DE2436185A1 - SILVER HALOGENIDE DEVELOPER DISPERSION - Google Patents

Description

Silver halide developer dispersion

The invention relates to a silver halide developer dispersion in a hydrophilic organic colloid contained in one Color photo element. The dispersion is particularly based on the color process with diffusion transfer (diffusion transfer color process) are applicable.

One such diffusion dyeing process is the dye developer process disclosed in British Patent 804,971, U.S. Patents 3,4-15,644, 3,4-15,3,415,646, 3,594,164, and 3,594,165, and Japanese Published Patent Application No. 16356/19? 1 etc. is described. In this "process, a photo-element with a silver halide emulsion layer and a a color developer distributed eating in an alkaline solution (a dye, the silver halide acts developing) 'exposed and ^1" containing layer to form a latent image in the silver halide with an alkaline composition capable of permeating the silver halide emulsion layer and the layer containing the color developer, thereby forming the latent image

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with the color developer, which is diffused with the alkali, is developed, and at the same time becomes an oxidation product of the color developer and practically not diffusible made in the hydrophilic colloidal layer.

Apparently this is due to the lack of diffusion of the oxidized color developer -partly on the reduced solubility in the alkaline hate and on it »that the diffusion of the oxidized Color developer in the hydrophilic colloidal layer through the hardening effect of the oxidized color developer on the hydrophilic Colloid is prevented.

The unoxidized color developer is partially diffused or transferred entirely to an overlying image-receiving element, whereby a positive color image is produced.

Vo a ^s element is used which contains SiIberhalogenid emulsion layers with different sensitivity and color developers "the ,, supply after exposure and subsequent processing with an alkaline composition, color images soft, corresponding to the Farbempfindlichkeit.der silver halide emulsion" is the remaining color developer at development time of the silver halide emulsion is not consumed, _{r is transferred} to a receiving element, whereby a multicolored positive image is obtained.

For example, a dye former that has a blue transfer fluid provides, present in a red-sensitive emulsion layer or in a colloidal layer close to the emulsion layer. A dye former which provides a magenta transfer image is in a green sensitive emulsion layer or in a colloidal layer adjacent to the emulsion layer. A dye former that produces a yellow transfer image supplies is in a blue-sensitive layer

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or in a colloidal one adjacent to the emulsion layer Layer present. A photosensitive element having the above-described red-sensitive, green-sensitive and blue-sensitive layers is exposed to light and an alkaline one Composition treated, creating a multicolored positive image is transferred to a receiving element superimposed on the photosensitive element. In this case, preference is given to auxiliary developers used to develop the silver halide and fix the dyes in the photosensitive element to facilitate. The auxiliary developers are colorless and insoluble in water and soluble and diffusible in an alkaline solution through a hydrophilic organic layer such as gelatin.

Is necessary that the colloidal particles of the color developer or auxiliary developer are as small as possible and that therefore their surface 'is as large as possible. This is because the dissolution, diffusion and permeability of the color developer or the auxiliary developer in the alkaline solution in the development stage occur through the interface between the dispersed particles and the gelatin gel.

Mechanical as well as surface chemical techniques are used; to prepare the above-described fine particle dispersion. In the context of surface chemical techniques, surface-active Agents commonly used as emulsifying agents. The emulsifier is not only effective in producing fine particles, but also to achieve the storage stability of the particles over a long period of time. The dispersion is preferred according to the Cold storage or removal of the developer solvent by evaporation or vashing to avoid recombination to avoid colloidal particles and crystal growth of the developer. However, with this approach, it is difficult to obtain the dispersion for a long period of time while maintaining a small particle size and without / crystallization of the Store developer to trigger. In particular, it is difficult

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the crystallization in the developer dispersion layer after Exclude application and drying.

The color developer should not be diffusible and not coarse Crystal grains are formed in the photosensitive member before and during processing with the alkaline solution, and should be diffusible in the hydrophilic colloid. Introducing various oleophilic substituents in the color developer makes it a water-insoluble solvent for the dispersion is easily soluble, but the diffusion of the resulting color developer is difficult in the treatment step. So it is generally impossible to use a highly oleophic substituent to introduce. Therefore, the color developer generally has a low degree of dispersibility in the water-insoluble one Solvent and tends to form coarse crystal grains in dispersion in aqueous gelatin solution.

So it is quite difficult to make an emulsion that is free from aggregation and crystallization over time by the color developer, which is not suitable for emulsification and dispersion from the standpoint of chemical structure is, in a hydrophilic, organic, colloidal solution in the form of fine colloidal particles (the diameter is desirable below about 0.5 microns) is emulsified and dispersed. Finding effective emulsifiers and dispersants is very important. Where an emulsifier for an oil-soluble vat, which is often used for a conventional color photographic, photo sensitive element is used, is used to emulsify and disperse a color developer, crystallization often occurs and grain growth as indicated in the examples described below.

When emulsifying and dispersing using a combination of gelatin and a surface active agent, difficult problems are encountered due to the foaming properties of the emulsifier, e.g. the emulsification efficiency is lowered. Especially

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The layering of the emulsion and the photo emulsion becomes special difficult in the next stage. That means a big one Number of bubbles brought into the liquid by vigorous stirring and the shear force of an emulsifying machine through the palace The effect of the bubbles is considerably lowered and not sufficient Mass is transferred to the liquid droplets containing the color developer and / or the auxiliary developer. That The result is that the emulsifying efficiency is considerably lowered. Furthermore, the fine air bubbles remain in the emulsification stage get into the emulsion, often in the coating liquid, which leads to the formation of pinholes during application leads. When emulsifying and dispersing the color developer the emulsifier used has too high a surface activity, this is generally undesirable insofar as the above mentioned crystallization and formation of air bubbles follows from this .. On the other hand, when the emulsifier is excellent in emulsifying and dispersing ability but has poor surface activity and shows poor spreadability, applying the Emulsion difficult. . -

So the techniques used by the color developer are sufficiently fine too disperse, to prevent it from becoming coarse-grained and with high reactivity and diffusibility with alkaline ^ solution to develop silver halide in the adjacent layer, rather special, and commonly used emulsion and dispersion techniques cannot be used to achieve these results.

The invention is intended to provide a dispersion in which a compound which can act as a reducing agent for an exposed silver halide, such as a color developer and / or a Auxiliary developer (the developer (s) are hereinafter referred to as Silver halide developer) in a hydrophilic organic Colloid is contained in the form of fine colloidal particles,

without adversely affecting the photographic properties affect where the emulsified and dispersed silver halide developer in the slow aggregation and crystal deposition is prevented and which is also suitable, an emulsion layer to deliver *. in which crystal separation of the color developer s is avoided.

