JP2001081381A - Ink, ink jet recording using the same and instrument using the ink - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an ink that shows excellent resistances to light and water, even when this ink is printed to a variety of plain papers. SOLUTION: In an ink including at least water, a water-soluble organic solvent and dyes, a compound having the molecular structure of the formula (Q1 is a phenyl group, pyridyl group or naphthyl group substituted with a group selected from NH2 and SO3M; Q2 is a p-phenylene or 1,4-naphthylene group substituted with CH3, OCH3, NHCOCH3, and SO3M; Q3 is a diaminopyridyl group unsubstituted of substituted with SO3M, or diaminophenyl group substituted with COOM or SO3M; M is an alkali metal, ammonium or an organic ammonium; n is 0 or 1) and bears individually 2 or more sulfonic acid groups and amino groups in one molecule where the number of the sulfonic acid groups is smaller than that of the amino groups. This dye is included in the ink in an amount of 0.20-20 wt.% based on the whole amount of the ink.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an ink, an ink jet recording method using the ink, and an apparatus using the ink. More specifically, the present invention relates to an ink which gives an image having excellent water resistance even when printed on plain paper. The present invention relates to an ink jet recording method using the same and a device using such an ink.

[0002]

2. Description of the Related Art Inkjet inks of various compositions have been reported. In particular, the composition and physical properties of the ink have been used in recent years so that good recording can be performed on plain paper such as copy paper, report paper, notebooks, stationery, bond paper, and continuous slip paper that are commonly used in offices. Detailed research and development has been done from various aspects such as. For example, aqueous inks are generally used for ink-jet recording, but when printing is performed on various types of recording materials using such inks, the coloring material used in the ink is a water-soluble dye. In addition, there is a problem that the printed image is blurred by sweat, water droplets, and the like, and the printed image becomes unclear or damaged.

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide an ink having excellent water resistance of a printed image even when printing on various types of plain paper, an ink jet recording method using the same,
An object of the present invention is to provide a device using such an ink.

[0003]

[Means for Solving the Problems] The above object is achieved by the following present invention.
Achieved by Ming. That is, the present invention
For inks containing water, water-soluble organic solvents and dyes,
The material has a molecular structure represented by the following general formula (1).
And the number of sulfonic acid groups and the number of amino groups in one molecule
And the number of the sulfonic acid groups is 2 or more.
A) a compound containing less than
Link (however, Q in the formula (1)₁Is NH_TwoAnd SO _ThreeFrom M
A phenyl group, a pyridyl group or a
A phenyl group;_TwoIs CH_Three, OCH_Three, NHCOCH_Three
And SO_ThreeP-phenylene substituted by a group selected from M
And a 1,4-naphthylene group;_ThreeIs unsubstituted or
Is SO_ThreeA diaminopyridyl group substituted with M, or CO
OM or SO_ThreeRepresents a diaminophenyl group substituted with M
And M is an alkali metal, ammonium or organic ammonium
And n represents 0 or 1. ) And these a
Ink jet recording method using ink, such ink
It is a device using.Further, the present invention relates to at least water, a water-soluble organic solvent and a dye.
In the ink containing, as a dye, the following general formula (2)
Having a molecular structure represented by the formula:
Contains carboxyl groups and the number of sulfonic acid groups is higher
Contains compounds not greater than the number of carboxyl groups
The ink (where Q in the formula (2) is₁Is
Unsubstituted or NH_Two, CH_Three, OH, Cl, SO_ThreeM and
A phenyl group substituted with a group selected from
A lysyl group or a naphthyl group; _TwoIs unsubstituted or
CH_Three, OCH_Three, NHCOCH_Three, COOM and SO_ThreeM
A p-phenylene group substituted with a group selected from
H_Three, OCH_Three, NHCOCH _Three, COOM and SO_ThreeM
Represents a 1,4-naphthylene group substituted with a group selected from
Then Q_ThreeIs NH_Two, CH_Three, OH, SO_ThreeM and COOM
A phenyl or pyridyl group substituted with a group selected from
And M is an alkali metal, ammonium or organic ammonium
Represents n, and n represents 0 or 1. ), And these
Ink jet recording method using ink, such an ink
This is a device that uses a lock.

