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WO1998051749A1 - Composition pour jet d'encre ne presentant pas de sedimentation - Google Patents

Composition pour jet d'encre ne presentant pas de sedimentation Download PDF

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Publication number
WO1998051749A1
WO1998051749A1 PCT/GB1998/001352 GB9801352W WO9851749A1 WO 1998051749 A1 WO1998051749 A1 WO 1998051749A1 GB 9801352 W GB9801352 W GB 9801352W WO 9851749 A1 WO9851749 A1 WO 9851749A1
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WO
WIPO (PCT)
Prior art keywords
ink composition
jet ink
pigment
jet
particle size
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/GB1998/001352
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English (en)
Inventor
Sherry L. Adamson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
General Electric Company PLC
Original Assignee
General Electric Company PLC
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Filing date
Publication date
Application filed by General Electric Company PLC filed Critical General Electric Company PLC
Priority to AU74386/98A priority Critical patent/AU7438698A/en
Publication of WO1998051749A1 publication Critical patent/WO1998051749A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C09D11/322—Pigment inks

Definitions

  • the present invention generally relates to ink compositions, and particularly to an ink jet ink composition that is substantially free of sedimentation.
  • Ink compositions generally contain a colorant which may be a dye, pigment, or lake dissolved or dispersed in a suitable medium such as a solvent or a dispersion medium.
  • a colorant which may be a dye, pigment, or lake dissolved or dispersed in a suitable medium such as a solvent or a dispersion medium.
  • the quality of the printing ink and the success of the printing operation are to a great extent influenced by the quality of the colorant, particularly the pigment employed. This is especially important in ink compositions that are sensitive to operating parameters such as, for example, the ability to flow through fine orifices without interruption.
  • Ink jet printing is a well-known technique by which printing is accomplished without contact between the printing device and the substrate on which the printed characters are deposited.
  • ink jet printing involves the technique of projecting a stream of ink droplets to a surface and controlling the direction of the stream so that the droplets are caused to form the desired printed image on that surface.
  • the direction is controlled electronically in a continuous jet ink printing process, and by other means, e.g., pressure, in a drop-on- demand process.
  • the technique of jet printing which is a noncontact printing method, is well suited for application of characters onto a variety of surfaces including porous and non-porous surfaces including delicate surfaces such as food and pharmaceutical surfaces .
  • an ink jet ink composition must meet certain rigid requirements to be useful in ink jet printing operations . These relate to various parameters including viscosity, resistivity, solubility, compatibility of components, and wettability of the substrate. Further, the ink must be quick-drying and smear resistant, must be capable of passing through the ink jet nozzle without clogging, and must permit rapid cleanup of the printer components with minimum effort.
  • Ink jet inks have been formulated with colorants such as dyes, pigments, or combinations thereof. Pigments have been preferred because of the enhanced contrast, light stability, and durability obtainable by the use of pigments compared to that of soluble dyes. Enhanced solvent and/or water resistance of the printed message also has been observed with pigmented ink compositions. Some pigmented inks heretobefore known have certain drawbacks. The pigments tend to settle with time. This restricts the manufacturers and suppliers from providing extended warranty on the ink and the printing operation. Agglomeration of the pigment and incompatibility of the pigment with the other ingredients of the ink are believed to be some of the causes for the settling phenomenon.
  • the '035 patent states that "some pigment settling will take place on prolonged storage" of the ink, and that "the action of pumping the ink through the system is sufficient to maintain the desired dispersion to within 95% of the original after more than 100 days of operation, while auxiliary stirring of the ink in the ink reservoir maintains the dispersion over an extended period of time", column 5, lines 1-9.
  • U.S. Patent 5,395,431 also highlights the importance of the need for an ink composition free of this problem.
  • the "431 patent discloses a jet ink composition comprising a pigment such as carbon black and having a surface tension less than about 30 dynes/cm. To prepare this ink composition, the pigment is preferably pre-dispersed.
  • the v 431 patent states that the properties of the dispersion should remain constant at temperatures up to about 110°F, that the dispersion should not show any signs of sedimentation for at least 18 months, and that the sedimentation rate should remain less than 10 mg/hr. Column 3, lines 28-34.
  • the present invention provides an ink composition, particularly a jet ink composition, that is substantially free of sedimentation comprising an ink carrier, a resin, and a pigment which is a nanophase or nanostructured material.
  • the jet ink composition of the present invention has a sedimentation rate of less than or about 1 mg/hr.
  • the pigment preferably has an average particle size of about 100 nm or less, and more preferably an average particle size of about 50 nm or less, wherein the average particle size is determined on the dry pigment.
  • the pigment preferably has an average particle size of about 300 nm or less, and more preferably an average particle size of from about 100 nm to about 250 nm.
  • the present invention further provides an improved process of jet printing on substrates, the improvement comprising projecting a stream of droplets of the inventive jet ink composition to the surface of the substrate and controlling the direction of the stream by a suitable means for controlling the direction so that the droplets are caused to form the desired printed message on the sur ace.
  • the present invention provides ink compositions including jet ink compositions that are free or substantially free of sedimentation over extended periods of time.
  • the ink compositions of the present invention preferably have a sedimentation rate of less than or about 1 mg/hr.
  • the sedimentation rate of the ink composition can be determined by any suitable method, for example, by the use of a BYK-Chemie Dynometer Sedimentation Balance along with a strip chart recorder.
  • the jet ink composition of the present invention is suitable for printing onto porous and nonporous substrates including glass, metal, ceramic, paper, and plastics.
  • the present invention provides a jet ink composition comprising a carrier, a resin, and a pigment which is a nanophase or nanostructured material.
  • the jet ink composition When used in a continuous ink jet printing system, the jet ink composition has the following general properties: (1) a viscosity of from about 1.6 to about 10.0 centipoises (cps) at 25° C; and (2) an electrical resistivity of from about 50 to about 2000 ohm- cm.
  • the continuous jet ink composition can have any suitable sonic velocity, preferably a sonic velocity of from about 1000 to about 2000 meters/second.
  • any suitable carrier can be used to prepare the ink compositions of the present invention.
  • the carrier may be aqueous or non-aqueous . It is preferred, particularly for jet ink compositions, that the ink drying time is small so that printing can be accomplished rapidly and without smudging of the printed message.
  • typical carriers include lower aliphatic alcohols, ketones, esters, and ethers, and preferably lower aliphatic alcohols and lower ketones.
  • preferred carriers include methanol, ethanol, acetone and methyl ethyl ketone.
  • further preferred carriers include ethanol and acetone, and combinations thereof.
  • the carrier is present in an amount of from about 40% weight to about 80% by weight, and preferably from about 50% by weight to about 70% by weight of the ink composition.
  • the ink compositions of the present invention comprise one or more colorants, particularly pigments that impart the desired color to the printed message .
  • Any suitable pigment can be used, and preferably a nanophase or nanostructured material is used.
  • the nanophase material preferably has an average particle size of less than about 100 nm, more preferably below about 50 nm, wherein the average particle size is measured on the dry pigment .
  • the pigment can have an average particle size of about 300 nm or less, and preferably an average particle size of from about 100 nm to about 250 nm.
  • the nanophase pigment can be an oxide, carbide, or nitride.
  • Particular examples of pigments include titanium dioxide, titanium nitride, aluminum oxide, silicon dioxide, nickel oxide, gold oxide, zirconium dioxide, yttrium oxide (Y 2 0 3 ), silicon carbide, silicon nitride (Si 3 N.), and ferric oxide .
  • the nanophase pigments can be obtained commercially or prepared by any suitable method known to those skilled in the art.
  • the pigments are prepared by the methods disclosed, e.g., in U.S. Patents 5,460,701, 4,642,207, and 5,128,081, and more preferably by the method disclosed in the y 701 patent.
  • titanium metal can be vaporized into a plasma arc such as a tungsten inert gas plasma arc and the titanium vapor in the plasma can be reacted with a reaction gas such as oxygen to obtain Ti0 2 nanocrystals .
  • a reaction gas such as oxygen
  • the reaction gas is nitrogen instead of oxygen, titanium nitride nanocrystals result.
  • the nanocrystalline nanophase materials exhibit enhanced or unique properties compared to commonly available polycrystalline materials.
  • the particle size of these nanocrystalline materials is highly uniform and the particles agglomerate minimally compared to the polycrystalline materials such as the commonly available titanium dioxide and as disclosed, e.g., in U.S. Patent 4,365,035.
  • the chemical stoichiometry of these nanocrystalline materials is also more easily controllable.
  • the nanocrystalline or nanophase materials have minimal agglomeration.
  • the primary particles or single crystals tend to form smaller aggregates and the aggregates tend to form smaller agglomerates compared to commercially available common pigments.
  • typical aggregate sizes are about 1 nm to about 50 nm and typical agglomerate sizes are about 10 nm to about 100 nm.
  • the particle sizes of these pigment particles can be measured on the dry pigment particles by transmission electron microscopy (TE ) or by the BET surface area measurement.
  • TE transmission electron microscopy
  • BET BET surface area measurement.
  • the particle sizes of particles in dispersions can be determined by the dynamic light scattering method which is known in the art.
  • Titanium dioxide nanocrystalline materials in powder form have an average BET particle size ranging from about 27 nm to about 84 nm and a density of 3.95 g/cc can be obtained from Nanophase Technologies Corp. in Burr Ridge, Illinois.
  • the titanium dioxide is a mixture of 80% by weight anatase and 20% by weight rutile.
  • the specific surface areas of these titanium dioxide materials and the average particle size are as follows: 18 m 2 /g, 84 nm; 22 m 2 /g, 69 nm; 41 m 2 /g, 37 nm; 42 irf/g, 36 n ; 48 rrf/g, 32 nm; and 57 m 2 /g, 27 nm.
  • the pigments having small particle sizes have high surface areas which provide at least one and possibly more than one of the following advantages in the ink printing technology.
  • the pigment offers improved interaction with the surface modifiers to prevent agglomeration.
  • the pigments provide enhanced color strength and/or contrast.
  • the pigment may offer improved adhesion of the printed message to substrates.
  • the pigment also offers improved durability such as solvent and/or water resistance and light fastness to the printed message.
  • These nanostructured pigments also can be combined with other pigments to obtain the desired color.
  • the ink compositions of the present invention can also include a suitable dye. Examples of dyes include, but are not limited to, the yellow dyes such as C.I.
  • Solvent Yellow 19 (C.I. 13900A) , C.I. Solvent Yellow 21 (C.I. 18690), C.I. Solvent Yellow 61, C.I. Solvent Yellow 80, FD&C Yellow #5, Yellow Shade 16948, Acid Yellow 23, Levaderm Lemon Yellow (Mobay) , Spirit Fast Yellow 3G, Aizen Spilon Yellow C-GNH (Hodagaya Chemical Co.), Yellow CGP (Ciba-Geigy) , and the like, the orange dyes such as C.I. Solvent Orange 1 (C.I. 11920), C.I. Orange 37, C.I. Orange 40, Diaresin Orange K
  • red dyes such as C.I. Solvent Red 8, C.I. Solvent Red 81, C.I. Solvent Red 82, C.I. Solvent Red 84, C.I.
  • Solvent Red 100 Cibacron Brilliant Red 38-A (Aldrich Chemical Co.), Drimarene Brilliant Red E-6A (Pylam, Inc.), Acid Red 92, Reactive red 31 (ICI America), and the like
  • pink dyes such as Diaresin Pink M (Mitsubishi Chemical Industries, Ltd.), Sumiplast Pink RFF (Sumitomo Chemical Co.), Direct Brill Pink B Ground Crude (Crompton & Knowles) , and the like
  • violet dyes such as C.I. Solvent Violet 8, C.I. Solvent Violet 21, Diaresin Violet (Mitsubishi) , Diaresin Violet D, Sumiplast Violet RR (Sumitomo), and the like
  • blue dyes such as C.I.
  • Solvent Blue 2 C.I. Solvent Blue 11, C.I. Solvent Blue 25, C.I. Solvent Blue 36, C.I. Solvent Blue 55, and the like, green dyes such as C.I. Solvent Green 3 and the like, brown dyes such as C.I. Solvent Brown 3 and Diaresin Brown A (Mitsubishi), and the like, black dyes such as C.I. Solvent Black 3, C.I. Solvent Black 5, C.I. Solvent Black 7, C.I.
  • Solvent Black 22 C.I. Solvent Black 27, C.I. Solvent Black 29, Acid Black 123, and the like.
  • the colorant is generally present in the ink composition in an amount required to produce the desired contrast and readability.
  • the colorant is preferably present in an amount of from about 0.1% to about 10% by weight, more preferably in an amount of from about 0.1% to about 5% by weight, and even more preferably in an amount of from about 0.1% to about 2% by weight of the ink composition.
  • the ink composition of the present invention comprises at least one resin.
  • the resin serves one or more useful functions in rendering an effective ink formulation. For example, it can act as a binder resin by forming a film on the pigment when the ink dries, thereby securing the colorant to the printed substrate .
  • the film provides the printed messages a measure of protection against abrasion.
  • the resin also can impart water and/or solvent resistance to the printed message.
  • the resin can also act as a surface modifier.
  • the polar groups such as for example, carboxy, hydroxy, amido, or amino groups present on the resin can facilitate interaction with the pigment, especially the polar sites on the pigment, thereby providing a surface modified pigment which is more easily dispersible in or compatible with the ink formulation.
  • the resin also can act as a cohesive force to hold together the contents of an ink drop, such as a jet ink drop.
  • Any suitable resin can be used, particularly resins having polar groups.
  • Any known polar group can be present, for example, acidic, hydroxy, and basic groups. Further examples include carboxy groups and amino groups which can be primary, secondary, or tertiary.
  • the resin can have any suitable molecular weight.
  • the ability to form a durable film increases with an increase in molecular weight .
  • the molecular weight of the resin can be as high as desired.
  • An excessively high molecular weight may adversely affect the resin solubility or the viscosity of the ink composition.
  • the weight average molecular weight of the resin can be in the range from about 1,500 to about 1,000,000, preferably in the range from about 5,000 to about 100,000, and more preferably in the range of from about 10,000 to about
  • the resin can have any suitable acid, hydroxyl, or base number.
  • An excessively high acid, hydroxyl, or base number can adversely affect the water resistance or solvent resistance.
  • a very low acid, hydroxyl, or base number may not provide the desired solubility or dispersibility or the desired stabilization of the pigment particles.
  • the acid, hydroxyl, or base number of the resin is typically in the range of from about 20 to about 500, preferably in the range of from about 50 to about 300, and more preferably in the range from about 200 to about 300.
