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
  • C09D11/10—Printing inks based on artificial resins
  • C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing

Definitions

• This invention relates to a printing ink, which can be used, for example, for inkjet printers, and is a hybrid between a conventional organic solvent- and/or water-soluble printing ink and inks containing energy curable (EC) monomers and/or oligomers of resin which can be cross-linked by an actinic radiation source, such as electron beam (EB), ultraviolet light (UV) and the like, with or without the presence of a photoinitiator.
• an actinic radiation source such as electron beam (EB), ultraviolet light (UV) and the like
• EB electron beam
• UV ultraviolet light
• the printing ink of the present invention has an excellent re-solubility, even after the complete drying, in the vehicle of same ink in a liquid form, thereby preventing clogging of the printing plate, anilox and/or gravure cylinders.
• the printed ink is dried and exposed to irradiation, it is highly cross-linked and becomes resistant to chemicals, abrasion, water and moisture.
• solvent-based printing inks Organic solvent- and/or water-based liquid flexo or gravure inks
• solvent-based printing inks have been widely used in various types of printing, such as packaging, using inkjet printers.
• the printed images should have good solvent and abrasion resistance.
• solvent-based printing inks it is necessary for solvent-based printing inks to have good re-solubility to avoid ink drying and clogging on the plate, anilox and gravure cylinders of the printers.
• MW resins and plasticizers offer good re-solubility, yet, in order to improve resistance properties of the printed images, higher MW resins which have poor re-solubility are required.
• the present invention is based, partly, on the discovery by the present inventors that organic solvent- and/or water-based liquid printing ink that comprises certain amounts of energy; curable (EC) monomers and/or oligomers of resin in addition to conventional solvent-based ink components, has excellent re- solubility even after drying and, upon exposing to an actinic radiation, such as an electron beam (EB) and a ultraviolet light (UV), has improved resistance to chemicals, solvents, water and moisture.
• an actinic radiation such as an electron beam (EB) and a ultraviolet light (UV)
• the present invention provides a hybrid energy curable solvent-based liquid printing ink.
• the printing ink of the present invention comprises: (i) an organic solvent- and/or water-soluble resin; (ii) an energy curable monomer and/or oligomer resin; (iii) an organic solvent and/or water; and (iv) a photoinitiator in the case of using UV irradiation.
• actinic radiation refers to its broadest sense as any radiation that can produce photochemical reactions.
• the present invention provides a method for printing comprising: (i) printing a substrate with the printing ink of the present invention; (ii) drying the printed ink; and (iii) exposing the printed ink to a radiation.
• the actinic radiation is an electron beam.
• the actinic radiation is a UV light.
• steps (ii) and (iii) are performed simultaneously.
• steps (ii) and (iii) are performed sequentially.
• the present invention provides a solvent-based printing ink comprising: (i) a solvent-soluble resin; (ii) an energy curable monomer and/or oligomer; and (iii) an organic solvent and/or water.
• the printing ink of the present invention further comprises (iv) a photoinitiator, when a UV light is used as a energy source for the polymerization of the energy curable resins.
• the present invention provides a hybrid printing ink between an energy curable ink and a conventional solvent-based ink.
