Patent US5384232A successfully refreshed from Google Patents.
US5384232A
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Process for rapid access development of silver halide films using pyridinium as development accelerators
Assignee: Agfa Gevaert NV
•
Filing: 1993-03-30
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Granted: 1995-01-24
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Expires: 2013-03-30
Abstract
Abstract A process of developing exposed silver halide elements comprises developing said element in a developer in the presence of a development accelerator compound as defined. The development accelerator compounds include pyridinium, or pyridinium and and imidazolium compounds. The process is applicable to standard and hydrazine-containing films and to hydroquinone and/or ascorbic acid-based developers. The development accelerator may be incorporated into the developer or into the silver halide emulsion.
Inventors
- 👤 Julie C. Bishop
- 👤 Dominic M. Chan
- 👤 Dennis S. Donald
- 👤 Ludovic Fodor
- 👤 William R. Pangratz
- 👤 Glenn M. Russo
- 👤 John R. Shock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 12:40
CPC Classifications
G; G03; G03C; G03C5/00; G03C5/26; G03C5/29; G03C5/305; Y; Y10; Y10S; Y10S430/00; Y10S430/164
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
245 words
A process for developing exposed negative silver halide photographic elements comprising developing said elements in a photographic developer comprising at least one developing agent selected from the group consisting of (a) ascorbic acid, (b) ascorbic acid derivatives, (c) alkali salts of (a) and (b), and (d) mixtures of (a) through (c); for a development time less than 1 minute, in the presence of a development accelerator having the general formula: [A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B, qX] (A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B) qX ##STR4## B is selected from the group consisting of A, hydrogen, phenyl, sulfonate, protonated substituted amino groups, unprotonated substituted amino groups, protonated unsubstituted amino groups, and unprotonated unsubstituted amino groups; Y is a carbonyl or an ester group; Z is phenylene; m is an integer from 0 to 8; p is an integer from 0 to 8; k is 0 or 1; n is 0 or 1; with the proviso that m+n+p+k is greater than 0, and further with the proviso that when n is 1, m +p is greater than 0; R 1 through R 5 [R 9 ] are independently selected from the group consisting of hydrogen, halogen, amino, saturated alky containing 1 to 10 carbon atoms and unsaturated alkyl containing 1 to 10 carbon atoms, wherein adjacent R groups can form a saturated or unsaturated ring; X is a counterion; and q is an integer from 0 to 2 and is selected to balance the charge of the development accelerator.
Claim 2
Dependent Claim
245 words
A process for developing exposed negative silver halide photographic elements comprising developing said elements in a photographic developer comprising at least one developing agent selected from the group consisting of (a) ascorbic acid, (b) ascorbic acid derivatives, (c) alkali salts of (a) and (b), and (d) mixtures of (a) through (c); for a development time less than 1 minute, in the presence of a development accelerator having the general formula: [A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B, qX] (A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B) qX ##STR4## B is selected from the group consisting of A, hydrogen, phenyl, sulfonate, protonated substituted amino groups, unprotonated substituted amino groups, protonated unsubstituted amino groups, and unprotonated unsubstituted amino groups; Y is a carbonyl or an ester group; Z is phenylene; m is an integer from 0 to 8; p is an integer from 0 to 8; k is 0 or 1; n is 0 or 1; with the proviso that m+n+p+k is greater than 0, and further with the proviso that when n is 1, m +p is greater than 0; R 1 through R 5 [R 9 ] are independently selected from the group consisting of hydrogen, halogen, amino, saturated alky containing 1 to 10 carbon atoms and unsaturated alkyl containing 1 to 10 carbon atoms, wherein adjacent R groups can form a saturated or unsaturated ring; X is a counterion; and q is an integer from 0 to 2 and is selected to balance the charge of the development accelerator.
Claim 3
Dependent Claim
79 words
The process of claim 1, wherein the development accelerator is selected from the group consisting of 1-phenethyl-2-picolinium bromide, ethyl-(alpha-pyridinium) acetate bromide; 1-phenethyl-4-(dimethylamino) -pyridinium bromide; cetyl pyridinium bromide; 1-phenethyl-quinolinium bromide; 1-(N,N-dimethylacetamido)pyridinium chloride; 1-[(N,N-dimethylammonium) ethyl]dihydroquinoline bromide; 1-phenethyl-4 -methyl-pyridinium bromide; 1-phenethyl-3,5-methyl-pyridinium bromide; 1 -phenethyl-4 -ethyl-pyridinium bromide; 1-ethylquinolinium iodide; 1- (3-sulfapropyl) pyridinium hydroxide, inner salt; 1-ethyl-2-methylpyridinium bromide; 1,2dimethylquinolinium methylsulfate; 1,4-(dipyridinium) butane dibromide; 1,3- (di-2-methyl-pyridinium)propane propane dibromide; 1- (2-phenethyl) iso-quinolinium bromide; 1,6- (di-2-methylpyridinium) hexane dibromide; 1,4-di benzene dibromide; and 1-(N,N-diethylaminoethyl) -pyridinium chloride hydrochloride salt.
Claim 4
Dependent Claim
17 words
The process of claim 1 or 2, wherein the development accelerator is present in said photographic element.
Claim 5
Dependent Claim
30 words
The process of claim 3 wherein the development accelerator is present in the range of 0.05 g to 2.0 g/unit of silver halide wherein one unit equals 1.5 moles silver.
Claim 6
Dependent Claim
16 words
The process of claim 1 or 2, wherein the development accelerator is present in said developer.
Claim 7
Dependent Claim
22 words
The process of claim 5, wherein the development accelerator is present in the range of 0.05 g to 1.5 g/L of developer.
Claim 8
Dependent Claim
21 words
The process of claim 1, wherein said at least one developing agent is a mixture of L-ascorbic acid and sodium ascorbate.
Claim 9
Dependent Claim
13 words
The process of claim 1, wherein the silver halide element contains a hydrazine.
Claim 10
Dependent Claim
242 words
A process for developing exposed silver halide photographic elements which comprise a silver halide emulsion whose silver halide consists of a halide content of 80 mole % Cl, 19.5 mole % Br, and 0.5 mole % I and whose silver halide emulsion contains 2-(4-benzyloxyphenyl)-1-pyridinium acetyl-hydrazine bromide, the process comprising developing said elements in a photographic developer comprising at least one developing agent in the presence of a development accelerator having the general formula: (A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B) qX wherein A is ##STR5## B is selected from the group consisting of A, hydrogen, phenyl, sulfonate, protonated substituted amino groups, unprotonated substituted amino groups, protonated unsubstituted amino groups, and unprotonated unsubstituted amino groups; Y is a carbonyl or an ester group; Z is phenylene; m is an integer from 0 to 8; p is an integer from 0 to 8; k is 0 or 1; n is 0 or 1; with the proviso that m+n+p+k is greater than 0, and further with the proviso that when n is 1, m +p is greater than 0; R 1 through R 9 are independently selected from the group consisting of hydrogen,. halogen, amino, saturated alkyl containing 1 to 10 carbon atoms, and unsaturated alkyl containing 1 to 10 carbon atoms, wherein adjacent R groups can form a saturated or unsaturated ring; X is a counterion; and q is an integer from 0 to 2 and is selected to balance the charge of the development accelerator.
Claim 11
Dependent Claim
242 words
A process for developing exposed silver halide photographic elements which comprise a silver halide emulsion whose silver halide consists of a halide content of 80 mole % Cl, 19.5 mole % Br, and 0.5 mole % I and whose silver halide emulsion contains 2-(4-benzyloxyphenyl)-1-pyridinium acetyl-hydrazine bromide, the process comprising developing said elements in a photographic developer comprising at least one developing agent in the presence of a development accelerator having the general formula: (A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B) qX wherein A is ##STR5## B is selected from the group consisting of A, hydrogen, phenyl, sulfonate, protonated substituted amino groups, unprotonated substituted amino groups, protonated unsubstituted amino groups, and unprotonated unsubstituted amino groups; Y is a carbonyl or an ester group; Z is phenylene; m is an integer from 0 to 8; p is an integer from 0 to 8; k is 0 or 1; n is 0 or 1; with the proviso that m+n+p+k is greater than 0, and further with the proviso that when n is 1, m +p is greater than 0; R 1 through R 9 are independently selected from the group consisting of hydrogen,. halogen, amino, saturated alkyl containing 1 to 10 carbon atoms, and unsaturated alkyl containing 1 to 10 carbon atoms, wherein adjacent R groups can form a saturated or unsaturated ring; X is a counterion; and q is an integer from 0 to 2 and is selected to balance the charge of the development accelerator.
