CN105705595A - Binder for printing ink, laminate ink composition for soft packaging, and printed article - Google Patents
Binder for printing ink, laminate ink composition for soft packaging, and printed article Download PDFInfo
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- CN105705595A CN105705595A CN201480061438.9A CN201480061438A CN105705595A CN 105705595 A CN105705595 A CN 105705595A CN 201480061438 A CN201480061438 A CN 201480061438A CN 105705595 A CN105705595 A CN 105705595A
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- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
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- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
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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
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
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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
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Polyurethanes Or Polyureas (AREA)
- Wrappers (AREA)
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention provides a binder for printing ink, a laminate ink composition for soft packaging, and a printed article. The binder for a printing ink, having as components a polyethylene glycol (PEG hereinafter)-containing polyurethane resin and a vinyl-chloride-vinyl-acetate copolymer resin, the PEG-containing polyurethane resin being obtained by reacting (A) a polyester polyol having a number-average molecular weight of 1000-6000, (B) PEG, (C) a diisocyanate compound, and (D) a chain extender, and the content ratio of (B) PEG being in the range of 1-40 parts by mass with respect to 100 parts by mass of the PEG-containing polyurethane resin.
Description
Technical field
The present invention relates to adhesive for printing ink, flexible package laminating inks compositions and printed article。
Background technology
In recent years, as packing material, plastic foil is used in various fields。Undertaken to the printing on such plastic foil by intaglio printing or aniline printing。It addition, with the variation of packaging base material, to being used for decorating or performance required by the printing-ink of surface protection and smears increases day by day。
Such as, about plastic foil printing-ink, it is necessary to possess for the excellent printing adaptability of diversified film, cementability, resistance to blocking and gloss etc.。It addition, in the field of food container, ink does not directly contact with content, use the packing container after the lamination process of health。
Usually used as lamination process, there are 2 methods enumerated as follows。That is, various plastic foils are carried out printing-ink as printing element, across the extrusion lamination processing method of the folded fused polyolefin of anchor coat oxidant layer etc. on printing surface；And across the dry lamination processing method of bonding agent stacking plastic foil on this printing surface。
Therefore, the ink used in lamination process method must be bonding well with the printing element such as various plastic foils, excellent with the cementability of the plastic foil of stacking, printing adaptability, lamination strength。It addition, for the sterilization processing of content, when implementing the boiling, the distillation process that impregnate in the hot water together with the packing container after lamination process, it is necessary to lamination will not be produced in processes and float the boiling with fold and distillation adaptability。
Above most of oil performance of ink depends on the performance of adhesive resin, therefore according to each required performance, uses various adhesive resin。Usually as the adhesive resin of lamination ink, use polyurethane resin (referenced patent document 1～3)。
Prior art literature
Patent documentation
Patent documentation 1: Japanese Unexamined Patent Publication 2010-270215 publication
Patent documentation 2: Japanese Unexamined Patent Publication 2010-270216 publication
Patent documentation 3: No. 4882206 publication of Japanese Patent
Summary of the invention
Invent problem to be solved
Generally, adhesive resin as lamination ink, use the polyurethane resin intramolecular amino-formate bond concentration improved as far as possible, but when amino-formate bond concentration improves, boiling and the distillation adaptability of ink easily become bad, and the dissolubility in butanone or ethyl acetate, isopropanol equal solvent reduces, when using these solvents, owing to being referred to as the phenomenon that the solid constituent of ink is constantly piled up in version of " stifled version ", there is the problem (reduction of printing adaptability) that the printing producing inking portion is bad。
