Ciba-geigy Ag

Rainer Kitzing

William E Long

Brian R Whitear

Glenn P Wood

David L Reeves

Norman A Smith

Terence C Webb

Graham Evans

Rolf Kyburz

John G Scott

Leslie F Mason

Geoffrey E Ficken

Victor W Dolden

A photographic dye diffusion transfer process is provided which operates by imagwise release of a dye. The dye diffuses to a receiving layer and is mordanted there to give a dye image. The dyes are released from a compound of the formula D--E--F--BAL by reductive cleavage. D is a group which contains the residue of diffusible dye, BAL is a ballasting group which renders the compound containing it substantive to the layer in which it is present, D and E being joined by any type of chemical bond and E and F represent a single or double bond system which links D and BAL and which has a reduction potential above -200 mV measured against a standard hydrogen electrode at a pH of less than 3 and which bond can be reductively cleaved at a pH of less than 3 by a reducing agent which is able to act as a pH below 3.

Process for the production of photographic images by dye diffusion

Sulphoalkyl quaternary salts of the formula ##STR1## wherein X is --O--, --Se--, --S--, --NR-- or --CR(R)--, R is hydrogen or alkyl, R.sub.1 is hydrogen, methyl or ethyl, R.sub.2 and R.sub.3 are each hydrogen or substituents or together represent the atoms necessary to complete an optionally substituted benzene ring, R.sub.4 is optionally substituted alkylene of 3 or 4 carbon atoms and n is 1 or 0, except that when n is 1, R.sub.1 cannot be hydrogen, are prepared by heating at a temperature above 80.degree. C. a heterocyclic base of the formula ##STR2## wherein X, R.sub.1, R.sub.2, R.sub.3 and n have the indicated meanings with a hydroxysulphonic acid of the formula HOR.sub.4 SO.sub.3 H.

Preparation of sulphoalkyl quaternary salts

Novel azo compounds and their preparation are provided. These compounds have the general formula ##STR1## wherein X is N or CR.sub.4 where R.sub.4 is a hydrogen atom or an optionally substituted alkyl or aryl group, Y is S.sup..sym., N.sup..sym. R.sub.5, O.sup..sym. or N where R.sub.5 is an optionally substituted alkyl or aryl group, R.sub.1 is an optionally substituted alkyl or aryl group, R.sub.1 is a substituted aromatic or heterocyclic group containing a ballasting group, R.sub.2 and R.sub.3 are each hydrogen or alkyl groups having 1 to 4 carbon atoms, or R.sub.2 and R.sub.3 together with the nitrogen atom complete a heterocyclic ring, or one of R.sub.2 or R.sub.3 can be hydrogen and the other of R.sub.2 or R.sub.3 can be aryl. There may be further substitution in either of the benz rings and these rings may be benzannelated. These azo compounds are useful in the photographic field especially in the photographic dye diffusion transfer process for the production of photographic images.

Azo compounds useful in a photographic dye diffusion transfer process

A photographic dye diffusion transfer process is provided which operates by imagwise release of a dye. The dye diffuses to a receiving layer and is mordanted there to give a dye image. The dyes are released from a compound of the formula D--E--F--BAL by reductive cleavage. D is a group which contains the residue of diffusible dye, BAL is a ballasting group which renders the compound containing it substantive to the layer in which it is present, D and E being joined by any type of chemical bond and E and F represent a single or double bond system which links D and BAL and which has a reduction potential above -200 mV measured against a standard hydrogen electrode at a pH of less than 3 and which bond can be reductively cleaved at a pH of less than 3 by a reducing agent which is able to act at a pH below 3.

Pyridone dyestuffs of the formula ##STR1## are provided wherein R.sub.1 is hydrogen or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical or an optionally substituted amino group,

Photographic elements containing amino-substituted hydroxy-pyridones

Novel azo(hydrazo)-anthraquinone compounds and their preparation are provided. These compounds are of the general formula ##STR1## where R is hydrogen or at least one substituent, T.sub.1 is hydrogen, an hydroxy or alkoxy group or an amino or substituted amino group, R.sub.1 is hydrogen or halogen, an alkoxy, an amino or substituted amino group, an aryl or substituted aryl group, or a group conferring solubility in water and R.sub.2 is a group which comprises an azo linkage and a ballasting group or is a group which completes the hydrazo link and which comprises a ballasting group. The new compounds are useful in the photographic field, especially in the photographic dye diffusion transfer process for the production of photographic images.

Azo(hydrazo)-anthraquinone compounds

Pyridone dyestuffs of the formula ##STR1## are provided wherein R.sub.1 is hydrogen or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical or an optionally substituted amino group, R.sub.2, R.sub.3, R.sub.4 each independently represent hydrogen, halogen, alkoxy, or optionally substituted alkyl or cycloalkyl, R.sub.5 and R.sub.6 each independently represent hydrogen or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical or R.sub.5 and R.sub.6, R.sub.3 and R.sub.5 and R.sub.4 and R.sub.6 form heterocyclic rings, Y is hydrogen or hydroxy, --CN, --COOR.sub.7, --CONR.sub.7 R.sub.8 or --COR.sub.7 or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical, and Z represents --CN, --COOR.sub.9, --CONR.sub.9 R.sub.10, --SO.sub.3 H, --SO.sub.3 .crclbar. or --COR.sub.9, where R.sub.7, R.sub.8, R.sub.9 and R.sub.10 each independently represent hydrogen or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical. The dyestuffs can be used e.g. as cyan image dyestuffs in photographic material, as diffusible dyes which may become mordanted in a receptor layer or as filter, antihalation or acutance dyes in photographic material.

Amino-substituted hydroxy-pyridones

New vinyl compounds of the general formula ##STR1## are provided, wherein A is --CO-- or --SO.sub.2 --, v is 0 or 1, w is 0 or an integer of 1 to 6, x is 0 or 1, y is 2 to 6 and z is 1 or 2, at least one of w and x x being a positive integer. The vinyl compounds are useful as cross-linking agents for hydrophylic colloids, especially for gelatine in gelatino silver halide emulsion layers and other layers in photographic material.

Sulfur containing vinyl amide cross-linking agents

Vinylsulphone compounds of the general formula

Vinylsulphone hardeners

This invention relates to new compounds of the formula ##STR1## m is 1 or 2, n is 2, 3, 4, 5 or 6, Z represents a polyamine radical containing a basic tertiary or a quaternary nitrogen atom. The compounds of formula (m) an useful as crosslinking agents. They are particularly useful for crosslinking gelatine, preferably gelatin present in layers of photographic material.

N(.beta.-chloro-propionyl or acryloyl)carbamyl or ureido piperazines

The present invention relates to a process for crosslinking hydrophilic colloids, preferably gelatine and most preferably gelatine present in a photographic material. A 1,3,5-triazine compound containing an NC--N.sup.- -- substituent bound to the triazine ring is incorporated into the hydrophilic colloid as a crosslinking agent.

Process for crosslinking hydrophilic colloids

This invention relates to new compounds of the formula ##EQU1## M IS 1 OR 2, N IS 2, 3, 4, 5 OR 6, Z represents a polyamine radical containing a basic tertiary or a quaternary nitrogen atom. The compounds of formula (m) an useful as crosslinking agents. They an particularly useful for crosslinking gelatine, preferably gelatin present in layers of photographic material.

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Ingatestone, United Kingdom

Rainer Kitzing