JPS5850536A - Processing method for color photosensitive material - Google Patents

Abstract

PURPOSE:To obtain an image with superior fading resistance at a sufficient developed color density by processing a color photosensitive silver halide material contg. a specified compound with a color developing soln. contg. benzyl alcohol. CONSTITUTION:A color photosensitive silver halide material contg. a compound represented by the formula (where X is H or acetyl; R is aryl; and each of R1-4 is H, alkyl or aryl) by 0.001-1mol per 1mol silver halide is exposed, developed with a color developing soln. contg. 2-8ml/l benzyl alcohol at 28-40 deg.C, bleached and fixed. Thus, the concn. of the benzyl alcohol can be reduced considerably without reducing the developed color density of the sensitive material, and the load of prevention of environmental pollution can be relieved.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides processing power of silver halide color photographic light-sensitive materials.
, and particularly to improved processing methods for color developers.

Conventionally, various measures have been taken to speed up color development. Among them, color developing agents have low hydrophilicity, so their penetration into the sensitive material is slow.
In order to speed up this process, various penetrants have been studied, and in particular, a method of speeding up color development by adding benzyl alcohol to a color developer has a great effect on promoting color development, so it is currently used in color photographic materials, especially , widely used for processing color paper.

However, when benzyl alcohol is used in an amount of 10 ml/l to 1 s ml/1 or more, which is the amount currently commonly used for color treatment, due to its low water solubility, diethylene glycol,
Triethylene glycol is required, but since benzyl alcohol and glycols have high pollution load values such as BOD 5 and COD, it is desirable to reduce the amount of benzyl alcohol used in order to reduce the pollution load. Special (
=, If the amount used is 1 ml/l or less, the saddle solvent will also be a military expense (-1) The pollution load can be significantly reduced.

l! 4: If benzyl alcohol is brought into the bleach bath, which is the after-bath of the color developing bath, or into the bleach-fixing bath, it may cause poor color removal.Furthermore, if it is brought into the washing water, which is the after-bath, and it is kept at ℃. In other words, the storage stability of color images deteriorates. Therefore, the concentration of benzyl alcohol in the color developing solution is preferably lower for the same reason.

However, if the benzyl alcohol concentration is lower than rml/l, the color density will be significantly reduced, and various color developer accelerators (for example,
No. 0, No. 2111/No. 7, No. 6, No. 2
30th issue 02j, same ψ03g071, same≠ittμ6
No. 2, British Patent lμ30 Tata No. 1, Reference No. 3!4113
No., JP-A No. 33-11131, No. J-4 Juso, No. J-/; No. 2 μsi, No. ! ! -42vj No. 2, No. 33-424433, Tokko Shoj/-/Co4L Coco, and ZS-≠97co No. 1) may be used in combination to obtain sufficient color density. It didn't work out.

The purpose of the present invention is to significantly increase the concentration of benzyl alcohol:
It is an object of the present invention to provide a color developing solution with reduced color development, and to provide a color photographic light-sensitive material which can obtain sufficient color development density and has excellent fading resistance.

As a result of various studies, the present inventors found the following general formula [1
) A halogen (? [color photographic light-sensitive material) containing a compound represented by
It has been found that the above object can be effectively achieved by processing with a color developer containing r/l.

General formula [I] Lu In the formula, X represents a hydrogen atom or an acetyl group.

R represents an aryl group. R1b R2, R, and R
4 represents a hydrogen atom, an alkyl group, or an aryl group, and each may be the same or different.

The acetyl group represented by X in general formula [1] may be substituted. For example, it may be an acetyl group substituted with an alkyl group (methyl group, ethyl group, etc.), but
is preferably a hydrogen atom. Examples of the aryl group represented by R in Ao general formula [1] include phenyl group, naphthyl group, tolyl group, xylyl group, etc. Preferred. These groups may be substituted. For example)) rogene atoms (chlorine atom, bromine atom, etc.), alkyl groups (methyl group, ethyl group, propyl group, etc.), alkoxy groups (methoxy group, ethoxy group, etc.) ), a sulfonyl group, an amide group (methylamide group, ethylamide group, etc.), or the like.

The alkyl group represented by R1, R2, R3 and R4 in general formula (11) is an alkyl group having 1 to 10 carbon atoms (
For example, methyl group, ethyl group, propyl group, methyl group,
etc.), and these alkyl groups are preferably substituted with hydroxyl groups, amino groups, acyloxy groups, etc.
Naphthyl groups, xylyl groups, tolyl groups, etc. can be used, but phenyl groups are particularly likely. , propyl group, etc.), alkoxy groups (hydroxy group, methoxy group, ethoxy group, etc.).

For the present invention, preferred among R1, R2, R3 and R4 are alkyl groups substituted with an aryl group or acyloxy group, and more preferred is a phenyl group. Preferred examples are compounds in which R1 or R2 is a phenyl group, and compounds in which R3 or R4 is an alkyl group substituted with an acyloxy group.

