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WO2025243655A1 - Ensemble d'une composition d'encre pour impression métallique et d'un vernis de surimpression aqueux, et composition d'encre pour impression métallique - Google Patents

Ensemble d'une composition d'encre pour impression métallique et d'un vernis de surimpression aqueux, et composition d'encre pour impression métallique

Info

Publication number
WO2025243655A1
WO2025243655A1 PCT/JP2025/009167 JP2025009167W WO2025243655A1 WO 2025243655 A1 WO2025243655 A1 WO 2025243655A1 JP 2025009167 W JP2025009167 W JP 2025009167W WO 2025243655 A1 WO2025243655 A1 WO 2025243655A1
Authority
WO
WIPO (PCT)
Prior art keywords
ink composition
varnish
mass
alkyd resin
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.)
Pending
Application number
PCT/JP2025/009167
Other languages
English (en)
Japanese (ja)
Inventor
康太 斎藤
曹太郎 加藤
匡 上篠
隆史 荒木
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.)
Sakata Inx Corp
Original Assignee
Sakata Inx Corp
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 Sakata Inx Corp filed Critical Sakata Inx Corp
Publication of WO2025243655A1 publication Critical patent/WO2025243655A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • C09D11/033—Printing inks characterised by features other than the chemical nature of the binder characterised by the solvent
    • 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
    • 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
    • C09D11/104—Polyesters
    • C09D11/105—Alkyd resins
    • 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • 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
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes

Definitions

  • metal printing ink compositions are used, the main vehicle components of which are binder resins such as alkyd resins, polyester resins, and epoxy resins, and organic solvents such as mineral oils or higher alcohols.
  • overprint varnishes are solvent-based, consisting of binder resins such as alkyd resin, polyester resin, acrylic resin, and epoxy resin, hardeners such as melamine resin and benzoguanamine resin, and organic solvents such as mineral oil and cellosolve-based solvents.
  • ink is printed using an offset printing machine, dry offset printing machine, etc., and then an overprint varnish is applied wet-on-wet onto the ink coating using a coater, etc., and then baked at 150-280°C.
  • the present invention has been made in view of the above circumstances, and aims to provide an ink composition for metallic printing that can suppress varnish cissing on the ink coating and a decrease in coating film strength, even when an aqueous overprint varnish containing less than 10 % by mass of organic solvent is applied wet-on-wet at an application amount of 30 mg/dm2 or less, and a set of such an ink composition for metallic printing and an overprint varnish.
  • the application amount of overprint varnish means the solids mass (i.e., the mass after drying) of the overprint varnish applied per unit area (1 dm2 ).
  • a smaller amount of organic solvent contained in the aqueous overprint varnish leads to a correspondingly larger amount of water contained in the aqueous overprint varnish. Furthermore, a larger amount of water contained in the aqueous overprint varnish leads to a higher surface tension of the aqueous overprint varnish, which makes it more likely to cause cissing and uneven application when applied wet-on-wet to an ink coating. Meanwhile, when considering the amount of aqueous overprint varnish applied, the greater the amount applied in wet-on-wet application, the less likely cissing and uneven application occurs.
  • the inventors have reviewed the formulation of the ink composition that serves as the base for the aqueous overprint varnish and found that by using a solvent selected from the group consisting of compounds represented by the following general formula (1) as the solvent in the ink composition, and using a fatty acid-modified alkyd resin with a fatty acid modification content of 25 to 50% by mass as the resin, it is possible to suppress reduction in coating film strength due to varnish cissing and coating unevenness on the ink coating, even when an aqueous overprint varnish with an organic solvent content of less than 10% by mass is applied wet-on-wet at a coating amount of 30 mg/dm2 or less.
  • the present invention was made based on these findings and provides the following:
  • the present invention is an ink composition for metal printing comprising a color pigment, an alkyd resin, and a solvent, characterized in that the solvent comprises at least one compound selected from the group consisting of compounds represented by the following general formula (1), and the alkyd resin is a fatty acid-modified alkyd resin, and the amount of fatty acid modification is 25 to 50 mass%.
