituted with a halogen atom, an alkyl group, an alkoxy group, etc.) having a total number of carbon atoms of 6 to 30; Preferred. For example, 4-(n-dodecyloxy)phenyl group, p-tolyl group, 3,4-dichlorophenyl group, 4-dodecylphenyl group, etc.), alkyl group (alkyl group is halogen atom, hydroxyl group, aryloxy group, alkoxy group) It may be substituted with etc. Those having a total number of carbon atoms of 1 to 30 are preferable. For example, methyl group, trifluoromethyl group, n
-hexadecyl group, 1-(m-pentadecylphenoxy)propyl group, etc.), amino group (amino group may be substituted with an alkyl group, aryl group, etc.) having a total number of carbon atoms of 0 to 30. Preferred. For example, dimethylamino group, dipropylamino group, etc.). R 2 and R 3 may be the same or different. R4 is
【式】【formula】
【式】【formula】
【式】【formula】
【式】【formula】
【式】―CH2CH2O ―、[Formula] - CH 2 CH 2 O -,
【式】【formula】
【式】 ―NHCH2CH2NHCO―を表わし、 R5は、[Formula] represents ―NHCH 2 CH 2 NHCO―, and R 5 is
【式】【formula】
【式】【formula】
【式】【formula】
【式】 ―CH2CH2CH2NHCO―、―NHSO2―、[Formula] ―CH 2 CH 2 CH 2 NHCO―, ―NHSO 2 ―,
【式】【formula】
【式】表わす。
R6は水素原子、ハロゲン原子(弗素、塩素、
臭素など)、アルキル基(好ましくは炭素数1〜
6のもの。例えばメチル基、エチル基など)を表
わす。
nは0又は1である。
一般式()又は()におけるフエノール環
上の置換基はそれぞれ環上のいずれの位置に置換
していてもよい。
一般式()又は()で表わされるものの中
でも、一般式()で表わされるものが好まし
い。
前記一般式()で表わされる繰り返し単位の
中でも次の一般式で表わされるものが好ましい。
これら一般式()〜()におけるA、B、
R1〜R6、nは一般式()において定義したも
のと同じである。
前記一般式()〜()において、R1は、
()及び()の場合には水素原子、ハロゲン
原子、アルキル基、アルコキシ基、アルキルチオ
基、アルコキシカルボニル基、アリールチオ基、
ヘテロ環チオ基、アリーロキシカルボニル基、ア
シル基、スルホニル基、カルバモイル基であるこ
とが好ましい。()〜()の場合には、R1は
水素原子、ハロゲン原子、アルキル基、アシルア
ミノ基、アルコキシカルボニル基、アリーロキシ
カルボニル基、スルホニル基、スルフアモイルア
ミノ基、カルバモイルアミノ基、アシル基、カル
バモイル基であることが好ましく、特にカラー現
像における発色現像主薬との酸化カツプリングに
よる発色を起こさない基(アルキル基、アルコキ
シカルボニル基、スルホニル基、アリーロキシカ
ルボニル基、アシル基、カルバモイル基)である
ことが好ましい。
前記一般式()〜()で表わされる繰り返
し単位の中でも一般式()〜()で表わされ
るものが好ましい。
前記一般式()〜()におけるR2、R3と
してはアリール基、アルキル基である場合が特に
好ましい。
一般式()〜()におけるA、Bとしては
共に―SO2―である場合が特に好ましい。
一般式()〜()の中で最も好ましいもの
は一般式()又は()である。
本発明で用いる重合体若しくは共重合体は、前
記一般式()又は()の繰り返し単位のみか
らなるものであつてもよく、一般式()と
()の双方の繰り返し単位からなる共重合体で
あつてもよく、また一般式()及び/又は
()の繰り返し単位と一般式()又は()
以外の繰り返し単位を含有する共重合体であつて
もよい。かかる重合体若しくは共重合体は一般
に、一般式()又は()の繰り返し単位を誘
導しうる単量体の単独重合、一般式()及び
()の繰り返し単位を誘導しうる単量体どうし
の共重合、またはこれらの単量体と付加重合しう
る他のエチレン性不飽和単量体との共重合によつ
て得られる。
一般式()又は()の繰り返し単位を誘導
しうる単量体の具体例を以下に挙げるが、本発明
はこれに限定されるものではない。
一般式()又は()の繰り返し単位を誘導
しうる単量体と付加重合しうる他のエチレン性不
飽和単量体としては、重合温度(一般的には50℃
〜95℃、望ましくは70℃〜90℃)で液体である全
ての水不溶性単量体が原則的に使用できる。具体
的には例えば、アクリル酸、α―クロロアクリル
酸、α―アルアクリル酸(メタアクリル酸など)
などのアクリル酸類から誘導されるエステルある
いはアミド(例えばt―ブチルアクリルアミド、
メチルアクリレート、メチルメタアクリレート、
エチルアクリレート、n―プロピルアクリレー
ト、n―ブチルアクリレート、n―ブチルメタア
クリレート、2―エチルヘキシルアクリレート、
n―ヘキシルアクリレート、オクチルメタアクリ
レートなど)、ビニルエステル類(例えばビニル
アセテート、アクリロニトリルなど)、芳香族ビ
ニル化合物(例えばスチレン、ビニルトルエン、
ジビニルベンゼンなど)、ビニルアルキルエーテ
ル類(例えばビニルチルエーテル、マレイン酸エ
ステルなど)などがある。
本発明による重合体若しくは共重合体の組成例
を以下に示すが、本発明はこれらに限定されるも
のではない。
一般式()又は()の繰返し単位を誘導し
うる単量体は一般に、スルホンアミド置換された
アミノフエノールと、酸ハライド残基を持つエチ
レン様不飽和単量体とのアミド化反応により合成
することができる。
次に、本発明に用いる単量体の合成例を示す。
合成例 1
例示化合物(1)の合成
80mlのピリジン中にアニリン(A)(15.4g)を溶
解、撹拌し、そこへ固体のスルホニルクロリド(B)
(36.1g)を添加した。若干の発熱が観察された。
この混合物を還流温度で1時間加熱した後、10分
間放冷した。次いで濃塩酸100mlを含む氷水500ml
を撹拌しながらその上へ該混合物を徐々に注い
だ。析出した結晶を取し、水洗、乾燥して黄色
結晶(C)47gを得た。
200mlのイソプロパノール中にニトロフエノー
ル(C)(47g)、還元鉄(25g)を入れ、撹拌しな
がら加熱して還流させた。そこで濃塩酸10mlを
徐々に滴下し、30分撹拌した後、放冷して酢酸エ
チル300ml、5%重曹水300mlを加えて固形分を
取した。酢酸エチル層を分液し、水洗した後濃縮
して黒褐色の粗結晶を得た。活性炭処理後メタノ
ールから再結晶して淡茶色結晶(D)39gを得た。
80mlのピリジン中にアニリン(D)(22.4g)とニ
トロベンゼン(1ml)を溶解・撹拌し、これにス
ルホニルクロリド(E)(10.1g)を添加した。この
混合物を60℃で1時間加熱した後、10分間放冷し
た。次いで、濃塩酸100mlを含む氷水500mlを撹拌
しなが、その上へ該混合物を徐々に注いだ。析出
した結晶を取し、水洗、乾燥後精製して淡褐色
結晶(F)19gを得た。
C32H42N2O6Osとしての
計算値 C;62.51 H;6.88 N;4.56
実測値 C;62.30 H;6.69 N;4.48
次に、本発明に用いる重合体又は共重合体の合
成例を示す。
合成例 2
例示化合物(ロ)の合成
例示化合物(22)30gとブチルアクリレート10
gをジオキサン200ml中に溶解する。系を70℃に
昇温した後、アゾビスイソ酪酸メチル0.4gを加
えた。1時間撹拌後さらにアゾビスイソ酪酸メチ
ル0.4gを加えた。1時間撹拌後更にアゾビスイ
ソ酪酸メチル0.4gを加え、100℃に昇温して1時
間撹拌した。放冷後氷水2に系を滴下してから
取、乾燥することで白色のポリマー37gを得
た。
本発明の重合体又は共重合体と色濁り防止剤と
して中間層に用いる場合には、一般式()又は
()であらわされる繰返し単位のスルホンアミ
ドフエノール残基の当量が1層当り1.0×10-3〜
1.0×10-5モル/m2で用いるのが好ましく、また
色カブリ防止剤として乳剤層に用いる場合には、
一層当り1.0×10-4〜1.0×10-6モル/m2で用いる
のが好ましいがこれに限定されるものではない。
さらに、色濁り防止と色カブリ防止とを兼ねて中
間層、乳剤層両方の層に加えることも可能であ
る。
本発明の重合体又は共重合体は高濃度のスルホ
ンアミドフエノール残基を含むことができ、ゼラ
チン水溶液の粘度増加も少ないため、薄層化され
た感材を構成するのに適する。
本発明の重合体又は共重合体は、好ましくは水
に分散させた、いわゆるポリマーラテツクスの形
態で、塗布液(多くの場合ゼラチン水溶液)中に
添加され、塗布される。
本発明の化合物の乳剤層や中間層などの構成層
に導入するにはカプラーを乳剤層に導入するに際
して使われる公知の方法を応用することができ
る。たとえばフタール酸アルキルエステル(ジブ
チルフタレート、ジオクチルフタレートなど)、
リン酸エステル(ジフエニルフオスフエート、ト
リフエニルフオスフエート、トリクレジルフオス
フエート、ジオクチルブチルフオスフエート)、
クエン酸エステル(たとえばアセチルクエン酸ト
リブチル)、安息香酸エステル(たとえば安息香
酸オクチル)、アルキルアミド(たとえばジエチ
ルラウリルアミド)、脂肪酸エステル類(たとえ
ばジブトキシエチルサクシネート、ジオクチルア
ゼレート)、トリメシン酸エステル類(たとえば
トリメシン酸トリブチル)など、または沸点約30
℃乃至150℃の有機溶媒、たとえば酢酸エチル、
酢酸ブチルのごとき低級アルキルアセテート、フ
ロピオン酸エチル、2級ブチルアルコール、メチ
ルイソブチルケトン、β―エトキシエチルアセテ
ート、メチルセロゾルブアセテート等の溶解した
のち、親水性コロイドに分散される。上記の高沸