Specific examples of the compound represented by the general formula (1) l'- used in the present invention are given below.

1-J　　　　　　　　　　l-Reference l-71-1 I-ta 1-i.

1-1/ H3 1-/ko1- /J 1-/Reference 1-/j -16 1-/7 1-/za1-/ta ■-40I-kot
l -J ko ■ -ko 3
I-2 Reference 1-2.
l-261-27
1-IJ'1--2ta
1-3゜'QC4H9 1-J/ l -321-3
31-3 reference 1-3s l -361-
j7, l-311-391-
4tO CH8 1-li/l -$J1-
≠3 1-Goo CH3CII
3 ■-Hiroz l-6α Among the above-mentioned representative compounds, those that are more preferable for the present invention are I-/3, l-/μ, l-/l, 1-17
, l-/1, 1-23.1-2u, I--S11-λ6
．． 1-34', 1-33% l-34°1-31.

Some of the compounds of the present invention are commercially available, and are disclosed in U.S. Pat.
It can be easily synthesized by referring to JP-A No. 36-6 and JP-A No. 33, 1983.

Synthesis examples of representative compounds are shown below.

Synthesis Example 1 (synthesis of compound 1-/u)/JOOm in μ/, jf≠-hydroxymethyl-methyl-/-phenylene/1z-J-pyrazolidone in 1
1 of acetonitrile was added. While cooling the external temperature with ice water, maintain the internal bath at 100C and heat it with stirring under a nitrogen stream.
/, Of benzoyl chloride was gradually added dropwise. 3
After dropping for 0 minutes, the external temperature was removed, and after stirring at room temperature for 3 hours, the mixture was left to stand under a nitrogen atmosphere. After the reaction solution was concentrated and dried, it was dissolved in ethyl acetate and 34NaHCO
3 After washing with an aqueous solution and further washing with water, the ethyl acetate phase was dried with Glauber's salt, concentrated and dried, crystallized with a mixed solvent of methanol/water, and further recrystallized with n-hexane/ethyl acetate. did. Yield lθ·jf As a result of NMR and TR measurements and elemental analysis, the obtained compound supported the desired structure.

Synthesis example λ (synthesis of compound I-λ-tei)
A mixed solution of tert-butylhydroquinone, zt% sodium methoxide-containing methanol (67ml) and n-butanol was heated and stirred, and after distilling off the methanol, 4t of ethyl cinnamate was added. was added dropwise over 30 minutes, and heated and stirred for 2 hours while n-citanol was distilled off at normal pressure.After cooling, the reaction solution was neutralized with an aqueous solution of hydrochloric acid, extracted with acetic acid, washed with water, and dried over anhydrous magnesium sulfate. After distilling off the solvent, crystallization was carried out using ethyl alcohol to obtain Compound 1-2 (7.7%).Melting point ts
t~i z J 'C0 Elemental analysis result (CtaHHsNiO) Unit: Chi calculated value
C Near 4. /7 Hl, JsuN: //, 10 actual measurement value C
Near 4. ．． 20H1,/riN:11.07 Synthesis example J(
Synthesis of Compound 1-J) Phenylhydrazine/ff, tert-butylhydroquinone/, Of, methanol solution containing sodium methoxide j0. Com ml and n-putanol co!
0rnl of the mixed solution under a nitrogen stream: heated and stirred, and after distilling off methanol, m-hydroxycinnamate ether JJf
100 ml of n-butanol solution was added dropwise over 30 minutes. After heating and stirring for 3 hours while distilling n-butanol off at normal pressure, the reaction solution was cooled and neutralized with an aqueous hydrochloric acid solution.
- Extract with citanol and wash with saturated saline. The extract was dried over anhydrous magnesium sulfate, the solvent was distilled off, and the compound 1-J was recrystallized with a mixed solvent of methanol/n-hexitin (co//) to give compound 1-J/44. I got /. Melting point 1tt0c~it, s'C0 elemental analysis result (C1
5H1*Nz0z) Unit: qb calculated value C near 0. I
j H:j, jj N: //, 0/actual value, C:
io, r Hiro H: s, Tei 3 N: //, /7 Synthesis example (Synthesis of compound 1-J j) Phenylhydrazine l
ri, 4'f, tert-butylhydroquinone/, 4f
A mixed solution of 60 J ml of a methanol solution containing 21% sodium methoxide and 10 ml of n-butanol was heated and stirred under a nitrogen stream, and after distilling off the methanol, m-
Methoxycinnamate edel 1. 100 ml of a solution of n-7' alcohol was added dropwise over 30 minutes. After heating and stirring for 1 hour while distilling off n-butanol at normal pressure, the reaction solution was cooled and neutralized with an aqueous hydrochloric acid solution.