Claim 12
Dependent Claim
32 words
The process of claim 8, wherein said silver halide element comprises an emulsion comprising silver bromoiodide grains, wherein the iodide content comprises 0 to 2 mol % and contains 2-(4-benzyl-oxyphenyl)-1-pyridinium acetyl)-hydrazine bromide.
Claim 13
Dependent Claim
39 words
The process of claim 8, wherein said silver halide element comprises an emulsion comprising at least 90mol % chloride grains doped with at least 10-6 mole rhodium per mole silver and contains a chloride or bromide salt of 1-imidazolium.
Claim 14
Dependent Claim
250 words
A process for developing exposed negative silver halide photographic elements comprising developing said elements in a photographic developer comprising at least one developing agent selected from the group consisting of (a) ascorbic acid, (b) ascorbic acid derivatives, (c) alkali salts of (a) and (b), and (d) mixtures of (a) and (c), and wherein said developer further comprises 5-50 g/liter of an alkanol amine; for a development time of less than one minute, in the presence of a development accelerator having the general formula: (A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B) qX wherein A is ##STR6## B is selected from the group consisting of A, hydrogen, phenyl, sulfonate, protonated substituted amino groups, unprotonated substituted amino groups, protonated unsubstituted amino groups, and unprotonated unsubstituted amino groups; Y is a carbonyl or an ester group; Z is phenylene; m is an integer from 0 to 8; p is an integer from 0 to 8; k is 0or 1; n is 0or 1; with the proviso that m+n+p+k is greater than 0, and further with the proviso that when n is 1, m +p is greater than 0; R 1 through R 5 are independently selected from the group consisting of hydrogen, halogen, amino, saturated alkyl containing 1 to 10 carbon atoms and unsaturated alkyl containing 1 to 10 carbon atoms, wherein adjacent R groups can form a saturated or unsaturated ring; X is a counterion; and q is an integer from 0 to 2 and is selected to balance the charge of the development accelerator.
Claim 15
Dependent Claim
250 words
A process for developing exposed negative silver halide photographic elements comprising developing said elements in a photographic developer comprising at least one developing agent selected from the group consisting of (a) ascorbic acid, (b) ascorbic acid derivatives, (c) alkali salts of (a) and (b), and (d) mixtures of (a) and (c), and wherein said developer further comprises 5-50 g/liter of an alkanol amine; for a development time of less than one minute, in the presence of a development accelerator having the general formula: (A--(CH.sub.2).sub.m --(Y).sub.n --(Z).sub.k --(CH.sub.2).sub.p --B) qX wherein A is ##STR6## B is selected from the group consisting of A, hydrogen, phenyl, sulfonate, protonated substituted amino groups, unprotonated substituted amino groups, protonated unsubstituted amino groups, and unprotonated unsubstituted amino groups; Y is a carbonyl or an ester group; Z is phenylene; m is an integer from 0 to 8; p is an integer from 0 to 8; k is 0or 1; n is 0or 1; with the proviso that m+n+p+k is greater than 0, and further with the proviso that when n is 1, m +p is greater than 0; R 1 through R 5 are independently selected from the group consisting of hydrogen, halogen, amino, saturated alkyl containing 1 to 10 carbon atoms and unsaturated alkyl containing 1 to 10 carbon atoms, wherein adjacent R groups can form a saturated or unsaturated ring; X is a counterion; and q is an integer from 0 to 2 and is selected to balance the charge of the development accelerator.
Claim 16
Dependent Claim
11 words
The process of claim 12, wherein said alkanol amine is n-butyldiethanolamine.