It is directed to this, for the ink employing the fragrance family organic solvents such as toluene, make polyurethane resin backbone hardening, thus improving tissue adhesion, add chlorinated polypropylene, thus seethed with excitement and distill the ink that adaptability, lamination strength, printing adaptability, cementability, tissue adhesion are good。But, from viewpoints such as working environments, carry out using the organic solvent (non-Toluene etc.) not including the ketone system organic solvents such as fragrance family organic solvent, butanone。It addition, only by these polyurethane resins, the organic solvent not including aromatic organic solvent the ink obtained is difficult to tackle the requirement of broad category of film。
It is an object of the invention to provide for obtaining printing adaptability, lamination strength and boiling and the adhesive for printing ink of the excellent ink of distillability。Additionally, it is provided that use flexible package laminating inks compositions and the printed article thereof of adhesive for printing ink。
Means for solving the above
The present inventors have been repeatedly performed deep research, found that, when using the organic solvent not including fragrance family organic solvent, adhesive for printing ink as flexible package laminating inks, it is effective as composition to solution problem containing the polyurethane resin containing Polyethylene Glycol (following, be sometimes referred to as " PEG ") and Chlorovinyl-acetate vinyl copolymer resins。The present invention is based on such opinion and completes。
The present invention relates to a kind of adhesive for printing ink, it is using the polyurethane resin containing PEG and Chlorovinyl-acetate vinyl copolymer resins as the adhesive for printing ink of composition, wherein, the above-mentioned polyurethane resin containing PEG is that PEPA, (B) PEG, (C) diisocyanate cpd and (D) chain extender at least making (A) number-average molecular weight be 1000～6000 reacts and obtain, and (B) PEG's contains ratio relative to the scope that polyurethane resin 100 mass parts is 1～40 mass parts containing PEG。By using the polyurethane resin containing PEG and Chlorovinyl-acetate vinyl copolymer resins as composition, obtaining the effects such as printing adaptability raising。It addition, by PEG containing ratio in above-mentioned scope, seethed with excitement and distilled the effect such as adaptability, printing adaptability raising。
Moreover, it relates to the above-mentioned adhesive for printing ink that the number-average molecular weight of (B) PEG is 200～4000。By the number-average molecular weight of (B) PEG in above-mentioned scope, obtain the effects such as lamination strength raising。
Additionally, the present invention relates to the polyurethane resin containing PEG is the above-mentioned adhesive for printing ink making dihydromethyl propionic acid react further and obtaining。By the polyurethane resin to contain dihydromethyl propionic acid (being designated as " DMPA " below) further as composition, obtain lamination strength and improve, seethe with excitement and distill the effects such as adaptability raising。
Moreover, it relates to a kind of flexible package laminating inks compositions, state adhesive for printing ink, coloring agent and organic solvent above as composition。
Additionally, the present invention relates to above-mentioned flexible package laminating inks compositions, wherein, organic solvent does not include fragrance family organic solvent or ketone system organic solvent。The adhesive for printing ink of the present invention is particularly suitable for for not using the flexible package laminating inks compositions of fragrance family organic solvent or ketone system organic solvent, but can be used for using the flexible package laminating inks compositions of fragrance family organic solvent or ketone system organic solvent, play excellent characteristic。
Moreover, it relates to a kind of printed article, it is to print above-mentioned flexible package laminating inks compositions to form。
Invention effect
In accordance with the invention it is possible to provide for obtaining printing adaptability, lamination strength and boiling and distilling the adhesive for printing ink of the excellent ink of adaptability。
Detailed description of the invention
Hereinafter, embodiments of the present invention are described in detail。
