WO2001010963A1 - Ink compositions having modified pigments with high or low treatment levels - Google Patents
Ink compositions having modified pigments with high or low treatment levels Download PDFInfo
- Publication number
- WO2001010963A1 WO2001010963A1 PCT/US2000/020940 US0020940W WO0110963A1 WO 2001010963 A1 WO2001010963 A1 WO 2001010963A1 US 0020940 W US0020940 W US 0020940W WO 0110963 A1 WO0110963 A1 WO 0110963A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pigment
- group
- organic group
- ink
- modified
- Prior art date
Links
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
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/324—Inkjet printing inks characterised by colouring agents containing carbon black
-
- 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
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
-
- 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 relates to ink compositions having modified pigments with high or low levels of organic treatment.
- the ink compositions exhibit improved intercolor bleed properties and are suitable in inkjet printing inks and in inks incorporating such modified pigments.
- Inkjet printing is a non-impact process wherein droplets of ink are produced and deposited on a substrate such as paper, transparent film, polymer sheet, or textile material in response to an electronic signal.
- Inkjet printing systems are typically 0 classified by two known types: continuous stream or drop on demand. Thermal or bubble jet drop-on-demand inkjet printers are useful outputs for personal computers in the office and in the home.
- a common problem associated with certain inkjet printing processes is that color can "bleed” between different color regions of the printed substrate.
- “Bleed” is defined 5 as the migration of one ink color into a region of another ink color, particularly when black ink moves into a region of any other color.
- an inkjet printer is capable of printing with colored ink such as magenta, cyan, yellow, and black ink. When the two colors are printed side by side, there is a tendency for the colors to bleed into one another. When color bleed occurs, the boundary between adjacent color regions o becomes indistinct or blurred, resulting in a low resolution printed image. To produce high resolution colored images using inkjet printing processes, there is a need for ink compositions that exhibit low or improved intercolor bleed.
- Ink compositions that are useful in imaging applications, such as inkjet ink printing systems, are well known and generally contain water-soluble dyes.
- 5 dye based inks are suitable for their intended purpose, dyes have several disadvantages when used in inkjet inks.
- dyes, being water-soluble in a water/organic mixture may dissolve and run when exposed to moisture or water.
- Dye images may further smear or rub off on contact with felt pen markers or upon being rubbed or touched by fingers.
- Dyes also exhibit poor stability when exposed to visible, ultraviolet 0 light, or sunlight.
- dyes can have a problem with intercolor bleed.
- the present invention relates to ink compositions having modified pigments 5 with high or low treatment levels.
- the ink compositions contain modified pigments with high treatment levels and at least one liquid vehicle.
- the modified pigment is a pigment having attached at least one organic group.
- the organic group is substituted with at least one anionic group, at least one anionizable group, or a mixture thereof.
- the organic group is present at a treatment level of from about 4.5 to about 7.5 o micromoles/m 2 of the pigment used based on nitrogen surface area of the pigment.
- the present invention also relates to ink compositions having modified pigments with low treatment levels.
- Ink compositions having modified pigments with low treatment levels comprise 1) at least one liquid vehicle and 2) at least one modified pigment.
- the modified pigment is a pigment having attached at least one organic group.
- the organic group is substituted with at least one cationic group, at least one cationizable group, or a mixture thereof.
- the organic group is present at a treatment level of from about 1.0 to about 4.0 micromoles of the pigment used based on nitrogen surface area of the pigment.
- the pigment can be a carbon product, a colored pigment other than a carbon product, a multi-phase aggregate comprising at least one carbon phase and at least one silicon-containing species phase, a multi-phase aggregate containing at least one carbon phase and at least one metal-containing species phase, a partially silica coated carbon black, or mixtures thereof.
- the organic group can comprise at least one aromatic group or C C 2 o alkyl group, or mixtures or combinations thereof.
- the liquid vehicle is preferably aqueous.
- the present invention further relates to methods for improving intercolor bleed properties of an ink, by introducing the above-described modified pigments to the ink.
- the present invention also relates to inkjet ink compositions comprising the above- described ink compositions. Additional features and advantages of the present invention are set forth in the detailed description and examples that follow, or may be learned by practice of the present invention. These aspects and other advantages will be realized and obtained by the various embodiments described and pointed out in the claims.
- the present invention relates to ink compositions having modified pigments with high or low treatment levels.
- Ink compositions having modified pigments with high treatment levels contain 1) at least one liquid vehicle and 2) at least one modified pigment.
- the modified pigment is a pigment having attached at least one organic group.
- the organic group is substituted with at least one anionic group, at least one anionizable group, or a mixture thereof.
- An anionizable group means an ionizable group capable of forming an anion.