This is extracted with n-butanol, washed with saturated brine, and dried over anhydrous magnesium sulfate. By distilling off the solvent and recrystallizing the obtained solid with methanol, compound 1 is obtained.
-JjfJO? Obtained. Melting point: 14~144°C0 Elemental analysis result (C15HtsN.Oz) Unit: Calculated value C near/, 6J H: 6. oi N: io, $u Actual value C near/, 4/ H: j, Pj N: 10. !
The amount of compound b [summer] added is 0 per mole of copper halide.
-001 mole to 1 mole, preferably o.oos mole to O.7 mole. Compound [1] is added to each emulsion layer (blue-sensitive layer, green-sensitive layer, red-sensitive layer).
It may also be added to all emulsion layers. Furthermore, it may be added to the layer adjacent to the emulsion. Generally, it is preferable to add it to 1i, the undercoat layer, the lowest layer in contact with the undercoat 1Ii, or the lowest layer in the emulsion layer. As for the method of addition, it is preferable to directly disperse it in the emulsion, or to dissolve it in water or alcohol and then disperse it in Latin or in the emulsion.

The color photographic material used in the present invention is suitable for color photosensitive materials such as color printers, color negative films, and other color photographic materials that do not undergo black-and-white development but are subjected to color development treatment containing benzyl alcohol. The case of a material (for example, color A-par) is preferable.

The undercoat layer of the photographic light-sensitive material of the present invention is a hydrophilic colloid layer made of a hydrophilic polymer such as gelatin (a binder for a photographic emulsion or a sticky colloid, which will be described later, is also used). It is applied by coating on top. in general,
By providing an undercoat layer, it is possible to improve adhesion with the photographic emulsion layer and prevent halation.

The photographic emulsion used in the present invention is p, QIafkides
Written by Chimie et Physique Photo
graphique (Published by Panl Mnnte1,
1947), G-F-Duffin@Photongr
aphic Emulsion Chemistry (
Published by The Focal Press, 1966)
, V. L., Zelikman et al., Mak.
ing and coating photograp
hicEmulsion (The pocal P
It can be prepared using the method described in ``Res. That is, acidic method, neutral method,
Any method such as ammonia method may be used, and methods for reacting soluble silver salt with soluble halide include one-sided mixing method,
Either a simultaneous mixing method or a combination thereof may be used.

It is also possible to use a method in which particles are formed under an excess of ions (so-called back mixing method).

As one type of simultaneous mixing method, a method in which the pAg in the liquid phase produced by the herogenization tank is kept constant, that is, a so-called Chondrald double jet method can also be used.

According to this method, the crystal shape is regular and the particle size is uniform.
I: Near silver halide emulsion can be changed.

Separate 4: Two or more types of silver halide emulsions formed may be mixed and used.

In the photographic emulsion layer of the photographic light-sensitive material of the present invention, any of silver bromide, iodobromide, silver iodochlorobromide, silver chlorobromide and silver chloride may be used as the copper halide.

During the process of helogenated button particle formation or physical ripening,
Cadmium salts, zinc salts, lead clays, thallium salts, iridium salts or their complex salts, rhodium salts or their complex salts, iron salts or iron complex salts, etc. may coexist ('X).

The photographic emulsions used in this invention may be spectrally sensitized with methine dyes and others. Dyes that can be used include cyanine dyes, merocyanine dyes, complex cyanine dyes, complex merocyanine dyes, holobalazine dyes, hemicyanine dyes, styryl dyes, and hemioxonoplast dyes. Particularly useful dyes are those belonging to the cyanine dyes, merocyanine dyes and complex merocyanine dyes. Any of the nuclei commonly used for cyan dyes can be used as the basic heterocyclic nucleus for these dyes. That is, pyrroline nucleus, oxazoline nucleus, thiazoline nucleus, pyrrole nucleus, oxazole nucleus, thiazole nucleus, selenazole nucleus, imidazole nucleus, tetrazole nucleus, pyridine nucleus, etc.; nuclei in which an alicyclic hydrocarbon ring is fused to these nuclei; and these Nucleus in which aromatic hydrocarbon rings are fused to the nucleus of Imidazole nuclei, quinoline nuclei, etc. can be applied. These nuclei are on carbon atoms (
- Substitution 8

Merocyanine pigment or ridge/norocyanine pigment 1″-
is a core having a getmethylene structure -C1 pyrazoline-
j-one nucleus, thiohydantoin nucleus, -monothiooxazolidine, dione nucleus, thiazolidine,! −J~ such as dione nucleus, rhodanine nucleus, thiobarbyl acid group, etc.
A 6-membered heteroartic ring nucleus can be applied.

Useful sensitizing dyes are described, for example, in German Patent No. 29. Oto issue,
U.S. Patent Ko, Ko3/, l,! r number, same.

Hiroshi 93, 7μg No. λ, jθJ, No. 774, 2.
3/? , 00/No., Same λ, 9/2, 3 Co. No. 9, Same J, 4
jA, 9j No. 3, 1s72, 197, 3.6
Rihiro, 21.7, room clerk, 02! , 3≠9, the same μ,
04At, J'72, British Patent I.

