Dye-forming method, color developing compositions,...

Details Dye-forming method, color developing compositions,... Dye-forming method, color developing compositions,...

2001-11-14

2003-04-08

McKane, Joseph K. (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S268400, C546S275700, C548S324100, C548S571000, C430S350000

Reexamination Certificate

active

06545157

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to novel color developing agent precursors, a dye-forming method, color developing compositions and photosensitive materials. More particularly, it relates to color developing agent precursors, a dye-forming method, color developing compositions and photosensitive materials which are useful in, for example, color printing materials for outputting digital image data.
DESCRIPTION OF THE RELATED ART
There have been widely employed photosensitive materials for obtaining images by forming dyes via coupling reactions. For example, conventional silver halide color photosensitive materials fall within this category of photosensitive materials for forming images with the use of coupling reactions. As an example of the methods for forming images on silver halide photosensitive materials, citation may be made of a method which involves the steps of incorporating a color developing agent and a colorless coupler into a material, oxidizing the color developing agent by using a silver halide in accordance with image data and coupling the obtained oxidant with the colorless coupler, thereby forming an image.
In the conventional silver halide photographic photosensitive materials, silver halides which oxidize color developing agents are needed in the formation of dyes. Silver halides, which oxidize relatively stable color developing agents contained in materials, are extremely strong oxidizing agents. Thus, it becomes difficult in some cases to contain such silver halides in a stable state together with couplers and surrounding media in materials. In addition, silver halides are expensive, which causes an increase in the production cost of silver halide photographic light-sensitive materials. Furthermore, the conventional image-forming method with the use of silver halide photographic light-sensitive materials usually involve complicated steps of development by using processing liquids, bleaching and fixing. Therefore, it is advantageous in view of cost and operation to employ a photosensitive material on which an image can be more conveniently formed without resort to any oxidizing agents. In recent years, there arises a strong demand for an image-forming method whereby full color digital image data can be economically and easily output. Therefore, it is profitable, if possible, to economically and easily form an image without using silver halides.
SUMMARY OF THE INVENTION
An object of the invention is to provide a method whereby a dye can be economically and easily formed without resort to any oxidizing agents such as silver halides; color developing compositions; and photosensitive materials using the same. Another object of the invention is to provide image-forming materials (in particular, image-forming materials for digital image data output) on which an image can be easily and economically formed without a need for liquid processing; and an image-forming method.
Other objects and effects of the present invention will become apparent from the following description.
The above-described objects of the present invention have been achieved by providing the following means.
(1) A dye-forming method comprising:
reacting a dye-forming coupler and a color developing agent precursor represented by the following general formula (I):
wherein A
3
represents a group other than a hydrogen atom which leaves, accompanied by the bonding electron pair with the nitrogen atom in general formula (I), to thereby form a color developing agent; A
2
represents a group which leaves in association with a dye-formation; and A
1
represents a group which forms a dye together with the nitrogen atom and the coupler.
(2) The dye-forming method according to the above (1), wherein said color developing agent precursor represented by general formula (I) is a compound represented by the following general formula (II):
wherein Z represents —OH, —OPG or —NR
1
R
2
(wherein PG represents a protective group; and R
1
and R
2
represent each an alkyl group or an aryl group); R
3
, R
4
, R
5
and R
6
represent each a hydrogen atom or a substituent; A
3
represents a group which leaves from the nitrogen atom in general formula (II) accompanied by a bonding electron pair; and A
2
represents a group which leaves in association with the dye-formation; or R
1
, R
2
, R
3
, R
4
, R
5
and R
6
may be bonded to each other to form a ring in case of being possible.
(3) The dye-forming method according to the above (1), wherein the color developing agent precursor represented by general formula (I) is a compound represented by the following general formula (III):
wherein A
4
represents a substituent; n is an integer of 0 to 4; A
5
, A
6
and A
7
represent each a hydrogen atom or a substituent; A
8
represents a group represented by —O—, —S—, —N(A
11
)— or —C(A
12
) (A
13
)— (wherein A
11
to A
13
represents each a substituent); A
9
represents a group represented by ═O, ═S, ═N—A
14
or ═C(A
15
)—C(A
16
)═N—A
17
(wherein A
14
to A
17
represents each a substituent); and A
10
represents a substituent.
(4) The dye-forming method according to the above (1), wherein group A
2
is a group which leaves in association with the dye-formation after the formation of a dye precursor via coupling between the color developing agent, which has been formed by the elimination of A
3
, and the dye-forming coupler.
(5) The dye-forming method according to the above (2), wherein group A
2
is a group which leaves in association with the dye-formation after the formation of a dye precursor via coupling between the color developing agent, which has been formed by the elimination of A
3
, and the dye-forming coupler.
(6) The dye-forming method according to the above (3), wherein group A
2
is a group which leaves in association with the dye-formation after the formation of a dye precursor via coupling between the color developing agent, which has been formed by the elimination of A
3
, and the dye-forming coupler.
(7) The dye-forming method according to the above (1), wherein an activator or a precursor thereof, which is capable of acting on group A
3
in general formula (I) to thereby form a color developing agent, is further used.
(8) The dye-forming method according to the above (7), wherein said general formula (I) is represented by the following general formula (II):
wherein Z represents —OH, —OPG or —NR
1
R
2
(wherein PG represents a protective group; and R
1
, and R
2
represent each an alkyl group or an aryl group); R
3
, R
4
, R
5
and R
6
represent each a hydrogen atom or a substituent; A
3
represents a group which leaves from the nitrogen atom in general formula (II) accompanied by a bonding electron pair; and A
2
represents a group which leaves in association with the dye-formation; or R
1
, R
2
, R
3
, R
4
, R
5
and R
6
may be bonded to each other to form a ring in case of being possible.
(9) The dye-forming method according to the above (7), wherein said general formula (I) is represented by the following general formula (III):
wherein A
4
represents a substituent; n is an integer of 0 to 4; A
5
, A
6
and A
7
represent each a hydrogen atom or a substituent; A
8
represents a group represented by —O—, —S—, —N(A
11
)— or —C(A
12
) (A
13
)— (wherein A
11
to A
13
represents each a substituent); A
9
represents a group represented by ═O, ═S, ═N—A
14
or ═C(A
15
)—C(A
16
)═N—A
17
(wherein A
14
to A
17
represents each a substituent); and A
10
represents a substituent.
(10) The dye-forming method according to the above (7), wherein the activation effect of said activator is based on a nucleophilic substitution reaction or a nucleophilic addition reaction of A
3
with respect to an atom in the activator.
(11) The dye-forming method according to the above (7), wherein said activator contains a metal atom.
(12) A dye-forming method comprising forming a dye by reacting:
a precursor of an oxidation product of a p-phenylenediamine derivative or a p-aminophenol derivative;
an activator containing a metal atom which is capable of reacting w

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