Silver halide photographic light-sensitive material

Details Silver halide photographic light-sensitive material Silver halide photographic light-sensitive material

2002-01-11

2004-08-03

Letscher, Geraldine (Department: 1752)

Radiation imagery chemistry: process, composition, or product th

Radiation sensitive product

Silver compound sensitizer containing

C430S574000, C430S577000, C430S578000, C430S581000, C430S582000, C430S583000, C430S584000, C430S585000, C430S586000, C430S587000, C430S588000, C430S589000, C430S590000, C430S567000

Reexamination Certificate

active

06770433

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a high-sensitive silver halide photographic light-sensitive material containing a specific sensitizing dye.
BACKGROUND OF THE INVENTION
A great deal of effort has heretofore been made for attaining higher sensitivity of silver halide photographic light-sensitive materials. In a silver halide photographic emulsion, a sensitizing dye adsorbed to the surface of a silver halide grain absorbs light entered into a light-sensitive material and transmits the light energy, to the silver halide grain, whereby light sensitivity can be obtained. Accordingly, in the spectral sensitization of silver halide, it is considered that the light energy transmitted to silver halide can be increased by increasing the light absorption factor per the unit grain surface area of a silver halide grain and thereby the spectral sensitivity can be elevated. The light absorption factor on the surface of a silver halide grain may be improved by increasing the amount of a spectral sensitizing dye adsorbed per the unit grain surface area.
However, the amount of a sensitizing dye adsorbed to the surface of a silver halide grain is limited and the dye chromophore cannot be adsorbed in excess of the single layer saturation adsorption (namely, one layer adsorption). Therefore, individual silver halide grains currently have a low absorption factor in terms of the quantum of ;incident light in the spectral sensitization region.
To solve these problems, the following methods have been proposed.
In
Photographic Science and Engineering
, Vol. 20, No. 3, page 97 (1976), P. B. Gilman, Jr. et al. disclose a technique where a cationic dye is adsorbed to the first layer and an anionic dye is adsorbed to the second layer using the electrostatic force.
In U.S. Pat. No. 3,622,316, G. B. Bird et al. disclose a technique where a plurality of dyes are adsorbed in multiple layers to silver halide and the Forster-type excitation energy transfer is allowed to contribute to the sensitization.
In JP-A-63-138341 (the term “JP-A” as used herein means an “unexamined published Japanese patent publication”) and JP-A-64-84244, Sugimoto et al. disclose a technique of performing the spectral sensitization using the energy transfer from a light-emitting dye.
In
Photographic Science and Engineering
, Vol. 27, No. 2, page 59 (1983), R. Steiger et al. disclose a technique of performing the spectral sensitization using the energy transfer from a gelatin-substituted cyanine dye.
In JP-A-61-251842, Ikegawa et al. disclose a technique of performing the spectral sensitization using the energy transfer from a cyclodextrin-substituted dye.
With respect to the so-called linked dye having two separate chromophores which are not conjugated but linked through a covalent bond, examples thereof are described in U.S. Pat. Nos. 2,393,351, 2,425,772, 2,518,732, 2,521,944 and 2,592,196 and European Patent 565,083. However, these are not used for the purpose of improving the light absorption factor. In U.S. Pat. Nos. 3,622,317 and 3,976,493 having an object of improving the light absorption factor, G. B. Bird, A. L. Borror et al. disclose a technique where a linked sensitizing dye molecule having a plurality of cyanine chromophores is adsorbed to increase the light absorption factor and the energy transfer is allowed to contribute to the sensitization. In JP-A-64-91134, Ukai, Okazaki and Sugimoto disclose a technique of bonding at least one substantially non-adsorptive cyanine, merocyanine or hemicyanine dye containing at least two sulfo and/or carboxyl groups to a spectral sensitizing dye which can adsorb to silver halide.
In JP-A-6-57235, L. C. Vishwakarma discloses a method of synthesizing a linked dye by a dehydrating condensation reaction of two dyes. Furthermore, in JP-A-6-27578, it is disclosed that the linked dye of monomethinecyanine and pentamethineoxonol has red sensitivity. However, in this case, the light emission of oxonol and the absorption of cyanine are not overlapped and the spectral sensitization using the Forster-type excitation energy transfer between dyes does not occur, failing in attaining higher sensitization owing to the light-gathering action of linked oxonols.
In European Patent Publication 887700Al, R. L. Parton et al. disclose a linked dye having a specific linking group.
Furthermore, in EP-A-0985964, EP-A-0985965, EP-A-0985967 and EP-A-0985966, Richard Parton et al. disclose a technique where a combination of a cationic dye. and an anionic dye is adsorbed in multiple layers with an attempt to attain high sensitivity using the energy transfer from the dye in the second or upper layer to the dye in the first layer.
In these methods, however, the degree of adsorption of sensitizing dyes in multiple layers on the surface of a silver halide grain is actually insufficient and neither the light absorption factor per the unit grain surface area of silver halide grain nor the sensitivity can be sufficiently highly increased. A technique capable of realizing practically effective multilayer adsorption is
SUMMARY OF THE INVENTION
The object of the present invention is to provide a high-sensitive silver halide photographic light-sensitive material.
As a result of extensive investigations, it has been found that the above-described object can be attained by the following matters (1) to (18).
(1) A silver halide photographic light-sensitive material comprising at least one dye compound having a plurality of dye chromophores, provided that at least one of said dye chromophores is a methine dye chromophore containing a basic nucleus comprising a monocyclic heterocyclic ring.
(2) The silver halide photographic light-sensitive material as described in (1), wherein the dye compound is a compound represented by the following formula (I):
wherein D
1
and D
2
each represents a dye chromophore, provided that at least one of D
1
and D
2
is a methane dye chromophore containing a basic nucleus comprising a monocyclic heterocyclic ring, La represents a linking group or a single bond, q
1
, r
1
and r
2
each represents an: integer of 1 to 100, M
1
represents an electric charge balancing counter ion and m
1
represents a number necessary for neutralizing the electric charge of molecule.
(3) The silver halide photographic light-sensitive material as described in (1) or (2), wherein the methine dye chromophore containing a basic nucleus comprising a monocyclic heterocyclic ring is represented by the following formula (AI):
wherein Z
51
represents an atomic group necessary for forming a monocyclic nitrogen-containing heterocyclic ring, provided that this ring is not condensed by an aromatic ring, R
51
represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, Q
51
represents a group necessary for the formation of a methine dye by the compound represented by formula (AI), L
51
and L
52
represents a methine group, p
51
represents 0 or 1, M
51
represents an electric charge balancing counter ion, and m
51
represents a number necessary for neutralizing the electric charge of the molecule.
(4) The silver halide photographic light-sensitive material as described in any one of (1) to (3), wherein the compound represented by formula (AI) of (3) is selected from the compounds represented by the following formula (AII):
wherein X
51
, X
52
and X
53
each represents an oxygen atom, a sulfur atom, a selenium atom, a nitrogen atom or a carbon atom, V
51
, V
52
and V
53
each represents a hydrogen atom or a substituent, provided that V
51
, V
52
and V
53
are not combined with each other to form an aromatic ring, q
51
, q
52
and q
53
each represents 0, 1 or 2, and Q
51
, R
51
, M
51
and m
51
have the same meanings as in formula (AI), provided that the bond between X
52
and X
53
may be a single bond or a double bond.
(5) The silver halide photographic light-sensitive material as described in any one of (1) to (4), wherein the dye chromophore containing a basic nucleus comprising a monocyclic heterocyclic ring has at least one acid radical.
(6) The silver halide photographic l

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