WO2018056293A1 - Composition d'encre pour impression par laminage sur les emballages souples - Google Patents

Composition d'encre pour impression par laminage sur les emballages souples Download PDF

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Publication number
WO2018056293A1
WO2018056293A1 PCT/JP2017/033847 JP2017033847W WO2018056293A1 WO 2018056293 A1 WO2018056293 A1 WO 2018056293A1 JP 2017033847 W JP2017033847 W JP 2017033847W WO 2018056293 A1 WO2018056293 A1 WO 2018056293A1
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Prior art keywords
mass
ink composition
parts
printing
soft packaging
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PCT/JP2017/033847
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English (en)
Japanese (ja)
Inventor
小川　徹
淳一 原田
裕一朗 本田
健太 赤坂
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サカタインクス株式会社
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Priority to JP2018540254A priority Critical patent/JP7008028B2/ja
Publication of WO2018056293A1 publication Critical patent/WO2018056293A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins

Definitions

  • the present invention relates to a laminating printing ink composition for soft packaging, and more specifically, laminating printing ink for soft packaging having good printability, no blurring, adhesiveness, laminating strength, scratch resistance, and blocking resistance. Relates to the composition.
  • Packaging materials using various plastic films are used for foods, confectionery, household goods, pet foods and the like from the viewpoint of improving designability, economy, contents protection, transportability, and the like. Also, many other packaging materials are subjected to gravure printing and flexographic printing for the purpose of improving design and message characteristics for appealing to consumers. And in order to obtain these packaging materials, an adhesive or anchor agent is applied to the printed surface of the base film of the packaging material or the printing surface of the base material film of the packaging material, if necessary, Back-printing is performed by laminating the film. In reverse printing, color ink and white ink are sequentially printed on various films such as polyester, nylon, and aluminum foil, and then a dry laminating process using an adhesive or an anchor coating agent is applied on the printed layer of the white ink.
  • the soft packaging laminate printing ink composition examples include, for example, a high-molecular polyester diol composed of a glycol component containing at least 50% 2-methyl-1,3-pentanediol and a dibasic acid component, a diisocyanate compound, a chain extension.
  • the soft packaging laminate printing ink composition examples include, for example, a high-molecular polyester diol composed of a glycol component containing at least 50% 2-methyl-1,3-pentanediol and a dibasic acid component, a diisocyanate compound, a chain extension.
  • a laminate ink composition for packaging using a binder mainly containing polyurethane obtained by reacting an agent see, for example, Patent Document 1).
  • the object of the present invention is to have superior performance to conventional ink compositions for laminating printing for soft packaging, in particular, good printability, no fading, adhesion, laminating strength, scratch resistance, and blocking resistance. It is to provide an ink composition for laminating printing for soft packaging.
  • a binder resin a glycol component in which 20% by mass or more of the glycol component is 2-methyl-1,3-propanediol, and an acid component
  • a high-molecular polyester diol comprising: an organic diisocyanate compound containing an alicyclic diisocyanate; a polyurethane resin having an amine value having a primary amino group and / or a secondary amino group at a terminal;
  • the inventors have found that the above-mentioned problems can be solved by using at least one selected from cellulose acetate propionate resin, cellulose acetate butyrate resin and vinyl chloride-vinyl acetate copolymer, and have completed the present invention.
  • An ink composition for laminating printing for soft packaging comprising a pigment, a binder resin and an organic solvent as main components, wherein the binder resin contains 2-methyl-1,3-propanediol in an amount of 20% by mass or more in the glycol component.
  • a high molecular polyester diol comprising a glycol component and an acid component, and an organic diisocyanate compound containing an alicyclic diisocyanate, and having an amine value having a primary amino group and / or a secondary amino group at the terminal.
  • An ink composition for laminate printing for flexible packaging comprising a polyurethane resin and at least one selected from nitrified cotton, cellulose acetate propionate resin, cellulose acetate butyrate resin, and vinyl chloride-vinyl acetate copolymer.
  • an ink composition for laminate printing for soft packaging that has superior performance to conventional ink compositions for laminate printing for soft packaging, especially excellent printability, no fading, and excellent adhesion, lamination strength, scratch resistance, and blocking resistance
  • An ink composition can be provided.
