WO2000063305A1 - Non-settling and stable opaque pigmented ink-jet ink - Google Patents

Non-settling and stable opaque pigmented ink-jet ink Download PDF

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Publication number
WO2000063305A1
WO2000063305A1 PCT/US2000/010078 US0010078W WO0063305A1 WO 2000063305 A1 WO2000063305 A1 WO 2000063305A1 US 0010078 W US0010078 W US 0010078W WO 0063305 A1 WO0063305 A1 WO 0063305A1
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Prior art keywords
ink
pigment
ink according
jet
solvent
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Application number
PCT/US2000/010078
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French (fr)
Inventor
Srinivas P. Sitaram
Olena Mchugh
David J. Gemelli
Rick Allen Elmer
Original Assignee
Gem Gravure Company, Inc.
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Filing date
Publication date
Application filed by Gem Gravure Company, Inc. filed Critical Gem Gravure Company, Inc.
Priority to AU43503/00A priority Critical patent/AU4350300A/en
Publication of WO2000063305A1 publication Critical patent/WO2000063305A1/en

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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
    • 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
    • C09D11/36—Inkjet printing inks based on non-aqueous solvents

Definitions

  • Ink-jet printing is a non-contact method of printing in which droplets of ink are produced and directed through at least one orifice onto a substrate.
  • Ink-jet printing can be subdivided into two general technology groups; continuous ink-jet printing and drop-on-demand ink-jet printing.
  • continuous ink-jet printing the ink droplets are produced continuously.
  • a charge is applied to the ink droplets, which then are deflected through an electrostatic field.
  • the charged droplets are either controlled to return to the ink chamber through a gutter return system or are directed onto a specific location on a moving substrate.
  • drop-on-demand ink-jet printing droplets of inks are not charged and are formed or expelled from the orifice when required for printing on the moving substrate.
  • Ink-jet ink compositions must meet certain requirements to work reliably in ink-jet printers. These properties relate to viscosity, solubility, surface tension, and compatibility of components. Further, the ink must be quick-drying and capable of producing a clear and distinct image on the substrate. For use in continuous ink printers, ink compositions require sufficient conductivity for reliable ink droplet charging.
  • White opaque ink- jet ink compositions will not show up clearly on white substrates.
  • Yellow opaque and light blue opaque ink-jet ink compositions are currently available in the market places. These inks often either do not run reliably in ink-jet printers, or they contain titanium dioxide in addition to the yellow or blue colorant and so will be requiring an external mechanism in the ink-jet printer to keep the white pigment suspended or they do not provide sufficient opacity on both white and black substrates.
  • the objective of this invention is to provide a more improved and reliable pigmented ink composition, suitable for use in ink-jet printers to provide opaque images.
  • a second objective of this invention is to produce a robust orange pigmented ink to run reliably in an ink-jet printer.
  • Another objective of this invention is to produce an opaque pigmented ink, that has good shelf life and stability.
  • a further objective of this invention is to produce an opaque ink composition, which is non-settling and can be used in ink-jet printers, which do not employ a mechanical device to keep the pigment in the ink suspended.
  • Yet another objective is to produce a robust reliable ink-jet ink composition, which has good shelf life stability and good adhesion to porous and non-porous substrates.
  • the invention relates to an ink-jet ink.
  • the ink-jet ink includes: a colorant selected from the group consisting of Pigment Orange 16 and Pigment Orange 64; a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersants with pigment-affinic groups; a polymer; and a solvent.
  • the present invention provides a non-settling ink suitable for use in ink-jet printers for printing opaque images onto both white and black substrates.
  • An advantage of the ink in this invention is that it has an extended shelf life and can be used reliably in both opaque and non-opaque ink-jet printers and does not lead to the clogging of nozzles or the blockage of the filters fitted in the ink systems of ink-jet printing systems.
  • the ink-jet composition of the present invention includes a solvent, a pigment selected from the group consisting of Pigment Orange 16 and Pigment Orange 64, a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersing agents with pigment-affinic groups, and a polymer.
  • the formulation may include a conductivity agent, other additives and additional colorants. The choice of materials is wide and will depend on the application and properties required.
  • Solvents suitable for the enclosed invention include diacetone alcohol, methoxy propyl acetate, 2-pyrrolidinones and the like, substituted pyrrolidinones such as N-methyl pyrrolidinone and the like, ketones such as acetone, methyl isobutyl ketone, methyl ketone, diethyl ketone, cyclohexanone and the like, esters such as ethyl acetate, butyl acetate, methyl acetate, tertiary butyl acetate and the like, lactates such as butyl lactate, ethyl lactate and the like, alcohols such as methanol, ethanol, n-butanol, n-propanol, isopropanol and the like, hydrocarbon solvents such as hexane, cyclohexane and the like, glycols such as ethylene glycol, propylene glycol and the like, glycol ethers such as ethylene