  • the acid, hydroxyl, and base numbers can be determined by the ASTM Method D 2849-69 (Reapproved 1980) .
  • such resins include organic resins as commonly used in ink compositions, particularly ink jet ink compositions, and include, for example, acrylic_copolymers, silicone resins, rosin esters, polyvinyl esters, ketone resins, urea aldehyde resins, vinyl chloride/vinyl ether or vinyl acetate copolymers, polyamide resins, styrene/maleate resins, polyvinylpyrrolidone resins, vinyl pyrrolidone/vinyl acetate copolymers, polystyrene resins, melamine resins, thermosetting acrylic resins, polyurethane resins and radiation curable acrylate resins .
  • acrylic_copolymers silicone resins, rosin esters, polyvinyl esters, ketone resins, urea aldehyde resins, vinyl chloride/vinyl ether or vinyl acetate copolymers, polyamide resins, styrene/maleate resins
  • resins containing acid groups include acrylic acid resins. These can be be obtained from S.C. Johnson & Co. in Racine, Wisconsin, which sells the acrylics under the tradename of JONCRYL.
  • JONCRYL acrylics are the JONCRYL 555, 586, 678, 680, 690, 682, 683, and 67, which are water solubilized copolymers comprising styrene and acrylic acid.
  • JONCRYL 690 a preferred resin for use in the jet ink composition of the present invention, has an average molecular weight of 15,500, an acid number of 240, a density of 1.07 g/cc, and a glass transition temperature of 102°C.
  • a suitable acrylic resin is the resin produced from at least one monomer selected from the group consisting of methyl, ethyl, butyl, and 2-ethylhexyl esters of (meth) acrylic acids and at least one monomer having a pendant amino group .
  • the monomer having the amino group can be in an amount of from about 20% by weight to about 40% by weight of the resin.
  • a particular example of such an acrylic resin is a copolymer of methyl methacrylate and 2- (dimethylamino) ethyl methacrylate, wherein the molar ratio of methyl methacrylate to 2- (dimethylamino) ethyl methacrylate is about 3.65.
  • This copolymer can be prepared by free radical polymerization using an initiator such as AIBN, as described in U.S. Patent 4,834,799.
  • Any suitable silicone resin can be used, linear, branched or crosslinked, preferably those having a weight average molecular weight of from about 1000 to about 10,000, more preferably those having a weight average molecular weight of from about 2000 to about 8000, and even more preferably those having a weight average molecular weight of from about 2000 to about 4000.
  • a particularly preferred silicone resin is the DOW CORNINGTM 6-2230 resin.
  • a mixture or combination of the resins set forth above can also be employed.
  • the resin or a combination of resins can be present in the ink composition in a suitable amount.
  • the resin can be present in the jet ink composition in an amount of up to about 40% by weight of the composition, preferably in an amount of from about 1% by weight to about 20% by weight of the composition, and more preferably in an amount of from about 1% by weight to about 10% by weight of the ink composition.
  • the ink compositions of the present invention can further include one or more organic solvents to increase the solubility or the dispersibility of the resin or the colorant, or to provide the desired viscosity.
  • Any suitable organic solvent can be used.
  • suitable classes of organic solvents include the polar solvents such as amides, esters, ketones, lactones, alcohols, and ethers.
  • suitable organic solvents thus include methyl ethyl ketone, acetone, methanol, and ethanol.
  • Some of the organic solvents, particularly the glycol ethers and N- methyl pyrrolidone, can act as humectants. It is known that humectants retard the drying rate of the ink at the print head.
  • glycol ethers include the mono- and di- alkyl ethers of alkylene glycols in which the alkyl group contains 1-6 carbon atoms (e.g., methyl, ethyl, propyl, butyl, etc.) and the alkylene glycol has 2-6 carbon atoms.
  • Suitable monoalkyl alkylene glycol ethers include ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol butyl ether, ethylene glycol hexyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, diethylene glycol butyl ether, propylene glycol methyl ether, dipropylene glycol methyl ether, tripropylene glycol methyl ether, triethylene glycol ethyl ether, triethylene glycol methyl ether, and the like.
  • the organic solvent is preferably used in small amounts in view of environmental concerns. Further, an excessive amount of certain organic solvents can increase drying time of the printed message.
  • the organic solvent is typically used in an amount that is below about 20% by weight of the ink composition, preferably in an amount of from about 0.1% by weight to about 10% by weight of the ink composition, and more preferably in an amount of from about 1% weight to about 5% by weight of the ink composition.
  • the organic solvent is used as a humectant
  • the humectant preferably is used in an amount of from about 0.5% by weight to about 5% by weight of the jet ink composition, and more preferably in an amount of from about 1% by weight to about 3% by weight of the jet ink composition.
  • the ink compositions of the present invention may further contain a surfactant to improve the spreading of the ink on the substrate or to provide the desired ink drop size.
  • a surfactant Any suitable surfactant can be used.
  • the surfactant may be anionic, cationic, nonionic, or amphoteric.