• the uncured energy curable component does not unduly interfere with the drying of the solvent soluble resin(s) and the dried ink is easily re-solubilized before the photopolymerization step even though it contains a quantity of the usually difficult to dissolve resin of conventional solvent-based inks and, thus, prevents clogging of orifices, plates, anilox and gravure cylinders of the printers.
• the presence of the cured solvent-based polymers intertwined with the highly cross- linked energy cured resins confers the printed images resistance to smearing, abrasion, chemicals, water and moisture.
• the limited amount of photocurable resin in the ink of the invention requires reduced amount of energy for complete polymerization and cross-linking than photocurable resin inks and diffusion of uncured monomers and/or oligomers can be eliminated.
• the printing ink of the present invention can also contain various additives, such as pigments, catalysts, drying oil, inhibitors for thermal polymerization of monomers, adhesion promoters, and so forth.
• additives such as pigments, catalysts, drying oil, inhibitors for thermal polymerization of monomers, adhesion promoters, and so forth.
• the organic solvent- and/or water-soluble resin used in the present invention includes any soluble polymers used in conventional solvent-based inks and are well known to one of ordinary skill in the art.
• the term "resin” used herein in relation to organic solvent- and/or water-soluble resin refers to both homopolymers and copolymers that are cross-linkable and are known as hard solid polymers.
• such resins have relatively low weight average molecular weight (Mw).
• Mw weight average molecular weight
• the preferred Mw is greater than about 500 but less than about 500,000 daltons, more preferably greater than about 1,000 but less than about 50,000 daltons, and most preferably greater than about 1,000 but less than about 10,000 daltons.
• the resins preferably have melting points at temperatures between about 0° and about 200°C, more preferably between about 10°C and about 180°C, and most preferably between about 20°C and 150°C.
• useful organic solvent- and/or water- soluble polymer resin includes, but not limited to, natural polymers, such as rosin based resins, cellulosic resins, such as nitrocellulose, carboxymethyl cellulose and ethyl hydroxyethyl cellulose; and synthetic polymers, such as polyamides, polyvinyl esters, polyvinyl acetals, polyvinyl ethers, epoxide resins, polyacrylic acid esters, polymethacrylic acid esters, polyesters, alkyd resins, polyacrylamide, polyvinyl alcohol, polyethylene oxide, polydimethyl acrylamide, polyvinyl pyrrolidone, polyvinylmethyl formamide, polyvinyl methyl acetamide, polyurethane, polystyrene resin,
• an organic solvent- and/or water-soluble polymer is in a range between about 0.1% and about 40% by weight of the total ingredients of the ink, more preferably between about 1% and about 30% by weight of the total ink, and most preferably between about 10% and about 20 % by weight of the total ink.
• the energy curable resin or photocurable or photopolymerizable resin to be used in the present invention may be selected from the broad range of ethylenically unsaturated monofunctional or polyfunctional monomers and oligomers derived therefrom, capable of undergoing photopolymerization (see U.S. Patent 4,066,582; JP Hl-115974; WO 01/57145; WO 03/093378; and U.S. Patent 6,706,777).
• the term "oligomer” as used herein refers to a low molecular weight polymer with degree of polymerization (DP) of less than about 10.
• suitable monomers are (poly)ester(meth)acrylates having at least one ester bond in the main chain; urethane(meth)acrylates having at least one urethane bond in the main chain; epoxyacrylates obtained by a reaction between ( eth) acrylic acid and epoxide with one and more than one functional groups; (poly)ether (meth)acrylates having at least one ether bond in the main chain; alkyl(meth)acrylates or alky lene(meth) aery lates comprising the main chain formed by a linear alkyl, a branched alkyl, a linear alkylene or a branched alkylene, and side chains or terminal ends having halogen atoms and/or hydroxyl groups; (meth) aery lates having an aromatic ring at the main chain or the side chain; (meth) aery lates having an alicyclic group having, in the main chain or the side chain, alicyclic groups which may include oxygen atoms or nitrogen
