JPH1017802A - Ink jet recording liquid and method for producing the same - Google Patents

Abstract

(57) [Summary] (Corrected) [PROBLEMS] An ink jet recording liquid in which a recorded matter shows sufficient water resistance and light resistance, and can obtain a high definition printing quality. An aqueous inkjet recording liquid comprising a pigment, a surfactant, an acid, and a pigment dispersant represented by the following general formula (1). General formula (1)
[X—Y—Z—N (R ¹ ) R ² ] _n (where P is an organic dye residue or a heterocyclic residue, or an aromatic polycyclic compound residue, and X is S, C, N, O , H, a divalent linking group comprising a chemically rational combination of 2 to 15 atoms selected from H, Y is a direct bond or -N (R)-(R is H or 18 or ZN (R
¹ ) R ² ) or -O- and Z are an alkylene group having 1 to 6 carbon atoms; R ¹ and R ² are each independently an alkyl group having 1 to 18 carbon atoms which may be substituted; Represents an integer. )

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an ink jet recording liquid which is excellent in water resistance and light resistance of printed matter and enables high-definition recording, and a method for producing the same.

[0002]

2. Description of the Related Art Heretofore, as an ink jet recording liquid, a liquid obtained by dissolving a water-soluble dye such as an acid dye, a direct dye, or a basic dye in a glycol solvent and water (for example, JP-A-53-61412, JP-A-53-61412). 54-89811, JP-A-5
5-65269) It is often used. As the water-soluble dye, a dye having high solubility in water is generally used in order to obtain the stability of the recording liquid. Therefore, the ink jet recorded matter generally has poor water resistance, and there is a problem that spilling water easily causes bleeding of the dye in the recorded portion.

In order to improve such poor water resistance,
Attempts have been made to change the structure of the dye or to prepare a recording solution having a strong basicity (JP-A-56-57862). Further, it is also attempted to improve the water resistance by making good use of the reaction between the recording paper and the recording liquid (JP-A-50-4900).
4, JP-A-57-36692, JP-A-59-2069
6, JP-A-59-146889). Although these methods have a remarkable effect on specific recording paper, they lack versatility in that they are restricted by recording paper, and when a non-specific recording paper is used, water-soluble dyes are used. In many cases, the recording liquid used does not provide sufficient water resistance of the recorded matter.

[0004] Examples of recording liquids having good water resistance include those in which an oil-soluble dye is dispersed or dissolved in a high boiling point solvent and those in which an oil-soluble dye is dissolved in a volatile solvent. There is a problem of emission of water, which is environmentally unfavorable.
In addition, there is a problem that solvent recovery or the like is required depending on a case where a large amount of recording is performed or where the apparatus is installed. Therefore,
In order to improve the water resistance of the recorded matter, a recording liquid in which a pigment is dispersed in an aqueous medium has been developed. In ink jet recording liquids, the diameter of nozzles has been reduced as printers have been required to have higher resolution, and accordingly, the particle diameter of colorants has also been reduced. However, when miniaturized, in forming an image on a transparent substrate such as an overhead projector, transparency and sharpness comparable to that of a dye can be obtained, but on a recording paper, the dye colors recording paper fibers to obtain a clear image. On the other hand, when a pigment-dispersed recording liquid is used, the pigment falls between the fibers, and the color of the underlying recording paper cannot be concealed, resulting in a problem that the sharpness is impaired. . This problem has become remarkable with the refinement of pigments.

[0005]

SUMMARY OF THE INVENTION The present invention is directed to an ink jet recording liquid which solves the above-mentioned problems of the conventional method and can obtain a transparent and clear image quality.

[Means to solve the problem]

According to the present invention, an ink-jet recording liquid in which a colorant is dispersed in an aqueous liquid contains a pigment, a surfactant, an acid and a pigment dispersant represented by the following general formula (1). An aqueous recording liquid for inkjet recording, characterized in that: General formula (1) P- [XYZN (R ¹ ) R ² ] _n (where P is an organic dye residue or a heterocyclic residue, or an aromatic polycyclic compound residue, X is a divalent linking group consisting of a chemically rational combination composed of 2 to 15 atoms selected from S, C, N, O and H, and Y is a direct bond or -N (R)- (However, R is H or carbon number 1-18
Or Z—N (R ¹ ) R ² ) or —O
-, Z is an alkylene group having 1 to 6 carbon atoms, R ¹ and R ² are each independently an alkyl group having 1 to 18 carbon atoms which may be substituted or R ¹ , R ² and N, O or S A heterocyclic ring which may be contained and may be substituted, and n represents an integer of 1 to 3; )