Claim 17
Dependent Claim
61 words
The process of claim 1 or 2, wherein said developer comprises: ______________________________________
Ingredient Amount (g)
______________________________________
Sodium Erythorbate 10-150
Trisodium Ethylenediamine-tetraacetic acid
1.0-10.0
Sodium Sulfite (Anhyr.) 10-150
Potassium Bromide 1.0-10.0
45% KOH Soln. (aq.) 10-50
4-Hydromethyl-4-Methyl-1-Phenyl-3-Pyrazolidone
0.01-1.5
Benzotriazole 0.1-1.5
Glucono Delta Lactone 0.5-2.5
1-Phenyl-5-Mercaptotetrazole
0.01-0.20
Potassium Carbonate 10-100
2-Mercaptobenzothiazole 0.01-20
3-(Diethylamino)-1,2-Propanediol
5-50
1-Phenethyl-2-Picolinium-Bromide
0.05-1.5
n-butyldiethanolamine 5-50
Water to 1 liter
______________________________________
Claim 18
Dependent Claim
146 words
A process for developing exposed silver halide photographic elements which comprise a silver halide emulsion whose silver halide consists of a halide content of 80 mole % Cl, 19.5 mole % Br, and 0.5 mole % I and whose silver halide emulsion contains 2-(4-benzyloxyphenyl)-l-pyridinium acetyl-hydrazine bromide, the process comprising developing said elements in a photographic developer comprising at least one developing agent in the presence of a development accelerator selected from the group consisting of 1-phenethyl-2-picolinium bromide, ethyl- (alpha-pyridinium) acetate bromide; 1-phenethyl-4-(dimethylamino)-pyridinium bromide; cetyl pyridinium bromide; 1-phenethyl-quinolinium bromide; 1-(N,N-dimethylacetamido)pyridinium chloride; 1-allyl-3-((N,N-diethylammonium) ethyl) imidazolium chloride; 1-((N,N-dimethylammonium) ethyl ) dihydroquinoline bromide; 1-vinyl3((N,N-diethylammonium) ethyl) imidazolium chloride; 1-phenethyl-4-methyl-pyridinium bromide; 1-allyl-3 (2dimethylaminoethyl) imidazolium chloride, hydrochloride salt; 1-phenethyl-3,5-dimethyl-pyridinium bromide; 1-phenethyl-4-ethylpyridinium bromide; 1-ethylquinolinium iodide; 1-(3-sulfapropyl)pyridinium hydroxide, inner salt; 1-ethyl-2-methylpyridinium bromide; 1,2-dimethylquinolinium methylsulfate; 1,4-(dipyridinium) butane dibromide; 1,3- (di-2-methylpyridinium) propane dibromide; 1- (2-phenethyl) isoquinolinium bromide; 1,6-(di-2-methylpyridinium) hexane dibromide; 1-(4-(1-(2-methylpyridinium)methyl))benzyl-2-methylpyridinium dibromide; and 1-(N,N-diethylaminoethyl)-pyridinium chloride hydrochloride salt.
Claim 19
Dependent Claim
146 words
A process for developing exposed silver halide photographic elements which comprise a silver halide emulsion whose silver halide consists of a halide content of 80 mole % Cl, 19.5 mole % Br, and 0.5 mole % I and whose silver halide emulsion contains 2-(4-benzyloxyphenyl)-l-pyridinium acetyl-hydrazine bromide, the process comprising developing said elements in a photographic developer comprising at least one developing agent in the presence of a development accelerator selected from the group consisting of 1-phenethyl-2-picolinium bromide, ethyl- (alpha-pyridinium) acetate bromide; 1-phenethyl-4-(dimethylamino)-pyridinium bromide; cetyl pyridinium bromide; 1-phenethyl-quinolinium bromide; 1-(N,N-dimethylacetamido)pyridinium chloride; 1-allyl-3-((N,N-diethylammonium) ethyl) imidazolium chloride; 1-((N,N-dimethylammonium) ethyl ) dihydroquinoline bromide; 1-vinyl3((N,N-diethylammonium) ethyl) imidazolium chloride; 1-phenethyl-4-methyl-pyridinium bromide; 1-allyl-3 (2dimethylaminoethyl) imidazolium chloride, hydrochloride salt; 1-phenethyl-3,5-dimethyl-pyridinium bromide; 1-phenethyl-4-ethylpyridinium bromide; 1-ethylquinolinium iodide; 1-(3-sulfapropyl)pyridinium hydroxide, inner salt; 1-ethyl-2-methylpyridinium bromide; 1,2-dimethylquinolinium methylsulfate; 1,4-(dipyridinium) butane dibromide; 1,3- (di-2-methylpyridinium) propane dibromide; 1- (2-phenethyl) isoquinolinium bromide; 1,6-(di-2-methylpyridinium) hexane dibromide; 1-(4-(1-(2-methylpyridinium)methyl))benzyl-2-methylpyridinium dibromide; and 1-(N,N-diethylaminoethyl)-pyridinium chloride hydrochloride salt.
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