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GB937621A - Improvements in colour photography and in colour-forming phenylazo-pyrazolones therefor - Google Patents

Improvements in colour photography and in colour-forming phenylazo-pyrazolones therefor

Info

Publication number
GB937621A
GB937621A GB33779/59A GB3377959A GB937621A GB 937621 A GB937621 A GB 937621A GB 33779/59 A GB33779/59 A GB 33779/59A GB 3377959 A GB3377959 A GB 3377959A GB 937621 A GB937621 A GB 937621A
Authority
GB
United Kingdom
Prior art keywords
pyrazolone
atoms
phenyl
colour
butyramido
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
Application number
GB33779/59A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kodak Ltd
Original Assignee
Kodak Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kodak Ltd filed Critical Kodak Ltd
Publication of GB937621A publication Critical patent/GB937621A/en
Expired legal-status Critical Current

Links

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
    • G03C7/32—Colour coupling substances
    • G03C7/333—Coloured coupling substances, e.g. for the correction of the coloured image
    • G03C7/3335—Coloured coupling substances, e.g. for the correction of the coloured image containing an azo chromophore
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/52—Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Developing Agents For Electrophotography (AREA)

Abstract

1-(21,41,61- Trichlorophenyl) - 3-{411-[a -(2111, 4111- di-tamylphenoxy)butyramido]anilino}- 5-pyrazolone is made by treating the corresponding 3-(411-aminoanilino)- 5-pyrazolone with acetonitrile and a -(2,4-di-t-amylphenoxy)-butyryl chloride. The 3-(411-aminoanilino)-5-pyrazolone is made by hydrogenating the corresponding nitro compound obtained on treating with caustic soda the compound formed by condensing the corresponding 3-amino-5-pyrazolone with acetonitrile and a -(p-nitrophenoxy) acetyl chloride. The 1-(21, 41,61-trichlorophenyl)- 3-amino- 5-pyrazolone is made by treating 2,4,6-trichlorophenylhydrazine with ethyl-b -ethoxy-b -iminopropionate in the presence of sodium ethoxide and acidifying the product with acetic acid. The corresponding 1-(phenyl) compounds may be made by similar methods. The final products are intermediates in the formation of colour couplers (see Groups IV(c) and XX). Specifications 598,174, 599,377, 617,247, 635,841, 702,255 and 711,488 are referred to.ALSO:The invention comprises colour couplers of formula <FORM:0937621/IV(a)/1> where R is a phenyl radical which may contain halogen atoms in the 2, 4 and 6 positions, R1 is H or an alkyl group of 1 to 4 C atoms, R11 is an alkyl or alkoxy group of 1 to 12 C atoms and X and Z are alkyl groups of 1 to 20 C atoms. Compounds in which either X or Z may be H are also described. The couplers are made by conventional processes of diazotization and coupling. R is specified as a phenyl or 2,4,6-tri-chloro-, -bromo-, -iodo- or -fluorophenyl radical. X and Z preferably have 1 to 15 C atoms and R11 preferably has 1 to 6 C atoms. The dyes are used in colour photography. They are yellow and form a magenta dye on development with a primary aromatic amine developer. Dyes prepared are 1-(21,41,61-trichlorophenyl) -3-(411-[a (2111,4111-di-t-amylphenoxy) -butyramido]anilino)-4-(4111-methoxy-, -ethoxy, -butoxy-, -dodecoxy- and sec-amyl and 21111-ethoxy-phenyl) azo-5-pyrazolones and 1-phenyl-3-(411-[a (2111,4111-di-t-amylphenoxy) butyramido]anilino)-4-(41111-methoxyphenyl) azo-5-pyrazolone. Specifications 598,174, 599,377, 617,247, 635,841, 702,255 and 711,488 are referred to.
GB33779/59A 1958-10-06 1959-10-06 Improvements in colour photography and in colour-forming phenylazo-pyrazolones therefor Expired GB937621A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US765315A US2983608A (en) 1958-10-06 1958-10-06 Yellow-colored magenta-forming couplers

Publications (1)

Publication Number Publication Date
GB937621A true GB937621A (en) 1963-09-25

Family

ID=25073218

Family Applications (1)

Application Number Title Priority Date Filing Date
GB33779/59A Expired GB937621A (en) 1958-10-06 1959-10-06 Improvements in colour photography and in colour-forming phenylazo-pyrazolones therefor

Country Status (3)

Country Link
US (1) US2983608A (en)
FR (1) FR1238590A (en)
GB (1) GB937621A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0201033A2 (en) 1985-04-30 1986-11-12 Konica Corporation A method for processing silver halide color photographic materials

