JPH06295041A - Photographic element provided with improved response to change in developing agent - Google Patents

Abstract

PURPOSE: To obtain a photographic element and its processing enabling improved response in photographic image performance independently of the variation in parameter of a developing soln. CONSTITUTION: This photographic element has at least one photosensitive silver halide layer sensitized to one or more among green light, blue light and red light and contains a 3-anilino-1-phenyl-5-pyrazolone magenta dye forming coupler, a two-equiv. trialkylacetylacetanilide yellow dye forming coupler and a 2- ureido-5-carbonamidophenol cyan dye forming coupler combined with the silver halide layer.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION This invention relates to photographic elements and methods for developing such photographic elements and is directed to a dye-forming coupler which produces a photographic image which is substantially insensitive to changes in developer parameters. For photographic elements with combinations.

[0002]

There are various photofinishers, minilabs, microlabs that provide standard C-41 processing of color negative photographic materials. Analysis of these commercial treatments of C-41 developing compositions reveals that C-41 developing compositions are used in the development printing industry.
D-4 (color developing agent) concentration, bromide (Br-) concentration,
There are many different combinations of developer pH values. Ideally, color negative photographic materials are insensitive to changes in these developing compositions so that density levels and color density balances match from lab to lab, from day to day, and from film to film. Is to be. However, currently available color negative photographic materials contain imaging agents that exhibit undesirable sensitivity in this regard. In the absence of any insensitive materials, the production of color photographic materials reduces the individual chemical sensitivities, minimizes their effect on color contrast balance and color density balance, and keeps separate color records in order not to contaminate the overall photographic quality. It must be emphasized that the sensitometric response is adapted.

Normally, the red-sensitive recording imaging agents used in present day color photographic materials are less sensitive to C-41 developer perturbation than the materials used in green and blue photosensitive recordings. . Therefore, in order to reconcile the three color records, it is necessary to reduce the sensitivity of the yellow dye forming and magenta dye forming couplers.
EP 518,101 describes a methodology to desensitize yellow dye-forming couplers by adding to the blue-sensitive record a coupler that releases 3-thiopropionic acid when coupled to an oxidized developing agent. To do. This method was not found to be the best solution to this problem.

European Patent No. 365,282 discloses a developer solution p
It describes the use of certain yellow dye-forming couplers (containing 2-pivaloylacetanilides) in a single blue sensitive layer to improve sensitivity to H variations.
Japanese Patent Laid-Open Nos. 02-027344 and 02-03904
No. 7 describes the widespread use of magenta, yellow and cyan couplers to provide stability to photographic elements, especially printed images. There is no suggestion of the treatment sensitivity benefits obtained using the combinations of the invention. U.S. Pat. No. 4,748,107 discloses 2-pivaloyl acetanilides, 3-anilino for improving color composition, color reproducibility, and image stability of color paper products, respectively. -1-Phenyl-5-pyrazolones and other 2-carbon amidophenols as yellow, magenta and cyan dye forming couplers are described. None of these proposals solves the problem of developer sensitivity.

[0005]

Accordingly, it is a problem to be solved to provide a photographic element and process that allows for improved response in photographic image performance despite variations in developer parameters.

[0006]

[Means for Solving the Problems] The above problems are caused by green,
3-anilino-1-phenyl-5-pyrazolone magenta dye-forming coupler, two equivalent trialkylacetylacetanilide yellow dye-forming coupler, and 2-ureido sensitized and associated with one or more of blue and red light. The solution is to provide a photographic element comprising at least one light sensitive silver halide layer with a 5-carbonamidophenol cyan dye forming coupler. The present invention also provides a method of processing in association with a color developing agent to form an image from an exposed photographic element as described above.

The present invention therefore provides a more consistent photographic image in color density balance and contrast balance regardless of developer parameters, thereby giving the photofinisher the opportunity to print color negatives to the correct color balance. . The present invention also allows the photofinisher to keep the exposure parameters of an automatic printer the same even if changes or variations occur during the development process due to changes in the development bath.

[0008]

SPECIFIC EMBODIMENTS In a preferred embodiment of the invention, the magenta dye-forming coupler is represented by Formula I, the yellow dye-forming coupler is represented by Formula II, and the cyan dye-forming coupler is represented by Formula III:

[0009]

[Chemical 5]

Where R ¹ and R ² are each hydrogen, halogen, trifluoromethyl, cyano, nitro,
And substituted or unsubstituted alkyl, alkoxy, aryloxy, alkylthio, carbonamide,
Selected from the group consisting of carbamoyl, sulfonamide, sulfamoyl, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, acyloxy, and acyl groups, each R being a substituent in which r is 0-2 and s is 0-3. A substituent, and X is a substituted or unsubstituted arylthio or alkylthio group;

[0011]

[Chemical 6]

Wherein R ⁵ and R ⁶ are each hydrogen, halogen, cyano, nitro, trifluoromethyl,
And substituted or unsubstituted alkyl, alkoxy, aryloxy, alkylthio, carbonamide,
Selected from the group consisting of carbamoyl, sulfonamide, sulfamoyl, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, acyloxy, and acyl groups, where each R is a substituent wherein n is 0-3 (defined below), and Y is an aryloxy group or substituted and unsubstituted imidazole, pyrazole and the following formula:

[0013]

[Chemical 7]

Selected from the group consisting of heterocyclic compounds represented by (z represents an atom necessary to complete the heterocycle);

[0015]

[Chemical 8]

In the formula, each R ⁸ is a substituted or unsubstituted alkyl, alkoxy, aryloxy,
Selected from the group consisting of alkylthio, carbonamide, aryl, carbamoyl, sulfonamide, sulfamoyl, alkylsulfonyl, arylsulfonyl, acyloxy, acyl and alkoxycarbonyl groups, each R
Are substituents in which m is 0 to 2 and p is 0 to 5, respectively, and z is hydrogen or a coupling-off group.

