Radiation imagery chemistry: process – composition – or product th – Radiation sensitive product – Silver compound sensitizer containing
Reexamination Certificate
2002-03-22
2004-10-19
Letscher, Geraldine (Department: 1752)
Radiation imagery chemistry: process, composition, or product th
Radiation sensitive product
Silver compound sensitizer containing
C430S570000, C430S574000, C430S576000, C430S583000, C430S584000, C430S588000
Reexamination Certificate
active
06806043
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a novel methine dye compound, more specifically, the present invention relates to a connection-type methine dye compound where two chromophores are connected and also relates to a silver halide photographic light-sensitive material containing the compound.
BACKGROUND OF THE INVENTION
Methine compounds have been conventionally used as a spectral sensitizing dye for silver halide photographic light-sensitive materials. With respect to the technology for improving the light absorptivity of silver halide grain, the following techniques are known. In order to improve the light absorptivity per one grain, the adsorption density of the sensitizing dye to a silver halide grain must be increased, however, a normal spectral sensitizing dye adsorbs to a monomolecular layer almost in the highest density filling state and does not adsorb any more.
For the purpose of solving this problem, several proposals have been heretofore made. P. B. Gilman, Jr. et al.,
Photographic Science and Engineering
, Vol. 20, No. 3, page 97 (1976) describes a technique of allowing a cationic dye to adsorb to the first layer and an anionic dye to adsorb to the second layer using electrostatic force. U.S. Pat. No. 3,622,316 (G. B. Bird et al.) describes a technique of allowing a plurality of dyes to adsorb to a silver halide grain to form multiple layers and attaining the sensitization by virtue of Forster type excited energy transfer.
JP-A-63-138341 (the term “JP-A” as used herein means an “unexamined published Japanese patent application”) and JP-A-64-84244 (both Sugimoto et al.) describe a technique of performing the spectral sensitization using the energy transfer from a light-emitting dye.
These techniques have been proposed with an attempt to allow a dye to adsorb to a silver halide grain in excess of the saturated adsorption amount, however, the effect of elevating the sensitivity is not so high and there is a problem such as increase in the intrinsic desensitization.
On the other hand, 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 describe a 2 components-connected dye in which two or more non-conjugated dye chromophores are connected through a covalent bond. This technique is, however, not intended to improve the light absorptivity. As for the technique of aggressively improving the light absorptivity, U.S. Pat. Nos. 3,622,317 and 3,976,493 (both G. B. Bird et al.) describe a connection-type sensitizing dye molecule having a plurality of cyanine chromophores, which is adsorbed to a grain to increase the light absorptivity with an attempt to attain sensitization by the energy transfer, where, however, remarkable elevation of the sensitivity is not obtained.
JP-A-64-91134 (Ukai et al.) proposes a technique of connecting a substantially non-adsorptive dye containing at least two sulfo or carboxy groups to at least one spectral sensitizing dye capable of adsorbing onto silver halide.
Also, in the spectral sensitization, JP-A-6-27578 (Vishwakarma et al.) uses a 2 components-connected dye in which a cyanine dye adsorptive to silver halide and an oxonol not adsorptive to silver halide are connected, or European Patent 887700A1 (Parton et al.) uses a 2 components-connected dye in which an adsorptive cyanine dye and a nonadsorptive merocyanine dye or the like are connected using a specific linking group. In these techniques, however, the sensitivity is not sufficiently elevated by the energy transfer.
Furthermore, JP-A-6-57235 (Vishwakarma et al.) discloses a production method of a 2 components-connected dye in which a cyanine dye and a merocyanine dye are connected, however, there is no Example revealing that high elevation of the sensitivity is attained by the use of this dye as a sensitizing dye for silver halide photographic light-sensitive materials.
As such, sufficiently high elevation of the sensitivity is not yet achieved in any of these patents or publications and more development of techniques is being demanded.
SUMMARY OF THE INVENTION
Accordingly, one object of the present invention is to provide a novel methine-connected dye.
Another object of the present invention is to provide a high-sensitivity silver halide photographic light-sensitive material comprising the dye.
These objects of the present invention can be attained by the following means.
(1) A silver halide photographic light-sensitive material comprising a support having thereon at least one light-sensitive silver halide emulsion layer, wherein the emulsion layer contains a compound represented by the following formula (1):
Dye1&Parenopenst;L
1
&Parenopenst;Dye2)
m
1)
m
2 (1)
wherein Dye1 represents a cyanine chromophore, Dye2 represents a merocyanine dye having in the acid nucleus thereof at least one dissociative group having a pKa of 5 or less, and L
1
represents a linking group, m1 represents an integer of 1 to 5, and m2 represents an integer of 1 to 5.
(2) The silver halide photographic light-sensitive material as described in (1), wherein in the compound represented by formula (1), Dye1 is a cyanine chromophore, a merocyanine dye or an oxonol chromophore.
(3) The silver halide photographic light-sensitive material as described in (1) or (2), wherein in the compound represented by formula (1), Dye1 is a cyanine chromophore.
(4) The silver halide photographic light-sensitive material as described in any one of (1) to (3), wherein in the compound represented by formula (1), L
1
is represented by -G
1
-(A
1
-G
2
-)
t1
-(wherein G
1
and G
2
each independently represents an alkylene, alkenylene or arylene group which may be substituted, A
1
represents, irrespective of the direction, —O—, —S—, —SO
2
—, —NR
3
—, —COO—, —CONR
4
— or —SO
2
NR
5
— (wherein R
3
to R
5
each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or a heterocyclic group) and t1 represents an integer of 1 to 10).
(5) The silver halide photographic light-sensitive material as described in (1) to (4), wherein in the compound represented by formula (1), the linking group L
1
is connected to the acidic nucleus of the merocyanine dye Dye2.
(6) The silver halide photographic light-sensitive material as described in any one of (1) to (5), wherein the compound represented by formula (1) is represented by the following formula (2):
wherein G
1
, G
2
, A
1
and t1 have the same meanings as defined in (4); X
1
, X
2
and X
11
each independently represents —O—, —S—, —NR
6
or —CR
7
R
8
—; R
6
to R
8
each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or a heterocyclic group; R
1
, R
2
and R
21
each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or a heterocyclic group; M
1
to M
3
, M
21
and M
22
each independently represents a methine group; n1 and n21 each independently represents an integer of 0 to 3; V
1
, V
2
and V
21
each represents a substituent; n2, n3 and n22 each represents an integer of 0 to 4, provided that when n2, n3 and n22 each is 2 or more, the substituents V
1
, the substituents V
2
or the substituents V
21
may be the same or different or may be combined with each other to form a ring; CI represents an ion for neutralizing the electric charge; y represents a number necessary for neutralizing the electric charge; the ring formed by Q is represented by the following formula (3-1), (3-2), (3-3) or (3-4):
wherein R
22
and R
29
each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or a heterocyclic group, R
25
to R
27
each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group or R
9
-L
11
-, R
28
represents a substituent, a hydrogen atom or R
9
-L
11
-(wherein R
9
represents a dissociative group having a pKa of 5 or less, and L
11
represents a linking group), provided that either one of R
25
and R
26
is R
9
-L
11
- and either one of R
27
and R
28
is R
9
-L
11
-, and X
22
and X
24
each indepen
Fuji Photo Film Co. , Ltd.
Letscher Geraldine
LandOfFree
Methine dye and silver halide photographic light-sensitive... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Methine dye and silver halide photographic light-sensitive..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Methine dye and silver halide photographic light-sensitive... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3320086