The adhesive for printing ink of the present invention is using the polyurethane resin containing PEG and Chlorovinyl-acetate vinyl copolymer resins as the adhesive for printing ink of composition, wherein, the above-mentioned polyurethane resin containing PEG is that PEPA, (B) PEG, (C) diisocyanate cpd and (D) chain extender at least making (A) number-average molecular weight be 1000～6000 reacts and obtain, and (B) PEG's contains ratio relative to the scope that polyurethane resin 100 mass parts is 1～40 mass parts containing PEG。
As the diol component constituting (A) PEPA used in the present invention, can list: ethylene glycol, diethylene glycol, dipropylene glycol, 1, 4-butanediol, 1, 6-hexanediol, 2,2'-ethylenedioxybis(ethanol)., 1-or 2-methyl isophthalic acid, 3-butanediol, 1-or 2-methyl isophthalic acid, 4-pentanediol, 2, 4-diethyl-1, 5-pentanediol, tripropylene glycol, 1, 2-propylene glycol, 1, 3-butanediol, 1-, 2-or 3-methyl isophthalic acid, 5-pentanediol, 2-methyl isophthalic acid, 3-propane diol, the oxirane of bisphenol-A, expoxy propane, the alkylene oxide adducts such as oxirane propane, neopentyl glycol, butyl ethyl propylene glycol etc.。3-methyl isophthalic acid, 5-pentanediol, neopentyl glycol it is particularly preferably among these。
Additionally, among above-mentioned diol component, a part can use following multi-functional polyol。As multi-functional polyol, it is possible to list such as: glycerol, trimethylolpropane, trimethylolethane, 1,2,6-hexanetriol, BT, Sorbitol, tetramethylolmethane etc.。
As the dicarboxylic acids constituting PEPA, it is possible to list: adipic acid, succinic acid, decanedioic acid, Azelaic Acid, fumaric acid, maleic acid, p-phthalic acid, M-phthalic acid etc. and the mixture of more than two kinds etc. among these materials。Adipic acid and decanedioic acid it is particularly preferably among these。It addition, also comprise the anhydride of above-mentioned dicarboxylic acids and the carboxylate etc. of lower alcohol that carbon number is 1～5。
(A) PEPA in the present invention is obtained by the method same with known process for producing polyester。Such as, above-mentioned diol component is made to carry out dehydrating condensation with above-mentioned dicarboxylic acids or anhydride and obtain PEPA。
The number-average molecular weight of (A) PEPA used in the present invention is 1000～6000, if number-average molecular weight is less than 1000, then intramolecular amino-formate bond concentration increases, boiling and the distillation adaptability of ink easily become bad, and the dissolubility in butanone and ethyl acetate, isopropanol equal solvent is easily reduced。On the other hand, if number-average molecular weight is more than 6000, then intramolecular amino-formate bond concentration reduces, and cementability, lamination strength and resistance to blocking are easily reduced。The number-average molecular weight of PEPA is preferably 1500～5000, and more preferably 2000～4000。Additionally, number-average molecular weight can pass through gel permeation chromatography (GPC) is measured (utilizing polystyrene standard to convert)。
The number-average molecular weight of (B) PEG used in the present invention is preferably 200～4000, more preferably 400～3000, and more preferably 500～2000。It is 200～4000 by number-average molecular weight, obtains the effects such as lamination strength raising。
Relative to the scope that polyurethane resin 100 mass parts is 1～40 mass parts containing PEG, it is preferred to 2～30 mass parts, more preferably 3～20 mass parts。By (B) PEG containing ratio in the scope of 1～40 mass parts, seethed with excitement and distilled the effect such as adaptability, printing adaptability raising。
As (C) diisocyanate cpd used in the present invention, can list: isophorone diisocyanate, dicyclohexyl methyl hydride-4, 4 '-diisocyanate, 1, 4-cyclohexane diisocyanate, the ester ring type diisocyanate such as methylcyclohexene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, ten dimethylene diisocyanates, 2, 2, 4-trimethyl hexamethylene diisocyanate, the aliphatic diisocyanates such as lysinediisocyanate, toluene di-isocyanate(TDI), XDI, α, α, α ', the modifier of the araliphatic diisocyanate such as α '-tetramethylxylene diisocyanate and these diisocyanate cpds。These polyisocyanate compounds can be used alone, it is also possible to and use two or more。Preferably ester ring type diisocyanate among these, it is particularly preferred to be isophorone diisocyanate (IPDI)。
The polyurethane resin containing PEG used in the present invention preferably makes low-molecular-weight diol reaction obtain further。As low-molecular-weight diol, it is particularly preferred to for dihydromethyl propionic acid (DMPA)。As the containing ratio of dihydromethyl propionic acid (DMPA), it is preferably the scope of 0.01～5 mass parts relative to polyurethane resin 100 mass parts containing PEG, more preferably 0.05～4 mass parts, more preferably 0.1～3 mass parts。By using dihydromethyl propionic acid as composition, obtaining lamination strength and improve, seethe with excitement and distill the effects such as adaptability raising。
