WO2015016131A1 - Composition d'encre pour impression offset durcissable par des rayons d'énergie active - Google Patents

Composition d'encre pour impression offset durcissable par des rayons d'énergie active Download PDF

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Publication number
WO2015016131A1
WO2015016131A1 PCT/JP2014/069563 JP2014069563W WO2015016131A1 WO 2015016131 A1 WO2015016131 A1 WO 2015016131A1 JP 2014069563 W JP2014069563 W JP 2014069563W WO 2015016131 A1 WO2015016131 A1 WO 2015016131A1
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WO
WIPO (PCT)
Prior art keywords
active energy
energy ray
ink composition
curable offset
offset ink
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PCT/JP2014/069563
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English (en)
Japanese (ja)
Inventor
育夫 松尾
誓 山本
Original Assignee
Ｄｉｃグラフィックス株式会社
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Publication of WO2015016131A1 publication Critical patent/WO2015016131A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
    • C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment

Definitions

  • the present invention relates to an invention of active energy ray-curable offset ink considering safety such as low toxicity for toys and food packaging applications that cure well under active energy ray conditions, and a printed matter thereof.
  • Active energy ray curable offset inks are widely used in the field of package printing for food packaging such as toys and paper containers because of the convenience of instantaneous curing characteristics.
  • the active energy rays described in the present invention refer to ionizing radiation such as ultraviolet rays, electron beams, ⁇ rays, ⁇ rays, and ⁇ rays.
  • ionizing radiation such as ultraviolet rays, electron beams, ⁇ rays, ⁇ rays, and ⁇ rays.
  • a photopolymerization initiator to the active energy ray-curable composition of the present invention to improve curability.
  • a photosensitizer can be further added to improve curability.
  • ionizing radiation such as electron beam, ⁇ ray, ⁇ ray, and ⁇ ray is used, it cures quickly without using a photopolymerization initiator or photosensitizer.
  • UV rays and electron beams are often used, and in particular, ultraviolet rays are widely used.
  • An ultraviolet lamp light source that emits ultraviolet rays is installed inside the printing press, and ink printed on the printing paper passes immediately below the lamp and is instantaneously cured by being irradiated with ultraviolet energy.
  • the present invention can be used with or without a photopolymerization initiator or a photosensitizer.
  • active energy ray-curable inks tend to thicken after long-term storage, and when the phenomenon becomes excessive, they tend to polymerize (gel). This is because, even in an environment where the active energy rays are not directly applied to the ink, the polymerizable monomer or oligomer in the ink composition generates radicals due to heat, and the polymerization proceeds gradually due to a dark reaction. . Therefore, it is preferable to store the active energy ray-curable ink in a cool and dark place. However, since it is still difficult to avoid the problem of gelation, a polymerization inhibitor is generally used for the purpose of obtaining storage stability (storage stability). It has been added.
  • Typical polymerization inhibitors used in active energy ray-curable offset inks include N-nitrosophenylhydroxylamine aluminum salts, especially because they have excellent performance as polymerization inhibitors and improve the storage stability of the ink. Although it has been widely used (see, for example, Patent Document 1), such nitrosamine compounds have been pointed out to be toxic problems such as mutagenicity, and have been improved due to the recent increase in interest in the safety of printing inks. Is desired.
  • quinone inhibitors such as hydroquinone and tert-butylhydroquinone, phenothiazine, and the like have been proposed as polymerization inhibitors widely used in the field of active energy ray-curable inks and the same curable inkjet printing inks (for example, Patent Documents 2, 3, and 4) tend to be greatly inferior to nitrosamine compounds in terms of storage stability.
  • the present invention is compatible with storage stability while maintaining its safety.