As used herein, the term "substituent" is used in its broadest sense unless otherwise indicated. For example,
"Substituent" means halogen (eg chlorine, bromine or fluorine), nitro, hydroxyl, cyano, and -CO.
₂ H and salts thereof, and groups that can be further substituted, such as alkyl including straight chain or branched alkyl, such as methyl, trifluoromethyl,
Ethyl, t-butyl, 3- (2,4-di-t-amylphenoxy) propyl, and tetradecyl; alkenyl, such as ethylene, 2-butene; alkoxy, such as methoxy, ethoxy, propoxy, butoxy, 2-methoxyethoxy, sec-butoxy, hexyloxy, 2-
Ethylhexyloxy, tetradecyloxy 2- (2,
4-di-t-pentylphenoxy) ethoxy, and 2
-Dodecyloxyethoxy; aryl, such as phenyl, 4-t-butylphenyl, 2,4,6, -trimethylphenyl, naphthyl; aryloxy, such as phenoxy, 2-methylphenoxy, α- or β-naphthyloxy, And 4-tolyloxy; carbon amides such as acetamide, benzamide, butyramide, tetradecane amide, α- (2,4-di-t-pentyl-phenoxy) acetamide, α- (2,4-di-
t-pentylphenoxy) butyramide, α- (3-pentadecylphenoxy) -hexanamide, α- (4-
Hydroxy-3-t-butylphenoxy) -tetradecanamide, 2-oxo-pyrrolidin-1-yl, 2-oxo-5-tetradecyl-pyrrolin-1-yl, N-methyltetradecanamide, N-succinimide, N-phthalimide , 2,5-dioxo-1-oxazolidinyl, 3-dodecyl-2,5-dioxo-1-imidazolyl, and N-acetyl-N-dodecylamino, ethoxycarbonylamino, phenoxycarbonylamino, benzyloxycarbonylamino, hexadecyl Oxycarbonylamino, 2,4-di-t-butylphenoxycarbonylamino, phenylcarbonylamino, 2,5-
(Di-t-pentylphenyl) carbonylamino, p-
Dodecyl-phenylcarbonylamino, p-toluylcarbonylamino, N-methylureido, N, N-dimethylureido, N-methyl-N-dodecylureido, N-
Hexadecyl ureido, N, N-dioctadecyl ureido, N, N-dioctyl-N'-ethyl ureido, N-
Phenylureido, N, N-diphenylureido, N-
Phenyl-Np-toluylureido, N- (m-hexadecylphenyl) ureido, N, N- (2,5-di-
t-pentylphenyl) -N'-ethylureido; and t-butylcarbonamide; sulfonamides such as methylsulfonamide, benzenesulfonamide,
p-toluylsulfonamide, p-dodecylbenzenesulfonamide, N-methyltetradecylsulfonamide, N, N-dipropyl-sulfamoylamino, and hexadecylsulfonamide; sulfamoyl, such as N-methylsulfamoyl, N -Ethylsulfamoyl, N, N-dipropylsulfamoyl, N-hexadecylsulfamoyl, N, N-dimethylsulfamoyl; N- [3- (dodecyloxy) propyl] sulfamoyl, N- [4- (2,4-Di-t-pentylphenoxy) butyl] sulfamoyl, N-methyl-N-tetradecylsulfamoyl, and N-dodecylsulfamoyl; carbamoyl, such as N-methylcarbamoyl, N, N-dibutyi. Lucarbamoyl, N-octadecylcarbamoyl, N- 4- (2,4-di -t- pentylphenoxy) butyl] carbamoyl, N- methyl -N-
Tetradecylcarbamoyl, and N, N-dioctylcarbamoyl; acyl, such as acetyl, (2,4-
Di-t-amylphenoxy) acetyl, phenoxycarbonyl, p-dodecyloxyphenoxycarbonyl, methoxycarbonyl, butoxycarbonyl, tetradecyloxycarbonyl, ethoxycarbonyl, benzyloxycarbonyl, 3-pentadecyloxycarbonyl, and dodecyloxycarbonyl; sulfonyl. , For example,
Methoxysulfonyl, octyloxysulfonyl, tetradecyloxysulfonyl, 2-ethylhexyloxysulfonyl, phenoxysulfonyl, 2,4-di-t-
Pentylphenoxysulfonyl, methylsulfonyl, octylsulfonyl, 2-ethylhexylsulfonyl, dodecylsulfonyl, hexadecylsulfonyl, phenylsulfonyl, 4-nonylphenylsulfonyl, and p
-Toluylsulfonyl; sulfonyloxy, such as dodecylsulfonyloxy, and hexadecylsulfonyloxy; sulfinyl, such as methylsulfinyl, octylsulfinyl, 2-ethylhexylsulfinyl, dodecylsulfinyl, hexadecylsulfinyl, phenylsulfinyl, 4-nonylphenylsulfinyl, And p-toluylsulfinyl; thio, for example, ethylthio, octylthio, benzylthio, tetradecylthio, 2- (2,4-di-t-pentylphenoxy) ethylthio, phenylthio, 2-butoxy-5-.
t-octylphenylthio, and p-tolylthio; acyloxy, such as acetyloxy, benzoyloxy, octadecanoyloxy, p-dodecylamidobenzoyloxy, N-phenylcarbamoyloxy, N-
Ethylcarbamoyloxy, and cyclohexylcarbonyloxy; amines such as phenylanilino, 2
-Chloroanilino, diethylamine, dodecylamine;
Imino, for example, 1 (N-phenylimido) ethyl, N
-Succinimide or 3-benzylhydantoinyl; phosphates such as dimethyl phosphate and ethyl butyl phosphate; phosphites such as
Diethyl phosphite and dihexyl phosphite;
Azo, for example, phenylazo and naphthylazo; a heterocyclic group having a 3- to 7-membered heterocyclic ring which can be respectively substituted and has a carbon atom and at least one heteroatom selected from the group consisting of oxygen, nitrogen and sulfur, A heterocyclic oxy group or a heterocyclic thio group such as 2-furyl, 2-thienyl, 2-benzimidazolyloxy or 2-benzothiazolyl; quaternary ammonium such as triethylammonium; and silyloxy such as trimethylsilyloxy. You can

The particular substituents used can be selected to achieve the desired photographic performance in a particular application and include, for example, hydrophobic groups, soluble groups, protecting groups and the like. You can Generally, the above groups and their substituents typically contain from 1 to 30 carbon atoms, usually 2
Those with less than 4 (but may have higher carbon numbers depending on the particular substituent selected). Further, as indicated, the substituents may themselves be suitably substituted with any of the groups described above.

There are preferred embodiments of the magenta dye-forming coupler. The R ¹ group is preferably chlorine or alkoxy having up to 8 carbon atoms. R ² is preferably carbonamide, sulfamoyl or sulfonamide. Typically, the coupling-off group X is an alkylthio or arylthio group. In the latter case, the coupling-off group is suitably of the formula:

[0020]

[Chemical 9]

(Wherein R ³ and R ⁴ are each hydrogen, halogen, carboxyl and substituted or unsubstituted alkyl, alkoxy, aryloxy, carbonamide, ureido, carbamate, sulfonamide,
Selected from the group consisting of carbamoyl, sulfamoyl, acyloxy, alkoxycarbonyl, aryloxycarbonyl, and amino groups, q is 0-4, and R ⁴ can be para and / or meta to the sulfur atom. Can be). R ³ is
It is preferable that at least has one of the carbon atoms and the total number of carbon atoms taken together R ³ and R ⁴ is 4 to 25.