  • each A is independently an alkylene group having 2 to 4 carbon atoms which may have a branch; R is an alkyl group having 1 to 13 carbon atoms which may have a branched and/or cyclic structure; and n is an integer of 2 to 8.
  • the present invention also relates to the ink composition for metal printing according to item (1), wherein A in the general formula (1) is an ethylene group (-CH 2 CH 2 -) or a propylene group (-CH(CH 3 )CH 2 - or -CH 2 -CH(CH 3 )-).
  • the present invention also relates to a metal printing ink composition according to item (1) or (2), characterized in that the ink composition is used for undercoating printing for applying an aqueous overprint varnish containing less than 10% by mass of organic solvent.
  • the present invention also relates to an ink composition for metal printing according to any one of items (1) to (4), further comprising a rosin-modified resin.
  • the present invention also relates to a set comprising an ink composition for metal printing and an aqueous overprint varnish, wherein the ink composition for metal printing comprises a color pigment, an alkyd resin, and a solvent A, and the solvent A comprises at least one selected from the group consisting of compounds represented by the following general formula (1), the alkyd resin is a fatty acid-modified alkyd resin, and the amount of fatty acid modification is 25 to 50 mass %, and the content of organic solvents contained in the aqueous overprint varnish is less than 10 mass % relative to the total amount of the aqueous overprint varnish.
  • the ink composition for metal printing comprises a color pigment, an alkyd resin, and a solvent A
  • the solvent A comprises at least one selected from the group consisting of compounds represented by the following general formula (1)
  • the alkyd resin is a fatty acid-modified alkyd resin
  • the amount of fatty acid modification is 25 to 50 mass %
  • each A is independently an alkylene group having 2 to 4 carbon atoms which may have a branch; R is an alkyl group having 1 to 13 carbon atoms which may have a branched and/or cyclic structure; and n is an integer of 2 to 8.
  • the present invention also relates to the set according to item (6), wherein A in the general formula (1) is an ethylene group (-CH 2 CH 2 -) or a propylene group (-CH(CH 3 )CH 2 - or -CH 2 -CH(CH 3 )-).
  • the present invention also relates to the set described in item (6) or (7), wherein the content of aromatic compounds in the solvent A is less than 10% by mass.
  • the present invention also relates to a set according to any one of items (6) to (8), wherein the ink composition for metal printing further contains a rosin-modified resin.
  • an ink composition for metal printing that can suppress varnish cissing on the ink coating and a decrease in coating film strength, even when an aqueous overprint varnish containing less than 10% by mass of organic solvent is applied wet-on-wet at a coating amount of 30 mg/dm2 or less, and a set of such an ink composition for metal printing and an aqueous overprint varnish is provided.
  • aqueous overprint varnish is an overprint varnish that contains a combination of a hydrophilic organic solvent and water as the solvent.
  • overprint varnish will be abbreviated as OP varnish where appropriate.
  • the ink composition of the present invention is for metal printing and is preferably applied to printing using the so-called dry offset printing method, which uses a relief plate as the printing plate, or the offset printing method, which uses a lithographic plate as the printing plate.
  • dry offset printing method which uses a relief plate as the printing plate
  • offset printing method which uses a lithographic plate as the printing plate.
  • the ink composition of the present invention can suppress cissing and uneven application of an aqueous OP varnish applied wet-on-wet immediately after printing with the ink composition. Therefore, it is not only preferably applicable to two-piece can printing, which employs such printing and coating methods, but also to three-piece can printing.
  • a major advantage of the ink composition of the present invention is that cissing and uneven application are suppressed even when an aqueous OP varnish containing less than 10% by mass of organic solvent is applied at a coating amount of 30 mg/dm2 or less . This significantly reduces the amount of carbon dioxide emitted from the organic solvent contained in the aqueous OP varnish during printing.
  • the ink composition of the present invention is a metal printing ink composition containing a color pigment, an alkyd resin, and a solvent, characterized in that the solvent contains at least one compound selected from the group consisting of compounds represented by the above general formula (1), and the alkyd resin is a fatty acid-modified alkyd resin, the amount of fatty acid modification of which is 25 to 50% by mass.