  • the problem of the present invention is that it has good curability and low toxicity for toys and food packaging applications, and has improved productivity and storage stability due to excellent curability in offset printing, which hinders coloring as an ink. There is no active energy ray-curable offset ink composition.
  • the inventors of the present invention have a polymerization inhibitor having the following specific structure, which has a particularly excellent storage stability even in an active energy ray-curable offset ink composition, and has no concern about toxicity. As a result, the present inventors have found that no coloring occurs.
  • the present invention is an active energy ray-curable offset ink composition containing a pigment, a polymerizable monomer, and a polymerization inhibitor composition, and is represented by the general formula (1) as the polymerization inhibitor composition.
  • a hindered amine polymerization inhibitor having an oxyl radical structure is contained in an active energy ray-curable offset ink composition in an amount of 0.01 to 0.8% by weight, and Z in the general formula (1) is a hydroxyl group, O—
  • An activity characterized by being a methacryloyl group, an optionally substituted vinyl group, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 1 to 12 carbon atoms, a halogen atom, an acetamide group, or an acetamidyl group
  • An energy ray curable offset ink composition is provided.
  • R1 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms
  • R2, R3, and R4 each independently represents an alkyl group having 1 to 6 carbon atoms.
  • the active energy ray-curable offset ink composition of the present invention has high curability but is toxic and is not suitable for toys and food packaging, or is inferior in curability to ink compositions with poor storage stability.
  • An active energy ray-curable offset ink for toys and food packaging having low storage stability can be obtained.
  • the present invention is an active energy ray-curable offset ink composition having 0.01 to 0.8% by weight of a hindered amine polymerization inhibitor having an N-oxyl radical structure having the formula (1) as a constituent.
  • Z is a hydroxyl group, an O-methacryloyl group, a vinyl group which may have a substituent, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 1 to 12 carbon atoms, halogen, It has an N-oxyl radical structure which is an atom, an acetamide group, or an acetamidyl group.
  • R1 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms
  • R2, R3, and R4 each independently have an alkyl group having 1 to 6 carbon atoms.
  • Z in the formula (1) is an alkyl group or a cycloalkyl group and has more than 12 carbon atoms, or when R1, R2, R3, or R4 in the formula (1) is an alkyl group and has more than 6 carbon atoms However, it is not preferable because the storage stability performance as an inhibitor is lowered.
  • the active energy ray-curable offset ink composition of the present invention is substantially free of volatile components such as water and organic solvents, and is in the state of a composition containing no volatile components, and is a polymerization inhibitor. It is preferable that the amount used be within the range of 0.01 to 0.8% by weight.
  • the number of carbon atoms is more preferably 1-6.
  • hindered amine polymerization inhibitors having an N-oxyl radical structure having the above formula (1) as a constituent
  • 4-acetylamino-2,2,6,6-tetramethylpiperidine wherein Z is an acetamide group -N-oxyl and 4-hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl in which Z is a hydroxyl group are preferred, and 4-hydroxy-2,2,6,6- in which Z is a hydroxyl group Tetramethylpiperidine-N-oxyl is more preferable in terms of low toxicity and excellent storage stability.
  • polymerization inhibitor compounds examples include (alkyl) phenol, hydroquinone, catechol, resorcin, p-methoxyphenol, t-butylcatechol, t-butylhydroquinone, pyrogallol, 1,1-picrylhydrazyl, phenothiazine.
  • the active energy ray-curable offset ink composition of the present invention is composed of a binder resin, a monomer, a color pigment, an extender pigment and the like in addition to the polymerization inhibitor, and further includes a photopolymerization initiator and a photosensitizer as necessary. A dispersant or the like may be added.