点有機溶媒と低沸点有機溶媒とを混合して用いて
もよい。
本発明の色汚染防止剤は、発色現像処理におい
て芳香族1級アミン現像薬(例えばフエニレンジ
アミン誘導体やアミノフエノール誘導体など)と
色形成カプラーとの酸化カツプリングによつて色
像を形成するタイプのハロゲン化銀カラー写真感
光材料(例えばカラーペーパー、カラーネガフイ
ルム、カラーリバーサルフイルムなど)の色汚染
防止に著効を示す。
このタイプのカラー写真感光材料に用いられる
色形成カプラーとしては、例えばマゼンタカプラ
ーとして5―ピラゾロンカプラー、ピラゾロベン
ツイミダゾールカプラー、シアノアセチルクマロ
ンカプラー、開鎖アシルアセトニトリルカプラー
等があり、イエローカプラーとして、アシルアセ
トアミドカプラー(例えばベンゾイルアセトアニ
リド類、ピバロイルアセトアニリド類)、等があ
り、シアンカプラーとして、チフトールカプラ
ー、およびフエノールカプラー、等がある。これ
らのカプラーは分子中にバラスト基とよばれる疎
水性基を導入したり、ポリマー鎖に結合させたり
して非拡散化することができ、好ましく使用され
る。
カプラーは銀イオンに対し4当量性あるいは2
当量性のどちらでもよい。また色補正の効果をも
つカラードカプラー、あるいは現像にともなつて
現像抑制剤を放出するカプラー(いわゆるDIRカ
プラー)であつてもよい。
マゼンタ発色カプラーの具体例は、米国特許
2600788号、同2983608号、同3062653号、同
3127269号、同3311476号、同3419391号、同
3519429号、同3558319号、同3582322号、同
3615506号、同3834908号、同3891445号、西独特
許1810464号、西独特許出願(OLS)2408665号、
同2417945号、同2418959号、同2424467号、特公
昭40−6031号、特開昭51−20826号、同52−58922
号、同49―129538号、同49―74027号、同50−
159336号、同52−42121号、同49―74028号、同50
−60233号、同51−26541号、同53−55122号など
に記載のものである。
黄色発色カプラーの具体例は米国特許2875057
号、同3265506号、同3408194号、同3551155号、
同3582322号、同3725072号、同3891445号、西独
特許1547868号、西独出願公開2219917号、同
2261361号、同2414006号、英国特許1425020号、
特公昭51−10783号、特開昭47−26133号、同48−
73147号、同51−102636号、同50−6341号、同50
−123342号、同50−130442号、同51−21827号、
同50−87650号、同52−82424号、同52−115219号
などに記載されたものである。
シアンカプラーの具体例は米国特許2369929号、
同2434272号、同2474293号、同2521908号、同
2895826号、同3034892号、同3311476号、同
3458315号、同3476563号、同3583971号、同
3591383号、同3767411号、同4004929号、西独特
許出願(OLS)2414830号、同2454329号、特開
昭48−59838号、同51−26034号、同48−5055号、
同51−146828号、同52−69624号、同52−90932号
に記載のものである。
カラード・カプラーとしては例えば米国特許
3476560号、同2521908号、同3034892号、特公昭
44−2016号、同38−22335号、同42−11304号、同
44−32461号、特開昭51−26034号明細書、同52−
42121号明細書、西独特許出願(OLS)2418959
号に記載のものを使用できる。
DIRカプラーとしては、たとえば米国特許
3227554号、同3617291号、同3701783号、同
3790384号、同3632345号、西独特許出願(OLS)
2414006号、同2454301号、同2454329号、英国特
許953454号、特開昭52−69624号、同49−122335
号、特公昭51−16141号に記載されたものが使用
できる。
本発明の色汚染防止剤はまたいわゆる拡散転写
型のハロゲン化銀カラー写真感光材料の色汚染を
防止するのに有用であ。この型の感材に用いられ
る色素像形成化合物としては例えば色素現像薬、
色素放出レドツクス化合物、DDRカプラーなど
があり、具体的には例えば米国特許4053312号、
同4055428号、同4076529号、同4152153号、同
4135929号、特開昭53−149328号、同51−104343
号、同53−46730号、同54−130122号、同53−
3819号、特願昭54−89128号、同54−90806号、同
54−91187号、等に記載の化合物を用いることが
できる。
本発明の化合物は、公知の色汚染防止剤、例え
ばハイドロキノン誘導体、アミノフエノール誘導
体、没食子酸誘導体、アスコルビン酸誘導体など
と併用してもよい。
その具体例は米国特許2360290号、同2336327
号、同2403721号、同2418613号、同2675314号、
同2701197号、同2704713号、同2728659号、同
2732300号、同2735365号、特開昭50−92988号、
同50−92989号、同50−93928号、同50−110337
号、同52−146235号、特公昭50−23813号等に記
載されている。
本発明の感光材料には親水性コロイド層に紫外
線吸収剤を含んでよい。たとえばアリール基で置
換されたベンゾトリアゾール化合物、4―チアゾ
リドン化合物、ベンゾフエノン化合物、桂皮酸エ
ステル化合物、ブタジエン化合物、ベンゾオキサ
ゾール化合物、さらに紫外線吸収性のポリマーな
どを用いることができる。これらの紫外線吸収剤
は、上記親水性コロイド層中に固定されてもよ
い。
その他、本発明のカラー感材に用いることので
きる写真ハロゲン化銀乳剤およびその調製法なら
びに写真添加剤(または写真用素材)などについ
ては、「Research Disclosure」誌、No.176(1978
年11月)22〜31頁に記載された「乳剤の調製とタ
イプ」、「乳剤の水洗」、「化学増感」、「カブリ防止
剤および安定剤」、「硬膜剤」、「支持体」、「可塑剤
および潤滑剤」、「塗布助剤」、「マツト剤」、「増感
剤」、「分光増感剤」、「添加方法」、「吸収およびフ
イルター染料」や「塗布方法」などを適用するこ
とができる。
カラー画像形成のためにはネガポジ法(例えば
“Journal of the Society of Motion Picture
and Television Engineers”61巻(1953年)、
667〜701頁に記載されている)、黒白現像主薬を
含む現像液で現像してネガ銀像をつくり、ついで
少なくとも一回の一様な露光または他の適当なカ
ブリ処理を行ない、引き続いて発色現像を行なう
ことにより色素陽画像を得るカラー反転法、色素
を含む写真乳剤層を、露光後現像して銀画像をつ
くり、これを漂白触媒として色素を漂白する銀色
素漂白法などが用いられる。
カラー現像液は、一般に発色現像主薬を含むア
ルカリ性水溶液から成る。発色現像主薬は公知の
一級芳香族アミン現像剤、例えばフエニレンジア
ミン類(例えば4―アミノ―N,N―ジエチルア
ニリン、3―メチル―4―アミノ―N,N―ジエ
チルアニリン、4―アミノ―N―エチル―N―β
―ヒドロキシエチルアニリン、3―メチル―4―
アミノ―N―エチル―N―β―ヒドロキシエチル
アニリン、3―メチル―4―アミノ―N―エチル
―N―β―メタンスルホアミドエチルアニリン、
4―アミノ―3―メチル―N―エチル―N―β―
メトキシエチルアニリンなど)を用いることでき
る。
この他L.F.A.Mason著Photographic
Processing Chemistry(Focal Press刊、1966年)
の226〜229頁、米国特許2193015号、同2592364
号、特開昭48−64933号などに記載のものを用い
てよい。
カラー現像液はそのほかアルカリ金属の亜硫酸
塩、炭酸塩、ホウ酸塩およびリン酸塩の如きPHを
緩衝剤、臭化物、沃化物および有機カブリ防止剤
の如き現像抑制剤ないしカブリ防止剤などを含む
ことができる。また必要に応じて、硬水軟化剤、
ヒドロキシルアミンの如き保恒剤、ベンジルアル
コール、ジエチレングリコールの如き有機溶剤、
ポリエチレングリコール、四級アンモニウム塩、
アミン類の如き現像促進剤、色素形成カプラー、
競争カプラー、ナトリウムボロハイドライドの如
きかぶらせ剤、1―フエニル―3―ピラゾリドン
の如き補助現像薬、粘性付与剤、米国特許
4083723号に記載のポリカルボン酸系キレート剤、
西独公開(OLS)2622950号に記載の酸化防止剤
などを含んでもよい。
発色現像後の写真乳剤層は通常、漂白処理され
る。漂白処理は定着処理と同時に行なわれてもよ
いし、個別に行なわれてもよい。漂白剤としては
鉄()、コバルト()、クロム()、銅()
などの多価金属の化合物、過酸類、キノン類、ニ
トロソ化合物などが用いられる。たとえばフエリ
シアン化物、重クロム酸塩、鉄()またはコバ
ルト()の有機錯塩、たとえばエチレンジアミ
ン四酢酸、ニトリロトリ酢酸、1,3―ジアミノ
―2−プロパノール四酢酸などのアミノポリカル
ボン酸類あるいはクエン酸、酒石酸、リンゴ酸な
どの有機酸の錯塩;過硫酸塩、過マンガン酸塩;
ニトロソフエノールなどを用いることができる。
これらのうちフエリシアン化カリ、エチレンジア
ミン四酢酸鉄()ナトリウムおよびエチレンジ
アミン四酢酸鉄()アンモニウムは特に有用で
ある。エチレンジアミン四酢酸鉄()錯塩は独
立の漂白液においても、一浴漂白定着液において
も有用である。
漂白または漂白定着液には、米国特許3042520
号、同3241966号、特公昭45−8506号、特公昭45
−8836号などに記載の漂白促進剤、特開昭53−
65732号に記載のチオール化合物の他、種々の添
加剤を加えることもできる。
本発明を拡散転写法に用いる場合は粘性現像液
で処理することもできる。
この粘性現像液はハロゲン化銀乳剤の現像と拡
散転写色素像の形成とに必要な処理成分を含有し
た液状組成物であつて、溶媒の主体は水であり、
他にメタノール、メチルセロソルブの如き親水性
溶媒を含むこともある。処理組成物は、乳剤層の
現像を起させるに必要なPHを維持し、現像と色素
像形成の諸過程中に生成する酸(例えば臭化水素
酸等のハロゲン化水素酸、酢酸等のカルボン酸
等)を中和するに足りる量のアルカリを含有して
いる。アルカリとしては水酸化リチウム、水酸化
