DE2908874C2 - Photographic material for the color diffusion transfer process - Google Patents

Description

The invention relates to a photographic recording material for the color diffusion transfer process, which consists of an image receiving part and a photosensitive part, the photosensitive Part has on a support at least one light-sensitive silver halide emulsion layer and contains a non-diffusible dye image-forming compound of the general formula:

DYE —LINK —COUP — BALL (I)

BA1.L - LINK— (COUP) '(II)

DYE - (LINK) '- C. Z (III)

■ • -χ

BALL

where mean:

DVF. a diffusible dye group or a diffusible dye precursor group,

LINK is a divalent group consisting of an oxygen or sulfur atom or an A20 or Sulfonamide group. wherein the nitrogen atom of the sulfonaniide group is attached to COUP or (COUP) ' is,

(OUP a coupler residue of a 5-pyra / olone, phenol, naphthol, open-chain ketomethylene, cyclopentanone or Indanon-Kuppicrs.

(COL- ¹ P) 'is a coupler residue of a 5-pyrazolone, phenol, naphthol or open-chain ketomethylene coupler.

H \ LL a photographically inert ballast group,

11.INKi 'a divalent group consisting of an oxygen or sulfur atom or a sulfonyl or sulfonamide group. where the nitrogen atom is at

BALL

is bound. and

Z is a non-metal atom grouping required to be bound together with the to (LINK) '

which carbon atom to form a 5- or 6-membered ring,

55 where COUP or (COUP) 'is bound to the link LINK in the coupling position.

Various types of photographic recording materials for color diffusion transfer processes are already known, including those of the aforementioned type (see, for example, US Pat. No. 3,779,756).

It is known that the quality of those manufactured using color diffusion transfer processes Color images strongly depend on the temperature applied during their development can fluctuate. For example, when using relatively high development temperatures Color images with a low whiteness of the bright image rich when the images are both high have a minimum density as well as a high maximum density. On the other hand, when performing developing at relatively low temperatures often images that have both a low maximum Density as well as have a low minimum density. To achieve color images with an always For consistent quality, it is therefore necessary to keep the development temperature within narrow limits keep. However, when using the color diffusion transfer method, it is extremely difficult to obtain the one used To keep developing temperature within a narrow range, since the development in the

in most cases inside a camera immediately after exposure of the photographic recording material is carried out.

There has therefore been a long search for improved photographic recording materials
for the dye diffusion transfer process, which also then provides advantageous and stable dye images,
when the developing temperature fluctuates within a wide range. For this purpose, it is particularly important to use photographic materials for the color diffusion transfer process _; to develop \ that are not only developable within a wide development temperature range, |; but also have a sufficiently high photographic sensitivity that they can produce images with an i | provide high maximum density and low minimum density which have a suitable gradient S and also reproduce minute details of the photographed objects when the images are developed and viewed immediately after photographing. ...

Various methods for broadening the development temperature range are already known.
For example, a photographic recording material is described in US Pat. No. 3,846,128
that a photosensitive silver halide emulsion layer for image recording in combination with ■

a layer comprising a photosensitive silver halide emulsion with an opposite one is used
Effect like the first-mentioned emulsion layer as well as a compound that contains the development
can release a diffusible developer inhibitor. To do this, however, it is necessary to use another emulsion layer in addition to a photosensitive silver halide emulsion layer for image recording. However, the use of additional photographic layers is undesirable: ..

because of the associated loss of sensitivity or the delay in the development of the
underlying layers. Also from the standpoint of diffusion of a silver halide developing agent
and the diffusion path of a diffusible dye or a precursor thereof is considered
the use of additional layers in light-sensitive photographic recording materials
not wanted.

Furthermore, it is extremely difficult to find two types of emulsions having functions that are antagonistic to each other, both in terms of their dependence on the developing temperature and in terms of their
Sensitivity must have the same properties. ^:

In US-PS 35 75 699 a compound is used for this purpose, which by hydrolysis under alkaline Conditions converted into an antifoggant, the rate of hydrolysis of this

Compound depends on the temperature used in the hydrolysis. In US-PS 40 09 029 is a;

Process described in which the decrease in maximum density at elevated temperatures by using a protected development inhibitor in the diffusion transfer process is prevented.
den is, in which an oxychromic developer or a dye releasing agent is mainly used which releases a dye in the unexposed area upon hydrolysis, in the exposed area;

However, the area does not release any dye. As oxychromic developers, for example, such ver ,,;

bonds as described in US Pat. No. 3,880,658 and as a dye 'J

releasing agents, such compounds can be used as they are in US-PS 39 80 479 bc- | ·

are written. The task of these development inhibitors is to achieve the maximum density in the color dilution; .ö

to improve transfer process in which mainly silver halide emulsions of the negative type g

be used. However, this does not make it possible to increase the development temperature range in such fvj

To broaden color diffusion transfer processes in which silver halide emulsions of positive Ty ₍ · .- ^ j

and dye releasing redox compounds can be used. Sj

It is also known that in the interlayers of light-sensitive multicolor photographic K

Silver halide recording materials effective amounts of nondiffusible compounds to the '£

Interception of excess oxidized silver halide developer compounds must be incorporated, ■

to achieve an advantageous color separation. Such a compound to intercept excess oxi-:

The silver halide developing agent is referred to below for the sake of simplicity with the abbreviation; _;

"SC" called. The SC also serves to produce images with an improved (decreased) maximum density V;

to achieve.

This SC involves known compounds, for example compounds from the hydroquinone ί · ^;

Type as disclosed in Japanese Patent Publication No. 12 250/1976, U.S. Patents 2,728,659 and 2,816,028

wrote, and so-called couplers that react with the oxidized products of developer compounds from i _;

primary aromatic amine type can undergo a coupler reaction, as described in US Pat. No. 2,474,293. ^: ·

wrote. However, any compounds can be used as SC as long as they are with oxidized y-

Silver halide developing compounds react and thereby a conversion of the oxidized agent with |;

a dye image-forming substance. From the standpoint of effective use of the S

Over halide developing agent or from the standpoint of reducing loss in developing pl

The availability of the lower layer, based on the upper layers, is the reaction ji;

of these compounds with the oxidized silver halide developing agent, as mentioned above, by a | 3j

Reaction which causes the oxidized agent to be converted back to its original reducing form

ken (such a reaction is usually as regeneration of the silver halide developing agent ||

known). When a silver halide developing agent such as Hydro- ρ

quinone, phenidone or catechol, is used, including the use of a color developer φ

A compound of the so-called primary aromatic amine type, such as p-phenylenediamine, SC is useful as ||

Compound that undergoes an oxidation-reduction reaction with the oxidized silver halide developer

enters into a bond and thereby the oxidized agent reverts back to its original form. ig

The object of the invention was therefore to provide the photographic recording materials for color diffusion j

to further develop the transmission method with the structure mentioned at the beginning in such a way that to achieve: S

an advantageous color separation and an increased dye image density, the excess oxidized silver halide developing agent ai formed after development thereof. ^r effectively removed from it.

It has now been found that this object can be achieved according to the invention in that a Pholographic recording material for the color diffusion transfer process with the aforementioned In addition, a compound is incorporated into the structure, which can be split off by an alkaline solution Group is deactivated and only excess after exposure to the alkaline developer solution scavenges oxidized silver halide developing agent (this compound is described below for convenience with the abbreviation »SCP«). This compound SCP is able to undergo hydrolysis alkaline conditions (i.e. during development) to form a non-diffusible compound SC, scavenge the excess oxidized super halide developing agent.

The invention therefore provides a photographic recording material for the color diffusion transfer process with the structure mentioned at the beginning, which is characterized in that the light-sensitive part additionally contains a compound which can be split off by an alkaline solution Group is deactivated (connection SCP) and only after exposure to the alkaline developer solution (i.e. after transition to compound SC) excess oxidized silver halide developing agent abllingt.

With the photographic material for the color diffusion transfer process of the present invention it is possible to have a favorable one at a very early stage after taking a picture Multicolor image with excellent color separation, high maximum color density and to produce a low minimum color density regardless of the developing temperature used, that can be viewed directly. In this context it should be noted that the Function and action of the compound SCP used according to the invention have not yet been given in all details is clarified.

Compounds which can be used according to the invention as SCP can be readily identified by the person skilled in the art can be determined using simple test procedures. For example, there is a suitable test procedure therein, a solution of the compound under investigation (SCP) in a water-miscible organic solvents such as dioxane with an aqueous alkali solution to a pH of 9 or higher adjust and then observe the resulting solution to see a change in the light absorption spectrum ascertain. This change can then be used to assess whether the connection under investigation (SCP) may or may not be converted back to SC by hydrolysis.

According to the invention, all connections that meet the above-mentioned condition can be used as SCP. These are preferably those compounds which, after a limited period of time, has elapsed Hydrolyzed time after their contact with an alkali solution. The time required for this can be set in Depending on the method used and depending on the method used to disperse the compound SCP of the silver halide emulsions used in the manufacture of the photographic recording materials and developer compositions vary widely. Particularly good results are obtained when using connections SCP with a half-life of about iO see to about 7 minutes, preferably from 20 s to 3.5 min.

Such compounds can be determined, for example, by the following methods: A mixture from 7 parts by volume of a solution of the compound SCP in dioxane and 3 parts by volume of a buffer solution at pH 12.5, stir rapidly and measure the mixture using a fast scanning spectrophotometer observed to detect a change in spectrum. This gives the half-life of the hydrolysis reaction of the SCP to SC at room temperature.

Since the change in the spectrum with time varies depending on the type of compound SCP and it is difficult to precisely define the half-life of SCP, the values for the half-life in the above method suitably represent the time required until the Residual SCP concentration has reached half of its original concentration. A compound SCP which is preferred according to the invention is one of the formula S'-A ¹ or A ² -S ² -A \ where S ¹ and S ² individually each represent a nondiffusible remover residue (SC residue) and A ¹ , A ^: and A 'are each bonded directly to the oxygen or nitrogen atom of the remover residue so that they deactivate the remover residue and form a nondiffusible remover for the excess oxidized silver halide developing agent upon hydrolysis under alkaline conditions. The compounds SCP of the formula given above which can be used according to the invention are in particular those which can each form 1 mol of a nondiffusible removal agent (SC) for the excess oxidized silver halide developer compound per mole of SCP.

In the above formula S'-A ¹ , S ¹ preferably represents a group of the formula

N-, Z ² C-O-, or Z ³ C-N

wherein Z ^{1 represents} the nonmetal atoms which are required to complete a 5- or o-membered heterocyclic ring together with the nitrogen atom, and wherein Z ² and Z ³ individually each represent the nonmetal atoms which are required to combine with the carbon atom to form a 5 - or 6-membered carbocyclic or heterocyclic ring to complete.
In the above formula A ² -S ² -A ', S ² preferably represents a group of the formula

\
c— O-, - 0 - 29 08 874 , -z \ , / ' c f C - N or "-Z ⁵ " V

O - CC - O -, - O - C t CN or N - C CN

"-ζ ⁹ "

wherein Z ^{4 represents} the non-metal atoms required to complete a 5- or 6-membered carbocyclic ring ^{together with Z 5 and the carbon atom, wherein Z 6 represents} the non-metal atoms required to combine with Z ⁷ and the carbon atom to form a 5th - or 6-membered carbocyclic ring, and wherein Z ^{8 represents} the non-metal atoms necessary to complete a 5- or 6-membered carbocyclic ring ^{together with Z 9 and the carbon atom, but with Z 5} , Z ⁷ and Z 'individually each can be a single bond.
Specific compounds for the SCP which can be used according to the invention are those which, under alkaline conditions, can in each case form SC, which, for example, can enter into an oxidation-reduction reaction or a coupling reaction with an oxidized silver halide developer compound:

(A) SCP, which can form SC under alkaline conditions, that with an oxidized silver halide developing agent may enter into an oxidation-reduction reaction includes, for example, the following specified. Links:

(A) - (i / compounds capable of forming hydroquinone-type SC;

(A) - (2) compounds capable of forming 3-pyrazolidone-type SC;

(A) - (3) compounds capable of forming p-aminophenol-type SC;

(A) - (4) compounds capable of forming SC of the o-aminophenol type;

25 (A) - (5) compounds capable of forming p-phenylenediamine type SC;

(A) - (6) compounds capable of forming 3-aminoindole-type SC;

(A) - (7) compounds capable of forming hydroxylamine-type SC;

(A) - (8) compounds capable of forming 4-amino-2-pyrazolin-5-one type SC;

(A) - (9) Compounds which can form 2-aminocyclopentanone-type SC.

(B) SCP, which can form SC under alkaline conditions, which undergoes a coupling reaction with an oxidized Silver halide developer compound may include, for example, the following compounds include:

35 (B) - (I) compounds capable of forming 1-naphthol-type SC; (B) - (2) compounds capable of forming 2-pyrazoline-type SC; (B) -O) Compounds capable of forming cyclic ketone type SC.

The SCP used according to the invention is explained in more detail below.

The above-mentioned compounds which can form hydroquinone-type SC are those of the following given general formulas [(AHl) - (U] and [(A) - (I) - (2)]:

OA ₁

ι I
45 \ - / \

AT ^(R) '[(AHlHl)]

2 j

OA ₂

wherein A, and A ₂ individually each represent a hydrogen atom or a group which can be removed by hydrolysis, provided that A, and A _{2 are not} both simultaneously hydrogen atoms, R, R, and R ₂ individually each represent a hydrogen or chlorine atom or a sulfonic acid group or a salt thereof, a carboxyl group or a salt thereof, an alkyl, alkenyl, aryl, amino, alkoxy, aryloxy, alkylsulfonyl, alkanamido, arylamido, alkylsulfonamido, arylsulfonamido, alkylsulfamoyl , Arylsulfamoyl, alkylcarbamoyl, arylcarbamoyl and heterocyclic groups, which groups, with the exception of the sulfonic acid group or its salt and the carboxyl group or its salt, can each have a substituent, where R, R ₁ and R ₃ individually or together represent the SCP and make the SC resulting from the SCP non-diffusible under alkaline conditions, the SCP _{corresponding to the general formula A 1} - (I) and the sum of the number of carbon atoms of R, E ₁ and R ₂ 12 or more, preferably. 12 to 36; R, can also form _{a condensed ring together with R 2} and together with the benzene ring, for example a naphthalene, quinoline, tetrahydronaphthalene, l ^ -Methano-l ^^^ - tetrahydronaphthalene or similar ring,
/, is an integer from 1 to 6, where, when /, represents an integer from 2 to 6, the radicals R are the same

65 or different from each other.

The groups represented by A ₁ and A ₂ which are removed in the hydrolysis can be selected from groups which are already known to be able to be removed in the hydrolysis, and typical groups thus defined preferably include those of the general formula

in the L ,, a carbonyl group (- CO) or a sulfonyl group (-SO ₂ -),

L ₁ -O-, -COO- (with the proviso that the carbon atom is bonded _{to L 0) or}

- N -

Y ₁ and Y ₂ individually each represent a hydrogen atom, an alkyl, alkenyl, cycloalkyl, aryl or heterocyclic group, it being possible for these groups to have a substituent, and

, -;, the value 0 or the integer 1, with the proviso that when L _{0 represents} a sulfonyl group, m _; has the value 0 and Y | does not represent a hydrogen atom.

When L ₀ and m _{x represent} a carbonyl group or the value 0 and when L ₀ , m 1 and L _{1 represent} a carbonyl group, the value 1 or -O-, Y is not a hydrogen atom.

The alkyl and alkenyl groups each represented by Y ₁ or Y ₂ are preferably those having 1 to 20 carbon atoms. In addition, any groups can be selected as substituents for the alkyl, alkenyl, cycloalkyl, aryl and heterocyclic groups represented by Y ₁ and Y ₂ , respectively, these substituents preferably including a halogen atom and hydroxyl, carboxyl , Sulfonic acid, phenoxy, nitro, cyano, sulfamoyl and sulfonamido groups and the like, the carboxyl or sulfonic acid groups also including their salts.

In addition, the compounds of the general formula A _r (i) can have a structure of the bis type in which both radicals are connected to one another _{via R. A or A 2;}

[(AH 1M2)]

OH

where Z, the non-metal atoms necessary to complete a 2,3-dihydrofuran, 2H-pyran or 3,4-dihyiiro-2H-pyran ring required are,

R;, R ₄ and R ₅ individually each have the same radicals as have been defined above for R, R, and R _:

I _{2 is} an integer from 1 to 5, where, when I _{2 is} an integer from 2 to 5, the radicals R; may be the same or different from one another.

In addition, R ₄ together with R ₅ and together with the benzene ring can form a condensed ring (for example a naphthalene, quinoline or tetrahydronaphthalene ring).

R "R, and R ₅ , individually or together, make the SCP and the SCP resulting from the SCP non-diffusible under alkaline conditions, the SCP being represented by the general formula (A) - (1) - (2), where the sum of the number of carbon atoms of R ₃ , R ₁ and R _{5 is} preferably 12 or more, in particular 12 to 36.

