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
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 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 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 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