GB1465183A - Photographic silver halide elements useful in colour diffusion transfer processes and chemical compounds useful in said elements - Google Patents
Photographic silver halide elements useful in colour diffusion transfer processes and chemical compounds useful in said elementsInfo
- Publication number
- GB1465183A GB1465183A GB624874A GB624874A GB1465183A GB 1465183 A GB1465183 A GB 1465183A GB 624874 A GB624874 A GB 624874A GB 624874 A GB624874 A GB 624874A GB 1465183 A GB1465183 A GB 1465183A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- alkyl
- optionally substituted
- formula
- compound
- 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
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
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Abstract
1465183 Magenta azo dye-releasing sulphonamidophenol compounds EASTMAN KODAK CO 12 Feb 1974 [12 Feb 1973] 06248/74 Heading C4P [Also in Divisions C2 and G2] Novel magenta azo dye-releasing sulphonamidophenol compounds useful in colour diffusion transfer photographic elements and processes have the formulae wherein Ball is an organic ballasting group of such size and configuration as to render the compound nondiffusible during development in an alkaline processing composition; Y represents the carbon atoms necessary to complete an optionally substituted benzene or naphthalene nucleus; X is -R<SP>2</SP>-L n -R<SP>2</SP> p - wherein each R<SP>2</SP> is independently C 1-8 alkylene or C 6-13 arylene, L is O, CO, NHCO, SO 2 NH, COO, OCOO, S, SO or SO 2 , n is zero or 1 and p is 1 when n is 1 and 1 or zero when n is zero; R is H, optionally substituted C 1-8 alkyl or optionally substituted C 6-13 aryl; J is SO 2 or CO; m and q are each zero or 1; R<SP>1</SP> is H, halogen, optionally substituted C 1-8 alkyl, or C 1-8 alkoxy; Q is in the 5- or 8-position relative to OH and is H, OH or acylamino, the acyl radical being derived from a C 2-14 carboxylic acid or from C 1-13 oxyacid of sulphur; G is OH, OCOR<SP>4</SP> or OCOOR<SP>4</SP> wherein R<SP>4</SP> is C 1-18 alkyl or optionally substituted C 6-18 aryl; Z is H, CO 2 H or salts or esters thereof, SO 3 H or salts thereof, SO 2 NR<SP>5</SP>R<SP>6</SP> wherein R<SP>5</SP> is H, C 1-8 alkyl or optionally substituted C 6-13 aryl and R<SP>6</SP> is as R<SP>5</SP> or is C 2-9 alkyl- or aryl-carbonyl, CON(R<SP>5</SP>) 2 wherein each R<SP>5</SP> can be the same or different, C 1-8 alkoxy, C 1-8 alkyl which may also contain an oxygen-containing substituent or C 1-4 alkyl containing an -NH-J-R<SP>3</SP> substituent in which R<SP>3</SP> is C 1-8 alkyl or optionally substituted C 6-13 aryl; R is 1 or 2; X<SP>1</SP> is C 1-8 alkylene or C 6-13 arylene; and X<SP>2</SP> is C 1-8 alkylene; but only one of R<SP>1</SP> and Z is H, and there is at most one CO 2 H or SO 3 H or salt thereof present. Examples typical of their preparation are as follows (i) 4-amino-N-[4-(2,4-di-tertpentylphenoxy)butyl] - 1 - hydroxy - 2 - naphthamide is condensed with 4-acetamido-5-hydroxy - 6 - (2 - methoxyphenylazo) - 1 - naphthalenesulphonyl chloride to give a product of the formula i.e. a compound of Formula (I) wherein m is zero and Ball is 2,4-di-tert-pentylphenoxybutylamino carbonyl; (ii) 4 - acetamido - 5- hydroxy - 6 - (2 - methoxyphenylazo) - 1- naphthalene sulphonyl chloride is condensed with 4 - (3 - aminopropanesulphonamido) - N- [4 - (2,4 - di - tert - butylphenoxy)butyl] - 1- hydroxy - 2 - naphthamide to give a compound of the formula i.e. a compound of Formula (I) wherein m is 1; and (iii) α-[3-(2,5-dimethoxy-4-sulphamoylphenylazo) - 4 - hydroxy - 1 - naphthyloxy] propionic acid is condensed with 4-(3-aminobenzenesulphonamido) - N - [4 - (2,4 - di - tertpentylphenoxy)butyl] - 1 - hydroxy - 2 - naphthamide to give a compound of the formula i.e. a compound of the Formula (II). Products wherein G is acyloxy may be hydrolysed to products wherein G is OH. Starting materials.