  • the ink composition includes a colorant selected from the group consisting of Pigment Orange 16 and Pigment Orange 64. Any orange, red or brown opaque pigment also may be employed in the present invention. Examples of other pigments suitable for use in the present invention include, but are not limited to, the pigments Pigment Orange 34, Pigment Orange 36, Pigment Orange 61, Pigment Orange 62, orange pigments containing nickel, Pigment Red 254, Pigment Red 255, and Pigment Brown 5. If desired, a mixture of pigments and dyes, which dissolve in the ink composition, can be used to modify the final color of the ink. Preferred pigments are Pigment Red 254, Pigment Red 255 and orange pigments based on nickel.
  • the pigments added to the ink either are dispersed with a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersing agents with pigment-affinic groups. If desired, a mixture of polymeric hyperdispersants, polymeric dispersants with pigment-affinic groups and polymers may be used. Suitable polymers include vinyl acetate vinyl chloride copolymers; vinyl acetate vinyl chloride terpolymers; urea aldehyde resins; polyketone resins; polyester resins; acrylic resins; styrene acrylic resins; polyurethanes; phenol-based resins; cellulose-based resins, including cellulose nitrate, cellulose acetate butyrate.
  • Urea aldehyde resins and vinyl acetate vinyl chloride copolymers and vinyl acetate vinyl chloride terpolymers having molecular weight in the range 5,000 to 70,000 are preferred.
  • Vinyl acetate vinyl chloride copolymers and vinyl acetate vinyl chloride terpolymers having molecular weight in the range 15,000 to 50,000 are even more preferred.
  • preferred polymers that are useful in the present invention include, but are not limited to, the solution vinyl resins sold under the commercial name of UCAR by Union Carbide, Bound Brook, New Jersey.
  • a variety of grades vinyl resins are sold under this name and include UCAR SOLUTION VMCA, VMCCA, VMCH, VROH, VYHH and VYHD.
  • An example of a preferred urea aldehyde polymer includes, but is not limited to, LAROPAL A 81 resin, sold by BASF Corporation in Charlotte, NC.
  • the variety of grades of suitable polymeric hyperdispersants includes DISPERBYK 116, DISPERBYK 140, SOLSPERSE 17000, SOLSPERSE 20000, SOLSPERSE 24000, SOLSPERSE 32000, SOLSPERSE 34750, EFKA 4008, EFKA 4009, EFKA 4046, EFKA 4047, EFKA 4048, EFKA 4520, EFKA 4010, EFKA 4050, EFKA 4055, EFKA 4400, EFKA 4401, EFKA 4403, EFKA 4530, EFKA 4560.
  • SOLSPERSE 24000, SOLSPERSE 20000, EFKA 4050, EFKA 4055 are preferred.
  • Examples of preferred polymeric dispersing agents with pigment affinic groups include, but are not limited to, those sold by Avecia in Wilmington, Delaware under the SOLSPERSE name and those sold by BYK-Chemie in Wellingford, CT under the DISPERBYK name.
  • the variety of grades includes DISPERBYK 115, DISPERBYK 160, DISPERBYK 161, DISPERBYK 162, DISPERBYK 163, DISPERBYK 169, DISPERBYK 182, SOLSPERSE 5000, SOLSPERSE 12000 and SOLSPERSE 22000, DISPERBYK 163, DISPERBYK 166, DISPERBYK 167 and DISPERBYK 168.
  • the ink-jet ink of the invention also can include a conductivity agent, such as a conductive salt.
  • a conductivity agent such as a conductive salt.
  • preferred conductivity salts include, but are not limited to potassium and ammonium thiocyanate, lithium nitrate, alkylammonium salts.
  • Preferred conductivity salts include, but are not limited to, tetrabutylammonium nitrate and tetrabutylammonium tetrafluoroborate. Especially preferred is tetrabutylammonium nitrate.
  • the preferred viscosity range is 1.2 to about 20 centipoise at 25°C.
  • the surface tension and the wetting properties of a particular ink formulation of the set invention on the nozzle and substrate may be controlled by the small addition of surfactants or solvents.
  • Humectants may be added to the set ink-jet ink formulation to reduce the evaporation of the ink from the nozzle.
  • the humectant has a boiling point of greater than 100°C.
  • Examples of humectants include, but are not limited to, glycerine and propylene glycol.
  • the ink-jet formulation of the set invention may contain additives for improving the compatibility and stability of the ink-jet formulation.
  • the ink-jet ink formulation in the present invention may be prepared by any known standard methods. The following examples illustrate the present invention and should not be construed as in any way limiting its scope. All percentages expressed herein are percentages by weight, based on the total weight of the ink composition of the present invention.
  • the above ink formulations were prepared and tested on a variety of black and white colored substrates.
  • the inks were opaque and showed up clearly on white and black substrates.
  • the adhesion of the inks as defined by the standard tape test was satisfactory.
  • Printer stability and reliability tests were performed in an ink-jet printer.
  • the ink-jet inks performed satisfactorily with no clogging of nozzles or blockage of filters.
  • the settling properties of the inks were satisfactory. No settling of the pigment was obtained when aged at 60°C for 1 month or stored at room temperature for 1 year.
  • titanium dioxide or other white pigments may be added. This particular modification of the set invention may lead to settling of the pigment.
  • the ink can be used reliably in an ink-jet printer, which is fitted with a mechanical device to keep the pigment suspended in the ink.