The above-mentioned compounds which SC of the 3-pyrazolidone type can form are preferably around those of the general formulas (A) - (2) - (l) and (A) - (2) - (2):

20th

R ₈ -

R ₇ N

NA ₃

KAH2HD]

and

Ri-

-O — A ₃ "

[(AM2H2)]

r; n

R ₆

wherein A ₃ and A ₃ individually each represent the same group which can be removed upon hydrolysis as above

for A _{1 is} defined, R ₆ and R ₅ individually each represent an alkyl or aryl group and

R ₇ , R ₇ , R ₈ , Rg, R ₉ and R ^ individually each represent a hydrogen atom or an alkyl group, these alkyl and aryl groups each having a substituent, such as. B. may have a halogen atom or a hydroxyl, alkyl, carbamoyl, sulfonic acid, aryl or acyl group.

R ₆ , R- and R ₈ and R ₆ , R ₇ and R ₈ individually or together make the SCP and the SCP resulting from the SCP non-diffusible under alkaline conditions, the SCP of the general formula (A) - (2) - (l) or (AM2M2) corresponds to and the sum of the number of carbon atoms of R ₆ , R- and R _x

ίο or R ₆ , R ₇ and R _8, preferably 12 or more, in particular 12 to 36, is.

The above-mentioned compounds which can form p-aminophenol-type SC are preferred soiche the general formula:

15 ^Ru

QA ₄

Rm I Ru

20 N.

/ \ R »Rh

wherein A _{4 has} the same meanings as have been given above for A ₃ ,

R | _{0 represents} a hydrogen atom, an alkyl, alkenyl, aryl, cycloalkyl, heterocyclic group or a group of the formula -CO (L ₂ ) ^ - Y ₃ (wherein L ₂ , m ₂ and Y ₃ individually each have the same meanings as they have been given above for L ₁ , / W | and Y)),

R _{11 represents} a hydrogen atom or an alkyl, alkenyl, aryl, cycloalkyl or heterocyclic group, the alkyl, alkenyl, aryl, cycloalkyl and heterocyclic groups represented by R ₁₀ and R 1, respectively may have a substituent, such as a hydroxyl, sulfonic acid, carboxyl, acyl or alkoxy group,

Ri ₂ , R ₁₃ , R | ₄ and R ₁₅ individually each mean the same atoms or groups as defined above for R.
R ₁₀ together with R _{n can form} a 5- or 6-membered heterocyclic ring (e.g. a morpholine, piperidine, piperazine or pyrrolidine ring or a phthalimide ring with at least one carboxyl group or a salt thereof and a sulfonic acid group or a salt thereof) and R ₁₀ , together with R ₁₄ and R ₁ , together with R _{15 can form} a condensed ring (e.g. an i ^ / J-tetrahydroquinoline-, indoiin-

or benzothiazoline ring).

R ₁₃ can together with R _u and together with the benzene ring form a condensed ring (e.g. a

40 naphthalene, quinoline or tetrahydronaphthalene ring).

/ ₃ represents an integer from 1 to 5 and when I _{3 represents} an integer from 2 to 5, the radicals R _{12 can be} identical to or different from one another.

The alkyl, alkenyl, aryl, cycloalkyl or heterocyclic groups represented by R ₁₀ , R _n , R _{! 2} , R ₁₃ , R ₁₄ and R ₁₅ can, individually or together, be the SCP and the SC resulting from the SCP under alkatic Make conditions non-diffusible, the SCP being one of the general formula [(A) - (3) J, where the sum of the number of carbon atoms represented by R ₁₀ , R _n , R ₁ , R ₁₃ , R | 4 and R ₁₅ represented alkyl, alkenyl, aryl, cycloalkyl or heterocyclic groups is 12 or more, preferably 12 to 36.
The above-mentioned compounds which can form an o-aminophenyl type SC are preferred

50 of the general formula

O - A ₅

aa \ "

R ₁₉ IR ₁₇

60 where A _{5 has} the same meanings as indicated _{above for door A 3,}

R ₁₆ and R _{17 have} the same meanings as have been given above for R ₁ , or R _n ,

R ₁₇ , R | ₈ , R ₁₉ and R ₂₀ individually each have the same meanings as given above for R

are,

where R '| ₇ together with R, ₈ as well as R, ₈ together with R, ₄ or R _1. , Together with R _{20, can form} a condensed ring (eg a naphthalene, quinoline or tetrahydronaphthalene ring).

The alkyl, alkenyl, aryl, cycloalkyl or heterocyclic groups represented by R, ₆ , R ₁₇ , R _'17 , R ₁₈ , R, _g and R ₂₀ can individually or together form the SCP and the SCP resulting from the SCP make non-diffusible under alkaline conditions, whereby the SCP is one of the general

10

Formula [(A) - (4) j, where the sum of the number of carbon atoms of the alkyl, alkenyl, aryl represented _{by R) 6} , R _n , R _'17 , R ₁₈ , R _1. , And R ₂₀ -, cycloalkyl or heterocyclic groups, preferably 12 or more, in particular 12 to 36, is.

The above-mentioned compounds which can form a SC of the p-phenylenediamine type are are preferably those of the general formula

R21 R22

10

^ 26 R-27

R.I3 R24

where R ₂ and R ₂₃ individually each have the same meanings as have been given above for R ₁₀ and where 2.T ₂ and R ₂₄ individually each have the same meanings as have been given above for R _n , ικ » «/ In which also R _3! together with R ₂₂ and R _n together with R _{54 in} each case a 5- or 6-membered heterocyclic ring (for example a morpholine, piperidine, piperazine or pyrrolidine ring or a phthalimide ring with at least one carboxyl group or a salt thereof or a sulfonic acid group or a salt of which) can form.

It is essential that at least one of the radicals R ₂₁ and R _{23 is} a -CO- (L ₃ ) / n ₃ -Y ₄ group (in which L ₁ , m _} and Y _{4 are} each as described above for L ₂ , m ₂ or Y _{3 have} given meanings) or that at least one of the above-mentioned cooperative combinations between R ₂ and R ₂₂ and between R ₂₃ and R _{24 form} a phthalimide ring with at least one carboxyl group or a salt thereof and a sulfonic acid group or a salt thereof.

R _25, R, _{' "2} R 7 and R ₂₈ are each as defined above for R have the same meanings.

R ₂₃ together with R ₂₆ and R ₂₄ can together with R _{27 in} each case form a condensed ring (for example a 1,2,3,4-tetrahydroquinoline, indoline or benzothiazoline ring).

R ₂₅ together with R ₂₆ can form a condensed ring (eg a naphthalene, quinoline or tetrahydronaphthalene ring).

/ ₄ represents an integer from 1 to T and when / _{4 represents} an integer from 2 to 5, the radicals R> _{s can be} identical to or different from one another.

The alkyl, alkenyl, aryl, cycloalkyl, or heterocyclic groups represented by R ₂ | or R ₂₃ , R ₂₂ , R ₂₄ , R ₂₅ , R ₂ ,,, R ₂₇ and R ₂₈ can individually or together make the SCP and the SCP resulting from the SCP non-diffusible under alkaline conditions, the SCP is represented by the general formula A ₅ , and the sum of the number of carbon atoms of the alkyl, alkenyl, aryl, cycloalkyl or heterocyclic groups represented by R, or R ₂₃ , R ₂₂ , R ₂₄ , R ₂₅ , R ₂₆ , R ₂₇ and R ₂₈ are preferably 12 or more, especially 12 to 36.

The above-mentioned compounds which can form 3-aminoindole-type SC are preferably those the general formula

15th 20th 25th 30th 35

45

NHCO (U ₁₁₄ -Y ₅

where L ₁ , Y ₅ and / ?; _{4 have} the meanings given above for L ₂ , Y ₃ and m _3,

R,., A hydrogen atom or an alkyl-. Aryl or heterocyclic group, these being alkyl, aryl and heterocyclic groups can have a substituent,

R _{10 is} a hydrogen or halogen atom or a hydroxyl, cyano, amino, alkyl, aryl, alkylcarbamoyl, arylcarbamoyl, alkanamido or arylamido group, these being amino, alkyl, aryl, alkylcarbamoyl, arylcarbamoyl -, alkanamido and arylaniido groups can have a substituent, mean
R ₁ J has the same meanings as given above for R and / _{5 represents} an integer from 1 to 4, where, when / _{5 represents} an integer from 2 to 4, the radicals R ₃ can be identical to or different from one another .

Rj. ,, R »i and R ₃ | individually or together make the SCP and the SC resulting from the SCP non-diffusible under alkaline conditions, the SCP being one of the formula | (A) - (6) | is, where the sum of the number of carbon atoms of R ₂ ^, R ₃₀ and R _{} [} preferably 12 or more, in particular 12 to 36, is.

50 55

65

The above-mentioned compounds which can form 1-naphthol type SC are preferably those of the general formula [(B) - (I) - (I)] or [(B) - (l) - (2)]:

QA ₆

CON

[(BKl) - (I)]

wherein A ₆ denotes the same group removable on hydrolysis as given above for A

is,

R ₃₂ and R ₃₃ individually denote a hydrogen atom or an alkyl or aryl group, it being possible for these alkyl and aryl groups to have a substituent.

In addition, R ₃₂ together with R _{33 can form} a 5-membered heterocyclic ring (for example an imide ring).

Rvi represents an atom or a group that is involved in the coupling of the compound of the general formula [(B) - (I) - (I)] with an oxidized primary aromatic amine developing agent can (e.g. hydrogen or chlorine, a sulfonic acid group or a salt thereof, an aryloxy, carboxyaryloxy or arylazo group).

R ₃₂ and R ₃₃ can individually or together make the SCP and the SC resulting from the SCP non-diffusible under alkaline conditions, the SCF being one of the general formula [(B) - (I) - (I)] acts, where the sum of the number of carbon atoms of R ₃₂ and R _{33 is} preferably 12 or more, in particular 12 to 36;

O NR ₁

R36

wherein R _{35 is} an alkyl group which may have a substituent, R _{36 has} the same meanings as given above for R ₃₄ .

R ₃₅ makes the SCP and the SCP resulting from the SCP non-diffusible under alkaline conditions, the SCP being one of the general formula (B) - (1) - (2)], where the total number of carbon atoms of R _{35 is} preferably 12 or more, in particular 12 to 36.

The above-mentioned compounds which can form SC of the 2-PyrazoIin-5-one type are to those of the general formula [(B) - (2) - (l)], [(B) - (2) - (2)] or [(B) - (2) - (3)]:

wherein A ₇ and Λ _Η individually each have the same meanings as given above for A ₃ ,
R _1A , Ria and R "" individually each denote an alkyl, aryl, alkanamido, arylamido, anilino, alkylthio, alkylsulfinyl or alkylsulfonyl group, these groups being able to have a substituent, R ₁₇ and Ri ₇ individually each mean an aryl, alkyl or cycloalkyl group, it being possible for these aryl, alkyl and cycloalkyl groups to have a substituent,

R ₁ ,,, R ',., And Rj', individually each represent the same atom or the same group as defined above for R ₃₄ ,

Zi denote the non-metal atoms required to complete an oxazolidine, tetrahydro-1,3-oxazine or 4,5-benzodihydro-1,3-oxazine ring,
R _{40 has} the same meanings as given above for R and

/., represents an integer from 1 to 4, and when / ₆ denotes an integer from 2 to 4, the radicals R ₄ ,, can be identical to or different from one another.

R ₁₇ and R ₃₈ , R'i7 and R ₃₈ as well as R ₃₈ and R ₄₀ can individually together make the SCP and the SC resulting from the SCP non-diffusible under alkaline conditions, the SCP being one of the general formula [(B) - (2) - (l)], [(B) - (2) - (2)] or [(B) - (2) - (3)] and preferably being the sum of the number of Carbon atoms of R ₃₇ and R ₃₈ , of R ₃₇ and R ₃₈ and of R ₃₈ and R ₄₀ individually in each case 12 or more, preferably 12 to 36.

The above-mentioned compounds which can form cyclic ketone type SC are preferred those of the general formula

where A ,, has the same meanings as given above for A ₃ , K _{1 has} the same meanings as given above for R ₁₄ , Z ₃ which is used to complete a 5- or 6-membered carbocyclic ring (for example a cyclopentene, cyclohexene , Cycloheptene, 1,3-cyclopentadiene, indene or 1,2-dihydronnphthulin ring) is the required non-metal atoms, R _{42 has} the same meanings as given above for R, and / _{7 is} an integer from 1 to 6, where, when I _{1 represents} an integer from 2 to 6, the radicals R _{42 can be} identical to or different from one another.

üie radicals R ₄₂ , individually or together, make the SCP and the SCP resulting from the SCP non-diffusible under alkaline conditions, the SCP being one of the general formula [(B) - (3)], and where the Total number of carbon atoms of R ₄ ; preferably 12 or more, in particular from 2 to 36.

Typical examples of the compounds SCP used according to the invention are given below.

Compounds that can form hydroquinone-type SC:

SCP- (I)

OCOCHj

C ₈ H ₁₇ (O

SPC42)

OCOO

(sec) C ₈ H _I7

Cl

SCP- (3)

OCOCH

"^ - Ci ₈ Hj7 (sec)

KO ₃ S-

OCOCHj

SCP <4)

OCOCOOC ₂ H ₅

^ jC ₁₈ H ₃₇ (SeC) OH

SCP- (5)

C ₂ H ₅

/ OCON

C ₂ H ₅

30 S / " ^C " ^H »

C ₂ H ₅ OCON ³⁵ C ₂ H ₅

SCP- (6)

OCOCFj

(OCH ₁₇

OCOCFj

Cl

⁶⁰ SCP- <8)

OCOCCb CuH ₂₅ -TV- CnH ₂₅

OCOCCb

14th

SCP- (9)

OCO- ■ <? ' ^^ NO ₂ 10

SCP- (IO)

OCOCCb

Cl I Cl

Vy T

OCOCCb 15

SCP- <11)

SCP- (12)

CF ₃ COO

CH - C10H21 25 30

40 45

SC P- (13)

C ₁₈ H ₃₇

C-CH ₂ SO ₃ Na 50

55

SCP- (14)

CnHB (sec) 60 65

15th

SCP- (15)

OH

(sec) C 1.H ₃₇

CH ₃
C-CH ₂ SO ₃ Na

CH ₃ OCOCH ₃

SCP- (16)

KO ₃ S

C ₁₆ H ₃₃

SCP- (H)

SO ₃ Na

CONH (CH ₃ ):

OCOCH ₃ SO ₃ Na

(CHj) ₂ NHCO-

OCOCH ₃

O— € V-CsH _n (I)

35 SCP- (18) OCOCH ₃ Λ Pc «, 40 (sec) C "H ₃ SO ₃ K OCOCH ₃ 45 OCOCjHs SCP- (19)

KO ₃ S

OCOCjHs

SCP {20)

0C0- <V-OCH ₃

SCP- (21)

CH ₃ O (CH ₂ ) I.