- Ko Hiroko, JTT issue, special public official Hirohiro Aki-lμ030, same j
This is what was described in Sanhiro J 24'l.

These sensitizing dyes may be used alone or in combination, and combinations of sensitizing dyes are often used particularly for the purpose of supersensitization. A typical example is US Pat.

? 77.2 Kota No. 3,397,060, J, j
Ko2, 03 Ko No., J, j27,6 Hiro 1, Ko 3. AI
No. 7,293, 3,421. Tal reference, 3,66
4. Reference rθ issue, 3,67th issue, tri issue, 3,679th issue
, 1A21r, 3,703°? 77Ji+, same 3,
769,3oi+ji, 3,1/44.609, 3,431,72/, t.

Oko No. 4,707, British Patent/, Hirohiro 3, No. 21/, Text/, No. 107.103, Jiubun Shosan No. 3-μ936, No. 13-/2,37j, JP-A No. 12- 110.4/I issue, pause! 2-109,9 Coj No. I: Listed as sensitizing dyes (:, dyes that themselves do not have spectral sensitizing action or substances that do not substantially absorb visible light, and which have strong color A substance exhibiting sensitization may be included in the emulsion.For example, an aminostilbene compound substituted with a nitrogen-containing heterocyclic group (for example, U.S. Pat. No. 33,390, U.S. Pat.
No. 31,72/ (as described in 2), aromatic organic acid formaldehyde, condensates (for example, US Pat. No. 3,711'3)
, No. 310 (as described in ), cadmium salts, azaindene compounds, and the like. U.S. Patent No. 3,4/3゜6/3, U.S. Patent No. 3,1. /3,4 No. 1, 3,617.
The combinations described in No. 293, No. 3.63j, No. 7 Co. 1 are particularly useful.

Gelatin is advantageously used as the binder or storage colloid in photographic emulsions, but other hydrophilic colloids can also be used.

For example, gelatin derivatives, graphs of setatin and other polymers, proteins such as tobolimer, albumin, casein; hydroxyethyl cellulose, power! Cellulose derivatives such as levoxymethylcellulose and cellulose sulfates; sugar derivatives such as sodium alginate and starch derivatives; polyvinyl alcohol, polyvinyl alcohol! A wide variety of synthetic hydrophilic polymeric materials can be used, such as single or copolymers of partial acetals, poly-N-vinylpyrrolidone, polyacrylic acid, polymethacrylic acid, polyacrylamide, polyvinylimidazole, polyvinylpyrazole, etc. .

Examples of gelatin include lime-processed gelatin, acid-processed gelatin, Bull, 8oc-8ci-Photo
, JapanNn, / 4.3ob (i pg 6
) Oxygen-treated gelatin as described in 1.) may be used, and hydrolysates and oxygen-decomposed products of gelatin may also be used.

Gelatin derivatives include various compounds such as acid halides, acid anhydrides, isocyanates, bromoacetic acids, alkanesultones, vinylsulfone 7mides, maleimide compounds, polyalkylene oxides, and epoxy compounds. The product obtained by reacting is used. Specific examples include U.S. Pat. /It, r4A
No. t, 3゜31λ, No. 113, British Patent No. 16/, u/
Reference number, same/, 033. /Iri issue, same/, DO! , 71
No. 3, Tokuko Shoda 2-241 Hiroj, etc.

As the gelatin graft polymer, gelatin is grafted with a single (homo) or copolymer of a vinyl thread polymer such as acrylic acid, methacrylic acid, derivatives thereof such as esters and amides, acrylonitrile, styrene, etc. It can be used in many ways. Particularly preferred are graft polymers with polymers which are compatible with gelatin to some extent, such as acrylic acid, methacrylic acid, acryl 7mide, methacrylamide, hydroxyalkyl methacrylates and the like. Examples of these are U.S. Pat. No. 743. A-ko! No., same, lJ/, 7!7,
There is a similar description of Toni, Riit, No. 114c.

Representative examples of synthetic hydrophilic polymers include West German Patent Application (OI, S) No. 2,312,7oIr, U.S. Patent J,
620.7! /No., 3. This is what was published in t7ri, issue 205, special issue 736'.

The invention is also applicable to multilayer, multicolor photographic materials having at least λ different spectral sensitivities on the support.

Multilayer natural color photographic materials usually have a red-sensitive emulsion layer on a support,
and at least one blue-sensitive emulsion layer. The order of these layers is necessary (but can be selected arbitrarily). Although this is usual, different combinations may be used depending on the case.

