Photothermographic element, composition and process

Claim 2

In a photothermographic element comprising a support having thereon a layer comprising (a) photosensitive silver halide in association with (b) an oxidation-reduction image-forming combination comprising (i) an oxidizing agent comprising a heavy metal salt oxidizing agent with (ii) an organic reducing agent, (c) a polymeric binder for the layer, and (d) a halogen containing organic stabilizer precursor, the improvement wherein said stabilizer precursor comprises a stabilizing concentration of a compound represented by the formula: ##EQU11## wherein X is chloro, bromo or iodo; R 1 , R 2 and R 3 are each hydrogen; alkyl containing 1 to 10 carbon atoms; hydroxyalkyl containing 1 to 10 carbon atoms; acyloxyalkyl containing 2 to 10 carbon atoms; nitro; nitroalkyl containing 1 to 10 carbon atoms; aryl containing 6 to 12 carbon atoms; acyl of the formula R 4 --CO-- wherein R 4 is alkyl containing 1 to 5 carbon atoms, or aryl containing 6 to 12 carbon atoms; amido of the formula: ##EQU12## wherein R 5 and R 6 are each hydrogen, alkyl containing 1 to 5 carbon atoms, phenyl or naphthyl; sulfonyl represented by the formula R 7 --SO 2 -- wherein R 7 is alkyl containing 1 to 5 carbon atoms or aryl containing 6 to 12 carbon atoms; and wherein at least one of R 1 , R 2 and R 3 is a stabilizer precursor activating substituent.

Claim 3

A photothermographic element as in claim 1 wherein at least one of R 1 , R 2 and R 3 in said stabilizer precursor is nitro, nitroalkyl, acyl, amido or sulfonyl as defined in claim 1.

Claim 4

A photothermographic element as in claim 1 wherein said stabilizer precursor comprises an alpha-monohaloketone represented by the formula: ##EQU13## wherein X is chloro, bromo or iodo; R 8 is hydrogen, alkyl containing 1 to 10 carbon atoms, acyl containing 1 to 10 carbon atoms, and aryl containing 6 to 12 carbon atoms; R 9 is amino, alkyl containing 1 to 10 carbon atoms and aryl containing 6 to 12 carbon atoms.

Claim 5

A photothermographic element as in claim 1 wherein said stabilizer precursor comprises a monohalo sulfonyl compound represented by the formula: ##EQU14## wherein R 10 is aryl containing 6 to 12 carbon atoms; R 11 is chloro, bromo or iodo; R 12 is hydrogen, alkyl containing 1 to 5 carbon atoms, amido represented by the formula ##EQU15## wherein R 13 and R 14 are each alkyl containing 1 to 5 carbon atoms, phenyl, tolyl or hydrogen.

Claim 6

A photothermographic element as in claim 1 wherein said stabilizer precursor comprises a monohalo nitro lower alkane represented by the formula: ##EQU16## wherein X is chloro, bromo or iodo; m and n are each 1 to 5; R 15 and R 16 are each hydroxyl, an ester or a sulfonyl group represented by the formulae: ##EQU17## wherein R 17 is aryl containing 6 to 12 carbon atoms or alkyl containing 1 to 5 carbon atoms.

Claim 7

A photothermographic element as in claim 1 wherein said stabilizer precursor is 1,3-dibenzoyloxy-2-bromo-2-nitropropane.

Claim 8

A photothermographic element as in claim 1 wherein said stabilizer precursor is alpha-bromo-gamma-nitrobeta-phenylbutyrophenone.

Claim 9

A photothermographic element as in claim 1 wherein said stabilizer precursor is 2-bromo-2-p-tolylsulfonylacetamide.

Claim 10

A photothermographic element as in claim 1 wherein said stabilizer precursor is 2-bromo-2-nitro-1,3-propanediol.

Claim 11

A photothermographic element as in claim 1 wherein said stabilizer precursor is alpha-chloro-p-nitrotoluene.