The yellow dye-forming coupler II also has a preferred embodiment. The R ⁵ substituent is typically chlorine or alkoxy having up to 8 carbon atoms. The R ⁶ substituent is preferably carbonamide, sulfamoyl, or sulfonamide. Y is a suitable aryloxy coupling-off group. In one example, the following formula:

[0023]

[Chemical 10]

Wherein R ⁷ is hydrogen, halogen, cyano, nitro, trifluoromethyl, and substituted or unsubstituted alkyl, alkoxy, alkylthio, carbonamide, carbamoyl, sulfonamide, sulfamoyl, alkylsulfonyl, aryl. Sulfonyl,
It is selected from the group consisting of alkoxycarbonyl, acyloxy, and acyl groups, and each R _t has t of 0 to 4
Is a substituent). Preferably R ⁷ is arylsulfonyl.

In another particular embodiment, Y is of the formula:

[0026]

[Chemical 11]

(In the formula, W is --O--, --S--, --N (R
^C ), or -C ( ^RD ) ( ^RE )-, and R
^A is H, or substituted or unsubstituted alkyl,
Alkoxy, phenyl, or phenoxy, R ^B
And R ^E are each H or substituted or unsubstituted alkyl, R ^C is substituted or unsubstituted alkyl or phenyl, and R ^D is H or substituted or unsubstituted alkyl or alkoxy It can be represented by.

In another particular embodiment of the above formula, W
Is -NR ^D , R ^A is H or substituted or unsubstituted alkyl or alkoxy, and R ^B is H
And R ^C is a substituted or unsubstituted alkyl. In particular R ^A is —OC ₂ H ₅ , R ^B is H and R ^C is —CH ₂ -phenyl. In another particular embodiment, R ^A , R ^B , R ^C , R ^D and R ^E are as defined above, and W is -C (R ^D ) (R
^E ).

In cyan dye-forming couplers it is preferred that at least one (R) _p is present. Examples of these are cyano in the 4-position, cyano in the 3-position and chlorine in the 4-position. Certain R ⁸ have the appropriate formula:

[0030]

[Chemical 12]

Where R ⁹ and R ¹⁰ are substituted or unsubstituted alkyl up to 16 carbon atoms and R is a substituent wherein u is 0-3. Z is typically hydrogen or aryloxy. The following formulas for suitable magenta, yellow and cyan couplers are useful in describing the present invention.

[0032]

[Chemical 13]

[0033]

[Chemical 14]

[0034]

[Chemical 15]

[0035]

[Chemical 16]

[0036]

[Chemical 17]

[0037]

[Chemical 18]

The materials of this invention can be used in any method and any combination known in the photographic art. The materials of this invention are typically incorporated into a silver halide emulsion and the emulsion coated on a support to form part of a photographic element. Alternatively, they can be incorporated at a location adjacent to the silver halide emulsion layer which, during development, reacts in combination with development products such as oxidized color developing agents. Thus, as used herein, the term "combining" means that the compound is in the silver halide emulsion layer or in an adjacent layer thereof and is capable of reacting with the silver halide development product during processing.

It is desirable to include polymeric hydrophobic or "ballast" groups in the component molecules to control the migration of various compositions. Representative ballast groups include substituted or unsubstituted alkyl or aryl groups having 8 to 40 carbon atoms. Representative substituents for such groups are:
Alkyl, aryl, typically having 1 to 40 carbon atoms,
It includes alkoxy, aryloxy, alkylthio, hydroxy, halogen, alkoxycarbonyl, aryloxycarbonyl, carboxy, acyl, acyloxy, amino, anilino, carbonamido, carbonyl, alkylsulfonyl, arylsulfonyl, sulfonamide, and sulfamoyl groups. This substituent can be further substituted.

The photographic elements can be single color elements or multicolor elements. Multicolor elements contain dye image-forming units sensitive to each of the three primary regions of the spectrum. Each unit can consist of a single emulsion layer or multiple emulsion layers sensitive to a given region of the spectrum. The layers of the element, including the image-forming layer units, can be arranged in a wide variety of orders as is known in the art. In one alternative arrangement, emulsions sensitive to each of the three primary regions of the spectrum can be dispersed as segmented single layers.

A typical multicolor photographic element is a cyan dye image-forming unit comprising at least one red-sensitive silver halide emulsion layer with at least one associated cyan dye-forming coupler, at least one associated magenta dye. A yellow comprising a magenta dye image-forming unit comprising at least one green-sensitive silver halide emulsion layer having a forming coupler and at least one blue-sensitive silver halide emulsion layer having at least one associated yellow dye-forming coupler. It consists of a support carrying dye image forming units. The element can include additional layers such as filter layers, intermediate layers, overcoat layers, subbing layers, and the like.

If desired, the photographic element may be replaced with a Research D
isclosure , Item 34390, November 1992, (Kenneth Mason
Publication Ltd., Dudley Annex, 12a North Street,
It can also be used in related magnetic layer applications such as those described in Emsworth, Hampshire PO10 7DQ, England). In the following discussion of suitable materials for use in the emulsions and photographic elements of this invention, Research Disclosure
, Item 308119, December 1989 (sold by the publisher above and hereinafter referred to as "Research Disclosure"). The contents of the Research Disclosure, including the patent specifications and publications referenced therein, are hereby incorporated by reference. The sections to be referred to hereafter are the Research Disclosure sections.

The silver halide emulsion used in the present invention can be either negative or positive type. Suitable emulsions and their preparation and chemical and spectral sensitization are described in Sections I-IV.
Color materials and development modifiers are described in Sections V and X
XI. Vehicles are described in Section IX and include optical brighteners, antifoggants, stabilizers,
Various additives such as light absorbing and scattering materials, hardeners, coating aids, plasticizers, lubricants, and matting agents can be found in, for example, Sections V, VI, VIII, X, XI, XI.
I, and XVI. Manufacturing methods are described in Sections XIV and XV, other layers and supports in Sections XIII and XVII, processing methods and agents in Sections XIX and XX, and exposure means in Section XVIII.

Coupling-off groups are well known in the art. These groups determine the equivalent weight of the coupler (ie, whether it is a two-equivalent or four-equivalent coupler) or change the reactivity of the coupler. These groups are coated with the coupler after being released from the coupler, and then, for example, perform actions such as dye formation, hue adjustment, development acceleration or development inhibition, bleach acceleration or bleach inhibition, electron transfer acceleration, and color correction. The layers or other layers of the photographic recording material can be provided with advantageous effects.

The presence of hydrogen at the coupling position results in a four equivalent coupler, and the presence of another coupling-off group results in a two equivalent coupler. Representative classes of such coupling-off groups include, for example, chloro, alkoxy, aryloxy, hetero-oxy, sulfonyloxy, acyloxy, acyl, heterocycle, sulfonamide, mercaptotetrazole, benzothiazole, mercaptopropionic acid. , Phosphonyloxy, arylthio, and arylazo. These coupling-off groups are described in the art, eg, US Pat. No. 2,455,455.
No. 169, No. 3,227,551, No. 3,432,5
21, No. 3,476,563, No. 3,617,29
No. 1, No. 3,880,661, No. 4,052,212
And 4,134,766, and British Patents 1,466,728, 1,531,927, 1,533,039, British Patent Application Publication No. 2,0.
No. 06755 and No. 2,017,704 (the disclosures of which are incorporated herein by reference).

