JPH10265704A - Surface-treated carbon black and its use - Google Patents

Abstract

(57) [Problem] To improve water resistance and dispersibility of carbon black of a recorded matter. A compound represented by the following general formula (1) is added as an aqueous solution of various mineral acids or various organic acids to an aqueous slurry of carbon black and stirred to be adsorbed on the surface of carbon black. The pigment is treated again by insolubilization with an amine or an alkali metal hydroxide to improve the dispersibility of carbon black. General formula (1) P- [XYZN (R ¹ ) R ² ] _n (where P is an organic dye residue or a heterocyclic 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, Y is a direct bond or -N (R)-( However, R is H or an alkyl group having 1 to 18 carbon atoms or ZN (R
¹ ) R ² ) or —O— or Z is an alkylene group having 1 to 6 carbon atoms, R ¹ and R ² are each independently an optionally substituted alkyl group having 1 to 18 carbon atoms or R ¹ and R ^{And 2 represents an} optionally substituted heterocyclic ring which may contain N, O or S, and n represents an integer of 1 to 3. )

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a recording liquid having excellent carbon black dispersion stability. More specifically, the present invention relates to a recording liquid for ink jet, in which carbon black is well dispersed and the recorded matter has excellent water resistance, and a method for producing the same.

[0002]

2. Description of the Related Art Conventionally, as an ink jet recording liquid, a liquid in which a water-soluble dye such as an acid dye, a direct dye or a basic dye is dissolved in a glycol-based solvent and water has been used in many cases. (JP-A-53-61412, JP-A-54-898)
11, JP-A-55-65269). 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 has a problem that the bleeding of the dye in the recorded portion easily occurs when water is spilled.

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). It has also been attempted to improve the water resistance by making good use of the reaction between the recording paper and the recording liquid (Japanese Patent Laid-Open No. 50900/1979).
4, JP-A-57-36692, JP-A-59-20669
6, JP-A-59-146889). These methods have a remarkable effect on certain types of recording paper.However, since various recording papers are used in ink-jet recording, a recording solution using a water-soluble dye requires sufficient water resistance of the recorded matter. Is often not obtained.

[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. It is environmentally unfavorable for the discharge of water, and the necessity of solvent recovery or the like may become a problem depending on the case where a large amount of recording is performed or the installation location of the apparatus. In order to overcome the above problems, a recording liquid in which a pigment is dispersed in an aqueous medium has been developed, and light resistance has been improved. In order to stabilize the dispersion of the pigment, it is necessary to sufficiently reduce the size of the pigment, and in the production of a recording liquid, it is necessary to select a compound that stably disperses the pigment.

[0005]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a water-dispersible ink jet recording liquid having good water resistance and a good dispersion stability on any paper. To provide a simple manufacturing method.

[0006]

SUMMARY OF THE INVENTION The present invention relates to a surface-treated carbon black obtained by adsorbing a compound represented by the following general formula (1). General formula (1) P- [XYZN (R ¹ ) R ² ] _n (where P is an organic dye residue, a heterocyclic residue, and X is S, C, N, O , H, a divalent linking group consisting of a chemically rational combination of 2 to 15 atoms selected from Y, Y is a direct bond or -N (R)-(where R is H
Or an alkyl group having 1 to 18 carbon atoms or ZN
(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 with optionally substituted heterocyclic ring which may contain N, O or S, and n represents an integer of 1 to 3. )

Further, according to the present invention, the ratio of the compound of the general formula (1) in the surface-treated carbon black is 0.1 to 20% by weight.
And the surface-treated carbon black. Furthermore, the present invention provides that the surface potential is -10 mV at pH = 7.0.
To +10 mV. Further, the present invention relates to a carbon black dispersion obtained by dispersing the surface-treated carbon black in an aqueous medium containing an aqueous resin or a surfactant. Furthermore, the present invention
The present invention relates to the above carbon black dispersion which is an ink jet recording liquid. Further, the present invention provides the above-mentioned surface treatment comprising adding a basic substance to a water slurry of carbon black in which the compound of the general formula (1) is dissolved, and insolubilizing the compound of the general formula (1) on the surface of the carbon black. The present invention relates to a method for producing carbon black.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The carbon black used in the present invention may be in any form of a powdery product or a granular product.
In producing the recording liquid, it is desirable to use a pigment having a fine particle diameter from the viewpoint of flight stability at the nozzle. The primary particle size of the carbon black used in the present invention is from 10 nm to 100 nm, preferably from 15 nm to
50 nm. Also, the carbon black D
The BP oil absorption is 100 or less, preferably 70 or less.
In the present invention, an aqueous resin or a surfactant is used to impart dispersion stability. When these are used, it is desirable that the surface of the carbon black is in a hydrophobic state from the viewpoint of dispersion stability of the recording liquid. Therefore, volatile components in the carbon black used in the present invention,
It is preferably at most 2% by weight. When the volatile matter in the carbon black is high, the amount of hydrophilic functional groups present on the surface is large, and the dispersion stability is reduced.

The organic dyes of the general formula (1) include phthalocyanine, insoluble azo, azo lake, anthraquinone, quinacridone, dioxazine, diketopyrrolopyrrole, anthrapyrimidine, anthanthrone, and indanthrone. Flavanthrone, perinone, perylene, thioindigo, quinoline, etc., and these dyes can be arbitrarily selected. Examples of the heterocycle of the general formula (1) include thiophene, furan, xanthene, pyrrole, imidazole, isoindoline, isoindolinone, benzimidazolone, indole, quinoline, carbazole, acridine, acridone, anthraquinone and the like. .

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 NHCOCH 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 compound of the formula (1) used in the present invention is added to a water slurry of carbon black as an aqueous solution of a mineral acid such as hydrochloric acid or sulfuric acid or an aqueous solution of an organic acid such as formic acid, acetic acid or propionic acid, and stirred. Adsorbed on the carbon black surface, and after adsorption, ammonia, triethylamine, triethanolamine, N, N
-Used as a pigment composition obtained by insolubilization with various organic amines such as dimethylethanolamine or basic substances such as sodium hydroxide and potassium hydroxide;

The amount of the compound represented by the general formula (1) in the above method is from 0.1 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.5 to 5% by weight in the pigment composition.
% By weight. In the case where the compound of the general formula (1) is not added or the amount of addition is less than the above-mentioned amount, the surface becomes strongly electronegative due to the presence of the hydrophilic functional group on the carbon black surface, If the quantity is more than
Due to the amino group in the compound of the general formula (1) adsorbed on the surface, the surface becomes strongly electrically positive. as a result,
Adsorption of the aqueous resin or surfactant used is hindered,
The dispersion stability of the recording liquid decreases. According to the present invention, the surface potential of the treated pigment can be controlled at -10 mV to +10 mV, and the dispersion stability of the recording liquid is improved. The pigment composition obtained as described above may be used in any form of a dried product or a hydrated product.

In the present invention, a dye may be used in combination, if necessary. The dye can be used in such a form that there is no problem in water resistance and light resistance for the purpose of adjusting the hue of the pigment, imparting the concentration, and the like. Depending on the use of the dye,
Since the dispersion stability of carbon black may be deteriorated, it is necessary to use the pigment in an amount of 40% by weight or less, preferably 25% by weight or less. As dyes, acid dyes, basic dyes, direct dyes, reactive dyes, disperse dyes,
And metal-containing dyes. These dyes are preferably purified dyes from which inorganic salts have been removed.

In the present invention, the aqueous resin can be used to improve the dispersion stability of carbon black and the fixation of the recording liquid to a printing medium. As an aqueous resin,
Water-soluble resins and water-dispersible resins can be used alone or as a mixture. Examples of such a resin include acrylic copolymer-based, polyester-based, polyamide-based, and polyurethane-based resins.