Claim 12

A photothermographic element as in claim 1 comprising about 0.01 to about 1.0 mole of said stabilizer precursor per mole of total silver.

Claim 13

A photothermographic element as in claim 1 comprising about 0.05 to about 0.75 mole of said photosensitive silver halide, about 0.05 to about 0.75 mole of said organic reducing agent, and about 0.01 to about 1.0 mole of said stabilizer precursor per mole of total silver.

Claim 14

A photothermographic composition comprising (a) photosensitive silver halide in association with (b) an oxidation-reduction image-forming combination comprising (i) an oxidizing agent comprising a heavy metal salt oxidizing agent with (ii) an organic reducing agent, (c) a polymeric binder, and (d) a halogen containing organic stabilizer precursor, the improvement wherein said stabilizer precursor comprises a stabilizing concentration of a compound represented by the formula: ##EQU18## wherein X is chloro, bromo or iodo; R 1 , R 2 and R 3 are each hydrogen; alkyl containing 1 to 10 carbon atoms; hydroxyalkyl containing 1 to 10 carbon atoms; acyloxyalkyl containing 2 to 10 carbon atoms; nitro; nitroalkyl containing 1 to 10 carbon atoms; aryl containing 6 to 12 carbon atoms; acyl of the formula R 4 --CO-- wherein R 4 is alkyl containing 1 to 5 carbon atoms, or aryl containing 6 to 12 carbon atoms; amido of the formula ##EQU19## wherein R 5 and R 6 are each hydrogen, alkyl containing 1 to 5 carbon atoms, phenyl or naphthyl; sulfonyl represented by the formula R 7 --SO 2 -- wherein R 7 is alkyl containing 1 to 5 carbon atoms or aryl containing 6 to 12 carbon atoms; and wherein at least one of R 1 , R 2 and R 3 is a stabilizer precursor activating substituent.

Claim 15

A photothermographic composition comprising (a) photosensitive silver halide in association with (b) an oxidation-reduction image-forming combination comprising (i) an oxidizing agent comprising a heavy metal salt oxidizing agent with (ii) an organic reducing agent, (c) a polymeric binder, and (d) a halogen containing organic stabilizer precursor, the improvement wherein said stabilizer precursor comprises a stabilizing concentration of a compound represented by the formula: ##EQU18## wherein X is chloro, bromo or iodo; R 1 , R 2 and R 3 are each hydrogen; alkyl containing 1 to 10 carbon atoms; hydroxyalkyl containing 1 to 10 carbon atoms; acyloxyalkyl containing 2 to 10 carbon atoms; nitro; nitroalkyl containing 1 to 10 carbon atoms; aryl containing 6 to 12 carbon atoms; acyl of the formula R 4 --CO-- wherein R 4 is alkyl containing 1 to 5 carbon atoms, or aryl containing 6 to 12 carbon atoms; amido of the formula ##EQU19## wherein R 5 and R 6 are each hydrogen, alkyl containing 1 to 5 carbon atoms, phenyl or naphthyl; sulfonyl represented by the formula R 7 --SO 2 -- wherein R 7 is alkyl containing 1 to 5 carbon atoms or aryl containing 6 to 12 carbon atoms; and wherein at least one of R 1 , R 2 and R 3 is a stabilizer precursor activating substituent.

Claim 16

A photothermographic composition as in claim 13 wherein at least one of R 1 , R 2 and R 3 in said stabilizer precursor is nitro, nitroalkyl, acyl, amido or sulfonyl as defined in claim 13.

Claim 17

A photothermographic composition as in claim 13 wherein said stabilizer precursor comprises an alpha-monohaloketone represented by the formula: ##EQU20## wherein X is chloro, bromo or iodo; R 8 is hydrogen, alkyl containing 1 to 10 carbon atoms, acyl containing 1 to 10 carbon atoms, and aryl containing 6 to 12 carbon atoms; R 9 is amino, alkyl containing 1 to 10 carbon atoms and aryl containing 6 to 12 carbon atoms.

