EP0256537A2 — Color print and a method for producing the same

Claim 1

Independent Claim 304 words

A color print wherein colored dyes as formed by coupling of at least one coupler represented by the following general formula (I) and/or (II), at least one coupler represented by the following general formula (III), and at least one coupler represented by the following general formula (IV), respectively with the oxidized form of a paraphenylenediamine developing agent are respectively contained in different hydrophilic colloidal layers provided on a reflecting support by coating; the colored dyes respectively existing in droplets of a high boiling organic. solvent and/or water insoluble high molecular compound each having a dielectric constant of 2 to 20 at 25°C and a refractive index of 1.3 to 1.7 at 25°C, said grains being dispersed in the hydrophilic colloidal layers; and the spectral absorption peak wave lengths of the colored dyes respectively lying in the range represented by the following formula (I): λc = Spectral absorption peak wave length (nm) of the colored cyan dye λm = Spectral absorption peak wave length (nm) of the colored magenta dye λy = Spectral absorption peak wave length (nm) of the colored yellow dye wherein R 1 . R 2 and R 4 independently represent substituted or unsubstituted aliphatic, aromatic or heterocyclic groups; R 3 , R 5 and R 6 independently represent hydrogen atoms, halogen atoms, substituted or unsubstituted, aliphatic, aromatic or acylamino groups, and R 3 may represent with R 2 a nonmetal atomic group which forms a nitrogen-containing 5-or 6-membered ring; R 7 represents a hydrogen atom or a substituent; R 8 represents a substituted or unsubstituted N-phenylcarbamoyl group; Z a and Z b independently represent methines, substituted methines, = N-or -NH-; and Y 1 , Y 2 , Y 3 and Y 4 independently represent hydrogen atoms or groups eliminable at the coupling reaction with the oxidized form of the developing agent.

Claim 2

Dependent Claim 304 words

A color print wherein colored dyes as formed by coupling of at least one coupler represented by the following general formula (I) and/or (II), at least one coupler represented by the following general formula (III), and at least one coupler represented by the following general formula (IV), respectively with the oxidized form of a paraphenylenediamine developing agent are respectively contained in different hydrophilic colloidal layers provided on a reflecting support by coating; the colored dyes respectively existing in droplets of a high boiling organic. solvent and/or water insoluble high molecular compound each having a dielectric constant of 2 to 20 at 25°C and a refractive index of 1.3 to 1.7 at 25°C, said grains being dispersed in the hydrophilic colloidal layers; and the spectral absorption peak wave lengths of the colored dyes respectively lying in the range represented by the following formula (I): λc = Spectral absorption peak wave length (nm) of the colored cyan dye λm = Spectral absorption peak wave length (nm) of the colored magenta dye λy = Spectral absorption peak wave length (nm) of the colored yellow dye wherein R 1 . R 2 and R 4 independently represent substituted or unsubstituted aliphatic, aromatic or heterocyclic groups; R 3 , R 5 and R 6 independently represent hydrogen atoms, halogen atoms, substituted or unsubstituted, aliphatic, aromatic or acylamino groups, and R 3 may represent with R 2 a nonmetal atomic group which forms a nitrogen-containing 5-or 6-membered ring; R 7 represents a hydrogen atom or a substituent; R 8 represents a substituted or unsubstituted N-phenylcarbamoyl group; Z a and Z b independently represent methines, substituted methines, = N-or -NH-; and Y 1 , Y 2 , Y 3 and Y 4 independently represent hydrogen atoms or groups eliminable at the coupling reaction with the oxidized form of the developing agent.

Claim 3

Dependent Claim 17 words

A color print of claim 1, wherein λc, λm and λy are respectively 665±15nm, 542.5±15nm and 440±15nm.

Claim 4

Dependent Claim 17 words

A color print of claim 2, wherein xc, λm and λy are respectively 665±10nm, 542.5±10nm and 440±10nm.

Claim 5

Dependent Claim 121 words

A color print of claim 1, wherein the coupling-off group in the definition of Yi, Y 2 , Y 3 or Y 4 is such a group that bonds the coupling active carbon to an aliphatic group, an aromatic group, a heterocyclic group, an aliphatic, aromatic or heterocyclic sulfonyl group, or an aliphatic, aromatic or heterocyclic carbonyl group through an oxygen, nitrogen, sulfur or carbon atom; a halogen atom; or an aromatic azo group, wherein the aliphatic, aromatic or heterocyclic group contained in these eliminable groups may be substituted with substituent(s) permitted for Ri, and when there are two or more of these substituents, they may be the same or different and these substituents may further have substituent(s) permitted for Ri.

Claim 6

Dependent Claim 91 words

A color print of claim 4, wherein the coupling-off group is a halogen atom, an alkoxy group, an aryloxy group, an acyloxy group, an aliphatic or aromatic sulfonyloxy group, an acylamino group, an aliphatic or aromatic sulfonamido group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, an aliphatic, aromatic or heterocyclic thio group, a carbamoylamino group, a 5-or 6-membered nitrogen-containing heterocyclic group, an imido group or an aromatic azo group, or a group wherein the aliphatic, aromatic or heterocyclic group contained in the coupling-off group is substituted with a substituent permitted for Ri.

Claim 7

Dependent Claim 96 words

A color print of claim 1, wherein Ri, R 2 and R 4 in the cyan couplers of the general formulae (I) and (II) are respectively substituted or unsubstituted, aliphatic groups having 1 to 32 carbon atoms, aryl groups or heterocyclic groups, and the substituents are respectively alkyl groups, aryl groups, heterocyclic groups, alkoxy groups, aryloxy groups, alkenyloxy groups, acyl groups, ester groups, amido groups, carbamoyl groups, sulfamoyl groups, imido groups, ureido groups, aliphatic or aromatic sulfonyl groups, aliphatic or aromatic thio groups, hydroxyl groups, cyano groups, carboxyl groups, nitro groups, sulfo groups, or halogen atoms.

Claim 8

Dependent Claim 52 words

A color print of claim I, wherein R 5 in the general formula (II) is a methyl group, an ethyl group, a propyl group, a butyl group, a pentadecyl group, a tert-butyl group, a cyclohexyl group, a cyclohexylmethyl group, a phenylthiomethyl group, a dodecyloxyphenylthiomethyl group, a butanamidomethyl group or a methoxymethyl group.

Claim 9

Dependent Claim 63 words

A color print of claim 1, wherein the coupling-off group represented by Y 1 or Y 2 in the general formulae (I) and (II) is a halogen atom, an alkoxy group, an aryloxy group, an acyloxy group, a sulfonyloxy group, an amido group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, an aliphatic or aromatic thio group, an imido group or an aromatic azo group.

Claim 10

Dependent Claim 60 words

A color print of claim 1, wherein R 1 in the general formula (I) is an aryl group substituted with a halogen atom, an alkyl group, an alkoxy group, an aryloxy group, an acylamino group, an acyl group, a carbamoyl group, a sulfonamido group, a sulfamoyl group, a sulfonyl group, a sulfamido group, an oxycarbonyl group or a cyano group.

Claim 11

Dependent Claim 23 words

A color print of claim 1, wherein R 2 in the general formula (I) is a substituted or unsubstituted alkyl or aryl group.

Claim 12

Dependent Claim 16 words

A color print of claim 10, wherein R 2 is a substituted aryloxy substituted aryl group.

Claim 13

Dependent Claim 18 words

A color print of claim 1, wherein R 4 is a substituted or unsubstituted alkyl or aryl group.

Claim 14

Dependent Claim 16 words

A color print of claim 12, wherein R 4 is a substituted aryloxy substituted alkyl group.

Claim 15

Dependent Claim 58 words

A color print of claim 1, wherein R 5 in the general formula (II) is an alkyl group having 2 to 15 carbon atoms or a methyl group having a substituent of one or more of carbon atoms, and the substituent is an arylthio group, an alkylthio group, an acylamino group, an aryloxy group or an alkyloxy group.

Claim 16

Dependent Claim 34 words

A color print of claim 1, wherein Y 1 and Y 2 in the general formulae (I) and (II) are respectively hydrogen atoms, halogen atoms alkoxy groups, aryloxy groups, acyloxy groups or sulfonamido groups.

Claim 17

Dependent Claim 29 words

A color print of claim 1, wherein R 7 in the general formula (III) is an alkyl group, an alkoxy group, an aryloxy group or a heterocyclie oxy group.

Claim 18

Dependent Claim 42 words

A color print of claim 16, wherein the alkyl group of R 7 is a methyl group, an ethyl group, a propyl group, a iso-propyl group, a butyl group, a iso-butyl group, a tert-butyl group, a trifluoromethyl group or a cyclopentyl group.

