Material for color photography

Claim 2

A light-sensitive recording material for colour photography, which contains at least one yellow coupler in at least one silver halide emulsion layer, wherein the yellow coupler has the formula ##STR68## in which R 1 is alkyl having 1 to 18 carbon atoms, R 2 is alkyl having 1 to 18 carbon atoms or aryl, R 3 is substituted or unsubstituted alkyl, alkoxy or alkylmercapto, each having 1 to 18 carbon atoms, cycloalkylmercapto, aryl, aryloxy or arylmercapto, the sum of the carbon atoms in the substituents R 1 , R 2 and R 3 being 3 to 30 and at least two of these substituents being able to form a cyclic radical together with the carbon atom to which they are bonded, the R 4 s are each halogen, alkyl, alkoxy, halogenoalkyl, alkylsulfonyl or aryloxy, X is a radical detachable during the coupling reaction, A is a 5-membered, heterocyclic, unsaturated ring system which contains 2 or 3 hetero-atoms, at least one of which is a nitrogen atom, and can be fused with a benzene ring and which is substituted by at least one ballast group and r is 1 or 2.

Claim 3

A recording material according to claim 1, wherein the yellow coupler has the formula ##STR69## in which R 1 , R 2 , R 3 , R 4 , X an A are as defined in claim 1.

Claim 4

A recording material according to claim 1, wherein the yellow coupler has the formula ##STR70## in which R 1 , R 2 , R 3 , R 4 , X and A are as defined in claim 1.

Claim 5

A recording material according to claim 1, wherein the yellow coupler has the formula ##STR71## in which R 5 is alkyl having 1 to 10 carbon atoms, R 6 is alkyl having 1 to 5 carbon atoms or phenyl, which is unsubstituted or substituted by halogen, alkyl or alkoxy, each having 1 to 4 carbon atoms, --NH 2 , --SO 2 R 9 or --NHCOR 10 , and R 7 is substituted or unsubstituted alkyl, alkoxy or alkylmercapto, each having 1 to 18 carbon atoms, cyclohexylmercapto, or phenyl, phenoxy or phenylmercapto which are unsubstituted or substituted by halogen, alkyl or alkoxy, each having 1 to 4 carbon atoms, --NH 2 , --SO 2 R 9 or --NHCOR 10 , the sum of the carbon atoms in the substituents R 5 , R 6 and R 7 being 3 to 30 and at least two of these substituents being able to form, together with the carbon atom to which they are bonded, a mono-, di- or tricycloalkyl radical having 3 to 12 carbon atoms, the R 8 s are each halogen or alkyl, halogenoalkyl, alkoxy or alkylsulfonyl, each having 1 to 5 carbon atoms, or phenoxy, R 9 is alkyl having 1 to 5 carbon atoms and R 10 is alkyl having 1 to 5 carbon atoms or substituted or unsubstituted phenyl, and A, X and r are as defined in claim 1.

Claim 6

A recording material according to claim 4, wherein the yellow coupler has the formula ##STR72## in which R 11 , R 12 and R 13 are each alkyl having 1 to 4 carbon atoms, the sum of the carbon atoms in the substituents R 11 , R 12 and R 13 being 3 to 7, and A, X, R 8 and r are as defined in claim 4.

Claim 7

A recording material according to claim 5, wherein the yellow coupler has the formula ##STR73## in which X 1 is hydrogen, halogen or the radical RO- or R'S--, in which R and R' are each alkyl, aryl, acyl or a heterocyclic radical, or X 1 is a heterocyclic, saturated or unsaturated radical containing at least one ring nitrogen atom, by means of which the radical is linked to the active methine group of the yellow coupler, A 1 is a 5-membered, heterocyclic, unsaturated ring system which contains 2 or 3 nitrogen atoms or 1 or 2 nitrogen atoms and one oxygen or sulfur atom and can be fused with a benzene ring and which is substituted by at least one ballast group, and R 11 , R 12 , R 13 and r are as defined in claim 5.