-4-Acetamido-5-hydroxy- 6 - (2 - methoxyphenylazo) - 1 - naphthalenesulphonic acid sodium salt is prepared by diazotization and coupling using 8-acetamido-1- acetoxy-5-naphthalenesulphonic acid pyridine salt as the coupling component, hydrolysis of acetoxy to hydroxy occurring during the process, and is reacted with phosphoryl chloride in DMF to give 4-acetamido-5-hydroxy-6- (2 - methoxyphenylazo) - 1 - naphthalenesulphonyl chloride. Other benzene-azo-naphthalene sulphonic acid and sulphonyl chloride compounds of similar structure are prepared similarly, thionyl chloride sometimes replacing the phosphoryl chloride. α-(4-Hydroxy-3-(2- methoxy - 5 - sulphamoylphenylazo) - 1- naphthyloxy]propionic acid is prepared by diazotization and coupling. Other benzene-azo naphthene compounds of similar structure are prepared similarly. α-(4-Acetoxy-3-(2-methoxy- 5 - methanesulphonamidomethylphenylazo) - 1- naphthyloxy] - propionic acid is prepared by acetylation of the 4-ol. Specification 1,405,662 is referred to, and compounds XLII and XLIII thereof are disclaimed.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US33172873A | 1973-02-12 | 1973-02-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1465183A true GB1465183A (en) | 1977-02-23 |
Family
ID=23295129
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB624874A Expired GB1465183A (en) | 1973-02-12 | 1974-02-12 | Photographic silver halide elements useful in colour diffusion transfer processes and chemical compounds useful in said elements |
Country Status (7)
Country | Link |
---|---|
JP (1) | JPS49114424A (en) |
BE (1) | BE796040A (en) |
CH (1) | CH588095A5 (en) |
DE (2) | DE2406627A1 (en) |
FR (1) | FR2217725A1 (en) |
GB (1) | GB1465183A (en) |
NL (1) | NL7401910A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4585483A (en) * | 1983-05-20 | 1986-04-29 | Fuji Photo Film Co., Ltd. | Recording materials |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2505248C2 (en) * | 1975-02-07 | 1982-11-25 | Agfa-Gevaert Ag, 5090 Leverkusen | Color diffusion transfer photographic process and color photographic material for diffusion transfer process |
JP4022271B2 (en) | 1995-10-31 | 2007-12-12 | 富士フイルム株式会社 | Pyrazolylazophenol dye |
-
1973
- 1973-02-26 FR FR7306644A patent/FR2217725A1/fr not_active Withdrawn
- 1973-02-27 BE BE128171A patent/BE796040A/en unknown
-
1974
- 1974-02-11 CH CH185374A patent/CH588095A5/xx not_active IP Right Cessation
- 1974-02-12 DE DE19742406627 patent/DE2406627A1/en active Pending
- 1974-02-12 DE DE19742462061 patent/DE2462061A1/en active Pending
- 1974-02-12 NL NL7401910A patent/NL7401910A/xx not_active Application Discontinuation
- 1974-02-12 JP JP1706274A patent/JPS49114424A/ja active Pending
- 1974-02-12 GB GB624874A patent/GB1465183A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4585483A (en) * | 1983-05-20 | 1986-04-29 | Fuji Photo Film Co., Ltd. | Recording materials |
Also Published As
Publication number | Publication date |
---|---|
BE796040A (en) | 1973-08-27 |
AU6548974A (en) | 1975-08-14 |
FR2217725A1 (en) | 1974-09-06 |
JPS49114424A (en) | 1974-10-31 |
NL7401910A (en) | 1974-08-14 |
DE2462061A1 (en) | 1975-12-18 |
CH588095A5 (en) | 1977-05-31 |
DE2406627A1 (en) | 1974-08-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |