Claims
- 1. In a photothermographic composition comprising:
- a. an oxidation-reduction image-forming combination comprising:
- i. a silver salt oxidizing agent with
- ii. a reducing agent; and
- b. a photosensitive component consisting essentially of photosensitive silver halide spectrally sensitized with
- c. at least one spectral sensitizing dye,
- the improvement wherein said dye comprises at least one azo spectral sensitizing dye represented by the formula:
- A--N.dbd.N--B
- wherein A comprises at least one 5 to 12 membered heterocyclic ring having a -NH- moiety as part of the ring which enables the dye to form a substantially water-insoluble silver salt, which heterocyclic ring is linked directly or through a second diazo group; and B is either a 6 to 14 membered aryl or a 5 to 12 membered heterocyclic ring.
- 2. The photothermographic composition of claim 1 wherein the spectral sensitizing dye is present in a concentration of from about 10 to about 2000 mg per mole of photographic silver halide.
- 3. The photothermographic composition of claim 1 wherein the azo spectral sensitizing dye is represented by the formula:
- R--N.dbd.N--R.sup.1).sub.m (L).sub.n R.sup.2
- wherein m is 0 or 1; n is 0 when m is 0, and is 0 or 1 when m is 1; R is aryl having 6 to 14 carbon atoms or R.sup.2 ; R.sup.1 is arylene having 6 to 14 carbon atoms; R.sup.2 is selected from the group consisting of benzotriazole, benzimidazole, indazole, triazole, hydroxytetraazaindene, tetrazole, and pyrazolotriazole heterocyclic moieties and a 6 to 14 membered aryl having one of these moieties as a substituent; and L is a linking group selected from the group consisting of --CONR.sup.3 --, --NR.sup.3 CO--, --SO.sub.2 NR.sup.3 --, --NR.sup.3 CONR.sup.3 --, --NR.sup.3 SO.sub.2 --, --CONR.sup.3 CH.sub.2 -- and --CONR.sup.3 R.sup.1 -- wherein R.sup.3 is hydrogen, alkyl having 1 to 10 carbon atoms or aryl having 6 to 14 carbon atoms; said dye containing an acidic nitrogen in said heterocyclic moieties.
- 4. In a photothermographic composition comprising:
- a. an oxidation-reduction image-forming combination comprising:
- i. a fatty acid silver salt oxidizing agent with
- ii. a reducing agent; an
- b. a photosensitive component consisting essentially of photosensitive silver halide spectrally sensitized with
- c. at least one spectral sensitizing dye,
- the improvement wherein said dye comprises at least one azo spectral sensitizing dye represented by the formula:
- R--N.dbd.N--R.sup.1).sub.m (L).sub.n R.sup.2
- wherein m is 0 or 1; n is 0 when m is 0, and is 0 or 1 when m is 1; R is aryl having 6 to 14 carbon atoms; R.sup.2 is selected from the group consisting of benzotriazole, benzimidazole, indazole, triazole, hydroxytetraazaindene, tetrazole, and pyrazolotriazole heterocyclic moieties, and a 6 to 14 membered aryl having one of the moieties as a substituent; and L is a linking group selected from the group consisting of --CONR.sup.3 --, --NR.sup.3 CO--, --SO.sub.2 NR.sup.3 --, --NR.sup.3 CONR.sup.3 --, --NR.sup.3 SO.sub.2 --, --CONR.sup.3 CH.sub.2 -- and --CONR.sup.3 R.sup.1 -- wherein R.sup.3 is hydrogen, alkyl having 1 to 10 carbon atoms or aryl having 6 to 14 carbon atoms; said dye containing an acidic nitrogen in said heterocyclic moiety.
- 5. The photothermographic composition of claim 4 wherein the spectral sensitizing dye consists essentially of 2-benzotriazol-5-ylazo-4-methoxynaphth-1-ol.
- 6. The photothermographic composition of claim 4 wherein the spectral sensitizing dye is present in a concentration of from about 10 to about 2000 mg per mole of photographic silver halide.
- 7. The photothermographic composition of claim 4 wherein the reducing agent is a sulfonamidophenol.
- 8. The photothermographic composition of claim 4 wherein the silver halide is silver bromide.
- 9. A photothermographic composition comprising:
- a. an oxidation-reduction image-forming combination comprising:
- i. a silver salt of a long-chain fatty acid with
- ii. a sulfonamidophenol reducing agent; and
- b. a photosensitive component consisting essentially of photosensitive silver bromide spectrally sensitized with
- c. a spectral sensitizing dye consisting essentially of 2-benzotriazol-5-ylazo-4-methoxynaphth-1-ol.
