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US5559240A
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Silver halide photographic light-sensitive material
Assignee: Fujifilm Corp
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Filing: 1994-12-06
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Granted: 1996-09-24
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Expires: 2014-12-06
Abstract
Abstract A silver halide photographic light-sensitive material contains a methine compound represented by the following formula: ##STR1## wherein Y 1 is a group which is clearable by a nucleophile; Z 1 is --O--, --S-- or other; Z 2 is --S--; A and B are each independently hydrogen, halogen, alkyl, aryl or a heterocyclic group; A and B may be linked to each other to form an unsaturated aliphatic ring or an aromatic ring; and Q 1 is a methine or polymethine group which may have a heterocyclic group. A novel methine compound is also disclosed.
Inventors
- 👤 Ken Kawata
- 👤 Tadashi Ikeda
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 21:24
CPC Classifications
C; C07; C07D; C07D277/00; C07D277/60; C07D277/84; C07D277/62; C07D277/64; C07D277/68; C07D277/70; C07D277/74; C09; C09B; C09B23/00; G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/08; G03C1/10; G03C1/12; G03C1/76; G03C1/825; G03C1/83; G03C1/832
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
560 words
A methine compound represented by the following formula (II): ##STR50## wherein Y 11 is a group which is cleavable by a nucleophile at the portion bonding to Z 11 ; Z 11 represents --O--, --S--, or --NR 11 -- in which R 11 is a hydrogen atom, an alkyl group, an alkyl group which is substituted with alkoxy, an aryl group, an aryl group which is substituted with a halogen, a heterocyclic group, or a group which is clearable by a nucleophile at the portion bonding to N; L 11 represents an ethylene group; a propylene group; an ethylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; or a propylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; Z 12 represents --S--; V 1 represents a halogen atom, a sulfo group, a carboxyl group, a nitro group, an alkyl group, an alkyl group which is substituted with alkoxy, an alkenyl group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonamido group, an arylsulfonamido group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group, an aryl group which is substituted with halogen, or a heterocyclic group; V 2 represents a hydrogen atom, a halogen atom, a sulfo group, a carboxyl group, a nitro group, a cyano group, a hydroxy group, an alkyl group, an alkyl group which is substituted with alkoxy, an alkenyl group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonamido group, an arylsulfonamido group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group, an aryl group which is substituted with halogen, or a heterocyclic group; or V 1 and V 2 are each combined to form an unsaturated ring or an aromatic ring together with double bond to which V 1 and V 2 are attached; Z 13 represents --CV 3 ═CV 4 --, --CV 5 V 6 --CV 7 V 8 -- or --CV 18 V 19 -- in which V 3 , V 4 , V 5 , V 6 , V 7 , V 8 , V 18 and V 19 are each independently a hydrogen atom, a halogen atom, a sulfo group, a carboxyl group, a nitro group, a cyano group, a hydroxyl group, an alkyl group, an alkenyl group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonamido group, an arylsulfonamido group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group or a heterocyclic group; and Q 11 represents a methine or polymethine group which is terminated by a bicyclic thiazole group or a tricyclic thiazole group.
Claim 2
Dependent Claim
560 words
A methine compound represented by the following formula (II): ##STR50## wherein Y 11 is a group which is cleavable by a nucleophile at the portion bonding to Z 11 ; Z 11 represents --O--, --S--, or --NR 11 -- in which R 11 is a hydrogen atom, an alkyl group, an alkyl group which is substituted with alkoxy, an aryl group, an aryl group which is substituted with a halogen, a heterocyclic group, or a group which is clearable by a nucleophile at the portion bonding to N; L 11 represents an ethylene group; a propylene group; an ethylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; or a propylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; Z 12 represents --S--; V 1 represents a halogen atom, a sulfo group, a carboxyl group, a nitro group, an alkyl group, an alkyl group which is substituted with alkoxy, an alkenyl group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonamido group, an arylsulfonamido group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group, an aryl group which is substituted with halogen, or a heterocyclic group; V 2 represents a hydrogen atom, a halogen atom, a sulfo group, a carboxyl group, a nitro group, a cyano group, a hydroxy group, an alkyl group, an alkyl group which is substituted with alkoxy, an alkenyl group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonamido group, an arylsulfonamido group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group, an aryl group which is substituted with halogen, or a heterocyclic group; or V 1 and V 2 are each combined to form an unsaturated ring or an aromatic ring together with double bond to which V 1 and V 2 are attached; Z 13 represents --CV 3 ═CV 4 --, --CV 5 V 6 --CV 7 V 8 -- or --CV 18 V 19 -- in which V 3 , V 4 , V 5 , V 6 , V 7 , V 8 , V 18 and V 19 are each independently a hydrogen atom, a halogen atom, a sulfo group, a carboxyl group, a nitro group, a cyano group, a hydroxyl group, an alkyl group, an alkenyl group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonamido group, an arylsulfonamido group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group or a heterocyclic group; and Q 11 represents a methine or polymethine group which is terminated by a bicyclic thiazole group or a tricyclic thiazole group.