  • a binder resin compound in the active energy ray-curable offset ink composition of the present invention, can be used.
  • the binder resin described here refers to all compounds having appropriate pigment affinity and dispersibility, and water resistance and emulsion rheological properties required for offset inks.
  • a non-reactive resin Diallyl phthalate resin, epoxy resin, polyurethane resin, poly (meth) acrylic acid ester, cellulose derivative, vinyl chloride-vinyl acetate copolymer, polyamide resin, polyvinyl acetal resin, butadiene-acrylonitrile copolymer, etc.
  • an epoxy acrylate compound, a urethane acrylate compound, a polyester acrylate compound, or the like having at least one polymerizable group in the resin molecule can be used.
  • These binder resin compounds can be used alone or in any case. Use more than one species in combination It may be.
  • the polymerizable monomer used as an essential component of the active energy ray-curable offset ink composition of the present invention a monomer compound having a publicly known ethylenic double bond can be used, and a methacrylate monomer is used in combination as appropriate.
  • a monomer compound having a publicly known ethylenic double bond can be used, and a methacrylate monomer is used in combination as appropriate.
  • a bifunctional or higher functional acrylate monomer which is more reactive than a monofunctional monomer, but depending on the application, adhesion to a printing substrate, flexibility of a cured coating film In order to obtain the necessary physical properties such as, it is possible to use a monofunctional acrylate monomer as appropriate.
  • Examples of the monofunctional acrylate monomer include ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, nonyl acrylate, lauryl acrylate, tridecyl acrylate, hexadecyl acrylate, octadecyl acrylate, isoamyl acrylate, isodecyl acrylate, isostearyl acrylate, and cyclohexyl.
  • bifunctional or higher functional acrylate monomer examples include 1,4-butanediol diacrylate, 3-methyl-1,5-pentanediol diacrylate, 1,6-hexanediol diacrylate, neopentyl glycol diacrylate, 2 -Methyl-1,8-octanediol diacrylate, 2-butyl-2-ethyl-1,3-propanediol diacrylate, tricyclodecane dimethanol diacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, Dihydric alcohol diacrylates such as dipropylene glycol diacrylate and tripropylene glycol diacrylate, polyethylene glycol diacrylate, polypropylene glycol A trivalent or more polyvalent polyacrylate such as acrylate, tris (2-hydroxyethyl) isocyanurate diacrylate, trimethylolpropane triacrylate, pentaerythri
  • an acrylate monomer having two or more functions is generally used as a main monomer.
  • an ink composition used in a high-speed offset printer has a highly reactive acrylate monomer having three or more functions.
  • the ink jet ink composition is mainly different from the ink-jet ink composition mainly composed of monofunctional and bifunctional monomers in that it is used as a main monomer. Therefore, the risk of occurrence of polymerization solidification (gelation) during storage of the active energy ray-curable offset ink composition is not the ratio of inkjet, but the present invention provides good storage stability to these offset ink compositions.
  • Active energy ray-curable composition containing at least 20% by weight of a tetrafunctional or higher acrylate monomer in the composition, or pentafunctional such as dipentaerythritol pentaacrylate or dipentaerythritol hexaacrylate, which is particularly highly reactive
  • pentafunctional such as dipentaerythritol pentaacrylate or dipentaerythritol hexaacrylate, which is particularly highly reactive
  • the present invention also works effectively for an active energy ray-curable composition containing the above acrylate monomer in an amount of 10% by weight or more.
  • Examples of the pigment used as an essential component of the active energy ray-curable offset ink composition of the present invention include publicly known organic pigments for coloring.
  • Organic Pigment Handbook Author: Isao Hashimoto, Publisher: Organic pigments for printing inks, etc., which are listed in "Color Office, first edition 2006”
