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GB1038331A - Processes of colour photographic reproduction - Google Patents

Processes of colour photographic reproduction

Info

Publication number
GB1038331A
GB1038331A GB4448262A GB4448262A GB1038331A GB 1038331 A GB1038331 A GB 1038331A GB 4448262 A GB4448262 A GB 4448262A GB 4448262 A GB4448262 A GB 4448262A GB 1038331 A GB1038331 A GB 1038331A
Authority
GB
United Kingdom
Prior art keywords
group
ethyl
prepared
ester groups
naphthanilide
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
GB4448262A
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.)
Eastman Kodak Co
Original Assignee
Eastman Kodak Co
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 Eastman Kodak Co filed Critical Eastman Kodak Co
Publication of GB1038331A publication Critical patent/GB1038331A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/305—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
    • G03C7/30511—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers characterised by the releasing group
    • G03C7/30517—2-equivalent couplers, i.e. with a substitution on the coupling site being compulsory with the exception of halogen-substitution
    • G03C7/30523—Phenols or naphtols couplers
    • 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
    • G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
    • G03C8/02—Photosensitive materials characterised by the image-forming section
    • G03C8/08—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds
    • G03C8/10—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds of dyes or their precursors

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Compounds are described having the general formula <FORM:1038331/C2/1> wherein R is a group rendering the coupler non-diffusing, R2 is an alkyl group having 1 to 10 carbon atoms, R3 is an alkyl group having 1 to 10 carbon atoms or a phenyl group, R3 in either case containing a carboxy or sulpho group, or R2 and R3 together comprise a heterocylic ring linked to at least one carboxy or sulpho group, and A is -O-, -S-, -CH2NH-, = CH-, or -S-S-. The compound wherein A is -S-and R is m-octadecyl-carbamyl-phenyl is prepared by saturating carbon tetrachloride with chlorine gas, adding 3,31-dioctadecylcarbamyl-diphenyl-disulphide, removing excess chlorine and refluxing with 1-hydroxy-N-ethyl-31,51-dicarbomethoxy - 2 - naphthanilide. The ester groups are then hydrolyzed to the free acid with sodium hydroxide. Other compounds are similarly prepared wherein A is -S-, R is phenyl substituted by tridecylcarbamyl, diheptylcarbamyl or a - (2,4 - di - t - amylphenoxy) butylcarbamyl, R2 is ethyl or isopropyl and R3 is dicarboxyphenyl or p-sulphophenyl. Another compound is prepared by reacting p-nitrobenzene sulphonyl chloride with 1-hydroxy-N-(3,5 - dicarbomethoxyphenyl) - N - ethyl - 2-naphthamide and reducing the nitro group to the corresponding amine which is then reacted with p - octadecyloxybenzaldehyde, followed by reduction of the Schiffs base and hydrolysis of the ester groups to free acid with sodium hydroxide. A compound wherein A is <FORM:1038331/C2/2> and links a p-octadecyloxyphenyl group to two naphthanilide residues is prepared by reacting p-octadecyloxybenzaldehyde with 1-hydroxy-N - ethyl - 31;51 - dicarbomethoxy - 2 - naphthanilide in chloroform in the presence of b -mercaptopropionic acid, the solution being saturated with hydrogen chloride gas. After reaction, the ester groups are hydrolyzed. Compounds wherein R is alkyl of 12-18 carbon atoms or b -(2,4-di-t-amylphenoxy) ethyl and A is -O- are prepared by etherification of 1,4-dihydroxy-2-naphthoic acid with the appropriate alcohol (ROH) to introduce the group -O-R, forming the acid chloride with thionyl chloride, and reacting this with dimethyl-N-ethylamino-iso-phthalate l followed by hydrolysis of the ester groups.
GB4448262A 1961-11-24 1962-11-23 Processes of colour photographic reproduction Expired GB1038331A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US15484161A 1961-11-24 1961-11-24

Publications (1)

Publication Number Publication Date
GB1038331A true GB1038331A (en) 1966-08-10

Family

ID=22553028

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4448262A Expired GB1038331A (en) 1961-11-24 1962-11-23 Processes of colour photographic reproduction

Country Status (3)

Country Link
BE (1) BE625137A (en)
DE (1) DE1153248B (en)
GB (1) GB1038331A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0143570A2 (en) 1983-11-02 1985-06-05 Konica Corporation Silver halide color photographic material

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1258266B (en) * 1964-01-07 1968-01-04 Wolfen Filmfab Veb Color photographic material

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0143570A2 (en) 1983-11-02 1985-06-05 Konica Corporation Silver halide color photographic material

Also Published As

Publication number Publication date
BE625137A (en)
DE1153248B (en) 1963-08-22

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