WO1997033943A1 - Hot melt ink composition - Google Patents

Hot melt ink composition Download PDF

Info

Publication number
WO1997033943A1
WO1997033943A1 PCT/GB1997/000448 GB9700448W WO9733943A1 WO 1997033943 A1 WO1997033943 A1 WO 1997033943A1 GB 9700448 W GB9700448 W GB 9700448W WO 9733943 A1 WO9733943 A1 WO 9733943A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
hot melt
composition
composition according
linear primary
Prior art date
Application number
PCT/GB1997/000448
Other languages
French (fr)
Inventor
Peter Arthur Edward Hansford
Nigel Antony Caiger
Derek Edward Wilson
Original Assignee
Coates Brothers Plc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Coates Brothers Plc filed Critical Coates Brothers Plc
Priority to AU18044/97A priority Critical patent/AU1804497A/en
Publication of WO1997033943A1 publication Critical patent/WO1997033943A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • C09D11/34Hot-melt inks

Definitions

  • the present invention relates to a composition suitable for use in the field of hot melt ink-jet printing.
  • Hot melt inks for use in ink-jet printing are compositions in which a dye or pigment is admixed with a vehicle which is essentially solid at room temperature but liquid at an elevated temperature at which print heads operate.
  • the main advantage of hot melt inks over ink-jet inks which are liquids at room temperature, is that they solidify rapidly upon contact with the substrate, thus giving a print quality which is essentially independent of the nature of the substrate.
  • independent temperature control of the substrate allows control of droplet spreading, again essentially independent of the properties of the substrate. This enables a superior print quality to be achieved than is obtainable with the liquid inks.
  • Ink-jet printing systems can broadly be classified into continuous and drop-on-demand systems. The latter are generally simpler because droplets are ejected by the print heads only when required and no complex apparatus is required for droplet deflection and ink recycling as is necessitated by the continuous systems.
  • a common type of drop-on- demand system employs piezoelectric print heads.
  • hot-melt inks used in the latter kind of apparatus have until now been capable only of relatively slow printing speeds, due to the relatively high viscosities of known ink compositions intended for this purpose.
  • Bubble jet systems are generally intolerant of variations in ink composition, leading to problems of kogation. They also have inferior head-life. Therefore, a need still exists to provide a hot melt ink which is capable of high-speed printing with the piezoelectric kind of print head.
  • EP-A-176 228 discloses hot melt ink jet compositions optionally comprising up to 30% by weight of C 14 -C ⁇ 9 alcohols.
  • a thermal ink jet composition comprising 15% by weight of neopentyl alcohol is disclosed in EP-A-508 153.
  • WO 91/18065 discloses use of linear alcohols of MW 500-1000 as transparentizing agents in hot melt inks. Transparentizing agents are said to be usable at from 2% to 50% by weight. The linear alcohols are used at 9% by weight.
  • US-A-5 350 446 discloses Ct g -C 24 alcohols as optional ingredients of hot melt ink jet inks. These are said to be usable at from 50% to 99.1%, preferably from 90% to 99% by weight of the composition but no examples of such compositions are given.
  • the present invention now provides a substantially non-aqueous hot melt ink composition
  • a substantially non-aqueous hot melt ink composition comprising more than 40% by weight and less than 75% by weight of a linear primary alcohol having an average molecular weight of at least 300, the composition having a viscosity of less than 15 centipoise at 125°C.
  • the amount of the linear primary alcohol in the composition is at least 45%, more preferably at least 50% and especially, at least 55% by weight of the total composition.
  • the amount of the linear primary alcohol must be less than 75% by weight of the composition, e.g. less than 70% or less than 65% or less than 60%.
  • the average molecular weight of the linear primary alcohol incorporated in the composition according to the present invention is preferably from 400 to 750.
