JPS6123541B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a silver halide photographic light-sensitive material, and particularly to a silver halide photographic light-sensitive material which has high sensitivity and does not cause fogging during processing. Various chemical sensitization methods are known for increasing the sensitivity of silver halide photographic emulsions. One typical method is to add a small amount of sulfur or sulfur compounds to a silver halide emulsion to generate silver sulfide and increase photosensitivity. No. 2410689, No. 3501313
No., West German Patent No. 1422869, and Special Publication No. 1973-
It is described in the specification of No. 20533, etc. Furthermore, methods of increasing photosensitivity by adding an appropriate reducing agent or gold compound to a silver halide photographic emulsion are known as reduction sensitization method and gold sensitization method, respectively, and are disclosed in US Pat. No. 2,399,083, respectively.
No. 3297446, etc. Furthermore, it is known that the sensitivity of silver halide photographic emulsions can be further increased by combining these sensitization methods. These sensitization methods are described in The Theory of the
Photographic Process 4th Edition No. 149-160
Page (Macmillan Co. 1977). However, in these conventional sensitization methods, when the amount of sensitizer used is increased in order to obtain high photosensitivity, fog nuclei are simultaneously formed, which tends to cause fogging. Furthermore, the photosensitive materials produced by coating this emulsion had the disadvantage of poor storage stability. Some of the inventors of the present invention have proposed that a betaine compound without surfactant ability be added to the emulsion between the time of chemical ripening and just before coating.
It was discovered that sensitization could be achieved without the drawbacks of the conventional method described above, and this was published in Japanese Patent Application No. 55-6510 and Japanese Patent Application No.
A patent application was filed as No. 55-60359. According to this method, the photosensitivity can be increased without increasing fog, and the photographic performance of the light-sensitive material obtained by this method is relatively stable even after long-term storage. However, it has been found that silver halide photographic materials containing this type of betaine compound are susceptible to an increase in density unrelated to the exposure amount, which is thought to be due to the processing solution. For example, when a photographic light-sensitive material is touched by an instrument that has come into contact with the fixer, or when the photographic light-sensitive material is exposed to the vapor of the fixer for a long time, a phenomenon is observed in which the density increases in that area when it is developed. Such situations often occur when the person performing the processing is inexperienced. It was also found that this phenomenon of concentration increase occurs more easily as the temperature and speed of processing increases. Therefore, an object of the present invention is to prevent an increase in the concentration of undesirable portions that is thought to be caused by the processing solution of a silver halide photographic light-sensitive material sensitized with a betaine compound that does not have surfactant ability. The object of the present invention is to provide a silver halide photographic material sensitized with the betaine compound, which is suitable for high-temperature rapid processing. The objects of the present invention are to provide a silver halide photographic light-sensitive material having at least one silver halide emulsion layer containing a betaine compound having no surface-active ability, in which the emulsion layer or other constituent layers have the following general formula: This is achieved by containing the compound represented by (). In the formula, R ¹ and R ² may be the same or different, and each represents a hydroxy group, a hydroxylamino group,
Amino group, alkylamino group (preferably mono- or di-substituted amino group of alkyl group having 1 to 5 carbon atoms), aralkylamino group (preferably 7 carbon atoms)
~11), an arylamino group (preferably an amino group substituted with an aryl group having 6 to 10 carbon atoms),
Alkoxy groups (preferably those with 1 to 5 carbon atoms), phenoxy groups, alkyl groups (preferably those with 1 to 5 carbon atoms), aryl groups (preferably those with 6 to 10 carbon atoms), alkylthio groups (preferably (having 1 to 5 carbon atoms) or a phenylthio group. The alkyl moiety in each of the above groups is a hydroxy group, an alkoxy group (preferably 1 to 1 carbon atoms)
