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US 2014006.3127A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2014/0063127 A1 UMEBAYASH (43) Pub. Date: Mar. 6, 2014

(54) INKJET INK COMPOSITION AND METHOD (30) Foreign Application Priority Data FOR PRODUCING THE SAME, INKJET RECORDING METHOD, PIGMENT Aug. 29, 2012 (JP) ...... 2012-1890.65 DISPERSION FOR INKJET INKAND Publication Classification METHOD FOR PRODUCING THE SAME (51) Int. Cl. (71) Applicant: FUJIFILM CORPORATION, Tokyo C09D II/00 (2006.01) (JP) (52) U.S. Cl. (72) Inventor: Tsutomu UMEBAYASHI, Kanagawa CPC ...... C09D 1 1/38 (2013.01) (JP) USPC ...... 347/56; 106/31.75:522/33:522/64 (57) ABSTRACT An inkjet ink composition includes (component A) C.I. Pig (73) Assignee: FUJIFILM CORPORATION, Tokyo ment Yellow 180, (component B) a fatty acid amide com (JP) pound, and (component C) a high molecular weight dispers ant. The method of producing an inkjet ink composition (21) Appl. No.: 14/011,578 includes preliminary mixing (component A) C.I. Pigment Yellow 180 and (component B) a fatty acid amide compound to obtain a mixture, and mixing the mixture and (component (22) Filed: Aug. 27, 2013 C) a high molecular weight dispersant. US 2014/00631.27 A1 Mar. 6, 2014

NKUET INK COMPOSITION AND METHOD 0010 <1> An inkjet ink composition includes C.I. Pig FOR PRODUCING THE SAME, INKJET ment Yellow 180, a fatty acid amide compound, and a high RECORDING METHOD, PIGMENT molecular weight dispersant. DISPERSION FOR INKJET INKAND 0011 <2> The inkjet ink composition according to <1> in METHOD FOR PRODUCING THE SAME which the fatty acid amide compound is a compound repre sented by the following formula (B) below, BACKGROUND OF THE INVENTION

0001 1. Field of the Invention Chem. 1 0002 The present invention relates to an inkjet ink com (B) position and a method for producing the same, an inkjet O recording method, a pigment dispersion and a method for producing the same. ls 0003 2. Description of the Related Art RB NH2 0004 Inkjet systems ejecting an ink composition as drop lets from ink ejection ports are widely used in many printers in the formula (B), R represents a saturated or unsaturated for reasons such as being compact and inexpensive, and aliphatic group having 5 to 30 carbon atoms.) enabling image forming on a recording medium without con 0012 <3> The inkjet ink composition according to <1> or tact. Also among these inkjet systems, a piezo inkjet system <2> in which the fatty acid amide compound is an oleamide. using the deformation of a piezoelectric element to eject ink 0013 <4> The inkjet ink composition according to any and a thermal inkjet system using a phenomenon of boiling of one of <1> to <3> in which the value of W/W is 0.05 to 0.2 the ink composition by thermal energy to eject the ink com in a case where the content of the C.I. Pigment Yellow 180 is position as droplets have high resolution and excellent high set to W and the content of the fatty acid amide compound is speed printing characteristics. set to W, in the ink composition 0005. Here, over several years, there has been develop 0014) <5> The inkjet ink composition according to any ment of commercial printing and industrial printing using one of <1> to <4>, further containing a solvent. inkjet printers, without being limited to photo printing or 00.15 <6>The inkjet ink composition according to <5>, in document printing for domestic use or office use. In particu which the solvent includes at least one compound selected lar, the demand for wide-format inkjet printers suitable to from a group consisting of alkylene glycol monoalkyl ether printing large advertisements pasted in a show window or on acetates, alkylene glycol monoalkyl ethers, alkylene glycol the walls of a building, and the like, is expanding rapidly. dialkyl ethers, alkylene glycol acetates, polyalkylene glycol Large advertisements are often used, mainly outside, and monoalkyl ether acetates, polyalkylene glycol monoalkyl because long-term weather resistance is demanded, polyvinyl ethers, polyalkylene glycol dialkyl ethers, polyalkylene gly chloride and the like is widely used as the material, and an col acetates, ketones, and lactones aZo-based pigment having an azo skeleton (mainly used for 0016 <7> The inkjet ink composition according to <5> or yellow), a quinacridone-based pigment (mainly used for <6>, in which the solvent includes at least one compound magenta), a copper phthalocyanine-based pigment (mainly selected from a group consisting of ethylene glycol monobu used for cyan), and carbon black (mainly used for black) and tyl ether acetate, diethylene glycol diethyl ether, cyclohex the like, all having excellent weather resistance (resistance anone, and, Y-butyrolactone. with respect to light, rain, or wind), are widely used as the 0017 <8> The inkjet ink composition according to any pigment. one of <1> to <7>, further containing a polymerization ini 0006. In addition, in order to perform full color printing, tiator and a polymerizable compound. an inkjet ink set is used in which four colors, obtained by 0018 <9>The inkjet ink composition according to <8>, in adding black ink to the three primary colors, yellow, magenta, which a content ratio of the polymerizable compound with and cyan, of ink in the Subtractive color process, are com respect to the solvent in the ink composition (content of bined. polymerizable compound/content of Solvent; mass ratio) is 0007 For example, ink compositions disclosed in JP2004 0.1 to 0.2. 2528A, WO2009/098509A, JP2012-72401A, JP2011 0019 <10> A method for producing an inkjet ink compo 126881A, and JP2005-325279A are known as ink composi sition according to any one of <1> to <9>, the method includ tions. In addition, thermal transfer sheets disclosed in ing: preliminary mixing the C.I. Pigment Yellow 180 and the JP1997-272265A (JP-H09-272265A) are known of the fatty acid amide compound to obtain a mixture, and mixing related art. the mixture and the high molecular weight dispersant. 0020 <11 > An inkjet recording method including: eject SUMMARY OF THE INVENTION ing an ink composition on a recording medium; fixing the ink composition by adding heat to the ejected ink composition 0008. An object of the present invention is to provide an and/or curing the ink composition by irradiating the ejected inkjet ink composition able to obtain a printed matter with ink composition with active radiation, and the ink composi excellent weather resistance and a method for producing the tion is the inkjet ink composition according to any one of <1 > same, an inkjet recording method, a pigment dispersion for an to <8>. inkjet ink composition and a method of producing the same. 0021 <12> A pigment dispersion for an inkjet ink com 0009. The problems of the present invention are solved by position including: C.I. Pigment Yellow 180; a fatty acid the inkjet ink composition and the method of producing an amide compound; and a high molecular weight dispersant. inkjet composition. Preferable embodiments of the inkjet ink 0022 <13> A method for producing a pigment dispersion composition will also be described below. for an inkjet ink composition according to <12>. the method US 2014/00631.27 A1 Mar. 6, 2014 including: preliminary mixing the C.I. Pigment Yellow 180 composition by irradiation thereof, and widely encompasses and the fatty acid amide compound to obtain a mixture, and C-rays, Y-rays, X-rays, ultraviolet rays (UV), visible light mixing the mixture and the high molecular weight dispersant. rays, electron beams and the like; however, among these, 0023. According to the present invention, it is possible to ultraviolet rays and electron beams are preferable from the provide an inkjet ink composition able to obtain a printed viewpoint of curing sensitivity and device availability, and matter with excellent weather resistance, and a method of ultraviolet rays are particularly preferable. Accordingly, an producing the same, an inkjet recording method, a pigment ink composition curable by irradiating ultraviolet rays as the dispersion for an inkjet ink composition and a method for active radiation is preferable as the ink composition of the producing the same. present invention. 0034. An ink composition of the related art containing C.I. DESCRIPTION OF THE PREFERRED Pigment Yellow 180 has a problem of having poor weather EMBODIMENTS resistance despite having good chromogenic property. 0024 Below, the present invention will be described in 0035 Although the mechanism is unclear, the present detail. inventors discovered as a result of detailed investigation that 0025 Moreover, in the present specification, the descrip it is possible to obtain an inkjet ink compositionable to obtain tion “XX to yy' indicates a range of numerical values includ a printed matter with excellent weather resistance by contain ing XX and yy. In addition, "(component A) C.I. Pigment ing (component A) C.I. Pigment Yellow 180, (component B) Yellow 180' and the like are also simply referred to as “com a fatty acid amide compound, and (component C) a high ponent A’ and the like. molecular weight dispersant. 0026 “(Meth)acrylate' or the like is synonymous with “acrylate and/or methacrylate' or the like, and the same 0036. The ink composition of the present invention can be applies below. Suitably used as an ink composition for outdoor use because 0027. In addition, the terms “mass percent” and “weight of excellent weather resistance, and further can be particu percent are synonymous, and the terms “parts by mass” and larly suitably used as an ink composition for printing large "parts by weight are synonymous. advertisements pasted in a show window, on the wall of a 0028 (Inkjet Ink Composition) building or the like. 0029. The inkjet ink composition of the present invention 0037 Below, each component will be described. (hereinafter, also referred to as “ink composition” or “ink”) 0038 (Component A) C.I. Pigment Yellow 180 contains (component A) C.I. Pigment Yellow 180, (compo nent B) a fatty acid amide compound, and (component C) a 0039. The ink composition of the present invention con high molecular weight dispersant. tains (component A) C.I. Pigment Yellow 180. 0030 The ink composition of the present invention is pref 0040 C.I. Pigment Yellow 180 (C.I. Pigment Yellow 180) erably an ink composition of the coloryellow (also referred to is a benzimidazolone-based disazo pigment having the struc as “yellow ink composition'). ture shown below.

