US2518710A - Lumazines and alloxazines as catalysts in dye bleach baths for color photography - Google Patents
Lumazines and alloxazines as catalysts in dye bleach baths for color photography Download PDFInfo
- Publication number
- US2518710A US2518710A US17574A US1757448A US2518710A US 2518710 A US2518710 A US 2518710A US 17574 A US17574 A US 17574A US 1757448 A US1757448 A US 1757448A US 2518710 A US2518710 A US 2518710A
- Authority
- US
- United States
- Prior art keywords
- alloxazines
- lumazines
- silver
- dye
- catalysts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000007844 bleaching agent Substances 0.000 title description 19
- 239000003054 catalyst Substances 0.000 title description 5
- 229910052709 silver Inorganic materials 0.000 claims description 15
- 239000004332 silver Substances 0.000 claims description 15
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 11
- 238000004061 bleaching Methods 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 5
- 239000011707 mineral Substances 0.000 claims description 5
- 239000000975 dye Substances 0.000 description 20
- 239000000839 emulsion Substances 0.000 description 12
- 229910052739 hydrogen Inorganic materials 0.000 description 12
- 239000001257 hydrogen Substances 0.000 description 12
- HAUGRYOERYOXHX-UHFFFAOYSA-N Alloxazine Chemical compound C1=CC=C2N=C(C(=O)NC(=O)N3)C3=NC2=C1 HAUGRYOERYOXHX-UHFFFAOYSA-N 0.000 description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 108010010803 Gelatin Proteins 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 229920000159 gelatin Polymers 0.000 description 7
- 239000008273 gelatin Substances 0.000 description 7
- 235000019322 gelatine Nutrition 0.000 description 7
- 235000011852 gelatine desserts Nutrition 0.000 description 7
- UYEUUXMDVNYCAM-UHFFFAOYSA-N lumazine Chemical compound N1=CC=NC2=NC(O)=NC(O)=C21 UYEUUXMDVNYCAM-UHFFFAOYSA-N 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- 239000000987 azo dye Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- -1 e. g. Chemical group 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- HIMXGTXNXJYFGB-UHFFFAOYSA-N alloxan Chemical compound O=C1NC(=O)C(=O)C(=O)N1 HIMXGTXNXJYFGB-UHFFFAOYSA-N 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- ZJTJUVIJVLLGSP-UHFFFAOYSA-N lumichrome Chemical group N1C(=O)NC(=O)C2=C1N=C1C=C(C)C(C)=CC1=N2 ZJTJUVIJVLLGSP-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- OJUGVDODNPJEEC-UHFFFAOYSA-N phenylglyoxal Chemical compound O=CC(=O)C1=CC=CC=C1 OJUGVDODNPJEEC-UHFFFAOYSA-N 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- NTTLKRPWPKPUAI-UHFFFAOYSA-N (1e)-1-[amino(anilino)methylidene]-2-phenylguanidine Chemical compound C=1C=CC=CC=1N=C(N)\N=C(/N)NC1=CC=CC=C1 NTTLKRPWPKPUAI-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 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
- ZVNPWFOVUDMGRP-UHFFFAOYSA-N 4-methylaminophenol sulfate Chemical compound OS(O)(=O)=O.CNC1=CC=C(O)C=C1.CNC1=CC=C(O)C=C1 ZVNPWFOVUDMGRP-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-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
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000011126 aluminium potassium sulphate Nutrition 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
- 239000002585 base Substances 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 description 1
- BXUKAXFDABMVND-UHFFFAOYSA-L disodium;1,2-dihydroxyethane-1,2-disulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C(O)C(O)S([O-])(=O)=O BXUKAXFDABMVND-UHFFFAOYSA-L 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- VZPGINJWPPHRLS-UHFFFAOYSA-N phenazine-2,3-diamine Chemical compound C1=CC=C2N=C(C=C(C(N)=C3)N)C3=NC2=C1 VZPGINJWPPHRLS-UHFFFAOYSA-N 0.000 description 1
- 229940050271 potassium alum Drugs 0.000 description 1
- GRLPQNLYRHEGIJ-UHFFFAOYSA-J potassium aluminium sulfate Chemical compound [Al+3].[K+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRLPQNLYRHEGIJ-UHFFFAOYSA-J 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002151 riboflavin Substances 0.000 description 1
- 235000019192 riboflavin Nutrition 0.000 description 1
- 229960002477 riboflavin Drugs 0.000 description 1
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 1
- 229940100890 silver compound Drugs 0.000 description 1
- 150000003379 silver compounds Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Inorganic materials [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- OLSOUGWNONTDCK-UHFFFAOYSA-J tetrasodium 5-amino-3-[[4-[4-[(8-amino-1-hydroxy-3,6-disulfonatonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-4-hydroxynaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(N=NC3=CC=C(C=C3OC)C=3C=C(C(=CC=3)N=NC=3C(=CC4=CC(=CC(N)=C4C=3O)S([O-])(=O)=O)S([O-])(=O)=O)OC)=C(O)C2=C1N OLSOUGWNONTDCK-UHFFFAOYSA-J 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/28—Silver dye bleach processes; Materials therefor; Preparing or processing such materials
Definitions
- This invention relates to a method of processing photographic color pictures, and particularly to lumazines and alloxazines as accelerators for dye bleach baths used in producing dyestufi images from dyed silver images.
