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US3917484A Expired / Lapsed US ⏱️ 0.0 years remaining

Photographic compositions, elements and processes for the production of formazan dye images of enhanced red absorption

Assignee: Eastman Kodak Co
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Filing: 1974-04-03
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Granted: 1975-11-04
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Expires: 1994-04-03
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Abstract

Abstract It is disclosed to form a composition of matter comprised of a photoreductant and a tetrazolium salt which includes as a 5position substituent a benzene ring attached to the tetrazole nucleus having at least one meta or para alkyl or alkoxy substituent and 2- and 3-position tetrazole nucleus substituents which are, collectively, predominantly electronegative. This composition of matter can be contained within a radiationsensitive image-recording layer of a photographic element. By imagewise exposing the radiation-sensitive layer followed by treating with a base the tetrazolium salt in exposed areas can be converted to a formazan dye of enhanced red absorption characteristics.

Inventors

  • 👤 David S Bailey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 11:00
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/72; G03C1/73

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 95 words
A COMPOSITION OF MATTER COMPRISING MEANS FOR PROVIDING LABILE HYDROGEN ATOMS, MEANS FOR GENERATING, BY MOLECULAR POTOYSIS OR PHOTOINDUCED REARRANGEMENT, A REDUCING AGENT FOR TETRAZOLIUM SALTS OR A COMPOUND WHICH WILL FORM A REDUCING AGENT FOR TETRAZOLIUM SALTS ONLY WHEN ACTIVATED BY A BASE OR BY HEAT, AND A TETRAZOLIUM CAPABLE OF REDUCTION TO A FORMAZAN DYE INCLUDING A. AS A 5-POSITION SUBSTITUTENT A BENZENE RING ATTACHED TO THE TETRAZOLE NUCLEUS HAVING AT LEAST ONE META OR PARA ALKYL OR ALKOXY SUBSTITUENT AND B. 2- AND 3-POSITION TETRAZOLE NUCLEUS SUBSTITUENTS WHICH ARE, COLLECTIVELY, PREDOMINANTLY ELECTRONEGATIVE.
Claim 2
Dependent Claim 95 words
A COMPOSITION OF MATTER COMPRISING MEANS FOR PROVIDING LABILE HYDROGEN ATOMS, MEANS FOR GENERATING, BY MOLECULAR POTOYSIS OR PHOTOINDUCED REARRANGEMENT, A REDUCING AGENT FOR TETRAZOLIUM SALTS OR A COMPOUND WHICH WILL FORM A REDUCING AGENT FOR TETRAZOLIUM SALTS ONLY WHEN ACTIVATED BY A BASE OR BY HEAT, AND A TETRAZOLIUM CAPABLE OF REDUCTION TO A FORMAZAN DYE INCLUDING A. AS A 5-POSITION SUBSTITUTENT A BENZENE RING ATTACHED TO THE TETRAZOLE NUCLEUS HAVING AT LEAST ONE META OR PARA ALKYL OR ALKOXY SUBSTITUENT AND B. 2- AND 3-POSITION TETRAZOLE NUCLEUS SUBSTITUENTS WHICH ARE, COLLECTIVELY, PREDOMINANTLY ELECTRONEGATIVE.
Claim 3
Dependent Claim 26 words
A composition of matter according to claim 1 in which said meta or para substituent includes an alkyl moiety of from 1 to 6 carbon atoms.
Claim 4
Dependent Claim 17 words
A composition of matter according to claim 1 in which said alkoxy substituent is a 3,4-dioxyalkylene substituent.
Claim 5
Dependent Claim 82 words
A composition of matter according to claim 1 in which said tetrazolium salt includes dye stabilizing tetrazole nucleus substituents which are, collectively, predominantly electronegative so that the algebraic sum of the Hammett sigma values of the tetrazole nucleus substituents are a. in excess of 0.78 or b. in excess of 0.40 when said tetrazole nucleus is provided with a ring substituent bonded to said tetrazole nucleus at a first ring position and including a single substituent ortho to said first ring position.
Claim 6
Dependent Claim 16 words
A composition of matter according to claim 1 in which said generating means is a quinone.
Claim 7
Dependent Claim 89 words
A composition of matter according to claim 5 in which said quinone incorporates one or more labile hydrogen atoms capable of converting said quinone to a base activatible reducing agent precursor on exposure to actinic radiation, said labile hydrogen atoms being attached to a carbon which is also bonded to the oxygen atom of an oxy substituent or the nitrogen atom of an amine substituent with the further provision that the carbon to hydrogen bond is the third or fourth bond removed from at least one carbonyl quinone bond.
Claim 8
Dependent Claim 45 words
A composition of matter according to claim 1 wherein said providing means is a material which incorporates a labile hydrogen atom attached to carbon atom which is also bonded to the oxygen atom of an oxy substituent or the nitrogen atom of an amine substituent.
Claim 9
Dependent Claim 21 words
A composition of matter according to claim 1 in which said 2-and 3-position tetrazole nucleus substituents are both predominantly electronegatively substituted.
Claim 10
Dependent Claim 47 words
A compositioN of matter according to claim 8 in which the summed sigma values of said 2- and 3-position tetrazole nucleus substituents are each predominantly electronegatively substituted and the difference in the summed sigma values of said 2- and 3-position tetrazole nucleus substituents is less than 0.5.
Claim 11
Dependent Claim 107 words
A photographic element comprising a support and at least one radiation-sensitive image-recording layer thereon comprised of means for providing labile hydrogen atoms, means for generating, by molecular photolysis or photo-induced rearrangement, a reducing agent for tetrazolium salts or a compound which will form a reducing agent for tetrazolium salts only when activated by a base or by heat, and a tetrazolium salt capable of reduction to a formazan dye including a. as a 5-position substituent a benzene ring attached to the tetrazole nucleus having at lease one meta or para alkyl or alkoxy substituent and b. 2- and 3-position tetrazole nucleus substituents which are, collectively, predominantly electronegative.