The invention relates to a silver halide developer dispersion » Containing a hydrophilic organic colloid and dispersed therein fine droplets of a silver halide developer, dissolved in an essentially water-insoluble solvent, and at least one surface-active polymer with the repeating Unit of the following general formula (I):

Il CD

KQQC

wherein R is a hydrocarbon chain or a fluorine substituted one ■ hydrocarbon chain with 4 to 22 carbon atoms or one Aryl group, η Q or an integer from 1 to 40 and M is hydrogen atom or, is a cation.

According to the invention, when using the above-described Polymers, the color developer and the auxiliary developer, the emulsion and dispersion of which have hitherto been difficult to emulsify and disperse efficiently, and excellent Dispersion is obtained.

The Kahlenwasserstaffkette or fluorine-substituted carbon <; a £ ser ~ fabric chain can or can be straight-chain or branched-chain

Contain unsaturation provided it contains 4 to 22 carbon atoms. Suitable examples of hydrocarbon chains with 4 to 22 carbon atoms include n-butyl, sec-butyl, iso-butyl, tert-butyl, n-amyl, iso-amyl, neopentyl, tert-amyl, n-hexyl, pinacolyl, n-heptyl, pentamethylethyl, n-octyl, iso-octyl, n-nonyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-pentadecyl, n-eicosyl, etc. are suitable examples for fluorine-substituted hydrocarbon chains with 4 to 22 carbon atoms include 3,3,4-, 4-tetrafluorobutyl, dodecafluononyl, Tetracosafluorotridecyl, octacosafluorpentadecyl, perfluorooctyl, Perfluoroheptadecyl, etc., and examples of unsaturated ones Hydrocarbon chains include crotyl, .1-methyl-2-propenyl, i-di-methyl-3-butenyl, 3-butenyl, 10-undecenyl, 1-methyl-2-butenyl, cis-9-octadecenyl, 4-pentenyl, 2,4-pentadienyl, 1-methyl-3-butenyl, 2,4-Hexadienyl, 1-vinyl-2-butyl, etc. Representative Examples of aryl groups are unsubstituted aryl groups such as phenyl and naphthyl, and substituted aryl groups with Substituents such as alkyl, e.g., dodecyl; Alkylamino, e.g., oleylamino; Alkoxycarbonyl, e.g., octoxycarbonyl; Acyloxy, e.g., octanoyloxy; Acylamino, e.g., octanoylamino; Alkylcarbamyl, e.g., octylcarbamoyl; and the like. These aryl groups are appropriately contained Way up to 22 carbon atoms, e.g. 6 to 22 carbon atoms. ,

Representative examples of M are the hydrogen ion and cations, e.g., alkali metal ions such as sodium ion, potassium ion and the like, ammonium ion, and trialkylammonium ion such as trimethylammonium ion etc.

The surface-active polymers with the recurring input ■ The above general formula includes copolymers such as those obtained from maleic anhydride or maleic acid half-ester salts and monomers copolymerizable therewith are produced, such as ethylene, styrene, methyl vinyl ether, methyl methacrylate, Ethyl acrylate, acrylonitrile, acrylamide, vinyl acetate, vinyl chloride and the like. The polymer made from maleic anhydride

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must be split by decomposition of alcohol. However, the invention is not limited to the polymers described above alone limited, but all polymers which contain the above repeating unit can be used according to the invention. Polymers are suitable for the purposes of the invention to achieve as long as the amount of the repeating unit of the Formula (I) is at least 10% by weight.

A preferred embodiment of these copolymers can by the following general formulas (II) (III)

(ID

COO

-f-CH., -

CH, CH - CH -0 MOOG CO

(III)

CH ^ -O MOO

in which R, η and M are as defined above and the molar ratio of χ to y is in the range from 3: 1 to 9: 1. Copolymers of the general formula (II) are particularly preferred.

Representative specific examples of these polymers are as follows

Connection 1

- (CH _p -CH} —- tCH-CH-3— · (molar ratio of χ to y «1: 1) c ι χ ι <y ί ι

HOOC COO- (CH ₂ CH ₂ O ^ C ₁₂ H ₂₅ - (n)

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connection 2

(Molar ratio of χ to y = 1: 1)

KOOC

Compound j (molar ratio of χ to y = 1: 1)

OH HCOC CCO- ^ CE ₂ CE ₂ O ^ C ₁₂ H ₂₅ - (n)

Link .

x CH- KaOOC

CH ₂ -C - CH, (molar ratio of χ to. Y = 1: 1)

Link -

fCH-CE) y

OCE ^ EOOC CCO (molar ratio of χ to y = 1: 1) E ₂ O) vC ₁₂ H ₂₅ - (n). -

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Connection 6

-fCH ^ -C h- 6-CH-CHV (molar ratio of χ to y = 1: 1 )

_3 ^H 37 " ⁽ⁿ⁾ COOCH,

link

- ^ CH ₂ -CH- ^ CCH-CH) - (molar ratio of x to y «2: 1)

(I.

NaOOC

Connection g

tCH-CH) - (molar ratio of χ to y = 1: 1)

HOOC COO- (CH ₂ CH ₂ O

connection 9

CN NaOO

CCH-CH) "(molar ratio of χ to y = 3: 1)

C COO-CCH ₂ CH ₂

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link

- <CH ₂ -CHh: (CH-CHh ₇

CH ₃ COO HOOC

t.Mo! ratio of χ to y »2: 1)

Connection _Ί -,

- (- CH ₂ -CH

(CH-CH) - (molar ratio of χ to y »1: 1)

NaOOC

link

- (- CH ₂ -CH) - fCH-CH> ~ { molar ratio of χ to y = 1: 1)

HOOC COO -i CH ₂ CH ₂ O ^ eC

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link

Link,

fcCH-CH -) - (molar ratio of χ to y ■ 1: 1)

KOOC

(hol ratio of y to y * 1: 1)

CH ^ O "HÖOC

link

11?