[0004]

The present invention mainly employs a compound (dye) having a specific structure as a coloring material of an ink to provide an ink having excellent water resistance of a printed image even when printed on various types of plain paper.
It is possible to provide an ink jet recording method using this, and a device using such an ink.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION Next, the present invention is described in more detail with reference to preferred embodiments. The dyes of the general formulas (1) and (2) used in the present invention and which mainly characterize the present invention may be any dyes as long as they are included in these general formulas, and may be used alone or as a mixture. It can be used, and in some cases, may be used in combination with other dyes not included in the above general formula. First, the first aspect of the present invention is, as described above, an ink containing at least water, a water-soluble organic solvent and a dye, which has a molecular structure represented by the general formula (1) as a dye, An ink characterized in that the number of sulfonic acid groups and the number of amino groups are each 2 or more, and the ink contains a compound in which the number of sulfonic acid groups is smaller than the number of amino groups. Particularly preferred dyes among these dyes are as exemplified below.

[0006]

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[0007]

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Embedded image 7 As described above, a second aspect of the ink of the present invention is an ink containing at least water, a water-soluble organic solvent and a dye, wherein the dye has a molecular structure represented by the general formula (2), It is an ink comprising a compound containing a sulfonic acid group and a carboxyl group in the molecule, and the number of the sulfonic acid groups is not larger than the number of the carboxyl groups. Among the dyes, one group of preferred dyes is In the general formula (2), the substituent of Q ₁ is N
As the substituent of H ₂ , CH ₃ , OH, Cl and COOM, Q ₃ , a group selected from each of NH ₂ , CH ₃ , OH and COOM is preferable. Particularly preferred dyes among these dyes are as exemplified below.

[0008]

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[0009]

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The content of the above dye compound in the ink is determined depending on the kind of the liquid medium component, the characteristics required for the ink, and the like. 0.2 to 20%, preferably 0.5 to 10%, more preferably 1 to 5%. The liquid medium used in the ink of the present invention is a mixture of water and a water-soluble organic solvent. As the water, other than ordinary water, preferably, deionized water is used. As the organic solvent, for example, methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-
C1-C5 such as butyl alcohol, tert-butyl alcohol, isobutyl alcohol, and n-pentanol
Alkyl alcohols or halogenated derivatives thereof; amides such as dimethylformamide and dimethylacetamide; ketones or keto alcohols such as acetone and diacetone alcohol; ethers such as tetrahydrofuran and dioxane; diethylene glycol, triethylene glycol, and tetraethylene Oxyethylene or oxypropylene addition polymers such as glycol, dipropylene glycol, tripropylene glycol, polyethylene glycol and polypropylene glycol; ethylene glycol, propylene glycol, trimethylene glycol, butylene glycol, 1,2,6-hexanetriol, hexylene 2 to 6 alkylene groups such as glycol
Glycols containing two carbon atoms; thiodiglycol; glycerin; lower alkyl of polyhydric alcohols such as ethylene glycol monomethyl (or ethyl) ether, diethylene glycol monomethyl (or ethyl) ether, and triethylene glycol monomethyl (or ethyl) ether Ethers; lower dialkyl ethers of polyhydric alcohols such as triethylene glycol dimethyl (or ethyl) ether and tetraethylene glycol dimethyl (or ethyl) ether; sulfolane, 2-pyrrolidone, N-methyl-2-pyrrolidone, 1,3 -Dimethyl-2-imidazolidinone. The content of the water-soluble organic solvent is generally in the range of 2% to 50%, preferably 2% to 30% by weight based on the total weight of the ink. The above media can be used alone or as a mixture.

The main components of the ink of the present invention are as described above, but other various dispersants, surfactants, viscosity modifiers,
A surface tension adjuster, a fluorescent whitening agent, and the like can be added as needed within a range that does not hinder achievement of the object of the present invention. For example, viscosity modifiers such as polyvinyl alcohol, celluloses, and water-soluble resins; various surfactants such as cation, anion or nonionic; surface tension modifiers such as diethanolamine and triethanolamine;
H regulators; fungicides and the like.

