JPS61243454A - Color photographic sensitive material for printing - Google Patents

Abstract

PURPOSE:To enhance gradation of a photosensitive material and to correct color balance by incorporating a green-sensitive silver halide emulsion layer contg. a combination of a monodispersed silver halide emulsion and a specified magenta coupler in the photosensitive material. CONSTITUTION:The color photographic sensitive material for use in prints is prepared by coating a support with multilayers of blue-sensitive, green- sensitive, and red-sensitive emulsion layers, and at that time, the green-sensitive emulsion layer contains a combination of a monodispersed silver halide emulsion and a magenta coupler represented by the formula shown on the right in which Z is a nonmetallic atomic group necessary to form an N-contg. hetero ring; X is a group to be released by the coupling reaction with the oxidation product of a color developing agent; and R is H or a substituent. As a result, gradation characteristics, color reproductivity, and pressure resistance to be enhanced and the cost to be reduced.

Description

[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a color photographic material for printing. The present invention relates to a color photographic material for printing with excellent Em characteristics.

[Back of invention i! ! ] In general, in negative-positive color photography,
The subject is first photographed on color negative film through a camera, resulting in a negative image. This negative image is then printed onto color photographic paper by a printer, resulting in a color print that can be viewed.

One of the important factors that determines the quality of color prints is the gradation characteristics of color photographic paper.

If the gradation characteristics are not appropriate, for example, if the gradation is too hard, the image will lack depiction in the low S and high 1 degree areas, and on the other hand, if the tone is too soft, the image will be dull and lack sharpness. The resulting images have a tacky feel, and the quality of the color prints is not satisfactory in either case.

In addition, it is not enough to simply have good Wi-timing characteristics of a single silver halide emulsion layer; in subtractive color photography, the balance of the three colors cyan, magenta, and yellow is You must lecture well until the end.

For example, if the gradation of the high density part of the magenta coloring layer becomes soft compared to other coloring layers, the black in some shadows will become greenish,
On the other hand, if the contrast is too high, the print will have a reddish tinge, resulting in a color print with poor color reproducibility. As described above, the gradation characteristics of color photographic photosensitive materials for printing are very important from the viewpoint of both tone reproducibility and color reproducibility, and a technique for obtaining appropriate gradations is desired.

One of the most well-known techniques for controlling gradation is varying the amount of silver coated. Although this is the easiest method, it has the disadvantage that the maximum 11rx changes, so it is usually used only for fine adjustments.

One of the other well-known methods is to use a higher tone than the target tone.
This is a method in which a plurality of types of silver halide grains having the same color sensitivity but different sensitivities are contained in the same layer or in separate layers, and this is a well-known technique in the art. According to this method, it seems possible to create any gradation in principle, but when it is put into practical use as a product, there are constraints such as ease of manufacturing and manufacturing cost, and the practical range is limited. is limited, and this technology alone is insufficiently effective.

Tone adjustment techniques for preparing photosensitive silver halide emulsions include a high contrast method by doping with metal (e.g. Odium, iridium, etc.) ions during physical ripening, and conditions for producing silver halide grains, such as forward mixing. method (softening), simultaneous mixing method (hardening), pAg value during particle generation, pHi! , a method by appropriately selecting the silver halide composition distribution, etc., a method by selecting conditions during chemical sensitization, etc. are known. Although it is possible to obtain desirable gradations by using these techniques alone or in combination, other photographic performance (e.g., sensitivity, fog, reciprocity failure characteristics, latent Il stability, pressure resistance, etc.) In most cases, stability is deteriorated, and finding a condition that satisfies both requires a great deal of effort, and this technique has only a limited practical effect.

In addition, in silver halide photographic materials, including color photographic materials for printing, coupling with oxidized products of aromatic primary amine color developing agents is used to reproduce colors by the subtractive color method. Depending on the reaction, yellow and
Yellow couplers, magenta couplers, and cyan couplers that can form magenta and cyan dye images are used, but the types of these couplers and! NWA changes are also possible by selecting substituents, but this also involves changes in other properties (for example, the color of the dye image, storage stability over time, etc.), so in practice it is a national expense.

Furthermore, Japanese Patent Application Laid-Open No. 58-40550 describes a technique for softening the highlight area by selecting a high-boiling point solvent for a coupler, and Japanese Patent Application No. 59-213161 describes a technique for selecting a high-boiling point solvent and using catechol derivatives. There are two types of gradation adjustment techniques using . Although these techniques are effective, it has been found that the improvement effect is large only in a specific density range of a specific emulsion layer, and the overall gradation and gradation balance are insufficient.

The inventor @ has used the above technology to create a sharp! As a result of our investigation, we found that the gradation and balance of the blue-sensitive emulsion layer and the red-sensitive emulsion layer were quite poor.
Matching with the green-sensitive emulsion layer was not successful, and as a result, a color photographic material for printing with satisfactory gradation characteristics could not be obtained.

As described above, with the above techniques, it has been difficult to inexpensively and stably produce color photographic materials for printing that have excellent gradation characteristics and are also excellent in other photographic characteristics.

[Object of the Invention] Accordingly, the first object of the present invention is to provide a color photographic material for printing, which has the following characteristics.

A second object is to provide a color photographic material for printing that has appropriate color balance from highlights to parts of shadows and has excellent color reproducibility.

The third object is to provide a color photographic material for printing, which can be produced stably and at low cost, and which has excellent gradation characteristics and other photographic properties.

[Structure of the Invention] The present invention provides a color photographic light-sensitive material for printing, which has a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer, and a red-sensitive silver halide emulsion layer on a reflective support. In the above, the silver halide emulsion contained in the green-sensitive silver halide emulsion layer is a monodisperse silver halide emulsion, and the coupler combined with the cliff-dispersion silver halide emulsion has the following general formula [I] This is achieved using a color photosensitive material for printing, which is a magenta coupler shown in the following.

General formula [I] [In the formula, 2 represents a nonmetallic atomic group necessary to form a nitrogen-containing heterocycle, the ring formed by 2 may have a substituent, and X is a color developing agent. Represents a substituent that can be removed by reaction with an oxidant. Moreover, R represents a hydrogen atom or a substituent. ] [Specific Structure of the Invention] The month of publication will be specifically explained in the space below.

In the magenta coupler represented by general formula (1) (CI) according to the present invention, 2 represents a nonmetallic atomic group necessary to form a nitrogen-containing heterocycle, and the ring formed by Z may have a substituent.

X represents a substituent that can be separated by reaction with the oxidized product of the color developing agent.

Further, R represents two water atoms or a substituent.

Examples of the substituent represented by R include a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heterocyclic group, an acyl group, a sulfonyl group, a sulfinyl group, and a phosphonyl group. , carbamoyl group, sulfamoyl group, sia7 group,
Spiro compound residue, bridged hydrocarbon compound residue, alkoxy group, arylthio group, carbamoyloxy group, amine 7
group, acyl 7-mido group, sulfone 7-mido group, imido group, ureido group, sul-7-amoyl 7-mide group, alfkidicarbonyl amine 7 group, aryloxycarbonyl amine 7 group, alkoxycarbonyl group, aryloxycarbonyl group,
Examples include an alkylthio group, an arylthio group, and a heterocyclic thio group.

Examples of the halogen atom include a chlorine atom and a bromine atom, with a chlorine atom being particularly preferred.

The alkyl group represented by R″C″ has 1 to 32 carbon atoms.
, alkenyl group, alkynyl group has 2 carbon atoms
-32 groups, cycloalkyl groups, and cycloalkenyl groups are preferably those having a carbon number of 3 to 12, particularly 5 to 7, and the alkyl, alkenyl, and alkynyl groups may be linear or branched.

In addition, these alkyl groups, alkenyl groups, alkynyl groups, cycloalkyl groups, and cycloalkenyl groups include substituents [such as aryl, cya/, halogen atom, heterocycle, cycloalkyl, and cycloalke groups, as well as acyl, carboxy, carbamoyl, and alkoxy Those substituted through a carbonyl group such as carbonyl and aryloxycarbonyl, and those substituted through a hetero atom (specifically, hydroxy, alkoxy, aryloxy, heterocyclic oxygen, siloxy, acyloxy, carbamoyloxy, etc.) Nitrogen such as nitro, ami/(including noalkyl amide/etc.), sul7amoylami 7, alkoxycarbonyl amide/, aryloxycarbonyl amide/, acyl amide/, sulfonamide, imide, ureido, etc. through the oxygen atom of Substitution via an atom, substitution via a sulfur atom such as alkylthio, arylthio, heterocycle, sulfonyl, sulfinyl, sulfamoyl, etc., substitution via a phosphorus atom such as phosphonyl, etc.)
It may have.

Specifically, for example, methyl group, ethyl group, isopropyl group, butyl group, pentadecyl group, heptadecyl group, 1
-hexylnonyl group, 1.1'-dibenthyl/nyl group,
2-chloro-t-fluor group, trifluoromethyl group, 1
-Ethoxytridecyl group, 1-nodoxyisopropyl group, methanesulfonylethyl group, 2.4-7-t-7mil7eth/oxymethyl group, anilino group, 1-phenylinpropyl group, 3-11-butane sulfonami/phenoxypropyl group, 3-4'-Jcr-(4''(p-hydroxybenzenesulfonyl)7eth/xy]dodeca/ylami7) phenylpropyl group, 3-14'-(α-(
2",4"-non-monoamyl7eth/xy)butanamide]phenyl i-propyl group, 4-(Q-(.

- Chlor 7E/xy) Tetradecanamide 7E/Xy]
Propyl group, allyl group, cyclobentyl group, cyclohekynyl group, etc. are used.

The aryl group to be reduced by R1' is preferably a phenyl group, which may have a substituent (for example, an alkyl group, an alkoxy group, a 7-sylami-7 group, etc.).

Specifically, phenyl group, 4-t-butyl 7-enyl group,
2.4-no-1-amylphenyl group, 4-tetradicaneamidophenyl group, hexadecyloxyphenyl group, 4
'-(c-(4''-t-butyl72/quin1-tradecanamide) phenyl group, and the like.

The heterocyclic group to be reduced by 'R''C is preferably a 5 to 7 ring group, which may be converted to -, or may be condensed, A'v- is a 2-furyl group, Examples include 2-thininyl group, 2-biriminonyl group, 2-benzothiazolyl group, and the like.

Examples of the acyl group represented by R include acetyl group, phenylacetyl group, dodeca/yl group, alylcarponyl group such as a-2,4-di-L-7milphenoxybuta/yl group, benzoyl group, A 7-aryl carbonyl group such as a 3-pentadecyloxybenzoyl group or a p-chlorobenzoyl group can be 'INf'.

Examples of the sulfonyl group represented by R''c include a methylsulfonyl group, an alkylsulfonyl group such as a dodecylsulfonyl group, and an arylsulfonyl group such as a benzenesulfonyl i, p-)luenesulfonyl group.

8, finyl group, octylsulfinyl i, 3-727
Alkyl sulfyl group such as xybutyl sulfinyl group, phenyl sulfinyl group s m-pentaticil 7
An arylsulfinyl group such as an enylsulfinyl group is included.

R'! Examples of the phosphonyl group include an alkylphosphonyl group such as a butyloctylphosphonyl group, an alkoxyphosphonyl group such as an octyloquinephosphonyl group, a 717-loxyphosphonyl group such as a 7e7xyphosphonyl group,
Examples include arylphosphonyl groups such as phenylphosphonyl groups.

The carbamoyl group represented by R″c may be substituted with an alkyl group, an aryl group (preferably a phenyl group), etc., such as an N-methylcarbamoyl group, an N,N-butylcarbamoyl group, an N-(2 -pentadecyloctylethyl)carbamoyl group, N-ethyl-N-dotesylcarbamoyl!, N-13-(2,4-not-amylphenoxy)propyl)carbamoyl group, and the like.

1:I 1ζ (t 6 R″r:′) The sulfamoyl group represented is an alkyl group, 7
It may be substituted with a lyl group (preferably a phenyl group), for example, an N-propylsulfamoyl group, N, N-
Examples include diethylsulfamoyl i, N-(2-pentadecyloxyethyl)sulfamoyl group, N-ethyl-N-dodecylsulfamoyl group, and N-phenylsulfamoyl group.

Examples of the spiro compound residue represented by R″cS include spiro[3,3]hebutan-1-yl.

Examples of the carbonized compound residue represented by R''C' include bicyclo[2,2,1]hebutan-1-yl, tricyclo[3,3,1,1'']decane-1-yl, 7.7 -tumethyl-bicyclo[2,2,13-butan-1-yl and the like.

The alkoxy group represented by R can be further substituted with the substituents listed above for the alkyl group! ! You may also change the
Examples include methoxy group, propoquine group, 2-nitoxynitoxy group, pentadecyloxy group, 2-dodecyloxyethoxy group, 7-ethyloxyethoxy group, and the like.

The aryloxy group represented by Rr is preferably 7 enyloxy, and the 7 aryl nucleus may be further substituted with any of the substituents or atoms listed above for the aryl group,
For example, 7eth/oxy group, pt-butyl 7eth/oxy group, -
One pentadecyl 7-functional/oxy group etc. can be accelerated.

