Patent EP0274723A1 successfully refreshed from Google Patents.
EP0274723A1
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Filter dye for photographic element
Assignee: Eastman Kodak Co
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Filing: 1987-12-21
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Granted: —
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Expires: 2007-12-21
Abstract
Abstract Dyes having the structure wherein A represents a substituted or unsubstituted acidic nucleus having a carboxyphenyl substituent selected from the group consisting of 2-pryazolin-5-ones free of any substituent bonded thereto through a carboxyl group, rhodanines, hydantoins, 2-thiohydantoins, 4-thiohydantoins, 2,4-oxazolidindiones, 2-thio-2,4-oxazolidindiones, isoxazolinones, barbituric, 2-thiobarbiturics, and indandiones, R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ represents H, or substituted or unsubstituted alkyl or aryl, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², represent the atoms necessary to complete a carbocyclic ring, and m is 0 or 1 are disclosed. The dyes are useful as filter dyes in photographic filter layers.
Inventors
- 👤 Donald R. C/O Eastman Kodak Company Diehl
- 👤 Ronda E. C/O Eastman Kodak Company Factor
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-09 21:27
CPC Classifications
G; G03; G03C; G03C5/00; G03C5/16; G03C1/00; G03C1/76; G03C1/825; G03C1/83; G03C1/832; G03C1/74; G03C2001/7448; G03C2200/00; G03C2200/44; G03C2200/46
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
144 words
A dye having the formula: wherein A represents a substituted or unsubstituted acidic nucleus having a carboxyphenyl or sulfonamidophenyl substituent selected from the group consisting of 2-pryazolin-5-ones free of any substituent bonded thereto through a carboxyl group, rhodanines, hydantoins, 2-thiohydantoins, 4-thiohydantoins, 2,4-oxazolidindiones, 2-thio-2,4-oxazolidindiones, isoxazolinones, barbiturics, 2-thiobarbiturics, and indandiones, R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ represents H, or substituted or unsubstituted alkyl or aryl, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², represent the atoms necessary to complete a carbocyclic ring, and m is 0 or 1.
Claim 2
Dependent Claim
144 words
A dye having the formula: wherein A represents a substituted or unsubstituted acidic nucleus having a carboxyphenyl or sulfonamidophenyl substituent selected from the group consisting of 2-pryazolin-5-ones free of any substituent bonded thereto through a carboxyl group, rhodanines, hydantoins, 2-thiohydantoins, 4-thiohydantoins, 2,4-oxazolidindiones, 2-thio-2,4-oxazolidindiones, isoxazolinones, barbiturics, 2-thiobarbiturics, and indandiones, R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ represents H, or substituted or unsubstituted alkyl or aryl, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², represent the atoms necessary to complete a carbocyclic ring, and m is 0 or 1.
Claim 3
Dependent Claim
148 words
A dye according to claim 1 that is a merostyryl arylidene dye having the formula: wherein R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ and R⁷ each independently represents H, substituted or unsubstituted alkyl, aryl, alkoxy, hydrogen, or acetamido, R⁴ represents substituted or unsubstituted alkyl, alkoxycarbonyl, aryl, acyl, or amido, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², represent the atoms necessary to complete a carbocyclic ring, R⁸ is CO₂H or NHSO₂R⁹ wherein R⁹ is substituted or unsubstituted alkyl or aryl, x is 1 or 2, and n is 0 or 1.
Claim 4
Dependent Claim
57 words
A dye according to claim 2 wherein R¹ and R², each independently represents CH₃, C₂H₅, n-C₄H₉, or i-C₃H₁O CCH₂, R³ represents H, CH₃, or OH, R⁴ represents CH₃, COOC₂H₅, or COOH, R⁵, R⁶ and R⁷ each represent H, or R⁵, R⁶, R¹ and R², together with the atoms to which they are attached, form a julolydyl ring.
Claim 5
Dependent Claim
18 words
A dye according to claims 1 or 2 selected from those of Tables I and II as follows:
Claim 6
Dependent Claim
23 words
A dye according to claims 1-4 selected from the dyes numbered 1, 2, 3, 4, 5, 6, 10 and 12 of Table I.
Claim 7
Dependent Claim
163 words
A photographic element comprising a support and a radiation-sensitive silver halide layer characterized by a layer comprising a dye having the formula: wherein A represents a substituted or unsubstituted acidic nucleus having a carboxyphenyl or sulfonamidophenyl substituent selected from the group consisting of 2-pryazolin-5-ones free of any substituent bonded thereto through a carboxyl group, rhodanines, hydantoins, 2-thiohydantoins, 4-thiohydantoins, 2,4-oxazolidindiones, 2-thio-2,4-oxazolidindiones, isoxazolinones, barbiturics, 2-thiobarbiturics, and indandiones, R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ represents H, or substituted or unsubstituted alkyl or aryl, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², may each represent the atoms necessary to complete a carbocyclic ring, and m is 0 or 1.