Further, according to the present invention, the ζ potential of the dispersion is from 1 to 80.
The above-mentioned recording liquid for inkjet which has a mV of mV. Further, in the present invention, the weight ratio of the pigment to the pigment dispersant represented by the general formula (1) is 100: 40 to 100: 1, and the weight ratio of the pigment dispersant to the organic or inorganic acid is 1: 100 to 100: 1. The above-mentioned recording liquid for ink-jet recording. Further, the present invention is the above-mentioned recording liquid for inkjet, which uses a nonionic surfactant or an anionic surfactant for stabilizing the dispersion. Further, the present invention is a method for producing an ink jet recording liquid, wherein the dispersed particle diameter of the pigment of the ink jet recording liquid is preferably 0.02 to 0.2 μm, and further, filtration is performed with a filter having a pore size of 1 μm or less. .

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention relates to an ink jet recording liquid and a pigment dispersant represented by the general formula (1) in order to obtain clarity and transparency of a recorded matter using the same. By containing an inorganic acid, it has succeeded in providing a recorded matter which is clearer and more excellent in transparency than the conventional pigment dispersion type.

The pigment used in the present invention is not particularly limited as long as it does not dissolve in water. Examples of insoluble dyes include water-insoluble dyes such as disperse dyes and oil-soluble dyes, and those obtained by insolubilizing direct dyes, acid dyes and basic dyes by lake formation.

As the pigment, various organic pigments and inorganic pigments used for printing inks and paints can be used. For example, as organic pigments, phthalocyanine pigments,
Insoluble azo pigments, azo lake pigments, anthraquinone pigments, quinacridone pigments, dioxazine pigments, diketopyrrolopyrrole pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, flavanthrone pigments,
Perinone pigment, perylene pigment, isoindolinone pigment,
Thioindigo pigments and the like can be mentioned, and as inorganic pigments, carbon black, iron oxide, lead white, lead red, ultramarine,
Navy blue, cobalt oxide, titanium dioxide, titanium dioxide coated mica, strontium chromate, titanium yellow, titanium black, zinc chromate, iron black, molybdenum red, molybdenum white, lithopone, emerald green, cadmium wellow, cadmium red,
Cobalt blue and the like can be mentioned.

Such a pigment may be used in the form of an aqueous slurry or a wet cake after the formation of the pigment.
This slurry may be powdered by drying such as spray drying. However, in the production of a recording liquid, a pigment having a smaller particle diameter is preferable because the smaller the particle diameter of the pigment, the better the flight stability as the recording liquid. Alternatively, it is preferable to select a pigment that can be miniaturized in the dispersion step. Preferred particle size of the pigment,
The average particle size by the centrifugal sedimentation method is 0.2 μm or less, and more preferably 0.1 μm or less. With such a particle size, the filtration operation in the production of the recording liquid is easy, and the sedimentation in storage of the recording liquid is reduced. The amount of the pigment is 0.5 to 10% by weight, preferably 2 to 4% by weight, based on the total composition of the ink jet recording liquid.

When the pigment dispersant of the general formula (1) of the present invention is added, unlike the conventional pigment dispersion type, the surface potential becomes positively charged, and the affinity for the negatively charged recording paper with the cellulose fiber is obtained. It is considered that the sharpness and the water resistance are improved due to the improvement of the properties. Examples of the organic dye constituting the organic dye residue represented by P in the general formula (1) include phthalocyanine, insoluble azo, azo lake, anthraquinone, quinacridone, dioxazine, diketopyrrolopyrrole, and anthrapyrimidine. , Anthanthrone, indanthrone, flavanthrone, perinone, perylene, thioindigo and the like. These dyes can be arbitrarily selected, but those having a hue close to the pigment used are industrially more advantageous.
Examples of the heterocyclic ring constituting the heterocyclic residue include thiophene, furan, xanthene, pyrrole, imidazole, isoindoline, isoindolinone, benzimidazolone, indole, quinoline, carbazole, acridine, acridone, and anthraquinone. When P is a heterocyclic ring, the pigment dispersant of the general formula (1) is hardly colored, so that it is preferable in terms of versatility.