  • the anti-crying property to an adhesive agent is favorable.
  • the “polyurethane resin having an amine value having a primary amino group and / or a secondary amino group at the terminal” means the above-mentioned all or part of the main chain and side chain of the polyurethane resin. It means having a primary amino group and / or a secondary amino group.
  • the ink composition for laminating printing for soft packaging according to the present invention will be described in more detail.
  • the pigment various inorganic pigments and / or organic pigments generally used in printing inks can be used.
  • the inorganic pigment examples include colored pigments such as titanium oxide, bengara, antimony red, cadmium yellow, cobalt blue, bitumen, ultramarine, carbon black, graphite, silica, calcium carbonate, kaolin, clay, barium sulfate, aluminum hydroxide.
  • An extender such as talc, an aluminum paste containing aluminum particles surface-treated with an acrylic resin, and a pearl pigment such as mica whose surface is coated with titanium oxide, tin oxide and zirconium oxide.
  • the organic pigment examples include soluble azo pigments, insoluble azo pigments, azo lake pigments, condensed azo pigments, copper phthalocyanine pigments, and condensed polycyclic pigments.
  • the pigment content in the soft packaging laminate printing ink composition of the present invention is preferably in the range of 5 to 60% by mass in the ink composition.
  • the content of the pigment in the ink composition for laminating printing is less than the above range, the coloring power as the ink composition is lowered, and when the content is more than the above range, the viscosity of the ink composition is increased and the printed matter becomes dirty. It becomes easy.
  • ⁇ Binder resin> Consisting of an organic diisocyanate compound containing a high molecular weight polyester diol composed of a glycol component in which 20% by mass or more of the glycol component is 2-methyl-1,3-propanediol and an acid component, and an alicyclic diisocyanate, and (Polyurethane resin having an amine value of 1 to 10 having a primary amino group and / or a secondary amino group at the terminal)
  • the content of the polyurethane resin in the ink composition of the present invention is preferably 20.0% by mass or less, more preferably 10% by mass or less.
  • glycol component 2-Methyl-1,3-propanediol is used in an amount of 20% by mass or more, preferably 50% by mass or more in the glycol component. If it is less than 20% by mass, the blocking resistance and scratch resistance tend to decrease, such being undesirable.
  • glycol components that can be used in combination include ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol, and pentane.
  • Examples include various known and unsaturated glycols such as diol, 3-methyl-1,5-pentanediol, 1,6-hexanediol, octanediol, 1,4-butynediol, and dipropylene glycol.
  • 1,6-hexanediol, neopentyl glycol and the like can be preferably used.
  • ⁇ Acid component As the acid component, known materials that can be used to obtain polyesters can be used. Specifically, adipic acid, maleic acid, phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, succinic acid, oxalic acid, malon Dibasic acids such as acid, pimelic acid, azelaic acid, sebacic acid and suberic acid, or acid anhydrides and dimer acids corresponding to these can be used.
  • adipic acid maleic acid, phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, succinic acid, oxalic acid, malon Dibasic acids such as acid, pimelic acid, azelaic acid, sebacic acid and suberic acid, or acid anhydrides and dimer acids corresponding to these can be used.
  • polyester polyol / polypropylene glycol 100/0 to 20/80, more preferably 100/0 To 20/50, more preferably 100/0 to 70/30.
  • polyalkylene glycols such as polymer polyester diols other than the above, polyethylene glycol, polypropylene glycol, etc., polyether diol compounds such as ethylene oxide of bisphenol A, alkylene oxide adducts such as propylene oxide, polycaprolactone diols, etc.
  • Polymer polyols such as polyester diol compounds such as can be used. Furthermore, as glycol components, alkanediols such as 1,4-pentanediol, 2,5-hexanediol, 3-methyl-1,5-pentanediol, ethylene glycol, propylene glycol, 1,4-butanediol, 1, A low molecular diol compound such as 3-butanediol can also be used in combination.
  • alkanediols such as 1,4-pentanediol, 2,5-hexanediol, 3-methyl-1,5-pentanediol, ethylene glycol, propylene glycol, 1,4-butanediol, 1,
  • a low molecular diol compound such as 3-butanediol can also be used in combination.