ナトリウム、水酸化カリウム、水酸化カルシウム
分散物、水酸化テトラメチルアンモニウム、炭酸
ナトリウム、リン酸3ナトリウム、ジエチルアミ
ン等のアルカリ金属もしくはアルカリ土類金属
塩、又はアミン類が使用され、好ましくは室温に
おいて約12以上のPHをもつ、特にPH14以上となる
ような濃度の苛性アルカリを含有させることが望
ましい。さらに好ましくは処理組成物は高分子量
のポリビニルアルコール、ヒドロキシエチルセル
ローズ、ナトリウムカルボキシメチルセルローズ
の如き親水性ポリマーを含有している。これらの
ポリマーは処理組成物に室温で1ポイス以上、好
ましくは数百(500〜600)乃至1000ポイス程度の
粘度を与えるように用いるとよい。
以下に実施例を掲げ本発明を更に詳細に説明す
る。
実施例 1
フイルムA
ポリエチレンで両面被覆されたバライタ紙支持
体上に、第1層としてイエローカプラーα―ピバ
ロイル―α(2,4―ジオキソ―5,5′―ジメチ
ルオキサゾリジン―3―イル)―2−クロロ―5
―〔α―(2,4―ジ―tert―ペンチルフエノキ
シ)ブタンアミド〕アセトアニリドを含有する青
感性塩臭化銀乳剤層を3.0μの厚さに塗布(カプラ
ー塗布量0.646×10-3モル/m2、塗布銀量3.88×
10-3モル/m2、臭化銀70モル%、塩化銀30モル
%)し、その上に第2層としてゼラチン層を1.5μ
の厚さに塗布した。
更に第3層としてマゼンタカプラー1―(2,
4,6―トリクロロフエニル)―3―{2−クロ
ロ―(5―テトラデカンアミド)アニリノ}―5
―ピラゾロンを含有するゼラチン層を3.1μの厚さ
に塗布した(カプラー塗布量0.500×10-3モル/
m2
フイルムB
上記フイルムAに於いて、第2層に2,5―ジ
オクチルハイドロキノンを含む以外はフイルムA
と同じ(ハイドロキノン塗布量1.59×10-4モル/
m2)にしてフイルムBを作製した。
また、次のようなフイルムC〜Eを作製した。
フイルムC
上記フイルムAに於いて第2層に例示化合物(イ)
を0.09g/m2(スルホンアミドフエノール残基と
して1.59×10-4モル/m2)含む以外はフイルムA
と同じ。
フイルムD
上記フイルムAに於いて第2層に例示化合物(ロ)
を0.106g/m2(スルホンアミドフエール残基と
して1.59×10-4モル/m2)含む以外はフイルムA
と同じ。
フイルムE
上記フイルムAに於いて第2層に例示化合物(ロ)
を0.053g/m2(スルホンアミドフエノール残基
として8.0×10-5モル/m2)含む以外はフイルム
Aと同じ。
この様にして作製したフイルムA〜Eを連続的
にグレイ濃度が異なるウエツジを介して露光し、
次の処理を行なつた。
処理工程
カラー現像処理 3分30秒 33℃
漂白定着処理 1分30秒 33℃
水 洗 3分 28〜35℃
カラー現像液
ベンジルアルコール 15ml
ジエチレントリアミン5酢酸 5g
KBr 0.4g
Na2SO3 5g
Na2CO3 30g
ヒドロキシルアミン硫酸塩 2g
4―アミノ―3―メチル―N―β―(メタンス
ルホンアミド)エチルアニリン・3/
2H2SO4・H2O 4.5g
水で1000mlにする PH10.1
漂白定着液
チオ硫酸アンモニウム(70wt%) 150ml
Na2SO3 5g
Na〔Fe(EDTA)〕 40g
EDTA 4g
水で1000mlにする PH6.8
各々現像されたサンプルをグリーンフイルター
を用いて濃度測定した(マゼンタ発色濃度)。イ
エロー最大発色濃度に於けるマゼンタ濃度とイエ
ロー最低発色濃度のマゼンタ濃度との差を求め
て、イエロー発色部のマゼンタ混色を調べた。
結果を次表に示す。[Formula] represents. R 6 is a hydrogen atom, a halogen atom (fluorine, chlorine,
bromine, etc.), alkyl groups (preferably 1 to 1 carbon atoms),
6 things. For example, methyl group, ethyl group, etc.). n is 0 or 1. The substituents on the phenol ring in the general formula () or () may be substituted at any position on the ring. Among those represented by the general formula () or (), those represented by the general formula () are preferred. Among the repeating units represented by the general formula (), those represented by the following general formula are preferred. A, B in these general formulas () to (),
R 1 to R 6 and n are the same as defined in the general formula (). In the general formulas () to (), R 1 is
In the case of () and (), hydrogen atom, halogen atom, alkyl group, alkoxy group, alkylthio group, alkoxycarbonyl group, arylthio group,
Preferably, they are a heterocyclic thio group, an aryloxycarbonyl group, an acyl group, a sulfonyl group, or a carbamoyl group. In the case of () to (), R 1 is a hydrogen atom, a halogen atom, an alkyl group, an acylamino group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfonyl group, a sulfamoylamino group, a carbamoylamino group, an acyl group, It is preferably a carbamoyl group, especially a group that does not cause color development due to oxidative coupling with a color developing agent in color development (alkyl group, alkoxycarbonyl group, sulfonyl group, aryloxycarbonyl group, acyl group, carbamoyl group). is preferred. Among the repeating units represented by the general formulas () to (), those represented by the general formulas () to () are preferable. It is particularly preferable that R 2 and R 3 in the general formulas () to () are an aryl group or an alkyl group. It is particularly preferable that A and B in the general formulas () to () are both -SO 2 -. Among the general formulas () to (), the most preferable one is the general formula () or (). The polymer or copolymer used in the present invention may consist only of repeating units of the general formula () or (), or may be a copolymer consisting of repeating units of both general formulas () and (). , and the repeating unit of the general formula () and/or () and the general formula () or ()
It may also be a copolymer containing repeating units other than the above. Such polymers or copolymers generally include homopolymerization of monomers capable of deriving repeating units of general formula () or (), or polymerization of monomers capable of deriving repeating units of general formula () and (). It can be obtained by copolymerization or copolymerization of these monomers with other ethylenically unsaturated monomers capable of addition polymerization. Specific examples of monomers from which the repeating unit of general formula () or () can be derived are listed below, but the present invention is not limited thereto. Other ethylenically unsaturated monomers that can be addition-polymerized with monomers that can induce repeating units of general formula () or () include polymerization temperature (generally 50°C).