  • anionic surfactants are, but are not limited to, alkylbenzenesulfonates such as dodecylbenzenesulfonate, alkylnaphthylsulfonates such as butyl or nonylnaphthylsulfonate, dialkylsulfosuccinates such as diamylsulfosuccinate, alcohol sulfates such as sodium laurylsulfate, and perfluorinated carboxylic acids such as perfluorodecanoic acid and perfluorododecanoic acid.
  • alkylbenzenesulfonates such as dodecylbenzenesulfonate
  • alkylnaphthylsulfonates such as butyl or nonylnaphthylsulfonate
  • dialkylsulfosuccinates such as diamylsulfosuccinate
  • alcohol sulfates such as
  • Nonionic surfactants include the esters of polyethylene glycol, fatty acid esters of glycerol, fatty acid esters of glycol, and the like, and fluorochemical surfactants such as FC 170C, FC 430, FC 431, FC 740, FC 120, FC 248, FC 352, FC 396, FC 807, and FC 824, which are available from 3M Co.
  • FC 430 and FC 431 are fluoroaliphatic polymeric esters.
  • Cationic surfactants include alkylamines, amine oxides, amine ethoxylates, alkyl hydroxyalkyl imidazolines, quaternary ammonium salts, and amphoteric surfactants include the alkylbetaines , the amidopropylbetaines, and the like.
  • the surfactant may be present in the ink composition in any suitable amount.
  • it is typically present in an amount of from about 0.01% to about 1% by weight of the jet ink composition, preferably in an amount of from about 0.1% to about 0.5% by weight of the jet ink composition, and more preferably in an amount of from about 0.2% to about 0.4% by weight of the jet ink composition.
  • the ink compositions of the present invention can further include a plasticizer.
  • the plasticizer may impart certain flexibility to the resin film that forms on the pigment particles and the substrate and improve the durability of the printed messages. Any suitable plasticizer known to those skilled in the art can be used.
  • a preferred plasticizer is Monsanto 's Plasticizer 8, which is N-ethyl- (o,p) toluenesulfonamide, particularly for use in jet ink compositions.
  • the plasticizer can be present in an amount of from about 0.01% by weight to about 5% by weight of the jet ink composition, preferably in an amount of from about 0.1% by weight to about 1% by weight .
  • Jet printing ink compositions should have a low specific resistivity, such as within the range of about 50 ohm-cm to about 2000 ohm-cm.
  • Aqueous jet ink compositions generally possess the required electrical resistivity due the presence of basic ingredients such as ammonium hydroxide used to neutralize the acidic binder resins.
  • Organic solvent based jet ink compositions may require adjustment of the resistivity.
  • the desired conductivity or resistivity can be achieved by the inclusion of an ionizable material.
  • ionizable materials include ammonium, alkali, and alkaline earth metal compounds such as ammonium hydroxide, lithium nitrate, lithium chloride, lithium thiocyanate, lithium trifluoromethanesulfonate, sodium chloride, potassium chloride, potassium bromide, calcium chloride, and the like, dimethylamine hydrochloride, and hydroxylamine hydrochloride. Any suitable amount of the ionizable material can be used. Normally, an ionizable material content of up to about 2% provides the desired conductivity .
  • the ink compositions of the present invention may further include an adhesion promoter to further improve the adhesion of the printed message to the substrates, particularly the nonporous substrates such as metal, glass or plastics .
  • an adhesion promoter can be utilized, particularly a bifunctional adhesion promoter.
  • adhesion promoters include organosilanes and organotitanates .
  • organosilanes include trichlorosilane, vinyltrichlorosilane, methyl richlorosilane, methyldichlorosilane, mimethyldichlorosilane, methylvinyldichlorosilane, hexamethyldisilizane, methyltriethoxysilane, methyltrimethoxysilane, vinyltriethoxysilane, vinyltrimethoxysilane, vinyl-fcris(2-methoxyethoxysilane) , vinyltriacetoxysilane , gamma-methacryloxypropyl- trimethoxysilane, gamma-methacryloxypropyl- tris- (2- methoxyethoxy) silane, jbefca-(3,4- epoxycyclohexyl) ethyltrimethoxysilane, and gamma- glycid ⁇ xypropyltrimethoxysilane .
  • organotitanates examples include transition metal organates such as titanium organates, zirconium organates, hafnium organates, and the like.
  • Commercially available organates include the titanium organates sold by DuPont Chemical Co. under the tradename of TYZORTM titanates.
  • TYZOR titanates examples include TYZOR TBT, which is titanium tetra-n-butoxide, TYZOR TPT, which is titanium tri-isopropoxide, TYZOR GBA, which is titanium diisopropoxide bis (2 , 4-pentanedionate) , TYZOR LA, which is titanium ammonium lactate, and TYZOR AA, which is titanium acetylacetonate .
  • the adhesion promoter is used preferably in an amount of from about 0.1% by weight to about 5% by weight of the ink composition, and more preferably in an amount of from about 0.5% by weight to about 2% by weight of the ink composition.
  • the ink compositions of the present invention particularly water based jet ink compositions, preferably comprise a defoamer to prevent foaming of the ink during its preparation, as well as during the printing operation.
  • a defoamer to prevent foaming of the ink during its preparation, as well as during the printing operation.
  • Any suitable defoamer known to those of ordinary skill in the art can be used, preferably those that are miscible with the ink carrier.
  • Suitable defoamers include silicone defoamers and acetylenic defoamers.
  • examples of commercially available defoamers include silicone defoamers, such as DC-150, which can be obtained from Dow Corning Co., and SILWET 1-77, 720, 722, or 7002, which can be obtained from Union Carbide Co.
