# US 5,352,570 A · Method and photographic material and process comprising a benzotriazole compound

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- Number: US 5,352,570 A
- Document ID: US5352570A
- Status: Granted
- Kind: A
- Application number: 07/723,346
- Filed: 1991-06-28
- Granted: 1994-10-04
- Earliest claimed: 1991-06-28
- Assignees: Eastman Kodak Company
- Inventors: William J. Begley
- Web page: https://patentgrep.com/patent/US5352570A

## CPC

- C07D 249/18: Benzotriazoles
- G03C 7/30558: {Heterocyclic group (G03C7/30552 takes precedence)}
- Y10S 430/158: Development inhibitor releaser, DIR
- 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)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

A new method of preparation of a single isomer of a benzotriazole compound comprises the step of reacting a benzotriazole compound containing symmetrical substituents on the benzo ring with phosgene to produce the corresponding carbamyl chloride. The carbamyl chloride can be reacted with a timeing group of a coupling-off group of a photographic coupler to form a photographic development inhibitor releasing coupler. Such compounds are useful in photographic materials and processes.

## Claims

### Claim 1

A color photographic element comprising a support bearing at least one photographic silver halide emulsion layer and at least one benzotriazole development inhibitor releasing naphtholic wash-out coupler which forms a dye that is capable of being washed out of the photographic element upon processing comprising an amide water solubilizing group in the 2-position of the naphthol moiety wherein the benzotriazole development inhibitor is represented by the formula: ##STR16## wherein R.sup.1 O is an unsubstituted alkoxy group.

### Claim 2

A color photographic element comprising a support bearing at least one photographic silver halide emulsion layer and at least one benzotriazole development inhibitor releasing naphtholic wash-out coupler which forms a dye that is capable of being washed out of the photographic element upon processing comprising an amide water solubilizing group selected from CONH.sub.2 and CONHCH.sub.3 in the 2-position of the naphthol moiety wherein the benzotriazole development inhibitor is represented by the formula: ##STR17## wherein R.sup.1 O is an unsubstituted alkoxy group.

### Claim 3 (depends on 2)

A color photographic element as in claim 2 wherein the benzotriazole development inhibitor releasing coupler is represented by the formula: ##STR18## wherein OR.sup.1 is an unsubstituted alkoxy group; TIME is a photographic timing group; and
n is 0, 1 or 2.

### Claim 4 (depends on 3)

A color photographic element as in claim 3 wherein TIME comprises a ballasted carbamate group.

### Claim 5 (depends on 2)

A color photographic element as in claim 2 wherein the amide water solubilizing group is --CONH.sub.2 .