In principle, all water-insoluble monomers which are liquid at temperatures between ~95[deg.]C and preferably between 70[deg.]C and 90[deg.]C can be used. Specifically, for example, acrylic acid, α-chloroacrylic acid, α-alacrylic acid (methacrylic acid, etc.)
esters or amides derived from acrylic acids such as t-butylacrylamide,
Methyl acrylate, methyl methacrylate,
Ethyl acrylate, n-propyl acrylate, n-butyl acrylate, n-butyl methacrylate, 2-ethylhexyl acrylate,
n-hexyl acrylate, octyl methacrylate, etc.), vinyl esters (e.g. vinyl acetate, acrylonitrile, etc.), aromatic vinyl compounds (e.g. styrene, vinyl toluene,
divinylbenzene, etc.), vinyl alkyl ethers (e.g. vinylthyl ether, maleic acid ester, etc.). Examples of the composition of the polymer or copolymer according to the present invention are shown below, but the present invention is not limited thereto. Monomers from which repeating units of general formula () or () can be derived are generally synthesized by an amidation reaction between a sulfonamide-substituted aminophenol and an ethylenically unsaturated monomer having an acid halide residue. be able to. Next, examples of synthesis of monomers used in the present invention will be shown. Synthesis example 1 Synthesis of exemplified compound (1) Dissolve aniline (A) (15.4 g) in 80 ml of pyridine, stir, and add solid sulfonyl chloride (B).
(36.1g) was added. A slight exotherm was observed.
The mixture was heated at reflux temperature for 1 hour and then allowed to cool for 10 minutes. Then 500ml of ice water containing 100ml of concentrated hydrochloric acid.
The mixture was slowly poured onto the mixture while stirring. The precipitated crystals were collected, washed with water, and dried to obtain 47 g of yellow crystals (C). Nitrophenol (C) (47 g) and reduced iron (25 g) were placed in 200 ml of isopropanol, and heated to reflux while stirring. Then, 10 ml of concentrated hydrochloric acid was gradually added dropwise, and after stirring for 30 minutes, the mixture was allowed to cool, and 300 ml of ethyl acetate and 300 ml of 5% aqueous sodium bicarbonate were added to remove the solid content. The ethyl acetate layer was separated, washed with water, and then concentrated to obtain dark brown crude crystals. After treatment with activated carbon, the crystals were recrystallized from methanol to obtain 39 g of light brown crystals (D). Aniline (D) (22.4 g) and nitrobenzene (1 ml) were dissolved and stirred in 80 ml of pyridine, and sulfonyl chloride (E) (10.1 g) was added thereto. This mixture was heated at 60° C. for 1 hour and then allowed to cool for 10 minutes. The mixture was then slowly poured onto 500 ml of ice water containing 100 ml of concentrated hydrochloric acid while stirring. The precipitated crystals were collected, washed with water, dried, and purified to obtain 19 g of pale brown crystals (F). Calculated value as C 32 H 42 N 2 O 6 Os C; 62.51 H; 6.88 N; 4.56 Actual value C; 62.30 H; 6.69 N; 4.48 Next, a synthesis example of the polymer or copolymer used in the present invention is shown. show. Synthesis example 2 Synthesis of exemplified compound (b) 30 g of exemplified compound (22) and 10 butyl acrylate
Dissolve g in 200 ml of dioxane. After raising the temperature of the system to 70°C, 0.4 g of methyl azobisisobutyrate was added. After stirring for 1 hour, 0.4 g of methyl azobisisobutyrate was further added. After stirring for 1 hour, 0.4 g of methyl azobisisobutyrate was further added, the temperature was raised to 100°C, and the mixture was stirred for 1 hour. After cooling, the system was added dropwise to ice water 2, taken out, and dried to obtain 37 g of a white polymer. When the polymer or copolymer of the present invention is used as a color turbidity preventive agent in an intermediate layer, the equivalent of the sulfonamide phenol residue in the repeating unit represented by the general formula () or () is 1.0×10 per layer. -3 ~
It is preferably used at a concentration of 1.0×10 -5 mol/m 2 , and when used in the emulsion layer as a color antifoggant,
It is preferable to use 1.0×10 −4 to 1.0×10 −6 mol/m 2 per layer, but the amount is not limited thereto.
Furthermore, it can be added to both the intermediate layer and the emulsion layer to prevent color turbidity and color fog. The polymer or copolymer of the present invention can contain a high concentration of sulfonamide phenol residue, and the viscosity of an aqueous gelatin solution does not increase much, so that it is suitable for forming a thin-layered sensitive material. The polymer or copolymer of the invention is preferably dispersed in water, in the form of a so-called polymer latex, and is added to a coating solution (often an aqueous gelatin solution) and coated. In order to introduce the compound of the present invention into constituent layers such as emulsion layers and interlayers, known methods used for introducing couplers into emulsion layers can be applied. For example, phthalic acid alkyl esters (dibutyl phthalate, dioctyl phthalate, etc.),
Phosphate esters (diphenyl phosphate, triphenyl phosphate, tricresyl phosphate, dioctyl butyl phosphate),
Citric acid esters (e.g. acetyl tributyl citrate), benzoic acid esters (e.g. octyl benzoate), alkylamides (e.g. diethyl laurylamide), fatty acid esters (e.g. dibutoxyethyl succinate, dioctyl azelate), trimesic acid esters (such as tributyl trimesate), or boiling point approximately 30
organic solvents such as ethyl acetate,
After a lower alkyl acetate such as butyl acetate, ethyl propionate, secondary butyl alcohol, methyl isobutyl ketone, β-ethoxyethyl acetate, methyl cellosolve acetate, etc. are dissolved, they are dispersed in a hydrophilic colloid. The above-mentioned high boiling point organic solvent and low boiling point organic solvent may be mixed and used. The color stain preventive agent of the present invention is a type that forms a color image through oxidative coupling between an aromatic primary amine developer (for example, a phenylene diamine derivative or an aminophenol derivative) and a color-forming coupler in color development processing. It is highly effective in preventing color staining of silver halide color photographic materials (for example, color paper, color negative film, color reversal film, etc.). Color-forming couplers used in this type of color photographic material include, for example, magenta couplers such as 5-pyrazolone couplers, pyrazolobenzimidazole couplers, cyanoacetyl coumaron couplers, open-chain acylacetonitrile couplers, and yellow couplers such as acylacetonitrile couplers. Examples include acetamide couplers (eg, benzoylacetanilides, pivaloylacetanilides), and cyan couplers include thiphthol couplers and phenol couplers. These couplers are preferably used because they can be made non-diffusive by introducing a hydrophobic group called a ballast group into the molecule or by bonding them to a polymer chain. The coupler is 4-equivalent or 2-equivalent to silver ion.