(CH - CH)

HOOC COO - (CH ₂ CH ₂ O) ₂ J _- G ₁₂ H ₂ - (n)

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- \ J - · · C ₁ ■

ι- f 1 C

- 24361 & 5

These polymers used according to the invention can be derived from commercially available copolymers. If, for example, an ethylene / maleic anhydride copolymer or a methyl vinyl ether / maleic anhydride copolymer is ^{heated to about 100 °} C. together with an ethylene oxide adduct of an alkylphenol or an aliphatic alcohol, the maleic anhydride unit is split up and provides the corresponding half ester. An alkali salt derivative can be obtained by dissolving the product prepared as described above in aqueous alkali under Er-. . warm. On the other hand, the copolymers can easily be prepared in a conventional manner, for example as disclosed in US Pat. Nos. 3,549,605, 3,448,708 and 3,525,620. The molecular weight of the copolymers is not limited and can be in the range from about 250 to 100,000. The molecular weight of the copolymers is preferably in the range between about 1000 and 20,000. The amount of surface-active copolymer added varies depending on the type of silver halide developer and solvent and the amount of silver halide developer and solvent and. can be up to about 200% by weight. It is preferably in the range from about 0.5 to 50% by weight, based on the weight of the silver halide developer. The surface-active polymer can be used alone or in combination with surface-active agents, with anionic and nonionic surface-active agents being preferred. Suitable surface-active agents Means include the following examples:

Salts of aliphatic acids:

Sodium myristate, palmitate, stearate, oleate, linoleate,

-laurate, -caprate, potassium laurate, -stearate etc., alkyl sulfates:

Sodium octadecyl sulfate, decyl sulfate, dodecyl sulfate, tetra.

decyl sulfate, hexadecyl sulfate, potassium decyl sulfate, oleyl . sulfate, etc.,

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Alkyl phosphates:

Sodium octyl phosphate, dioctyl phosphate, nonyl phosphate, -decyl phosphate, potassium undecyl phosphate, -dodecyl phosphate, -pentadecyl phosphate, etc.

Alkyl sulfonates:

Sodium dodecyl sulfonate, hexadecanesulfonate, octadecanesulfonate etc.,

Alkylarylsulfonates:

Potassium octylbenzenesulfonate, sodium nonylbenzenesulfonate, -decylbenzenesulfonate, -undecyl / Bulfonat, -dodecylbenzenesulfonate, -tridecylbenzenesulfonate, -dibutylnaphthalene sulfonate, -decylnaphthalene sulfonate, -octylnaphthalene sulfonate, potassium pentylnaphthalene sulfonate etc.,

Formaldehyde condensates with alkyl naphthalene sulfonates:

Sodium formaldehyde condensate with naphthalene sulfonate, with Butyl naphthalene sulfonate, etc.,

Alkyl diphenyl ether sulfonates:

Sodium nonyldiphenyl ether sulfonate, decyldiphenyl ether sulfonate, -dodecyl diphenyl ether disulfonate, etc.

DialkylsulfosuGcinate:

Sodium dihexyl sulfosuccinate, dioctyl sulfosuccinate, dinonyl sulfosuccinate, etc.,.

"Polyoxyethylene alkyl ethers and their sulfuric acid ester salts: polyoxyethylene lauryl ether, oleyl ether, sodium polyoxyethylene lauryl ether sulfate, Sodium polyoxyethylene oleyl ether sulfate, Polyoxyethylene dodecyl ether, tetradecyl ether, -hexadecyl ether, -octadecyl ether, etc.,

Polyoxyethylene alkaryl ether and its sulfuric acid ester salts: sodium polyoxyethylene nonylphenyl ether sulfate, polyoxyethylene nonylphenyl ether, sodium polyoxyethylene dibutyl phenyl ether sulfate, etc.

Polyoxyethylene alkyl esters and their sulfuric acid ester salts:

Polyoxyethylene stearic acid ester, palmitic acid ester, Ratrxumpolyoxyethylene stearic acid ester sulfate, -lauric acid ester sulfate, -capric acid ester sulfate, -myristic acid ester sulfate, etc.,

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Sorbitan alkyl esters:

Sorbitan monolauric acid ester, monopalmitic acid ester, monostearic acid ester, -tristearic acid ester, -monooleic acid ester, Sodium sorbitan trioleate, etc.,

Polyoxyethylene sorbitan alkyl ester:

Polyoxyethylene sorbitan monolauric acid ester, monostearic acid ester, -monooleic acid ester., -monopalmitic acid ester, -trioleic acid ester, etc.,

Other:

Polyoxyethylene-mannitane-monolauric acid ester, styrene-maleic acid half-ester copolymer, etc.

The color developers used in the present invention are described U.S. Patent Nos. 2,983,605, 2,983,606, 2,992,106, 3,047,386, 3 076 808, 3 076 820, 3 077 402, 3 126 280, 3 131 061, 3 134 762, 3,134,765; 3,135,604; 3 135 6O5, 3 135 606, 3 135 734, 3 141 772, 3 142 565 »3 218 164, 3 230 082, 3 230 083, 3 239 339, 3 320 063, 3,453,107, 3,579,334, 3,482,972, and 3,563,739; Australian PS 220 279; DT-PS 1 036 640; GB-PS 804 971, 804 973, 804 974 and 804 975; BE-PS 554 935 and 568 344; the KA-PS 579 038 and 577 021; the FR-PS 1 168 292 etc.

The color developers are characterized by the fact that they are in water are sparingly soluble and not diffusible under acidic and neutral conditions and diffusible under alkaline conditions are.

Representative examples of the color developers include the following compounds:

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--16-

l-Phenyl-3-N-n-hexy lcarbaicoyl-if-p- (2-hydroch.inonyl ethy 1) phenylazo-5-pyrazolone

2-p- (2-Hydroquinonylethyl) -phenylazo-4-isopropoxy-inaphthol

l, Zf-bi8 (β- (hydroquinonyl-isopropyl) amino) -5,8-dihydroxyanthrace inon, ·.

l-Phenyl ^ -n-butyl-carbamoyl-it- (]? - (2- ¹ , 5'-dihydroxyphenethyl) -phenylazo) -5 ~ pyrazolone

■ •• I v ·

l-Phenyl ^ -N-n-hexylcarbainoyl - ^ - Cp- (2 ', 5'-dihydroxyphenethyl) phenylazo) -5-pyrazolone

l-Phenyl ^ -carbUthoxy-if- (j) - (2 ', 5' »- dihydroxyphenethyl) -phenylazojl -5-pyrazOlOn ..