The heterocyclic oxy group represented by R preferably has 5 to 7 heterocycles, and the heterocycle may further have a substituent. F lahydrobilanyl-2-oxy group and 1-phenyltetrazole-5-oxy group are shifted by one position.

The siloxy group represented by R may be further substituted with an alkyl group, and examples thereof include a trimethylsiloxy group, a triethylsiloxy group, and a trimethylbutylsiloxy group.

Examples of the 7-syloxy group represented by R include an alkylcarbonyloxy group, a 7-aryl carbonyl oxyne group, etc., and may further have a substituent, specifically an acetyloxy group, a''' Examples include ``'''' chloroacetyloxy group, zoyloxy group, and the like.

The carbamoyloxy group represented by H in R is an alkyl group,
It may be substituted with an aryl group, such as an N-ethylcarbamoyloxy group, an N,N-diethylcarbamoyloxy group, an N-phenylcarbamoyloxy group, and the like.

It's taught that the amine group may be substituted with an alkyl group, an aryl group (preferably a phenyl group), etc., examples include ethyl amine group, anilino group, chloroanily group, 3-pentadenyl group, etc. Oxyluponyl 7nily7 groups, 2-
Examples include 7 groups of chloro-5-hexatecanamide aniline.

Examples of the acylamine 7 groups represented by R include arulcarbonyl 7 groups, arylcarbonyl 7 groups (preferably phenylcarbonyl 7 groups), and may further have a substituent. Specific examples include acetamido group, a-ethylpropanamide group, 2,4-di-t-amyl7dinoxyacetamido group, a-3-t-butyl4-hydroxy72/xybutanamide group, etc. .

Examples of the sulfonamide group represented by R include 7 alkylsulfonylamide groups and 7 arylsulfonylamide groups, and may further have a substituent.

Specifically, 7 methylsulfonylamide groups, 7 bentatecylsulfonylamide groups, benzenesulfonamide group, p-)
Examples include a luenesulfonamide group and a 2-methoxy-5-t-7 milbenzenesulfonamide group.

The imide group to be reduced by R″Ck may be open-chain or cyclic, and may have a substituent, for example, a succinimide group, a 3-heptadecylphuccinimide group, 7 Examples include talimide group and glutarimide group.

The ureido group represented by R'''C'' may be substituted with an alkyl group, an aryl group (preferably a phenyl group), etc., such as an N-ethylureido group, N/1++-M
Examples include 3'nee M, Ml+ll/, tekTM-II ureido group, NL)) lylureido group, and the like.

The sul7amoylamino group represented by R is an alkyl group,
It may be substituted with an atomyl group (preferably a phenyl group), etc., such as N,N-butylsul7amoylamy7 groups, N-methylsul7amoylamy7 groups, N-phenylsul7amoylamy7 groups, etc. It will be done.

The alfkhidicarbonylamide 7 group represented by R is,
It may further have a substituent, for example, 7 methoxycarbonylamide groups, 7 methoxyethoxycarbonylamide groups,
Examples include 7 octadecyloxycarbonylamide groups.

The R''C represented by -luo-dou dicarbonylamino group is,
It may have a substituent, for example, phenosodicarbonyl 7 groups and 4-methylphenoxycarbonyl amine 7 groups.

The alkoxycarbonyl group represented by R may further have a substituent, such as methoxycarbonyl group, butyloxycarbonyl group, dodecyloxycarbonyl group, octatecyloxycarbonyl group, ethoxymethoxycarbonylreoxy convex, benzyloxycarbonyl Examples include groups.

The aryloxycarbonyl group substituted by R may further have a substituent, for example, a 7-ethyloxycarbonyl group,
p-90/oxycarbonyl group 1. -pentadecyloxy7e/oxycarbonyl group and the like.

The alkylthio group represented by R″C may further have a substituent, for example, an ethylthio group, a dodecylthio group,
The octadecylthio group, the fewinterylthio group, and the 3-727xyprobylthio group are removed.

As can be seen from R''c, the ruthio group is preferably a phenylthio group and may further have a substituent, such as phenylthio group, p-methoxyphenylthio group, 2-t-octylphenylthio group, 3-octadecylphenyl A thio group, a 2-carboxyphenylthio group, a p-7ceto7minophenylthio group, etc. are used.

The heterocyclic thio group represented by R is preferably a 5- to 7-shell heterocyclic thio group, which may further have a condensed ring or a substituent, such as 2-pyridylthio. group, a 2-benzothiazolylthio group, and a 2,4-no7-/xy-1,3,5-triazole-6-thio group.

Examples of substituents that can be separated by the reaction with the oxidized product of the χ it color developing agent include the laxative atoms of halogen atoms (chlorine atoms, bromine atoms, 77 nitrogen atoms, etc.), oxygen atoms, and sulfur atoms.
Examples include groups substituted via an F atom or a nitrogen atom.

Other examples of groups substituted via a carbon atom include carboxyl groups, such as the general formula % (R1' has the same meaning as R, Z' has the same meaning as 2, R2' and R co' represents a hydrogen atom, an aryl group, an alkyl group, or a heterocyclic group.

Examples of groups to be substituted via an acid J atom include an alkoxy group, an aryloxy group, a heterooxy group, a 7-syloxy group, a sulfonyloxy group, a flukoxyluponyloxy group, an aryloxycarbonyloxy group, an alkyloxalyloxy group, and an alkoxyoxalyl group. An example is an oxy group.

The alkokyne group may further have a substituent, for example,
Examples include ethoxy group, 2-phenoxyethoxy group, 2-cyanoethoxy group, phenethyloxy group, p-chlorobenoloxy group, and the like.

The aryloxy group is preferably a 7e/oxy group, and the aryl group may further have a substituent, specifically a 7e/oxy group or a 3-/tylphenoxy group. , 3-
Dodecyl 72/xy group, 4-notanesulfonamide 7-7xy! , 4-(a-(3'-bentadecylphenoxy)butanamide]7e/xy group, hexidecylcarbamoylmethoxy group, 4-cya/7e/xy group, 4-7thanesul-methoxy7e/xy group etc.

The heterocyclic oxy group is preferably a 5- to 7-shell heterocyclic oxy group, and may be a fused ring.

Further, examples thereof include a 14c-type niha, 1-phenyltetrazolyloxy group, and 2-penzothiazolyloxy group, which may have a substituent.

Examples of the acyloxy group include acetoxy group, fulkylcarbonyloxy group such as butanoloxy group, alkenylcarbonyloxy group such as cinnamoyloxy group,
Examples include arylcarbonyloxy groups such as benzoyloxy groups.

Examples of the sulfonyloxy group include a butanesulfonyloxy group and a methanesulfonyloxy group.

Examples of the alkoxycarbonyloxy group include an ethoxycarbonyloxy group and a pensyloquinecarbonyloxy group.

Examples of the aryloxycarbonyl group include a 7ethyloxycarbonyloxy group.

Examples of the alkyloxalyloxy group include a hamethyloxalyloxy group.

Examples of the alkoxyoxalyloxy group include an ethoxyoxalyloxy group.

Examples of the group substituting via the sulfur atom include an alkylthio group, an arylthio group, a heterocyclic group, and an alkyloxythiocarbonylthio group.

As the alkylthio group, butylthio group, 2-thia/
Examples include ethylthio group, 7enethylthio group, pennorthio group, and the like.

Examples of the 7-arylthio group include phenylthio group, 4-methanesulfonamidophenylthio group, 4-dodecyl7enethylthio group, 4-7fluoropentanamiV7ethylthio group, 4-carboxyphenylthio group, 2-ethoxy-5 Examples include -t-butylphenylthio group.

Examples of the heterocyclic thio group include 1-7 enyl-1.
2.3.4-tetrazolyl-5-thio group, 2-benzothiazolylthio group, and the like.

Examples of the alkyloxythiocarbonylthio group include dodecyloxythiocarbonylthio group.

Examples include those represented by the general formula -N, where R,/and RsI are a hydrogen atom, an alkyl group,
Represents an aryl group, a heterocyclic group, a sulfamoyl group, a carbamoyl group, an acyl group, a sulfonyl group, an aryloxycarbonyl group, an alphkidicarbonyl group, and R4' and R
5/ may be combined to form a heterocycle, provided that R, /
and Rs' are never both hydrogen atoms.

The alkyl group may be linear or branched, and preferably has 1 to 22 carbon atoms. Further, the alkyl group may have a substituent, and examples of the substituent include an aryl group, an alkoxy group, an aryloxy group, an alkylthio group,
Oriruthio group, 7 alkylamides, 7 arylamides, 7 acylamides, sulfonamido groups, imino groups, acyl groups, fulbamoyl groups, sulfamoyl groups, alfkidicarbonyl groups, aryloxycarbonyl groups, 7/l
/kyloxycarbonylamide 7 groups, aryloquine group 7 groups, hydroxyl group, carboxyl group, sia/group, and halogen atom.

Specific examples of the alkyl group include ethyl group, oxytyl group, 2-ethylhexyl group, and 2-chloroethyl group.

The aryl group represented by R and/or Rs' preferably has 6 to 32 carbon atoms, particularly a phenyl group or a naphthyl group,
The aryl group may have a substituent, and examples of the substituent include those listed above as a substituent for the alkyl group substituted by R and/or Rs', and an alkyl group. Specific examples of the heptalyl group include a phenyl group, a 1-su7tyl group, and a 4-methylsulfonylphenyl group.

The heterocyclic group represented by R and/or Rs' is 5 to 6
Shellfish are preferred, and may be fused rings and may have substituents. Specific examples include 2-7+In-19-
4/11j1-jt9-1/1187711-jt')
-benzothiazolyl group, 2-bilinol group, etc.

The sulfamoyl group represented by R,' or R5' includes N-furkylsulfamoyl 2&, N,N-dialkylsulfamoyl group, N-7lylsulfamoyl group,
Examples include N,N-diarylsulfamoyl group, and these alkyl groups and aryl groups may have substituents listed for the alkyl group and 7-aryl group.
Specific examples of the sulfamoyl group include N,N-noethylsulfamoyl group, N-methylsulfamoyl group,
N-dodecylsulfamoyl M, N-p-) rilusul 7
T-moyl group is mentioned.

The carbamoyl group represented by R4' or R97 is
Examples include N-alkylcarbamoyl group, N,N-dialkylcarbamoyl group, N,N-diarylcarbamoyl group, etc., and these alkyl groups and V aryl groups have the substituents listed for the alkyl groups and aryl groups. You can leave it there. Specific examples of the carbamoyl group include N,N-noethylcarbamoyl group, N-methylcarbamoyl group, N
-dodecylcarbamoyl group, N-p-Schiff/phenylcarbamoyl group, and N-p-)lylcarbamoyl group.

Examples of the 7-syl group represented by R 4' or R %' include a furkylcarbonyl group, an arylcarbonyl group, and a heterocyclic carbonyl group; It may have a substituent. Specific examples of the acyl group include hexafluorobutaphyl group, 2;

3,4,5,6-pentafluorobenzoyl group,
Examples include an acetyl group, a benzoyl group, a naphthonyl group, and a 2-7lyl carbonyl group.

Examples of the sulfonyl group represented by R4' or Rs' include an alkylsulfonyl group, a 7-arylsulfonyl group, and a heterocyclic sulfonyl group, which may have a substituent, such as ethanesulfonyl. group, benzenesulfonyl group, octanesulfonyl group, naphthalenesulfonyl group, p-chlorobenzenesulfonyl group, and the like.

The aryloxycarbonyl group represented by R,' or R,' may have a substituent similar to the above aryl group, and specific examples thereof include a 7e7xycarbonyl group and the like.

R. The alfkidicarbonyl group represented by ' or RS' may have a substituent listed for the alkyl group, and specific examples include a methoxycarbonyl group, a dodecyloxycarbonyl group, a pennoloxycarbonyl group, etc. One example is mentioned.

The heterocycle formed by R4' and zoR,' is preferably one with 5 to 6 shells, and may be saturated or unsaturated, and may or may not have aromaticity. Well, again,
It can also be a union ring. Examples of the heterocycle include N-7 thalimide group, N-succinimide group, 4-N-furazolyl group, 1-N-hyguntoynyl group, 3-N-2.4-nooxoxazolinonyl group, 2- N-1, 1-nooxo3-(2H)-oxo-1.2-benzthia/lyl group, 1-pyrrolyl group, ]-pyrrolinonyl group, 1-pyrazoly group, 1-pyrrolinyl group, 1-imidazolyl group, 1 −
Indolyl group, 1-indolyl group, 1-isoindolinyl group, 2-ineindolyl group, 2-isoindolinyl group, 1-benzotriazolyl group, 1-pencyimigzolyl group, 1 -(1 , 2 , 4- triazolyl) group, 1
-(1,2,3-)riazolyl) group, 1-(
1,2,3,4-tetrazolyl) group, N-morpholinyl group, 1,2,3,4-tetrahydroquinolyl group, 2-oxo-1-pyrrolinonyl group, 2-IH-pyridone group, 7-talanone group, Examples include 2-oxo-1-piperidinyl group, and these heterocyclic groups include alkyl groups,
Aryl group, alkyloxy group, 7-aryloxy group, acyl group, sulfonyl group, 7 alkylamides, 7 arylamides, acylami/group, 7 sulfonyl groups, carbamoyl group, sulfamoyl group, alkylthio group, arylthio group, ureido group, alkoxy Cargonyl group, aryloxycarbonyl group, imide group, nitro group, sia/group, carboxyl group, halogen atom, etc. Nitrogen-containing chains formed by QNm and ζ, and also Z or Z' Examples of the compound ring include a pyrazole ring, imidazole ring, triazole ring, or tetrazole ring, and examples of the substituents that the ring may have include those described for R above.