Either equivalence is acceptable. It may also be a colored coupler that has a color correction effect or a coupler that releases a development inhibitor during development (so-called DIR coupler). A specific example of a magenta coloring coupler is a U.S. patent
No. 2600788, No. 2983608, No. 3062653, No.
No. 3127269, No. 3311476, No. 3419391, No.
No. 3519429, No. 3558319, No. 3582322, No.
No. 3615506, No. 3834908, No. 3891445, West German Patent No. 1810464, West German Patent Application (OLS) No. 2408665,
No. 2417945, No. 2418959, No. 2424467, Japanese Patent Publication No. 1973-6031, Japanese Patent Publication No. 51-20826, No. 52-58922
No. 49-129538, No. 49-74027, No. 50-
No. 159336, No. 52-42121, No. 49-74028, No. 50
-60233, No. 51-26541, No. 53-55122, etc. A specific example of a yellow coupler is U.S. Patent No. 2875057.
No. 3265506, No. 3408194, No. 3551155,
3582322, 3725072, 3891445, West German Patent No. 1547868, West German Patent Application No. 2219917,
No. 2261361, No. 2414006, British Patent No. 1425020,
Special Publication No. 51-10783, Japanese Patent Publication No. 47-26133, No. 48-
No. 73147, No. 51-102636, No. 50-6341, No. 50
−123342, No. 50-130442, No. 51-21827,
These are described in No. 50-87650, No. 52-82424, No. 52-115219, etc. Specific examples of cyan couplers are U.S. Patent No. 2369929,
Same No. 2434272, No. 2474293, No. 2521908, Same No.
No. 2895826, No. 3034892, No. 3311476, No. 3311476, No.
No. 3458315, No. 3476563, No. 3583971, No.
No. 3591383, No. 3767411, No. 4004929, West German patent application (OLS) No. 2414830, No. 2454329, Japanese Patent Application Publication No. 48-59838, No. 51-26034, No. 48-5055,
These are those described in No. 51-146828, No. 52-69624, and No. 52-90932. As a colored coupler, for example, a US patent
No. 3476560, No. 2521908, No. 3034892, Tokko Akira
No. 44-2016, No. 38-22335, No. 42-11304, No. 42-11304, No.
No. 44-32461, JP-A No. 51-26034, No. 52-
Specification No. 42121, West German Patent Application (OLS) 2418959
You can use those listed in the issue. As a DIR coupler, for example, the US patent
No. 3227554, No. 3617291, No. 3701783, No. 3227554, No. 3617291, No. 3701783, No.
No. 3790384, No. 3632345, West German patent application (OLS)
No. 2414006, No. 2454301, No. 2454329, British Patent No. 953454, Japanese Patent Application Publication No. 1983-69624, No. 49-122335
Those described in Japanese Patent Publication No. 51-16141 can be used. The color stain inhibitor of the present invention is also useful for preventing color stains in so-called diffusion transfer type silver halide color photographic light-sensitive materials. Examples of dye image-forming compounds used in this type of sensitive material include dye developers,
There are dye-releasing redox compounds, DDR couplers, etc., specifically, for example, US Pat. No. 4,053,312;
Same No. 4055428, No. 4076529, No. 4152153, Same No.
No. 4135929, Japanese Patent Publication No. 53-149328, No. 51-104343
No. 53-46730, No. 54-130122, No. 53-
No. 3819, Patent Application No. 54-89128, No. 54-90806,
No. 54-91187, etc. can be used. The compound of the present invention may be used in combination with known color stain inhibitors, such as hydroquinone derivatives, aminophenol derivatives, gallic acid derivatives, ascorbic acid derivatives, and the like. Specific examples are US Patent Nos. 2360290 and 2336327.
No. 2403721, No. 2418613, No. 2675314,
2701197, 2704713, 2728659, 2701197, 2704713, 2728659,
No. 2732300, No. 2735365, JP-A-50-92988,
No. 50-92989, No. 50-93928, No. 50-110337
No. 52-146235, Japanese Patent Publication No. 50-23813, etc. The photosensitive material of the present invention may contain an ultraviolet absorber in the hydrophilic colloid layer. For example, benzotriazole compounds substituted with aryl groups, 4-thiazolidone compounds, benzophenone compounds, cinnamic acid ester compounds, butadiene compounds, benzoxazole compounds, and ultraviolet absorbing polymers can be used. These ultraviolet absorbers may be fixed in the hydrophilic colloid layer. In addition, regarding photographic silver halide emulsions, their preparation methods, and photographic additives (or photographic materials) that can be used in the color sensitive material of the present invention, please refer to "Research Disclosure" magazine, No. 176 (1978
(November 2015) on pages 22-31 of ``Preparation and Types of Emulsions'', ``Water Washing of Emulsions'', ``Chemical Sensitization'', ``Antifoggants and Stabilizers'', ``Hardeners'', ``Supports''. ”, “Plasticizers and lubricants”, “Coating aids”, “Matting agents”, “Sensitizers”, “Spectral sensitizers”, “Methods of addition”, “Absorption and filter dyes” and “Methods of application” etc. can be applied. For color image formation, the negative-positive method (for example, “Journal of the Society of Motion Picture
and Television Engineers” Volume 61 (1953),
667-701), developed in a developer containing a black and white developing agent to produce a negative silver image, followed by at least one uniform exposure or other suitable fogging treatment, followed by color development. The color reversal method, in which a dye-positive image is obtained by performing development, and the silver dye bleaching method, in which a photographic emulsion layer containing a dye is exposed and developed to form a silver image, and this is used as a bleaching catalyst to bleach the dye, etc. Color developers generally consist of an alkaline aqueous solution containing a color developing agent. The color developing agent is a known primary aromatic amine developer, such as phenylene diamines (for example, 4-amino-N,N-diethylaniline, 3-methyl-4-amino-N,N-diethylaniline, 4-amino- N-ethyl-N-β
-Hydroxyethylaniline, 3-methyl-4-
Amino-N-ethyl-N-β-hydroxyethylaniline, 3-methyl-4-amino-N-ethyl-N-β-methanesulfamide ethylaniline,
4-amino-3-methyl-N-ethyl-N-β-
methoxyethylaniline, etc.) can be used. Other Photography by LFAMason
Processing Chemistry (Focal Press, 1966)
pages 226-229, U.S. Patent No. 2193015, U.S. Patent No. 2592364
JP-A No. 48-64933, etc. may be used. Color developers may also contain pH buffering agents such as alkali metal sulfites, carbonates, borates and phosphates, development inhibitors or antifoggants such as bromides, iodides and organic antifoggants. Can be done. Also, if necessary, water softener,
Preservatives such as hydroxylamine, organic solvents such as benzyl alcohol and diethylene glycol,
Polyethylene glycol, quaternary ammonium salt,
Development accelerators such as amines, dye-forming couplers,
Competitive couplers, fogging agents such as sodium borohydride, auxiliary developers such as 1-phenyl-3-pyrazolidone, tackifying agents, US patents
The polycarboxylic acid chelating agent described in No. 4083723,
It may also contain antioxidants such as those described in OLS 2622950. After color development, the photographic emulsion layer is usually bleached. The bleaching process may be performed simultaneously with the fixing process, or may be performed separately. Bleach agents include iron (), cobalt (), chromium (), and copper ().