US Pat. Nos. 4,301,235, 4,
It is effective to use any known combination of ballast or coupling-off group couplers as described in 853,319 and 4,351,897. European Patent No. 213,490, Japanese Patent Laid-Open No. 172647/1983, US Pat. No. 2,983,608.
, German Patent No. 2,706,117, British Patent No. 1,530,272, Japanese Patent Application No. A-1139.
35, US Pat. Nos. 4,070,191 and 4,
273,861 and German Patent 2,643,9
65, couplers can also be used with "reverse" color couplers (eg, to adjust interlayer correction levels), and with masking couplers, It can be used in color negative applications. The masking coupler can be moved or protected.

For example, the coupler combination of the present invention can include the case where all or a part of the yellow coupler is replaced in a color negative photographic element having the following layers from the upper layer to the lower layer supported on a support. : (1) One or more overcoat layers containing one or more UV absorbers (2) Two-layer yellow pack High-sensitivity yellow layer containing "Coupler 1": "Coupler 1"; Benzoic acid, 4-chloro- 3-((2-
(4-Ethoxy-2,5-dioxo-3- (phenylmethyl) -1-imidazolidinyl) -3- (4-methoxyphenyl) -1,3-dioxopropyl) amino)-,
Low-sensitivity yellow layer comprising dodecyl ester, "coupler 2" and "coupler 3" together with the same compound: "coupler 2"; propanoic acid, 2-[[5-[[4-
[2-[[[2,4-bis (1,1-dimethylpropyl) phenoxy] acetyl] amino] -5-[(2
2,3,3,4,4,4-heptafluoro-1-oxobutyl) amino] -4-hydroxyphenoxy] -2,
3-Dihydroxy-6-[(propylamino) carbonyl] phenyl] thio] -1,3,4-thiadiazole-
2-yl] thio]-, methyl ester "Coupler 3"; 1-((dodecyloxy) carbonyl) ethyl (3-chloro-4-((3- (2-chloro-
4-((1-Tridecanoylethoxy) carbonyl) anilino) -3-oxo-2-((4) (5) (6)-
(Phenoxycarbonyl) -1H-benzotriazol-1-yl) propanoyl) amino)) benzoate.

(3) An intermediate layer containing fine metallic silver. (4) Three-layer magenta pack "Coupler 4", "Coupler 5", "Coupler 6",
High-sensitivity magenta layer containing "coupler 7" and "coupler 8": "coupler 4"; benzamide, 3-((2- (2,4
-Bis (1,1-dimethylpropyl) phenoxy) -1
-Oxobutyl) amino) -N- (4,5-dihydro-
5-oxo-1- (2,4,6-trichlorophenyl)
-1H-pyrazol-3-yl)-, "Coupler 5"; bezamide, 3-((2- (2,4-
Bis (1,1-dimethylpropyl) phenoxy) -1-
Oxobutyl) amino) -N- (4 ', 5'-dihydro-5'-oxo-1'-(2,4,6-trichlorophenyl) (1,4'-bi-1H-pyrazole) -3'- Yl)-, "coupler 6"; carbamic acid, (6-(((3- (dodecyloxy) propyl) amino) carbonyl) -5-
Hydroxy-1-naphthalenyl)-, 2-methylpropyl ester, "coupler 7"; acetic acid, ((2-((3-(((3-
(Dodecyloxy) propyl) amino) carbonyl)-
4-hydroxy-8-(((2-methylpropoxy) carbonyl) amino) -1-naphthalenyl) oxy) ethyl) thio)-, "coupler 8"; benzamide, 3-((2- (2,4-
Bis (1,1-dimethylpropyl) phenoxy) -1-
Oxobutyl) amino) -N- (4,5-dihydro-4
-((4-Methoxyphenyl) azo) -5-oxo-1
-(2,4,6-Trichlorophenyl) -1H-pyrazol-3-yl)-, medium magenta layer containing "Coupler 9": "Coupler 9"; 2-propenoic acid in a weight ratio of 1: 1: 2 Butyl ester, styrene, and N- [1- (2,4,
6-Trichlorophenyl) -4,5-dihydro-5-oxo-1H-pyrazol-3-yl] -2-methyl-2
-Ternary copolymer containing propenamide, slow magenta layer containing "Coupler 10": "Coupler 10"; Tetradecanamide, N- (4-chloro-3-((4-((4-((2,2 -Dimethyl-1
-Oxopropyl) amino) phenyl) azo) -4,5
-Dihydro-5-oxo-1- (2,4,6-trichlorophenyl) -1H-pyrazol-3-yl) amino)
Phenyl)-, is added to couplers 3 and 8.

(5) Intermediate layer (6) High-sensitivity cyan layer containing couplers 6 and 7, coupler 6 and "coupler 11"; 2,7-naphthalenedisulfonic acid, 5- (acetylamino) -3-((4 −
(2-((3-(((3- (2,4-bis (1,1-dimethylpropyl) phenoxy) propyl) amino) carbonyl) -4-hydroxy-1-naphthalenyl) oxy) ethoxy) phenyl) azo ) -4-Hydroxy-,
Three-layer cyan pack having medium-speed cyan layer containing disodium salt and low-speed cyan layer containing couplers 2 and 6 (7) Undercoat layer containing coupler 8 (8) Antihalation layer (For example, bleaching or fixing)
Can also be used in combination with a material that promotes or modifies image quality to improve image quality. European Patent No. 193,389
No. 301,477, US Pat. No. 4,163,66
No. 9, No. 4,865,956 and No. 4,923,7
Bleach accelerator releasing couplers such as those described in the '84 patent are also useful. Nucleating agents, development accelerators or precursors thereof (British Patent Nos. 2,097,140 and 2,131,188), electron transfer agents (US Pat. No. 4,859,578, the same). 4,912,025), hydroquinones, aminophenols, amines, antifoggants and color mixture inhibitors such as gallic acid derivatives, catechol, ascorbic acid, hydrazides, sulfonamidephenols, and It is also envisaged to use the composition with non-color forming couplers.

The composition of the present invention is used as either an oil-in-water dispersion, a latex dispersion or a solid particle dispersion with a filter dye layer consisting of colloidal silver sol or yellow and / or magenta filter dyes. You can also In addition, they are referred to as "smearing" couplers (eg, US Pat.
66,237, EP 96,570, US Pat. Nos. 4,420,556, and 4,543,323.
(As described in each of the specifications). In addition, the above composition may be used, for example, in Japanese Patent Application No.
1-258249 or US Pat. No. 5,019,49
It can also be blocked or applied in protected form as described in US Pat.