  • the ink composition of the present invention can also contain a rosin-modified resin as another resin. Each component is explained below.
  • Alkyd resin The ink composition of the present invention contains a fatty acid-modified alkyd resin, the fatty acid modification content of which is 25 to 50% by mass.
  • the fatty acid-modified alkyd resin will also be referred to simply as alkyd resin.
  • Alkyd resins are condensation polymers of polyhydric alcohols and polybasic acids, a type of polyester. However, fatty acid-modified alkyd resins can be synthesized by condensation polymerization with vegetable oils and/or fatty acids.
  • the fatty acid is incorporated into the alkyd resin structure, thereby synthesizing the fatty acid-modified alkyd resin. Furthermore, by adding a vegetable oil during the formation of the condensation polymer, the vegetable oil undergoes ester exchange with the polyhydric alcohol to form a fatty acid, which is then incorporated into the alkyd resin structure as a fatty acid, thereby synthesizing the fatty acid-modified alkyd resin.
  • the proportion of fatty acid-derived components in the alkyd resin is referred to as the fatty acid modification content.
  • the fatty acid modification content of the alkyd resin used in the present invention is 25 to 50% by mass.
  • a fatty acid modification amount of 25% by mass or more is preferred because it allows the ink composition to maintain good transferability during printing, and a fatty acid modification amount of 50% by mass or less can suppress cissing and coating unevenness when a water-based OP varnish with a low organic solvent content is applied wet-on-wet to the ink coating surface with a small application amount, and can also reduce misting during printing.
  • the fatty acid modification amount of the alkyd resin is 25 to 45% by mass.
  • Fatty acids are obtained by hydrolyzing natural fats and oils such as vegetable oils and animal oils, and because they contain one carboxyl group, they can form esters with the polyhydric alcohols described below.
  • fatty acids include fatty acids from linseed oil, tung oil, safflower oil, soybean oil, tall oil, rice bran oil, palm oil, castor oil, dehydrated castor oil, sunflower oil, and coconut oil, as well as caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid, eleostearic acid, and 12-hydroxystearic acid.
  • coconut oil fatty acids are preferred. These fatty acids may be used alone or in combination of two or more. Furthermore, the above-mentione
  • Polybasic acids are compounds containing multiple carboxyl groups and are components that undergo condensation polymerization with the polyhydric alcohols described below to achieve high molecular weight.
  • Examples of such polybasic acids include phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, adipic acid, trimellitic acid, 1,2-cyclohexanedicarboxylic acid, 1,3-cyclohexenedicarboxylic acid, 1,4-cyclohexenedicarboxylic acid, hexahydrophthalic anhydride, 5-sodiosulfoisophthalic acid, fumaric acid, benzoic acid, tert-butylbenzoic acid, tetrahydrophthalic anhydride, maleic anhydride, succinic acid, succinic anhydride, fumaric acid, sebacic acid, azelaic acid, tetrabromophthalic anhydride, methylhimic anhydride, tetrachlor
  • Polyhydric alcohols form esters with the above-mentioned fatty acids and polybasic acids, increasing the molecular weight of these components.
  • Polyhydric alcohols can be any of those that have been used in the synthesis of alkyd resins, without limitation, and include compounds with two or more hydroxyl groups.
  • Such compounds include pentaerythritol, trimethylolpropane, glycerin, ethylene glycol, 1,3-propanediol, 1,2-propanediol, 1,4-butanediol, diethylene glycol, triethylene glycol, polyethylene glycol, dipropylene glycol, 1,3-butanediol, neopentyl glycol, spiroglycol, dioxane glycol, adamantanediol, 3-methyl-1,5-pentanediol, methyloctanediol, 1,6-hexanediol, 1,4-cyclohexanedimethanol, and 2-methyl-1,3-propanediol.
  • ethylene oxide-modified compounds of bifunctional phenols such as bisphenol A
  • propylene oxide-modified compounds of bifunctional phenols such as bisphenol A, ethylene oxide and propylene oxide copolymer-modified compounds of bisphenol A
  • copolymer polyether polyols of ethylene oxide and propylene oxide polycarbonate dio
  • alkyd resins To prepare alkyd resins, a reaction vessel containing polybasic acids, polyhydric alcohols, and fatty acids and/or vegetable oils is charged with a small amount of a solvent such as xylene, and the mixture is heated while an inert gas such as nitrogen gas is introduced. The mixture is then azeotropically distilled with the condensed water to remove the water, resulting in condensation polymerization.