4, especially 1 to 2), amino group, alkylamino group (preferably a mono- or di-substituted amino group of an alkyl group having 1 to 4 carbon atoms, especially 1 to 2 carbon atoms). good. Furthermore, in each group represented by R ¹ and R ² above, the aryl or phenyl moiety is a hydroxy group, an amino group, or an alkylamino group (preferably a mono- or di-substituted amino group of an alkyl group having 1 to 4 carbon atoms, particularly 1 to 2 carbon atoms). , an alkyl group (preferably one having 1 to 4 carbon atoms, especially 1 to 2 carbon atoms), an alkoxy group (preferably one having 1 to 4 carbon atoms, especially 1 to 2 carbon atoms), and the like. Among the compounds represented by the general formula (), R ¹
Particularly preferred are those in which one of R ² represents a hydroxylamino group and the other represents an alkylamino group, and those in which R ¹ and R ² both represent an alkoxy group or an alkylamino group. Examples of compounds of general formula () that are preferably used in the present invention are shown below. These compounds are described in Journal of the Organ Chemistry, Vol. 27, p. 4054 (1962),
Journal of the American Chemical
Society, vol. 73, p. 2981 (1951), Special Publication 1977-
It can be synthesized by the synthesis method described in Publication No. 10692, etc. These compounds can be used as an aqueous solution, an aqueous hydrochloric acid solution, or a methanol solution in a photographic emulsion or in constituent layers other than the emulsion layer (for example, an overcoat layer, a filter layer, an intermediate layer, etc.), but betaine compounds that do not have surface-active ability can be used. (preferably a layer adjacent to the emulsion layer) containing a hydrophilic colloid solution. The timing of addition is not particularly limited, but when added to a photographic emulsion, it is convenient to add it after chemical ripening and immediately before coating. The amount of these compounds added varies depending on the type of betaine compound used in combination, but is usually 0.01g to 10g, especially 0.1g to 1g per mole of silver.
Set to a range of The betaine compound without surfactant ability used in the present invention is a compound containing at least one betaine group between its molecules and 1.0% by weight thereof.
An aqueous solution with a surface tension of 45 dyne/cm or more. The surface tension of a 1% aqueous solution of a typical surfactant is about 40 dyne/cm or less (for example, for sodium dodecylbenzenesulfonate, the surface tension of its 0.01, 0.1, and 1% aqueous solutions are 45, 33, and 30 dyne/cm, respectively.
yne/cm and The surface tensions of 0.01, 0.1 and 1% by weight aqueous solutions of are 35, 26 and 26 dyne/cm, respectively), so
The betaine compound used in the present invention clearly has no surfactant ability. Among such betaine compounds without surfactant ability, compounds represented by the following general formula (), () or () have an excellent sensitizing effect. Here, R ₁ , R ₂ , and R ₃ are hydrogen atoms, alkyl groups (preferably 1 to 6 carbon atoms, particularly preferably,
R ₄ and R ₅ are Hydrogen atom, alkyl group (preferably 1 to 6 carbon atoms, particularly preferably 1 to 6 carbon atoms)
4), substituted alkyl group (preferably carbon number 1-
6, particularly preferably carbon atoms 1 to 4; substituents include hydroxyl group, halogen atom, nitro group, etc.), aralkyl groups (preferably carbon atoms 7 to 11), R ₄ and R ₅
A group of atoms necessary to form a heterocycle (e.g. morpholine ring) with A, or a group of atoms necessary to form a heterocycle (e.g. pyridine ring, imidazole ring) with A (a substituent is introduced into the heterocycle) Preferred substituents include alkyl groups, hydroxyl groups, halogen atoms, nitro groups, etc.). R ₆ , R ₇ , R ₈ , and R ₉ are hydrogen atoms, alkyl groups (preferably having 1 to 6 carbon atoms, particularly preferably 1 to 4 carbon atoms), or substituted alkyl groups (substituents include hydroxyl groups, halogen atoms, (nitro group, etc.) A may be any divalent linking group, but particularly preferably an ether group, an alkylene group (preferably having 1 to 6 carbon atoms), a substituted alkylene group (preferably having 1 to 6 carbon atoms, a substituent Examples of substituents include hydroxyl group, halogen atom, nitro group, etc.), arylene group (preferably 6 to 11 carbon atoms, and substituents include hydroxyl group, halogen atom, nitro group, etc.)
halogen atom, nitro group, etc.), aralkylene group (preferably carbon number 8 to 12), substituted aralkylene group (preferably carbon number 8 to 12, substituents include hydroxyl group, halogen atom, nitro group, etc.) -COOR ₁₀
- group (here, R ₁₀ may be any divalent group, but preferably an alkylene group, particularly preferably a carbon number 1 group)
~6 alkylene groups, arylene groups, particularly preferably arylene groups having 6 to 11 carbon atoms, aralkylene groups, particularly preferably aralkylene groups having 8 to 12 carbon atoms, or forming a heterocycle together with R ₄ and R ₅ ), −OCO−R ₁₀ − group, (Here, R ₁₁ is a hydrogen atom, an alkyl group, preferably an alkyl group having 1 to 6 carbon atoms, or R ₄ , R ₅ , R ₁₀
together with the atomic groups necessary to form a heterocycle. ), or an atomic group necessary to form a heterocycle (pyridine ring, imidazole ring, etc.) together with R ₄ and R ₅ , a and b are 0 or a positive integer (preferably 1 to 1).