  • suitable acetylenic defoamers include the SURFYNOLTM brand defoamers which can be obtained from Air Products and Chemical Co. in Allentown, Pennsylvania.
  • a number of SURFYNOL defoamers are available, including the preferred SURFYNOL 104 (2 , 4, 7, 9-tetramethyl-5-decyn-4, 7- diol) , which is available as a solution in a variety of solvents as SURFYNOL 104A, SURFYNOL 104E, SURFYNOL 104H, and SURFYNOL 104BC, and other SURFYNOLs such as SURFYNOL GA, SURFYNOL SE, SURFYNOL TG, SURFYNOL PC, the dimethyl hexynediol, SURFYNOL 61, the dimethyl octynediol, SURFYNOL 82, the ethoxylated derivatives of the tetramethyl decynediol, SURFYNOL 440, SURFYNOL 465, and SURFYNOL 48
  • any suitable amount of the defoamer effective to prevent foaming of the ink during preparation and use can be used.
  • the amount used is preferably in the range of from about 0.01% by weight to about 1% by weight of the ink composition, and more preferably in the range of from about 0.05% by weight to about 0.35% by weight of the ink composition.
  • the weight percentages given above refer to that of the active ingredient, and if the defoamer is sold in a diluted form, the amount of the diluted defoamer used will be proportionately increased. Excessive use of the defoamers is to be avoided because it may adversely affect the print quality such as the adhesion of the printed message to the substrate.
  • the jet ink compositions of the present invention have a viscosity within the range of about 1.0 to about 10 cps, and preferably about 1.0 to about 7.0 cps, as measured at 25°C, in order to achieve the desired rheological and performance characteristics.
  • the viscosity of the ink composition of the invention can be conveniently regulated, as known to those of ordinary skill in the art, for instance, by suitable choice of the quantity and the molecular weight of the resin, the organic solvent, or other additives.
  • the ink compositions of the present invention can be prepared by any method known to those skilled in the art.
  • the resin is dissolved in a suitable amount of the solvent, and the pigment is then added and stirred at high speeds for a suitable time, e.g., about an hour.
  • An adhesion promoter such as a bifunctional silane, if needed, can be added and stirred.
  • a defoamer is then added if necessary, followed by the addition of a conductivity enhancing agent, and a humectant, and mixed until a smooth ink composition is obtained.
  • the resin in another method of preparing the ink composition, can be melt mixed with a suitable oil, such as an oil that can be removed by vacuum, and the pigment is then added and mixed to obtain a melt containing the resin, the pigment, and the oil. The oil can then be removed by evaporation in vacuum. The melt is then mixed with suitable ink carrier and other necessary ingredients to obtain a ink composition.
  • suitable oil such as an oil that can be removed by vacuum
  • suitable ink carrier and other necessary ingredients to obtain a ink composition.
  • the ink compositions of the present invention include all ink compositions wherein the use of the pigments as discussed above reduces the sedimentation or agglomeration, including ink compositions such as laminating inks as disclosed, e.g., in U.S.
  • patent 4,895,888 in solvent or aqueous flexo/gravure inks, as disclosed e.g., in European patent application EP 0359 129 U.K. patent application GB 2 238 792 and U.S. Patents e.g., 4,690,712, 4,177,076 and 4,820,765; in printing inks such as disclosed in U.S. Patents 5,158,606 and 5,389,130; in lithographic printing inks such as disclosed in U.S. Patent 4,981,517, and in jet inks as disclosed, e.g., in U.S. Patent 5,316,575.
  • Hot-melt ink jet inks can also be prepared in accordance with the present invention.
  • EXAMPLE 1 This Example illustrates the preparation of an embodiment of the inventive jet ink composition as well as the advantages of the inventive jet ink composition.
  • Acrylic resin 1 (35% solution by wt. in MEK) 30 . 0
  • FC-122 lithium trifluoromethanesulfonate 1 . 0
  • Plasticizer 8 (Monsanto) 0 . 5
  • the average particle size of the pigment in the ink composition was measured by light scattering and was found to be 220 nm.
  • the jet ink composition had a sedimentation rate of zero mg/hr based on a two-hour test.
  • the jet ink composition was jet printed onto various substrates, including glass, metal, paper, and plastics, and satisfactory performance was obtained.
  • EXAMPLE 2 This Example illustrates the preparation of another embodiment of the inventive jet ink composition as well as the advantages of the inventive jet ink composition.
  • the percentages of the ingredients listed below are by weight of the ink composition.
  • JONCRYL 690 (S.C. Johnson) 12 . 0 Titanium dioxide (Nanophase) 1 12 . 0 Propyleneglycol monomethyl ether 4 . 0
  • the dry pigment had a reported average particle size of 69 nm and a surface area of 22 m 2 /g.
  • the average particle size of the pigment in the ink composition was measured by light scattering and was found to be 231 nm.
  • the jet ink composition had a sedimentation rate of zero mg/hr, based on a two-hour test.
  • the jet ink composition was jet printed onto various substrates, including glass, metal, paper, and plastics, and satisfactory performance was obtained.
  • the present invention further provides an improved process of jet printing on substrates, the improvement comprising projecting a stream of droplets of the jet ink composition of the present invention to the surface of the substrate and controlling the direction of the stream so that the droplets are caused to form the desired printed message on the surface.