Chem. 2

C.I. Pigment Yellow 180

0031. In addition, the ink composition of the invention is 0041. The content of the component A in the ink compo an inkjet ink composition, that is, an ink composition for sition of the present invention may be appropriately selected inkjet recording. according to desired color density in inkjet printing, however, 0032. The ink composition of the present invention is an the content of the component A with respect to the total mass oil-based ink composition, preferably a solvent ink composi of the ink composition is preferably 0.5 mass % to 5 mass %, tion (also referred to as a “solvent ink”) or an active radiation more preferably 1 mass % to 4 mass %, and particularly curable solvent ink composition, (also referred to as an preferably 2 mass % to 3.5 mass % on the assumption that a “active radiation curable solvent ink”), and more preferably commercially available inkjet printer is used. When in the an active radiation curable solvent ink composition. above ranges, the color reproducibility and the ejection sta 0033. The term “active radiation' in the present invention bility are excellent. is not particularly limited if it is active radiation able to apply 0042. In the present invention, other coloring agents (pig energy capable of generating initiation species in the ink ments or dyes other than component A) may be used in US 2014/00631.27 A1 Mar. 6, 2014

combination, and known coloring agents can be used as the a lauric amide, a stearic acid amide, an octane amide, and a other coloring agent; however, the ink composition in the hexane amide. Among these, an oleamide, a erucamide, a present invention particularly preferably contains only C.I. behenamide, a lauric amide, a Stearic acid amide and an Pigment Yellow 180 as the coloring agent. octane amide are more preferable, and an oleamide is particu 0043. Because the pigment, such as the component A, in larly preferable. the ink composition has better chromogenic property the finer 0055. In a case where the content of the component A is it is, the weight average particle size (diameter) is preferably W, and the content of the component B is W. in the ink 600 nm or less, more preferably less than 300 nm and still composition, the value of W/W is preferably 0.05 to 0.2. more preferably less than 100 nm. In addition, 5 nm or greater When in the above range, the weather resistance is excellent is preferable. and further, the inkjet ejection stability and strength of the 0044) The maximum particle size of the pigment is pref cured film are excellent. erably 3 um or less, and more preferably 1 um or less. The 0056. In addition, the content of the component B is pref particle size of the pigment can be adjusted according to the erably 0.01 mass % to 1 mass % with respect to the total mass selection of dispersant and dispersion medium, the setting of of the ink composition, more preferably from 0.02 mass % to the dispersion conditions and filtration conditions and the 0.5 mass %, and particularly preferably 0.05 mass % to 0.5 like. In addition, it is possible to maintain the liquidity and mass %. When in the above ranges, the weather resistance and storage stability of the pigment dispersion by controlling the abrasion resistance of the printed matter are Superior, and particle size of the pigment. further, the ejection stability is excellent. 0045. The weight average particle size and maximum par 0057 (Component C) High Molecular Weight Dispersant ticle size of the pigment in the ink composition can be mea 0058. The ink composition of the present invention con Sured using a commercially available particle size measuring tains (component C) a high molecular weight dispersant. device (laser diffraction/scattering-type particle size distribu 0059. The term “high molecular weight dispersant' in the tion analyzer LA-920 manufactured by Horiba Ltd.) or the present invention means a dispersing agent with a weight like average molecular weight of 1,000 or higher. In addition, the 0046 (Component B) Fatty Acid Amide Compound high molecular weight dispersant in the present invention is a 0047. The ink composition of the present invention con polymer compound acting or functioning as a dispersant of tains (component B) a fatty acid amide compound. the component A, and further preferably has adsorption prop 0048 Examples of the fatty acid amide compound include erties and/or bonding properties with respect to the compo unsaturated fatty acid amide compounds and a saturated fatty nent A. acid amide compounds. 0060. The weight average molecular weight Mw of the 0049. In addition, the fatty acid amide compound may be high molecular weight dispersant is preferably in a range of a primary amide compound, a secondary amide compound, or 2,000 to 300,000, more preferably 3,000 to 200,000, still may beatertiary amide compound; however, a primary amide more preferably 4,000 to 100,000, and particularly preferably compound is preferable. With the above aspect, a printed 5,000 to 100,000. When in the weight average molecular matter with Superior weather resistance and abrasion resis weight of the high molecular weight dispersant is in the above tance can be obtained, and the ejection stability is Superior. ranges, the dispersibility of the pigment improves and the 0050. In addition, in the ink composition of the present storage stability and ejection properties of the ink composi invention, at least one portion of the fatty acid amide com tion become excellent. pound is preferably attached or bonded to the surface of the 0061 Examples of the measurement method of the weight C.I. Pigment Yellow 180 particles. The confirmation method average molecular weight preferably include methods mea is not particularly limited; however, for example, confirma Suring by gel permeation chromatography (GPC). Specifi tion can be performed by performing Surface analysis or cally, the weight average molecular weight can be suitably extraction of attached substances on the surface or the like measured by executing GPC analysis with the following con after separation of the component A from the ink composi ditions. tion. 1) Device: HLC-8220GPC manufactured by Tosoh Corpora 0051. As the fatty acid amide compound, compounds rep tion resented by the following formula (B) may be preferably 2) Column (size, manufacturing company, column material): exemplified. TSK gel SuperAWM-H3 continuous (6.0 mm I.Dx15 cmx3, manufactured by ToSoh Corporation, particulate gel with hydrophilic vinyl polymeras a base material) Chem. 3 (B) 3) Solvent: N-methylpyrrolidone (10 mM LiBr) O 0062. 4) Flow rate: 0.5 mL/min 5) Sample concentration: 0.1 mass % ... 6) Injection amount: 60 LL 0052. In the formula (B), R represents a saturated or 7) Temperature: 40° C. unsaturated aliphatic group having 5 to 30 carbon atoms. 0063) 8) Detector: differential refractometer (RI) 0053 R' preferably has 7 to 26 carbonatoms, more pref 0064. The main chain skeleton of the high molecular erably 12 to 24, and still more preferably 15 to 22 carbon weight dispersant is not particularly limited; however, atOmS. examples thereof include a polyurethane skeleton, a poly 0054 Specific examples of the fatty acid amide compound acrylic skeleton, a polyester skeleton, a polyamide skeleton, a preferably include an oleamide, a erucamide, a behenamide, polyimide skeleton, a polyurea skeleton; and from the view US 2014/00631.27 A1 Mar. 6, 2014

