Patent US5629140A successfully refreshed from Google Patents.
US5629140A
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Photographic elements containing scavengers for oxidized developing agent
Assignee: Eastman Kodak Co
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Filing: 1995-01-17
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Granted: 1997-05-13
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Expires: 2015-01-17
Abstract
Abstract An improved photographic element comprises a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent. The hydrazide compound includes an electron-withdrawing and aqueous-solubilizing group on an aromatic ring linked to the carbonyl of the hydrazide group and a ballasting group on an aromatic ring linked to a nitrogen atom of the hydrazide group. Preferably, the hydrazide compound is incorporated in a photographic element which comprises a four-equivalent 5-pyrazolone magenta-dye-forming coupler.
Inventors
- 👤 John W. Harder
- 👤 John V. Nelson
- 👤 Stephen P. Singer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 11:28
CPC Classifications
C; C07; C07C; C07C311/00; C07C311/15; C07C311/16; G; G03; G03C; G03C7/00; G03C7/30; G03C7/3003; G03C7/3005; G03C7/3008; G03C7/3012; G03C7/392; G03C7/39208; G03C7/39236; G03C7/32; G03C2007/3263; G03C7/36; G03C7/38; G03C7/384
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
111 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR22## wherein each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 2
Dependent Claim
111 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR22## wherein each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 3
Dependent Claim
15 words
A photographic element as claimed in claim 1, wherein each X represents a hydrogen atom.
Claim 4
Dependent Claim
36 words
A photographic element as claimed in claim 1, wherein at least one X represents a C 1 -C 30 alkylsulfonyl group, a C 6 -C 30 arylsulfonyl group or a C 1 -C 30 acyl group.
Claim 5
Dependent Claim
82 words
A photographic element as claimed in claim 1, wherein at least one X represents a phenylsulfonyl group or substituted phenylsulfonyl group in which the sum of the Hammett substituent constants is at least -0.5; a benzoyl group or substituted benzoyl group in which the sum of the Hammett substituent constants is at least -0.5; or a linear chain, branched or cyclic unsubsituted aliphatic acyl group or substituted aliphatic acyl group having halogen, ether, sulfonamido, carbonamido, hydroxyl, carboxyl, or sulfonic acid substituent groups.
Claim 6
Dependent Claim
38 words
A photographic element as claimed in claim 1, wherein R 1 is a group having both (1) a Hammett sigma p value greater than -0.10 and (2) intrinsic hydrophilicity or the capability of substantial ionization under processing conditions.
Claim 7
Dependent Claim
15 words
A photographic element as claimed in claim 1, wherein R 1 is an aminosulfonyl group.
Claim 8
Dependent Claim
15 words
A photographic element as claimed in claim 1, wherein R 1 is an aminocarbonyl group.
Claim 9
Dependent Claim
24 words
A photographic element as claimed in claim 1, wherein the R 1 group is in the ortho position to the carbonyl of said hydrazide.
Claim 10
Dependent Claim
30 words
A photographic element as claimed in claim 1, wherein R 3 is a group containing at least 12 contiguous atoms and including substituted or unsubstituted alkyl, aryl or aralkyl groups.
Claim 11
Dependent Claim
22 words
A photographic element as claimed in claim 1, wherein R 3 is a group represented by one of the following formulae: ##STR23##
Claim 12
Dependent Claim
65 words
A photographic element as claimed in claim 1, wherein R 2 and R 4 are, independently, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, aryl, heteroaryl, heterocyclyl, alkoxy, heterocyclyloxy, aryloxy, siloxy, alkylthio, arylthio, heterocyclylthio, hydroxy, halogen, cyano, nitro, alkoxycarbonyl, alkoxycarbonylamino, aryloxycarbonyl, aryloxycarbonylamino, aminocarbonyl, carboxy, acyl, acyloxy, amino, alkylamino, anilino, imido, ureido, carbonamido, carbamoyl, carbamoyloxy, sulfonyl, aminosulfonyl, sulfinyl, sulfonamido, sulfamoyl, sulfamoylamino, phosphenyl, spiro compound residues or bridged hydrocarbon residues.
Claim 13
Dependent Claim
29 words
A photographic element as claimed in claim 1, wherein at least one R 4 group is an electron-donating group with a Hammett sigma p value of zero or less.
Claim 14
Dependent Claim
22 words
A photographic element as claimed in claim 1, wherein at least one R 4 group is a carbonamido, aryloxy or alkyloxy group.
Claim 15
Dependent Claim
27 words
A photographic element as claimed in claim 1, wherein at least one of the R 2 , R 3 and R 4 substituents includes an aqueous-solubilizing group.
Claim 16
Dependent Claim
43 words
A photographic element as claimed in claim 1, wherein at least one of the R 2 , R 3 and R 4 substituents includes an aqueous-solubilizing group selected from carboxy, carboxyalkyl, sulfo, sulfoalkyl, phosphato, phosphatoalkyl, phosphono, phosphonoalkyl, carbonamido, sulfonamido, hydroxy and salts thereof.
Claim 17
Dependent Claim
32 words
A photographic element as claimed in claim 1, wherein said hydrazide compound has the formula: ##STR24## wherein R 7 =a substituent group R 8 =a ballasting group k=1, 2, 3 or 4.