SCiH22)

OCOCF ₃ J

OCOCF ₃ J

(CH ₂ ) uOCH ₃

OCOCFj

cH ₂ CH = C- (CH ₂ ) ZCH = C-CHj

OCOCF ₃

SCP- (23) OCOCCb

CH ₃

CH ₁₇ ChCHCOO

SCP- (25)

CF ₃ COO

CI0H2I

CioH ₂ i

CF3COO

SCP- <26)

CH ₃ O

OCOCCl ₃

CH ₃

OCH ₃

OCOCCb

Cl OCOCHCh

OCOCHCb

15th 20th 25th 30th 35 40 45

50

55

60

65

17th

SCP {27)

CF ₃ CF ₂ COO

CH ₃ CH ₂ NHCuH ₂₅

CH ₃ CH ₃

CF ₃ CF ₂ COO

SCP <28)

OCOCF ₃

OCOCF ₃

SCP <29) /

NHCO

- C -CH ₂

CF ₃ COO

SO ₃ K

OCOCF ₃

CH ₂ CONH (CHz) ₂ NH--

SCP- (30)

-CH ₂ -CH-CH CH

COOH COOH

OCOC ₂ H ₅

SCP- (31)

C ₂ H ₅ OCOCOO

-CH ₂ -CH-CH ₂ -CH

OCOCOOC _{2 HY}

SCIH32)

CH ₃ OCH ₂ COO

-CwH ₃₇ (SeC) HO ₃ S-

CH ₃ OCH ₂ COO

SCP- <35)

NO ₂ - ^ f> -OCOO

i] C ₈ H ₁₇

10

SCP <33)

CH ₃ COO 15

CH ₃ COO

SCP <34) ₂₅

OCOCOOC ₂ Ki

Λ- C ₈ H ₁₇ (I)
(I) C ₈ H ₁₇ -L ) 30

OCOCUOC ₂ K ₅ 35 40 45

SCPK36)

CF ₃ COO 50

CF ₃ COO

19th

60 65

SCP <38)

CbCCOO

Ci ₂ H ₂₅ -I ^ V- Ci ₂ H ₂₅

₁₀ CbCCOO

-SCP- (39)

OH

-CuH ₃₇ (SeC)

20 C ₂ H ₅ OCOCOO

SCP- (40)

35 SCP <41) OCOCF ₃ 40 0 ^ y-NHCH ₃₇
T 45 OCOCF ₃ SCP- (42) 50 C ₂ H ₅ OCOCOO
I NHC ₁₈ H ₃₇

55 I CH ₃

C ₂ H ₅ OCOCOO

SCP- (43)

NO ₂ - <f> -0C00

20th

\ z

Ot>

Of

JDODO

¹ IDHDODO

O) ¹¹ H ⁵ D

¹ IDHDODO

^E HDODO

H ^E OS

"H ⁹¹ DHDODHnVHD) HNOD-LA ^

^£ HD0D0

^C HD— \ _ / - ^: ° ^so

rfS — S ^f 0M

(D3S) "H ⁸¹ 3- \ y

^£ 0S0

Sl

OI

ID

(SfrhIDS

^C JDODO

> -0 ^ HD) HNOD
(I) ¹¹ H ⁵ D ^C JDODO

H8 80 61

SCP- (50)

C ₁₈ H

SCP- (51)

OH

OH

SCP- {52)

Compounds that can form 3-pyrazolidone-type SC: 40 SCP- (53)

r °

N-COCH ₂ Cl

r X,

CONH (CHj) ₄ O- <VC ₅ Hn (I)

C ₅ H ₁₁ (O

55 SCP <54)

CH ₃

UP ₂ -

r °

N-COCHCb

CuH ₂ S

22nd

SCP- (55)

C17H3

CH ₃

N-COO-

SCP- {56) C17H35-

-OCOCH ₃

SO ₃ H

SCP- <57)

CH ₃

UP ₂ -

-OCOCF ₃

\ κ

ΓΙ

LJ C ₅ H ₁₁ (I)

CONH (CHj) ₄ O ^ / VC ₅ H _n (I)

Compounds that can form SC of the p-aminophenol type: SCP- (58) NH ₂

SCP- (59) NHCOCCl ₃

10 15 20 25 30 35 40 45

50

55

60

65

23

SCP- <60)

NHCH ₃

OCO- <> -N0 ₂

SCP <61)

CsH ₁₁ (O

NHCH ₂ CH ₂ OH Λ- OC ₁₅ H ₃₁

OCH ₂ CONH

OCOO

Cl

SCP <62)

NHCH ₂ COOH

\ / \ y- CONH (CH ₂ J ₄ O OCOCH ₃

C ₅ H ₁₁ (O /

SCP- <63)

OCO C Cl ₃ C ₅ H ₁₁ (I)

A-NHCOCHO- ^

C ₁₅ H ₃₁ -L )

Y ^ C ₂ H ₅

NHCOCCb

C ₅ H ₁₁ (O

SCP- <64)

Il

OC

COOH

COOH

COOH

OC ₁₇ H ₃₅

O = T I = O

HOOC COOH

24

SCP- (65)

OCOCCl ₃

NHCOCCl ₃

CllHl

Compounds that can form SC of the o-aminophenol type:

SCP- (67)

H ₃ C

OCOCF ₃

NHCOCF ₃

SCP- (68)

OC ₁₆ H ₃₃

OCOCCl ₃

NHCOCCl ₃

SCPK69)

NHCOO - <^ ^^ Cl

OCOO-

SO ₂ C ₈ H ₃₇

15th 20th 25th 30th

40 45 50

55

60 65

25th

SCP <70)

CF ₃ COO COCF ₃

OCi ₁ H ₃₇

Compounds that can form SC of the p-phenylenediamine type: SCPf72)

HOOC COOH

HOOC

COOH

SCP- (73)

SCP- (74)

C ₁₀ H ₂₁ (CHj) ₂ NHCOCH ₃

- <f \ - NHCOO CoH ₂ I

SO ₃ H

COOH

SCP-K75)

NHCOCF ₃

C ₁₈ H ₃₇ (sec)

C ₂ H ₅

SCP- <76)

SO ₃ H

O SO ₃ H 15 20

Compounds that can form 3-aminoindole-type SC: SCP- (77)

CH ₃

^ NHCOCF ₃

OC ₁₆ H ₃₃

SCP-C78)

NHCOCCl ₃

SCP- (79)

NHCOO-

CONHC ₁₈ H ₃₇

-Cl

SCP- <80) C ₁₆ H ₃₃ O

NHCOCF3 CONH (CH ₂ ) ₃ OCH ₃ 25 30 35 40 45 50 55 60 65

27

Other compounds which can form SC under alkaline conditions are those with an oxidized Si / berhalide developer compound enters into an oxidation-reduction reaction, are the following:

SCP- (81)

C ₁₅ H ₃₁ , n-NHCOCF ₃

\ A

N OCOCF ₃

SCP- {82)

C ₅ H _n (I)

20 NHCOCH ₂ O— <T y —C _s H _u (t)

Ll J-NHCOCF ₃ 25 ^ 'y ^

OCOCF ₃

SCP- (83)

³⁵ CF ₃ COO OCOCF ₃

SCP- (84)

40 NH V OCOOC ₂ H ₅ / OCOOC ₂ H ₅ SCP- (85) C ₂ H ₅ C ₅ H ₁₁ (I) C ₅ H ₁₁ (I) O 1 \ T
NHCOCH —0 - CF ₃ CO-O ι ι -O - 45 0 -COCF ₃ 50 55

SCP- (86)

C ₁₄ H ₃₃ - ^ VN- OCOCF ₃ COCF ₃

28

WHERE Ο / · +

SCP- (87)

C ₂ H ₅ OCC-ONH

Il Il ο ο

SCP- (88)

OC ₁₅ H ₃₁

C IgH

Compounds that can form 1-naphthol-type SC:

SCP- (89)

OCOCOOC ₄ H,

CONHCH ₃₇

SCP- (90)

OCOCOOC ₂ H ₅ ^ V ⁷ V-CONHC ₁₆ H ₃₃

SCP-i9i)

OCOCOOC ₂ Hs

C ON H (C Hj) ₄ O

C ₅ H ₁₁ (I)

C ₅ H ₁₁ (I)

SCP- <92)

OCOCOOC ₄ H,

C ONH (C Hj) ₄ O

C ₅ H ₁₁ (I)

C ₅ H _n (I)

SCP493)

OCOCOOCjH ₅

CONHCuHj ₅ 10

25th

35

40 • 45

55 60 65

29

uo o / t

SCP- (94)

OCOCOOC ₄ H, ^ wCONHC ₁₂ H ₂₅

SCP- (95)

Cl

OCOCOOC ₂ H ₅

CONHC ₁₂ H ₂₅

SCP- (97)
OCOCOOC ₄ H ₉

CONHC ,, H ₃₃

OCOCOOC ₂ H ₅ / ^ \ "^ V-CONHCgH ₃₇

SCP- (98)

50 55

OCOCOOC ₂ H ₅ / \ ^/ \ —CONHC ₁₈ H ₃₅ W,)

SCP- (99)

Cl

OCOCOOC ₂ H ₅

CONH (CH ₂ ) ₄ O

60 SCP- (IOO) 65

CONHCuH _{2 y}

30th

SCP- (IOl)

CONHC ₁₈ H ₃₇

SO ₃ H

SC P- (102)

COCH ₃ 0

V-CONHC ₁₂ H ₂₅

SO ₃ H

SCP- (103)

f N | \ -CONHCH ₂ CH ₂ NHCOCHC ₁₆ H ₃₃

SO ₃ H

SCP- (104)

CH ₃

20th 25th 30th

40 45

50

60

65

31

SCP- (IO- ⁷ )

15 SCP-U08)

OC ₁₂ H ₂₅

20th

OCOCOOCjHs

CONHC ₁₂ H ₂₅

SCP- (IlO)

25 SCP-U09)

JO 35 40 45 50 55 60 65

CONHC ₁₈ H ₃₇ SO ₃ Na

OCO- <ζ \

CONH ^^ VO- / VC ₄ H ₉ (I)

SO ₃ Na

SCP- (IIl)

OCOCOOC ₆ H ₁₃

SCP- (112)

OCOCjH ₅

CONH (CHj) ₂ NHCOCHC ₁₆ H ₃₃ SO ₃ H

32

SCP-U13)

CHj

OCO- / \ N

CONH

SO ₃ H

SCP- (IH)

CH3 C J

\ / OCOCH ₃ N

SCP- (115)

10 15th 20th 25th 30th

SCP- (116)

O NC ₁₂ H ₂₅

CCr

SO ₃ H

40 45

SCP- (IP)

50

SCP- (118)

60

65

Compounds that can form SC of the 2-pyrazolin-5-one type:

SCP- (119) -NHCOCH ₂ O - / ^ VC ₅ K ₁₁

J r

: ₇ h, 5Coo — I! ν C5H11

CH ₂ CH ₂ OCOC ₇ Hw

SCP- (120)

-CH ₂ COO- C ™

-NHCOCH ₂ O- / VC ₅ H ₁₁

C ₅ H ₁ ]

SCP- (121) -NHCOCH ₂ O

-OCH ₂ COO-I !. N

CH ₂ CH ₂ OCOCH ₂ O-

SCP- (122)

C ₅ H _n

OCH ₂ COO-

Cl-

₄₅ SCP- (123)

CH ₃ COO-II N

50 _N

Cl

Cl

Cl

SCP- (124) -NHCOCH ₂ O

CH ₂ CH ₂ OCOCH ₂ O

C ₅ H ₁₁

C ₅ H ₁₁

CCI3COO-

= S-C20H41

SCP- (125)

-SOC ₁₄ H ₂₉

CH ₃ COO- ^ N

Cl-1 ^ V-Cl

Cl

SCP- (126)

CFjCOO-

ei-r V-ci

Cl

SCP- (127)

CH ₃ COO-I N "

-Ci ₇ H ₃₅

COOH

SCP- (128)

CF ₃ COO-

-NHCO

NHCOCH ₂ O- ^ f

C ₅ H _n (I)

CH ₃

SCP- (130) ₅ CF ₃ COO-

NHCO

NHCOCHO C ₂ H ₅

C ₁₅ H ₃ I.

SCP- (Bl)

C ₂ H ₅ OCOCOO-

-NHCO

NHCOCH ₂ O

N I

Ci-r V-ci

C2H5 C15H31

Cl

³⁰ SCP- (132)

CH ₃ - <f> - SO ₂ CH ₂ CH ₂ COO -

NHCO- ^

^N NHCOCH ₂ O- ^ VC ₅ H ₁₁ (D.

C ₅ H ₁₁ (O

SCP- (133)

-NHCO

CH ₃ COO- ^ N

'n ^x

NHCOCHCh = CHC ₁₆ H ₃₃ L ₁ COOH

SCP- (134)

COO-

■ NHCOCHCH == CHC ₁₆ Hj N CH ₂ COOH

36

CHjOCH ₂ COO-

C ₁₇ H ₃

COOH

SCP- (I36)

CH ₃ -V-COO-

-NHCO

C ₅ H ₁₁ (I)

NHCOCH ₂ O ^ f

COOH

SCP- (137)

NH ₂ N-COOC ₂ H ₅

O N

SCP-U38)

SO2C16H33

NH ₂

O N

Y
SO2C16H33

SCP - (! 39>

Cl

-NH

ON ^x

NHCOCuH ₂₇

COCH3

SCP- (MO)

Cl

-NH

NHCOCi ₃ H ₂₇

O N

COO-

Cl-f 71-Cl

Y Cl

SCP- (Ml)

Cl

Ci-

-NH

O N

NHCOC, jHj ₇

COOC ₂ H ₅

^ci -fY ^cl

Cl

SCP-042)

NHCOC ₁₇ H ₃ S

ο N \

COO-

SCP- (143)

Cl

-NH

NHCOC ₁₅ H ₃ ,

O N

CO-38

SCP- (144)

Cl

-NH

ν '\

NHCOC ₁₃ H ₂₇
COOCH ₂ CCl ₃

Cl - / \ - Cl

Y Cl

SCIM145)

* V— COO-A N

Ci-Zv-Ci

Cl

NHCOCH ₂ O

C ₅ H ₁₁ (O

C ₅ H ₁₁ (I)

SCP- (146)

(CHj) ₂ CHCOO

NHCO

NHCOCH ₂ O

C ₅ H ₁₁ (I)

C ₅ H ₁₁ (I)

SCP- (147)

C17H3

Cl-f 1 -Cl V

Cl

-Ci ₇ Hr

Y
Cl

39

SCP- (148)

Cl

-NH

O N

cVyc, NHCOC ₁₃ H ₂₇ COO- <f ^ S- COOCH ₃

Cl

SCP-049)

Cl

NH

NHCOCjH ₂₇

COOC ₂ H ₅

CI- {' V-Ci

Cl

SCP- (ISO)

■ 1 ^ ·

O N

Cl NHCO (CH ₂ ) JO-COO- <f ^> - COOCH ₃

Cl

SCP- (ISl)

CF ₃ COO-

-NH

NHCOCHO- ^ f

C ₁₂ H ₂₆ (n)

40

SCP- (152)

Cl

-NH

CCljCOO— ^ N ν /

NHCOC ₁₅ HjI

SCP- (153)

Cl

-NH

> - OCOO- ^ N

NHCOCHO-

-OH

C ₄ H ₉

SC ¹ M154) CFjCOO-IN

OCH ₃

SCP- (155) Cl- / "V-OCOO-

-NHCONH

NHCOCjH ₂₇

-NHCONH

NHCOCjH ₂₇

SCP- (156)

GCIjCOO-

OCH ₃

-NHCONH C ₅ H ₁₁ (I)

N I

OCH ₃

41

SCP- (157)

5 C ₅ H ₁₁ - ^ f V-OCH ₂ COO-

C5H11

-NHCOCH ₂ O- / SC ₅ H ₁₁

C ₅ H _n

CH ₂ CH ₂ OCOCH ₂ O- «f ^) - C ₅ H _n

SCP- (158)

C ₄ H ₉ SO ₂ O-II N

SCP- (159)

SCP- (160)

CH ₃ -

NHCO

NHCOCH ₂ O

C ₅ H _n (I)

C ₅ H ₁₁ (I)

-NHCOCHO

C ₅ H _n (I)

-SO ₂ O- ^ N

'ν' C ₂ H ₅

C ₅ H ₁₁ (I)

42

SCP- (162)

-NHCO

NHCOCH ₂ O

O N

C ₅ H ₁₁ (O

C ₅ H _n (I)

SCP- (163) CH ₃ -

-CONHC ₁₁ H ₂₃

O N

SCP- (164)

T ₁ -CONHC ₁₅ H ₃₁

O N

SCP- (165)

NHCO

C ₅ H ₁₁ (O

0 N

NHCOCHO C ₂ H ₅

C ₅ H ₁₁ (I)

Compounds that can form SC of the cyclic ketone type: SCP-066)

OC ₁₅ H ₃₁

OCO-V \ -NO ₂

C ₁₂ H ₂₅ (O

OCOCCI ₃

SCP- (167)

43

SCP-068)

C ₂ H ₅ NHCOCHO- ^

C ₅ H _n (I)

C ₅ H _n (I)

OCOCHCl ₂

SCP- (169) C ₁₂ H ₂₅ -

SCP- (HO)

CnH ₃₅

OCOCF ₃

J-OCOCOOC ₂ H ₅

SCP- (Hl) C ιοΗ ₂

OCOCCI3

Cl

SCP- (172)

C ₇ iH ₃₅ -ρ

OCOCH ₃

50 Other compounds which, under alkaline conditions, can form SC, that with an oxidized Silver halide developing agent undergoes a coupling reaction, are the following:

SCP-073)

^5S CCl ₃ COO- / 'V- OCOCCl ₃

SCP- (174)

CF ₃ COO- ^ V-OCOCF ₃

NHCOC ₁₅ H ₃ ,

SCP- (175)

CONH

HN N

-C ₁₇ H

17-135

SO ₃ H

The above-mentioned SCP connections can be established by various methods. The SCP compounds of the general formulas [(A) - (I) - (I)], [(A) - (2) - (l)], [(A) - (2) - (2)], [ (A) -O)], [(A) - (4)], [(A) - (5)], [(A) - (6)], [(B) - (I) - (I) ], [(B) - (2) - (l)], [(B) - (2) - (2)] and [(B) -O)] can be prepared, for example, by reacting the corresponding SC compound · * · »! with acylating agents in the absence or in the presence of solvents which can be used either individually or in mixture, such as. B. benzene, toluene, nitrobenzene, nitromethart, dichloromethane, 1,2-dichloroethane, tetrahydrofuran, acetonitrile, pyridine, carbon tetrachloride, glacial acetic acid and xylene. Suitable acylating agents include, for example, acid halides of the formulas Y ₆ -CO-Xi, Y ₇ -O-CO-X ₂ , Y ₈ -O-CO-CO-X ₁ (wherein, Y ₆ , Y ₇ and Y ₈ are as described above for Y | have given meanings and X ₁ , X 2 and X ₃ individually each represent a halogen atom, preferably a chlorine or bromine atom), X ₂ -CO-Y ₉ -CO-X ₂ (in which Y _{0 is} an alkylene or arylene group and X ₂ is a halogen atom, preferably a chlorine atom, group) or Y, ₀ -SO ₂ Cl (wherein Y ₁₀ is as defined above for R), acid anhydrides of the general formula (Yn-CO) ₂ O (wherein Y _1, which has the meanings given above for Y), enol esters of the general formula

R44 R ₄ ] O

\ i Il

C = COCR ₄₆ R ₄₅

(where R _{43 is} a hydrogen atom or an alkyl, alkenyl or aryl group, R ₄₄ and R ₄₅ individually each are a hydrogen atom or an alkyl group and R _{46 is} an alkyl group) and carboxylic acids of the formula Υ,: (L ₅ ) ,,, - COOH (where Y ₁₂ , L ₅ and / n <have the _{meanings given above for Y 1} , L ₁ or / n). If the acylating agent used is an acid halide, it is preferably selected appropriately, for example from organic bases such as pyridine, piperidine, diethylamine, dimethylaniline and picoline, inorganic bases such as sodium hydroxide and potassium hydroxide, and aluminum halides such as aluminum chloride. If the acylating agent used is an acid anhydride or an enol ester, strong acids such as concentrated perchloric acid and sulfuric acid can be used, and if the acylating agent is a carboxylic acid, for example cyclohexylcarbodiimide, N-ethoxycarbonyl ^ - ethoxy-l ^ -dihydroquinoline and ö-chloro-lp-chlorobenzenesulfonyloxybenzotriazo! be used.