As (D) chain extender used in the present invention, it is possible to use various known chain extenders。For example, it is possible to list: ethylenediamine, propane diamine, hexamethylene diamine, three second tetramines, Diethylenetriamine, isophorone diamine, dicyclohexyl methyl hydride-4,4 '-diamidogen, dimer diamine etc.。In addition, can also list: 2-hydroxyethylethylene diamine, 2-ethoxy propane diamine, two-2-hydroxyethylethylene diamine, two-2-ethoxy propane diamine, 2-hydroxypropylethylendiamine diamine, two-2-hydroxypropylethylendiamine diamine etc. have the Diamines of hydroxyl in molecule, neopentyl glycol, butyl ethyl propane diol, ethylene glycol, diethylene glycol, dipropylene glycol, 1, 4-butanediol, 1, 6-hexanediol, 2,2'-ethylenedioxybis(ethanol)., 1-or 2-methyl isophthalic acid, 3-butanediol, 1-or 2-methyl isophthalic acid, 4-pentanediol, 2, 4-diethyl-1, 5-pentanediol, tripropylene glycol, diethylene glycol, 1, 2-propylene glycol, 1, 3-butanediol, 1-, 2-or 3-methyl isophthalic acid, 5-pentanediol, 2-methyl isophthalic acid, the glycolss such as 3-propane diol, the oxirane of bisphenol-A, expoxy propane, alkylene oxide adducts and the glycol other than the above etc. such as oxirane propane。Isophorone diamine it is particularly preferably among these。
As chain extender other than the above, it is possible to list: methyl diethanolamine, methyl diisopropanolamine (DIPA), phenyl diisopropanolamine (DIPA), 4-aminomethyl phenyl diisopropanolamine (DIPA), 4-aminomethyl phenyl diethanolamine etc. have the mixture of more than two kinds among the glycols of tertiary amine structure and these materials。
It addition, in the present invention, it is also possible to use as required and expand chain stopper。As expanding chain stopper, it is possible to list: single methanol (methanol, propanol, butanol, 2-Ethylhexyl Alcohol etc.), monoamine [carbon number is the list of 2～8 or list or dialkanol amine (monoethanolamine, diethanolamine, Propanolamine, isopropanolamine etc.) that two alkanamines (butylamine, dibutyl amine etc.), carbon number are 2～6] etc.。
The polyurethane resin containing PEG used in the present invention can be obtained by the method disclosed in known method, such as Japanese Laid-Open Patent Publication 62-153366 publication, Japanese Laid-Open Patent Publication 62-153367 publication, Japanese Unexamined Patent Publication 1-236289 publication, Japanese Unexamined Patent Publication 2-64173 publication, Japanese Unexamined Patent Publication 2-64174 publication, Japanese Unexamined Patent Publication 2-64175 publication etc.。
Specifically, it is manufactured by following two-phase method or one-stage process, described two-phase method be make polypropylene glycol and and react with the ratio that NCO is excessive with diisocyanate cpd with polyhydric alcohol, obtain the prepolymer of terminal isocyanate group, make obtained prepolymer seal chain agent with chain extender and (or) end in suitable solvent to react, wherein, described suitable solvent is: as ester series solvents such as the normally used ethyl acetate of solvent of non-toluene system base gravure ink, propyl acetate, butyl acetates；The ketone series solvents such as acetone, butanone, methyl iso-butyl ketone (MIBK)；The alcohol series solvents such as methanol, ethanol, isopropanol, n-butyl alcohol；The hydrocarbon system solvent such as hexahydrotoluene, ethyl cyclohexane；Or their mixed solvent。Described one-stage process is to make polypropylene glycol and and seal chain agent primary first-order equation in above-mentioned suitable solvent with polyhydric alcohol, diisocyanate cpd, chain extender and (or) end。
The adhesive for printing ink of the present invention is using the polyurethane resin containing PEG and Chlorovinyl-acetate vinyl copolymer resins as composition, but its cooperation is preferably polyurethane resin=1/2～9 of Chlorovinyl-acetate vinyl copolymer resins/containing PEG by quality ratio。By being set within the scope of this, obtain the effects such as printing adaptability raising。
The Chlorovinyl-acetate vinyl copolymer resins with hydroxyl used in the present invention can be obtained by two kinds of methods。One is in the proper ratio Vinyl Chloride Monomer, vinyl acetate monomer and vinyl alcohol are carried out copolymerization and obtains。Another be by by after vinyl chloride and vinyl acetate copolymerization, make a part of saponification of vinyl acetate obtain。The Chlorovinyl-acetate vinyl copolymer resins with hydroxyl determines character and the resin solubility behavior of resin coating according to the monomer ratio of vinyl chloride, vinyl acetate and vinyl alcohol。That is, vinyl chloride gives toughness and the hardness of resin coating, and vinyl acetate gives cementability and flexibility, and vinyl alcohol gives the good solubility in polar solvent。
