JPH05148438A - Recording liquid - Google Patents

Abstract

PURPOSE:To obtain a recording liquid containing an azo dye compound and a phenyl ether compound each having a specific structure and capable of providing sharp image of high concentration free from squeezing even when recorded to ordinary paper because of excellent quick drying property and printing quality. CONSTITUTION:The objective recording liquid contains (A) a compound of formula I [X is replaceable phenyl or naphthyl; Y is replaceable phenylene or naphthyl; Z is formula II, formula III, etc.; M is alkali metal, ammonium, etc.; (n) is 0 or 1] (e.g. an azo dye compound of formula IV) and (B) a compound of formula V [(m) is 4-20], preferably in ratios of the component (A) of 2-8wt.% and the component (B) of 0.3-1wt.% based on total amount of the recording liquid. The component (B) is obtained by reacting o-, m-or p-chlorophenol with ethylene oxide. Furthermore, the recording liquid contains normally 50-85wt.% water and 10-50wt.% aqueous medium based on total amount of the recording liquid. Urea, etc., is preferably added thereto in an amount of 0.5-5wt.% based on the total amount in order to improve storage stability.

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 for inkjet recording and writing instruments.

[0002]

2. Description of the Related Art In an ink jet recording method, when plain paper such as electrophotographic paper, bond paper, stock form paper, etc. is used as recording paper, image misalignment occurs even if the printed print after recording is rubbed with a finger. Shortening the time to run out
(Quick drying), there is a problem in that the print has no blur and the contour is clear and the print density is high (print quality).

Conventionally, a recording liquid containing a specific water-soluble organic solvent or a surfactant (JP-A-47-12104 and JP-A-49-9762).
No. 0, JP-A-55-16042, JP-A-55-29546, JP-A-55-
65269, JP-A-57-137370 and the like); Recording liquid obtained by adding a base to the recording liquid (JP-A-47-12105 and JP-A-53-1160).
6, JP-A-53-135707, JP-A-56-57862, JP-A-56
-133376, JP-A-58-2364, JP-A-58-125767, etc.), etc., but these recording liquids do not provide sufficient effects with respect to the above problems. Even if the effect is obtained, there is a big defect that the nozzle tip is easily clogged.

[0004]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a recording liquid capable of obtaining a print which is quick-drying and has excellent print quality, particularly print density, even when recording is performed on plain paper. Is.

[0005]

The inventors of the present invention have conducted extensive studies to achieve the above object, and as a result, have used a recording liquid containing an azo dye compound having a specific structure and a phenyl ether compound having a specific structure. In this case, the present invention has been achieved by confirming that the above object is achieved. That is, the gist of the present invention is an aqueous medium and the general formula [A] in claim 1.
A recording liquid containing a compound represented by: and a compound represented by the general formula [B] in claim 1.

The present invention will be described in detail below. The present invention is based on the use of the azo dye compound represented by the general formula [A] and the phenyl ether compound represented by the general formula [B] as components of the recording liquid. .. In the formula [A], the substituent of the phenyl group or naphthyl group represented by X and the phenylene group or naphthylene group represented by Y is a SO ₃ M group, an amino group or an acylamino group.
(For example, an alkylcarbonylamino group such as an acetylamino group and a propionylamino group), an alkoxy group, a hydroxyl group, a halogen atom, a methyl group, and the like, which may have a plurality of these substituents. Further, examples of the organic amine salt represented by M in the formula [A] include groups in which 3 or 4 hydrogen atoms of an ammonium group are substituted with a lower alkyl group and / or a hydroxy lower alkyl group. Specific examples of the compound represented by the formula [A] include:
Examples thereof include azo dye compounds represented by the following formulas (A) to (H).

(A) Maximum absorption wavelength (in water): 600 nm

[Chemical 11]

(B) Maximum absorption wavelength (in water): 606 nm

[Chemical 12]

(C) Maximum absorption wavelength (in water): 598 nm

[Chemical 13]

(D) Maximum absorption wavelength (in water): 600 nm

[Chemical 14]

(E) Maximum absorption wavelength (in water): 602 nm

[Chemical 15]

(F) Maximum absorption wavelength (in water): 593 nm

[Chemical 16]

(G) Maximum absorption wavelength (in water): 610 nm

[Chemical 17]

(H) Maximum absorption wavelength (in water): 615 nm

[Chemical 18]

The compound represented by the formula [A] is, for example, "New dye chemistry" by Yutaka Hosoda (published by Gihodo on December 21, 1973).
It can be produced according to the description on page 397, line 27 to page 398, line 19. The content of the present compound is usually 0.2 to 12% by weight, preferably 2 to 8% by weight based on the total weight of the recording liquid.
It is in the range of% by weight.

The phenyl ether compound represented by the above general formula [B] is an ortho-, meta-, or para-chloropheno compound, for example, according to the method described in Mh. Chem. 77 (1947), page 80. It can be produced by reacting ethylene oxide with ethylene oxide. When the content of the compound represented by the formula [B] in the recording liquid is less than 0.2% by weight based on the total weight of the recording liquid, the printing density is not always sufficient, while the content is more than 2% by weight. The print quality tends to deteriorate, so 0.2 to 2% by weight is usually preferable, and
More preferably, it is 3 to 1% by weight. The compound is often used as a mixture.