  • Such alcohols may typically have the general formula (I)
  • x has an average value of from 25 to 50.
  • Suitable alcohols of this type are obtainable commercially as the Unilin TM range, ex Petrolite Corporation.
  • the hot melt ink compositions of the present invention are substantially non-aqueous, that is to say, they contain little or no water. For example, up to 5% by weight of water might be tolerable in such circumstances but preferably, if present at all, the amount of water in the composition is no more than 1%. Of course in practice, if any water is present at all, it will be in infinitesimal quantities, e.g. no more than 0.1% or 0.01% by weight of the total composition.
  • Hot melt inks can basically be considered to consist of a fusible carrier plus a colourant (i.e. a soluble dye or dispersed pigment) optionally with minor ingredients such as anti- oxidants.
  • a colourant i.e. a soluble dye or dispersed pigment
  • the fusible carrier component of the hot melt ink compositions according to the present invention comprise not only the linear primary alcohol but also one or more co-agents.
  • the carrier should preferably be relatively hard and non- tacky at ambient temperatures whilst being capable of melting to form inks.
  • it has a melting point of at least 65°C.
  • a wide variety of materials have been proposed for use as carrier ingredients for hot melt inks.
  • any co-agent will in itself be a polymeric substance which is hard at room temperature but which becomes liquid at elevated temperatures.
  • Such vehicles are preferably also film-forming polymers at room temperature, e.g. styrene polymers or copolymers, hydrocarbon resins, phenolic resins and fatty acid amides.
  • Suitable co-agents are the urethane oligomers described in PCT Patent Specification No. WO 94/14902. These oligomers are the reaction products of diisocyanates with a monohydric alcohol component, optionally followed by another monohydric component or a dihydric alcohol component followed by a monohydric alcohol component.
  • Another class of suitable co-agents comprises the urethane- and urea-amides disclosed in our unpublished UK patent application no. 9519646.5. These materials are the reaction products of a mono- or di-isocyanate with one or more functional amides. They typically have molecular weights in the range from 800-1400.
  • the fusible carrier as a whole will make up 50-95% by weight, especially 75- 85% by weight of the composition, optionally with one or more with viscosity modifying additives making up the bulk of the remainder and the other optional additives, such as antioxidants, pigments, dyes, etc. in small amounts to make up the balance, e.g. typically less than 10% by weight of the total formulation.
  • stearone carnauba wax
  • stearyl stearamide hydrogenated castor oil
  • erucamide Other materials which may typically be used to modify the viscosity of the fusible carrier are; stearone, carnauba wax, stearyl stearamide, hydrogenated castor oil and erucamide.
  • the hot melt ink compositions according to the present invention are vehicles to which a colourant (dye or pigment) and other optional minor ingredients may be added.
  • the compositions of the present invention also encompasses inks containing one or more of the aforementioned ingredients.
  • the term "colourant” includes materials which endow a non-visible optical properly (e.g. fluorescence) to the ink.
  • the colourants are optional ingredients because another way of introducing a colour (or other optical property) is to incorporate a co-agent which itself endows the property, e.g. a polymer or oligomer having a dye moiety bonded onto or incorporated therein. Suitable materials are disclosed in GB-A-2 038 849, US-A-5 264 507, US- 1-5 098 475, EP-A- 540 248 and our unpublished UK patent application no. 9520470.7.
  • Suitable dispersants include the isocyanate-modified microcrystalline waxes and lignite waxes described in EP-A-530 295.

Abstract

A substantially non-aqueous hot melt ink composition comprises more than 40 % by weight and less than 75 % by weight of a linear primary alcohol. The alcohol has an average molecular weight of at least 300. The viscosity of the composition at 120 °C is less than 15 centipoise.