Claim 8

A recording material according to claim 6, wherein the yellow coupler has the formula ##STR74## in which X 2 is hydrogen, halogen or a radical of the formulae ##STR75## in which R 14 is --COOH, --NO 2 , --COOR 16 or ##STR76## R 16 is alkyl having 1 to 4 carbon atoms, R 17 is alkyl having 1 to 5 carbon atoms or benzyl, R 15 is hydrogen, alkyl having 1 to 18 carbon atoms, aralkyl, aryl, pyridyl, pyrimidyl, furyl, thienyl, cycloalkyl, alkoxy having 1 to 18 carbon atoms, aryloxy, alkylmercapto having 1 to 18 carbon atoms, arylmercapto, halogen, acyl, acyloxyalkyl, trifluoromethyl, cyano, --NH 2 , mono- or di-alkylamino, each having 1 to 18 carbon atoms in the alkyl moiety, acylamino or sulfonamide, which can be N-- or N,N-substituted, Z is --CO-- or --SO 2 -- and M 1 , if Z is --CO-- or --SO 2 --, is substituted or unsubstituted alkyl, cycloalkyl, aryl or aralkyl, or M 1 , if Z is --CO--, is mono- or di-alklamino, each having 1 to 5 carbon atoms in the alkyl moiety, alkoxy having 1 to 18 carbon atoms or phenoxy, Y is --CO--, --SO 2 -- or --C═N--Z--M 2 , or Y is a carbon or nitrogen atom bonded via a double bond to V, and M 2 , if Z is --CO-- or --SO 2 --, is substituted or unsubstituted alkyl, cycloalkyl, aryl or aralkyl, or M 2 , if Z is --CO--, is amino (NH 2 ), mono- or di-alkylamino having, in each case, 1 to 5 carbon atoms in the alkyl moiety, alkoxy having 1 to 18 carbon atoms, phenoxy, carbalkoxy having 1 to 5 carbon atoms in the alkoxy moiety, or carboxamido which is N-substituted or N,N-disubstituted by alkyl having 1 to 3 carbon atoms and/or by phenyl, and V represents the non-metallic atoms necessary to complete a 5-membered heterocyclic ring, and R 11 , R 12 , R 13 , A 1 and r are as defined in claim 6.

Claim 9

A recording material according to claim 7, wherein the yellow coupler has the formula ##STR77## in which X 3 is hydrogen, chlorine, bromine or a radical of the formula ##STR78## in which --D--E has the formula ##STR79## in which R 18 is hydrogen, alkyl having 1 to 18 carbon atoms, aralkyl, cycloalkyl, aryl or acyl having 1 to 5 carbon atoms, and R 19 is alkyl having 1 to 18 carbon atoms, aralkyl or aryl, and R 18 and R 19 together with the atom or atoms to which they are bonded can form a 4-membered to 6-membered ring, and M 4 , if Z is --CO-- or --SO 2 --, is alkyl having 1 to 18 carbon atoms, which is unsubstituted or substituted by halogen, hydroxyl, nitro, cyano, alkoxy, aryloxy or amino, cycloalkyl having 6 to 12 carbon atoms, benzyl or phenyl, which is unsubstituted or substituted by alkyl, alkoxy or alkylmercapto, each having 1 to 5 carbon atoms, hydroxy, nitro, cyano, amino, halogen, carboxamido, carbalkoxy, phenoxycarbonyl, benzyloxycarbonyl, --SO 2 NH 2 , N-substituted or N,N-disubstituted sulfonamide, acylamino or --SO 2 G or --COG, in which G is alkyl having 1 to 18 carbon atoms, which is unsubstituted or substituted by halogen, nitro, cyano, amino or alkoxy having 1 to 18 carbon atoms, or M 4 , if Z is --CO--, is amino, mono- or di-alkylamino having, in each case, 1 to 5 carbon atoms in the alkyl moiety, alkoxy having 1 to 18 carbon atoms, phenoxy, carbalkoxy having 1 to 5 carbon atoms in the alkoxy moiety, or carboxamido which is N-substituted or N,N-disubstituted by alkyl having 1 to 3 carbon atoms and/or by phenyl, and M 3 , if Z is --CO-- or --SO 2 --, has the meaning defined for M 4 , or M 3 , if Z is --CO--, is mono- or di-alkylamino, each having 1 to 5 carbon atoms in the alkyl moiety, alkoxy having 1 to 5 carbon atoms or phenoxy, Z is --CO-- or --SO 2 --, R 20 is hydrogen, alkyl having 1 to 12 carbon atoms, benzyl, phenyl, thienyl, cycloalkyl having 6 to 12 carbon atoms, alkoxy having 1 to 5 carbon atoms, alkylmercapto having 1 to 4 carbon atoms, halogen, benzoyl, benzoyloxyalkyl having 1 to 5 carbon atoms in the alkyl moiety, benzoylamino, mono- or di-alkylsulfonamide having, in each case, 1 to 5 carbon atoms in the alkyl moiety, or --NHCOC n H 2n+1 , in which n is 1 to 5, and A 1 , R 11 , R 12 , R 13 , R 17 and r are as defined in claim 7.

