# US 5,776,667 A · Color photographic recording material having a yellow filter layer which contains an arylidene dye of isoxazolone as the yellow filter dye

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- Number: US 5,776,667 A
- Document ID: US5776667A
- Status: Granted
- Kind: A
- Application number: 08/779,915
- Filed: 1997-01-07
- Granted: 1998-07-07
- Earliest claimed: 1996-01-12
- Assignees: Agfa NV
- Inventors: Hans Ohlschlager; Hans Langen; Klaus Sinzger
- Web page: https://patentgrep.com/patent/US5776667A

## CPC

- C07D 413/06: linked by a carbon chain containing only aliphatic carbon atoms
- C07D 261/12: Oxygen atoms
- G03C 1/832: {Methine or polymethine dyes}
- G03C 7/3029: {Materials characterised by a specific arrangement of layers, e.g. unit layers, or layers having a specific function}
- G03C 7/3885: {characterised by the use of a specific solvent}
- G03C 2200/23: Filter dye
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- 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)

## Abstract

A color photographic recording material comprises in a yellow filter layer at least one dye of one of the formulae I and II ##STR1## in which R.sup.1, R.sup.3 and R.sup.5 (mutually independently) mean alkyl, cycloalkyl or aryl; R.sup.2 and R.sup.4 (mutually independently) mean hydrogen or alkyl; R.sup.21 means a residue as R.sup.1 ; R.sup.22 means a residue as R.sup.2 ; R.sup.23 means a residue as R.sup.1 ; provided that in formula I none of the residues R.sup.1 to R.sup.5 contains an alkyl chain of more than 3 carbon atoms. The dyes exhibit suitable absorption as yellow filter dyes and are completely decolored during processing.

## Claims

### Claim 1

Color photographic recording material which comprises on a film support at least one red-sensitive silver halide emulsion layer with a cyan coupler, at least one green-sensitive silver halide emulsion layer with a magenta coupler, at least one blue-sensitive silver halide emulsion layer with a yellow coupler and at least one yellow coloured non-photosensitive layer which is arranged beneath a blue-sensitive silver halide emulsion layer and above a green-sensitive silver halide emulsion layer (yellow filler layer), wherein the material comprises in the yellow filter layer at least one dye of one of the formulae I and II, ##STR10## in which R.sup.1, R.sup.3, and R.sup.5 (mutually independently) mean alkyl or cycloalkyl;
R.sup.2 and R.sup.4 (mutually independently) mean hydrogen or alkyl;
R.sup.21 means a residue as R.sup.1 ;
R.sup.22 means a residue as R.sup.2 ;
R.sup.23 means a residue as R.sup.1,
provided that in formula I none of the residues R.sup.1 to R.sup.5 contains an alkyl chain of more than 3 carbon atoms.

### Claim 2 (depends on 1)

Recording material according to claim 1, wherein the dye of the formula I or II is present in the yellow filter layer in the form of a solution in an oil former.

### Claim 3 (depends on 1)

Recording material according to claim 1, wherein the dye of the formula I or II is present in the yellow filter layer in the form of a dispersion of fine solid particles.

### Claim 4 (depends on 2)

Recording material according to claim 2, wherein the yellow filter layer comprises an alkylpyrrolidone as the oil former.

### Claim 5 (depends on 1)

Recording material according to claim 1, wherein the yellow filter layer comprises polyvinylpyrrolidone.

### Claim 6 (depends on 1)

The recording material according to claim 1, wherein R.sup.1 is --C.sub.3 H.sub.7, --C.sub.2 H.sub.6 or --CH.sub.3.

### Claim 7 (depends on 1)

The recording material according to claim 1, wherein R.sup.2 is H, --CH.sub.3 or --C.sub.2 H.sub.5.

### Claim 8 (depends on 3)

The recording material according to claim 3, wherein R.sup.2 is H.

### Claim 9 (depends on 8)

The recording material according to claim 8, wherein R.sup.1 is --C.sub.3 H.sub.7.

### Claim 10 (depends on 1)

The recording material according to claim 1, wherein R.sup.4 is H or --CH.sub.3.

### Claim 11 (depends on 9)

The recording material according to claim 9, wherein R.sup.4 is H.

### Claim 12 (depends on 1)

The recording material according to claim 1, wherein R.sup.5 is --C.sub.2 H.sub.5,--C.sub.3 H.sub.7 --(CH.sub.2).sub.2 --OC.sub.2 H.sub.5,--(CH.sub.2).sub.2 OC.sub.3 H.sub.7 or --CH.sub.2 CF.sub.3.

### Claim 13 (depends on 11)

The recording material according to claim 11, wherein R.sup.5 is --C.sub.3 H.sub.7.

### Claim 14 (depends on 1)

The recording material according to claim 1, wherein R.sup.3 is --C.sub.2 H.sub.5, --C.sub.3 H.sub.7, --(CH.sub.2).sub.2 --OC.sub.2 H.sub.5, --(CH.sub.2).sub.2 --OC.sub.3 H.sub.7 (CH.sub.2).sub.2 --OCH.sub.3 or --CH.sub.2 CF.sub.3.

### Claim 15 (depends on 13)

The recording material according to claim 13, wherein R.sup.3 is --C.sub.3 H.sub.7.

### Claim 16 (depends on 1)

The recording material according to claim 1, wherein at least one dye of formula II is present and R.sup.21 is --C.sub.3 H.sub.7 or --C.sub.2 H.sub.5.

### Claim 17 (depends on 1)

The recording material according to claim 1 wherein at least one dye of formula II is present and R.sup.22 is H or --CH.sub.3.

### Claim 18 (depends on 1)

The recording material according to claim 1, wherein formula II is present and R.sup.23 is --C.sub.2 H.sub.5, --C.sub.3 H.sub.7,--(CH.sub.2)--O--(CH.sub.2)--O--CH.sub.2 --CH(CH.sub.3).sub.2 or --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --OC.sub.2 H.sub.5.

### Claim 19 (depends on 16)

The recording material according to claim 16, wherein R.sup.23 is --C.sub.2 H.sub.5 or --C.sub.3 H.sub.7.

### Claim 20

Color photographic recording material which comprises on a film support at least one red-sensitive silver halide emulsion layer with a cyan coupler, at least one green-sensitive silver halide emulsion layer with a magenta coupler, at least one blue-sensitive silver halide emulsion layer with a yellow coupler and at least one yellow coloured non-photosensitive layer which is arranged beneath a blue-sensitive silver halide emulsion layer and above a green-sensitive silver halide emulsion layer (yellow filter layer), wherein the material comprises in the yellow filter layer at least one dye of one of the formulae I and II, ##STR11## in which R.sup.1 is alkyl or cycloalkyl;
R.sup.3 and R.sup.5 (mutually independently) are alkyl, cycloalkyl or aryl;
R.sup.2 and R.sup.4 (mutually independently) mean hydrogen or alkyl;
R.sup.21 means alkyl, cycloalkyl or aryl;
R.sup.22 means a residue an R.sup.2 ;
R.sup.23 means alkyl, cycloalkyl or aryl;
provided that in formula I none or the residues R.sup.1 to R.sup.5 contains an alkyl chain of more than 3 carbon atoms.