Description

HOT MELT INK COMPOSITION
The present invention relates to a composition suitable for use in the field of hot melt ink-jet printing.
Hot melt inks for use in ink-jet printing are compositions in which a dye or pigment is admixed with a vehicle which is essentially solid at room temperature but liquid at an elevated temperature at which print heads operate. The main advantage of hot melt inks over ink-jet inks which are liquids at room temperature, is that they solidify rapidly upon contact with the substrate, thus giving a print quality which is essentially independent of the nature of the substrate. Moreover, independent temperature control of the substrate allows control of droplet spreading, again essentially independent of the properties of the substrate. This enables a superior print quality to be achieved than is obtainable with the liquid inks.
Ink-jet printing systems can broadly be classified into continuous and drop-on-demand systems. The latter are generally simpler because droplets are ejected by the print heads only when required and no complex apparatus is required for droplet deflection and ink recycling as is necessitated by the continuous systems. A common type of drop-on- demand system employs piezoelectric print heads. However, hot-melt inks used in the latter kind of apparatus have until now been capable only of relatively slow printing speeds, due to the relatively high viscosities of known ink compositions intended for this purpose.
One method of circumventing this problem has been proposed in US-A-5 122 187 and US-A-5 006 170 which describe a bubble-jet hot melt ink jet system in which a volatile propellant is incorporated in the ink. As is normal in bubble jet systems, the propellant is flash-evaporated by the heat in the print-heads and the bubble so created, expels the liquid ink droplet. However, such propellants which are for the most part organic, usually polar, solvents and so nowadays are less preferred because of negative environmental and health and safety implications. On the other hand, those systems which are water-based present problems of poor miscibility with the other (organic) components of the ink, these being necessary for a composition intended to be solid at room temperature but liquid at elevated temperatures.
Bubble jet systems are generally intolerant of variations in ink composition, leading to problems of kogation. They also have inferior head-life. Therefore, a need still exists to provide a hot melt ink which is capable of high-speed printing with the piezoelectric kind of print head. This has now been solved by the present invention in the form of a substantially non-aqueous hot melt ink jet vehicle comprising between 40% and 75% by weight of a high molecular weight alcohol.
EP-A-176 228 discloses hot melt ink jet compositions optionally comprising up to 30% by weight of C14-Cι9 alcohols. A thermal ink jet composition comprising 15% by weight of neopentyl alcohol is disclosed in EP-A-508 153. WO 91/18065 discloses use of linear alcohols of MW 500-1000 as transparentizing agents in hot melt inks. Transparentizing agents are said to be usable at from 2% to 50% by weight. The linear alcohols are used at 9% by weight. US-A-5 350 446 discloses Ctg-C24 alcohols as optional ingredients of hot melt ink jet inks. These are said to be usable at from 50% to 99.1%, preferably from 90% to 99% by weight of the composition but no examples of such compositions are given.
The present invention now provides a substantially non-aqueous hot melt ink composition comprising more than 40% by weight and less than 75% by weight of a linear primary alcohol having an average molecular weight of at least 300, the composition having a viscosity of less than 15 centipoise at 125°C.
Preferably, the amount of the linear primary alcohol in the composition is at least 45%, more preferably at least 50% and especially, at least 55% by weight of the total composition. The amount of the linear primary alcohol must be less than 75% by weight of the composition, e.g. less than 70% or less than 65% or less than 60%.
The average molecular weight of the linear primary alcohol incorporated in the composition according to the present invention is preferably from 400 to 750. Such alcohols may typically have the general formula (I)
CH3(CH2)xCH2OH (I)
wherein x has an average value of from 25 to 50. Suitable alcohols of this type are obtainable commercially as the Unilin ™ range, ex Petrolite Corporation.
The hot melt ink compositions of the present invention are substantially non-aqueous, that is to say, they contain little or no water. For example, up to 5% by weight of water might be tolerable in such circumstances but preferably, if present at all, the amount of water in the composition is no more than 1%. Of course in practice, if any water is present at all, it will be in infinitesimal quantities, e.g. no more than 0.1% or 0.01% by weight of the total composition.
Hot melt inks can basically be considered to consist of a fusible carrier plus a colourant (i.e. a soluble dye or dispersed pigment) optionally with minor ingredients such as anti- oxidants. Very preferably, the fusible carrier component of the hot melt ink compositions according to the present invention comprise not only the linear primary alcohol but also one or more co-agents.
The main requirement is that the carrier should preferably be relatively hard and non- tacky at ambient temperatures whilst being capable of melting to form inks. Suitably, it has a melting point of at least 65°C. A wide variety of materials have been proposed for use as carrier ingredients for hot melt inks. Usually, any co-agent will in itself be a polymeric substance which is hard at room temperature but which becomes liquid at elevated temperatures. Such vehicles are preferably also film-forming polymers at room temperature, e.g. styrene polymers or copolymers, hydrocarbon resins, phenolic resins and fatty acid amides.
Other suitable co-agents are the urethane oligomers described in PCT Patent Specification No. WO 94/14902. These oligomers are the reaction products of diisocyanates with a monohydric alcohol component, optionally followed by another monohydric component or a dihydric alcohol component followed by a monohydric alcohol component. Another class of suitable co-agents comprises the urethane- and urea-amides disclosed in our unpublished UK patent application no. 9519646.5. These materials are the reaction products of a mono- or di-isocyanate with one or more functional amides. They typically have molecular weights in the range from 800-1400.
Generally the fusible carrier as a whole will make up 50-95% by weight, especially 75- 85% by weight of the composition, optionally with one or more with viscosity modifying additives making up the bulk of the remainder and the other optional additives, such as antioxidants, pigments, dyes, etc. in small amounts to make up the balance, e.g. typically less than 10% by weight of the total formulation.
Other materials which may typically be used to modify the viscosity of the fusible carrier are; stearone, carnauba wax, stearyl stearamide, hydrogenated castor oil and erucamide.
In the broadest sense, the hot melt ink compositions according to the present invention are vehicles to which a colourant (dye or pigment) and other optional minor ingredients may be added. However, the compositions of the present invention also encompasses inks containing one or more of the aforementioned ingredients. The term "colourant" includes materials which endow a non-visible optical properly (e.g. fluorescence) to the ink. The colourants are optional ingredients because another way of introducing a colour (or other optical property) is to incorporate a co-agent which itself endows the property, e.g. a polymer or oligomer having a dye moiety bonded onto or incorporated therein. Suitable materials are disclosed in GB-A-2 038 849, US-A-5 264 507, US- 1-5 098 475, EP-A- 540 248 and our unpublished UK patent application no. 9520470.7.
Where the colourant is a pigment, then unless the pigment is self-dispersing, it is necessary to incorporate a dispersant therefor. Suitable dispersants include the isocyanate-modified microcrystalline waxes and lignite waxes described in EP-A-530 295.
The present invention will now be explained in more detail by way of the following non-limiting example, in which all amounts are expressed as percentage by weight of the total composition.
EXAMPLE 1
WB17 (1) 5
Unilin 425 (2) 57.5
Kristalex 3085 (3) 25.6
Antioxidant 1.0
Pigment (with plasticizer) 10.9
EXAMPLE 2
WB17 (1) 5
Unilin 425 (2) 55
Escorez 5380 (4) 29
Irganox 1010 (5) 1
Pigment dispersion 10
100% EXAMPLE 3
WB17 (1) 5
Unilin 425 (2) 42
Urethane Oligomer (6) 42
Irganox 1010 (5) 1
Pigment dispersion 10
100%
(1) Urethenated wax, ex Petrolite
(2) Linear primary polymeric alcohol, ex Petrolite Corp.
(3) Poly α-methyl styrene, ex Hercules
(4) Hydrocarbon polymer, ex Exxon
(5) Antioxidant, ex Ciba Geigy
(6) The reaction product of two moles of an amide with trimethyl heaxamehtylene di-isocyanate. The amide being formed by a condensation reaction between ethylenediamine, dimer acid and stearic acid.
In the light of this disclosure, modifications of the described example, as well as the other examples, all within the scope of the present invention as defined by the appended claims, will now become apparent to persons skilled in the art.