The photosensitive material produced using the present invention may contain a water-soluble dye in the hydrophilic colloid layer as a filter dye or for various purposes such as preventing irradiation. Such dyes include oxonol dyes, hemioxonol dyes, styryl dyes, merocyanine dyes, cyanine dyes, and azo dyes. Among them, oxonol dyes; hemioxonol dyes and merocyanine dyes are useful. Specific examples of dyes that can be used include British Patent StU.

toy issue, same/, /77.4' Kota issue, JP-A-Sho at-1
31 JO No. 96 Co. 0, Mawari Tar//Goo No. 0, Same J Co. IOT, IIZ No., U.S. Patent Co., -7
μ, 7t number, same * zJ3゜Hiroshi 7th number, same, ri1
6. Itri issue, same J, /Hirot, /17, same J, /77
．． No. 071, 3゜J 7, /J7, 14
70.117, J, 171,708, 3.4!
No. 3,901, J, 7/l, 4I72, II, 0
7/, No. 312, Circular No. 070.31-.

In carrying out the present invention, the following known antifading agents may be used in combination, and the color image stabilizers used in the present invention may be used alone or in combination. Known anti-fading agents include, for example, U.S. Special Pestle, J40. Kota O, same λ, reference, 413, same, 47! , J/μ issue,
Same, 70/.

No. 7, same, No. 70, No. 713, same, 721.6
! No. 2,732,300, same.

No. 731.741, same λ, No. 710, 10/, same, r
t4. Hydroquinone derivatives described in British Patent No. oλ/, J6'3,9λ1, etc., U.S. Patent J, 4L
J7,072, US Pat. No. 3,062゜262, etc. (: Described gallic acid derivatives, U.S. Pat.
Yumi, No. 32-4423 (P-Alcoquine Phenols, U.S. Patent No. 4, A3 R,
ノOOl et al>, H, 13, j 7J.

Published by OjO, same, j7μ, 627ぢ, same 3.76≠+3
No. 37, Japanese Patent Publication No. 1.2-331.33, same j2-/1
Described in f7u311 and 32-/I code λj?
= p-okinephenol conductor, US time ff3,70
0. There are several bisphenols listed in HirojJ+5.

The photosensitive paulownia material produced using the present invention contains hydroquinone derivatives, aminophenol rust conductors,
'It may contain gallic acid derivatives, ascorbic acid salt conductors, etc., and specific examples thereof include U.S. Pat.
Same, ≠ir.

4/J issue, same, j7j, J/! No., same, 7θ/, /
July, same, 70 Hiromu, No. 713, same.

7 Ir, No. 479, same, 73, No. 300, same 2
．． 731.7tJ No. 731.7tJ, Tokukai Sho JO-Taco try No. s
o-takota l number, i'++, t cJ-97 tar-j
No., JO=/10337, No. 52-1, No. 623j, Special Publication Showa SO-λ, Ig; f J9 Tsuri.

The photosensitive material prepared using the present invention may contain an ultraviolet absorber in the hydrophilic colloid layer. For example, benzotriazole compounds substituted with aryl groups (e.g., those described in U.S. Pat.
No. 3, 3j.

411), benzophenone compounds (e.g., those described in JP-A No. 6-7-7T), cinnamic acid ester compounds (e.g., U.S. Pat. No. 3,70!, 1)
No. 03, J, 707.371), butadiene compounds (e.g., those described in U.S. Pat. US Patent 3°70
0.1135) can be used.

Furthermore, US Patent 3. Santata, No. 76-, JP-A-4I-
ut,! Those described in No. Jjt can also be used. Ultraviolet absorbing agents (such as naphthol-based cyan dye-forming couplers) and ultraviolet absorbing polymers may also be used; these ultraviolet absorbers may also be mordanted in certain layers.

In the photographic emulsion layer and other hydrophilic colloid layers (C) produced using the present invention, the photographic emulsion layer and other hydrophilic colloid layers (C) may contain brighteners such as stilbene, triazine, oxazole, or coumarin. A water-insoluble brightener may also be used in the form of a dispersion.Specific examples of fluorescent brighteners are disclosed in U.S. Pat. , l 3rd issue, 3rd issue, 3rd issue, io issue,
British Patent II, No. 071, No. 743, etc. 4: Described.

The photographic emulsion layer of the photographic light-sensitive material of the present invention contains a coupler that can undergo oxidative coupling 1 with an aromatic primary amine developer (for example, a phenylenediamine derivative, an aminophenol derivative, etc.) during color development treatment; include.

For example, magenta coupler = ``clt'', US patent λ.

No. 400.711, same, IJ, No. 401, same 3.0
4, 6tJ, 3g/J7*-Luta,
J, J //, San 76, J / J, Sarno, 3rd 7, 3rd J, J / Li, μ2 de, same J,! Jr, JI number, same 3
．． sr co, J coco, same J, 4tz.