Abstract

An ink-jet ink includes: a colorant selected from the group consisting of Pigment Orange 16 and Pigment Orange 64; a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersing agents with pigment-affinic groups; a polymer; and a solvent.

Description

NON-SETTLING AND STABLE OPAQUE PIGMENTED INK- JET INK
BACKGROUND OF THE INVENTION
Ink-jet printing is a non-contact method of printing in which droplets of ink are produced and directed through at least one orifice onto a substrate. Ink-jet printing can be subdivided into two general technology groups; continuous ink-jet printing and drop-on-demand ink-jet printing. In continuous ink-jet printing, the ink droplets are produced continuously. A charge is applied to the ink droplets, which then are deflected through an electrostatic field. The charged droplets are either controlled to return to the ink chamber through a gutter return system or are directed onto a specific location on a moving substrate. In drop-on-demand ink-jet printing, droplets of inks are not charged and are formed or expelled from the orifice when required for printing on the moving substrate.
Ink-jet ink compositions must meet certain requirements to work reliably in ink-jet printers. These properties relate to viscosity, solubility, surface tension, and compatibility of components. Further, the ink must be quick-drying and capable of producing a clear and distinct image on the substrate. For use in continuous ink printers, ink compositions require sufficient conductivity for reliable ink droplet charging.
Traditionally, white pigmented ink-jet inks, based on titanium dioxide have been used to print onto black substrates. These inks can settle over a period of time, leading to poor ink shelf life and the clogging of the ink-jet nozzles, when run in the printer. Titanium dioxide based ink-jet inks can be used only in ink-jet printers, which are fitted with a mechanical mechanism for keeping the white pigment suspended. These particular inks cannot be used in dye-based continuous ink-jet printers or drop-on-demand printers, where there is no mechanical means of keeping the pigment suspended. It is a desired benefit for ink-jet printing to have universal colored opaque ink to print onto both white and black substrates. This will allow customers to use one ink to print onto a wide variety of colored substrates without having the need to remove or swap inks from the ink-jet printer. White opaque ink- jet ink compositions will not show up clearly on white substrates. Yellow opaque and light blue opaque ink-jet ink compositions are currently available in the market places. These inks often either do not run reliably in ink-jet printers, or they contain titanium dioxide in addition to the yellow or blue colorant and so will be requiring an external mechanism in the ink-jet printer to keep the white pigment suspended or they do not provide sufficient opacity on both white and black substrates.
The objective of this invention is to provide a more improved and reliable pigmented ink composition, suitable for use in ink-jet printers to provide opaque images. A second objective of this invention is to produce a robust orange pigmented ink to run reliably in an ink-jet printer. Another objective of this invention is to produce an opaque pigmented ink, that has good shelf life and stability. A further objective of this invention is to produce an opaque ink composition, which is non-settling and can be used in ink-jet printers, which do not employ a mechanical device to keep the pigment in the ink suspended. Yet another objective is to produce a robust reliable ink-jet ink composition, which has good shelf life stability and good adhesion to porous and non-porous substrates.
SUMMARY OF THE INVENTION
The invention relates to an ink-jet ink. The ink-jet ink includes: a colorant selected from the group consisting of Pigment Orange 16 and Pigment Orange 64; a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersants with pigment-affinic groups; a polymer; and a solvent.
