JP2003160748A - Aqueous colored particle dispersion for inkjet recording liquid, method for producing the same, and inkjet recording liquid - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an ink jet recording liquid which is excellent in storage stability, can provide high-quality images with high density and no bleeding, and can provide images having water resistance and weather resistance that can be used outdoors. . SOLUTION: Polyester resin (A) containing an alkyl group and / or an alkenyl group and a carboxyl group
A polyester resin obtained by neutralizing a part or all of the carboxyl groups of the above with a basic compound, a pigment (B), and a coloring resin (I) containing an amide compound and / or an amine compound as essential components are aqueous. An aqueous colored particle dispersion for an ink jet recording liquid which is dispersed in the form of particles in the medium (II), a method for producing the same, and an ink jet recording liquid containing the dispersion as an essential component.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention can be suitably used for an ink jet recording liquid for ejecting liquid droplets of a recording liquid (ink) from a recording head to record character information, images and the like on a recording medium such as paper. The present invention relates to an aqueous colored particle dispersion, a method for producing the same, and an inkjet recording liquid containing the aqueous colored particle dispersion.

[0002]

2. Description of the Related Art In the field of conventional ink jet recording methods, recording liquids used for image formation are generally those in which a dye is dissolved in water and, if necessary, an organic solvent or water-soluble polymer is added. It is used. However, since the recording liquid is water-soluble, the water resistance of the image is inferior, and since it easily penetrates into a fibrous recording medium such as paper, high-quality recording cannot be performed. Further, since the dye is used as a colorant, the weather resistance of the image is poor and it cannot be used for outdoor applications.

In order to solve the above-mentioned drawbacks of the prior art, 20
Dissolve a polyester resin having an ionic group in the range of up to 1000 eq / ton in a solvent such as tetrahydrofuran and color it by adding a dye or a pigment to desolvate the solution containing the polyester resin particles, and after cooling, An inkjet recording liquid comprising an aqueous dispersion containing water is disclosed in JP-A-6-340835. However, the ink jet recording liquid containing colored resin particles according to the technique is liable to cause precipitation or aggregation of the colored resin particles and thus has poor storage stability.

[0004]

SUMMARY OF THE INVENTION An object of the present invention is to provide an ink jet image which is excellent in storage stability, has a high image quality without bleeding at high density, and has water resistance and weather resistance that can be used outdoors. To provide a recording liquid.

[0005]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have found that an alkyl group and / or
Alternatively, a polyester resin (A) containing an alkenyl group and a carboxyl group, wherein a part or all of the carboxyl groups are neutralized with a basic compound, and a pigment (B), an amide compound and / or an amine compound ( When C) is added, the dispersibility of the pigment in the polyester resin is improved, and when the colored resin (I) composed of a mixture of these is dispersed in an aqueous medium, the colored resin particles having a small particle size and a narrow particle size distribution are colored. A particle dispersion is obtained, and the colored resin (I) is used as an alcohol solvent and / or
Alternatively, by dissolving in a glycol ether solvent to obtain a colored resin solution, neutralizing some or all of the carboxyl groups of the polyester resin (A) and dispersing the polyester resin (A) in an aqueous medium, the colored resin can be easily made into a particulate and aqueous solution. Dispersed in a medium, a colored particle dispersion having a small particle size and excellent particle dispersion stability can be obtained, and an inkjet recording liquid comprising the colored particle dispersion does not have aggregation or precipitation of colored particles and can be stored. It was found that the stability is good and a stable image can be obtained for a long period of time, the obtained image has high density and high quality without bleeding, and has water resistance and weather resistance that can be used outdoors. Invented.

That is, the present invention relates to an alkyl group and /
Alternatively, a polyester resin obtained by neutralizing a part or all of the carboxyl groups of a polyester resin (A) containing an alkenyl group and a carboxyl group with a base compound, a pigment (B), an amide compound and / or an amine compound ( A colored resin (I) containing (C) as an essential component is dispersed in a particle form in an aqueous medium (II) to provide an aqueous colored particle dispersion for an inkjet recording liquid. is there.

The present invention also requires a polyester resin (A) containing an alkyl group and / or an alkenyl group and a carboxyl group, a pigment (B), an amide compound and / or an amine compound (C). Using a colored resin solution obtained by dissolving the colored resin (I) as a component in an alcohol solvent and / or a glycol ether solvent, a part or all of the carboxyl groups in the polyester resin (A) are used. The present invention provides a method for producing an aqueous colored particle dispersion for an inkjet recording liquid, which comprises neutralizing with a basic compound of (1) and dispersing the colored resin solution in an aqueous medium.

Further, the present invention provides an ink jet recording liquid, which comprises the above-mentioned aqueous colored particle dispersion for ink jet recording liquid as an essential component.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention is described in detail below. The polyester resin (A) containing an alkyl group and / or an alkenyl group and a carboxyl group used in the present invention is, for example, preferably a dibasic acid having an alkyl group or an alkenyl group, and a divalent alcohol as an essential component, If necessary, mix with other dibasic acid or its anhydride, trifunctional or more polybasic acid or its anhydride, monobasic acid, trifunctional or more alcohol, monohydric alcohol, etc. and heat in a nitrogen atmosphere. A method of dehydration condensation while measuring the acid value below, a carboxyl group-containing polyester resin having a hydroxyl group at the terminal prepared by indispensably preparing a dibasic acid or its anhydride and a divalent alcohol (having a carboxyl group in the main chain (Which may or may not be present) is dissolved by heating, an acid anhydride having an alkyl group or an alkenyl group is added thereto, and ring-opening is added to the terminal hydroxyl group of the polyester resin. Method, prepared by using dibasic acid or its anhydride and a dihydric alcohol as essential components, heating and melting a polyester resin having a carboxyl group at the terminal (may contain a carboxyl group in the main chain), An aliphatic monoepoxy compound having an alkyl group or an alkenyl group may be added thereto, and ring-opening addition may be carried out on a part of the terminal carboxyl groups of the polyester resin.

As the apparatus used in the above-mentioned preparation method, a batch-type production apparatus such as a reaction vessel equipped with a nitrogen inlet, a thermometer, a stirrer, a rectification column and the like can be preferably used, and degassing An extruder equipped with a mouth, a continuous reactor, a kneader, etc. can also be used. Further, during the dehydration condensation, the esterification reaction can be promoted by reducing the pressure of the reaction system, if necessary. Further, various catalysts may be added to accelerate the esterification reaction.

The alkyl group and alkenyl group contained in the polyester resin (A) include, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, pentyl group. ,
Hexyl group, octyl group, nonyl group, isononyl group, dodecyl group, dodecenyl group and the like can be mentioned.

