# US 5,700,631 A · Photographic element containing new gold(I) compounds

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- Number: US 5,700,631 A
- Document ID: US5700631A
- Status: Granted
- Kind: A
- Application number: 08/672,254
- Filed: 1996-06-28
- Granted: 1997-12-23
- Earliest claimed: 1996-03-14
- Assignees: Eastman Kodak Company
- Inventors: Roger Lok; Weimar Weatherly White
- Web page: https://patentgrep.com/patent/US5700631A

## CPC

- C07F 1/005: {without C-Metal linkages}
- G03C 1/09: Noble metals or mercury; Salts or compounds thereof; Sulfur, selenium or tellurium, or compounds thereof, e.g. for chemical sensitising (G03C1/34, G03C1/35 take precedence)
- G03C 2001/091: {Gold}
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- 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 photographic element is provided comprising a support having situated thereon a silver halide emulsion layer, the emulsion layer comprising a compound of the formula: Z--SO.sub.2 S--Au(I)--L (I) wherein Z represents an alkyl, aryl, or heterocyclic group; and L represents a thioether, selenoether or telluroether containing ligand.

## Claims

### Claim 1

A photographic element comprising a support having situated thereon a silver halide emulsion layer, said emulsion layer comprising a compound of the formula:
Z--SO.sub.2 S--Au(I)--L (I)
wherein
Z represents an alkyl, aryl, or heterocyclic group; and
L represents a thioether, selenoether or telluroether containing ligand.

### Claim 2 (depends on 1)

A photographic element according to claim 1 wherein L has a molecular weight of from about 60 to about 2000.

### Claim 3 (depends on 2)

A photographic element according to claim 2 wherein L has a molecular weight of from about 100 to about 500.

### Claim 4 (depends on 1)

A photographic element according to claim 1 wherein L is of the formula: ##STR5## wherein X is a sulfur or selenium atom;
* denotes the point of attachment of L to Au(I);
R.sup.1 to R.sup.4 are independently hydrogen or an alkyl, aryl or heteroaryl group;
R.sup.5 and R.sup.6 are bonded together to form an aryl or heteroaryl ring, or are independently hydrogen, carboxy, sulfo, amino, or an alkyl, aryl or heteroaryl group;
R.sup.7, R.sup.8, R.sup.9 and R.sup.10 are independently hydrogen, carboxy, sulfo, amino or an alkyl, aryl or heteroaryl group;
n and m are independently 0 to 20; and
p is 0 or 1, with the proviso that if R.sup.5 and R.sup.6 are bonded together to form an aryl or heteroaryl ring, p is 0 and if R.sup.5 and R.sup.6 are not so bonded, p is 1.

### Claim 5 (depends on 4)

A photographic element according to claim 4 wherein L is of the formula ##STR6## wherein X is a sulfur atom;
* denotes the point of attachment of L to Au(I);
R.sup.5 and R.sup.8 are independently hydrogen or an alkyl group having from 1 to 10 carbon atoms or an aryl group having from 5 to 10 carbon atoms;
R.sup.6, R.sup.7, R.sup.9 and R.sup.10 are independently hydrogen, carboxy, amino or an alkyl group having from 1 to 6 carbon atoms; and
n and m are independently 0 to 10.

### Claim 6 (depends on 4)

A photographic dement according to claim 4 wherein the emulsion layer is comprised of predominantly silver chloride.

### Claim 7 (depends on 6)

A photographic element according to claim 6 wherein the compound is selected from the group consisting of: ##STR7##

### Claim 8

A photographic element comprising a support having situated thereon a silver halide emulsion layer, said emulsion layer having been chemically sensitized in the presence of a compound of the formula:
Z--SO.sub.2 S--Au(I)--L (I)
wherein
Z represents an alkyl, aryl, or heterocyclic group; and
L represents a thioether, selenoether or telluroether ligand.

### Claim 9 (depends on 8)

A photographic element according to claim 8 wherein L has a molecular weight of from about 60 to about 2000.

### Claim 10 (depends on 9)

A photographic element according to claim 9 wherein L has a molecular weight of from about 100 to about 500.

