Patent US4170478A successfully refreshed from Google Patents.
US4170478A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Photographic color developer compositions
Assignee: Eastman Kodak Co
•
Filing: 1978-03-06
•
Granted: 1979-10-09
•
Expires: 1998-03-06
Abstract
Abstract An hydroxylamine and a member selected from the group consisting of alkanolamines which are free of carboxyl substitution, aliphatic monoamino monocarboxylic acids of up to three carbon atoms, and aminobenzoic acids, are employed in combination in a photographic color developing composition comprising a primary aromatic amino color developing agent for the purpose of retarding aerial oxidation of the developing agent. This combination can be used to replace all or part of the sulfite that is commonly employed in color developers, to thereby avoid or reduce the disadvantages resulting from the fact that sulfite competes with couplers for oxidized developing agent.
Inventors
- 👤 Nelson S. Case
- 👤 Danny L. Wyatt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 10:38
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/30; G03C7/407; G03C7/413
Claims Analysis
Total Claims: 49
Claim 1
Independent Claim
165 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) an hydroxylamine and (3) a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution, and are represented by the formula ##STR6## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR7## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids; the concentration of (2) and (3) being sufficient to retard aerial oxidation of said primary aromatic amino color developing agent.
Claim 2
Dependent Claim
165 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) an hydroxylamine and (3) a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution, and are represented by the formula ##STR6## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR7## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids; the concentration of (2) and (3) being sufficient to retard aerial oxidation of said primary aromatic amino color developing agent.
Claim 3
Dependent Claim
135 words
A photographic color developing composition comprising a primary aromatic amino color developing agent and a concentration sufficient to retard aerial oxidation of said developing agent of a combination of an hydroxylamine with an alkanolamine which is free of carboxyl substitution and is represented by the formula ##STR8## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR9## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or an hydroxyalkyl group of 2 to 6 carbon atoms.
Claim 4
Dependent Claim
135 words
A photographic color developing composition comprising a primary aromatic amino color developing agent and a concentration sufficient to retard aerial oxidation of said developing agent of a combination of an hydroxylamine with an alkanolamine which is free of carboxyl substitution and is represented by the formula ##STR8## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR9## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or an hydroxyalkyl group of 2 to 6 carbon atoms.
Claim 5
Dependent Claim
27 words
A photographic color developing composition as claimed in claim 2 wherein said alkanolamine is a secondary monoamine, a tertiary monoamine, a secondary diamine or a tertiary diamine.
Claim 6
Dependent Claim
43 words
A photographic color developing composition comprising a primary aromatic amino color developing agent and a concentration sufficient to retard aerial oxidation of said developing agent of a combination of an hydroxylamine with an aliphatic monoamino monocarboxylic acid of up to 3 carbon atoms.
Claim 7
Dependent Claim
43 words
A photographic color developing composition comprising a primary aromatic amino color developing agent and a concentration sufficient to retard aerial oxidation of said developing agent of a combination of an hydroxylamine with an aliphatic monoamino monocarboxylic acid of up to 3 carbon atoms.
Claim 8
Dependent Claim
35 words
A photographic color developing composition comprising a primary aromatic amino color developing agent and a concentration sufficient to retard aerial oxidation of said developing agent of a combination of an hydroxylamine with an aminobenzoic acid.
Claim 9
Dependent Claim
35 words
A photographic color developing composition comprising a primary aromatic amino color developing agent and a concentration sufficient to retard aerial oxidation of said developing agent of a combination of an hydroxylamine with an aminobenzoic acid.
Claim 10
Dependent Claim
191 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) an hydroxylamine of the formula ##STR10## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof, and (3) a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution and are represented by the formula ##STR11## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR12## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids; the concentration of (2) and (3) being sufficient to retard aerial oxidation of said primary aromatic amino color developing agent.
Claim 11
Dependent Claim
191 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) an hydroxylamine of the formula ##STR10## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof, and (3) a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution and are represented by the formula ##STR11## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR12## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids; the concentration of (2) and (3) being sufficient to retard aerial oxidation of said primary aromatic amino color developing agent.
Claim 12
Dependent Claim
129 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) from about 1 to about 8 moles per mole of said developing agent of an hydroxylamine of the formula ##STR13## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof, and (3) from about 4 to about 30 moles per mole of said developing agent of an alkanolamine which is free of carboxyl substitution and is represented by the formula ##STR14## wherein R 4 is an hydroxyalkyl group of 2 to 4 carbon atoms and each of R 5 and R 6 is an alkyl group of 1 to 4 carbon atoms or an hydroxyalkyl group of 2 to 4 carbon atoms.