The present invention provides a non-settling ink suitable for use in ink-jet printers for printing opaque images onto both white and black substrates. An advantage of the ink in this invention is that it has an extended shelf life and can be used reliably in both opaque and non-opaque ink-jet printers and does not lead to the clogging of nozzles or the blockage of the filters fitted in the ink systems of ink-jet printing systems. DETAILED DESCRIPTION OF THE INVENTION
A description of preferred embodiments of the invention follows. The ink-jet composition of the present invention includes a solvent, a pigment selected from the group consisting of Pigment Orange 16 and Pigment Orange 64, a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersing agents with pigment-affinic groups, and a polymer. In addition, the formulation may include a conductivity agent, other additives and additional colorants. The choice of materials is wide and will depend on the application and properties required. Solvents suitable for the enclosed invention include diacetone alcohol, methoxy propyl acetate, 2-pyrrolidinones and the like, substituted pyrrolidinones such as N-methyl pyrrolidinone and the like, ketones such as acetone, methyl isobutyl ketone, methyl ketone, diethyl ketone, cyclohexanone and the like, esters such as ethyl acetate, butyl acetate, methyl acetate, tertiary butyl acetate and the like, lactates such as butyl lactate, ethyl lactate and the like, alcohols such as methanol, ethanol, n-butanol, n-propanol, isopropanol and the like, hydrocarbon solvents such as hexane, cyclohexane and the like, glycols such as ethylene glycol, propylene glycol and the like, glycol ethers such as ethylene glycol dimethyl ether, ethylene glycol diethylether, a dialkylether of ethylene glycol, CELLOSOLVE, diethylene glycol dimethylether, diethylene glycol diethylether, lactones, sulfones, water and the other solvents commonly known to one skilled in the art. Methyl ethyl ketone is a preferred solvent. If desired, a mixture of solvents can be employed.
The ink composition includes a colorant selected from the group consisting of Pigment Orange 16 and Pigment Orange 64. Any orange, red or brown opaque pigment also may be employed in the present invention. Examples of other pigments suitable for use in the present invention include, but are not limited to, the pigments Pigment Orange 34, Pigment Orange 36, Pigment Orange 61, Pigment Orange 62, orange pigments containing nickel, Pigment Red 254, Pigment Red 255, and Pigment Brown 5. If desired, a mixture of pigments and dyes, which dissolve in the ink composition, can be used to modify the final color of the ink. Preferred pigments are Pigment Red 254, Pigment Red 255 and orange pigments based on nickel.
The pigments added to the ink either are dispersed with a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersing agents with pigment-affinic groups. If desired, a mixture of polymeric hyperdispersants, polymeric dispersants with pigment-affinic groups and polymers may be used. Suitable polymers include vinyl acetate vinyl chloride copolymers; vinyl acetate vinyl chloride terpolymers; urea aldehyde resins; polyketone resins; polyester resins; acrylic resins; styrene acrylic resins; polyurethanes; phenol-based resins; cellulose-based resins, including cellulose nitrate, cellulose acetate butyrate. Urea aldehyde resins and vinyl acetate vinyl chloride copolymers and vinyl acetate vinyl chloride terpolymers having molecular weight in the range 5,000 to 70,000 are preferred. Vinyl acetate vinyl chloride copolymers and vinyl acetate vinyl chloride terpolymers having molecular weight in the range 15,000 to 50,000 are even more preferred. Examples of preferred polymers that are useful in the present invention include, but are not limited to, the solution vinyl resins sold under the commercial name of UCAR by Union Carbide, Bound Brook, New Jersey. A variety of grades vinyl resins are sold under this name and include UCAR SOLUTION VMCA, VMCCA, VMCH, VROH, VYHH and VYHD. An example of a preferred urea aldehyde polymer includes, but is not limited to, LAROPAL A 81 resin, sold by BASF Corporation in Charlotte, NC.