  • Organic diisocyanate compound examples include fats such as 1,4-cyclohexane diisocyanate, isophorone diisocyanate (IPDI), dicyclohexylmethane-4,4-diisocyanate (hydrogenated MDI), and the like. Aliphatic diisocyanate compounds such as cyclic diisocyanate compounds and hexamethylene diisocyanate are preferred.
  • An aromatic diisocyanate compound such as tolylene diisocyanate and an araliphatic diisocyanate compound such as ⁇ , ⁇ , ⁇ ′, ⁇ ′-tetramethylxylylene diisocyanate can be used in combination as long as the performance does not deteriorate.
  • polyurethane resin having an amine value having a primary amino group and / or a secondary amino group at the terminal containing the above-mentioned polymer polyester diol and the above-mentioned organic diisocyanate compound as components The polyurethane resin in the present invention can be obtained by any of the following methods (1) to (4).
  • reaction terminator which is a polyamine compound whose both ends are primary amino groups and / or secondary amino groups, and a polyamine compound whose both ends are other than primary amino groups and / or secondary amino groups.
  • reaction terminator After reacting a polymer diol and a polyisocyanate and adding a chain extender to a urethane prepolymer having an isocyanate group at the terminal to obtain a urethane prepolymer having an isocyanate group at the terminal
  • a reaction terminator which is a polyamine compound having both ends of a primary amino group and / or a secondary amino group is reacted, and a primary amino group and / or a secondary amino group is reacted at the end.
  • a urethane prepolymer having an isocyanate group at a terminal obtained by reacting a polymer diol and a polyisocyanate is reacted with a polyamine compound having a primary amino group and / or a secondary amino group at both terminals, to form a chain.
  • chain extender used in the above (1) to (3) a known chain extender used in a polyurethane resin as an ink binder can be used, and ethylenediamine, propylenediamine, tetramethylenediamine, hexamethylene.
  • Aliphatic diamines such as diamine, isophorone diamine, alicyclic diamines such as 4,4'-dicyclohexylmethane diamine, polyamines such as diethylenetriamine and triethylenetetratriamine, aromatic diamines such as toluylenediamine, xylenediamine Diamines having a hydroxyl group such as N- (2-hydroxyethyl) ethylenediamine, N- (2-hydroxyethyl) propylenediamine, N, N′-di (2-hydroxyethyl) ethylenediamine, ethylene glycol Propylene glycol, 1,4-butanediol, neopentyl glycol, diethylene glycol, can be exemplified a diol compound such as triethylene glycol.
  • Examples of the reaction terminator used in the above methods (1) and (2) include polyamine compounds, monoamine compounds and / or monoalcohol compounds in which both ends are primary amino groups and / or secondary amino groups.
  • a reaction terminator can be exemplified.
  • Examples of the reaction terminator used in the above method (3) include polyamine compounds in which both ends are a primary amino group and / or a secondary amino group.
  • As the compound that simultaneously performs chain extension and reaction termination used in the method (4) only the chain extender may be used, or a chain extender and a reaction terminator may be used in combination.
  • the polyurethane resin is quenched with a polyamine compound having both primary and / or secondary amino groups so that the amine value is 1 to 10 in terms of storage stability and pigment dispersibility.
  • Polyamine compounds having a primary amino group and / or a secondary amino group at both ends include aliphatic diamines such as ethylenediamine, propylenediamine, tetramethylenediamine, hexamethylenediamine, isophoronediamine, 4,4′- Alicyclic diamines such as dicyclohexylmethanediamine, polyamines such as diethylenetriamine and triethylenetetratriamine, aromatic diamines such as toluylenediamine, araliphatic diamines such as xylenediamine, N- (2-hydroxyethyl) Examples include diamines having a hydroxyl group such as ethylenediamine and N- (2-hydroxyethyl) propylenediamine.
  • polyamines having primary amino groups such as diethylenetriamine and triethylenetetratriamine are preferable.
  • a reaction terminator that can be used in combination with a polyamine compound having a primary amino group and / or a secondary amino group at both ends, it is a known reaction terminator utilized in a polyurethane resin as a binder for ink.