point of storage stability of the ink composition, a polyeure 0071. The solvent able to be used in the present invention thane skeleton, a polyacrylic skeleton or a polyester skeleton may be used independently, or two or more types may be used are preferred. In addition, the structure of the high molecular in combination. weight dispersant is not particularly limited; however, 0072 Examples of the solvent include, (poly)alkylene examples include a random structure, a block structure, a glycol monoalkyl ethers, such as diethylene glycol monoet comb-like structure, and a star-like structure. hyl ether, triethylene glycol monomethyl ether, dipropylene 0065. Examples of the high molecular weight dispersant glycol monomethyl ether, or tripropylene glycol monomethyl include, the commercially available wetting and dispersing ether, (poly)alkylene glycol dialkyl ethers, such as ethylene additive DISPERBYK series 101, 102, 103, 106, 108, 109, glycol dibutyl ether, diethylene glycol dimethyl ether, dieth 110, 111, 112, 116, 130, 140, 142, 145, 161, 162, 163, 164, ylene glycol diethyl ether, dipropylene glycol diethylether, or 166, 167, 168, 170, 171, 174, 180, 182, 183, 184, 185, 2000, tetraethylene glycol dimethyl ether, (poly)alkylene glycol 2001, 2020, 2050,2070,2096, and 2150 by BYK Chemie; the acetates, such as diethylene glycol acetate; (poly)alkylene commercially available EFKA series 4008, 4009, 4010, 4015, glycol di-acetates, such as ethylene glycol diacetate, or pro 4020, 4046, 4047, 4050, 4055,4060,4080, 4300,4330, 4340, pylene glycol diacetate; (poly)alkylene glycol monoalkyl 4400, 4401, 4402,4403, 4406, 4800, 5010, 5044,5054, 5055, ether acetates, such as ethylene glycol monobutyl ether 5063,5064,5065,5066,5070,5244,7701,7731, and 7469 by acetate, or propylene glycol monomethyl ether acetate; BASF; the commercially available SOLSPERSE series 3000, ketones, such as methyl ethyl ketone, or cyclohexanone; lac 11200, 13240, 13650, 13940, 16000, 17000, 18000, 20000, tones, such as Y-butyrolactone; esters, such as ethyl acetate, 21000, 24.000SC, 24000GR, 26000, 28000, 31845, 32000, propyl acetate, butyl acetate, methylpropionate, or ethyl pro 32500, 32550, 32600, 33000, 34750, 35100, 35200, 36000, pionate; and cyclic ethers, such as tetrahydrofuran, or diox 36600, 37500, 38500, 39000, 53095,54000, 55000, 56000, a. and 71000 by Lubrizol Corporation; the commercially avail 0073. In addition, the (poly)alkylene glycol is preferably able DISPARLON series 1210, 1220, 1831, 1850, 1860, (poly)ethylene glycol and/or (poly)propylene glycol. 2100, 2150, 2200, 7004, KS-260, KS-273N, KS-860, 0074 Among these, alkylene glycol monoalkyl ether KS-873N, PW-36, DN-900, DA-234, DA-325, DA-375, acetates, alkylene glycol monoalkyl ethers, alkylene glycol DA-550, DA-1200, DA-1401, and DA-7301 by Kusumoto dialkyl ethers, alkylene glycol acetates, polyalkylene glycol Chemicals Ltd.; the commercially available AJISPER series monoalkyl ether acetates, polyalkylene glycol monoalkyl PB-711, PB-821, PB-822, PN-411, and PA-111 by Ajino ethers, polyalkylene glycol dialkyl ethers, polyalkylene gly moto Fine-Techno Co., Inc.; the commercially available col acetates, ketones, and lactones are more preferable; alky SURFYNOL series 104A, 104C, 104E, 104H, 104S, 104BC, lene glycol monoalkyl ether acetates, alkylene glycol dialkyl 104DPM, 104PA, 104PG-50, 420, 440, DF 11 OD, DF11OL, ethers, polyalkylene glycol monoalkyl ether acetates, poly DF37, DF58, DF75, DF210, CT111, CT121, CT131, CT136, alkylene glycol dialkyl ethers, ketones, and lactones are still GA, TG; and TGE by Air Products and Chemicals, Inc.; the more preferable; and ethylene glycol monobutyl ether Olfine series STG.; and E1004 by Nissin Chemical Industry acetate, diethylene glycol diethyl ether, cyclohexanone, and Co., Ltd.; the SN Super series 70, 2120 and 2190 manufac Y-butyrolactone are particularly preferable. tured by San Nopco Limited; the commercially available 0075. The content of the solvent in the ink composition of ADEKA COL and ADEKATOL series by Adeka Corpora the present invention is not particularly limited; however, the tion; the SANNONIC series, the NAROACTYCL series, the content is preferably 1 mass % to 98 mass % with respect to EMULMIN series, the NEWPOL PE series, the IONET M the total mass of the ink composition, more preferably 2 mass series, the IONET D series, the IONETS series, the IONET % to 95 mass %, and particularly preferably 5 mass % to 90 Tseries, and the SANSEPARA 100 series by Sanyo Chemical mass %. Industries, Ltd. 0076 (Component E) Polymerization Initiator 0077. The ink composition of the present invention may 0066. The high molecular weight dispersant is not particu contain (component E) a polymerization initiator. larly limited in doping concentration to the pigment disper 0078 From the viewpoint of excellent curability and sion; and is preferably determined in consideration of the image fixing properties, a radical polymerization initiator or a chemical structure of the dispersant or pigment concentration cationic polymerization initiator are preferably used, and a used. radical photopolymerization initiator or a cationic photopo 0067. The content of the high molecular weight dispersant lymerization initiator are more preferably used as the poly in the ink composition of the present invention is preferably 1 merization initiator able to be used in the present invention. mass % to 75 mass % with respect to the total mass of the (0079 0096. The ink composition of the present invention may 0107 The radical polymerizable compound in the present contain a compound functioning as a sensitizer (hereinafter, invention is not particularly limited if a compound in which a also simply referred to as “sensitizer”) in order to promote radical polymerization reaction occurs through application of decomposition of the polymerization initiator by absorption energy due to active radiation, heating or the like and is cured, of specific active radiation. and can be used without regard to the type of monomer, 0097 Examples of the sensitizer include polynuclear aro oligomer, or polymer; however, various known radical poly matics (for example, pyrene, perylene, triphenylene, 2-ethyl merizable monomers can be used as a photo radical polymer 9,10-dimethoxy-anthracene, and the like), xanthenes (for izable monomer in which a polymerization reaction occurs example, , eosin, erythrosine, rhodamine B, rose due to the initiation species being generated from a radical bengal, and the like), cyanines (for example, thiacarbocya polymerization initiator described later. In addition, the radi nine, oxacarbocyanine, or the like), merocyanines (for cal polymerizable compound may be a monofunctional com example, merocyanine, carbomerocyanine and the like), thi pound, or may be a polyfunctional compound. azines (for example, thionine, methylene blue, toluidine blue, 0.108 Examples of the radical polymerizable compound and the like), acridines (for example, acridine orange, chlo include (meth)acrylates, (meth)acrylamides, and aromatic roflavin, acriflavine and the like), anthraquinones (for vinyls. Moreover, in cases where both or either of “acrylate'. example, anthraquinone and the like), squaryliums (for “methacrylate” are indicated, and in cases where both or example, squarylium and the like), and coumarins (for either of “acryl', “methacryl are indicated are respectively example, 7-diethylamino-4-methyl coumarin and the like). described as “(meth)acrylate” and “(meth)acryl'. 0098. In addition, a single sensitizer may be used indepen 0109 The radical polymerizable compound may be used dently, or two or more types may be used in combination. independently or two or more types may be combined and 0099. The content of the polymerization initiator in the ink used. composition of the present invention is preferably 0.1 mass % 0110. From the viewpoint of curability and viscosity, the to 20.0 mass % with respect to the total mass of the ink radical polymerizable compound is preferably (meth)acry composition, more preferably 0.5 mass % to 18.0 mass %, and lates. In particular, from the viewpoint of Viscosity, at least even more preferably 1.0 mass % to 15.0 mass %. When the one type is preferably selected from a monofunctional(meth) addition amount of the polymerization initiator is in the acrylate and a bifunctional(meth)acrylate. above-described range, the curability is excellent, and, fur 0111 Below, the radical polymerizable compoundable to thermore, it is appropriate from the viewpoint of reducing the be used in the present invention will be described in detail. Surface tackiness. 0112 Examples of the (meth)acrylate able to be used in 0100. In addition, the content ratio (mass ratio) of the the present invention are given below. polymerization initiator to the polymerizable compound 0113. Examples of the monofunctional(meth)acrylate which is used together therewith is preferably polymerization include hexyl(meth)acrylate, 2-ethylhexyl(meth)acrylate, initiator:polymerizable compound=0.5:100 to 30:100, more tert-octyl(meth)acrylate, isoamyl(meth)acrylate, decyl preferably 1:100 to 15:100, and still more preferably 2:100 to (meth)acrylate, isodecyl(meth)acrylate, Stearyl(meth)acry 10:1 OO. late, isostearyl(meth)acrylate, cyclohexyl(meth)acrylate, 0101 (Component F) Polymerizable Compound 4-n-butylcyclohexyl(meth)acrylate, bornyl(meth)acrylate, 0102 The ink composition of the present information isobornyl(meth)acrylate, benzyl(meth)acrylate, 2-ethylhexyl preferably contains (component F) a polymerizable com diglycol(meth)acrylate, butoxyethyl(meth)acrylate, 2-chlo pound. In addition, in a case where the (component F) poly roethyl(meth)acrylate, 4-bromobutyl(meth)acrylate, cyano merizable compound is contained, the (component E) poly ethyl(meth)acrylate, benzyl(meth)acrylate, butoxymethyl merization initiator is preferably used together therewith. (meth)acrylate, 3-methoxy-butyl(meth)acrylate, 0103) From the viewpoint of excellent curability and alkoxymethyl(meth)acrylate, alkoxyethyl(meth)acrylate, image fixing properties, a radical polymerizable compound 2-(2-methoxyethoxy)ethyl(meth)acrylate, 2-(2-butoxy or a cationic polymerizable compound is preferably used as ethoxy)ethyl(meth)acrylate, 2.2.2-tetrafluoroethyl(meth) the polymerizable compoundable to be used in the present acrylate, 1H, 1H, 2H, 2H-perfluorodecyl(meth)acrylate, invention. 4-butyl phenyl(meth)acrylate, phenyl(meth)acrylate, 2,4,5- 0104 From the viewpoint of image fixing properties, the tetramethyl-phenyl(meth)acrylate, 4-chlorophenyl(meth) content of the (component F) polymerizable compound in the acrylate, phenoxymethyl(meth)acrylate, phenoxyethyl ink composition of the present invention is preferably 1 mass (meth)acrylate, glycidyl(meth)acrylate, glycidyloxybutyl % to 98 mass % with respect to the total mass of the ink (meth)acrylate, glycidyloxyethyl(meth)acrylate, composition, more preferably 2 mass % to 90 mass %, still glycidyloxypropyl(meth)acrylate, tetrahydrofurfuryl(meth) more preferably 5 mass % to 50 mass %, and particularly acrylate, hydroxyalkyl(meth)acrylate, preferably 8 mass % to 20 mass %. 0114 2-hydroxyethyl(meth)acrylate, 3-hydroxypropyl 0105. In addition, the content ratio of the (component F) (meth)acrylate, 2-hydroxypropyl(meth)acrylate, 2-hydroxy polymerizable compound with respect to the (component D) butyl(meth)acrylate, 4-hydroxybutyl(meth)acrylate, 3-hy Solvent in the ink composition of the present invention is droxypropyl(meth)acrylate, dimethylaminoethyl(meth) US 2014/00631.27 A1 Mar. 6, 2014 acrylate, diethylaminoethyl(meth)acrylate, (meth)acrylamide, N-n-butyl(meth)acrylamide, N-t-butyl dimethylaminopropyl(meth)acrylate, diethylaminopropyl (meth)acrylamide, N-butoxymethyl(meth)acrylamide, (meth)acrylate, trimethoxysilylpropyl(meth)acrylate, trim N-isopropyl(meth)acrylamide, N-methylol (meth)acryla ethylsilylpropyl(meth)acrylate, polyethylene oxide monom mide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth) ethyl ether(meth)acrylate, oligoethylene oxide monomethyl acrylamide, and (meth)acryloyl morpholine. ether(meth)acrylate, polyethylene oxide(meth)acrylate, oli I0121 Specific examples of the aromatic vinyls able to be goethylene oxide(meth)acrylate, oligoethylene oxide used in the present invention include styrene, methylstyrene, monoalkyl ether(meth)acrylate, polyethylene oxide dimethylstyrene, trimethylstyrene, ethylstyrene, isopropyl monoalkyl ether(meth)acrylate, dipropylene glycol (meth) styrene, chloromethylstyrene, methoxystyrene, acetoxysty acrylate, polypropylene oxide monoalkyl ether(meth)acry rene, chlorostyrene, dichlorostyrene, bromostyrene, methyl late, oligopropylene oxide monoalkyl ether(meth)acrylate, vinyl benzoate, 3-methylstyrene, 4-methylstyrene, 3-ethyl 2-methacryloyloxyethyl succinic acid, 2-methacryloyloxy styrene, 4-ethylstyrene, 3-propylstyrene, 4-propylstyrene, hexahydrophthalic acid, 2-methacryloyloxyethyl-2-hydrox 3-butylstyrene, 4-butylstyrene, 3-hexylstyrene, 4-hexylsty ypropyl phthalate, butoxy diethyleneglycol(meth)acrylate, rene, 3-octylstyrene, 4-octylstyrene, 3-(2-ethylhexyl)sty trifluoroethyl(meth)acrylate, perfluorooctyl(meth)acrylate, rene, 4-(2-ethylhexyl)styrene, allylstyrene, isopropenylsty 2-hydroxy-3-phenoxypropyl(meth)acrylate, ethylene oxide rene, butenylstyrene, octenylstyrene, 4-t- (EO)-modified phenol (meth)acrylate, EO-modified cresol butoxycarbonylstyrene, 4-methoxystyrene, and 4-t- (meth)acrylate, EO-modified (meth)acrylate, butoxystyrene. PO-modified nonylphenol(meth)acrylate, and EO-modified 2-ethylhexyl(meth)acrylate. 0.122 Furthermore, examples of the radical polymerizable 0115 Specific examples of the bifunctional(meth)acrylate monomer able to be used in the present invention include include 1.6-hexanediol di(meth)acrylate, 1,10-decanediol vinyl esters (such as vinyl acetate, vinyl propionate, and vinyl di (meth)acrylate, neopentyl glycol di(meth)acrylate, 2,4- Versatate), allyl esters (such as allyl acetate), monomers con dimethyl-1,5-pentane diol di(meth)acrylate, butyl ethyl pro taining a halogenatom (such as vinylidene chloride, and vinyl panediol(meth)acrylate, ethoxylated cyclohexane methanol chloride), vinyl ether compounds (such as methyl vinyl ether, di (meth)acrylate, polyethylene glycol di(meth)acrylate, oli butyl vinyl ether, hexyl vinyl ether, methoxy vinyl ether, goethylene glycol di(meth)acrylate, ethylene glycol di(meth) 2-ethylhexyl vinyl ether, methoxyethyl vinyl ether, cyclo acrylate, 2-ethyl-2-butyl-butanediol di(meth)acrylate, neo hexyl vinyl ether, and chloroethyl vinyl ether), vinyl cyanides pentylglycol hydroxypivalate di(meth)acrylate, EO-modified (such as (meth)acrylonitrile), and olefins (such as ethylene bisphenol A di(meth)acrylate, polyethoxy(meth) and propylene). acrylate, polypropylene glycol di(meth)acrylate, oligo pro I0123. The content of the radical polymerizable compound pylene glycol di(meth)acrylate, 1,4-butanediol di(meth)acry is preferably 2 mass % to 90 mass % with respect to the total late, 2-ethyl-2-butyl-propanediol di(meth)acrylate, 1.9- mass of the ink composition, more preferably 5 mass % to 50 nonane di(meth)acrylate, propoxylated ethoxylated mass %, and still more preferably 70 mass % to 90 mass %. bisphenol A di(meth)acrylate, and tricyclodecane di(meth) acrylate. 0.124 0116 Specific examples the trifunctional(meth)acrylate 0.125. The cationic polymerizable compound in the include trimethylolpropane tri(meth)acrylate, trimethyloleh present invention is not particularly limited if a compound tane tri(meth)acrylate, alkylene oxide-modified tri(meth) which is cured by a cationic polymerization reaction occur acrylate of trimethylolpropane, pentaerythritol tri(meth)acry ring through application of energy due to active radiation, late, dipentaerythritol tri(meth)acrylate, trimethylolpropane heating or the like, and can be used without regard to the type tri((meth)acryloyloxypropyl)ether, isocyanuric acid alkylene of monomer, oligomer, or polymer; however, various known oxide-modified tri(meth)acrylate, propionic acid dipen cationic polymerizable monomers can be used as a photo taerythritol tri(meth)acrylate, tri((meth)acryloyloxyethyl) cationic polymerizable monomer in which a polymerization isocyanurate, hydroxypivalaldehyde-modified dimethylol reaction occurs due to the initiation species being generated propane tri(meth)acrylate, Sorbitol tri(meth)acrylate, from a cationic polymerization initiator described later. In propoxylated trimethylolpropane tri(meth)acrylate, and addition, the cationic polymerizable compound may be a ethoxylated glycerin triacrylate. monofunctional compound, or may be a polyfunctional com 0117 Specific examples of the tetrafunctional(meth)acry pound. late include pentaerythritol tetra(meth)acrylate, sorbitol tetra 0.126 From the viewpoint of curability and abrasion resis (meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, tance, the cationic polymerizable compound in the present propionic acid dipentaerythritol tetra(meth)acrylate, ethoxy invention is preferably an oxetane ring-containing compound lated pentaerythritol tetra(meth)acrylate. and an oxilane ring-containing compound, and more prefer 0118 Specific examples of the pentafunctional(meth) ably a form containing both an oxetane ring-containing com acrylate include Sorbitol penta(meth)acrylate, and dipen pound and an oxilane ring-containing compound. taerythritol penta(meth)acrylate. I0127. The oxilane ring-containing compound (below, also 0119) Specific examples of the hexafunctional(meth)acry referred to as “oxilane compound') is a compound containing late include dipentaerythritol hexa(meth)acrylate, sorbitol at least one oxilane ring (oxylanyl group, epoxy group) in the hexa(meth)acrylate, phosphaZene of alkylene oxide-modi molecule, specifically, can be appropriately selected from fied hexa(meth)acrylate, and caprolactone-modified dipen among those ordinarily used as an epoxy resin, and examples taerythritol hexa(meth)acrylate. include aromatic epoxy resins, alicyclic epoxy resins, and 0120 Examples of the (meth)acrylamides able to be used aliphatic epoxy resins known in the related art. The com in the present invention include (meth)acrylamide, N-methyl pound may be any of a monomer, an oligomer or a polymer. (meth)acrylamide, N-ethyl(meth)acrylamide, N-propyl In addition, the oxetane ring-containing compound (below, US 2014/00631.27 A1 Mar. 6, 2014 also referred to as “oxetane compound') is a compound robutyl vinyl ether, chloroethoxyethyl vinyl ether, phenyl including at least one oxetane ring (oxetanyl group) in the ethyl vinyl ether, and phenoxy polyethylene glycol vinyl molecule. ether. 0128 Below, the cationic polymerizable compound able I0134. In addition, examples of the polyfunctional vinyl to be used in the present invention will be described in detail. ether include divinyl ethers, such as ethylene glycol divinyl ether, diethylene glycol divinyl ether, polyethylene glycol 0129. Examples of the cationic polymerizable compound divinyl ether, propylene glycol divinyl ether, butylene glycol include the epoxy compounds, vinyl ether compounds and divinyl ether, hexanediol divinyl ether, bisphenol A alkylene oxetane compounds disclosed in, for example, the publica oxide divinyl ether, bisphenol Falkylene oxide divinyl ether; tion of JP1994-9714A (JP-H06-9714A), JP2001-31892A, or multi-functional vinyl ethers, such as trimethylolethane JP2001-40068A, JP2001-55507A, JP2001-310938A, trivinylether, trimethylolpropane vinyl ether, ditrimethylol JP2001-310937A and JP2001-22O526A. propane tetravinyl ether, glycerin trivinyl ether, pentaerythri 0130. Examples of the monofunctional epoxy compound tol tetravinyl ether, dipentaerythritol pentavinyl ether, dipen able to be used in the present invention include phenylgly taerythritol hexavinyl ether, ethylene oxide adducts of cidyl ether, p-tert-butylphenylglycidyl ether, butyl glycidyl trimethylolpropane trivinyl ether, propylene oxide adducts of ether, 2-ethylhexyl glycidyl ether, allyl glycidyl ether, 1.2- trimethylolpropane trivinyl ether, ethylene oxide adducts of butylene oxide, 1,3-butadiene monoxide, 1.2-epoxydode ditrimethylolpropane tetravinyl ether, propylene oxide cane, epichlorohydrin, 1.2-epoxy decane, styrene oxide, adducts of ditrimethylolpropane tetravinyl ether, ethylene cyclohexene oxide, 3-methacryloyloxymethyl cyclohexene oxide adducts of pentaerythritol tetravinyl ether, propylene oxide, 3-acryloyloxymethyl cyclohexene oxide, and 3-vinyl oxide adducts of pentaerythritol tetravinyl ether, ethylene cyclohexene oxide. oxide adducts of dipentaerythritol hexavinyl ether, and pro 0131. In addition, examples of the polyfunctional epoxy pylene oxide adducts of dipentaerythritol hexavinyl ether. compound include bisphenol A diglycidyl ether, bisphenol F 0.135 The vinyl ether compound is preferably a di- or diglycidyl ether, diglycidyl ether, brominated trivinyl ether compound from the viewpoint of curability, bisphenol A diglycidyl ether, brominated bisphenol F digly adhesiveness to the recording medium, Surface hardness of cidyl ether, brominated bisphenol S diglycidyl ether, epoxy the formed image, and the like, and a divinyl ether compound novolac resin, hydrogenated bisphenol A diglycidyl ether, is particularly preferable. hydrogenated bisphenol F diglycidyl ether, hydrogenated 0.136. A known oxetane compound as described in the bisphenol S diglycidyl ether, 3.4-epoxy cyclohexyl methyl publications of JP2001-220526A, JP2001-310937A, or 3',4'-epoxy cyclohexane carboxylate, 2-(3.4-epoxy cyclo JP2003-341217A can be arbitrarily selected for use as the hexyl)-7,8-epoxy-1,3-dioxaspiro5.5undecane, bis(3,4-ep oxetane compound. oxycyclohexylmethyl) adipate, vinyl cyclohexene oxide, 4-epoxy vinyl cyclohexane, bis(3,4-epoxy-6-methyl cyclo 0.137 The oxetane compoundable to be used in the present hexyl methyl) adipate, 3,4-epoxy-6-methyl-3',4'-epoxy-6'- invention is preferably a compound having 1 to 4 oxetane methylcyclohexane carboxylate, methylenebis(3,4-epoxy rings in the structure thereof. By using Such the compound, cyclohexane), dicyclopentadiene diepoxide, ethylene glycol maintaining the viscosity of a liquid for inkjet recording in a di(3,4-epoxycyclohexylmethyl)ether, ethylene bis(3,4-ep range for excellent handleability becomes easy, and further, a oxy cyclohexane carboxylate), dioctylepoxy hexahydro high adhesiveness of the ink composition after curing to the phthalate, di-2-ethylhexyl epoxy hexahydrophthalate, 1,4- recording medium can be obtained. butanediol diglycidyl ether, 1.6-hexanediol diglycidyl ether, 0.138 Examples of the monofunctional oxetane com glycerin triglycidyl ether, trimethylolpropane triglycidyl pound able to be used in the present invention include, ether, polyethylene glycol diglycidyl ether, polypropylene 3-ethyl-3-hydroxymethyl oxetane, 3-(meth)allyloxymethyl glycol diglycidyl ethers, 1,13-tetradecadiene dioxide, 3-ethyloxetane, (3-ethyl-3-oxetanylmethoxy) methyl ben limonene dioxide, 1,2,7,8-diepoxy-octane, and 1, 2, 5, and Zene, 4-fluoro-1-(3-ethyl-3-oxetanylmethoxy) methylben 6-diepoxycyclooctane. Zene, 4-methoxy-1-(3-ethyl-3-oxetanylmethoxy)methyl benzene, 1-(3-ethyl-3-oxetanylmethoxy)ethylphenyl ether, 0132 Among these epoxy compounds, aromatic epoxides isobutoxymethyl (3-ethyl-3-oxetanylmethyl)ether, isoborny and alicyclic epoxides are preferable from the viewpoint of loxyethyl (3-ethyl-3-oxetanylmethyl)ether, isobornyl excellent curing rate, and alicyclic epoxides are particularly (3-ethyl-3-oxetanylmethyl)ether, 2-ethylhexyl (3-ethyl-3- preferable. oxetanylmethyl)ether, ethyl diethylene glycol (3-ethyl-3-ox 0.133 Examples of the monofunctional vinyl ether able to etanylmethyl)ether, dicyclopentadiene (3-ethyl-3-oxetanyl be used in the present invention include methyl vinyl ether, methyl)ether, dicyclopentenyloxyethyl (3-ethyl-3- ethyl vinyl ether, propyl vinyl ether, n-butyl vinyl ether, t-bu oxetanylmethyl)ether, dicyclopentenyl (3-ethyl-3- tyl vinyl ether, 2-ethylhexyl vinyl ether, n-nonyl vinyl ether, oxetanylmethyl)ether, tetrahydrofurfuryl (3-ethyl-3- lauryl vinyl ether, cyclohexyl vinyl ether, cyclohexyl methyl oxetanylmethyl)ether, tetra-bromo-phenyl (3-ethyl-3- vinyl ether, 4-methyl cyclohexyl methyl vinyl ether, benzyl oxetanylmethyl)ether, 2-tetra-bromo-phenoxyethyl (3-ethyl vinyl ether, dicyclopentenyl vinyl ether, 2-di cyclopen 3-oxetanylmethyl)ether, tribromophenyl (3-ethyl-3- tenoxyethyl vinyl ether, methoxyethyl vinyl ether, ethoxy oxetanylmethyl)ether, 2-tribromophenoxyethyl (3-ethyl-3- ethyl vinyl ether, butoxyethyl vinyl ether, methoxyethoxy oxetanylmethyl)ether, 2-hydroxyethyl (3-ethyl-3- ethyl vinyl ether, ethoxyethoxyethyl vinyl ether, methoxy oxetanylmethyl)ether, 2-hydroxypropyl (3-ethyl-3- polyethylene glycol vinyl ether, tetrahydrofurfuryl vinyl oxetanylmethyl) ether, butoxyethyl (3-ethyl-3- ether, 2-hydroxyethyl vinyl ether, 2-hydroxypropyl vinyl oxetanylmethyl)ether, pentachlorophenyl (3-ethyl-3- ether, 4-hydroxybutyl vinyl ether, 4-hydroxymethyl cyclo oxetanylmethyl)ether, pentabromophenyl (3-ethyl-3- hexyl methyl vinyl ether, diethylene glycol monovinyl ether, oxetanylmethyl)ether, and bornyl (3-ethyl-3- polyethylene glycol vinyl ether, chloroethyl vinyl ether, chlo oxetanylmethyl)ether. US 2014/00631.27 A1 Mar. 6, 2014