X is selected from S, C, N, O and H.
A divalent linking group consisting of a chemically rational combination consisting of 15 atoms, for example, -SO ₂ -, -
_{CO -, - CH 2 -,} - O -, - COO -, - NH- or a combination thereof, preferably -SO ₂ -,
—CO—, —CH ₂ —, —CH ₂ NHCOOH ₂ — and the like. When R ¹ and R ² are alkyl groups, lower alkyl groups such as a methyl group, an ethyl group, a propyl group and a butyl group are preferred. These alkyl groups may be branched or substituted up to a maximum of 18 carbon atoms. Further, in some cases, R ¹ and R ² may be linked to form a 5- or 6-membered heterocyclic ring containing N, O or S. The weight ratio of the pigment to the pigment dispersant is 100: 40 to 10
It is preferably 0: 1.

The pigment dispersant of the present invention may be used in the form of a dry powder when the pigment is dispersed, or may be used by being mixed with the pigment in advance. Addition of powder or solution or dispersion liquid of pigment dispersant during the pigmentation process such as salt milling method and sulfuric acid dissolving method for phthalocyanine pigment, quinacridone pigment and dioxazine pigment, etc. It may be used as a pigment composition obtained by a method of drying after filtration, if necessary.

The acid added in the present invention has the effect of improving the affinity of the pigment dispersant adsorbed on the pigment surface with the cellulose fiber. For example, as the organic acid, formic acid,
Acetic acid, propionic acid, butyric acid, valeric acid, caprylic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, citric acid,
Benzoic acid, maleic acid, fumaric acid and the like can be mentioned, and inorganic acids include hydrochloric acid, sulfuric acid and nitric acid. The weight ratio of the pigment dispersant to the organic or inorganic acid is 1: 100 to 10
It is preferably 0: 1.

In the present invention, in order to stabilize the dispersion state of the pigment in the ink jet recording liquid, it is preferable to use a nonionic surfactant or an anionic surfactant. Examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene oxypropylene block copolymer, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, and glycerin. Fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene alkylamines, nonionic surfactants such as fluorine-based and silicon-based surfactants are exemplified.

Examples of the anionic surfactant include fatty acid salts, alkyl sulfate salts, alkyl aryl sulfonates, alkyl naphthalene sulfonates, dialkyl sulfonates, dialkyl sulfosuccinates, alkyl diaryl ether disulfonates, and alkyl phosphates. Acid salt, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl aryl ether sulfate, naphthalenesulfonic acid formalin condensate, polyoxyethylene alkyl phosphate ester salt, glycerol borate fatty acid ester, polyoxyethylene glycerol fatty acid ester, etc. Is mentioned.

The amount of the surfactant used is not particularly limited, but is generally 0.1 to the total weight of the ink.
The range is preferably from 15 to 15% by weight, more preferably from 0.1 to 10% by weight.

In the present invention, it is preferable to use an aqueous resin in order to fix the colorant well. As the aqueous resin, a water-soluble resin soluble in water or a water-dispersible resin dispersed in water is used alone or as a mixture. As such an aqueous resin, a water-soluble resin such as an acrylic resin, a styrene-acrylic resin, a polyester resin, a polyamide resin, a polyurethane resin, or the like, which dissolves in water, and a resin dispersible in water are used.

These resins are contained in the recording liquid in an amount of 0.5 to 10
% By weight, preferably 1 to 5% by weight. If the amount is less than 0.5% by weight, the colorant cannot be sufficiently fixed. Also,
If the amount exceeds 10% by weight, the ejection stability of the recording liquid may be reduced.

When a water-soluble resin is used as the water-based resin, the viscosity of the recording liquid tends to be high. However, the viscosity of the water-dispersible resin can be kept low, Water resistance can be improved. Further, these resins may be added with a neutralizer such as ammonia, amine, inorganic alkali or the like appropriately adjusted, if necessary.