Claims

CLAIMS:
1. A substantially non-aqueous hot melt ink composition comprising more than 40% by weight and less than 75% by weight of a linear primary alcohol having an average molecular weight of at least 300, the composition having a viscosity of less than 15 centipoise at 125°C.
2. A composition according to claim 1, comprising at least 50% by weight of the linear primary alcohol.
3. A composition according to either preceding claim, comprising less than 60% by weight of the linear primary alcohol.
4. A composition according to any preceding claim, wherein the average molecular weight of the linear primary alcohol is from 400 to 750.
5. A composition according to any preceding claim, wherein the linear primary alcohol has the general formula (I)
CH3(CH2)xCH2OH (I)
wherein the average value of x is from 25 to 50.
6. A composition according to any preceding claim, further comprising a colourant.
7. A composition according to claim 5, wherein the colourant is a pigment.
8. A composition according to any of claims 1-5, further comprising co-agent in the form of an oligomeric or polymer adapted to endow a colour property to the ink.
PCT/GB1997/000448 1996-03-14 1997-02-18 Hot melt ink composition WO1997033943A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU18044/97A AU1804497A (en) 1996-03-14 1997-02-18 Hot melt ink composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9605399.6A GB9605399D0 (en) 1996-03-14 1996-03-14 Hot melt ink composition
GB9605399.6 1996-03-14

Publications (1)

Publication Number Publication Date
WO1997033943A1 true WO1997033943A1 (en) 1997-09-18

Family

ID=10790401

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1997/000448 WO1997033943A1 (en) 1996-03-14 1997-02-18 Hot melt ink composition

Country Status (3)

Country Link
AU (1) AU1804497A (en)
GB (1) GB9605399D0 (en)
WO (1) WO1997033943A1 (en)

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6713125B1 (en) 2002-03-13 2004-03-30 3D Systems, Inc. Infiltration of three-dimensional objects formed by solid freeform fabrication
EP1935950A1 (en) 2006-12-18 2008-06-25 Xerox Corporation Phase Change Inks Containing Dialkyl Ethers
EP1958993A1 (en) 2007-02-06 2008-08-20 Xerox Corporation Phase change inks containing colorant compounds
EP1961793A1 (en) 2007-02-06 2008-08-27 Xerox Corporation Phase change inks containing colorant compounds
EP1961794A1 (en) 2007-02-06 2008-08-27 Xerox Corporation Phase change inks containing colorant compounds
EP2000514A1 (en) 2007-05-30 2008-12-10 Xerox Corporation Solid Ink Set Incorporating Naturally Derived Materials and Processes Thereof
EP2107088A1 (en) 2008-04-03 2009-10-07 Xerox Corporation Phase change inks containing Fischer-Tropsch Waxes
EP2130879A1 (en) 2008-06-02 2009-12-09 Xerox Corporation Flush pigment for solid inkjet ink
US7758268B2 (en) 2005-12-20 2010-07-20 Xerox Corporation Hand held photochromic marking implement
EP2253680A1 (en) 2009-05-18 2010-11-24 Xerox Corporation Pigmented phase change inks containing low molecular weight quaternary ammonium salt dispersants
EP2253611A1 (en) 2009-05-18 2010-11-24 Xerox Corporation Low molecular weight quaternary ammonium salt dispersants
EP2261291A1 (en) 2009-06-10 2010-12-15 Xerox Corporation Solid or phase change inks with improved properties
US8029861B2 (en) 2008-09-23 2011-10-04 Xerox Corporation Ink carriers containing low viscosity functionalized waxes, phase change inks including same, and methods for making same
US8123344B2 (en) 2008-08-04 2012-02-28 Xerox Corporation Ink carriers containing surface modified nanoparticles, phase change inks including same, and methods for making same
US8177897B2 (en) 2008-11-17 2012-05-15 Xerox Corporation Phase change inks containing graphene-based carbon allotrope colorants
US8348409B2 (en) 2008-11-17 2013-01-08 Xerox Corporation Ink jet inks containing nanodiamond black colorants
US8616693B1 (en) 2012-11-30 2013-12-31 Xerox Corporation Phase change ink comprising colorants derived from plants and insects
US8647422B1 (en) 2012-11-30 2014-02-11 Xerox Corporation Phase change ink comprising a modified polysaccharide composition
US8696100B1 (en) 2012-10-02 2014-04-15 Xerox Corporation Phase change ink containing synergist for pigment dispersion
US8714724B2 (en) 2012-10-02 2014-05-06 Xerox Corporation Phase change inks containing novel synergist
US8911543B2 (en) 2012-12-18 2014-12-16 Xerox Corporation Phenylcyclohexanol derivatives as wax modifiers and gelators
US8974047B2 (en) 2012-11-27 2015-03-10 Xerox Corporation Phase change ink containing ethylene vinyl acetate
US9090758B2 (en) 2012-11-30 2015-07-28 Xerox Corporation Phase change ink comprising modified naturally-derived colorants
US9090777B2 (en) 2013-04-04 2015-07-28 Xerox Corporation Low cost process for solid ink using dry flushed pigments
US9157002B2 (en) 2013-07-12 2015-10-13 Xerox Corporation Phase change ink pigment dispersion process