These resins may be, if necessary, ammonia or triethylamine, triethanolamine,
With various organic amines such as N, N-dimethylethanolamine, or sodium hydroxide and potassium hydroxide, or various organic acids, various mineral acids such as hydrochloric acid and sulfuric acid,
It can be used in the form of salt. Acrylic copolymer resin is (meth) acrylic acid alkyl ester 50-8
0% by weight, 5-30% by weight of a carboxylic acid-containing monomer such as acrylic acid, methacrylic acid, maleic acid, itaconic acid and 0-20% by weight of other monomers are emulsion-polymerized or solution-polymerized in an aqueous solvent. Weight average molecular weight of 50
It is a resin having an acid value of from 1 to 250 and an acid value of from 1 to 250,000.
As the alkyl (meth) acrylate,
Methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, isopropyl (meth) acrylate, isobutyl (meth) acrylate, (meth) acrylic acid 2 -Ethylhexyl, n-hexyl (meth) acrylate, lauryl (meth) acrylate and the like. Examples of the other monomers include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, acrylamide, N-methylolacrylamide, diacetoneacrylamide, glycidyl (meth) acrylate,
Examples include styrene, vinyltoluene, vinyl acetate, acrylonitrile, vinyl alcohol, ethylene and the like.

In the present invention, anionic, nonionic and cationic zwitterionic surfactants can be used as the surfactant. Examples of the anionic activator include fatty acid salts, alkyl sulfate salts, alkyl aryl sulfonates, alkyl naphthalene sulfonates, dialkyl sulfonates, dialkyl sulfosuccinates, alkyl diaryl ether disulfonates, alkyl phosphates, and polyphosphates. Oxyethylene alkyl ether sulfate, polyoxyethylene alkyl aryl ether sulfate, naphthalene sulfonic acid formalin condensate, polyoxyethylene alkyl phosphate ester salt, glycerol borate fatty acid ester, polyoxyethylene glycerol fatty acid ester and the like can be exemplified.

Examples of the nonionic activator 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, Examples thereof include glycerin fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene alkylamine, fluorine-based, and silicon-based nonionic activators. Examples of the cationic activator include an alkylamine salt, a quaternary ammonium salt, an alkylpyridinium salt, and an alkylimidazolium salt. Examples of the zwitterionic activator include alkyl betaine, alkyl amine oxide, phosphadyl choline and the like.

The aqueous solvent 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 at the nozzle. Examples of such aqueous solvents include ethylene glycol, diethylene glycol, propylene glycol, triethylene glycol, polyethylene glycol, glycerin, tetraethylene glycol, dipropylene glycol, ketone alcohol, ethylene 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, tetrafurfuryl alcohol,
4-methoxy-4-methylpentanone and the like. For the purpose of speeding up the drying of the recording liquid on paper, alcohols such as methanol, ethanol and isopropyl alcohol can be used. These aqueous solvents may be used alone or as a mixture in the range of 2 to 50% 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. Urea, dimethyl urea and the like can be added as other additives.

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

The preservative is for preventing decay of the recording liquid and the generation of mold, and includes sodium dehydroacetate, sodium benzoate, sodium pyridinethione {1} oxide,
Amine salts of zinc pyridinethione {1} oxide, 1,2-benzisothiazoline-3-one, 1-benzisothiazoline-3-one, and the like are used. These use about 0.05 to 1.0% by weight of the recording liquid. The chelating agent captures metal ions in the recording liquid, and prevents metal deposition at the nozzle portion and precipitation of insoluble substances in the recording liquid, etc., and ethylenediaminetetraacetic acid, ethylenediaminetetraacetic acid, etc. Acid sodium salt, ethylenediaminetetraacetylic acid diammonium salt, ethylenediaminetetraacetic acid tetraammonium salt, etc.
0.5% by weight is used.