In addition, the substituents on the heterocycle (for example, R9R1 to R,) in the general formula (1) and the general formula CI [■] described below are moieties (herein, R", X, and z" are the general formula (synonymous with R, X, and Z in [I]) forms a so-called screw-type coupler, which is of course included in the present invention.

In addition, the ring formed by z, z', z" and 21 described below may be further fused with another ring (5- to 7-membered cycloalkene in the case of a side light). For example, in the general formula CV) is R
s and R section are R, and R8 in the general formula [■], etc.
They may be combined with each other to form IK (eg 5-7 shell cycloalkenes, benzene).

The general formula [I] below is more specifically represented by, for example, the following general formulas (II) to [■].

General formula (n) General formula Cl1li) N -N -N General formula (1'/) N -N -NH General formula (V) General formula (Vl) General formula [■] Said general formula (,'II) ~ In [■] R, -R,
and VX have the same meanings as the above R and VX.

Also, among the general formula CI), the following general formula [
■].

General formula [■] In the formula, R, , X and Zl have the same meanings as R9X and 2 in the general formula (1).

Among the magenta couplers represented by the general formulas (n) to [■], particularly preferred is the magenta coupler represented by the general formula (II).

Regarding the substituents on the heterocycle in general formulas [1] to [■], R is R in general formula (1), and R is R in general formulas (II) to [■].

It is preferable that the following condition 1 is satisfied, more preferable is the case that the following conditions 1 and 2 are satisfied, and particularly preferable is the case that the following conditions 1, 2 and 3 are satisfied.

Condition 1: The root atom directly connected to the heterocycle is a carbon atom.

Condition 2: Only one hydrogen atom or no hydrogen atom is bonded to the carbon atom.

Condition 3 All bonds between the carbon atom and adjacent atoms are single bonds.

The most preferred substituents R and R1 on the heterocycle are those represented by the following general formula (Ir).

General formula (IX) R.

R,, -C- In the formula, R, , R, and R11 are each a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group,
heterocyclic group, acyl group, sulfonyl group, sulfinyl group, phosphonyl group, carbamoyl group, sulfamoyl group,
Shea/group, spiro compound residue, endowed hydrocarbon compound residue, alkoxy group, aryloxy group, heterocyclic oxy group, siloxy group, acyloxy group, carbamoyloxy group, amine 7 group, acylami 7 group, sulfonamide group, An imide group, a ureido group, a 7-amoylaminyl group, a 7-alkoxycarbonyl amine group, an aryloxycarbonyl amine group, an alphkylamide group, an aryloxycarbonyl group, an alkylthio group, an arylthio group, a heterocyclic thio group, and R □At least two of R10 and R11 are not aqueous molecules.

Also, the above R,,R,. and two examples in RII: R1
and R8° are saturated or unsaturated! (For example, dichloroflucan, cycloalkene, heterocycle) may be formed entirely, or R11 may be bonded to iron black to form a bridged hydrocarbon compound residue.

The group represented by R and ~R11 may have a substituent, and specific examples of the group represented by R9 to R1 and the substituent that the iron group may have include the above-mentioned general formula ( Specific examples of the group represented by R in 1) and t and r substituents are listed.

Also, for example, a ring formed by combining R and R10, and R,
Specific examples of the bridged hydrocarbon compound residue formed from ~R1- and its optional substituents include cycloalkyl, cycloalkenyl, and heterocyclic groups represented by R in the above-mentioned general formula (1). Specific examples of hydrocarbon compound residues and their substituents are listed.

Among the general formulas (ff), (i) R=~R
When two of 11 are alkyl groups, (ii) Rs to R
One of II, for example, Rll, is a hydrogen atom, and the other two, R9 and R2°, combine to form a cycloalkyl group with the root carbon atom.

Further preferred among (i) is the case where two of R1 to R11 are alkyl groups and the other one is a hydrogen atom or an alkyl group.

Here, the alkyl group and the cycloalkyl group! = 'l The alkyl which may have a substituent, the cyfuroa/'v 'f
Specific examples of R and its substituents include alkyl, cycloalkyl, and substituents thereof in which R in the general formula (1) decreases.

The following blanks also indicate substituents that the ring formed by Z in general formula (1) and the ring formed by ZI in general formula [■] may have, and R in general formulas CII) to (■).
2-R1 is preferably represented by the following general formula (X).

General formula (X) -R'-3○2-R2 In the formula, R1 represents alkylene, and R2 represents alkyl, cycloalkyl or aryl.

The alkylene represented by R1 preferably has 2 or more carbon atoms in the straight chain portion, more preferably 3 to 6 carbon atoms, and Min.
, branched or not, and this alkylene may have a substituent.

Examples of the substituent include R in the general formula CI) described above.
When is an alkyl group, the substituents that the silver alkyl group may have include those shown.

Preferred substituents include phenyl.

Preferred specific examples of alkylene represented by R1 are shown below.

The alkyl group represented by R2 may be a straight chain with 9 branches.

Specifically, methyl, ethyl, propyl, iso-propyl, butyl, 2-ethylhexyl, octyl, totyl, tetradecyl, hexadecyl, oftagyl, 2-
Examples include hexyldecyl.

The dichlorofurkyl group represented by R2 is preferably one having 5 to 6 shells, such as cyclohexyl.

The alkyl and cycloalkyl represented by R2 may have a substituent, and examples thereof include those exemplified as the substituent for R1 above.

Specific examples of the 7 reel represented by R2 include phenyl and a7tyl. The aryl group may have a substituent, and examples of the substituent include linear or branched alkyl as well as those exemplified as the substituent for R' described above.

Furthermore, when there are 2 or more substituents, these substituents may be the same or different.

Among the compounds represented by the general formula (1), particularly preferred are those represented by the following general formula [...].

The general formula is] In the formula, R and X have the same meaning as R and X in general formula (1).
R' and R2 are R l in the general formula [χ].

It has the same meaning as R2.

Below margin C2H.

CH3 CH3 CH3 CH7 CH3 CH3 C2N.

211S Below margin C+16 Below margin H3 2H5 C1(3 C.B.

C,)1. s C,H.

2Hi CH3 CH3 CHl C,)l,.

C, I(.

Below margin C) 13 cHI3 C=Hs CH.

QC)12CON)Ic)12clI20c)130C
I(2CH2SO2CH3C,ll.

shi2t15 Below margin L Shi12M25 6H13 Below margin CH3 CH.

Q.C., H.

CH3 R3 CM) C)! 3 CI(.

Nawate CH.

CH.

CH1 THIS H, CCH3 Margin below 0(C)+2 )20C1□B25 6O N -N -N H CN Js N -N m)1 Margin below Also, the synthesis of the above representative couplers can be found in the Journal of the Φ Chemical Society , Birkinye (Journ
al of the chemical
5ociety.

Perkin I) (1977), 2047
-2052, U.S. Pat. No. 3,725,067, and JP-A Nos. 59-99437 and 58-42045, etc., for synthesis.

The couplers of this invention are typically 1X1 per mole of silver halide.
It can be used in a range of 0 mol to 1 mol, preferably 1 x 10-2 mol to 8 x 10 mol.

The coupler of the present invention can also be used in combination with other types of magenta couplers.

In this RJ4, the term "magenta coupler combined with a silver halide emulsion layer" refers to a "magenta coupler that can form a magenta dye image by reaction with an oxidized color developing agent produced by color development of the silver halide emulsion layer." ”
point to

Next, the monodisperse emulsion according to the present invention will be explained.

The monodisperse emulsion according to the present invention means that the coefficient of variation of the grain size distribution of silver halide grains contained in the emulsion is 0.
．． 22 or less, preferably 0.15 or less, the coefficient of variation is a coefficient indicating the breadth of the grain size distribution and is defined by the following equation.

Here, ``i'' represents the particle size of each particle, and ni represents the number thereof.

The particle size herein refers to the diameter in the case of spherical silver halide, and in the case of particles having a shape other than spherical, the diameter when its projected image is converted into a circular image of the same area.

In the monodisperse emulsion according to the present invention, the coefficient of variation is 0.
．． 22 or less, monodisperse emulsions may be used alone or in combination of several types, or polydisperse emulsions and monodisperse emulsions may be used in combination.6 Preferable monodisperse emulsions according to the present invention is a monodisperse emulsion having the above coefficient of variation of 0.22 or less, used alone or as a mixture of three or less monodisperse emulsions,
Alternatively, a mixture of a polydisperse emulsion and a monodisperse emulsion is used. When mixed with a polydisperse emulsion, the monodisperse emulsion has a smaller average grain size than the polydisperse emulsion, and all halogen This is a ratio of 40% or more of the projected area occupied by silver oxide particles. Most preferably, the monodisperse emulsion according to the present invention uses monodisperse emulsions having the above coefficient of variation of 0.22 or less alone or in combination of two types.

In the silver halide grains used in the monodisperse emulsion according to the present invention (hereinafter referred to as the emulsion of the present invention), the average grain defined by the above formula is preferably 0.75 μm or less over 0.25 μijJ, More preferably, it is 0.65 μm or more and 0.35 μm or less.

The silver halide composition of the silver halide grains contained in the emulsion of the present invention is not particularly limited, but it is preferably a silver chlorobromide emulsion with a low silver iodide content. A silver chlorobromide emulsion is a silver halide emulsion in which the /XX rosin silver composition of the silver halide grains contained in the silver halide emulsion is 1 mol % of silver iodide.
silver chloride and silver bromide.

The silver chloride content of the silver halide grains is preferably 5 mol% or more, more preferably 15 mol% or more.

The silver halide grains contained in the emulsion of the present invention may have any crystal habit. It may have a regular crystal shape, or it may have an irregular crystal shape such as a spherical or plate shape. In these particles, the (100) plane and (
111) Any surface ratio can be used. Further, the particles may have a composite form of these crystal forms, or particles of various crystal forms may be mixed.

The silver halide grains used in the emulsion of the present invention may be formed by any of the acid method, neutral method, and ammonia method. The particles may be grown all at once, or may be grown after seed particles are produced.

The method of creating and growing the seed particles may be the same or different.

The soluble silver salt and the soluble halogen salt may be reacted by any method such as a forward mixing method, a back mixing method, a simultaneous mixing method, or a combination thereof, but those obtained by a simultaneous mixing method are preferable. Furthermore, in order to improve monodispersity, the pAg-chondral double jet method described in JP-A-54-48521 and the like can be used as a type of simultaneous mixing method.

Furthermore, if necessary, a silver halide solvent such as thioether,
Alternatively, a crystal habit control agent such as a mercapto group-containing compound or a sensitizing dye may be used.

The silver halide grains used in the emulsion of the present invention are formed by cadmium salts, zinc salts, lead salts, thallium salts, iridium salts or complex salts, rhodium salts or complex salts, iron salts, etc. Metal ions can be added to the inside of the particles and/or on the surface of the particles using complex salts, and by placing them in an appropriate reducing atmosphere, reduction sensitization can be achieved inside the particles and/or on the surface of the particles. Can give a nucleus.

In the emulsion of the present invention, unnecessary soluble salts may be removed after the growth of silver halide grains is completed, or they may be left contained. When removing such salts, research and
This can be carried out based on the method described in Disclosure No. 17643.

The silver halide grains used in the emulsion of the present invention may consist of uniform layers inside and on the surface, or may consist of different layers.

The silver halide grains used in the emulsion of the present invention may be grains in which a latent image is mainly formed on the surface,
Alternatively, the particles may be formed mainly inside the particles.

The emulsion of the present invention is chemically sensitized by conventional methods.

In other words, sulfur sensitization using compounds containing sulfur that can react with silver ions or active gelatin, selenium sensitization using selenium compounds, reduction sensitization using reducing substances, and noble metal sensitization using gold or other noble metal compounds. Ability to use sensō methods alone or in combination.

The emulsion of the present invention can be optically sensitized to a desired wavelength range using dyes known as sensitizing dyes in the photography industry. The sensitizing dye may be used alone, or two types of sensitizing dyes may be used in combination.

In addition to the sensitizing dye, the emulsion contains a supersensitizer, which is a dye that itself does not have a spectral + J sensitizing effect, or a compound that does not substantially absorb visible light, and which strengthens the sensitizing effect of the sensitizing dye. good.