No. 104, 3. T3 series, toy issue, same J, Iril, goo! No., West German Patent/, t I/0, reference.
West a patent issue (OL8) a, +or, abs issue, same 2.
Reference/7. Tada J No., same, Hiro/I, Ri Jri No., same, Sanko Hiro, φ47, Tokibu Shosan o-6゜31, Tokukai Shopi
-201a4 issue, same! λ-! r? Coco, opener 12
Ri No. 131, Room Clerk, Turf No. 27, same! 0-/jri No. 314, same! --No. 1/J/ issue, Doyu Turf No. 0, a
No. 1, jO-40 No. 33, jl-aAt No. 1,
It is described in JJ13/Coco, Japanese Patent Application Shojj-/10, No. 3, etc.

As yellow couplers, compounds of the benzoylacetanilide and pivaloylacetanilide series are advantageous. Specific examples of yellow couplers that can be used are given in U.S. Pat.
71,017-@. Same 3. ko41. j04'8i, same J
, -Or, /ri reference. Same J, 11/.

its issue, same i, sr co, J coco issue, same J, 7ko J, 0
tJ issue, same J, Iril, goo S issue. West German patent i, z 7
．． RTR No., West German Application Publication No. 2, J/RI, No. 17, Ko, Colo/, J6/, Same.

・Reference 1, No. oo4, British Patent I, No. 0, No. 0,
Special public show 5i-107tJ, special public show 4c7 1ko 4/J3
No., Ill-7J/$7, No. 11-10, No. 434, jO-43 No. 1, No. 33 μλ, No. j
o-t3o san 4! Ko issue, same si-ko/I core issue, same! 0
-17410, same j call 4A2u, same 12-1
112/? It is written in the number etc.

As the cyan coupler, phenolic compounds, naphthol compounds, etc. can be used.

Specific examples include U.S. Patent No. 34, Takota No. J,
4EJ$, 2tJ issue, same 2, 4!71.123 issue,
Same 2. ! 2/, No. 901, 2. r9j, r coro issue, 3rd, 03rd issue, rpco issue, same J, J//, 3rd issue, 3rd issue
．． psr, sij issue, same J14'7.4FjjJ issue, same J,! rJ, No. 97, No. 3, 1?1.313,
J, 747. Reference/, No. 7, Open.

ooψ, f Kota, West German patent @ (oLa).

μl reference, t30 issue, same, μ74A, j kota issue, JP-A-Showat-ztrjr issue, same, t/-26038 issue, same at
-jojs No. II-/4741 Cor No. R, No. 3 Cor 1
It is described in the same No. J--90932.

As a colored coupler, for example, U.S. Patent 3゜u74
, No. 160, same a,! 2/, rior issue, same J, OJ san,
L Octopus, Special Public Sho Guco 0/6, 31-Co JJ
J No., Doyu Ko/IJO Reference, Dou Ko-3 Toyumi No. 1, JP-A Showjl-JtOJII Specification, Same! 2-μco, lco No. 1 Moebisho, West German Patent Application (OLS) J, atr,
yst number (one listed can be used.

Examples of DIR couplers include U.S. Patent 3°λ Core No. 11μ, U.S. Pat.
No. 713, No. 3, 7 Rio, No. ITV, No. J, A32.
Juj, West German patent a(OX,S)ko, Dal Hiro, oo
T issue, same, Hiroj Hiro, 30/ issue, same, Hiroj san, 322
No., British patent? J3, 4c1 Hiro issue, Tokukai Shoj-Ichiburi 6
Ko ≠ issue, same officer l coco JJj issue, special public show xi-74/
Me74/dated items can be used.

In addition to the DIR coupler, the light-sensitive material may also contain a compound that releases a development inhibitor upon development; for example, U.S. Pat.
No. 22, West German Patent IFA (OLS) Co., 44/7. ri/Reference, JP-A-1999-1983-27
Those described in No. 11 can be used.

Two or more of the above couplers may be included in the same layer C. The same compound may be contained in two or more different layers.

These couplers generally have between 1) <IO moles of Lico per mole of armor in the emulsion layer, preferably /X
/(7” mole to !×10 1 mole is added.

The color developer used in processing the photosensitive material produced using the present invention contains benzyl alcohol at Jml/ml.
l -1ml/73, preferably 2ml/1~jml
/l is added. Further, the treatment temperature is within a commonly used range, but is preferably I'C-uo'c.

The color developing agent is a known primary aromatic amine developer, such as phenylene diamines (e.g., 3-amino-N, N-diethylaniline, 3-methyl-3-amino-N, N-diethylaniline, ψ-amino-N). -ethyl-N-β-hydroxyethylaniline, 3-methyl-μm amino-N
-Ethyl-N-β-hydroxyethylaniline, 3-methyl, -amino-N-ethyl-N-β-methanesulfamide ethylaniline, Hiro-amino-3-methyl-N
-ethyl-N-β-methoxyetheraniline, etc.) can be used.

In addition, Photograph by F. A. Mason
, i cProcessing Chemistry (
121-1 of Focal Prese (1/94)
Page 22, US Patent λ.

luri J, 0/J issue, same, j octopus, J44 issue, Tokukai Sho u
Those described in R-1, No. 33, etc. may be used.

