JP3033310B2 - Recording liquid - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a recording liquid. More specifically, the present invention 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 to practical use in which recording is performed by flying droplets of a recording liquid containing a water-soluble dye such as a direct dye or an acid dye from a minute discharge orifice. Regarding this recording liquid, PP such as electrophotographic paper
Fast fixation to recording paper used for general office work such as C (plain vapor copier) paper and fan hold paper (continuous paper such as computer), and the print quality of printed matter is good, that is, bleeding on printing It is required that the outline is clear without any defects and that the stability during storage as a recording liquid is also excellent,
Therefore, usable solvents are significantly limited.

On the other hand, dyes for recording liquids have sufficient solubility in the above-mentioned limited solvents and are stable even when stored as recording liquids for a long time.
Further, it is required that the density of the printed image is high, and that it is excellent in water resistance and light resistance. However, it has been difficult to satisfy many of these requirements at the same time. Therefore, various methods (for example, JP-A-55-1440065, JP-A-57-30773, JP-A-57-207660,
JP-A-58-147470, JP-A-62-19026
9, JP-A-62-190271, JP-A-62-19
No. 0272, JP-A-62-250082 and JP-A-62-1982
JP-A-246975, JP-A-62-257971, JP-A-62-288659, JP-A-63-8463, JP-A-63-22867, JP-A-63-22874,
JP-A-63-30567, JP-A-63-33484
JP-A-63-63764, JP-A-63-1050
No. 79, JP-A-64-31877, JP-A-1-933
No. 89, JP-A-1-210464, JP-A-2-140
No. 270) has been proposed, but has not yet been able to sufficiently satisfy the market requirements.

[0004]

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

[0005]

Means for Solving the Problems The present inventors have confirmed that the above objects can be achieved when a specific black dye is used as a recording liquid component, and have achieved the present invention. That is, the gist of the present invention resides in a recording liquid containing at least one of the dyes represented by the general formula [I] or [II] in the first aspect. Hereinafter, the present invention will be described in detail. In the general formulas (I) and (II), the acylamino group represented by X, Y, Z and W has 2 to 2 carbon atoms.
5 lower alkylcarbonylamino groups or benzoylamino groups.

In the general formulas [I] and [II],
Examples of the organic amine salt represented by M include a group in which three or four hydrogen atoms of an ammonium group are substituted with an alkyl group having 1 to 4 carbon atoms and / or a hydroxyalkyl group having 1 to 4 carbon atoms. Is mentioned. Specific examples of these dyes include, for example, azo dyes having the following structures (a) to (g).

[0007]

Embedded image

[0008]

Embedded image

The azo dye represented by the general formula [I] can be prepared by a method known per se [for example, Yutaka Hosoda, "New Dye Chemistry" (published by Gihodo on December 21, 1973), 396-409.
Page]], a diazotization and coupling step. The content of the dye of the general formula [I] in the recording liquid is preferably 0.5 to 5% by weight, particularly preferably about 2 to 4% by weight, based on the total amount of the recording liquid.
Examples of the solvent used in the recording liquid of the present invention include water and water-soluble organic solvents such as ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol (# 200), and polyethylene glycol (# 40).
0), glycerin, N-methyl-pyrrolidone, N-ethyl-pyrrolidone, 1,3-dimethyl-imidazolidinone, ethylene glycol monoallyl ether, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, and the like. . These water-soluble organic solvents are usually used in an amount of 1 to the total amount of the recording liquid.
It is used in the range of 0 to 50% by weight. On the other hand, water is used in the range of 45 to 89.5% by weight based on the total amount of the recording liquid.

In the recording liquid of the present invention, 0.1% of the total amount of the recording liquid is used.
1 to 10% by weight, preferably 0.5 to 5% by weight of urea,
By adding a compound selected from thiourea, biuret, and semicarbazide, and by adding 0.001 to 5.0% by weight of a surfactant, it is possible to further improve the quick-drying property after printing and the print quality. it can.