  • soluble azo pigments insoluble azo pigments, condensed azo pigments, metal phthalocyanine pigments, metal-free phthalocyanine pigments, quinacridone pigments, perylene pigments, perinone Pigments, isoindolinone pigments, isoindoline pigments, dioxazine pigments, thioindigo pigments, anthraquinone pigments, quinophthalone pigments, metal complex pigments, diketopyrrolopyrrole pigments, carbon black pigments, and other polycyclic pigments can be used. .
  • the active energy ray for curing the active energy ray-curable offset ink composition of the present invention is ultraviolet light
  • Sensitizers can be widely used.
  • Examples of the photopolymerization initiator include intramolecular cleavage type photopolymerization initiators and hydrogen abstraction type photopolymerization initiators.
  • Examples of the intramolecular cleavage type photopolymerization initiator include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, 1- (4-isopropylphenyl) -2-hydroxy.
  • examples of the hydrogen abstraction type photopolymerization initiator include benzophenone, methyl 4-phenylbenzophenone o-benzoylbenzoate, 4,4′-dichlorobenzophenone, hydroxybenzophenone, 4-benzoyl-4′-methyl-diphenyl sulfide.
  • Benzophenone compounds such as acrylated benzophenone, 3,3 ′, 4,4′-tetra (t-butylperoxycarbonyl) benzophenone, 3,3′-dimethyl-4-methoxybenzophenone; 2-isopropylthioxanthone, 2,4 -Thioxanthone compounds such as dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone; Aminobenzophenone compounds such as Michler-ketone, 4,4'-diethylaminobenzophenone; -2-chloro acridone, 2-ethyl anthraquinone, 9,10-phenanthrenequinone, camphorquinone, and the like. These photopolymerization initiators can be used alone or in combination of two or more.
  • photosensitizer examples include amines such as aliphatic amines and aromatic amines, ureas such as o-tolylthiourea, sodium diethyldithiophosphate, s-benzylisothiouronium-p-toluenesulfonate, and the like. And sulfur compounds. These photosensitizers can be used alone or in combination of two or more.
  • photopolymerization initiators and photosensitizers are used in an amount of preferably 0.05 to 20% by weight, more preferably 3 to 15% by weight, based on the total amount of ink.
  • the active energy ray for curing the active energy ray-curable ink of the present invention is an ionizing radiation such as an ultraviolet ray, an electron beam, an ⁇ ray, a ⁇ ray, and a ⁇ ray.
  • Curing devices include, for example, germicidal lamps, fluorescent lamps for ultraviolet rays, carbon arc, xenon lamps, high pressure mercury lamps for copying, medium or high pressure mercury lamps, ultrahigh pressure mercury lamps, electrodeless lamps, metal halide lamps, and ultraviolet rays that use natural light as a light source. Or an electron beam by a scanning type or curtain type electron beam accelerator.
  • the printing substrate used in the printed matter of the present invention is not particularly limited.
  • paper such as fine paper, coated paper, art paper, imitation paper, thin paper, cardboard, various synthetic papers, polyester resin, acrylic resin, chloride Films or sheets of vinyl resin, vinylidene chloride resin, polyvinyl alcohol, polyethylene, polypropylene, polyacrylonitrile, ethylene vinyl acetate copolymer, ethylene vinyl alcohol copolymer, ethylene methacrylic acid copolymer, nylon, polylactic acid, polycarbonate,
  • Examples include cellophane, aluminum foil, and other various base materials conventionally used as printing base materials.
  • the binder resin, the polymerizable monomer, the polymerization inhibitor, and other additives are blended in the same manner as the conventional active energy ray-curable ink. It is manufactured by stirring and mixing with a mixer or the like and kneading using a dispersing machine such as a three-roll mill or a bead mill.
  • a dispersing machine such as a three-roll mill or a bead mill.
  • the active energy ray for curing the ink is ultraviolet rays
  • a photopolymerization initiator and a photosensitizer are used and blended and kneaded in the same manner as the above raw materials.
  • each polymerization inhibitor was blended into the produced base ink, and after stirring uniformly with a mixer, the kneaded meat was produced again with a three-roll mill. Active energy ray-curable offset inks of Comparative Examples 1 to 15 were produced.
