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WO2016060245A1 - Liant pour encres d'impression, composition d'encre d'impression pour stratifiés d'emballage, et matériau imprimé - Google Patents

Liant pour encres d'impression, composition d'encre d'impression pour stratifiés d'emballage, et matériau imprimé Download PDF

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Publication number
WO2016060245A1
WO2016060245A1 PCT/JP2015/079305 JP2015079305W WO2016060245A1 WO 2016060245 A1 WO2016060245 A1 WO 2016060245A1 JP 2015079305 W JP2015079305 W JP 2015079305W WO 2016060245 A1 WO2016060245 A1 WO 2016060245A1
Authority
WO
WIPO (PCT)
Prior art keywords
binder
polyurethane resin
printing ink
polyol
organic solvent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2015/079305
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English (en)
Japanese (ja)
Inventor
英子 大井
典宏 福田
賢一 曽根
吉田　誠
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Resonac Corp
Original Assignee
Hitachi Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hitachi Chemical Co Ltd filed Critical Hitachi Chemical Co Ltd
Priority to JP2016554134A priority Critical patent/JPWO2016060245A1/ja
Priority to CN201580046222.XA priority patent/CN106795385A/zh
Priority to MYPI2017500008A priority patent/MY197623A/en
Priority to CN202311016096.6A priority patent/CN117004271A/zh
Publication of WO2016060245A1 publication Critical patent/WO2016060245A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • 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
    • C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds

Definitions

  • the present invention relates to a binder for printing ink, a printing ink composition for packaging laminate, and a printed material.
  • plastic films have been used in various fields as packaging materials. Printing on such a plastic film is performed by gravure printing or flexographic printing. And with the diversification of packaging base materials, the performance required for printing inks and coating agents used for decoration or surface protection has become increasingly sophisticated.
  • printing ink for plastic film needs to have excellent printability, adhesion, blocking resistance, gloss, etc. for a wide variety of films.
  • packaging containers are used which are hygienically laminated so that the ink does not come into direct contact with the contents.
  • the laminating process the following two methods are used, that is, printing ink using various plastic films as a printing base material, and melted polyolefin or the like via an anchor coating agent on the surface (printing surface) of the formed printed film.
  • an extrusion laminating method for laminating and a dry laminating method for laminating a plastic film on the printed surface via an adhesive.
  • the laminating ink used in the laminating method should adhere well to printing substrates such as various plastic films, and must be excellent in terms of adhesion to the laminated plastic film, printability, and lamination strength. Furthermore, for the purpose of sterilization of the contents, when the boil treatment in which the laminated packaging container is immersed in hot water or retort treatment is performed, the boil does not cause the laminate to float or wrinkle during the treatment. Suitability and retort suitability are required.
  • a binder resin for laminating ink a polyurethane resin having an intramolecular urethane bond concentration as high as possible is used.
  • the ink's boilability and retort suitability tend to be poor.
  • the solubility in solvents such as methyl ethyl ketone, ethyl acetate, and isopropyl alcohol is reduced.
  • solvents such as methyl ethyl ketone, ethyl acetate, and isopropyl alcohol is reduced.
  • the solid matter of the ink accumulates in the plate, which is called plate clogging. There is a problem that printing failure occurs in some areas (decrease in printability).
  • the polyurethane resin skeleton is hardened to improve blocking resistance, and chlorinated polypropylene (PP) is added, so that boil suitability, retort suitability, laminate strength, print suitability, An ink having good adhesion and anti-blocking properties can be obtained.
  • PP chlorinated polypropylene
  • the use of an aromatic organic solvent or an organic solvent not containing a ketone organic solvent such as methyl ethyl ketone is being promoted from the viewpoint of the working environment (non-tolueneization, etc.).
  • an object of the present invention is for a printing ink for obtaining an ink having excellent printability, laminate strength, boilability, and retortability without requiring a ketone organic solvent or an aromatic organic solvent. It is to provide a binder. Moreover, the objective of this invention also includes providing the printing ink composition for packaging laminates which uses the binder for such printing ink, and the printed matter obtained from this.
  • the polyurethane resin is a polymer containing (A) a polyol, (B) dimethylolpropionic acid, (C) a diisocyanate compound, and (D) a chain extender.
  • This polyurethane resin is obtained by reacting at least (A) a polyol, (B) dimethylolpropionic acid, (C) a diisocyanate compound, and (D) a chain extender.
  • the polyol contains a polyester polyol having a number average molecular weight of 1000 to 6000.
  • the content of (B) dimethylolpropionic acid in the polyurethane resin is 0.01 to 5% by mass relative to the mass of the polyurethane resin.
  • the printability of the printing ink is improved. Further, when the content of dimethylolpropionic acid is within the above range, laminate strength, boil suitability, retort suitability, print suitability, and the like are improved.
  • the polyol may contain a polyether polyol (polyether) having a number average molecular weight of 200 to 4000.
  • the polyether polyol contained in the polyol may be one or more polyether polyols selected from the group consisting of polyethylene glycol, polypropylene glycol, and polytetramethylene ether glycol. These specific polyether polyols can contribute to further improvement in printability.
  • the following resins may be used in combination as subcomponents.
  • examples thereof include polyurethane resins, polyamides, nitrocellulose, poly (meth) acrylic acid esters, polyvinyl chloride, vinyl chloride vinyl acetate copolymers, rosin resins, and ketone resins other than those described above.
  • the present invention relates to a printing ink composition for packaging laminate containing the above printing ink binder, colorant and organic solvent as components.
  • the organic solvent in the printing ink composition for packaging laminate may contain substantially no aromatic organic solvent or ketone organic solvent.
  • the binder for printing ink is particularly suitable for a packaging laminate ink composition that does not contain an aromatic organic solvent or a ketone organic solvent. However, it is also possible to use the binder in an ink composition containing an aromatic organic solvent or a ketone organic solvent, and in that case, excellent characteristics can be exhibited.
  • Still another aspect of the present invention relates to a printed matter formed by printing the above-described packaging laminate ink composition.
  • This printed matter has a printed film containing a binder for printing ink and a colorant.
  • the present invention can provide a printing ink binder for obtaining ink excellent in printability, laminate strength, boilability and retortability. Since this binder is excellent in solubility in a solvent, it prevents plate clogging and hardly causes printing defects in image areas.
  • the binder for printing ink is a binder (binder resin) containing a polyurethane resin as a main component. Usually, 50 to 100% by mass of the entire binder is made of polyurethane resin.
  • the polyurethane resin in the binder may be a polymer obtained by reacting at least (A) a polyol, (B) dimethylolpropionic acid, (C) a diisocyanate compound, and (D) a chain extender. .
  • This polyurethane resin is derived from each of a polyol, dimethylolpropionic acid, a diisocyanate compound, and a chain extender.
  • the content of (B) dimethylolpropionic acid in the polyurethane resin may be 0.01 to 5% by mass relative to the mass of the polyurethane resin.
  • Polyol includes polyester polyol.
  • the polyester polyol is a polyester containing a diol, a dicarboxylic acid, and the like, and has a hydroxyl group at a terminal.