In the present invention, the aqueous solvent used in addition to water prevents drying of the recording liquid at the nozzle portion and solidification of the recording liquid, and prevents stable ejection of the recording liquid and drying of the nozzle over time. Things. Examples of such aqueous solvents include ethylene glycol, diethylene glycol, propylene glycol, triethylene glycol, polyethylene glycol, glycerin, tetraethylene glycol, dipropylene glycol, ketone alcohol, diethylene glycol monobutyl ether, ethylene glycol monobutyl ether, and ethylene glycol monoethyl. Ether, 1,2-hexanediol, N-methyl-
2-pyrrolidone, substituted pyrrolidone, 2,4,6-hexanetriol, 4-methoxy-4-methylpentanone and the like can be mentioned.

For the purpose of accelerating the drying of the recording liquid on paper, alcohols such as methanol, ethanol and isopropyl alcohol can be used. These aqueous solvents are used alone or as a mixture in the range of 1 to 50% by weight of the recording liquid. The water used as the recording liquid medium is ion-exchanged water or distilled water from which metal ions and the like have been removed.

When the printing medium of the recording liquid is paper,
A penetrant can be added to speed up the penetration of the recording liquid into the paper and the apparent dryness. Examples of such penetrants include glycol ethers such as diethylenegericol monobutyl ether described as aqueous solvents, alkylene glycols, alkylene diols, polyethylene glycol monolauryl ether, sodium lauryl sulfate, sodium dodecylbenzenesulfonate, sodium oleate, dioctyl Sodium sulfosuccinate and the like can be used. These have a sufficient effect when used in an amount of 5% or less of the recording liquid. When the amount is more than 5%, bleeding of printing and paper loss (print through) occur, which is not preferable.

In order to prevent the occurrence of mold, a fungicide may be added to the recording liquid of the present invention. Specifically, sodium dihydroacetate, sodium benzoate, sodium pyridinethione-1-oxide, zinc pyridinethione-1-oxide, 1,2-benzisothiazoline-
Amine salts of 3-one, 1-benzisothiazolin-3-one and the like are used. These are 0.05 to
About 1.0% by weight is used.

Further, a chelating agent can be added in order to prevent the deposition of metal at the nozzle portion and the deposition of insoluble matters in the recording liquid. The chelating agent blocks metal ions in the recording liquid, and specifically includes ethylenediaminetetraacetic acid, sodium salt of ethylenediaminetetraacetic acid, diammonium salt of ethylenediaminetetraacetic acid, and ethylenediaminetetraacetic acid. A tetraammonium salt of acid or the like can be used in an amount of about 0.005 to 0.5% by weight.

In addition, an antifoaming agent can be added to prevent the circulation or movement of the recording liquid and the generation of bubbles during the production of the recording liquid.

The dye can be used in such a form that there is no problem in water fastness and light fastness for the purpose of adjusting the hue of the pigment, giving the concentration, and the like. Depending on the use of the dye, the dispersion stability of the pigment may be degraded. Therefore, it is necessary to limit the use of the pigment to 40% or less, preferably 25% or less. As the dye, a water-insoluble dye such as a disperse dye or an oil-soluble dye, a direct dye, an acid dye, a basic dye or the like which is insolubilized by lake formation, a reactive dye, a metal-containing dye, or the like is used. These dyes are preferably purified dyes from which inorganic salts have been removed.

Specifically, C.I. I. Direct black 17, 19, 32, 51, 71, 108, 146, 15
4,166, C.I. I. Add Black 2,7,24,2
6, 31, 52, 63, 112, 118, C.I. I. Basic Black 2, C.I. I. Direct Blue 6,2
2, 25, 71, 90, 106, C.I. I. Acid Blue 9, 22, 40, 59, 93, 102, 104, 11
3, 117, 120, 167, 229, 234, C.I.
I. Basic Blue 1,3,5,7,9,24,2
5, 26, 28, 29, C.I. I. Direct Red 1,
4, 17, 28, 83, C.I. I. Acid Red 1,
6,32,37,51,52,80,85,87,9
2,94,115,180,256,315,317.
C. I. Basic Red 1,2,9,12,13,1
4, 37, C.I. I. Direct Yellow 12, 24, 2
6,98, C.I. I. Acid Yellow 11, 17, 23,
25, 29, 42, 61, 71, C.I. I. Basic yellow 11, 28. C. I. Direct orange 34,3
9, 44, 46, 60, C.I. I. Direct Violet 47, 48, C.I. I. Direct Brown 109,
C. I. Direct Green 59, C.I. I. Acid Orange 7, 19, C.I. I. Acid violet 49,
C. I. Basic violet 7, 14, 27 and the like can be exemplified. Urea, dimethyl urea and the like can be added as other additives.