- the organic group is present at a treatment level of from about 4.5 to about 7.5 micromoles/m 2 of the pigment used based on nitrogen surface area of the pigment.
- the organic group is present at a treatment level of from about 5.0 to about 7.0 micromoles/m 2 of the pigment used based on nitrogen surface area of the pigment.
- the pigment can be any pigment that can be modified with the attachment of at least one organic group. Examples include, but are not limited to, a carbon product, a colored pigment other than a carbon product, a multi-phase aggregate comprising at least one carbon phase and at least one silicon-containing species phase, a multi-phase aggregate containing at least one carbon phase and at least one metal- containing species phase, a partially silica coated carbon black, or mixtures thereof.
- Carbon, as used herein, may be of the crystalline or amorphous type. Examples include, but are not limited to, graphite, carbon black, carbon fiber, vitreous carbon, activated charcoal, or activated carbon. Finely divided forms of the above are preferred.
- Colored pigments include but are not limited to, colored pigments such as blue, brown, cyan, green, violet, magenta, red, yellow, as well as mixtures thereof.
- Suitable classes of color pigments include, for example, anthraquinones, phthalocyanine blues, phthalocyanine greens, diazos, monoazos, pyranthrones, perylenes, heterocyclic yellows, quinacridones, and (thio)indigoids.
- Such pigments are commercially available in either powder or press cake form from a number of sources including, BASF Corporation, Engelhard Corporation and Sun Chemical Corporation.
- black pigments include various carbon blacks (Pigment 5 Black 7) such as channel blacks, furnace blacks and lamp blacks, and include, for example, carbon blacks sold under the Regal®, Black Pearls®, Elftex®, Monarch®, Mogul®, and Vulcan® trademarks available from Cabot Corporation (such as Black Pearls® 2000, Black Pearls® 1400, Black Pearls® 1300, Black Pearls® 1100, Black Pearls® 1000, Black Pearls® 900, Black Pearls® 880, Black Pearls® 800, Black o Pearls® 700, Black Pearls® L, Elftex® 8, Monarch® 1400, Monarch® 1300, Monarch® 1100, Monarch® 1000, Monarch® 900, Monarch® 880, Monarch® 800, Monarch® 700, Mogul® L, Regal® 330, Regal® 400, Vulcan® P).
- carbon blacks sold under the Regal®, Black Pearls®, Elftex®, Monarch®, Mogul®, and Vulcan® trademarks available from
- carbon blacks include, but are not limited to, Printex 40, Printex 80, Printex 300, Printex L, Printex U, Printex V, Special Black 4, Special Black 5, FW200, (the 5 foregoing available from Degussa Corporation), Raven 780, Raven 890, Raven 1020, Raven 1040, Raven 1255, Raven 1500, Raven 5000, Raven 5250 (the foregoing available from Columbian Chemical Corporation) and MAI 00 and MA440 available from Mitsubishi Chemical Corporation.
- the multi-phase aggregate containing at least one carbon phase and at least one o silicon-containing species phase can also be considered a silicon-treated carbon black aggregate and the multi-phase aggregate containing at least one carbon phase and at least one metal-containing species phase can also be considered to be metal-treated carbon black aggregate as long as one realizes that in either case, the silicon-containing species and/or metal-containing species are a phase of the aggregate just like the carbon 5 phase.
- the metal-treated carbon blacks are aggregates containing at least one carbon phase and at least one metal-containing species phase.
- the metal-containing species include compounds containing aluminum, zinc, magnesium, calcium, titanium, vanadium, cobalt, nickel, zirconium, tin, antimony, chromium, neodymium, lead, o tellurium, barium, cesium, iron, and molybdenum.
- the metal-containing species phase is an aluminum- or zinc-containing species phase.
- the metal- containing species phase(s) can be distributed through at least a portion of the aggregate and is an intrinsic part of the aggregate.
- a partially silica coated carbon product can also be used as the pigment, such as that described in PCT Publication No. WO 96/37547, published November 28, 1996, which is hereby incorporated in its entirety herein by reference.
- the pigment can have any particle size suitable for use in inks and/or coatings.
- a higher surface area is preferred, such as about 200 m 2 /g or higher, and a low DBP is also preferred, such as from about 60 to about 100.
- the modified pigment is a pigment having attached at least one organic group.
- the organic group can be at least one aromatic group and/or C C 20 alkyl group and can be directly attached to the pigment.
- the aromatic group includes, but is not limited to, unsaturated cyclic hydrocarbons containing one or more rings.
- the aromatic group may be substituted or unsubstituted.
- Aromatic groups include, but are not limited to, aryl groups (for example, phenyl, naphthyl, anthracenyl, and the like), and heteroaryl groups (imidazolyl, pyrazolyl, pyridinyl, thienyl, thiazolyl, furyl, triazinyl, indolyl, and the like).