Claim 3
Dependent Claim
913 words
The methine compound as defined in claim 1, wherein; L 11 represents an ethylene group; a propylene group; an ethylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group of 1 to 8 carbon atoms, an alkoxy group of 1 to 8 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an acyl group of 1 to 8 carbon atoms, a sulfamoyl group, an aryl group of 6 to 15 carbon atoms or a heterocyclic group of 5 to 15 carbon atoms; or a propylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group of 1 to 8 carbon atoms, an alkoxy group of 1 to 8 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an acyl group of 1 to 8 carbon atoms, a sulfamoyl group, an aryl group of 6 to 15 carbon atoms or a heterocyclic group of 5 to 15 carbon atoms; V 1 represents an alkyl group of 1 to 18 carbon atoms, an alkenyl group of 2 to 18 carbon atoms, a halogen atom, an acyl group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an alkoxycarbonyl group of 2 to 8 carbon atoms, a carbamoyl group of 1 to 8 carbon atoms, a sulfamoyl group, a carboxyl group, an alkylsulfonamido group of 1 to 8 carbon atoms, an acylamino group of 1 to 8 carbon atoms, an alkoxy group of 1 to 15 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an arylthio group of 6 to 15 carbon atoms, an arylsulfonamido group of 6 to 12 carbon atoms, a ureido group, an alkylsulfonyl group of 1 to 8 carbon atoms, an arylsulfonyl group of 6 to 15 carbon atoms, an aryl group of 6 to 15 carbon atoms, a nitro group, a sulfo group or a heterocyclic group of 5 to 15 carbon atoms; V 2 represents a hydroxyl group, a cyano group, an alkyl group of 1 to 18 carbon atoms, an alkenyl group of 2 to 15 carbon atoms, a halogen atom, an acyl group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an aloxycarbonyl group of 2 to 8 carbon atoms, a carbamoyl group of 1 to 8 carbon atoms, a sulfamoyl group, a carboxyl group, an alkysulfonamido group of 1 to 8 carbon atoms, an acylamino group of 1 to 8 carbon atoms, an alkoxy group of 1 to 15 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an arylthio group of 6 to 15 carbon atoms, an arylsulfonamido group of 6 to 12 carbon atoms, a ureido group, an alkylsulfonyl group of 1 to 8 carbon atoms, an arylsulfonyl group of 6 to 15 carbon atoms, an aryl group of 6 to 15 carbon atoms, a nitro group, a sulfo group, or a heterocyclic group of 5 to 15 carbon atoms; V 3 , V 4 , V 5 , V 6 , V 7 , V 8 , V 17 , V 18 and V 19 each represent a hydrogen atom, a halogen atom, a sulfo group, a carboxyl group, a nitro group, a cyano group, a hydroxyl group, an alkyl group of 1 to 18 carbon atoms, an alkenyl group of 2 to 18 carbon atoms, an acyl group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an alkoxycarbonyl group of 2 to 8 carbon atoms, a carbamoyl group of 1 to 8 carbon atoms, a sulfamoyl group, an alkysulfonamido group of 1 to 8 carbon atoms, an acylamino group of 1 to 8 carbon atoms, an alkoxy group of 1 to 15 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an arylthio group of 6 to 15 carbon atoms, an arylsulfonamido group of 6 to 12 carbon atoms, a ureido group, an alkylsulfonyl group of 1 to 8 carbon atoms, an arylsulfonyl group of 6 to 15 carbon atoms, an aryl group of 6 to 15 carbon atoms, a nitro group, a sulfo group, or a heterocyclic group of 5 to 15 carbon atoms; and Y 11 represents an acyl group of 1 to 22 carbon atoms, a carbamoyl group of 1 to 22 carbon atoms, an alkoxycarbonyl group of 2 to 22 carbon atoms, an aryloxycarbonyl group of 7 to 16 carbon atoms, an alkylsulfonyl group of 1 to 22 carbon atoms, an arylsulfonyl group of 6 to 16 carbon atoms, an alkylaminosulfonyl group of 1 to 12 carbon atoms, an arylaminosulfonyl group of 6 to 16 carbon atoms, an acylaminosulfonyl group of 1 to 16 carbon atoms, a phosphoric acid ester group of 1 to 12 carbon atoms, a heterocyclic group of 5 to 15 carbon atoms, a silyl group, a sulfo group, or said groups which are substituted with cyano, hydroxyl, methoxy, nitro, methanesulfonyl, carbamoyl, carboxyl, sulfo, halogen, mercapto, methylthio, ureido, methanesulfonylamino, acetyl, thioacetyl, thioamido, 2-cyanoethyl, methoxyethyl, methanesulfonylcarbamoyl or 4-clorophenoxy.