Claim 8
Dependent Claim
163 words
A photographic element comprising a support and a radiation-sensitive silver halide layer characterized by a layer comprising a dye having the formula: wherein A represents a substituted or unsubstituted acidic nucleus having a carboxyphenyl or sulfonamidophenyl substituent selected from the group consisting of 2-pryazolin-5-ones free of any substituent bonded thereto through a carboxyl group, rhodanines, hydantoins, 2-thiohydantoins, 4-thiohydantoins, 2,4-oxazolidindiones, 2-thio-2,4-oxazolidindiones, isoxazolinones, barbiturics, 2-thiobarbiturics, and indandiones, R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ represents H, or substituted or unsubstituted alkyl or aryl, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², may each represent the atoms necessary to complete a carbocyclic ring, and m is 0 or 1.
Claim 9
Dependent Claim
25 words
A photographic element according to claim 6 wherein the dye layer is located on the opposite side of the support from the silver halide layer.
Claim 10
Dependent Claim
52 words
A photographic element according to claim 6 wherein the silver halide layer is on one side of the support, and further comprising a second silver halide radiation-sensitive layer on the other side of the support, and wherein the dye layer is located between one of the silver halide layers and the support.
Claim 11
Dependent Claim
162 words
A photographic element comprising a support and a layer comprising radiation-sensitive silver halide, said layer characterized by a dye having the formula: A represents a substituted or unsubstituted acidic nucleus having a carboxyphenyl or sulfonamidophenyl substituent selected from the group consisting of 2-pryazolin-5-ones free of any substituent bonded thereto through a carboxyl group, rhodanines, hydantoins, 2-thiohydantoins, 4-thiohydantoins, 2,4-oxazolidindiones, 2-thio-2,4-oxazolidindiones, isoxazolinones, barbiturics, 2-thiobarbiturics, and indandiones, R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ represents H, or substituted or unsubstituted alkyl or aryl, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², may each represent the atoms necessary to complete a carbocyclic ring, and m is 0 or 1.
Claim 12
Dependent Claim
162 words
A photographic element comprising a support and a layer comprising radiation-sensitive silver halide, said layer characterized by a dye having the formula: A represents a substituted or unsubstituted acidic nucleus having a carboxyphenyl or sulfonamidophenyl substituent selected from the group consisting of 2-pryazolin-5-ones free of any substituent bonded thereto through a carboxyl group, rhodanines, hydantoins, 2-thiohydantoins, 4-thiohydantoins, 2,4-oxazolidindiones, 2-thio-2,4-oxazolidindiones, isoxazolinones, barbiturics, 2-thiobarbiturics, and indandiones, R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ represents H, or substituted or unsubstituted alkyl or aryl, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², may each represent the atoms necessary to complete a carbocyclic ring, and m is 0 or 1.
Claim 13
Dependent Claim
18 words
A photographic element according to claims 6-9 wherein the dye is in the form of a microcrystalline dispersion.
Claim 14
Dependent Claim
151 words
A photographic element according to claims 6-10 wherein the dye is a merostyryl arylidene dye having the formula: wherein R represents hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbon atoms, or benzyl, R¹ and R² each independently represents substituted or unsubstituted alkyl or aryl, or taken together with R⁵, R⁶, N, and the carbon atoms to which they are attached, represent the atoms needed to complete a julolydyl ring, R³ and R⁷ each independently represents H, substituted or unsubstituted alkyl, aryl, alkoxy, hydrogen, or acetamido, R⁴ represents substituted or unsubstituted alkyl, alkoxycarbonyl, aryl, acyl, or amido, R⁵ and R⁶ each independently represents H, or R⁵ taken together with R¹, or R⁶ taken together with R², represent the atoms necessary to complete a carbocyclic ring, R⁸ is CO₂H or NHSO₂R⁹ wherein R⁹ is substituted or unsubstituted alkyl or aryl, x is 1 or 2, and n is 0 or 1.
Claim 15
Dependent Claim
57 words
A photographic element according claim 11 wherein R¹ and R², each independently represents CH₃, C₂H₅, n-C₄H₉, or i-C₃H₁O CCH₂, R³ represents H, CH₃, or OH, R⁴ represents CH₃, COOC₂H₅, or COOH, R⁵, R⁶ and R⁷ each represent H, or R⁵, R⁶, R¹ and R², together with the atoms to which they are attached, form a julolydyl ring.
Claim 16
Dependent Claim
29 words
A photographic element according to claims 6-12 wherein the layer containing said dye comprises a mixture of bis[1-(4-carboxyphenyl)-3-methyl-2-pyrazolin-5-one-(4)] pentamethine oxonol and a dye selected from the group consisting of:
References Cited (Backward Citations)
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