6, particularly preferably 1 to 4). Both a and b are not 0 at the same time. Moreover, B represents -COO or _-SO3 . Particularly preferred in the general formula () are
R ₁ , R ₂ and R ₃ represent a hydrogen atom, a lower alkyl group or a carboxyl group, R ₄ and R ₅ represent a lower alkyl group, an atomic group forming a pyridine ring or an imidazole ring together with A, or R ₄ and R ₅ represents an atomic group forming a morpholine ring, R ₆ , R ₇ , R ₈ , R ₉ represent a hydrogen atom or a methyl group, and A represents a morpholine ring. -COOR ₁₀ - or an atomic group forming a pyridine ring or imidazole ring together with R ₄ and R ₅ ;
This is the case where a and b represent 0 or 1-4. Next, among the betaine compounds represented by the general formula (), representative examples of compounds particularly preferably used in the present invention are shown. Compound example Examples of methods for synthesizing the compound of general formula () used in the present invention include US Pat. No. 2,777,872;
No. 2846417, No. 3411912, No. 3832185, No.
No. 4012437, Special Publication No. 45-3832, No. 45-19951,
No. 46-30293, Specification No. 49-1040, and
Reference may be made to the description in Polymer, Vol. 18, p. 1058 (1977). More details are described in the specification of Japanese Patent Application No. 55-6510. In the formula, R represents the following (a) to (c). Among these, (a) is particularly preferred. (a) An alkyl group having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, which may have a substituent. Examples of substituents include hydroxyl group, halogen atom, and Groups and the like are preferred. (Here, R′ ₁ , R′ ₂ , R′ ₃ ,
R′ ₄ , R′ ₅ , R′ ₆ and B′ are respectively R ₁ , R ₂ , R ₃ , R ₄ ,
Has the same meaning as R ₅ , R ₆ and B. Also with R ₁
R′ ₁ or R ₂ and R′ ₂ combine to form one heterocycle including R, e.g. may be formed. ) For example, methyl group, ethyl group, propyl group, hydroxyethyl group, and so on. (b) An aryl group having 6 to 11 carbon atoms, preferably 6 to 9 carbon atoms, which may have a substituent. The substituent is a lower alkyl group (preferably one or more carbon atoms).
4), a hydroxyl group, a halogen atom, a nitro group, etc. are preferable. For example, phenyl group,
Examples include p-hydroxyphenyl group. (c) An aralkyl group having 7 to 12 carbon atoms, preferably 7 to 9 carbon atoms, which may have a substituent. Preferred examples of the substituent include a lower alkyl group (preferably an alkyl group having 1 to 4 carbon atoms), a hydroxyl group, a halogen atom, and a nitro group. For example, there is a benzyl group. In the above formula, A represents a σ bond or a divalent linking group connecting R and N atoms. Here, the divalent linking group is not particularly limited, but the following (a) to (d) are preferred. (a) -O- group. (b) −COO−R ₇ − group. Here, R ₇ is a divalent linking group, preferably an alkylene group having 1 to 6 carbon atoms, particularly preferably 1 to 4 carbon atoms. (c) -O-CO- _R7- group. Here R ₇ has the same meaning as above. (d) Here R ₇ has the same meaning as above. R ₈ is a hydrogen atom, and has 1 to 1 carbon atoms, which may have a substituent
6. Preferably an alkyl group having 1 to 4 carbon atoms (for example, a hydroxyl group or a halogen atom is preferable as a substituent) or necessary to form a heterocycle (preferably a piperazine ring) together with R ₁ , R ₂ or R ₇ A representing an atomic group is preferably a σ bond, (b) or (d), especially
(d) is preferred. In the general formula, R ₁ and R ₂ may be the same or different and each represent the following (a) to (d). (a) Hydrogen atom. (b) An alkyl group having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, which may have a substituent. Preferred examples of the substituent include a hydroxyl group and a halogen atom. Preferably it is a methyl group, an ethyl group or a hydroxyethyl group. (c) An aralkyl group having 7 to 11 carbon atoms, preferably 7 to 9 carbon atoms, which may have a substituent. Examples of the substituent include a hydroxyl group, a halogen atom, a nitro group, and a lower alkyl group (preferably a group having 1 to 1 carbon atoms).