Claim 4
Dependent Claim
277 words
A methine compound represented by the following formula (III): ##STR51## wherein each of V 21 and V 22 independently represents a hydrogen atom, an alkyl group, an alkyl group which is substituted with carboxyl, sulfo or halogen, a halogen atom, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfo group, a carboxy group, a cyano group, a hydroxyl group, an amino group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, a sulfonamide group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group, an aryl group which is substituted with halogen or methyl, or a heterocyclic group; Z 21 represents --S--; T represents a group of atoms to form an aromatic ring together with the hydrocarbon moiety of the benzene ring to which T is bonded; L 21 represents an ethylene group; a propylene group; an ethylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; or a propylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; Y 21 represents a group that is cleavable at a portion bonding to --O--; and Q 21 represents a methine or polymethine group which is terminated by a bicyclic thiazole group or a tricyclic thiazole group.
Claim 5
Dependent Claim
277 words
A methine compound represented by the following formula (III): ##STR51## wherein each of V 21 and V 22 independently represents a hydrogen atom, an alkyl group, an alkyl group which is substituted with carboxyl, sulfo or halogen, a halogen atom, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfo group, a carboxy group, a cyano group, a hydroxyl group, an amino group, an acylamino group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, a sulfonamide group, a ureido group, an alkylsulfonyl group, an arylsulfonyl group, an aryl group, an aryl group which is substituted with halogen or methyl, or a heterocyclic group; Z 21 represents --S--; T represents a group of atoms to form an aromatic ring together with the hydrocarbon moiety of the benzene ring to which T is bonded; L 21 represents an ethylene group; a propylene group; an ethylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; or a propylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an acyloxy group, an acyl group, a sulfamoyl group, an aryl group or a heterocyclic group; Y 21 represents a group that is cleavable at a portion bonding to --O--; and Q 21 represents a methine or polymethine group which is terminated by a bicyclic thiazole group or a tricyclic thiazole group.
Claim 6
Dependent Claim
532 words
The methine compound defined in claim 3, wherein: V 21 and V 22 each represents an alkyl group or 1 to 18 carbon atoms, an alkyl group of 1 to 18 carbon atoms which is substituted with carboxyl, sulfo or halogen, a halogen atom, an acyl group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an aloxycarbonyl group of 2 to 8 carbon atoms, a carbamoyl group of 1 to 8 carbon atoms, a sulfamoyl group, a carboxyl group, a cyano group, a hydroxyl group, an amino group, an acylamino group of 1 to 8 carbon atoms, an alkoxy group of 1 to 15 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an arylthio group of 6 to 15 carbon atoms, a sulfonamido group, an alkylsulfonyl group of 1 to 8 carbon atoms, an arylsulfonyl group of 6 to 15 carbon atoms, an aryl group of 6 to 15 carbon atoms, an aryl group of 6 to 15 carbon atoms which is substituted with halogen or methyl, a sulfo group, or a heterocyclic group of 5 to 15 carbon atoms; L 21 represents an ethylene group; a propylene group; an ethylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group of 1 to 8 carbon atoms, an alkoxy group of 1 to 8 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an acyl group of 1 to 8 carbon atoms, a sulfamoyl group, an aryl group of 6 to 15 carbon atoms or a heterocyclic group of 5 to 15 carbon atoms; or a propylene group which is substituted with a hydroxyl group, a sulfo group, a carboxyl group, an alkyl group of 1 to 8 carbon atoms, an alkoxy group of 1 to 8 carbon atoms, an aryloxy group of 6 to 15 carbon atoms, an alkylthio group of 1 to 8 carbon atoms, an acyloxy group of 1 to 8 carbon atoms, an acyl group of 1 to 8 carbon atoms, a sulfamoyl group, an aryl group of 6 to 15 carbon atoms or a heterocyclic group of 5 to 15 carbon atoms; and Y 21 represents an acyl group of 1 to 22 carbon atoms, a carbamoyl group of 1 to 22 carbon atoms, an alkoxycarbonyl group of 2 to 22 carbon atoms, an aryloxycarbonyl group of 7 to 16 carbon atoms, an alkylsulfonyl group of 1 to 22 carbon atoms, an arylsulfonyl group of 6 to 16 carbon atoms, an alkylaminosulfonyl group of 1 to 12 carbon atoms, an arylaminosulfonyl group of 6 to 16 carbon atoms, an acylaminosulfonyl group of 1 to 16 carbon atoms, a phosphoric acid ester group of 1 to 12 carbon atoms, a heterocyclic group of 5 to 15 carbon atoms, a silyl group, a sulfo group, or said groups which are substituted with cyano, hydroxyl, methoxy, nitro, methanesulfonyl, carbamoyl, carboxyl, sulfo, halogen, mercapto, methylthio, ureido, methanesulfonylamino, acetyl, thioacetyl, thioamido, 2-cyanoethyl, methoxyethyl, methanesulfonylcarbamoyl or 4-chlorophenoxy.