Color developer solutions also contain pH buffering agents such as alkali metal sulfites, carbonates, borates and phosphates, development inhibitors or antifoggants such as bromides, iodides and organic antifoggants. be able to. Also, if necessary, water softeners, preservatives such as hydroxylamine, etc.
Development accelerators such as polyethylene glycol, quaternary ammonium salts, amines, dye-forming couplers, competitive couplers, viscosity-adding agents (polycarboxylic acid chelating agents described in U.S. Pat. No. 013,7-3, West German Publication) (OLS)
J, aco21. 470 No. 1=Antioxidant\ etc. may be included.

After color development, the photographic emulsion layer is usually bleached. Bleaching treatment may be performed simultaneously with Uji treatment, or may be performed separately. As bleaching agents, compounds of polyvalent metals such as iron, cobalt, chromium (Vl), and copper (If), peracids, quinones, and nitroso compounds are used. For example, ferricyanide, chromate,
Organic complex salts of iron (1) or copal (1), such as aminopolycarboxylic acids such as ethylenediaminetetraacetic acid, nitrilotriacetic acid, /, J-diami/-J-furopanoltetraacetic acid, or citric acid, tartaric acid, malic acid Complex salts of organic acids such as; persulfates, permanganates; nitronephenol, etc. can be used.

Among these, potassium ferricyanide, sodium ethylenediaminetetraacetate iron(1), and ammonium ethylenediaminetetraacetate iron(1) are particularly useful. Ethylenediaminetetraacetic acid iron complex salt has -
A bath bleach-fix solution (= is also useful.

For bleaching or bleach-fixing solutions, U.S. Patent No. 3,0 Hiroko,
J co No. 0, 39.2nd, ri No. 14, special public show as-rj
In addition to the bleaching accelerator described in Japanese Patent Publication No. 1134, Japanese Patent Publication No. Sho 1134, and the thiol compound described in Japanese Patent Application Laid-open No. 13-4!R7J, various additives can also be added.

The photosensitive material made using the present invention is JP-A-Sho J/-14L.
A36 No. 1. Tokukai Shojλ-//Tata 3 Hiro issue, Tokukai Shoj3
-Hiro 477.2, JP-A Shoj Hirota T26, JP-A Sho-j
4cm/P7ψ1 No., Japanese Patent Application Shoj Hiro-J77J/No., Japanese Patent Application Shoj μm76isr, Japanese Patent Application Shoj Hiro-74/Jri No., and Japanese Patent Application Shoj Hiro-74/Jri No. It may be processed with light or a maintained developer.

The bleach-fixing solution used in the photosensitive material produced using the present invention is disclosed in Japanese Patent Application Publication No. 11-71/1999, No. 4! Kazuhiro Tada No. 37, same at-ttiyt No., same 10-/≠jko No. 31, same j/-/Jjμ1, same zi-/9! Jj issue, same J/-
/'$4 Yumiko. No. Tokko Akira! It may also be recycled by the method described in No. 3/7r. .

Example l Compound #h on a paper support laminated with polyethylene
A dispersion of ethanol solution of 1-/J in gelatin was applied, and (gelatin f y/j/m M, compound 1-/J
Omf/m2), and furthermore, 1 = dioctylbutyl phosphate 42 dissolved a-i paroyct-[p-(penzyloxysulfonyl)phenoxy] in the silver chlorobromide emulsion (*silver oxide to mol%) ---Kuroro'
A dispersion of Cr (2, di-t-amylphenoquine) butyl 7mide] acedoanilide (yellow coupler) was applied, and (silver amount o, reference t7m": coupler amount trio 'mol/m" 1 Coupler oil 0-Jf/m"), then apply gelatin intermediate layer (gelatin amount lf/m), then 1: Add tricresyl phosphate to silver chlorobromide emulsion (60 molt of silver bromide). Dissolved in l-(λ', 3', t'-trichlorophenyl)-3
-CJI-(coJF,p#-di-t-aminophenoxyacetamide)benzamide]-S-pyrazolone (
Apply an emulsified mixture of magenta coupler) (Amount of silver O-co J 97m": Amount of coupler 1.1 x 10
'mol/m2; oil for coupler, 3197m'')
Next, apply a gelatin intermediate layer containing a solvent.The amount of gelatin is 1. ko f/m”, dibutyl phthalate 0.koj f/
J;
1erl-butylphenyl)benzotriazole lf/
m2), then l-hydroxy-Hiro-
Apply an emulsified mixture of chloride decylnaphthamide (cyan coupler). , 3y/m2
．． Coupler lid r, jX10'mol/m26 coupler oil 0.2f/m), and finally Zeladen protective M- was applied (/97m'') to prepare photosensitive material [A].In the same way, Compound 1 A photosensitive material [B] not containing -/ was coated.