Further, the pH of the recording liquid is adjusted to a desired value,
Various organic amines such as triethylamine, triethanolamine, N, N-dimethylethanolamine, and inorganic compounds such as sodium hydroxide and potassium hydroxide are used to obtain the stability of the recording liquid and the stability of the recording liquid piping in the recording apparatus. Salts, pH adjusters such as ammonia, and buffers such as phosphoric acid can be used. Further, an antifoaming agent can be added in order to prevent the circulation or movement of the recording liquid and the generation of bubbles during the production of the recording liquid.

In the method for producing the recording liquid of the present invention, the pigment composition obtained above is used by mixing it with a dispersion or solution of an aqueous resin or a surfactant solution. In order to disperse the pigment composition in a dispersion or solution of an aqueous resin or a surfactant solution, it is preferable to use a disperser such as a paint shaker, a ball mill, an attritor, a sand mill, or a jet mill. Alternatively, the pigment composition and the aqueous resin may be kneaded well in advance using a kneader or a two-roll mill, and then further dispersed using a disperser such as a sand mill or an attritor. Dispersion obtained by the above method,
The mixture is appropriately diluted with water and mixed with necessary additives. The mixing and stirring can be performed by a high-speed disperser, emulsifier, or the like, in addition to stirring by a stirrer using a normal blade. Coarse particles can be removed from the mixed recording liquid by an operation such as centrifugation or filtration, if necessary. The recording liquid has a viscosity of 0.8 to 15 cps (2
(5 ° C) as liquid. Surface tension is 25-60
dyn / cm. Although the pH is not particularly limited, it is 4 to
It is in the range of 12, preferably 7 to 9 slightly alkaline.

Since the recording liquid produced by the present invention is water-based and has extremely good water resistance, it is suitably used for applications such as ink-jet recording liquids, printing inks, paints, textile printing, and coloring for leather. It can be used in fields such as the creation of documents, mailing addresses, cardboard marking, numbering, and bar codes. In addition, 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. Representative examples of the compound represented by the general formula (1) are shown in Table 1 of the attached document.

[0024]

[Table 1]

[0025]

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] Compound a was dissolved in an aqueous acetic acid solution, and 10%
An aqueous solution of compound a was prepared. The following raw materials were stirred in a homodisper to adsorb compound a on the surface of carbon black. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 9.7 parts 10% -Compound a aqueous solution 3.0 parts Deionized water 87.3 parts 25% -ammonia water was added to the above slurry,
The pH of the slurry was adjusted to 9.0. After filtering the slurry, the solid content was washed with water to obtain surface-treated carbon black a. As a result of measuring the surface charge of the obtained surface-treated carbon black a, it was -5 mV. The above-mentioned surface-treated carbon black a and the following raw materials were mixed and dispersed for 4 hours using a paint shaker to prepare a water-dispersed inkjet recording liquid concentrate. Surface-treated carbon black a 20.0 parts Joncryl 61J 16.4 parts (Styrene acrylic copolymer solid content 31.0%, manufactured by Johnson Polymer Co., Ltd.) Emulgen A-90 5.0 parts (Nonionic surfactant Kao ( 58.6 parts of ion-exchanged water The above-mentioned concentrated solution and the following are mixed, and diethylene glycol monobutyl ether is added as appropriate to obtain a viscosity of 2.5 cp.
s (25 ° C.) and the surface tension were adjusted to 40 dyn / cm.
Thereafter, the mixture was filtered using a 1.0 μm membrane filter and further filtered using a 0.45 μm membrane filter to prepare a water-dispersed inkjet recording liquid. 12.5 parts of the above concentrated solution 5.5 parts of Emapoly TYN-40 (styrene / acrylic copolymer solid content: 44.8%, manufactured by Gifu Shellac Works) Glycerin 10.0 parts Ion-exchanged water 72.0

Comparative Example 1 The following raw materials were mixed and dispersed for 4 hours using a paint shaker to prepare a concentrated aqueous inkjet recording liquid. The surface charge of Monarch 800 used below was measured to be -40 mV. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 20.0 parts Joncryl 61J 16.4 parts (styrene acrylic copolymer solid content 31.0% manufactured by Johnson Polymer) Emulgen A-90 5.0 parts (non Ionic surfactant (manufactured by Kao Corporation) Ion-exchanged water 58.6 parts Using the above concentrated solution, a concentrated solution of an aqueous dispersed inkjet recording liquid and an aqueous dispersed inkjet recording liquid were prepared according to Example 1.