In addition, the compositions may be used in combination with image modifying compounds such as "Development Inhibitor Releasing" compounds (DIR's). Development inhibitor releasing compounds useful in connection with the compositions of the present invention are known in the art, examples of which are described in US Pat. No. 3,137,5.
No. 78, No. 3,148,022, No. 3,148,06
No. 2, No. 3,227,554, No. 3,384,657
Nos. 3,379,529, 3,615,506
No. 3,617,291, No. 3,620,746
No. 3, ibid. 3,701,783, ibid. 3,733,201
No. 4,049,455, No. 4,095,984
No. 4,126,459, No. 4,149,886
No. 4,150,228, No. 4,211,562
No. 4, ibid. 4,248,962, ibid. 4,259,437
Nos. 4,362,878 and 4,409,323
Issue No. 4,477,563 Issue 4,782,012
Issue 4,962,018, Issue 4,500,634
No., No. 4,579,816, No. 4,607,004
Issue No. 4,618,571 Issue No. 4,678,739
Issue No. 4,746,600 Issue No. 4,746,601
No. 4, ibid. 4,791, 049, ibid. 4,857, 447
No. 4,865,959, No. 4,880,342
Nos. 4,886,736, 4,937,179
Issue No. 4,946,767 Issue No. 4,948,716
Nos. 4,952,485, 4,956,269
No. 4,959,299, 4,966,835
No. 4,985,336 and British Patent No. 1,5.
60,240, 2,007,662, 2,03
2,914, 2,099,167, German Patents 2,842,063, 2,937,127, 3,636,824, 3,644,416, and the following. European Patent Nos. 272,573 and 335,31
9, No. 336, 411, No. 346, 899, No. 3
62,870, 365,252, 365,34
No. 6, No. 373, 382, No. 376, 212, No. 3
77,463, 378,236, 384,67
0, 396,486, 401,612, 4
No. 01,613.

These compounds are also available in Photographic Sci
ence and Engineering , Vol. 13, 174 (1969) CRBar
R, JR Thirtle and PW Vittum in "Color Photographic Development Inhibitor Releasing Couplers" (hereby incorporated by reference). Generally, a development inhibitor releasing (DIR) coupler comprises a coupler component and an inhibitor coupling release component (IN). Development inhibitor releasing couplers are time-delayed (DIA) that also include chemical switches that delay the release of timing components or inhibitors.
R coupler). Typical inhibitor components are: oxazoles, thiazoles, diazoles, triazoles, oxadiazoles, thiadiazoles, oxathiazoles, thiatriazoles, benzotriazoles, tetrazoles, benzimidazoles, indazoles, Isoindazoles, mercaptotetrazoles, selenotetrazoles, mercaptobenzothiazoles, selenobenzothiazoles, mercaptobenzoxazoles, selenobenzoxazoles, mercaptobenzimidazoles, selenobenzimidazoles, benzodiazoles, mercaptooxazoles , Mercaptothiadiazoles, mercaptothiazoles, mercaptotriazoles, mercaptooxadiazoles, mercaptodiazoles, mercaps Oxa benzothiazoles, tellurocarbonyl tetrazole (Telleurot
etrazoles) or benzisodiazoles. In a preferred embodiment, the inhibitor component or group has the formula:

[0053]

[Chemical 19]

Wherein R _I is selected from the group consisting of straight-chain and branched alkyl groups of 1 to 8 carbon atoms, benzyl and phenyl groups, which groups carry alkoxy substituents. _II is selected from R _I and —SR _I , R _III is a straight or branched alkyl group having 1 to about 5 carbon atoms, m is 1 to 3, and R _IV Is hydrogen, halogen and alkoxy, phenyl and carbonamido groups, -COOR _V and -NH
COOR _V, and R _V is selected from substituted and unsubstituted alkyl and aryl groups).

The coupler component, typically contained in a development inhibitor releasing coupler, produces the corresponding image dye in the layer in which it is present, but can also produce different colors in association with different film layers. it can. It is also effective for the coupler component contained in the development inhibitor releasing coupler to produce a colorless product and / or a product which flushes the photographic material during processing (so-called "universal" coupler).

As described above, the development inhibitor releasing coupler is a group using a cleavage reaction of hemiacetal (US Pat. No. 4,146,396, Japanese Patent Application No. 60-249148 and Japanese Patent Application No. 60-249149). ), A group using an intermolecular nucleophilic substitution reaction (US Pat. No. 4,248,962), a group using an electron transfer reaction along a conjugated system (US Pat. Nos. 4,409,323, 4). 421,845
No. 57 / 188,035 and 58-98728.
Nos. 58-209736 and 58-209738), groups using ester hydrolysis (German Patent Application (OLS) No. 2,626,315), groups using cleavage reaction of imino ketal. (US Patent Nos. 4,5
46,073), a group acting as a coupler or a reducing agent after a coupler reaction (US Pat. No. 4,43,43).
No. 8,193,4,618,571) and groups combining the above features and can include timing groups that generate groups that delay the release of the inhibitor over time. One of the typical timing groups or components is
It has the following formula:

[0057]

[Chemical 20]

Where IN is the inhibitor component, Z is nitro, cyano, alkylsulfonyl, sulfamoyl (-SO ₂ NR ₂ ), and sulfonamide (-NRS
O ₂ R) group, n is 0 or 1 and R _VI is selected from the group consisting of substituted and unsubstituted alkyl and phenyl groups. ) The oxygen atom of each timing group is attached to the coupling-off position of the respective coupler component of DIAR.

Suitable development inhibitor releasing couplers for use in the present invention are (but are not limited to):

[0060]

[Chemical 21]

[0061]

[Chemical formula 22]

[0062]

[Chemical formula 23]

[0063]

[Chemical formula 24]

In the present invention, tabular grain silver halide emulsions are particularly effective. Certain contemplated tabular grain emulsions have more than 50% of the total projected area of the emulsion grains,
Thickness less than 0.3μ (0.5μ for blue sensitive emulsions)
Thinner thickness) and greater than 25 (preferably 100)
It is occupied by tabular grains having a (greater than) average tabularity (T). The term "tabularity" refers in the art to T = ECD / t ² (ECD is the tabular grain average equivalent circular diameter in microns and t is the average tabular grain thickness in microns. Is used).

The average effective ECD of photographic emulsions can range up to about 10μ, but actual emulsion ECD values rarely exceed about 4μ. Since both photographic speed and granularity increase with increasing ECD value,
It is generally preferred to use the smallest tabular grain ECD value that is consistent with achieving the desired objective sensitivity. Emulsion tabularity increases markedly with reductions in tabular grain thickness.
It is generally preferred that the target tabular grain projected area be filled with thin (t <0.2μ) tabular grains. To achieve the lowest levels of granularity, it is preferred that the target tabular grain projected area be filled with ultrathin (t <0.06μ) tabular grains. Tabular grain thicknesses typically range down to about 0.02 micron. However, thinner tabular grain thicknesses are contemplated. For example, Da
Ubendiek et al., in U.S. Pat. No. 4,672,027, report a 3 mole% iodide tabular grain silver bromoiodide emulsion having a grain thickness of 0.017 micron.