0139 Examples of the polyfunctional oxetane compound mers, vinylpyrrolidone oligomers, acrylate oligomers, and include, 3.7-bis(3-oxetanyl)-5-oxanonane, 3,3'-(1,3-(2-me (meth)acrylate oligomers), diene-based (such as butadiene thylenyl) propanediylbis(oxymethylene))bis-(3-ethyloxet oligomers, chloroprene rubbers, and pentadiene oligomers), ane), 1,4-bis(3-ethyl-3-oxetanylmethoxy) methylbenzene, ring-opening polymerization-based (such as di-, tri-, tetraeth 1.2-bis(3-ethyl-3-oxetanylmethoxy) methylethane, 1,3-bis ylene glycols, polyethylene glycols, and polyethylimines), (3-ethyl-3-oxetanylmethoxy) methylpropane, ethylene gly polyaddition-based (oligo-ester acrylates, polyamide oligo col bis(3-ethyl-3-oxetanylmethyl)ether, dicyclopentenyl bis mers, and polyisocyanate oligomers), and addition-conden (3-ethyl-3-oxetanylmethyl)ether, triethylene glycol bis(3- sation oligomers (such as phenolic resins, amino resins, ethyl-3-oxetanylmethyl)ether, tetraethylene glycol bis(3- Xylene resins, and ketone resins). Among these, oligoester ethyl-3-oxetanylmethyl)ether, (meth)acrylates are preferable, and among the oligoester tricyclodecanediyldimethylene (3-ethyl-3-oxetanylmethyl) (meth)acrylates, urethane(meth)acrylates, polyester(meth) ether, trimethylol propane tris(3-ethyl-3-oxetanylmethyl) acrylates, and epoxy(meth)acrylates are more preferable, and ether, 1,4-bis(3-ethyl-3-oxetanylmethoxy)butane, 1,6-bis(3- urethane(meth)acrylates are still more preferable. ethyl-3-oxetanylmethoxy) hexane, pentaerythritol tris(3- 0149 Examples of the urethane(meth)acrylates prefer ethyl-3-oxetanylmethyl)ether, pentaerythritol tetrakis(3- ably include an aliphatic urethane(meth)acrylate, and an aro ethyl-3-oxetanylmethyl)ether, polyethylene glycol bis(3- matic urethane(meth)acrylate; however, analiphatic urethane ethyl-3-oxetanylmethyl) ether, dipentaerythritol hexakis(3- (meth)acrylate is more preferable. ethyl-3-oxetanylmethyl)ether, dipentaerythritol pentakis(3- 0150. In addition, the urethane(meth)acrylate is prefer ethyl-3-oxetanylmethyl)ether, dipentaerythritol tetrakis(3- ably a tetrafunctional or less urethane(meth)acrylate and ethyl-3-oxetanylmethyl) ether, caprolactone-modified more preferably a bifunctional or less urethane(meth)acry dipentaerythritol hexakis(3-ethyl-3-oxetanylmethyl)ether, late. caprolactone-modified dipentaerythritol pentakis(3-ethyl-3- 0151. By including a urethane(meth)acrylate, an ink com oxetanylmethyl)ether, ditrimethylolpropane tetrakis(3-ethyl position can be obtained in which the adhesiveness to the base 3-oxetanylmethyl)ether, EO-modified bisphenol A bis(3- material is excellent, and the curability is excellent. ethyl-3-oxetanylmethyl)ether, propylene oxide (PO)- 0152 Regarding oligomers, the Oligomer Handbook (ed modified bisphenol A bis(3-ethyl-3-oxetanylmethyl)ether, ited by Junji Furukawa, The Chemical Daily Co., Ltd.) can be EO-modified hydrogenated bisphenol A bis(3-ethyl-3-oxeta referenced. nylmethyl)ether, PO-modified hydrogenated bisphenol Abis 0153. In addition, the oligomer may be used indepen (3-ethyl-3-oxetanylmethyl)ether, and EO-modified bisphe dently, or two or more types may be used in combination. nol F (3-ethyl-3-oxetanylmethyl) ether. 0154) In addition, examples of commercially available oli 0140. Detailed description is made with regard to such gomers can include the examples shown below. oxetane compounds in JP2003-341217A, paragraphs 0021 to 0155 Examples of the urethane(meth)acrylate include, 0084, and the compounds described herein can be suitably for example, R1204, R1211, R1213, R1217, R1218, R1301, used in the present invention. R1302, R1303, R1304, R1306, R1308, R1901, R1150, and 0141 Among the oxetane compounds used in the present the like manufactured by Dai-Ichi Kogyo Seiyaku Co., Ltd., invention, using a compound having 1 to 2 oxetane rings is the EBECRYL series manufactured by Daicel-Cytec Co. preferable from the viewpoint of viscosity and adhesion of the Ltd., (for example, EBECRYL 230, 270, 4858, 8402,8804, liquid for inkjet recording. 8807, 8803, 9260, 1290, 129OK, 5129, 4842, 8210, 210, 0142. The cationic polymerizable compound may be used 4827, 6700, 4450, and 220), NK Oligo U-4HA, U-6HA, independently or two or more types may be combined and U-15HA, U-108A, U200AX, and the like manufactured by used. Shin-Nakamura Chemical Co. Ltd., Aronix M-1 100, 0143. The content of the cationic polymerizable com M-1200, M-1210, M-1310, M-1600, M-1960, and the like pound is preferably 2 mass % to 90 mass % with respect to the manufactured by Toagosei Co and CN9001 manufactured by total mass of the ink composition, more preferably 5 mass % Sartomer Company Inc. to 50 mass %, and still more preferably 8 mass % to 20 mass 0156 Examples of the polyester(meth)acrylate include, %. for example, the EBECRYL series manufactured by Daicel 0144)