- the bleach baths employed in thisprocess, consist of an aqueous solution of a mineral acid or a mineral acid containing an alkali halide, such as potassium iodide, ammonium chloride, or both.
- an alkali halide such as potassium iodide, ammonium chloride, or both.
- Such baths require-a relatively long treating time so as to destroy the dyestnfi present in situ with the silver image.
- Long treatment in bleaching solutions of high acidity has the tendency to soften the gelatin of. the photographic emulsion containing a silver image and bleachable azo dye.
- a mineral acid or containing an alkali halide such as potassium iodide, ammonium chloride, or both.
- Such baths require-a relatively long treating time so as to destroy the dyestnfi present in situ with the silver image.
- Long treatment in bleaching solutions of high acidity has the tendency to soften the gelatin of. the photographic emulsion containing a silver
- the most practical catalysts so far suggested are the azines, such as phenazine, 2,3-diaminophenazine, and the like; Although -phenazine and its substituted products are effective as accelerators, they are highly colored substances and are substantive to gelatin, i. leave a stain in the gelatin layer which is diflicult to remove, and, which seriously aflects the quality of the final image.
- R and R1 which may be alike or difierent, represent a hydrogen atom, an alkyl or aryl group, e. g., methyl, ethyl, propyl, etc., phenyl, naphthy-l, and. the like
- Hg and R3 represent hydrogen or a methyl group
- R'zalways being hydrogen when R3 is methyl and R3 always being hydrogen when R2 is methyl
- Z represents the atoms necessary to complete an aromatic or heterocyclic ring, or ring system, e. g., benzene, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, and the like.
- aromatic and heterocyolic rings may be substituted in the various positions by one or more a kyl groups of the same value as R and R1, amino, phenyl, sulfanilamido, or .fused on a tetrahydrobenzene radical.
- rlumazines and alloxazine's are generally prepared by the condensation of an o-phenylenediamine or its homologues and alloxan.
- Lumarine lsipre ared accordin 'to the method iie'scr-ibed 1m J. :Amer. Chem. so'c. 67, 802, K1945) 'byihea'ting :glyoxalbisulfite and iifi-dianiino-ZG- iiihydroxypyriniidine together for 5 minutes ate temperature of 330'
- the methyl or phenyl substituted lumazi-ne's can be obtained firom ketoaldehydes, such as methylglyoxal or phenylglyoxal.
- the di-substitiltedderivatives can be obtained from dike'tones, sochdiacetyl or benzil.
- the lumaizine's and alloxazines may "be employed "in any mineral acid bleach bath, such as, tor example, “hydrochloric, hydrobromi'c, hyilrioiiic or phosphoric acid, with or without the presence of "an alkali halide, such as sodium or potassium bromide or iodide, sodium chloride, ammonium chloridayand-theilke.
- concentration of the acid .to be employed is dependent upon "the character of the gelatin constituting the photographic color emulsion layer or layers. Usually, the concentration of .the acid ranges 11p to 2 N. I prefer, howeverfto employ a'conce'ntration not higher than normal.
- the .amount'employed catalyst is not critical.
- .Anamount as small as 0.005 gram per liter ofbleach bath shows an appreciable bleaching action in silver bearing images. 'For practical purposes, amounts ranging from "0.005 to 2.6 grams -per liter-of bleach bath may be employed.