Claim 10

A recording material according to claim 8, wherein the yellow coupler has the formula ##STR80## in which A 2 is a diazole, triazole, oxazole, thiazole, oxadiazole, thiadiazole, diazolone, triazolone, benzoxazole, benzthiazole or benzimidazole radical with at least one ballast group and, if desired, further substituents and R 11 , R 12 , R 13 , X 3 and r are as defined in claim 8.

Claim 11

A recording material according to claim 9, wherein the yellow coupler has the formula ##STR81##

Claim 12

in which A 3 is a benzimidazole, benzoxazole, oxadiazole, thiadiazole, diazolone, triazolone or triazole radical with at least one ballast group and, if desired, further substituents and R 11 , R 12 , R 13 and X 3 are as defined in claim 9.

Claim 13

A recording material according to claim 9, wherein the yellow coupler has the formula ##STR82## in which A 4 is a triazole radical with at least one ballast group and, if desired, further substituents and R 11 , R 12 , R 13 and X 3 are as defined in claim 9.

Claim 14

A recording material according to any one of claims 9 to 11, wherein the further substituents are alkyl, alkoxy, hydroxyalkyl, halogenoalkyl or alkylmercapto, each having 1 to 4 carbon atoms, halogen, amino, hydroxyl, carbalkoxy having 1 to 4 carbon atoms in the alkoxy moiety, --CN, --CONH 2 and/or --NHCOR 21 , in which R 21 is alkyl having 1 to 4 carbon atoms or alkoxyalkyl having 2 to 4 carbon atoms, and the ballast group is alkyl, alkoxy, cycloalkoxy, alkoxyalkyl, alkoxycycloalkyl, cycloalkoxyalkyl, aralkyl, phenoxyalkyl, which can be substituted by halogen or alkyl having 1 to 10 carbon atoms, alkyl- or dialkylaminoalkyl, substituted or unsubstituted aryl- or diarylaminoalkyl, alkylmercaptoalkyl or substituted or unsubstituted arylmercaptoalkyl, in which the sum of the carbon atoms is 5 to 40 in each case; or also --COOR 22 , COR 22 , --NR 22 R 23 , --CONR 22 R 23 , --NR 23 COR 22 , --NR 23 COR 24 , --SO 2 R 22 , --SO.sub. 2 NR 22 R 23 or --NR 25 SO 2 R 22 , in which R 22 is alkyl having 5 to 40 carbon atoms or cycloalkyl having 5 to 12 carbon atoms, R 23 is hydrogen or alkyl having 1 to 12 carbon atoms and R 24 is alkoxyalkyl having 5 to 20 carbon atoms or phenoxyalkyl which has 1 to 12 carbon atoms in the alkyl moiety and can be substituted on the phenyl ring by alkyl having 1 to 10 carbon atoms.