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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)

Abstract

L'invention se rapporte à des compositions d'encre et, en particulier, à des compositions pour jet d'encre présentant des taux de sédimentation peu élevés. Ces compositions contiennent un véhiculeur, une résine et un pigment qui est une matière nanostructurée. Le pigment a la taille d'une particule sèche, c'est-à-dire une taille inférieure ou égale à environ 100 nm. L'invention concerne également un procédé perfectionné d'impression par jet d'encre sur des substrats, le perfectionnement résidant, d'une part, dans la projection d'un courant de gouttelettes de la composition pour jet d'encre en direction de la surface du substrat et, d'autre part, dans la commande de l'orientation de ce courant de manière à provoquer la formation du message imprimé souhaité sur cette surface au moyen des gouttelettes.
PCT/GB1998/001352 1997-05-12 1998-05-12 Composition pour jet d'encre ne presentant pas de sedimentation Ceased WO1998051749A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU74386/98A AU7438698A (en) 1997-05-12 1998-05-12 Sedimentation free jet ink composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US85459897A 1997-05-12 1997-05-12
US08/854,598 1997-05-12

Publications (1)

Publication Number Publication Date
WO1998051749A1 true WO1998051749A1 (fr) 1998-11-19

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PCT/GB1998/001352 Ceased WO1998051749A1 (fr) 1997-05-12 1998-05-12 Composition pour jet d'encre ne presentant pas de sedimentation

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WO (1) WO1998051749A1 (fr)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6716912B2 (en) 1999-12-14 2004-04-06 Rohm And Haas Company Polymeric binders for water-resistant ink jet inks
WO2004063295A1 (fr) * 2003-01-10 2004-07-29 Qinetiq Nanomaterials Limited Depot de nanoparticules par jet d'encre
EP1840178A1 (fr) 2005-01-18 2007-10-03 Torrecid S.A. Encre applicable a la decoration industrielle
EP1225207B1 (fr) * 2001-01-23 2008-03-26 ILFORD Imaging Switzerland GmbH Procédé de préparation d'encres pigmentées pour impression par jet d'encre
WO2008148901A1 (fr) * 2007-06-08 2008-12-11 Chimigraf Ibérica, Sl Procédé de fabrication d'une encre d'impression numérique et encre ainsi obtenue
US7650840B2 (en) 2005-02-08 2010-01-26 Dyno Nobel Inc. Delay units and methods of making the same
US7976906B2 (en) 2003-08-25 2011-07-12 DIPTech Ltd. Digital ink-jet glass printer
US8794152B2 (en) 2010-03-09 2014-08-05 Dyno Nobel Inc. Sealer elements, detonators containing the same, and methods of making
US9636922B2 (en) 1999-12-23 2017-05-02 Pergo (Europe) Ab Process for the manufacturing of surface elements
US10570301B2 (en) 2016-12-02 2020-02-25 Inner Mongolia Xianhong Science Co., Ltd. Solvent based inkjet ink composition
US12031128B2 (en) 2021-04-07 2024-07-09 Battelle Memorial Institute Rapid design, build, test, and learn technologies for identifying and using non-viral carriers
US12109223B2 (en) 2020-12-03 2024-10-08 Battelle Memorial Institute Polymer nanoparticle and DNA nanostructure compositions and methods for non-viral delivery
US12441996B2 (en) 2023-12-08 2025-10-14 Battelle Memorial Institute Use of DNA origami nanostructures for molecular information based data storage systems
US12458606B2 (en) 2023-09-29 2025-11-04 Battelle Memorial Institute Polymer nanoparticle compositions for in vivo expression of polypeptides