  • the number average molecular weight of the polyester polyol may be 1000 to 6000.
  • the number average molecular weight of each material may be a conversion value by standard polystyrene measured by gel permeation chromatography (GPC).
  • diol constituting the polyester polyol examples include ethylene glycol, diethylene glycol, dipropylene glycol, 1,4-butanediol, 1,6-hexanediol, triethylene glycol, 1- or 2-methyl-1,3-butylene glycol, 1- or 2-methyl-1,3-butylene glycol, 1- or 2-methyl-1,4-pentylene glycol, 2,4-diethyl-1,5-pentanediol, tripropylene glycol, 1,2- Propylene glycol, 1,3-butanediol, 1-, 2- or 3-methyl-1,5-pentanediol, 2-methyl-1,3-propanediol, ethylene oxide of bisphenol A, propylene oxide, ethylene Alkynes such as propylene oxide Emissions oxide adduct, neopentyl glycol, butyl ethyl propanediol.
  • 3-methyl-1,5-pentanediol and / or neopentyl glycol may be particularly selected.
  • 3-methyl-1,5-pentanediol and / or neopentyl glycol the effect according to the present invention can be exhibited more remarkably.
  • the polyester polyol may further contain a polyfunctional polyol.
  • the polyfunctional polyol include glycerin, trimethylolpropane, trimethylolethane, 1,2,6-hexanetriol, 1,2,4-butanol, sorbitol, and pentaerythritol. It is done.
  • dicarboxylic acid constituting the polyester polyol examples include adipic acid, succinic acid, sebacic acid, azelaic acid, fumaric acid, maleic acid, terephthalic acid, isophthalic acid, and combinations of two or more thereof.
  • adipic acid and / or sebacic acid may be specifically selected. By particularly selecting adipic acid and / or sebacic acid, the effect according to the present invention can be exhibited more remarkably.
  • the polyester polyol may contain an anhydride of dicarboxylic acid and / or an esterified product of a lower alcohol having 1 to 5 carbon atoms of dicarboxylic acid together with or in place of dicarboxylic acid.
  • the polyester polyol in the present embodiment can be obtained by the same method as a normal polyester production method.
  • a polyester polyol can be obtained by dehydrating condensation of a diol and a dicarboxylic acid or acid anhydride.
  • the polyol may contain a polyether polyol (polyether) having a number average molecular weight of 200 to 4000.
  • polyether polyols include polyoxyalkylene glycols such as polyethylene glycol (PEG), polypropylene glycol (PPG), and polytetramethylene ether glycol (PTMG), and alkylene oxide adducts of bisphenol A.
  • the alkylene oxide added to bisphenol A may be, for example, ethylene oxide, propylene oxide, or a combination thereof.
  • the printability can be further improved.
  • these glycols may have a number average molecular weight of 600 to 3,000.
  • the polyurethane resin is obtained by reacting (B) dimethylolpropionic acid (DMPA) with another monomer.
  • DMPA dimethylolpropionic acid
  • the content of dimethylolpropionic acid may be 0.01 to 5% by mass relative to the mass of the polyurethane resin.
  • the content of DMPA is 0.01% by mass or more, the pigment dispersibility of the printing ink is good. When the content is 5% by mass or less, the film (printed film) is not excessively hard, and good laminate strength, boil suitability, and retort suitability are easily obtained. That is, when the DMPA content is in the range of 0.01 to 5% by mass, effects such as improvement in laminate strength, suitability for boil, suitability for retort, and suitability for printing can be obtained. From the same viewpoint, the content of DMPA may be 0.05 to 4% by mass, or 0.1 to 3% by mass.
  • the diisocyanate compound constituting the polyurethane resin is a compound having two isocyanate groups, and can be various diisocyanates of aromatic, aliphatic or alicyclic.
  • isocyanate compounds include 1,5-naphthylene diisocyanate, 4,4′-diphenylmethane diisocyanate, 4,4′-diphenyldimethylmethane diisocyanate, 4,4′-dibenzyl diisocyanate, dialkyldiphenylmethane diisocyanate, tetraalkyldiphenylmethane.
  • diisocyanate compounds may be used alone or in combination of two or more.
  • alicyclic diisocyanates particularly isophorone diisocyanate (IPDI)
  • IPDI isophorone diisocyanate
  • the (D) chain extender constituting the polyurethane resin can be arbitrarily selected from those usually used as the chain extender of polyurethane resins, and may be, for example, polyamine or glycol.
  • Examples of the chain extender include ethylene diamine, propylene diamine, hexamethylene diamine, triethylene tetramine, diethylene triamine, isophorone diamine, dicyclohexylmethane-4,4'-diamine, and dimer diamine.
  • chain extenders examples include 2-hydroxyethylethylenediamine, 2-hydroxyethylpropylenediamine, di-2-hydroxyethylethylenediamine, di-2-hydroxyethylpropylenediamine, 2-hydroxypropylethylenediamine, and di-2- Examples thereof include diamines having a hydroxyl group in the molecule such as hydroxypropylethylenediamine, glycols already exemplified as polyols constituting polyester polyols, and other glycols. These chain extenders may be used individually by 1 type, and may use 2 or more types together. Of these, isophoronediamine may be selected. By selecting isophorone diamine, the effect of the present invention can be more remarkably exhibited.
  • the chain extender is a diol having a tertiary amine structure such as methyldiethanolamine, methyldiisopropanolamine, phenyldiisopropanolamine, 4-methylphenyldiisopropanolamine, 4-methylphenyldiethanolamine, or a combination of two or more of these. There may be.
  • chain length terminator When synthesizing a polyurethane resin, a chain length terminator can be used as necessary.
  • chain length terminators include monoalcohols and monoamines.
  • monoalcohols include methanol, propanol, butanol, and 2-ethylhexanol.
  • monoamines include mono- or dialkylamines having 2 to 8 carbon atoms (butylamine, dibutylamine, etc.) and mono- or dialkanolamines having 2 to 6 carbon atoms (monoethanolamine, diethanolamine, propanolamine, etc.).
  • the polyurethane resin is produced by, for example, generating a urethane prepolymer having a urethane bond and an isocyanate group by reaction of a raw material mixture containing (A) polyol, (B) dimethylolpropionic acid and (C) diisocyanate compound, It can be synthesized by a method comprising producing a polyurethane resin by reaction of a polymer with (D) a chain extender.
  • the conditions for synthesis and the like can be set as appropriate according to conventional methods in the synthesis of polyurethane resins.
  • An ink composition according to an embodiment contains the binder for printing ink, a colorant, and an organic solvent.
  • This ink composition can be a packaging laminate ink composition used for forming a printed film of a packaging container produced by a laminating method.