  • Monoamine compounds and monoalcohol compounds can be used. Specifically, monoalkylamines such as n-propylamine and n-butylamine, dialkylamines such as di-n-butylamine, monoethanolamine, diethanolamine, etc. Examples thereof include alkanolamines and monoalcohols such as ethanol.
  • a polyurethane resin having an amine value of 1 to 10 having a primary amino group and / or a secondary amino group at the terminal can be obtained by using a known polyurethane resin production method using the above materials. it can.
  • the polyurethane resin having an amine number of 1 to 10 having a primary amino group and / or a secondary amino group at the end in the laminate printing ink composition for soft packaging of the present invention has a mass average molecular weight of 5000 to 60000. It is preferable that it is more preferably 30000 to 60000.
  • the ink composition for laminating printing for soft packaging of the present invention includes vinyl chloride-vinyl acetate copolymer, nitrified cotton, cellulose acetate propionate resin, and cellulose acetate butyrate resin.
  • the ink composition for laminating printing for soft packaging of the present invention includes vinyl chloride-vinyl acetate copolymer, nitrified cotton, and cellulose acetate propionate resin.
  • at least one selected from cellulose acetate butyrate resins can be used in combination.
  • the total amount of vinyl chloride-vinyl acetate copolymer, nitrified cotton, cellulose acetate propionate resin, and cellulose acetate butyrate resin is 0.1-25.
  • the amount of vinyl chloride-vinyl acetate copolymer used is 5 to 25.0% by mass in the laminate printing ink composition for soft packaging, and the amount of nitrified cotton used is in the laminate printing ink composition for flexible packaging.
  • the amount of cellulose acetate propionate resin and cellulose acetate butyrate resin used is preferably 0.1 to 3.0% by mass.
  • Vinyl chloride-vinyl acetate copolymer As the vinyl chloride-vinyl acetate copolymer, a copolymer of vinyl chloride monomer and vinyl acetate monomer conventionally used in gravure printing ink compositions can be used. Among them, in the organic solvent system of the ink having an environment-friendly composition, a vinyl chloride-vinyl acetate copolymer having a hydroxyl group, preferably having 50 to 200 hydroxyl groups, is suitable. Such a vinyl chloride-vinyl acetate copolymer having a hydroxyl group can be obtained, for example, by saponifying a part of the acetate portion.
  • a structural unit based on the reaction site of vinyl chloride in the molecule (formula 1 below), vinyl acetate
  • the physical properties and dissolution behavior of the resin are determined by the ratio of the structural unit based on the reaction site (Formula 2 below) and the structural unit based on the saponification of the reaction site of Vinyl acetate (Formula 3 below). That is, the structural unit based on the reaction site of vinyl chloride gives toughness and hardness of the resin film, and the structural unit based on the reaction site of vinyl acetate provides adhesion and flexibility, and saponifies the reaction site of vinyl acetate.
  • the structural unit based on imparts good solubility of environmentally friendly inks in organic solvents.
  • Specific examples of such a vinyl chloride-vinyl acetate copolymer having a hydroxyl group include Solvein A, AL, TA5R, TA2, TA3, TAO, TAOL, C, CH, CN, manufactured by Nissin Chemical Industry Co., Ltd. CNL etc. can be mentioned.
  • a polyurethane resin having an amine number of 1 to 10 having a primary amino group and / or a secondary amino group at the terminal and a vinyl chloride-vinyl acetate copolymer in the laminate printing ink composition for soft packaging of the present invention The total content of is preferably 5.0 to 50.0% by mass, more preferably 5.0 to 40.0% by mass.
  • Nitrified cotton conventionally used for gravure printing ink compositions can be used.
  • Nitrified cotton is obtained as a nitrate ester obtained by reacting natural cellulose with nitric acid to replace the three hydroxyl groups in the 6-membered ring of anhydrous glucopyranose groups in the natural cellulose with nitrate groups.
  • those having a nitrogen amount of 10 to 13% and an average degree of polymerization of 35 to 90 are preferable.
  • Specific examples include SS1 / 2, SS1 / 4, SS1 / 8, TR1 / 16, NC RS-2 (KCNC, manufactured by KOREA CNC LTD), and the like.