The variety of grades of suitable polymeric hyperdispersants includes DISPERBYK 116, DISPERBYK 140, SOLSPERSE 17000, SOLSPERSE 20000, SOLSPERSE 24000, SOLSPERSE 32000, SOLSPERSE 34750, EFKA 4008, EFKA 4009, EFKA 4046, EFKA 4047, EFKA 4048, EFKA 4520, EFKA 4010, EFKA 4050, EFKA 4055, EFKA 4400, EFKA 4401, EFKA 4403, EFKA 4530, EFKA 4560. Among these preferred polymeric hyperdispersants, even more preferred are SOLSPERSE 24000, SOLSPERSE 20000, EFKA 4050, EFKA 4055. Examples of preferred polymeric dispersing agents with pigment affinic groups include, but are not limited to, those sold by Avecia in Wilmington, Delaware under the SOLSPERSE name and those sold by BYK-Chemie in Wellingford, CT under the DISPERBYK name. The variety of grades includes DISPERBYK 115, DISPERBYK 160, DISPERBYK 161, DISPERBYK 162, DISPERBYK 163, DISPERBYK 169, DISPERBYK 182, SOLSPERSE 5000, SOLSPERSE 12000 and SOLSPERSE 22000, DISPERBYK 163, DISPERBYK 166, DISPERBYK 167 and DISPERBYK 168.
The ink-jet ink of the invention also can include a conductivity agent, such as a conductive salt. Examples of preferred conductivity salts include, but are not limited to potassium and ammonium thiocyanate, lithium nitrate, alkylammonium salts. Preferred conductivity salts include, but are not limited to, tetrabutylammonium nitrate and tetrabutylammonium tetrafluoroborate. Especially preferred is tetrabutylammonium nitrate.
Various, known polymers and other viscosity modifying agents may be added to the set invention, as needed to adjust the viscosity, the preferred viscosity range is 1.2 to about 20 centipoise at 25°C.
The surface tension and the wetting properties of a particular ink formulation of the set invention on the nozzle and substrate may be controlled by the small addition of surfactants or solvents.
Humectants may be added to the set ink-jet ink formulation to reduce the evaporation of the ink from the nozzle. The humectant has a boiling point of greater than 100°C. Examples of humectants include, but are not limited to, glycerine and propylene glycol.
The ink-jet formulation of the set invention may contain additives for improving the compatibility and stability of the ink-jet formulation. The ink-jet ink formulation in the present invention may be prepared by any known standard methods. The following examples illustrate the present invention and should not be construed as in any way limiting its scope. All percentages expressed herein are percentages by weight, based on the total weight of the ink composition of the present invention.
Figure imgf000008_0001
*A 50% Pigment Orange 64 UCAR Vinyl VYHD dispersion from Akrochem *B 50% Pigment Orange 64 UCAR Vinyl VROH dispersion from Akrochem *c 50% Pigment Red 254/UCAR Vinyl VYHD dispersion from Akrochem
The above ink formulations were prepared and tested on a variety of black and white colored substrates. The inks were opaque and showed up clearly on white and black substrates. The adhesion of the inks as defined by the standard tape test was satisfactory. Printer stability and reliability tests were performed in an ink-jet printer. The ink-jet inks performed satisfactorily with no clogging of nozzles or blockage of filters. The settling properties of the inks were satisfactory. No settling of the pigment was obtained when aged at 60°C for 1 month or stored at room temperature for 1 year. In order to improve the opacity of the ink further in this set invention, titanium dioxide or other white pigments may be added. This particular modification of the set invention may lead to settling of the pigment. The ink can be used reliably in an ink-jet printer, which is fitted with a mechanical device to keep the pigment suspended in the ink. EQUIVALENTS
Those skilled in the art will recognize, or be able to ascertain using no more than routine experimentation, many equivalents to the specific embodiments of the invention described herein. Such equivalents are intended to be encompassed by the following claims.