  • the binder content (concentration of resin solids) in the ink composition is usually about 3 to 50% by mass relative to the mass of the ink composition.
  • the colorant in the ink composition can be appropriately selected from those usually used as colorants for printing inks.
  • Examples of colorants include pigments such as cyanine blue.
  • the content of the colorant in the ink composition is usually about 1 to 60% by mass with respect to the mass of the ink composition.
  • the organic solvent constituting the ink composition may be, for example, ethyl acetate, isopropyl alcohol, or a combination thereof.
  • the organic solvent may be substantially free of any aromatic organic solvent or ketone organic solvent. More specifically, the total content of the aromatic organic solvent and the ketone organic solvent in the organic solvent may be 0 to 1% by mass with respect to the mass of the organic solvent.
  • the printed matter has a base material and a printed film formed on the base material.
  • the printed film contains the printing ink binder and a colorant.
  • This printed matter may be a packaging container (particularly a food packaging container) further having a plastic film laminated on a base material while covering a printed film.
  • the printed film can be formed by a method including printing the ink composition on a substrate and removing the organic solvent from the printed ink composition.
  • the printing method is not particularly limited, and may be, for example, gravure printing or flexographic printing.
  • the thickness of the printed film is usually about 0.1 to 30 ⁇ m.
  • the substrate constituting the printed material, the plastic film to be laminated, the adhesive used for lamination, etc. are not particularly limited, and can be appropriately selected from commonly used materials.
  • part represents “part by mass”
  • % represents “% by mass”.
  • Synthesis Example 1 Synthesis of polyurethane resin A
  • a polyester polyol having a number average molecular weight of 3000 as component (A) (manufactured by Hitachi Chemical Polymer Co., Ltd., 3-methyl-1,5-pentanediol) Adipate) 300 parts
  • DMPA component dimethylolpropionic acid
  • IPDI component isophorone diisocyanate
  • polyurethane resin solution A With respect to this DMPA-modified polyurethane resin solution (hereinafter referred to as “polyurethane resin solution A”), the concentration (NV) of resin solids (polyurethane resin) is 30%, the viscosity is 500 mPa ⁇ s (25 ° C.), and the amine value is 0. 0.5 mg KOH / g. The content of DMPA in the DMPA-modified polyurethane resin was 0.4% when calculated from the amount of raw materials charged.
  • Example 1 Preparation of ink compositions (Examples 1 to 10 and Comparative Examples 1 to 3) Ink composition for evaluating color pigment dispersibility
  • Example 1 compared with 28 parts of the polyurethane resin solution of Synthesis Examples 1 to 12, 10 parts of cyanine blue, and 52 parts of a mixed solvent (ethyl acetate / isopropyl alcohol), a nitrocellulose solution (solvent) : Mixed solvent, concentration: 30%) 3.5 parts, and in Examples 2 to 10 and Comparative Examples 1 to 3, 10 parts of vinyl chloride vinyl acetate copolymer resin solution (solvent: ethyl acetate, concentration: 15%) Mixed. Each obtained mixture was dispersed for 3 hours using a pigment disperser (paint shaker).
  • a pigment disperser paintr
  • the viscosity of the obtained dispersion was adjusted using a mixed solvent.
  • An ink composition for evaluating color pigment dispersibility was obtained by adjusting the number of seconds measured in 3 to 15 seconds.
  • Example 1 a nitrocellulose solution was used for 35 parts of the polyurethane resin solution of Synthesis Examples 1 to 12, 35 parts of titanium white, and 20 parts of a mixed solvent (ethyl acetate / isopropyl alcohol). 3.5 parts of (solvent: mixed solvent, concentration: 30%) were used in Examples 2 to 10 and Comparative Examples 1 to 3 as a solution of vinyl chloride vinyl acetate copolymer resin (solvent: ethyl acetate, concentration: 15%) 10 The parts were mixed. Each obtained mixture was dispersed for 1 hour using a pigment disperser (paint shaker). Using the mixed solvent, the viscosity of the obtained dispersion was changed to Zahn Cup No.
  • a mixed solvent ethyl acetate / isopropyl alcohol
  • the number of seconds measured in 3 was adjusted to 15 seconds, and the ink compositions for evaluation (2) to (6) below were obtained.
  • Color Pigment Dispersibility The above ink composition was printed on a polyethylene terephthalate film (hereinafter abbreviated as “PET film”) to prepare a printed film having a coating film as a printed film.
  • the state of the coating film (printing film) of the obtained printing film was visually observed, and the color pigment dispersibility was determined according to the following criteria.
  • Color unevenness in the coating means that the dispersibility of the pigment is inferior.
  • A There is no color unevenness in the coating film.
  • B Color unevenness is present in a part of the coating film.
  • C Color unevenness occurs in the coating film.
  • Boil suitability test The above ink composition containing titanium white was printed on a PET film or NY film to obtain a printed material having a coating film as a printed film. After applying an isocyanate adhesive to the coating film, a 60 ⁇ m polyethylene film was laminated by a dry laminating machine to obtain a laminated product. Using this laminate, a bag was prepared, and a water / oil mixture was placed inside it to seal the bag. Next, the bag was heated in hot water at 95 ° C. for 30 minutes, and the floating state of the laminated product was observed. The suitability of the boil was evaluated based on the following criteria. “A”: There was no floating at all in the laminated product. “B”: Partial lifting occurred in the laminated product. “C”: Floating occurred on the entire surface of the laminated product.
  • the ink compositions of Examples 1 to 10 containing a polyurethane resin having a dimethylolpropionic acid content of 0.01 to 5% by mass as a binder have color pigment dispersibility, adhesiveness, and printability. It can be seen that the laminate strength, boil suitability, and retort suitability are all excellent.
  • the ink composition containing the printing ink binder of the present invention can have good color pigment dispersibility without using an aromatic organic solvent or a ketone organic solvent.
  • the ink composition containing the printing ink binder of the present invention is excellent in adhesiveness (laminate strength) and printability, and also excellent in boilability and retort suitability. Therefore, the printing ink binder used for food packaging containers and the like. As extremely useful.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Printing Methods (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Laminated Bodies (AREA)