The SCP compounds that have groups that can be released during hydrolysis, such as /. B. Groups of the formula

30th

35

40 45 50

Y, 4 — N — C— or -CHN-Y ₁₅ -NHC-

wherein _Y,; and Y _{14 are defined} as given above for Y, or Y ₂ and in which Y ₁₃ is defined as given above for Y ₉ ) can be prepared, for example, by reacting a compound having a chlorocarbonyloxy group (this compound can be obtained by reacting SC with a hydroxyl group with phosgene) with an amine of the formula Y _n -NH-Y ₁₃ or H ₂ NY ₁₅ -NH ₂ .

The SCP compounds of the general formulas (A) - (1) - (2) and (B) - (2) - (3) can, for example can be made by taking an SC of the formula

55 60 65

(in which R ₄₈ , R ₄ ,,, R ₅₀ and / "have the meanings given _{above for R 4} , R ₅ , R ₁ or I _{2 and R 47 is} a group such as, for example, a methylene, ethylene or vinylene group) or the I ^; ormel

HO

COOH

(in which R ₅₂ , R ₅ , R ₅₄ and I _{9 have} the meanings given above for Rj ₈ , Rj ₉ , R ₄₀ or / ₆ and R _{5! is} a group such as, for example, a methylene, ethylene or o-phenylene group), preferably in the presence of an acid anhydride, such as fluorine acetic anhydride, is subjected to a dehydration ring closure.

The SCP compounds of the general formula (B) - (1) - (2) can be prepared, for example, by Implementation of SC of the general formula

-CONHR ₅₅

VAV

(in which R ₅₅ and R _{56 have} the meanings given above for Rj ₅ and R _36, respectively) with a halogenated one

30 formic acid ester (preferably ethyl chloroformate).

The SCP compounds of the general formula [(A) - (3)] or [(A) - (5)], in which R, "together with R _M , R ₃ | together with R ₂₂ and R _{; J} together with R ₂₄ individually each form a phthalimide ring with at least one carboxyl group or a salt thereof and a sulfonic acid group or a salt thereof, can be prepared, for example, by reacting a corresponding SC with an acid anhydride

35 formula

(wherein R _{57 represents} a carboxyl group or a salt thereof or a sulfonic acid group or a salt thereof and / _{I0 represents} an integer of 1 to 4, provided that when / _{10 represents} an integer of 2 to 4, the radicals R _{57 may be the} same or different), in a solvent such as glacial acetic acid

Among the various SCP connections mentioned above, some are the general ones Formulas [(B) - (I) - (I)], [(B) - (I) - (2)], [(B) - (2) - (l)] and i (B) - (2 ) - (2)] in Japanese Patent Publication 11 303/1967, Japanese Patent Laid-Open No. 31 738/1977, Research Disclosure No. 9940, U.S. Patents 3649 285, 28 65 748 and 25 75 182 and the US-Defensive-Publication 8 87 007 already known. However, these known compounds are used as couplers for forming dye images in the conventional photographic process which involves color development, producing dye images are formed by colored dyes resulting from the coupling between these couplers as a Dye image-forming substances incorporated in the silver halide emulsions, and

oxidized aromatic primary amine developing agents result.

As indicated above, on the other hand, according to the invention, the abovementioned compounds are used as precursors used for removing agents (cleaning additives), which oxidized the reaction between Silver halide developing agents and nondiffusible dye image forming substances impede. It is clear from this that the present invention in its objects and in their essential principles is fundamentally different from the prior art described above.

The non-diffusible dye image-forming substances of the above used according to the invention The general forms given in (i), (II) or (III) are simply abbreviated below for the sake of simplicity referred to as "DFM".

The DMF of the general formulas (I) and (II) are so-called diffusible ones Dye-releasing couplers (hereinafter referred to as "DDR couplers") which oxidized when coupled with

46

'"· Primary aromatic amine developer compounds diffusible dyes or precursors thereof free-

"Put > y <.

In the DDR coupler of the general formula (I), a dye or a precursor thereof diffuses the

% is bound to the coupling site as a result of the above-mentioned coupling reaction in an image receiving

|; layer into it so that a transferred dye image is formed thereon. If, on the other hand, the GDR coupler

Κ has general formula (II), a dye resulting from the above-mentioned coupling reaction diffuses

|| into an image-receiving layer to form a transferred dye image thereon.

;!; The DMF of the general formula (III) is what is known as a dye releasing agent

The redox compounds (hereinafter referred to as "DDR compounds") that operate under alkaline conditions

I) as a result of the oxidation-reduction reaction with oxidized products of silver halide developer

j | compounds (e.g. developer compounds from hydroquinone, pyrocatechol, 3-pyrazolidone, p-amino

j | phcnol and p-phenylenediamine type) release diffusible dyes or precursors thereof.

I] DYE in the general formulas (I) and (III) can be any diffusible dye groups which correspond to the

p the person skilled in the art is already known per se, e.g. such dye groups as azo, azomethine, indoaniline,

Ι] Indophenol, anthraquinone, azopyrazolone, alizalin, merocyanine, cyanine, indigoid and phthalocyanine

| j dyes. The precursors of the diffusible dyes can be leuco dyes (e.g. leuco dyes

substances in dye developers, as described in US Pat. No. 3,880,658) and dyes

|| of the shift type (e.g. dyes in which the absorption spectra before and after the alkali

§ move the action to a lighter colored side or a deeper colored side, e.g. B. Acyloxynaphthylazo-

larbstolie as described in Japanese Patent Application No. // 148/19/6, or dyes in which the absorption spectra changes to a lighter colored side after fixing on an image receiving layer or move a deeper color page). Particularly preferred examples of the rest

- (LINK) '- C .Z

BALL

of the DDR compounds of the general formula (III) are those of the general formulas

(purple) NHSO ₂ -

where Q is the non-metal atoms required to complete an o-membered aromatic ring represent (this 6-membered aromatic ring includes saturated or unsaturated condensed carbocyclic or heterocyclic rings containing at least one o-membered aromatic ring).

Preferred examples of the o-membered aromatic ring are benzene ring, naphthalene ring, Quinole ring, the tetralin ring and the like.

B denotes a halogen atom, a sulfo, carboxyl, alkyl, aryl, alkoxy, aryloxy, nitro, amino, cyano, Alkylamino, arylamino, alkylthio or heterocyclic group, such as a pyridyl group, directly is bonded to an o-membered aromatic ring formed by the above Q, or those about -CO-, -NH-,

R '

- N -

(where R 'is alkyl), alkylene (which may be branched, -O-, -S-, -SO ₂ -, or phenylene (which may be substituted by alkyl or the like), or any other group having any combination of these Includes groups, is bound to it.

A preferred group or a preferred atom which is represented by B includes, in particular, a hydrogen or halogen atom, a lower alkyl, lower alkoxy, lower acylamino group or a so-called ballast group which makes it non-diffusible under alkaline conditions, especially under the conditions of the presence of a hydroxide ion concentration of 10 ^-5 to 2 mol / l, wherein, in the DDR-compound of general formula (III) this Baiastgruppe preferably comprises, for example an alkyl, alkoxy, Arylox> -, amino, acylamino -, sulfonamido, ureido, alkoxycarbonyl, carbamoyl or sulfamoyl group (these groups can be replaced by alkyl, aryl, alkoxyalkyl, alkylaryl, alkylaryloxyalkyl, acylamidoalkyl, alkoxyaryl, aryloxyaryl or similar groups with 8 to 32 Carbon atoms can be further substituted).

D represents a group of the general formula -OR " ¹ or -NHR ¹²¹ , in which R ¹ " is preferably a hydrogen atom, but can also be a group which under the conditions of a hydroxide ion

Concentration of 1 (T ³ to 2 mol / l can be split off from the oxygen atom. This split-off group is preferably a group of the formula -CO-R ' ¹ ' or -CO-OR ¹ ", in which R ' ¹ ' is an alkyl group, preferably an alkyl group with 1 to 5 carbon atoms, ί B. -CH ,, -C ₂ H ₅ , -C, H ₇ (n), -C, H ,, (isc>) or -C ₅ H | ι (n ), and the alkyl groups which is substituted by one or more halogen atoms, for example -CH ₂ Cl, -CF ₃ and the like, are also preferred. R '"can also be a phenyl group, for example - C ,, II, - C ₆ H ₄ Cl, -C ₆ H ₄ CN, or the like.

R ' ² ' represents a hydrogen atom or an alkyl group, preferably an alkyl group having 1 to 22 carbon atoms, for example -CH ₃ , -C, H ₇ (n), -C | ₂ H _2S (n) and the like. R ' ^: ' may be a group which can be split off from the N nitrogen atom under the conditions of a hydroxide ion concentration of 10 ~ ^s to 2 mol / l, and this splittable group is are preferably -CO-, -CF ₃ , -CO-CHCI ?, -CO-CCl ₃ or the like.

χ represents the integer 1, 2 or 3, and when χ represents the number 2 or 3, the groups B may be the same as or different from each other. In addition, the sum of the number of carbon atoms of the alkyl groups in the R ' ²⁾ radical of -HNR' ² ', which is represented by D, and in the (B), - radical of the group of the general formula (Ha) is preferably about 8 up to about 32, in order to make the DRR compound of the general formula (III) ^{non-diffusible under alkaline conditions, in particular under the conditions of a hydroxide concentration of 1 (T 5} to 2 mol / l, in particular at least one of the radicals (B) ₁ preferably represents a ballast group having from about 8 to about 32 carbon atoms.
The DDR couplers of general formula (I) are, for example, in US Patents 32 27 550, / 38 described SU658 3 65 886 and 40 · 2) 503 and in British Patent Specifications 04364 and 9 904,365th

The DDR couplers of the general formula (II) are described, for example, in US Pat. No. 3,227,550, in

British Patent Nos. 904 364, 904 365 and 1038331 and Japanese Patent Publication

15 471/1970 described.

The DDR compounds of the general formula (III) are for example in US Patents 37 25 062, 36 98 897, 39 28 312, 39 93 638, 39 32 380, 39 32 38 i, 39 3 I 144, 39 29 760 , 39 42 987 and in French patent specification 22 84 140, in US patent gazette No. 3 51 673, in Research Disclosure No. 13 024 (1975) and 15 157 (1976) and in Japanese patent publication 8 827/1977, 104 343/1976, I 13 624/1976, 1 09 928/1976, 7 727/1977.
According to the present invention, the above objects can be achieved by incorporating the above SCP into a photosensitive member comprising the above DFM and a photosensitive silver halide emulsion layer made from a photosensitive silver halide emulsion. If the DFM used is a compound of the general formula (III), an SCP is preferably used to achieve the objects of the present invention, which can form SC on hydrolysis, which initiates a redox reaction with an oxidized silver halide developing agent under alkaline conditions.

35 can go.

It is particularly preferred according to the invention. Compounds of the general formula (I) or (II) as DMF and compounds of the general formula [(A) - (I) - (I)], [(B) - (I) - (I)], [(B) - (2) - (l)], [( B) - (2) - (2)] or [(B) - (3) j as SC "and also compounds of the general formula (III) (in particular DMF compounds of the general formula (III), which is a group of the general formula (IHa), (HIb), (IHd) or (HIe) as

40 rest

-iLINK) '- C _v Z)

> -X

⁴⁵ BALL

have) as DFM and compounds of the general formula [(A) - (I) - (I)] to be used as SCP. aside from that a particularly preferred embodiment of the invention is that the SCP connections of the general formula [(AM I) - (I)] can be used as SCP, even if DFM compounds have any Type can be used.

The place in the photosensitive element into which the SCP according to the invention is incorporated, and the amount in which the SCP is incorporated will vary in various ways depending on the Type of SCP, the speed or rate of the SCP to form SC under alkaline conditions, the type the DFM used, the type of silver halide developing agent used, the reactivity of the SC formed with an oxidized silver halide developing agent and the type of process to familiarize the SCP.

In the photosensitive element, the SCP is preferably incorporated into an intermediate layer, a protective layer, a layer containing DFM, a light reflection layer, an opacity layer or a filter layer. Among these layers, particularly preferred is the intermediate layer, the protective layer or the DFM-containing layer as a layer adjacent to the silver halide emulsion layer. The SCP can be incorporated in two or more layers, and two or more SCP compounds can also be used in combination.
The amount of the SCP to be incorporated is generally 10 " ⁴ to 10 moles per mole of the silver halide developing agent used ~ ² to 3 months! per mole of silver halide developing agent used. When the SCP is incorporated into the DFM-containing layer as a layer adjacent to the silver halide emulsion layer, the

48

Amount of SCP preferably 5 " ⁴ to 5 x 10"', in particular 2 χ IGT ³ to 5 χ 10 "', particularly preferably 2 10 'to 4 χ 10"' per mol of the silver halide developer compound used.

It is also possible to use the SCP in combination with the above mentioned SC. In this case the amount of SC used in combination with the SCP is generally 0 to 70 mol%, based on on the total amount of the SCP and the SC. When the SC in combination with the SCP in the intermediate layer or protective layer is used, the amount of the SC is preferably 0 to 50 mol% based on to the above total, and if it is in the DFM-containing layer as a layer adjacent is incorporated into the silver halide emulsion layer, the amount of the SC is preferably from 0 to 60, in particular 0 to 40 mol%, based on the total amount mentioned above.

Typical methods for incorporating the SCP of the invention into the photosensitive element are the following:

(1) Method of finely dispersing a solution of SCP in a substantially water-based manner miscible high-boiling solvent in a hydrophilic protective coating.

Particularly suitable high-boiling solvents include N-n-butyl acetanilide, diethyl lauramide, Dibuty urine, dibutyl phthalate, tricresyl phosphate, N-dodecyl pyrrolidone and the like. To dissolve To support the SCP in the high-boiling solvent, low-boiling solvents can or organic solvents which become miscible with water can be used.

Low-boiling solvents that can be used include ethyl acetate, methyl acetate, cyclohexanone, Acetone, methanol, ethanol, tetrahydrofuran and the like, and organic solvents that can be used, which have a tendency to become miscible with water include 2-methoxyethanoI, dimethylformamide and the same. These low boiling solvents and the organic solvents which have a tendency to become miscible with water by washing with water or by drying recovered after coating.

(2) Method of gradually adding a polymer latex to be filled with water in an amount which is sufficient to make the SCP present in the solution insoluble, to a solution of SCP in a water-miscible organic solvent, thereby rendering the insolubilized SCP to be incorporated into the particles of the fillable polymer latex.

The water-miscible organic solvents and the polymer latex that can be filled, such as given above are detailed in Japanese Patent Laid-Open Publications 59 942/1976 and 59 943/1976 explained.

(3) Method of mechanically pulverizing the SCP using a sand mill or a Colloid mill and then dispersing the powdered SCP in a hydrophilic colloid.