2- (^ - (2 ', ^' - DihydroxyphenethyDphenylazo ^ j-if-isopropoxy-1-naphthol

Phenyl-3-N-cyclohexylcarbaffioyl-if - (^ p- (2 ^l _f 5'-dihydroxy- ¹ phenethyl) -phenylazo) -5-pyrazolone '.

l-phenyl-3-phenyl-4- (j ;-( 2 ^l , 5'-dihydroxyphenethyl) -phenylazo) 5-pyrazolone,

l-phenyl-3-amido-it- [k '- (p- (2 "^" - dihydroxyphenethyl) phenylazo ^ ^J-1 2, 5' -diäthoxyphenylazol 5-pyrazolone-

1-Pheny 1-3-N-cyclohexylcarbamoyl-if- (p- (2 ', 5'-dihydroxyphenethyl) -phenylazo) -5-pyrazolone

l-phenyl-3-phenyl-Zt-Cp- (2, 5'-dihydroxyphenethyl) -phenylaao) 5-pyrazolone

l-Phenyl ^ -methyl-if-C? - ^ ¹ , 5'-dihydroxyphenethyl) -pkenylaao) - 5-pyrazolone

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l-Phenyl-3- (N-n-heptyl) carbamoyl-if- (p-Cβ-hydroquinonylethyD ^ phenylazo ^ -5-pyrazolone

1- (2 ^l _{-chloro v} phenyl) -3- (Kn-hexylcarbamoyl) -if- (J) - (β-hydroquinonylethyl) -phenylazq) -5-pyrazolone

OH

Ϊ, Η,, KHCOC - C-N = N - // \ S-CH_CH--

⁶¹³ ij I! X = / ^{2 2}

N N-OH

OH

^E 3

l- (2 ^l -Hethylphenyl) -3- (Nn-hexylcarbaaioyl) -2f- (j) - (ßhydroquinonylethyl) -phenylazo] -5-pyrazolone-

Acetoxy-2- (p- (ß-hydroquinone-ethyl) -phenylazo]) - i + -ittethoxynaphthalene

lf-Isobutoxy-2- (p- (ß-hyarocSiinon-ethyl) -phenylazo) -1-naphthol

2- ^ f ¹ - (p- (2 ^U , 5 "-dihydroxyphenethyl) -phenylazo) -a-naphthylazole - ^ - methoxy-1-naphthol

2- | · if - (p- (2 ¹¹ 5 ⁿ ~ Cüiydroxyphenethyl) -pheiiylazoJ -α-naphthylazo Vv-methoxy-1-naphthol

k- (p- (2 ', 5'-dihydroxyphenyl) plienylazoJ - ^ - acetanido-inaphthol

kQ- (Z * , ^ '- DihydroxyphenethyD-phenylaz ^ J - ^ - benzamido-lnaphthol

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2- (jp- {2. ¹ , 5'-ditydroxy-if '-inethylphenethyl) -phenylazo} -i + - propoxy-1-naphthol

2- (p- (2 ^f , ^ '- DihydroxyphenethylJ.-phenylazo ^ - ^ - acetamidonaphthol

2- (j> - (2 ^l , 5 ^l -diliydroxyphenethyl) -phenylazoJ-2f-methoxy-lnaphthol

2 - (^) - (2 ^l , 5 ^l -I ¹ ihydroxyphenethyl) phenylazo ^ -4-ethoxy-lnaphthol

'2- (p- (2 ^l , ^' - egg hydroxyphenethyD-phenylazo) - / in-propyl-1 naphthol

OH

OH

2- (p- (2 ', 5'-I> ihydroxyphenethyl) -phenylazo) -if-Cl ", 4" -dioxahexyl) -1-naphthol

l, if-bis φ- (2 ·, ^ '- DihydroxyphenyD-äthylaminoJanthraquinone ■ 1-chloro -if-Γρ- (2', 5'-dihydroxyphenyl) -äthylamino ^> ] anthra-

c binon

N-monobenzo -1,4- ^ χ8 (β- (3 ', 4'-dihydroxyphenyl) ethylamino} -anthradi inon

N-monobenzo-1,4-bis (^ ß- (2 ^l , 5 ^l -dihydroxyphenyl) -ethylainino1-anthraquinone

5-8-Biiiydroxy-1,4-bis (β-hydroquinonyl-α-methyl) -Ht hylamino ") -anthra chino η

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1, i + -bis (2 ·, 5'-dihydroxyaniline.) Anthra cKinon 1,5-bis (2 ', 5'-dihydroxy aniline) -! +, E-dihydroxy-anthraclrinone 1, ^ - bis ftß-kydro clinonyl -a-äthyljäthylamino ^ -anthraquinone 5-hydroxy-l, ^ - ^bis ((ß-hydroquinonyl-a-methyD-äthylaminq) -

anthra chino η

1- (ß-Hydroxy-a-ethyl-ethylamino) -k- (ß-hydroc hinonyl-a-

methyl ethy laniino) anthraquinone

1- (butanol-2'-amino) -518-dihydroxy-A-hydroch.inonyl-iso-

propylamino-anthraquinone

1, if-bis (ß- (2 ', 5 ¹ -dihydroxyphenyD-isopropylaniinoj anthraquinone

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SOo-Kv /> - N = N-C C-CH

Il Il

0 / θ '^ T

V /

Cr-H ₅ O

ί5

JL

OH CH,

-CH ₂ -CH-

OH

N = C C-N

ι V

OH

CH,

SO ₂ NH-CH-CH,

ι ■ "

-Cu-N (J] ι 2

^ * Λ> Μ HC

CH ₃ OH

OH

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l-acetoxy-2-5p- ^ ß- (hydroquinonyl) -äthyi) -phenylazoj '~ l | - methoxy-naphthalene

l-Acetoxy-H- ^ p- ^ ß-ChydroquinonyDäthyl ^ -phenylazol- ^ - ((2 ¹ - ethoxy) -ethoxy) -naphthalene

l-Acetoxy ^ -fp-f ^ ß-ChydroquinonylJ-äthyil ^ -phenylazoj-il · - isopropoxynaphthalene

OCOCH ₃

N = N-

OC ₂ H, OCH,. OH

1-Ac et oxy-2- j ρ- (β- (hydroquinonyl) - ethylj -phenylazo) If- (1 ', if' -dioxapentyl) -naphthalene

acetoxy-acrylonitrile

a-l ^ p-CE-HydroquinonyläthylJ-phenylazcTj-ß-iE'-tenzofuranyl) ß-acetoxy-acrylonitrile

a- ^ m-CZ-HydroquinonyläthyD-phenylazo ^ -ß-CH'-benzofuranyl) ß-acetoxy-acrylonitrile

α- (m- (Hydroquinonylmethyl) -phenylazo) -β- (2 ^l -'benzofuranyl) -β-acetoxy-acrylonitrile