Claim 19

Dependent Claim 59 words

A color print of claim 16, wherein the alkoxy group of R 7 in the general formula (III) is a methoxy group, an ethoxy group, an i-propoxy group, a hexyloxy group, a t-butoxy group, a dodecyloxy group, a 2-ethylhexyloxy group, a benzyloxy group, a cyclohexyloxy group, a 2-chloroethoxy group, a 2-phenoxyethoxy group, a 2-(2,4-dichlorophenoxy)ethoxy group or an allyloxy group.

Claim 20

Dependent Claim 53 words

A color print of claim 16, wherein the aryloxy group of R 7 in the general formula (III) is a phenoxy group, a 2,4-dichlorophenoxy group, a 4-methylphenoxy group, a 4-nonylphenoxy group, a 3-pentadecylphenoxy group, a 3-butanamidophenoxy group, a 2-napthoxy group, a 1-naphthoxy group, a 4-methoxyphenoxy group, a 3,5-dimethoxyphenoxy group or a 3-cyanophenoxy group.

Claim 21

Dependent Claim 37 words

A color print of claim 16, wherein the heterocylic oxy group of R 7 in the general formula (III) is a 2-pyridyloxy group, a 2-thienyloxy group, a 2-methyltetrazol-5-oxy group, a 2-benzothiazoloxy group or a 2- pyrimidinoxy group.

Claim 22

Dependent Claim 48 words

A color print of claim 1; wherein Y 3 in the general formula (III) is a halogen atom, an alkoxy group, an aryloxy group, an acyloxy group, an amido group, an imido group, a nitrogen-containing heterocyclic group, an alkylthio group, an arylthio group or a heterocyclic thio group.

Claim 23

Dependent Claim 143 words

A color print of claim 1, wherein the magenta coupler of the general formula (III) is a coupler selected from the couplers represented by the general formulae (III-1 ) to (III-4): wherein R 7 represents a hydrogen atom or a substituent, R 9 and R io may be the same or different and respectively represent hydrogen atoms, halogen atoms, alkyl groups, aryl groups, heterocyclic groups, cyano groups, alkoxy groups, aryloxy groups, heterocyclic oxy groups, acyloxy groups, carbamoyloxy groups, silyloxy groups, sulfonyloxy groups, acylamino groups, arilino groups, ureido groups, imido groups, sulfamoylamino groups, carbamoylamino groups, alkylthio groups, arylthio groups, heterocyclic thio groups, alkoxycarbonylamino groups, aryloxycarbonylamino groups, sulfonamido groups, carbamoyl groups, acyl groups, sulfamoyl groups, sulfonyl groups, sulfinyl groups, alkoxycarbonyl groups, or aryloxycarbonyl groups, and Rs, Rio or Y 3 may become a bivalent group so as to make a bis or polymer type coupler.

Claim 24

Dependent Claim 38 words

A color print of claim 1, wherein the high molecular compound has a viscosity of 5000 cps or less when 30g of the high molecular compound is dissolved in 100 cc of an auxiliary solvent to be used.

Claim 25

Dependent Claim 62 words

A color print of claim 1, wherein the substituent of the phenyl group of R 8 in the general formula (IV) is a halogen atom, an alkyl group, an alkoxy group, an aryloxy group, an acylamino group, an acyl group, a carbamoyl group, a sulfonamido group, a sulfamoyl group, a sufonyl group, a sulfamido group, an oxycarbonyl group or a cyano group.

Claim 26

Dependent Claim 105 words

A color print of claim 1, wherein Rs in the general formula (IV) is represented by the following general formula (IV A). wherein G 1 represents a halogen atom or an alkoxy group, G 2 represents a hydrogen atom, a halogen atom or an alkoxy group optionally having a substituent, and R , 4 represents an alkyl group optionally having a substituent, and the substituents of G 2 and R 14 are the same or different and are alkyl groups, alkoxy groups, aryl groups, aryloxy groups, amino groups, dialkylamino groups, heterocyclic groups, halogen atoms, nitro groups, hydroxyl groups, carboxyl groups, sulfo groups or alkoxycarbonyl groups.

Claim 27

Dependent Claim 105 words

A color print of claim 1, wherein Y 4 in the general formula (IV) is any one of the groups represented by the formulae (X) to (XIII) wherein R 20 represents an aryl or heterocyclic group optionally substituted; wherein R 21 and R 22 are the same or different, and respectively represent hydrogen atoms, halogen atoms, caraboxylic acid ester groups, amino groups, alkyl groups, alkylthio groups, alkoxy groups, alkylsulfonyl groups, alkylsulfinyl groups, carboxyl groups, sulfo groups, unsubstituted or substituted phenyl or heterocyclic groups; and wherein W 1 in combination with in the formula represents a nonmetal atomic group necessary for forming a 5-or 6-membered ring.