(4) Method of dissolving the SCP in a water-miscible organic solvent and immediately then dispersing the solution directly in a hydrophilic colloid or alternatively to dissolve the SCP in water, preferably in the presence of a surfactant, under Formation of a precipitate and then dispersing the precipitate in a hydrophilic one Colloid.

(5) Method of dissolving the SCP together with a polymer in an aqueous, weakly alkaline solution Solution and addition of the solution to a hydrophilic colloid and subsequent precipitation of the SCP by adjusting the pH or adjusting the pH with an acid, if necessary, and Dispersing the precipitated SCP in the hydrophilic colloid.

According to the invention, a wide variety of methods can be used to incorporate SCP, without these being restricted to the methods explained above. When two or more kinds of SCPs are used in combination, each SCP can be dispersed separately or it can be mixed with one other SCPs are mixed before or during or after dispersing.

The photosensitive element according to the invention has at least one photosensitive silver halide emulsion layer, which is applied to a support, and the above-mentioned DFM and that with the photosensitive Silver halide emulsion layer associated SCP. When used according to the invention light-sensitive silver halide emulsion is a colloidal dispersion, for example Silver chloride, silver bromide, silver chloride bromide, silver iodobromide, silver chloride iodobromide or one Contains mixture of these. The silver halide particles used in the above silver halide emulsions are advantageously useful if they have an average particle diameter within of the range from about 0.1 to about 2 microns, although the particles are also can deal with a fine or a coarse grain. The silver halide emulsions can after 6t any known method, for example a method of manufacture from single jet emulsions, Lippmann emulsions or emulsions matured with thiocyanate or thioether. In addition, emulsions can be used which contain the super halide particles with a considerable Surface sensitivity, and emulsions containing super halide particles can be used contained with considerable sensitivity inside the particles. According to the invention Both negative type emulsions and direct positive emulsions can be used. Both The hydrophilic binders used in the silver halide emulsions are preferably Gelatin.

The amount of the above DFM associated with the light-sensitive silver halide emulsion can be varied within a wide range depending on the type of DFM and the desired effect expected by its use, for example, is the molar ratio between the silver present in the silver halide emulsion layer and the DFM about 50 to about 0.5, preferably about 30 to about 5. There can also be two or more DFM compounds in association can be used with a photosensitive silver halide emulsion as in Japanese Patent Application No. 1 14943/1977. In this case, the proportion of one of the DFM connections is based on the whole, as a rule 15 to 85 mol%, preferably 20 to 80 mol%, in particular 30 to 80 mole percent. When the DFM compound is incorporated into the photosensitive element, similar Procedures as in the case of SCP as indicated above can be used. When incorporating the DFM connection hydrophilic binders similar to those which can be used in the photosensitive element used in the silver halide emulsions as noted above. The one with the silver halide emulsion layer associated DFM compound can be in the silver halide emulsion layer and / or in at least a layer other than the silver halide emulsion layer, preferably a layer which are adjacent to and opposite to that of the silver halide emulsion layer is arranged at the exposure. When two or more DFM connections are associated with a light-sensitive silver halide layer are used, these compounds can be incorporated into or

several layers can be incorporated.

As indicated above, the DFM compound thus associated with the silver halide emulsion layer can be used when reacting with an oxidized silver halide developing agent under alkaline conditions Conditions a diffuse dye or a precursor thereof according to the imagewise exposure release. When the DFM compound of the invention in association with a silver halide emulsion layer of the negative type is used without a special reversal process, it is the dye image obtained on an image-receiving layer by a negative image. One must therefore Use reversal processes to obtain a positive dye image on the image-receiving layer, and a positive diffusion transfer dye image is obtained by using reversal processes of various Types.

For example, methods using a direct positive type silver halide emulsion layer as disclosed in U.S. Patents 3,227,552, 2,592,250, 2005,837, 3367,778 and 3,761,276, British Patent 1011062, Japanese Patent Publication 17 184/1966 and Japanese Patent Laid-Open No. 8 524/1975, or methods using physical development as described in British Patent No. 9 04 364 or Japanese Patent Laid-Open No. 325/1972, or There can be employed a method in which a dye image-forming substance is incorporated into a fogged emulsion layer and a negative-type silver halide emulsion layer is used as an adjacent layer, this layer containing a compound which, when reacted with an oxidized silver halide developing agent a development inhibitor f as described in Japanese Patent Publication 21,778/1968 and US Patents 3,227,554 and 3,632,345. In the manner described above, positive dye images can be obtained by using various methods, but a method in which direct positive type silver halide emulsions are used can be advantageously used. Direct positive type emulsions which can be used in this process include, for example, those which are easily developed by exposure to light or by chemical treatment which has been carried out beforehand, and those which are correspondingly developed when subjected to imagewise exposure become non-developable upon imagewise exposure. In addition, other direct positive type silver halide emulsions which are mainly sensitive inside the silver halide grains can be used. According to the invention, photosensitive silver halide emulsions of the last-mentioned direct positive type, as described in US Pat. No. 2,761,276, are preferably used. When direct positive silver halide emulsions of the latter type are imagewise exposed to light, latent images are mainly formed inside the silver halide particles, and the positive silver images are formed upon surface development under fogging conditions. Development under such fogging conditions can be carried out using various methods. A so-called air fogging developer can be used, as described, for example, in German Patent 8 50 383 or in US Patent 24 97 875. Alternatively, the entire surface of the emulsions can be exposed at the time of development, as described in German Patent 8 54 888, US Patent 25 92 298 and British Patent 11 50 553, 11 95 838 and 11 87 029 . In addition, development can be carried out in the presence of fogging agents. The fogging agents usable in this case include hydrazine type compounds or N-substituted quaternary cycloammonium salts, and these compounds and salts can be used either singly or in combination. Preferred examples of these compounds and salts are 1- [4- (2-formylhydrazino) phenyl] -3-phenylthiourea and _ /? - acetylphenylhydrazine in combination with t-butylaminoborane. The amount of the fogging agent used can vary widely depending on the purpose for which the agent is used, but it is generally 0.1 to 2.0 grams per liter of an alkaline processing composition when added to the alkaline processing composition. or developing composition, and it is 0.001 to 0.2 g per m ² when added to the photosensitive member.

In the present invention, the above-mentioned silver halide emulsions may be negative type or various Reverse methods can be used and any combination of DI-'M connections therewith

negative or positive dye images are obtained on the image-receiving layer. In this case the DFM compound is preferably incorporated into a layer that is exposed to light on the silver halide emulsion layer is arranged opposite so that the sensitivity of the silver halide emulsion is not decreased in the silver halide emulsion layer. The DFM compounds, the dyes from Leuco-type containing dyes of the shift type to a shorter wavelength, or s which have no dye structure at the time of exposure, however, set the sensitivity of the Emulsion do not degrade and they can therefore be incorporated into the silver halide emulsion layer or they can be incorporated into a layer which is in the direction of exposure relative to the silver bilogenide emulsion layer is arranged by using one or two or more combination units the silver halide emulsion layer and DFM can be monochromatic or multicolored Dye images are obtained on the image-receiving layer.

The photosensitive wavelength range of the photosensitive silver halide emulsion layer can may be the same or different from the absorption wavelength range of one on the image-receiving layer by a diffusible dye or a precursor thereof that is different from the one with the Emulsion layer-associated DFM was released, generated dye image and this association of the silver halide emulsion layer with the DFM can be used in so-called pseudo color photography will. When the DFM compounds are used in ordinary multicolor photography a yellow DFM is used in association with a blue sensitive emulsion layer purple DFM is associated with a green sensitive emulsion layer and a cyan DFM is associated with a red-sensitive emulsion layer. In addition, two or more combination units can be used from the silver halide emulsion and DFM compounds can be used by coating of these units in the form of a layer, for example according to the mixed packet method.

When the present invention is applied to multicolor photography, it becomes light-sensitive Element, preferably between the associations, an intermediate layer is expediently used. The intermediate layer prevents an undesirable interaction between the association occurs from emulsion layers and DFM compounds, the emulsion layers being different Have color sensitivities, and at the same time thereby the diffusivity of a diffusible Dye or a precursor thereof or an alkaline processing composition controlled. A useful intermediate layer consists of gelatin, calcium alginate, vinyl acetate / crotonic acid copolymer, Isopropyl cellulose, hydroxypropyl methyl cellulose, polyvinylamides, a Polyvinylamide pT'opolymer or a system consisting of a latex liquid and impregnating agents. The intermediate layer can also be used as a filter layer by incorporating colloidal silver, Filter dyes and the like in the same. As the outermost layer that is on top of the layers on a support is applied, a protective layer can be used and can be used to produce the protective layer materials similar to those used for the intermediate layer can be used.

When the above-mentioned layers are applied to the carrier, the coating connections may become irritable the same expediently using coating aids, as they are usually on the Used in the photographic field, to facilitate the coating process, and thickeners may also be conveniently incorporated into these compositions.

The above-mentioned coating compositions or coating masses are preferably used together applied with other coating compounds according to the sliding funnel coating process, although various other coating processes can also be used, such as the curtain coating process, the dip coating method, the roller coating method and the Air knife coating processes including, of course, the slide hopper coating process.

The supports on which the various layers that make up the photosensitive element are applied are preferably made of planar materials so that they can be used during the treatment or development stages no pronounced change in the Dirnenüion by the treatment or. Development compositions are subject. The carrier, which must be transparent or opaque (opaque), becomes appropriately selected depending on various conditions such as the layer arrangement of the photosensitive element and the image-receiving layer, the direction of exposure to light or the treatment or development that must be carried out in light or dark places. Using of a transparent support and when the treatment or development is carried out in a bright place is, the support is appropriately colored to such an extent that the light transmission in the Surface direction can be prevented without simultaneously hindering exposure to light and Observe the generated images so that ckr passage of light through the edge of the support in the direction of the silver halide emulsion layer coated on the surface of the support is prevented.

After imagewise exposure, the above-mentioned photosensitive element is treated with an alkaline one Treatment or developer co-heating treated or developed, with a diffusible one Dye diffuses into the image-receiving layer overlying the photosensitive element, and then the diffusible dye is fixed to the image receiving layer to form a dye image thereon. The image receiving layer preferably contains a mordant.

The mordant suitable for the image-receiving layer can be any of the mordants act that have a preferred caustic effect on diffusible dyes or precursors thereof, which are transferred into the image receiving layer by diffusion. Suitable mordants are, for. B. poly-4-vinylpyridine, Poly-4-vinyl-N-benzylpyridinium-p-i.oluenesulfonate, cetyltrimethanolammonium bromide and compounds, as described in Japanese Patent Application No. 66,494/1977.

The above-mentioned mordants are used in various binders, e.g. B. in ordinary gelatin, polyvinyl alcohol, Polyvinylpyrrolidone and fully or partially hydrolyzed cellulose esters are used.

The image-receiving layer can, however, also consist of binders alone, which have a caustic effect; to have, such as poly-N-methyl-2-vinylpyridine, N-methoxymethyl-poly-hexylmethylene adipamide, copolymers of Vinyl alcohol and N-vinyl pyrrolidone or polymer mixtures, partially hydrolyzed polyvinyl acetate. Acelyl cellulose, Gelatin and polyvinyl alcohol. The amount of agent contained in the image receiving layer is preferably 10 to 100% by weight. In a special case, the pickling agent can also be in a alkaline treatment or developer composition are incorporated. The image receiving layer may also contain various additives commonly used in the photography field such as ultraviolet absorbers, fluorescent brighteners and the like.

If the diffusible dye diffusing in the image-receiving layer is not a dye as specified above, but a precursor of such a diffusible dye, for example a leuco dye, is, an agent is expediently incorporated into the image-receiving layer, which the precursor in the corresponding dye, such as oxidizing agents, color developing agents or Diazonium compounds. The above image-receiving layer can be used at the time of treatment or development with the alkaline processing or developer composition on the photosensitive Element rest and this layer and the element can before the treatment or development be separated from each other or they can be combined into one body. After treatment or development, the photosensitive member and the image-receiving layer into one body can be united with each other or they can be separated from each other. The image receiving layer can in the manner described in US Pat. Nos. 3,594,165 and 3,689,262 on the support of the photosensitive Elememts are generated or they can be ore on another carrier, £ t, such as in US Patents 34 15 644 to 33 15 646, but in this case they are the photosensitive element and the image-receiving layer separated from one another (apart from one another), or the photosensitive element and the image-receiving layer are usually on separate supports generated when they are separated (peeled) from each other after treatment or development.

After dye imaging by applying the alkaline processing composition is essentially finished, the pH levels will be within the photosensitive Element and the image-receiving layer preferably reduced to a value in the vicinity of the neutral point, in order to thereby increase the stability of the dye image produced and, at the same time, further image formation than suspending the essentially finished imaging to discoloration or staining in the generated image, which occurs as a result of high pH. To this goal To achieve this, a neutralizing agent is preferably used to adjust the pH within the system to belittle. In particular, a neutralization layer containing a neutralization agent is used as Neutralizer used in the photographic product. As a neutralization center! preferred Usable materials are film-forming polymer acids with at least one carboxyl group, sulfo group or a group which forms a carboxyl group upon hydrolysis. The thickness of the neutralization layer cannot be definitely determined, but it is generally appropriately within the range from 5 to 30 microns, since the thickness depends on the composition of the alkaline used Treatment or developer composition and those incorporated into the neutralization layer Materials can vary.

In combination with the neutralization layer described above, a timer layer (a the neutralization rate controlling layer) should be provided to prevent a drop in the pH value to control. This timer layer can delay the pH drop until and after the desired development and transfer can be achieved. That is, the timer layer is used to an undesirable drop in the density of the transferred color image resulting in a rapid drop in the pH value within the system is due to prevent it from passing through the neutralization layer the termination of the development of the silver halide and the formation of the diffusion-transferred one Dye image is caused. The neutralization layer and the timer layer can be on the Above-mentioned support of the photosensitive element applied or together with the image-receiving layer applied to a support other than the support of the photosensitive element, or they can be applied to a treatment or development sheet, as explained in more detail below will.

If the above-mentioned image-receiving layer prior to processing or development with the photosensitive Element is combined into one body, preferably becomes a treatment or development sheet used to evenly distribute the alkaline developer composition and a favorable diffusion to effect. The treatment sheet can be made of any material similar to those mentioned above Support for the photosensitive element exist and can be selected in any way Depending on the intended use, and it can be transparent or opaque (more opaque Nature). The treatment sheet may be provided with a layer containing a pickling agent as a removal agent or cleaning additive contains, or it can with the neutralization layer and with the timer layer be provided. If the image-receiving layer before treatment or development with the photosensitive element is combined into one body and if beyond that after the treatment or development by peeling the light-sensitive element from the image-receiving layer a color

material is obtained, a stripping layer is preferably used.

The alkaline treatment or developer composition used according to the invention is It is a liquid composition which is necessary for the development of silver halide, the formation from SC from SCP and the formation of a diffusion transferred image contains and that in this alkaline treatment or. Solvent used in developing solution is mainly Water, but also hydrophilic solvents such as acetone or methyl cellosolve,

be used. The alkaline processing or developing composition contains an alkali agent in an amount necessary for the development of the emulsion layer and for the formation of a dye image. Useful alkali agents include sodium hydroxide, potassium hydroxide, calcium hydroxide, tetramethylammonium hydroxide. Sodium carbonate, sodium phosphate, diethylamine and the like, and the alkaline treatment or developer composition, expediently has a ρ value of about 1) or higher at room temperature. The alkaline conditions used according to the invention (preferably an hydroxide ion concentration of 10 ″ to 2 mol / l) can be generated by this alkaline treatment or developer composition. A high molecular weight thickening agent which is inert to alkali solutions, such as, for example, hydroxyethyl celluilose, can be incorporated into the alkaline treatment or developer composition. Carboxymethylhydroxyüthylcellulose, sodium carboxymethylcellulose or Hydroxypropyl- ic cellulose, are incorporated.