Claim 18

A photothermographic composition as in claim 13 wherein said stabilizer precursor comprises a monohalo sulfonyl compound represented by the formula: ##EQU21## wherein R 10 is aryl containing 6 to 12 carbon atoms; R 11 is chloro, bromo or iodo; R 12 is hydrogen, alkyl containing 1 to 5 carbon atoms, amido represented by the formula: ##EQU22## wherein R 13 and R 14 are each alkyl containing 1 to 5 carbon atoms, phenyl, tolyl or hydrogen.

Claim 19

A photothermographic composition as in claim 13 wherein said stabilizer precursor comprises a monohalo nitro lower alkane represented by the formula: ##EQU23## wherein X is chloro, bromo or iodo; m and n are each 1 to 5; R 15 and R 16 are each hydroxyl, an ester or a sulfonyl group represented by the formulae: ##EQU24## wherein R 17 is aryl containing 6 to 12 carbon atoms or alkyl containing 1 to 5 carbon atoms.

Claim 20

A photothermographic composition as in claim 13 wherein said stabilizer precursor is 1,3-dibenzoyloxy-2-bromo-2-nitropropane.

Claim 21

A photothermographic composition as in claim 13 wherein said stabilizer precursor is alpha-bromo-gamma-nitrobeta-phenylbutyrophenone.

Claim 22

A photothermographic composition as in claim 13 wherein said stabilizer precursor is 2-bromo-2-p-tolylsulfonylacetamide.

Claim 23

A photothermographic composition as in claim 13 wherein said stabilizer precursor is 2-bromo-2-nitro-1,3-propanediol.

Claim 24

A photothermographic composition as in claim 13 wherein said stabilizer precursor is alpha-chloro-p-nitrotoluene.

Claim 25

A photothermographic composition as in claim 13 comprising about 0.01 to about 1.0 mole of said stabilizer precursor per mole of total silver.

Claim 26

A photothermographic composition as in claim 13 comprising about 0.05 to about 0.75 mole of said photosensitive silver halide, about 0.05 to about 0.75 mole of said organic reducing agent, and about 0.01 to about 1.0 mole of said stabilizer precursor per mole of total silver.

Claim 27

A photothermographic composition comprising (a) an oxidation-reduction image-forming combination comprising (i) silver behenate with (ii) a sulfonamidophenol reducing agent, (b) photosensitive silver halide, (c) poly(vinyl butyral) binder, (d) about 0.20 to about 0.85 mole of 2-bromo-2-p-tolylsulfonylacetamide per mole of total silver in said composition.

Claim 28

A photothermographic composition comprising (a) an oxidation-reduction image-forming combination comprising (i) silver behenate with (ii) a sulfonamidophenol reducing agent, (b) photosensitive silver halide, (c) poly(vinyl butyral) binder, (d) about 0.20 to about 0.85 mole of 2-bromo-2-p-tolylsulfonylacetamide per mole of total silver in said composition.

Claim 29

A photothermographic composition comprising (a) an oxidation-reduction image-forming combination comprising (i) silver behenate with (ii) a sulfonamidophenol reducing agent, (b) photosensitive silver halide, (c) poly(vinyl butyral) binder, (d) about 0.05 to about 0.50 mole of 2-bromo-2-nitro-1,3-propanediol per mole of total silver in said composition.

Claim 30

A photothermographic composition comprising (a) an oxidation-reduction image-forming combination comprising (i) silver behenate with (ii) a sulfonamidophenol reducing agent, (b) photosensitive silver halide, (c) poly(vinyl butyral) binder, (d) about 0.05 to about 0.50 mole of 2-bromo-2-nitro-1,3-propanediol per mole of total silver in said composition.