  • Cellulose acetate propionate resin As a cellulose acetate propionate resin, the cellulose acetate propionate resin conventionally used for the gravure printing ink composition can be used.
  • Cellulose acetate propionate resin is obtained by triesterifying cellulose with acetic acid and propionic acid, followed by hydrolysis.
  • a resin having 0.6 to 2.5% by mass for acetylation, 42 to 46% by mass for propionation, and 1.8 to 5% for a hydroxyl group is commercially available. Specific examples include cellulose acetate propionate resin manufactured by Kanto Chemical Co., Ltd.
  • Cellulose acetate butyrate resin is obtained by triesterification of cellulose with acetic acid and butyric acid, followed by hydrolysis. Generally, a resin having 2 to 30% by weight of acetylation, 17 to 53% by weight of butyrylation, and 1 to 5% of hydroxyl group is commercially available.
  • an acrylic resin, a polyamide resin, an adhesive resin, or the like can be supplementarily added as the other binder resin within a range where the performance by the ink composition of the present invention is not lowered and a price is not increased. it can.
  • organic solvents used in the ink composition for laminate printing for flexible packaging include toluene, ketone organic solvents (for example, acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.), ester organic solvents (for example, methyl acetate, ethyl acetate, N-propyl acetate, n-butyl acetate, isobutyl acetate, etc.), alcohol organic solvents (eg, methanol, ethanol, n-propanol, isopropanol, butanol, etc.), hydrocarbon solvents (toluene, methylcyclohexane, etc.) can be used. .
  • ketone organic solvents for example, acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.
  • ester organic solvents for example, methyl acetate, ethyl acetate, N-propyl a
  • mixed organic solvents such as ester organic solvents and alcoholic organic solvents are used as organic solvents in the ink composition for laminate printing during printing.
  • propyl acetate in a printing ink composition for laminating at the time of printing of 5.0% by mass or more, preferably 15.0% by mass or more.
  • additives such as a tackifier, a crosslinking agent, a lubricant, an anti-blocking agent, an antistatic agent, and a surfactant can be further added to the above-described laminate printing ink composition for soft packaging.
  • the ink composition for laminating printing for soft packaging of the present invention can be produced by using various dispersing / kneading apparatuses generally used for the various materials described above.
  • the viscosity is adjusted to 10 to 1000 mPa ⁇ s by adjusting the content of each solid material, the combination of the binder resin and the organic solvent, and the like.
  • the Zahn Cup No. 3 outflow time is 12-23 seconds / 25 ° C
  • high speed In printing it is preferable to dilute with an organic solvent until the temperature reaches about 14 to 16 seconds / 25 ° C.
  • ⁇ A gravure printing method using the ink composition for laminating printing for soft packaging of the present invention As a method for printing the soft packaging laminate printing ink composition, a general gravure printing method can be used.
  • the printing substrate is not particularly limited, and various printing plastic films such as polyolefin films such as polyethylene and polypropylene, polyester films such as polyethylene terephthalate, polylactic acid, and polycaprolactone, nylon, vinylon, barrier film, and vapor deposition film. It is intended for.
  • it may be a normal film or a heat-shrinkable film, and post-processing such as laminating or shrinking treatment can be performed after printing.
  • a conventional printing plate an intaglio plate made by a normal gravure plate making method, the plate making method can be exemplified by engraving gravure etc.
  • a cell shallower than a conventional printing plate shallow plate
  • the laminate printing ink composition for soft packaging is printed using the printing plate, and the printed matter obtained by the method is further laminated by various laminating methods. It can be used for packaging bags, laminated cans, etc. after processing.
  • the laminating method for the packaging bag is an extrusion laminating method in which an anchor coating agent is applied to the surface of the printed material, and then a molten polymer is laminated, an adhesive is applied to the surface of the printed material, and then a film polymer is applied.
  • a dry laminating method can be used.
  • the above extrusion laminating method is a method in which an anchor coating agent such as titanium-based, urethane-based, imine-based, or polybutadiene is applied to the surface of a printed material, and then a molten resin is laminated by a known extrusion laminating machine. Furthermore, a layer formed from a melted resin can be laminated as an intermediate layer with other materials.