In order to prepare an ink to be used in an ink jet recording method of charging the ink, a specific resistance adjusting agent such as an inorganic salt such as lithium chloride, ammonium chloride and sodium chloride is added. Incidentally, the ink of the present invention is particularly suitable when applied to an ink jet recording method of a type in which the ink is ejected by a bubbling phenomenon of the ink due to thermal energy, the ejection becomes extremely stable, and the generation of satellite dots does not occur. There are features. However, in this case, the thermal physical property value (for example, specific heat, thermal expansion coefficient, thermal conductivity, etc.) may be adjusted.
Further, the ink of the present invention solves the problem of ink bleeding and the drying and penetrating properties of the recorded matter when recorded on plain paper or the like, and at the same time, improves the physical properties of the ink itself from the viewpoint of improving the matching with the ink jet head. It is desirable that the surface tension at 25 ° C. is adjusted to 30 to 68 dyne / cm and the viscosity to 15 cP or less, preferably 10 cP or less, more preferably 5 cP or less. Therefore, in order to adjust the ink to the above physical properties and to solve the problem in plain paper, the amount of water contained in the ink of the present invention should be 50% by weight or more, more preferably 60% by weight or more. Is preferred.

The ink of the present invention is particularly preferably used in an ink jet recording method in which recording is performed by discharging droplets by the action of thermal energy, but it goes without saying that it can also be used for general writing instruments. As a method and apparatus suitable for performing recording using the ink of the present invention, a method and apparatus for applying thermal energy corresponding to a recording signal to ink in a chamber of a recording head and generating droplets by the thermal energy are known. No.

FIGS. 1, 2 and 3 show examples of the structure of a head which is a main part of the apparatus. The head 13 is formed by bonding a glass, ceramic or plastic plate having a groove 14 through which ink passes, and a heating head 15 (a head is shown in the figure, but is not limited to this) used for thermal recording. Is obtained. The heating head 15 includes a protective film 16 made of silicon oxide or the like, and an aluminum electrode 17.
-1, 17-2, heat generating resistor layer 18 made of nichrome or the like, heat storage layer 19, substrate 20 having good heat dissipation such as alumina
Is made up of The ink 21 reaches a discharge orifice (fine hole) 22 and forms a meniscus 23 by the pressure P. Now, when an electric signal is applied to the electrodes 17-1 and 17-2, an area indicated by n of the heating head 15 rapidly generates heat, and bubbles are generated in the ink 21 in contact with the area, and the meniscus 23 is generated by the pressure. Protrudes, the ink 21 is ejected, becomes a recording droplet 24 from the orifice 22, and flies toward the recording material 25. FIG. 3 shows an external view of a multi-head in which many heads shown in FIG. 1 are arranged. The multi-head is manufactured by closely contacting a glass plate 27 having a multi-groove 26 and a heating head 28 similar to that described with reference to FIG. FIG. 1 shows the head 13 along the ink flow path.
2 is a cross-sectional view taken along line AB in FIG.

FIG. 4 shows an example of an ink jet recording apparatus incorporating such a head. In FIG. 4, reference numeral 61 denotes a blade as a wiping member, one end of which is held by a blade holding member to become a fixed end, and forms a cantilever. The blade 61 is disposed at a position adjacent to a recording area of the recording head, and in this example, is held in a form protruding into the movement path of the recording head. Reference numeral 62 denotes a cap, which is disposed at a home position adjacent to the blade 61, and has a configuration in which the cap moves in a direction perpendicular to the direction in which the print head moves and comes into contact with the ejection port surface to perform capping. Further, 63 is an ink absorber provided adjacent to the blade 61, similar to the blade 61.
It is held in a form protruding into the movement path of the recording head.
The blade 61, the cap 62, and the absorber 63 constitute an ejection recovery unit 64, and the blade 61 and the absorber 6
3 removes moisture, dust and the like from the ink ejection port surface.

Reference numeral 65 denotes a recording head which has discharge energy generating means and performs recording by discharging ink on a recording material opposed to a discharge port surface provided with discharge ports, and 66 denotes a recording head on which the recording head 65 is mounted. A carriage for performing the movement 65. The carriage 66 is slidably engaged with the guide shaft 67, and a part of the carriage 66 is connected to a belt 69 driven by a motor 68 (not shown). As a result, the carriage 66 can move along the guide shaft 67, and the recording head 65 can move the recording area and the adjacent area. Reference numeral 51 denotes a paper feed unit for inserting a recording material, and 52 denotes a paper feed roller driven by a motor (not shown). With such a configuration, the recording material is fed to a position facing the ejection port surface of the recording head, and is discharged to a discharge section provided with a discharge roller 53 as recording proceeds.