Claim 15

A recording material according to claim 10, wherein the yellow coupler has the formula ##STR83## in which A 5 is a benzimidazole, benzoxazole, oxadiazole, thiadiazole, diazolone, triazolone or triazole radical, which can be substituted by alkyl, alkoxy and/or halogenoalkyl, each having 1 to 4 carbon atoms, or alkoxyalkyl having 2 to 4 carbon atoms, L is alkyl, alkoxy, alkoxyalkyl, phenylalkyl or phenoxyalkyl having 5 to 30 carbon atoms, --NHCOR 22 or --NR 23 COR 24 , in which R 22 is alkyl having 5 to 40 carbon atoms or cycloalkyl having 5 to 12 carbon atoms, R 23 is hydrogen or alkyl having 1 to 12 carbon atoms and R 24 is alkoxyalkyl having 5 to 20 carbon atoms or phenoxyalkyl which has 1 to 12 carbon atoms in the alkyl moiety and can be substituted on the phenyl ring by alkyl having 1 to 10 carbon atoms, and r is 1 or 2 and A 3 , R 11 , R 12 , R 13 and X 3 are as defined in claim 10.

Claim 16

A recording material according to claim 13, wherein the yellow coupler has the formula ##STR84## in which R 25 is hydrogen or alkyl, alkoxy and/or halogenoalkyl, each having 1 to 4 carbon atoms, and R 26 is alkyl, alkoxyalkyl, phenylalkyl or phenoxyalkyl having 8 to 30 carbon atoms and R 11 , R 12 , R 13 and X 3 are as defined in claim 13.

Claim 17

A recording material according to claim 13, wherein the yellow coupler has the formula ##STR85## in which R 27 is alkyl, alkoxy, alkoxyalkyl, phenylalkyl or phenoxyalkyl having 8 to 30 carbon atoms, --NR 23 COR 22 or --NR 23 COR 24 , R 22 is alkyl having 5 to 40 carbon atoms or cycloalkyl having 5 to 12 carbon atoms, R 23 is hydrogen or alkyl having 1 to 12 carbon atoms, R 24 is alkoxyalkyl having 5 to 20 carbon atoms or phenoxyalkyl which has 1 to 12 carbon atoms in the alkyl moiety and can be substituted on the phenyl ring by alkyl having 1 to 10 carbon atoms, and R 28 is hydrogen or alkyl or halogenoalkyl, each having 1 to 4 carbon atoms, and R 11 , R 12 , R 13 and X 3 are as defined in claim 13.

Claim 18

A recording material according to claim 13, wherein the yellow coupler has the formula ##STR86## in which R 27 is alkyl, alkoxyalkyl, phenylalkyl or phenoxyalkyl having 8 to 30 carbon atoms, --NR 23 COR 22 or --NR 23 COR 24 , R 22 is alkyl having 5 to 40 carbon atoms or cycloalkyl having 5 to 12 carbon atoms, R 23 is hydrogen or alkyl having 1 to 12 carbon atoms, R 24 is alkoxyalkyl having 5 to 20 carbon atoms or phenoxyalkyl which has 1 to 12 carbon atoms in the alkyl moiety and in which the phenyl ring can be substituted by alkyl having 1 to 10 carbon atoms and R 11 , R 12 , R 13 and X 3 are as defined in claim 13.

Claim 19

A recording material according to claim 14, wherein R 11 , R 12 and R 13 are methyl.

Claim 20

A recording material according to claim 15 wherein R 11 , R 12 and R 13 are methyl.

Claim 21

A recording material according to claim 16, wherein R 11 , R 12 and R 13 are methyl.

Claim 22

A recording material according to claim 14, wherein R 25 and R 26 are alkyl having 8 to 30 carbon atoms.

Claim 23

A recording material according to claim 11, wherein the yellow coupler has the formula ##STR87## in which n is 8 to 25 and X 3 is as defined in claim 11.

Claim 24

A recording material according to claim 13, wherein the yellow coupler has the formula ##STR88## in which n is 8 to 25 and X 3 is as defined in claim 13.

Claim 25

A recording material according to claim 14, wherein the yellow coupler has the formula ##STR89## in which n is 8 to 25 and R 29 is hydrogen, methoxy or trifluoromethyl and X 3 is as defined in claim 14.

Claim 26

A process, for colour photography, for the production of a yellow image by colour development of a recording material according to claim 1, which has been exposed image-wise.

Claim 27

The yellow images produced by the process according to claim 24.