As noted above, tabular grains thinner than a specified thickness account for at least 50 percent of the total grain projected area of the emulsion. To maximize the benefits of high tabularity, tabular grains satisfying the stated thickness criteria are generally convenient and account for the highest achievable proportion of the total grain projected area of the emulsion. It is preferable. For example, in preferred emulsions tabular grains satisfying the stated thickness criteria or greater account for at least 70 percent of total grain projected area.
In the highest performance tabular grain emulsions, tabular grains satisfying the thickness criteria and above account for at least 90 percent of total grain projected area.

Suitable tabular grains are shown below: Research
Disclosure, Item 22534, December 1983, (Kenneth Ma
son Publication Ltd., Dudley Annex, 12a North Stre
et, Emsworth, Hampshire PO10 7DQ, England), U.S. Pat. Nos. 4,439,520, 4,4.
14,310, 4,433,048, 4,64
No. 3,966, No. 4,647,528, No. 4,66
5,012, 4,672,027, 4,67
8,745, 4,693,964 and 4,71
No. 3,320, No. 4,722,886, No. 4,75
5,456, 4,775,617, 4,79
7,354, 4,801,522, 4,80
No. 6,461, No. 4,835,095, No. 4,85
3,322, 4,914,014, 4,96
No. 2,015, No. 4,985,350, No. 5,06
One can choose from a wide variety of conventional techniques in the 1,069 and 5,061,616 specifications.

The emulsion can be a surface-sensitive emulsion (that is, an emulsion that mainly forms a latent image on the surface of silver halide grains or an internal latent image mainly inside silver halide grains). The emulsion may be a negative working emulsion such as a surface sensitive emulsion or a fogged internal latent image forming emulsion, or a fogged internal latent image which is positive when developed in the presence of a nucleating agent with uniform exposure. It can be an image forming type direct positive emulsion.

The photographic elements can be exposed to actinic radiation (typically the visible region of the spectrum) to produce a latent image which can then be processed to produce a visible dye image. Processing to produce a visible dye image includes the step of contacting the photographic element with a color developing agent to reduce developable silver halide and oxidize the color developing agent. The oxidative color developing agent then reacts with the coupler to form a dye.

With negative working silver halide, the processing step described above produces a negative image. 19 described photo elements
1982 British Journal of Photography Annual, p. 20
No. 9-211, and pp. 191-198, 1988, known C-41 color processing. Develop a exposed silver halide (but do not produce a dye) by developing with a non-color developing agent prior to the color developing step to obtain a positive (or reversal) image,
The photographic element is then uniformly fogged to render the unexposed silver halide developable. Alternatively, a direct positive emulsion can be used to obtain a positive image.

Preferred color developing agents are the following p
-Phenylenediamines: 4-amino-N, N-
Diethylaniline hydrochloride, 4-amino-3methyl-N,
N-diethylaniline hydrochloride, 4-amino-3methyl-
N-Ethyl-N- (b- (methanesulfonamido) ethyl) aniline sesquisulfate hydrate, 4-amino-3methyl-N-ethyl-N- (b-hydroxyethyl) aniline sulfate, 4-amino- 3-b- (methanesulfonamido) ethyl-N, N-diethylaniline hydrochloride, and 4-amino-N-ethyl-N- (2-methoxyethyl)
-M-toluidine di-p-toluenesulfonic acid.

Usually, after development, ordinary bleaching, fixing,
Alternatively, the bleach-fixing step is followed by the removal of silver or silver halide, followed by washing and drying steps. Unless otherwise indicated, throughout the specification and claims, a substituting hydrogen-containing group (eg, alkyl, amine, aryl, alkoxy, heterocycle, etc.) is regarded as the same by referring to a substituent as a substituent. It includes the unsubstituted form of the group as well as the form substituted with any photographically useful substituent. Usually, the substituents have less than 30 carbon atoms and typically less than 20 carbon atoms.

[0073]

EXAMPLE 1 To prepare photographic sample 101, a cellulose triacetate film support was sequentially coated (coating amount in g / m ² ),
The following layers were coated. Layer 1: Antihalation Layer Black colloidal silver sol containing 0.215 g of silver, cyan dye material CD-1 (0.032), magenta dye material MD-1 (0.022), yellow dye material YD-1.
(0.129) and gelatin (2.44).

Layer 2: Lowest sensitivity red-sensitive layer Red-sensitized tabular iodide silver bromide emulsion [iodine 1.3%,
Particle diameter 0.50μ, particle thickness 0.08μ] (0.22)
And red sensitized tabular grain silver iodobromide emulsion [iodine 4.
1%, particle diameter 1.00 μ, particle thickness 0.09 μ] (0.
32), a cyan dye-forming coupler C-1 (0.
54), BAR coupler B-1 (0.09), gelatin (1.78).

Layer 3: Medium-sensitive red-sensitive layer Red-sensitized tabular grain silver iodobromide emulsion [iodine 4.1%,
Particle diameter 1.31μ, particle thickness 0.12μ] (0.5
4), cyan dye-forming coupler C-1 (0.23), cyan dye-forming masking coupler CM-1 (0.02)
2), DIR coupler D-1 (0.05), BAR coupler B-1 (0.003), gelatin (1.66).

Layer 4: Highest sensitivity red sensitive layer Red sensitized tabular grain silver iodobromide emulsion [iodine 4.1%,
Particle diameter 2.70μ, particle thickness 0.13μ] (1.0
8), cyan dye-forming coupler C-1 (0.17), cyan dye-forming masking coupler CM-1 (0.05
0), DIR compound D-1 (0.05), BAR coupler B-1 (0.002), gelatin (1.36).

Layer 5: Intermediate Layer Gelatin (1.33). Layer 6: Lowest sensitivity green sensitive layer Green sensitized tabular grain silver iodobromide emulsion [iodine 1.3%,
Particle diameter 0.54μ, particle thickness 0.08μ] (0.59)
And green-sensitized tabular grain silver iodobromide emulsion [iodine 4.
1%, particle diameter 1.03μ, particle thickness 0.09μ] (0.
32), a magenta dye-forming coupler M-Com
p-1 (0.22) and M-Comp-2 (0.0
Formulation 9), BAR coupler B-2 (0.03), gelatin (1.78).

Layer 7: Medium sensitivity green sensitive layer Green sensitized tabular grain silver iodobromide emulsion [iodine 4.1%,
Particle diameter 1.22μ, particle thickness 0.11μ] (0.9
7), magenta dye-forming coupler M-Comp-1
(0.09) and M-Comp-2 (0.03), a magenta dye-forming coupler MM-1 (0.0
9), DIR coupler D-2 (0.02), BAR coupler B-1 (0.003), gelatin (1.48).

