Compositions: coating or plastic – Coating or plastic compositions – Marking
Reexamination Certificate
2001-01-24
2003-06-24
Klemanski, Helene (Department: 1755)
Compositions: coating or plastic
Coating or plastic compositions
Marking
C106S031500, C534S751000, C534S752000, C534S772000, C534S774000
Reexamination Certificate
active
06582502
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a new dye, an ink for ink jet recording using the new dye, and an ink jet recording method.
2. Description of the Related Art
In an ink jet recording method, the cost of materials is low, high speed recording is possible, there is little noise at the time of recording, and further, color recording is easy. Accordingly, this method has spread rapidly and continues to be developed. Examples of the ink jet recording method include a technique in which pressure is applied from a piezo element so that droplets are discharged, and technique in which bubbles are generated in an ink upon heating so that droplets are discharged, and a technique in which droplets are sucked and discharged by static electricity. Further, examples of inks for ink jets include aqueous inks, oil based inks, and solid (melted-type) inks. A dye which is used for the ink for ink jet must have the following characteristics: solubility with respect to a solvent is high, high density recording is possible; hue is good; fastness with respect to light, heat, air, water, or chemicals is excellent; fixing ability with respect to an image receiving material is good and it is difficult for the dye to become blurry; storability as an ink is excellent; there is no toxicity; purity is high; and the dye is available inexpensively. In particular, a dye which has a good yellow hue and excellent light fastness is desired. However, it is extremely difficult to find a dye which satisfies these requirements at high levels.
Various dyes and pigments have already been proposed for the ink jet and are used actually. However, under the present circumstances, a dye which satisfies all of the requirements has not yet been found. It is difficult for conventionally well-known dyes or pigments which are denoted by color index (C.I.) numbers to obtain both the hue and the light fastness which are required of inks for ink jets. Japanese Patent Application Laid-Open (JP-A) No. 2-212566 discloses an ink for ink jet which is aimed at obtaining both the hue and the light fastness. However, regarding the dyes which are used in JP-A-2-212566, the improvement of the hue and the light fastness are insufficient. The dyes described in JP-A-2-212566 also have a problem with regard to wet heat fastness. Further, JP-B-4-22714 discloses a thiaziazollyl-azo-pyrazole yellow dye as a dye for thermal transfer. However, solubility of this dye in an aqueous solution is insufficient, and therefore, the dye cannot be used as an aqueous ink for ink jet.
SUMMARY OF THE INVENTION
An object of the present invention is to solve the above-described problems. Namely, an object of the present invention is to provide a dye, an ink for ink jet recording, and an ink jet recording method, by which an image having good hue and light fastness can be formed.
Means for solving the above problems are as follows.
A first aspect of the present invention is an ink for ink jet recording which contains at least one dye which is represented by the following general formula (1):
A—N═N—B General formula (1)
wherein A and B each independently represents heterocyclic group which may be substituted, and said dye has at least one ionic hydrophilic group in a molecule.
A second aspect of the present invention is a dye which is represented by the following general formula (2):
wherein R
1
, R
2
, and R
3
each independently represents one of a hydrogen atom, a halogen atom, a cyano group, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an alkylthio group, an arylthio group, and an ionic hydrophilic group; R
4
represents any heterocylic group which may be substituted and which is selected from the following Group 1 of heterocyclic groups; and the dye which is represented by the general formula has at least one ionic hydrophilic group in a molecule.
A third aspect of the present invention is a dye which is represented by the following general formula (3):
wherein, R
5
represents one of a hydrogen atom, a cyano group, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an alkylthio group, an arylthio group, and an ionic hydrophilic group; Za represents one of —N═, —NH— and —C (R
11
)═; Zb and Zc each independently represents one of —N═ and —C (R
11
)═; R
11
represents one of a hydrogen group and a nonmetallic substituent; R
6
represents any heterocylic group which may be substituted and which is selected from the following Group 2 of heterocyclic groups; and the dye has at least one ionic hydrophilic group in a molecule.
A fourth aspect of the present invention is a dye which is represented by the following general formula (4):
wherein R
7
and R
9
each independently represents one of a hydrogen atom, a cyano group, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an alkylthio group, an arylthio group, and an ionic hydrophilic group; R
8
represents one of a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a cyano group, an acylamino group, a sulfonylamino group, an alkoxycarbonylamino group, a ureido group, an alkylthio group, an arylthio group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonyl group, an acyl group, an alkylamino group, an arylamino group, a hydroxy group, and an ionic hydrophilic group; R
10
represents any heterocylic group which may be substituted and which is selected from the following Group 3 of heterocyclic groups; and the dye has at least one ionic hydrophilic group in a molecule.
It should be noted that, when the compounds represented by the above general formulas (2), (3), and (4) have tautomers, the tautomers are also included in the scope of the present invention.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
Ink for Ink Jet Recording
The ink for ink jet recording of the present invention contains the dyes which are represented by the above general formula (1). The dyes represented by the above general formula (1) have characteristics in which the light fastness is good and the hue is good. Among the dyes represented by the above general formula (1), in particular, a yellow dye has an absorption spectrum form in which the peak of absorption spectrum is sharp. Among the dyes represented by the above general formula (1), the yellow dye is preferable. Further, when a dye of the present invention is the yellow dye, the ratio (I&lgr;
max+70
/I&lgr;
max
) of absorbancy I&lgr;
max
at &lgr;
max
(nm) to absorbancy I&lgr;
max+70
at &lgr;
max+70
(nm) in the absorption spectrum of the aqueous solution thereof is 0.2 or less, is preferable.
In the above general formula (1), A and B each independently represents heterocyclic group which may be substituted. The substituent of the above-described heterocyclic groups includes at least one ionic hydrophilic group. As the heterocyclic group, the heterocyclic group which is formed by a five-membered ring or a six-membered ring is preferable. The heterocyclic group may form a monocyclic structure or polycyclic structure in which two or more rings are condensed. Moreover, as the heterocylic group, the heterocyclic group which includes at least any of an N atom, an O atom, and an S atom is preferable. A preferable example of the above heterocyclic group is shown below.
The dyes which are represented by the above general formula (1) contains at least one ionic hydrophilic group in a molecule. Since the above dyes have the ionic hydrophilic group in a molecule, solubility and/or dispersibility to an aqueous medium is good. The above-described ionic hydrophilic group includes a sulfo group, a carboxyl group, and a quaternary ammonium group. Above all, the sulfo group and the carboxyl group are preferable, and the sulfo group are particularly preferable. Moreover, it is preferable that the above-described dyes contain the two or more ionic hydrophilic groups in the molecule. In the case of containing the two or more ionic hydrophilic groups, a combination of the car
Burns Doane , Swecker, Mathis LLP
Klemanski Helene
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