. a- (j) - (2-Hydroquinonylethyl) -phenylazo) -ß-C ^ '- v ^' - brom ß-acetoxy-acrylonitrile

ot- Cp- (2-hydroquinonylethyl) -phenylazo) -ß- \ Z - (5'-nethoxy-

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benzofuranyl ^ ß-acetoxy-acrylonitrile

benzofuranyD ^ -ß-acetoxy-acrylonitrile

a- (p- (2-Hydroquinonylethyl) -phenylazo) -ß- (2 ^l - (3 ^f -methylbenzofuranyl)} - ß-acetoxy-acrylonitrile

a-Phenylazo-ß-j ^ -C ^ '- hydro chLnonylacetoairddobenzofuranyl)) - ß-ac etoxy-acrylo nit ril

a- (p- (2-Hydroquinonylethyl) -phenylazcp-ß- (2 ^l -benzofuran.yl) -ß-methoxyacetoxy-acrylonitrile

■ a-Q [2-methyl-5-hydroquinonylmethyl) -phenylaz.c) "ß-

(2 ^f -benzofuranyl) -ß-acetoxy-acrylonitrile o - ^ (2-acetoxy-5-hydroquinonylraethyl) -phenylazq ^ -ß- (2'-furyl) -ß-acetoxy-acrylonitrile

α-ί (2-Acetoxy-5- (2 '-hydroquinonylethyl) ^ | -phenylazo j ~ β (2'-benzofuranyl) -ß-acetoxy-acrylonitrile

a - ^ (2-Acetoxy-5-hydroquinonylmethyl) -phenylascp-ß- (2 * - (5 ^f -bromo _w furyl)]} - ß-acetoxy-acrylonitrile

i a - ^ (2-Acetoxy-5-hydrochdnonylinethyl) -phenylazo) -ß- (2 ^l -

(5'-methoxybenzofurany1 ^) -ß-ac et oxy-acrylonitrile

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α- ((P-acetoxy - ^ - hydroquinonylmethyD-phenylazoj-ß- [2 ¹ - (5'-bromo ^ benzofuranyl)} - ß-acetoxy-acrylonitrile

α- ((S-acetoxy - ^ - hydroquinonylmethyD-phenylazo ^ -ß- (2 ¹ - (3 ^l -methylbenzofuranyl)) - ß-acetoxy-acrylonitrile

a ~ (2-Acetoxyphenylazo) -ß ~ (Z'-C ^ '- benzofuranyl)) - ß-acetoxy-acrylonitrile

CN

CH ₃ COO

CH ₃ COO

a-r (2-Acetoxy-5-hydroquinonylethyl) phenylazo) -ß- (2'-benzofuranyl) -ß-acetoxy-acrylonitrile

Z- £ m- (Hydrechinonylmethyl) phenylaz 0} -3-butyroyloxy-5-methyl-benzo thiophene

2 .- (\ z ^x -Chloro-5-hydroch.ino nylmethyl) phenylazo ^ -3-acetoxybenzothiophene

2- (p- (2'-Hydroquinonylethyl) -phenylazo ^ -3-acetoxy-benzothiophene

2- (p- (2'-Hydroquinonylethyl) phenylazcT] -3 - acetoxy-5-chlorobenzothiophene

2- (C2'-acetoxy-5'-hydroquinonylruethyl) piienylazcp-3-acetoxybenzothiophene

2 - ((2 ^l -Methyl-5'-hydroquinonylmethyl) phenyla2o) -3-acetoxy-

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benzothiophene

OCOCH,

s N-

OH

' ^! 2- (m- (Hydroquinonylmethyl) phenylazo ^) -3-ac e toxybenzothiophene

1,2f-bis (2 ', 5'-dihydroxyaniline) ~ 9,10-dihydroxyanthracene

l _l 5-bis (2 ', * 5 ^l ' -I ⁾ ihydr.oxyaniline) -if, 8,9,10-tetrahydroxyanthracene

1, if-bis (β- (2 ', 5'-dihydroxyphenyl) -isopropylamino) -9,10-dihydroxyanthracene

l, / f-bisfß- (2 ', 5'-dihydroxyphenyl) -ethylainino ^ J-9,10-dihydroxyanthracene

1-chloro -if- ^ ß- (2 '^ • -dihydroxyphenyD-ethylaminoJ-g.lO-dihydroxyanthracene

1, if-biBQf- (2 ', 5' -dihydroxyphenyl) propylamino) -5,8,9,10-tetranydroxyanthracene

1-Qf- (Z ' 15'-Mhydroxyphenyl) propylamino ^ -4- (β-hydroxyethylamino) -5-8.9> l ° -tetrahydroxyanthracene

1- (^ ß-Hydroquinonyl-α-methyl) gthylaraino) -4- (ß-hydroxyethylamino) -5 »8,9» 10-tetrahydroxyantbracen

1 ~ (β- (2 ·, 5 · -dihydroxyphenyl) -ethylamino) -3- (β-hydroxyethylamino) -ij-, 8,9-10-tet; rahydroxyanthracene

Α09886Λ1353

1,5-bis ((ß-hydroquinonyl-α-methyl) -ethylamineq) -4,8,9,10 tetrahydroxyanthracene

5,8,9,10-tetrahydroxyanthracene.

1, / f-bis ((ß-hydroquinonyl-a-ethyl) äthylaraino) -5,8,9,10-tetrahydroxyanthracene

1, / f-bis J _n C ß-Hydrooh.inonyl-a-methyl) äthylamino ^ -5> 8,9,10-tetrahydroxyanthracene:

'"' ■ l, lf-bis (j (ß-Hydro <Unonyl-a-ethyl) ethylamino] -9,10-dihydroxyanthracene

l, if-bis ((ß-Hydroch inonyl-a-methyl) -s! thylamiiio]) - 5,9,10-trihydroxyanthracene

1- (ß-Hydroxy-a-ethyl-ethylamino) -4- (ß-hydroquinonyl-amethyl-ethylamino) -9,10-dihydroxyanthracene

1- (But anol-2 '-amino) -k- (β-hydroquinonyl-isopropyllainiiio) -5,8,9,10-tetrahydroxyanthracene

1,8-bis ( Iβ-Hydroquinonyl-α-methyl) ethylamine Tj-if, 5,9,10-tetrahydroxyanthracene

N-monobenzo-l, i + -bis (ß- (3 ^l , it'-dihydroxyphenyD-ethylamine p-9,10-dihydroxyanthracene

N-Monobenzo -lj ^ -bis ^ -iS ^1, 5'-dihydroxyphenyl) - ethylamino) -9,10-dihydroxyanthracene

1,4-Diainino-2-0 - (a-methyl-2 ¹ , ^ '- dihydroxyhydrocinnamido) -pentOX ^ J-9,10-dihydroxyanthracone

lj ^ -Diamino-S- ^ E-ia-äthyl-2 ^f , 5'-dihydroxyhydrocinnamido) -pent oxy ^ J-9,10-dihydroxy anthracene