- the organic group can also be an olefin group, a styrenic group, an acrylate group, an amide group, an ester group, or mixtures thereof.
- the organic group can be a polymeric group, such as a polyolefm group, a polystyrenic group, a polyamide group, a polyester group, or mixtures thereof.
- the organic group can also be an alkylene oxide.
- the liquid vehicle is preferably aqueous.
- examples include, but are not limited to, water, water-soluble organic solvents, other organic solvents, and the like.
- Anionizable functional groups forming anions include, for example, acidic groups or salts of acidic groups.
- the organic group therefore, can include groups derived from organic acids.
- the organic group when the organic group contains an ionizable group forming an anion, the organic group has a) an aromatic group or C r C 2o alkyl group and b) at least one acidic group having a pKa of less than 11, or at least one salt of a acidic group having a pKa of less than 11, or a mixture of at least one acidic group having a pKa of less than 11 and at least one salt of an acidic group having a pKa of less than 11.
- the pKa of the acidic group refers to the pKa of the organic group as a whole, not just the acidic substituent. More preferably, the pKa is less than 10 and most preferably less than 9.
- the aromatic group may be further substituted or unsubstituted, for example, with alkyl groups. More preferably, the organic group is a phenyl or a naphthyl group and the acidic group is a sulfonic acid group, a sulfuric acid group, a phosphonic acid group, or a carboxylic acid group.
- the naphthyl group may be mono- substituted with an acidic group on either ring.
- the naphthyl group may also be substituted with two or more acidic groups, with the acidic groups on the same or different rings.
- ionic or ionizable groups include -COOH, -SO 3 H and - PO 3 H 2 , -SO 2 NHCOR, and their salts, for example, -COONa, -COOK, -COO " NR 4 + , - SO 3 Na, -SO NR , and PO 3 Na 2 , where R is a saturated or unsaturated alkyl or phenyl group.
- Particularly preferred ionic or ionizable substituents are -COOH and -SO 3 H and their sodium and potassium salts.
- the modified pigment may be prepared preferably by reacting a pigment, such as carbon black, with a diazonium salt in a liquid reaction medium to attach at least one organic group to the surface of the pigment.
- the diazonium salt may contain the organic group to be attached to the pigment.
- a diazonium salt is an organic compound having one or more diazonium groups.
- Preferred reaction media include water, any medium containing water, and any medium containing alcohol. Water is the most preferred medium. Examples of modified carbon products, wherein the carbon is carbon black, and various preferred methods for their preparation are described in U.S. Patent No. 5,851,280 entitled "Reaction of Carbon Black with Diazonium Salts, Resulting Carbon Black," incorporated herein by reference in its entirety.
- modified carbon products wherein the carbon is not carbon black
- various preferred methods for their preparation are described in U.S. Patent No. 5,554,739, 5,837,045, WO 96/18696 and WO 96/18688, incorporated herein by reference in their entirety.
- the pigments other than carbon products can be prepared in a similar manner.
- the amount of organic group attached to the pigment is an important factor for purposes of the subsequent use of the modified pigment and such applications as inkjet ink compositions, coating formulations, and ink systems.
- the treatment levels should be of a high level especially if excellent resistance to intercolor bleed is desired.
- the treatment levels of organic groups may be from about 4.5 to about 7.5 micromoles/m 2 of the pigment used, more preferably from about 5.0 to about 7.0 micromoles/m 2 of the pigment used, based on nitrogen surface area of the pigment.
- the treatment level refers to the amount of organic group that is reacted in the presence of the pigment. The amount attached will typically be a percentage of this level depending on such factors as pigment, type of organic group and processing conditions.
- the optimum treatment level is a balance between properties such as optical density, waterfastness, and intercolor bleed. Treatment levels that provide higher optical density and better waterfastness tend to compromise intercolor bleed. Thus, there is a need to find the right balance of these properties which is accomplished by the present invention.
- the ink compositions of the present invention may be prepared utilizing conventional techniques know to those skilled in the art, such as combining or mixing the desired components in a suitable medium.
- the ink compositions are aqueous systems and include therein a significant amount of water, preferably deionized or distilled water.
- the amount of water or similar medium is generally present in an amount ranging from about 60% to about 95%, preferably from about 75% to about 90%, based on the weight of the ink composition.
- Suitable additives are generally incorporated into the ink compositions to impart a number of desired properties while maintaining the stability of the compositions.
- Such additives are well known in the art and include humectants, biocides, binders, drying accelerators, penetrants, surfactants, and the like.