In the above configuration, when the recording head 65 returns to the home position at the end of recording or the like, the cap 62 of the head recovery unit 64 is retracted from the moving path of the recording head 65, but the blade 61 protrudes into the moving path. I have. As a result, the ejection port surface of the recording head 65 is wiped. When capping is performed with the cap 62 in contact with the ejection surface of the recording head 65, the cap 62 moves so as to protrude into the movement path of the recording head. Recording head 6
When 5 moves from the home position to the recording start position, the cap 62 and the blade 61 are at the same position as the position at the time of wiping described above. As a result, the ejection port surface of the recording head 65 is also wiped during this movement. The movement of the recording head to the home position described above
Not only at the end of printing and at the time of ejection recovery, but also at a predetermined interval, the printing head moves to a home position adjacent to the printing area while moving through the printing area for printing, and the wiping is performed with this movement. .

FIG. 5 is a view showing an example of an ink cartridge containing ink supplied to the head via an ink supply member, for example, a tube. Here, reference numeral 40 denotes an ink storage portion that stores the supply ink, for example, an ink bag, and a rubber stopper 42 is provided at the tip thereof. By inserting a needle (not shown) into the stopper 42, the ink in the ink bag 40 can be supplied to the head. 44
Is an ink absorber for receiving waste ink. It is preferable for the present invention that the ink container has a surface in contact with the ink made of polyolefin, particularly polyethylene. The ink jet recording apparatus used in the present invention is not limited to the one in which the head and the ink cartridge are separated as described above, but may be suitably used in an integrated one as shown in FIG.

In FIG. 6, reference numeral 70 denotes a recording unit, in which an ink container containing ink, for example, an ink absorber is stored, and the ink in the ink absorber has a plurality of orifices. Head part 71
Are ejected as ink droplets from the ink. As the material of the ink absorber, it is preferable for the present invention to use polyurethane. Reference numeral 72 denotes an atmosphere communication port for communicating the inside of the cartridge with the atmosphere. The recording unit 70 is used in place of the recording head shown in FIG. 4, and is detachable from the carriage 66.

[0020]

Next, the present invention will be described more specifically with reference to examples and comparative examples. In the following description, parts and% are based on weight unless otherwise specified. Examples 1 to 17 Inks of the present invention having the compositions shown in Table 1 were prepared using the exemplified compounds. (Table 1) Example 1 25 parts of ethylene glycol 10 parts of N-methyl-2-pyrrolidone 60 parts of pure water Compound 2 (M = Na) 5 parts Example 2 diethylene glycol 15 parts Pure water 82 parts Compound 3 (M = NH ₄ ) 3 parts Example 3 20 parts ethylene glycol Pure water 76 parts 9 parts (M = NH (C ₂ H ₄ OH) ₃ ) 4 parts

Example 4 25 parts of triethylene glycol 15 parts of ethylene glycol monomethyl ether 55 parts of pure water No. 11 compound (M = Na) 5 parts Example 5 diethylene glycol 15 parts Ethylene glycol monomethyl ether 5 parts Pure water 76 parts Compound (M = Na) 4 parts Example 6 Ethylene glycol 10 parts N-methyl-2-pyrrolidone 5 parts Pure water 82 parts Compound 3 (M = Li) 3 parts Example 7 glycerin 12 parts Ethylene glycol 8 parts Pure water 75 parts Compound 4 (M = K) 5 parts

Example 8 18 parts of diethylene glycol 5 parts of 2-pyrrolidone 71 parts of pure water 6 parts (M = NH ₄ ) 4 parts Example 9 glycerin 10 parts Ethylene glycol monoethyl ether 5 parts Pure water 81 parts Compound (M = NH (CH ₃ ) ₃ ) 4 parts Example 10 Diethylene glycol 15 parts Thiodiglycol 10 parts Pure water 72 parts No. 8 (M = Na) 3 parts Example 11 polyethylene glycol 300 15 parts N-methyl-2-pyrrolidone 5 parts Pure water 76 parts 10 parts of the compound (M = Li) 4 parts

Example 1 15 parts of 2 glycerin 10 parts of 2-pyrrolidone 71 parts of pure water Compound (M = Na) 4 parts Example 13 Triethylene glycol 15 parts Pure water 80 parts Compound 14 (M = NH ₄ ) 5 parts Example 14 ethylene glycol 25 parts Ethylene glycol monomethyl ether 10 parts Pure water 60 parts 5 parts of compound (M = Li)

Example 15 15 parts of diethylene glycol 5 parts of ethylene glycol monomethyl ether 76 parts of pure water Compound No. 13 (M = NH (CH ₂ CH ₂ OH) ₃ ) 4 parts Example 16 Triethylene glycol 15 parts N-methyl-2-pyrrolidone 5 parts Pure water 77 parts No. 16 compound (M = K) 3 parts Example 17 glycerin 10 parts Thiodiglycol 10 parts Pure water 76 parts 17 parts (M = N (CH ₃ ) ₄ ) 4 parts

Next, a recording apparatus having an on-demand type multi-head (Canon) for performing recording by applying thermal energy to the ink in the recording head to generate liquid droplets by using the inks of the above Examples 1 to 17 is described. Solid print by Bubble Jet Printer BJ-130).
A print piece having a size of 20 mm was prepared. As paper, recommended paper for Canon NP-6150, Neusiedler paper, and prober bond paper were used. The optical density of the printed matter was in the range of 1.25 to 1.50 for Examples 1 to 11, and was in the range of 1.30 to 1.45 for Examples 12 to 17. Further, for the inks of Examples 1 to 17,
The following characteristics of T _{1 to} T ₅ were evaluated. (T ₁ ) Long-term storage of ink: Each ink was sealed in a glass container and stored at 0 ° C. and 40 ° C. for 6 months. (T ₂ ) Ejection stability: Continuous ejection was performed for 24 hours using the above recording apparatus. (T ₃ ) Ejection response: Intermittent ejection every two seconds and ejection after leaving for one month were examined using the above recording apparatus.

(T ₄ ) Light fastness: A printed piece (10 × 20 mm) of the printed prober bond paper was irradiated with light for 100 hours, and the rate of decrease in optical density was measured. ：: Decrease rate of optical density is 9% or less ○: Decrease rate of optical density is in the range of 10% to 14% Δ: Decrease rate of optical density is in the range of 15% to 25% ×: Decrease rate of optical density (T ₅ ) Water resistance: A printed piece (10 × 20 mm) of the printed Neusiedler paper was immersed in water at 20 ° C. for 3 hours, and the rate of decrease in optical density was measured. ：: Decrease rate of optical density is 9% or less ○: Decrease rate of optical density is in the range of 10% to 14% Δ: Decrease rate of optical density is in the range of 15% to 25% ×: Decrease rate of optical density Is 26% or more The evaluation results of the above T _{1 to} T ₅ are shown in Tables 6 and 7 below.

Comparative Examples 1 to 4 On the other hand, for comparison, inks having the compositions shown in Table 2 below were prepared by using the compounds shown in Table 3 below in which the number of sulfonic groups was larger than the number of amino groups in place of the compounds used in the present invention. in the same manner as described above was evaluated for the above T ₁ ~T _5. The evaluation results are shown in Table 6 below. (Table 2) Comparative Example 1 Ethylene glycol 25 parts N-methyl-2-pyrrolidone 10 parts Pure water 60 parts Compound 3 (M = Na) 3 parts Comparative Example 2 Diethylene glycol 15 parts Pure water 82 parts Compound No. 2 (M = NH ₄ ) 3 parts Comparative Example 3 Ethylene glycol 20 parts Pure water 76 parts Compound No. 3 {M = NH (C ₂ H ₄ OH) ₃ } 4 parts Comparative Example 4 Triethylene glycol 25 parts Ethylene glycol monomethyl ether 15 parts Pure water 55 parts Compound (4) (M = Na) 5 parts

[0028]

[Table 1]

Comparative Examples 5 to 7 On the other hand, for the purpose of comparison, instead of the compound used in the present invention, an ink having a composition shown in Table 4 below was prepared by using a compound shown in Table 5 below in which the number of sulfonic acid groups was larger than the number of carboxyl groups. Evaluations on T _{1 to} T ₅ were performed in the same manner as described above. The evaluation results are shown in Table 7 below. (Table 4) Comparative Example 5 Glycerin 15 parts 2-Pyrrolidone 10 parts Pure water 71 parts Compound No. 1 (M = Na) 4 parts Comparative Example 6 Triethylene glycol 15 parts Pure water 80 parts Compound 5 (M = NH ₄ ) 5 parts Comparative Example 7 Ethylene glycol 25 parts Ethylene glycol monomethyl ether 10 parts Pure water 60 parts 5 parts of the compound of No. 3 (M = Li)

[0030]

[Table 2]

[0031]

[Table 3]

[Table 4]

[0032]

As is apparent from the above description, according to the present invention, by selecting a compound having a specific structure as a coloring material of an ink, a printed matter excellent in light resistance and water resistance particularly on plain paper is provided. An ink is provided.

[0033]

[Brief description of the drawings]

FIG. 1 is a vertical sectional view of a head section of an ink jet recording apparatus.

FIG. 2 is a cross-sectional view of a head section of the inkjet recording apparatus.

FIG. 3 is an external perspective view of a head obtained by multiplying the head shown in FIG.

FIG. 4 is a perspective view showing an example of an ink jet recording apparatus.

FIG. 5 is a longitudinal sectional view of the ink cartridge.

FIG. 6 is a perspective view of a recording unit.

[Explanation of symbols]

 61: Wiping member 62: Cap 63: Ink absorber 64: Ejection recovery unit 65: Recording head 66: Carriage

Claims (11)

[Claims] 1. An ink containing at least water, a water-soluble organic solvent and a dye, wherein the dye is represented by the following general formula (1):
Wherein the number of sulfonic acid groups and the number of amino groups in one molecule are each 2 or more, and the sulfonic acid group number is smaller than the number of amino groups. Embedded image (However, Q ₁ in the formula (1) represents a phenyl group, a pyridyl group or a naphthyl group substituted with a group selected from NH ₂ and SO ₃ M, and Q ₂ represents CH ₃ , OCH ₃ , NHCOCH ₃
And p-phenylene group or 1,4-naphthylene group substituted with a group selected from SO ₃ M, and Q ₃ is an unsubstituted or SO ₃ M-substituted diaminopyridyl group, or
Represents a diaminophenyl group substituted by COOM or SO ₃ M, M represents an alkali metal, ammonium or organic ammonium, and n represents 0 or 1. ) 2. The dye of the following No. 1 to No. The ink according to claim 1, which is a compound represented by the formula (7). 3. An ink-jet recording method in which ink droplets are ejected from an orifice in accordance with a recording signal to perform recording, wherein the ink is the ink according to claim 1. 4. The ink jet recording method according to claim 3, wherein the ink is ejected by applying thermal energy to the ink. 5. A recording unit comprising an ink containing section containing ink and a head section for ejecting the ink as ink droplets, wherein the ink is the ink according to claim 1. unit. 6. The recording unit according to claim 5, wherein the head section is a head for ejecting ink droplets by applying thermal energy to the ink. 7. An ink cartridge provided with an ink containing section containing ink, wherein the ink is the ink according to claim 1. 8. An ink jet recording apparatus comprising: a recording unit having an ink storage section for storing ink and a head section for discharging the ink as ink droplets, wherein the ink is the ink according to claim 1. An ink jet recording apparatus comprising: 9. The ink jet recording apparatus according to claim 8, wherein the head section is a head that applies thermal energy to the ink to eject ink droplets. 10. A recording head for discharging ink droplets,
2. An ink jet recording apparatus, comprising: an ink cartridge having an ink containing section containing ink; and an ink supply section for supplying ink from the ink cartridge to a recording head, wherein the ink is the ink according to claim 1. Characteristic inkjet recording device. 11. The ink jet recording apparatus according to claim 10, wherein the recording head is a head that applies thermal energy to the ink to eject ink droplets.