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0176228A1 (en) * 1984-08-27 1986-04-02 Dataproducts Corporation Hot melt impulse ink jet ink
EP0181198A2 (en) * 1984-11-05 1986-05-14 Dataproducts Corporation Hot melt impulse ink jet ink
EP0404493A2 (en) * 1989-06-22 1990-12-27 Xerox Corporation Hot melt ink compositions
US5122187A (en) * 1989-06-22 1992-06-16 Xerox Corporation Hot melt ink compositions
EP0508153A2 (en) * 1991-04-12 1992-10-14 Hewlett-Packard Company Solid ink compositions for thermal ink-jet printing having improved printing characteristics
US5350446A (en) * 1984-11-05 1994-09-27 Dataproducts Corporation Hot melt impulse ink jet ink with dispersed solid pigment in a hot melt vehicle

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0176228A1 (en) * 1984-08-27 1986-04-02 Dataproducts Corporation Hot melt impulse ink jet ink
EP0181198A2 (en) * 1984-11-05 1986-05-14 Dataproducts Corporation Hot melt impulse ink jet ink
US5350446A (en) * 1984-11-05 1994-09-27 Dataproducts Corporation Hot melt impulse ink jet ink with dispersed solid pigment in a hot melt vehicle
EP0404493A2 (en) * 1989-06-22 1990-12-27 Xerox Corporation Hot melt ink compositions
US5006170A (en) * 1989-06-22 1991-04-09 Xerox Corporation Hot melt ink compositions
US5122187A (en) * 1989-06-22 1992-06-16 Xerox Corporation Hot melt ink compositions
EP0508153A2 (en) * 1991-04-12 1992-10-14 Hewlett-Packard Company Solid ink compositions for thermal ink-jet printing having improved printing characteristics