Claim 12
Dependent Claim 107 words
A photographic element comprising a support and at least one radiation-sensitive image-recording layer thereon comprised of means for providing labile hydrogen atoms, means for generating, by molecular photolysis or photo-induced rearrangement, a reducing agent for tetrazolium salts or a compound which will form a reducing agent for tetrazolium salts only when activated by a base or by heat, and a tetrazolium salt capable of reduction to a formazan dye including a. as a 5-position substituent a benzene ring attached to the tetrazole nucleus having at lease one meta or para alkyl or alkoxy substituent and b. 2- and 3-position tetrazole nucleus substituents which are, collectively, predominantly electronegative.
Claim 13
Dependent Claim 25 words
A photographic element according to claim 10 in which said meta or para substituent includes an alkyl moiety of from 1 to 6 carbon atoms.
Claim 14
Dependent Claim 16 words
A photographic element according to claim 10 in which said alkoxy substituent is a 3,4-dioxyalkylene substituent.
Claim 15
Dependent Claim 81 words
A photographic element according to claim 10 in which said tetrazolium salt includes dye stabilizing tetrazole nucleus substituents which are, collectively, predominantly electronegative so that the algebraic sum of the Hammett sigma values of the tetrazole nucleus substituents are a. in excess of 0.78 or b. in excess of 0.40 when said tetrazole nucleus is provided with a ring substituent bonded to said tetrazole nucleus at a first ring position and including a single substituent ortho to said first ring position.
Claim 16
Dependent Claim 15 words
A photographic element according to claim 10 in which said generating means is a quinone.
Claim 17
Dependent Claim 88 words
A photographic element according to claim 14 in which said quinone incorporates one or more labile hydrogen atoms capable of converting said quinone to a base activatible reducing agent precursor on exposure to actinic radiation, said labile hydrogen atoms being attached to a carbon which is also bonded to the oxygen atom of an oxy substituent or the nitrogen atom of an amine substituent with the further provision that the carbon to hydrogen bond is the third or fourth bond removed from at least one carbonyl quinone bond.
Claim 18
Dependent Claim 44 words
A photographic element according to claim 10 wherein said providing means is a material which incorporates a labile hydrogen atom attached to carbon atom which is also bonded to the oxygen atom of an oxy substituent or the nitrogen atom of an amine substituent.
Claim 19
Dependent Claim 21 words
A photographic element according to claim 10 in which said 2- and 3-position tetrazole nucleus substituents are both predominantly electronegatively substituted.
Claim 20
Dependent Claim 46 words
A photographic element according to claim 10 in which the summed sigma values of said 2- and 3-position tetrazole nucleus substituents are each predominantly electronegatively substituted and the difference in the summed sigma values of said 2- and 3-position tetrazole nucleus substituents is less than 0.5.
Claim 21
Dependent Claim 155 words
A image-recording process for imaging an element comprising means for generating, by molecular photolysis or photo-induced rearrangement, a reducing agent for tetrazolium salts or a compound which will form a reducing agent for tetrazolium salts only when activated by a base or by heat, and means for providing labile hydrogen atoms, the process comprising the steps of converting the generating means within a selected areal portion of the element to a reducing agent precursor by imagewise exposing the generating means to actinic radiation, activating the precursor with a base to form a reducing agent and reducing to a formazan dye having a maximum absorption at a wavelength longer than 500 nm, a tetrazolium salt in the element which includes, as a 5-position substituent, a benzene ring attached to the tetrazole nucleus having at least one meta or para alkyl or alkoxy substituent, and 2- and 3-position tetrazole nucleus substituents which are both predominantly electronegatively substituted.
Claim 22
Dependent Claim 155 words
A image-recording process for imaging an element comprising means for generating, by molecular photolysis or photo-induced rearrangement, a reducing agent for tetrazolium salts or a compound which will form a reducing agent for tetrazolium salts only when activated by a base or by heat, and means for providing labile hydrogen atoms, the process comprising the steps of converting the generating means within a selected areal portion of the element to a reducing agent precursor by imagewise exposing the generating means to actinic radiation, activating the precursor with a base to form a reducing agent and reducing to a formazan dye having a maximum absorption at a wavelength longer than 500 nm, a tetrazolium salt in the element which includes, as a 5-position substituent, a benzene ring attached to the tetrazole nucleus having at least one meta or para alkyl or alkoxy substituent, and 2- and 3-position tetrazole nucleus substituents which are both predominantly electronegatively substituted.
Claim 23
Dependent Claim 17 words
An image-recording process according to claim 19 in which the base is employed in its gaseous phase.
Claim 24
Dependent Claim 13 words
An image-recording process according to claim 20 in which the base is ammonia.

References Cited (Backward Citations)

GB670883A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-11-03 1979-05-05 1979-11-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-11-03 1983-05-05 1983-11-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-11-03 1987-05-05 1987-11-04 $7700.00 Window Closed / Lapsed

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