JP2013159765A - Coloring composition, ink composition and ink for inkjet recording - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a coloring composition which has excellent hue and gives wide color reproducibility; and further a coloring composition which has high color optical density and can reduce cockling when printing on plain paper.SOLUTION: A coloring composition includes a compound represented by general formula (C). In general formula (C), Arepresents a keto body having a specific structure. Arepresents an enol body of an acid nucleus. Lto Lrepresent methine groups which may be substituted independently, respectively. Mrepresents a hydrogen atom or a monovalent counter cation; and n represents a number required for making the positive charge number and the negative charge number equal in general formula (C).

Description

  The present invention relates to a coloring composition, an ink composition, and an inkjet recording ink.

  Inkjet printing is a non-impact method that produces an image by depositing ink drops in a pixel-by-pixel manner on an image recording element in response to a digital signal. There are various methods that can be used to control the deposition of ink drops on the image recording element to obtain the desired image. One process, known as continuous ink jet, charges a continuous stream of droplets and imagewise deflects them to the surface of the image recording element, but non-imaged droplets are captured and returned to the ink reservoir. . Another process, known as drop-on-demand inkjet, discharges individual ink droplets onto the image recording element when needed to form the desired image. Common methods for controlling ink drop ejection in drop-on-demand printing include piezoelectric transducers and thermal bubble formation. Inkjet printers have a wide range of applications ranging from industrial labeling to small volume printing of office documents and pictorial imaging.

  Inks used in ink jet printers are generally classified as dye-based or pigment-based. A dye is a colorant that is dissolved in a carrier medium. Pigments are insoluble in the carrier medium, but are often dispersed or suspended in the form of small particles and are stabilized against aggregation and sedimentation through the use of dispersants. In both cases, the carrier medium can be liquid or solid at room temperature. Commonly used carrier media are water, mixtures of water and organic co-solvents, and high-boiling organic solvents such as hydrocarbons, esters and ketones.

  The choice of colorant in an inkjet system is important for image quality, high solubility or dispersibility in solvents, high density recording, good hue, light, heat, air, water and chemicals For example, it is required to be excellent in fastness to ink, to have good fixability with respect to an image receiving material and to hardly spread, to be excellent in storage stability as an ink, to be non-toxic and to have high purity. Furthermore, it must be available at a low cost. However, it is extremely difficult to search for colorants that meet these requirements at a high level.

Many proposals have heretofore been made in order to improve the light fastness of an image, particularly among image storability. For example, in yellow ink, a monomethine oxonol dye capable of improving the light resistance of an image and forming an image having a good color density is disclosed (Patent Document 1).
Patent Document 2 discloses an oxonol compound that is excellent in fastness such as light resistance and can form an image having a good cyan hue.

JP 2001-011351 A JP 2001-348520 A

  However, Patent Document 1 does not describe a compound having a structural feature in which an acidic nucleus is bound by a pentamethine chain, and does not describe a dye exhibiting cyan. Patent Document 2 discloses an ink jet recording liquid containing a solid fine particle dispersion in which a compound in which an acidic nucleus is bonded with a pentamethine chain is dispersed in a medium, but cannot exhibit a sufficient color density. The compound of the present invention is a non-associative water-soluble dye in which an acidic nucleus is bonded with a pentamethine chain, gives a sharp spectral spectrum with excellent color reproducibility, and exhibits a color density that greatly exceeds known inkjet dyes. Is possible.

  An object of the present invention is to provide a coloring composition that has excellent hue and gives wide color reproducibility, and further has a coloring composition that has a high color density and can reduce cockling when printed on plain paper. It is to provide. Furthermore, the present invention provides a cyan ink jet recording ink containing the compound or coloring composition of the present invention, which can sufficiently satisfy clogging prevention and storage stability of an ink supply path and can form an image having excellent color tone. There is.

（一般式（Ｃ）において、
Ａ^１は下記一般式１−ａから１−ｘより選ばれる酸性核のケト体を表す。
Ａ^２は下記一般式１−ａから１−ｘより選ばれる酸性核のエノール体を表す。
オキソノール染料を構成する２つの酸性核は、同じであっても、異なっていても良い。エノール体の水酸基は解離していても良い。
Ｌ^１〜Ｌ^５はそれぞれ独立に置換されていてもよいメチン基を表す。
Ｍ^＋は水素原子又は一価の対カチオンを表し、ｎは一般式（Ｃ）の正電荷数と負電荷数とが等しくなるために必要な数を表す。）

（一般式１−ａから１−ｘにおいて、
は酸性核のケト体がＬ^１と、酸性核のエノール体がＬ^５と夫々結合する位置を示す。
Ｘは酸素原子、又は硫黄原子を表す。
Ｙは電子求引性基を表す。
Ｚは水素原子、又はカルバモイル基、アルキル基、アリール基、シアノ基、カルボキシル基、アシル基、アルキルオキシカルボニル基、アリールオキシカルボニル基、ハロゲン原子、アミノ基、アシルアミノ基、、アルキルスルホニル基、アリールスルホニル基、及びスルホ基から選ばれる置換基を表す。
Ｒ_１、Ｒ_２、Ｒ_３、Ｒ_４、Ｒ_５、及びＲ_６は、それぞれ独立に水素原子または置換基を表す。）
〔２〕
前記一般式（Ｃ）で表される化合物が、一般式（Ｃ−１）で表される化合物である、〔１〕に記載の着色組成物。
一般式（Ｃ−１）

（一般式（Ｃ−１）において、Ｒ^１１、Ｒ^１２、Ｒ^１３、Ｒ^１４及びＲ^１５はそれぞれ独立に、水素原子または置換基を表す。ピラゾール環上の水酸基は解離して、一価の対カチオンと共に塩を形成しても良い。）
〔３〕
さらに、無機イオン及び多価金属イオンより選択される少なくとも１種のイオンを含有し、該少なくとも１種のイオンの着色組成物中の濃度が、無機イオンの場合それぞれ２００ｐｐｍ以下、多価金属イオンの場合５０ｐｐｍ以下である〔１〕又は〔２〕に記載の着色組成物。
〔４〕
前記無機イオンが塩化物イオン、臭化物イオン、ヨウ化物イオン、硫酸イオン、及びリン酸イオンのイオンより選択される少なくとも1種であることを特徴とする〔１〕〜〔３〕のいずれか１項に記載の着色組成物。
〔５〕
前記多価金属イオンがＭｇ，Ｃａ，Ｓｒ，Ｂａ，Ｔｉ，Ｃｒ，Ｍｎ，Ｆｅ，Ｃｏ，Ｎｉ，Ｃｕ，Ｚｎ，Ｍｏ，Ｐｄ，Ａｇ，Ｃｄ，及びＨｇのイオンより選択される少なくとも1種であることを特徴とする〔１〕〜〔４〕のいずれか１項に記載の着色組成物。
〔６〕
前記一般式（Ｃ）で表される化合物の含有量（質量％）が、着色組成物全質量を基準として、０．２質量％以上１５質量％以下である〔５〕に記載の着色組成物。
〔７〕
前記一般式（Ｃ）で表される化合物の含有量（質量％）が、着色組成物全質量を基準として、１質量％以上１０質量％以下である〔５〕又は〔６〕に記載の着色組成物。
〔８〕
〔１〕〜〔７〕のいずれか１項に記載の着色組成物を含有することを特徴とするインク組成物。
〔９〕
〔１〕〜〔７〕のいずれか１項に記載の着色組成物又は〔８〕に記載のインク組成物を含有することを特徴とするインクジェット記録用インク。 The above object is achieved by the present invention described below.
[1]
The coloring composition containing the compound represented by the following general formula (C).
General formula (C)

(In general formula (C),
A ¹ represents a keto body having an acidic nucleus selected from the following general formulas 1-a to 1-x.
A ² represents an enol of an acidic nucleus selected from the following general formulas 1-a to 1-x.
The two acidic nuclei constituting the oxonol dye may be the same or different. The hydroxyl group of the enol body may be dissociated.
L ^{1 to} L ⁵ each independently represents a methine group which may be substituted.
M ⁺ represents a hydrogen atom or a monovalent counter cation, and n represents a number necessary for the number of positive charges and the number of negative charges in the general formula (C) to be equal. )

(In the general formulas 1-a to 1-x,
Indicates the position at which the keto form of the acidic nucleus binds to L ¹ and the enol form of the acidic nucleus binds to L ⁵ .
X represents an oxygen atom or a sulfur atom.
Y represents an electron withdrawing group.
Z is a hydrogen atom or carbamoyl group, alkyl group, aryl group, cyano group, carboxyl group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, halogen atom, amino group, acylamino group, alkylsulfonyl group, arylsulfonyl Represents a substituent selected from a group and a sulfo group.
R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , and R ₆ each independently represent a hydrogen atom or a substituent. )
[2]
The colored composition according to [1], wherein the compound represented by the general formula (C) is a compound represented by the general formula (C-1).
Formula (C-1)

(In General Formula (C-1), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represents a hydrogen atom or a substituent. The hydroxyl group on the pyrazole ring is dissociated to form a monovalent group. A salt may be formed with a counter cation.)
[3]
Furthermore, it contains at least one ion selected from inorganic ions and polyvalent metal ions, and the concentration of the at least one ion in the colored composition is 200 ppm or less in the case of inorganic ions, The coloring composition according to [1] or [2], which is 50 ppm or less in some cases.
[4]
Any one of [1] to [3], wherein the inorganic ion is at least one selected from chloride ion, bromide ion, iodide ion, sulfate ion, and phosphate ion. The coloring composition as described in.
[5]
The polyvalent metal ion is at least one selected from ions of Mg, Ca, Sr, Ba, Ti, Cr, Mn, Fe, Co, Ni, Cu, Zn, Mo, Pd, Ag, Cd, and Hg. The coloring composition according to any one of [1] to [4], which is characterized in that it exists.
[6]
The colored composition according to [5], wherein the content (% by mass) of the compound represented by the general formula (C) is 0.2% by mass or more and 15% by mass or less based on the total mass of the colored composition. .
[7]
The coloring according to [5] or [6], wherein the content (% by mass) of the compound represented by the general formula (C) is 1% by mass or more and 10% by mass or less based on the total mass of the coloring composition. Composition.
[8]
An ink composition comprising the coloring composition according to any one of [1] to [7].
[9]
An ink for inkjet recording, comprising the colored composition according to any one of [1] to [7] or the ink composition according to [8].

  The present invention is excellent in hue, can provide wide color reproducibility, can record an image with a high color density, can reduce cockling when printed on plain paper, and has an ink supply path. It is possible to provide a cyan coloring composition, an ink composition, and an ink for ink jet recording which can sufficiently satisfy the clogging prevention and storage stability.

Hereinafter, preferred embodiments of the present invention will be described in detail.
In the present invention, when the compound is a salt, the salt is dissociated into ions in the colored composition and the ink using the compound, but for convenience, it is expressed as “contains a salt”. . The compound represented by the general formula (C) and the compound represented by the general formula (C-1) described later are useful for the colored composition of the present invention. Further, in the following description, the compound represented by the general formula (C) and the compound represented by the general formula (C-1) are represented by “compound of general formula (C)” and “general formula (C), respectively. -1) "may be abbreviated.

  The present inventors prepared a coloring composition containing a conventional cyan dye and an ink using the same, and examined various images formed using the ink, clogging of an ink supply path, and storage stability. Went. As a result, the ink for ink jet recording obtained by using a coloring composition containing a conventional cyan dye as a coloring material has a certain performance or more. It has been concluded that it is still insufficient to satisfy the high demands of Japan. In particular, it has been found that if the ink is mounted on the ink jet recording apparatus and left for a long period of time without using the ink jet recording apparatus, the discharge performance and the storage stability of the ink may decrease depending on the ink jet recording apparatus. .

  As a result of detailed investigations by the present inventors on these phenomena, a recording head after a conventional ink having a high cyan dye content is mounted on the ink jet recording apparatus and left for a long time without using the ink jet recording apparatus. As a result of observation, there was a thing in which foreign matter was generated inside the nozzle. It has been found that when a recording head in which such foreign matter is generated is used, the ejection performance is lowered due to the foreign matter, and the storage stability of the ink is lowered due to the foreign matter.

  In other words, for images formed using conventional cyan dye-containing inks, it is not sufficient to achieve both the excellent color density, and all the performances of satisfying the ink supply path clogging prevention and storage stability. there were. More specifically, the provision of ink that simultaneously satisfies the following three performances cannot be sufficiently achieved by the conventional technology. The object of the present application is to improve the color density of a printed material using ink containing the above-mentioned specific color material until it satisfies a high level required in recent years, and further satisfies the prevention of clogging of the ink supply path and storage stability. Is to make things.

  In order to solve the above technical problems, the present inventors have intensively studied to develop a novel cyan dye and have come to achieve the present invention. That is, the present inventors have found a compound represented by the following general formula (C) that has a high color density and is useful as a cyan dye. Moreover, in this invention, the solution of the said technical problem is aimed at by the coloring composition and ink containing the compound represented by the following general formula (C).

  Below, the compound of this invention is demonstrated in detail.

[Compound represented by formula (C)]
The present invention relates to a compound represented by formula (C). The compound represented by the general formula (C) is useful for coloring compositions, ink compositions, and ink jet recording inks because of its high color density and high solubility in water.
General formula (C)

(In general formula (C),
A ¹ represents a keto body having an acidic nucleus selected from the following general formulas 1-a to 1-x.
A ² represents an enol of an acidic nucleus selected from the following general formulas 1-a to 1-x.
The two acidic nuclei constituting the oxonol dye may be the same or different. The hydroxyl group of the enol body may be dissociated.
L ^{1 to} L ⁵ each independently represents a methine group which may be substituted.
M ⁺ represents a hydrogen atom or a monovalent counter cation, and n represents a number necessary for the number of positive charges and the number of negative charges in the general formula (C) to be equal. )

(In the general formulas 1-a to 1-x,
Indicates the position at which the keto form of the acidic nucleus binds to L ¹ and the enol form of the acidic nucleus binds to L ⁵ .
X represents an oxygen atom or a sulfur atom.
Y represents an electron withdrawing group.
Z is a hydrogen atom or carbamoyl group, alkyl group, aryl group, cyano group, carboxyl group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, halogen atom, amino group, acylamino group, alkylsulfonyl group, arylsulfonyl group And a substituent selected from a sulfo group.
R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , and R ₆ each independently represent a hydrogen atom or a substituent. )

In the general formula (C), L ^{1 to} L ⁵ each independently represents a methine group which may be substituted. Examples of the substituent include an alkyl group, an aryl group, a heterocyclic group, a halogen atom, and an acylamino group. L ^{1 to} L ⁵ are preferably unsubstituted methine groups.

In the general formula (C), M ⁺ represents a hydrogen atom or a monovalent counter cation. Preferred examples of the monovalent counter cation include alkali metals (for example, Na, K, Li, etc.), NH ₄ , NMe ₄ , HNEt ₃ , guanidinium, pyridinium, and triethanolammonium. Here, Me represents a methyl group, and Et represents an ethyl group. M ⁺ is preferably a hydrogen atom, Na, K, Li, or NH ₄ .

In the general formula (C), A ¹ represents a keto body of an acidic nucleus (active methylene compound) selected from the above general formulas 1-a to 1-x, and A ² represents the above general formulas 1-a to 1-x. Represents the enol form of the selected acidic nucleus.
As an example, the structure of keto and enol is described for 1-a. In general formulas 1-b to 1-x, an enol form is present together with a keto form.

  Hereinafter, general formulas 1-a to 1-x will be described.

  In the general formulas 1-a to 1-x, X represents an oxygen atom or a sulfur atom. X is preferably an oxygen atom.

In the general formulas 1-a to 1-x, Y represents an electron withdrawing group.
The electron withdrawing group is an acyl group, acyloxy group, carbamoyl group, alkyloxycarbonyl group, aryloxycarbonyl group, cyano group, nitro group, dialkylphosphono group, diarylphosphono group, diarylphosphinyl group, alkyl Sulfinyl group, arylsulfinyl group, alkylsulfonyl group, arylsulfonyl group, heterocyclic sulfonyl group, sulfonyloxy group, acylthio group, sulfamoyl group, thiocyanate group, thiocarbonyl group, halogenated alkyl group, halogenated alkoxy group, halogenated aryl Oxy group, halogenated alkylamino group, halogenated alkylthio group, aryl group, heterocyclic group, halogen atom, azo group substituted with other electron-withdrawing groups having Hammett's substituent constant σp value of 0.2 or more Or Selenociane Cyano group, alkylsulfonyl group, arylsulfonyl group, heterocyclic sulfonyl group, acyl group, optionally substituted sulfamoyl group, optionally substituted carbamoyl group, alkyloxycarbonyl group, aryloxy Substituents selected from carbonyl groups are preferred. Here, examples of the substituent when the sulfamoyl group or carbamoyl group has a substituent include a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heterocyclic group.

  Z is a hydrogen atom or carbamoyl group, alkyl group, aryl group, cyano group, carboxyl group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, halogen atom, amino group, acylamino group, alkylsulfonyl group, arylsulfonyl And a substituent selected from a sulfo group and a hydrogen atom, a carbamoyl group, an alkyl group, a cyano group, an acyl group, a halogen atom, an acylamino group, an alkylsulfonyl group, and a sulfo group, preferably a hydrogen atom, a carbamoyl group, a cyano group Groups are more preferred. Each substituent may further have a substituent.

In the general formulas 1-a to 1-x, R ¹ , R ² , R ³ , R ⁴ , R ⁵ , and R ⁶ each independently represent a hydrogen atom or a substituent.
When R ¹ , R ² , R ³ , R ⁴ , R ⁵ , and R ⁶ represent a substituent, a halogen atom, an alkyl group (including a cycloalkyl group and a bicycloalkyl group), an alkenyl group (a cycloalkenyl group, a bicyclo group) Alkenyl group), alkynyl group, aryl group, heterocyclic group, cyano group, hydroxyl group, nitro group, carboxyl group, alkoxy group, aryloxy group, silyloxy group, heterocyclic oxy group, acyloxy group, carbamoyloxy group, Alkoxycarbonyloxy group, aryloxycarbonyloxy, amino group (including anilino group), acylamino group, aminocarbonylamino group, alkoxycarbonylamino group, aryloxycarbonylamino group, sulfamoylamino group, alkyl and arylsulfonylamino group , Merca Group, alkylthio group, arylthio group, heterocyclic thio group, sulfamoyl group, sulfo group, alkyl and arylsulfinyl group, alkyl and arylsulfonyl group, acyl group, aryloxycarbonyl group, alkoxycarbonyl group, carbamoyl group, aryl and hetero A ring azo group, an imide group, a phosphonic acid group, a phosphino group, a phosphinyl group, a phosphinyloxy group, a phosphinylamino group, or a silyl group, and these substituents may be further substituted by the above substituents. The substituents may be bonded to each other to form a ring.

  As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom is mentioned, for example.

  Examples of the alkyl group include linear, branched, and cyclic substituted or unsubstituted alkyl groups, and include cycloalkyl groups, bicycloalkyl groups, and tricyclo structures having many ring structures. An alkyl group (for example, an alkyl group of an alkoxy group or an alkylthio group) in a substituent described below also represents such an alkyl group. Specifically, the alkyl group is preferably an alkyl group having 1 to 30 carbon atoms, for example, methyl group, ethyl group, n-propyl group, i-propyl group, t-butyl group, n-octyl group, eicosyl. Group, benzyl group, phenethyl group, 2-chloroethyl group, 2-cyanoethyl group, 2-ethylhexyl group and the like, and the cycloalkyl group is preferably a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms. Examples thereof include a cyclohexyl group, a cyclopentyl group, a 4-n-dodecylcyclohexyl group, and the like. The bicycloalkyl group is preferably a substituted or unsubstituted bicycloalkyl group having 5 to 30 carbon atoms, that is, having 5 carbon atoms. To a monovalent group obtained by removing one hydrogen atom from 30 bicycloalkanes, for example, bicyclo [1,2,2] he Tan-2-yl group, a bicyclo [2,2,2] octan-3-yl group.

  Examples of the alkenyl group include linear, branched, and cyclic substituted or unsubstituted alkenyl groups, and include cycloalkenyl groups and bicycloalkenyl groups. Specifically, the alkenyl group is preferably a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, such as a vinyl group, an allyl group, a prenyl group, a geranyl group, an oleyl group, and the like. Is preferably a substituted or unsubstituted cycloalkenyl group having 3 to 30 carbon atoms, that is, a monovalent group obtained by removing one hydrogen atom of a cycloalkene having 3 to 30 carbon atoms, such as 2-cyclopentene-1 -Yl group, 2-cyclohexen-1-yl group and the like, and as the bicycloalkenyl group, a substituted or unsubstituted bicycloalkenyl group, preferably a substituted or unsubstituted bicycloalkenyl group having 5 to 30 carbon atoms, That is, a monovalent group obtained by removing one hydrogen atom of a bicycloalkene having one double bond, for example, bicyclo [2 2,1] hept-2-en-1-yl group, a bicyclo [2,2,2] oct-2-en-4-yl group and the like.

  The alkynyl group is preferably a substituted or unsubstituted alkynyl group having 2 to 30 carbon atoms such as an ethynyl group, a propargyl group, and a trimethylsilylethynyl group.

  The aryl group is preferably a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, such as a phenyl group, a p-tolyl group, a naphthyl group, an m-chlorophenyl group, an o-hexadecanoylaminophenyl group, and the like. Can be mentioned.

  The heterocyclic group is preferably a monovalent group obtained by removing one hydrogen atom from a 5- or 6-membered substituted or unsubstituted aromatic or non-aromatic heterocyclic compound, and more preferably a carbon number. Examples thereof include 3 to 30 5- or 6-membered aromatic heterocyclic groups such as a 2-furyl group, a 2-thienyl group, a 2-pyrimidinyl group, and a 2-benzothiazolyl group.

  The alkoxy group is preferably a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, such as a methoxy group, an ethoxy group, an isopropoxy group, a t-butoxy group, an n-octyloxy group, or a 2-methoxyethoxy group. Etc.

  The aryloxy group is preferably a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, such as a phenoxy group, 2-methylphenoxy group, 4-t-butylphenoxy group, 3-nitrophenoxy group, 2 -Tetradecanoylaminophenoxy group etc. are mentioned.

  Preferred examples of the silyloxy group include substituted or unsubstituted silyloxy groups having 0 to 20 carbon atoms such as a trimethylsilyloxy group and a diphenylmethylsilyloxy group.

  Preferred examples of the heterocyclic oxy group include substituted or unsubstituted heterocyclic oxy groups having 2 to 30 carbon atoms, such as a 1-phenyltetrazole-5-oxy group and a 2-tetrahydropyranyloxy group.

  The acyloxy group is preferably a formyloxy group, a substituted or unsubstituted alkylcarbonyloxy group having 2 to 30 carbon atoms, a substituted or unsubstituted arylcarbonyloxy group having 6 to 30 carbon atoms, such as an acetyloxy group, Examples include a pivaloyloxy group, a stearoyloxy group, a benzoyloxy group, and a p-methoxyphenylcarbonyloxy group.

  The carbamoyloxy group is preferably a substituted or unsubstituted carbamoyloxy group having 1 to 30 carbon atoms, such as N, N-dimethylcarbamoyloxy group, N, N-diethylcarbamoyloxy group, morpholinocarbonyloxy group, N , N-di-n-octylaminocarbonyloxy group, Nn-octylcarbamoyloxy group and the like.

  The alkoxycarbonyloxy group is preferably a substituted or unsubstituted alkoxycarbonyloxy group having 2 to 30 carbon atoms, such as a methoxycarbonyloxy group, an ethoxycarbonyloxy group, a t-butoxycarbonyloxy group, or an n-octylcarbonyloxy group. Etc.

  The aryloxycarbonyloxy group is preferably a substituted or unsubstituted aryloxycarbonyloxy group having 7 to 30 carbon atoms, such as phenoxycarbonyloxy group, p-methoxyphenoxycarbonyloxy group, pn-hexadecyloxy. Examples include phenoxycarbonyloxy group.

  The amino group includes an alkylamino group, an arylamino group, and a heterocyclic amino group, preferably an amino group, a substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, a substituted or unsubstituted group having 6 to 30 carbon atoms. Examples of the substituted anilino group include a methylamino group, a dimethylamino group, an anilino group, an N-methyl-anilino group, a diphenylamino group, and a triazinylamino group.

  The acylamino group is preferably a formylamino group, a substituted or unsubstituted alkylcarbonylamino group having 1 to 30 carbon atoms, a substituted or unsubstituted arylcarbonylamino group having 6 to 30 carbon atoms, such as an acetylamino group, Examples include pivaloylamino group, lauroylamino group, benzoylamino group, 3,4,5-tri-n-octyloxyphenylcarbonylamino group, and the like.

  The aminocarbonylamino group is preferably a substituted or unsubstituted aminocarbonylamino group having 1 to 30 carbon atoms, such as a carbamoylamino group, N, N-dimethylaminocarbonylamino group, or N, N-diethylaminocarbonylamino group. And a morpholinocarbonylamino group.

  The alkoxycarbonylamino group is preferably a substituted or unsubstituted alkoxycarbonylamino group having 2 to 30 carbon atoms, such as methoxycarbonylamino group, ethoxycarbonylamino group, t-butoxycarbonylamino group, n-octadecyloxycarbonylamino. Group, N-methyl-methoxycarbonylamino group and the like.

  The aryloxycarbonylamino group is preferably a substituted or unsubstituted aryloxycarbonylamino group having 7 to 30 carbon atoms, such as phenoxycarbonylamino group, p-chlorophenoxycarbonylamino group, mn-octyloxyphenoxy. Examples thereof include a carbonylamino group.

  The sulfamoylamino group is preferably a substituted or unsubstituted sulfamoylamino group having 0 to 30 carbon atoms, such as a sulfamoylamino group, N, N-dimethylaminosulfonylamino group, Nn- Examples include octylaminosulfonylamino group.

  The alkyl or arylsulfonylamino group is preferably a substituted or unsubstituted alkylsulfonylamino group having 1 to 30 carbon atoms, a substituted or unsubstituted arylsulfonylamino group having 6 to 30 carbon atoms, such as a methylsulfonylamino group. Butylsulfonylamino group, phenylsulfonylamino group, 2,3,5-trichlorophenylsulfonylamino group, p-methylphenylsulfonylamino group, and the like.

  Preferred examples of the alkylthio group include substituted or unsubstituted alkylthio groups having 1 to 30 carbon atoms, such as a methylthio group, an ethylthio group, and an n-hexadecylthio group.

  Preferred examples of the arylthio group include substituted or unsubstituted arylthio groups having 6 to 30 carbon atoms such as a phenylthio group, a p-chlorophenylthio group, and an m-methoxyphenylthio group.

  Preferred examples of the heterocyclic thio group include substituted or unsubstituted heterocyclic thio groups having 2 to 30 carbon atoms, such as a 2-benzothiazolylthio group and a 1-phenyltetrazol-5-ylthio group.

  The sulfamoyl group is preferably a substituted or unsubstituted sulfamoyl group having 0 to 30 carbon atoms, such as N-ethylsulfamoyl group, N- (3-dodecyloxypropyl) sulfamoyl group, N, N-dimethylsulfuryl group. Examples include a famoyl group, an N-acetylsulfamoyl group, an N-benzoylsulfamoyl group, and an N- (N′-phenylcarbamoyl) sulfamoyl group.

  The alkyl or arylsulfinyl group is preferably a substituted or unsubstituted alkylsulfinyl group having 1 to 30 carbon atoms, a substituted or unsubstituted arylsulfinyl group having 6 to 30 carbon atoms, such as a methylsulfinyl group, an ethylsulfinyl group, phenyl. Examples thereof include a sulfinyl group and a p-methylphenylsulfinyl group.

  The alkyl or arylsulfonyl group is preferably a substituted or unsubstituted alkylsulfonyl group having 1 to 30 carbon atoms, a substituted or unsubstituted arylsulfonyl group having 6 to 30 carbon atoms, such as a methylsulfonyl group, an ethylsulfonyl group, or a phenyl group. A sulfonyl group, p-methylphenylsulfonyl group, etc. are mentioned.

  The acyl group is preferably a formyl group, a substituted or unsubstituted alkylcarbonyl group having 2 to 30 carbon atoms, a substituted or unsubstituted arylcarbonyl group having 7 to 30 carbon atoms, a substituted or unsubstituted group having 2 to 30 carbon atoms. Heterocyclic carbonyl groups bonded to carbonyl groups at substituted carbon atoms, such as acetyl, pivaloyl, 2-chloroacetyl, stearoyl, benzoyl, pn-octyloxyphenylcarbonyl, 2-pyridyl Examples thereof include a carbonyl group and a 2-furylcarbonyl group.

  The aryloxycarbonyl group is preferably a substituted or unsubstituted aryloxycarbonyl group having 7 to 30 carbon atoms, such as phenoxycarbonyl group, o-chlorophenoxycarbonyl group, m-nitrophenoxycarbonyl group, pt- A butylphenoxycarbonyl group etc. are mentioned.

  The alkoxycarbonyl group is preferably a substituted or unsubstituted alkoxycarbonyl group having 2 to 30 carbon atoms, such as a methoxycarbonyl group, an ethoxycarbonyl group, a t-butoxycarbonyl group, and an n-octadecyloxycarbonyl group.

  The carbamoyl group is preferably a substituted or unsubstituted carbamoyl group having 1 to 30 carbon atoms, such as a carbamoyl group, an N-methylcarbamoyl group, an N, N-dimethylcarbamoyl group, or an N, N-di-n-octyl group. Examples thereof include a carbamoyl group and an N- (methylsulfonyl) carbamoyl group.

  The aryl or heterocyclic azo group is preferably a substituted or unsubstituted arylazo group having 6 to 30 carbon atoms, a substituted or unsubstituted heterocyclic azo group having 3 to 30 carbon atoms, such as phenylazo, p-chlorophenylazo, 5-ethylthio-1,3,4-thiadiazol-2-ylazo and the like.

  Preferred examples of the imide group include an N-succinimide group and an N-phthalimide group.

  The phosphino group is preferably a substituted or unsubstituted phosphino group having 0 to 30 carbon atoms, such as a dimethylphosphino group, a diphenylphosphino group, a methylphenoxyphosphino group, and the like.

  The phosphinyl group is preferably a substituted or unsubstituted phosphinyl group having 0 to 30 carbon atoms, such as a phosphinyl group, a dioctyloxyphosphinyl group, a diethoxyphosphinyl group, and the like.

  Preferred examples of the phosphinyloxy group include substituted or unsubstituted phosphinyloxy groups having 0 to 30 carbon atoms such as a diphenoxyphosphinyloxy group and a dioctyloxyphosphinyloxy group.

  The phosphinylamino group is preferably a substituted or unsubstituted phosphinylamino group having 0 to 30 carbon atoms, such as a dimethoxyphosphinylamino group or a dimethylaminophosphinylamino group.

  Preferred examples of the silyl group include substituted or unsubstituted silyl groups having 0 to 30 carbon atoms such as a trimethylsilyl group, a t-butyldimethylsilyl group, and a phenyldimethylsilyl group.

(Ionic hydrophilic group)

  A sulfo group, a carboxyl group, a thiocarboxyl group, a sulfino group, a phosphono group, a dihydroxyphosphino group, a quaternary ammonium group and the like can be mentioned. Particularly preferred are a sulfo group and a carboxyl group. The carboxyl group, phosphono group and sulfo group may be in the form of a salt. Examples of counter cations that form a salt include ammonium ion, alkali metal ion (eg, lithium ion, sodium ion, potassium ion) and organic. Cation (eg, tetramethylammonium ion, tetramethylguanidinium ion, tetramethylphosphonium) is included, lithium salt, sodium salt, potassium salt, ammonium salt is preferable, lithium salt or mixed salt containing lithium salt as a main component Are more preferred, and lithium salts are most preferred.

R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ are a hydrogen atom, alkyl group, aryl group, heterocyclic group, carboxyl group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, carbamoyl group, Preferred are cyano group, amino group, acylamino group, alkyl and arylsulfonylamino group, aminocarbonylamino group, carbamoyloxy group, hydroxyl group, alkoxy group, aryloxy group, heterocyclic oxy group, acyloxy group, sulfamoyl group, hydrogen atom Alkyl group, aryl group, heterocyclic group, carboxyl group, acyl group, alkyloxycarbonyl group, carbamoyl group, cyano group, amino group, acylamino group, alkyl and arylsulfonylamino group, hydroxyl group, alkoxy group, sulfamoyl group, More preferably, a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a carboxyl group, an alkyloxycarbonyl group, a carbamoyl group, a cyano group, an acylamino group, a hydroxyl group, an alkoxy group is most preferred.

The substituents represented by R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , and R ₆ may be further substituted, and as further substituents, R ₁ , R ₂ , R ₃ , R ₄ , The said substituent which R < ₅ > and R < ₆ > represent is mentioned, A sulfo group, a hydroxyl group, an alkyl group, a carboxyl group, and a cyano group are preferable, and a sulfo group, a hydroxyl group, and an alkyl group are more preferable.

The two acidic nuclei represented by A ¹ and A ² constituting the oxonol dye in the general formula (C) may be the same or different, but are more preferably the same.

  The oxonol dye preferably has a dissociable water-soluble group as a substituent. As the water-soluble group, an ionic hydrophilic group is preferable, and a sulfo group, a carboxyl group, and a phosphonic acid group can be mentioned as more preferable examples.

A ¹ and A ² are preferably 1-a, 1-c, 1-f, 1-n, 1-o, 1-p, 1-q, 1-r, 1-v, 1-w, 1 -X, more preferably 1-a, 1-f, 1-p, 1-q, 1-v, 1-x, and A ¹ and A ² are selected from Most preferred are both 1-a.

  Among the compounds of the general formula (C), it is preferable to use a compound of the following general formula (C-1).

  Formula (C-1)

(In the general formula (C-1), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ , and R ¹⁵ each independently represents a hydrogen atom or a substituent. A hydroxyl group on the pyrazole ring (an enol form of an acidic nucleus) Hydroxyl group) may be dissociated to form a salt with a monovalent counter cation.)

In the general formula (C-1), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represent a hydrogen atom or a substituent. The substituent may be further substituted, and examples and preferred examples of the further substituent are the same as the examples and preferred examples of R ₁ in the general formula (C).

R ₁₁ and R ₁₃ are each independently a hydrogen atom, alkyl group, aryl group, heterocyclic group, carboxyl group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, carbamoyl group, cyano group, amino group, acylamino group , Alkyl and arylsulfonylamino groups, aminocarbonylamino groups, carbamoyloxy groups, hydroxyl groups, alkoxy groups, aryloxy groups, heterocyclic oxy groups, acyloxy groups, among which alkyl groups, aryl groups, carboxyl groups, More preferred are an acyl group, an alkyloxycarbonyl group, a carbamoyl group, a cyano group, an amino group, an acylamino group, an alkyl and arylsulfonylamino group, a hydroxyl group, and an alkoxy group,
Alkyl groups, aryl groups, carboxyl groups, alkyloxycarbonyl groups, carbamoyl groups, cyano groups, acylamino groups, hydroxyl groups, and alkoxy groups are most preferred. Each group may be further substituted, and examples and preferred examples of further substituents are the same as the examples and preferred examples of R ₁ to R ₆ .

R ¹² and R ¹⁴ are each independently a hydrogen atom, alkyl group, aryl group, heterocyclic group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, carbamoyl group, sulfamoyl group, alkyl and arylsulfonylamino group, amino group A carbonylamino group and a carbamoyloxy group are preferred,
More preferred are a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, an acyl group, a carbamoyl group, a sulfamoyl group, an alkyl and an arylsulfonylamino group,
Most preferred are a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, and a carbamoyl group. Each group may be further substituted, and examples and preferred examples of further substituents are the same as the examples and preferred examples of R ₁ to R ₆ .

R ¹⁵ is independently hydrogen atom, halogen atom, alkyl group, aryl group, heterocyclic group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, carbamoyl group, sulfamoyl group, acylamino group, alkyl and arylsulfonylamino. Group, aminocarbonylamino group, carbamoyloxy group is preferred,
More preferred are a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a heterocyclic group, an acyl group, a carbamoyl group, a sulfamoyl group, an acylamino group, an alkyl and an arylsulfonylamino group,
Most preferred is a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a halogen atom, or an acylamino group.

  The oxonol dye represented by the general formula (C-1) preferably has an ionic hydrophilic group. Preferred examples of the ionic hydrophilic group include a sulfo group, a carboxyl group, and a phosphonic acid group.

  Specific examples of the pentamethine oxonol compounds represented by the general formula (C) and the general formula (C-1) are shown below. The pentamethine oxonol compounds used in the present invention are as follows. It is not limited. The structures of the following specific examples are shown in the form of an ultimate structural formula among several tautomers that can be taken in terms of chemical structure, but may be tautomeric structures other than those described. Needless to say.

  The dyes represented by the general formula (C) and the general formula (C-1) can be synthesized by a general synthesis method. For example, the description of JP-B 43-13168 and JP-B 52-128125 is described. It can be synthesized in the same manner as in the above method.

<Coloring composition>

  The coloring composition of the present invention and the ink using the same contain the compound of the general formula (C), and have the characteristics that the storage stability, the coloring property of the inkjet recording image, and the color density of the inkjet recording image are increased. .

[Content of coloring material]
In the colored composition of the present invention, the content (% by mass) of the compound represented by the general formula (C) is 0.2% by mass or more and 15% by mass or less based on the total mass of the colored composition. Is preferable, and it is more preferable that they are 1 mass% or more and 10 mass% or less.

  In addition, when the ink for inkjet recording of the present invention is a cyan ink, a preferable color tone for the cyan ink means the following two things. That is, it means that an image formed using only cyan ink is not magenta or yellowish. In addition to this, when forming a secondary color image formed using cyan ink, that is, a blue or green image, a color tone that does not greatly lose the blue and green color reproduction ranges. It means having.

The coloring composition containing the compound of the present invention can be used for an ink for inkjet recording.
Hereinafter, the components constituting the coloring composition and ink for ink jet recording (hereinafter sometimes simply referred to as ink) according to the present invention, the physical properties of the ink, and the like will be described in detail.
Here, inorganic ions and polyvalent metal ions intended by the present invention will be described.
The inorganic ion of the present invention excludes M ⁺ in the general formula (Y), that is, a monovalent counter cation contained in the dye structure.

[Inorganic ions]
Next, inorganic ions that can be contained in the colored composition according to the present invention will be described.
The inorganic ions are classified into inorganic cations and inorganic anions. Examples of inorganic cations include lithium ions, sodium ions, potassium ions, and ammonium ions. Preferred are lithium ion, sodium ion and potassium ion, and more preferred are sodium ion and potassium ion. However, M in the general formula (C) is excluded from the inorganic ions in the specification.
Examples of inorganic anions include chloride ions, bromide ions, iodide ions, sulfate ions, and phosphate ions. More preferred are chloride ions, sulfate ions, and phosphate ions, and chloride ions and sulfate ions are preferred. Further preferred.
The concentration of the inorganic ions contained in the coloring composition is preferably 200 ppm or less. 0 ppm or more and less than 200 ppm is more preferable, and 0 ppm or more and less than 100 ppm is still more preferable. In inorganic cations, less than 30 ppm is most preferred.

[Multivalent metal ion]
Next, the polyvalent metal ions contained in the ink according to the present invention will be described. Multivalent metal ions include alkaline earth metals in addition to heavy metal ions.

Heavy metal ions include Ti, Cr, Mn, Fe, Co, Ni, Cu, Zn, Mo, Pd, Ag, Cd, and Hg. Cr, Mn, Fe, Co, Ni, Cu, Zn, Ag , And Cd are more preferable, and ions of Fe, Cr, Ni, and Zn are still more preferable.
The alkaline earth metal includes Mg, Ca, Sr and Ba ions, preferably Mg, Ca and Sr ions, and more preferably Mg and Ca ions.
These polyvalent metal ions can be derived from stainless steel and iron in reaction kettles and water pipes.

  The concentration of at least one kind of polyvalent metal ions contained in the coloring composition is preferably 50 ppm or less. More preferably, it is 0 ppm or more and less than 50 ppm, more preferably 0 ppm or more and less than 30 ppm, and most preferably less than 20 ppm.

  Contamination of inorganic ions and polyvalent metal ions in dyes, coloring compositions and ink compositions using the dyes is caused by contamination from reaction equipment such as raw materials used, solvents used, catalysts, and reaction vessels. Is involved. In addition, contamination from a raw material, a solvent used, an additive, and a liquid preparation facility representing a liquid preparation container when adjusting the coloring composition and the ink composition is involved. This contamination, generally referred to as contamination, causes the dye to precipitate with its ionic strength due to the contamination of these ions, or the dye to form a complex with the ions, which can cause precipitation on the ejection head. This may cause nozzle clogging, cause dullness in the formed image, inhibit penetration into paper, or cause the dye to aggregate excessively. This is particularly noticeable for light-colored images, dimer dyes having a large molecular weight, and dyes containing many heteroatoms. Although it is preferable to remove completely, the upper limit value and the lower limit value are determined by the balance between the effect and the efficiency.

  It is also important to remove ions from the solvent used to prepare the ink. In particular, deionized water is preferably used for water as the main solvent.

[Concentration of inorganic ions and polyvalent metal ions]
In the present invention, the inorganic ion concentration in the colored composition is preferably 200 ppm or less and the polyvalent metal ion concentration is preferably 50 ppm or less. By setting the inorganic ion concentration and the polyvalent metal ion concentration within the above ranges, the ejection stability when the colored composition is used as an ink for ink jet recording is improved.

[Measurement of inorganic ion and polyvalent metal ion concentration]
For the verification of the concentrations of inorganic ions and polyvalent metal ions contained in the dye, coloring composition and ink used in the present invention, an ion chromatograph (IC) and an ICP emission spectroscopic analyzer (ICP) were used. The method is applicable.

(1) Ion chromatographic analysis (monovalent cation analysis)
(2) Ion chromatographic analysis (monovalent anion analysis)
(3) ICP emission spectroscopic analysis (polyvalent metal ion analysis)

The measurement method is described below.
(1) Ion chromatographic analysis (monovalent cation analysis)
As the ion chromatograph (IC), DIONEX DX-320 was used, Ionpac CS12A was used for the column, and guard column No. 1, Ionpac CG12A-SC, guard column No. 2, NG1, column temperature 35 ° C., 20 mM methanesulfonic acid aqueous solution as eluent, flow rate 1.0 mL / min, suppressor ASRS-ULTRA (recycle mode) current value 100 mA, detector electrical conductivity The detector was selected as 50 μL as the injection volume.
The sample preparation method is shown below.
50 mg of a dye sample (10 mg in the case of a colored composition, 5 mg in the case of an ink) was precisely weighed into a 50 mL volumetric flask, and ultrapure water was added to make up the volume to 50 mL (solution A). Using this solution, the lithium ion concentration and the ammonium ion concentration were measured with the above-described apparatus and conditions. 5 mL of the solution A was dispensed into a 50 mL volumetric flask with a whole pipette and made up to 50 mL with ultrapure water. Using this solution, the sodium ion concentration and the potassium ion concentration were measured with the above-described apparatus and conditions.

(2) Ion chromatographic analysis (monovalent anion analysis)
As the ion chromatograph (IC), DIONEX DX-320 is used, Ionpac AS4A-SC is used as the column, and guard column No. is used as the guard column. 1, Ionpac AG4A-SC, guard column no. 2 as NG1 * 2, column temperature as 35 ° C., eluent as 1.5 mM sodium carbonate aqueous solution and 1.4 mM sodium bicarbonate solution, flow rate as 1.0 mL / min, suppressor as ASRS-ULTRA (recycle mode) ) A current value of 50 mA, an electric conductivity detector was selected as the detector, and 50 μL was selected as an injection amount.
The sample adjustment method is shown below.
50 mg of a dye sample (10 mg for a colored composition, 5 mg for an ink) was precisely weighed into a 50 mL volumetric flask, and ultrapure water was added to make up to 50 mL. Using this solution, the chloroion concentration, sulfate ion concentration, and acetate ion concentration were measured with the above-described apparatus and conditions.
(3) ICP analysis (polyvalent metal ion analysis)
As the ICP analysis, ICPS-8100 was used as an apparatus, and analysis was performed with the following apparatus parameters.
High frequency output: 1.2 kW
Torch observation height: 11.0mm
Coolant gas flow rate: 14.0 L / min
Plasma gas flow rate: 1.2 L / min
Carrier gas flow rate: 0.7 L / min
The sample adjustment method is shown below.

  100 mg of a sample (20 mg in the case of a colored composition, 10 mg in the case of an ink) was precisely weighed into a 25 mL volumetric flask, and ultrapure water was added and ultrasonically dissolved. Then, ultrapure water was further added to make up to 25 mL. Using this solution, the calcium ion concentration, the magnesium ion concentration, the iron ion concentration, the aluminum ion concentration, the zinc ion concentration, and the silicate ion concentration were measured using the above apparatus and conditions.

[Ink for inkjet recording]
Next, the ink for inkjet recording of the present invention will be described.
Ink for ink jet recording (hereinafter sometimes simply referred to as “ink”) can be prepared by dissolving and / or dispersing the dye of the present invention in an oleophilic medium or an aqueous medium. Preferably, the ink uses an aqueous medium. If necessary, other additives are contained within a range that does not impair the effects of the present invention. Other additives include, for example, anti-drying agents (wetting agents), anti-fading agents, emulsion stabilizers, penetration enhancers, ultraviolet absorbers, preservatives, anti-fungal agents, pH adjusters, surface tension adjusters, Well-known additives, such as a foaming agent, a viscosity modifier, a dispersing agent, a dispersion stabilizer, a rust preventive agent, a chelating agent, are mentioned. These various additives are directly added to the ink liquid in the case of water-soluble ink. When an oil-soluble dye is used in the form of a dispersion, it is generally added to the dispersion after the preparation of the dye dispersion, but it may be added to the oil phase or the aqueous phase at the time of preparation.

  The anti-drying agent is preferably used for the purpose of preventing clogging due to drying of the ink-jet ink at the ink jet port of the nozzle used in the ink-jet recording method.

  As the drying inhibitor, a water-soluble organic solvent having a vapor pressure lower than that of water is preferable. Specific examples include ethylene glycol, propylene glycol, diethylene glycol, polyethylene glycol, thiodiglycol, dithiodiglycol, 2-methyl-1,3-propanediol, 1,2,6-hexanetriol, acetylene glycol derivatives, glycerin. Polyhydric alcohols typified by trimethylolpropane, etc., lower alkyl ethers of polyhydric alcohols such as ethylene glycol monomethyl (or ethyl) ether, diethylene glycol monomethyl (or ethyl) ether, triethylene glycol monoethyl (or butyl) ether 2-pyrrolidone, N-methyl-2-pyrrolidone, 1,3-dimethyl-2-imidazolidinone, heterocyclic rings such as N-ethylmorpholine, sulfolane, dimethyl sulfoxide, 3 Sulfur-containing compounds such as sulfolane, diacetone alcohol, polyfunctional compounds such as diethanolamine, and urea derivatives. Of these, polyhydric alcohols such as glycerin and diethylene glycol are more preferred. Moreover, said anti-drying agent may be used independently and may be used together 2 or more types. These drying inhibitors are preferably contained in the ink in an amount of 10 to 50% by mass.

  The penetration enhancer is preferably used for the purpose of allowing the ink for inkjet to penetrate better into paper. As the penetration enhancer, alcohols such as ethanol, isopropanol, butanol, di (tri) ethylene glycol monobutyl ether, 1,2-hexanediol, sodium lauryl sulfate, sodium oleate, nonionic surfactants and the like can be used. . If these are contained in the ink in an amount of 5 to 30% by mass, they usually have a sufficient effect, and it is preferable to use them in a range of addition amounts that do not cause printing bleeding and paper loss (print through).

  The ultraviolet absorber is used for the purpose of improving image storability. Examples of the ultraviolet absorber include benzotriazoles described in JP-A Nos. 58-185677, 61-190537, JP-A-2-782, JP-A-5-97075, JP-A-9-34057, and the like. Compounds, benzophenone compounds described in JP-A No. 46-2784, JP-A No. 5-194433, U.S. Pat. No. 3,214,463, etc., JP-B Nos. 48-30492, 56-21114, Cinnamic acid compounds described in JP-A-10-88106, JP-A-4-298503, JP-A-8-53427, JP-A-8-239368, JP-A-10-182621, JP-A-8 No. -502911, etc., triazine compounds, Research Disclosure No. Compounds described in No. 24239, compounds that emit fluorescence by absorbing ultraviolet rays typified by stilbene-based and benzoxazole-based compounds, so-called fluorescent brighteners, can also be used.

  The anti-fading agent is used for the purpose of improving image storage stability. As the anti-fading agent, various organic and metal complex anti-fading agents can be used. Organic anti-fading agents include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indanes, chromans, alkoxyanilines, heterocycles, etc. Complex, zinc complex and the like. More specifically, Research Disclosure No. No. 17643, No. VII, I to J, ibid. 15162, ibid. No. 18716, page 650, left column, ibid. No. 36544, page 527, ibid. No. 307105, page 872, ibid. The compounds described in the patent cited in No. 15162 and the compounds included in the general formulas and compound examples of the representative compounds described in pages 127 to 137 of JP-A-62-215272 can be used.

  Examples of the antifungal agent include sodium dehydroacetate, sodium benzoate, sodium pyridinethione-1-oxide, p-hydroxybenzoic acid ethyl ester, 1,2-benzisothiazolin-3-one and salts thereof. These are preferably used in the ink in an amount of 0.02 to 1.00% by mass.

  As the pH adjuster, the neutralizing agent (organic base, inorganic alkali) can be used. For the purpose of improving the storage stability of the ink for ink jet recording, the pH adjuster is preferably added to summer for pH 6 to 10 and more preferably pH 7 to 10 for summer. preferable.

  Examples of the surface tension adjusting agent include nonionic, cationic and anionic surfactants. The surface tension of the inkjet ink of the present invention is preferably 25 to 70 mN / m. Furthermore, 25-60 mN / m is preferable. Further, the viscosity of the ink for ink jet recording of the present invention is preferably 30 mPa · s or less. Furthermore, it is more preferable to adjust to 20 mPa · s or less. Examples of surfactants include fatty acid salts, alkyl sulfate esters, alkyl benzene sulfonates, alkyl naphthalene sulfonates, dialkyl sulfosuccinates, alkyl phosphate ester salts, naphthalene sulfonate formalin condensates, polyoxyethylene alkyl sulfates. Anionic surfactants such as ester salts, polyoxyethylene alkyl ether, polyoxyethylene alkyl allyl ether, polyoxyethylene fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene alkylamine, glycerin fatty acid ester Nonionic surfactants such as oxyethyleneoxypropylene block copolymers are preferred. Further, SURFYNOLS (Air Products & Chemicals), which is an acetylene-based polyoxyethylene oxide surfactant, is also preferably used. An amine oxide type amphoteric surfactant such as N, N-dimethyl-N-alkylamine oxide is also preferred. Further, pages (37) to (38) of JP-A-59-157,636, Research Disclosure No. The surfactants described in 308119 (1989) can also be used.

  As the antifoaming agent, fluorine-based, silicone-based compounds, chelating agents represented by EDTA, and the like can be used as necessary.

When the dye of the present invention is dispersed in an aqueous medium, as described in JP-A No. 11-286637, Japanese Patent Application Nos. 2000-78491, 2000-80259, 2000-62370, and the like, Colored fine particles containing a dye and an oil-soluble polymer are dispersed in an aqueous medium, or as described in Japanese Patent Application Nos. 2000-78454, 2000-78491, 2000-203856, and 2000-203857. It is preferable that the compound of the present invention dissolved in a high boiling point organic solvent is dispersed in an aqueous medium. The specific method for dispersing the compound of the present invention in an aqueous medium, the oil-soluble polymer to be used, the high-boiling organic solvent, the additive, and the amount used thereof are preferably those described in the above-mentioned patent publications. be able to. Alternatively, the phthalocyanine compound may be dispersed in a fine particle state as a solid. At the time of dispersion, a dispersant or a surfactant can be used. Dispersing devices include simple stirrer, impeller stirring method, in-line stirring method, mill method (for example, colloid mill, ball mill, sand mill, attritor, roll mill, agitator mill, etc.), ultrasonic method, high-pressure emulsification dispersion method (high-pressure homogenizer) Specific examples of commercially available devices include gorin homogenizers, microfluidizers, DeBEE2000, and the like. In addition to the above-mentioned patents, the ink jet recording ink preparation method described above is disclosed in JP-A Nos. 5-148436, 5-295212, 7-97541, 7-82515, and 7-118584. Details are described in Japanese Laid-Open Patent Publication No. 11-286637 and Japanese Patent Application No. 2000-87539, and can also be used to prepare the ink for inkjet recording of the present invention.

  As the aqueous medium, a mixture containing water as a main component and optionally adding a water-miscible organic solvent can be used. Examples of the water-miscible organic solvent include alcohols (eg, methanol, ethanol, propanol, isopropanol, butanol, isobutanol, sec-butanol, t-butanol, pentanol, hexanol, cyclohexanol, benzyl alcohol), polyvalent Alcohols (eg, ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, butylene glycol, hexanediol, pentanediol, glycerin, hexanetriol, thiodiglycol), glycol derivatives (eg , Ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl Ether, diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, triethylene glycol monomethyl ether, ethylene glycol diacetate, ethylene glycol monomethyl ether acetate, triethylene glycol monomethyl ether , Triethylene glycol monoethyl ether, ethylene glycol monophenyl ether), amine (for example, ethanolamine, diethanolamine, triethanolamine, N-methyldiethanolamine, N-ethyldiethanolamine, morpholine, N-ethylmorpholine, ethylenediamine, diethylenetriamine) , Triethylenetetramine, polyethyleneimine, tetramethylpropylenediamine) and other polar solvents (eg, formamide, N, N-dimethylformamide, N, N-dimethylacetamide, dimethyl sulfoxide, sulfolane, 2-pyrrolidone, N-methyl- 2-pyrrolidone, N-vinyl-2-pyrrolidone, 2-oxazolidone, 1,3-dimethyl-2-imidazolidinone, acetonitrile, acetone). In addition, the said water miscible organic solvent may use 2 or more types together.

  The ink of the present invention preferably contains 0.2 to 15 parts by mass of the dye of the present invention in 100 parts by mass of the ink of the present invention. In addition, in the inkjet ink of the present invention, other dyes may be used in combination with the oxonol compound. When two or more kinds of dyes are used in combination, the total content of the dyes is preferably within the above range.

  The ink of the present invention preferably has a viscosity of 40 cp or less. The surface tension is preferably 20 mN / m or more and 70 mN / m or less. Viscosity and surface tension are various additives such as viscosity modifiers, surface tension modifiers, specific resistance modifiers, film modifiers, UV absorbers, antioxidants, antifading agents, antifungal agents, and rust inhibitors. It can be adjusted by adding a dispersant and a surfactant.

[Inkjet recording method]
In the ink jet recording method of the present invention, energy is supplied to the ink, and a known image receiving material, that is, plain paper, resin-coated paper, such as JP-A-8-169172, JP-A-8-27693, and JP-A-2-276670. Gazettes, 7-276789, 9-323475, JP-A-62-238783, JP-A-10-153898, 10-217473, 10-235995, 10 -337947, 10-217597, 10-337947, etc. An image is formed on ink-jet exclusive paper, film, electrophotographic co-paper, fabric, glass, metal, ceramics and the like.

  When forming an image, a polymer fine particle dispersion (also referred to as polymer latex) may be used in combination for the purpose of imparting glossiness or water resistance or improving weather resistance. The timing of applying the polymer latex to the image receiving material may be before, after, or simultaneously with the application of the colorant, and therefore the addition place may be in the image receiving paper. It may be in ink or may be used as a liquid material of polymer latex alone. Specifically, Japanese Patent Application Nos. 2000-363090, 2000-315231, 2000-354380, 2000-343944, 2000-268952, 2000-299465, 2000-297365, etc. The method described in the specification can be preferably used.

Hereinafter, a recording paper and a recording film used for ink jet printing using the ink of the present invention will be described. The support in recording paper and recording film is made of chemical pulp such as LBKP and NBKP, mechanical pulp such as GP, PGW, RMP, TMP, CTMP, CMPMP, CGP, and waste paper pulp such as DIP. Additives such as known pigments, binders, sizing agents, fixing agents, cationic agents, paper strength enhancers, etc. can be mixed and manufactured using various devices such as long net paper machines and circular net paper machines. is there. In addition to these supports, either synthetic paper or plastic film sheets may be used. The thickness of the support is preferably 10 to 250 μm and the basis weight is preferably 10 to 250 g / m ² .

  The support may be provided with an ink receiving layer and a backcoat layer as they are, or after a size press or anchor coat layer is provided with starch, polyvinyl alcohol or the like, an ink receiving layer and a backcoat layer may be provided. Further, the support may be flattened by a calendar device such as a machine calendar, a TG calendar, or a soft calendar. In the present invention, paper and plastic films laminated on both sides with polyolefin (for example, polyethylene, polystyrene, polyethylene terephthalate, polybutene and copolymers thereof) are more preferably used as the support. It is preferable to add a white pigment (for example, titanium oxide or zinc oxide) or a tinting dye (for example, cobalt blue, ultramarine blue, or neodymium oxide) to the polyolefin.

  The ink receiving layer provided on the support contains a pigment and an aqueous binder. As the pigment, a white pigment is preferable, and as the white pigment, calcium carbonate, kaolin, talc, clay, diatomaceous earth, synthetic amorphous silica, aluminum silicate, magnesium silicate, calcium silicate, aluminum hydroxide, alumina, lithopone, zeolite, Examples thereof include white inorganic pigments such as barium sulfate, calcium sulfate, titanium dioxide, zinc sulfide and zinc carbonate, and organic pigments such as styrene pigments, acrylic pigments, urea resins and melamine resins. As the white pigment contained in the ink receiving layer, porous inorganic pigments are preferable, and synthetic amorphous silica having a large pore area is particularly preferable. As the synthetic amorphous silica, either anhydrous silicic acid obtained by a dry production method or hydrous silicic acid obtained by a wet production method can be used, but it is particularly desirable to use hydrous silicic acid.

Examples of the aqueous binder contained in the ink receiving layer include polyvinyl alcohol, silanol-modified polyvinyl alcohol, starch, cationized starch, casein, gelatin, carboxymethylcellulose, hydroxyethylcellulose, polyvinylpyrrolidone, polyalkylene oxide, and polyalkylene oxide derivatives. Water-dispersible polymers such as water-soluble polymers, styrene butadiene latexes, and acrylic emulsions. These aqueous binders can be used alone or in combination of two or more. In the present invention, among these, polyvinyl alcohol and silanol-modified polyvinyl alcohol are particularly preferable in terms of adhesion to the pigment and resistance to peeling of the ink receiving layer.
The ink receiving layer can contain a mordant, a water resistance agent, a light resistance improver, a surfactant, and other additives in addition to the pigment and the aqueous binder.

The mordant added to the ink receiving layer is preferably immobilized. For that purpose, a polymer mordant is preferably used.
For the polymer mordant, JP-A-48-28325, 54-74430, 54-124726, 55-22766, 55-142339, 60-23850, 60-23835, 60-23852, 60-23853, 60-57836, 60-60643, 60-118834, 60-122940, 60-122941, 60-122942, 60- No. 235134, JP-A-1-161236, U.S. Pat.Nos. 2,484,430, 2,548,564, 3,148,061, 3,309,690, 4,115,124, 4,124,386, 4,193,800, 4,283,853, 4,282,305, It is described in each specification of the same No. 4450224. An image receiving material containing a polymer mordant described in JP-A-1-161236, pages 212 to 215 is particularly preferred. When the polymer mordant described in the publication is used, an image with excellent image quality is obtained and the light resistance of the image is improved.

  The water-proofing agent is effective for making the image water-resistant. As these water-proofing agents, cationic resins are particularly desirable. Examples of such cationic resins include polyamide polyamine epichlorohydrin, polyethyleneimine, polyamine sulfone, dimethyldiallylammonium chloride polymer, cationic polyacrylamide, colloidal silica, etc. Among these cationic resins, polyamide polyamine epichlorohydrin is particularly preferable. is there. The content of these cationic resins is preferably 1 to 15% by mass, particularly 3 to 10% by mass, based on the total solid content of the ink receiving layer.

  Examples of the light resistance improver include zinc sulfate, zinc oxide, hindered amine-based antioxidants, benzophenone-based and benzotriazole-based ultraviolet absorbers, and the like. Of these, zinc sulfate is particularly preferred.

  The surfactant functions as a coating aid, a peelability improver, a slippage improver or an antistatic agent. The surfactant is described in JP-A Nos. 62-173463 and 62-183457. An organic fluoro compound may be used in place of the surfactant. The organic fluoro compound is preferably hydrophobic. Examples of the organic fluoro compound include a fluorine-based surfactant, an oily fluorine-based compound (for example, fluorine oil), and a solid fluorine compound resin (for example, tetrafluoroethylene resin). The organic fluoro compounds are described in JP-B-57-9053 (columns 8 to 17), JP-A-61-20994, and 62-135826. Examples of other additives added to the ink receiving layer include pigment dispersants, thickeners, antifoaming agents, dyes, fluorescent whitening agents, preservatives, pH adjusters, matting agents, and hardening agents. . The ink receiving layer may be one layer or two layers.

  The recording paper and the recording film can be provided with a back coat layer, and examples of components that can be added to this layer include a white pigment, an aqueous binder, and other components. Examples of white pigments contained in the backcoat layer include light calcium carbonate, heavy calcium carbonate, kaolin, talc, calcium sulfate, barium sulfate, titanium dioxide, zinc oxide, zinc sulfide, zinc carbonate, satin white, and aluminum silicate. White inorganic pigments such as diatomaceous earth, calcium silicate, magnesium silicate, synthetic amorphous silica, colloidal silica, colloidal alumina, pseudoboehmite, aluminum hydroxide, alumina, lithopone, zeolite, hydrous halloysite, magnesium carbonate, magnesium hydroxide And organic pigments such as styrene plastic pigment, acrylic plastic pigment, polyethylene, microcapsule, urea resin and melamine resin.

  As the aqueous binder contained in the backcoat layer, styrene / maleate copolymer, styrene / acrylate copolymer, polyvinyl alcohol, silanol modified polyvinyl alcohol, starch, cationized starch, casein, gelatin, carboxymethylcellulose Water-soluble polymers such as hydroxyethyl cellulose and polyvinyl pyrrolidone, and water-dispersible polymers such as styrene butadiene latex and acrylic emulsion. Examples of other components contained in the backcoat layer include an antifoaming agent, an antifoaming agent, a dye, a fluorescent brightening agent, a preservative, and a water-proofing agent.

  Polymer latex may be added to the constituent layers (including the backcoat layer) of the ink jet recording paper and recording film. The polymer latex is used for the purpose of improving film physical properties such as dimensional stabilization, curling prevention, adhesion prevention, and film cracking prevention. The polymer latex is described in JP-A Nos. 62-245258, 62-136648, and 62-110066. When a polymer latex having a low glass transition temperature (40 ° C. or lower) is added to a layer containing a mordant, cracking and curling of the layer can be prevented. Also, curling can be prevented by adding a polymer latex having a high glass transition temperature to the backcoat layer.

  The ink of the present invention is not limited to an ink jet recording system, and is a known system, for example, a charge control system that discharges ink using electrostatic attraction, a drop-on-demand system (pressure) that uses the vibration pressure of a piezo element. Pulse method), acoustic ink jet method that converts electrical signal into acoustic beam and irradiates ink and uses ink to discharge ink, and thermal ink jet that heats ink to form bubbles and uses generated pressure Used for systems. Inkjet recording methods use a method of ejecting a large number of low-density inks called photo inks in a small volume, a method of improving image quality using a plurality of inks having substantially the same hue and different concentrations, and colorless and transparent inks. The method is included.

EXAMPLES Hereinafter, although an Example demonstrates this invention in detail, this invention is not limited to these Examples at all.
(Synthesis example)
The dye represented by Formula 2-1 of the present invention can be derived from, for example, the following synthetic route.

  For the synthesis, methods described in JP-B 43-13168 and JP-B 52-128125 can be referred to.

[Preparation of ink composition]
Table 1 shows the color materials used in the ink composition of this example.
[Examples 1 to 10]
Each ink composition was prepared by stirring each component at room temperature for 30 minutes based on the composition shown in Table 2 and then filtering the resulting solution using a membrane filter having an opening of 1.0 μm. I got a thing. In Table 2, the numerical value of each component indicates the mass% of each component when the mass of the ink composition is 100%, and the “residue” indicating the amount of water is the total including the components other than water. The amount to be 100% is shown.
[Comparative Examples 1 and 2]
The same operation as in Example 1 was adjusted with the composition shown in Table 2 except that the comparative compound shown in the table was used instead of the coloring material (2-1) used in Example 1.

  An ink-jet water-soluble ink was prepared using the ink configuration described in Table 2.

  In addition to the above examples and comparative examples, similar ink compositions were prepared for different lots of the respective color materials. The following table shows the analysis results regarding the concentrations of inorganic ions and polyvalent metal ions contained in the ink composition. However, the counter cation contained in the chemical structure was expressed as α.

(1) Color tone Each of the inks obtained above was mounted on an ink jet recording apparatus (trade name: PIXUS iP8600; manufactured by Canon Inc.) using thermal energy. The recording conditions were a temperature of 23 ° C., a relative humidity of 55%, a recording density of 2,400 dpi × 1,200 dpi, and a discharge amount of 2.5 pL. An image with a recording duty of 60% was formed on the same recording medium as described above, and the image was naturally dried for 24 hours at a temperature of 23 ° C. and a relative humidity of 55%. The hue angle of the image portion of the recorded matter thus obtained was measured using a spectrophotometer (Spectorolino; manufactured by Gretag Macbeth) to evaluate the color tone. The evaluation criteria for the color tone are as follows. The evaluation results are shown in Table 11. In the present invention, AA, A and B are acceptable levels and C is not acceptable according to the following evaluation criteria.
AA: Hue angle is 225 ° or more and 250 ° or less.
A: Hue angle is 230 ° or more and 255 ° or less.
B: Hue angle is 235 ° or more and 260 ° or less.
C: Hue angle is 245 ° or more and 270 ° or less.

(2) Maximum printing density Under the above recording conditions, an image corresponding to the number of droplet ejections is created on plain paper (GF-500), and the OD value of each image is measured using a reflection densitometer (X-Rite 310TR). Was measured. With respect to the maximum OD value, AA, A and B were acceptable levels and C was not acceptable according to the following evaluation criteria.
AA: The maximum OD is 1.30 or more.
A: The maximum OD is 1.20 or more.
B: The maximum OD is 1.00 or more and less than 1.20.
C: The maximum OD is less than 1.00.

(3) Storage stability of ink

Each ink obtained above was filled in an ink cartridge for an ink jet recording apparatus (trade name: PIXUS iP8600; manufactured by Canon Inc.), and the ink supply port was closed so that the ink in the ink cartridge did not evaporate. This ink cartridge was put in a sealed container and stored in a thermostatic bath at a temperature of 60 ° C. for 3 months. Thereafter, the ink cartridge was taken out from the thermostat and attached to the head cartridge of the ink jet recording apparatus. Then, it was stored for 2 weeks at a temperature of 35 ° C. and a humidity of 10% with the discharge port of the head cartridge exposed. Thereafter, the head cartridge was mounted on the same ink jet recording apparatus as described above, and suction was performed a predetermined number of times, and the recoverability was confirmed to evaluate the storage stability of the ink. The suction means “print head cleaning” which is one of functions provided in the ink jet recording apparatus (trade name: PIXUS iP8600; manufactured by Canon Inc.). The evaluation criteria for storage stability are as follows. The evaluation results are shown in Table 11. In the present invention, AA and A are acceptable levels and B and C are unacceptable levels according to the following evaluation criteria.
AA: All the discharge ports recovered to a state where they could be discharged without any problem by suctioning 4 times or less.
A: All the discharge ports recovered to a state where they could be discharged without problems after 5 suctions.
B: All the discharge ports recovered to a state where they could be discharged without problems after 6 suctions.
C: There were discharge ports that could not be discharged even after 7 or more times of suction.
(4) Discharge stability (clogging)
For the ejection stability, the ink composition after the thermal stability test was used. After the cartridge was set in the printer and the protrusion of ink from all nozzles was confirmed, 20 sheets of A4 were output and evaluated according to the following criteria.
A: There is no disorder in printing from the start to the end of printing.
B: Output with printing disturbance occurs but is practically acceptable.
C: Printing was disturbed from the start to the end of printing, and it was at a practically problematic level.

(5) Recording durability Each of the inks obtained above was mounted at the position of the yellow ink of an ink jet recording apparatus (trade name: BJ F890; manufactured by Canon) using thermal energy. An image with a recording duty of 100% was recorded on the entire surface of an A4 size recording medium (trade name: office planner: manufactured by Canon), and the recording durability was evaluated. Evaluation criteria for recording durability are as follows. The evaluation results are shown in Table 11. In the present invention, AA and A are acceptable levels and B and C are unacceptable levels according to the following evaluation criteria.
AA: Even when 20,000 sheets were recorded, no twisting, cockling, or blurring occurred, and this was a practically acceptable level.
A: When recording from 15,000 sheets to 19,999 sheets, slight blurring or slight fading occurred due to cockling, but this was a practically acceptable level.
B: When 10,000 sheets to 14,999 sheets were recorded, slight blurring due to minute deflection and cockling occurred, which was a practical limit level.
C: Before recording 10,000 sheets, it was at a level where there was a problem in practice because of fading or non-ejection due to disconnection.

Claims (9)

The coloring composition containing the compound represented by the following general formula (C).
General formula (C)

(In general formula (C),
A ¹ represents a keto body having an acidic nucleus selected from the following general formulas 1-a to 1-x.
A ² represents an enol of an acidic nucleus selected from the following general formulas 1-a to 1-x.
The two acidic nuclei constituting the oxonol dye may be the same or different. The hydroxyl group of the enol body may be dissociated.
L ^{1 to} L ⁵ each independently represents a methine group which may be substituted.
M ⁺ represents a hydrogen atom or a monovalent counter cation, and n represents a number necessary for the number of positive charges and the number of negative charges in the general formula (C) to be equal. )

(In the general formulas 1-a to 1-x,
Indicates the position at which the keto form of the acidic nucleus binds to L ¹ and the enol form of the acidic nucleus binds to L ⁵ .
X represents an oxygen atom or a sulfur atom.
Y represents an electron withdrawing group.
Z is a hydrogen atom or carbamoyl group, alkyl group, aryl group, cyano group, carboxyl group, acyl group, alkyloxycarbonyl group, aryloxycarbonyl group, halogen atom, amino group, acylamino group, alkylsulfonyl group, arylsulfonyl Represents a substituent selected from a group and a sulfo group.
R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , and R ₆ each independently represent a hydrogen atom or a substituent. ) The coloring composition according to claim 1, wherein the compound represented by the general formula (C) is a compound represented by the general formula (C-1).
Formula (C-1)

(In General Formula (C-1), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represents a hydrogen atom or a substituent. The hydroxyl group on the pyrazole ring is dissociated to form a monovalent group. A salt may be formed with a counter cation.)   Furthermore, it contains at least one ion selected from inorganic ions and polyvalent metal ions, and the concentration of the at least one ion in the colored composition is 200 ppm or less in the case of inorganic ions, The coloring composition according to claim 1 or 2, wherein the coloring composition is 50 ppm or less.   The said inorganic ion is at least 1 sort (s) selected from the ion of a chloride ion, a bromide ion, an iodide ion, a sulfate ion, and a phosphate ion, The any one of Claims 1-3 characterized by the above-mentioned. Coloring composition.   The polyvalent metal ion is at least one selected from ions of Mg, Ca, Sr, Ba, Ti, Cr, Mn, Fe, Co, Ni, Cu, Zn, Mo, Pd, Ag, Cd, and Hg. The coloring composition according to claim 1, wherein the coloring composition is provided.   The colored composition according to claim 5, wherein the content (% by mass) of the compound represented by the general formula (C) is 0.2% by mass or more and 15% by mass or less based on the total mass of the colored composition. .   The colored composition according to claim 5 or 6, wherein the content (% by mass) of the compound represented by the general formula (C) is 1% by mass or more and 10% by mass or less based on the total mass of the colored composition. .   An ink composition comprising the colored composition according to claim 1.   An ink for inkjet recording, comprising the colored composition according to any one of claims 1 to 7 or the ink composition according to claim 8.