As the aqueous medium used in the recording liquid of the present invention, in addition to water, for example, ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol.
(# 200), polyethylene glycol (# 400), glycerin, N-methyl-pyrrolidone, N-ethyl-pyrrolidone, 1,3-dimethyl-imidazolidinone, ethylene glycol monoallyl ether, ethylene glycol monomethyl ether -Ter, diethylene glycol monomethyl ether, etc. are preferably contained. The content of the aqueous medium excluding water is usually in the range of 10 to 50% by weight based on the total amount of the recording liquid. On the other hand, water is usually used in the range of 50 to 85% by weight with respect to the total amount of the recording liquid. The liquidity of the recording liquid of the present invention is usually adjusted to pH 6 to 10.

The recording liquid of the present invention contains 0.1% of the total amount.
Storage stability can be improved by adding 10 to 10% by weight, preferably 0.5 to 5% by weight, of a compound selected from urea, thiourea, biuret, semicarbazide and mono-, di-, and triethanolamine.

[0019]

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 as long as the gist thereof is not exceeded.

Example 1 The components shown in Table 1 below were thoroughly mixed and dissolved to give a pore size of 1
After pressure filtration with a μm Teflon filter, degassing was performed using a vacuum pump to prepare a recording liquid. An inkjet printer (trade name HG-
Ink jet recording was carried out using 4000 (manufactured by Epson Corporation), and the quick-drying property and the print quality were evaluated according to the methods of (a) and (b) described below.

[0021]

[Table 1]

(A) Quick-drying property: electrophotographic paper (manufactured by Fuji Xerox Co., Ltd.), bond paper and stock form paper (manufactured by Lion Office Equipment Co., Ltd.) were printed, and after 60 seconds, the printed part was rubbed with a finger to print an image. The presence or absence of deviation was determined. As a result, excellent fixability was exhibited without any deviation. (b) Print quality: Each dot printed on the above recording paper was observed under a microscope, and the presence or absence of feathering (whisker-like bleeding) around the dot and the sharpness of the contour were visually evaluated. As a result, none of them had feathering, the contour was sharp, and the print density was sufficiently high.

Regarding the recording liquid obtained above, the following (c) to (f)
Inkjet recording was evaluated according to the method described above. (c) Long-term storability of recording: The recording liquid was sealed in a glass container and stored at 0 ° C. and 60 ° C. for 6 months. As a result, no precipitation of insoluble matter was observed, and there was no change in the physical properties or color tone of the liquid. (d) Ejection stability: The recording liquid was continuously ejected for 24 hours in an atmosphere of room temperature, 5 ° C., and 40 ° C., respectively. As a result, stable high quality recording could be performed from beginning to end under any condition.

(E) Ejection response: The recording liquid was examined for intermittent ejection every 2 seconds and ejection after standing for 2 months.
In both cases, there was no clogging at the tip of the orifice, and stable and uniform recording was performed. (f) Quality of recorded image: The recorded image was high in density and clear. The rate of decrease of the concentration after exposure to room light for 3 months was 1% or less, and when immersed in water for 1 minute, image bleeding was extremely slight.

Example 2 The components shown in Table 2 below were mixed and dissolved in the same manner as in Example 1, filtered, and then degassed to prepare a recording liquid. Inject recording was performed in the same manner as in Example 1 using the obtained recording liquid, and evaluation was performed by the methods (a) to (f), and as a result, good results were obtained.

[0026]

[Table 2]

Example 3 The components shown in Table 3 below were mixed and dissolved in the same manner as in Example 1, filtered, and then degassed to prepare a recording liquid. Inject recording was performed in the same manner as in Example 1 using the obtained recording liquid, and evaluation was performed by the methods (a) to (f), and as a result, good results were obtained.

[0028]

[Table 3]

Example 4 The components shown in Table 4 below were mixed and dissolved in the same manner as in Example 1, filtered, and then degassed to prepare a recording liquid. Inject recording was performed in the same manner as in Example 1 using the obtained recording liquid, and evaluation was performed by the methods (a) to (f), and as a result, good results were obtained.

[0030]

[Table 4]

[0031]

INDUSTRIAL APPLICABILITY The recording liquid of the present invention is used for ink jet recording, writing instruments, etc., and has excellent quick-drying property after recording and excellent printing quality. Even if the image is not shifted, it is possible to obtain an image having no blur and a sharp contour and a high density. In addition, recording characteristics (signal responsiveness, droplet formation stability, ejection stability, long-term continuous recording property), storage stability,
The light resistance, weather resistance and water resistance of the recorded image are all good.

Claims (1)

[Claims] 1. An aqueous medium and the following general formula [A]: [In the formula, X represents a phenyl group or a naphthyl group which may have a substituent, Y represents a phenylene group or a naphthylene group which may have a substituent, and Z represents the following formulas (1) to (8) [Chemical formula 2] [Chemical 3] [Chemical 4] [Chemical 5] [Chemical 6] [Chemical 7] [Chemical 8] [Chemical 9] A group selected from the group represented by the following general formula [B] and M is an alkali metal, ammonium group or an organic amine salt, and n is a number of 0 or 1. (In the formula, m represents a number of 4 to 20), and a recording liquid.