# US 5,707,794 A · Spectral sensitization of silver halide photographic elements

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- Number: US 5,707,794 A
- Document ID: US5707794A
- Status: Granted
- Kind: A
- Application number: 08/755,437
- Filed: 1996-11-22
- Granted: 1998-01-13
- Earliest claimed: 1996-11-22
- Assignees: Sterling Diagnostic Imaging, Inc.
- Inventors: Dietrich Max Fabricius
- Web page: https://patentgrep.com/patent/US5707794A

## CPC

- G03C 1/29: the supersensitising mixture being solely composed of dyes {; Combination of dyes, even if the supersensitising effect is not explicitly disclosed}
- G03C 1/0051: {Tabular grain emulsions}
- G03C 2001/03511: {Bromide content}
- 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

Improved spectral sensitization with a synergistic combination of dyes is described. The two dyes include a first sensitizing dye is represented by Formula 1. ##STR1## and a second dye represented by Formula 2. ##STR2## The substituents of are defined in the description.

## Claims

### Claim 1

A photographic element comprising a support with at least one hydrophilic colloid layer coated thereon; said hydrophilic colloid layer comprises silver bromide grains with up to 5% iodide, by weight, which are spectrally sensitized with at least one first dye represented by ##STR18## wherein: R.sup.1, R.sup.2, R.sup.3, and R.sup.4 independently represents H, halogen, alkyl, aryl, alkoxy, carbonyl or sulfonate, or R.sup.1 and R.sup.2 or R.sup.2 and R.sup.3 or R.sup.3 and R.sup.4 are taken together to represent the atoms necessary to complete a six-membered carbocylic ring;
X.sup.1 represents O, S, CH=CH, Se, Te, N--R.sup.7, or C--R.sup.8 R.sup.9 ;
R.sup.5 represents alkyl or aryl;
R.sup.6 represents H, alkyl or aryl; and
R.sup.7, R.sup.8 and R.sup.9 each independently represents alkyl;
and at least one second dye represented by ##STR19## wherein: R.sup.10, R.sup.11, R.sup.12, and R.sup.13 each independently represents H, halogen, alkyl, aryl, alkoxy, carbonyl or sulfonate or R.sup.10 and R.sup.11 or R.sup.11 and R.sup.12 or R.sup.12 and R.sup.13 are taken together to represent the atoms necessary to complete a six-membered carbocylic ring;
X.sup.2 represents O, S, CH=CH, Se, Te, N--R.sup.16, C--R.sup.17 R.sup.18 ;
R.sup.14 represents alkyl or aryl;
R.sup.15 represents H, alkyl or aryl;
R.sup.16 represents alkyl; and
R.sup.17 and R.sup.18 each independently represents alkyl.

### Claim 2 (depends on 1)

The photographic element of claim 1 where X.sup.1 is S or Se.

### Claim 3 (depends on 2)

The photographic element of claim 2 where X.sup.1 is S.

### Claim 4 (depends on 1)

The photographic element of claim 1 where X.sup.2 is S, Se, or NR.sup.18.

### Claim 5 (depends on 3)

The photographic element of claim 3 where X.sup.2 is S or Se.

### Claim 6 (depends on 5)

The photographic element of claim 5 where X.sup.2 is S.

### Claim 7 (depends on 1)

The photographic element of claim 1 where said first dye is: ##STR20## and said second dye is chosen from the set consisting of: ##STR21##

### Claim 8 (depends on 7)

The photographic element of claim 7 where:
R.sup.5 is CH.sub.3 ; and
R.sup.6 is CH.sub.2 CO.sub.2 H.

### Claim 9

A photographic element comprising a support with at least one hydrophilic colloid layer coated thereon;
said hydrophilic colloid layer comprises silver halide grains which are spectrally sensitized with at least one first dye represented by: ##STR22## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each independently represents H, halogen, alkyl, aryl, alkoxy, carbonyl, or sulfonate, or R.sup.1 and R.sup.2 or R.sup.2 and R.sup.3 or R.sup.3 and R.sup.4 are taken together to represent the atoms necessary to complete a six-membered carbocylic ring;
X represents O, S, CH=CH, Se, Te, N--R.sup.7, or C--R.sup.8 R.sup.9 ;
R.sup.5 represents alkyl or aryl;
R.sup.6 represents H, alkyl or aryl;
R.sup.7 represents alkyl; and
R.sup.8 and R.sup.9 each independently represents alkyl;
and at least one second dye represented by ##STR23## wherein R.sup.10, R.sup.11, and R.sup.12 each independently represents H, alkyl, or aryl, or R.sup.11 and R.sup.12 are taken together to represent the atoms necessary to complete a five-membered or six-membered heterocyclic ring; and
R.sup.13 represents H, alkyl or aryl.

### Claim 10 (depends on 9)

The photographic element of claim 9 wherein said hydrophilic colloid layer comprises silver bromide grains with up to 2% iodide, by weight.

### Claim 11 (depends on 9)

The photographic element of claim 9 wherein said hydrophilic colloid layer comprises tabular silver bromide grains with an aspect ratio of at least 2:1.

### Claim 12 (depends on 9)

The element of claim 9 where said first dye is: ##STR24## and said second dye is chosen from the set consisting of: ##STR25##

### Claim 13

A photographic element comprising a support with at least one hydrophilic colloid layer coated thereon;
said hydrophilic colloid layer comprises silver halide grains which are spectrally sensitized with at least one first dye represented by ##STR26## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each independently represents H, halogen, alkyl, aryl, alkoxy, carbonyl, or sulfonate, or R.sup.1 and R.sup.2 or R.sup.2 and R.sup.3 or R.sup.3 and R.sup.4 are taken together to represent the atoms necessary to complete a six-membered carbocylic ring;
X represents O, S, CH=CH, Se, Te, N--R.sup.7, C--R.sup.8 R.sup.9 ;
R.sup.5 represents alkyl or aryl;
R.sup.6 represents H, alkyl or aryl;
R.sup.7 represents alkyl; and
R.sup.8 and R.sup.9 each independently represents alkyl;
and at least one second dye represented by ##STR27## wherein R.sup.10, R.sup.11, R.sup.12, R.sup.13, R.sup.14, and R.sup.15 each independently represents H, alkyl, and aryl; or R.sup.10 and R.sup.11 or R.sup.11 and R.sup.12 or R.sup.10 and R.sup.15 are taken together to represent the atoms necessary to complete a five- or six-membered heterocyclic ring or R.sup.12 and R.sup.13 or R.sup.14 and R.sup.15 are taken together to represent the atoms necessary to complete a five- or six-membered carbocylic ring;
R.sup.16 represents H, alkyl or aryl; and
R.sup.17 represents H, alkyl or aryl.

### Claim 14 (depends on 13)

The photographic element of claim 13 where said first dye is: ##STR28##

### Claim 15 (depends on 13)

The photographic element of claim 13 where said second dye is: ##STR29##

### Claim 16 (depends on 15)

The photographic element of claim 15 where said first dye is: ##STR30## and said second dye is: ##STR31##

### Claim 17 (depends on 1)

The photographic element of claim 1 wherein said hydrophilic colloid layer comprises silver bromide grains with up to 2% iodide, by weight.

### Claim 18 (depends on 1)

The photographic element of claim 1 wherein said hydrophilic colloid layer comprises tabular silver bromide grains with an aspect ratio of at least 2:1.