The emulsion of the present invention may be used during chemical ripening and/or at the end of chemical ripening for the purpose of preventing fog during the manufacturing process, storage, or photographic processing of light-sensitive materials and/or maintaining stable photographic performance. , and/or after the end of chemical ripening and before coating the silver halide emulsion, compounds known in the photographic industry as antifoggants or stabilizers can be added.

The term "color photographic material for printing" as used in the present invention means a color light-sensitive material suitable for direct viewing, and is not limited to light-sensitive materials that use a pole as a support, for example, baryta paper, polyolefin hl
Fj etc. on a paper support, a polyethylene terephthalate support containing a white pigment, or a common film base, and a white pigment in a hydrophilic colloid 1 molecule! A support etc. to which i is added can be used. That is, the support used in the color photographic light-sensitive material for printing of the present invention is preferably white.

Preferred supports include paper supports coated with polyolefin resins to which white pigments (for example, anatase titanium dioxide) have been added, polyethylene terephthalate containing white pigments (for example II! barium), and the like.

The reason why the effect of the present invention is remarkable only in color photographic light-sensitive materials for printing having the above-mentioned reflective support is unknown, but the special feature of using a white support and directly viewing it by reflected light is Several factors can be considered, including optical and psychological factors caused by the color magenta, as well as physiological factors such as the fact that magenta color stands out (?5 is high sensitivity), but it is unclear how this relates to the effects of the present invention. I haven't been able to do it.

Binder for color photographic material for printing of the present invention (
As gelatin (or protective colloid), it is advantageous to use gelatin, but other synthetic materials such as gelatin derivatives, graft polymers of gelatin and other irises molecules, proteins, sugar derivatives, cellulose derivatives, monopolymers or copolymers can also be used. Hydrophilic colloids such as hydrophilic polymeric substances can also be used.

The photographic emulsion layer of the color photographic light-sensitive material for printing of the present invention,
Other hydrophilic colloid layers are hardened by using alone or in combination with a hardening agent that crosslinks binder (or protective colloid) molecules and increases film strength. The hardening agent is used to soften the photosensitive material to such an extent that it is not necessary to add a hardening agent to the processing solution.
Although it is desirable to add a manageable amount, it is also possible to add a hardening agent to the processing solution.

A plasticizer can be added for the purpose of improving the flexibility of the silver halide emulsion layer and/or other hydrophilic colloid layer of the color photographic light-sensitive material for printing of the present invention.

The photographic emulsion layer and other hydrophilic colloid layers of the color photographic light-sensitive material for prints of the present invention may contain a dispersion (latex) of a water-insoluble or releasable synthetic polymer for the purpose of improving dimensional stability.

The emulsion layer of the color photographic light-sensitive material for printing of the present invention includes:
Color ring! l processing, an aromatic primary amine developer (
For example, a dye-forming coupler is used that forms a dye by performing a coupling reaction with an oxidized product of p-)I nylene diamine derivative, aminophenol derivative, etc.). The dye-forming couplers are typically selected to form a dye for each emulsion layer that absorbs light in the emulsion layer's sensitive spectrum, with a yellow dye-forming dye forming for the blue light sensitive emulsion layer. As the coupler, a magenta dye-forming coupler is used in the green light-sensitive emulsion layer, and a cyan dye-forming coupler is used in the f-color light-sensitive emulsion layer.

However, depending on the purpose, it may be used in a manner different from the above combination.

Examples of yellow dye-forming couplers include acylacetamide couplers (e.g., benzoylacetanilides, Viva Oylacetanilide WA); examples of magenta dye-forming couplers include 5-pyrazolone couplers, virazolobenzimidazole couplers, and pyrazolo couplers in addition to the couplers of the present invention. Examples include triazole, open-chain acylacetonitrile couplers, and cyan dye-forming couplers include naphthol couplers and phenol couplers.

Typical yellow dye image-forming couplers are acylacetamido-type benzoylmethane-type 4-equivalent or 2-equivalent couplers, such as those disclosed in U.S. Pat. No. 2,186,
No. 849, No. 2,322,027, No. 2.728
, No. 658, No. 2,875,057, No. 3,26
No. 5,506, No. 3,277.155, No. 3,4
No. 08,194, No. 3,415,652, No. 3,
No. 447,928, No. 3,664.841, No. 3
, 770,446, 3,778.277@, 3,849,140M, 3,894,875, British Patent No. 778,089@, 808,276, 875 , No. 476, No. 1,402,511, No. 1,421.126 and No. 1.513.832J
i8 specifications and Japanese Patent Publication No. 13576/1983, Japanese Patent Publication No. 29432/1982, No. 66834/1983, and Japanese Patent Publication No. 48/1989
-10736, 49-122335, 5o-2
88344, No. 50-132926, No. 50-13
No. 8832, No. 51-3631, No. 51-1743
No. 8, No. 51-26038, No. 51-260394,
No. 51-50734, No. 51-53825, No. 51
-75521, 51-89728, 51-10
No. 2636, No. 51-107137, No. 51-1
No. 17031, No. 51-122439, No. 51-
No. 143319, No. 53-9529, No. 53-82
No. 332, No. 53-135625 1. Same 53-1
No. 45.619, No. 54-23528, No. 54-48
No. 541, No. 54-65035, No. 54-13332
No. 9 and No. 55-598, etc.

Cyan dye image-forming couplers include phenolic,
Naphthol type 4-equivalent or 2-equivalent type cyan dye image-forming couplers are typical, and U.S. Patent No. 2,306,4
No. 10, No. 2,356,475, No. 2.362,
598@, No. 2,367.531, No. 2,369
, No. 929, No. 2,423,730, No. 2,47
No. 4,293, No. 2,476.008, No. 2,4
No. 98,466, No. 2,545.687@, No. 2,
No. 728,660, No. 2,772,162, No. 2
, No. 895,826, No. 2,976.146, No. 3.002.836, No. 3,419,390,
Same j! No. 3,446,622, No. 3,476.563
No. 3,737,316, No. 3,158.30
No. 8, No. 3,839,044, British Patent No. 478,
No. 991, No. 945,542, No. 1,084,4
No. 80, No. 1.377.233, No. 1,388,
024@ and III 1,543.040, as well as JP-A-47-37425 and JP-A-50-101.
No. 35, No. 50-25228, No. 50-11203
No. 8, 5O-i17422@, 50130441
No. 51-6551, No. 51-37347, No. 51-52828, No. 51-108141, No.
53-10CiG30, darkness 54-48237, same 5
No. 4-66129, No. 54-131931, No. 55-
It is described in various publications such as No. 32071.

It is desirable that these dye-forming couplers have a group called a ballast group in the molecule that has 8 or more carbon atoms to make the coupler non-proliferating. Even if it is a 4-density model that requires 6 nail ions to be reduced, it is sufficient to only need 1 bu to reduce 2-6 ions.
lfi couplers are particularly preferred.

For hydrophobic compounds that are supposed to be dye-forming couplers that do not need to be attached to the crystal surface for halogenation, various methods such as solid dispersion, latex dispersion, and oil-in-water emulsion dispersion can be used. It can be appropriately selected depending on the chemical structure of the hydrophobized 1a substance such as a coupler. For the droplet-in-water emulsion dispersion, a method of dispersing a hydrophobic compound such as a coupler can be applied, and usually a high boiling point of about 150°C or higher
! Dissolve the melt in combination with a low-boiling point and/or water-soluble organic solvent depending on the amount of water, and use a surfactant in an aqueous binder such as an aqueous gelatin solution using a stirrer, homogenizer, colloid mill, or flow jet mixer. After emulsifying and dispersing it using a dispersing means such as an ultrasonic wag, it may be added to the target aqueous colloid 1. Dispersion or dispersion and r! Low F at 4 o'clock! Remove the solvent at point a. You can also include a process.

High boiling point I! used in the magenta coupler represented by the general formula [I] according to the present invention! ! Welding has a dielectric constant of 6.
Compounds with less than 0 are preferred. Regarding the lower limit of dielectric constant,
Although not particularly limited, it is preferable that the dielectric constant is 1.9 or more. For example, esters such as phthalate esters and phosphoric acid esters, acid amides, ketones, and hydrocarbon compounds with a dielectric constant of less than 6.0. etc. More preferred are phthalate esters or phosphate esters.The organic solvent may be a mixture of two or more types, and in this case, the dielectric constant of the mixture is less than 6.0. A vortex is preferred; the dielectric constant here refers to a dielectric constant of 1 at 30°C.
Examples of high boiling point solvents that can be used in combination in the present invention include dibutyl phthalate, dimethyl phthalate, tricresyl phosphate, and tributyl phosphate.

Phthalate esters advantageously used in the present invention include those represented by the following general formula [xl].

General formula [XLI In the formula, R+z and R13 each represent an alkyl group, an alkenyl group, or an aryl group, provided that the total number of carbon atoms of the groups represented by R+2 and RI3 is 9 to 32. More preferably, the total number of carbon atoms is 16 to 24.

In the present invention, R12 and R of the general formula [XLI]
The alkyl group represented by 13 is a linear or branched one, such as a butyl group, a pentyl group, a hexyl group,
heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group,
These include a pentadecyl group, hexadecyl group, heptadecyl group, and octadecyl group. Aryl≦represented by Rrz and R+3 is a phenyl group, a naphthyl group, etc., and the alkenyl group is a hexenyl group, a heptenyl group, an octadecenyl group, etc. These furkyl groups, alkenyl groups, and aryl groups may have single or multiple substituents, and examples of substituents for alkyl groups and alkenyl groups include halogen atoms, alkoxy groups, aryl groups, and aryloxy groups. , alkenyl group, alkoxycarbonyl group, etc., and substituents for the aryl group include:
Examples include a halogen atom, a furkyl group, an alkoxy group, an aryl group, an aryloxy group, an alkenyl group, and an alkoxycarbonyl group. Two of these substituents
One or more may be introduced into the alkyl group, alkenyl group or aryl group.

Phosphate esters advantageously used in the present invention include those represented by the following general formula [X:].

General formula [XM] even Rls　OP　-OR+　4 OR,.

In the formula, R14, R+ and R1& each represent an alkyl group, an alkenyl group or an aryl group. However, the total number of carbon atoms represented by R14, R+- and R1& is 24 to 54.

The alkyl group represented by R14, R+q and R1& in the general formula Tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, etc. Aryl groups include phenyl group, naphthyl group, etc., and alkenyl groups include hexenyl group,
These include heptenyl group and octadecenyl group.

These alkyl groups, alkenyl groups and aryl groups may have single or multiple substituents. Preferably R14, R15- and R, Ib are alkyl groups, such as 2-ethylhexyl group, n-octyl group, 3.5.5-trimethylhexyl group, n-nonyl group,
Examples include n-decyl group, 5aC-decyl group, 5ec-dodecyl group, [-octyl group, etc.

Specific examples of preferred organic solvents are shown below.

Below margin Exemplary organic solvent S-2C! Hs C,H.

S-9 S-12C2H5 () csH+*(i) 0-C*Hts(n) oc,, Hz+(i) $-16 O-C,. H□(n) (J-C+oth+(n) -2O Dispersion aid when a hydrophobic compound is dissolved in a low boiling point solvent alone or in combination with a high boiling point solvent and dispersed in water using mechanical or ultrasonic waves. As such, anionic surfactants, nonionic surfactants, and cationic surfactants can be used.

Between the emulsion layers of the color photographic light-sensitive material for printing of the present invention (
Same color sensitivity between layers and/or different color sensitivity [1. To prevent color turbidity, deterioration of sharpness, and noticeable graininess due to migration of oxidized product of developing agent or electron transfer agent A color antifoggant is used for this purpose.

The color antifoggant may be used in the emulsion layer itself, or in an intermediate layer provided between adjacent emulsion layers.

Preferred image stabilizers used in the color photographic material for printing of the present invention to prevent deterioration of dye images include those represented by the following general formulas [A] to [H] and [J] to [K]. can be mentioned.

The following is a general formula [A] in which R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or a heterocyclic group, R2, R3, Rs, R
i is a hydrogen atom, a halogen atom, a hydroxy group,
an alkyl group, an alkenyl group, an aryl group, an alkoxy group or an acylamino group, R4 is an alkyl group,
Represents a hydroxy group, an aryl group, or an alkoxy group.

Further, R1 and R2 may be ring-closed with each other to form a 5-shell or 6-membered ring, in which case R1 represents a hydroxy group or an alkoxy group, or R5 and R4 may be ring-closed to form a 5-shell hydrocarbon 2 A ring may be formed, in which case R may be an alkyl group, a 7-aryl group, or a bicyclic group, provided that R1
except when is a hydrogen atom and R4 is a hydroxy group.

