US4478928A
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US
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Application of activated arylhydrazides to silver halide photography
Assignee: Eastman Kodak Co
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Filing: 1983-05-11
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Granted: 1984-10-23
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Expires: 2003-05-11
Abstract
Abstract The use of sulfinic acid radical substituted arylhydrazides in producing images in silver halide photographic elements is disclosed. The sulfinic acid radical substituted arylhydrazide can be incorporated in photographic silver halide, emulsions, and photographic elements. The sulfinic acid radical substituent is capable of activating the arylhydrazides, particularly for use at a lower alkaline pH. In negative working surface latent image forming emulsions the sulfinic acid radical substituted arylhydrazides permit higher speed or contrast to be achieved. In direct positive internal latent image forming emulsions increased nucleation activity and reduced rereversal can be achieved.
Inventors
- 👤 Thomas C. Hess
- 👤 Karl E. Wiegers
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 11:34
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/005; G03C1/485; G03C1/48538; G03C1/48546; G03C1/48561; G03C1/06; G03C1/061
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
67 words
A radiation sensitive silver halide emulsion containing an arylhydrazide comprised of an acyl group linked to a ring carbon atom of an aryl group by a hydrazo moiety having one of its nitrogen atoms sulfinic acid radical substituted and a hydrogen atom bonded to the other of its nitrogen atoms, said sulfinic acid radical substituent being of the formula: ##STR25## where Ar 1 is an aromatic group.
Claim 2
Dependent Claim
67 words
A radiation sensitive silver halide emulsion containing an arylhydrazide comprised of an acyl group linked to a ring carbon atom of an aryl group by a hydrazo moiety having one of its nitrogen atoms sulfinic acid radical substituted and a hydrogen atom bonded to the other of its nitrogen atoms, said sulfinic acid radical substituent being of the formula: ##STR25## where Ar 1 is an aromatic group.
Claim 3
Dependent Claim
57 words
A radiation sensitive silver halide emulsion according to claim 1 in which said hydrazo moiety is of the following formula: ##STR26## wherein R 1 is hydrogen or said sulfinic acid radical substituent and R 2 is said sulfinic acid radical substituent when R 1 is hydrogen and hydrogen when R 1 is said sulfinic acid radical substituent.
Claim 4
Dependent Claim
18 words
A radiation sensitive silver halide emulsion according to claim 2 containing surface latent image forming silver halide grains.
Claim 5
Dependent Claim
18 words
A radiation sensitive silver halide emulsion according to claim 2 containing internal latent image forming silver halide grains.
Claim 6
Dependent Claim
29 words
A radiation sensitive silver halide emulsion according to claim 1 in which said arylhydrazide is present in a concentration of up to 10 -2 mole per mole of silver.
Claim 7
Dependent Claim
19 words
A radiation sensitive silver halide emulsion according to claim 1 in which Ar 1 is a carbocyclic aromatic ring.
Claim 8
Dependent Claim
18 words
A radiation sensitive silver halide emulsion according to claim 6 in which Ar 1 is a phenyl substituent.
Claim 9
Dependent Claim
18 words
A radiation sensitive silver halide emulsion according to claim 7 in which said phenyl substituent is alkyl substituted.
Claim 10
Dependent Claim
25 words
A radiation sensitive silver halide emulsion according to claim 1 in which said arylhydrazide includes a moiety for promoting adsorption to silver halide grain surfaces.
Claim 11
Dependent Claim
44 words
A radiation sensitive silver halide emulsion according to claim 1 in which said arylhydrazide is of the formula: ##STR27## wherein Acyl is an acyl group; Ar is an aryl group; and R 1 is hydrogen; and R 2 is said sulfinic acid radical substituent.
Claim 12
Dependent Claim
36 words
In a photographic element comprised of a support a radiation sensitive silver halide emulsion, the improvement in which said silver halide emulsion is comprised of an emulsion according to any one of claims 1 through 10.
Claim 13
Dependent Claim
101 words
In a photographic element capable of producing a direct positive image comprised of a support, an emulsion comprised of a dispersing medium and internal latent image forming silver halide grains, and up to 10 -2 mole per mole of silver of an arylhydrazide nucleating agent capable of selectively rendering unexposed silver halide grains developable in a surface developer comprised of an acyl group linked to a ring carbon atom of an aryl group by a hydrazo moiety, the improvement comprising said hydrazo moiety containing an activating sulfinic acid radical substituent of the formula: ##STR28## where Ar 1 is an aryl group.
Claim 14
Dependent Claim
101 words
In a photographic element capable of producing a direct positive image comprised of a support, an emulsion comprised of a dispersing medium and internal latent image forming silver halide grains, and up to 10 -2 mole per mole of silver of an arylhydrazide nucleating agent capable of selectively rendering unexposed silver halide grains developable in a surface developer comprised of an acyl group linked to a ring carbon atom of an aryl group by a hydrazo moiety, the improvement comprising said hydrazo moiety containing an activating sulfinic acid radical substituent of the formula: ##STR28## where Ar 1 is an aryl group.
Claim 15
Dependent Claim
36 words
A photographic element according to claim 12 in which said arylhydrazide is of the formula: ##STR29## wherein Acyl is an acyl group; Ar is an aryl group; and R 1 is said sulfinic acid radical substituent.
Claim 16
Dependent Claim
14 words
A photographic element according to claim 13 in which Ar' is a phenyl substituent.
Claim 17
Dependent Claim
24 words
A photographic element according to claim 14 in which said phenyl substituent is alkylphenyl, wherein said alkyl moiety contains 1 to 3 carbon atoms.
Claim 18
Dependent Claim
44 words
A photographic element according to claim 12 in which said arylhydrazide includes a thioamide adsorption promoting moiety and is adsorbed to the surface of the said silver halide grains in a concentration of from 10 -5 to 10 -3 mole per mole of silver.
Claim 19
Dependent Claim
115 words
A photographic element according to claim 13 which said Ar includes an adsorption promoting moiety of the formula: ##STR30## wherein one of X and X' represents --N(R 5 )-- and the other represents --O--, --S--, or --N(R 6 )--; R 4 represents hydrogen, an aliphatic residue, an aromatic residue, or together with X or X' completes a heterocyclic ring; R 5 or R 6 in the X position represents hydrogen, an aliphatic residue, or an aromatic residue; and R 5 or R 6 in the X' position represents hydrogen or a benzyl substituent; provided that at least one of R 4 , R 5 , and R 6 must be hydrogen when each is present.
Claim 20
Dependent Claim
39 words
In a black and white silver image forming direct positive photographic element comprised of a support and a silver halide emulsion layer, the improvement comprising said silver halide emulsion layer being comprised of an emulsion according to claim 4.
Claim 21
Dependent Claim
70 words
In a photographic image transfer film unit comprising a support, an emulsion layer, a dye image providing material capable of shifting between a mobile and an immobile form as a function of silver halide development, and a receiving layer for providing a viewable transferred dye image following exposure and processing of said emulsion layer, the improvement in which said emulsion layer is comprised of an emulsion according to claim 4.
Claim 22
Dependent Claim
122 words
In a negative working photographic element capable of producing a high contrast silver image comprised of a support, a silver halide emulsion layer comprised of a dispersing medium and radiation sensitive silver halide grains capable of forming a surface latent image having a mean diameter of 0.7 micron or less, and in said emulsion layer or an adjacent hydrophilic colloid layer an arylhydrazide in a concentration of from 10 -4 to 10 -2 mole per mole of silver, said arylhydrazide having an acyl group linked to a ring carbon atom of an aryl group by a hydrazo moiety, the improvement comprising said hydrazo moiety containing an activating sulfinic acid radical substituent of the formula: ##STR31## where Ar 1 is an aryl group.
Claim 23
Dependent Claim
122 words
In a negative working photographic element capable of producing a high contrast silver image comprised of a support, a silver halide emulsion layer comprised of a dispersing medium and radiation sensitive silver halide grains capable of forming a surface latent image having a mean diameter of 0.7 micron or less, and in said emulsion layer or an adjacent hydrophilic colloid layer an arylhydrazide in a concentration of from 10 -4 to 10 -2 mole per mole of silver, said arylhydrazide having an acyl group linked to a ring carbon atom of an aryl group by a hydrazo moiety, the improvement comprising said hydrazo moiety containing an activating sulfinic acid radical substituent of the formula: ##STR31## where Ar 1 is an aryl group.
Claim 24
Dependent Claim
26 words
A photographic element according to claim 20 in which said dispersing medium is present in a concentration of 250 grams or less per mole of silver.
Claim 25
Dependent Claim
23 words
A photographic element according to claim 21 in which said photographic element contains a fog reducing and contrast enhancing amount of a benzotriazole.
Claim 26
Dependent Claim
53 words
A photographic element according to claim 20 in which said arylhyrazide is of the following formula: ##STR32## wherein R 1 is hydrogen or said sulfinic acid radical substituent; and R 2 is said sulfinic acid radical substituent when R 1 is hydrogen or hydrogen when R 1 is said sulfinic acid radical substituent.
Claim 27
Dependent Claim
13 words
A photographic element according to claim 23 in which said arylhydrazide is ballasted.
Claim 28
Dependent Claim
36 words
A photographic element according to claim 23 in which said arylhydrazide is of the formula: ##STR33## wherein Acyl is an acyl group; Ar is an aryl group; and R 2 is said sulfinic acid radical substituent.
Claim 29
Dependent Claim
24 words
A photographic element according to claim 25 in which said phenyl substituent is alkylphenyl, said alkyl moiety having from 1 to 3 carbon atoms.