Typical examples of the silver halide developing agent compounds which can be used in the present invention may include compounds of the 3-pyrazolidone type, such as l-phenyl-3-pyrazolidone, l-phenyM ^ -dimethylO-pyrazolidone, l-m-ToIyl-3-pyrazolidon, l-Phenyl ^ -methylO-pyrazolidone, l-PhenyM-hydroxymethyl ^ -methyl-3-pyra / olidon, l-phenyl-S-methylO-pyrazolidone, l-p-tolyl-3-pyrazolidone, 1,4-dimethyl-3-pyrazolidone, 1-phenyl-l! 4,4-bis- (hydroxymethyl) -3-pyrazolidone, 4-methyl-3-pyrazolidone, 1- (3-chlorophenyl) -4-methyl-3-pyrazolidone, 1- (4-chlorophenyl) -4-methyl-3-pyrazolidone. 1- (3-chlorophenyl) -3-pyrazolidone, 1- (4-chlorophenyl) -3-pyrazolidone. l-p-tolyM-methyl-S-pyrazolidone, l-o-tolyl-4-methyl-3-pyrazolidone, l-m-tolyl-4,4'-dimethyl-3-pyrazolidone. 5-Motriy! -3-pyrazoiidon, i- (2-Trif! üoräihy!) - 4,4-din5Cihy! 3 pyrazcüdors and the like, compounds from Ilydroquinone type such as hydroquinone, 2,5-dichlorohydroquinone, 2-chlorohydroquinone and the like. Connect- 2 ( catechol-type fertilizers such as catechol, 3-methoxy-catechol, 4-cyclohexyl-catechol and the same. Aminophenol-type compounds such as 4-aminophenol, 3-methyl-3-aminophenol, N-methylaminophenol, 3,5-dibromo-4-aminophenol and the like, as well as compounds of the phenylenediamine type, such as N.N-diethyl-p-phenylenediamine. N.N-diethylO-methyl-p-phenylenediamine, 3-methoxy-N-ethyl-N-ethoxy-p-phenylenediamine and the like If the DFM used is a DDR coupler 2: 4-aminophenyl type or phenylenediamine type compounds are used as the silver halide developing agent and if the DFM being used is a DDR connection silver halide developing agents, especially developing agents of the 3-pyrazolidone type used for black and white development to prevent color specks from appearing in to reduce the area of the dye image produced. 3 (

The above-mentioned silver halide developing agent is generally used in the alkaline treatment b / w. Developer composition incorporated, but it can also be in at least one layer beforehand of the photosensitive element, and it can also be incorporated into both the alkaline Treatment or developer composition as well as incorporated into the photosensitive element will. If the silver halide developing agent is previously incorporated into the photosensitive element, lot, it can be used in the form of a precursor thereof.

When speaking of at least one layer of the photosensitive element, this comprises Expression, for example, the silver halide emulsion layer, the layer containing DFM, an intermediate layer, a protective layer or the like. In addition, in the alkaline treatment or development. It also contains compounds of the benzotriazole type. such as 5-methylbenzotria / ol, ver 4 ( benzimidazole-type bonds e.g. 5-nitrobenzimidazole, tetrazaindene-type compounds e.g. 4-llydro \ v-5,6-cyclopenteno-1,3,3a, 7-tetra / aindene, sulfites, potassium bromide and the like will. In addition, fogging agents can also be included in the alkaline processing or developer composition. Silver halide solvents and the like according to the silver halide emulsion used be incorporated. 4;

The alkaline processing or developing composition is preferably contained within a frangible Arranged container. For example, the alkaline composition becomes appropriate within of a hollow container, which is made of a liquid-tight and airtight by folding a film Material and sealing the peripheral edge thereof has been made, the container so constructed is. that as a result of internal pressure acting on the alkaline treatment or developer composition 5 ( acts, tears at a given point when it is passed between pressure instruments and unu thus releasing the alkaline processing or developer composition from the container.

A light-reflecting layer with a l.ohe is preferably used as the background for the image produced Whiteness provided on the side opposite to the viewing direction of the image receiving layer. The light reflective layer can be applied beforehand in the form of a layer or a light reflective 5i animal-> agents are incorporated into the alkaline treatment or developer composition, in order to generate a light-reflecting layer at the time of treatment or development. at the light-reflecting agent can be, for example, titanium oxide, zinc oxide, barium sulfate, Süberfioeken. Alumina, barium sttarate, zirconia, and the like, singly or can be used in a mixture of two or more of them. When the light reflective 6C Layer is applied in the form of a layer, the above reflective agent may be in any one Alkali solution that penetrates into the hydrophilic binder, e.g. gelatin or polyvinyl alcohol, dispersed will.

In the above-mentioned light reflective layer, a stilbene type compound, a Coumarin-type compound. a phenylaminotriazine type compound or the like as a brightener be incorporated. The above-mentioned light reflecting layer and the opaque (opacifying) layer may be in the form of a unitary layer or in the form of separate layers adjacent to one another be foreseen.

'The photographic recording material according to the invention can be in various forms,

as they are already known, for example those as described in US Patents 34 15 644, 34 15 645, 34 15 646, 34 73 925, 35 73 042, 35 73 043, 35 94 164, 3594 165, 3615 421, 3576626, 36 58 524, 36 35 707, 36 72 890, 37 30 718, 3701 656 and 36 89 262, in Japanese Patent Application Laid-Open 6337/1975 and in Belgian Patent Nos. 7 57 959 and 7 57 960. Of the various types of photographic recording materials mentioned above, a preferred recording material generally consists of the following indispensable components: transparent support, image-receiving layer, light-reflecting layer, opaque (opacifying) layer, DFM-containing layer, silver halide emulsion layer, timing layer, neutralizing layer and more transparent Support in the order mentioned, preferably the recording material is constructed in such a way that an alkaline treatment or developer composition containing an opaque (opacifying) agent is distributed between the silver halide emulsion layer and the timing layer. Alternatively, a photographic recording material may contain, as indispensable components, in the following order: an opaque (cloudy) support, a layer containing DFM, a silver halide emulsion layer, and an image-receiving layer. Timing layer, neutralizing layer and a transparent support, and the recording material is preferably so constructed that an alkaline processing or developing composition containing an opacifying agent is distributed between the silver halide emulsion layer and the image-receiving layer.
A photographic recording material which is particularly preferred for the production of multicolored dye images is one which contains as indispensable components in the order given: a transparent support, an image receiving layer, light reflecting layer, opaque (clouding) layer, blue-green DFM containing Layer, red-sensitive silver halide emulsion layer, intermediate layer, magenta DFM-containing layer, green-sensitive silver halide emulsion layer, intermediate layer, yellow DFM-containing layer, blue-sensitive silver halide emulsion layer, protective layer, timing layer, neutralization layer and a transparent support, the photographic recording material being constructed in such a way that an alkaline processing material is used. A developer composition containing an opacifying (opacifying) agent can be dispensed between the protective layer and the timing layer, or alternatively contains a recorder material as indispensable components in the order named an opaque (cloudy) support, a blue-green DFM-containing layer, red-sensitive silver halide emulsion layer, intermediate layer, purple-red DFM-containing layer, green-sensitive silver halide emulsion layer, intermediate layer, yellow DFM-containing layer, blue-sensitive silver halide emulsion layer, protective layer, image receiving layer A neutralizing layer and a transparent support, the photographic material being constructed in such a way that an alkaline processing or developing composition containing an opacifying agent can be distributed between the protective layer and the image-receiving layer.

After the diffusion transfer of a dye image to the image-receiving layer has been completed, a silver image and an image formed by the dye or a precursor thereof remain in the photosensitive element corresponding to the diffusion-transferred dye image. It is also possible to obtain a dye image which is a reverse image of the dye image formed on the image receiving layer by removing the residual silver and silver halide by treatment with a bleach and fix bath or with a bleach-fix bath and, if necessary, by carrying out a treatment to convert the dye precursor into to transfer the corresponding dye.
By using the photographic recording materials of the present invention, it has become possible for the photographer to obtain, at an early stage after photographing, a favorable multicolor image with excellent color separation, with a sufficiently high maximum density and a sufficiently low minimum density regardless of the treatment or treatment. Can consider development temperature.
The function and the mechanism of operation of SCP, which are believed to be due to many effects obtained using the photographic recording materials of the present invention, have not yet been fully elucidated, however, it is believed that the effects of the photographic recording materials of the present invention are in part due to the fact that the SCP has a low reactivity to an oxidized silver halide developing agent until the SCP is hydrolyzed under alkaline conditions, but that the SCP is hydrolyzed after a certain period of time after contact with an alkaline processing or developer composition and then its reactivity with the oxidized developer compound is activated and that, in addition to these properties of the SCP, the period of time from its contact with the alkaline treatment or developer composition to its hydrolysis v depends on the temperature at the time of treatment or development, the higher the treatment or development temperature, the shorter the period, and conversely, the longer the lower the treatment or development temperature, the longer the time. In addition, other specific advantages have been observed in accordance with the invention. It is known that SC originally was an active compound and therefore that the durability of light-sensitive silver halide emulsions is adversely affected by SC of various kinds. For example, when photosensitive elements containing certain types of SC are stored for a long period of time, there are some elements which exhibit a loss in photographic sensitivity, some of which decrease the maximum density of dye images formed and some of which increase show minimum density of dye images produced. The inventive use of SCP has now surprisingly found that the

Above mentioned disadvantages of the SC can be overcome without the inherent effectiveness of the SC get lost.

Another practical advantage of the invention is the improvement in the dispersion stability of SC. In the As a rule, SC is used in the form of a dispersion, for example the so-called protective dispersion high-boiling solvents can be used. However, it is known that some of these SC dispersions have poor dispersion stability and that crystals separate out when the dispersions themselves or coatings made therefrom are stored for a long period of time. According to the invention was now found that this problem can also be easily solved as stated above.

Another practical advantage of the present invention resides in the improvement of the gradation of the generated dye images. The gradation of an image is among the various photographic properties important even if no further emphasis is placed on it. Even in photographic In color diffusion transfer images, it is desirable that the images be excellently fine and reproduce tiny parts of the toned or heavily exposed areas.

In the usual color diffusion transfer methods, many cases have been found in which the above SC was used in the photosensitive elements, and the consequence of this was that the Elements that could only inadequately reproduce very fine parts in the heavily exposed areas because of the low gradation in the heavily exposed areas (light image areas). It was now surprising found that this gradation problem in the photographic recording materials according to the invention successfully solved wnrrje while filling the desired beneficial results.

While the invention has been described in detail above, it has been found that many are in addition Improvements have been made in color diffusion transfer photographic recording materials It goes without saying that these technical improvements are also within the scope of the present invention.

The excellent properties exhibited by the photographic recording materials of the present invention have, are explained in more detail in the following examples.

example 1

A transparent polyethylene terephthalate film support having a thickness of 150 µm was sequentially the layers indicated below are applied to produce a sample of an integral multilayer uniformly colored photographic material:

(1) an image-receiving layer with a dry layer thickness of 4 µm, which contains a terpolymer (molar ratio 49/49/2) of styrene, N-vinylbenzyl-N-benzyl-NN-dimethylammonium chloride and divinylbenzene (22 mg / 100 cm ² ) and gelatin ( 22 mg / 100 cm ² );

(2) a light reflective layer with a dry layer ^{thickness of 7 µm and containing titanium dioxide (230 mg / 100 cm 2} ) and gelatin (22 mg / 100 cm 2);

(3) a black, opaque (clouding) layer with a dry layer thickness of 3 ^ m, the soot

(25 mg / 100 cm ² ) and gelatin (17 mg / 100 cm ² );

(4) a blue-green dye-releasing layer with a dry layer thickness of 1.5 µm, velche the DRR compound, A (6 mg / 100 cm ² ), N, N-diethyl lauramide (11 mg / 100 cm ² ), SC (1 , 5 x 10 "" mol / 100 cm ² ) or SCP (1.8 x 10 "MoIZ100 cm ² ), dibutyl phthalate (0.2 mgZIOO cm ² ) and gelatin (17 mgZ 100 cm ² );

(5) a light-sensitive silver halide emulsion layer with a dry layer thickness of 1.5 ^ m, containing a red-sensitive direct-positive internal image silver bromide emulsion (14.0 mgZ 100 cm ² , calculated as silver), potassium ^ -sec.-octadecylhydroquinone-S-sulfonate (1 , 0 mgZIOO cm ² ), l-acetyl-2- [p- {5-amino-2- (2,4-di-tert-amylphenoxy) benzamido | phenyl] hydrazine (0.2 mg ZIOO cm ² ) and gelatin (16 , 5 mg / 100 cnr);

(6) a coating layer with a drying film thickness of 1.0 am, the Ν, Ν-N-triacryloylhexahydro-S-triazine so (3 mg / 100 cm), SC (1.3XIO ^-5 MOIZIOOCm ² ) or SCP (1.6XlO ^-5 MoIZlOOCm ² ), dibutyl phthalate

(3 mg / 100 cm ² ) and gelatin (11 mg / cm ² ).

; The SC or SCP used in Layers Nos. (4) and (6) were those as given in Table I below.

The coating dispersion of DRR Compound A used in Layer No. (4) became as follows manufactured:

A solution of 0.5 g of DRR compound A in 3.5 ml of cyclohexanone became 1 ml of N, N-diethyllaurylamide admitted. The resulting solution of the DRR compound was in 25 ml of a 10% aqueous Gelatin solution containing 0.4 g of a commercially available wetting agent emulsified and dispersed and moreover water was added for preparation; of 67 ml of a coating liquid. When used The silver halide emulsion was a so-called internal image emulsion, which had a high internal image Sensitivity and a low surface sensitivity and it was after in the US Pat. No. 3,761,276.

A treatment or development sheet was then prepared by using the following specified layers one after the other on eiru'-n transparent polyethylene terephthalate support with a thickness of 100 µm applied:

(1) a neutralizing layer with a dry layer thickness of 22.0 μm and a copolymer (25/75 mol%) of acrylic acid and butyl acrylate (220 mg / 100 cm ² );

(2) a timer layer with a dry layer thickness of 5 am. Containing cellulose diacetate (acetyl value 40 mol%) (50 mg / 100 cm ² ).

(i) Method A: Determination of the imaging rate

The integral multi-layer monochrome sample thus prepared was exposed to light in a ge given amount through an optical step wedge (gray wedge), which consists of silver gray wedges with 30 steps and had a density difference in each stage of 0.15. After that became the above Treatment or development sheet placed on the sample with a container in between, the 1.0 ml of an alkaline treatment or desiccant composition having those given below Components included. The film unit thus produced was made up of a pair of close together arranged rollers with a distance of 340 μΐη passed between the rollers, so that the container broke and its contents between the above-mentioned coating layer (6) and the treatment or. Distributed development sheet.

The alkaline processing composition used herein contained the following Components:

KMium hydroxide 56 g sodium sulfite 2.0 g

4-hydroxymethyl-4-methyl-1-ρhenyl-3-pyrazolidone 8.4 g

5-methylbenzotriazole 2.8 g

25 2-tert-butylhydroquinone 0.3 g

Carbon black 160 g of sodium salt of carboxymethyl cellulose (high viscosity type) 60.0 g Benzyl alcohol 1.5 ml

distilled water ad 1000.0 ml

Immediately after the treatment or development, the reflection density of the unexposed area was determined as a function of time. _{The measurement of the reflection density was} carried out using a photoelectric densitometer using a red filter (A mav = 644 nm).

In the accompanying drawing, curves are shown which allow a comparison with respect to the image drawing rate between the cases of the use of the comparative compound (A) and the use of SCP (3) (the compound of the invention) show. The obtained using different SC and SCP Results are summarized in Table I below, which shows the rate of imaging is by the time span until 80% of the density is reached, measured 30 minutes after the treatment or development.

Table 1

Sample No. Removal agent. Imaging rate

⁴⁵ '· 2 min 42 sec

2 min 05 s 2 min 33 s

-. _v ., 2 min 05 s

2 min 25 s 2 min 02 s 2 min 15 s 2 min 04 s 2 min 14 s 2 min 05 s

(ii) Method B: Determination of the dependence on the treatment or development temperature

After performing exposure to light in the same manner as in the method A, were the same integral multilayer monochrome samples as given in Table I below Using the same procedure as in Method A, converted to their respective film units Production of samples to determine their dependence on the treatment or development temperature. The samples produced in this way were then left individually for 30 minutes in chambers. the temperatures inside the chambers were kept at 15 ° C, 25 ° C and 38 ° C, which is what the the same treatment or development as in method A followed in each chamber. The treated

56

1-1 Comparison compound (A) 1-2 SCP- <3) 1-3 Comparison compound (B) 1-4 SCP- (7) 1-5 Comparison compound (C) 1-6 SCP- (61) 1-7 Comparison compound (D) 1-8 SCP- (72) 1-9 Comparison compound (E) 1-10 SCP- (77)

Developed samples were each left in the temperature-controlled chambers for additional 30 minutes and then taken out of the chambers, followed by determination of the reflection density using the above-mentioned densitometer. There was a comparison of the samples at 15 ° C. 25 ° C and 38 ° C. In the following Table II the _Dox and the D _{mi of} the samples treated or developed at 25 ° C. are given and the differences in relation to the maximum density (AD _n ^) and in relation to the minimum density ( AD _min ), measured between each at 15 ° C brw. 25 ° C treated or developed samples as well as those measured at 25 ° C and 38 ° C, respectively, in order to make the effects according to the invention even clearer.