40938S / 13Sf

-H-fi-CZ ¹ , ίΡ-dihydroxyhydrocinnamido) pent oxy} ■ 9,10-dihydroxyanthracene

CH,

OH

OH OH NH-CH-CH ₂ -CH ₂

OH OH

OH OH

NH - CH - CH ₂ - CH ₂ -

CH,

OH

((γ-Hydroquinonyl-α-methyl) -propylaraiao) -5,8,9110-tetrahydroxyanthracene

1- (o-Carboxyphenyl) ^ - phenyl - /! - (jp- (2 ', 5' -trifluoro ^ acetoxyß-phenylethyl) phenylazo) -5-hydroxypyrazolo-lactone

OH

NHCO

-C - C-N = N - // V

CH ₂ CH ₂ -

OH

l-Co-CarboxyphenylJ ^ -N-phenylcarbamoyl-li-i ^ p- (ß- - ·

h ^ droquinonylethyl) phenylazo) -5-hydroxypyrazolo-laeton

409886/1353

SMSFECTED

<= C- £ [2-butyroyloxy-5- (2 ', 5' -butyroyloxy-phenylmethyl) J-phenylazo | -β- (2 "-benzofuranyl) -β-butyroyloxyacrylonitrile

2- fm- (2 ', 5' -Butyroyloxy-phenylmelhyl) phenylazoj'-3-butyroyloxybenzothiophene

c ^ _rp_ (2,5-butyroyloxy-ß-phenylethyl) -phenylazo7-ß- (2'-benzofuranyl) -ß-butyro'yloxy ~ acetonitrile

N = N - </ \ -Cr

2- £ p- (2 ', 5'-ethoxyoxaloxyphenethyl) phenylazq7 - ^ - methoxy-1-naphthol

Suitable auxiliary developers are described in GB-PS 1 24-3 539, US-PS 3 253 915, BE-PS 722 298, FR-PS 1 599 790, in published Japanese patent applications 2 ^ 130 / 1964- and 13837 / 1968, etc. Representative examples of auxiliary developing agents are Phenylhydrochinonj 2-Hydroxyphenylhydrochinon, phenoxyhydroquinone, ¹ V- methylphenylhydroquinone, 1,4-dihydroxynaphthalene, 2- (4-aminophenethyl) -5-bromohydroquinone, .2- (A - aminophenethyl) -5- niethylhydroquinone, 4-aminophenethylhydroquinone, 2,5-diniethoxyhydroquinone, 2,5-dibutoxyhydroquinone, m-xylohydroquinone, bromohydroquinone, 3,6-dichlorohydroquinone, 2-dimethylaminomethyltoluhydroquinone, 2-cyclohexy! hydroquinone , 2,5-diisopropylhydroquinone, 2,5-diiodohydroquinone, 3-chlorotoluhydroquinone, tetrachlorohydroquinone, 2,5-diphenylhydroquinone, 2,5-diresorcylhydroquinone, 2,5-dioctylhydroquinone, dcdecylhydroquinone, 4-methoxycatechin isopropylcatechin, 4-isopropylcatechin , 4-phenylcatechol, 3,6-dimethy

Α 09886/1353

_28 _

oat echin, 1,2-dihydr oxy-5 ₁ '8-methano-5 »6,7» 9-t etrahydr onaphthalene,

This silver halide is generally dissolved in a high boiling solvent (eg about 15O ⁰ C) and, if desired, in a co-solvent, and about 1 to 20 wt .-%, preferably from about 10 wt .-% aqueous solution of a hydrophilic organic colloid , such as gelatin, in the form of fine colloidal particles with a particle size of less than about 1 / U, preferably less than 0.5 / U, dispersed. With the high molecular surface active agent according to the invention, a particle size of about 0.3 / U can be used.

In addition to the above gelatin, the following can be used as the hydrophilic organic colloid: phthalated gelatin, Polyvinylalko.ho.l, polyvinylpyrrolidone, polyacrylamide, Sodium polyacrylate, polyvinyl-2-methylimidazole, acrylamide / 1-vinyl-2-methylimidazole copolymers, Acrylamide / imidazole copolymers, acrylamide / i-vinyl-2-methylimidazole / acrylic acid copolymers, Nitrocarboxymethyl cellulose, N-vinylpyrrolidone-acrylic acid copolymers, N-vinylpyrrolidone-acrylic acid-methyl acrylate copolymers, vinylphthalimide-acrylic acid copolymers, cellulose acetate -hydrogen phthalate, poly-N-methyl methacrylamide, dimethylaminoethyl methacrylate-acrylic acid copolymers, Dimethylaminoethyl methacrylate-acrylic acid-butyl acrylate copolymers, N, N-diethylacrylamide-acrylamide copolymers, poly-N-methylacrylamide copolymers, N-methylacrylamide-N-hydroxymethylacrylamide copolymers, Poly-N-ethylacrylamide, methyl vinyl ketone-acrylamide copolymers, N-vinylpyrrolidone-methacrolein copolymers, and the like. If desired, they can be used in combination with each other be used. Further, they can be used in combination with synthetic polymers such as cellulose acetate and the like will. The high-boiling solvent is an organic solvent used to disperse the silver halide developer in the hydrophilic organic colloid, such as

409886/1353

Latin and the like is used, and has a low molecular weight, can easily dissolve the silver halide developer, is practically insoluble in water and preferably has a boiling point above about 150 ^° C. The high-boiling solvent is normally a liquid or a low-melting solid at room temperature.

The following can be used as the high-boiling solvent: phosphoric acid esters, such as triethyl phosphate, tri-n-butyl phosphate, triphenyl phosphate, tricresyl phosphate, tri-p-tert-butylphenyl phosphate, tri-2-ethylhexyl phosphate, and the like -Butyl phthalate, 2-ethylbutyl phthalate, n-propyl phthalate, n-amyl phthalate, isoamyl phthalate, n-octyl phthalate, β-methoxyethyl phthalate, di-tetrahydrofurfuryl phthalate and the like; esters of aliphatic dibasic acids, such as, for example, di-tetrahydrofurfuryl adipate, n-hexat-2-hexyladipyladipate, n-octyladipyladipate , 2-ethylbutylacelate, butyl sebacate, di-tetrahydrofurfuryl succinate, dibutoxyethyl succinate, and the like; esters of aliphatic monobasic acids, such as butyl oleate, tetrahydrofurfuryl ester, tetrahydrofurfuryl ester, other esters such as 2-ethyl acetate, 2-methyl acetate, butyl stearic acid; -ethylhexoate, acetylricinoleic acid methyl ester, Acetylricinolsäuremethoxyäthylester, y -Acetoxybutylacetylsuccinat, Tetrahydrofurfurylbenzoat, etc .; Amides and imides, such as, for example, diethyllaurylamide, dibutyllaurylamide, tetraethylphthalamide, Nn-butylacetanilide, N-diethyl-p-methylacetanilide, Nn-amylsuccinimide, Nn-amylphthalimide, lauroylpiperidine, and the like * ; Alcohols such as 4-methyl-2-pentanol, furfuryl alcohol, methyl isobutyl carbinol, 2,4-di-n-amylphenol, and the like; Ethers, such as, for example, ethylene glycol monobenzyl ether; and ketones such as Ethylli ^ .- di-n-butylcarbamate, 2-methylcyclohexanone, 3-methylcyclo- "hexanone, 4-methylcyclohexanone and the like, etc.