Abstract

Cette invention concerne un liant pour encres d'impression, qui contient une résine polyuréthane. La résine polyuréthane est un polymère qui contient (A) un polyol, (B) de l'acide diméthylolpropionique, (C) un composé de diisocyanate et (D) un agent d'allongement de chaîne. Le polyol (A) contient un polyester polyol ayant un poids moléculaire moyen en nombre de 1000 à 6000. La teneur en acide diméthylolpropionique (B) dans la résine polyuréthane est de 0,01 à 5 % en poids par rapport au poids de la résine polyuréthane.
PCT/JP2015/079305 2014-10-17 2015-10-16 Liant pour encres d'impression, composition d'encre d'impression pour stratifiés d'emballage, et matériau imprimé Ceased WO2016060245A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2016554134A JPWO2016060245A1 (ja) 2014-10-17 2015-10-16 印刷インキ用バインダー、包装ラミネート用印刷インキ組成物及び印刷物
CN201580046222.XA CN106795385A (zh) 2014-10-17 2015-10-16 印刷油墨用粘合剂、层叠包装用印刷油墨组合物及印刷物
MYPI2017500008A MY197623A (en) 2014-10-17 2015-10-16 Binder for printing inks, printing ink composition for packaging laminates, and printed material
CN202311016096.6A CN117004271A (zh) 2014-10-17 2015-10-16 层叠包装用印刷油墨组合物及印刷物的制造方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2014-212598 2014-10-17
JP2014212598 2014-10-17

Publications (1)

Publication Number Publication Date
WO2016060245A1 true WO2016060245A1 (fr) 2016-04-21

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Country Status (4)

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JP (3) JPWO2016060245A1 (fr)
CN (2) CN117004271A (fr)
MY (1) MY197623A (fr)
WO (1) WO2016060245A1 (fr)

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JP2019001932A (ja) * 2017-06-16 2019-01-10 Ｄｉｃグラフィックス株式会社 リキッドインキ組成物
WO2020180652A1 (fr) * 2019-03-01 2020-09-10 Sun Chemical Corporation Composition d'encre d'emballage à base de solvant micro-ondable
US20210292582A1 (en) * 2020-03-17 2021-09-23 Ricoh Company, Ltd. Ink, ink stored container, printing device, and printing method

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JP7400562B2 (ja) * 2020-03-11 2023-12-19 東洋インキＳｃホールディングス株式会社 グラビアまたはフレキソインキとその利用
JP6915739B1 (ja) * 2020-09-30 2021-08-04 東洋インキＳｃホールディングス株式会社 グラビアインキ−硬化剤セット、硬化性グラビアインキ、印刷物および積層体

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