  • alkyd resins that provide highly crosslinked, tough cured coatings can be obtained by using this condensation polymerization reaction as the first step and then condensing a trifunctional or higher polybasic acid, such as trimellitic acid, in the second step.
  • Reaction temperatures can range from approximately 170 to 250°C, and reaction times can range from approximately 5 to 25 hours, but are not limited thereto.
  • the completion of the reaction can be determined by monitoring the acid value of the reaction mixture over time. The reaction is considered complete when the decrease in the acid value of the reaction mixture accompanying the condensation polymerization stops.
  • the condensation polymerization reaction can be completed in a shorter time by distilling the water produced by the condensation polymerization out of the system or by using a reaction catalyst.
  • reaction catalysts include tetrabutyl zirconate, monobutyltin oxide, zirconium naphthate, and tetrabutyl titanate.
  • the content of alkyd resin in the ink composition is preferably 20 to 70% by mass, and more preferably 30 to 60% by mass, of the entire composition.
  • the alkyd resin may also be dissolved in a solvent, as described below, to form a varnish.
  • Rosin-modified resin In addition to the alkyd resin, other resins may also be used in the ink composition of the present invention.
  • a preferred example of such a resin is a rosin-modified resin.
  • a rosin-modified resin is a resin prepared using rosin as one of its raw materials. Rosin contains a mixture of resin acids such as abietic acid, palustric acid, isopimaric acid, and levopimaric acid. These resin acids contain hydrophilic, chemically active carboxyl groups, and some also contain conjugated double bonds.
  • various rosin-modified resins have been prepared by condensation polymerization of a combination of polyhydric alcohols and polybasic acids, by adding a resole (a phenol condensate) to the benzene ring contained in the rosin skeleton, or by Diels-Alder reaction with dienophiles such as maleic anhydride or maleic acid to add a maleic acid or maleic anhydride skeleton.
  • Various rosin-modified resins are commercially available, and they can be obtained and used.
  • rosin-modified resins examples include rosin ester resin, maleated rosin, fumarated rosin resin, rosin-modified maleic acid resin, rosin-modified fumaric acid resin, rosin-modified phenolic resin, rosin-modified alkyd resin, and rosin-modified polyester resin.
  • any of the rosin-modified resins may be used, but of these, rosin ester resins are preferred.
  • a rosin-modified resin with a hydroxyl value of 10 mgKOH/g or more.
  • a rosin-modified resin with such a high hydroxyl value in the ink composition of the present invention, the transferability of the ink composition during printing can be further improved.
  • the increased polarity of the composition itself increases its affinity with water-based OP varnishes, which also have high polarity, and this also has the effect of suppressing repelling and uneven application when applied wet-on-wet.
  • the hydroxyl value of the rosin-modified resin is more preferably 15 mgKOH/g or more, and even more preferably 20 mgKOH/g or more.
  • the upper limit of the hydroxyl value of the rosin-modified resin but an example would be approximately 200 mgKOH/g, preferably approximately 150 mgKOH/g, and more preferably approximately 100 mgKOH/g.
  • the acid value of the rosin-modified resin is preferably 100 mgKOH/g or less. Having an acid value of 100 mgKOH/g or less is preferable because it can suppress cissing and uneven application when applying an aqueous OP varnish wet-on-wet, while also achieving printability such as suppressing misting and blotching.
  • the acid value of the rosin-modified resin is more preferably 80 mgKOH/g or less, and even more preferably 50 mgKOH/g or less.
  • the rosin-modified resin is used in the form of a varnish obtained by heating with a solvent, as described below, to dissolve or disperse it.
  • the rosin-modified resin may be used as a dissolved varnish in which it remains dissolved or dispersed in a solvent, or it may be used in the form of a gelled varnish obtained by dissolving the resin in the varnish and adding a divalent or higher metal alkoxy compound as a gelling agent to the dissolved varnish obtained by preparing the varnish.