The dibasic acid having an alkyl group or an alkenyl group used in the above-mentioned preparation method is, for example, n-
Examples thereof include dibasic acids such as butyl succinic acid, n-octyl succinic acid, n-octyl succinic anhydride, n-dodecyl succinic acid, and n-dodecenyl succinic acid, and anhydrides thereof.

Examples of the dihydric alcohol include ethylene glycol, 1,2-propylene glycol, 1,
4-butanediol, 1,5-pentanediol, 1,
Aliphatic diols such as 6-hexanediol, diethylene glycol, dipropylene glycol, triethylene glycol and neopentyl glycol; bisphenol A such as bisphenol A and bisphenol F Bisphenol A such as ethylene oxide adduct of bisphenol A and propylene oxide adduct of bisphenol A
Alkylene oxide adduct; xylylene diglycol-
Examples thereof include aralkylene glycols such as hydrogen chloride, cyclohexane dimethanol and hydrogenated bisphenol A, and alicyclic diols.

Other dibasic acids and their anhydrides include
For example, maleic acid, fumaric acid, itaconic acid, oxalic acid,
Aliphatic dibasic acids such as malonic acid, succinic acid, adipic acid, azelaic acid, sebacic acid, decane-1,10-dicarboxylic acid; phthalic acid, tetrahydrophthalic acid and its anhydride, hexahydrophthalic acid and its anhydride , Tetrabromophthalic acid and its anhydride, tetrachlorophthalic acid and its anhydride, het acid and its anhydride, hymic acid and its anhydride, isophthalic acid, terephthalic acid, cyclohexanedicarboxylic acid, 2,6-naphthalenedicarboxylic acid Such as aromatic or alicyclic dibasic acid.

Examples of trifunctional or higher polybasic acids and anhydrides thereof include trimellitic acid, trimellitic anhydride, methylcyclohexene tricarboxylic acid, methylcyclohexene tricarboxylic acid anhydride, pyromellitic acid and pyromellitic anhydride. Can be mentioned.

Examples of the monobasic acid include benzoic acid and p
Examples include -tert-butylbenzoic acid and the like.

Examples of trifunctional or higher polyhydric alcohols include glycerin, trimethylolethane, trimethylolpropane, sorbitol, 1,2,3,6-hexanetetrol, 1,4-sorbitan and pentaerythr. Lithol, dipentaerythritol, 2-methylpropanetriol, 1,3,5-trihydroxybenzene, tris (2-hydroxyethyl) isocyanurate and the like can be mentioned.

Further, examples of polyfunctional alcohols having three or more functional groups include polyepoxy compounds as shown below. For example, ethylene glycol, hexanediol,
Polyglycidyl ethers of various aliphatic or alicyclic polyols such as neopentyl glycol, trimethylolpropane, trimethylolethane, glycerin, pentaerythritol, sorbitol, hydrogenated bisphenol A;

Hydroquinone, catechol, resorcin,
Polyglycidyl ethers of compounds containing two phenolic hydroxyl groups such as bisphenol A, bisphenol S and bisphenol F; addition of ethylene oxide or propylene oxide to the above-mentioned compounds containing two phenolic hydroxyl groups. Diglycidyl ethers of body derivatives;

Polyglycidyl ethers of various polyether polyols such as polyethylene glycol, polypropylene glycol and polytetramethylene glycol; polyglycidyl ethers of tris (2-hydroxyethyl) isocyanurate; adipic acid, butanetetracarboxylic acid , Various glycidyl esters of aliphatic or aromatic polycarboxylic acids such as propanetricarboxylic acid, phthalic acid, terephthalic acid and trimellitic acid;

Butadiene, hexadiene, octadiene, dodecadiene, cyclooctadiene, α-pinene,
Bisepoxides of various hydrocarbon-based dienes such as vinylcyclohexene; various alicyclic compounds such as bis (3,4-epoxycyclohexylmethyl) adipate and 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate Examples thereof include polyepoxy compounds; epoxidized products of various diene polymers such as polybutadiene and polyisoprene.

Examples of monohydric alcohols include higher alcohols such as stearyl alcohol.

The acid anhydride having an alkyl group or an alkenyl group used in the above-mentioned production method is, for example, n-
Butyl succinic anhydride, n-pentyl succinic anhydride, neopentyl succinic anhydride, n-hexyl succinic anhydride, n
-Heptyl succinic anhydride, n-octyl succinic anhydride,
Isooctyl succinic anhydride, 2-ethylhexyl succinic anhydride, n-dodecyl succinic acid, n-dodecyl succinic anhydride, isododecyl succinic anhydride, n-dodecenyl succinic acid, n-dodecenyl succinic anhydride, isododecenyl succinic anhydride, 6-butyl Examples include -1,2,4-benzenetricarboxylic acid anhydride and 6-n-octyl-1,2,4-benzenetricarboxylic acid anhydride.

Examples of the monoepoxy compound having an alkyl group or an alkenyl group used in the above production method include castor oil fatty acid, coconut oil fatty acid, soybean oil fatty acid,
Examples thereof include monoglycidyl ester of various saturated or unsaturated fatty acids such as tung oil fatty acid, and monoglycidyl ester of branched fatty acid such as Cardura E10 (manufactured by Shell Chemical Co.), isononanoic acid and versatic acid.

The above-mentioned dibasic acid and its anhydride, trifunctional or more polybasic acid and its anhydride, and monobasic acid may be used alone or in combination of two or more kinds. Good. Also, those in which a part or all of the carboxyl group is an alkyl ester, an alkenyl ester or an aryl ester can be used.

The above dihydric alcohol, trihydric or higher alcohol, and monohydric alcohol may be used alone or in combination of two or more.

Further, for example, a compound having both a hydroxyl group and a carboxyl group in one molecule such as dimethylolpropionic acid, dimethylolbutanoic acid, 6-hydroxyhexanoic acid or a reactive derivative thereof can be used.

The polyester resin (A) may be, for example, a polyester resin (A1) containing an alkyl group and / or an alkenyl group and a carboxyl group obtained by the above-mentioned preparation method. A polyester resin (A2) having a terminal structure produced by ring-opening addition of an acid anhydride having an alkyl group or an alkenyl group to a terminal hydroxyl group of a carboxyl group-containing polyester resin having a hydroxyl group at the terminal, or a preparation method If the polyester resin (A3) has a terminal structure produced by ring-opening addition of an aliphatic monoepoxy compound having an alkyl group or an alkenyl group to a terminal carboxyl group of a polyester resin having a terminal carboxyl group, pigment dispersion And the colored resin was dispersed in the aqueous medium in the form of particles. Colored particles are preferred since it is stably dispersed. The polyester resin having a hydroxyl group at the terminal and the polyester resin having a carboxyl group at the terminal used at this time may or may not already contain an alkyl group or an alkenyl group.

The polyester resin (A) has the terminal structure of the polyester resin (A2) and the polyester resin (A).
Each of the terminal structures of 3) may be contained alone in one molecule of the polyester resin, or both of these terminal structures may be contained.

The polyester resin (A) is, above all, a terminal structure represented by the general formula (1) obtained by the preparation method or an end structure represented by the general formula (2) or (3) obtained by the preparation method. A polyester resin having a structure is particularly preferable.

[Chemical 3] (In the formula, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 4 to 20 carbon atoms, or an alkyl group having 4 to 20 carbon atoms.
The above alkenyl groups are, but both are not hydrogen atoms. R ³ represents an alkyl group having 4 to 20 carbon atoms or an alkenyl group having 4 to 20 carbon atoms,
R ⁴ represents an alkyl group having 4 to 20 carbon atoms or an alkenyl group having 4 to 20 carbon atoms. )

The alkyl group having 4 to 20 carbon atoms and the alkenyl group having 4 to 20 carbon atoms represented by R ^{1 to} R ⁴ in the general formulas (1), (2) and (3) are directly It may be chain-like or branched, and examples thereof include a butyl group, an isobutyl group, a pentyl group, a neopentyl group, a hexyl group, a peptyl group, an octyl group, an isooctyl group, a dodecyl group and a dodecenyl group.

Next, the properties of the polyester resin (A) will be described. The polyester resin (A) has good dispersion of the pigment, good dispersion stability of the colored particles in the aqueous medium (II), and good water resistance and weather resistance of the image. Graphography (GP
C) method has a weight average molecular weight of 5,000 to 300,0
It is preferably in the range of 00, and in particular, 7,000
It is preferably in the range of 0 to 100,000.

In the polyester resin (A), since some or all of the carboxyl groups in the resin are neutralized with a basic compound, the colored resin can be easily made into fine particles, and the particles are water-based. It exists stably in the medium. Therefore, it is essential that the polyester resin (A) has a carboxyl group, but the acid value of the polyester resin (A) is preferably in the range of 5 to 100 mgKOH / g, and 10 to 50 mgKOH. It is more preferably in the range of / g.

Examples of the basic compound used for neutralizing a part or all of the carboxyl groups in the polyester resin (A) include alkali compounds such as sodium hydroxide, potassium hydroxide and lithium hydroxide, and their compounds. Carbonate,
Acetates thereof; ammonia water; alkylamines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine and triethylamine, alkanolamines such as diethanolamine and the like can be used. These may be used alone or in combination of two or more. Of these, triethylamine is preferable.

The amount of the basic compound used is not limited as long as it can stably disperse the polyester resin (A) in the aqueous medium, but is not limited to the carboxyl group in the polyester resin (A). 1.0 to 2.0 times equivalent is preferable, and 1.05 to 1.3 times equivalent is more preferable.

Next, the pigment (B) used in the present invention will be described. In the present invention, the “pigment” means a colorant, which is a powder insoluble in water, oil, an organic solvent and the like. Typical examples of the pigment (B) that can be used include, but are not limited to, azo-based, phthalocyanine-based, perylene-based, quinacridone-based polycyclic pigments; titanium oxide, zinc oxide, iron oxide, cobalt oxide. And the like; various carbon blacks produced by the thermal black method, acetylene black method, channel black method, furnace black method, lamp black method, and the like.
These may be used alone or in combination of two or more.

The amount of the pigment (B) used is not particularly limited, but in consideration of the dispersibility of the colored resin (I) in the aqueous medium (II), the image quality, etc., the polyester resin (A) and the pigment ( It is preferably in the range of 0.2 to 40% by weight, based on the total weight of B).

Next, the amide compound and / or amine compound (C) used in the present invention will be explained. The amide compound used in the present invention is a compound having an acid amide bond in the molecule, and typical examples thereof include fatty acid alkanolamides such as capric acid ethanolamide, lauric acid ethanolamide, and coconut oil fatty acid ethanolamide, and diamine. Polyoxyethylene fatty acid amides such as oxyethylene stearic acid amide and trioxyethylene oleic acid amide, fatty acid amides such as oleic acid amide and stearic acid amide, N, N-diethyl acrylamide, N,
N-dipropylacrylamide, N- (diethylamino) propylmethacrylamide, N- (dipropylamino) propylmethacrylamide, N, N-methylenebis (acrylamide), N-methylolacrylamide,
Acetanilide, acetoacetic acid o-anisidide, acetoacetic acid anilide, acetoacetic acid m-xylidide, acetoacetic acid o-chloroanilide, acetoacetic acid 2,5-dimethoxyanilide and its derivatives, acetoacetic acid o-toluidide and its isomers, p-amino Examples thereof include acetanilide and its isomers. Among them, the surfactant effect is high, the pigment (B) is well dispersed in the polyester resin (A), and colored particles having a narrow particle size distribution can be easily obtained. , Fatty acid alkanolamides and polyoxyethylene fatty acid amides are preferred.

The amine compound used in the present invention is a compound having an amine structure in the molecule and can be roughly classified into primary amine, secondary amine, tertiary amine and other amines.
Typical examples of the primary amine include acrylamide, methyl 3-aminocrotonate, 12-aminododecanoic acid, 3-amino-1-propanol, amine-modified acrylic polymer, isopropylamine, ethylamine and 2-ethylhexyl. Amine, 3- (2-ethylhexyloxy) propylamine, 3-ethoxypropylamine, 3- (diethylamino) propylamine, t-
Butylamine, sec-butylamine, propylamine, 3- (methylamino) propylamine, 3- (dimethylamino) propylamine, 3-methoxypropylamine, formamide, methacrylamide, anisidine,
Examples include aniline, aminobenzoic acid, polyallylamine and the like.

As the secondary amine, for example, 2-
Acrylamide-2-methylpropanesulfonic acid, N-
(2-aminoethyl) ethanolamine, diallylamine, diisopropylamine, 3,3'-iminobis (propylamine), diethylamine, diisobutylamine, di-2-ethylhexylamine and the like can be mentioned.

As the tertiary amine, for example, polyoxyethylene alkylamine such as ethylene oxide oligomer adduct of amine stearate, N, N-diethylethanolamine, N, N-dipropylethanolamine, N-
(2-Aminoethyl) ethanolamine, N-methyldiethanolamine, triallylamine, triethylamine, 3- (dibutylamino) propylamine, tri-n-
Octylamine, N-methyl-3,3'-iminobis
(Propylamine), N, N-dimethylacetoacetamide, N, N-dimethylacetamide, N- [3- (dimethylamino) propyl] acrylamide and the like.

Examples of other amines include compounds having two or more of the above-mentioned amine compounds in the molecule. For example, a vinyl polymer containing two or more amino groups, tetramethylethylenediamine, etc. Ethylenediamines, 1,4-diaminobutane, diaminopropane, diaminomaleonitrile, dianisidine, 4,
4'-diaminostilbene-2,2'-disulfonic acid and the like can be mentioned.

Among the amine compounds mentioned in the above examples, as in the case of the amide compounds, the surfactant effect is high, the colorant (B) is well dispersed in the polyester resin, and the coloring with a narrow particle size distribution is achieved. A vinyl polymer containing two or more amino groups and polyoxyethylene alkylamine are preferable because particles can be easily obtained.

Examples of the vinyl polymer having two or more amino groups include, for example, a vinyl monomer having an amino group as an essential component and, if necessary, other vinyl monomers. The thing obtained by making it react is mentioned.

Typical examples of the amino group-containing vinyl monomer used here include, as the tertiary amino group-containing vinyl monomer, for example, 2-dimethylaminoethyl (meth) acrylate, 2-diethylaminoethyl (meth) acrylate, 2-di-n-propylaminoethyl (meth) acrylate, 3-dimethylaminopropyl (meth) acrylate or 4-dimethylaminobutyl (meth) acrylate or N- [2-
(Meth) acryloyloxy] ethylmorpholine and other various tertiary amino group-containing (meth) acrylic acid esters,
Vinyl pyridine, N-vinylcarbazole or N-
Various tertiary amino group-containing aromatic vinyl monomers such as vinylquinoline;

N- (2-Dimethylamino) ethyl (meth) acrylamide, N- (2-diethylamino) ethyl (meth) acrylamide, N- (2-di-n-propylamino) ethyl (meth) acrylamide, N- (3-
Dimethylamino) propyl (meth) acrylamide, N
Various tertiary amino group-containing (meth) acrylamides such as-(4-dimethylamino) butyl (meth) acrylamide or N- [2- (meth) acrylamide] ethylmorpholine;

N- (2-Dimethylamino) ethyl crotonic acid amide, N- (2-diethylamino) ethyl crotonic acid amide, N- (2-di-n-propylamino) ethyl crotonic acid amide, N- (3- Examples thereof include various tertiary amino group-containing crotonic acid amides such as dimethylamino) propyl crotonic acid amide and N- (4-dimethylamino) butyl crotonic acid amide.

Examples of the vinyl monomer containing a primary amino group or a secondary amino group include (meth) acrylamide, N-isopropyl (meth) acrylamide,
N-methyl (meth) acrylamide, N-vinylformamide, methyl (meth) acrylamide glycolate, methyl (meth) acrylamide glycolate methyl ether, N-methylol (meth) acrylamide, N
Examples thereof include various compounds such as an addition reaction product of -n-butoxymethyl (meth) acrylamide, 2-isocyanatoethyl (meth) acrylate and acetylacetone or acetoacetic acid esters.

As the apparatus necessary for preparing the amino group-containing vinyl polymer, various apparatuses can be used, for example, a reaction vessel equipped with a nitrogen inlet, a thermometer, a stirrer, a condenser and the like. The batch-type manufacturing apparatus can be preferably used.

A specific method for preparing an amino group-containing vinyl polymer using this apparatus is, for example, as follows. That is, a reaction vessel equipped with a nitrogen inlet, a thermometer, a stirrer, a condenser, etc., is charged with a solvent such as xylene.
In this method, the temperature is raised to 80 to 140 ° C., and then the above-mentioned monomer and polymerization initiator are added dropwise for a predetermined time to carry out the polymerization reaction. After completion of the reaction, the solvent is distilled off by reducing the pressure of the reaction system, and an amino group-containing vinyl polymer can be easily obtained.

Various kinds of polymerization initiators may be used for synthesizing the amino group-containing vinyl polymer, and representative ones are 2,2 '.
-Azo compounds such as azobis (isobutyronitrile), 2,2'-azobis (2,4-dimethylvaleronitrile), 2,2'-azobis (2-methylbutyronitrile);

Tert-butyl peroxypivalate,
tert-butyl peroxybenzoate, tert-
Butyl peroxy-2-ethyl hexanoate, benzoyl peroxide, lauroyl peroxide, acetyl peroxide, di-tert-butyl peroxide, dicumyl peroxide, tert-butyl hydroperoxide, cumene hydroperoxide,
Examples thereof include various peroxides such as methyl ethyl ketone peroxide and diisopropyl peroxy carbonate.

The amide compound and / or amine compound (C) used in the present invention may be used alone or in combination of two or more kinds.

The amount of the amide compound and / or amine compound (C) used is such that the dispersibility of the pigment in the polyester resin (A) and the water-soluble medium (II) of the colored resin (I).
Since the dispersibility in the polyester resin (A), the colorant (B), the amide compound and / or the amine compound (C) is 100% by weight in total, the amide compound and / or the amine compound (C It is preferable that the content of) is in the range of 0.1 to 10% by weight,
The range of 0.3 to 7% by weight is more preferable, and 0.5 to
A range of 4% by weight is particularly preferable.

In the present invention, the polyester resin (A) and the pigment (B), which are essential components constituting the aqueous colored particles, are used.
In addition to the amide compound and the amine compound (C), other components can be added. Other components that can be used include, for example, additives such as antioxidants, ultraviolet absorbers, pigment dispersants, acrylic resins, melamine resins, polystyrene, polyethylene, polypropylene and polycarbonate.
And other resins such as petroleum resin, petroleum resin, polyethylene oxide, and polypropylene oxide.

Next, the manufacturing method of the present invention will be described. A preferred method for producing the aqueous colored particle dispersion of the present invention includes, for example, step polyester resin (A), pigment (B), amide compound and / or amine compound (C), and other optional additives such as , A step of mixing and kneading a water retention agent, a dispersion aid and the like to obtain a colored resin (I), a step of dissolving the colored resin (I) in an alcohol and / or glycol ether solvent A step of forming a solution, a step of mixing a colored resin solution and an aqueous medium (II) containing a basic compound, and neutralizing a part or all of the carboxyl groups in the polyester resin (A) with the basic compound, And the like, and a step of dispersing the colored resin solution in the form of particles and then rapidly cooling the solution to form an aqueous colored particle dispersion, and the like.

The apparatus used in the step is not particularly limited, but the pigment (B) is well wetted with the polyester resin (A), the amide compound and / or the amine compound (C), and the pigment (B) is the polyester resin. Any material can be used as long as it can be well dispersed in (A). Examples of these devices include various uniaxial or biaxial kneaders or extruders, pressure kneaders, two or three rolls, and the like.

In the step, the alcohol and / or glycol ether solvent used is not particularly limited, and the polyester resin (A), amide compound and / or
Alternatively, any one can be used as long as it can dissolve the amine compound (C).

Examples of the alcohol solvent include, for example, methanol, ethanol, propanol, butanol, amyl alcohol, hexanole, octanole, cyclohexanol, benzyl alcohol. And monohydric alcohols such as alcohol; and glycols such as ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol and glycerin.

In the present invention, the glycol ether type solvent is a generic term for alkyl ethers of glycols or alkyl ether esters of glycols.
Examples of such glycol ether solvents include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, and ethylene glycol. −
Rudibutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether,
Propylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, triethylene glycol monobutyl ether, triethylene glycol monobutyl ether, ethylene Examples thereof include glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and propylene glycol monoethyl ether acetate.

Alcohol and / or glycol ether
The tellurium solvents may be used alone or in combination of two or more. Since the alcohol and / or glycol ether-based solvent used in the step can be used as it is as a component of the final ink jet recording liquid, during the step in the production method of the present invention, these solvents are used. No need to remove
The manufacturing process is remarkably simplified, and there are significant advantages in terms of time and cost.

In the step, the colored resin solution obtained by dissolving the colored resin (I) in an alcohol and / or glycol ether type solvent is heated and / or pressurized as necessary to obtain an aqueous medium. (II) is mixed. As a result, an aqueous dispersion in which the colored resin (I) is finely dispersed in the aqueous medium (II) is obtained.

In the above step, the polyester resin (A)
Neutralization of a part or all of the carboxyl groups therein is carried out by mixing with an aqueous medium containing a basic compound, but the neutralization of the carboxyl groups is not limited to this method, and for example, The pigment (B) and the amide compound and / or the amine compound (C) may be mixed with the polyester resin in which the carboxyl group of the polyester resin (A) is neutralized with a basic compound, or the colored resin (I).
Alternatively, a basic compound may be added to the colored resin solution for neutralization, or a method of dispersing the colored resin solution in an aqueous medium and then adding the basic compound under stirring may be used. .

The dispersing device used in the step is not particularly limited, but an ordinary mechanical stirring device or the like can be used. The apparatus is not particularly limited, but representative examples of commercially available products include Manton-Gorin high-pressure homogenizer (Gorin Co., Ltd.), continuous ultrasonic homogenizer (Nippon Seiki Co., Ltd.), and nanomizer (nanomizer). −
Company), a Microfluidizer (Mizuho Kogyo Co., Ltd.), a Harrel homogenizer, a slusher (Mitsui Mining Co., Ltd.), a Cavitron (Yourotech Co., Ltd.), etc. "Cavitron", which is a continuous disperser, is preferred.

In the rotary type continuous dispersion device Cavitron, the stator having the ring-shaped projections having the slits and the rotor having the ring-shaped projections having the slits mesh with each other with a space therebetween. As described above, the rotary type continuous dispersion device has a structure provided coaxially, and a dispersion method using the same is such that the colored resin solution and the aqueous medium (II) are provided in the central portions of the stator and the rotor of the dispersion device. And supply
This is a method in which the colored resin (I) is dispersed in the aqueous medium (II) in the form of particles by causing the rotor to flow through the slits and the gap in the direction from the central portion to the outer periphery while rotating.

The manufacturing method of the present invention using the above-mentioned rotary type continuous dispersion device will be described in detail below with reference to the drawings.

FIG. 1 is a perspective view showing an example of a stator of a rotary type continuous dispersion device used in the manufacturing method of the present invention, and FIG. 2 is a rotor of a rotary type continuous dispersion device used in the manufacturing method of the present invention. 3 is a perspective view showing an example, FIG. 3 is a cross-sectional view showing an example of a main part of the rotary type continuous dispersion device used in the present invention, and FIG. 4 is fixation when the AA ′ cross section of FIG. 3 is viewed from the side. It is a figure showing the combination state of a child projection and a rotor projection.

As shown in FIGS. 1 to 4, the stator 1 of the rotary type continuous dispersion device is installed at the center and has the liquid inlet 2 at the center. On the circular surface of the stator 1, there are provided protrusions 3 which are arranged concentrically with the stator 1 in a ring shape in a multi-stage form of one step or two or more steps. Is formed with a circumferential groove 4. A plurality of slits 5 are formed between the protrusions 3.

A drive shaft 6 is installed at the center of the inner wall of the dispersion device facing the stator 1 and is connected to the drive device for rotation. The rotor 7 is fixed to the tip of the drive shaft 6 so that the rotor 7 is parallel to the stator 1 and the centers thereof are aligned. On the surface of the rotor 7 facing the stator 1, projections 8 arranged concentrically with the rotor 7 on a ring are provided in a one-step or multi-step manner. Therefore, in the gap between the protrusions 8,
Similar to the stator 1, an annular groove 9 is formed. A plurality of slits 10 are formed between the protrusions 8.

The stator 1 and the rotor 7 are arranged so that the projection 3 of the stator 1 and the projection 8 of the rotor 7 maintain a slight gap.
It is used in the occluded state.

The colored resin solution and the heated aqueous medium (II) are supplied to the liquid inlet portion 2 of this dispersing device, and a mixture of these is rotated when the rotor 7 rotates. It enters the slit 10 of the projection 8, is discharged from the outside of the projection 8 of the rotor 7 into the annular groove 9 by centrifugal force, and then enters the slit 5 of the projection 3 of the stator 1 located on the innermost side. Further, the mixture flowing into the slit 5 is pushed out to the annular groove 4 of the stator 1. In this way, the mixture receives a centrifugal force due to the rotation of the rotor 7, and flows in the slit from the liquid inlet to the outlet. On the other hand, the deviation of the slits between the rotor 7 and the stator 1 causes the centrifugal flow of the mixture to be contained and released repeatedly, resulting in a pressure difference. Furthermore, a shearing force acts on the mixed liquid in the minute gap between the rotor 7 and the stator 1. The flow from the center to the outer circumferential direction and the flow in the circumferential direction collide at a right angle, which causes a strong stirring and crushing effect, whereby the colored resin (I) in the colored resin solution is heated to an aqueous solution. A dispersion in the form of particles in the medium (II) is obtained.

The rotation speed of the rotor 7 of this dispersing device is controlled by a drive motor connected to the drive shaft. The larger the rotation speed and the higher the peripheral speed, the larger the centrifugal force and the shearing force, and the smaller the particle size of the colored resin (I) dispersed in the aqueous medium (II) in the form of particles. When producing a water-based colored particle dispersion for an inkjet recording liquid having a weight average particle diameter of 100 nanometers (nm) or less using a rotor having a diameter of 10 cm, a preferable rotation speed is 3,000 to 10,000 rpm.
Is.

When such a rotary continuous dispersing device is used, in order to maintain good fluidity of the colored resin solution, it is preferable to install a jacket for keeping heat in the dispersing device. The temperature inside the dispersing device is kept constant by balancing the temperature of the colored resin solution, the temperature of the aqueous medium (II) to be supplied, and the heat retaining effect of the jacket and the amount of heat generated by shearing in the device. Controlled by.

The pressure in the dispersing device is set to the aqueous medium (I
It is determined by the vapor pressure in the device of I) and the discharge pressure by the rotor that rotates at high speed. The dispersion obtained by cooling the obtained aqueous colored particle dispersion was taken out by providing an automatic pressure control valve at the take-out port, keeping the internal pressure constant, and continuously dispersing the dispersion under atmospheric pressure. It is preferable to take it out.

Next, the properties of the aqueous colored particle dispersion of the present invention will be described. The aqueous colored particle dispersion of the present invention comprises a polyester resin (A), a pigment (B), and a colored resin (I) containing an amide compound and / or an amine compound (C) as essential components in an aqueous medium. It exists in a stable state. The weight average particle diameter of the resin particles is
5 to 1000n to prevent clogging of the recording head
It is preferably in the range of m, and more preferably in the range of 10 to 100 nm. The average particle size referred to in the present invention is Microtrac UPA15 which is a particle size distribution measuring instrument.
0 (light scattering type particle size distribution meter, manufactured by Leedsplus Northrop Co., Ltd.) means the value of 50% weight average particle size.

The particle size distribution of the ink jet recording liquid according to the present invention means 10% size and 90% in weight particle size distribution measurement using Microtrac UPA150.
The value represented by the ratio of the diameters is "D90 / D10". Here, the 10% diameter is the weight particle diameter at the position where the weight of the particles is 10% of the total weight, Similarly, 90% is 9% of the total weight when the weight of particles is integrated.
It means the weight particle size at the position of 0%. The larger this value is, the wider the particle size distribution is, and the smaller this value is, the smaller the particle size distribution is.

The aqueous medium (II) used in the present invention may be any liquid containing water as a main component, and as the components other than water, various water-soluble salts, water-insoluble salts, polyvinyl alcohol, Water-soluble polymers such as carboxymethyl cellulose, hydroxymethyl cellulose, polyacrylic acid, polymethacrylic acid, various surfactants, methanol, ethanol, diacetone alcohol, acetone, ethylene glycol Water-soluble solvent such as alcohol and diethylene glycol.

Next, the ink jet recording liquid of the present invention will be described. The inkjet recording liquid of the present invention is prepared, for example, by using the aqueous colored particle dispersion as an essential component and further adding various additives and the like as necessary. These additives include wetting agents such as polyhydric alcohols,
Various surface active agents and antifoaming agents such as silicone compounds can be preferably used as the surface tension adjusting agent.

[0079]

EXAMPLES Next, the present invention will be specifically described with reference to synthesis examples, examples and comparative examples. In the example, "part",
"%" Is based on weight unless otherwise specified.
The weight average molecular weight is measured by the GPC method using the method of Shod.
Ex GPC SYSTEM-21 (manufactured by Showa Denko KK) was used, and the weight average particle size was measured by Microtrac U.
PA150 (Leeds plus Northrop)
A light scattering type particle size distribution meter manufactured by the company) was used.

Synthesis Example 1 [Synthesis of Polyester Resin (A)] An ethylene oxide adduct of bisphenol A (in an inner volume of 5 liters equipped with a stirrer, a nitrogen inlet tube, a temperature sensor, and a rectification column). Average addition mole number 2.2, hydroxyl value 360 mg KOH / g) 1065 parts, diethylene glycol 809 parts, 1,4-cyclohexane dimethano-
Then, 248 parts of dibutyltin oxide was charged, and after confirming that the inside of the system became uniform, 1.5 parts of dibutyltin oxide was added. Furthermore, the temperature of the system was raised to 150 ° C, and terephthalic acid 2079
And 244 parts of isophthalic acid were charged, and while introducing nitrogen gas into the gas phase in the flask, it took 3 hours to raise the temperature to 2
Raised to 40 ° C. While removing distilled water out of the system, the condensation reaction was allowed to proceed at the same temperature until the acid value of the content became 46 mgKOH / g or less. Then, at the same temperature, Kura J1
180 parts of glycidyl ester of branched fatty acid (10 carbon atoms) manufactured by Shell Chemical Co., Ltd. was added and reacted at the same temperature for 1 hour. Finally, the weight average molecular weight by GPC method was 8,100 and the acid value was To obtain 32 mg KOH / g of polyester resin. This is abbreviated as polyester resin (A1).

Synthesis Example 2 [Synthesis of amide compound and / or amine compound (C)] 1,600 parts of toluene was placed in a flask having an internal volume of 5 liters equipped with a thermometer, a reflux condenser, a stirrer and a dropping funnel. After charging, the temperature was raised to 110 ° C. Then at the same temperature,
1,520 parts of 2-ethylhexyl acrylate, 80 parts of dimethylaminoethyl methacrylate and t-butylper
A mixture of 160 parts of oxy-2-ethylhexanoate was added dropwise over 6 hours, the temperature was lowered to 100 ° C., and the polymerization reaction was continued for 6 hours. Then 30m
Toluene was distilled out from the contents of the flask under reduced pressure of mHg, and finally the number average molecular weight (M
n) is 4,000 and weight average molecular weight (Mw) is 8,70
An acryl copolymer having an amine value of 0 and an amine value of 19.5 mgKOH / g and containing two or more amino groups was obtained. This is abbreviated as an amino group-containing acrylic copolymer (C1).

Example 1 (Preparation of Inkjet Recording Liquid) 700 parts of polyester resin (A1), 300 parts of carbon black (Elftex 8 manufactured by Cabot) and an acrylic copolymer (C1) containing two or more amino groups. 10
Parts were premixed with a Henschel mixer and then melt-kneaded using a biaxial continuous kneader (barrel temperature 100 ° C.) to obtain a colored resin (I). Next, 500 parts of the colored resin (I) and 250 parts of triethylene glycol monobutyl ether were charged into a flask having an internal volume of 2 liters, and the temperature was heated to 80 ° C. with stirring to obtain a colored resin solution. Cavitron CD1 while heating this colored resin solution to 80 ° C.
010 (manufactured by Eurotech) at a rate of 100 g / min. A 2.6% aqueous triethylamine solution prepared by diluting triethylamine with ion-exchanged water was placed in a separately prepared aqueous medium tank, and the colored resin solution was heated at 80 ° C. in a heat exchanger at a rate of 0.1 liters per minute. At the same time, the solid content was transferred to a cavitron, and the cavitron was operated under the condition that the rotation speed of the rotor was 7500 rpm.
A 0% aqueous colored particle dispersion was obtained.

80 parts of the resulting aqueous colored particle dispersion was added to 7 parts of glycerin, 12.5 parts of ion-exchanged water and Demol N.
[Kao Corporation's naphthalene sulfonic acid surfactant]
Add 0.5 parts of them and mix to prepare an inkjet recording liquid (J-
1) was obtained. The weight average particle diameter of the colored particles in (J-1) was 69 nm, and the particle size distribution was 3.1.

Next, evaluation of the ink jet recording liquid (J-1) (stability evaluation of recording liquid, evaluation of print image quality, evaluation of water resistance, evaluation of light resistance, evaluation of easiness of clogging of recording head).
Was performed as follows. The results are shown in Table 1 together with the weight average particle size and particle size distribution.

(1) Evaluation of stability of recording liquid: The inkjet recording liquid was evaluated by the weight average particle size after storing at 70 ° C. for 7 days. The closer this value is to the initial value, the better the storage stability.

(2) Evaluation of print image quality: Using an inkjet printer manufactured by EPSON: MJ-830C, Japanese characters (Mincho type, 14 points) mixed with Chinese characters are printed on A4 size plain paper to make the characters clear. The degree and the degree of whisker-like bleeding were visually evaluated on a scale of 5 according to the following criteria. 5: Clear and no bleeding. 4: Almost clear but partially bleeding. 3: Complex kanji is unclear. 2: There are many blurs in the kana characters. 1: Blurred overall.

(3) Evaluation of water resistance: When evaluating the print image quality, the plain paper printed was left at 20 ° C. for 24 hours, immersed in still water for 1 minute, pulled up, and naturally dried, and then printed image. Was visually evaluated on a scale of 5 according to the following criteria. 5: Clear and almost no bleeding. 4: Some bleeding is observed. 3: The image area is widened. 2: It is difficult to read the characters. 1: Almost all characters disappeared.

(4) Evaluation of weather resistance: Using a test piece solidly printed on plain paper, xenon weather meter-Ci35A
[Accelerated weathering tester manufactured by Atlas, irradiation intensity 0.5 J / sec / m ² , black panel temperature 63.
C, relative humidity 55%] was used to evaluate the color difference (ΔE) between the test piece and the unirradiated test piece after 100 hours of continuous irradiation.
The larger this value is, the worse the weather resistance is.

(5) Evaluation of easiness of clogging of recording head; inkjet printer (MJ-830 manufactured by EPSON Corporation)
After continuous printing for 10 minutes with C), stop the printer,
It was left for 10 days in an environment of 40 ° C. and 25% relative humidity.
After leaving, the printing was restarted, and the number of recovery operations required until printing with the same quality as before leaving was evaluated. The larger the number of times, the more the recording head is clogged.

Example 2 (same as above) Instead of 700 parts of polyester resin (A1) and 300 parts of carbon black, 600 parts of polyester resin (A1) were used.
Department and KET BLUE 123 [Dainippon Ink and Chemicals
Ink jet recording liquid (J-2) was obtained in the same manner as in Example 1 except that 400 parts of copper phthalocyanine blue pigment manufactured by Co., Ltd. was used. The weight average particle diameter of the colored particles in (J-2) was 90 nm, and the particle size distribution was 3.1. The same evaluations as in Example 1 were performed, and the results are shown in Table 1 together with the weight average particle size and particle size distribution.

Example 3 (same as above) Instead of 700 parts of polyester resin (A1) and 300 parts of carbon black, 600 parts of polyester resin (A1) were used.
Inkjet recording liquid (J-3) was obtained in the same manner as in Example 1 except that 400 parts of Toner Yellow HG [benz imidazolone yellow pigment manufactured by Clariant Japan Co., Ltd.] was used. The weight average particle diameter of the colored particles in (J-3) was 58 nm, and the particle size distribution was 2.8. The same evaluations as in Example 1 were performed, and the results are shown in Table 1 together with the weight average particle size and particle size distribution.

Example 4 (same as above) Instead of 700 parts of polyester resin (A1) and 300 parts of carbon black, 600 parts of polyester resin (A1) were used.
An inkjet recording liquid (J-4) was obtained in the same manner as in Example 1 except that 400 parts of Toner Magenta E02 (a quinacridone red pigment manufactured by Clariant Japan Co., Ltd.) was used. The weight average particle diameter of the colored particles in (J-4) was 30 nm, and the particle size distribution was 3.1.
The same evaluations as in Example 1 were performed, and the results are shown in Table 1 together with the weight average particle size and particle size distribution.

Comparative Example 1 (Preparation of inkjet recording liquid for comparison) 600 parts of polyester resin (A1) and Toner Ye
400 parts of low HG was premixed with a Henschel mixer and then melt-kneaded using a biaxial continuous kneader (barrel temperature 100 ° C.) to obtain a colored resin (I ′). Then
Colored resin (I ') 50 in a flask with an internal volume of 2 liters
0 parts and triethylene glycol monobutyl ether 25
0 part was charged and the temperature was raised to 80 ° C. with stirring to obtain a colored resin solution. This colored resin solution was transferred to Cavitron CD1010 at a rate of 100 g / min while being heated to 80 ° C. A 2.6% aqueous triethylamine solution prepared by diluting triethylamine with ion-exchanged water was placed in a separately prepared aqueous medium tank, and the colored resin solution was heated at 80 ° C. in a heat exchanger at a rate of 0.1 liters per minute. At the same time, it was transferred to a cavitron, and the cavitron was operated under the condition that the rotation speed of the rotor was 7500 rpm, and the solid content was 3%.
A 3.0% aqueous colored particle dispersion was obtained.

To 30 parts of the resulting aqueous colored particle dispersion, 26 parts of glycerin and 44 parts of ion-exchanged water were added to obtain an inkjet recording liquid (j-1) for comparison. The weight average particle diameter of the colored particles in (j-1) was 450 nm, and the particle size distribution was 5.3. The same evaluations as in Example 1 were performed, and the results are shown in Table 2 together with the weight average particle size and particle size distribution.

Comparative Example 2 (Same as above) 600 parts of polyester resin (A1) and Toner Ye
Instead of 400 parts of low HG, 350 parts of polyester resin (A1) and Kayset Magenta
J-011 [Nippon Kayaku Co., Ltd. red direct dye: C.I. I. D
R-227] An inkjet recording liquid (j-2) was obtained in the same manner as in Comparative Example 1 except that 150 parts was used. (J
-2) The weight average particle diameter of the colored resin particles is 60.5n.
In m, the particle size distribution was 4.5. The same evaluation as in Example 1 was carried out, and the results were used to determine the weight average particle size and particle size distribution, and
Shown in the table.

[Table 1]

[0096]

[Table 2]

[0097]

As shown in Examples and Comparative Examples, when an ink jet recording liquid comprising the aqueous colored particle dispersion of the present invention is used, a high quality printed image can be obtained, and the water resistance and weather resistance of the image can be obtained. It is clear that the performance is also good. Further, the ink jet recording liquid of the present invention has good storage stability, hardly causes clogging of the recording head, and is extremely useful, and can be used for writing instruments such as fountain pens and water-based ball pens.

[Brief description of drawings]

FIG. 1 is a perspective view showing an example of a stator of a rotary type continuous dispersion device used in the present invention.

FIG. 2 is a perspective view showing an example of a rotor of the rotary type continuous dispersion device used in the present invention.

FIG. 3 is a cross-sectional view showing an example of a main part of a rotary continuous dispersion device used in the present invention.

FIG. 4 is a diagram showing a combined state of a stator protrusion and a rotor protrusion when the AA ′ portion of FIG. 3 is viewed from the side surface.

[Explanation of symbols]

1 stator 2 liquid inlet 3 Stator protrusion 4 Stator circumferential groove 5 Stator protrusion slit 6 Rotor drive shaft 7 rotor 8 Rotor protrusion 9 Rotor circumferential groove 10 Rotor protrusion slit

Continued front page    F term (reference) 2C056 EA05 EA13 FC01                 2H086 BA53 BA55 BA59 BA60 BA62                 4J037 AA02 AA08 AA11 AA15 AA22                       AA30 CA08 CB04 CB07 CB16                       CB17 CC24 CC29 DD23 EE28                       EE43 FF22 FF23 FF25                 4J039 AE06 BA04 BA13 BA35 BC07                       BC13 BC34 BC35 BC36 BC39                       BC50 BC60 BC68 BE01 BE12                       BE22 CA06 EA34 EA38 EA44                       EA47 GA24

Claims (10)

[Claims] 1. A polyester resin (A) containing an alkyl group and / or an alkenyl group and a carboxyl group.
A colored resin (I) containing as essential components a polyester resin obtained by neutralizing a part or all of the carboxyl groups of the above with a basic compound, a pigment (B), and an amide compound and / or an amine compound (C). Is dispersed in the aqueous medium (II) in the form of particles, and an aqueous colored particle dispersion for an inkjet recording liquid is characterized. 2. The water-based inkjet recording liquid according to claim 1, wherein the polyester resin (A) is a polyester resin having a terminal structure represented by the following general formula (1), (2) or (3). Colored particle dispersion. [Chemical 1] (In the formula, R ¹ and R ² are the same or different and each is a hydrogen atom, an alkyl group having 4 to 20 carbon atoms, or a carbon atom having 4 to 2 carbon atoms.
Although it represents an alkenyl group of 0, both are not hydrogen atoms. R ³ represents an alkyl group having 4 to 20 carbon atoms or an alkenyl group having 4 to 20 carbon atoms, and R ⁴ represents an alkyl group having 4 to 20 carbon atoms or an alkenyl group having 4 to 20 carbon atoms. Represents a group. ) 3. The amide compound and / or amine compound (C) is selected from the group consisting of fatty acid alkanolamides, polyoxyethylene fatty acid amides, polyoxyethylene alkylamines, and vinyl polymers containing two or more amino groups. The aqueous colored resin particle dispersion for an inkjet recording liquid according to claim 2, which is one or more compounds selected. 4. A polyester resin (A) and a pigment (B)
The ink jet recording according to claim 2, wherein the content of the amide compound and / or the amine compound (C) in the total of 100% by weight of the amide compound and / or the amine compound (C) is 0.5 to 4% by weight. Aqueous colored resin particle dispersion for liquid. 5. A polyester resin (A) containing an alkyl group and / or an alkenyl group and a carboxyl group.
A colored resin (I) containing, as essential components, a pigment (B) and an amide compound and / or an amine compound (C),
Neutralization with a basic compound of a part or all of the carboxyl groups in the polyester resin (A) using a colored resin solution dissolved in an alcohol solvent and / or a glycol ether solvent, A method for producing an aqueous colored particle dispersion for an inkjet recording liquid, which comprises dispersing the colored resin solution in an aqueous medium. 6. A stator provided with a ring-shaped projection having a slit and a rotor provided with a ring-shaped projection having a slit are coaxially provided so as to bite each other at intervals. Using a rotary type continuous dispersion device having a structure,
A colored resin solution and an aqueous medium (II) containing a basic compound are supplied to the central portions of the stator and the rotor of this dispersion device, and the central portion is passed through the slits and the gap while rotating the rotor. 6. The colored resin in which a part or all of the carboxyl groups of the polyester resin (A) is neutralized with a basic compound is dispersed in the aqueous medium (II) in the form of particles by flowing in a direction from the outer periphery to the outer periphery. A method for producing an aqueous colored particle dispersion for an inkjet recording liquid as described above. 7. The water-based inkjet recording liquid according to claim 5, wherein the polyester resin (A) is a polyester resin having a terminal structure represented by the following general formula (1), (2) or (3). Method for producing colored particle dispersion. [Chemical 2] (In the formula, R ¹ and R ² are the same or different and each is a hydrogen atom, an alkyl group having 4 to 20 carbon atoms, or a carbon atom having 4 to 2 carbon atoms.
Although it represents an alkenyl group of 0, both are not hydrogen atoms. R ³ represents an alkyl group having 4 to 20 carbon atoms or an alkenyl group having 4 to 20 carbon atoms, and R ⁴ represents an alkyl group having 4 to 20 carbon atoms or an alkenyl having 4 to 20 carbon atoms. Represents a group. ) 8. The acid value of the polyester resin (A) is from 5 to 5.
The method for producing an aqueous colored particle dispersion for an inkjet recording liquid according to claim 5, wherein the aqueous medium (II) is 100 mgKOH / g, and the aqueous medium (II) is an aqueous medium containing a basic substance. 9. A polyester resin (A) and a pigment (B)
The inkjet recording according to claim 5, wherein the content of the amide compound and / or the amine compound (C) in the total 100% by weight of the amide compound and / or the amine compound (C) is 0.5 to 4% by weight. A method for producing an aqueous colored particle dispersion for liquids. 10. An inkjet recording liquid, comprising the aqueous colored particle dispersion for inkjet recording liquid according to claim 1 as an essential component.