4) and the like are preferred. For example, there is a benzyl group. (d) In the general formula (), R ₁ or R ₂ represents an atomic group necessary to form a heterocycle containing a quaternary nitrogen atom together with R or A. Here, the heterocycle is preferably a saturated heterocycle having 5 to 6 ring members including a quaternary nitrogen atom, and the ring members include an oxygen atom or a nitrogen atom (non-quaternary). It's okay. Preferred examples of the heterocycle include a piperidine ring, a piperazine ring, and a morpholine ring. Of the above, (b) or (d) is particularly preferred as R ₁ and R ₂ . In the general formula, a and b represent 0 or a positive integer (preferably 1 to 6, particularly 1 to 4), but do not represent 0 at the same time. In the general formula, R ₃ , R ₄ , R ₅ and R ₆ each have a hydrogen atom or a carbon number of 1 to 6, which may have a substituent,
It preferably represents an alkyl group having 1 to 4 carbon atoms (preferred substituents include, for example, a hydroxyl group and a halogen atom), but when b≠0, at least one of R ₅ or R ₆ is different from R ₃ and R ₄ . They are different groups. Preferred examples of R ₃ to _{R 6} are a hydrogen atom, a methyl group, and an ethyl group. In the above general formula, B represents -COO or _-SO3 . In the general formula (), Z represents an atomic group necessary to form a heterocycle. Here, the heterocycle preferably has 5 or 6 ring members including a quaternary nitrogen atom, even if the ring members include an oxygen atom or a nitrogen atom (not quaternary). good. Examples of heterocycles include pyrimidine rings, imidazole rings,
Preferred examples include benzimidazole rings. Representative examples of compounds particularly preferably used in the present invention among the compounds represented by the general formula () or () are shown below. Compound example To synthesize the compound represented by the general formula () or (), for example, US Pat. No. 2,777,872,
No. 2846417, No. 3411912, No. 3832185, No.
No. 4012437, Special Publication No. 45-3832, No. 45-19951,
No. 46-30293, No. 49-1040, Berichte, Vol. 15, p. 1251 (1882), Polymer, Vol. 18, p. 1058 (1977), and Pharmaceutical Journal, Vol. 87, p. 1422 (1967). ) etc. can be referred to. For more details, please see the patent application No. 55-60359.
It is stated in the specification of the No. In the present invention, at least one betaine compound having no surface-active ability is added to the silver halide emulsion layer. It may be added at any time during the emulsion manufacturing process, but it is particularly preferable to add it during chemical ripening or immediately before coating after chemical ripening. The amount of the betaine compound used in the present invention varies depending on the type of silver halide emulsion, the type of compound used, etc., but it is per mole of silver halide.
It is preferably 0.001 to 1 mol, particularly 0.01 to 0.5 mol. The value of pAg (logarithm of the reciprocal of silver ion concentration) during chemical ripening of the silver halide emulsion used in the present invention is preferably 8.0 to 11.0. Other chemical sensitizers can also be used in combination during chemical ripening. Chemical sensitizers that can be used in combination include, for example, US Pat.
Gold compounds described in specification No. 2597915, etc.
Examples include amines, reducing substances such as stannous salts, and salts of noble metals such as platinum, palladium, iridium, and rhodium, which are described in U.S. Patent Nos. 2,487,850 and 2,518,698, etc. I can do it. Examples of the silver halide used in the photographic emulsion of the present invention include silver bromide, silver iodobromide, silver chloroiodobromide, and silver chlorobromide. The photographic emulsion used in the present invention is written by P. Glafkides.
Chimie et Physique Photographique (Paul
Montel Publishing, 1967), GFDuffin
Photographic Emulsion Chemistry (The Focal
Press, 1966), VLZelikman et al.