- humectants may be added to reduce the rate of evaporation of water in the ink to minimize print head nozzle clogging. If the ink begins to dry out, the humectant concentration increases and evaporation is decreased further.
- Humectants may also affect other properties of the ink and prints made therefrom, such as viscosity, pH, surface tension, optical density, and print quality.
- Such humectants typically include ethylene glycol, propylene glycol, diethylene glycols, glycerine, dipropylene glycols, polyethylene glycols, polypropylene glycols, alkane diols, amides, ethers, carboxylic acids, esters, alcohols, organsulfides, organosulfoxides, sulfones, alcohol derivatives, 2-pyrrolidone, ether derivatives, amino alcohols, and ketones.
- the amount of a particular additive will vary depending on a variety of factors including the molecular weight of the polymers, the viscosity, the amount added, as well as the nature of the polymers, the nature of any organic groups attached to the pigment, e.g., modified carbon black products.
- the present invention also relates to a method for improving intercolor bleed properties of an ink, by introducing at least one modified pigment to the ink, wherein the modified pigment is described above using the treatment levels described earlier.
- the present invention further relates to ink compositions having modified pigments with low treatment levels.
- Ink compositions having modified pigments with low treatment levels comprise 1) at least one liquid vehicle and 2) at least one modified pigment.
- the modified pigment is a pigment having attached at least one organic group.
- the organic group is substituted with at least one cationic group, at least one cationizable group, or a mixture thereof.
- the organic group is present at a treatment level of from about 1.0 to about 4.0 micromoles/m 2 of the pigment used based on nitrogen surface area of the pigment.
- the organic group is present at a treatment level of from about 2 to about 3 micromoles/m 2 of the pigment used based on nitrogen surface area of the pigment.
- the treatment level again refers to the amount of organic group that is reacted in the presence of the pigment.
- the amount attached will typically be a percentage of this level depending on such factors as pigment, type of organic group and processing conditions.
- the optimum treatment level is a balance between properties such as optical density, waterfastness and intercolor bleed.
- the amount of organic group attached to the pigment can be important factor for purposes of the subsequent use of the modified pigment and such applications as inkjet ink compositions, coating formulations, and ink systems.
- the levels should be of a low level as described above.
- the results obtained by the present invention are surprising and unexpected since low treatment levels are suitable for inks containing modified pigments with cationic groups, but not inks containing modified pigments with anionic groups. Thus, in certain situations, attaching low levels of organic groups to modified pigments results in better properties.
- a cationizable group is an ionizable group that is capable of forming a cation in the medium of use.
- Amines represent examples of cationizable groups that form cations and cationic groups and can be attached to the same organic groups as discussed above for the anionizable groups that form anions.
- amines may be protonated to form ammonium groups in acidic media.
- Quaternary ammonium groups (-NR 3 + ) and quaternary phosphonium groups (- PR 3 + ) also represent examples of cationic groups and can be attached to the same organic groups as discussed above for anionizable groups that form anions.
- the organic group contains an aromatic group such as phenyl or naphthyl group and a quaternary ammonium or a quaternary phosphonium group.
- Quaternized cyclic amines, and quaternized aromatic amines, can also be used as the organic group.
- the inkjet ink compositions have improved intercolor bleed properties compared to dye based inkjet inks.
- the inkjet ink compositions of the present invention can have an average intercolor bleed of good to excellent.
- the ink compositions of the present invention may be prepared utilizing the same conventional techniques as described earlier. These techniques include, but are not limited to, combining or mixing the desired components in a suitable medium.
- the present invention further relates to a method for improving intercolor bleed properties of an ink, comprising introducing 1) at least one liquid vehicle and 2) at least one modified pigment to an ink, wherein the modified pigment comprises at least one pigment having attached at least one organic group substituted with at least one cationic group, at least one cationizable group, or a mixture thereof, wherein said organic group is present at treatment levels described earlier.
- the modified pigments of the present invention are also useful in aqueous ink and coating formulations.
- Aqueous includes mixtures of water and other water-miscible or - dispersible substances, such as an alcohol.
- the invention provides an aqueous ink composition comprising water and a modified pigment according to the invention.
- Other known aqueous ink additives may be incorporated into the aqueous ink formulation.
- an ink may consist of the various components described above.
- Various aqueous ink compositions are also disclosed, for example, in United States Patent Nos. 2,833,736; 3,607,813; 4,104,833; 4,308,061; 4,770,706; and 5 ,026,755 , all incorporated herein by reference.
- modified pigments of the present invention are particularly useful in inkjet ink formulations.
- the additives and formulations described in U.S. Patent Nos. 5,571,311 and 5,630,868 can be used herein with the modified pigments of the present invention.
- the modified pigments of the present invention either as a predispersion or as a solid, can be incorporated into an aqueous ink formulation using standard techniques.