• (meth)acrylate is being used in its conventional sense to reference both aery late and methacrylate.
• examples of (poly)ester(meth)acrylates include, but are not limited to, monofunctional (poly)ester(meth)acrylates such as alicyclic-modified neopentylglycol(meth) aery late, caprolactone-modified 2- hydroxyethyl(meth) aery late, ethyleneoxide- and/or propyleneoxide-modified phthalate(meth)acrylate, ethyleneoxide-modified succinate(meth)acrylate, caprolactone-modified tetrahydrofurfuryl(meth)acrylate; pivalate- esterneopentylglycoldi(meth)acrylate, caprolactone-modified hydroxypivalateesterneopentylglucoldi(meth)acrylate, epichlorohydrin-modified phthalatedi(meth)
• Urethane(meth)acrylates represent (meth)acrylates obtained by a reaction between hydroxy compounds having at least one acryloyloxy group and isocyanate compounds.
• Urethane(meth)acrylate may also be selected from water dilutable aliphatic acrylate or aromatic urethanes.
• hydroxy compounds having at least one acryloyloxy group include, for example, 2-hydroxyethyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, 2-hydroxybutyl(meth)acrylate, 3- hydroxybutyl(meth)acrylate, 4-hydroxybutyl(meth)acrylate, cyclohexanedimethanolmono(meth)acrylate, polyethylene glycol(meth) acrylate, polypropylene glycol(meth) aery late, trimethylolpropanedi(meth)acrylate, trimethylolethanedi(meth)acrylate, pentaerythritoltri(meth)acrylate or an adduct of (meth)acrylate with glycidyl(meth) acrylate, (meth)acrylate compounds having hydroxyl groups such as 2-hydroxy-3-phenolpropyl(meth)acrylate, and ring- opening reaction products of the above acrylate compounds having hydroxyl groups with e
• isocyanate compounds include, for example, aromatic diisocyanates such as p-phenylenediisocyanate, m-phenylenediisocyanate, p- xylenediisocyanate, m-xylenediisocyanate, 2,4-tolylenediisocyanate, 2,6- tolylenediisocyanate, 4,4'-diphenylmethanediisocyanate, 3,3'-dimethyldiphenyl-4,4'- diisocyanate, 3,3'-diethyldiphenyl-4,4'-diisocyanate, and naphthalenediisocyanate; aliphatic or alicyclic diisocyanates, such as isophoronediisocyanate, hexamethylenediisocyanate, 4,4'-dicyclohexylmethanediisocyanate, hydrogenated xylenediisocyanate, norbornenediiso
• polyols used to produce polyisocyanates include, but are not limited to, (poly)alkylene glycols such as (poly)ethylene glycol, (poly)propylene glycol, (poly)butylene glycol, and (poly)tetramethylene glycol; alkyleneglycols modified by ethyleneoxide, proxpyleneoxide, butyleneoxide, tetrahydrofuran, epsilon- carprolactone, gamma-butylolactone, delta- varlerolactone or methylvalerolactone, such as ethylene glycol, propanediol, propylene glycol, tetramethylene glycol, pentamethylolpropane, hexanediol neopentyl glycol, glycerin, trimethylolpropane, pentaerythriol, diglycerin, ditrimethylolpropane, and dipentaerythritol
• Epoxy(meth)acrylates are obtained by a reaction of epoxides having more than one functional group and (meth) acrylic acid.
• Epoxides as the raw material for epoxy(meth)acrylates includes, but are not limited to, epichlorhydrin-modified- hydrogenated bisphenol-type epoxy resin, synthesized by (methyl)epichlorohydrin and compounds such as hydrogenated bisphenol A, hydrogenated bisphenol S, hydrogenated bisphenol F, and their modified compounds with ethylene oxide or propylene oxide; alicyclic epoxy resins such as 3,4-epoxycyclohexylmethyl-3,4- epoxycyclo hexane carboxy-late, bis-(3,4-epoxycyclohexyl)adipate; alicyclic epoxides such as epoxy resin containing heterocycles such as triglycidylisocyanurate; epichlorohydrin-modified bisphenol-type epoxy resins synthesized by a reaction of (methyl)epichloro