Claim 7
Dependent Claim
315 words
The methine compound as defined in claim 1, which is represented by one of the following formulae (IV) and (VI): ##STR52## in which V 1 , V 2 , Z 11 , Z 12 , Z 13 , L 11 and Y 11 have the same meanings defined in claim 1; Z 14 forms a thiazole ring together with --C═(CH--CH) n1 ═N + --; Z 16 and Z 17 form a nitrogen-containing 5- or 6-membered heterocyclic ring together with --C--CO-- and --C--; Z 18 forms a thiazole ring together with --C═(CH--CH) n2 ═N + --; L 12 , L 13 , L 14 , L 17 , L 18 , L 19 , L 20 and L 10 are each a methine group, a methine group which is substituted with an alkyl group, an aryl group, an aralkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group or a halogen atom, or the substituents of L 12 and L 13 , L 13 and L 14 , L 17 and L 18 , L 19 and L 20 , or L 20 and L 10 are combined with each other to form a 4- to 6-membered ring; R 18 and R 19 are each an alkyl group, an aralkyl group, a hydroxyalkyl group, a carboxyalkyl group, an alkoxyalkyl group, a sulfoalkyl group, a sulfatoalkyl group, a heterocyclic ring substituted alkyl group, a 2-acetoxyethyl group, a carbomethoxymethyl group, a 2-methanesulfonylaminoethyl group or an allyl group, or R 18 or R 19 forms a ring together with a methine group of the α position of the group; each of n 1 and n 2 is 0 or 1; each of m 1 and m 4 is an integer of 0 to 5; m 3 is an integer of 1 to 5; and X 1 - is a counter anion of a quaternary salt.
Claim 8
Dependent Claim
63 words
The methine compound as defined in claim 5, which is represented by the following formula (VII): ##STR53## in which V 1 , V 2 , Z 11 , Z 12 , Z 13 , L 11 , L 12 , L 13 , L 14 , Y 11 , m 1 and X 1 - have the same meanings defined in claim 5.
Claim 9
Dependent Claim
311 words
The methine compound as defined in claim 3, which is represented by one of the following formulae (VIII) and (X): ##STR54## in which V 21 , V 22 , Z 21 , T, L 21 and Y 21 have the meanings defined in claim 3; Z 22 forms a thiazole ring together with --C═(CH--CH) n .spsb.21 ═N + --; Z 24 and Z 25 form a 5- or 6-membered nitrogen atom-containing heterocyclic ring together with --C--CO-- and --C--; Z 26 forms a thiazole ring together with --C--(CH--CH) n .spsb.22 ═N + --; L 22 , L 23 , L 24 , L 27 , L 28 , L 29 , L 30 and L 31 are each a methine group, a methine group which is substituted with an alkyl group, an aryl group, an aralkyl group, an alkoxy group, an aryloxy group, an alkythio group, an arylthio group or a halogen atom, or the substituents of L 22 and L 23 , L 23 and L 24 , L 27 and L 28 , L 29 and L 30 , L 30 and L 31 are combined with each other to form a 4- to 6-membered ring; R 25 and R 26 are each an alkyl group, an aralkyl group, a hydroxyalkyl group, a carboxyalkyl group, an alkoxyalkyl group, a sulfoalkyl group, a sulfatoalkyl group, a heterocyclic ring substituted alkyl group, a 2-acetoxyethyl group, a carbomethoxymethyl group, a 2-methanesulfonylaminoethyl group or an allyl group, or R 25 or R 26 forms a ring together with a methine group of the α position of the group; n 21 and n 22 represents 0 or 1, m 21 and m 24 represent an integer of 0 to 5, m 23 represents an integer of 1 to 5, and X 21 -- represents an anion to form a pair with a quaternary ammonium ion.
Claim 10
Dependent Claim
57 words
The methine compound as defined in claim 7, which is represented by the following formula (XI): ##STR55## in which V 21 , V 22 , Z 21 , T, L 21 , L 22 , L 23 , L 24 , Y 21 , X 21 - and m 21 have the meanings defined in claim 7.
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