Making and Coating Photographic Emulsion
(The Focal Press, 1964). In the process of silver halide grain formation or physical ripening, a cadmium salt, a zinc salt, a lead salt, a thallium salt, an iridium salt or a complex salt thereof, a rhodium salt or a complex salt thereof, an iron salt or an iron complex salt, etc. may be present. The photographic emulsion of the present invention includes a manufacturing process of a light-sensitive material,
Various compounds can be contained for the purpose of preventing fog during storage or photographic processing or stabilizing photographic performance. That is, azoles such as benzothiazolium salts, nitroindazoles, nitrobenzimidazoles, chlorobenzimidazoles, bromobenzimidazoles, mercaptothiazoles, mercaptobenzothiazoles, mercaptobenzimidazoles, mercaptothiadiazoles, aminotriazoles. , benzotriazoles, nitrobenzotriazoles, mercaptotetrazoles (especially 1-phenyl-5-mercaptotetrazole)
mercaptopyrimidines; mercaptotriazines; thioketo compounds such as oxazolinthione; azaindenes, such as triazaindenes, tetraazainthenes (especially 4
-Hydroxy-substituted (1,3,3a,Z)tetrazaindenes), pentaazaindenes, etc.; benzenethiosulfonic acid, benzenesulfonic acid, benzenesulfonic acid amide, described in JP-A-51-102639. Many compounds known as antifoggants or stabilizers can be added, such as hydroxyaminotriazines and the like. Among these stabilizers, tetraazaindene and/or hydroxyaminotriazine stabilizers are particularly preferably used. These stabilizers are preferably added during chemical ripening or before coating. The photographic emulsion used in the present invention may contain an inorganic or organic hardening agent. For example, chromium salts (chromium alum, chromium acetate, etc.), aldehydes (formaldehyde, daryoxal, glutaraldehyde, etc.), activated vinyl compounds (1.
3,5-Triacryloyl-hexahydro-S-
triazine, etc.), active halogen compounds (2.
(4-dichloro-6-hydroxy-S-triazine, etc.), mucohalogenic acid, and the like. Photographic couplers that can be applied to the present invention include compounds that can develop color through oxidative coupling with aromatic primary amine developers (e.g., phenylene diamine derivatives, aminophenol derivatives, etc.) during color development processing. include. for example,
Magenta couplers include 5-pyrazolone couplers, pyrazolobenzimidazole couplers, cyanoacetylcoumarone couplers, open-chain acylacetonitrile couplers, etc. Yellow couplers include acylacetamide couplers (e.g. benhylacetanilides, piparoylacetanilides), There are cyan couplers, naphthol couplers, phenol couplers, etc.
etc. The photosensitive material of the present invention contains hydroquinone derivatives, aminophenol derivatives,
It may also contain gallic acid derivatives, ascorbic acid derivatives, etc. The photographic emulsion layer or other hydrophilic colloid layer of the light-sensitive material of the present invention includes coating aids, antistatic properties, smoothness improvement, emulsification dispersion, adhesion prevention, and improvement of photographic properties (for example, development acceleration, high contrast, sensitization), etc. Various known surfactants may be included for various purposes. For example, saponins (steroids), alkylene oxide derivatives (e.g. polyethylene glycol, polyethylene glycol/polypropylene glycol condensates, polyethylene glycol alkyl or alkylaryl ethers, polyethylene glycol esters, polyethylene glycol sorbitan esters, polyalkylene glycol alkyl amines or amides) , polyethylene oxide adducts of silicones), glycidol derivatives (e.g. alkenylsuccinic acid polyglycerides, alkylphenol polyglycerides), fatty acid esters of polyhydric alcohols, alkyl esters of sugars, and non-ionic materials such as urethanes or ethers. surfactants; triterpenoid saponins, alkyl carboxylates, alkyl sulfonates, alkylbenzenesulfonates, alkylnaphthalenesulfonates,
Alkyl sulfates, alkyl phosphates, N-acyl-N-alkyl taurines, sulfosuccinates, sulfoalkyl polyoxyethylene alkyl phenyl ethers, polyoxyethylene alkyl phosphates, etc. Anionic surfactants containing acidic groups such as carboxy groups, sulfo groups, phospho groups, sulfate ester groups, phosphate ester groups; amino acids, aminoalkyl sulfonic acids, aminoalkyl sulfates or phosphoric esters, alkyl betaines, amine imides, Amphoteric surfactants such as amine oxides; alkylamine salts, aliphatic or aromatic quaternary ammonium salts, heterocyclic quaternary ammonium salts such as pyridinium and imidazolium, and phosphoniums or sulfoniums containing aliphatic or heterocyclic rings. Cationic surfactants such as salts can be used. In the present invention, a fluorine-containing surfactant may also be used in combination, and examples of such fluorine-containing surfactants include the following compounds. For example, US Patent No. 1330356, US Patent No. 1524631