• (Poly)ether(meth)acrylates include, but are not limited to, aliphatic epoxy acrylates, monofunctional (poly)ether(meth)acrylates, such as butoxyethyl(meth)acrylate, butoxytriethylene glycol(meth)acrylate, epichlorohydrin-modified butyl(meth)acrylate, dicyclopentenyloxylethyl(meth)acrylate, 2-ethoxyethyl(meth)acrylate, ethylcarbitol(meth) acrylate, 2-methoxy(poly)ethylene glycol(meth)acrylate, methoxy(poly)propylene glycol(meth)acrylate, nonylphenoxypolyethylene glycol(meth)acrylate, nonylphenoxypolypropylene glycol(meth)acrylate, phenoxyhydroxypropyl(meth)acrylate, ⁇ henoxy(poly)ethylene glycol(meth)acrylate, polyethylene glycol mono(meth)acryl
• Alkyl(meth)acrylates or alkylene(meth)acrylates include, but are not limited to, monofunctional (meth)acrylates, such as methyl(meth)acrylate, ethyl(meth) acrylate, propyl(meth) acrylate, isopropyl(meth)acrylate, butyl(meth)acrylate, isobutyl(meth)acrylate, pentyl(meth) acrylate, isopentyl
• (Meth)acrylates having aromatic groups include, for example, but are not limited to, monofunctional (meth)acrylates, such as phenyl(meth)acrylate, benzylacrylate; and di(meth) acrylates, such as bisphenol A diacrylate, bisphenol F diacrylate, bisphenol S diacrylate.
• (Meth)acrylates having alicyclic groups include, but not by way of limitation, monofunctional (meth) acrylates having alicyclic structures, such as cyclohexyl(meth) acrylate, cyclopentyl(meth)acrylate, cycloheptyl(meth) acrylate, bicycloheptyl(meth) acrylate, isobornyl(meth)acrylate, bicyclopentyldi(meth)acrylate, tricyclodecyl(meth)acrylate, bicyclopentenyl(meth) acrylate, norbornyl(meth)acrylate, bicyclooctyl(meth) acrylate, tricycloheptyl(meth)acrylate, and cholesteroid skeleton- substituted(meth)acrylate; di(meth)acrylates of hydrogenated bisphenols, such as hydrogenated bisphenol A, hydrogenated bisphenol F, hydrogenated bisphenol S, di(meth) acrylates of
• poly(meth)acryl(meth)acrylates such as a reaction product of (meth)acrylic acid polymer and glycidyl(meth)acrylate, and a reaction product of glycidyl(meth)acrylate polymer and (meih)acrylic acid;
• (meth)acrylate having amino groups such as dimethylaminoethyl(meth) acrylate; isocyanul(meth) acrylates, such as tris(meth)acryloxyethyl isocyanurate;
• ⁇ hosphagene(meth)acrylates such as hexakis(meth)acryloyloxyethyl cyclotriphosphagen; (meth)acrylate having a skeleton of polysiloxane; polybutadiene(meth)acrylate; and melamine(meth)acrylate.
• (Meth) aery lamide derivatives which can be used in the present invention include, for example, monofunctional (meth)acrylamides, such as N- isopropyl(meth)acrylamide; and polyfunctional (meth) aery lamides, such as methylenebis(meth)acrylamide.
• Compounds having vinyl ether groups suitable for the present invention include, but are not limited to, those containing: an alkyl vinyl ether having a terminal group substituted with at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, and an amino group; a cycloalkyl vinyl ether having a terminal group substituted with at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, and an amino group; at least one vinyl ether selected from the group consisting of a monovinyl ether, a divinyl ether, and a polyvinyl ether in which a vinyl ether group is connected with alkylene group; and a vinyl ether group connected with at least one group with and without substituent selected from the group consisting of alkyl group, cycloalkyl group, and aromatic group, via at least one linkage selected from the group consisting of an ether linkage, an urethane linkage
• Alkylvinyl ethers include, but are not limited to, methyl vinyl ether, hydroxymethyl vinyl ether, chloromethyl vinyl ether, ethyl vinyl ether, 2- hydroxyethylvinylether, 2-chloroethylvinylether, diethyl aminoethyl vinyl ether, propyl vinyl ether, 3-hydroxypropyl vinyl ether, 2-hydroxypropyl vinyl ether, 3- chloropropyl vinyl ether, 3-aminopropyl vinyl ether, isopropyl vinyl ether, butyl vinyl ether, 4-hydroxybutyl vinyl ether, isobutyl vinyl ether, 4-aminobutyI vinyl ether, pentyl vinyl ether, isopentyl vinyl ether, hexyl vinyl ether, 1,6-hexanediol monovinyl ether, heptyl vinyl ether, 2-ethylhexyl vinyl ether, octyl vinyl ether, isoo