  • preparing a dissolved varnish from the rosin-modified resin and using this to prepare the ink composition is preferred, as it improves the transferability of the ink composition during printing.
  • preparing a gelled varnish from the rosin-modified resin and using this to prepare the ink composition imparts appropriate viscoelasticity to the ink composition, thereby improving flowability and reducing misting, and also forming a tougher cured coating.
  • the content of the rosin-modified resin in the ink composition is preferably 1 to 20% by mass of the entire composition, more preferably 1 to 15% by mass of the entire composition, and even more preferably 2 to 10% by mass of the entire composition.
  • the ink composition of the present invention can also contain resins that have been used in the preparation of ink compositions for metal printing.
  • resins that have been used in the preparation of ink compositions for metal printing.
  • known resins can be used alone or in combination of two or more depending on the required performance, such as printability and coating properties.
  • examples of such resins include polyester resins, petroleum resins, epoxy resins, ketone resins, amino resins, and benzoguanamine resins.
  • the ink composition of the present invention contains at least one solvent selected from the group consisting of compounds represented by the following general formula (1):
  • the at least one solvent selected from the group consisting of compounds represented by the following general formula (1) will also be referred to as a specific solvent.
  • each A is independently determined and is an alkylene group having 2 to 4 carbon atoms, which may have a branch.
  • alkylene groups include an ethylene group [-(CH 2 ) 2 -], a propylene group [-CH 2 (CH 3 )-CH 2 - or -CH 2 CH 2 (CH 3 )-], a trimethylene group [-(CH 2 ) 3 -], and an isopropylidene group [-C(CH 3 ) 2 -].
  • an ethylene group [-(CH 2 ) 2 -] or a propylene group [-CH(CH 3 )CH 2 - or -CH 2 -CH(CH 3 )-] is preferred.
  • R is an alkyl group having 1 to 13 carbon atoms, which may have a branched and/or cyclic structure.
  • This alkyl group may be an aliphatic group or an alicyclic group.
  • alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, hexyl, 2-ethylhexyl, octyl, decyl, and cyclohexyl groups.
  • n is an integer from 2 to 6.
  • An n of 2 or greater is preferred because it ensures a sufficient boiling point for the specific solvent to provide stability to the ink composition on the printing press, while an n of 6 or less ensures a viscosity suitable for use as a solvent for the ink composition.
  • Examples of compounds represented by the above general formula (1) include diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, diethylene glycol monooctyl ether, diethylene glycol tridecyl ether, triethylene glycol monobutyl ether, triethylene glycol monodecyl ether, tetraethylene glycol monohexyl ether, pentaethylene glycol monobutyl ether, hexaethylene glycol monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monobutyl ether, dipropylene glycol monooctyl ether, dipropylene glycol tridecyl ether, tripropylene glycol monobutyl ether, tripropylene glycol monodecyl ether, tetrapropylene glycol monohexyl ether, pentapropylene glycol monobutyl ether, and hexapropylene glycol monomethyl ether.
  • the content of the specific solvent in the ink composition of the present invention is preferably 10 to 40% by mass of the entire composition, and more preferably 15 to 35% by mass of the entire composition.
  • a content of the specific solvent of 15% by mass or more of the entire composition is preferred because it effectively prevents repelling and uneven application when the water-based OP varnish is applied wet-on-wet.
  • the content of aromatic solvents such as linear alkylbenzenes, which have traditionally been used as solvents in ink compositions for metal printing, be less than 10% by mass.
  • the color pigment is a component for imparting coloring power to the ink composition.
  • Examples of the color pigment include, without particular limitation, organic and/or inorganic pigments that have conventionally been used in printing ink compositions.