Layer 8: highest sensitivity green-sensitive layer Green-sensitized tabular grain silver iodobromide emulsion [iodine 4.1%,
Particle diameter 2.23μ, particle thickness 0.13μ] (0.9
7), magenta dye-forming coupler M-Comp-1
(0.09) and M-Comp-2 (0.03), a magenta dye-forming coupler MM-1 (0.0
5), DIR coupler D-2 (0.01), DIR coupler D-3 (0.01), BAR coupler B-1 (0.
003), gelatin (1.33).

Layer 9: Yellow Filter Layer Yellow dye material YD-2 (0.11), gelatin (1.33). Layer 10: lowest and most sensitive blue-sensitive layer Blue-sensitized tabular grain silver iodobromide emulsion [iodine 1.3%,
Particle diameter 0.54μ, particle thickness 0.08μ] (0.1
6), blue-sensitized tabular grain silver iodobromide emulsion [iodine 4.
1%, particle diameter 1.02μ, particle thickness 0.09μ] (0.
27) and blue-sensitized tabular grain silver iodobromide emulsion [4.1% iodine, grain diameter 1.38μ, grain thickness 0.11μ]
(0.38) formulation, yellow dye-forming coupler Y-
1 (0.91), DIR coupler D-4 (0.05),
BAR coupler B-1 (0.003), gelatin (2.
60).

Layer 11: highest sensitivity blue-sensitive layer Blue-sensitized conventional 3-D grain silver iodobromide emulsion [iodine 9
%, 1.0 μ] (0.38), blue-sensitized tabular grain silver iodobromide emulsion [4.1% iodine, diameter 3.53 μ, grain thickness 0.14 μ] (0.38), yellow dye Generation Coupler Y-1 (0.27), DIR D-4 (0.04), B
AR B-1 (0.005), gelatin (1.97).

Layer 12: UV filter layer Dyes UV-1 (0.11), UV-2 (0.11), unsensitized silver bromide Lippmann emulsion (0.22), gelatin (1.11). Layer 13: Protective layer Antimatt polymethylmethacrylate beads (0.0
54), gelatin (0.92).

This film was treated with a total gelatin content of 1.75.
Curing agent H-1 at a weight% was applied and cured. Surfactants, coating aids, scavengers, soluble absorber dyes and stabilizers were added to the various layers of this sample as is commonly practiced in the art. Photographic Sample 102 was prepared similar to Photographic Sample 102 except that Layers 6, 7, and 8 were changed. Magenta dye-forming couplers M-Comp-1 and M- from all three layers
Magenta Dye-Forming Coupler M-1 Except Comp-1
Replaced by. Layer 6: M-1 (0.22), Layer 7: M-
1 (0.12), Layer 8: M-1 (0.12).

Photographic Sample 103 was prepared similar to Photographic Sample 101, except that Layers 6, 7, and 8 were changed. Reduce the amount of M-1 in all three layers,
A magenta dye forming coupler M-Comp-1 was added. Layer 6: M-1 (0.11), M-Comp-1
(0.27), Layer 7: M-1 (0.05), M-Com
p-1 (0.09), layer 8: M-1 (0.05), M-
Comp-1 (0.09). The formulated coupler provided about 75% of the comparative pyrazolotriazole coupler to 25 mol% of the magenta coupler of the present invention.

The obtained film example was exposed to a light source having a color temperature of 5500 ° K through a step tablet having a density scale. Exposed photographic elements were processed with standard C-41 processing (Britis) for typical response to C-41 development processing.
Journal of Photography Annual of 1988, pp. 196-198) and then 8 different C-41 developers were processed to determine the sensitivity of the photographic element to these changes.

For the selected photographic properties, eight changes were made by independently changing three development parameters from standard conditions to measure the effects of variations. The standard conditions for the developer are as follows: A. Color developing agent concentration: 4.5 g / l B.I. Developer pH: 10.05 C.I. Bromide concentration: 1.3 g / l The above parameters were varied as per the table below.

[0087]

[Table 1]

Thus, the extreme values of each variation were tested with all possible combinations of the other two extremes. Using the nine types of development responses, the dependent changes (red, green, blue density, color gamma, sensitivity, etc.) are estimated for each color record (sensitivity is the average commercial value of the given composition ( trade), expressed as the difference between every 2 sigma densities), 9 developer concentrations (CD-4, Br)
-, PH) was used for regression estimation. In photographic elements 101 and 102, two photographic parameters are: normal gamma (defined as contrast (per record) over the normal (typical) exposure range of the photographic element) and overcolor (density) balance (overexposure of the photographic element). The results are shown in the following table for the density (defined as each recording) in the range of (above the normal value by 2 stops). Two parameters are the limits at which the photofinisher achieves a properly balanced print.

[0089]

[Table 2]

[0090]

[Table 3]

As noted above, it is desirable that the estimated sensitivity values approach zero for all developer compositions and that the red-green-blue match as closely as possible. The data show that the present invention improves both Br- and pH changes with respect to sensitivity while maintaining a well-balanced response to CD-4.

Example 2 Thereafter, three types of photographic elements (# 101, # 102, # 1) were used.
In 03), the sensitometric response was tested at representative locations (50 locations) where development and printing were performed as work. Take the exposed film (exposed as in Example 1) to 50 locations and use C-
41 treatments. A ternary plot was generated (normal gamma balance and overcolor balance plotted) for the red, green, and blue sensitometric responses above. Statistical processing was performed on the effect of changes in the developer under actual field conditions. A 95% confidence interval ellipse was estimated for each data in the ternary plot. Each elliptical area was measured and the results recorded in Table III. The larger the range, the greater the variation of a particular parameter.

[0093]

[Table 4]

The table shows that a great improvement has been made by the present invention. That is, the elliptical range of gamma balance is 75%
Reduced, the range of color balance was reduced by at least 68% (ideally these elliptical ranges would be zero). This example also demonstrates that when the comparative pyrazolotriazole couplers were used in combination with the inventive couplers (3: 1 molar ratio, respectively), the desired response was not obtained. No improvement is realized if the pyrazolotriazole coupler comprises an amount in excess of the molar concentration of the coupler of the invention. The photographic elements are preferably substantially free of pyrazolotriazole couplers.

Chemical formulas of compounds used in Examples

[0096]

[Chemical 25]

[0097]

[Chemical formula 26]

[0098]

[Chemical 27]

[0099]

[Chemical 28]

[0100]

[Chemical 29]

[0101]

[Chemical 30]

[0102]

[Chemical 31]

Other preferred embodiments of the invention are described below in connection with the claims. (Aspect 1) The method according to claim 1, comprising at least one green-sensitive layer having a magenta coupler, at least one blue-sensitive layer having a yellow coupler, and at least one red-sensitive layer having a cyan coupler. Photo element. (Aspect 2) A photographic element according to aspect 1 comprising a support comprising a polyester or acetate support.