- 10. In a photothermographic element comprising a support having thereon in reactive association:
- a. an oxidation-reduction image-forming combination comprising:
- i. a silver salt oxidizing agent with
- ii. a reducing agent; and
- b. a photosensitive component consisting essentially of photosensitive silver halide spectrally sensitized with
- c. at least one spectral sensitizing dye,
- the improvement wherein said dye comprises at least one azo spectral sensitizing dye represented by the formula:
- A--N.dbd.N--B
- wherein A comprises at least one 5 to 12 membered heterocyclic ring having a --NH-- moiety as part of the ring which enables the dye to form a substantially water-insoluble silver salt, which heterocyclic ring is linked directly or through a second diazo group; and B is either a 6 to 14 membered aryl or a 5 to 12 membered heterocyclic ring.
- 11. The photothermographic element of claim 10 wherein the spectral sensitizing dye is present in a concentration of from about 10 to about 2000 mg per mole of photographic silver halide.
- 12. The photothermographic element of claim 10 wherein the azo spectral sensitizing dye is represented by the formula:
- R--N.dbd.N--R.sup.1).sub.m (L).sub.n R.sup.2
- wherein m is 0 or 1; n is 0 when m is 0, and is 0 or 1 when m is 1; R is aryl having 6 to 14 carbon atoms or R.sup.2 ; R.sup.1 is arylene having 6 to 14 carbon atoms; R.sup.2 is selected from the group consisting of benzotriazole, benzimidazole, indazole, triazole, hydroxytetraazaindene, tetrazole, and pyrazolotriazole moieties, and a 6 to 14 membered aryl having one of these moieties as a substituent; and L is a linking group selected from the group consisting of --CONR.sup.3 --, --NR.sup.3 CO--, --SO.sub.2 NR.sup.3 --, --NR.sup.3 CONR.sup.3 --, --NR.sup.3 SO.sub.2 --, --CONR.sup.3 CH.sub.2 -- and --CONR.sup.3 R.sup.1 -- wherein R.sup.3 is hydrogen, alkyl having 1 to 10 carbon atoms or aryl having 6 to 14 carbon atoms; said dye containing an acidic nitrogen in said heterocyclic moiety.
- 13. A photothermographic element comprising a support having thereon in reactive association:
- a. an oxidation-reduction image-forming combination comprising:
- i. a fatty acid silver salt oxidizing agent with
- ii. a reducing agent; and
- b. a photosensitive component consisting essentially of photosensitive silver halide spectrally sensitized with
- c. at least one spectral sensitizing dye,
- the improvement wherein said dye comprises at least one azo spectral sensitizing dye represented by the formula:
- R--N.dbd.N--R.sup.1).sub.m (L).sub.n R.sup.2
- wherein m is 0 or 1; n is 0 when m is 0, and is 0 or 1 when m is 1; R is aryl having 6 to 14 carbon atoms or R.sup.2 ; R.sup.1 is arylene having 6 to 14 carbon atoms; R.sup.2 is selected from the group consisting of benzotriazole, benzimidazole, indazole, triazole, hydroxytetraazaindene, tetrazole, and pyrazolotriazole heterocyclic moieties and a 6 to 14 membered aryl having one of these moieties as a substituent; and L is a linking group selected from the group consisting of --CONR.sup.3 --, --NR.sup.3 CO--, --SO.sub.2 NR.sup.3 --, --NR.sup.3 CONR.sup.3 --, --NR.sup.3 SO.sub.2 --, --CONR.sup.3 CH.sub.2 -- and --CONR.sup.3 R.sup.1 -- wherein R.sup.3 is hydrogen, alkyl having 1 to 10 carbon atoms or aryl having 6 to 14 carbon atoms; said dye containing an acidic nitrogen in said heterocyclic moiety.
- 14. The photothermographic element of claim 13 wherein the azo spectral sensitizing dye consists essentially of 2-(benzotriazol-5-ylazo)-4-methoxynaphth-1-ol.
- 15. The photothermographic element of claim 13 wherein the azo spectral sensitizing dye is present in a concentration of from about 10 to about 2000 mg per mole of photographic silver halide.
- 16. The photothermographic element of claim 13 wherein the reducing agent is a sulfonamidophenol.
- 17. The photothermographic element of claim 13 wherein the silver halide is silver bromide.
- 18. A photothermographic element comprising a support having thereon in reactive association:
- a. an oxidation-reduction image-forming combination comprising:
- i. a silver salt of a long-chain fatty acid with
- ii. a sulfonamidophenol reducing agent; and
- b. a photosensitive component consisting essentially of silver bromide spectrally sensitized with
- c. a spectral sensitizing dye consisting essentially of 2-benzotriazol-5-ylazo-4-methoxynaphth-1-ol.