Claim 18
Dependent Claim
159 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR25## wherein: each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group selected from the group consisting of --SO 2 NH 2 --SO 2 NHC 6 H 5 --CONHC 6 H 5 --SO 2 NHCOC 6 H 5 --CONH 2 --SO 2 NHCH 3 and --CONHCH 3 ; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent which is not an electron-donating group; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent which is not an electron-withdrawing group; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 19
Dependent Claim
159 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR25## wherein: each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group selected from the group consisting of --SO 2 NH 2 --SO 2 NHC 6 H 5 --CONHC 6 H 5 --SO 2 NHCOC 6 H 5 --CONH 2 --SO 2 NHCH 3 and --CONHCH 3 ; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent which is not an electron-donating group; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent which is not an electron-withdrawing group; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 20
Dependent Claim
117 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent, wherein said hydrazide compound has the formula: ##STR26## wherein: R 5 is a hydrogen atom, or an acyl, alkyl or aromatic substituent; each X is, independently, a hydrogen atom or a process-cleavable group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 21
Dependent Claim
117 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent, wherein said hydrazide compound has the formula: ##STR26## wherein: R 5 is a hydrogen atom, or an acyl, alkyl or aromatic substituent; each X is, independently, a hydrogen atom or a process-cleavable group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 22
Dependent Claim
90 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent, wherein said hydrazide compound has the formula: ##STR27## wherein: R 6 is a hydrogen atom or an acyl substituent; each X is, independently, a hydrogen atom or a process-cleavable group; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; and j is an integer with a value of 1 to 4.
Claim 23
Dependent Claim
90 words
A photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a hydrazide compound that functions as a scavenger for oxidized developing agent, wherein said hydrazide compound has the formula: ##STR27## wherein: R 6 is a hydrogen atom or an acyl substituent; each X is, independently, a hydrogen atom or a process-cleavable group; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; and j is an integer with a value of 1 to 4.
Claim 24
Dependent Claim
133 words
A photographic element comprising a support and at least one silver halide emulsion layer and including: (1) a four-equivalent 5-pyrazolone magenta-dye-forming coupler in reactive association with said silver halide emulsion layer; and (2) in reactive association with said coupler a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR28## wherein each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 25
Dependent Claim
133 words
A photographic element comprising a support and at least one silver halide emulsion layer and including: (1) a four-equivalent 5-pyrazolone magenta-dye-forming coupler in reactive association with said silver halide emulsion layer; and (2) in reactive association with said coupler a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR28## wherein each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 26
Dependent Claim
39 words
A photographic element as claimed in claim 20, wherein said four-equivalent 5-pyrazolone magenta-dye-forming coupler has the formula: ##STR29## wherein R 9 and R 10 are, independently, a ballast group, an unsubstituted or substituted alkyl group, phenyl or substituted phenyl.
Claim 27
Dependent Claim
39 words
A photographic element as claimed in claim 20, wherein said four-equivalent 5-pyrazolone magenta-dye-forming coupler has the formula: ##STR30## wherein R 9 and R 10 are, independently, a ballast group, an unsubstituted or substituted alkyl group, phenyl or substituted phenyl.
Claim 28
Dependent Claim
145 words
A multicolor photographic element comprising a support having thereon: (1) a blue-recording yellow-dye-image-forming layer unit; (2) a green-recording magenta-dye-image-forming layer unit; and (3) a red-recording cyan-dye-image-forming layer unit, each of said dye-image-forming layer units containing at least one silver halide emulsion layer comprised of a vehicle and silver halide grains and said element additionally comprising a scavenger for oxidized-color-developing agent; said scavenger being a hydrazide compound having the formula: ##STR31## wherein each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 29
Dependent Claim
145 words
A multicolor photographic element comprising a support having thereon: (1) a blue-recording yellow-dye-image-forming layer unit; (2) a green-recording magenta-dye-image-forming layer unit; and (3) a red-recording cyan-dye-image-forming layer unit, each of said dye-image-forming layer units containing at least one silver halide emulsion layer comprised of a vehicle and silver halide grains and said element additionally comprising a scavenger for oxidized-color-developing agent; said scavenger being a hydrazide compound having the formula: ##STR31## wherein each X is, independently, a hydrogen atom or a process-cleavable group; R 1 is an electron-withdrawing and aqueous-solubilizing group; each R 2 is, independently, a hydrogen atom or a monovalent organic substituent; R 3 is a ballasting group; each R 4 is, independently, a hydrogen atom or a monovalent organic substituent; i is an integer with a value of 1 to 4; and j is an integer with a value of 1 to 4.
Claim 30
Dependent Claim
58 words
A photographic element comprising a support and at least one silver halide emulsion layer and including: (1) a four-equivalent 5-pyrazolone magenta-dye-forming coupler in reactive association with said silver halide emulsion layer; and (2) in reactive association with said coupler a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR32##
Claim 31
Dependent Claim
58 words
A photographic element comprising a support and at least one silver halide emulsion layer and including: (1) a four-equivalent 5-pyrazolone magenta-dye-forming coupler in reactive association with said silver halide emulsion layer; and (2) in reactive association with said coupler a hydrazide compound that functions as a scavenger for oxidized developing agent; said hydrazide compound having the formula: ##STR32##
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| 3.5 Years (Year 4) | 2000-05-12 | 2000-11-11 | 2001-05-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2004-05-12 | 2004-11-11 | 2005-05-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2008-05-12 | 2008-11-11 | 2009-05-13 | $7700.00 | Window Closed / Lapsed |