  • a DSC measurement sample was prepared by weighing 5 mg of the ink composition in a simple sealed aluminum container (volume: 7.5 microliters) manufactured by Hitachi High-Tech Science Co., Ltd., and sealing with a lid. Using an empty sealed container as a reference, the sample was heated from 30 ° C to 300 ° C for 27 minutes (temperature increase rate 10 ° C / min) in an environment where nitrogen was flowed into the X-DSC7000 measurement chamber. The rising temperature of the DSC exothermic peak of the measurement sample was measured and recorded. Since the polymerization reaction (gelation) starts when the ink composition is heated, the ink composition is measured by comparing the rising temperature (polymerization heat generation temperature) of the DSC exothermic peak with the generated polymerization heat.
  • the ink composition was uniformly stretched onto the rubber roll and metal roll of the RI tester using 0.13 ml of ink, and film tack paper (DAITAC UVPET transparent) 25EMH-S, manufactured by DIC), developed to be uniformly applied with a red density of 2.2 (measured with X-Rite SpectroEye densitometer) over an area of approximately 200 cm 2 Was made.
  • the RI tester is a test machine that develops ink on paper or film, and can adjust the amount of ink transferred and the printing pressure.
  • the developed color ink was conditioned at an acceleration voltage of 165 kilovolts, a beam current value of 4.0 milliamperes, an atmospheric oxygen concentration of 300 ppm, and an electron beam dose of 20 kilogrey.
  • the layer was cured.
  • the cured ink layer was rubbed strongly with a nail (scratch resistance test) to evaluate the EB curability of the ink.
  • ⁇ The cured ink layer is not scratched and the curability is good.
  • X The cured ink layer is scratched and the curability is poor.
  • Tables 1 to 3 are weight% excluding the numerical value of the polymerization heat generation temperature.
  • the raw materials and abbreviations shown in Tables 1 to 3 are shown below.
  • ⁇ Daiso Dup A diallyl phthalate resin, manufactured by Daiso ⁇ SR355NS: ditrimethylolpropane tetraacrylate, manufactured by Sartomer ⁇ DPHA: dipentaerythritol hexaacrylate, manufactured by Sartomer ⁇ IRGAZIN RULINE L 4025: Pigment Red 264 pigment, manufactured by BASF -CINQUASIA MAGENTA L 4540: 1: 1 mixture of Pigment Violet 19 and Pigment Red 202, manufactured by BASF Corp.-Tansan Magnesium TT: Basic Magnesium Carbonate, manufactured by Naika Shigyo Co., Ltd.
  • Solspurs 24000GR Dispersant (polyester resin), Made by Lubrizol [Polymerization inhibitor] Steerer TBH: 2-tert-butylhydroquinone, manufactured by Seiko Chemical Co., Ltd. Metoquinone: p-methoxyphenol, manufactured by Seiko Chemical Co., Ltd., Kinopower MNT: 4-methoxy-1-naphthol, manufactured by Kawasaki Kasei Kogyo Co., Ltd., Nonflex Alba: 2 , 5-di-tert-butylhydroquinone, manufactured by Seiko Chemical Co., Ltd. ⁇ Hydroquinone: hydroquinone, manufactured by Seiko Chemical Co., Ltd.
  • Phenothiazine phenothiazine, manufactured by Seiko Chemical Co., Ltd.
  • ⁇ -tocopherol Vitamin E, 2,5,7,8-tetramethyl-2- (4 8,12-trimethyltridecan-1-yl) chroman-6-ol, manufactured by Tokyo Chemical Industry Co., Ltd.
  • 4-hydroxy-2 which is a hindered amine polymerization inhibitor having a structure of an N-oxyl radical having the formula (1) as a constituent, is used as a polymerization inhibitor.
  • the gelation of the ink which is a necessary characteristic of the present invention, does not occur even after 4 weeks, and heat of polymerization is generated.
  • the temperature was as high as 200 ° C. or higher, and it was confirmed that the storage stability was excellent. In addition, good ink curability was obtained.
  • a polymerization inhibitor is not blended, or a composition blended with a polymerization inhibitor that does not have the chemical structure represented by the above formula (1) has passed four weeks.
  • the active energy ray-curable offset ink composition of the present invention and printed materials using the same are widely used for sanitary, cosmetics and pharmaceutical packaging and filling applications, in addition to toys and food packaging materials that emphasize safety and hygiene. Can be done.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