Claim 28

Dependent Claim 90 words

A color print of claim 26, wherein the general formula (XIII) is represented by any one of the general formulae (XIV) to (XVI): wherein R 23 and R 24 may be the same or different, and respectively represent hydrogen atoms, alkyl groups, aryl groups, alkoxy groups, aryloxy groups or hydroxyl groups, R 25 , R 26 and R 27 may be the same or different, and respectively represent hydrogen atoms, alkyl groups, aryl groups, aralkyl groups or acyl groups, and W 2 represents an oxygen atom or a sulfur atom.

Claim 29

Dependent Claim 48 words

A color print of claim 1, wherein couplers respectively represented by the general formula (I) or (II), the general formula (III) and the general formula (IV) are respectively contained in the hydrophilic colloidal layers in an amount of 0.1 to 1.0 mole per 1 mole of silver halide.

Claim 30

Dependent Claim 42 words

A color print of claim 1, wherein a ratio of amounts of couplers represented by the general formula (I) or (II), the general formula (III) and the general formula (IV) to be used lies in a range of 1:0.2-1.5:0.5-1.5 in molar ratio.

Claim 31

Dependent Claim 32 words

A color print of claim 1, wherein the high boiling organic solvent is an alkyl phthalate, a phosphoric ester, a citric ester, a benzoic ester, an alkylamide, an aliphatic ester or phenol.

Claim 32

Dependent Claim 24 words

A color print of claim 1, wherein the water insoluble high molecular compound is polymethyl methacrylate, polyethyl methacrylate, polybutyl methacrylate, polycyclohexyl methacrylate or poly-t-butylacrylamide.

Claim 33

Dependent Claim 21 words

A color print of claim 31, wherein the molecular weight of the water insoluble high molecular compound is 150,000 or less.

Claim 34

Dependent Claim 34 words

A color print of claim 1, wherein an ultraviolet absorber is contained in the hydrophilic colloidal layer containing a coupler represented by the general formula (I) or (II), or in a layer adjacent thereto.

Claim 35

Dependent Claim 78 words

A color print of claim 33, wherein the ultraviolet absorber is a compound represented by the general formula (XVII): wherein R 28 , R 29 , R 30 , R 31 and R 32 may be the same or different, and are hydrogen atoms or aromatic groups which may be substituted with a substituent permitted for R 1 , and R 31 and R 32 may combine to form a 5-or 6-membered aromatic ring composed of carbon atoms.

Claim 36

Dependent Claim 28 words

A color print of claim 34, wherein the amount of the ultraviolet absorber to be coated is 1 x 10 -4 to 2 x 10-3 moles/m 2 .

Claim 37

Dependent Claim 13 words

A color print of claim 1, wherein a color fading inhibitor is contained.

Claim 38

Dependent Claim 34 words

A color print of claim 1, wherein a compound effective for improving the light fastness and heat fastness of the colored dye from a yellow coupler represented by the general formula (IV) is contained.

Claim 39

Dependent Claim 31 words

A color print of claim 1, wherein a compound effective for improving the light fastness of the colored dye from a magenta coupler represented by the general formula (III) is contained.

Claim 40

Dependent Claim 367 words

A process for producing a color print which comprises steps of imagewise exposing to light a silver halide photosensitive material and then subjecting the exposed silver halide material to color development, the silver halide photosensitive material containing a reflecting support having provided thereon a red sensitive silver halide emulsion layer containing at least one of the couplers represented by the following general formula (I) and/or the couplers represented by the following general formula (II), a green sensitive silver halide emulsion layer containing at least one of the couplers represented by the following general formula (III), and a blue sensitive silver halide emulsion layer containing at least one of the couplers represented by the following general formula (IV); these couplers respectively existing in droplets of a high boiling organic silvent and/or water insoluble high molecular compound each having a dielectric constant of 2 to 20 at 25°C and a refractive index of 1.3 to 1.7 at 25°C, said couplers being dispersed in the respective emulsion layers, and the spectral absorption peak wave lengths of the respective colored dyes as formed by coupling reaction of the respective couplers with the oxidized form of a paraphenylenediamine developing agent lying in the range represented by the following formula (I): λc = Spectral absorption peak wave length (nm) of the colored cyan dye Xm = Spectral absorption peak wave length (nm) of the colored magenta dye Xy = Spectral absorption peak wave length (nm) of the colored yellow dye wherein R i , R 2 and R 4 independently represent substituted or unsubstituted aliphatic, aromatic or heterocyclic groups; R 3 , R 5 and R 6 independently represent hydrogen atoms, halogen atoms, substituted or unsubstituted, aliphatic, aromatic groups or acylamino groups, and R 3 may represent with R 2 a nonmetal atomic group which forms a nitrogen-containing 5-or 6-membered ring; R 7 represents a hydrogen atom or a substituent; R s represents a substituted or unsubstituted N-phenylcarbamoyl group; Z a and Z b independently represent methines, substituted methines, = N-or -NH-; and Y i , Y 2 , Y 3 and Y 4 independently represent hydrogen atoms or groups eliminable at the coupling reaction with the oxidized form of the developing agent.