- Flexographic inks represent a group of ink compositions.
- Flexographic inks generally include a colorant, a binder, and a non-aqueous or aqueous solvent.
- the modified pigments of the invention may be useful as flexographic ink colorants.
- the modified pigments of the invention may be used in aqueous news inks.
- an aqueous news ink composition may comprise water, the modified pigments of the invention, a resin and conventional additives such as antifoam additives or a surfactant.
- the modified pigments of this invention may also be used in aqueous coating compositions such as paints or finishes.
- an embodiment of the invention is an aqueous coating composition
- aqueous coating composition comprising water, resin and at least one modified pigment according to the invention.
- Other known aqueous coating additives may be incorporated into the aqueous coating composition. See, for example, McGraw- Hill Encyclopedia of Science & Technology, 5th Ed. (McGraw-Hill, 1982), incorporated herein by reference. See also United States Patent Nos. 5,051,464, 5,319,044, 5,204,404, 5,051,464, 4,692,481, 5,356,973, 5,314,945, 5,266,406, and 5,266,361, all incorporated herein by reference.
- the aqueous compositions of the present invention may also comprise additional other coloring pigments (e.g.
- modified pigments of the invention can be incorporated into an aqueous coating composition using standard techniques.
- the modified pigments of the present invention can be used in inkjet inks where the ink formulation may be based on solvents, aqueous media, or an aqueous emulsion.
- the proper level and type of treatment needs to be selected.
- a relatively higher level of anionically modified pigment or a relatively lower level of cationically modified pigment achieved the desired level of performance.
- the following examples are intended to further illustrate, not to limit, the claimed invention.
- Inkjet inks were made using surface modified carbon blacks that are ionically stabilized in water.
- the group attached to the carbon black surface was a carboxylic acid salt with an ammonium counterion.
- These blacks were prepared following a procedure similar to that described in U.S. Patent No. 5,630,868.
- the formula consisted of 3% pigment solids, 7.5% ethylene glycol, 7.5% glycerol, 4% isopropanol, and the remainder deionized water, all by wt% of formulation.
- the inks were then filled in to a cleaned inkjet cartridge (BJC-21) and printed on NSK paper using a Canon BJC 4200 printer.
- the pattern used for the print testing contained on the left side 3 boxes of black text at varying font sizes in each of the three primary colors, cyan, magenta, and yellow and on the right 3 boxes of colored text in black boxes. These prints were visually assessed for intercolor bleed using a 10X magnification loop.
- the morphology of the carbon blacks used in the modification, the treatment level, and the indirect measure of modification (as measured by counterion concentration) are included in Table 1.
- Inkjet inks were made using surface modified furnace carbon blacks that were cationically stabilized in water.
- the group attached to the carbon black surface was a pyridinium quaternary amine salt with nitrate counterion.
- These blacks were prepared following a procedure similar to that described in U.S. Patent No. 5,630,868.
- the formula consisted of 5% pigment solids, 7.0% glycerol, 5.0% diethylene glycol, 7% trimethanol propane and the remainder deionized water (all by wt% of formulation).
- the inks were then filled in to a cleaned inkjet cartridge (BJC-21) and printed on Xerox 4024 paper using a Canon BJC 4200 printer.
- the pattern used for the print testing contained on the left side 3 boxes of black text at varying font sizes in each of the three primary colors, cyan, magenta, and yellow and on the right 3 boxes of colored text in black boxes. These prints were visually assessed for intercolor bleed using a 10X magnification loop.
- the morphology of the carbon blacks used in the modification, the treatment levels, and the indirect measure of modification (as measured by counterion concentration) are included in Table 3.
- Inkjet inks were made using surface modified channel-like carbon blacks that were ionically stabilized in water.
- the volatile content of the carbon black used in this example was significantly higher than the carbon blacks outlined in the previous examples (14.5% vs. ⁇ 1.0%).
- the group attached to the carbon black surface was a carboxylic acid salt with a sodium counterion.
- These blacks were prepared following a procedure similar to that described in U.S. Patent No. 5,360,868.
- the formula consisted of 4% pigment solids, 10.0% 1 ,4-butanediol, 10.0% 2-pyrrolidinone, 4% isopropanol and the remainder deionized water, all by weight of the formulation.
- the inks were then filled in to a cleaned inkjet cartridge (12A1970) and printed on HammermiU DP Fore paper using a Lexmark Color Jetprinter Series 7000 printer.
- the pattern used for the print testing contained small boxes of black text in each of the three primary colors, cyan, magenta, and yellow and small boxes of colored text in black boxes. These prints were visually assessed for intercolor bleed using a 10X magnification loop.