In the general formula [A], R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or a heterocyclic group. Among these, examples of the alkyl group include a methyl group, an ethyl group, a propyl group, and n -octyl group, tert-
Direct M or branched fulkyl groups such as octyl and hexadecyl groups can be mentioned. Examples of the alkenyl group represented by R1 include allyl, hexenyl,
Examples include octenyl group. Further, examples of the aryl group R include phenyl and naphthyl groups. Furthermore, specific examples of the heterocyclic group represented by R1 include a tetrahydropyranyl group and a biriminol group. Each of these groups can have a substituent, for example, an alkyl group having a substituent such as a benol group, a nidoxymethyl group, and an alkyl group having a substituent such as a methoxyphenyl group, a chlorophenyl group, a 4-hydroxy group. −
It has a 3,5-butylphenyl group, etc.

In general formula [A], R2, R5, R1 and R5 are hydrogen atoms, halogen atoms, hydroxy groups, alkyl groups,
It includes an alkenyl group, an aryl group, an alkoxy group, or an acyl group, and among these, the alkyl group, alkenyl group, and heptadyl group are the same as the alkyl group, alkenyl group, and aryl group mentioned above for R3. can be mentioned. Examples of the halogen atoms include fluorine, chlorine, and bromine. Further, specific examples of the alkoxy group include a methoxy group and a nidoxy group. Further, the acylamide 7 group is represented by R'CONH-, where R'
is an alkyl group (e.g. methyl, ethyl, n-propyl,
n-butyl, n-octyl, lert-octyl, benzyl, etc.), alkenyl groups (e.g., allyl, octenyl, oleyl, etc.), aryl groups (e.g., phenyl, methoxyphenyl, naphthyl, etc.) ), or heterocyclic groups (e.g. birinol, pyrimidyl groups)
can be mentioned.

Further, in the general formula [A], R1 is an alkyl group, a hydroxy group, an aryl group, or an alkoxy group, and the same examples as the alkyl group and aryl group represented by R can be specifically mentioned. As for the alkenyl group of R4, the same alkoxy groups as mentioned above for E R2, R=, Rs and R1 can be mentioned.

Examples of the ring in which R7 and R1 are closed together to form a symbiotic ring with a benzene ring include chroman, coumaran, and methylenedioxybenzene.

Furthermore, examples of the ring formed by R5 and R4 together with a benzene ring include bean. These rings may have substituents (eg alkyl, alkoxy, aryl).

In addition, a spiro compound may be formed by using the spiro atom as an atom in the ring formed by R1 and R2, or R3 and R4, or a bis compound may be formed by using R2, R1, etc. as a linking group. good.

Among the heptadol compounds or phenyl ether compounds represented by the general formula [A], preferred are R
〇- group (R is an alyl group, alkenyl certain-71-l certain-
It is a biingen compound having 4 molecules (10 to 10), particularly preferably represented by the following general formula [A-1] - General formula [A-1] in which R is an alkyl group (e.g. methyl, ethyl, propyl, n-octyl, tert-octyl, benol, hexadecyl), an alkenyl group (e.g. allyl, octenyl, oleyl), an aryl group (e.g. phenyl, naphthyl) or R9 and R1 are each a hydrogen atom, a halogen atom, (e.g. fluorine, chlorine, Y), an alkyl group (e.g. methyl, ethyl, n-butyl, benol), alkoxy groups (e.g. allyl, hexenyl, octenyl), or alkoxy groups (
For example, methoxy, nidoxy, benoloxy),
RI+ represents a hydrogen atom, an alkyl group (e.g. methyl, ethyl, n-butyl, benzyl), alkenyl
r, 2-7'robenyl, he~senyl, octenyl), or aryl groups (e.g. phenyl, methodiphenyl,
chlorphenyl, naphthyl).

The compound represented by the general formula [A] is disclosed in U.S. Patent No. 3,
No. 935,016, No. 3,982,944, No. 4
．． No. 254,216, JP-A No. 55-21004, No. 5
No. 4-145530, British Patent Publication No. 2,077.455
No. 2,062, No. 888, U.S. Patent No. 3,764
, 337, No. 3.432300, No. 3,574,
No. 627, No. 3,573.050, Japanese Unexamined Patent Publication No. 52-1
No. 52225, No. 53-20327, No. 53-177
No. 29, No. 55-6321, British Patent No. 1,347,
No. 556, Publication No. 2.088,975, Special Publication No. 1973-
No. 12337, No. 48-31625, U.S. Patent No. 3,
700,455, etc., are also included.

The amount of the compound represented by the general formula [A] used is preferably 5 to 300 mol%, more preferably 10 to 200 mol%, based on the magenta coupler.

Typical specific examples of the compound represented by the general formula [A] are shown below.

Type (1) RI Type (2) Type (3) Type (4) Type (5) Type (6) Type (7) K'K' Type (4) Below margin type (5) Type (6) A-7 Below is the blank general formula [B] (in the formula, R1 and R1 are each a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkoxy group, an alkenyloxy group, a hydroxy group, an aryl group, an aryloxy group) , acyl group, acylami/group, acyloxy group,
a sulfonamide group, cycloalkyl or alfkyl dicarbonyl group, R7 is a hydrogen atom, an alkyl group,
Alkenyl group, aryl group, acyl group, cycloalkyl group or hetero! ! R5 is a hydrogen atom, a halogen atom, a furkyl group, an alkenyl group, an aryl group,
Aryloxy group, acyl group, acyloxy group, sulfonamide group, cycloalkyl group or alkoxycarbonyl group.

Each of the groups listed above may be substituted with other substituents, such as an alkyl group, an alkenyl group, an alkoxy group,
Examples include an aryl group, an aryloxy group, a hydroxy group, a fluorocarbonyl group, an aryloxycarbonyl group, an acyl group, an acyloxy group, a carbamoyl group, a sulfonamide group, and a sulfamoyl group.

Further, R2 and R3 may be ring-closed with each other to form a 5- or 6-membered ring, and R2 and R3 may be r? Examples of the ring formed together with the benzene ring include a chroman ring and a methylene benzene ring.

Y represents the atomic group necessary to form a chroman or coumaran ring.

The chroman or coumaran ring is a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an alkenyl group,
May be substituted with an alkenyloxy group, hydroxy group, aryl group, aryloxy group, or heterocycle,
Furthermore, a spiro ring may be formed.

Among the compounds represented by general formula [B], compounds particularly useful in the present invention are general formulas [B-1], [B-2], [B-
3], [B-4], and [B-5] General formula [B-1] General formula [B-2] General formula [B-31 General formula [B-4] General formula [ B-5] R formula [B-1], [B-2], [B-33, [B-
R,, R2, R5 and R1 in 43 and [B-5] have the same meaning as in the above general formula [B], and R,, R,, R,, R8, R1 and R10 are hydrogen atoms, halogen Atom, alkyl group, alkoxy group, hydroxy group, alkenyl group, alkenyloxy group, aryl group, aryloxy group or heterocyclic group.

Furthermore, R1 and R5, R1 and R1, R1 and R1, R, and R
1, R9, and R1° may be cyclized with each other to form a carbocycle, and the carbocycle may be further substituted with an alkyl group.

The general formula [B-1], [B-2], [B-3],
R3 and R in [B-4] and I/[B-5l
1 is a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group or a dichlorofurkyl group% Rs% R@% Rt,
R,, R1 and VR,. Particularly useful are compounds in which is a hydrogen atom, an alkyl group, or a cycloalkyl group.

The compound represented by the general formula [B] is tetrahedron (Te
trahedron), 1970. vo126,474
3-4751, Journal of the Chemical Society of Japan, 1972. No.10,
pp. 0987-1990, Chemical (chew, Lett
), 1972 (4) pp. 315-316, Japanese Patent Application Publication No. 1987-
containing the compound described in No. 139383,
and can be synthesized according to the methods described therein.

The amount of the compound represented by the general formula [B] used is 5 to 300% relative to the magenta coupler of the emulsion of the present invention.
Mol% preferably, more preferably 10 to 200 mol%
It is.

Typical specific examples of these compounds are shown below.

The following is a blank general formula IC] RI General formula [D] ゛・Y, P In the formula, R5 and R2 are hydrogen atom, halogen atom, alkyl group, alkenyl group, alkoxy group, alkenyloxy group, hydroxy group, aryl group, aryloxy group, acyl group, acylamide group, acyloxy group, sulfonamide group or alkoxycarbonyl group.

Each of the above-mentioned groups may be substituted with other substituents, such as a halogen atom, an alkyl group, an alkenyl group,
Examples thereof include an alkoxy group, an aryloxy group, a hydroxy group, an alkoxycarbonyl group, an aryloquine carbonyl group, an acylamide group, a carbamoyl group, a sulfonamide group, and a sulfamoyl group.

Y represents the atomic group necessary to form a nochroman or dicoumaran ring with the benzene ring.

Taloman or coumaran ring is a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an alkenyl group,
May be substituted with an alkenyloxy group, a hydroxy group, an aryl group, an aryloxy group or a heterocyclic group,
Furthermore, a spiro ring may be formed.

Among the compounds represented by the general formulas EC] and [D], the compounds particularly useful in the present invention are the general formulas [C-1] and [C-2
], [D-1] and [D-2].

General formula [C-1] General formula [C-2] 1 General formula [D-1] General formula [D-2] General formula [C-1], [C-2], [D-1] and [D
2] 1: #I + R, Oyo #R2 HaRFi 1 Formula [C] Has the same meaning as in [D], R, R4, R5, R6, R7 and R8 are hydrogen atoms, Rodene atom, alkyl group, alkoxy group, hydroxy group,
Alkenyl group, alkenyloxy group, aryl group, aryloxy group or heterocyclic group, and R
5 and R R1 and R1, R2 and R R6 and R1 and VR
l and R may be cyclized with each other to form a carbocycle,
Furthermore, the carbocycle may be substituted with an alkyl group.

In the general formulas [C-1], [C-2], [D-1] and [D-2], R3 and R2 are hydrogen atoms, alkyl groups, alkoxy groups, hydroxy groups or cycloalkyl Particularly useful are compounds in which the groups R3, R4, R1, R6, R7 and R6 are hydrogen atoms, fluoryl groups, or cycloalkyl groups.

Compounds represented by general formulas [C] and [D] are described in the Journal of the Chemical Society of Japan (J, Chew, Soc, part C) 19
68. (14), pp. 1937-18, Journal of the Department of Organic Synthetic Chemistry 1970.28 (1), 60-65t Tetrahedron Letters 1
973, (29), pages 2707-2710, and can be synthesized according to the methods described therein.

The amount of the compounds represented by the general formulas [C] and [D] used is 5 to 30% relative to the magenta coupler according to the present invention.
It is preferably 0 mol%, more preferably 10 to 200 mol%.

Specific representative examples of these compounds are shown below.

The following is a general formula (E) in which R1 represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, an acyl group, a dichlorofurkyl group, or a heterocyclic group, and R3 represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, Aryl group, aryloxy group, acyl group, acylamino group, acyloxy group, sulfone 7
Attenuates mido, cycloalkyl or alkoxycarbonyl groups.

R2 and R4 represent a hydrogen atom, a halogen atom, a furkyl group, an alkenyl group, a heptadyl group, an acyl group, an acylamino group, a sulfonamide group, a cycloalkyl group, or an alkoxycarbonyl group. 0 which may be substituted with a group such as a furkyl group, an alkenyl group, a hydroxy group, an alkoxycarbonyl group, a monoyloxyruvinyl group, a 7-silami/Ii,
Examples include carbamoyl group, sulfonamide group, and sulfamoyl group.

*R' and R2 may be ring-closed with each other to form a 5- or 6-membered ring.

@Rt and R4 are hydrogen atom, halogen atom, alkyl group, alkenyl group, alkoxy group, alkenyloxy group, hydroxy group, aryl group, Ryoichiruokine group, acyl group, 7sylami7 group, 7syloxy group, sulfone Represents an amide group or an alkoxycarbonyl group.

Y represents an atomic group necessary to form a chroman or coumaran ring.

The chroman or coumaran ring is a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an alkenyl group, an alkenyloxy group, a hydrodoxy group, an aryl group,
Of the compounds optionally substituted with an aryloxy group or a heterocyclic group and further represented by the spiro ring general formula (E), compounds particularly useful in the present invention are those represented by the general formula (E-13).
゜(E-2), (E-3), (E-43 and (E-5)
) is included in the compounds shown.

General formula (E-13 OR+ General formula (E-2) OR+ General formula (E-3) K"K'"OR' General formula (E-43 R@ General formula (E-5) General formula (E-1 ) ~ (R '%R'' in E-5:l
, R3 and t/R' have the same meaning as the glyph in the above general formula (E), and Ri, R', R? , RI, R'# and R
"represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a hydroxy group, an alkenyl group, an alkenyloxy group, an aryl group, an aryloxy group, or a heterocyclic group, and R1 and R-R6 and Rf, R7 and R1 ,R
1 and R and R and RIll may be cyclized with each other to form a carbocycle, and the carbocycle may be further substituted with an alkyl group.

In the general formulas (E-1) to (E-5), R', R
", R and (/'R' is a hydrogen atom, an alkyl group, or a cycloalkyl group, in the general formula (E-5),
R3 and R4 are a hydrogen atom, an alkyl group, an alkoxy group, a hydroquine group, or a dichlorofurkyl group, and furthermore, in the general formulas (E-1) to (E-5), R', R', R
F, R", R" and (/R" are hydrogen atoms, furkyl groups,
or cycloalkyl groups are particularly useful.

