GB1458471A - Compounds having a diffusible dye moiety and photosensitive silver halide elements containing said compounds - Google Patents
Compounds having a diffusible dye moiety and photosensitive silver halide elements containing said compoundsInfo
- Publication number
- GB1458471A GB1458471A GB624774A GB624774A GB1458471A GB 1458471 A GB1458471 A GB 1458471A GB 624774 A GB624774 A GB 624774A GB 624774 A GB624774 A GB 624774A GB 1458471 A GB1458471 A GB 1458471A
- Authority
- GB
- United Kingdom
- Prior art keywords
- optionally substituted
- hydroxy
- alkyl
- compounds
- car
- 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
-
- 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
-
- 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
-
- 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
- G03C8/12—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds of dyes or their precursors characterised by the releasing mechanism
- G03C8/14—Oxidation of the chromogenic substances
- G03C8/16—Oxidation of the chromogenic substances initially diffusible in alkaline environment
- G03C8/18—Dye developers
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Glass Compositions (AREA)
- Holo Graphy (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1458471 Compounds having a diffusible dye moiety EASTMAN KODAK CO 12 Feb 1974 [12 Feb 1973] 06247/74 Heading C4P [Also in Division G2] Novel compounds having a dye moiety and a carrier moiety have the formulµ and wherein Car is the carrier moiety; X is where each R<SP>2</SP> is individually C 1-8 alkylene or is is optionally substituted C 6-10 phenylene; L is O, CO, CONH, NHCO, SO 2 NH, NHSO 2 , SO 2 or SO; n is zero or 1; p is 1 when n is 1 and is 1 or zero when n is zero and when p is 1 the carbon content of both R<SP>2</SP> groups does not exceed 14; R is H or C 1-6 alkyl optionally substituted by CN, OH or OCH 3 ; J is SO 2 or CO; m and q are each zero or 1; Q is H, OH, NHCOR<SP>3</SP> or R<SP>3</SP> is optionally substituted C 1-6 alkyl, benzyl or optionally substituted C 6-9 phenyl; G is OH, salified OH, O.CO.R<SP>4</SP> or O.CO.OR<SP>4</SP>; R<SP>4</SP> is C 1-18 alkyl or optionally substituted C 6-18 phenyl; D is halogen, CN, NO 2 , CF 3 , C 1-6 alkyl or alkoxy, optionally salified CO 2 H, CO 2 R<SP>4</SP>, SO 2 F, optionally substituted C 6-9 phenylsulphonyloxy, optionally salified SO 3 H, SONR<SP>2</SP>R<SP>6</SP>, CON(R<SP>2</SP>) 2 , optionally substituted C 1-8 alkylsulphonyl, optionally substituted C 6-9 phenylsulphonyl, Car-[X-(NR-J) q ] m - or Car-X-J- provided that the Car-[X-(NR-J) q ] m - substituent on the naphthalene nucleus of (I) is replaced by an M group or the Car-X-J-NR- substituent on the naphthalene nucleus of (II) is replaced by a Q group; R<SP>5</SP> is H or C 1-6 alkyl ; R<SP>6</SP> is H, optionally substituted C 1-6 alkyl, optionally substituted C 6-9 phenyl, C 2-8 alkylcarbonyl, phenylcarbonyl, phenylmethylcarbonyl or B methylphenylcarbonyl, but the total number of C atoms in R<SP>5</SP> and R<SP>6</SP> is at most 14; E is H, halogen, SO 2 NH 2 , NO 2 , CN or CF 3 ; and M is H, optionally salified CO 2 H or SO 3 H, COOR<SP>4</SP>, SO 2 NR<SP>5</SP>R<SP>6</SP>, CON(R<SP>5</SP>) 2 , optionally substituted C 1-8 alkylsulphonyl or optionally substituted C 6-9 phenylsulphonyl; but there is no more than one SO 3 H and no more than one CO 2 H group present. The carrier moiety comprises a ballast group of a molecular size and configuration such that the compound is non- diffusible in the presence of an alkaline aqueous photographic processing composition in a photo sensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a compound of the Formula (I) or (II). In representative preparations 2-amino-5-nitrophenylmethylsulphone is diazotized and coupled with 5-hydroxy-2-naphthalenesulphonic acid and the product is converted to the acid chloride and condensed with 4-amino-N-X-1-hydroxy-2- napthamide (X herein is 4-(2,4-di-t.