The adhesive for printing ink of the present invention derived above is suitably combined with toner, organic solvent and as required for improveing ink mobility and the surfactant of ink pellet surface tunicle, wax, other additives, use the common ink such as ball mill, grater, sand mill to manufacture device and carry out mixing, it is possible to manufacture flexible package laminating inks compositions (printing-ink)。Additionally, the use level of the binding agent of the present invention in flexible package laminating inks compositions (printing-ink) coordinates preferably in reaching the mode of 3～20 mass % in its resin solid content in flexible package laminating inks compositions (printing-ink)。
As the flexible package organic solvent used in laminating inks compositions (printing-ink), from the view point of use environment, preferably do not include fragrance family organic solvent or ketone system organic solvent, can list such as: the ester series solvents etc. such as alcohol series solvent, ethyl acetate, n-propyl acetate, isopropyl acetate, butyl acetate such as methanol, ethanol, isopropanol, normal propyl alcohol, methoxypropanol, these can be used alone or use as mixture of more than two kinds。
The flexible package of the present invention laminating inks compositions printing-ink preferably as packing material and plastic foil, the intaglio printing that can generally carry out to the printing on such plastic foil or aniline printing。Additionally, such as, various plastic foils are carried out printing-ink (flexible package laminating inks compositions) as printing element, carry out on printing surface across the extrusion lamination processing method of cementation coating agent stacking fused polyolefin etc. or on this printing surface across the dry lamination processing method of bonding agent stacking plastic foil, make printed article。
Embodiment
Hereinafter, the preferred embodiments of the present invention are illustrated, but the invention is not restricted to these embodiments。Hereinafter, " part " expression " mass parts ", " % " expression " quality % "。
Synthesis example 1 (synthesis of polyurethane resin a)
Possessing blender, the round-bottomed flask of thermometer and nitrogen ingress pipe puts into PEPA (the 3-methyl isophthalic acid that number-average molecular weight is 3000 as (A) composition, the adipic acid ester of 5-pentanediol) 295 parts, the Polyethylene Glycol that number-average molecular weight is 400 5 parts as (B) composition, and the isophorone diisocyanate (IPDI) 49.3 parts as (C) composition, under nitrogen flowing, react 6 hours at 105 DEG C, after manufacturing the prepolymer that isocyanate group content is 2.67%, add ethyl acetate 233 parts, obtain the homogeneous solution of carbamate prepolymer。Then, the mixture constituted as the isophorone diamine (IPDA) 20 parts of (D) composition, di-n-butylamine (DBA) 1.7 parts, ethyl acetate 373 parts and isopropanol 260 parts adds above-mentioned carbamate prepolymer solution 582 parts, then, react 3 hours at 60 DEG C。The polyurethane resin (being designated as " polyurethane resin a " below) so obtained, resin solid content concentration is 30 mass %, and viscosity is 500mPa s (25 DEG C), and amine number is 0.8mgKOH/g。
(synthesis example 2～13)
Use the raw material shown in table 1～2, same with synthesis example 1 operate, obtain polyurethane resin solution b～m。
Table 1
*: " polyurethane resin 100 parts " does not include the organic solvent such as ethyl acetate, isopropanol
Table 2
*: " polyurethane resin 100 parts " does not include the organic solvent such as ethyl acetate, isopropanol
(embodiment 1～10 and comparative example 1～3)
About color pigment dispersibility, by by the polyurethane resin 28 parts of synthesis example 1～13, Chlorovinyl-acetate vinyl copolymer resins (forms the solution being calculated as 15% with ethyl acetate) 10 parts, blue 10 parts of cyanine, the flexible package laminating inks compositions of the composition that mixed solvent ethyl acetate/isopropanol=7/3 (mass ratio) 52 parts is constituted uses pigment dispersion machine (mould wash mixer) to disperse 3 hours, then, mixed solvent is used to carry out viscosity adjustment so that reaching 15 seconds in Cai grace cup (Zahncup) No.3, about flexible package laminating inks compositions, carry out the evaluation of following (1) color pigment-dispersing。