La présente invention a pour objet une composition d'encre pour impression offset durcissable par des rayons d'énergie active, qui a à la fois une bonne aptitude au durcissement et une faible toxicité appropriée pour une utilisation dans des jouets et à des fins d'emballage alimentaire, et qui a également une excellente aptitude au durcissement en impression offset et par conséquent qui a une productivité et une stabilité au stockage améliorées et qui peut être colorée facilement pour produire une encre. La composition d'encre pour impression offset durcissable par des rayons d'énergie active selon l'invention est caractérisée en ce qu'un inhibiteur de polymérisation de type amine stériquement encombrée ayant une structure radicalaire N-oxyle présente plus particulièrement une excellente stabilité au stockage dans la composition d'encre pour impression offset durcissable par des rayons d'énergie active, est exempt des préoccupations de toxicité et ne subit pas de décoloration.
PCT/JP2014/069563 2013-08-01 2014-07-24 Composition d'encre pour impression offset durcissable par des rayons d'énergie active WO2015016131A1 (fr)

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JP2013-160412 2013-08-01

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Cited By (3)

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Publication number Priority date Publication date Assignee Title
JP2017095682A (ja) * 2014-03-27 2017-06-01 大日本塗料株式会社 活性エネルギー線硬化型インクジェットインク組成物、並びに印刷物及びその製造方法
CN108495871A (zh) * 2016-01-27 2018-09-04 岩崎电气株式会社 固化方法和固化系统
JP2023127524A (ja) * 2022-03-01 2023-09-13 Ｄｉｃグラフィックス株式会社 活性エネルギー線硬化型オフセット印刷インキ、これを用いた印刷物、及び印刷物の製造方法

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JP2009035730A (ja) * 2007-07-06 2009-02-19 Toyo Ink Mfg Co Ltd 活性エネルギー線硬化型インキおよび印刷物
JP2012102218A (ja) * 2010-11-09 2012-05-31 Toyo Ink Sc Holdings Co Ltd 活性エネルギー線硬化型インキおよび印刷物
JP2012167246A (ja) * 2011-01-24 2012-09-06 Seiko Epson Corp 紫外線硬化型インクジェット用インク組成物
JP2013241009A (ja) * 2012-05-17 2013-12-05 Xerox Corp デジタルオフセット印刷適用のためのフォトクロミック性セキュリティー設定インク

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JP2001139851A (ja) * 1999-11-10 2001-05-22 Showa Denko Kk 記録用耐光性賦与剤、記録液、記録シート及び画像変退色防止方法
JP2002127591A (ja) * 2000-10-24 2002-05-08 Fuji Photo Film Co Ltd インクジェット記録用シート
JP2008536993A (ja) * 2005-04-21 2008-09-11 チバ ホールディング インコーポレーテッド 缶中用安定化剤ブレンド
JP2009035730A (ja) * 2007-07-06 2009-02-19 Toyo Ink Mfg Co Ltd 活性エネルギー線硬化型インキおよび印刷物
JP2012102218A (ja) * 2010-11-09 2012-05-31 Toyo Ink Sc Holdings Co Ltd 活性エネルギー線硬化型インキおよび印刷物
JP2012167246A (ja) * 2011-01-24 2012-09-06 Seiko Epson Corp 紫外線硬化型インクジェット用インク組成物
JP2013241009A (ja) * 2012-05-17 2013-12-05 Xerox Corp デジタルオフセット印刷適用のためのフォトクロミック性セキュリティー設定インク

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017095682A (ja) * 2014-03-27 2017-06-01 大日本塗料株式会社 活性エネルギー線硬化型インクジェットインク組成物、並びに印刷物及びその製造方法
CN108495871A (zh) * 2016-01-27 2018-09-04 岩崎电气株式会社 固化方法和固化系统
EP3409696A4 (fr) * 2016-01-27 2019-07-31 Iwasaki Electric Co., Ltd Procédé de durcissement et système de durcissement
US10464312B2 (en) 2016-01-27 2019-11-05 Iwasaki Electric Co., Ltd. Curing method and curing system
JP2023127524A (ja) * 2022-03-01 2023-09-13 Ｄｉｃグラフィックス株式会社 活性エネルギー線硬化型オフセット印刷インキ、これを用いた印刷物、及び印刷物の製造方法

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