The compound that is attenuated by the general formula [E] is tetrahedron (
Tetrihedron Letters) 1965
．． (8), pp. 457-460 Journal of the Japanese Society for Chemical Science (J, C
hew, Sac, part C) 1966° (2
2), pp. 2013-201B, (Zh, Org,
) 1970. (6).

1230-1237, including the compounds described in
and can be synthesized according to the methods described in these.

Usage amount of the compound represented by the general formula [E-1]: 5 to 3
00 mol% is preferable, and more preferably 10 to 200 mol%.

Specific and representative examples of these compounds are shown below.

The following is a blank general formula CF) In the formula, R1 represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, an acyl group, a cycloalkyl group, or a heterocyclic group, and R2 represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, Aryl group, aryloxy group, acyl group, acylamide group, acyloxy group, sulfonamide group, cycloalkyl group, or alkoxycarbonyl group.

R7 represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an aryl group, an acyl group, an acylamide group, a sulfonamide group, a cycloalkyl group, or an alphkyl dicarbonyl group.

R4 is a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkoxy group, an alkenyloxy group, a hydroxy group, an aryl group, an aryloxy group, an acyl group, an acylamine/group, an acyloxy group, a sulfonamide group, or an alphkyldicarbonyl group Hail.

Each of the groups listed above may be substituted with other substituents, such as an alkyl group, an alkenyl group, an alkoxy group,
Examples include an aryl group, an aryloxy group, a hydroxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acylamide group, a carbamoyl group, a sulfonamide group, and a sulfamoyl group.

Further, R3 and R2 may be ring-closed with each other to form a 5-shell or 6-shell ring, in which case R and R1 are a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkoxy group, an alkenyloxy group, a hydroxy group, 7-aryl group, aryloxy group, acyl group, acylamide 7 group, acyloxy group, sulfonamide group, or alkoxycarbonyl group.

Y is a chroman-like atom group that is necessary to form a coumaran ring.

Taloman or coumaran ring is a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an alkenyl group,
It may be substituted with an alkenyloxy group, a hydroxy group, an aryl group, an aryloxy group or a heterocyclic group, and may further form a spiro ring.

Among the compounds represented by the general formula [F], compounds particularly useful in the present invention are those represented by the general formula [F-13, [F-2], [F-3].
], [F-4] and [F-5].

The following are blank spaces: General formula CF-1) General formula (F-2) General formula CF-3) General formula CF-4) General formula CF-5) R in general formulas [F-1] and [F-5], R2
, Ro and R3 have the same meanings as in the above general formula [F], and Rs, R,, R1, Rs, R- and RI
G represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a hydroxy group, an alkenyl group, an alkenyloxy group, a 7-aryl group, an alkyl group, or a heterocyclic group.

Furthermore, R1 and R6, R6 and R7, R1 and R8, R8 and R
1, R1, and R1° may be cyclized with each other to form a carbocycle (furthermore, the carbocycle may be substituted with an alkyl group).

Further, in [F-31, [F-4] and upper V [F-5], the two R, -R, may be the same or different.

The general formula [F-1], [F-2], [F-3], [
F-4] and [F-5], R1, R2, and R1 are hydrogen atoms, alkyl groups, cycloalkyl groups, R
3 is a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group or a cyclomolar group, and further R3,
Particularly useful are compounds in which R6, R1 and R3 are hydrogen atoms, alkyl groups, or cycloalkyl groups.

The compound represented by the general formula [F] is Tetrahedron Letters 197
0. Vol 2L pages 4743-4751, Journal of the Chemical Society of Japan 1972. No. 10.1987-1990,
Synthesis 1975. V
ol 6゜392-393, (But 5 oct.
Chimv Be1g) 1975+
Vol. 184 (7'L, pages 747-759), and can be synthesized according to the methods described therein.

The amount of the compound represented by the general formula IF] is 5 to 300 mol% based on the magenta coupler according to the present invention.
is preferable, and more preferably 10 to 200 mol%.

Specific representative examples of the compound represented by the general formula [F] are shown below.

The following is a blank general formula (G) R' where R' and R are each a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkoxy group, a hydroxy group, an aryl group, an aryloxy group, an acyl group, an acylamino group, Represents an acyloxy group, a sulfonamide group, a dichlorofurkyl group, or an alkoxycarbonyl group.

R2 represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, a hydroxy group, an aryl group, an acyl group, an acylamide group, an acyloxy group, a sulfonamide group, a cycloalkyl group, or an alkoxycarbonyl group.

The above-mentioned groups may each be substituted with other substituents, such as alkyl groups, alkenyl groups,
Examples include an alkoxy group, an aryl group, an aryloxy group, a hydroxy group, an alphkidicarbonyl group, an aryloxycarbonyl group, an acylamide group, a carbamoyl group, a sulfonamide group, a sulfamoyl group, and the like.

Further, R2 and R3 may be ring-closed with each other to form a 5- or 6-shell hydrocarbon ring, and this 5- or 6-shell hydrocarbon ring may be a halogen atom, a furkyl group, a cycloalkyl group,
It may be substituted with an alkoxy group, an alkenyl group, a hydroxy group, an aryl group, a 7-aryloxy group, a heterocyclic group, or the like.

Y represents an atomic group necessary to form a bean ring; a bean ring is a halogen atom, an alkyl group, an alkenyl group,
It may be substituted with an alkoxy group, a cycloalkyl group, a hydroxy group, an aryl group, an aryloxy group, a heterocyclic group, or the like, and may further form a spiro ring.

Among the compounds represented by the general formula (G), compounds particularly useful in the present invention are included in the compounds represented by the general formulas (G-13 to (G-3)).

The following margins are general formula CG-1) 1 General formula (G-2) General formula (G-3) R', R2, and R in general formulas (G-1) to (G-3) are general formula CG) is synonymous with R',
R', R', R', R@, and R are hydrogen atoms, halogen atoms, alkyl groups, alkoxy groups, alkenyl groups, hydroxy groups, aryl groups, and 7-aryloxy, respectively. -1+ sends someone 1,400m = R4 and R5, R5 and R6
, R& and R7, R7 and R@, and R@ and Rゝ may be ring-closed with each other to form a hydrocarbon ring, and the hydrocarbon ring may be further substituted with an alkyl group.

In the general formulas (G-1) to (G-3), R' and R3 are a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group, or a cycloalkyl group, and R2 is a hydrogen atom, an alkyl group, a hydroxy group, or a cycloalkyl group. group, R', R
Particularly useful are compounds in which %, R', R, R1 and R1 are hydrogen atoms, alkyl groups or cycloalkyl groups.

The amount of the compound represented by the general formula [G] is preferably 5 to 300 mol% relative to the magenta coupler,
More preferably, it is 10 to 200 mol%.

Typical specific examples of the compound represented by the general formula [G] are shown below.

The following is a blank general formula [H] R3 where R' and R2 are a hydrogen atom, an I-lodene atom, a furkyl group, an alkenyl group, an aryl group, an acyl group, an acylamino group, an acyloxy group, a sulfonamide group, and a cycloalkyl group, respectively. Or represents an alkoxycarbonyl group.

R' is a hydrogen atom, a halogen atom, a furkyl group, an alkenyl group, an alkoxy group, a hydroxy group, an aryol group, an aryoloxy group, an acyl group, an acylamino group, an acyloxy group, a sulfonamide group, a cycloalkyl group, or Represents an alphkidicarbonyl group.

Each of the above-mentioned groups may be substituted with other substituents (e.g., alkyl, alkenyl, alkoxy,
Examples include an aryl group, an aryloxy group, a hydroxyl group, an alphkidicarbonyl group, an aryloxycarbonyl group, an acylamide group, a carbamoyl group, a sulfonemide group, and a sulfamoyl group.

Further, R' and R2 and R2 and R3 may be ring-closed with each other to form a 5-shell or 6-shell hydrocarbon ring, and the hydrocarbon zm
is a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an alkenyl group, a hydroxy group, a 7-aryl group,
It may be substituted with an aryloxy group, a heterocyclic group, etc.

Y represents an atomic group necessary to form a bean ring, and the bean ring may be substituted with a substituent capable of substituting the hydrocarbon ring, and may further form a spiro ring.

Among the compounds represented by the general formula (H), compounds particularly useful in the present invention are included in the compounds represented by the general formulas (H-1) to (H-23).

General formula (H-1) General formula (H-2) General formula (H-3) R', R2 and R' in general formulas (H-1) to (H-3) are those in general formula (H) is synonymous with R',
RS, R', R', R' and R1 each represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a hydroxy group, an alkenyl group, a 7-aryl group, an aryloxy group, or a heterocyclic group, and R ' and R5, R' and R',
R' and R', R' and R'', and R1 and R5 may be ring-closed with each other to form a hydrocarbon ring, and furthermore, the hydrocarbon ring is substituted with a furkyl group (MfL) according to the general formula (H- In 1) to (H-3), R1 and V
R2 is water'! atom, alkyl group or cycloalkyl group, R3 is a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group or a cycloN, R4, R'
, R', R', R@A (/RI is a hydrogen atom,
Compounds that are alkyl or dichlorofurkyl groups are particularly useful.

A method for synthesizing the compound represented by the general formula [H] is known, and is described in US Pat. No. 3,057,929, Chem.

Ber, 1972.95(5) = 1673~
1674 pages, Chemist-ry Letter
s+ 1980, pp. 739-742, ending with 91 construction.

It is preferably 5 to 300 mol%, more preferably 1
It is 0 to 200 mol%.

Specific representative examples represented by the general formula [H] are shown below.

The following is a general formula (J) in which R1 represents an aliphatic group, a cycloalkyl group, or an aryl group, and Y is a group of nonmetallic atoms necessary to form a 5- to 7-shell heterocycle with the nitrogen atom. However, when there are two or more heteroatoms among the nitrogen atom-containing nonmetal atoms forming the heterocycle, at least two heteroatoms are non-adjacent heteroatoms. ] Examples of the aliphatic group represented by R' include a saturated alkyl group which may have a substituent, and an unsaturated alkyl group which may have a substituent. Examples of saturated alkyl groups include methyl group, ethyl group, butyl group, octyl group, dodecyl group, tetradecyl group, hexadecyl group, etc., and examples of unsaturated alkyl groups include ethynyl group, propenyl group, etc. It will be done.

The dichlorofurkyl group represented by R1 is a 5- to 7-membered cycloalkyl group that may have a substituent, such as a cyclopentyl group and a cyclohexyl group.

The aryl group represented by R1 represents a phenyl group or a naphthyl group, each of which may have a substituent.

Substituents for the aliphatic group, dichlorofurkyl group, and aryl group represented by R' include alkyl groups, aryl groups, alkoxy groups, carbonyl groups, carbamoyl groups, and
group, sulfamoyl group, sulfonamide group, carbonyloxy group, alkylsulfonyl group, arylsulfonyl group, hydroxy group, heterocyclic group, alkylthio group, arylthio group, etc., and these substituents further have a substituent. Good too.

In the general formula (J), Y together with the nitrogen atom is 5 to 7
Represents a group of nonmetallic atoms necessary to form a membered ring heterocyclic In addition, these at least two heteroatoms must not be adjacent to each other, and if all the heteroatoms are adjacent to each other in the bicyclic ring of the compound represented by general formula (J), the magenta color 'X image stabilization It is not preferable because it cannot function as an agent.

The 5- to 7-membered bicyclic ring of the compound represented by the general formula (J) may have a substituent, and examples of the substituent include an alkyl group, an aryl group, a 7-syl group, a carbamoyl group, and an alkoxy group. carbonyl group, sulfonyl group, sulfamoyl group, etc., which may further have a substituent;
Although the membered heterocycle may be saturated, a saturated double X: ring is preferred. Further, a benzene ring or the like may be fused to the heterocycle, or a spiro ring may be formed.

The amount of the compound represented by the general formula (J) of the present invention to be used is preferably 5 to 300 mol%, more preferably 10 to 300 mol%, based on the magenta coupler represented by the general formula (1) of the present invention. It is 200 mol%.

Typical specific examples represented by general formula [J] are shown below.

J -63 J -64 /'-N C141(2,-14,,) -6ROJ -FO j -FI ■ ■ Piperazine compounds among the compounds represented by the above general formula (J) and homopiperazine compounds are particularly preferred,
More preferably, the following general formula (J-1) or (J
-2 This is a compound represented by 3.

General formula (J-1 3 General formula (J-2) In the formula, R2 and R3 each represent a hydrogen atom, an alkyl group, or an aryl group.However, Rz and Rco do not become hydrogen at the same time.R4 -R15 each represents a hydrogen atom, an alkyl group or a 7-aryl group.

In the general formulas (J-1) and (J-2), R2 and R3 each represent a hydrogen atom, an alkyl group, or an aryl group, and examples of the alkyl group represented by R2 or R include, for example, a methyl group. , ethyl group, butyl group, octyl group, dodecyl group, tetradecyl group, hexadecyl group,
Examples of the aryl group represented by R2 or R3 include an octadecyl group, and a phenyl group.

