JPH06192602A - Recording fluid - Google Patents

Abstract

PURPOSE:To obtain a black recording fluid which gives a high-quality printing and a high-density recorded image even when used for recording on a plain paper, is excellent in resistances to water and light, and has a good long-storage stability by compounding a specific black dye into the fluid. CONSTITUTION:A recording fluid contains an aq. medium and at least one member selected from dyes represented by formula I (wherein A is an optionally substd. phenylene or naphthylene group; B is a group selected from groups of formulae II to V; R1, R2, and R3 are each H, alkyl, nitro, amino, acylamino, or halogen; M is an alkali metal, an ammonium group, or an org. amine group; n is 0 or 1; R6 is a linear or branched 1-4C hydroxyalkyl group; and R7 is H or an optionally substd. alkyl group).

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a recording liquid. Specifically, it relates to a recording liquid suitable for inkjet recording.

[0002]

2. Description of the Related Art A so-called ink jet recording method has been put into practical use in which a recording liquid droplet containing a water-soluble dye such as a direct dye or an acid dye is ejected from a minute ejection orifice to perform recording. Regarding the solvent of this recording liquid, it is fast to fix to recording papers that are commonly used for general office work such as PPC (plain paper copier) paper such as electrophotographic paper and fan hold paper (continuous paper such as computers), and the printing quality is high. Is required, that is, the print has no blur and the contour is clear, and the stability during storage is also required, and the usable solvent is significantly limited.

On the other hand, dyes for recording liquids have sufficient solubility in the above-mentioned limited solvents, are stable even when stored for a long period of time, and have a density of printed images. It is required to have high water resistance and excellent light resistance and light resistance, but it is difficult to satisfy many of these requirements at the same time. Therefore, various methods (for example, JP-A-55-144067 and JP-A-55-152) are used.
747, JP-A-57-207660, JP-A-58-
147470, JP-A-62-190269, JP-A-62-190271, JP-A-62-190272,
JP-A-62-250082, JP-A-62-24697
5, JP-A-62-257971, JP-A-62-28
8659, JP-A-63-8463, JP-A-63-2
2867, JP-A-63-22874, JP-A-63-
30567, JP-A-63-33484, JP-A-63.
-63764, JP-A-63-105079, JP-A-64-31877, JP-A-1-93389, JP-A1-2104464, JP-A-2-140270, JP-A-3-167270, JP-A-3-167270. 3-200882)
Has been proposed, but has not yet fully satisfied the market demand for performance.

[0004]

DISCLOSURE OF THE INVENTION The present invention has good print quality even when recorded on plain paper for ink jet recording, writing instruments, etc., and has a high density of recorded images, which is excellent in water resistance and light resistance. It is an object of the present invention to provide a black recording liquid which is excellent in stability and has good stability when stored for a long period of time.

[0005]

Means for Solving the Problems The inventors of the present invention have made earnest studies to achieve the above object, and as a result, the above object is achieved when a specific black dye is used as a recording liquid component. It was confirmed that the present invention was achieved. That is, the gist of the present invention is to use an aqueous medium and the following general formula (1).

[0006]

[Chemical 3] (In the formula, A represents a phenylene group or a naphthylene group which may have a substituent, B is any one of the organic groups having the following structures, and R _{1 to} R ₃ are hydrogen atoms and alkyl groups. , A nitro group, an amino group, an acylamino group, or a halogen atom, M represents an alkali metal, an ammonium group, or an organic amine, and n represents a number of 0 or 1.)

[0007]

[Chemical 4] (However, in the above formula of B, R _{4 to} R ₆ represent a linear or branched alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group having 1 to 4 carbon atoms, and R ₇ represents a hydrogen atom or A recording liquid containing at least one dye represented by the formula (1), which represents an alkyl group which may be substituted.

The present invention will be described in detail below. The present invention is based on the use of the dye of the formula (1) as a coloring component of the recording liquid. Will describe (1) the substituent, the substituent of the phenylene group or naphthylene group represented by A, -SO ₃ M group, -COOM
Group, amino group, acylamino group (for example, acetylamino group, propionylamino group, benzoylamino group), linear or branched C1-C4 alkoxy group,
Examples thereof include a hydroxyl group, a halogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, and the like, which may have plural substituents.

Examples of the alkyl group represented by R _{1 to} R ₃ include linear or branched alkyl groups having 1 to 4 carbon atoms, examples of the acylamino group include acetylamino group and propionylamino group, Examples thereof include a benzoylamino group. Examples of the organic amine represented by M include lower alkyl amine, hydroxy-substituted lower alkyl amine,
Carboxy-substituted lower alkylamine and 2 to 4 carbon atoms
And polyamines having 2 to 10 alkyleneimine units.

In the above formula B, the optionally substituted alkyl group represented by R ₇ is a linear or branched alkyl group having 1 to 8 carbon atoms or 1 to 4 carbon atoms. Examples thereof include a C1 to C3 alkyl group substituted with a hydroxyalkyl group or a -COOM group. Specific examples of the dye represented by the formula (1) include, for example, the following (a) to
An azo dye having a structure shown in (Y) can be mentioned.

