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WO2006061995A1 - Dispersion aqueuse de pigment, encre pour impression par jet d'encre et procede d'impression par jet d'encre et procede d'impression sur textile utilisant celle-ci - Google Patents

Dispersion aqueuse de pigment, encre pour impression par jet d'encre et procede d'impression par jet d'encre et procede d'impression sur textile utilisant celle-ci Download PDF

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Publication number
WO2006061995A1
WO2006061995A1 PCT/JP2005/021561 JP2005021561W WO2006061995A1 WO 2006061995 A1 WO2006061995 A1 WO 2006061995A1 JP 2005021561 W JP2005021561 W JP 2005021561W WO 2006061995 A1 WO2006061995 A1 WO 2006061995A1
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WO
WIPO (PCT)
Prior art keywords
ink
pigment dispersion
styrene
weight
pigment
Prior art date
Application number
PCT/JP2005/021561
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English (en)
Japanese (ja)
Inventor
Shunji Maekawa
Hiroki Tanaka
Original Assignee
Kiwa Chemical Industry Co., Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kiwa Chemical Industry Co., Ltd. filed Critical Kiwa Chemical Industry Co., Ltd.
Publication of WO2006061995A1 publication Critical patent/WO2006061995A1/fr

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/30—Ink jet printing
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C09D11/322—Pigment inks
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C09D11/324—Inkjet printing inks characterised by colouring agents containing carbon black
    • C09D11/326—Inkjet printing inks characterised by colouring agents containing carbon black characterised by the pigment dispersant
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
    • D06P1/5257—(Meth)acrylic acid

Definitions

  • the present invention relates to an aqueous pigment dispersion, an ink jet recording ink using the same, a recording method, and a textile printing method. More specifically, in an inkjet recording method, an aqueous pigment-based ink jet recording ink excellent in prevention of clogging of nozzles of a recording head and ink storage stability, an aqueous pigment dispersion used in the ink, and The present invention relates to a recording method and a printing method using the ink.
  • Aqueous inkjet recording ink generally takes the form of a water-soluble dye solution or a liquid in which a water-insoluble colorant is dispersed in water or an aqueous solution containing a water-soluble organic solvent.
  • ink jet recording ink using a pigment is used.
  • item (1) is particularly important.
  • the on-demand system has a problem in that ejection failure occurs during continuous operation for a long period of time because the ejection of nozzle force ink is temporarily stopped even during continuous operation.
  • Patent Document 1 As a document concerning redispersibility of pigment ink, for example, Patent Document 1 below uses a ternary copolymer having an acid value of 90 to 130 made of acrylic acid, styrene, and ⁇ -methylstyrene as an aqueous resin. A water-based ink is described. However, the ink of Patent Document 1 has insufficient redispersibility because the acid value of the aqueous resin is low.
  • Patent Document 2 discloses that the acid value in the form of a free acid of a styrene-acrylic acid copolymer is 150 mgKOHZg or more and less than 250 mgKO HZg, A water-based ink composition is described in which the ratio of the styrene-acrylic acid copolymer to the insoluble pigment is 5% by weight or more and less than 20% by weight.
  • Patent Document 3 listed below uses an organic polymer compound (A) having a Tg higher than 50 ° C and an acid value of 100 to 300 KOHmgZg and a weight average molecular weight of 2,000-30,000, and a pigment.
  • a specific organic polymer compound (B) is further added after being dispersed in water.
  • the ratio of the styrene / acrylic acid copolymer to the water-insoluble dye is 5% by weight or more and less than 20% by weight, redispersibility is not sufficient in the case of pigment ink.
  • Katsuta In the invention described in Patent Document 3, ammonia and a basic solvent are actually used as the neutralizing agent for the styrene-acrylic acid copolymer.
  • ammonia and a basic solvent are actually used as the neutralizing agent for the styrene-acrylic acid copolymer.
  • the ink using the neutralized polymer dispersant as the pigment dispersant was not sufficiently redispersible.
  • Patent Document 4 shown below contains a pigment, a resin dispersant, and a resin emulsion, and the weight ratio of the pigment to the resin dispersant is 20: 1 to 5: 2.
  • a neutralizing agent for a rosin dispersant organic amines and aqueous ammonia are described, and an ink using a polymer dispersant neutralized with these neutralizing agents as a pigment dispersant is: Redispersibility was not enough.
  • Patent Document 1 JP-A-8-253716
  • Patent Document 2 Japanese Patent Laid-Open No. 2001-294789
  • Patent Document 3 Japanese Patent Laid-Open No. 2003-292838
  • Patent Document 4 JP-A-9-176533
  • the present invention solves the problems of the conventional water-based pigment-based ink jet recording inks as described above, while maintaining the originally required storage stability and performance of high-quality recorded images, etc.
  • ink jet recording with good re-dispersibility which provides stable ejection even during long-time continuous operation with excellent anti-clogging and good dispersion stability, even after the device has been stopped for a long time.
  • An aqueous pigment dispersion suitable for ink, an ink jet recording ink using the pigment dispersion, and a recording method and a printing method using the ink are provided.
  • the present inventors easily redisperse a highly reliable pigment ink composition that is less likely to cause nozzle clogging in an inkjet head when the ink having the same composition is calorie even after the ink has dried.
  • the object can be achieved by selecting a specific polymer dispersant and a specific neutralizer. This is the headline and the present invention.
  • the aqueous pigment dispersion of the present invention contains water, a pigment, and a polymer dispersant, and the content of the polymer dispersant is 30 to 100% by weight with respect to the pigment.
  • the polymer dispersant contains styrene having an acid value of 160 to 300 mg KOHZg and a weight average molecular weight of 8,000 to 20,000. It is a polymer dispersant obtained by neutralizing a (meth) acrylic acid copolymer with an alkali metal hydroxide.
  • the ink for inkjet recording of the present invention is characterized by using the above-described aqueous pigment dispersion for inkjet recording.
  • the ink jet recording method of the present invention is characterized by printing on a paper product using the ink for ink jet recording of the present invention.
  • the ink jet textile printing method of the present invention is characterized by printing on a textile product using the ink for ink jet recording of the present invention.
  • An ink for ink jet recording using the aqueous pigment dispersion of the present invention provides an ink with good redispersibility while maintaining the performance of originally required storage stability, high quality recorded images, and the like. It is excellent in preventing clogging of the nozzles, and has an effect that stable discharge can be obtained by normal cleaning even when the operation of the apparatus is stopped for a long time even during a long continuous operation.
  • the aqueous pigment dispersion of the present invention is useful for the ink, and various additives and water are added as necessary at the time of ink adjustment to adjust the pigment concentration to be suitable for the intended use.
  • the ink is suitable for obtaining ink and has good storage stability until ink adjustment.
  • the redispersibility of the obtained ink is improved, it is excellent in preventing clogging of the nozzle by the obtained ink, and the operation of the apparatus is prolonged even during continuous operation of the ink jet recording plotter for a long time. Even after a pause, the stable cleaning can be obtained by normal cleaning, which is useful.
  • the ink jet recording method and the ink jet printing method using the ink for ink jet recording of the present invention can prevent nozzle clogging while maintaining the performance of a high-quality recorded image or the like. It is excellent, and even during continuous operation for a long time, stable discharge can be obtained by normal cleaning even after the operation of the device is stopped for a long time.
  • the styrene- (meth) acrylic acid copolymer used for the polymer dispersant has an acid value of 200 to 250 mgKOHZg.
  • the styrene (meth) acrylic acid copolymer used for the polymer dispersant has a weight average molecular weight of 10,000 to 18,000. Is preferred.
  • the styrene- (meth) acrylic acid copolymer is preferably a copolymerized resin manufactured by a continuous bulk polymerization method.
  • a silicon-based nonionic surfactant As a surface conditioner, a silicon-based nonionic surfactant, an alcohol alkoxylate-based nonionic surfactant, and an acetylene glycol-based nonionic surfactant are used. And at least one selected from the group consisting of an agent and a fluorine-based nonionic surfactant.
  • the surface conditioner is a polyether-modified polydimethylsiloxane which is a kind of the silicone-based noion surfactant. .
  • the aqueous pigment dispersion of the present invention preferably contains glycerin as a water-soluble organic solvent.
  • the water-based pigment dispersion of the present invention preferably contains polyether-modified polydimethylsiloxane and glycerin, and the content power of the polyether-modified polydimethylsiloxane is preferably the total amount of the aqueous pigment dispersion.
  • the content of glycerin is preferably 10 to 30% by weight relative to the total amount of the aqueous pigment dispersion.
  • the content of the styrene mono (meth) acrylic acid copolymer is 1 to 6% by weight with respect to the total amount of the ink.
  • the styrene (meth) acrylic acid copolymer is obtained by neutralizing the copolymer with an alkali metal hydroxide.
  • the content of the styrene (meth) acrylic acid copolymer is a content when converted to a state before neutralization with an alkali metal hydroxide.
  • the content of styrene (meth) acrylic acid copolymer and the content of polymer dispersant mean this.
  • the content of the polymer dispersant is 30 to: LOO weight relative to the pigment which is a ratio in the aqueous pigment dispersion of the present invention. % Or more than the above ratio when adjusting the ink by adding a polymer dispersant.
  • the content of the styrene (meth) acrylic acid copolymer is in the range of 1 to 6% by weight with respect to the total amount of the ink. I like it.
  • the ink for ink jet recording of the present invention is an ink for ink jet recording in which the ink for ink jet recording contains glycerin. It is preferably 50% by weight.
  • the ink for ink jet recording of the present invention is an ink for ink jet recording in which the ink for ink jet recording contains a surface conditioner, and the content of the surface conditioner is based on the total amount of the ink. Preferable to be 0.05 to 2% by weight.
  • the surface conditioner is a polyether-modified polydimethylsiloxane.
  • the ink for inkjet recording of the present invention preferably further contains a resin emulsion.
  • the present invention is described in further detail below.
  • the polymer dispersant used in the present invention is for dispersing a pigment in an aqueous medium.
  • the styrene (meth) acrylic acid copolymer having an acid value of 160 to 300 mgKOHZg and a weight average molecular weight of 8,000 to 20,000 is used. It is a polymer dispersant obtained by neutralizing a polymer with an alkali metal hydroxide.
  • (meth) acrylic acid means "! acrylic acid "... and Z or” ... "methacrylic acid” ... To do.
  • styrene (meth) acrylic acid copolymer examples include styrene acrylic acid copolymer, styrene acrylic acid acrylic ester copolymer, styrene-methacrylic acid copolymer, styrene-methacrylic acid acrylic ester.
  • examples include copolymers, styrene ⁇ -methylstyrene acrylic acid copolymers, and styrene ⁇ -methylstyrene-methacrylic acid copolymers.
  • the styrene- (meth) acrylic acid-based copolymer used in the present invention has an acid value of 160 to 300 mgKOHZg, preferably 200 to 250 mgKOH / g.
  • the acid value is less than 160, the solubility of the resin in water tends to deteriorate even when neutralized with an alkali metal hydroxide.
  • the acid value exceeds 300, the affinity with an aqueous medium increases. , Printing The water resistance of later printing tends to be poor.
  • the acid value of the styrene (meth) acrylic acid-based copolymer rosin represents the number of mg of KOH required to neutralize the coconut lg, and is measured according to JIS-K3054.
  • the styrene (meth) acrylic acid copolymer has a weight average molecular weight of 8000 to 20000, preferably 10,000 to 18,000. When the molecular weight force is less than 8000 / J, the redispersibility decreases, and when it exceeds 20000, the ability to disperse the pigment decreases, which is not preferable.
  • the weight average molecular weight of the styrene (meth) acrylic acid copolymer is measured by a GPC (gel permeation chromatograph) method.
  • the styrene (meth) acrylic acid copolymer is preferably a copolymerized resin manufactured by a continuous bulk polymerization method.
  • Manufacture by a continuous bulk polymerization method provides a coagulant with an accurate and constant composition ratio of the copolymer, so it is possible to suppress the production of water-insoluble coagulant containing a large amount of monomer components without acid groups. Is preferable because it is stable.
  • neutralization is performed using a neutralizing agent.
  • the pH during neutralization is preferably adjusted to 8.5 to 10 and more preferably 8.5 to 9.0 from the viewpoint of solubility of the styrene (meth) acrylic acid copolymer.
  • an alkali metal hydroxide is used as the neutralizing agent.
  • the alkali metal hydroxide lithium hydroxide, sodium hydroxide and potassium hydroxide are preferable.
  • alkali metal hydroxide By using alkali metal hydroxide as a neutralizing agent, the redispersibility of the ink can be improved.
  • an organic base such as amines or ammonia is used as the alkali source, it becomes impossible to obtain an ink having excellent ink redispersibility, continuous ejection stability, and ejection properties after standing for a long time.
  • the styrene (meth) acrylic acid copolymer is obtained by neutralizing a solid resin with an alkali metal hydroxide in advance from the viewpoint of workability at the time of pigment dispersion and ink concentration adjustment. It is preferable to use after preparing a 20 to 30% by weight aqueous solution of rosin.
  • the amount of the styrene (meth) acrylic acid copolymer used in the production of the aqueous pigment dispersion is preferably 30 to LOO parts by weight with respect to 100 parts by weight of the pigment. More preferably, it is 30-80 weight part, More preferably, it is 30-60 weight part. When the amount is 30 parts by weight or more, the pigment can be sufficiently dispersed, and when the amount is 100 parts by weight or less, an increase in viscosity at the time of pigment dispersion can be prevented.
  • the amount used here is the same as defined by the content of the styrene (meth) acrylic acid copolymer, and the styrene (meth) acrylic acid copolymer is an alkali metal hydroxide as described above.
  • the above-mentioned copolymer obtained by neutralization with an ionic compound is used.
  • the amount of the styrene (meth) acrylic acid copolymer used above is the same as that before neutralization with an alkali metal hydroxide. This is the amount used when converted.
  • the pigment used in the present invention is not particularly limited, and examples thereof include carbon black and organic pigments.
  • Examples of carbon black include furnace black and channel black. These carbon blacks can be used alone or in combination with multiple types of carbon black.
  • organic pigments examples include soluble azo pigments, insoluble azo pigments, insoluble bisazo pigments, condensed azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, dioxazine pigments, perylene pigments, perinone pigments. Thioindigo pigments, anthraquinone pigments and quinophthalone pigments.
  • One kind of these organic pigments may be used, or a plurality of kinds of organic pigments may be used in combination.
  • the amount of the pigment used is preferably 5 to 30% by weight based on the total weight of the aqueous pigment dispersion. More preferably, it is 10 to 25% by weight.
  • a surface conditioner during the production of the aqueous pigment dispersion.
  • the surface conditioner include silicon-based nonionic surfactants, alcohol alkoxylate-based nonionic surfactants, acetylene glycol-based nonionic surfactants, and fluorine-based nonionic surfactants.
  • Polyether-modified polydimethylsiloxane which is a surfactant is preferred.
  • the amount of the surface conditioner used is preferably 0.5 to 3% by weight based on the total weight of the aqueous pigment dispersion. More preferably, it is 1.0 to 2.5% by weight. It is preferable to add the surface conditioner in this range during the production of the pigment dispersion because the wettability of the pigment is improved and the dispersion can be performed more smoothly.
  • a water-soluble organic solvent when producing the aqueous pigment dispersion.
  • glycerin diethylene glycol, triethylene glycol, polyethylene glycol 200, polyethylene glycol 300, polyethylene glycol 400, propylene glycol and the like are preferable.
  • the amount of the water-soluble organic solvent used in the production of the aqueous pigment dispersion prevents the surface of the dispersion from drying during the production of the pigment dispersion, and improves the storage stability of the pigment dispersion until it is converted into an ink.
  • the content is preferably 10 to 30% by weight based on the total weight of the aqueous pigment dispersion. More preferably, it is 15 to 25% by weight.
  • the aqueous pigment dispersion of the present invention is suitable for adjusting the pigment concentration suitable for the intended use by adding various additives and water at the time of ink adjustment, and also has good storage stability until ink adjustment. It is.
  • the redispersibility of the obtained ink is improved, it is excellent in preventing nozzle clogging by the obtained ink, and the operation of the apparatus is prolonged even during continuous operation of an ink jet recording plotter for a long time. Even after a period of time pause, stable ejection can be obtained by a predetermined normal cleaning designated by the ink jet recording plotter, which is useful.
  • the ink for inkjet recording of the present invention is prepared using the aqueous pigment dispersion.
  • the content of the styrene (meth) acrylic acid copolymer is 0.5 with respect to the total weight of the ink for the purpose of maintaining good dispersibility and storage stability of the pigment.
  • ⁇ 8 wt% is preferred. More preferably 1 to 6% by weight, Particularly preferred is 2 to 4% by weight.
  • the content of the pigment of the present invention is generally preferably 0.5 to 8% by weight based on the total weight of the ink, since dispersion stability is maintained and a necessary printing density is obtained. More preferably, it is 0.5 to 6% by weight.
  • examples of the water-soluble organic solvent used include ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, and butylene glycol.
  • Polyhydric alcohols such as hexylene glycol, thiodiglycol, glycerin, ethylene glycol monomethyl ether, ethylene glycol monoethyl etherenole, ethylene glycol monobutino enoate, diethylene glycol monomethyl ether, diethylene glycol mono Glycolols such as ethyl ether, diethyleneglycolone monobutinoleethenole, propyleneglycololemonomethinoleethenore Over Te le include methanol, ethanol, n - propyl alcohol, and isopropyl alcohol.
  • glycerin diethylene glycol, triethylene glycol, polyethylene glycol 200, polyethylene glycol 300, polyethylene glycol 400, and propylene glycol are preferable.
  • glycerin is preferred as a humectant.
  • the content of these water-soluble organic solvents is preferably 5 to 50% by weight with respect to the total weight of the ink from the viewpoint of adjusting the viscosity of the ink and preventing clogging due to the moisturizing effect. More preferably, it is 10 to 45% by weight, and particularly preferably 15 to 40% by weight.
  • a penetrating agent is further used in order to increase the permeability to the printing material. It is preferable to do this.
  • penetrants used in the ink of the present invention include nonionic surfactants such as acetylene glycol, acetylene alcohol, silicon, and polyoxyethylene alkyl ether, sodium alkyl sulfate, and sodium alkylbenzene sulfonate.
  • Surfactants such as sodium oleate and sodium dioctylsulfosuccinate, alkylene glycol monoalkyl ether, alkyle Water-soluble organic solvents such as ethylene glycol and monohydric alcohols are preferred.
  • the amount of the penetrating agent added is in the range of 0.05 to 2% by weight, preferably 0.1 to 1% by weight, based on the total weight of the ink. If it is less than 0.05% by weight, the effect is reduced, and if it exceeds 2% by weight, the effect is hardly improved. By adding these within this range, the dryness of the printed matter is improved, and even if continuous printing is performed, the previous printed portion is not transferred to the back side of the next print medium, and thus is particularly suitable for the inkjet printing method. High-speed printing is possible.
  • a resin emulsion is further added in order to increase the scratch resistance of the substrate. It is preferable to contain.
  • the ink for inkjet recording of the present invention can fix the pigment more strongly to various textiles by using a resin emulsion as a binder, particularly when dyeing various textiles by the inkjet printing method.
  • a resin emulsion as a binder
  • Various fastnesses such as abrasion resistance and washing resistance are improved, which is preferable.
  • the content of the resin emulsion is in the range of 0.5 to 20% by weight, preferably 1 to 15% by weight, based on the total weight of the ink. When the content of the resin emulsion is 0.5% by weight or more, the intended fastness can be obtained, and by setting it to 20% by weight or less, the viscosity of the ink can be prevented from being too high. No adverse effect.
  • the resin component of such a resin emulsion is an acrylic resin, a styrene one-aryl resin, a vinyl acetate resin, a styrene butadiene resin, or a salt vinyl resin. Butadiene-based resin, styrene-based resin, and the like.
  • rosin emulsions include, for example, trade names "John Crill 537”, “Jon Crill 775", “John Crill 7610”, etc., made of styrene-acrylic resin manufactured by Johnson Polymer Co., Ltd.
  • the ink for inkjet recording of the present invention uses a compound represented by the following chemical formula (I) (wherein R represents an alkyl group having 25 to 50 carbon atoms, and n represents 10 to LOO). can do.
  • R is preferably an alkyl group having 30 to 50 carbon atoms, and particularly preferably an alkyl group having 30 to 35 carbon atoms.
  • n is preferably 20 to: LOO, particularly preferably 30 to: LOO.
  • the alkyl group may be linear or branched, but the linear alkyl group is preferable.
  • the HLB of this compound is 10 or more, preferably 14-18, from the viewpoint of solubility in water.
  • the content of the compound of formula (I) is preferably 0.1 to 1.5% by weight, more preferably 0.1 to 1.0% by weight, based on the total amount of the ink.
  • the use in the range of 0.1 to 1.5% by weight is preferable because the added amount is too large and the viscosity of the ink becomes too high, and the effect of improving the redispersibility is exhibited.
  • additives may be added to the ink of the present invention as needed within a range not impeding the achievement of the object of the present invention.
  • surface modifiers hydrotropes, PH modifiers, viscosity modifiers, preservatives, fungicides, light stabilizers, chelating agents, antifoaming agents and the like.
  • a silicon-based nonionic surfactant an alcohol alkoxylate-based nonionic surfactant, an acetylene glycol-based nonionic surfactant, a fluorine-based nonionic surfactant
  • polyether-modified polydimethylsiloxane which is a silicone-based nonionic surfactant.
  • the premixing liquid is finely dispersed in a wet medium mill such as a sand mill to obtain an aqueous pigment dispersion.
  • aqueous pigment dispersion water, if necessary, a resin emulsion, a penetrant, a water-soluble organic solvent, the compound of the above chemical formula (I), and the like are added to adjust the concentration, and then the filter paper. Use it as an ink for ink jet recording after being filtered by etc.
  • the high molecular dispersant obtained from the styrene (meth) acrylic acid copolymer may be further added during the concentration adjustment in order to improve the redispersibility of the pigment.
  • the average particle size of the pigment obtained by the above method is preferably 200 nm or less, more preferably 50 to 150 nm.
  • the power exemplified for the pigment, the styrene (meth) acrylic acid copolymer, the neutralizer, the water-soluble organic solvent, the resin emulsion, the penetrant, and other components is limited to this example. It is not a thing.
  • part represents “weight part” unless otherwise specified
  • % represents “weight%” unless otherwise specified.
  • Pigment Dispersion 1 25 parts of Pigment Dispersion 1 and 16 parts of “Jonkrill 537” (made by Johnson Polymer Co., Ltd., styrene-acrylic resin, acid value 40, 46% solids of resin) as penetrant.
  • “BYK—DYNWET800” produced by Big Chemi ⁇ Japan Co., Ltd., alcohol alkoxylate surfactant
  • 0.5 parts 15 parts glycerin as water-soluble organic solvent, polyether-modified polydimethylsiloxane as surface conditioner
  • BY K-348 manufactured by Big Chemie Japan Co., Ltd.
  • An ink was prepared by adjusting the pigment concentration to 0.35% by adding 0.3 parts of water, 100 parts of the total amount of water.
  • yellow pigment (C. I. Pigment Yellow 74)
  • a pigment dispersion 2 was obtained by dispersing in the same manner as in Example 1 except that 15 parts were used.
  • the average particle size of the pigment was 93 nm.
  • Example 3 instead of the pigment dispersion 1 of Example 1, 20 parts of the pigment dispersion 2 in a water-soluble organic solution Except for using 17.5 parts of glycerin and 13 parts of “Jonkrill 775” (Johnson Polymer Co., Ltd., styrene acrylic resin, acid value 55, 45% solids). An ink with a pigment concentration adjusted to 3.0% was prepared in the same manner as in Example 1.
  • Example 3
  • a magenta pigment (C. I. Pigment Red 122) 1
  • a pigment dispersion 3 was obtained by dispersing in the same manner as in Example 1 except that 5 parts were used.
  • the average particle size of the pigment was 86 nm.
  • Example 1 instead of the pigment dispersion 1 of Example 1, 20 parts of the pigment dispersion 3, 17.5 parts of glycerin as a water-soluble organic solvent, and “Joncrill 775” (manufactured by John Son Polymer Co., Ltd.) Ink was prepared by adjusting the pigment concentration to 3.0% in the same manner as in Example 1, except that 13 parts of styrene-acrylic resin, acid value 55, and 45% solid content of resin were used.
  • a 25% aqueous solution of coconut resin C was obtained.
  • pigment dispersion 5 was obtained by dispersing in the same manner as in Example 1 except that 25% aqueous solution of rosin C was used instead of aqueous solution of rosin A in Example 1.
  • the average particle size of the pigment was 80 nm.
  • An ink having a pigment concentration adjusted to 3.75% was prepared in the same manner as in Example 1 except that 25 parts of the pigment dispersion 5 was used in place of the pigment dispersion 1 of Example 1.
  • a 25% aqueous solution of rosin oil D was obtained.
  • a pigment dispersion 6 was obtained by dispersing in the same manner as in Example 1 except that the above 25% aqueous solution of resin A was used in place of the aqueous solution of resin A in Example 1.
  • the average particle size of the pigment was 80 nm.
  • An ink having a pigment concentration adjusted to 3.75% was prepared in the same manner as in Example 1 except that 25 parts of Pigment Dispersion 6 was used instead of Pigment Dispersion 1 of Example 1.
  • pigment dispersion 7 was obtained by dispersing in the same manner as in Example 1 except that 25% aqueous solution of rosin E was used in place of aqueous solution of rosin A in Example 1.
  • the average particle size of the pigment is 80nm.
  • Example 1 Similar to Example 1 except that monoethanolamine (undiluted) is used as the neutralizing agent. A 25% aqueous solution F of a styrene- (meth) acrylic acid copolymer neutralized product having a pH adjusted to 8.7 was obtained. Next, a pigment dispersion 8 was obtained by dispersing in the same manner as in Example 1 except that the 25% aqueous solution of resin F was used in place of the aqueous solution of resin A in Example 1. The average particle size of the pigment is 80 nm.
  • Example 2 25% of a neutralized styrene- (meth) acrylic acid copolymer having a pH adjusted to 8.7, as in Example 1, except that diethanolamine (not diluted) was used as a neutralizing agent.
  • Aqueous fat solution G was obtained.
  • pigment dispersion 9 was obtained by dispersing in the same manner as in Example 1 except that 25% aqueous solution of rosin G was used in place of aqueous solution of rosin A in Example 1.
  • the average particle size of the pigment was 80 ⁇ m.
  • Example 2 25% of the neutralized styrene- (meth) acrylic acid copolymer having a pH adjusted to 8.7, as in Example 1, except that triethanolamine (not diluted) was used as a neutralizing agent.
  • a water-absorbent solution H was obtained.
  • pigment dispersion 10 was obtained by dispersing in the same manner as in Example 1 except that 25% aqueous solution of rosin H was used instead of aqueous solution of rosin A in Example 1.
  • the average particle size of the pigment was 8 Onm.
  • a neutralized styrene- (meth) acrylic acid copolymer having a pH adjusted to 8.7 was prepared in the same manner as in Example 1 except that jetylethanolamine (not diluted) was used as a neutralizing agent.
  • a 25% aqueous resin solution I was obtained.
  • a pigment dispersion 11 was obtained by dispersing in the same manner as in Example 1, except that 25% aqueous solution of resin I was used instead of the aqueous solution of resin A in Example 1.
  • the average particle size of the pigment was 80 nm.
  • a pigment dispersion 12 was obtained by dispersing in the same manner as in Example 1, except that the 25% aqueous solution of rosin A used in Example 1 was changed to 12 parts.
  • the average particle size of the pigment was 80 nm.
  • a black ink having a pigment concentration adjusted to 3.75% was prepared in the same manner as in Example 1 except that 25 parts of Pigment Dispersions 7 to 13 were used in place of Pigment Dispersion 1 of Example 1.
  • Table 1 shows the types of styrene (meth) acrylic acid-based resins and alkali neutralizers used as dispersants in Examples 1 to 6 and Comparative Examples 7 to 13 described above.
  • Table 2 shows the ratio of components other than water for the ink yarns of Inks 1 to 6 in the above Examples and Inks 7 to 13 in Comparative Examples.
  • Y-74 is yellow pigment (CI Pigment Yellow 74)
  • R-122 is red pigment (CI Pigment Red 122).
  • B_15 3 is blue pigment (I. Pigment Blue 15: 3).
  • the neutralizing agents for styrene (meth) acrylic acid copolymers are as described in [Table 1].
  • Evaluation criteria ( ⁇ ) Redispersed promptly without agglomeration. ( ⁇ ) Some thin film aggregates are observed, but do not adhere to the glass surface. (X) A considerable amount of agglomerate is observed, and the dried ink remains on the glass surface.
  • JV2-130 piezo method manufactured by Mimaki Engineering Co., Ltd. as a commercially available large-format inkjet plotter, dot missing, etc. under the conditions of print resolution 720 X 720dpi, single color 'filled printing, print width 1200mm O Continuous printing was performed until printing failure was detected o
  • Evaluation criteria ( ⁇ ) No clogging for 5 hours or more. ( ⁇ ) Clogging occurred in 30 minutes to 1 hour. ( ⁇ )
  • the aqueous pigment dispersion of the present invention is useful in the production of inks for ink jet recording, and various additives and water are added as necessary at the time of ink adjustment to obtain a pigment concentration suitable for the intended use.
  • the redispersibility of the obtained ink is improved, it is excellent in preventing clogging of the nozzle by the obtained ink, and the operation of the apparatus is stopped for a long time even during continuous operation of a long-time inkjet recording plotter.
  • a pigment ink for ink-jet recording can be obtained, which can be stably discharged even after normal cleaning.
  • An ink for ink jet recording using the aqueous pigment dispersion of the present invention provides an ink having good redispersibility while maintaining the performance of originally required storage stability, high quality recorded images, and the like. Excellent nozzle clogging prevention, and is useful as a pigment ink for ink jet recording because stable discharge can be obtained by normal cleaning even during long periods of continuous operation even after the operation of the device has been stopped for a long time. .
  • ink jet recording method and the ink jet textile printing method using the ink for ink jet recording of the present invention while maintaining the performance of a high-quality recorded image and the like, it is excellent in preventing clogging of the nozzle, and for a long time. Even during continuous operation of the apparatus, stable ink jet recording and ink jet printing can be performed by ordinary cleaning even after the operation of the apparatus is stopped for a long time, and can be effectively used for ink jet recording and ink jet printing.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Coloring (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)
  • Ink Jet (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)

Abstract

Cette invention concerne une dispersion aqueuse de pigment, laquelle comprend de l'eau, un pigment et 30 à 100 % en poids, sur la base du pigment, d'un dispersant polymérique produit par neutralisation d'un copolymère styrène-acide (méth)acrylique ayant un indice d'acidité de 160 à 300 mg de KOH/g et un poids moléculaire moyen en poids de 8 000 à 20 000 avec un hydroxyde de métal alcalin, et une encre pour impression par jet d'encre utilisant la dispersion aqueuse de pigment. La présente invention concerne également une encre à pigment, laquelle, tout en conservant des propriétés telles que la stabilité au stockage et des images imprimées de grande qualité, possède d'excellentes propriétés de prévention du bouchage des buses, une bonne stabilité de la dispersion et possède une bonne aptitude à être redispersée, c'est-à-dire qu'elle peut être éjectée de façon stable même après un fonctionnement en continu sur une longue durée et même après un arrêt de longue durée, de même qu'elle concerne une dispersion aqueuse de pigment de départ et un procédé d'impression par jet d'encre ou d'impression sur textile utilisant l'encre.
PCT/JP2005/021561 2004-12-09 2005-11-24 Dispersion aqueuse de pigment, encre pour impression par jet d'encre et procede d'impression par jet d'encre et procede d'impression sur textile utilisant celle-ci WO2006061995A1 (fr)

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JP2004-357012 2004-12-09

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EP2272926A1 (fr) * 2009-07-10 2011-01-12 J.S. Staedtler GmbH & Co KG Encre et sa utilization
US9340695B2 (en) 2013-02-21 2016-05-17 Kiwa Chemical Industry Co., Ltd. Ink for inkjet textile printing and dyeing method
WO2016117639A1 (fr) * 2015-01-23 2016-07-28 Dic株式会社 Agent d'impression, article en tissu, et procédé de fabrication d'un agent d'impression
CN106220799A (zh) * 2016-08-26 2016-12-14 上海优创化学品有限公司 一种新型改性聚醚类分散剂及其制备方法
WO2019078854A1 (fr) 2017-10-18 2019-04-25 Hewlett-Packard Development Company, L.P. Impression sur un textile
CN113047066A (zh) * 2021-03-18 2021-06-29 常州喜莱维纺织科技有限公司 一种喷墨印花织物及其制备方法

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CN101410469B (zh) * 2006-06-30 2012-05-30 Dic株式会社 水性颜料分散液和喷墨记录用油墨以及水性颜料分散液的制造方法
JP2010031402A (ja) * 2008-07-25 2010-02-12 Konica Minolta Ij Technologies Inc インクジェット捺染方法
JP2010031414A (ja) * 2008-07-26 2010-02-12 Konica Minolta Ij Technologies Inc インクジェット捺染方法
JP5467744B2 (ja) * 2008-09-02 2014-04-09 富士フイルム株式会社 インクジェット記録用インクセットおよび画像記録方法
JP5755423B2 (ja) * 2009-09-15 2015-07-29 三洋化成工業株式会社 分散液の製造方法
KR101150808B1 (ko) 2009-11-24 2012-06-13 주식회사 디아이앤씨 스크린 인쇄용 잉크 조성물 및 이를 이용한 패턴 형성방법
JP5689251B2 (ja) * 2010-05-28 2015-03-25 三洋化成工業株式会社 インク組成物の製造方法
JP2012036340A (ja) 2010-08-10 2012-02-23 Ricoh Co Ltd インクジェット記録用インク、インクジェット記録方法、インクカートリッジ
JP5636953B2 (ja) * 2010-12-24 2014-12-10 セイコーエプソン株式会社 顔料インク、インクジェット記録装置、及びインクジェット記録方法
KR101620778B1 (ko) 2013-02-21 2016-05-12 기와 가가쿠 고교 가부시키가이샤 잉크젯용 승화성 염료 잉크 및 염색 방법
JP6735063B2 (ja) * 2015-01-21 2020-08-05 セイコーエプソン株式会社 インクセット及び記録装置
JP6500457B2 (ja) * 2015-01-29 2019-04-17 コニカミノルタ株式会社 インクジェットインク及びインクジェット記録方法
WO2017073068A1 (fr) * 2015-10-30 2017-05-04 日本化薬株式会社 Composition d'émulsion d'encre et encre aqueuse
JP6809390B2 (ja) * 2017-06-15 2021-01-06 京セラドキュメントソリューションズ株式会社 転写捺染用インクおよび転写捺染方法

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JP2004083786A (ja) * 2002-08-28 2004-03-18 Dainippon Ink & Chem Inc 水性顔料分散体の製造方法
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JP2004149764A (ja) * 2002-07-31 2004-05-27 Degussa Ag 水性のコロイド状の耐凍性及び貯蔵安定性のガスブラック懸濁液、その製造方法、その使用及び該懸濁液を含有するインキ
JP2004083786A (ja) * 2002-08-28 2004-03-18 Dainippon Ink & Chem Inc 水性顔料分散体の製造方法

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2272926A1 (fr) * 2009-07-10 2011-01-12 J.S. Staedtler GmbH & Co KG Encre et sa utilization
US9340695B2 (en) 2013-02-21 2016-05-17 Kiwa Chemical Industry Co., Ltd. Ink for inkjet textile printing and dyeing method
WO2016117639A1 (fr) * 2015-01-23 2016-07-28 Dic株式会社 Agent d'impression, article en tissu, et procédé de fabrication d'un agent d'impression
JP6048781B1 (ja) * 2015-01-23 2016-12-21 Dic株式会社 捺染剤、布帛物及び捺染剤の製造方法
US10047479B2 (en) 2015-01-23 2018-08-14 Dic Corporation Printing agent, printed fabric, and method for producing printing agent
CN106220799A (zh) * 2016-08-26 2016-12-14 上海优创化学品有限公司 一种新型改性聚醚类分散剂及其制备方法
WO2019078854A1 (fr) 2017-10-18 2019-04-25 Hewlett-Packard Development Company, L.P. Impression sur un textile
EP3622111A4 (fr) * 2017-10-18 2020-06-03 Hewlett-Packard Development Company, L.P. Impression sur un textile
US10907060B2 (en) 2017-10-18 2021-02-02 Hewlett-Packard Development Company, L.P. Printing on a textile
CN113047066A (zh) * 2021-03-18 2021-06-29 常州喜莱维纺织科技有限公司 一种喷墨印花织物及其制备方法

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