409886/1353

The co-solvent is effective in that when it is in Combination with the high-boiling solvent used, the solubility of the color developer and the auxiliary developer is increased and the grain size of the dispersion is reduced. The co-solvent can be extracted from the dispersion containing the high-boiling solvent by air drying or by Wash to be removed.

Representative examples of auxiliary solvents are esters, such as ß-lthoxyethyl acetate, ß-butoxy-ß-ethoxyethyl acetate, tetrahydrofurfuryl adipate, ethylene glycol monoacetate, methoxytriglycol acetate, ethylene glycol monomethyl ether acetate, methyl propionate, ethyl propionate, ethyl propionate, ethyl propionate, ethyl propionate, and ethyl propionate, ethyl propionate, and ethyl propionate, propyl propionate, methyl propionate, and ethyl propionate, methyl propionate, tetrahydrofurfuryl acetate .; Alcohols such as diacetone alcohol, ethylene glycol, diethylene glycol, dipropylene alcohol, sec-butyl alcohol, benzyl alcohol and the like; Ketones such as methyl isobutyl ketone, methyl isopropyl ketone, acetonylacetone, cyclohexanone, 2-methylcyclohexane <5 ⁱ n, 3-Kethylcyclohexanon, 4-methylcyclohexanone, and the like. Ethers, such as diethylene glycol monobutyl ether, ethylene glycol monobutyl ether, diethylene glycol monoethyl ether, ethylene glycol monomethyl ether and the like; Carbon tetrachloride and chloroform; etc. _m

The ratio of the silver halide developer to the binder is preferably in the range from about 2: 1 to 1: 2.

The dispersion according to the invention can, if desired, others Supplements included.

For example, the stability of the dispersion can be increased by adding an oleophilic polymer to the oil phase of the dispersion. Suitable examples are polyvinyl acetate, polyvinyl butyral, polyvinyl chloride, polyvinyl propionate, polymethyl acrylate, Polyethyl acrylate, polybutyl acrylate, polypropyl acrylate, polymethyl meth acrylate, polyethylene methacrylate, polybutyl methacrylate, polypropyl methacrylate, etc. By adding a viscosity-increasing

409886/1353 originally inspected

The stability of the dispersion can also be increased by means of this. Representative examples are polyacrylamide, Cellulose nitrate, poly-p-sulfostyrene potassium salt, etc. Furthermore After the dispersion has been applied, a hardener such as formaldehyde, mucochloric acid, 2-hydroxy-4,6-dichloro-s-triazine sodium salt can be used etc. may be added to cure the coated layer.

The silver halide developer according to the invention is free from the Appearances of the precipitation of the silver halide denaturant and the coarse formation of the fine liquid particles of the water-insoluble Solvent in which the silver halide developer is contained for a long time, and therefore it is very stable.

The inventive bispersion can be used in the photographic Elements such as disclosed in U.S. Patents 2,983,606, 3,415,644, 3,415,645, 3,415,646, 3,594,164, and 3,594 are employed and in the photographic materials disclosed in U.S. Patents 2,983,606, 3,345,163, 3,188,209 and 3,316,090.

Further embodiments, advantages, features and details of the invention emerge from the following description of examples. Unless otherwise stated, all are related Parts, percentages, ratios and the like by weight.

example 1

10 g of yellow developer, 1-phenyl-3-Nn-hexylcarbamoyl-4-p- (2-hydroquinonylethyl) phenylazo-5-pyrazolone, were added to a mixture of 15 ml of Ν, Ν-diethyllaurylamide and 22 ml of cyclohexanone. A 20% cyclohexanone solution of compound 2 with an average molecular weight of about 4000 (in the amounts shown in Table 1) as an emulsifier and 2 ml of a 20% methanolic solution of sorbitan monolauric acid ester were added to the resulting solution and at about 80 ^° C. completely solved. The so-

409886/1353

The solution provided was then added to 120 g of a 10% strength aqueous solution of gelatine at about 80 ^° C. and stirred moderately. The solution obtained was dispersed with a colloid mill. The dispersion produced in this way was chilled and stored , 3 "to 0.4 al.

The emulsion was coated on a gelatin-coated cellulose triacetate support in a strength of about 3 / U and on the resulting Layer an aqueous gelatin solution of the following composition applied to a dry strength of about 1 yu:

10% aqueous gelatin solution 40 g

Water 160 ml

5% aqueous solution of polyoxyethylene sorbitan monolauryl ester 8 ml

1% aqueous mucochloric acid 1 ml

The sample produced in this way was stored under the conditions of 50 ° C. and 80 % relative humidity, and the number of days was determined until crystals of the color developer separated out. The results obtained are shown in Table 1.

Table 1

Amount of compound 2

in g

0.4 0.8 1.2

Days until crystals of the yellow developer separate out

2-3

409886/1353

Example 2

The procedure of Example 1 was followed using magenta color developer , 2-p- (2-hydroquinonylethyl) -phenylazo-4-isopropoxy-1-naphthol, repeated.

The results obtained are shown in Table 2.

Amount of compound 2

in g

0.4
0.8
1.2

Table 2

Days until crystals of the magenta color developer separate out

2-3 7 10

Example ^

The procedure of Example 1 was repeated using a blue developer, 1,4-bis-β- (hydroquinonylpropyl) amino-5,8-dihydroxyanthraquinone.
The results obtained are shown in Table 3

Table 3

Amount of compound 2 in pounds

0.4
0.8
1.2

Days until crystals of the blue developer separate

2-3

Example 4

The procedure of Example 1 was repeated using magenta color developer, 1-acetoxy-2-p- (2-hydroquinonylethyl) -phenylazo-4-isopropoxy-naphthalene. '
The results are shown in Table 4.