• Cycloalkyl vinyl ethers suitable for the present invention include, but not by way of limitation, cyclopropyl vinyl ether, 2-hydroxycyclopropyl vinyl ether, 2- chloro-cyclopropyl vinyl ether, cyclopropylmethyl vinyl ether, cyclobutyl vinyl ether, 3-hydroxycyclobutyl vinyl ether, 3-chlorocyclobutyl vinyl ether, cyclobutylmethyl vinyl ether, cyclopentyl vinyl ether, 3-hydroxycyclopentyl vinyl ether, 3-chlorocyclopentyl vinyl ether, cyclopentylmethyl vinyl ether, cyclohexyl vinyl ether, 4-hydroxycyclohexyl vinyl ether, cyclohexylmethyl vinyl ether, 4- aminocyclohexyl vinyl ether, cyclohexanediol monovinyl ether, cyclohexanedimethanol monovinyl ether, and cyclohexanedimethanol divinyl
• Compounds containing monovinyl ethers, divinyl ethers, and/or polyvinyl ethers include those in which the vinyl ether linkage connects with an alkylene group, and at least one group selected from a group consisting of a C_-0_ alkyl group, a G_ -C 2 alicyclic group and a Q -C 2 4 aromatic group which may have a substituents connecting with a linkage selected from the group consisting of an ether linkage, an urethane linkage, and an ester linkage.
• Examples of the compounds containing an ether linkage include, but are not limited to, ethylene glycol methyl vinyl ether, diethylene glycol monovinyl ether, diethylene glycol methylvinyl ether, diethylene glycol divinyl ether, triethylene glycol monovinyl ether, triethylene glycol methylvinyl ether, triethylene glycol divinyl ether, polyethylene glycol monovinyl ether!, polyethylene glycol methylvinyl ether, polyethylene glycol divinyl ether, propylene glycol methylvinyl ether, dipropylene glycol monovinyl ether, dipropylene glycol methylvinyl ether, dipropylene glycol divinyl ether, tripropylene glycol monovinyl ether, tripropylene glycol methylvinyl ether, tripropylene glycol divinyl ether, polypropylene glycol monovinyl ether, polypropylene glycol methylvinyl ether, polypropylene glycol divin
• the energy curable monomer and/or oligomers are in a range between about 1% and about 50%, more preferably between about 1.5% and about 40%, and most preferably between about 2% and about 30% by weight of the total ingredients of the ink.
• the types of actinic radiation to polymerize photocurable ink of the invention may be an electron beam, or a UV light, and the like.
• the energy source for photo-polymerization is an electron beam.
• an electron beam dose necessary for curing of the ink ranges between about 0.5 to about 8 Mr ads, more preferably about 1 to about 6 Mr ads, and most preferably about 1.5 to about 4 Mrads.
• An electron beam acceleration voltage ranges preferably about 50- 200 kV, more preferably 60-165 kV, and most preferably about 70-140 kV.
• an inert environment is provided by nitrogen gas, resulting in preferably less than about 600 parts per million (ppm), more preferably less than about 400 ppm, and most preferably less than about 200 ppm, of Oi present in the environment.
• the energy source for photo-polymerization is a UV light.
• An appropriate UV light may be obtained from, for example, a metal halide lamp, a xenon lamp, a carbon arc light source, a chemical lamp, a low-pressure or high-pressure mercury lamp, and so forth.
• the UV light intensity required for photopolymerizing the printed ink of the present invention is in the range of about 40 to about 10,000 mj/cm 2 , preferably about 50 to about 1,000 mj/cm 2 , and most preferably about 60 to about 600 mj/cm 2 .
• the energy curable liquid printing ink of the present invention will typically contain a photoinitiator that generates free radicals upon exposure to actinic radiation, such as UV light.
• a photoinitiator may have one or more compounds that directly produce free radicals when activated by actinic radiation.