### Claim 11 (depends on 10)

A photographic element according to claim 10 wherein L is of the formula: ##STR8## wherein X is a sulfur or selenium atom;
* denotes the point of attachment of L to Au(I);
R.sup.1 to R.sup.4 are independently hydrogen or an alkyl, aryl or heteroaryl group;
R.sup.5 and R.sup.6 are bonded together to form an aryl or heteroaryl ring, or are independently hydrogen, carboxy, sulfo, amino, or an alkyl, aryl or heteroaryl group;
R.sup.7, R.sup.8, R.sup.9 and R.sup.10 are independently hydrogen, carboxy, sulfo, amino or an alkyl, aryl or heteroaryl group;
n and m are independently 0 to 20; and
p is 0 or 1, with the proviso that if R.sup.5 and R.sup.6 are bonded together to form an aryl or heteroaryl ting, p is 0; and if R.sup.5 and R.sup.6 are not so bonded, p is 1.

### Claim 12 (depends on 11)

A photographic element according to claim 11 wherein L is of the formula ##STR9## wherein X is a sulfur atom;
* denotes the point of attachment of L to Au(I);
R.sup.5 and R.sup.8 are independently hydrogen or an alkyl group having from 1 to 10 carbon atoms or an aryl group having from 5 to 10 carbon atoms;
R.sup.6, R.sup.7, R.sup.9 and R.sup.10 are independently hydrogen, carboxy, amino or an alkyl group having from 1 to 6 carbon atoms; and
n and m are independently 0 to 10.

### Claim 13 (depends on 11)

A photographic element according to claim 11 wherein the emulsion layer is comprised of predominantly silver chloride.

### Claim 14 (depends on 13)

A photographic element according to claim 13 wherein the compound is selected from the group consisting of: ##STR10##

### Claim 15

A method of forming a silver halide emulsion comprising precipitating silver halide grains in an aqueous colloidal medium, washing the grains, and sensitizing the grains by adding dyes, chemical sensitizers, and heating, and adding to the emulsion, prior to or during heating, a compound of the formula:
Z--SO.sub.2 S--Au(I)--L (I)
wherein
Z represents an alkyl, aryl, or heterocyclic group; and
L represents a thioether, selenoether or telluroether ligand.

### Claim 16 (depends on 15)

A method according to claim 15 wherein the L is of the formula ##STR11## wherein X is a sulfur or selenium atom;
* denotes the point of attachment of L to Au(I);
R.sup.1 to R.sup.4 are independently hydrogen or an alkyl, aryl or heteroaryl group;
R.sup.5 and R.sup.6 are bonded together to form an aryl or heteroaryl ring, or are independently hydrogen, carboxy, sulfo, amino, or an alkyl, aryl or heteroaryl group;
R.sup.7, R.sup.8, R.sup.9 and R.sup.10 are independently hydrogen, carboxy, sulfo, amino or an alkyl, aryl or heteroaryl group;
n and m are independently 0 to 20; and
p is 0 or 1, with the proviso that if R.sup.5 and R.sup.6 are bonded together to form an aryl or heteroaryl ting, p is 0; and if R.sup.5 and R.sup.6 are not so bonded, p is 1.

### Claim 17 (depends on 16)

A method according to claim 16 wherein the compound is selected from the group consisting of: ##STR12##

### Claim 18

A photographic silver halide emulsion prepared by precipitating silver halide grains in a first aqueous colloidal medium, washing the grains, sensitizing the grains by adding dyes, chemical sensitizers and heating, and adding to the emulsion, prior to heating, a dispersion prepared by combining a thiosulfonate compound with potassium tetrachloraurate and a thioether, selenoether, or telluroether compound in a second aqueous colloidal medium.

### Claim 19

A compound of the formula
Z--SO.sub.2 S--Au(I)--L (I)
wherein
Z represents an alkyl, aryl, or heterocyclic group; and
L represents a thioether, selenoether or telluroether ligand.

### Claim 20 (depends on 19)

A compound according to claim 19 wherein L is of the formula ##STR13## wherein X is a sulfur atom;
* denotes the point of attachment of L to Au(I);
R.sup.5 and R.sup.8 are independently hydrogen or an alkyl group having from 1 to 10 carbon atoms or an aryl group having from 5 to 10 carbon atoms;
R.sup.6, R.sup.7, R.sup.9 and R.sup.10 are independently hydrogen, carboxy, amino or an alkyl group having from 1 to 6 carbon atoms; and
n and m are independently 0 to 10.