- the morphology of the carbon blacks used in the modification, the treatment levels, and the indirect measure of modification are included in Table 5.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001515760A JP2003506554A (en) | 1999-08-09 | 2000-08-01 | Ink compositions having pigments modified by high or low treatment |
AU63946/00A AU6394600A (en) | 1999-08-09 | 2000-08-01 | Ink compositions having modified pigments with high or low treatment levels |
EP00950919A EP1218457A1 (en) | 1999-08-09 | 2000-08-01 | Ink compositions having modified pigments with high or low treatment levels |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14791799P | 1999-08-09 | 1999-08-09 | |
US60/147,917 | 1999-08-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001010963A1 true WO2001010963A1 (en) | 2001-02-15 |
Family
ID=22523456
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2000/020940 WO2001010963A1 (en) | 1999-08-09 | 2000-08-01 | Ink compositions having modified pigments with high or low treatment levels |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1218457A1 (en) |
JP (1) | JP2003506554A (en) |
AU (1) | AU6394600A (en) |
WO (1) | WO2001010963A1 (en) |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6494943B1 (en) | 1999-10-28 | 2002-12-17 | Cabot Corporation | Ink jet inks, inks, and other compositions containing colored pigments |
US6506245B1 (en) | 1999-10-28 | 2003-01-14 | Cabot Corporation | Ink jet inks, inks, and other compositions containing colored pigments |
WO2003093373A1 (en) * | 2002-04-29 | 2003-11-13 | Ciba Specialty Chemicals Holding Inc. | Compositions and methods for imparting improved rheology on pigment based inks and paints |
US6852156B2 (en) | 2000-06-05 | 2005-02-08 | E.I. Du Pont De Nemours And Company | Self-dispersing pigment and process of making and use of same |
US6896726B2 (en) | 2001-05-18 | 2005-05-24 | Ciba Specialty Chemicals Corp. | Surface-treated organic pigments |
US6899754B2 (en) | 2002-06-06 | 2005-05-31 | E. I. Du Pont De Nemours And Company | Inkjet inks with increased optical density |
EP1650272A2 (en) * | 2004-10-20 | 2006-04-26 | Hewlett-Packard Development Company, L.P. | Self-dispersed pigment mixtures for ink-jet applications |
US7045002B2 (en) | 2002-11-15 | 2006-05-16 | E. I. Du Pont De Nemours And Company | Interactive ink set for inkjet printing |
US7176248B2 (en) | 2002-01-16 | 2007-02-13 | E. I. Du Pont De Nemours And Company | Smear resistant inkjet inks |
US7192472B2 (en) | 2003-09-18 | 2007-03-20 | E. I. Du Pont De Nemours And Company | Inkjet ink composition |
US7351278B2 (en) | 2004-06-09 | 2008-04-01 | E.I. Du Pont De Nemours And Company | Additive for high optical density inkjet ink |
US7425062B2 (en) | 2003-11-12 | 2008-09-16 | E.I. Du Pont De Nemours And Company | Inkjet ink, ink set and method of printing |
US7442723B2 (en) | 2003-09-08 | 2008-10-28 | E.I. Du Pont De Nemours And Company | Inkjet ink, ink set and method of printing |
DE202004021559U1 (en) | 2003-05-19 | 2009-01-02 | E.I. Du Pont De Nemours And Company, Wilmington | inkjet ink |
US8428966B2 (en) | 2009-02-25 | 2013-04-23 | Greenway Medical Technologies, Inc. | System and method for analyzing, collecting, and tracking quality data across a vast healthcare provider network |
US8556402B2 (en) | 2008-05-22 | 2013-10-15 | E I Du Pont De Nemours And Company | Fixer inks for use with ink jet inks |
US8738396B2 (en) | 2002-04-19 | 2014-05-27 | Greenway Medical Technologies, Inc. | Integrated medical software system with embedded transcription functionality |
US8781853B2 (en) | 2002-04-19 | 2014-07-15 | Greenway Medical Technologies, Inc. | Integrated medical software system with location-driven bill coding |
US8827436B2 (en) | 2010-05-27 | 2014-09-09 | E I Du Pont De Nemours And Company | Fixer inks for use with ink jet inks |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0475075A1 (en) * | 1990-08-31 | 1992-03-18 | Xerox Corporation | Ink compositions containing modified pigment particles |
WO1997048769A1 (en) * | 1996-06-17 | 1997-12-24 | Cabot Corporation | Colored pigment and aqueous compositions containing same |
GB2323600A (en) * | 1997-03-24 | 1998-09-30 | Hewlett Packard Co | Mediation of waterfastness in ink-jet ink compositions by partial chemically-treated macromolecular chromophores such as sulphonated/carboxylated carbon black |