Compounds of polyvalent metals such as, peracids, quinones, nitroso compounds, etc. are used. For example, ferricyanide, dichromate, organic complex salts of iron () or cobalt (), aminopolycarboxylic acids such as ethylenediaminetetraacetic acid, nitrilotriacetic acid, 1,3-diamino-2-propanoltetraacetic acid, or citric acid, tartaric acid. , complex salts of organic acids such as malic acid; persulfates, permanganates;
Nitrosophenols and the like can be used.
Of these, potassium ferricyanide, sodium ferric ethylenediaminetetraacetate, and ammonium ferric ethylenediaminetetraacetate are particularly useful. Ethylenediaminetetraacetic acid iron() complex salts are useful in both stand-alone bleach solutions and single bath bleach-fix solutions. Bleach or bleach-fix solution has US Patent 3042520
No. 3241966, Special Publication No. 1977-8506, Special Publication No. 1973
- Bleaching accelerator described in No. 8836, etc., JP-A-53-
In addition to the thiol compound described in No. 65732, various additives can also be added. When the present invention is used in a diffusion transfer method, it can also be processed with a viscous developer. This viscous developer is a liquid composition containing processing components necessary for developing the silver halide emulsion and forming a diffusion transfer dye image, and the solvent is mainly water.
It may also contain other hydrophilic solvents such as methanol and methyl cellosolve. The processing composition maintains the pH necessary for development of the emulsion layer and removes acids generated during the development and dye image formation processes (e.g., hydrohalic acids such as hydrobromic acid, carboxylic acids such as acetic acid). Contains a sufficient amount of alkali to neutralize acids (acids, etc.). Examples of alkalis include alkali metal or alkaline earth metal salts such as lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide dispersion, tetramethylammonium hydroxide, sodium carbonate, trisodium phosphate, diethylamine, or amines. It is desirable to contain a caustic alkali at a concentration such that it has a pH of about 12 or higher, particularly a pH of 14 or higher at room temperature. More preferably, the treatment composition contains a hydrophilic polymer such as high molecular weight polyvinyl alcohol, hydroxyethyl cellulose, sodium carboxymethyl cellulose. These polymers are preferably used to give the treatment composition a viscosity of 1 poise or more, preferably several hundred (500 to 600) to 1000 poise at room temperature. The present invention will be explained in more detail with reference to Examples below. Example 1 Film A Yellow coupler α-pivaloyl-α(2,4-dioxo-5,5′-dimethyloxazolidin-3-yl)-2 as first layer on a baryta paper support coated on both sides with polyethylene. -chloro-5
- Coating a blue-sensitive silver chlorobromide emulsion layer containing [α-(2,4-di-tert-pentylphenoxy)butanamide] acetanilide to a thickness of 3.0μ (Coating amount of coupler: 0.646×10 -3 mol) /m 2 , coated silver amount 3.88×
10 -3 mol/m 2 , silver bromide 70 mol%, silver chloride 30 mol%), and then a gelatin layer of 1.5μ as a second layer on top.
It was applied to a thickness of . Furthermore, magenta coupler 1-(2,
4,6-trichlorophenyl)-3-{2-chloro-(5-tetradecanamido)anilino}-5
- A gelatin layer containing pyrazolone was coated to a thickness of 3.1μ (coupler coating amount 0.500 x 10 -3 mol/
m 2 Film B Film A is the same as Film A except that the second layer contains 2,5-dioctylhydroquinone.
Same as (hydroquinone application amount 1.59×10 -4 mol/
m 2 ) to prepare Film B. In addition, the following films C to E were produced. Film C In the above film A, the exemplified compound (a) is used in the second layer.
Film A except that it contains 0.09g/m 2 (1.59×10 -4 mol/m 2 as sulfonamide phenol residue)
Same as. Film D In the above film A, the exemplified compound (b) is used in the second layer.
Film A except that it contains 0.106g/m 2 (1.59×10 -4 mol/m 2 as sulfonamide phere residue)
Same as. Film E In the above film A, the exemplified compound (b) is used in the second layer.
Same as film A except that it contains 0.053 g/m 2 (8.0×10 −5 mol/m 2 as sulfonamide phenol residue). Films A to E produced in this way were exposed continuously through wedges with different gray densities,
The following processing was performed. Processing process Color development 3 minutes 30 seconds 33℃ Bleach-fixing 1 minute 30 seconds 33℃ Water washing 3 minutes 28-35℃ Color developer Benzyl alcohol 15ml Diethylenetriaminepentaacetic acid 5g KBr 0.4g Na 2 SO 3 5g Na 2 CO 3 30g Hydroxylamine sulfate 2g 4-Amino-3-methyl-N-β-(methanesulfonamide)ethylaniline 3/
2H 2 SO 4・H 2 O 4.5g Make up to 1000ml with water PH10.1 Bleach-fix ammonium thiosulfate (70wt%) 150ml Na 2 SO 3 5g Na [Fe (EDTA)] 40g EDTA 4g Make up to 1000ml with water PH6. 8 The density of each developed sample was measured using a green filter (magenta color density). The magenta color mixture in the yellow coloring area was investigated by determining the difference between the magenta density at the maximum yellow coloring density and the magenta density at the lowest yellow coloring density. The results are shown in the table below.
【表】
混色は数値の小さい方が少ないことを示す。従
つて本発明の化合物は混色(色カブリ)を防止す
る性能に優れ、少ない添加量で充分な効果を示す
ことが明らかである。
実施例 2
フイルムAの作製
ポリエチレンで両面被覆したバライタ紙支持体
上にイエローカプラーα―ピバロイル―α(2,
4―ジオキソ―5,5′―ジメチルオキサゾリジン
―3―イル)―2−クロロ―5―〔α―(2,4
―ジ―t―ペンチルフエノキシ)ブチンアミド〕
アセトアニリドを含有する青感性塩臭化銀乳剤層
を3μの乾燥膜厚に塗布(カプラー塗布量0.646×
10-3モル/m2、塗布銀量3.88×10-3モル/m2、な
お塩臭化銀のハロゲン組成は臭化銀70モル%、塩
化銀30モル%である)し、その上にゼラチン層を
1μの乾燥膜厚に塗布した。
フイルムB〜E
上記イエローカプラーに加えて本発明の化合物
(イ)、(ロ)、(ハ)、(ニ)を各々0.02×10-3モル*/m2を
添
加する以外はフイルムAと同じにしてフイルムB
〜Eを作製した。(*スルホンアミドフエノール
残基として計算)
上記各フイルムを連続的にグレイ濃度の変わる
ウエツジを介して露光し、実施例1で示した処理
に於いてカラー現像を38℃で3分間行なつた以外
は実施例1と同じ処理を行なつた。処理後イエロ
ー濃度を測定し、最大濃度(Dmax)、最低濃度
(Dmin)を調べた。
結果を次表に示す。[Table] The smaller the number, the less color mixture there is. Therefore, it is clear that the compound of the present invention has excellent ability to prevent color mixing (color fog) and exhibits a sufficient effect even when added in a small amount. Example 2 Preparation of Film A Yellow coupler α-pivaloyl-α (2,
4-dioxo-5,5′-dimethyloxazolidin-3-yl)-2-chloro-5-[α-(2,4
-di-t-pentylphenoxy)butinamide]
A blue-sensitive silver chlorobromide emulsion layer containing acetanilide was coated to a dry film thickness of 3μ (coupler coating amount 0.646×
10 -3 mol/m 2 , coating silver amount 3.88×10 -3 mol/m 2 , the halogen composition of silver chlorobromide is 70 mol % silver bromide and 30 mol % silver chloride), and on top of that, gelatin layer
It was applied to a dry film thickness of 1μ. Films B to E Compounds of the present invention in addition to the above yellow couplers
Film B was prepared in the same manner as Film A except that 0.02×10 -3 mol * /m 2 of each of (A), (B), (C), and (D) were added.
~E was produced. (*Calculated based on sulfonamide phenol residues) Each of the above films was exposed through a wedge with continuously changing gray density, and color development was performed at 38°C for 3 minutes in the process shown in Example 1. The same treatment as in Example 1 was performed. After the treatment, the yellow density was measured and the maximum density (Dmax) and minimum density (Dmin) were determined. The results are shown in the table below.