Table II temperature D _mi . 15 ° C and 25 ° C 25 ⁰ C and 38 ° C Sample no. 25 ° C 0.28 Λ D _max AD _m , " OD _max AD _min D " _ax 0.27 0.23 0.04 0.14 0.07 2.01 0.29 0.08 0.03 0.08 0.03 1-1 (comparison compound) 2.05 0.29 0.30 0.06 0.10 0.10 1-2 (SCP) 2.10 0.33 0.08 0.04 0.10 0.05 1-3 (comparison connection) 2.16 0.34 0.31 0.07 0.09 0.13 1-4 (SCP) 2.15 0.36 0.12 0.03 0.04 0.06 1-5 (comparison connection) 2.22 0.38 0.32 0.10 0.08 0.15 ! -6 (SCP) 2.18 0.38 0.11 0.06 0.04 0.07 1-7 (comparison compound) 2.24 0.39 0.32 0.12 0.10 0.19 1-8 (SCP) 2.19 0.10 0.08 0.02 0.10 1-V> (comparison connection) 2.26 MO (SCP)

From the above Tables I and II it can be seen that the samples in which the compounds according to the invention SCP had been used compared to the samples in which the comparative compounds had been used, a significantly improved imaging speed as well as a wider one Had treatment or development temperature latitude.

The examples described below show that the SCP compounds used according to the invention are advantageous for achieving good color separation.

Example 2

In a similar manner to Example 1, an integral, multilayer two-color sample was prepared, in which the coated layers Nos. (1) to (5) were the same as in Example 1 and in to which the layers no. (6) to (9) were applied one after the other as indicated below:

(6)

(7) (8)

(9)

an intermediate layer with a dry layer thickness of 1.5 µm, the SC (1.3XlO) and / or SCP (1.6 χ Ι0 ~ ^{5 mol / 100 cm 2} ), dibutyl phthalate (3 mg / 100 cm 2) and gelatin (15 mg / 100 cm ² );

a purple dye releasing layer with a dry layer thickness of 1.5 μm, which contains the DRR compound B (7.0 mg / 100 cm ² ), N, N-diethyl lauramide (11.0 mg / 100 cm ² ), 2, 5-di-tert-octylhydroquinone (0.3 mg / 100 cm ² ), SCP- (6) (0.2 mg / 100 cm ² ), dibutyl phthalate (0.3 mg / 100 cm ² ) and gelatin (17 mg / 100 cnr);

a light-sensitive silver halide emulsion layer with a dry layer thickness of 1.5 μm, containing a green-sensitive, direct-positive internal image silver bromide emulsion (14.0 mg / 100 cm ² , calculated as silver), potassium ^ -octadecylhydroquinone-S-sulfonate (1.0 mg / 100 cm ² ), l-acetyl-2- [p- {5-amino-2- (2,4-di-tert-amylphynoxy) öenzamido} phenyl] hydrazine (0.2 mg / 100 cm ² ) and gelatin (17, 0 mg / 100 cm ² );

a coating layer with a dry layer thickness of 1.5 μm, the Ν, Ν, Ν-tri-acryloyl-hexahydro-striazine (4.0 mg / 100 cm ² ), SCP- (3) (1, (- · χ 10 ⁵ Mol / 100 cm ² ), dibutyl phthalate (3 mg / 100 cm ² ) and gelatin (15 mg / 100 cm 2).

45 50

60

The integral two-tone ·. Multi-layer samples were each made using the following described method exposed t:

(U-I):

Procedure a

The sample was filtered through a red interference filter (transmission wave Uingenmaximum /., ""> = 646 nm) exposed to flash light so that a red density of 0.3 was obtained;

57

(a-2): Then the exposed sample was made using the same silver step wedge as in Example 1 exposed imagewise.

Procedure b

(b-1): The same overall exposure was carried out as in (a-1), but this time a green filter (; _max = 548 nm) was used instead of the red filter, so that the green density obtained was 0.3; (b-2): The same imagewise exposure as in (a-2) was carried out.

Each of the exposed samples was processed or developed in the same manner as in Example 1. After standing for 3 minutes at room temperature, the above-mentioned densitometer using a red filter (}. _Max = 644 nm) and a green filter (A _{m <rv} = 540 nm) measured the reflection density

of the treated or developed sample

Regarding the red density and the green density, which were determined in each step of the exposure,

a red density (D ^R) in the form of a diagram to a green density (Z> ^c) was applied in the case of according to the method a exposed sample, and it was a green density (D ^c) against a red density (Z) ") was applied in the case of of the sample exposed according to method b and in this way ma.i obtained the so-called three-color separation coefficient (or ⁴ 'and a ^c ) from the slope of a straight curve section of each diagram. For comparison, a blind test was carried out to determine a three-color separation

Conversion coefficient (2 ^) of the transferred cyan dye image of the sample used in Example 1 and a three-color separation coefficient ( a $) of a transferred magenta dye image of a uniformly magenta colored sample prepared in a manner similar to Example 1. In the purple monochromatic sample, however, as SC or SCP in layer No. (4), 2,5-di-tertoctylhydroquinone and SCP- (6) were used in the same amounts as in layer No. (7) those prepared in this example Sample used. The results obtained are shown in the following Table IH, in which D ^ _11x and D% _in each represent the value of the maximum density and the value of the minimum density, determined using the green filter, and fl * n and D * _in each value represent the maximum density and the value of the minimum density determined using the red filter.

30 Table III

Sample no. Removal agent
(Intermediate layer) Exposure method used
Procedure a Procedure b 0.35 a ^M D *
"Max DL a ^c DiU, 0.24 0.06 2.32 0.45 0.35 2-1 _ 2.19 0.25 0.03 2.08 0.29 0.22 2-2 Comparison compound (A) 1.89 0.24 0.03 2.15 0.29 0.23 2-3 Comparison compound (A)
+ SCP-O) (2: 1) 1.94 0.26 0.03 2.20 0.30 0.22 2-4 Comparison compound (A)
+ SCP-O) (1: 1) 1.97 0.28 0.04 2.22 0.30 0.23 2-5 Comparison compound (A)
+ SCP-O) (1: 2) 2.02 0.23 0.04 2.26 0.31 0.24 2-6 SCP-O) 2.07 0.03 - - - 2-7 Comparison compound (A) 1.81 - (M monochromatic
Sample) - 1.94 0.25 0.20 2-8 Comparison compound (A) - (egg) (C monochromatic
Sample)

In Table III, the efficiency of color separation is the better, the smaller the »value and the closer it is to the a _o value. It follows that the samples containing the SCP according to the invention have a color separating power which is almost the same as that of the comparison samples.

From Examples 1 and 2, in which the multicolor color diffusion process is described in detail, it can be seen that the samples containing the SCP according to the invention have wider treatment or development temperature latitudes and have a high image formation rate and that they also give favorable photographic images with excellent color separation.

65 B e i s ρ i e I 3

The following were successively on a polyethylene terephthalate carrier with a thickness of about 100 μm specified layers applied for the production of integral multi-layer monochrome samples:

58

1I) a black, opaque (non-transparent) layer with a dry layer thickness of 4 μίτι, the carbon black (35 mg / 100 cm ² ) and gelatin (24 mg / 100 cm ² ) contained;

(2) a photosensitive superhalide emulsion layer with a dry layer thickness of 1.5 µm containing a red-sensitive direct positive internal image silver bromide emulsion (14.0 mg / 100 cm ² , calculated as silver), potassium-2-sec.-octadecyI-hydroquinone-5- sulfonate (1.0 mg / 100 cm ² ), l-acetyl-2- [p- {5-amino-2- (2,4-di-tert-amylphenoxy) benzamido} phenyl] hydrazine (0.2 mg / 100 cm ² ), the blue-green DDR coupler A (8.0 mg / 100 cm ² ), N, N-diethyllauramide (5.0 mg / 100 cm ² ), SC (7.0 x 10 " ⁷ mol / 100 cm ² ) or SCP (8.5 10 " ⁷ mol / 100 cm ² ) and gelatin (15.0 mg / 100 cm ² );

(3) a coating layer with a dry layer thickness of 1.0 µm containing Ν, Ν, Ν-tri-acryloyl-hexahydro-atriazine (3.0 mg / 100 cm ² ), SC (1.3 x 10 ~ ⁵ Μοί / contained lOOcm ²⁾ or SCP (1.6 x 10 ^-5 mol / 100 cm ^2), dibutyl phthalate (3 mg / 100 cm ²⁾ and gelatin (11.0 mg / 100 cm ^2).

The SC or SCP used in the integral multilayer monochrome samples were to those given in Table IV below.

Thereafter, the same procedure as in Example 1 was repeated to determine the image forming speed (Method a) and the dependence on the treatment or development temperature (Method b). The results obtained are given in Tables IV and V below.

The processing composition used in this example contained the following Components:

Potassium hydroxide 40.0 g Piperidino-hexose-reduction 0.8 g

Sodium sulfite 3.0 g

3-Met.hoxy-4-amino-N-ethyl-N _: /? - hydroxyäthylaniIin 35 g 5-methylbenzotriazole 2.0 g

Benzyl alcohol 10 ml

Carboxymethyl cellulose sodium salt 60 g

Titanium oxide 500 g

Water ad 1 I.

Then an image-receiving element having an image-receiving layer was formed by coating the following layer in the order given on a transparent polyethylene terephthalate film base a thickness of 100 µm:

(1) a neutralization layer with a dry layer thickness of 2.0 µm which contained a partially butyl-esterified product (200 mg / 100 cm ² ) of a polyethylene / maleic anhydride copolymer;

(2) a timer layer with a dry film thickness of 6.0 μm, which is a copolymer (molar ratio 60/30/4/6), of butyl acrylate / diacetone acrylamide / styrene / methacrylic acid (3 mg / 100 cm ² ) and polyacrylamide (60 mg / 100 cm ² );

(3) an image receiving layer with a dry layer thickness of 3 μm, which contained poly-4-vinylpyridine (10 mg / 100 cm ² ) and polyvinyl alcohol (20 mg / 100 cm ² ).

Table IV

Sample no.

Removal agent

3-1 Comparison compound (AJ 3-2 SCP- (3) i 3-3 Comparison compound (B) ύ 3-4 SCP- (7) Ä 3-5 Comparison compound (F) 3-6 SCP- (91) I. 3-7 Comparison compound (G) 3-8 SCP-068) ? ·! 3-9 Comparison compound (H) H 3-10 SCP- (173)

Band generation speed

3 min 01 s 2 min 30 s 2 min 55 s

2 min 27 s

3 min 15 s 2 min 50 s 2 min 50 s 2 min 25 s 2 min 43 s 2 min 23 s

59

Table V Example no.

temperature

15 ° C

38 ° C

3-1 (Comparison connection) 3-2 (SC?) 3-3 (Comparison connection) 3-4 (SCP) 3-5 (Comparison connection) 3-6 (SCP) 3-7 (Comparison connection) 3-8 (SCP) 3-9 (Comparison connection) 3-10 (SCP)

0.30
0.29
0.32

0.23
0.12
0.22

0.04
0.03
0.06

2.17 0.33 0.08 0.05 2.01 0.29 0.24 0.04 2.02 0.28 0.12 0.03 2.12 0.32 0.25 0.08 2.17 0.33 0.14 0.05 2.20 0.42 0.27 0.14 2.26 0.44 0.18 0.10 Example 4

0.16 0.14 0.14 0.07 0.14 0.10 0.18 0.14 0.12 0.07

0.10 0.04 0.12 0.05 0.08 0.04 0.12 0.08 0.18 OK

On the layer No. (2) of the monochrome sample of Example 3, the following were sequentially given Layers applied to produce two-tone samples:

(3)

an intermediate layer with a dry layer thickness of 1.5 µm, the SC (1.3 χ 10 ⁵ mol / 100 cm ² ) and / or SCP (1.6 χ 10 " ⁵ mol / 100 cm ² ), dibutyl phthalate (3 mg / 100 cm ² ) and gelatin (15 mg / 100 cm ² ); (4) a light-sensitive silver halide emulsion layer with a dry layer thickness of 1.5 μm, which contains a green-sensitive direct-positive interior image silver bromide emulsion (14.0 mg / 100 cm ² , calculated as silver), potassium ^ -octadecylhydroquinone-S-sulfonate (1.0 mg / 100 cm ² ), l-acetyl-2- [p- | 5-amino-2- (2,4-di-tert-amylphenoxy) benzamido} phenyl] hydrazine (0.2 mg / 100 cm ² ), the purple DRR coupler B (6.0 mg / 100 cm ² ), N, N-diethyl auramide (4.0 mg / 100 cm ² ), SCP- (6) (1.1 x 10 " ⁶ mol / 100 cm ² ) and gelatin (15.0 mg / 100 cm ² );

(5) a protective layer with a dry layer thickness of 1.0 μΐη, the Ν, Ν, Ν-Τπ-acryloyl-hexahydro-s-triazine (4.0 mg / 100 cm ² ), SCP- (6) (1.6 χ 10 " ^s mol / 100 cm ² ), dibutyl phthalate (about 3 mg / 100 cm ² ) and gelatin (11.0 mg / 100 cm ² ).

The SC or SCP used in Layer # (2) was SCP- (o), dat in the same amount as the SCP- (6) was used in layer no. (4).

The samples thus prepared were individually treated in the same manner as described in Example 1 or developed. The results obtained are given in Table VI below. The definition the symbols used in Table VI are the same as in Table III.

As can be seen from Tables IV to VI, the compounds (SCP) according to the invention are extremely advantageous also used in a multicolor color diffusion transfer process in the DDR coupler will.

Table Vl Removal agent Applied DL Exposure process Procedure b 0.45 0.28 50 Sample no. (Intermediate layer) Procedure a 0.40 ^u max Ö.28 0.20 Dmax 0.23 a ^M 2.25 0.28 0.20 _ 2.20 0.23 0.15 2.01 55 4-1 Comparison compound (A) 1.90 0.11 2.10 0.29 0.21 4-2 Comparison compound (A) 1.98 0.24 0.11 0.3 i 0.21 4-3 + SCP- (3) (2: 1) 0.26 2.13 Comparison compound (A) 2.03 0.12 2.1S 0.35 0.22 60 4-4 Comparison compound (A) 2.06 0.30 0.11 - - 4-5 + SCP-O) (1: 2) 0.25 2.21 SCP- (3) 2.10 0.12 - 4-6 Comparison compound (A) 1.83 0.11 Oj 4-7 (αϊ) ¹ ) (M monochromatic Sample)

60

continuation

No. Including notice Applied cancellation procedure

(Intermediate layer) method a method b

4-8 Comparison compound (A) - 1.96 0.30 0.19

(C monochromatic (a, f), ₀

Sample)

Example 5

On a transparent polyethylene terephthalate film support 150 am thick were successively the layers specified below applied to produce an integral multi-layer sample a for the three-color color diffusion transfer method.

Sample a

1I) An image-receiving layer with a dry layer thickness of 4 μm, which is a terpolymer (49/49/2 molar ratio) of styrene, N-vinylben / yl-N-benzyl-NN-dimethylammonium chloride and divinylbenzene (22 mg / 100 cm ² ) and gelatin (22 mg / 100 cm ² );

(2) a light reflective layer with a dry layer thickness of 7 µm and containing titanium dioxide (230 mg / 100 cm ² ) and gelatin (22 mg / 100 cm ² );

(3) a black, opaque (opaque) layer with a dry layer thickness of 3 µm, containing carbon black (25 mg / 100 cm ² ) and gelatin (17 mg / 100 cm 2), -

(4) a cyan dye releasing layer 1.5 µm when dry, which

the blue-green DRR compound A (6 mg / 100 cm ² ), Ν, Ν-diethyl lauramide (II mg / 100 cm ² ), SCP- (3) (1.0 mg / 100 cm ² ), dibutyl phthalate (0.2 mg / 100 cm ² ) and gelatin (17 mg / 100 cm ² );

(5) a light-sensitive silver halide emulsion layer with a dry layer thickness of 1.5 µm containing a red-sensitive internal direct-positive silver bromide emulsion (14.0 mg / 100 cm ² in terms of silver), potassium 2-sec.-octadecylhydroquinone-S-sulfonate ( 1.0 mg / 100 cm ² ), 1-acetyl-2- [p- {5-amino-2- (2,4-di-tert-amylphenoxy) benzamido} phenyl] hydrazine (0.2 mg / 100 cm ² ) and gelatin (16.5 mg / 100 cm ² );

(6; an intermediate layer with a dry layer thickness of 1.5 µm, which corresponds to the comparative terms (A) (SC) (0.6 mg / 100 cm ² ), SCP- (3) (6.0 mg / 100 cm ² ), Contained dibutyl phthalate (3 mg / 100 in ² ) and gelatin (15 mg / 100 cnr);

(7) a purple dye-releasing layer with a dry layer thickness of 1.5 μm, which contains the purple DRR compound B (7.0 mg / 100 cm ² ), Ν, Ν-diethyl lauramide (11.0 mg / 100 cm ² ), SCP- (3) (1.0 mg / 100 cm ² ), dibutyl phthalate (0.2 mg / 100 cm ² ) and gelatin (17 mg / 100 cm ² );

(8) a light-sensitive silver halide emulsion layer with a dry layer thickness of 1.5 .mu.m, containing a green-sensitive direct-positive internal image silver bromide emulsion (14.0 mg / 100 cm ² , calculated as silver), potassium-octadecylhydroquinone-S-sulfonate (1.0 mg / 100 cm ² ), l-acetyl-2- [p- {5-amino-2- (2,4-di-tert-amylphenoxy) benzamido} phenylhydrazine (0.2 mg / 100 cm ² ) and gelatin (17, 0 mg / 100 cm ² );

C)) an intermediate layer with a dry layer thickness of 1.5 μm, which contains the comparison compound (A) (SC) (0.9 mg / 100 cm ² ), SCP- (3) (5.6 mg / 100 cm ² ), Contained dibutyl phthalate (3 mg / 100 cm ² ) and gelatin (15 mg / 100 cm ² );

(10) a yellow dye-releasing layer with a dry layer thickness of 1.5 μm, which contains the yellow DRR compound C (10 mg / 100 cm ² ), N, N-diethyl lauramide (18 mg / 100 cm-), SCP- (3) (0.4 mg / 100 cm ² ), dibutyl phthalate (0.2 mg / 100 cm ² ) and gelatin (17 mg / 100 cm ² );

(11) a light-sensitive silver halide emulsion layer with a dry layer thickness of 1.5 μm, which contains a blue-sensitive direct positive internal image silver bromide emulsion (14.0 mg / 100 cm ² , calculated as SiI-ber), potassium ^ -sec.-octadecylhydroquinone-S-sulfonate ( 1.0 mg / 100 cm ² ), 1-acetyl-2- [p- {5-amino-2- (2,4-di-tert-amylphenoxy) benzamido} phenyl] hydrazine (0.2 mg / 100 cm ² ) and gelatin (16.5 mg / 100 cm ² );

(12) a coating layer with a dry layer thickness of 1.0 μm and containing Ν, ', Ν'-triacryloyl-hexahydro-striazine (8.0 mg / 100 cm ² ) and gelatin (10.0 mg / 100 cm ² ).

