# US 4,379,838 A · Photosensitive photographic recording material comprising a dyed layer

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- Number: US 4,379,838 A
- Document ID: US4379838A
- Status: Granted
- Kind: A
- Application number: 06/308,521
- Filed: 1981-10-05
- Granted: 1983-04-12
- Earliest claimed: 1979-10-16
- Assignees: Agfa-Gevaert
- Inventors: Gunter Helling; Hans hlschlager; Wolfgang Himmelmann; Manfred Beck
- Web page: https://patentgrep.com/patent/US4379838A

## CPC

- G03C 1/835: Macromolecular substances therefor, e.g. mordants
- C08F 8/44: Preparation of metal salts or ammonium salts
- Y10S 430/142: Dye mordant
- G03C: PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES (for photomechanical purposes G03F); PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY (photographic processes characterised by the use or manipulation of apparatus classifiable per se in subclass G03B, see G03B; photomechanical production of textured or patterned surfaces G03F; electrophotography, magnetography G03G)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

Addition polymers containing at least 10 mole % of recurring structural units of formula I are useful mordants for acid dyes which preferably contain at least two sulfo groups. The polymers can be used together with the dyes in dyed layers of photographic recording materials, such as in antihalo or filter layers. ##STR1## in which Q represents N or P; R.sup.1, R.sup.2, R.sup.3 represent alkyl or carbocyclic radicals or two of R.sup.1, R.sup.2 and R.sup.3 complete a 5- or 6-membered heterocyclic ring, R.sup.4 represents H or alkyl, X.sup..crclbar. represents an anion.

## Claims

### Claim 1

In a photographic recording element, comprising a layer support, at least one layer comprised of photosensitive silver halide emulsion supported on said layer support, and at least one other supported layer as a dyed layer containing uniformly distributed therein a polymeric mordant for acid dyes and at least one acid dye,
the improvement according to which the mordant in said dyed layer consists essentially of a polymer obtained by addition polymerization and corresponding to the following formula ##STR28## in which Q is a nitrogen or phosphorus atom;
R.sup.1, R.sup.2 and R.sup.3 are the same or different and represent alkyl radicals of 1 to 12 carbon atoms or carbocyclic radicals selected from the group consisting of cycloalkyl, aralkyl and aryl radicals containing from 5 to 12 carbon atoms, which may be substituted with halogen, nitro, cyano, alkyl, alkoxy, alkylthio or alkoxy carbonyl in which the alkyl contains from 1 to 4 carbon atoms,
or two of the substituents R.sup.1, R.sup.2 and R.sup.3 together represent a group necessary for completing a 5- or 6-membered heterocyclic ring selected from the group consisting of pyrrolidine, piperidine or morpholine rings;
R.sup.4 represents hydrogen or methyl,
X.sup..crclbar. represents a photographically inert anion,
V represents the residue of a polymerized monomer polymerizable by addition polymerization containing at least two polymerizable ethylenically unsaturated groups; and corresponds to the following formula ##STR29## in which n is an integer greater than 1,
R.sup.5 represents an organic radical with two or more bonds which is made up of alkylene, arylene, aralkylene, cycloalkylene groups, ester, sulphonyl ester, amide, sulphonamide groups, etheroxygen and thioethersulphur atoms and also combinations of the above-mentioned groups and atoms,
R.sup.6 is a hydrogen atom or a methyl radical,
M represents the residue of a polymerized monomer containing one polymerizable ethylenically unsaturated group;
x, y and z represent the figures indicating the proportions of the monomer in the polymer, such that
x stands for 10 to 99 mole %,
y stands for 0 to 90 mole %,
z stands for 0 to 5 mole %.

### Claim 2 (depends on 1)

The photographic recording element as claimed in claim 1 wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and represent methyl, ethyl or benzyl.

### Claim 3 (depends on 1)

The photographic recording element as claimed in claim 1 wherein the dye in the dyed layer contains at least two sulfo groups.

### Claim 4 (depends on 1)

The photographic recording element as claimed in claim 1 wherein M represents the residue of a polymerized monomer selected from the group consisting of an alkene, a monoethylenically unsaturated ester of aliphatic acid, and an ester of ethylenically unsaturated monocarboxylic and dicarboxylic acids.

### Claim 5 (depends on 1)

The photographic element as claimed in claim 1 wherein R.sup.5 represents a methylene-; ethylene-; trimethylene-; phenylene-; phenylene dioxy carbonyl-; 4,4'-isopropylidene bis-phenylene oxycarbonyl-; methylene oxycarbonyl-; ethylene dioxy carbonyl-; 1,2,3,-propane-triyl-tris(oxycarbonyl)-; cyclohexylene-bis-(methyleneoxycarbonyl)-; ethylene-bis-(oxyethylene-oxycarbonyl)- or ethylidine trioxy carbonyl group.