[0011]

[Chemical 5]

[0012]

[Chemical 6]

[0013]

[Chemical 7]

[0014]

[Chemical 8]

The azo dye represented by the formula (1) can be prepared by a method known per se [eg, "New Dye Chemistry" by Yutaka Hosoda (Showa 4).
Pp. 396-409, published by Gihodo on December 21, 8], and can be produced through the diazotization and coupling steps. The content of the dye of formula (1) in the recording liquid is preferably 0.5 to 8% by weight, particularly preferably 2 to 5% by weight, based on the total amount of the recording liquid.

As the solvent used in the recording liquid of the present invention, water and water-soluble organic solvents such as ethylene glycol, propylene glycol, butylene glycol,
Diethylene glycol, triethylene glycol, polyethylene glycol (# 200), polyethylene glycol (# 400), glycerin, α-pyrrolidone, N-
Methyl-pyrrolidone, N-ethyl-pyrrolidone, 1,3
-Contains dimethyl-imidazolidinone, ethylene glycol monoallyl ether, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, bis (β-hydroxyethyl) thioether, dimethyl sulfoxide, dimethylformamide, diethanolamine, triethanolamine, isopropanol, etc. Is preferred. These water-soluble organic solvents are usually used in the range of 1 to 50% by weight based on the total amount of the recording liquid. On the other hand, water is used in the range of 45 to 95% by weight with respect to the total amount of the recording liquid.

Various additives can be used in combination with the recording liquid of the present invention. For example, 0.1 for the total amount of recording liquid
10 to 10% by weight, preferably 0.5 to 5% by weight, of a compound selected from urea, thiourea, biuret and semicarbazide, or 0.001 to 5.0% by weight of a surfactant is added. Thereby, the quick drying property after printing and the printing quality can be further improved.

[0018]

EXAMPLES The present invention will now be described in more detail with reference to examples, but the present invention is not limited to these examples unless it exceeds the gist. Example 1

[0019]

[Table 1] The respective components described above were thoroughly mixed and dissolved, pressure-filtered with a Teflon filter having a pore size of 1 μm, and then deaerated with a vacuum pump and an ultrasonic cleaner to prepare a recording liquid. An ink jet printer (HG-3
Inkjet recording was performed on electrophotographic paper (manufactured by Fuji Xerox Co., Ltd.) using 000 Epson Co., Ltd. to obtain a black recorded matter of high color density. In addition, the results of various evaluations by the following methods (a), (b) and (c) are shown.

(A) Light resistance of recorded image: A xenon fade meter (manufactured by Suga Test Instruments Co., Ltd.) was used to measure 100 on recording paper.
Irradiated for an hour. The discoloration and fading after irradiation was small.

(B) Water resistance of recorded image: The bleeding of the image was examined after the recording paper was immersed in water for 5 minutes. Image bleeding was slight and the decrease in density was small.

(C) Storage stability of recording liquid: The recording liquid was hermetically sealed in a Teflon container and examined for changes after storage at 5 ° C. and 60 ° C. for 1 month. No precipitation of insoluble matter was observed.

Example 2

[Table 2] Each of the above components was treated by the method described in Example 1 to prepare a recording liquid, and recording was carried out.
Various evaluations according to (c) were performed. As a result, good results were obtained as in the case of Example 1.

Example 3

[Table 3] Each of the above components was treated by the method described in Example 1 to prepare a recording liquid, and recording was carried out.
Various evaluations according to (c) were performed. As a result, as in Example 1, good results were obtained.

Examples 4 to 15 Instead of the dye of the above formula (a) used in Example 1,
A recording liquid was prepared and recorded by the method of Example 1 except that the dyes of the formulas (d) to (yo) were used, and various evaluations according to (a) to (c) of Example 1 were performed. I did. As a result, as in Example 1, good results were obtained.

[0026]

INDUSTRIAL APPLICABILITY The recording liquid of the present invention is used for ink jet recording and writing instruments, and when recorded on plain paper, a recorded matter of high color density with excellent print quality is obtained, and the light resistance of recorded images is improved. In addition to excellent water resistance, it also has good storage stability as a recording liquid.

Claims (1)

[Claims] 1. An aqueous medium and the following general formula (1): (In the formula, A represents a phenylene group or a naphthylene group which may have a substituent, B is any one of the organic groups having the following structures, and R _{1 to} R ₃ are hydrogen atoms and alkyl groups. , A nitro group, an amino group, an acylamino group, or a halogen atom, M represents an alkali metal, an ammonium group, or an organic amine, and n represents a number of 0 or 1.) (However, in the above formula of B, R _{4 to} R ₆ represent a linear or branched alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group having 1 to 4 carbon atoms, and R ₇ represents a hydrogen atom or A recording liquid containing at least one dye represented by the formula (1), which represents an alkyl group which may be substituted.