Claim 41

Dependent Claim 367 words

A process for producing a color print which comprises steps of imagewise exposing to light a silver halide photosensitive material and then subjecting the exposed silver halide material to color development, the silver halide photosensitive material containing a reflecting support having provided thereon a red sensitive silver halide emulsion layer containing at least one of the couplers represented by the following general formula (I) and/or the couplers represented by the following general formula (II), a green sensitive silver halide emulsion layer containing at least one of the couplers represented by the following general formula (III), and a blue sensitive silver halide emulsion layer containing at least one of the couplers represented by the following general formula (IV); these couplers respectively existing in droplets of a high boiling organic silvent and/or water insoluble high molecular compound each having a dielectric constant of 2 to 20 at 25°C and a refractive index of 1.3 to 1.7 at 25°C, said couplers being dispersed in the respective emulsion layers, and the spectral absorption peak wave lengths of the respective colored dyes as formed by coupling reaction of the respective couplers with the oxidized form of a paraphenylenediamine developing agent lying in the range represented by the following formula (I): λc = Spectral absorption peak wave length (nm) of the colored cyan dye Xm = Spectral absorption peak wave length (nm) of the colored magenta dye Xy = Spectral absorption peak wave length (nm) of the colored yellow dye wherein R i , R 2 and R 4 independently represent substituted or unsubstituted aliphatic, aromatic or heterocyclic groups; R 3 , R 5 and R 6 independently represent hydrogen atoms, halogen atoms, substituted or unsubstituted, aliphatic, aromatic groups or acylamino groups, and R 3 may represent with R 2 a nonmetal atomic group which forms a nitrogen-containing 5-or 6-membered ring; R 7 represents a hydrogen atom or a substituent; R s represents a substituted or unsubstituted N-phenylcarbamoyl group; Z a and Z b independently represent methines, substituted methines, = N-or -NH-; and Y i , Y 2 , Y 3 and Y 4 independently represent hydrogen atoms or groups eliminable at the coupling reaction with the oxidized form of the developing agent.

Claim 42

Dependent Claim 49 words

A process of claim 39, wherein the couplers represented by the general formula (I) or (II), the general formula (III), and the general formula (IV) are respectively contained in the respective silver halide emulsion layers in an amount of 0.1 to 1.0 mole per 1 mole of silver halide.

Claim 43

Dependent Claim 46 words

A process of claim 39, wherein when the high boiling organic solvent and/or the water insoluble high molecular compound are dispersed in each silver halide emulsion layer, a low boiling organic solvent having a boiling point of 30 to 150°C is used as an auxiliary solvent.

Claim 44

Dependent Claim 26 words

A process of claim 39, wherein at least one of the silver halide emulsions is monodispersed emulsion having a coefficient of variation of 0.15 or less.

Claim 45

Dependent Claim 26 words

A process of claim 42, wherein at least one of the silver halide emulsions is monodispersed emulsion having a coefficient of variation of 0.10 or less.

Claim 46

Dependent Claim 29 words

A process of claim 39, wherein silver halide grains contained in at least one of the silver halide emulsion layers are mainly regular crystals of cubic or tetradecahedral form.

Claim 47

Dependent Claim 26 words

A process of claim 39, wherein the color development is carried out in a color developer containing benzylalcohol in an amount of 5 ml/I or less.

Claim 48

Dependent Claim 19 words

A process of claim 45, wherein the color development is carried out in a color developer not containing benzylalcohol.

Claim 49

Dependent Claim 26 words

A process of claim 45, wherein at least one of the silver halide emulsions contains silver bromide in an amount of 10 mol % or less.

Color print and a method for producing the same

Abstract

Inventors

Bibliographic Details

Claims Analysis

References Cited (Backward Citations)

USPTO Annuity & Maintenance Windows

Assigned Categories & Tags

Assign Category Tag