Additionally, by by the polyurethane resin 35 parts of synthesis example 1～13, Chlorovinyl-acetate vinyl copolymer resins (forms the solution being calculated as 15% with ethyl acetate) 10 parts, titanium white 35 parts, the flexible package laminating inks compositions of the composition that mixed solvent ethyl acetate/isopropanol=7/3 (mass ratio) 20 parts is constituted uses pigment dispersion machine (mould wash mixer) to disperse 1 hour, above-mentioned mixed solvent is used to use above-mentioned solvent to carry out viscosity adjustment so that reaching 15 seconds in Cai grace cup No.3, about flexible package laminating inks compositions, carry out the evaluation study of following (2)～(7)。Above result is summed up and is shown in table 3～4。
(1) color pigment dispersibility
At the upper ink (cyanine is blue) using above-mentioned record of polyethylene terephthalate film (referred to as PET film), print, make print film, judged the state of the film of printed article by visualization。Metewand is as follows。
"○": do not have irregular colour, pigment good dispersion on film。
" △ ": there is a part of irregular colour on film, pigment dispersion is slightly deteriorated。
"×": producing irregular colour on film, pigment dispersion is deteriorated。
(2) printing adaptability
By the ink (titanium white) of above-mentioned record, use gravure Testing Mechanical, the state of scraper part of the state of the printed patterns after judging PET film printing by visualization, i.e. version and coming off of the printed patterns relevant to inking hole plug。Metewand is as follows。
"○": printing adaptability is good。
" △ ": printing adaptability is insufficient。
"×": printing adaptability extreme difference。
(3) dry type (DL) lamination strength
In the ink surface of the printed article ink (titanium white) of above-mentioned record being printed onto on PET film, nylon membrane (referred to as NY film), use carbamate system bonding agent, it is layered without oriented polypropylene (CPP) film by dry laminating machine, at 40 DEG C after aging 2 days, within after lamination the 3rd day, sample is cut into 15mm width, measures 180 ° of peel strengths。
(4) boiling compatibility test
In the ink surface of the printed article ink (titanium white) of above-mentioned record being printed onto on PET film, nylon membrane (referred to as NY film), after coated with isocyanate system bonding agent, carried out the poly-second film of tensionless winkler foundation of stacking 60 μm by dry laminating machine, obtain lamination process thing。By this lamination process thing bag, load the mixture of water/oil in inside, after sealing, heat 30 minutes in the hot water of 95 DEG C, observe the float state of lamination process thing, evaluate boiling adaptability。
"○": entirely without floating on lamination process thing。
" △ ": on lamination process thing, appearance part floats。
"×": whole of lamination process thing all produces to float。
(5) distillation compatibility test
In the ink surface of the printed article that the ink (titanium white) of above-mentioned record is printed onto on PET film, NY film after coated with isocyanate system bonding agent, carried out the tensionless winkler foundation polypropylene screen of stacking 60 μm by dry laminating machine, obtain lamination process thing。By this lamination process thing bag, load the mixture of water/oil in inside, after sealing, heat 30 minutes in the pressurized hot water of 120 DEG C, observe the float state of lamination process thing, evaluate distillation adaptability。
"○": entirely without floating on lamination process thing。
" △ ": on lamination process thing, appearance part floats。
"×": whole of lamination process thing all produces to float。
(6) cementability
Use the ink (titanium white) of above-mentioned record on a pet film, print, make print film。After above-mentioned print film is placed 24 hours, printing surface is pasted adhesive tape, observes the painting membrane stage evaluating printing surface when it quickly being peeled off。
"○": more than the 80% of printing tunicle remains on film。
" △ ": the 50～80% of printing tunicle remain on film。
"×": less than the 50% of printing tunicle remains on film。
(7) resistance to blocking
Use the ink (titanium white) of above-mentioned record on a pet film, print, make print film。The printing surface making above-mentioned print film overlaps, and observes with 4 × 105The load of Pa stand 15 hours at 40 DEG C after the attachment state of printing surface。
"○": have 0% to adhere to less than 20% in contact area。
" △ ": contact area has 20% adhere to less than 50%。
"×": have the attachment of more than 50% in contact area。
Table 3
Table 4