- any one-of the lumazines andallox'az'ines disclosed and contemplated herein may be employed in any mineral acid bleach hath, I .-prefer, however, to employ the alloxazines shown in illustrations 1-, -2, 4, 5, -8 to 14. and 18 to 24 'b'eof their general availability and ease 'df preparation.
- the ffollowin'g examples will illustrate the ⁇ preparationof a multi-layer color film, in which after exposure, the dye images are obtained by the silver dye bleach process, and .the bleach Uaths contaming the a'lloxazi'n'es as accelerators,
- EXAMPLE 1 kilograms of a wet ge atin'o sllverhalide emulsion, containing about 10% gelatin, 475% of silver-bromoiodide, zl0 cc. ofa 10% solution of sap'oniil, and '10 grams of diphenyl biguanide hydrochloride, were separated'irito three equal portions of .1 kilograms each and utilized in the preparation of the final red, green, and blue sensitive emuls ons.
- Red sensitive To the first portion of a red sensitized wet gelatinosil-ver-halide emulsion there were added 5 grams of a rbleachable cyan dye, Direct Sky Blue -.(C.-I. #520) Green sensitive *I'o the'second portion of a green sensitized wet gelatino silver-halide emulsion there were added 1.25 grams of a bleachable magenta dye," Fast Acid Magenta B (C. I. #30).
- Example II (a) Hydrochloric acid, conc cc 100 Potassium bromide grams 100 Water to make liter 1 '8 EXAMPLE II The bleaching treatment of Example I was repeated on the same fixed color"*film strips, with the exception that lumazine was substituted for alloxazine with similar results.
- EXAMPLE III A halogen silver-bearing layer colored with diamine pure blue FF (Schultz Farbslofitabellen 1931, 7th ed. #308) was treated with a bleach solution of the following composition:
- a dye bleach bath for producing a colored image in a photographic emulsion layer containing a bleachable azo dye and a silver image consisting of an aqueous solution of hydrochloric acid, ammonium chloride, potassium iodide and an accelerating amount of an agent selected from the group consisting of lumazines and alloxazines corresponding to the following general formulae:
- R and R1 represent a member selected from the class consisting of hydrogen, alkyl and aryl groups
- R2 and R3 represent a member selected from the class consisting of hydrogen and methyl group, R2 always being hydrogen when R: is methyland R3 always being hydrogen when R2 is methyl
- Z represents the atoms necessary'to complete a member selected from the class consisting of aromatic and heterocyclic ring systems's- 2.
- R C O l R1 /NH N C and wherein R and R1 represent a member selected from the class consisting of hydrogen, alkyl and 10 aryl groups, R2 and R3 represent a member selected from the class consisting of hydrogen and methyl group, R2 always being hydrogen when R3 is methyl and R3 always being hydrogen when R2 is methyl, and Z represents the atoms necessary to complete a member selected from the class consisting of aromatic and heterocyclic ring systems.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA474965A CA474965A (en) | 1948-03-27 | Lumazines and alloxazines as catalysts in dye bleach baths for color photography | |
| BE488117D BE488117A (en:Method) | 1948-03-27 | ||
| US17574A US2518710A (en) | 1948-03-27 | 1948-03-27 | Lumazines and alloxazines as catalysts in dye bleach baths for color photography |
| GB4278/49A GB657374A (en) | 1948-03-27 | 1949-02-16 | Lumazines and alloxazines as catalysts in dye bleach baths for color photography |
| CH279649D CH279649A (fr) | 1948-03-27 | 1949-03-21 | Bain décolorant pour la photographie en couleurs. |
| CH285166D CH285166A (fr) | 1948-03-27 | 1949-03-21 | Procédé pour la production d'images colorées à partir d'images argentiques teintes. |
| DEP37726A DE825206C (de) | 1948-03-27 | 1949-03-25 | Farbbleichbad fuer die Herstellung von farbigen Bildern in photographischen Emulsionsschichten |
| FR983723D FR983723A (fr) | 1948-03-27 | 1949-03-26 | Emploi des lumazines et des alloxazines comme catalyseurs dans les bains décolorants pour la photographie en couleurs |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17574A US2518710A (en) | 1948-03-27 | 1948-03-27 | Lumazines and alloxazines as catalysts in dye bleach baths for color photography |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2518710A true US2518710A (en) | 1950-08-15 |