(Aspect 3) Y is represented by the following formula:

[0105]

[Chemical 32]

Wherein R ⁷ is hydrogen, halogen, cyano, nitro, trifluoromethyl and substituted or unsubstituted alkyl, alkoxy, alkylthio, carbonamide, carbamoyl, sulfonamide, sulfamoyl, alkylsulfonyl, arylsulfonyl. , An alkoxycarbonyl, an acyloxy, and an acyl group, and each R _t has a value of 0 to t.
4 is a substituent) or by the following formula:

[0107]

[Chemical 33]

(In the formula, W is --O--, --S--, --N (R
^C ), or -C ( ^RD ) ( ^RE )-, and R
^A is H, or substituted or unsubstituted alkyl,
Alkoxy, phenyl, or phenoxy, R ^B
And R ^E are each H or substituted or unsubstituted alkyl, R ^C is substituted or unsubstituted alkyl or phenyl, and R ^D is H or substituted or unsubstituted alkyl or alkoxy The photographic element of claim 2 represented by

(Mode 4) Y is the second one shown in Mode 3
Has a formula and W is -NR^DAnd R ^BIs H and R^A
Is H or substituted or unsubstituted alkyl or aryl
Rukoxy, R^CIs a substituted or unsubstituted al
A photographic element according to aspect 3 which is kill. (Aspect 5) R^AIs -OC₂H_FiveAnd R^BIs H
And R^CIs -CH₂Aspect 4 according to aspect 4, which is -phenyl
Photo element.

(Aspect 6) W is R ^A as defined in aspect 4,
R ^B, R ^D, and -C with R ^E (R ^D) photographic elements according to embodiment 4 is (R ^E). (Aspect 7) Aspect 3 in which R ⁷ is an arylsulfonyl group
Photographic elements described in. (Aspect 8) R ⁵ is a halogen or an alkoxy group, and R ⁶ is carbon amide, sulfamoyl,
And a sulfonamide. 3.
Photographic elements described in.

(Aspect 9) X is other than hydrogen.
Photographic elements described in. (Aspect 10) X is the following formula:

[0112]

[Chemical 34]

(Wherein R ³ and R ⁴ are each hydrogen, halogen, carboxyl and substituted or unsubstituted alkyl, alkoxy, aryloxy, carbonamide, ureido, carbamate, sulfonamide,
Selected from the group consisting of carbamoyl, sulfamoyl, acyloxy, alkoxycarbonyl, aryloxycarbonyl, and amino groups, q is 0-4, and R ⁴ can be para and / or meta to the sulfur atom. Photographic element according to embodiment 9.

(Aspect 11) R³But at least one charcoal
Have elementary atoms, and R³And R ^FourCarbon together
A photographic element according to aspect 10 wherein the total number is from 4 to 25. (Aspect 12) R¹Is a halogen or alkoxy group
Yes, R²But carbon amide, sulfamoyl, and
Aspect 11 selected from the group consisting of
The photo elements listed.

(Aspect 13) A photographic element according to claim 2 wherein Z is selected from the group consisting of hydrogen, alkoxy, aryloxy, alkylthio, and arylthio. (Aspect 14) The photographic element according to claim 2, wherein Z is hydrogen, p is 1 and R is a cyano group positioned para to the ureido group. (Aspect 15) R ⁸ is represented by the following formula:

[0116]

[Chemical 35]

(In the formulae, R ⁹ and R ¹⁰ are alkyl, and each R is a substituent in which u is 0 to 3.)
The photographic element of claim 2 represented by and Z is hydrogen or alkoxy. (Aspect 16) R ¹ is a halogen or alkoxy group, R ² is selected from the group consisting of carbonamide, sulfamoyl, and sulfonamide, R ³ has at least one carbon atom, and R ³ and R ⁴ total number of carbon atoms that together are 4 to 25, R ⁵ is a halogen or alkoxy group, R ⁶ is, carbonamido, sulfamoyl, and selected from the group consisting of sulfonamides, and R ⁷ is The photographic element of claim 2, which is an arylsulfonyl group, provided that each of the above groups is further substituted.

(Aspect 17) A method of producing an image from an exposed photographic element according to claim 1 which comprises combining the photographic element according to claim 1 with a color developing agent. (Aspect 18) The method according to Aspect 17, wherein the color developing agent is p-phenylenediamine. (Aspect 19) A method of producing an image from the exposed photographic element comprising combining the photographic element of claim 2 with a color developing agent.

(Aspect 20) The method according to aspect 19, wherein the color developing agent is p-phenylenediamine.

Front Page Continuation (72) Inventor Alan Francis Sowinski New York, USA 14625, Rochester, Park Lane 168

Claims (2)

[Claims] 1. A 3-anilino-1-phenyl-comprising and in combination with at least one light sensitive silver halide layer which is sensitized to one or more of green, blue and red light. A photographic element having a 5-pyrazolone magenta dye-forming coupler, a 2-equivalent trialkylacetylacetanilide yellow dye-forming coupler, and a 2-ureido-5-carbonamidophenol cyan dye-forming coupler. 2. A magenta coupler comprising at least one green-sensitive layer having a magenta coupler, at least one blue-sensitive layer having a yellow coupler, and at least one red-sensitive layer having a cyan coupler, said magenta coupler having the formula: The yellow coupler is represented by formula I, the yellow coupler is represented by formula II, and the cyan coupler is represented by formula III: (In the formula, R ¹ and R ² are each hydrogen, halogen, trifluoromethyl, cyano, nitro, and substituted or unsubstituted alkyl, alkoxy, aryloxy, alkylthio, carbonamide, carbamoyl, sulfonamide, sulfamoyl. , An alkylsulfonyl, an arylsulfonyl, an alkoxycarbonyl, an acyloxy, and an acyl group, each R is a substituent in which r is 0 to 2 and s is 0.
3 is a substituent group, and X is a substituted or unsubstituted arylthio or alkylthio group); (In the formula, R ⁵ and R ⁶ are each hydrogen, halogen,
Cyano, nitro, trifluoromethyl, and substituted or unsubstituted alkyl, alkoxy, aryloxy, alkylthio, carbonamide, carbamoyl, sulfonamide, sulfamoyl, alkylsulfonyl,
Selected from the group consisting of arylsulfonyl, alkoxycarbonyl, acyloxy, and acyl groups, R is a substituent in which each n is 0 to 3, and Y is an aryloxy group or substituted and unsubstituted imidazole, pyrazole And the following formula: (Z represents an atom necessary to complete the heterocycle) and is selected from the group consisting of heterocycles); (In the formula, each R ⁸ is a substituted or unsubstituted alkyl, alkoxy, aryloxy, alkylthio, carbonamide, aryl, carbamoyl, sulfonamide, sulfamoyl, alkylsulfonyl, arylsulfonyl, acyloxy, acyl and alkoxycarbonyl group. And each R is a substituent wherein m is 0-2 and p is 0-5, and z is hydrogen or a coupling-off group.
Photographic elements described in.