0160 The weight average molecular weight Mw of the Ltd.), BYK306, BYK307, BYK331, BYK333, BYK347, and (component G) resin is preferably in a range of 2,000 to BYK348 (manufactured by BYK Chemie), and KF-351A, 300,000, more preferably 3,000 to 200,000, still more pref KF-352A, KF-353, KF-354L, KF-355A, KF-615A, KF-945, erably 4,000 to 100,000, and particularly preferably 5,000 to KF-640, KF-642, KF-643, KF-6020, X-22-6.191, X-22-4515, 100,000. Moreover, the measurement method of the weight KF-6011, KF-6012, KF-6015, and KF-6017 (manufactured average molecular weight is the same as the measurement by Shin-Etsu Chemical Co., Ltd.). method of the weight average molecular weight explained 0168 Among these, silicone-based surfactants are prefer above. able examples. 0161 Examples of the resin include fiber-based resins, 0169. The content of the surfactant in the ink composition Such as acrylic resins, styrene-acrylic resins, rosin-modified of the present invention is selected according to the intended resins, phenol resins, terpene-based resins, polyester resins, purpose; however, 0.0001 mass % to 1 mass % with respect to polyamide resins, epoxy resins, vinyl chloride-vinyl acetate the total mass of the ink composition is preferable. copolymers, and cellulose acetate butylates, and vinyl tolu ene-O-methylstyrene copolymers. 0170 salts and quaternary ammonium salts. In addition, fluorine based Surfactants (for example, organic fluoro compounds 0176 The viscosity of the ink composition of the present and the like) or silicone-based surfactants (for example, pol invention at 25°C. is preferably 1 mPa's to 40 mPas, and ysiloxane compounds and the like) may be used as the Sur more preferably 3 mPa's to 30 mPa's. factant. The organic fluoro compounds are preferable for their 0177. In addition, the viscosity at the ejection temperature hydrophobicity. Examples of the organic fluoro compound (preferably 25°C. to 80°C., more preferably 25°C. to 50° C.) include, for example, fluorine-based surfactants, oil-like fluo is preferably 1 mPa is to 30 mPa is and more preferably 3 rine-based compounds (for example, fluorine oils) and Solid mPa's to 25 mPas. The ink compositionable to be used in the fluorine compound resins (for example, tetrafluoroethylene present invention preferably has the composition ratio appro resin) and those described in the publications of JP1982 priately adjusted such that the viscosity is in the above-de 9053B (JP-S57-9053B) (columns 8 to 17) and JP1987 scribed ranges. Even in a case where a porous recording 135826B (JP-S62-135826B). The polysiloxane compound is medium (Support body) is used, it is possible to avoid the preferably a modified polysiloxane compound in which an penetration of the ink composition into the recording medium organic group is introduced to a portion of the methyl group and reduce the uncured monomers by setting a high viscosity of a dimethyl polysiloxane. Examples of modification at room temperature (25° C.). Furthermore, it is possible to include polyether-modified, methylstyrene-modified, alco inhibit ink bleeding when a droplet of the ink composition hol-modified, alkyl-modified, aralkyl-modified, fatty acid lands, and the image quality is improved as a result, which is ester-modified, epoxy-modified, amine-modified, amino preferable. modified and mercapto-modified; however, the invention is 0.178 The measurement method of the viscosity is not not limited thereto. The methods of modification may be particularly limited; however, preferable examples include a combined for use. In addition, among these, polyether-modi method using a model RE80 viscometer manufactured by fied polysiloxane compounds are preferable from the view Toki Sangyo Co., Ltd. The model RE80 viscometer is a coni point of improvements in inkjet ejection stability. Examples cal rotor corresponding to an E-type/flat plate type viscom of the polyester-modified polysiloxane compound include, eter, and measurement is preferably performed at a rotational SILWETL-7604, SILWET L-7607N, SILWETFZ-2104, and speed of 10 rpm using rotor code No. 1 as a rotor. Herein, SILWET FZ-2161 (manufactured by Nippon Unicar Co., measurement is preferably performed by changing the rota US 2014/00631.27 A1 Mar. 6, 2014