The alkyl group and aryl group represented by R2 or R3 may have a substituent, and examples of the substituent include a no)lodene atom, an alkyl group, an aryl group, an alkoxy group, a 7-aryloxy group, and a heteroyl group. Examples include ring groups.

The total number of carbon atoms of R2 and R'' (including substituents) is 6 to
40 is preferred.

In 1) in the general formula (j-1) or (J-2), R
4 to RI' each represent a hydrogen atom, an alkyl group, or an aryl group, and examples of the alkyl group represented by R4 to R1' include a methyl group and an ethyl group. Examples of the aryl group represented by R4 to R''' include a phenyl group.

Specific examples of the compound represented by the general formula (J-1) or (J-2) include the above-mentioned examples and the veranone compound (J-2).
-1) to (J-30) and exemplified homopiperazine compounds (J-51) to (J-62).

Next, a synthesis example of a typical magenta dye image stabilizer of the present invention represented by the general formula (J) will be shown.

Synthesis Example 1 (Synthesis of Compound J-2) In 77 tons of 100 mQ in which 9.0 g of piperazine and 55 g of myristyl bromide were dissolved, 15.0 g of anhydrous potassium carbonate was added. was added, and the mixture was boiled and refluxed for 10 hours to react.

After the reaction, the reaction solution was poured into 500 mH water and then extracted with ethyl acetate 500 vsQ. After drying the ethyl acetate layer with 7 μm of magnesium sulfate, the ethyl acetate was distilled off to obtain the desired product as white crystals. Recrystallization was performed with acetone 3001111 to obtain 34 g of white scaly crystals (yield 70%).

Melting point: 55-58°C Synthesis Example-2 (Synthesis of Compound @ J-34) 18 g of 4-morpholino-7niline was dissolved in 100 v of ethyl acetate.
After dissolving in sQ, add acetic anhydride while stirring while keeping the reaction solution at 20°C. Added Q little by little. After adding acetic anhydride, it was cooled with water, the precipitated crystals were collected by filtration, and then recrystallized with ethyl acetate to give 16.5 g of white powdery crystals (yield 75%).
) was obtained.

General formula (K) In the formula, R' represents an ffffD group group, a cycloalkyl group, or an aryl group, and Y represents a 5- to 7-membered heterocyclic ring together with the nitrogen atom. Represents a simple bond or divalent hydrocarbon group necessary to form * R2r R"+ R'tR', R
', R' each represents a hydrogen atom, an aliphatic group, a cycloalkyl group, or an atomyl group, provided that R2 and R4 and R and R6 combine with each other to form a simple bond and form a nitrogen atom. , may form an unsaturated 5- to 7-membered bicyclic ring with Y-1.Also, unless Y is a mere bond, R5 and R' may be bonded to 1 to form a simple bond. You can also form an unsaturated 5-membered heterocycle with the nitrogen atom and Y.
), and when Y is not just a bond, R1 and Y,
R' and Y or Y itself may form an unsaturated bond to form an unsaturated 6- or 7-membered heterocycle with the nitrogen atom and Y.

Examples of the aliphatic group represented by R' include a saturated alkyl group that may have a substituent and an unsaturated alkyl group that may have a substituent. Examples of saturated furkyl groups include methyl group, ethyl group, butyl group, octyl group, dodecyl group, tetradecyl group, hexadecyl group, etc., and examples of unsaturated furkyl groups include ethynyl group, propenyl group, etc. It will be done.

Examples of the cycloalkyl group represented by R1 include 5 to 7 cycloalkyl groups which may have substituents, such as a schifbentyl group and a cyclohexyl group.

The aryl group represented by R't' represents a phenyl group or a naphthyl group which may have a substituent.

Substituents for the aliphatic group, dichlorofurkyl group, and aryl group represented by R1 include a furkyl group, an aryl group, an alkoxy group, a carbonyl group, a carbamoyl group, and an acylamide group.
group, sulfamoyl group, sulfonamide group, carbonyloxy group, ar6ylsulfonyl group, arylsulfonyl group, human loxy group, heterocyclic group, arylthio group, arylthio group, etc. It may have.

In general formula (K), Y is 5 to 7 together with the nitrogen atom.
It represents a simple bond or a divalent hydrocarbon group necessary to form a bilobed shell ring, but when Y is a simple bond, R' and R7 further bond to each other to form a simple bond. When Y is a divalent monovalent hydrogen group, that is, a methylene group, R5 and Y or R7 and Y may form an unsaturated bicyclic ring. In the case of an ethylene group, R5 and Y, R' and Y, or Y itself may form an unsaturated bond to form an unsaturated 6-membered true bicyclic ring. Furthermore, the divalent hydrocarbon group represented by Y″C′ may have one substituent, and this substituent includes an alkyl group,
Examples include carbamoyl group, alkyloxycarbonyl group, acyl 7-moyl group, sulfonamide group, lua-7moyl group, aryl group, and heterocyclic group.

In the general formula (K), R2, R, R', Ri.

R6 and R7 each represent a hydrogen atom, an aliphatic group, a dichlorofurkyl group, or a heptadyl group, and the aliphatic groups represented by R2 to R' include a saturated alkyl group that may have a substituent and a substituted Examples include unsaturated alkyl groups which may have a group. Examples of saturated alkyl groups include methyl group, ethyl group, butyl group, octyl group, dodecyl group, tetradecyl group, hexadecyl group, etc., and examples of unsaturated alkyl groups include ethynyl group, propenyl group, etc. It will be done.

The dichlorofurkyl group represented by R2-R7 is a 5- to 7-shell cycloalkyl group which may have a substituent, and examples thereof include a cyclopentyl group and a cyclohexyl group.

Examples of the aryl group represented by R2-R7 include a phenyl group and a naphthyl group which may have a substituent.

Examples of substituents for the 7-aryl and aryl groups include alkyl groups, 7-aryl groups, alkoxy groups, carbonyl groups, carbamoyl groups, acylamine 7 groups, sulfamoyl groups, sulfonamide groups, carbonyloxy groups, alkylsulfonyl groups, and aryl groups. Examples include sulfonyl group, hydroxy group, heterocyclic group, and furkylthio group.

It is more preferable that the compound represented by the general formula (K) has 5 to 7 saturated heterocycles than unsaturated.

The amount of the compound represented by the general formula (K) below is as follows:
It is preferably 5 to 300 mol%, more preferably 10 to 200 mol%, based on the magenta coupler represented by the general formula (1) of the present invention.

Representative specific examples of the compound represented by the general formula (K) are shown below.

In the margins below, -34 -35 -36 -37 -38 -39 -40 -41 Next, typical synthesis examples of the compound represented by the general formula (K) are shown.

Synthesis Example-1 (Synthesis of compound -14) Biberanone 9,0. and 60.0g in which 28g of myristyl bromide was dissolved. In 77 tons of Q, 6 anhydrous potassium carbonate
, Og were added thereto, and the mixture was boiled and refluxed for 20 hours to react.

After the reaction, the reaction solution was poured into 30,019 ml of water, and then extracted with 300,000 ml of ethyl acetate. After drying the ethyl acetate layer over magnesium sulfate, the ethyl acetate was distilled off to obtain the desired product as white crystals. Recrystallization was performed at 100 mG of 77 tons to obtain 12 g of white scaly crystals (yield: 43%).

Melting point: 175-180°C Protective layer of color photographic light-sensitive material for printing of the present invention, middle [
The water-covered colloid layer of 11@ may include an extraneous absorption law in order to prevent capri due to aX caused by moss electricity on the backside caused by friction of the photosensitive material and to prevent image deterioration due to UV light.

The color photographic material for printing of the present invention may be provided with auxiliary layers such as a filter layer, an antihalation layer and/or an antiirradiation layer. These layers and/or the emulsion layer may contain dyes that flow out of the color photographic material for printing or are bleached during the development process.

The silver halide emulsion, @ and/or other hydrophilic colloid layer of the color photographic light-sensitive material for prints of the present invention is intended to reduce the gloss of the light-sensitive material, increase the ease of writing, and prevent mutual sticking of the light-sensitive materials. A matting agent can be added.

A pickling agent can be added to the color photographic light-sensitive material for printing of the present invention in order to reduce soaking friction.

An antistatic agent can be added to the color photographic light-sensitive material for printing of the present invention for the purpose of preventing static electricity. Antistatic agents are sometimes used in the antistatic layer on the side of the support on which the emulsion is not laminated, or they are used to protect the emulsion layer and/or the side on which the emulsion layer is laminated to the support other than the emulsion layer. It may also be used in a colloid layer.

The photographic emulsion layer and/or other hydrophilic colloid layer of the color photographic light-sensitive material for prints of the present invention may be used to improve coating properties, prevent static electricity, improve slipperiness, emulsification dispersion, prevent adhesion, and (promote development, increase contrast, increase For the purpose of improving photographic characteristics, etc.)
Various surfactants are used.

In order to perform subtractive color reproduction, the color photographic light-sensitive material for printing of the present invention is prepared by disposing a silver halide emulsion containing magenta, yellow and cyan couplers as photographic couplers on the reflective support. Although the non-photosensitive needles have a structure in which they are laminated on a support in an appropriate number and order of layers, the number of layers and @%i may be changed as appropriate depending on the important performance and purpose of use.

The color photographic light-sensitive material for printing of the present invention has a support surface subjected to corona discharge, ultraviolet irradiation, flame treatment, etc. depending on the required page, triangular or triangular (viewability, antistatic property, etc. of the support surface).
It may be applied via one or more subbing layers (to improve dimensional stability, abrasion resistance, hardness, antihalation properties, frictional properties and/or other properties).

When coating the color photographic light-sensitive material for printing of the present invention, a thickener may be used to improve coating properties.The coating method is an extrusion method in which two or more layers can be coated at the same time. Coatings and curtain coatings are particularly useful.

Images can be formed using the color photographic material for printing of the present invention by color development as known in the art.

In the present invention, R color ring If! The aromatic primary amine color developing agents used in this invention include known ones that are widely used in various color photographic processes.

These developers include aminophenol and p-phenylenediamine derivatives. Since these compounds are more stable than the free state, they are generally used in the form of salts, such as hydrochloride or sulfur salts. In addition, these compounds generally have a T of about 0.1 g to about 30 c+ for color development *a11.
01 degrees, preferably about 1 g per sentence of color developer
Use at a concentration of ~15 g.

Examples of aminophenol-based liquids include 0-aminophenol, p-7 minophenol, and 5-aminophenol.
These include 2-oxytoluene, 2-amino-3-oxytoluene, 2-oxy-3-amino-1°4-dimethylbenzene, and the like.

Particularly useful primary aromatic amine color developers are N, N'
-Dialkyl-p-phenylenediamine compound, and the alkyl group and phenyl group may be substituted with any substituent. Among them, examples of particularly useful compounds include N,N'-diethyl-p-phenylenediamine hydrochloride, N-methyl-p-phenylenediamine salt, N
, N'-dimethyl-p-phenylenediamine salt 19m
, 2-amino-5-(N-ethyl-N-dodecylamino)-toluene, N-ethyl-N-β-methanesulfonamidoethyl-3-methyl-4-aminoanilinetita
salt, N-ethyl-N-β-hydroxyethylaminoaniline, 4-amino-3-methyl-N.

N'-diethylaniline, 4-amino-N-(2-methoxyethyl)-N-ethyl-3-methylaniline-p-
Examples include toluene sulfonate.

In addition to the above-mentioned primary aromatic amine color developer, the color developer used in the process of the present invention further contains various components that are normally added to color developers, such as sodium hydroxide and sodium carbonate. Alkaline agents such as potassium carbonate, alkali metal subii! ! Acid acid, alkali metal heavy sodium 1
11m salt, alkali metal thiocyanate! Salts, alkali metal halides, benzyl alcohol, water softeners, thickeners, and the like may optionally be included. The pH value of this color developer is usually 7 or higher, most commonly about 10 to about 13.

In the present invention, after color development processing, processing is performed with a processing liquid having a fixing ability, but if the processing liquid having a fixing ability is a fixing liquid, a bleaching treatment is performed before that. As the bleaching agent used in the bleaching process, a metal complex salt with a W1 is used, and the metal complex salt has the effect of oxidizing the metallic silver produced by development and converting it into silver halide, and at the same time coloring the uncolored part of the coloring agent. Its composition is aminopolycarboxylic acid or tin, organic acids such as citric acid, iron,
Coordinated with metal ions such as cobalt and copper. The most preferred compounds used to form such metal complexes of organic acids include polycarboxylic acids and aminopolycarboxylic acids. These polycarboxylic acids or aminopolycarboxylic acids may be alkali metal salts, ammonium salts or aqueous monoamine salts.

Specific representative examples of these include the following.