Claim 31

A process of developing a stable image in an imagewise-exposeed photothermographic element comprising a support having thereon a layer comprising (a) an oxidation-reduction image-forming combination comprising (i) an oxidizing agent comprising a silver salt of a long-chain fatty acid with (ii) an organic reducing agent, (b) photosensitive silver halide, (c) a polymeric binder, and (d) a halogen-containing organic stabilizer precursor comprising a stabilizing concentration of a compound represented by the formula: ##EQU25## wherein X is chloro, bromo or iodo; R 1 , R 2 and R 3 are each hydrogen; alkyl containing 1 to 10 carbon atoms; hydroxyalkyl containing 1 to 10 carbon atoms; acyloxyalkyl containing 2 to 10 carbon atoms; nitro; nitroalkyl containing 1 to 10 carbon atoms; aryl containing 6 to 12 carbon atoms; acyl of the formula R 4 --CO-- wherein R 4 is alkyl containing 1 to 5 carbon atoms, or aryl containing 6 to 12 carbon atoms; amido of the formula: ##EQU26## wherein R 5 and R 6 are each hydrogen, alkyl containing 1 to 5 carbon atoms, phenyl or naphthyl; sulfonyl represented by the formula R 7 --SO 2 -- wherein R 7 is alkyl containing 1 to 5 carbon atoms or aryl containing 6 to 12 carbon atoms; and wherein at least one of R 1 , R 2 and R 3 is a stabilizer precursor activating substituent; comprising heating said element to a temperature from about 80° to about 250° C.

Claim 32

A process of developing a stable image in an imagewise-exposeed photothermographic element comprising a support having thereon a layer comprising (a) an oxidation-reduction image-forming combination comprising (i) an oxidizing agent comprising a silver salt of a long-chain fatty acid with (ii) an organic reducing agent, (b) photosensitive silver halide, (c) a polymeric binder, and (d) a halogen-containing organic stabilizer precursor comprising a stabilizing concentration of a compound represented by the formula: ##EQU25## wherein X is chloro, bromo or iodo; R 1 , R 2 and R 3 are each hydrogen; alkyl containing 1 to 10 carbon atoms; hydroxyalkyl containing 1 to 10 carbon atoms; acyloxyalkyl containing 2 to 10 carbon atoms; nitro; nitroalkyl containing 1 to 10 carbon atoms; aryl containing 6 to 12 carbon atoms; acyl of the formula R 4 --CO-- wherein R 4 is alkyl containing 1 to 5 carbon atoms, or aryl containing 6 to 12 carbon atoms; amido of the formula: ##EQU26## wherein R 5 and R 6 are each hydrogen, alkyl containing 1 to 5 carbon atoms, phenyl or naphthyl; sulfonyl represented by the formula R 7 --SO 2 -- wherein R 7 is alkyl containing 1 to 5 carbon atoms or aryl containing 6 to 12 carbon atoms; and wherein at least one of R 1 , R 2 and R 3 is a stabilizer precursor activating substituent; comprising heating said element to a temperature from about 80° to about 250° C.

Claim 33

A process as in claim 27 comprising heating said element from about 80° to about 250°C. for about 0.5 to about 60 seconds.

Claim 34

A process of developing a stable image as in claim 27 in an imagewise-exposed photothermographic element comprising a support having thereon a layer comprising (a) an oxidation-reduction image-forming combination comprising (i) silver behenate with (ii) a sulfonamidophenol reducing agent, (b) photosensitive silver halide, (c) a poly(vinyl butyral) binder, and (d) about 0.20 mole to about 0.85 mole of 2-bromo-2-p-tolylsulfonylacetamide per mole of total silver in said element comprising heating said element to a temperature from about 120° C. to about 160° C. for about 0.5 to about 30 seconds.

Claim 35

A process of developing a stable image as in claim 27 in an imagewise-exposed photothermographic element comprising a support having thereon a layer comprising (a) an oxidation-reduction image-forming combination comprising (i) silver behenate with (ii) a sulfonamidophenol reducing agent, (b) photosensitive silver halide, (c) a poly(vinyl butyral) binder, and (d) about 0.05 mole to about 0.50 mole of 2-bromo-2-nitro-1,3-propanediol per mole of total silver in said element comprising heating said element to a temperature from about 120° to about 160° C. for about 0.5 to about 30 seconds.