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BE619300A (en) * 1959-04-06
BE622316A (en) * 1961-09-11
US3311476A (en) * 1962-12-26 1967-03-28 Eastman Kodak Co Two-equivalent couplers for color photography
NL133047C (en) * 1963-06-17
GB997500A (en) * 1963-06-17 1965-07-07 Ilford Ltd Improvements in or relating to colour couplers and to their production and use in colour photography
BE634670A (en) * 1963-07-09
BE634665A (en) * 1963-07-09
BE634669A (en) * 1963-07-09 1964-01-09
US3622318A (en) * 1970-03-20 1971-11-23 Eastman Kodak Co Photographic materials and processes
DE2042922A1 (en) * 1970-08-29 1972-03-02 Agfa Gevaert AG, 5090 Leverkusen Diffusion-resistant purple components for the production of photographic color images
JPS566540B2 (en) * 1973-03-31 1981-02-12
US4278598A (en) * 1974-12-20 1981-07-14 Eastman Kodak Company Positive-working immobile intramolecular nucleophilic displacement compounds and photographic elements containing same
US4013635A (en) * 1975-02-26 1977-03-22 Eastman Kodak Company Cyan azo dye-providing compounds
GB1571506A (en) * 1976-02-23 1980-07-16 Agfa Gevaert 4-phenyl azo - 2 - pyrazolin - 5 - one colour coupler and their use in photography
GB1585178A (en) * 1976-09-10 1981-02-25 Kodak Ltd Photographic materials
GB1568246A (en) * 1976-11-15 1980-05-29 Ciba Geigy Ag Magentamasked colour couplers
US4228070A (en) * 1979-02-28 1980-10-14 Eastman Kodak Company Purification of photographic image-forming sulfonamido compounds employing immiscible solvents
US4281143A (en) * 1979-09-04 1981-07-28 Eastman Kodak Company Process for preparing 1-aryl-3-amino-5-pyrazolones
JPS59116647A (en) 1982-12-13 1984-07-05 Konishiroku Photo Ind Co Ltd Silver halide photosensitive material
JPS59188641A (en) 1983-04-11 1984-10-26 Fuji Photo Film Co Ltd Silver halide photographic emulsion
JPS60143331A (en) 1983-12-29 1985-07-29 Fuji Photo Film Co Ltd Silver halide photosensitive material
CA1267557A (en) 1985-05-16 1990-04-10 Shigeharu Koboshi Method for color-developing a silver halide photographic light-sensitive material
AU588878B2 (en) 1985-05-31 1989-09-28 Konishiroku Photo Industry Co., Ltd. Method for forming direct positive color image
DE3530357A1 (en) * 1985-08-24 1987-02-26 Agfa Gevaert Ag COLOR PHOTOGRAPHIC RECORDING MATERIAL
AU591540B2 (en) 1985-12-28 1989-12-07 Konishiroku Photo Industry Co., Ltd. Method of processing light-sensitive silver halide color photographic material
US5354646A (en) * 1986-03-26 1994-10-11 Konishiroku Photo Industry Co., Ltd. Method capable of rapidly processing a silver halide color photographic light-sensitive material
JP2873486B2 (en) * 1990-05-11 1999-03-24 コニカ株式会社 Silver halide color photographic materials
JP2877579B2 (en) * 1991-08-26 1999-03-31 コニカ株式会社 Silver halide color photographic materials
US5385815A (en) 1992-07-01 1995-01-31 Eastman Kodak Company Photographic elements containing loaded ultraviolet absorbing polymer latex
EP0684511B1 (en) 1994-05-20 2001-02-28 Eastman Kodak Company Low contrast film
EP0686873B1 (en) 1994-06-08 2000-04-19 Eastman Kodak Company Color photographic element containing new epoxy scavengers for residual magenta coupler
EP0695968A3 (en) 1994-08-01 1996-07-10 Eastman Kodak Co Viscosity reduction in a photographic melt
EP0711804A3 (en) 1994-11-14 1999-09-22 Ciba SC Holding AG Latent light stabilizers
US5585228A (en) 1994-11-30 1996-12-17 Eastman Kodak Company Benzotriazole based UV absorbing compounds and photographic elements containing them
EP0762198B1 (en) 1995-08-02 2000-10-04 Eastman Kodak Company Photographic elements comprising filter dyes
US5723280A (en) 1995-11-13 1998-03-03 Eastman Kodak Company Photographic element comprising a red sensitive silver halide emulsion layer
US6183944B1 (en) 1995-11-30 2001-02-06 Eastman Kodak Company Aggregated dyes for radiation-sensitive elements
US5747236A (en) 1996-01-26 1998-05-05 Eastman Kodak Company Silver halide light sensitive emulsion layer having enhanced photographic sensitivity
DE69731568T2 (en) 1996-01-26 2005-12-22 Eastman Kodak Co. Photosensitive silver halide emulsion layer with increased photographic speed
US5747235A (en) 1996-01-26 1998-05-05 Eastman Kodak Company Silver halide light sensitive emulsion layer having enhanced photographic sensitivity
US20130052594A1 (en) 2011-08-31 2013-02-28 Diane M. Carroll-Yacoby Motion picture films to provide archival images

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2584349A (en) * 1944-11-10 1952-02-05 Gen Aniline & Film Corp Color forming development with an aromatic primary amino developer and alpha-[4-sulfophenylazo]-aceto-acet-2-4-dichloroanilide
US2681338A (en) * 1950-04-24 1954-06-15 Ici Ltd Azo coloring salts
US2725291A (en) * 1952-05-01 1955-11-29 Eastman Kodak Co Azo dye couplers having two coupling nuclei
US2766231A (en) * 1953-01-28 1956-10-09 Ciba Ltd Monoazo-dyestuffs

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0201033A2 (en) 1985-04-30 1986-11-12 Konica Corporation A method for processing silver halide color photographic materials

Also Published As

Publication number Publication date
US2983608A (en) 1961-05-09
FR1238590A (en) 1960-08-12

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