As shown in table 3～4 known, (B) PEG containing ratio relative to the not comparative example 1～3 in the scope of 1～40 mass parts of polyurethane resin 100 mass parts containing PEG, color pigment dispersibility, printing adaptability, boiling adaptability, distillation adaptability, cementability, resistance to blocking are all deteriorated。Relative to this, using (B) PEG containing ratio relative to polyurethane resin 100 mass parts containing PEG be the scope of 1～40 mass parts polyurethane resin as the embodiment 1～10 of binding agent, color pigment dispersibility, printing adaptability, boiling adaptability, distillation adaptability, cementability, resistance to blocking are all excellent。Therefore, even if the ink employing the adhesive for printing ink of the present invention does not use fragrance family organic solvent and ketone system organic solvent, color pigment dispersibility is also good, and dissolubility in a solvent is also excellent, therefore suppress " stifled version ", the printing in inking portion will not be occurred bad。It addition, the printing adaptability of the adhesive for printing ink of the present invention is excellent, and seethe with excitement, to distill adaptability also excellent, therefore the binding agent as the printing-ink used in food container etc. is exceedingly useful。
Claims (6)
1. an adhesive for printing ink, it is using the polyurethane resin containing Polyethylene Glycol and Chlorovinyl-acetate vinyl copolymer resins as the adhesive for printing ink of composition, wherein, the described polyurethane resin containing Polyethylene Glycol be at least make (A) number-average molecular weight be 1000～6000 PEPA, (B) Polyethylene Glycol, (C) diisocyanate cpd and (D) chain extender reaction and obtain, (B) Polyethylene Glycol containing ratio relative to the scope that polyurethane resin 100 mass parts is 1～40 mass parts containing Polyethylene Glycol。
2. adhesive for printing ink according to claim 1, wherein, the number-average molecular weight of (B) Polyethylene Glycol is 200～4000。
3. adhesive for printing ink according to claim 1 and 2, wherein, the polyurethane resin containing Polyethylene Glycol makes dihydromethyl propionic acid reaction obtain further。
4. a flexible package laminating inks compositions, it is using the adhesive for printing ink according to any one of claims 1 to 3, coloring agent and organic solvent as composition。
5. flexible package laminating inks compositions according to claim 4, wherein, organic solvent does not include fragrance family organic solvent or ketone system organic solvent。
6. a printed article, it is that printing flexible package laminating inks compositions described in claim 4 or 5 forms。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810742954.8A CN108864807B (en) | 2013-11-11 | 2014-04-03 | Binder for printing ink, application thereof, and printed matter |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| JP2013-233003 | 2013-11-11 | ||
| JP2013233003 | 2013-11-11 | ||
| PCT/JP2014/059871 WO2015068412A1 (en) | 2013-11-11 | 2014-04-03 | Binder for printing ink, laminate ink composition for soft packaging, and printed article |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201810742954.8A Division CN108864807B (en) | 2013-11-11 | 2014-04-03 | Binder for printing ink, application thereof, and printed matter |
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| Publication Number | Publication Date |
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| CN105705595A true CN105705595A (en) | 2016-06-22 |
| CN105705595B CN105705595B (en) | 2018-07-31 |
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| CN201810742954.8A Active CN108864807B (en) | 2013-11-11 | 2014-04-03 | Binder for printing ink, application thereof, and printed matter |
| CN201480061438.9A Active CN105705595B (en) | 2013-11-11 | 2014-04-03 | Adhesive for printing ink, flexible package laminating inks composition and printed article |
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| Country | Link |
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| JP (3) | JP6299765B2 (en) |
| CN (2) | CN108864807B (en) |
| MY (2) | MY176458A (en) |
| WO (1) | WO2015068412A1 (en) |
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| CN108148533A (en) * | 2018-01-23 | 2018-06-12 | 佛山市加恩新材料有限公司 | A kind of hot melt adhesive for being used for the outer transfer technique of film and preparation method thereof |
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Also Published As
| Publication number | Publication date |
|---|---|
| JPWO2015068412A1 (en) | 2017-03-09 |
| JP6732719B2 (en) | 2020-07-29 |
| JP6299765B2 (en) | 2018-03-28 |
| MY176458A (en) | 2020-08-10 |
| CN105705595B (en) | 2018-07-31 |
| CN108864807A (en) | 2018-11-23 |
| MY201349A (en) | 2024-02-19 |
| CN108864807B (en) | 2021-10-01 |
| JP2019112654A (en) | 2019-07-11 |
| JP6760435B2 (en) | 2020-09-23 |
| JP2018059115A (en) | 2018-04-12 |
| WO2015068412A1 (en) | 2015-05-14 |
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