  • an anchor coating agent such as titanium-based, urethane-based, imine-based, or polybutadiene is applied to the surface of a printed material, and then a molten resin is laminated by a known extrusion laminating machine. Furthermore, a layer formed from a melted resin can be laminated as an intermediate layer with other materials.
  • the melting resin used in the extrusion laminating method conventionally used resins such as low density polyethylene, ethylene-vinyl acetate copolymer, and polypropylene can be used.
  • the dry laminating method is a method in which a urethane resin, an isocyanate adhesive, or the like is applied to the surface of a printed material, and then a film-like resin is bonded using a known dry laminating machine.
  • Polyethylene, unstretched polypropylene, etc. can be used as the film-like resin used in the dry laminating method.
  • an aluminum foil is placed between the base material and the plastic film to be bonded. Can also be laminated.
  • Such a laminated product can be used for a bag-like container for boil / retort after bag making and filling the contents.
  • an adhesive can be applied to the surface of the printed material and then bonded to a metal plate.
  • an adhesive is applied to the surface of the printed material by known coating means such as spray coating, roll coating, gravure coating, etc., and dried at a temperature of 150 to 200 ° C.
  • the printed material can be bonded to the metal plate by bonding the printing substrate having the agent layer to the metal plate and laminating by heating at a temperature of about 100 to 250 ° C. for a short time.
  • the adhesive include a one-component or two-component polyester resin adhesive, a polyurethane resin adhesive, and an epoxy resin adhesive.
  • metal plate hot rolled steel plate, cold rolled steel plate, hot dip galvanized steel plate, electrogalvanized steel plate, iron-zinc alloy plated steel plate, zinc-aluminum alloy plated steel plate, nickel-zinc alloy plated steel plate, nickel-tin alloy plated Metal plates such as steel plates, tinplate, chrome-plated steel plates, aluminum-plated steel plates, turn-plated steel plates, nickel-plated steel plates, stainless steel, tin-free steel, aluminum plates, steel plates, titanium plates, etc.
  • these metal materials for example, those subjected to chemical conversion treatment such as phosphate treatment, chromate treatment, and composite oxide film treatment can be used.
  • the laminate can obtained by using the ink composition for laminating printing for soft packaging according to the present invention is excellent in the adhesiveness of the printed matter after the retort treatment.
  • Polyester having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol / 1,6-hexanediol 80/20 and adipic acid in a four-necked flask equipped with a stirrer, a cooling pipe and a nitrogen gas introduction pipe 200 parts by mass of diol and 35.2 parts by mass of isophorone diisocyanate were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • Polyester having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol / 1,6-hexanediol 40/60 and adipic acid in a four-necked flask equipped with a stirrer, a cooling pipe and a nitrogen gas introduction pipe 200 parts by mass of diol and 35.2 parts by mass of isophorone diisocyanate were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • ⁇ Production example of polyurethane resin varnish F> In a four-necked flask equipped with a stirrer, a condenser tube and a nitrogen gas inlet tube, 200 parts by mass of polyester diol having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol and adipic acid, and 33. 4 parts by mass were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • the mixture is allowed to cool to near room temperature, 396 parts by mass of ethyl acetate and 170 parts by mass of isopropyl alcohol are added, then 6.8 parts by mass of isophoronediamine is added to extend the chain, and 0.3 parts by mass of monoethanolamine is further added and reacted. Thereafter, 1.2 parts by mass of isophoronediamine and 0.5 parts by mass of diethylenetriamine were added to stop the reaction, and a polyurethane resin varnish F (solid content 30% by mass, amine value 3.2) was obtained.
  • ⁇ Production example of polyurethane resin varnish G> In a four-necked flask equipped with a stirrer, a condenser tube and a nitrogen gas inlet tube, 200 parts by mass of a polyester diol having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol and adipic acid, and 35 of isophorone diisocyanate. 4 parts by mass were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • ⁇ Production example of polyurethane resin varnish H> In a four-necked flask equipped with a stirrer, a condenser tube and a nitrogen gas inlet tube, 200 parts by mass of a polyester diol having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol and adipic acid, and 35 of isophorone diisocyanate. 4 parts by mass were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas. The mixture was allowed to cool to near room temperature, and 402 parts by mass of ethyl acetate and 172 parts by mass of isopropyl alcohol were added.