-pentylphenoxy)-butyl) to give a compound of the formula Use of 5-hydroxy-1-naphthenesulphonic acid, 4 - acetamido - 5 - hydroxy - 1 - and 2 - naphthalenesulphonic acids and 4-propionamido-5- hydroxy - 1 - naphthalene - sulphonic acid in place of 5-hydroxy-2-naphthalenesulphonic acid gives a corresponding product. Use of 2-chloro- 4,6 - dinitro - aniline and 4 - nitro - 2 - trifluoromethylaniline in place of 2-amino-5-nitrophenylmethylsulphone gives corresponding products. Other similar products are also described. By a similar condensation method is prepared as are other similar compounds of the invention. Other starting material preparations include Alternatively the final product can be obtained by a diazotization and coupling process as in where Group is 4-hydroxy-3-(CONHX)-naphth- 1-yl. Products wherein G is O acyl may be prepared by acylation of products wherein G is OH.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US33172773A | 1973-02-12 | 1973-02-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1458471A true GB1458471A (en) | 1976-12-15 |
Family
ID=23295123
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB624774A Expired GB1458471A (en) | 1973-02-12 | 1974-02-12 | Compounds having a diffusible dye moiety and photosensitive silver halide elements containing said compounds |
Country Status (6)
Country | Link |
---|---|
JP (2) | JPS5926014B2 (en) |
BE (1) | BE796041A (en) |
DE (2) | DE2406653C3 (en) |
FR (1) | FR2217723B1 (en) |
GB (1) | GB1458471A (en) |
NL (1) | NL7401930A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2217723B1 (en) * | 1973-02-12 | 1978-03-03 | Eastman Kodak Co | |
US4013635A (en) * | 1975-02-26 | 1977-03-22 | Eastman Kodak Company | Cyan azo dye-providing compounds |
JPS5735462Y2 (en) * | 1977-10-12 | 1982-08-05 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3288778A (en) * | 1964-10-05 | 1966-11-29 | Polaroid Corp | Azo and anthraquinone dye developers |
US3751406A (en) * | 1967-07-24 | 1973-08-07 | Polaroid Corp | Azo compounds useful in photographic processes |
FR2217723B1 (en) * | 1973-02-12 | 1978-03-03 | Eastman Kodak Co |
-
1973
- 1973-02-26 FR FR7306645A patent/FR2217723B1/fr not_active Expired
- 1973-02-27 BE BE128172A patent/BE796041A/en unknown
-
1974
- 1974-02-12 DE DE19742406653 patent/DE2406653C3/en not_active Expired
- 1974-02-12 DE DE19742462010 patent/DE2462010A1/en active Pending
- 1974-02-12 GB GB624774A patent/GB1458471A/en not_active Expired
- 1974-02-12 NL NL7401930A patent/NL7401930A/xx not_active Application Discontinuation
- 1974-02-12 JP JP1706174A patent/JPS5926014B2/en not_active Expired
-
1984
- 1984-01-06 JP JP36284A patent/JPS59131932A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
DE2406653A1 (en) | 1974-08-29 |
JPS6235662B2 (en) | 1987-08-03 |
AU6549074A (en) | 1975-08-14 |
JPS49126331A (en) | 1974-12-03 |
DE2406653C3 (en) | 1981-03-19 |
NL7401930A (en) | 1974-08-14 |
JPS5926014B2 (en) | 1984-06-23 |
BE796041A (en) | 1973-08-27 |
DE2462010A1 (en) | 1975-07-17 |
JPS59131932A (en) | 1984-07-28 |
FR2217723B1 (en) | 1978-03-03 |
DE2406653B2 (en) | 1980-06-12 |
FR2217723A1 (en) | 1974-09-06 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |