WO2014136549A1 - Composition d'encre pour impression par jet d'encre, procédé de formation d'image et matière imprimée - Google Patents

Composition d'encre pour impression par jet d'encre, procédé de formation d'image et matière imprimée Download PDF

Info

Publication number
WO2014136549A1
WO2014136549A1 PCT/JP2014/053411 JP2014053411W WO2014136549A1 WO 2014136549 A1 WO2014136549 A1 WO 2014136549A1 JP 2014053411 W JP2014053411 W JP 2014053411W WO 2014136549 A1 WO2014136549 A1 WO 2014136549A1
Authority
WO
WIPO (PCT)
Prior art keywords
ink composition
polyurethane
ink
group
pigment
Prior art date
Application number
PCT/JP2014/053411
Other languages
English (en)
Japanese (ja)
Inventor
和公 横井
Original Assignee
富士フイルム株式会社
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 富士フイルム株式会社 filed Critical 富士フイルム株式会社
Publication of WO2014136549A1 publication Critical patent/WO2014136549A1/fr

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D11/00Inks
    • C09D11/02Printing inks
    • C09D11/10Printing inks based on artificial resins
    • C09D11/101Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks

Definitions

  • the present invention relates to an ink composition for ink jet recording, an image forming method using the same, and a printed matter obtained by the image forming method.
  • an image recording method for forming an image on a recording medium such as paper based on an image data signal
  • an electrophotographic method there are an electrophotographic method, a sublimation type, a melt type thermal transfer method, an ink jet method and the like.
  • the ink jet method can be implemented with an inexpensive apparatus, and the ink can be used efficiently and the running cost can be achieved because the image is directly formed on the recording medium by ejecting the ink only to the required image portion. Is cheap. Furthermore, there is little noise and it is excellent as an image recording method.
  • the inkjet method printing is possible not only on plain paper but also on non-water-absorbing recording media such as plastic sheets and metal plates, but speeding up and high image quality when printing are important issues.
  • the time required for drying and curing of the droplets after printing has a property that greatly affects the productivity of the printed matter and the sharpness of the printed image.
  • there is a recording method using an ink for ink jet recording that can be cured by irradiation of radiation. According to this method, the productivity of printing can be improved and a sharp image can be formed by irradiating the ink immediately after ink ejection or after a certain time and curing the ink droplets.
  • Patent Document 1 includes a partial structure selected from a fluorine-substituted hydrocarbon group, a siloxane skeleton, and a long-chain alkyl group and a radical polymerizable group in the side chain.
  • An ink composition having improved curability, ejection stability, and blocking resistance by including a polymer and a specific sensitizing dye is disclosed.
  • Patent Document 2 describes an ink composition containing a polymer having a surface-orienting partial structure and silica particles having a polymerizable group, and is said to be excellent in flexibility of the formed image, It is disclosed that polymers can have polymerizable groups.
  • the present invention has been made in view of the above, and an ink composition for ink jet recording capable of achieving both an anti-blocking property of a formed image and a storage stability of an ink composition in an appropriate range, and the ink composition are used. It is an object to provide an image forming method and a printed matter.
  • ⁇ 6> (A) The ink composition for ink jet recording according to any one of ⁇ 1> to ⁇ 5>, wherein the polymerizable group of the polyurethane at the chain end is at least one selected from an acryloyl group and an acrylamide group. It is a thing.
  • ⁇ 7> (A) The content ratio of the polymerizable group that the polyurethane has at the end of the main chain and the polymerizable group that the side chain has at the side chain is 1:10 to 1: 100 in a molar ratio ⁇ 1> to ⁇ 6>
  • ⁇ 8> A step of applying the ink composition for inkjet recording according to any one of ⁇ 1> to ⁇ 7> onto a recording medium by an inkjet method, and an active energy ray to the applied ink composition for inkjet recording Irradiation and curing to form an ink image.
  • ⁇ 9> A printed matter formed using the ink composition for ink jet recording according to any one of ⁇ 1> to ⁇ 7>.
  • ⁇ 10> A printed matter obtained by the image forming method according to ⁇ 8>.
  • ink composition for ink jet recording according to any one of the above items ⁇ 1> to ⁇ 7> of the present invention are listed.
  • ⁇ a> Furthermore, an ink composition for ink jet recording containing a polymerization inhibitor.
  • ⁇ B> Furthermore, an ink composition for ink jet recording containing a colorant.
  • ⁇ C> (B) The ink composition for inkjet recording in which the polymerizable compound having a structure different from that of the (A) polyurethane includes a monofunctional polymerizable compound.
  • an ink composition for ink-jet recording capable of achieving both blocking resistance of the formed image and storage stability of the ink composition in an appropriate range, and image formation using the ink composition Methods and prints can be provided.
  • the ink composition of the present invention comprises (A) a polyurethane containing a polydimethylsiloxane structure in the molecule and having at least one polymerizable group at each of the main chain terminal and the side chain, and (B) the (A) polyurethane.
  • the essential components constituting the ink composition of the present invention will be described.
  • acrylate and / or “methacrylate it refers to “(meth) acrylate” and “acryl” and / or “methacryl”. May be described respectively.
  • when “ ⁇ ” is used, it represents a numerical range including numerical values before and after that as a lower limit value and an upper limit value.
  • the ink composition of the present invention (A) is a polyurethane having a polydimethylsiloxane structure in the molecule and having at least one polymerizable group at each of the main chain terminal and the side chain (hereinafter referred to as “(A) polyurethane” as appropriate).
  • (A) polyurethane the polydimethylsiloxane structure of the polyurethane, or (A) the preferred main chain structure and side chain structure of the polyurethane will be sequentially described.
  • the polyurethane preferably has a structure represented by the following general formula (I).
  • Z 1 and Z 2 each independently represent a hydrogen atom or a monovalent substituent having at least one radical polymerizable group, and at least one of Z 1 and Z 2 is a radical It is a monovalent substituent having a polymerizable group.
  • L 1 and L 2 each independently represent a divalent linking group.
  • L 3 represents an n + 1 valent linking group
  • L 4 represents an m + 1 valent linking group
  • n and m each independently represents an integer of 1 to 3.
  • L 3 and L 4 may be the same as or different from each other.
  • PU represents a polyurethane containing a polydimethylsiloxane structure. As the polyurethane, a polyurethane containing one or more partial structures represented by the following general formula (II) and general formula (III) is preferable.
  • Wr represents a divalent or trivalent linking group obtained from an isocyanate structure
  • Yq represents a divalent or trivalent linking group obtained from a polyhydric alcohol
  • at least one of Wr and Yq represents a trivalent Represents a linking group.
  • X 1 and X 2 each independently represent a hydrogen atom or a monovalent substituent containing a radical polymerizable group.
  • L 5 and L 6 each independently represents a single bond or a divalent linking group.
  • the partial structure represented by the general formula (II) or the general formula (III) is a partial structure derived from a diol or diisocyanate that does not have a radical polymerizable group (X 1 or X 2 )
  • the partial structure is represented by Wr or Yq.
  • the linking group is a divalent linking group, L 5 or L 6 bonded to the divalent linking group is a single bond, and X 1 and X are linked to a single bond as L 5 or L 6. 2 is a hydrogen atom.
  • the polyurethane (A) according to the present invention has a polymerizable group at the main chain terminal, that is, at least one of Z 1 and Z 2 in the general formula (I), and the side chain, that is, the general formula (II).
  • at least one of X 1 and X 2 in the general formula (III) has a polymerizable group.
  • the polymerizable groups contained in Z 1 and Z 2 and X 1 and X 2 may be the same or different from each other, but from the viewpoint of a good balance between curability and storage stability. It is preferable to have different polymerizable groups.
  • the polymerizable group contained in Z 1 and Z 2 is preferably a methacryloyl group, an acryloyl group, an acrylamide group, a styryl group, or the like.
  • the polymerizable group contained in X 1 and X 2 a vinyl ether group, a styryl group, a methacryloyl group is preferable, from the viewpoint of storage stability and polymerization sensitivity, a methacryloyl group is preferable.
  • a polymerizable group in Z 1, Z 2 a preferred combination of the polymerizable group in X 1, X 2, Z 1, polymerizable group in Z 2 is polymerizable in X 1, X 2
  • a combination that is a polymerizable group having a higher reactivity than the group is preferable.
  • Z 1 and Z 2 are acrylamide groups
  • X 1 and X 2 are an acryloyl group, a methacryloyl group, A vinyl ether group or the like is preferable.
  • Z 1 and Z 2 are acryloyl groups
  • X 1 and X 2 are preferably a methacryloyl group, a vinyl ether group, or the like.
  • the polyurethane (A) comprises a repeating unit derived from the diisocyanate represented by the general formula (II) and a repeating unit derived from the diol represented by the general formula (III). It may also be configured to include two or more of these. Moreover, even when it has a polymerizable group in the side chain, it may contain a repeating unit having a different polymerizable group.
  • the content of the radical polymerizable group in the polyurethane (A) according to the present invention is preferably 0.3 mmol / g or more, more preferably 0.5 mmol / g or more, and 1 mmol / g or more. Is more preferable. Moreover, it is preferable that it is 6 mmol / g or less, and it is more preferable that it is 3 mmol / g or less.
  • (A) Content of the radically polymerizable group contained in polyurethane can be measured by NMR measurement.
  • the reaction is sealed using a protective group for the radical polymerizable double bond.
  • This monomer is copolymerized and the protective group is removed to form a radical polymerizable group (double bond), or a low molecular weight compound having a radical polymerizable group is introduced into the surface segregation polymer by a polymer reaction.
  • the method of doing is mentioned.
  • the polydimethylsiloxane structure in the polyurethane may have at least one of the main chain and the side chain in the molecule.
  • Wr, Yq , L 3 and L 4 may be contained in at least one linking group.
  • the polydimethylsiloxane structure in the present invention is not particularly limited to linear, branched or cyclic as long as it includes a plurality of dimethylsiloxane repeating units of the following structure (IV), and is represented by, for example, the general formula (V) Such a straight chain structure is mentioned.
  • p and q each independently represents 2 to 50.
  • a method of performing a polyaddition reaction of a compound having active hydrogen such as a hydroxyl group or an amino group at both ends of dimethylsiloxane may be employed.
  • the polyurethane (A) according to the present invention contains a urethane bond (—NHCOO— or —OCONH—) in the main chain structure. Therefore, in order to introduce a polydimethylsiloxane structure in the side chain, a diol at one end, or It can introduce
  • a commercially available compound can be appropriately selected and used as it is in a reaction for introducing a polydimethylsiloxane structure into the side chain.
  • x-22-176DX, X-22-176F both are Shin-Etsu) Chemical Industry Co., Ltd.
  • FM-DA11, FM-DA21, FM-DA26 all of which are manufactured by JNC Co., Ltd.
  • a polyurethane in which silicone is introduced into the main chain can be obtained by performing a polycondensation reaction using a compound having an active hydrogen such as a hydroxyl group or an amino group at both ends of a polydimethylsiloxane structure having the following structure.
  • x is an integer of 5 to 100.
  • a commercially available compound can be appropriately selected and used as it is for the synthesis of polyurethane in which silicone is introduced into the main chain.
  • x-22-160AS, KF-6001, KF-6002 , KF-6003 all manufactured by Shin-Etsu Chemical Co., Ltd.
  • FM-4411, FM-4421, FM-4425 all manufactured by JNC Corporation
  • the preferred content of the polydimethylsiloxane structure is (A) 1% by mass to 20% by mass, more preferably 2% by mass to 15% by mass, and most preferably 3% by mass to 10% by mass in the total weight of the polyurethane.
  • (A) The content rate of the polydimethylsiloxane structure in a polyurethane can be measured by NMR, for example.
  • the weight average molecular weight of the polyurethane (A) according to the present invention is preferably from 5,000 to 200,000, more preferably from 10,000 to 100,000, and most preferably from 10,000 to 40,000. By setting the weight average molecular weight within the above range, ink ejection stability is improved. In addition, in this specification, the value measured by GPC method on the conditions described in the Example mentioned later is used for the weight average molecular weight of (A) polyurethane.
  • the ink composition of the present invention may contain only one type of (A) polyurethane, or two or more types may be used in combination.
  • (A) The content of polyurethane is preferably 0.1% by mass to 10% by mass, more preferably 0.5% by mass to 5% by mass, and more preferably 1% by mass to 4% by mass with respect to the solid content of the ink composition. Is most preferred.
  • the ink composition of the present invention has a polydimethylsiloxane structure capable of forming a cured film having surface orientation and relatively low surface energy, and has a polymerizable group at both the main chain terminal and the side chain.
  • (A) polyurethane can be formed on the surface of the image by forming (A) polyurethane, and can form an image having excellent gloss and anti-blocking properties, and has a polydimethylsiloxane structure in the molecule.
  • a micro-aggregated structure is formed in the monomer component of the ink composition, and the polymerizable group in the urethane is separated.
  • the above-mentioned mechanism is inference, and the present invention is not limited to this.
  • the ink composition of the present invention contains a known polymerizable compound generally used in a curable composition having a structure different from that of the component (A). That is, specifically, it contains a polymerizable compound which is an organic compound and does not contain a polysiloxane structure in the molecule.
  • a polymerizable compound which is an organic compound and does not contain a polysiloxane structure in the molecule.
  • such a polymerizable compound is appropriately referred to as (B) another polymerizable compound.
  • the other polymerizable compound is preferably a radical polymerizable compound.
  • the radical polymerizable compound used as another polymerizable compound (B-1) is a compound having an ethylenically unsaturated bond capable of radical polymerization, It is a compound having at least one radically polymerizable ethylenically unsaturated bond, and may be any organic compound that does not contain the polydimethylsiloxane structure described above, and has a chemical form such as a monomer, oligomer, or polymer. Organic compounds are included. Only one kind of radically polymerizable compound may be used, or two or more kinds thereof may be used in combination at an arbitrary ratio in order to improve desired properties.
  • Examples of the polymerizable compound having an ethylenically unsaturated bond capable of radical polymerization include unsaturated carboxylic acids such as acrylic acid, methacrylic acid, itaconic acid, crotonic acid, isocrotonic acid, maleic acid, and salts thereof, Examples thereof include radically polymerizable compounds such as anhydrides having a saturated group, acrylonitrile, styrene, various unsaturated polyesters, unsaturated polyethers, unsaturated polyamides, and unsaturated urethanes.
  • radical polymerizable compound examples include those described in JP-A-7-159983, JP-B-7-31399, JP-A-8-224982, JP-A-10-863, JP-A-9-134011 and the like.
  • Photo-curable polymerizable compound materials used for the described photopolymerizable compositions are known, and these can also be applied to the ink composition of the present invention.
  • a vinyl ether compound as the radical polymerizable compound.
  • Suitable vinyl ether compounds include, for example, ethylene glycol divinyl ether, ethylene glycol monovinyl ether, diethylene glycol divinyl ether, triethylene glycol monovinyl ether, triethylene glycol divinyl ether, propylene glycol divinyl ether, dipropylene glycol divinyl ether, butanediol.
  • Di- or trivinyl ether compounds such as divinyl ether, hexanediol divinyl ether, cyclohexanedimethanol divinyl ether, hydroxyethyl monovinyl ether, hydroxynonyl monovinyl ether, trimethylolpropane trivinyl ether, ethyl vinyl ether, n-butyl vinyl ether, isobutyl vinyl ether, octade Monovinyl ether, cyclohexyl vinyl ether, hydroxybutyl vinyl ether, 2-ethylhexyl vinyl ether, cyclohexanedimethanol monovinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, isopropenyl ether-O-propylene carbonate, dodecyl vinyl ether, diethylene glycol monovinyl ether, octadecyl vinyl ether, etc.
  • vinyl ether compounds examples include vinyl ether compounds. Of these vinyl ether compounds, divinyl ether compounds and trivinyl ether compounds are preferable from the viewpoints of curability, adhesion, and surface hardness, and divinyl ether compounds are particularly preferable.
  • a vinyl ether compound may be used individually by 1 type, and may be used in combination of 2 or more type as appropriate.
  • the content of (B) another polymerizable compound is preferably 45% by mass to 80% by mass. More preferably, it is 50% by mass to 80% by mass, and still more preferably 55% by mass to 75% by mass.
  • (B) a monofunctional monomer (monofunctional polymerization) in another polymerizable compound preferably a radical polymerizable compound.
  • the content of the functional compound is preferably 60% by mass to 100% by mass, more preferably 70% by mass to 100% by mass, and still more preferably 80% by mass to 100% by mass.
  • the ink composition of the present invention has a surface segregation property, has a polydimethylsiloxane structure capable of forming a cured film having a relatively low surface energy, and has a polymerizable group at both the main chain terminal and the side chain.
  • the monofunctional polymerizable compound include phenoxyethyl acrylate, N-vinylcaprolactam, tetrahydrofurfuryl acrylate, cyclic trimethylolpropane formal acrylate, isobornyl acrylate, and the like, more preferably phenoxy. Mention may be made of ethyl acrylate, N-vinylcaprolactam and isobornyl acrylate.
  • (B-2) Compound having a ring-opening polymerization reaction site and a radical polymerization reaction site
  • a compound having a ring-opening polymerization reaction site and a radical polymerization reaction site can also be used.
  • Such compounds are commercially available as Bremermer G (manufactured by NOF Corporation), OXE-10 (manufactured by Osaka Organic Chemical Industry Co., Ltd.), and OXE-30 (manufactured by Osaka Organic Chemical Industry Co., Ltd.).
  • Cyclomer A400 (manufactured by Daicel Chemical Industries, Ltd.), 4HBAGE (manufactured by Nippon Kasei Chemical Co., Ltd.), GBLA (manufactured by Osaka Organic Chemical Industries, Ltd.), M-GMA (manufactured by Daicel Chemical Industries, Ltd. ), Cyclomer M100 (manufactured by Daicel Cytec Co., Ltd.) and the like.
  • the ring-opening polymerizable compound having a radical polymerizable group include the following compounds, but the present invention is not limited thereto.
  • the content of the polyurethane (A) is 0.2% by mass to 10% by mass with respect to the total content (TX) of the (A) polyurethane and the (B) other polymerizable compound. It is preferably 0.2% by mass to 5% by mass, more preferably 0.2% by mass to 4% by mass.
  • the content of the other polymerizable compound (B) relative to the total content (TX) is preferably 60% by mass to 99.7% by mass, and 75% by mass to 99.6% by mass. More preferably, it is more preferably 87 mass% to 99.5 mass%.
  • the ink composition of the present invention contains (C) a polymerization initiator.
  • C) A polymerization initiator is a compound which produces
  • the active energy ray is not particularly limited as long as it is an active energy ray capable of imparting energy capable of generating an initiation species in the ink composition by irradiation, and ⁇ ray, ⁇ ray, X ray, Including ultraviolet rays, infrared rays, visible rays, electron beams and the like.
  • the ink composition of the present invention is preferably an ink composition that can be cured by irradiating ultraviolet rays as active energy rays.
  • a light source for generating ultraviolet rays a light source having an emission wavelength of 300 nm to 400 nm is preferable, and low-pressure mercury lamps, high-pressure mercury lamps, short arc discharge lamps, ultraviolet light-emitting diodes, semiconductor lasers, fluorescent lamps, and the like are known ultraviolet lamps.
  • a xenon lamp belonging to a high-pressure mercury lamp, a metal halide lamp, or a short arc discharge lamp belonging to a high-pressure discharge lamp is preferably used depending on the light amount and wavelength suitable for the initiator.
  • an ultraviolet light emitting diode is also preferably used from the viewpoint of energy saving.
  • the (C) polymerization initiator is preferably (C-1) a radical polymerization initiator, such as (a) aromatic ketones and (b) acylphosphine oxide compounds.
  • C) aromatic onium salt compound such as (a) aromatic ketones and (b) acylphosphine oxide compounds.
  • aromatic onium salt compound such as (a) aromatic ketones and (b) acylphosphine oxide compounds.
  • aromatic onium salt compound such as (a) aromatic ketones and (b) acylphosphine oxide compounds.
  • aromatic onium salt compound such as (a) aromatic ketones and (b) aromatic onium salt compound, (d) organic peroxide, (e) thio compound, (f) hexaarylbiimidazole compound, (g) ketoxime ester compound, (h) borate compound, (i) Examples thereof include azinium compounds, (j) metallocene compounds, (k) active ester compounds, (l) compounds having a carbon halogen bond, and
  • radical polymerization initiators may be used alone or in combination of two or more of the above compounds (a) to (m).
  • aromatic ketones (a) aromatic ketones, (b) acylphosphine compounds, and (e) thio compounds are preferred.
  • Preferred examples of these include "RADIATIONDICURING IN POLYMER SCIENCE AND TECHNOLOGY", J. P. FOUASSIER, J.F.RABEK (1993), pp. And compounds having a benzophenone skeleton or a thioxanthone skeleton described in 77-117.
  • More preferable examples include ⁇ -thiobenzophenone compounds described in JP-B-47-6416, benzoin ether compounds described in JP-B-47-3981, ⁇ -substituted benzoin compounds described in JP-B-47-22326, Benzoin derivatives described in JP-B-47-23664, aroylphosphonic acid esters described in JP-A-57-30704, dialkoxybenzophenones described in JP-B-60-26483, JP-B-60-26403, Benzoin ethers described in JP-A No. 62-81345, Japanese Patent Publication No. 1-334242, US Pat. No.
  • an acylphosphine oxide compound as a polymerization initiator, and bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide (Irgacure 819: manufactured by BASF Japan Ltd.), bis (2 , 6-Dimethoxybenzoyl) -2,4,4-trimethyl-pentylphenylphosphine oxide, 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide (Darocur® TPO: manufactured by BASF Japan, Lucirin® TPO: manufactured by BASF), 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one (Irgacure 907: manufactured by BASF Japan Ltd.), 2-benzyl-2-dimethylamino-1- (4-morpholinov Yl) - butanone -1 (Irgacure 369: manufactured by BASF Japan Ltd.) and the like are preferable
  • the content of the (C) polymerization initiator in the present invention is preferably in the range of 1% by mass to 50% by mass, and in the range of 2% by mass to 40% by mass, with respect to the total solid content of the ink composition of the present invention. More preferably, the range of 3% by mass to 20% by mass is even more preferable.
  • the ink composition of the present invention can form a visible image by adding the colorant (D).
  • D colorant
  • various color materials and (pigment, dye) can be selected suitably, and can be used.
  • a pigment is preferable.
  • the dye both water-soluble dyes and oil-soluble dyes can be used, but oil-soluble dyes are preferred.
  • the pigment preferably used in the present invention will be described.
  • the pigment there are no particular limitations on the pigment, and all commercially available organic and inorganic pigments, pigments in which pigments are dispersed in an insoluble resin or the like as a dispersion medium, or pigments obtained by grafting a resin on the pigment surface, etc. Can be used.
  • a pigment obtained by dyeing resin particles with a dye may be used. Examples of these pigments include, for example, “Pigment Dictionary” (2000), edited by Seijiro Ito. Herbst, K.M. Hunger “Industrial Organic Pigments”, JP 2002-12607 A, JP 2002-188025 A, JP 2003-26978 A, and JP 2003-342503 A3.
  • pigments organic pigments and inorganic pigments
  • pigments include, for example, C.I. I. Pigment Yellow 1 (Fast Yellow G etc.), C.I. I. Monoazo pigments such as CI Pigment Yellow 74; I. Pigment Yellow 12 (disaji yellow AAA, etc.), C.I. I. Disazo pigments such as C.I. Pigment Yellow 17; I. Non-benzidine azo pigments such as CI Pigment Yellow 180; I. Azo lake pigments such as C.I. Pigment Yellow 100 (eg Tartrazine Yellow Lake); I. Condensed azo pigments such as C.I. Pigment Yellow 95 (condensed azo yellow GR and the like), C.I. I.
  • Pigment Yellow 115 (quinoline yellow lake, etc.), etc., acidic dye lake pigments, C.I. I. Basic dye lake pigments such as CI Pigment Yellow 18 (Thioflavin Lake, etc.), anthraquinone pigments such as Flavantron Yellow (Y-24), isoindolinone pigments such as Isoindolinone Yellow 3RLT (Y-110), quinophthalone yellow Quinophthalone pigments such as (Y-138), isoindoline pigments such as isoindoline yellow (Y-139), C.I. I. Nitroso pigments such as C.I. Pigment Yellow 153 (nickel nitroso yellow, etc.), C.I. I. And metal complex salt azomethine pigments such as CI Pigment Yellow 117 (copper azomethine yellow and the like).
  • Basic dye lake pigments such as CI Pigment Yellow 18 (Thioflavin Lake, etc.), anthraquinone pigments such as Flavantron Yellow (
  • Pigment Red 81 (Rhodamine 6G 'lake, etc.); I. Anthraquinone pigments such as C.I. Pigment Red 177 (eg, dianthraquinonyl red); I. Thioindigo pigments such as CI Pigment Red 88 (Thioindigo Bordeaux and the like), C.I. I. Perinone pigments such as CI Pigment Red 194 (perinone red, etc.); I. Perylene pigments such as C.I. Pigment Red 149 (perylene scarlet, etc.), C.I. I. Pigment violet 19 (unsubstituted quinacridone), C.I. I. Quinacridone pigments such as C.I.
  • Pigment Red 122 quinacridone magenta, etc.
  • I. Pigment Red 180 isoindolinone pigments
  • C.I. I. And alizarin lake pigments such as CI Pigment Red 83 (Madder Lake, etc.).
  • C.I. I. Disazo pigments such as C.I. Pigment Blue 25 (dianisidine blue, etc.); I. Phthalocyanine pigments such as C.I. Pigment Blue 15 (phthalocyanine blue, etc.); I. Acidic dye lake pigments such as C.I. Pigment Blue 24 (peacock blue lake, etc.); I. Basic dye lake pigments such as C.I. Pigment Blue 1 (such as Biclothia Pure Blue BO Lake); I. Anthraquinone pigments such as C.I. Pigment Blue 60 (Indantron Blue, etc.); I. And alkaline blue pigments such as CI Pigment Blue 18 (Alkali Blue V-5: 1).
  • C.I. I. Pigment green 7 phthalocyanine green
  • C.I. I. Phthalocyanine pigments such as C.I. Pigment Green 36 (phthalocyanine green);
  • I. And azo metal complex pigments such as CI Pigment Green 8 (Nitroso Green).
  • C.I. I. Pigment Orange 66 Isoindoline Orange
  • C.I. I. And anthraquinone pigments such as CI Pigment Orange 51 (dichloropyrantron orange).
  • black pigment examples include carbon black, titanium black, and aniline black.
  • white pigment examples include basic lead carbonate (2PbCO 3 Pb (OH) 2 , so-called silver white), zinc oxide (ZnO, so-called zinc white), titanium oxide (TiO 2 , so-called titanium white), Strontium titanate (SrTiO 3 , so-called titanium strontium white) or the like can be used.
  • titanium oxide has a smaller specific gravity than other white pigments, a large refractive index, and is chemically and physically stable, and thus has a high hiding power and coloring power as a pigment. Excellent durability against other environments. Therefore, it is preferable to use titanium oxide as the white pigment.
  • other white pigments may be other than the listed white pigments may be used as necessary.
  • a dispersion device such as a ball mill, a sand mill, an attritor, a roll mill, a jet mill, a homogenizer, a paint shaker, a kneader, an agitator, a Henschel mixer, a colloid mill, an ultrasonic homogenizer, a pearl mill, or a wet jet mill is used.
  • a dispersant when dispersing the pigment.
  • dispersant examples include a hydroxyl group-containing carboxylic acid ester, a salt of a long-chain polyaminoamide and a high molecular weight acid ester, a salt of a high molecular weight polycarboxylic acid, a high molecular weight unsaturated acid ester, a high molecular weight copolymer, a modified polyacrylate, an aliphatic Examples thereof include polyvalent carboxylic acids, naphthalene sulfonic acid formalin condensates, polyoxyethylene alkyl phosphate esters, and pigment derivatives. It is also preferable to use a commercially available polymer dispersant such as the Solsperse series from Zeneca.
  • synergists according to various pigments are preferably added in an amount of 1 to 50 parts by mass with respect to 100 parts by mass of the pigment.
  • a solvent may be added, and the other polymerizable compound (B) which is a low molecular weight component without solvent is used as a dispersion medium.
  • it is preferably solvent-free.
  • the average particle diameter of the pigment is preferably in the range of 0.02 ⁇ m to 0.4 ⁇ m, more preferably in the range of 0.02 ⁇ m to 0.1 ⁇ m, and more preferably in the range of 0.02 ⁇ m to 0.07 ⁇ m. is there.
  • the average particle diameter of the pigment is a value measured by diluting methyl ethyl ketone (MEK) with FPAR1000 (manufactured by Otsuka Electronics Co., Ltd.).
  • MEK methyl ethyl ketone
  • FPAR1000 manufactured by Otsuka Electronics Co., Ltd.
  • the selection of pigment, dispersant, dispersion medium, dispersion conditions, and filtration conditions are set so that the average particle diameter of the pigment particles is within the above-mentioned preferable range.
  • the dye used in the present invention is preferably an oil-soluble dye. Specifically, it means a dye having a solubility in water at 25 ° C. (mass of pigment dissolved in 100 g of water) of 1 g or less, preferably 0.5 g or less, more preferably 0.1 g or less. Therefore, a so-called water-insoluble oil-soluble dye is preferably used.
  • the dye used in the present invention preferably has an oil-solubilizing group introduced into the above-described dye mother core in order to dissolve the necessary amount in the ink composition.
  • an oil-solubilizing group long chain, branched alkyl group, long chain, branched alkoxy group, long chain, branched alkylthio group, long chain, branched alkylsulfonyl group, long chain, branched acyloxy group, long chain, branched alkoxycarbonyl group, Long chain, branched acyl group, long chain, branched acylamino group long chain, branched alkylsulfonylamino group, long chain, branched alkylaminosulfonyl group and these long chains, aryl groups containing branched substituents, aryloxy groups, aryloxycarbonyl Group, arylcarbonyloxy group, arylaminocarbonyl group, arylaminosulfonyl group, ary
  • a dye may be obtained by conversion to an arylaminosulfonyl group.
  • an oil-soluble dye having a melting point of 200 ° C. or lower is preferable, an oil-soluble dye having a melting point of 150 ° C. or lower is more preferable, and an oil-soluble dye having a melting point of 100 ° C. or lower is still more preferable.
  • an oil-soluble dye having a low melting point the precipitation of dye crystals in the ink composition is suppressed, and the storage stability of the ink composition is improved.
  • the oxidation potential is noble (high) in order to improve fading, particularly resistance to oxidizing substances such as ozone and curing characteristics.
  • an oil-soluble dye having an oxidation potential of 1.0 V (vs SCE) or more is preferably used as the oil-soluble dye used in the present invention.
  • a higher oxidation potential is preferable, an oil-soluble dye having an oxidation potential of 1.1 V (vs SCE) or more is more preferable, and an oil-soluble dye having a oxidation potential of 1.15 V (vs SCE) or more is particularly preferable.
  • the yellow dye a compound having a structure represented by the general formula (YI) described in JP-A No. 2004-250483 is preferable.
  • Particularly preferred dyes are those represented by the general formulas (Y-II) to (Y-IV) described in paragraph 0034 of JP-A No. 2004-250483, and specific examples thereof include JP-A No. 2004-250483. Examples thereof include compounds described in paragraphs 0060 to 0071 of the publication.
  • the oil-soluble dye of the general formula (YI) described in the publication may be used not only for yellow but also for inks of any color such as black ink and red ink.
  • magenta dye a compound having a structure represented by the general formulas (3) and (4) described in JP-A No. 2002-114930 is preferable. Specific examples include paragraphs of JP-A No. 2002-114930. And the compounds described in 0054 to 0073. Particularly preferred dyes are azo dyes represented by the general formulas (M-1) to (M-2) described in paragraphs 0084 to 0122 of JP-A No. 2002-121414. And the compounds described in paragraphs 0123 to 0132 of JP-A-124141.
  • the oil-soluble dyes represented by the general formulas (3), (4) and (M-1) to (M-2) described in the publication are used not only for magenta but also for any color ink such as black ink and red ink. May be.
  • cyan dyes examples include dyes represented by formulas (I) to (IV) described in JP-A No. 2001-181547, and general formulas described in paragraphs 0063 to 0078 of JP-A No. 2002-121414.
  • Dyes represented by (IV-1) to (IV-4) are preferred, and specific examples thereof include paragraphs 0052 to 0066 of JP-A No. 2001-181547 and paragraphs 0079 to 0081 of JP-A No. 2002-121414.
  • Particularly preferred dyes are phthalocyanine dyes represented by the general formulas (CI) and (C-II) described in paragraphs 0133 to 0196 of JP-A No.
  • the phthalocyanine dye represented by II) is preferred. Specific examples thereof include compounds described in JP-A No. 2002-121414, paragraphs 0198 to 0201.
  • the oil-soluble dyes of the formulas (I) to (IV), (IV-1) to (IV-4), (CI), and (C-II) are not only cyan but also black ink or green ink. The ink may be used for any color ink.
  • a colorant When a colorant is used, it is preferably added in an amount of 1% by mass to 20% by mass in terms of solid content in the ink composition, and more preferably 2% by mass to 10% by mass. When the content of the colorant is within the above range, the color density is sufficiently obtained, and the appropriate curability of the ink composition of the present invention is maintained, which is preferable.
  • the ink composition of the present invention preferably contains a polymerization inhibitor.
  • a polymerization inhibitor By containing a polymerization inhibitor, the storage stability of the ink composition against thermal polymerization is further improved.
  • the ink composition for ink jet recording is preferably discharged by heating and lowering the viscosity in the range of 40 ° C. to 80 ° C. with an ink jet recording apparatus, and is usually discharged in the above temperature range. In order to prevent head clogging due to undesired thermal polymerization when heated, it is preferable to add a polymerization inhibitor.
  • polymerization inhibitor examples include hydroquinone, benzoquinone, p-methoxyphenol, tetramethylpiperidine-1-oxyl (TEMPO), 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine (TEMPOL). ), An aluminum-cuperone complex (cuperon Al), and the like.
  • the content is preferably in the range of 200 ppm to 20,000 ppm with respect to the total amount of the ink composition.
  • an ultraviolet absorber in the present invention, from the viewpoint of improving the weather resistance of an image to be obtained and preventing discoloration, an ultraviolet absorber can be used as long as the effects of the present invention are not impaired.
  • Examples of the ultraviolet absorber are described in JP-A Nos. 58-185677, 61-190537, JP-A-2-782, JP-A-5-197075, JP-A-9-34057, and the like.
  • JP-B-48-30492 JP-A-56-21141 Cinnamic acid compounds described in JP-A-10-88106, JP-A-4-298503, JP-A-8-53427, JP-A-8-239368, JP-A-10-182621, JP
  • the addition amount is appropriately selected according to the purpose, but is generally about 0.5 to 15% by mass in terms of solid content.
  • a sensitizer may be added to the ink composition of the present invention for the purpose of increasing the photosensitive wavelength.
  • the sensitizer any sensitizer that sensitizes the polymerization initiator by an electron transfer mechanism or an energy transfer mechanism may be used.
  • an antioxidant can be added as long as the effects of the present invention are not impaired.
  • the antioxidant include European published patents, 223739, 309401, 309402, 310551, 310552, 359416, and 3435443. No. 54, JP-A-54-48535, JP-A-62-262047, JP-A-63-113536, JP-A-63-163351, JP-A-2-262654, JP-A-2-71262, Examples include antioxidants described in Kaihei 3-121449, JP-A-5-61166, JP-A-5-119449, US Pat. No. 4,814,262, US Pat. No. 4,980,275, and the like. .
  • the addition amount is appropriately selected according to the purpose, but is generally about 0.1% by mass to 8% by mass in terms of solid content.
  • ⁇ Anti-fading agent> In the ink composition of the present invention, various organic and metal complex anti-fading agents can be used.
  • the organic anti-fading agent include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indanes, chromans, alkoxyanilines, and heterocycles.
  • the metal complex anti-fading agent include nickel complexes and zinc complexes. No. 17643, No. VII, Nos. I to J; 15162, ibid. No. 18716, page 650, left column, ibid. No. 36544, page 527, ibid. No. 307105, page 872, ibid.
  • Conductive salts such as potassium thiocyanate, lithium nitrate, ammonium thiocyanate, and dimethylamine hydrochloride can be added to the ink composition of the present invention for the purpose of controlling ejection properties.
  • ⁇ Solvent> In order to improve the adhesion to the recording medium, it is also effective to add a very small amount of an organic solvent to the ink composition of the present invention.
  • the solvent include ketone solvents such as acetone, methyl ethyl ketone, and diethyl ketone, alcohol solvents such as methanol, ethanol, 2-propanol, 1-propanol, 1-butanol, and tert-butanol, and chlorine such as chloroform and methylene chloride.
  • Solvents aromatic solvents such as benzene and toluene, ester solvents such as ethyl acetate, butyl acetate and isopropyl acetate, ether solvents such as diethyl ether, tetrahydrofuran and dioxane, glycols such as ethylene glycol monomethyl ether and ethylene glycol dimethyl ether And ether solvents.
  • aromatic solvents such as benzene and toluene
  • ester solvents such as ethyl acetate, butyl acetate and isopropyl acetate
  • ether solvents such as diethyl ether, tetrahydrofuran and dioxane
  • glycols such as ethylene glycol monomethyl ether and ethylene glycol dimethyl ether And ether solvents.
  • VOC Volatile Organic Compounds
  • the ink composition of the present invention may contain a very small amount of water as long as it does not impair the effects of the present invention, but is a non-aqueous ink composition that does not substantially contain water. Is preferred. Specifically, the water content is preferably 3% by mass or less, more preferably 2% by mass or less, and most preferably 1% by mass or less based on the total amount of the ink composition.
  • ⁇ Polymer compound> Various polymer compounds can be added to the ink composition of the present invention in order to adjust film physical properties.
  • High molecular compounds include acrylic polymers, polyvinyl butyral resins, polyurethane resins, polyamide resins, polyester resins, epoxy resins, phenol resins, polycarbonate resins, polyvinyl butyral resins, polyvinyl formal resins, shellacs, vinyl resins, acrylic resins. Rubber resins, waxes and other natural resins can be used. Two or more of these may be used in combination. Of these, vinyl copolymer obtained by copolymerization of acrylic monomers is preferred.
  • a copolymer containing “carboxyl group-containing monomer”, “methacrylic acid alkyl ester”, or “acrylic acid alkyl ester” as a structural unit is also preferably used as the copolymer composition of the polymer binder.
  • a surfactant may be added to the ink composition of the present invention.
  • the surfactant include surfactants described in JP-A Nos. 62-173463 and 62-183457.
  • anionic surfactants such as dialkylsulfosuccinates, alkylnaphthalenesulfonates, fatty acid salts, polyoxyethylene alkyl ethers, polyoxyethylene alkyl allyl ethers, acetylene glycols, polyoxyethylene / polyoxypropylene blocks
  • Nonionic surfactants such as copolymers
  • cationic surfactants such as alkylamine salts and quaternary ammonium salts.
  • organic fluoro compound having no polymerizable group may be used in place of the surfactant.
  • the organic fluoro compound is preferably hydrophobic.
  • examples of the organic fluoro compound include fluorine surfactants, oily fluorine compounds (eg, fluorine oil) and solid fluorine compound resins (eg, tetrafluoroethylene resin). No. (columns 8 to 17) and surfactants described in JP-A Nos. 62-135826.
  • a tackifier or the like can be contained.
  • a high molecular weight adhesive polymer for example, (meth) acrylic acid and an alkyl group having 1 to 20 carbon atoms described in JP-A-2001-49200, 5-6p.
  • the ink composition of the present invention preferably has an ink viscosity of 7 to 30 mPa ⁇ s, more preferably 7 to 20 mPa ⁇ s at the temperature at the time of ejection, and the composition ratio is appropriately adjusted so as to be in the above range. It is preferable to decide.
  • the ink viscosity at 25 to 30 ° C. is 35 to 500 mPa ⁇ s, preferably 35 to 200 mPa ⁇ s.
  • the surface tension of the ink composition of the present invention is preferably 20 mN / m to 30 mN / m, more preferably 23 mN / m to 28 mN / m.
  • 20 mN / m or more is preferable from the viewpoint of bleeding and penetration, and the wettability is preferably 30 mN / m or less.
  • the ink composition for ink jet recording of the present invention is prepared.
  • the ink composition of the present invention is ejected onto a recording medium by an inkjet printer, and then the ejected ink composition is cured by irradiation with an active energy ray to perform recording.
  • An image forming method includes an ink application step of applying the above-described ink composition of the present invention onto a recording medium by an ink jet method, and irradiating the applied ink composition with active energy rays to apply the ink composition. And a curing step for curing.
  • the ink composition is preferably heated to 40 ° C. to 80 ° C. to adjust the viscosity of the ink composition to a range of 7 mPa ⁇ s to 30 mPa ⁇ s, and then ejected.
  • the control range of the ink composition temperature is preferably set temperature ⁇ 5 ° C., more preferably set temperature ⁇ 2 ° C., and still more preferably set temperature ⁇ 1 ° C.
  • the ink jet recording apparatus suitable for the image forming method according to the present invention preferably includes means for stabilizing the temperature of the ink composition, and the portion to be maintained at a constant temperature is ejected from an ink tank (an intermediate tank if an intermediate tank is provided). All piping systems and members up to the surface are targeted.
  • the temperature control method is not particularly limited, but for example, it is preferable to provide a plurality of temperature sensors in each piping portion and perform heating control according to the ink composition flow rate and the environmental temperature. Moreover, it is preferable that the head unit to be heated is thermally shielded or insulated so that the apparatus main body is not affected by the temperature from the outside air. In order to shorten the printer start-up time required for heating or to reduce the loss of heat energy, it is preferable to insulate from other parts and reduce the heat capacity of the entire heating unit.
  • a basic irradiation method is disclosed in JP-A-60-132767. Specifically, a light source is provided on both sides of the head unit, and the head and the light source are scanned by a shuttle method. Irradiation is performed after a certain period of time after ink landing. Further, the curing is completed by another light source that is not driven. Examples of the irradiation method include a method using an optical fiber and a method in which collimated light (UV light) is irradiated onto a mirror surface provided on the side surface of the head unit and reflected light is irradiated onto the recording unit. In the present invention, these irradiation methods can be used.
  • UV light collimated light
  • the ink composition is heated to a constant temperature, and the time from landing to irradiation is desirably 0.01 seconds to 0.5 seconds, preferably 0.01 seconds to 0.3 seconds. More preferably, the irradiation is performed after 0.01 seconds to 0.15 seconds.
  • the time from landing to irradiation is desirably 0.01 seconds to 0.5 seconds, preferably 0.01 seconds to 0.3 seconds. More preferably, the irradiation is performed after 0.01 seconds to 0.15 seconds.
  • the ink composition of the present invention is provided with a pinning exposure member for temporary curing because it has an excellent balance between the spreadability of the ink droplets on the recording medium upon droplet ejection and the curability upon exposure. It is also preferably used for a recording apparatus. That is, in order to achieve an appropriate expansion of the ink liquid at the time of pre-curing in pinning exposure, white spots when forming a solid image or a multicolor image are suppressed, and due to high curability. Even when multicolor inks are sequentially ejected and subjected to pinning exposure, separation and color mixing between adjacent color images are suppressed.
  • the ink jet recording apparatus that can be used in the image forming method according to the present invention is not particularly limited, and a commercially available ink jet recording apparatus can be used. That is, in the present invention, recording can be performed on a recording medium using a commercially available inkjet recording apparatus.
  • the recording medium to which the ink composition of the present invention can be applied is not particularly limited, and various non-absorbent resin materials used for ordinary non-coated paper, coated paper, and so-called soft packaging, or films thereof.
  • Various plastic films can be used, for example, polyethylene terephthalate (PET) film, biaxially oriented polystyrene (OPS) film, biaxially oriented polypropylene (OPP) film, biaxially oriented polyamide ( ONy) film, polyvinyl chloride (PVC) film, polyethylene (PE) film, triacetyl cellulose (TAC) film and the like.
  • the printed matter of the present invention has the recording medium and an image formed on the recording medium by the ink composition. That is, for example, the ink composition is applied to a recording medium by an ink jet printer, and then, preferably, the applied ink composition is cured by irradiation or heating with active energy rays to obtain a printed matter. it can.
  • the ink composition of the present invention may be used in addition to image formation with ink.
  • the ink composition of the present invention is cured by irradiation with energy rays such as ultraviolet rays to obtain a cured film having high strength, for example, the ink composition is formed into an ink receiving layer (image portion) of a lithographic printing plate, etc. May be used for
  • the ink composition of the present invention is excellent in heat stretchability.
  • Heat stretchability is a characteristic necessary for an ink image to follow deformation of a recording medium when the recording medium is thermally processed after forming an image with an ink composition on a recording medium that can be deformed by heat. is there.
  • being excellent in heat stretchability means satisfying the following conditions. Inkjet image recording is exposed under the conditions of cumulative exposure: 12,000 mJ / cm 2 and illuminance: 2140 mW / cm 2 to produce a cured film of the ink composition, and the resulting cured film has an axial length of 5 cm ⁇ width 2 It was cut into 5 cm and stretched at 170 ° C.
  • the allowable range of the stretching ratio is required to be 100% or more in order to correspond to the roll-shaped substrate, and is 200% or more, more preferably 250% or more when used in a molding processing application by heating. . In any image formed with the ink composition of the present invention, the elongation at break by at least the above evaluation exceeds 100%.
  • the weight average molecular weight was measured by gel permeation chromatography (GPC).
  • GPC gel permeation chromatography
  • HLC-8220GPC manufactured by Tosoh Corp.
  • TSKgeL SuperAWM-H trade name of Tosoh Corp.
  • N-methyl was used as the eluent.
  • Pyrrolidone was used.
  • the conditions were as follows: the sample concentration was 0.1% by mass, the flow rate was 0.5 ml / min, the sample injection amount was 10 ⁇ l, the measurement temperature was 40 ° C., and the RI detector was used.
  • the calibration curves are “standard sample TSK standard, polystyrene” manufactured by Tosoh Corporation: “F-80”, “F-10”, “F-2”, “A-2500”, “A-1000”. Made from 5 samples.
  • Pigment Dispersion 1 was prepared with the following composition. In the following composition, first, a pigment and a pigment dispersant were added to phenoxyethyl acrylate, which is an acrylate monomer, and stirred with a high-speed mixer until uniform to prepare a mill base. Thereafter, the obtained mill base was dispersed in a horizontal sand mill for about 1 hour to prepare pigment dispersion 1 (cyan: described as C in the table).
  • composition ⁇ IRGALITE BLUE GLVO (Cyan pigment, manufactured by Ciba Specialty Chemicals (CSC), Surface acid amount: 18.0, surface base amount: 34.0) 27 parts ⁇ Solsperse 32000 (pigment dispersant manufactured by Lubrizol) 9 parts ⁇ 64 parts of phenoxyethyl acrylate
  • Pigment dispersion 2 (yellow: indicated as Y in the table) was prepared with the following composition.
  • composition ⁇ Novoperm Yellow P-HG (Clariant Benzimidazole pigment) 35 parts ⁇ Solsperse 32000 (Lubrisol pigment dispersant) 7 parts ⁇ Phenoxyethyl acrylate 58 parts
  • Pigment dispersion 3 (magenta: indicated as M in the table) was prepared with the following composition.
  • As a method for producing the dispersion the same method as in the pigment dispersion 1 was applied.
  • Composition ⁇ CINQUASIA Magenta BRT-343-D (Ciba Quinacridone Pigment) 20 parts Solsperse 32000 (Lubrisol Pigment Dispersant) 6 parts Phenoxyethyl Acrylate 74 parts
  • a pigment dispersion 4 (black: indicated as K in the table) was prepared with the following composition.
  • the same method as in the pigment dispersion 1 was applied.
  • Pigment dispersion 5 (white: indicated as W in the table) was prepared with the following composition.
  • the same method as in the pigment dispersion 1 was applied.
  • composition ⁇ Taipeke PF740 (Ishihara Sangyo Co., Ltd., silica treatment 1.0% Alumina-treated 2.0% white pigment) 40 parts Azisper PB821 (Ajinomoto Fine Techno Co., Ltd. pigment dispersant) 2 parts Phenoxyethyl acrylate 58 parts
  • Example 1 (Preparation of ink composition) The following components were mixed and then stirred for 2 hours. After confirming that there was no undissolved residue in the stirred solution, the solution was filtered with a membrane filter, and coarse particles were removed to obtain the ink composition of Example 1.
  • the viscosity of the ink composition at the ink discharge temperature (45 ° C.) was in the range of 7 to 20 mPa ⁇ s. (The ratio of the monofunctional monomer in the radical polymerizable compound is 100%)
  • Examples 2 to 19 Preparation of ink compositions of Examples 2 to 19
  • (A) polyurethane and pigment dispersion (colorant) used in Example 1 were replaced by (A )
  • Ink compositions of Examples 2 to 19 were prepared in the same manner as the preparation of the ink composition of Example 1, except that polyurethane and a pigment dispersion (colorant) were used.
  • Example 20 In the preparation of the ink composition of Example 1, in place of the components used in Example 1 and the addition amount of each component, the following components and the addition amounts of each component were used.
  • the ink composition of Example 20 was prepared in the same manner as the preparation of the ink composition of No. 1.
  • the obtained ink composition was evaluated as follows. The results are also shown in Table 2 below.
  • a 100% density solid image is drawn on a recording medium (Tokuhishi Art Paper (basis weight: 104 g / m 2 ), manufactured by Mitsubishi Paper) under the conditions of a liquid volume of 30 pL and a discharge frequency of 15 kHz.
  • An evaluation sample was produced.
  • the image of the obtained glossiness evaluation sample was measured for glossiness at a measurement angle of 60 ° using a gloss meter manufactured by Sheen Instruments, and evaluated according to the following criteria.
  • the rank B or higher is a practically acceptable level.
  • Nozzle loss number is 0 or more and less than 5
  • Nozzle loss number is 5 or more and less than 10
  • Nozzle loss number is 10 or more
  • the ink composition of the present invention is excellent in storage stability, the formed image is excellent in glossiness and blocking resistance, and is a color mixture at adjacent color boundaries even when multicolor printing is performed. It can be seen that is suppressed.

Landscapes

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

Abstract

L'invention porte sur une composition d'encre pour impression par jet d'encre, comprenant : (A) un polyuréthane qui contient une structure polydiméthylsiloxane dans la molécule et qui a au moins un groupe polymérisable à une extrémité de chaîne primaire et de chaque chaîne latérale; (B) un composé polymérisable qui diffère en termes de structure du polyuréthane (A); et (C) un initiateur de polymérisation.
PCT/JP2014/053411 2013-03-04 2014-02-14 Composition d'encre pour impression par jet d'encre, procédé de formation d'image et matière imprimée WO2014136549A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2013042064A JP2014169392A (ja) 2013-03-04 2013-03-04 インクジェット記録用インク組成物、画像形成方法及び印画物
JP2013-042064 2013-03-04

Publications (1)

Publication Number Publication Date
WO2014136549A1 true WO2014136549A1 (fr) 2014-09-12

Family

ID=51491074

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2014/053411 WO2014136549A1 (fr) 2013-03-04 2014-02-14 Composition d'encre pour impression par jet d'encre, procédé de formation d'image et matière imprimée

Country Status (2)

Country Link
JP (1) JP2014169392A (fr)
WO (1) WO2014136549A1 (fr)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003026927A (ja) * 2001-07-11 2003-01-29 Dainippon Ink & Chem Inc 水性樹脂組成物、水性樹脂組成物の製造方法、水性塗料、塗膜形成方法及び塗装物
JP2010070692A (ja) * 2008-09-19 2010-04-02 Fujifilm Corp インク組成物、インクジェット記録方法及び印刷物成形体の製造方法
JP2011111491A (ja) * 2009-11-25 2011-06-09 Dic Corp 水性硬化性樹脂組成物、及びこれを含むコーティング剤
WO2011129821A1 (fr) * 2010-04-14 2011-10-20 Hewlett-Packard Development Company, L.P. Composition d'encre comprenant des latex hybrides de polyuréthane-vinyle
JP2012092330A (ja) * 2010-09-30 2012-05-17 Fujifilm Corp インク組成物、画像形成方法及び印画物
JP2014070184A (ja) * 2012-09-28 2014-04-21 Fujifilm Corp インク組成物、画像形成方法及び印画物

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003026927A (ja) * 2001-07-11 2003-01-29 Dainippon Ink & Chem Inc 水性樹脂組成物、水性樹脂組成物の製造方法、水性塗料、塗膜形成方法及び塗装物
JP2010070692A (ja) * 2008-09-19 2010-04-02 Fujifilm Corp インク組成物、インクジェット記録方法及び印刷物成形体の製造方法
JP2011111491A (ja) * 2009-11-25 2011-06-09 Dic Corp 水性硬化性樹脂組成物、及びこれを含むコーティング剤
WO2011129821A1 (fr) * 2010-04-14 2011-10-20 Hewlett-Packard Development Company, L.P. Composition d'encre comprenant des latex hybrides de polyuréthane-vinyle
JP2012092330A (ja) * 2010-09-30 2012-05-17 Fujifilm Corp インク組成物、画像形成方法及び印画物
JP2014070184A (ja) * 2012-09-28 2014-04-21 Fujifilm Corp インク組成物、画像形成方法及び印画物

Also Published As

Publication number Publication date
JP2014169392A (ja) 2014-09-18

Similar Documents

Publication Publication Date Title
JP5405174B2 (ja) インク組成物
JP5383225B2 (ja) インク組成物、インクジェット記録方法、および印刷物
JP5606817B2 (ja) 活性放射線硬化型インクジェット用インク組成物、印刷物、印刷物成形体、及び印刷物の製造方法
EP2467405B1 (fr) Compositions d'encre photodurcissables
JP5227560B2 (ja) インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物の製造方法
JP2010209183A (ja) インク組成物及びインクジェット記録方法
JP2009191183A (ja) インク組成物、インクジェット記録方法、及び、印刷物
JP2009221416A (ja) インクセット、及び、インクジェット記録方法
JP6169548B2 (ja) 重合性組成物、インクジェット記録用インク組成物、インクジェット記録方法、及び記録物
JP2008088228A (ja) インクジェット用インク組成物、及び、これを用いた画像形成方法並びに記録物
JP2009209353A (ja) インク組成物、インクジェット記録方法、及び印刷物
JP2009233978A (ja) インクジェット記録方法、及び、インクジェット記録装置
JP7056149B2 (ja) 活性エネルギー線硬化型インクジェットインキセット
JP5235583B2 (ja) 硬化性組成物、並びに、これを用いたインク組成物、インクジェット記録方法、及び印刷物
CN105400290B (zh) 聚合性组合物、油墨组合物、喷墨记录方法及记录物
JP6887484B2 (ja) インクジェット用液体組成物、及び、インクジェット記録方法
JP2006328227A (ja) インク組成物、画像形成方法及び記録物
JP5819616B2 (ja) インク組成物、画像形成方法及び印画物
JP5646427B2 (ja) インク組成物、画像形成方法及び印画物
JP2014198748A (ja) インクジェット記録用インク組成物、画像形成方法、印画物、成型体の製造方法、及び成型体
JP6000208B2 (ja) インクジェット記録方法
JP2012144582A (ja) インク組成物、画像形成方法及び印画物
JP2006249388A (ja) インク組成物並びにこれを用いた画像形成方法及び記録物
JP2006299095A (ja) インク組成物、画像形成方法および記録物
JP2006274200A (ja) インク組成物、並びに、これを用いた画像形成方法および記録物

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 14761156

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 14761156

Country of ref document: EP

Kind code of ref document: A1