Sample b

Sample b was prepared in the same way as sample a, but this time in each of Layers No. (4). (6), (7). (9) and (10) instead of SCP- (3) the comparison compound (A) was used, and the amount of Comparative Compound (A) used in each layer was 75 mol% of that in each layer applied amount of SCP- (3).

61

Sample c

Sample c was prepared in the same way as sample a, but this time the comparative compound (A) and SCP- (3) are excluded from the intermediate layers (layers no. (6) and (9)), respectively became.

Then, a treatment or development sheet was made by using the following Layers one after the other on a transparent polyethylene terephthalate film base with a thickness of ΙΟΟμίτι applied.

10 treatment or development sheet d

(1) A neutralization layer with a dry layer thickness of 22.0 µm and containing a copolymer (25/75 molar ratio) of acrylic acid and butyl acrylate (220 mg / 100 cm ² );

(2) a timer layer with a dry layer thickness of 4.5 ;; m, the cellulose acetate (acetyl value 40%) (50 mg / 100 cm ² ), a copolymer of styrene and maleic anhydride (2.0 mg / 100 cm ² ) and 5 - (2-Cyanoäthylthio) -2-phenyltetrazole as a development inhibitor precursor (3 mg / 100 cm ² ).

gS- uZW. L ^ ni'tViCiCiUngauGgCtt C 20th

The treatment or development sheet e became in the same manner as the treatment or development sheet d, this time the development inhibitor precursor from the timer layer was excluded. The development inhibitor precursor used in the treatment or development sheet d it was a connection as described in US Pat. No. 40 09 029

25 ben is.

In order to make the effect of the compounds according to the invention clear, a film unit was made from Combinations of the above three types of samples, two types of treatment and development sheets, respectively and containers as shown in the following Table VII individually in the same manner as treated or developed in Examples 1 and 2. The alkaline treatment agent used in the containers

30 and developing composition were the same as in Example 1.

The results obtained are given in Table VII below. The symbols used in Table VII Δ D, _"aK in the column" temperature change "give the difference between the maximum densities, determined at 15 ° C and 25 ° C, as well as at 25 ⁰ C and 38 ⁰ C, and the same applies Rit Δ £>""". In the "Color separation" column, the Δα represents the difference between α and α _ο (Δα = ο · - «,,). It can be seen from Table VII that the sample containing the SCP according to the invention had a broader treatment or development temperature range even when a development sheet which did not contain a development material precursor was used. On the other hand, it can be seen from this that sample a according to the invention was superior in terms of the speed of development to sample b containing no SCP when the treatment or development sheet d containing the development inhibitor precursor was in compo-

40 bination with interlayers and dye donating layers was used.

The examples described above show that the compounds used according to the invention (SCP) are extremely beneficial as a new method for expanding the treatment or development temperature latitude as well as a new method for achieving rapid treatment or development.

62

NiBäiraiiaeiHöterasESfflsesä ^ ä ^

Table VI

(1) comparison C2) comparison R. (3) comparison (4) according to the invention remover only
sample
b only development
inhibitor precursors
C. Distance center
+ Development inhibitor
precursor
b compound according to the invention
a Development sheet
e d d e BGR El C BGR BGR

characteristic value, J D _max
measured at 25 ⁰ CS η

Temperature change

15 ⁰ C-25 ⁰ C AD _m

25 ⁰ C-38 ⁰ C AD _m

AD _min
Image generation speed r _o , s

[Aa ^c
Color separation < Aa ^M

] Aa ^r

1.68
0.22

0.20
0.04
0.13
0.10

1.82 0.24

0.26 0.06 0.10 0.11

min see mm see 5 26 3

1.95
0.28

0.27
0.07
0.05
0.16

min see
2 40

1.78
0.36

0.15
0.03
0.15
0.05

min see
4 11

0.02

0.02

0.00

0.00 0.30

2.03 0.38

0.23 0.04 0.14 0.06

min see 3 04

0.05 0.03

2.18 0.40

0.22 0.05 0.12 0.10

min see 2 10

1.65 0.21

0.16 0.03 0.13 0.04

1.82
0.24

0.21
0.05
0.12
0.05

min see min see
20 3 58

1.94
0.27

0.20
0.04
0.07
0.09

min see
41

1.75
0.23

0.10
0.03
0.15
0.05

min see
20th

0.03 0.02

0.03
0.00

0.00 0.04

1.98 0.26

0.08 0.04 0.11 0.05

min see 3

0.04 0.01

2.16 0.29

0.07 0.04 0.07 0.07

min see 2

0.01

The comparative compounds, DRR compounds used in the preceding Examples 1 to 5 and DDR couplers had the respective structural formulas given below:

5 Comparative compound (A) OH

KO ₃ S ^

C ₁₈ H ₃₇ (SeC)

OH

Comparative compound (B) OH

(sec) H _2S C ₁₂

C ₁₂ H ₂₅ (sec)

OH

Comparison compound (C)

(I) H ₁₁ C ₁

O —CH ₂ CONH-L

C ₅ H ₁₁ (I) OH

NHCH ₂ CH ₂ OH
Ii-OC ₁₅ H ₃₁

Comparison compound (D)

50 comparison compound (E)

CH ₃ NH ₂

OC ₁₆ H ₃₃

Comparative compound (F) OH

64

Comparison compound (G)

C ₅ H _n (O

(OC ₅ H ₁₁

C ₂ H ₅

Comparative compound (H) HO OH

C ₁₅ H ₃₁ (Ii)

Blue-Green DRR Compound A OH

NO ₂

OH

SO ₂ CH ₃

Purple DRR Link B

OH C ₅ H ₁₁ (O

SO ₂ NHC (CHj) ₃

NHSO ₂ - / V— N = N- <f> -OH CH ₃ SO ₂ NH-

10

20th

30th

4C

Yellow DRR compound C OH

C _s H "(t)

CO NH (CH ₂ ) 4 O- <\ - C ₅ H _u (t) OCH ₃

NHSO;

NHSO ₂

N = N-C C-CN

HO-C N \ /

Blue-green GDR coupler A OH COOH

COOH

C 15Hj ₁

40 purple GDR coupler B

N = N-C C -C -NHCO

O = C

SO ₃ Na

SO ₃ Na

Claims (9)

Patent claims: 1. A photographic material for the color diffusion transfer process, consisting of an image receiving part and a photosensitive part, the photosensitive part on one Support has at least one light-sensitive silver halide emulsion layer and one non-diffusible A dye image-forming compound of the general formula contains: DYE — LINK — COUP — BALL BALL — LINK— (COUP) ' (D (II) or DYE— (LINK) '- C (III) BALL where mean: DYE a diffusible dye group or a diffusible dye precursor group, LINK is a divalent group consisting of an oxygen or sulfur atom or an azo or sulfonamide group, where the nitrogen atom of the sulfonamide group is attached to COUP or (COUP) ' is bound COUP a coupler residue of a 5-pyrazolone, phenol, naphthol, open-chain ketomethylene, cyclopentanone or indanone coupler, (COUP) 'a coupler residue of a 5-pyrazolone, phenol, naphthol or open-chain ketomethylene coupler, BALL is a photographically inert ballast group, (LINK) 'a divalent group consisting of one oxygen or sulfur atom or one Sulphonyl or sulphonamide group, where the nitrogen atom is at BALL is bound, and Z is a non-metal atom grouping which is required to co-ordinate with the one bonded to (LINK) ' Carbon atom to form a 5- or 6-membered ring, where COUP or (COUP) 'is bound to the link LINK in the coupler position,
characterized in that the photosensitive part additionally contains a compound which is deactivated by a group which can be split off in alkaline solution and which only absorbs excess oxidized silver halide developer compound after the action of the alkaline developer solution. 2. Recording material according to claim 1, characterized in that it is deactivated Compound is one of the general formula OH where mean: Z, the non-metal atoms required to complete a 2,3-dihydrol'uran-, 211-pyran- or 3,4-dihydro-2H-pyran ring,
R ₁ , R ₄ and R ₅ individually each represent a hydrogen or chlorine atom, a sulfonic acid group or a salt thereof, an alkyl, alkenyl, aryl, amino, alkoxy, aryloxy, alkylsulfonyl, alkanamido, arylamido , Alkylsulfonamido, arylsulfonamido, alkylsulfamoyl, arylsulfamoyl, alkylcarbamoyl, aryl carbamoyl or heterocyclic group, I _{1 is} an integer from 1 to 5, where, when I _{2 is} an integer from 2 to 5, the radicals R _{3 can be the} same or different and R ₄ in cooperation with R ₅ can form a condensed ring together with the benzene ring, with the proviso that R ₃ , R ₁ and R ₅ individually or together each represent a group which renders the deactivated compound and the compound obtained during its hydrolysis under alkaline conditions non-diffusible under alkaline conditions 3. Recording material according to claim 1, characterized in that it is deactivated Compound is one of the general formula [(BMl) -G)] where mean: R _{36 is} an atom or a group which can be split off at the time of coupling of the compound obtained in the hydrolysis of the deactivated compound with an oxidized primary aromatic amine developing agent, and R _{15 is} an alkyl group which has the effect of rendering the deactivated compound and the compound obtained in its hydrolysis under alkaline conditions non-diffusible under alkaline conditions. 4. Recording material according to claims 1 to 3, characterized in that it is the deactivated compound is one that occurs during hydrolysis under alkaline conditions can form a non-diffusible compound that interacts with an oxidized silver halide developing agent can enter into an oxidation-reduction reaction. 5. Recording material according to claims 1 to 4, characterized in that it is the deactivated compound is one that occurs during hydrolysis under alkaline conditions may form a nondiffusible compound that interacts with an oxidized primary aromatic amine developing agent can enter into a cure reaction. 6. Recording material according to claim 1, characterized in that it is deactivated Compound is one of the general formula OA ₁₁ (Rm) i " [(AHi) - (I) '] OA ₁ , where mean: Α ,,, and An individually in each case a hydrogen atom or -CO-Ym (in which Y _{10 represents} a lower alkyl or phenyl group), with the proviso that A _m and A _n cannot be hydrogen atoms at the same time, R ₃₁₁ , Rj., And R ,,,, individually each represent a hydrogen or chlorine atom, a sulfonic acid group or a salt thereof, a carboxyl group or a salt thereof, an alkyl, alkenyl, aryl, amino, alkoxy, Aryloxy, alkylsulfonyl, alkanamido, arylamido, alkylsulfonamido, arylsulfonamido, alkylsulfamoyl. Arylsulfamoyl, alkylcarbamoyl, arylcarbamoyl or heterocyclic group, the alkyl, alkenyl, aryl, amino, alkoxy, aryloxy, alkylsulfonyl, alkanamido, arylamido, alkylsulfonamido, arylsulfonamido, alkylsulfamoyl , Alkylcarbamoyl, arylcarbamoyl and heterocyclic groups can optionally have one or more substituents, provided that at least one of the radicals R ₅₈ , R ₅₉ and R _{60 is} a sulfonic acid group or a salt thereof, a carboxyl group or a salt thereof or a group, which has as a substituent this group or a salt thereof, R ₅₈ , R ₅₉ and R ₆₀ acting either individually or together, the above-mentioned deactivated compound and a removing agent obtained by hydrolyzing this compound under alkaline conditions do not under these alkaline conditions -to make diffusible, or in which R _is together with R ₅ ,, and the benzene ring a condensed R ing can form, I _{n is} an integer from 1 to 6 and 10 15th 20th 30th 35 40 50 55 60 65 wobui then, if /, can be. denotes an integer from 2 to 6, the radicals being identical to or different from one another 7. Recording material according to claim 1, characterized in that it is deactivated Compound is one of the general formula where mean: Υιι a lower alkyl or phenyl group, R ₆ I and R ₆₂ individually each represent a hydrogen atom, an alkyl or aryl group, or in which R. ,, together with R ₆₂ can form a S-membered heterocyclic ring, R _{63 is} an atom or a group which at the time of coupling the compound obtained in the hydrolysis of the deactivated compound with an oxidizing primary aromatic amine developer connection can be split off, where R ₆₁ and R ₆₂ individually or together have the effect of rendering the deactivated compound and the compound obtained in the hydrolysis of this compound under alkaline conditions non-diffusible under these alkaline conditions, and where at least one of the radicals R ₆ ,, R, ,, and R _{63 represents} a sulfonic acid group or a salt thereof, a carboxyl group or a salt thereof, or a group having as a substituent this group or a salt thereof. 8. Recording material according to claim 1, characterized in that it is deactivated Compound is one of the general formula OA ₁₂ R « \ A 35 A / OA ₁₃ where mean: A | ₂ and A ₁ , individually each a hydrogen atom or a group of the formula -CO-Yi ₂ , -CO-O-Yi, or -CO-CO-O-Yi ₄ (where Y _{12 is} a phenyl group, at least one hydrophilic or electron attractive Group or an alkyl group which has at least one halogen atom in the σ-position, Y ,, the _{phenyl group as defined for Y! 2} or an S-arylsulfonylethyl group and Y _{! 4} a hydrogen atom or an alkyl group with 1 to 10 carbon atoms), with the proviso that A ₁₂ and A, "not at the same time water", can be offatoms, R ₆₄ , R ₆₅ and R ₆₆ individually each represent an atom or a group selected from hydrogen atom, chlorine atom, alkyl, aryl, alkoxy, aryloxy, alkanamido, arylamido, alkylcarbamoyl, arylcarbamoyl and alkenyl groups, where R ₆₄ , R ₆₅ and R ₆₆ individually or together have the effect of the deactivated compound so and to make the compound, which is obtained during its hydrolysis under alkaline conditions, non-diffusible under these alkaline conditions, and where R ₆₄ can form a condened ring together with R ₆₅ and together with the benzene ring,
/ i _: an integer from 1 to 6, where, when I _{n is} an integer from 2 to 6, the radicals R _{66 are} identical to or are different from one another can be divorced. 9. Recording material according to claim 1, characterized in that it is deactivated Compound is one of the general formula 60 0-A _{14 R (i7} ON 'KBHl) - (I) "] W \ 65 [" where mean: Λ ,, uinc group of the general formula -CO-Yn. "CO-OY ,,, or -CO-CO-O-Yi ₇ (where Y ,, is a phenyl group with at least one hydrophilic or electron-attracting group or an alkyl group which has at least one halogen atom in the« position, Y _u which represent a phenyl group as defined for Υ, ₅ or a jö-arylsulfonethyl group and Y _{17 represents} a hydrogen atom or an alkyl group with 1 to 10 carbon atoms), R ,, 7 and R ,, k individually each represent a hydrogen atom, an alkyl or aryl group, where this alkyl and aryl group can optionally be substituted and R ^ - together with R ₆₈ can form a 5-membered heterocyclic ring, where R ,, ₇ and R <, ₈ either individually or together have the effect of making the deactivated compound and the compound obtained during its hydrolysis under alkaline conditions nondiffusible under these alkaline conditions. R ,,,, an atom or a group which, at the time of coupling, is deactivated in the hydrolysis of the Compound obtained compound with an oxidized primary aromatic amine developing agent can be split off.