For the production of the recording liquid, a pigment, a pigment dispersant, an organic or inorganic acid, a surfactant, a water-soluble solvent, water and the like are mixed, and a sand mill, a homogenizer, a ball mill, a paint shaker, an ultrasonic disperser, etc. Disperse at. Alternatively, after kneading well with a two-roll mill in advance, the mixture is further dispersed in a sand mill or the like, diluted with water, and mixed with other additives to produce a recording liquid. The mixing and stirring are performed by a stirrer using ordinary wings,
It can be performed by a high-speed disperser, emulsifier, or the like.

The mixed recording liquid can be used before dilution or
Thereafter, the mixture is sufficiently filtered with a filter having a pore size of 3 μm or less. Preferably, filtration is performed with a filter of 1.0 μm or less, and more preferably with a filter of 0.45 μm or less. Prior to filtration of the filter, it is also possible to remove large particles by centrifugation, thereby reducing clogging in the filtration by the filter and prolonging the service life of the filter.

The recording liquid is preferably adjusted as a liquid having a viscosity of 0.8 to 15 mPa · s (25 ° C.), although it depends on the type of the recording apparatus. Surface tension is 25-60 dyn /
cm is preferred.

The recording liquid produced according to the present invention is preferably used as an ink jet recording liquid because it is water-based, has excellent water resistance, and can perform high-saturation recording. In particular, it can be used in the field of recording of so-called plain paper such as acid paper and neutral paper used in general offices and the like, as well as recording of cardboard marking, numbering, and bar codes. In addition, the light resistance is better than that of a recording liquid produced by using a dye, and a color image having excellent storage stability of recorded matter can be formed. Table 1 shows typical examples of the compound represented by the general formula (1).

[0034]

[Table 1]

[0035]

The present invention will be described in more detail with reference to the following examples. In the examples, parts and% represent parts by weight and% by weight, respectively. [Example 1] The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated liquid of a water-dispersed inkjet recording liquid. Preparation method of concentrated liquid Blue pigment (Lionol Blue FG-7351 manufactured by Toyo Ink) 24.0 parts Pigment dispersant a 0.7 parts Citric acid 0.1 part Surfactant (Emulgen A-90 manufactured by Kao) 4.8 Part Glycerin 5.0 parts Purified water 65.4 parts After making a concentrate, it was mixed with the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 10.5 parts Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 5.2 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 74.1 parts

The filterability at the time of obtaining the recording liquid was evaluated, the viscosity and average particle diameter of the obtained recording liquid were evaluated as described below, and the jetting characteristics, printing state, The sharpness and transparency of the recorded matter and the water resistance of the recorded matter were evaluated. Table 2 shows the results.

[Filterability] One filter having a diameter of 90 mm within a certain time
The amount that could be filtered through a μm membrane filter.

[Viscosity] The viscosity was measured at 25 ° C. using a B-type viscometer.

[Average Particle Size] The average particle size was measured with a laser diffraction type particle size distribution meter (“SALD-1100” manufactured by Shimadzu Corporation).

[Printing state] This recording liquid was washed with Epson H
Recording was performed on plain paper (K manufactured by Xerox Corporation) in a G5130 cartridge. The printed state of the recorded matter was visually evaluated.

[Ejection Characteristics] The ejection state of the nozzles during continuous printing was evaluated based on the printed matter. Good: Continuous printing was accurately performed at a predetermined position. Defective: Despite continuous printing, a defect occurs on the way, or printing is not performed at a predetermined position.

[Water resistance] In the case of recording on plain paper (K manufactured by Xerox Corporation), the recording surface is dripped with water, or the printed matter is dried and then immersed in water for 1 minute. The flow of the ink was visually evaluated.

[Transparency] The transparency when the ink was spread on the ink-jet OHP sheet with a 1.5-mil applicator was visually evaluated.

Examples 2 to 4 Water-dispersed inkjet recording liquids were prepared using pigment dispersants b to d in the same manner as in Example 1.

