Coloring composition, ink-jet ink, and ink jet recording method

Details Coloring composition, ink-jet ink, and ink jet recording method Coloring composition, ink-jet ink, and ink jet recording method

2001-03-08

2003-02-18

Klemanski, Helene (Department: 1755)

Compositions: coating or plastic

Coating or plastic compositions

Marking

C106S031460, C106S031490, C008S659000

Reexamination Certificate

active

06521031

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to an aqueous coloring composition containing an oil-soluble dye, to an ink-jet ink, and to an ink jet recording method using the ink-jet ink, and in particular to a coloring composition that is excellent in color reproduction and suitable for aqueous ink, aqueous printing ink, information-recording ink and the like, as well as to an ink-jet ink and an ink jet recording method that are suitable for thermal, piezoelectric, electric field or acoustic ink jetting systems.
2. Description of the related art
As computers have spread in recent years, ink jet printers have been widely used for recording on paper, film, cloth and the like not only in offices but also in homes. As ink jet recording inks, oil-soluble inks, water-based inks and solid inks are known. Of these inks, water-based inks are advantageous in view of ease of production and handling, smell, safety and so on. Thus, water-based inks are mainly used.
The reason why water-soluble inks in water-based inks are used is that a water-soluble ink has advantages of ease of production of the ink, superior preservation stability, good color hue and high color density. However, water-soluble dye has poor water resistance, so that bleeding is caused if recording is carried out with the ink on plain paper. As a result, problems that recording quality deteriorates remarkably and light resistance is poor arise.
Thus, for example, Japanese Patent Application Laid-Open (JP-A) No. 56-157468, JP-A No. 4-18468, JP-A No. 10-110126 and JP-A No. 10-195355 suggest water-based inks containing a pigment or a dispersed dye in order to solve the above-mentioned problems.
The water resistance of these water-based inks is improved to some extent. However, it is difficult to say that water resistance is sufficient, and the following problems arise: a dispersant of the pigment or the dispersed dye in the water-based ink has insufficient preservation stability, such that an ink jet opening is easily blocked with the water-based ink; and the water-based inks in general have insufficient hue, and color reproducibility deteriorates because of the insufficient hue.
JP-A No. 58-45272, JP-A No. 6-340835, JP-A No. 7-268254, JP-A No. 7-268257 and JP-A No. 268260 suggest methods of causing a dye to be capsuled in urethane or polyester dispersant particles.
These methods however have the following problems: color reproducibility is insufficient because of insufficient color tone; and dispersion-stability and water resistance of the dye-capsuled polymer dispersant, when the dye is capsuled at a desired level, are not necessarily sufficient.
SUMMARY OF THE INVENTION
An object of the present invention is to provide a coloring composition: which has no paper dependence; which has an excellent color formation efficiency/color tone when printing is effected on a paper which is arbitrarily selected; which has an excellent handling ability, odor ability, safety, water resistance, light resistance, or the like; which enables a high recording concentration/high image quality; and which is suitable for an aqueous ink for writing, an aqueous printing ink, an ink for information recording, or the like. Further, an object of the present invention is to provide an ink-jet ink: which includes the above-described coloring composition; which is suitable for a thermal, piezoelectric, electric field, or acoustic ink jet type; in which, when printing or the like is carried out using a nozzle or the like, a clogging does not occur at the distal end of the nozzle; which has no paper dependence; which has an excellent color formation efficiency/color tone when printing is effected on a paper which is arbitrarily selected; and which has an excellent water resistance and light resistance. Furthermore, an object of the present invention is to provide an ink jet recording method which enables the high quality recording using the ink-jet ink.
The object described above can be achieved by the following means:
A first aspect of the present invention is an ink-jet ink, which includes a coloring composition containing an oil-soluble dye represented in the following formula (I):
wherein, R
1
and R
2
represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —OR
11
, —SR
12
, —CO
2
R
13
, —OCOR
14
, —NR
15
R
16
, —CONR
17
R
18
, —SO
2
R
19
, —SO
2
NR
20
R
21
, —NR
22
CONR
23
R
24
, —NR
25
CO
2
R
26
, —COR
27
, —NR
28
COR
29
, and NR
30
SO
2
R
31
;
R
11
, R
12
, R
13
, R
14
, R
15
, R
16
, R
17
, R
18
, R
19
, R
20
, R
21
, R
22
, R
23
, R
24
, R
25
, R
26
, R
27
, R
28
, R
29
, R
30
, and R
31
represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R
1
and R
2
may be connected to each other and form a ring;
A represents one of —NR
5
R
6
and a hydroxyl group;
R
5
and R
6
represent respectively independently one of a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group;
B
1
represents one of ═C(R
7
)— and ═N— and B
2
represents one of —C(R
8
)═ and —N═;
R
3
, R
4
, R
7
and R
8
represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —OR
51
, —SR
52
, —CO
2
R
53
, —OCOR
54
, —NR
55
R
56
, —CONR
57
R
58
, —SO
2
R
59
, —SO
2
NR
60
R
61
, —NR
62
CONR
63
R
64
, —NR
65
CO
2
R
66
, COR
67
, —NR
68
COR
69
, and NR
70
SO
2
R
71
;
R
51
, R
52
, R
53
, R
54
, R
55
, R
56
, R
57
, R
58
, R
59
, R
60
, R
61
, R
62
, R
63
, R
64
, R
65
, R
66
, R
67
, R
68
, R
69
, R
70
, and R
71
represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R
3
and R
4
, R
4
and R
5
, R
5
and R
6
, R
6
and R
7
, and R
7
and R
8
may be combined with each other and form rings; and
Q includes at least one nitrogen atom and, together with a carbon atom to be combined, represents an atom group which is required to form a nitrogen-containing heterocyclic ring having a five-membered ring or more.
A second aspect of the present invention is a coloring composition containing an oil-soluble dye which is represented in the above- described formula (I):
A third aspect of the present invention is an ink jet recording method in which an ink-jet ink is used in recording, which the ink-jet ink includes a coloring composition containing an oil-soluble dye represented in the above-described formula (I):
DESCRIPTION OF THE PREFERRED EMBODIMENTS
Hereinafter, description will be given of a coloring composition, an ink-jet ink, and an ink jet recording method of the present invention.
[Coloring Composition]
The coloring composition of the present invention contains an oil-soluble dye, and the oil-soluble dye is dispersed in a water-based medium.
As far as the above-described water-based medium at least contains water, the water-based medium is sufficient. More specifically, a suitable water-based medium is the one which includes water, or the mixture of water and a water miscible organic solvent, to which, as occasion demands, an additive such as a surface active agent, a dry-preventing agent (wetting agent), a stabilizer, an antiseptic, or the like is added.
-Oil-soluble Dye-
The above oil-soluble dye is a compound represented in the following formula (I) and is an oil-soluble azomethine dye.
In the above formula (I), each of R
1
and R
2
represents a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —OR
11
, —SR
12
, —CO
2
R
13
, —OCOR
14
, —NR
15
R
16
, —CONR
17
R
18
, —SO
2
R
19
, —SO
2
NR
20
R
21
, —NR
22
CONR
23
R
24
, —NR
25
CO
2
R
26
, —COR
27
, —NR
28
COR
29
, or NR
30
SO
2
R
31
. R
11
, R
12
, R
13
, R
14
, R
15
, R
16
, R
17
, R
18
, R
19
, R
20
, R
21
, R
22
, R
23
, R
24
, R
25
, R
26
, R
27
, R
28
, R
29
, R
30
, and R
31
represent respectively independently a hydrogen atom, an aliphatic group, or an aromatic group.
Among the aforementioned, i

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