  • Such color pigments include Pigment Yellow 1, 2, 3, 4, 5, 6, 7, 9, 10, 12, 13, 14, 15, 16, 17, 24, 32, 34, 35, 36, 37, 41, 42, 43, 49, 53, 55, 60, 61, 62, 63, 65, 73, 74, 75, 77, 81, 83, 87, 93, 94, 95, 97, 98, 99, 100, 101, 104, 105, 1 06, 108, 109, 110, 111, 113, 114, 116, 117, 119, 120, 123, 124, 126, 127, 128, 129, 130, 133, 138, 139, 150, 151, 152, 153, 154, 155, 165, 167, 168, 169, 170, 172, 173, 174, 175, 176, 179, 180, 181, 182, 183, 184 4, 185, 191, 193, 194, 199, 205, 206, 209, 212, 213, 214, 21
  • glass flakes, pearl pigments, and hollow particles may not generally be considered as color pigments, but in the present invention, such pigments that provide some kind of optical effect are also considered as color pigments.
  • Pigment Yellow 13, Pigment Yellow 17, Pigment Yellow 83, Pigment Yellow 93, Pigment Yellow 139, Pigment Yellow 180, Pigment Yellow 185, Pigment Orange 13, Pigment Orange 16, Pigment Orange 43, Pigment Orange 64, Pigment Red 48:1, Pigment Red 48:2, Pigment Red Preferred examples of the pigment include Pigment Red 48:3, Pigment Red 48:4, Pigment Red 53:1, Pigment Red 122, Pigment Red 166, Pigment Red 185, Pigment Red 254, Pigment Red 264, Pigment Violet 23, Pigment Violet 32, Pigment Blue 15:3, Pigment Blue 15:4, Pigment Blue 15:6, Pigment Green 7, Pigment Black 7, and Pigment White 6.
  • Metallic powder pigments used to impart metallic colors such as gold and silver to ink compositions are also
  • the amount of color pigment added is, for example, approximately 5 to 50% by mass of the total ink composition, but is not particularly limited.
  • a yellow ink composition using a yellow pigment a magenta ink composition using a magenta pigment, a cyan ink composition using a cyan pigment, or a black ink composition using a black pigment
  • composition of the present invention include alkanolamines, known curing agents, pigment dispersants, solvents other than the above-mentioned specific solvents, waxes, silica particles, stabilizers, and the like.
  • alkanolamines can reduce the occurrence of misting during printing.
  • alkanolamines include triethanolamine, dibutylethanolamine, and methyldiethanolamine.
  • their content in the total ink composition is preferably 0.01 to 5% by mass, more preferably 0.05 to 3% by mass, and even more preferably 0.1 to 1.5% by mass.
  • an amino resin such as melamine resin or benzoguanamine resin can be used.
  • Solvents other than the above-mentioned specific solvents include, for example, aliphatic or alicyclic hydrocarbons with a boiling point range of approximately 230 to 400°C, aromatic hydrocarbons such as alkylbenzenes, and higher alcohols. As already mentioned, when aromatic hydrocarbons are used as solvents, it is preferable that their content in the ink composition be less than 10% by mass.
  • Silica particles are commercially available as SiO2 powder, and are readily available in hydrophilic forms that have not been surface-treated or that have been hydrophilized, or hydrophobic forms that have been hydrophobized, etc.
  • the content of silica particles in the ink composition is preferably 1 to 8% by mass, and more preferably 2 to 5% by mass.
  • the ink composition of the present invention can be prepared by mixing the various components, such as color pigments, resins, and solvents including specific solvents, using a roll mill, ball mill, bead mill, or other suitable method.
  • the viscosity of the ink composition as measured at 25°C using a Raleigh viscometer, can be, for example, 10 to 70 Pa ⁇ s, but is not particularly limited.
  • Metals for use in metal printing with the ink composition of the present invention are not particularly limited, but examples include zinc-plated or tin-plated iron sheets, aluminum sheets, and metal cans made from these metal materials.
  • the water-based OP varnish to be applied on top of the printed ink composition can be any commonly used one, and specific examples include those that use a water-based acrylic resin, water-based polyester resin, water-based alkyd resin, water-based epoxy resin, or modified resins of two or more of these as a binder in combination with an amino resin as a curing agent.
  • the ink composition of the present invention it is possible to suppress repelling and uneven application of the OP varnish during wet-on-wet application, even when using a water-based OP varnish with an organic solvent content of less than 10% by mass.