• the photoinitiator may also contain a sensitizer or activator which either extends the spectral response into the near ultraviolet, visible or near infrared spectral regions, or affects the rate of reaction.
• free radical initiated curing systems irradiation of a photoinitiator produces free radicals that initiate polymerization and/or crosslinking of photocurable resins.
• photoinitiators are well known to one of ordinary skill in the art (see, for example, "Photoinitiators for free-radical-initiated photoimaging systems" by Monroe, B.M. et ah, 1994, Chem. Rev. 93:435-448).
• photoinitiators suitable for the present invention include, but not limited to, organic halogen compound as disclosed in U.S. Patent 5,057,398 and those disclosed in U.S.
• Patent 4,066,582 such as benzophenone, acetophenone, fluorenone, xanthone, thioxanthone, carbazole, benzoin, the allyl benzoin ethers, 2- or 3- or 4-bromoacetophenone, 3- or 4- allylacetophenone, m- or p-diacetylbenzene, 2- or 3- or 4-methoxybenzophenone, 3,3'- or 3,4'- or 4,4'-dimethoxybenzophenone, 4-chloro-4'-benzylbenzophenone, 2- or 3-chloroxanthone, 3,9-dichloroxanthone, 2- or 3-chlorothioxanthone, 3-chloro-8- nonylxanthone, 3-methoxyanthone, 3-iodixanthone, 2-acetyl-4-methylphenyl acetate, alkyl and aryl ethers of benzoin, phenylglyoxal
• Suitable sensitizers or activators that can be used in combination with the aforementioned photoinitiators include, but not by way of limitation, methylamine, tributylamine, methyldiethanolamine, 2-aminoethylethanolamine, allylamine, cyclohexylamine, cyclopentadienylamine, diphenylamine, ditolylamine, trixylylamine, tribenzylamine, N-cyclohexylethylenimine, piperidine, 2- methylpiperidine, N-ethylpiperidine, 1,2,3,4-tetrahydropyridine, 2- or 3- or 4- picoline, morpholine, N-methylmorpholine, piperazine, N-methylpiperazine, 2,2- dimethyl-l,3-bis-(3-N-morpholinyl) propionyloxy)) diethyl ether, isopropylthioxanthone (ITX), dibutoxyanthracene, dipropoxy
• the photoinitiator is in a range between about 0.1% and about 20%, more preferably between about 0.2% to 12%, and most preferably about 0.5% to 8%, by weight of the total weight of the ink.
• Any vehicle which has previously been used in printing inks may be used for the present invention.
• Typical are solvents that are low in viscosity and compatible with any other components of the ink.
• a choice of solvents depends on the types of the resin components as well as the type of photoinitiator selected for the printing ink of the present invention.
• solvents for the present printing ink include, but not by way of limitation, water; alcohols, such as ethanol, methanol, isopropanol and n-butanol; esters, such as ethyl acetate, isopropyl acetate, butyl acetate (BuAc) and 2-ethoxyethyl acetate; glycol-ethers, such as 2-methoxyethanol, 2-ethoxyethanol, 2-butoxyethanol, 2-methoxyethoxethanol, 2-ethoxyethoxethanol and 2-butoxyethoxethanol; aliphatics, such as VM&P Naptha and mineral spirits; aromatics, such as toluol and xylol; ketones, such as acetone, methyl ethyl ketone (MEK) and methyl isobutyl ketone (MIBK) and other solvents, such as methylene chloride, 1,1,1-trichloroethane, N-methyl-2-
• water and/or low molecular weight aliphatic alcohol such as methanol, ethanol and isopropyl alcohol, or ester, such as ethyl acetate
• the vehicle is in a range between about 1% and about 90%, more preferably about 30% and 85%, and most preferably about 45% and about 75%, by weight of the total weight of the printing ink of the invention.
• Rubine pigment 14-20 wt% N-propyl acetate/n-propanol (20:80) 25-65 wt% Glycol ethers 6-10 wt% Polyurethane resin 10-20 wt% Nitrocellulose 10-15 wt% Additives (proprietary) 0-2 wt%.