Family
ID=21783357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US17574A Expired - Lifetime US2518710A (en) | 1948-03-27 | 1948-03-27 | Lumazines and alloxazines as catalysts in dye bleach baths for color photography |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US2518710A (en:Method) |
| BE (1) | BE488117A (en:Method) |
| CA (1) | CA474965A (en:Method) |
| CH (2) | CH279649A (en:Method) |
| DE (1) | DE825206C (en:Method) |
| FR (1) | FR983723A (en:Method) |
| GB (1) | GB657374A (en:Method) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3156561A (en) * | 1958-06-03 | 1964-11-10 | Ciba Geigy Corp | Method of producing color photographic pictures |
| US3278303A (en) * | 1961-12-20 | 1966-10-11 | Ciba Ltd | Process for the preparation of multicolored images by the silver dyestuff bleaching method |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1758752A (en) * | 1927-02-07 | 1930-05-13 | Cutler Hammer Inc | Means for protecting contacts of electric switches |
| US2145960A (en) * | 1936-10-27 | 1939-02-07 | Wheatley Christopher Wi Crouch | Color photography |
| US2183395A (en) * | 1938-12-12 | 1939-12-12 | Gaspar Bela | Light-sensitive material for producing photographic dye images |
| US2221793A (en) * | 1938-05-17 | 1940-11-19 | Gaspar Bela | Method of producing photograph dyestuff pictures |
| US2261608A (en) * | 1940-03-21 | 1941-11-04 | Merck & Co Inc | Alloxazines and isoalloxazines and processes for their production |
| US2270118A (en) * | 1936-12-14 | 1942-01-13 | Chromogen Inc | Production of colored photographic pictures |
| US2346090A (en) * | 1942-08-19 | 1944-04-04 | Eastman Kodak Co | Photographic bleach-out layer |
| US2410025A (en) * | 1936-12-14 | 1946-10-29 | Chromogen Inc | Production of colored photographic pictures |
-
0
- BE BE488117D patent/BE488117A/xx unknown
- CA CA474965A patent/CA474965A/en not_active Expired
-
1948
- 1948-03-27 US US17574A patent/US2518710A/en not_active Expired - Lifetime
-
1949
- 1949-02-16 GB GB4278/49A patent/GB657374A/en not_active Expired
- 1949-03-21 CH CH279649D patent/CH279649A/fr unknown
- 1949-03-21 CH CH285166D patent/CH285166A/fr unknown
- 1949-03-25 DE DEP37726A patent/DE825206C/de not_active Expired
- 1949-03-26 FR FR983723D patent/FR983723A/fr not_active Expired
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1758752A (en) * | 1927-02-07 | 1930-05-13 | Cutler Hammer Inc | Means for protecting contacts of electric switches |
| US2145960A (en) * | 1936-10-27 | 1939-02-07 | Wheatley Christopher Wi Crouch | Color photography |
| US2270118A (en) * | 1936-12-14 | 1942-01-13 | Chromogen Inc | Production of colored photographic pictures |
| US2410025A (en) * | 1936-12-14 | 1946-10-29 | Chromogen Inc | Production of colored photographic pictures |
| US2221793A (en) * | 1938-05-17 | 1940-11-19 | Gaspar Bela | Method of producing photograph dyestuff pictures |
| US2183395A (en) * | 1938-12-12 | 1939-12-12 | Gaspar Bela | Light-sensitive material for producing photographic dye images |
| US2261608A (en) * | 1940-03-21 | 1941-11-04 | Merck & Co Inc | Alloxazines and isoalloxazines and processes for their production |
| US2346090A (en) * | 1942-08-19 | 1944-04-04 | Eastman Kodak Co | Photographic bleach-out layer |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3156561A (en) * | 1958-06-03 | 1964-11-10 | Ciba Geigy Corp | Method of producing color photographic pictures |
| US3278303A (en) * | 1961-12-20 | 1966-10-11 | Ciba Ltd | Process for the preparation of multicolored images by the silver dyestuff bleaching method |
Also Published As
| Publication number | Publication date |
|---|---|
| FR983723A (fr) | 1951-06-27 |
| DE825206C (de) | 1951-12-17 |
| CA474965A (en) | 1951-07-03 |
| GB657374A (en) | 1951-09-19 |
| CH279649A (fr) | 1951-12-15 |
| BE488117A (en:Method) | |
| CH285166A (fr) | 1952-08-31 |
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