[0011]

EXAMPLES The present invention will be described in more detail with reference to the following Examples, which, however, are not intended to limit the scope of the invention. Example 1 25 parts by weight of ethylene glycol monoallyl ether, 22 parts by weight of ethylene glycol, dye of the above formula (a)
Water was added to 5 parts by weight to adjust the total amount to 100 parts by weight. This composition was sufficiently mixed and dissolved to give a pore size of 1 μm.
After filtration under pressure through a Teflon filter of m, the recording liquid was prepared by deaeration using a vacuum pump and an ultrasonic cleaner. Using the obtained recording liquid, ink jet recording was performed on electrophotographic paper (manufactured by Fuji Xerox) using an ink jet printer (trade name: HG-3000, manufactured by Epson Corporation), and the following (a), (b) and ( The result of performing various evaluations by the method c) is shown. (A) Light fastness of a recorded image: A recording paper was irradiated with a xenon fade meter (manufactured by Suga Test Instruments Co., Ltd.) for 100 hours. Discoloration after irradiation was small.

(B) Water resistance of recorded image: The bleeding of the image after immersing the recording paper in water for 24 hours was examined. The bleeding of the image was slight, and the decrease in density was small.

(C) Storage stability of the recording solution: The recording solution was sealed in a Teflon container and stored at 5 ° C. and 60 ° C. for one month. The change was examined. No precipitation of insoluble matter was observed. Example 2 Water was added to 10 parts by weight of glycerin, 10 parts by weight of ethylene glycol, and 5 parts by weight of the dye of the formula (b) to make the total amount 1
The composition was treated by the method described in Example 1 to prepare a recording liquid, and the recording liquid was prepared.
Various evaluations according to (c) were performed. As a result, good results were obtained in all cases as in Example 1.

Example 3 Water was added to 5 parts by weight of diethylene glycol monobutyl ether, 15 parts by weight of glycerin and 2 parts by weight of the dye of the formula (C) to make the total amount 100 parts by weight. The recording liquid was prepared by the method described above, and various evaluations according to (a) to (c) of Example 1 were performed. As a result, similar to Example 1, good results were obtained.

Examples 4 to 9 The dyes of the formulas (d) to (g) were used in place of the dyes of the formula (a) used in Example 1, except that
A recording liquid was prepared by the method of Example 1, and various evaluations according to (a) to (c) of Example 1 were performed. As a result, similar to Example 1, good results were obtained.

[0016]

The recording liquid of the present invention is used for ink-jet recording and writing instruments, and is excellent in print density of a recorded image and its light resistance and water resistance when recorded on plain paper. The storage stability as a recording liquid is also good.

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int. Cl. ⁷ , DB name) C09D 11/00-11/20 CA (STN) REGISTRY (STN)

Claims (1)

(57) [Claims] 1. An aqueous medium, comprising the following general formula [I] or [I
A recording liquid comprising at least one dye selected from the dyes represented by I). Embedded image In the formula, R ¹ represents a hydroxyalkyl group having 2 to 4 carbon atoms or an alkyl group having 1 to 3 carbon atoms substituted with a COOM group; R ² represents a hydrogen atom, a hydroxyalkyl group having 2 to 4 carbon atoms or X represents a C 1-3 alkyl group substituted by a COOM group, and X, Y, Z and W represent a hydrogen atom, a methyl group, and a methoxy group, respectively. Or M represents an acylamino group, and M represents an alkali metal, NH ₄ or an organic amine salt. ) (Wherein, R ¹ represents a hydroxyalkyl group having 2 to 4 carbon atoms, R ² represents a hydrogen atom or a hydroxyalkyl group having 2 to 4 carbon atoms, and X, Y, Z and W each represent a hydrogen atom, methyl, Group, methoxy group Or an acylamino group, 1 represents 1 or 2, M represents an alkali metal, NH
₄ or an organic amine salt. )