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EP0288076A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Infrared filter dyes for photographic elements

Assignee: Eastman Kodak Co
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Filing: 1988-04-22
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Granted: —
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Expires: 2008-04-22
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Abstract

Abstract A dye useful for absorbing infrared radiation in photographic elements, having the structure: is disclosed. In this formula, R₁ and R₂ each independently represents sulfoalkyl, carboxyalkyl, or sulfatoalkyl, from 2 to 4 carbon atoms, having 2 carbon atoms in the alkyl chain linking the nitrogen atom of each Z ring and the sulfo or sulfato group, and 1 carbon atom in the alkyl chain linking the nitrogen atom of each Z ring and the carboxy group. R₃ and R₅ are each hydrogen or together represent the atoms necessary to complete a 5- or 6-membered carbocycylic ring, and R₄ represents hydrogen, alkyl of 1 to 4 carbon atoms, halogen, cyano, or where R₆ and R₇ each independently represents alkyl of from 1 to 6 carbon atoms or aryl or together represent the non-metallic atoms necessary to form a 5- or 6-membered heterocyclic ring. X ⊕ represents a cation. Z₁ and Z₂ each independently represent the atoms needed to complete an indole, naphthindole or benzindole nucleus.

Inventors

  • 👤 Richard L. C/O Eastman Kodak Company Parton
  • 👤 Anthony D. C/O Eastman Kodak Company Gingello
  • 👤 David J. C/O Eastman Kodak Company Collett
  • 👤 David Alan C/O Eastman Kodak Company Stegman

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-03 20:01
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/76; G03C1/825; G03C1/83; G03C1/832; C; C09; C09B; C09B23/00; C09B23/0066; C09B23/02; C09B23/08; C09B23/086