Example 5 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Method of preparing concentrated solution Red pigment (Hostaperm Pink E Hoechst) 20.0 parts Pigment dispersant e 0.6 part Acetic acid 0.1 part Surfactant (Emulgen 420 manufactured by Kao) 4.0 parts Glycerin 5.2 parts Purification 70.1 parts of water A concentrated solution was prepared and mixed with the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 13.6 parts Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 6.9 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 69.3 parts

Examples 6 to 9 Water-dispersed inkjet recording liquids were prepared using pigment dispersants fi in accordance with Example 5.

Example 10 The following raw materials were mixed and dispersed for 3 hours by using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Preparation method of concentrated liquid Yellow pigment (manufactured by Hansa Brilliant Yellow 5GX-02 Hoechst) 24.0 parts Pigment dispersant j 1.1 parts Citric acid 0.1 part Surfactant (Emulgen 913 Kao) 7.6 parts Glycerin 5 .2 parts Purified water 62.0 parts After making a concentrated solution, it was mixed with the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid 14.2 parts of the above-mentioned concentrated liquid Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 6.9 parts Glycerin 10.0 parts Sodium omadine (made by Ohlin) 0.2 parts Purified water 68.7 parts

Example 11 A water-dispersed inkjet recording liquid was prepared in the same manner as in Example 10 except that the pigment dispersant k was used.

Example 12 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Preparation method of concentrated liquid Yellow pigment (Irgazine Yellow 2GLTE manufactured by Ciba Geigy) 25.0 parts Pigment dispersant l 0.8 parts Acetic acid 0.2 parts Surfactant (Emulgen 420 manufactured by Kao) 6.2 parts Glycerin 6.0 parts 61.8 parts of purified water After preparing a concentrated solution, it was mixed with the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 11.9 parts Acrylic resin (Torkuril PC-52 made of Nippon Polymer) 5.8 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 72.1 parts

Example 13 A water-dispersed inkjet recording liquid was prepared in the same manner as in Example 12, except that the pigment dispersant m was used.

Example 14 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Method of preparing concentrated solution Purple pigment (Hosta Palm Violet RL Special Hoechst) 20.0 parts Pigment dispersant n 0.6 part Dilute hydrochloric acid 0.1 part Surfactant (Emulgen A-90 Kao) 5.2 parts Glycerin 6 0.0 parts Purified water 68.1 parts After preparing a concentrated solution, it was mixed with the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 13.4 parts Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 5.0 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 71.4 parts

Example 15 A water-dispersed inkjet recording liquid was prepared in the same manner as in Example 14 except that the pigment dispersant o was used.

Example 16 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Method of preparing concentrated liquid Black pigment (manufactured by Monarch 800 Cabot) 24.0 parts Pigment dispersant a 0.8 parts Citric acid 0.1 part Surfactant (Emulgen 913 Kao) 7.3 parts Glycerin 6.0 parts Purification 61.8 parts of water A concentrated liquid was prepared and then mixed with the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid 12.5 parts of the above-mentioned concentrated liquid Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 5.2 parts Glycerin 10.0 parts Sodium omadine (made by Ohlin) 0.2 parts Purified water 72.1 parts

Comparative Example 1 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Preparation method of concentrated liquid Blue pigment (Lionol Blue FG-7351 manufactured by Toyo Ink) 24.0 parts Surfactant (Emulgen A-90 manufactured by Kao) 4.8 parts Glycerin 5.0 parts Purified water 66.2 parts Concentrated liquid Was prepared and mixed with the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 10.5 parts Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 5.2 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 74.1 parts

Comparative Example 2 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Preparation method of concentrated liquid Red pigment (Hosta Palm Pink E Hoechst) 20.0 parts Surfactant (Emulgen 420 manufactured by Kao) 4.0 parts Glycerin 5.2 parts Purified water 70.8 parts After preparing the concentrated liquid, Mixed with the ones. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 13.6 parts Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 6.9 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 69.3 parts

Comparative Example 3 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a water-dispersed inkjet recording liquid concentrate. Preparation of concentrated liquid Yellow pigment (Hanzaza Brilliant Yellow 5GX-02 Hoechst) 24.0 parts Surfactant (Emulgen 913 Kao) 7.6 parts Glycerin 5.2 parts Purified water 63.2 parts After preparing the concentrated liquid And the following. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid 14.2 parts of the above-mentioned concentrated liquid Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 6.9 parts Glycerin 10.0 parts Sodium omadine (made by Ohlin) 0.2 parts Purified water 68.7 parts