- 19. A photothermographic element comprising a support having thereon in reactive association per square meter of support:
- a. an oxidation-reduction image-forming combination comprising:
- i. from 0.02 to 20 millimoles of a silver salt oxidizing agent with
- ii. from 0.1 to 50.0 millimoles of a reducing agent; and
- b. from 0.085 to 10 millimoles of a photosensitive component consisting essentially of silver halide spectrally sensitized with
- c. a spectral sensitizing dye,
- the improvement wherein said dye comprises from 0.1 to 50 mg of an azo spectral sensitizing dye represented by the formula:
- A--N.dbd.N--B
- wherein A comprises at least one 5 to 12 membered heterocyclic ring having a --NH-- moiety as part of the ring which enables the dye to form a substantially water-insoluble silver salt, which heterocyclic ring is linked directly or through a second diazo group; and B is either a 6 to 14 membered aryl or a 5 to 12 membered heterocyclic ring.
- 20. The photothermographic element of claim 19 wherein the azo spectral sensitizing dye is represented by the formula:
- R--N.dbd.N--R.sup.1).sub.m (L).sub.n R.sup.2
- wherein m is 0 or 1; n is 0 when m is 0, and is 0 or 1 when m is 1; R is aryl having 6 to 14 carbon atoms or R.sup.2 ; R.sup.1 is arylene having 6 to 14 carbon atoms; R.sup.2 is selected from the group consisting of benzotriazole, benzimidazole, indazole, triazole, hydroxytetraazaindene, tetrazole, and pyrazolotriazole heterocyclic moieties and a 6 to 14 membered aryl having one of these moieties as a substituent; and L is a linking group selected from the group consisting of --CONR.sup.2 --, --NR.sup.3 CO--, --SO.sub.2 NR.sup.3 --, --NR.sup.3 CONR.sup.3 --, --NR.sup.3 SO.sub.2 --, --CONR.sup.3 CH.sub.2 -- and --CONR.sup.3 R.sup.1 -- wherein R.sup.3 is hydrogen, alkyl having 1 to 10 carbon atoms or aryl having 6 to 14 carbon atoms; said dye containing an acidic nitrogen in said heterocyclic moiety.
- 21. A method of developing an image in an exposed photothermographic element comprising a support having thereon in reactive association;
- a. an oxidation-reduction image-forming combination comprising:
- i. a silver salt oxidizing agent with
- ii. a reducing agent;
- b. a photosensitive component consisting essentially of photosensitive silver halide spectrally sensitized with
- c. at least one azo spectral sensitizing dye
- represented by the formula:
- A--N.dbd.N--B
- wherein A comprises at least one 5 to 12 membered heterocyclic ring having a --NH-- moiety as part of the ring which enables the dye to form a substantially water-insoluble silver salt which heterocyclic ring is linked directly or through a second diazo group; and B is either 6 to 14 membered aryl or a 5 to 12 membered heterocyclic ring; said method comprising heating the element to about 100.degree. C. to about 250.degree. C. until an image is developed for about 1 to about 60 seconds.
- 22. The method of claim 21 wherein the azo spectral sensitizing dye is represented by the formula:
- R--N.dbd.N--R.sup.1).sub.m (L).sub.n R.sup.2
- wherein m is 0 or 1; n is 0 when m is 0 and is 0 or 1 when m is 1; R is aryl having 6 to 14 carbon atoms or R.sup.2 ; R.sup.1 is arylene having 6 to 14 carbon atoms; R.sup.2 is selected from the group consisting of benzotriazole, benzimidazole, indazole, triazole, hydroxytetraazaindene, tetrazole, and pyrazolotriazole heterocyclic moieties and a 6 l to 14 membered aryl having one of these moieties as a substituent; and L is a linking group selected from the group consisting of --CONR.sup.3 --, --NR.sup.3 CO--, --SO.sub.2 NR.sup.3 --, --NR.sup.3 CONR.sup.3 --, --NR.sup.3 SO.sub.2 --, --CONR.sup.3 CH.sub.2 -- and --CONR.sup.3 R.sup.1 -- wherein R.sup.3 is hydrogen, alkyl having 1 to 10 carbon atoms or aryl having 6 to 14 carbon atoms; said dye containing an acidic nitrogen in said heterocyclic moiety.
Parent Case Info
This is a division of application Ser. No. 846,665, filed Oct. 28, 1977.
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
3666477 |
Goffe |
May 1972 |
|
3870523 |
Ikenoue et al. |
Mar 1975 |
|
3909271 |
Ikenoue et al. |
Sep 1975 |
|
4081278 |
Dedinas et al. |
Mar 1978 |
|
Divisions (1)
|
Number |
Date |
Country |
Parent |
846665 |
Oct 1977 |
|