tional speed to 5 rpm, 2.5 rpm, 1 rpm, 0.5 rpm and the like as ever, the content is preferably 1 mass % to 90 mass % with needed for those having a high Viscosity higher than 60 respect to the total mass of the pigment dispersion, more mPas. preferably 5 mass % to 80 mass %, and still more preferably 0179. In addition, the surface tension of the ink composi 10 mass % to 70 mass %. tion of the present invention at 25°C. is preferably 18 mN/m 0191 (Method for Producing Inkjet Ink Composition and to 50 mN/m, and more preferably 20 mN/m to 40 mN/m from Method for Producing Pigment Dispersion for Inkjet Ink) the viewpoint of appropriateness of droplet ejecting by the 0.192 The method for producing an inkjet ink composition inkjet. preferably includes a preliminary mixing step of mixing 0180. In addition, the surface tension of the ink composi (component A) C.I. Pigment Yellow 180 and (component B) tion in the present invention is a value measured at a liquid a fatty acid amide compound to obtain a mixture, and a temperature of 25°C. with the Wilhelmy method using an mixing step of mixing the mixture and (component C) a high ordinarily used surface tensiometer (for example, a CBVP-Z molecular weight dispersant. surface tensiometer manufactured by Kyowa Interface Sci 0193 In addition, the method for producing a pigment ence Co., Ltd, or the like). dispersion for an inkjet ink composition preferably includes a 0181 (Pigment Dispersion for Inkjet Ink Composition) preliminary mixing step of mixing (component A) C.I. Pig 0182. The pigment dispersion for an inkjet ink composi ment Yellow 180 and (component B) a fatty acid amide com tion of the present invention (hereinafter, also referred to as pound to obtain a mixture, and a mixing step of mixing the "pigment dispersion for an ink composition” or “pigment mixture and (component C) a high molecular weight dispers dispersion') contains (component A) C.I. Pigment Yellow ant. 180, (component B) a fatty acid amide compound, and (com 0194 In the method for producing, by first mixing the ponent C) a high molecular weight dispersant. component A and component B, the fatty acid amide com 0183 The pigment dispersion for an ink composition of pound attaches or bonds to the surface of the C.I. Pigment the present invention preferably contains (component D) a Yellow 180 particles, and, although the details of the mecha solvent. nism are unclear, by causing the high molecular weight dis 0184. In addition, the pigment dispersion for an ink com persant to act on the pigment particles in this state, it is position of the present invention may contain (component E) assumed that the ejection stability and the weather resistance a polymerization initiator, (component F) a polymerizable are improved. compound, (component G) a resin, (component H) a Surfac 0.195 The method for mixing the component A and com tant, and/or other additives. ponent Band the method for mixing the mixture including the 0185. Each component has the same meaning as those component A and component B with the component Care not described above in the ink composition, and the preferable particularly limited, and known methods for mixing can be ranges are the same. used. 0186 The content of the component A in the pigment 0196. In addition, in a case where the (component D) dispersion of the present invention is not particularly limited; solvent is used, the solvent may be added at the stage of the however, the content is preferably 8 mass % to 75 mass % preliminary mixing step, may be added at the stage of the with respect to the total mass of the pigment dispersion, more mixing step, may be added at a Subsequent step thereto, and preferably 10 mass % to 50 mass %, and particularly prefer further may be added at two or more steps. ably 20 mass % to 50 mass %. 0197) The usage amounts of each component are not par 0187. In a case where the content of the component A in ticularly limited, and may be appropriately adjusted so as to the pigment dispersion is W, and the content of the compo obtain a desired composition. nent B in the pigment dispersion is W., the value of W/W' 0198 (Inkjet Recording Method and Inkjet Recording is preferably 0.05 to 0.2. When in the above range, the Device) weather resistance is excellent and further, the inkjet ejection 0199 The inkjet recording method of the present inven stability and strength of the cured film are excellent, in a case tion is a method ejecting the ink composition of the present where the ink composition using the pigment dispersion is invention onto a recording medium (Support body, recording used for inkjet recording. material or the like) for inkjet recording, forming an image by 0188 In addition, the content of the component B is pref fixing the ink composition through heating and Volatilizing erably 0.1 mass % to 20 mass % with respect to the total mass the solvent and/or by curing the ink composition through of the pigment dispersion, more preferably from 0.5 mass % irradiating with active radiation with respect to the ink com to 10 mass %, and particularly preferably 1 mass % to 6 mass position ejected on the recording medium. %. When in the above ranges, the weather resistance and 0200 More specifically, the inkjet recording method of abrasion resistance of the printed matter are Superior, and the present invention preferably includes a step of (a) eject further, the ejection stability is excellent, in a case where the ing an ink composition on a recording medium; (b) fixing the ink composition using the pigment dispersion is used for ink composition by adding heat to the ejected ink composi inkjet recording. tion and/or (c") curing the ink composition by irradiating the 0189 The content of the high molecular weight dispersant ejected ink composition with active radiation. in the pigment dispersion of the present invention is prefer 0201 In a case where the ink composition of the present ably 1 mass % to 75 mass % with respect to the total mass of invention is a solvent ink, it is preferable to perform at least the component A from the viewpoint of the dispersibility of the step (b"), in a case where the ink composition of the the component A, more preferably 2 mass % to 50 mass % and present invention is an active radiation curable solvent ink, it particularly preferably 5 mass % to 40 mass %. is preferable to perform at least the step (c'), and further, in a 0190. In a case where the pigment dispersion of the case where the ink composition of the present invention is an present invention contains the (component D) solvent, the active radiation curable solvent ink, it is preferable to perform content of the component D is not particularly limited; how at least the step (b) and step (c'). US 2014/00631.27 A1 Mar. 6, 2014