Claims

CLAIMSWhat is claimed is:
1. An ink-jet ink, comprising: a) a colorant selected from the group consisting of Pigment Orange 16 and Pigment Orange 64; b) a dispersant selected from the group consisting of polymeric hyperdispersants and polymeric dispersing agents with pigment- affinic groups; c) a polymer; and d) a solvent.
2. An ink according to Claim 1, wherein the colorant is present in an amount in a range of between about 2% and about 40% by weight of the ink.
3. An ink according to Claim 1, wherein the solvent is present in an amount up to about 90% by weight, the pigment is present in an amount up to about 40% by weight and the polymer is present in an amount up to about 30% by weight.
4. An ink according to Claim 3, wherein the solvent is selected from the group consisting of lactates, esters, alcohols, ketones, acetates, hydrocarbons, lactones, sulfones, glycols and glycol ethers.
5. An ink according to Claim 1, wherein the solvent includes 2-pyrrolidinone.
6. An ink according to Claim 1, wherein the solvent includes a substituted pyrrolidinone.
7. An ink according to Claim 1 , wherein the solvent includes a dialkylether of ethylene glycol.
8. An ink according to Claim 1, wherein the solvent includes diacetone alcohol.
9. An ink according to Claim 1, further including a conductivity agent.
10. An ink according to Claim 1, further including an additional pigment, said additional pigment selected from the group consisting of orange, red or brown pigment.
11. An ink according to Claim 1 , wherein said pigment is dissolved in the solvent of the ink.
12. An ink according to Claim 1 , wherein said ink is opaque on both black and white substrates.
13. An ink, comprising 1-5% by weight of a conductivity agent.
14. An ink according to Claim 13, wherein the conductivity agent is selected from the group consisting of potassium, ammonium thiocyanate, lithium nitrate and alkylammonium salts.
PCT/US2000/010078 1999-04-16 2000-04-14 Non-settling and stable opaque pigmented ink-jet ink WO2000063305A1 (en)

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Cited By (14)

* Cited by examiner, † Cited by third party
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WO2004029167A1 (en) * 2002-09-26 2004-04-08 Ciba Specialty Chemicals Holding Inc. Pigment compositions for oil-based lithographic printing inks
WO2005054381A1 (en) * 2003-12-06 2005-06-16 Clariant Gmbh Solvent based colorant preparations for ink jet printing
WO2005103170A1 (en) * 2004-03-25 2005-11-03 Ppg Industries Ohio, Inc. Process for manufacturing powder coating compositions introducing hard to incorporate additives and/or providing dynamic color control
US7148268B2 (en) 2003-10-24 2006-12-12 Videojet Technologies Inc. Opaque ink jet ink composition
US7279511B2 (en) 2002-12-09 2007-10-09 Videojet Technologies Inc. Opaque ink jet ink composition
US7666338B2 (en) 2004-03-25 2010-02-23 Ppg Industries Ohio, Inc. Focused heat extrusion process for manufacturing powder coating compositions
US7833334B2 (en) 2005-03-18 2010-11-16 Marken-Imaje Ink composition for continuous deviated jet printing
WO2012120088A2 (en) 2011-03-09 2012-09-13 Markem-Imaje Ink composition for continuous deflected jet printing
US8557895B2 (en) 2003-06-24 2013-10-15 Ppg Industries Ohio, Inc. Aqueous dispersions of polymer-enclosed particles, related coating compositions and coated substrates
EP2689937A1 (en) * 2012-07-24 2014-01-29 Hewlett-Packard Indigo B.V. Inkjet printing
EP2740773A1 (en) 2006-10-11 2014-06-11 Agfa Graphics Nv Curable pigment inkjet ink sets and methods for preparing the said ink sets
CN104583345A (en) * 2012-07-24 2015-04-29 惠普深蓝有限责任公司 Inkjet printing
US9080070B2 (en) 2012-04-03 2015-07-14 Gem Gravure Co., Inc. Inkjet ink for printing on fluoropolymers
WO2017017472A1 (en) * 2015-07-29 2017-02-02 Fujifilm Speciality Ink Systems Limited A printing ink