  • Polyester having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol / 1,6-hexanediol 10/90 and adipic acid in a four-necked flask equipped with a stirrer, a cooling pipe and a nitrogen gas introduction pipe 200 parts by mass of diol and 35.2 parts by mass of isophorone diisocyanate were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • ⁇ Production example of polyurethane resin varnish J> In a four-necked flask equipped with a stirrer, a condenser tube and a nitrogen gas inlet tube, 200 parts by mass of a polyester diol having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol and adipic acid, and 35 of isophorone diisocyanate. 4 parts by mass were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • ⁇ Production example of polyurethane resin varnish K> In a four-necked flask equipped with a stirrer, a condenser tube and a nitrogen gas inlet tube, 200 parts by mass of a polyester diol having an average molecular weight of 2000 obtained from 3-methyl-1,5-pentanediol and adipic acid, and 35 of isophorone diisocyanate. 2 parts by mass were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • ⁇ Production example of polyurethane resin varnish L> In a four-necked flask equipped with a stirrer, a cooling pipe and a nitrogen gas introduction pipe, 100 parts by mass of a polyester diol having an average molecular weight of 2000 obtained from 2-methyl-1,3-propanediol and adipic acid, an average of polyether polyol 100 parts by mass of polypropylene glycol having a molecular weight of 2000 and 35.2 parts by mass of isophorone diisocyanate were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • ⁇ Production example of polyurethane resin varnish M> In a four-necked flask equipped with a stirrer, a cooling pipe and a nitrogen gas introduction pipe, 100 parts by mass of a polyester diol having an average molecular weight of 2000 obtained from 3-methyl-1,5-pentanediol and adipic acid, an average of polyether polyol 100 parts by mass of polypropylene glycol having a molecular weight of 2000 and 35.2 parts by mass of isophorone diisocyanate were charged and reacted at 100 to 105 ° C. for 6 hours while introducing nitrogen gas.
  • ⁇ Vinyl chloride-vinyl acetate copolymer> Solvein TA-3 (Nisshin Chemical Co., Ltd.) ⁇ Nitrocellulose solution> 20 parts of nitrocellulose (NC RS-2, manufactured by KOREA CNC) was dissolved in a mixed solvent consisting of 16 parts by mass of methylcyclohexane, 24 parts by mass of propyl acetate, 24 parts by mass of ethyl acetate and 16 parts by mass of isopropyl alcohol to obtain a solid content. A 20% nitrocellulose solution was obtained.
  • CAP Cellulose acetate propionate
  • a cellulose acetate propionate (CAP) solution having a solid content of 20% was obtained.
  • ⁇ Cellulose acetate butyrate solution (CAB)> Mixing 20 parts by weight of cellulose acetate butyrate (Kanto Chemical Co., Inc., number average molecular weight 70000, butyryl 35-39%), 20 parts by weight of isopropyl alcohol, 20 parts by weight of propyl acetate, and 40 parts by weight of ethyl acetate A cellulose acetate butyrate (CAB) solution having a solid content of 20% was obtained by dissolving in a solvent.
  • CAB cellulose acetate butyrate
  • PET Polyethylene terephthalate film with corona discharge treatment on one side, manufactured by Toyobo Co., Ltd., E-5101, thickness 12 ⁇ m
  • OPP Biaxially oriented polypropylene film, P-2161 manufactured by Toyobo Co., Ltd., thickness 30 ⁇ m NY: nylon film, manufactured by Toyobo Co., Ltd., N-1102, thickness 15 ⁇ m
  • Printability The printability was evaluated from the ratio of the area of the blur caused by the clogged ink in the printing part at the end of printing. A: No fading is observed B: Slight fading C: Many fading
  • the cellophane tape was affixed to the printed surface of each printed matter obtained, and the adhesiveness was evaluated from the ratio of the area where the ink film peeled off the adherend when peeled off. A: No peeling at all B: Peeling area is less than 20% C: Peeling area is at least 20%
  • laminating suitability As for laminating suitability, laminating suitability was evaluated from the retort suitability of each PET film printed matter and each NY film printed matter.