0202 The inkjet recording method of the present inven cosity of 50 mPa's or less at 25°C., since ejection can be tion forms an image using the ink composition on a recording favorably performed. High ejection stability can be realized medium by including the step (a"), step (b") and/or step (c'). by using this method. (0203. In step (a) in the inkjet recording method of the 0211 Because active radiation curable solvent inks such present invention, an inkjet recording device as described in as the ink composition of the present invention generally have detail below can be used. a higher viscosity than aqueous ink compositions used in normal inkjet recording, the Viscosity fluctuations according 0204 to temperature fluctuations during ejection are large. The 0205 The inkjet recording device able to be used in the changes in the droplet size and changes in the dropletejection inkjet recording method of the present invention is not par speed are greatly influenced by viscosity fluctuations in the ticularly limited, and it is possible to arbitrarily select and use ink, leading to deteriorations in image quality. Accordingly, a known inkjet recording device capable of achieving the there is a need to keep the temperature of the ink composition desired resolution. That is, with a known inkjet recording during ejection as constant as possible. Thus, the control device including commercially available products, ejection range of the temperature of the ink composition being set to of the ink composition onto the recording medium can be preferably +5° C. of a set temperature, more preferably +2. performed in the step (a") of the inkjet recording method of C., and still more preferably +1° C. is appropriate in the the present invention. present invention. 0206 Examples of the inkjet recording device able to be (0212. The (b) heating the ejected ink composition and used in the present invention include, for example, devices fixing the ink composition will be described. including ink Supply systems, temperature sensors, and active 0213. The ink composition ejected on the recording radiation sources. medium is fixed to the surface of the recording medium by the 0207. The ink supply system, for example, is formed of a Solvent being evaporated by a heating means, or by curing the Source tank including the ink composition of the present resin in a case where a resin is included. invention, a Supply pipe, an ink Supply tank immediately 0214. The heating means is not particularly limited, ifable before the inkjet head, a filter and a piezo-type inkjet head. to dry the solvent; however, a heat drum, hot air, infrared The piezo-type inkjet head can perform driving so as to lamp, heating oven, heating plate or the like can be used. enable ejecting multi-size dots of preferably 1 pl to 100 pl. (0215) Next, the (c') step of irradiating the ejected ink and more preferably 8 pl to 30 plata resolution of preferably compound with active radiation and curing the ink composi 320x320 to 4,000x4,000 dpi, more preferably 400x400 to tion will be described. 1,600x1,600 dpi, and still more preferably 720x720 dpi. 0216. The ink composition ejected on the recording Moreover, the term dpi used in the present invention repre medium is cured by being irradiated with active radiation. sents the number of dots per 2.54 cm. This is because the polymerization initiator included in the ink composition of the present invention generates initiation 0208. As described above, for the ink composition of the species, such as radicals, an acid or a base, by decomposing present invention, since it is preferable that the ejected ink due to irradiation with active radiation, and the polymeriza composition be set to a constant temperature, it is preferable tion reaction of the radical polymerizable compound is that means for stabilizing the ink composition temperature be started and promoted by the function of these initiation spe provided in the inkjet recording device. As sites made a con cies. At this time, if a sensitizer is present along with a poly stant temperature, all of the pipe system and parts from the ink merization initiator in the ink composition, the sensitizer in tank (the intermediate tank, in a case where there is an inter the system absorbs active radiation and enters an excited mediate tank) to the nozzle emission Surface become targets. state, the decomposition of the polymerization initiator is That is, insulation and heating can be performed from the ink promoted by the contact with the sensitizer, and a curing Supply tank to the inkjet head portion. reaction with a higher sensitivity can be attained. 0209. The temperature control method is not particularly 0217. Here, the active radiation used can be C-rays, Y-rays, limited; however, for example, it is preferable to provide a electronbeams, X-rays, ultraviolet rays, visible light or infra plurality of temperature sensors at sites at each pipe, and red light. The peak wavelength of the active radiation also perform heating control according to the ink flow rate and the depends on the absorption characteristics of the sensitizer; environmental temperature. The temperature sensors can be however, 200 nm to 600 nm is preferable, 300 nm to 450 nm. provided in the vicinity of the ink supply tank and the nozzles is more preferable, 320 nm to 420 nm is still more preferable, of the inkjet head. In addition, the head unit to be heated is and the active radiation being ultraviolet rays with a peak preferably thermally blocked or insulated such that the device wavelength in a range of 340 nm to 400 nm is particularly main body is not influenced by the temperature from the preferable. outside air. In order to shorten the printer startup time 0218. In addition, the polymerization initiation system of required for heating, or in order to reduce the thermal energy the ink composition in the present invention has sufficient loss, it is preferable to provide insulation from other sites and sensitivity even with low output active radiation. Accord to decrease the heat capacity of the entire heating unit body. ingly, curing is Suitably performed with an exposure Surface 0210. It is preferable to perform ejection of the ink com illuminance of preferably 10 mW/cm to 4,000 mW/cm, and position of the present invention using the inkjet recording more preferably 20 mW/cm to 2,500 mW/cm. device described above after lowering the viscosity of the ink 0219. A mercury lamp, a gas or solid-state laser, or the like composition to preferably 3 mPa's to 15 mPas, and more is mainly used as the active energy ray Source, and, a mercury preferably 3 mPa's to 13 mPa is by heating the ink composi lamp and a metal halide lamp are widely known as a light tion to preferably 25° C. to 80°C., and more preferably to 25° Source used in curing of the active radiation curable solvent C. to 50° C. In particular, it is preferable that the ink compo ink. However, currently, the current move toward becoming sition of the present invention used be one with an ink vis mercury free is strongly desired from the viewpoint of envi US 2014/00631.27 A1 Mar. 6, 2014 ronmental protection, and replacement with GaN-based media with different surface wetting properties, it is possible semiconductor ultraviolet light emitting devices is industri to maintain the dot size of the landed ink composition con ally and environmentally extremely effective. Furthermore, stant, and the image quality improves. In addition, it is pref LED (UV-LED) and LD (UV-LD) are small size and low cost, erable that colors be superimposed in order from lowest and have long service life and high efficiency, and are antici brightness in order to obtain a color image. By Superimposing pated as an inkjet printer light source. ink compositions in order from lowest brightness, the radia 0220. In addition, it is possible to use light emitting diodes tion rays more easily reach the ink composition of the lower (LED) and laser diodes (LD) as active radiation sources. In part, and excellent curing sensitivity, reductions in the mono particular, in a case where an ultraviolet Source is required, an mer residue, and improvements in the adhesiveness can be ultraviolet LED and an ultraviolet LD can be used. For expected. Further, for the irradiation, it is possible to eject, example, Nichia Corporation has brought an ultraviolet LED and expose all the colors together; however, exposing one to market having a wavelength with a main emission spec color at a time is preferable from the viewpoint of promotion trum between 365 nm and 420 nm. Furthermore, in a case where an even shorter wavelength is needed, the specification of curing. of U.S. Pat. No. 6,084.250A discloses an LED capable of 0226. In so doing, by curing the ink composition of the emitting active radiation centered between 300 nm and 370 present invention with high sensitivity using the irradiation of nm. In addition, other ultraviolet LEDs are available, and can active radiation, it is possible to forman image on the record irradiate radiation of different ultraviolet ray bands. In the ing medium surface. present invention, a UV-LED is a particularly preferable 0227. In the inkjet recording method of the present inven active radiation source, and particularly preferable is a UV tion, the ink composition of the invention is preferably a LED having a peak wavelength of 340 nm to 400 nm. yellow ink composition. 0221. In addition, the maximum illuminance on the 0228. The ink composition of the present invention is pref recording medium of the LED is preferably 10 mW/cm to erably used as an ink set formed from a plurality of inkjet 2,000 mW/cm, more preferably 20 mW/cm to 1,000 inks; and in this case, the ink set combined and used withinks mW/cm, and particularly preferably 50 mW/cm to 800 exhibiting each of cyan, magenta, and black in addition to the mW/cm. ink composition is preferably used, and ink exhibiting white 0222. The ink composition of the present invention is suit is preferably combined and used as needed. ably irradiated with such active radiation for preferably 0.01 0229. In the inkjet recording method of the present inven seconds to 120 seconds and more preferably 0.1 seconds to 90 tion, the order of each colored ink composition to be ejected seconds. is obviously not limited; however, the colored ink composi 0223. The irradiation conditions of the active radiation and tions are preferably applied to the recording medium from the the basic irradiation method are disclosed in JP1985 highest brightness, and, in a case where the ink composition 132767A (JP-S60-132767A). More specifically, light of the present invention, cyan, magenta, and black are used, Sources are provided on both sides of the head unit including application onto the recording medium is preferably per the ejection device of the ink composition, and irradiation formed in order of ink composition of the present invention, using a so-called shuttle system is performed by Scanning the cyan, magenta, and black. Further, in a case in which white is head unit and the light sources. The irradiation of the active used in addition thereto, application onto the recording radiation is performed for a fixed time (preferably 0.01 sec medium is preferably performed in order of white, ink com onds to 0.5 seconds, more preferably 0.01 seconds to 0.3 position of the present invention, cyan, magenta, and black. seconds, and even more preferably 0.01 seconds to 0.15 sec Furthermore, the present invention is not limited thereto, and onds) after the ink composition lands. By controlling the time an ink set including at least light cyan, light magenta, cyan, from landing to irradiation to be an extremely short time in magenta, grey, black, white ink compositions for a total of this manner, it is possible to prevent the ink composition seven colors in addition to the ink composition of the present landed on the recording medium from bleeding before curing. invention, and in this case application onto the recording In addition, since it is possible to perform exposure before the medium is preferably performed in the order of white, light ink composition penetrates to a deep portion not reached by cyan, light magenta, the ink composition of the present inven the light Source even with respect to a porous recording tion, cyan, magenta, and black. medium, it is possible to Suppress unreacted monomer resi 0230. In the present invention, the recording medium is due, which is preferable. not particularly limited, and known recording media can be 0224 Furthermore, curing may be completed by another used as the Support body or the recording material. Examples light Source not accompanied by driving. In addition, include paper, paper on which a plastic (for example, poly examples of irradiation methods include a method using an ethylene, polypropylene, polystyrene, and the like) is lami optical fiber, and a method in which a mirror surface is irra nated, metal plates (for example, aluminum, Zinc, copper, and diated with collimated light (UV), and a method in which the the like), plastic films (for example, cellulose diacetate, cel recording portion is irradiated with light. Such curing meth lulose triacetate, cellulose propionate, cellulose butyrate, cel ods can also be applied to the inkjet recording method of the lulose acetate butyrate, cellulose nitrate, polyethylene tereph present invention. thalate, polyethylene, polystyrene, polypropylene, 0225. By employing the inkjet recording method as polycarbonate, polyvinyl acetal, and the like), paperor plastic described above, even with respect to various recording films on which the above-described metals are laminated or US 2014/00631.27 A1 Mar. 6, 2014 deposited. In addition, a non-absorbent recording medium 0234 (Preparation of Ink Composition) can be suitably used, and further polyvinyl chloride can be 0235. With regard to the ink compositions A1 to K1 and particularly preferably used as the recording medium in the the ink composition A2 to K2, among the compositions dis present invention. closed in Table 2 below, components other than the pigment dispersion were stirred (10 to 15 minutes, 2,000 to 3,000 rpm) EXAMPLES with a mixer manufactured by Silverson Co., Ltd. to obtain a uniform transparent liquid. The pigment dispersions A to K 0231 Below, the present invention will be described in prepared as described above were added to the transparent further detail using examples; however, the present invention liquid, and stirred (10 to 20 minutes, 2,000 to 3,000 rpm) to is not limited thereto. Moreover, the term “parts” in the obtain the ink compositions respectively. The 'A' to “K” of description below indicates “parts by mass' unless otherwise ink compositions A1 to K1 and ink compositions A2 to K2 specified, and further, "'6' is assumed to represent “mass %'. correspond to the pigment dispersions A to K used respec 0232 (Preparation of Pigment Dispersion A to K) tively. 0233. Among the constitutions described in Table 1 below, 0236 Moreover, the ink compositions after preparation 24 parts of solvent were mixed with components other than were subjected to a filtration process in a 1.5um filter (PRO the dispersant and kneaded for 30 to 60 minutes with a table FILE STAR, manufactured by PALL Corporation). The top kneader (PBV-0.1, manufactured by Irie-Shokai) to obtain a mixture. Among the constitutions described in the numerical values in the Table 2 below indicate parts by mass. Table 1 below, the remainder of the solvent and the dispersant were added to the mixture, and stirred (10 to 15 minutes, TABLE 2 2,000 to 3,000 rpm) with a mixer manufactured by Silverson Component Amount Co., Ltd. to obtain a uniform transparent liquid (diluted solu tion of dispersant). A pigment was added to the transparent CompositionCompositi of Ink liquid (diluted solution of dispersant), and stirred with a positions A1 to K1 mixer (10 to 20 minutes, 2,000 to 3,000 rpm) to obtain 100 Resin A 2.5 parts of a uniform preliminary dispersant. Thereafter, a dis- Resin B 2.5 persion process was executed using a circulation bead mill CyclohexanoneEthelyne glycol monobutyl ethylacetate 7710 device (Laboratory Mini Mill) manufactured by EIGER Pigment Dispersion 8 Corp, and pigment dispersions A to K were obtained. Disper- Composition of Ink sion was performed under dispersion conditions in which 100 Compositions A2 to K2 parts of zirconia beads with a diameter of 0.65 mm was S urfactant A O.1 charged, the circumferential speed set to 15 m/s, and a dis- Irg2959 2 persion time set to 3 hours. Moreover, the numerical values in Irg819 4 Table 1 represent the parts by mass. TABLE 1.

A B C D E. F. G. H. J. K.