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EP0753552A1 (en) * 1995-01-27 1997-01-15 Toyo Ink Manufacturing Co., Ltd. Recording fluid for ink-jet printing and process for production thereof
EP0799870A2 (en) * 1996-04-01 1997-10-08 Toyo Ink Manufacturing Co., Ltd. Ink jet recording liquid
GB2325670A (en) * 1997-05-30 1998-12-02 Staedtler Fa J S Ink for application of variable colour marks

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EP0753552A1 (en) * 1995-01-27 1997-01-15 Toyo Ink Manufacturing Co., Ltd. Recording fluid for ink-jet printing and process for production thereof
EP0799870A2 (en) * 1996-04-01 1997-10-08 Toyo Ink Manufacturing Co., Ltd. Ink jet recording liquid
GB2325670A (en) * 1997-05-30 1998-12-02 Staedtler Fa J S Ink for application of variable colour marks

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004029167A1 (en) * 2002-09-26 2004-04-08 Ciba Specialty Chemicals Holding Inc. Pigment compositions for oil-based lithographic printing inks
US7279511B2 (en) 2002-12-09 2007-10-09 Videojet Technologies Inc. Opaque ink jet ink composition
US8557895B2 (en) 2003-06-24 2013-10-15 Ppg Industries Ohio, Inc. Aqueous dispersions of polymer-enclosed particles, related coating compositions and coated substrates
US7148268B2 (en) 2003-10-24 2006-12-12 Videojet Technologies Inc. Opaque ink jet ink composition
WO2005054381A1 (en) * 2003-12-06 2005-06-16 Clariant Gmbh Solvent based colorant preparations for ink jet printing
WO2005103170A1 (en) * 2004-03-25 2005-11-03 Ppg Industries Ohio, Inc. Process for manufacturing powder coating compositions introducing hard to incorporate additives and/or providing dynamic color control
US7666338B2 (en) 2004-03-25 2010-02-23 Ppg Industries Ohio, Inc. Focused heat extrusion process for manufacturing powder coating compositions
US8987349B2 (en) 2004-03-25 2015-03-24 Ppg Industries Ohio, Inc. Aqueous dispersions of polymer-enclosed particles, related coating compositions and coated substrates
US7833334B2 (en) 2005-03-18 2010-11-16 Marken-Imaje Ink composition for continuous deviated jet printing
EP2740773A1 (en) 2006-10-11 2014-06-11 Agfa Graphics Nv Curable pigment inkjet ink sets and methods for preparing the said ink sets
EP2801594A2 (en) 2006-10-11 2014-11-12 Agfa Graphics Nv Methods for preparing curable pigment inkjet ink sets
US11407915B2 (en) 2011-03-09 2022-08-09 Markem-Imaje Holding Ink composition for continuous deflected jet printing
WO2012120088A2 (en) 2011-03-09 2012-09-13 Markem-Imaje Ink composition for continuous deflected jet printing
US9080070B2 (en) 2012-04-03 2015-07-14 Gem Gravure Co., Inc. Inkjet ink for printing on fluoropolymers
CN104583345A (en) * 2012-07-24 2015-04-29 惠普深蓝有限责任公司 Inkjet printing
WO2014016112A3 (en) * 2012-07-24 2014-03-20 Hewlett-Packard Indigo B.V. Inkjet printing
US9683117B2 (en) 2012-07-24 2017-06-20 Hewlett-Packard Indigo B.V. Inkjet printing
US9822269B2 (en) 2012-07-24 2017-11-21 Hewlett-Packard Indigo B.V. Inkjet printing
EP2689937A1 (en) * 2012-07-24 2014-01-29 Hewlett-Packard Indigo B.V. Inkjet printing
WO2017017472A1 (en) * 2015-07-29 2017-02-02 Fujifilm Speciality Ink Systems Limited A printing ink
GB2556590A (en) * 2015-07-29 2018-05-30 Fujifilm Speciality Ink Systems Ltd A printing ink

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