  • the ink composition of the present invention can also be preferably used for undercoating printing for applying a water-based OP varnish with an organic solvent content of less than 10% by mass.
  • the set of the metallic printing ink composition of the present invention and an aqueous overprint varnish also constitutes one aspect of the present invention.
  • the aqueous OP varnish referred to here refers to a varnish containing a combination of a hydrophilic organic solvent and water as a solvent, with an organic solvent content of less than 10% by mass.
  • the metallic printing ink composition included in this set has already been described, so further description here will be omitted.
  • the ink composition of the present invention suppresses cissing and uneven application of the aqueous OP varnish when it is applied wet-on-wet after printing with an aqueous OP varnish containing less than 10% by mass of organic solvent.
  • the ink composition of the present invention can be preferably used in combination with an aqueous OP varnish containing less than 10% by mass of organic solvent. The set of the present invention focuses on this point.
  • the water-based OP varnish included in the set may be any type, as long as it contains less than 10% by mass of organic solvents and is used by coating the surface of the metal printing ink composition after printing.
  • a variety of such water-based OP varnishes are commercially available, so such commercially available products can be obtained and used to create a set with the ink composition of the present invention.
  • a rosin-modified resin varnish was obtained by dissolving 63.2 parts by mass of a rosin ester resin (hydroxyl value 20-30 mgKOH/g, acid value ⁇ 10 mgKOH/g, mass average molecular weight 632, number average molecular weight 565) and 35.9 parts by mass of tripropylene glycol monobutyl ether by heating at 130°C for 1 hour. Note that this tripropylene glycol monobutyl ether corresponds to the specified solvent in the present invention.
  • Varnish A was a PPG iSENSETM series aqueous OP varnish (organic solvent content less than 10% by mass) manufactured by PPG
  • Varnish C was a PPG iSENSETM series aqueous OP varnish (organic solvent content 15% by mass to 20% by mass) also manufactured by PPG.
  • an aqueous OP varnish (organic solvent content less than 1.1% by mass) was prepared from a mixture of 47 parts by mass of Joncryl PDX7615 manufactured by BASF Japan Ltd., 47 parts by mass of Elitel KT-8803 manufactured by Unitika Ltd., and 6 parts by mass of Cymel 303LF manufactured by Allnex Corporation, and was designated Varnish B.
  • Varnish A and Varnish B are aqueous OP varnishes with an organic solvent content of less than 10% by mass
  • Varnish C is an aqueous OP varnish with an organic solvent content of 10% by mass or more (15 to 20% by mass).
  • Ink compositions of Examples and Comparative Examples were prepared according to the formulations shown in Tables 1 and 2. The numerical values for each blend amount shown in Tables 1 and 2 are in parts by mass. In preparing the ink compositions, the components were mixed and then kneaded using a roll mill heated to 40°C.
  • carbon black refers to acidic carbon black having an average primary particle size of 24 nm and a DBP oil absorption of 66 mL/100 g
  • titanium oxide refers to titanium oxide having an average primary particle size of 250 nm and a DBP oil absorption of 18 g/100 g
  • phthalocyanine blue refers to commercially available phthalocyanine blue 15:3
  • specific solvent 1 refers to tripropylene glycol monobutyl ether
  • specific solvent 2 refers to triethylene glycol monobutyl ether
  • non-specific solvent refers to linear alkylbenzene (aromatic solvent).
  • the percentage values written in parentheses after the names of alkyd resin varnishes 1 to 6 are the fatty acid modified amounts (mass %) of the alkyd resin contained in each alkyd resin varnish.
  • the coating amount of water-based OP varnish in this evaluation 25 mg/ dm2
  • the coating amount of water-based OP varnish currently commonly used on two-piece cans and the like 50 to 60 mg/ dm2
  • the numerical values shown in the "Organic Solvent Amount” column represent the amount of organic solvent (% by mass) contained in the water-based OP varnish used.
  • the "Reference" shown in the "Test Number” column of Tables 3 and 4 is a test using the currently widely used water-based OP varnish C, which contains a large amount of organic solvent, and serves as a tentative performance target.
  • ⁇ No cissing is observed and gloss is good.