Pigment PY18O 40 40 40 40 40 40 40 40 40 - - - - PY185 30 30 Fatty Acid Amide Oleamide 2 4 8 — — — — — — 4 Compound Erucamide 4 Behenamide 4 Lauric amide 4 Stearic amide 4 Octanamide 4 High-Molecular EFKA 7496 10 1 0 1 0 1 0 1 0 1 0 1 0 10 10 10 Weight Dispersant Solvent Ethelyne glycol 48 46 42 46 46 46 46 46 50 60 56 monobutyl ethylacetate

The abbreviations denoted in Table 1 are as follows. PY 180: C.I.Pigment Yellow 180 (NOVOPERMYELLOWPHG, manufactured by Clariant Co. Ltd.) PY 185: C.I.Pigment Yellow 185 (PALIOTOLYELLOW D 1155, manufactured by BASF Corp.) Oleamide (DIAMIDE O-200, manufactured by Nippon Kasei Chemical) Erucamide (DLAMIDEL-200, manufactured by Nippon Kasei Chemical) Behenamide (DIAMIDEBH, manufactured by Nippon Kasei Chemical) Lauric amide (DIAMIDEY, manufactured by Nippon Kasei Chemical) Stearic acid amide (Amide AP-1, manufactured by Nippon Kasei Chemical) Octanamide (O0238, manufactured by Tokyo Chemical Industry Co., Ltd) EFKA 7496 (high molecular weight dispersant, manufactured by BASF Corp., amine value: 17 mgkOHg) Ethylene glycol monobutyl ether acetate (B0700, manufactured by Tokyo Chemical Industry Co., Ltd) US 2014/00631.27 A1 Mar. 6, 2014 15

TABLE 2-continued Good: Between over 600 hours and 700 hours or less, AE exceeds 30. Component Amount Normal: Between over 500 hours and 600 hours or less, AE exceeds 30. FLORSTABUV12 O.S Oligomer A 5 Poor: at 500 hours or less, AE exceeds 30. Monomer B 5 0244 Moreover, the computation formula for the color Y-butylolactone 16 difference (AE) is the formula shown below. Diethelyne glycol diethyl ester 59.4 Pigment Dispersion 8 (Libefore aging - Lafer aging + Equation 1 in addition, abbreviations denoted in Table 2 other than those described above areas follows, esin A: ELVACITE 2013 (methyl methacrylate-n-butyl methacrylate copolymer (mass AE = (a+before aging -a after aging)2 + ratio 36,64, Mw: 37,000, manufactured by Lucite International Inc.)) esin B: VINNOL E1545 (vinyl chloride-vinyl acetate copolymer, manufactured by (b*before aging -b-after aging) 2 WACKER) Cyclohexanone (CO489, manufactured by Tokyo Chemical Industry Co., Ltd) Surfactant A, (BYK331, polyether modified polydimethylsiloxane, manufactured by BYK Chemie) 0245 rg 819: photopolymerization initiator (IRGACURE 819, bis(2,4,6-trimethylbenzoyl)phe 0246 The surface of the printed matter prepared as above nyl phosphine oxide, manufactured by BASF Corp.) FLORSTABUV 12: nitroso-based polymerization inhibitor (manufactured by Kromachem was rubbed using a dried cotton cloth, and the number of Ltd.) times of rubbings until the film was torn or color was lost was Oligomer A (CN 9001, urethane acrylate, manufactured by Sartomer Company, Inc.) counted. The evaluation criteria areas follows, and the results Monomer B (SR454, ethoxylated trimethylolpropane 3 mole adduct triacrylate, manufac are shown in Table 3. tured by Sartomer Company, Inc.) y-butylolactone (BO767, manufactured by Tokyo Chemical Industry Co., Ltd) Excellent: Even if the number of times of rubbings is 20 or Diethylene glycol diethyl ether (B0489, manufactured by Tokyo Chemical Industry Co., higher, film tearing or color loss did not occur. Ltd) Good: film tearing or color loss occurred at a number of times of rubbings of 15 or higher and less than 20. 0237 (Printing Test) Normal: film tearing or color loss occurred at a number of 0238. The obtained ink compositions A1 to K1 and ink times of rubbings of 10 or higher and less than 15. compositions A2 to K2 were respectively used, and the print Poor: film tearing or color loss occurred at a number of times ing test shown below was performed. of rubbings of less than 10. 0239. The ink compositions prepared as above were 0247 745EX, manufactured by Roland Corp.), and printing 0248. The surface was rubbed using a cotton cloth wetted samples (printed matter) were prepared using the inkjet with isopropyl alcohol (IPA), and the number of times of printer. The printed matter was yellow 100%. The base mate rubbings until the film was torn or color was lost was counted. rial was polyvinyl chloride (PVC, adhesive sheet type). The evaluation criteria are as follows, and the results are 0240 Moreover, here the term 100% is conditions of the shown in Table 3. maximum ink amount obtained in a case where printed Excellent: even at a number of times of rubbings of 10 or according to the standard printing conditions of the inkjet higher, film tearing or color loss did not occur. printer described above. Good: film tearing or color loss occurred at a number of times 0241. In addition, with regard to the ink compositions A2 of rubbings of 5 or higher and less than 10. to K2, UV exposure was performed after printing with a UV Normal: film tearing or color loss occurred at a number of exposure device (UV Lamp System (F300SQ) and Transport times of rubbings of 2 or higher and less than 5. belt (LC-6B) manufactured by Fusion UV Inc.). Poor: film tearing or color loss occurred at a number of times 0242 of rubbings of 1. 0243 The printed matter prepared as above were aged in 0249 an Xe test chamber (model: Q-SLTN, conditions: according 0250 Five AO size solid images were continuously to SAE Standard J 2527) manufactured by Q-Lab, and the printed, and the number of occurred nozzle omissions was hues (Lab) before and after aging were compared. More counted. The evaluation criteria areas follows, and the results over, the hues were measured using a colorimeter (Spectro are shown in Table 3. Eye, manufactured by Xrite, Inc.), and measured at timings of Excellent: No nozzle omissions even when printing of 5 500 hours, 600 hours, 700 hours and 800 hours. The evalua sheets was executed. tion criteria are as follows. The times where the color differ Good: One nozzle omission after printing of 5 sheets ence (AE) exceeded 30 are shown in Table 3. executed. Outstanding: Even exceeding 800 hours, color difference Normal: Two nozzle omissions after printing of 5 sheets (AE) is 30 or lower. executed. Excellent: Between over 700 hours and 800 hours or less, AE Poor: Three or more nozzle omissions after printing of 5 exceeds 30. sheets executed. TABLE 3 Ink Composition

A1 B1 C1 D1 F1 G1 H1 I1 J1 K1

Weather 600 800 800 700 700 700 700 700 <500 <500 <500 Resistance Abrasion 15 14 13 14 14 14 14 14 15 15 15 Resistance (Drying Conditions) US 2014/00631.27 A1 Mar. 6, 2014

TABLE 3-continued Abrasion 3 3 3 3 3 3 3 3 3 3 3 Resistance (Solvent Conditions) Continuous Excellent Excellent Good Excellent Excellent Excellent Excellent Excellent Excellent Excellent Excellent Printing Test Ink Composition

A2 B2 C2 D2 E2 F2 G2 H2 I2 J2 K2

Weather 600 900 900 700 700 700 700 700 <500 <500 <500 Resistance Abrasion >2O >2O >2O >2O >2O >2O >2O >2O >2O >2O >2O Resistance (Dry Conditions) Abrasion >2O >2O >2O >2O >2O >2O >2O >2O >2O >2O >2O Resistance (Solvent Conditions) Continuous Excellent Excellent Excellent Excellent Excellent Excellent Excellent Excellent Excellent Excellent Excellent Printing Test

0251 Moreover, the numerical values in the weather resis monoalkyl ether acetates, polyalkylene glycol monoalkyl tance column in Table 3 indicate time in which AE exceeds 30 ethers, polyalkylene glycol dialkyl ethers, polyalkylene gly and the numerical values in the abrasion resistance column col acetates, ketones, and, lactones. indicate the number of times of rubbings at which film tearing 7. The inkjet ink composition according to claim 5. or color loss occurs. wherein the solvent includes at least one compound selected 0252. This application claims priority under 35 U.S.C. from a group consisting of ethylene glycol monobutyl ether S119 of Japanese Patent application.JP 2012-189065, filedon acetate, diethylene glycol diethyl ether, cyclohexanone, and, Aug. 29, 2012, the entire contents of which are hereby incor Y-butyrolactone. porated by reference. 8. The inkjet ink composition according to claim 1, further What is claimed is: comprising a polymerization initiator and a polymerizable 1. An inkjet ink composition comprising: compound. C.I. Pigment Yellow 180; 9. The inkjet ink composition according to claim 5 further a fatty acid amide compound; and comprising a polymerizable compound, wherein the content a high molecular weight dispersant. ratio of the polymerizable compound with respect to the 2. The inkjet ink composition according to claim 1, solvent in the ink composition is 0.1 to 0.2. wherein the fatty acid amide compound is a compound rep 10. A method for producing an inkjet ink composition resented by the following formula (B), according to claim 1, the method comprising: preliminary mixing the C.I. Pigment Yellow 180 and the fatty acid amide compound to obtain a mixture, and Chem. 1 mixing the mixture and the high molecular weight dispers ant. (B) O 11. An inkjet recording method comprising: ejecting an ink composition on a recording medium; fixing the ink composition by adding heat to the ejected ink R ls NH2 composition and/or curing the ink composition by irra diating the ejected ink composition with active radia in the formula (B), R represents a saturated or unsaturated tion, and aliphatic group having 5 to 30 carbon atoms. the ink composition is the inkjet ink composition according 3. The inkjet ink composition according to claim 1, to claim 1. wherein the fatty acid amide compound is an oleamide. 12. A pigment dispersion for an inkjet ink composition 4. The inkjet ink composition according to claim 1, comprising: wherein a value of W/W is 0.05 to 0.2 in a case where the C.I. Pigment Yellow 180; content of the C.I. Pigment Yellow 180 is set to W and the a fatty acid amide compound; and content of the fatty acid amide compound is set to W, in the a high molecular weight dispersant. ink composition. 13. The method for producing a pigment dispersion for an 5. The inkjet ink composition according to claim 1, further inkjet ink composition according to claim 12, the method comprising a solvent. comprising: 6. The inkjet ink composition according to claim 5. preliminary mixing the C.I. Pigment Yellow 180 and the wherein the solvent includes at least one compound selected fatty acid amide compound to obtain a mixture, and from a group consisting of alkylene glycol monoalkyl ether mixing the mixture and the high molecular weight dispers acetates, alkylene glycol monoalkyl ethers, alkylene glycol ant. dialkyl ethers, alkylene glycol acetates, polyalkylene glycol