• Comparative Example 1 A 75- ⁇ thick opaque polyethylene film was coated with a solvent-based blue polyurethane liquid ink (Sun Chemical SL-800) using a flexographic press (Chestnut, Fairfield, NJ) and dried using a gas fired hot air oven. The gloss was measured using a 60° reflective glossmeter (micro-TRI-gloss BYK-Gardner, Silver Spring, MD). Rub resistance was tested using isopropanol and a mixture of n-propyl acetate/n- propanol (20:80), respectively. Results are shown in Table 1 below.
• Example 1 A 75- ⁇ thick opaque polyethylene film was coated with a solvent-based blue polyurethane liquid ink (Sun Chemical SL-800) containing 5% polyester acrylate (Ebecryl 812, Surface Specialties,Syrmna, GA) using a flexographic press (Chestnut, Fairfield, NJ) and dried using a gas fired hot air oven.
• the film was electron beam cured at 3 Mrads, 125 kV acceleration voltage and less than 200 ppm O2. Gloss measurement and rub resistance test were performed as described above. Results are shown in Table 1 below.
• Comparative Example 2 A 75- ⁇ thick opaque polyethylene film was coated with a solvent-based red
• Example 2 A 75 micron thick opaque polyethylene film was coated with a solvent-based red (polyurethane/ nitrocellulose) liquid ink (Flexomax, Sun Chemical) containing 10% polyester acrylate (Ebecryl 812, Surface Specialties, Syrmna, GA) using a 200 line per inch (lpi) flexographic hand-proofer and dried using a hot air gun.
• the ink was subsequently electron beam cured (AEB, lab-100, Wilmington, MA) at 3 Mrads using 100 kV acceleration voltage and less than 200 ppm 0 2 . Gloss measurement and rub resistance test were performed as described above. Results are shown in Table 1 below.
• Comparative Example 3 A 48- ⁇ transparent oriented polypropylene film was coated with a solvent- based red (polyurethane/ nitrocellulose) liquid ink (Flexomax, Sun Chemical) using a 200 line per inch (lpi) flexographic hand-proofer and dried using a hot air gun. The gloss was measured using a 60° glossmeter (micro-TRI-gloss BYK-Gardner, Silver Spring, MD) and solvent resistance was evaluated with water, a mixture of n- propyl acetate/n-propanol (20:80), and isopropanol double rubs. Results are shown in Table 2 below.
• Comparative Example 3 A 48- ⁇ transparent oriented polypropylene film was coated with a solvent- based red (polyurethane/ nitrocellulose) liquid ink (Flexomax, Sun Chemical) containing 10% epoxy acrylate (Ebecryl 3700, Surface Specialties, Syrmna, GA) using a 200 line per inch (lpi) flexographic hand-proofer and dried using a hot air gun. Gloss measurement and solvent resistance test were performed as described above. Results are shown in Table 2 below.
• Example 3 A 48- ⁇ transparent oriented polypropylene film was coated with a solvent- based red (polyurethane/ nitrocellulose) liquid ink (Flexomax, Sun Chemical) containing 10% polyester acrylate (Ebecryl 812, Surface Specialties, Syrmna, GA) using a 200 line per inch (lpi) flexographic hand-proofer and dried using a hot air gun.
• the ink was subsequently electron beam cured (AEB, lab-100, Wilmington, MA) at 3 Mrads using 100 kV acceleration voltage and less than 200 ppm O2. Gloss measurement and solvent resistance test were performed as described above. Results are shown in Table 2 below.

Landscapes

• 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)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Priority Applications (4)

Applications Claiming Priority (2)

Publications (1)

Family

ID=34807004

Family Applications (1)

Country Status (6)

Cited By (2)

Citations (4)

• 2005
  • 2005-01-14 WO PCT/US2005/001245 patent/WO2005071027A1/en active Application Filing
  • 2005-01-14 MX MXPA06008088A patent/MXPA06008088A/es not_active Application Discontinuation
  • 2005-01-14 CA CA2553535A patent/CA2553535C/en active Active
  • 2005-01-14 BR BRPI0506510-0A patent/BRPI0506510A/pt not_active IP Right Cessation
• 2006
  • 2006-08-01 CR CR8543A patent/CR8543A/es not_active Application Discontinuation
  • 2006-08-01 ZA ZA200606382A patent/ZA200606382B/en unknown

Patent Citations (4)

Also Published As

Similar Documents

Legal Events