Claim 13
Dependent Claim
129 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) from about 1 to about 8 moles per mole of said developing agent of an hydroxylamine of the formula ##STR13## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof, and (3) from about 4 to about 30 moles per mole of said developing agent of an alkanolamine which is free of carboxyl substitution and is represented by the formula ##STR14## wherein R 4 is an hydroxyalkyl group of 2 to 4 carbon atoms and each of R 5 and R 6 is an alkyl group of 1 to 4 carbon atoms or an hydroxyalkyl group of 2 to 4 carbon atoms.
Claim 14
Dependent Claim
213 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) from about 1 to about 8 moles per mole of said developing agent of an hydroxylamine of the formula ##STR15## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof, (3) from about 4 to about 30 moles per mole of said developing agent of a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution and are represented by the formula ##STR16## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR17## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids, and (4) from zero to 0.2 moles of sulfite per mole of said developing agent.
Claim 15
Dependent Claim
213 words
A photographic color developing composition comprising (1) a primary aromatic amino color developing agent, (2) from about 1 to about 8 moles per mole of said developing agent of an hydroxylamine of the formula ##STR15## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof, (3) from about 4 to about 30 moles per mole of said developing agent of a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution and are represented by the formula ##STR16## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR17## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids, and (4) from zero to 0.2 moles of sulfite per mole of said developing agent.
Claim 16
Dependent Claim
17 words
A photographic color developing composition as claimed in claim 1 wherein said developing agent is a p-phenylenediamine.
Claim 17
Dependent Claim
17 words
A photographic color developing composition as claimed in claim 1 wherein said developing agent is an aminophenol.
Claim 18
Dependent Claim
18 words
A photographic color developing composition as claimed in claim 1 wherein said developing agent is 4-amino-N-ethyl-N-(β-methanesulfonamidoethyl)-m-toluidine sesquisulfate monohydrate.
Claim 19
Dependent Claim
17 words
A photographic color developing composition as claimed in claim 1 wherein said composition additionally contains benzyl alcohol.
Claim 20
Dependent Claim
16 words
A photographic color developing composition as claimed in claim 1 which is free of sulfite ions.
Claim 21
Dependent Claim
19 words
A photographic color developing composition as claimed in claim 1 wherein (2) is hydroxylamine sulfate and (3) is triethanolamine.
Claim 22
Dependent Claim
19 words
A photographic color developing composition as claimed in claim 1 wherein (2) is hydroxylamine sulfate and (3) is diethanolamine.
Claim 23
Dependent Claim
19 words
A photographic color developing composition as claimed in claim 1 wherein (2) is hydroxylamine sulfate and (3) is glycine.
Claim 24
Dependent Claim
19 words
A photographic color developing composition as claimed in claim 1 wherein (2) is hydroxylamine sulfate and (3) is 2-dimethylaminoethanol.
Claim 25
Dependent Claim
20 words
A photographic color developing composition as claimed in claim 1 wherein (2) is hydroxylamine sulfate and (3) is ortho-aminobenzoic acid.
Claim 26
Dependent Claim
43 words
A photographic color developing composition containing 4-amino-N-ethyl-N-(β-methanesulfonamidoethyl)-m-toluidine sesquisulfate monohydrate, benzyl alcohol, hydroxylamine sulfate and triethanolamine; said composition being free of sulfite ions and containing a sufficient concentration of said hydroxylamine sulfate and said triethanolamine to retard aerial oxidation of said 4-amino-N-ethyl-N-(β-methanesulfonamidoethyl)-m-toluidine sesquisulfate monohydrate.
Claim 27
Dependent Claim
43 words
A photographic color developing composition containing 4-amino-N-ethyl-N-(β-methanesulfonamidoethyl)-m-toluidine sesquisulfate monohydrate, benzyl alcohol, hydroxylamine sulfate and triethanolamine; said composition being free of sulfite ions and containing a sufficient concentration of said hydroxylamine sulfate and said triethanolamine to retard aerial oxidation of said 4-amino-N-ethyl-N-(β-methanesulfonamidoethyl)-m-toluidine sesquisulfate monohydrate.
Claim 28
Independent Claim
184 words
A method of retarding aerial oxidation of a primary aromatic amino color developing agent in a photographic color developing solution so as to increase the useful life of said solution, which method comprises incorporating in said solution a combination of an hydroxylamine with a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution, and are represented by the formula ##STR18## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR19## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids, the concentration of said combination being sufficient to retard aerial oxidation of said developing agent.
Claim 29
Independent Claim
184 words
A method of retarding aerial oxidation of a primary aromatic amino color developing agent in a photographic color developing solution so as to increase the useful life of said solution, which method comprises incorporating in said solution a combination of an hydroxylamine with a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution, and are represented by the formula ##STR18## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR19## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids, the concentration of said combination being sufficient to retard aerial oxidation of said developing agent.
Claim 30
Dependent Claim
39 words
A method as claimed in claim 20 wherein said hydroxylamine is a compound of the formula ##STR20## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof.