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 153 words
A compound having the structure: wherein R₁ and R₂ each independently represents sulfoalkyl, carboxyalkyl, or sulfatoalkyl containing from 2 to 4 carbon atoms, having 2 carbon atoms in the alkyl chain linking the nitrogen atom of each Z ring and the sulfo or sulfato group, and 1 carbon atom in the alkyl chain linking the nitrogen atom of each Z ring and the carboxy group, R₃ and R₅ are each hydrogen or together represent the atoms necessary to complete 5- or 6-membered carbocyclic ring, R₄ represents hydrogen, alkyl of 1 to 4 carbon atoms, aryl, cyano, halogen or where R₆ and R₇ each independently represent alkyl of from 1 to 6 carbon atoms or aryl or together represent the non-metallic atoms necessary to form a 5- or 6-membered heterocyclic ring, X ⊕ represents a cation, and Z₁ and Z₂, each independently represent the atoms needed to complete an indole, naphthindole or benzindole nucleus.
Claim 2
Dependent Claim 153 words
A compound having the structure: wherein R₁ and R₂ each independently represents sulfoalkyl, carboxyalkyl, or sulfatoalkyl containing from 2 to 4 carbon atoms, having 2 carbon atoms in the alkyl chain linking the nitrogen atom of each Z ring and the sulfo or sulfato group, and 1 carbon atom in the alkyl chain linking the nitrogen atom of each Z ring and the carboxy group, R₃ and R₅ are each hydrogen or together represent the atoms necessary to complete 5- or 6-membered carbocyclic ring, R₄ represents hydrogen, alkyl of 1 to 4 carbon atoms, aryl, cyano, halogen or where R₆ and R₇ each independently represent alkyl of from 1 to 6 carbon atoms or aryl or together represent the non-metallic atoms necessary to form a 5- or 6-membered heterocyclic ring, X ⊕ represents a cation, and Z₁ and Z₂, each independently represent the atoms needed to complete an indole, naphthindole or benzindole nucleus.
Claim 3
Dependent Claim 58 words
A compound according to Claim 1 having the structure: wherein X⊕, R1, R2, R3, R4, and R5, are as defined in Claim 1, R₈, R₉, R₁₀ and R₁₁, each independently represent methyl or ethyl, or R₈ and R₉, or R₁₀ and R₁₁, taken together with the carbon atoms to which that are attached, may form a cycloalkyl group.
Claim 4
Dependent Claim 31 words
A compound according to Claims 1 or 2 selected from the group consisting of anhydro-3,3′-di-(2-sulfoethyl)-7,7′-disulfo-­1,1,1′,1′-tetramethylbenz[e]indolotricarbocyanine hydroxide trisodium salt, anhydro-13-(4-ethoxycarbonyl-1-piperazinyl)-­12,14-ethylene-3,3′-di-(2-sulfoethyl)-7,7′-disulfo-­1,1,1′,1′-tetramethylbenz[e]indolotricarbocyanine hydroxide trisodium salt, anhydro-13-methyl-3,3′-di-(2-sulfoethyl)-7,7′-­disulfo-1,1,1′,1′-tetramethyl-12,14-trimethylene­benz[e]indolotricarbocyanine hydroxide tripotassium salt, and anhydro-13-chloro-3,3′-di-(2-sulfoethyl)-7,7′-­disulfo-1,1,1′,1′-tetramethyl-12,14-trimethylene­benz[e]indolotricarbocyanine hydroxide tripotassium salt.
Claim 5
Dependent Claim 20 words
A dye composition comprising a compound according to Claims 1-3, characterized in that said composition is free of any deaggregant.
Claim 6
Dependent Claim 185 words
A photographic element comprising a support having thereon a hydrophilic colloid layer comprising infrared-sensitive silver halide and a dye, either in the silver halide layer or another hydrophilic colloid layer, characterized in that the dye has the formula: wherein R₁ and R₂ each independently represents sulfoalkyl, carboxyalkyl, or sulfatoalkyl containing from 2 to 4 carbon atoms, having 2 carbon atoms in the alkyl chain linking the nitrogen atom of each Z ring and the sulfo or sulfato group, and 1 carbon atom in the alkyl chain linking the nitrogen atom of each Z ring and the carboxy group, R₃ and R₅ are each hydrogen or together represent the atoms necessary to complete 5- or 6-membered carbocyclic ring, R₄ represents hydrogen, alkyl of 1 to 4 carbon atoms, aryl, cyano, halogen or where R₆ and R₇ each independently represent alkyl of from 1 to 6 carbon atoms or aryl or together represent the non-metallic atoms necessary to form a 5- or 6-membered heterocyclic ring, X ⊕ represents a cation, and Z₁and Z₂, each independently represent the atoms needed to complete an indole, naphthindole or benzindole nucleus.
Claim 7
Dependent Claim 185 words
A photographic element comprising a support having thereon a hydrophilic colloid layer comprising infrared-sensitive silver halide and a dye, either in the silver halide layer or another hydrophilic colloid layer, characterized in that the dye has the formula: wherein R₁ and R₂ each independently represents sulfoalkyl, carboxyalkyl, or sulfatoalkyl containing from 2 to 4 carbon atoms, having 2 carbon atoms in the alkyl chain linking the nitrogen atom of each Z ring and the sulfo or sulfato group, and 1 carbon atom in the alkyl chain linking the nitrogen atom of each Z ring and the carboxy group, R₃ and R₅ are each hydrogen or together represent the atoms necessary to complete 5- or 6-membered carbocyclic ring, R₄ represents hydrogen, alkyl of 1 to 4 carbon atoms, aryl, cyano, halogen or where R₆ and R₇ each independently represent alkyl of from 1 to 6 carbon atoms or aryl or together represent the non-metallic atoms necessary to form a 5- or 6-membered heterocyclic ring, X ⊕ represents a cation, and Z₁and Z₂, each independently represent the atoms needed to complete an indole, naphthindole or benzindole nucleus.
Claim 8
Dependent Claim 25 words
A photographic element according to Claim 5 wherein characterized in that the dye is present in an amount of from 9.3 ×10⁻⁴ to 4.7 g/m².
Claim 9
Dependent Claim 23 words
A photographic element according to Claims 5 or 6 characterized in that the layer comprising the dye is free from any deaggregating compound.
Claim 10
Dependent Claim 64 words
A photographic element according to Claims 5-7 characterized in that the dye has the structure: wherein X⊕, R1, R2, R3, R4, and R5, are as defined in Claim 1, R₈, R₉, R₁₀, and R₁₁ each independently represent methyl or ethyl, or R₈ and R₉, or R₁₀ and R₁₁, taken together with the carbon atoms to which that are attached, may form a cycloalkyl group.
Claim 11
Dependent Claim 18 words
A photographic element acording to Claims 5-8 characterized in that the dye is in the silver halide layer.
Claim 12
Dependent Claim 26 words
A photographic element according to Claims 5-8 characterized in that the dye is an antihalation dye present in a layer other than the silver halide layer.

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