【表】
本発明の化合物を用いたフイルムB〜Eはフイ
ルムAに比べ最低濃度が低く、色カブリが改良さ
れていることが判る。
前記のフイルムA〜F(露光前)を相対湿度50
%、温度50℃の条件で3日間保存した後に、前記
と同様の露光・処理を行なつたところ、フイルム
Aでは最大濃度の低下及び最低濃度の増加が観察
されたのに対し、フイルムB〜Eでは最大濃度及
び最低濃度の変化が双方ともごく少なかつた。
実施例 3
セルローストリアセテートフイルム支持体上に
下記に示すとうりの層を設けて多層カラー(ネ
ガ)感光材料を作つた。
<第1層 ハレーシヨン防止層>(乾燥膜厚2.0μ)
<第2層 低感赤感乳剤層>
下記シアンカプラーの乳化物(1)(シアンカプラ
ー70g、ゼラチン100gを含む)を400g、同じシ
アンカプラーと下記DIR化合物を含む乳化物(2)
(シアンカプラー70g、DIR化合物10g、ゼラチ
ン100gを含む)を200g、下記カラードシアンカ
プラーの2%水溶液を200c.c.、それぞれ低感度赤
感性沃臭化銀乳剤(ハロゲン化銀100g、ゼラチ
ン70gを含む。ヨード含量5.0モル%)1Kgに混
合し、乾燥膜厚3.5μになる様に塗布した。
<第3層 高感赤感乳剤層>
第2層で用いた乳化物(1)を220g、乳化物(2)を
30g、カラードシアンカプラー水溶液(2%)を
200c.c.、それぞれ高感度赤感性沃臭化銀乳剤(ハ
ロゲン化銀100g、ゼラチン70gを含むヨード含
量5モル%)1Kgに混合し、乾燥膜厚2.2μになる
ように塗布した。
<第4層 ゼラチン中間層>
2,5―ジ―t―オクチルハイドロキノン50g
をジブチルフタレート100c.c.及び酢酸エチル100c.c.
に溶解し、10%ゼラチン水溶液1Kgと撹拌乳化し
て得た乳化物700gを10%ゼラチン水溶液1Kgと
混合し、乾燥膜厚1.2μになるように塗布した。
<第5層 低感緑感乳剤層>
下記マゼンタカプラー50gと下記カラードマゼ
ンタカプラー10gを含む乳化物(3)(ゼラチン100
gを含む)を320g、同じマゼンタカプラー50g、
同じカラードマゼンタカプラー10g及び下記DIR
化合物15gを含む乳化物(4)(ゼラチン100gを含
む)を180g、それぞれ低感度緑感性沃臭化銀乳
剤(ハロゲン化銀100g、ゼラチン70gを含む。
ヨード含量5モル%)1Kgに混合し、乾燥膜厚
3.2μになるように塗布した。
<第6層 高感緑感乳剤層>
第2層で用いた乳化物(3)を150g、乳化物(4)を
30g、それぞれ高感度緑感性沃臭化銀乳剤(ハロ
ゲン化銀100g、ゼラチン70gを含む。ヨード含
量5モル%)1Kgに混合し、乾燥膜厚2.2μになる
ように塗布した。
<第7層 ゼラチン中間層>
乾燥膜厚0.9μになるようにゼラチン水溶液を塗
布した。
<第8層 黄色フイルター層>
黄色コロイド銀を含むゼラチン液を乾燥膜厚
1μになるように塗布した。
<第9層 低感青感乳剤層>
下記イエローカプラーの乳化物(5)(イエローカ
プラー100g、ゼラチン100gを含む)を低感度青
感性沃臭化銀乳剤(ハロゲン化銀100g、ゼラチ
ン70gを含む。ヨード含量5モル%)1Kgに150
g添加して混合し、乾燥膜厚3.0μになるように塗
布した。
<第10層 高感青感乳剤層>
第9層で用いた乳化剤(5)を300g、高感度青感
性沃臭化銀乳剤(ハロゲン化銀100g、ゼラチン
70gを含む。ヨード含量5モル%)1Kgに混合
し、乾燥膜厚2.5μになるように塗布した。
<第11層 第2保護層> (乾燥膜厚1μ)
<第12層 ゼラチン保護層> (乾燥膜厚1.5μ)
このようにした作製したフイルム試料をフイル
ムAとする。
上記において、第4層の乳化物として、2,5
―ジ―t―オクチルハイドロキノンに代えて本発
明の化合物(イ)*を用いた以外は同様にしてフイル
ムBを作製した。(*スルホンアミドフエノール
残基に換算して1.59×10-4モル/m2使用)
これらの試料に連続的にグレイ濃度の変わるウ
エツジを介して赤光露光し、次の如き処理を行な
つた。
1 カラー現像 3分15秒
2 前 浴 30秒
3 漂 白 4分20秒
4 定 着 4分20秒
5 水 洗 3分15秒
6 安 定 30秒
各工程に用いた処理液組成は下記の通りであつ
た。
カラー現像液
ニトリロトリ酢酸三ナトリウム塩 1.9g
亜硫酸ナトリウム 4.0g
炭酸カリウム 30.0g
臭化カリウム 1.4g
沃化カリウム 1.3mg
ヒドロキシルアミン硫酸塩 2.4g
4―(N―エチル―N―β―ヒドロキシエチル
アミノ)―2―メチルアニリン硫酸塩 4.5g
水を加えて 1.0
PH10.0
漂白液
エチレンジアミン四酢酸第二鉄アンモニウム塩
100.0g
エチレンジアミン四酢酸二ナトリウム塩 8.0g
臭化アンモニウム 150.0g
水を加えて 1.0
PH6.0
定着液
テトラポリリン酸ナトリウム 2.0g
亜硫酸ナトリウム 4.0g
チオ硫酸アンモニウム水溶液(70%) 175.0ml
重亜硫酸ナトリウム 4.6g
水を加えて 1.0
PH6.6
安定液
ホルマリン(40%) 8.0ml
水を加えて 1.0
現像したフイルムA、Bを緑フイルターを用い
て濃度測定し、最大発色濃度と最低発色濃度(緑
感層)を調べたところ、本発明の化合物を用いた
フイルムBのマゼンタ発色濃度はフイルムAより
も低く、混色がより防止されていることがわかつ
た。[Table] Films B to E using the compounds of the present invention have lower minimum densities than Film A, indicating that color fog is improved. The above films A to F (before exposure) were kept at a relative humidity of 50
When film A was exposed and processed in the same manner as above after being stored for 3 days at a temperature of 50°C, a decrease in maximum density and an increase in minimum density were observed for film A, whereas film B ~ In E, both the maximum and minimum concentration changes were very small. Example 3 A multilayer color (negative) light-sensitive material was prepared by providing the following layers on a cellulose triacetate film support. <1st layer anti-halation layer> (dry film thickness 2.0μ) <2nd layer low red-sensitive emulsion layer> 400 g of the following cyan coupler emulsion (1) (containing 70 g of cyan coupler and 100 g of gelatin) and the same cyan Emulsion containing a coupler and the following DIR compound (2)
(containing 70 g of cyan coupler, 10 g of DIR compound, and 100 g of gelatin), 200 c.c. of a 2% aqueous solution of the following colored cyan coupler, and 200 c.c. of a low-sensitivity red-sensitive silver iodobromide emulsion (containing 100 g of silver halide, 70 g of gelatin). (Iodine content: 5.0 mol%) was mixed to 1 kg and coated to a dry film thickness of 3.5 μm. <3rd layer Highly sensitive red-sensitive emulsion layer> 220g of emulsion (1) used in the second layer, emulsion (2)
30g, colored cyan coupler aqueous solution (2%)
200 c.c., each was mixed with 1 kg of a high-sensitivity red-sensitive silver iodobromide emulsion (5 mol % iodine content containing 100 g of silver halide and 70 g of gelatin) and coated to a dry film thickness of 2.2 μm. <4th layer gelatin intermediate layer> 2,5-di-t-octylhydroquinone 50g
dibutyl phthalate 100 c.c. and ethyl acetate 100 c.c.
700 g of the emulsion obtained by stirring and emulsifying 1 kg of a 10% gelatin aqueous solution was mixed with 1 kg of a 10% gelatin aqueous solution and coated to a dry film thickness of 1.2 μm. <5th layer low green sensitivity emulsion layer> Emulsion (3) containing 50g of the following magenta coupler and 10g of the following colored magenta coupler (gelatin 100g)
320g (including g), 50g of the same magenta coupler,
10g of the same colored magenta coupler and the following DIR
180 g of emulsion (4) containing 15 g of the compound (containing 100 g of gelatin) and a low-sensitivity green-sensitive silver iodobromide emulsion (containing 100 g of silver halide and 70 g of gelatin) were prepared.