Comparative Example 2 The following raw materials were mixed and dispersed for 4 hours using a paint shaker to prepare a concentrated aqueous inkjet recording liquid. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 19.4 parts Joncryl 61J 16.4 parts (styrene acrylic copolymer solid content 31.0%, manufactured by Johnson Polymer Co.) Emulgen A-90 5.0 parts (non Ionic surfactant (manufactured by Kao Corporation) Compound a 0.6 part Ion-exchanged water 58.6 parts A water-dispersed inkjet recording liquid was prepared according to Example 1 using the above concentrated solution. [Example 2] Compound b was dissolved in an aqueous acetic acid solution, and 10%
-An aqueous solution of compound b was prepared. The following raw materials were stirred in a homodisper to adsorb compound b on the surface of carbon black. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 9.9 parts 10%-aqueous solution of compound b 1.0 part ion-exchanged water 89.1 parts 25%-ammonia water was added to the above slurry,
The pH of the slurry was adjusted to 9.0. After filtering the slurry, the solid content was washed with water to obtain surface-treated carbon black d. As a result of measuring the surface charge of the obtained pigment composition d,
-7 mV. Using the above-described surface-treated carbon black d, a concentrated aqueous dispersion ink-jet recording liquid and an aqueous dispersion ink-jet recording liquid were prepared in the same manner as in Example 1.

Comparative Example 3 The following raw materials were mixed and dispersed for 4 hours using a paint shaker to prepare a concentrated aqueous inkjet recording liquid. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 19.8 parts Joncryl 61J 16.4 parts (styrene acrylic copolymer solid content 31.0%, manufactured by Johnson Polymer) Emulgen A-90 5.0 parts (non Ionic surfactant (manufactured by Kao Corporation) Compound b 0.2 part Ion-exchanged water 58.6 parts A water-dispersed inkjet recording liquid was prepared according to Example 1 using the above concentrated solution.

Example 3 Compound c was dissolved in an aqueous acetic acid solution to prepare a 10% aqueous solution of compound c. The following materials were stirred in a homodisper to adsorb compound c on the surface of carbon black. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 9.6 parts 10% -Compound c aqueous solution 4.0 parts Deionized water 86.4 parts 25% -ammonia water was added to the above slurry,
The pH of the slurry was adjusted to 9.0. After filtering the slurry, the solid content was washed with water to obtain a surface-treated carbon black g. As a result of measuring the surface charge of the obtained surface-treated carbon black g, it was +5 mV. Using the surface-treated carbon black g, a water-dispersed inkjet recording liquid concentrate and a water-dispersed inkjet recording liquid were prepared according to Example 1.

Comparative Example 4 The following materials were mixed and dispersed for 4 hours using a paint shaker to prepare a concentrated aqueous inkjet recording liquid. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 19.2 parts Joncryl 61J 16.4 parts (styrene-acryl copolymer 31.0% solid content, manufactured by Johnson Polymer) Emulgen A-90 5.0 parts (non Ionic surfactant (manufactured by Kao Corporation) Compound c 0.8 parts Ion-exchanged water 58.6 parts A water-dispersed inkjet recording liquid was prepared according to Example 1 using the above concentrated solution.

Example 4 Compound d was dissolved in an aqueous acetic acid solution to prepare a 10% aqueous solution of compound d. The following raw materials were stirred in a homodisper to adsorb compound d on the surface of carbon black. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 9.8 parts 10% -Compound d aqueous solution 2.0 parts Deionized water 88.2 parts 25% -ammonia water is added to the above slurry,
The pH of the slurry was adjusted to 9.0. After filtering the slurry, the solid content was washed with water to obtain a surface-treated carbon black j. As a result of measuring the surface charge of the obtained surface-treated carbon black j, it was +3 mV. Using the above-mentioned surface-treated carbon black j, a concentrated solution of the aqueous dispersion inkjet recording liquid and an aqueous dispersion inkjet recording liquid were prepared in the same manner as in Example 1.