Claim 31
Dependent Claim
55 words
A method as claimed in claim 20 wherein said alkanolamine has the formula: ##STR21## wherein R 4 is an hydroxyalkyl group of 2 to 4 carbon atoms and each of R 5 and R 6 is an alkyl group of 1 to 4 carbon atoms or an hydroxyalkyl group of 2 to 4 carbon atoms.
Claim 32
Dependent Claim
13 words
A method as claimed in claim 20 wherein said hydroxylamine is hydroxylamine sulfate.
Claim 33
Dependent Claim
12 words
A method as claimed in claim 20 wherein said alkanolamine is triethanolamine.
Claim 34
Dependent Claim
12 words
A method as claimed in claim 20 wherein said alkanolamine is diethanolamine.
Claim 35
Dependent Claim
12 words
A method as claimed in claim 20 wherein said alkanolamine is 2-dimethylaminoethanol.
Claim 36
Dependent Claim
15 words
A method as claimed in claim 20 wherein said aliphatic monoamino monocarboxylic acid is glycine.
Claim 37
Dependent Claim
14 words
A method as claimed in claim 20 wherein said aminobenzoic acid is ortho-aminobenzoic acid.
Claim 38
Dependent Claim
15 words
A method as claimed in claim 20 wherein said developing agent is 4-amino-N-ethyl-N-(β-methane-sulfonamidoethyl)-m-toluidine sesquisulfate monohydrate.
Claim 39
Dependent Claim
165 words
A process of color developing a photographic element which comprises contacting said element with a color developing composition containing a primary aromatic amino color developing agent stabilized against aerial oxidation with a combination of (1) an hydroxylamine and (2) a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution, and are represented by the formula ##STR22## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR23## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids.
Claim 40
Dependent Claim
165 words
A process of color developing a photographic element which comprises contacting said element with a color developing composition containing a primary aromatic amino color developing agent stabilized against aerial oxidation with a combination of (1) an hydroxylamine and (2) a member selected from the group consisting of (a) alkanolamines which are free of carboxyl substitution, and are represented by the formula ##STR22## wherein R 1 is an hydroxyalkyl group of 2 to 6 carbon atoms and each of R 2 and R 3 is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an hydroxyalkyl group of 2 to 6 carbon atoms, a benzyl radical, or a ##STR23## wherein n is an integer of from 1 to 6 and each of X and Y is a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, or an hydroxyalkyl group of 2 to 6 carbon atoms, (b) aliphatic monoamino monocarboxylic acids of up to 3 carbon atoms, and (c) aminobenzoic acids.
Claim 41
Dependent Claim
39 words
A process as claimed in claim 30 wherein said hydroxylamine is a compound of the formula ##STR24## wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or a water-soluble acid salt thereof.
Claim 42
Dependent Claim
55 words
A process as claimed in claim 30 wherein said alkanolamine has the formula: ##STR25## wherein R 4 is an hydroxyalkyl group of 2 to 4 carbon atoms and each of R 5 and R 6 is an alkyl group of 1 to 4 carbon atoms, or an hydroxyalkyl group of 2 to 4 carbon atoms.
Claim 43
Dependent Claim
13 words
A process as claimed in claim 30 wherein said hydroxylamine is hydroxylamine sulfate.
Claim 44
Dependent Claim
12 words
A process as claimed in claim 30 wherein said alkanolamine is triethanolamine.
Claim 45
Dependent Claim
12 words
A process as claimed in claim 30 wherein said alkanolamine is diethanolamine.
Claim 46
Dependent Claim
12 words
A process as claimed in claim 30 wherein said alkanolamine is 2-dimethylaminoethanol.
Claim 47
Dependent Claim
15 words
A process as claimed in claim 30 wherein said aliphatic monoamino monocarboxylic acid is glycine.
Claim 48
Dependent Claim
14 words
A process as claimed in claim 30 wherein said aminobenzoic acid is ortho-aminobenzoic acid.
Claim 49
Dependent Claim
15 words
A process as claimed in claim 30 wherein said developing agent is 4-amino-N-ethyl-N-(β-methane-sulfonamidoethyl)-m-toluidine sesquisulfate monohydrate.
References Cited (Backward Citations)
US1925557A
Cited
US2113312A
Cited
US2156626A
Cited
US2306923A
Cited
US2311428A
Cited
US2255731A
Cited
US2371740A
Cited
US2840471A
Cited
US3141771A
Cited
US3520690A
Cited
US3489566A
Cited
US3619185A
Cited
US3832174A
Cited
US4075014A
Cited
US3823017A
Cited
US4066461A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-10-08 | 1983-04-09 | 1983-10-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-10-08 | 1987-04-09 | 1987-10-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-10-08 | 1991-04-09 | 1991-10-09 | $7700.00 | Window Closed / Lapsed |