(Iodine content: 5 mol%) 1 kg, dry film thickness
It was applied to a thickness of 3.2μ. <6th layer Highly green sensitive emulsion layer> 150g of emulsion (3) used in the second layer, emulsion (4)
30 g of each were mixed with 1 kg of a high-sensitivity green-sensitive silver iodobromide emulsion (containing 100 g of silver halide and 70 g of gelatin. Iodine content: 5 mol %) and coated to a dry film thickness of 2.2 μm. <7th Layer: Gelatin Intermediate Layer> A gelatin aqueous solution was applied to give a dry film thickness of 0.9 μm. <8th layer yellow filter layer> Dry gelatin solution containing yellow colloidal silver
It was applied to a thickness of 1μ. <9th layer low-sensitivity blue-sensitive emulsion layer> The following yellow coupler emulsion (5) (containing 100 g of yellow coupler and 100 g of gelatin) was mixed into a low-sensitivity blue-sensitive silver iodobromide emulsion (containing 100 g of silver halide and 70 g of gelatin). .Iodine content 5 mol%) 150 per kg
g was added, mixed, and coated to a dry film thickness of 3.0 μm. <10th layer Highly sensitive blue-sensitive emulsion layer> 300 g of the emulsifier (5) used in the 9th layer, a highly sensitive blue-sensitive silver iodobromide emulsion (100 g of silver halide, gelatin
Contains 70g. (Iodine content: 5 mol%) was mixed to 1 kg and coated to a dry film thickness of 2.5 μm. <11th Layer, 2nd Protective Layer> (Dry Film Thickness: 1 μm) <12th Layer: Gelatin Protective Layer> (Dry Film Thickness: 1.5 μm) The film sample thus prepared is referred to as Film A. In the above, as the emulsion of the fourth layer, 2,5
Film B was produced in the same manner except that the compound (a) * of the present invention was used in place of -di-t-octylhydroquinone. (*1.59×10 -4 mol/m 2 used in terms of sulfonamide phenol residue) These samples were exposed to red light through a wedge whose gray density was continuously changed, and the following treatments were performed. . 1 Color development 3 minutes 15 seconds 2 Before bathing 30 seconds 3 Bleaching 4 minutes 20 seconds 4 Fixing 4 minutes 20 seconds 5 Washing 3 minutes 15 seconds 6 Stabilization 30 seconds The processing solution composition used in each step is as follows. It was hot. Color developer Nitrilotriacetic acid trisodium salt 1.9g Sodium sulfite 4.0g Potassium carbonate 30.0g Potassium bromide 1.4g Potassium iodide 1.3mg Hydroxylamine sulfate 2.4g 4-(N-ethyl-N-β-hydroxyethylamino)- 2-Methylaniline sulfate 4.5g Add water 1.0 PH10.0 Bleach solution Ethylenediaminetetraacetic acid ferric ammonium salt
100.0g Ethylenediaminetetraacetic acid disodium salt 8.0g Ammonium bromide 150.0g Add water 1.0 PH6.0 Fixer Sodium tetrapolyphosphate 2.0g Sodium sulfite 4.0g Ammonium thiosulfate aqueous solution (70%) 175.0ml Sodium bisulfite 4.6g Water Add 1.0 PH6.6 stabilizer formalin (40%) 8.0ml water to 1.0 Measure the density of developed films A and B using a green filter, and find the maximum color density and minimum color density (green sensitive layer). Upon investigation, it was found that the magenta color density of Film B using the compound of the present invention was lower than that of Film A, indicating that color mixing was better prevented.
Claims (1)
及び/又は一般式()で表わされる繰り返し単
位を含む重合体若しくは共重合体を含有すること
を特徴とするハロゲン化銀カラー写真感光材料。 但し式中、A、Bはそれぞれ―CO―又は―
SO2―を表わし、少なくとも一方は―SO2―であ
る。R1は水素原子、ハロゲン原子、それぞれ置
換又は無置換の、アルキル基、アルコキシ基、ア
リールスルホンアミド基、アルキルスルホンアミ
ド基、アシルアミノ基、アルキルチオ基、アリー
ルチオ基、ヘテロ環チオ基、アルコキシカルボニ
ル基、アリーロキシカルボニル基、スルフアモイ
ルアミノ基、アルコキシカルボニルアミノ基、カ
ルバモイルアミノ基、アシル基、スルホニル基、
カルバモイル基を表わす。R2、R3は、それぞれ
置換又は無置換の、アリール基、アルキル基、ア
ミノ基を表わし、同じでも異なつていてもよい。
R4は、【式】 【式】 【式】 【式】 【式】―CH2CH2O ―、 【式】 【式】 ―NHCH2CH2NHCO―を表わし、 R5は、【式】 【式】 【式】 【式】 ―CH2CH2CH2NHCO―、―NHSO2―、 【式】 【式】表わす。 R6は水素原子、ハロゲン原子、アルキル基を
表わす。nは0又は1を表わす。一般式()、
()におけるフエノール環上の置換基は、それ
ぞれ環上のいずれの位置に置換してもよい。 2 前記一般式()又は()におけるA、B
が共に―SO2―であることを特徴とする特許請求
の範囲の第1項記載のカラー写真感光材料。[Scope of Claims] 1. A silver halide color photograph characterized by containing a repeating unit represented by the following general formula () and/or a polymer or copolymer containing a repeating unit represented by the general formula (). photosensitive material. However, in the formula, A and B are respectively -CO- or -
SO 2 -, at least one of which is -SO 2 -. R 1 is a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, an alkoxy group, an arylsulfonamide group, an alkylsulfonamide group, an acylamino group, an alkylthio group, an arylthio group, a heterocyclic thio group, an alkoxycarbonyl group, aryloxycarbonyl group, sulfamoylamino group, alkoxycarbonylamino group, carbamoylamino group, acyl group, sulfonyl group,
Represents a carbamoyl group. R 2 and R 3 each represent a substituted or unsubstituted aryl group, alkyl group, or amino group, and may be the same or different.
R 4 represents [Formula] [Formula] [Formula] [Formula] [Formula] ―CH 2 CH 2 O ―, [Formula] [Formula] ―NHCH 2 CH 2 NHCO―, and R 5 represents [Formula] [Formula] [Formula] [Formula] -CH 2 CH 2 CH 2 NHCO-, -NHSO 2 -, [Formula] [Formula] Represents. R 6 represents a hydrogen atom, a halogen atom, or an alkyl group. n represents 0 or 1. General formula (),
The substituents on the phenol ring in () may be substituted at any position on the ring. 2 A, B in the general formula () or () above
The color photographic material according to claim 1, wherein both are -SO 2 -.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8152383A JPS59206833A (en) | 1983-05-10 | 1983-05-10 | Color photosensitive material |
US07/018,737 US4717651A (en) | 1983-04-15 | 1987-02-24 | Color photographic light-sensitive material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8152383A JPS59206833A (en) | 1983-05-10 | 1983-05-10 | Color photosensitive material |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59206833A JPS59206833A (en) | 1984-11-22 |
JPH0251492B2 true JPH0251492B2 (en) | 1990-11-07 |
Family
ID=13748692
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8152383A Granted JPS59206833A (en) | 1983-04-15 | 1983-05-10 | Color photosensitive material |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59206833A (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61169844A (en) * | 1985-01-23 | 1986-07-31 | Fuji Photo Film Co Ltd | Color photographic sensitive material |
IT1199805B (en) * | 1986-12-18 | 1989-01-05 | Minnesota Mining & Mfg | COLOR HALOGEN SILVER PHOTOGRAPHIC ELEMENTS |
JP2559245B2 (en) * | 1987-10-14 | 1996-12-04 | 富士写真フイルム株式会社 | Silver halide photographic material |
JP2533782B2 (en) * | 1987-11-20 | 1996-09-11 | 富士写真フイルム株式会社 | Silver halide color photographic light-sensitive material |
JP2640236B2 (en) * | 1987-12-11 | 1997-08-13 | 富士写真フイルム株式会社 | Silver halide color photographic materials |
-
1983
- 1983-05-10 JP JP8152383A patent/JPS59206833A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS59206833A (en) | 1984-11-22 |
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