WO1999007794A1 (en) * | 1997-08-12 | 1999-02-18 | Cabot Corporation | Modified carbon products with leaving groups for inks and coatings |
WO1999023174A1 (en) * | 1997-10-31 | 1999-05-14 | Cabot Corporation | Particles having an attached stable free radical, polymerized modified particles, and methods of making the same |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL116376A (en) * | 1994-12-15 | 2001-03-19 | Cabot Corp | Aqueous ink jet ink compositions containing modified carbon products |
EP0904327B1 (en) * | 1996-06-14 | 2001-08-22 | Cabot Corporation | Modified colored pigments and ink jet inks containing them |
-
2000
- 2000-08-01 JP JP2001515760A patent/JP2003506554A/en active Pending
- 2000-08-01 AU AU63946/00A patent/AU6394600A/en not_active Abandoned
- 2000-08-01 WO PCT/US2000/020940 patent/WO2001010963A1/en not_active Application Discontinuation
- 2000-08-01 EP EP00950919A patent/EP1218457A1/en not_active Withdrawn
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0475075A1 (en) * | 1990-08-31 | 1992-03-18 | Xerox Corporation | Ink compositions containing modified pigment particles |
WO1997048769A1 (en) * | 1996-06-17 | 1997-12-24 | Cabot Corporation | Colored pigment and aqueous compositions containing same |
US5837045A (en) * | 1996-06-17 | 1998-11-17 | Cabot Corporation | Colored pigment and aqueous compositions containing same |
GB2323600A (en) * | 1997-03-24 | 1998-09-30 | Hewlett Packard Co | Mediation of waterfastness in ink-jet ink compositions by partial chemically-treated macromolecular chromophores such as sulphonated/carboxylated carbon black |
WO1999007794A1 (en) * | 1997-08-12 | 1999-02-18 | Cabot Corporation | Modified carbon products with leaving groups for inks and coatings |
US5895522A (en) * | 1997-08-12 | 1999-04-20 | Cabot Corporation | Modified carbon products with leaving groups and inks and coatings containing modified carbon products |
WO1999023174A1 (en) * | 1997-10-31 | 1999-05-14 | Cabot Corporation | Particles having an attached stable free radical, polymerized modified particles, and methods of making the same |
Non-Patent Citations (1)
Title |
---|
See also references of EP1218457A1 * |
Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6506245B1 (en) | 1999-10-28 | 2003-01-14 | Cabot Corporation | Ink jet inks, inks, and other compositions containing colored pigments |
US6494943B1 (en) | 1999-10-28 | 2002-12-17 | Cabot Corporation | Ink jet inks, inks, and other compositions containing colored pigments |
US6852156B2 (en) | 2000-06-05 | 2005-02-08 | E.I. Du Pont De Nemours And Company | Self-dispersing pigment and process of making and use of same |
US6896726B2 (en) | 2001-05-18 | 2005-05-24 | Ciba Specialty Chemicals Corp. | Surface-treated organic pigments |
US7176248B2 (en) | 2002-01-16 | 2007-02-13 | E. I. Du Pont De Nemours And Company | Smear resistant inkjet inks |
US8738396B2 (en) | 2002-04-19 | 2014-05-27 | Greenway Medical Technologies, Inc. | Integrated medical software system with embedded transcription functionality |
US8781853B2 (en) | 2002-04-19 | 2014-07-15 | Greenway Medical Technologies, Inc. | Integrated medical software system with location-driven bill coding |
US7074267B2 (en) | 2002-04-29 | 2006-07-11 | Ciba Specialty Chemicals Corporation | Compositions and methods for imparting improved rheology on pigment based inks and paints |
WO2003093373A1 (en) * | 2002-04-29 | 2003-11-13 | Ciba Specialty Chemicals Holding Inc. | Compositions and methods for imparting improved rheology on pigment based inks and paints |
US6899754B2 (en) | 2002-06-06 | 2005-05-31 | E. I. Du Pont De Nemours And Company | Inkjet inks with increased optical density |
US7045002B2 (en) | 2002-11-15 | 2006-05-16 | E. I. Du Pont De Nemours And Company | Interactive ink set for inkjet printing |
DE202004021559U1 (en) | 2003-05-19 | 2009-01-02 | E.I. Du Pont De Nemours And Company, Wilmington | inkjet ink |
US7442723B2 (en) | 2003-09-08 | 2008-10-28 | E.I. Du Pont De Nemours And Company | Inkjet ink, ink set and method of printing |
US7192472B2 (en) | 2003-09-18 | 2007-03-20 | E. I. Du Pont De Nemours And Company | Inkjet ink composition |
US7425062B2 (en) | 2003-11-12 | 2008-09-16 | E.I. Du Pont De Nemours And Company | Inkjet ink, ink set and method of printing |
US7351278B2 (en) | 2004-06-09 | 2008-04-01 | E.I. Du Pont De Nemours And Company | Additive for high optical density inkjet ink |
EP1650272A2 (en) * | 2004-10-20 | 2006-04-26 | Hewlett-Packard Development Company, L.P. | Self-dispersed pigment mixtures for ink-jet applications |