  • each PET film printed matter and each NY film printed matter are urethane adhesives (Takelac A-616 / Takenate A-65, manufactured by Mitsui Chemicals Polyurethanes) in an amount of 2.0 g / m 2 in solid content. Then, an unstretched polypropylene film (RXC-3, thickness 60 ⁇ m, manufactured by Mitsui Chemicals, Inc.) was pasted together with a dry laminator and left at 40 ° C. for 3 days to obtain a dry laminate.
  • urethane adhesives Takelac A-616 / Takenate A-65, manufactured by Mitsui Chemicals Polyurethanes
  • RXC-3 thickness 60 ⁇ m, manufactured by Mitsui Chemicals, Inc.
  • This dry laminate is made into a bag, filled with 90% by mass of water and 10% by mass of salad oil, sealed, and then retorted from the presence or absence of litter when immersed in pressurized hot water at 120 ° C. for 60 minutes. Suitability was evaluated. The evaluation criteria were the same as boil suitability.

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

Abstract

La présente invention aborde le problème de la fourniture d'une composition d'encre pour impression par laminage sur les emballages souples, la composition d'encre présentant des performances supérieures aux compositions d'encre classiques pour l'impression par laminage sur les emballages souples, et présentant une bonne aptitude à l'impression, une bonne adhérence, une bonne résistance du stratifié, une bonne résistance aux rayures et une bonne résistance à l'adhérence sans présenter de flou. Afin de résoudre le problème, l'invention concerne une composition d'encre pour impression par laminage sur les emballages souples, la composition d'encre contenant un pigment, une résine liante et un solvant organique en tant que composants principaux, la résine liante contenant : un polyester diol polymère comprenant un composant acide et un composant glycol dont 20 % en poids ou davantage sont constitués de 2-méthyl-1,3-propanediol ; une résine de polyuréthane qui comprend un composé de diisocyanate organique contenant un diisocyanate alicyclique, qui possède un groupe amine primaire et/ou un groupe amine secondaire au niveau de ses extrémités terminales et qui présente un certain indice d'amine ; et au moins l'un parmi une nitrocellulose, une résine de propionate d'acétate de cellulose, une résine de butyrate d'acétate de cellulose et un copolymère de chlorure de vinyle-acétate de vinyle.
PCT/JP2017/033847 2016-09-20 2017-09-20 Composition d'encre pour impression par laminage sur les emballages souples WO2018056293A1 (fr)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3514208A4 (fr) * 2016-09-13 2020-05-06 Sakata INX Corporation Composition d'encre d'imprimerie destinée à un film, et son utilisation
JP2022139294A (ja) * 2021-03-11 2022-09-26 東洋インキＳｃホールディングス株式会社 有機溶剤系グラビアインキ、それを用いた印刷物及び積層体

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016150943A (ja) * 2015-02-16 2016-08-22 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印刷インキ用ポリウレタンウレア樹脂組成物
JP2016150941A (ja) * 2015-02-16 2016-08-22 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印刷インキ用ポリウレタンウレア樹脂組成物
JP2016150942A (ja) * 2015-02-16 2016-08-22 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印刷インキ用ポリウレタンウレア樹脂組成物

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
JP2016150943A (ja) * 2015-02-16 2016-08-22 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印刷インキ用ポリウレタンウレア樹脂組成物
JP2016150941A (ja) * 2015-02-16 2016-08-22 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印刷インキ用ポリウレタンウレア樹脂組成物
JP2016150942A (ja) * 2015-02-16 2016-08-22 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印刷インキ用ポリウレタンウレア樹脂組成物

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3514208A4 (fr) * 2016-09-13 2020-05-06 Sakata INX Corporation Composition d'encre d'imprimerie destinée à un film, et son utilisation
JP2022139294A (ja) * 2021-03-11 2022-09-26 東洋インキＳｃホールディングス株式会社 有機溶剤系グラビアインキ、それを用いた印刷物及び積層体
JP7164779B2 (ja) 2021-03-11 2022-11-02 東洋インキＳｃホールディングス株式会社 有機溶剤系グラビアインキ、それを用いた印刷物及び積層体

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