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0454872A1 (fr) * 1989-11-21 1991-11-06 Seiko Epson Corporation Encre pour impression a jet d'encre
EP0622429A2 (fr) * 1993-04-26 1994-11-02 Canon Kabushiki Kaisha Encre à base d'eau, procédé d'enregistrement par jet d'encre et appareillage en faisant usage
EP0688835A2 (fr) * 1994-06-23 1995-12-27 Brother Kogyo Kabushiki Kaisha Encre d'impression par jet et procédé d'impression utilisant cette encre
US5515085A (en) * 1991-10-17 1996-05-07 Minolta Camera Kabushiki Kaisha Ink-jet type recorder
US5538548A (en) * 1994-06-03 1996-07-23 Brother Kogyo Kabushiki Kaisha Recording ink containing pigment particles

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0454872A1 (fr) * 1989-11-21 1991-11-06 Seiko Epson Corporation Encre pour impression a jet d'encre
US5515085A (en) * 1991-10-17 1996-05-07 Minolta Camera Kabushiki Kaisha Ink-jet type recorder
EP0622429A2 (fr) * 1993-04-26 1994-11-02 Canon Kabushiki Kaisha Encre à base d'eau, procédé d'enregistrement par jet d'encre et appareillage en faisant usage
US5538548A (en) * 1994-06-03 1996-07-23 Brother Kogyo Kabushiki Kaisha Recording ink containing pigment particles
EP0688835A2 (fr) * 1994-06-23 1995-12-27 Brother Kogyo Kabushiki Kaisha Encre d'impression par jet et procédé d'impression utilisant cette encre

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6716912B2 (en) 1999-12-14 2004-04-06 Rohm And Haas Company Polymeric binders for water-resistant ink jet inks
US10464339B2 (en) 1999-12-23 2019-11-05 Pergo (Europe) Ab Process for the manufacturing of surface elements
US9656476B2 (en) 1999-12-23 2017-05-23 Pergo (Europe) Ab Process for the manufacturing of surface elements
US9636923B2 (en) 1999-12-23 2017-05-02 Pergo (Europe) Ab Process for the manufacturing of surface elements
US9636922B2 (en) 1999-12-23 2017-05-02 Pergo (Europe) Ab Process for the manufacturing of surface elements
EP1225207B1 (fr) * 2001-01-23 2008-03-26 ILFORD Imaging Switzerland GmbH Procédé de préparation d'encres pigmentées pour impression par jet d'encre
GB2411406B (en) * 2003-01-10 2006-12-06 Qinetiq Nanomaterials Ltd Ink jet deposition of nanoparticles
WO2004063295A1 (fr) * 2003-01-10 2004-07-29 Qinetiq Nanomaterials Limited Depot de nanoparticules par jet d'encre
GB2411406A (en) * 2003-01-10 2005-08-31 Qinetiq Nanomaterials Ltd Ink jet deposition of nanoparticles
US8603589B2 (en) 2003-08-25 2013-12-10 Dip Tech Ltd. Digital ink-jet glass printer
US7976906B2 (en) 2003-08-25 2011-07-12 DIPTech Ltd. Digital ink-jet glass printer
EP1840178A1 (fr) 2005-01-18 2007-10-03 Torrecid S.A. Encre applicable a la decoration industrielle
US8245643B2 (en) 2005-02-08 2012-08-21 Dyno Nobel Inc. Delay units and methods of making the same
US7650840B2 (en) 2005-02-08 2010-01-26 Dyno Nobel Inc. Delay units and methods of making the same
WO2008148901A1 (fr) * 2007-06-08 2008-12-11 Chimigraf Ibérica, Sl Procédé de fabrication d'une encre d'impression numérique et encre ainsi obtenue
US8794152B2 (en) 2010-03-09 2014-08-05 Dyno Nobel Inc. Sealer elements, detonators containing the same, and methods of making
US10570301B2 (en) 2016-12-02 2020-02-25 Inner Mongolia Xianhong Science Co., Ltd. Solvent based inkjet ink composition
US12109223B2 (en) 2020-12-03 2024-10-08 Battelle Memorial Institute Polymer nanoparticle and DNA nanostructure compositions and methods for non-viral delivery
US12433910B2 (en) 2020-12-03 2025-10-07 Battelle Memorial Institute Polymer nanoparticle and DNA nanostructure compositions and methods for non-viral delivery
US12031128B2 (en) 2021-04-07 2024-07-09 Battelle Memorial Institute Rapid design, build, test, and learn technologies for identifying and using non-viral carriers
US12458606B2 (en) 2023-09-29 2025-11-04 Battelle Memorial Institute Polymer nanoparticle compositions for in vivo expression of polypeptides
US12441996B2 (en) 2023-12-08 2025-10-14 Battelle Memorial Institute Use of DNA origami nanostructures for molecular information based data storage systems

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