[1] Ethylenediaminetetraftl [2] Nitrilotriacetic acid [3] Iminodiacetic acid [4] Ethylenediaminetetraacetic acid 1 disodium salt [5] Ethylenediaminetetraacetic acid tetra(trimethylammonium) salt [6] Ethylenediaminetetraacetic acid tetrasodium salt [7] ] Nitrilotriacetic acid sodium salt The bleaching agent used contains the above-mentioned ia metal salt as a bleaching agent and may also contain various additives. As additives, it is particularly desirable to include rehalogenating agents, metal salts, and chelating agents such as alkali halides or ammonium halides, such as potassium bromide, sodium bromide, sodium chloride, and ammonium bromide.

In addition, pH agents such as VA sono salt, ls acid salt, acetate, carbonate, and phosphate, alkylamines, polyethylene oxide, and other substances known to be added to normal bleaching solutions may be added as appropriate. can.

Furthermore, the fixing solution and the bleach-fixing solution may contain sodium chloride such as ammonium VA acid, potassium tiaa, ammonium bisulfite, potassium bisulfite, sodium bisulfite, ammonium metabisulfite, potassium metabisulfite, sodium metabisulfite, etc. a acid FA is acid, borax, sodium hydroxide,
It may contain one or more pH1i buffers consisting of various salts such as potassium hydroxide, sodium carbonate, potassium carbonate, sodium bitalite, sodium bicarbonate, potassium bicarbonate, acetic acid, sodium acetate, and ammonium hydroxide. can.

When carrying out the process of the present invention while replenishing the bleach-fixing solution 1 (bath) with a bleach-fixing replenisher, the bleach-fixing solution (bath) may contain a thiosulfate, a thiocyanate, a sulfite, or the like. , the bleach-fixing replenisher may contain these salts and be replenished into the processing bath.

In the present invention, in order to increase the activity of the bleach-fix solution, air or oxygen may be blown into the bleach-fix bath and the bleach-fix replenisher storage tank, if desired, or an appropriate oxidizing agent may be added. , such as hydrogen peroxide, bromine! ! Salt, peramic salt, etc. may be added as appropriate.

[Examples] Next, the present invention will be specifically explained using Examples, but the present invention is not limited thereto.

Example 1 In the presence of the active gelatin, the average particle size ('
F) -0.60μg, coefficient of variation (S/'''r)-
A monodisperse silver chlorobromide emulsion (silver bromide 80 mol%) of No.25 was prepared, and sodium thiosulfate and the following sensitizing dye (D-1) were added to this emulsion at 50'C, Emulsion EM
-1 was obtained.

Next, on a paper support coated with polyethylene on both sides, the emulsion EM-1 prepared above as a green-sensitive emulsion and the following coupler (M-1) as a magenta coupler were added to the above-mentioned boiling point medium (S-3). A color photographic material for multilayer printing was prepared using a gelatin aqueous solution as a third layer and the other layers were configured as shown in Table 1 using an ultrasonic dispersion machine, and designated as Sample-1.

Margin table below 1 Next, in the presence of inert gelatin, at 50°C, the average particle size (〒) − 0.53μ
A monodisperse silver chlorobromide emulsion (silver bromide 80 mol%) with a coefficient of variation (s/F>-0,13) was added to IIl, and this emulsion was further added with 5
Thio lai at 5℃! Sodium and the following sensitizing dye (
D-1) was added to obtain emulsion EM-2.

Next, using the emulsion EM-2 prepared above as a green-sensitive emulsion, the coating Ili of the green-sensitive emulsion was 0.350, respectively.
/l", 0.3213/ii"
Sample-2 and Sample-3 were prepared in the same manner as in Example 1.

Next, in the same manner as in the case of emulsion EM-2 except that the mixing temperature was 40°C once, the average grain size (r) -0.39μ Kaede,
A monodisperse silver chlorobromide emulsion (R silver 80 mol %) with a coefficient of variation (s/r) of -0.14 was prepared and chemically sensitized in the same manner as emulsion EM-2 to obtain emulsion EM-3. Ta.

Next, mix a! A silver chlorobromide emulsion (t1) having an average grain size (r) of -0.65μ and a coefficient of variation (s/r) of -0.12 was prepared in the same manner as emulsion EM-2 except that the temperature was 60°C. 80 mol%) was prepared, and further emulsion EM-
Emulsion EM-4 was obtained by chemically sensitizing both samples.

Next, a mixture of emulsion EM-3 and emulsion EM-4 in a ratio of 1:1 in terms of silver amount was used as a green-sensitive emulsion.
The amount of coated silver was 0J7Q/l” and 0.34g/l, respectively.
Sample-4 and Sample-5 were prepared in the same manner as Sample-1 except that i was used.

Next, Sample-1 was prepared, except that the exemplary magenta coupler (44) was used and the amount of silver coated with the green-sensitive emulsion was 0.2h/■1.
And W! Sample-6 was prepared in the same manner as I.

Next, the sample was -
Sample 7 according to the present invention was prepared in the same manner as Sample 2.

Next, Sample-8 was prepared in the same manner as Sample n-4 except that the exemplary magenta coupler (44) was used and the amount of silver coated was 0.1 h/i+''.

Yellow coupler (Y-1) used in the above samples-1 to 8
, magenta coupler (M-1), cyan coupler (C
-1), ultraviolet absorber (LJV-1), hardener (H-
1), the structure of the sensitizing dye (D-1) is shown below.

Margin L below (UV-1) (H-1) ON & (D-1) For samples-1 to 8 obtained above, use the following method! We evaluated the characteristics (particularly paying attention to color balance).

[Evaluation method of gradation characteristics (color balance)] Above sample -
Nos. 1 to 8 were exposed to light through an optical wedge using a KS-7 sensitometer (manufactured by Konishiroku Photo Industry Co., Ltd.), and then processed according to the following processing steps. However, the exposure conditions are such that the color density after processing is 1.0 in terms of density.
The conditions were such that the concentration was neutral (neutral).

[Development process] Color development 38℃ 3 minutes 30 seconds Bleach fixing
33℃ 1 minute 30 seconds water washing treatment 25-3
Drying at 0"C for 3 minutes. Drying at 75-80°C for about 2 minutes. The composition of the treatment liquid used in each treatment step is as follows.

[Color development wi] Benzyl alcohol 151U ethylene glycol 15 ■ Potassium sulfite 2. OQ potassium bromide
0.70 Sodium Chloride
0.20 potassium carbonate
30. OQ hydroxylamine @acid acid
3・og polyrin l! ! (TPPS)
2.5g 3-methyl-4-amino-N-ethyl-N-(β-methanesulfonamidoethyl)-aniline sulfate 5.5g optical brightener (4,4'-diaminostilbenzsulfonic acid derivative) i, og potassium hydroxide 2. Add OQ water to make the total volume 100%, and adjust the pH to 10.20! [Adjust.

[1 [white fixed sugar coethylenediaminetetraacetic acid ferric ammonium dihydrate 60 g ethylenediaminetetraacetic acid II 3Q Chi 1al!
Ammonium (70% solution) 1oo19 sub'al17>
Adjust the pH to 7.1 with 27.5 J potassium carbonate or glacial acetic acid, and add water to bring the total volume to 1.

Regarding the obtained developed sample, standard color chart LJIS
Based on Z8721, supervised by the Japanese Standards Association JIS Color M Committee), the S degree is approximately 0.5.1.0.1.5 and 2.
Neutrality was evaluated at a location near 0. In evaluating the gradation characteristics, the one that is neutral in all the density ranges is considered the best, and the larger the deviation from neutral or the more places that deviate from neutral, the worse the gradation characteristics are evaluated.

The results are shown in 1i2.

However, in Table 2, in the evaluation of neutrality at the points near the concentration of 0.5.1.0.1.5 and 2.0, N
indicates almost neutral recirculation, and Ml
C and BSG indicate shifts in magenta, cyan, blue, and green directions from neutral, respectively.

As is clear from the results in Margin Table 2 below, the monodispersed emulsion of the present invention and the magenta coupler of the present invention were combined in a seta sample (No,
7 and No. 8) are found to have excellent gradation characteristics.

Next, in order to check photographic performance other than gradation characteristics for Samples 1 to 8, pressure resistance was evaluated by the method shown below. The results are shown in Table 3.

[Pressure Resistance] A sample was uniformly exposed to light so that the magenta color density after development was approximately 0.5, and after bending it along a stainless steel rod with a diameter of 5 cm at 25°C and 25% relative humidity,
The same color development treatment as in the example was carried out, and the magenta density was measured. Pressure resistance is determined by changes in magenta density due to bending! ! ! I valued it.

In this case, the smaller the change in concentration, the better the pressure resistance.

Below is the music table 3. From Table 3, in terms of pressure resistance, Sample-113 and Sample-
In No. 6, a large decrease of 1 degree occurred, which was at a level that would cause a problem in practice, but for the other samples, it was at a level that would pose no problem in practice.

From the above results, sample-1 has NrA characteristics! ! ! Although it is not a problem, it has serious defects in manufacturing cost (due to the large amount of coated silver) and photographic performance, and it can be seen that it does not satisfy the purpose of the present invention. Furthermore, in Samples 2, 3, 4, and 5, it can be seen that the monodisperse emulsions (and mixtures thereof) and changes in the amount of coated silver alone are insufficient for achieving the Xl characteristics.

Similarly, in sample 6, the magenta coupler of the present invention alone had insufficient gradation characteristics, and only the present invention using the monodisperse emulsion of the present invention and the magenta coupler of the present invention provided excellent gradation characteristics. It can be seen that a color photographic material for printing, which has rA characteristics and excellent pressure resistance and can be manufactured at low cost, can be obtained.

Implementation W42 Emulsions EM-1 and EM prepared in Example 1
-2 was used as a green-sensitive emulsion, the magenta coupler and the amount of coated silver were set as shown in Table 4, 5-12 was used as the high boiling point organic solvent of the magenta coupler, and the other conditions were as in Example 1.
Samples 9 to 17 were prepared in the same manner as above.

The gradation characteristics of Samples-9 to 17 were evaluated in the same manner as in Example 1. The results are shown in Table 4.

Moreover, the pressure resistance was also evaluated in the same manner as in Example 1.

The results are shown in Table 4.

The following margin is the magenta coupler CM-2 used in Table 4)
and CM-3) are shown below.

(M-2) L (M-3) This-CiHo(t) From the results in Table 4, I! It can be seen that only in the configuration of the present invention having a sensitive emulsion can a color photographic light-sensitive material for printing, which is excellent in II characteristics and other photographic properties, which is the object of the present invention, and can be manufactured at low cost, be obtained.

Patent applicant Roku Konishi Photo Industry Co., Ltd. Agent Patent attorney Ichino aghuo -- J procedure amendment (voluntary) July 19, 1985 Patent consultant No. 84759 2, Title of the invention Color photographic material for printing 3, relationship with the person making the amendment case Patent applicant address: 1-26 Nishi-Shinjuku, Shinjuku-ku, Tokyo, $2 Name (1)
27) Konishi Roku Photo Industry Co., Ltd. Representative Director Benko Keio 4, Agent 102 Address Kudan-Rosaka Building 4-1-1 Kudansei, Chiyoda-ku, Tokyo Telephone 263-9 S 24 Statement [3, Column 6 of "Detailed Description of the Invention", Contents of Amendment (1) "Activated Gelatin" in Line 2 of Section 225 of the Specification
is corrected as "inactive gelatin".

(2) In the specification, on page 225, line 4, "monodisperse @silver bromide emulsion" is amended to "polydisperse silver chlorobromide emulsion".

(3) In Table 1 on page 226 of the specification, the "green-sensitive emulsion" in the third layer is referred to as "green-sensitive emulsion (EM-1; Coated silver amount: 0.40 g.
/ m”) J.

Written amendment to the above procedure (Self-restraint July 19, 1985 Patent B No. 84759 No. 2, Name of the invention Color photographic light-sensitive material for printing 3, Relationship with the person making the amendment Patent applicant's address Shinjuku-ku, Tokyo) Nishi-Shinjuku 1-26-2 Name (1
27) Konishi Roku Photo Industry Co., Ltd. Representative Director Benko Keio 4, Agent 102 Address Kudan-Rosaka Building, 4-1-1 Kudankita, Chiyoda-ku, Tokyo Telephone 263-9524 Name (7614) Patent attorney Miya Ichinose The column 6 of "3. Detailed Description of the Invention" of the applicant's specification and the Detailed Description of the Invention column of the Specification W of the Amendment shall be amended as shown below.

Claims (1)

[Scope of Claims] A color photographic light-sensitive material for printing having a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer, and a red-sensitive silver halide emulsion layer on a reflective support, wherein the green-sensitive silver halide emulsion layer is The silver halide emulsion contained in the silver emulsion layer is a monodisperse silver halide emulsion, and the coupler combined with the monodisperse silver halide emulsion has the following general formula [I
] A color photographic material for printing, characterized by being a magenta coupler represented by the following. General formula [I] ▲ Numerical formulas, chemical formulas, tables, etc. You can. X represents a substituent that can be separated by reaction with the oxidized product of the color developing agent. Moreover, R represents a hydrogen atom or a substituent. ]