No., U.S. Patent No. 3666478, U.S. Patent No. 3589906, Special Publication No. 1977
-26687, JP-A No. 49-46733, JP-A No. 51-32322
There are fluorine-based surfactants described in No., etc. To give a typical example of a compound, for example, N-
Perfluorooctylsulfonyl-N-propylglycine potassium salt, 2-(N-perfluorooctylsulfonyl-N-ethylamino)ethyl phosphate, N-[4-(perfluorononenyloxy)benzyl]-N・N- Dimethylammonioacetate, N-[3-(N'・N'・N'-trimethylammonio)propyl]perfluorooctylsulfonamide iodide, N-(polyoxyethylenyl)-N-propylperfluorooctylsulfonate _{Amide ( C8F17SO2N ( C3H7} )
(CH ₂ CH ₂ O)nH) and fluorine-containing succinic acid compounds. Furthermore, various photographic additives such as antistatic agents, binder vehicles, polymer latexes, matting agents, brighteners, spectral sensitizing dyes, and dyes may be used in photographic materials using the photographic emulsion of the present invention. For information on these additives, supports for photographic materials, coating methods, development methods, etc., please refer to Research.
The description in Disclosure, Vol. 185, pp. 22-31 (December 1978) may be referred to. The silver halide photographic material of the present invention has high photosensitivity and less fog. In addition, an increase in density unrelated to the exposure amount, which may be caused by the processing liquid, is suppressed, making it particularly suitable for high-temperature rapid processing. There are no particular limitations on the photographic materials to which the present invention can be applied, but examples include general black and white photosensitive materials, printing photosensitive materials, X-ray photosensitive materials, color negative photosensitive materials, color paper, color reversal photosensitive materials, autopositive photosensitive materials, Examples include diffusion transfer sensitive materials. The present invention will be explained in more detail with reference to Examples below. Example A silver iodobromide gelatin emulsion containing 1.5 mol % silver iodide (average silver halide grain size 1.3 µm) was mixed with 0.6 mg chloroauric acid and 3.4 mg chloroauric acid per mol silver halide.
mg of sodium thiosulfate was added and heated at 60°C for 50 minutes to effect ripening. 4-hydroxy-6-methyl-1,3,3a,7 was added to the resulting emulsion as a stabilizer.
-Tetrazaindene, 5-nitrobenzotriazole as an antifoggant, and the compounds of the present invention shown in Table 1 were added, and film coating was performed to obtain Samples 1 to 8. After placing these samples in a closed container filled with fixer vapor for 30 minutes, RD- (manufactured by Fuji Photo Film Co., Ltd.) was used as the developer, and an automatic developing machine, Fuji RN (manufactured by Fuji Photo Film Co., Ltd.) was used.
Co., Ltd.) for 90 seconds and the increase in density was measured, and the results shown in Table 1 were obtained. For reference, the photographic sensitivity of each sample (reciprocal of the exposure amount required to obtain an optical density of fog value + 0.2, relative value with sample 1 as 100) is also listed.

[Table] As is clear from Table 1, the photosensitive material (sample 2) sensitized with a betaine compound without surfactant ability has an increase in fog due to the processing solution, but the general formula () of the present invention This fog is effectively suppressed by the compound. Further, the compound of the general formula () of the present invention does not significantly reduce the sensitivity of the sensitized light-sensitive material.

Claims (1)

[Scope of Claims] 1. A silver halide photographic light-sensitive material having at least one silver halide emulsion layer containing a betaine compound having no surface-active ability, in which the emulsion layer or other constituent layers contain the following general A silver halide photographic material containing a compound represented by formula (). In the formula, R ¹ and R ² may be the same or different, and each represents a hydroxy group, a hydroxylamino group,
It represents an amino group, an alkylamino group, an arylamino group, an aralkylamino group, an alkoxy group, a phenoxy group, an alkyl group, an aryl group, an alkylthio group, or a phenylthio group.