US7501017B2 (en) | 2004-10-20 | 2009-03-10 | Hewlett-Packard Development Company, L.P. | Self-dispersed pigment mixtures for ink-jet applications |
EP1650272A3 (en) * | 2004-10-20 | 2007-12-05 | Hewlett-Packard Development Company, L.P. | Self-dispersed pigment mixtures for ink-jet applications |
US8556402B2 (en) | 2008-05-22 | 2013-10-15 | E I Du Pont De Nemours And Company | Fixer inks for use with ink jet inks |
US8428966B2 (en) | 2009-02-25 | 2013-04-23 | Greenway Medical Technologies, Inc. | System and method for analyzing, collecting, and tracking quality data across a vast healthcare provider network |
US8438041B2 (en) | 2009-02-25 | 2013-05-07 | Greenway Medical Technologies, Inc. | System and method for tracking and reporting clinical events across a vast patient population |
US8494874B2 (en) | 2009-02-25 | 2013-07-23 | Greenway Medical Technologies, Inc. | System and method for recruiting patients for medical research across a vast patient population |
US8595028B2 (en) | 2009-02-25 | 2013-11-26 | Greenway Medical Technologies, Inc. | System and method for performing medical research across a vast patient population |
US8827436B2 (en) | 2010-05-27 | 2014-09-09 | E I Du Pont De Nemours And Company | Fixer inks for use with ink jet inks |
Also Published As
Publication number | Publication date |
---|---|
EP1218457A1 (en) | 2002-07-03 |
JP2003506554A (en) | 2003-02-18 |
AU6394600A (en) | 2001-03-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2001010963A1 (en) | Ink compositions having modified pigments with high or low treatment levels | |
US6069190A (en) | Ink compositions having improved latency | |
US6935732B2 (en) | Reaction solution, set of reaction solution and ink, inkjet recording apparatus and image recording method | |
US6277183B1 (en) | Ink compositions containing metal oxides | |
EP1177259B1 (en) | Cationic pigments and aqueous compositions containing same | |
EP0891400B1 (en) | Ink compositions and method for generating images produced therefrom | |
CN1922278B (en) | Ink set, ink jet recording method, ink cartridge, recording unit, ink jet recording device and image forming method | |
CA2046571C (en) | Ink compositions containing modified pigment particles | |
EP1066352B1 (en) | Modified pigments having improved dispersing properties | |
EP0906371B1 (en) | Colored pigment and aqueous compositions containing same | |
JP3795983B2 (en) | Aqueous pigment ink composition and method for producing the same | |
CN1122089C (en) | Smearfastness and fast drying times in inks containing macromolecular chromophores | |
EP2024446B1 (en) | Low viscosity, high particulate loading dispersions | |
US20040125185A1 (en) | Ink set and image forming process, and water-based ink used therein | |
EP1355998A1 (en) | Ink compositions comprising salts with polyvalent ions | |
JP2000219832A (en) | Ink composition having excellent smearfastness and reduced smudging and blot dry time | |
JP2002301858A (en) | Polymer additive for improving attribute of quality of printing and continuation in ink-jet ink | |
JP3880079B2 (en) | Aqueous dispersion ink, ink jet recording method, recording unit, ink cartridge and ink jet recording apparatus using the same | |
WO2006065902A1 (en) | Mixtures of anionic and cationic inks | |
US6210473B1 (en) | Ink composition and processes thereof | |
JP3833307B2 (en) | Water-based pigment ink composition | |
EP1171533B1 (en) | Inkjet ink and ink compositions containing high surface area carbon products | |
JP2000017187A (en) | Aqueous carbon black dispersion and aqueous ink using the same | |
JP6237696B2 (en) | Water-based ink composition | |
WO2019212582A1 (en) | Black inkjet ink composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG UZ VN YU ZA ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
ENP | Entry into the national phase |
Ref country code: JP Ref document number: 2001 515760 Kind code of ref document: A Format of ref document f/p: F |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2000950919 Country of ref document: EP |
|
WWP | Wipo information: published in national office |
Ref document number: 2000950919 Country of ref document: EP |
|
REG | Reference to national code |
Ref country code: DE Ref legal event code: 8642 |
|
WWW | Wipo information: withdrawn in national office |
Ref document number: 2000950919 Country of ref document: EP |