Comparative Example 5 The following raw materials were mixed and dispersed for 4 hours using a paint shaker to prepare a concentrated aqueous inkjet recording liquid. Monarch 800 (manufactured by Cabot Specialty Chemicals, Inc.) 19.6 parts Joncryl 61J 16.4 parts (styrene acrylic copolymer solid content 31.0%, manufactured by Johnson Polymer) Emulgen A-90 5.0 parts (non Ionic surfactant (manufactured by Kao Corporation) Compound d 0.4 part Ion-exchanged water 58.6 parts A water-dispersed inkjet recording liquid was prepared according to Example 1 using the above concentrated solution.

The storage stability of the aqueous dispersion ink-jet recording liquids prepared according to Examples 1 to 4 and Comparative Examples 1 to 5 was examined by examining the presence or absence of sedimentation of the pigment and the change in viscosity as to the storage stability, and filled in a cartridge of Epson HG5130. Printing was performed and the clogging property was tested.

Storage Stability 30 cc of the recording solution was placed in a screw cap bottle (Nidec Rika Glass Co., Ltd.) and allowed to stand at 60 ° C. for one month. Then, the presence or absence of sedimentation of the pigment was examined, and a B-type viscometer (Tokyo Keiki ( At 25 ℃
Was measured. Sedimentation No sedimentation of carbon black ○ Sedimentation of carbon black × Viscosity No change in viscosity ○ Slightly thickening △ Thickening ×

Clogging properties Continuous one-hour stamping was performed to check for clogging. No clogging occurred. ○ Clogging occurred 15 to 30 minutes after the start of stamping. △ Clogging occurred within 15 minutes after starting stamping.

The above evaluation results are shown in Table 2 of the attached sheet.

[Table 2]

According to the present invention, it is possible to obtain a recording liquid which gives a recorded matter having good water resistance while using water as a medium. As a result, the restrictions on the recording medium are greatly reduced, and it is possible to expand the use of the aqueous recording liquid, which often has a shortage of water resistance due to the influence of the conventional recording medium.

Continued on the front page (72) Inventor Takashi Negishi 2-13-13 Kyobashi, Chuo-ku, Tokyo Inside Toyo Ink Manufacturing Co., Ltd.

Claims (6)

[Claims] 1. A surface-treated carbon black obtained by adsorbing a compound represented by the following general formula (1). General formula (1) P- [XYZN (R ¹ ) R ² ] _n (where P is an organic dye residue, a heterocyclic residue, and X is S, C, N, O , H, a divalent linking group consisting of a chemically rational combination of 2 to 15 atoms selected from Y, Y is a direct bond or -N (R)-(where R is H
Or an alkyl group having 1 to 18 carbon atoms or ZN
(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 with optionally substituted heterocyclic ring which may contain N, O or S, and n represents an integer of 1 to 3. ) 2. The surface-treated carbon black according to claim 1, wherein the proportion of the compound of the formula (1) in the surface-treated carbon black is 0.1 to 20% by weight. 3. The surface potential is -1 at pH = 7.0.
The surface-treated carbon black according to claim 1, wherein the carbon black is 0 mV to +10 mV. 4. A carbon black dispersion obtained by dispersing the surface-treated carbon black according to claim 1 in an aqueous medium containing an aqueous resin or a surfactant. 5. The ink-jet recording liquid according to claim 4.
The carbon black dispersion according to the above. 6. A compound according to claim 1, wherein a basic substance is added to a water slurry of carbon black in which the compound of the general formula (1) is dissolved, so that the compound of the general formula (1) is insolubilized on the surface of the carbon black. The method for producing the surface-treated carbon black according to the above.