Claim 30
Dependent Claim
106 words
In a negative working silver halide photographic element comprised of a support, an emulsion layer comprised of a dispersing medium, surface latent image forming silver halide grains, and adsorbed to the surface of said silver halide grains from 10 -7 to 10 -2 mole per mole of silver of an arylhydrazide comprised of a thioamide adsorption promoting moiety substituted aryl group linked directly at a ring carbon atom to a hydrazo group which in turn is directly linked to an acyl group, the improvement comprising said hydrazo moiety containing an activating sulfinic acid radical substituent of the formula: ##STR34## where Ar 1 is an aryl group.
Claim 31
Dependent Claim
106 words
In a negative working silver halide photographic element comprised of a support, an emulsion layer comprised of a dispersing medium, surface latent image forming silver halide grains, and adsorbed to the surface of said silver halide grains from 10 -7 to 10 -2 mole per mole of silver of an arylhydrazide comprised of a thioamide adsorption promoting moiety substituted aryl group linked directly at a ring carbon atom to a hydrazo group which in turn is directly linked to an acyl group, the improvement comprising said hydrazo moiety containing an activating sulfinic acid radical substituent of the formula: ##STR34## where Ar 1 is an aryl group.
Claim 32
Dependent Claim
20 words
A negative working silver halide photographic element according to claim 27 in which said silver halide grains are gold sensitized.
Claim 33
Dependent Claim
21 words
A negative working silver halide photographic element according to claim 28 in which said silver halide grains are additionally sulfur sensitized.
Claim 34
Dependent Claim
32 words
A negative working silver halide photographic element according to claim 27 in which said arylhydrazide is present in a concentration of from 10 -6 to 10 -4 mole per mole of silver.
Claim 35
Dependent Claim
150 words
In a negative working silver halide photographic element comprised of a support, an emulsion layer comprised of a dispersing medium, surface latent image forming silver halide grains, and adsorbed to the surfaces of said silver halide grains from 10 -7 to 10 -2 mole per mole of silver of an arylhydrazide comprised of a thioamide adsorption promoting moiety substituted aryl group, an acyl group, and a divalent hydrazo moiety linking a ring carbon atom of said aryl to said acyl groups, the improvement in which said arylhydrazide is of the formula: ##STR35## wherein Acyl is an acyl group; D is phenylene; R 1 is hydrogen; R 2 is a sulfinic acid radical substituent; X is --0--, --S--, or --N(R 6 )--; and R 4 and R 6 are hydrogen, alkyl, haloalkyl, alkoxyalkyl, phenylalkyl, phenyl, naphthyl, alkylphenyl, cyanophenyl, halophenyl, or alkoxyphenyl, each alkyl moiety having up to about 18 carbon atoms.
Claim 36
Dependent Claim
150 words
In a negative working silver halide photographic element comprised of a support, an emulsion layer comprised of a dispersing medium, surface latent image forming silver halide grains, and adsorbed to the surfaces of said silver halide grains from 10 -7 to 10 -2 mole per mole of silver of an arylhydrazide comprised of a thioamide adsorption promoting moiety substituted aryl group, an acyl group, and a divalent hydrazo moiety linking a ring carbon atom of said aryl to said acyl groups, the improvement in which said arylhydrazide is of the formula: ##STR35## wherein Acyl is an acyl group; D is phenylene; R 1 is hydrogen; R 2 is a sulfinic acid radical substituent; X is --0--, --S--, or --N(R 6 )--; and R 4 and R 6 are hydrogen, alkyl, haloalkyl, alkoxyalkyl, phenylalkyl, phenyl, naphthyl, alkylphenyl, cyanophenyl, halophenyl, or alkoxyphenyl, each alkyl moiety having up to about 18 carbon atoms.
Claim 37
Dependent Claim
25 words
A photographic element according to claim 31 in which said sulfinic acid radical substituent is of the formula: ##STR36## where Ar' is a phenyl substituent.
Claim 38
Dependent Claim
28 words
A photographic element according to claim 33 in which said phenyl substituent is an alkylphenyl subsitutent in which said alkyl moiety contains from 1 to 3 carbon atoms.
Claim 39
Dependent Claim
51 words
A silver halide photographic light sensitive material comprising a layer containing a compound represented by the formula ##STR37## wherein Acyl represents an acyl group; Ph represents a substituted or unsubstituted phenyl group; and R 2 represents a sulfinic acid radical of the formula: ##STR38## where Ar 1 is an aryl group.
Claim 40
Dependent Claim
51 words
A silver halide photographic light sensitive material comprising a layer containing a compound represented by the formula ##STR37## wherein Acyl represents an acyl group; Ph represents a substituted or unsubstituted phenyl group; and R 2 represents a sulfinic acid radical of the formula: ##STR38## where Ar 1 is an aryl group.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-10-23 | 1988-04-23 | 1988-10-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-23 | 1992-04-23 | 1992-10-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-23 | 1996-04-23 | 1996-10-23 | $7700.00 | Window Closed / Lapsed |