The above-mentioned sensitive materials [A] and (B) were exposed through an optical wedge and then processed in the following step (Processing I).゛Treatment step (JJ6C) The components of each treatment liquid are as follows.

Color developer benzyl alcohol OA-/ jml diedelene glycol ρν 1ml potassium carbonate -! sodium chloride
0. /f Sodium Sodium
O, jf anhydrous sodium sulfite
hydroxylamine sulfate
Cono N-ethyl-N-β-methanesulfonamidoethyl-3-methylderminoaniline sulfate Add water to make ip and add NaOH to 1) H/.

Make it.

Bleach-fix ammonium thiosulfate lλ4E, jf Sodium metabisulfite ts, 3 anhydrous sodium sulfite λ, 7f BDTA ferrous ammonium ferrous ammonium salt color developer (above)
t o omz add water
The light reflection densities of yellow, magenta, and cyan were measured using a Macbeth density needle.
.

First, the above-mentioned photosensitive material CB] was mixed with the above-mentioned color developer solution 4 as a development accelerator. It was treated with a color developing solution containing jf/l of r-dihydroxyroxy-3,4-diteooctane (a compound described in US Patent No. 3.0.1...Co.). (process…).

These results are shown in Table 1.

From Table 1, according to the present invention, the concentration of benzyl alcohol decreases from ljml/l to λml/Jl"l-1'c
In most cases, the coloring density does not decrease and a density within a practical tolerance can be obtained. In particular, if the range of r me/l = 2 me/1 is used, diethylene glycol, which is a solvent for benzyl alcohol, can be used. It was unnecessary.

(Suo, benzyl alcohol to me/l LJ
When using this solvent, SML is required. ) On the other hand, in the case of sensitive material [B], when the benzyl alcohol concentration is less than ir ml/l (:), the coloring density of yellow and cyan in particular decreases significantly, and it is impossible to reduce the benzyl alcohol. :.

In addition, with the sensitive material (B') in which the compound represented by the general formula [l] is not commercially available (°C), sufficient color density could not be obtained even if color developer V41 solution containing a development accelerator was used. Ta.

Practical IJi Example Compound ILt of Example 1 was converted into Compound I---,
l-≠, l-/l, 1-'/Hiroshi, ■-23, 1-? The photosensitive material changed to S was coated and manufactured to produce [C] and (D), respectively.
, (El, (fi'l, [G], [H]).

In the same manner as in Fabrication Example 1, the above photosensitive material was exposed, processed (processing ①), and measured to determine the optical density. As in Example 1, diethylene glycol was used in an amount of Jrnl/l when benzyl alcohol was used in an amount of 10 ml or more.

The results are shown in Table 1.

From Table 1, according to the present invention, benzyl alcohol rml
Even in the region of /l-λml/l, a luminous color density was obtained.

Procedural amendment T) - Commissioner Shima 1) # Itsuki 1, Indication of case 1942 Patent No. Ha 1076 2, Title of invention Processing method for color photographic light-sensitive materials 3, Relationship with the person making the amendment case Patent Applicant Address: 210 Nakanuma, Minamikyogara City, Kanagawa Prefecture Contact Address: 21'l12+, Nishi-Azabu, Nin-ku, Tokyo 106; No. 30-46 Subject of amendment Column 5 of "Detailed Description of the Invention" in the specification; Description of the month in which the invention is described in detail in the description of contents of the amendment, below, 71
Correct as expected. (1) 3rd JX line 6:
" is a factor in the production of leuco bodies of cyan curler,
The color density of cyan will decrease, and the correction will be made as follows.

(2) 3rd Sadait Takeme's ``2nd JouOkojJt''
JO'l day j'' is corrected.

(3) Correct "ko minute" in the 16th negative 79th line to "3 minutes".

(4) Structural formula of l-13 on page 70 r-C1120CC□2H2s-n 1 0　　　　　” r-CH,QCC,,H,5-nI O” and correct it.

f' continuation amendment 1, 'JG display Showa jA year %: 1 head 1st
4'9074 No. 2, Title of the invention: Processing method for color photographic light-sensitive materials 3, Person making the amendment, Relationship to the case Address of the applicant: 210 Nakanuma, Minamiashigara City, Kanagawa Prefecture] 4. Subject of the amendment: " After "Yield 10.J?" in Column 5 of "Detailed Description of the Invention", Line 13 of Page 0 of the Specification of Contents of Amendment, [
I got it. Melting point/j1. j-/40. Insert dynamic 'CJ.

Claims (1)

[Scope of Claims] A silver halide color photographic light-sensitive material containing a compound represented by the following general formula [I] is
e'l-4m1! 1. A method for processing a halogenated color light-sensitive material, characterized in that it is processed along the color m image, comprising: /l. General formula [1] In the formula, X represents a hydrogen atom or an acetel group. R represents an aryl group. R1, R, , R, and R4
represents a hydrogen atom, an alkyl group, or an aryl group,
They may be the same or different.