4.09886 / 1353

Table 4

Amount of compound 2 days until precipitation of Kri in g of magenta color developer

0.4 5

0.8> 10

1.2> 10

Example 5

The procedure of Example 2 was repeated except that Compound 14 having an average molecular weight of about 3,000 was used as an emulsifier and 2-p- (2-hydroquinonylethyl) -phenylazo-4-isopropoxy-1-naphthol as a magenta color developer.
The results obtained are shown in Table 5.

Table 5

Amount of compound 14 days for deposition of Kri in g of magenta color developer

0.8 2

1.2 5

Example 6

10 g magenta color developer, 2-p- (2-hydroquinonylethyl) -phenylazo-4-isopropoxy-1-naphthol, 60 ml of 2-methyl-cyclohexanone were added. The solution obtained was 5 g of polyvinyl hydrogen phthalate, 5 g of compound 2 as an emulsifier and 2 ml of a 20? methanolic solution of sorbitan monolauric acid ester added and dissolved at about 80 ° C.

The solution obtained was 160 g of a 10% aqueous Gelatf ⁸ -nelösung at about 80 ° C and stirred moderately. The solution * was further dispersed using a colloid mill.

409886/135 3 original .nspeoted

The dispersion was chilled and stored. The emulsion obtained was applied to a cellulose triacetate carrier underlaid with gelatin in a thickness of about 3 / U- and gelatin was applied to the layer prepared as above in a thickness of 1 / U.

The obtained sample was stored 50 ⁰ C and 80% relative humidity, under the conditions and determines the days until the deposition of crystals of the color developer. The crystals of the color developer did not separate out for more than 10 days.

Comparative example 1

The procedure of Example 2 was repeated, with the exception that bis- (2-ethylhexyl) sulfosuccinic acid sodium salt (Airgel OT) as an emulsifier and as a magenta color developer 2-p- (2-hydroquinonylethyl) -phenylazo- ^z l-isopropoxy-1 -naphthol were used . The results obtained are shown in Table 6.

Table 6

Amount of aerosol OT days until deposition of Kri in g stalls of the hagenta color developer

0.4-. within 1

0.8 within 1

1.2 within 1

Comparative example 2

The procedure of Example 2 was repeated, with the exception that p-Nonylphenoxypropylsulfonsäure-sodium salt as an emulsifier and dispersed in a 10% aqueous gelatin solution and as a magenta color developer 2-p- (2-Hydroquinonylethyl) -phenyla2o-4- isopropoxy-1- naphthol were used. The results obtained are shown in Table 7 .

A09886 / 1353

Table 7

Amount of the sodium salt in the days before the deposition of Krip-Nonylphenoxypropyl-Sulphonic acid stalls of magenta color developer

in S ; ___

0.4 within 1

0.8 within 1

1.2. within 1

Comparative example 5

The procedure of Example 4- was followed using Aerosol OT as an emulsifier and of 1-acetoxy-2- £ p- (2-hydroquinonylethyl) phenylazo] -4-isopropoxy-naphthalene repeated as a magenta color developer. The results obtained are shown in Table 8.

Table 8

Days until crystals of the magenta color developer separate out

within 1 within 1 within 1

When comparing Examples 1 to 6 with Comparative Examples 1 to 3 it can be seen that the. Polymers according to the invention in avoiding the deposition of crystals of the dye ent v / i disgusting s are very effective.

lot at Aerosol OT in 0 Λ 0 ,8th Λ , 2

409886/1353

Claims (1)

Claims 1 .. Silver halide developer dispersin containing a hydrophilic organic colloid with fine droplets of a practically water-insoluble solvent dispersed therein dissolved silver halide developer and at least one surface-active Polymer with the repeating unit of the following general formula (I) - {- CH - CH -) - MOOC. .COCH-CH ₀ CH wherein R is a hydrocarbon chain or a fluorine-substituted hydrocarbon chain with. 4 to 22 carbon atoms or one Aryl group, η 0 or an integer from 1 to 40 and M is a hydrogen atom or are a cation. 2. The silver halide developer dispersion of claim 1, wherein the surface-active polymer belongs to the group of compounds represented by the following formulas (II) and (III): -Fr CHp - CH -fc- tCH - CH-hr ² If ^(II) MOOC 409886/1353 - << 3H ₂ - CH -h- (-CH - CH) - I I Γ CH, 0 MOO C C wherein R, η and M are as defined in claim 1 and the MoI ratio from χ to y is in the range from 3: 1 to 9: 1. ' 3. The silver halide developer dispersion of claim 2, wherein the surface-active polymer has the general formula -f CH ₂ - CH-> j --— (CH - CH ^ - MOOC COO H wherein R ₁ n, M, χ and y are as defined in claim 2. A-. A silver halide developer dispersion according to any one of the claims 1 bis'3i wherein the surface-active polymer among the compounds of the following formulas: HOOC 409886/1353 HOOC coo-ί OH HOOC C00- £ CH ₂ CH ₂ 0hrC ₁₂ H ₂₅ (n) CH CH ₂ NaOOC -C- CH, -C-CH CH, OCH, HOOC 409886/1353 - 4ο - - (CH-CH ^ - COOCH, (CH,), HNOOC CONH-, NaOOC (CH-CH ^ χ ^ f-fV HOOC CN NaOO CH, C00 HOOC 409886/1353 NaOOC (CH-CH) - HOOC ~ 4CH _p -CH> - (GH KOOC CH, 0 HOOC COO- (CH ₂ C ll ^ fjC ^ ₁₅ (η) other (CH ₂ -CH) - HOOC wherein the molar ratio of χ to y is in the range of 3: 1 to 9: 1. U 09 8 8 8/1353 5. Silver halide developer dispersion according to one of the claims 1 Ms 4, in which the amount of the surface-active polymer in the range from about 0.5 to 50% by weight, based on the silver halide developer, lies. 6. Silver halide developer dispersion according to one of claims 1 to 5 »wherein the silver halide developer at least one
Includes color developer. 7. The silver halide developer dispersion according to any one of claims 1 to 6, wherein the silver halide developer is at least one
Color developer and at least one auxiliary developer. 8. Silver halide developer dispersion according to one of claims 1 to 7 »wherein a solution of the silver halide developer in one high-boiling solvent in about 1 to 20 gev;. ~ / oiren dispersed aqueous solution of the hydrophilic organic colloid is. 9. Silver halide developer dispersion according to one of the claims 1 to 8, wherein the hydrophilic organic colloid is gelatin. 409886/1353