  • ⁇ Almost no cissing is observed, but gloss is slightly reduced.
  • ⁇ There is a tendency for cissing and OP varnish to seep in.
  • the ink compositions of Examples 1 to 7 did not experience cissing or penetration of the aqueous OP varnish, even when an aqueous OP varnish containing less than 10% by mass was applied at a low application rate of 25 mg/ dm2 , and the pencil hardness after baking was sufficient. Furthermore, as shown in Tables 1 and 2, the ink compositions of Examples 1 to 7 also exhibited good transferability and sufficient performance in terms of printability. Among these, the ink composition of Example 7, which contained a rosin-modified resin, achieved the above-described favorable results.
  • the application of a rosin-modified resin to the ink composition of the present invention can increase the biomass content in the ink composition without causing a decrease in various performance characteristics.
  • the ink composition of Comparative Example 1 which contained an alkyd resin varnish with a fatty acid modification content exceeding 50% by mass, not only experienced cissing when applied with the aqueous OP varnish, but also exhibited a significantly poor pencil hardness of B after baking.
  • the ink composition of Comparative Example 2 which contains an alkyd resin with a fatty acid modification amount of less than 25% by mass, exhibited good cissing when applied with aqueous OP varnish and good pencil hardness after baking, but showed poor transferability as shown in Table 2, indicating that basic printability was insufficient. Furthermore, the ink composition of Comparative Example 3, which does not contain the specific solvent of the present invention, was found to exhibit cissing when applied with aqueous OP varnish.

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  • Chemical Kinetics & Catalysis (AREA)
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Abstract

Le problème décrit par la présente invention est de fournir : une composition d'encre pour impression métallique qui, même lorsqu'un vernis de surimpression aqueux ayant une teneur en solvant organique inférieure à 10 % en masse est appliqué de manière humide sur humide sur un film de revêtement d'encre en une quantité d'application inférieure ou égale à 30 mg/dm2, peut supprimer l'apparition d'une rétraction du vernis sur le film de revêtement d'encre et la détérioration de la résistance du film de revêtement ; et un ensemble de la composition d'encre et d'un vernis de surimpression. La solution selon l'invention porte sur une composition d'encre pour impression métallique qui comprend un pigment colorant, une résine alkyde et un solvant, la composition d'encre pour impression métallique étant caractérisée en ce que le solvant comporte au moins un composé choisi dans le groupe constitué par des composés représentés par la formule générale (1) et la résine alkyde est une résine alkyde modifiée par un acide gras ayant une quantité de modification par acide gras de 25 à 50 % en masse. Dans la formule générale (1), les A représentent chacun indépendamment un groupe alkylène en C2-C4 qui peut être ramifié, R représente un groupe alkyle en C1-C13 qui peut avoir une structure ramifiée et/ou cyclique, et n est un nombre entier de 2 à 8.
PCT/JP2025/009167 2024-05-22 2025-03-11 Ensemble d'une composition d'encre pour impression métallique et d'un vernis de surimpression aqueux, et composition d'encre pour impression métallique Pending WO2025243655A1 (fr)

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JP2024083356A JP2025176938A (ja) 2024-05-22 2024-05-22 金属印刷用インキ組成物と水性オーバープリントニスのセット、及び金属印刷用インキ組成物
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101143985A (zh) * 2006-09-13 2008-03-19 中华制漆（深圳）有限公司 低气味硝基漆
JP2022086558A (ja) * 2020-11-30 2022-06-09 サカタインクス株式会社 金属印刷用インキ組成物
JP7353551B1 (ja) * 2022-12-26 2023-10-02 東洋インキＳｃホールディングス株式会社 金属印刷用インキ組成物および印刷物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101143985A (zh) * 2006-09-13 2008-03-19 中华制漆（深圳）有限公司 低气味硝基漆
JP2022086558A (ja) * 2020-11-30 2022-06-09 サカタインクス株式会社 金属印刷用インキ組成物
JP7353551B1 (ja) * 2022-12-26 2023-10-02 東洋インキＳｃホールディングス株式会社 金属印刷用インキ組成物および印刷物

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