Comparative Example 4 The following raw materials were mixed and dispersed for 3 hours by using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Preparation method of concentrated solution Yellow pigment (Irgazine Yellow 2GLTE manufactured by Ciba Geigy) 25.0 parts Surfactant (Emulgen 420 manufactured by Kao) 6.2 parts Glycerin 6.0 parts Purified water 62.8 parts And mixed. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 11.9 parts Acrylic resin (Torkuril PC-52 made of Nippon Polymer) 5.8 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 72.1 parts

Comparative Example 5 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Preparation method of concentrated liquid Purple pigment (Hosta Palm Violet RL Special Hoechst) 20.0 parts Surfactant (Emulgen A-90 manufactured by Kao) 5.2 parts Glycerin 6.0 parts Purified water 68.8 parts Prepare concentrated liquid Later, it was mixed with: After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid Above concentrated liquid 13.4 parts Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 5.0 parts Glycerin 10.0 parts Sodium omadine (Ohlin) 0.2 parts Purified water 71.4 parts

Comparative Example 6 The following raw materials were mixed and dispersed for 3 hours using a sand mill to prepare a concentrated aqueous recording liquid for inkjet recording liquid. Preparation method of concentrated liquid Black pigment (manufactured by Monarch 800 Cabot) 24.0 parts Surfactant (Emulgen 913 manufactured by Kao) 7.3 parts Glycerin 6.0 parts Purified water 62.7 parts And mixed. After mixing, 1μ
m, followed by filtration through a 0.45 μm membrane filter.
Then, the mixture was filtered through a membrane filter of m to prepare a recording liquid. Preparation method of recording liquid 12.5 parts of the above-mentioned concentrated liquid Acrylic resin (Torkuril PC-52 made by Nippon Polymer) 5.2 parts Glycerin 10.0 parts Sodium omadine (made by Ohlin) 0.2 parts Purified water 72.1 parts

[0060]

[Table 2]

[0061]

As described above, according to the present invention, when printing is performed on so-called plain paper such as acidic paper or neutral paper used in a general office or the like, the image quality of the recorded matter is improved. It is possible to provide an ink jet recording liquid in which a printed matter shows sufficient water resistance and light resistance and has excellent sharpness and enables high-quality printing without adversely affecting print quality.

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Ichiro Toyoda 2-3-13 Kyobashi, Chuo-ku, Tokyo Inside Toyo Ink Manufacturing Co., Ltd. (72) Inventor Hisashi Uraki 2-3-13 Kyobashi, Chuo-ku, Tokyo Toyo Ink Manufacturing Co., Ltd.

Claims (6)

[Claims] An aqueous inkjet recording liquid comprising a pigment, a surfactant, an acid, and a pigment dispersant represented by the following general formula (1). General formula (1) P- [XYZN (R ¹ ) R ² ] _n (where P is an organic dye residue or a heterocyclic residue, or an aromatic polycyclic compound residue, X is a divalent linking group consisting of a chemically rational combination composed of 2 to 15 atoms selected from S, C, N, O and H, and Y is a direct bond or -N (R)- (However, R is H or carbon number 1-18
Or Z—N (R ¹ ) R ² ) or —O
-, Z is an alkylene group having 1 to 6 carbon atoms, R ¹ and R ² are each independently an alkyl group having 1 to 18 carbon atoms which may be substituted or R ¹ , R ² and N, O or S A heterocyclic ring which may be contained and may be substituted, and n represents an integer of 1 to 3; ) 2. The aqueous inkjet recording liquid according to claim 1, wherein the dispersion has a 分散 potential of 1 to 80 mV. 3. The weight ratio of the pigment to the pigment dispersant represented by the general formula (1) is from 100: 40 to 100: 1, and the weight ratio of the pigment dispersant to the organic or inorganic acid is from 1: 100 to 10.
The aqueous inkjet recording liquid according to claim 1 or 2, wherein the ratio is 0: 1. 4. The aqueous inkjet recording liquid according to claim 1, further comprising a nonionic surfactant or an anionic surfactant. 5. The aqueous inkjet recording liquid according to claim 1, wherein the pigment has a particle size of 0.02 to 0.2 μm. 6. The aqueous inkjet recording liquid according to claim 1, wherein the aqueous inkjet recording liquid is filtered through a filter having a pore size of 1 μm or less.