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6713125B1 (en) 2002-03-13 2004-03-30 3D Systems, Inc. Infiltration of three-dimensional objects formed by solid freeform fabrication
US7758268B2 (en) 2005-12-20 2010-07-20 Xerox Corporation Hand held photochromic marking implement
EP1935950A1 (en) 2006-12-18 2008-06-25 Xerox Corporation Phase Change Inks Containing Dialkyl Ethers
US7736426B2 (en) 2007-02-06 2010-06-15 Xerox Corporation Phase change inks containing colorant compounds
EP1961794A1 (en) 2007-02-06 2008-08-27 Xerox Corporation Phase change inks containing colorant compounds
EP1961793A1 (en) 2007-02-06 2008-08-27 Xerox Corporation Phase change inks containing colorant compounds
EP1958993A1 (en) 2007-02-06 2008-08-20 Xerox Corporation Phase change inks containing colorant compounds
US8163074B2 (en) 2007-02-06 2012-04-24 Xerox Corporation Phase change inks containing colorant compounds
EP2000514A1 (en) 2007-05-30 2008-12-10 Xerox Corporation Solid Ink Set Incorporating Naturally Derived Materials and Processes Thereof
US7677713B2 (en) 2007-05-30 2010-03-16 Xerox Corporation Solid ink set incorporating naturally derived materials and processes thereof
EP2107088A1 (en) 2008-04-03 2009-10-07 Xerox Corporation Phase change inks containing Fischer-Tropsch Waxes
EP2130879A1 (en) 2008-06-02 2009-12-09 Xerox Corporation Flush pigment for solid inkjet ink
US8123344B2 (en) 2008-08-04 2012-02-28 Xerox Corporation Ink carriers containing surface modified nanoparticles, phase change inks including same, and methods for making same
US8029861B2 (en) 2008-09-23 2011-10-04 Xerox Corporation Ink carriers containing low viscosity functionalized waxes, phase change inks including same, and methods for making same
US8348409B2 (en) 2008-11-17 2013-01-08 Xerox Corporation Ink jet inks containing nanodiamond black colorants
US8177897B2 (en) 2008-11-17 2012-05-15 Xerox Corporation Phase change inks containing graphene-based carbon allotrope colorants
US8101801B2 (en) 2009-05-18 2012-01-24 Xerox Corporation Low molecular weight quaternary ammonium salt dispersants
US8118922B2 (en) 2009-05-18 2012-02-21 Xerox Corporation Pigmented phase change inks containing low molecular weight quaternary ammonium salt dispersants
EP2253611A1 (en) 2009-05-18 2010-11-24 Xerox Corporation Low molecular weight quaternary ammonium salt dispersants
EP2253680A1 (en) 2009-05-18 2010-11-24 Xerox Corporation Pigmented phase change inks containing low molecular weight quaternary ammonium salt dispersants
US8915993B2 (en) 2009-06-10 2014-12-23 Xerox Corporation Solid or phase change inks with improved properties
EP2261291A1 (en) 2009-06-10 2010-12-15 Xerox Corporation Solid or phase change inks with improved properties
US8696100B1 (en) 2012-10-02 2014-04-15 Xerox Corporation Phase change ink containing synergist for pigment dispersion
US8714724B2 (en) 2012-10-02 2014-05-06 Xerox Corporation Phase change inks containing novel synergist
US8974047B2 (en) 2012-11-27 2015-03-10 Xerox Corporation Phase change ink containing ethylene vinyl acetate
US8616693B1 (en) 2012-11-30 2013-12-31 Xerox Corporation Phase change ink comprising colorants derived from plants and insects
US8647422B1 (en) 2012-11-30 2014-02-11 Xerox Corporation Phase change ink comprising a modified polysaccharide composition
US9090758B2 (en) 2012-11-30 2015-07-28 Xerox Corporation Phase change ink comprising modified naturally-derived colorants
US8911543B2 (en) 2012-12-18 2014-12-16 Xerox Corporation Phenylcyclohexanol derivatives as wax modifiers and gelators
US9090777B2 (en) 2013-04-04 2015-07-28 Xerox Corporation Low cost process for solid ink using dry flushed pigments
US9157002B2 (en) 2013-07-12 2015-10-13 Xerox Corporation Phase change ink pigment dispersion process

Also Published As

Publication number Publication date
AU1804497A (en) 1997-10-01
GB9605399D0 (en) 1996-05-15

Similar Documents

Publication Publication Date Title
WO1997033943A1 (en) Hot melt ink composition
US6042227A (en) Hot melt phase change ink containing Diels-Alder polymerization precursor
US4484948A (en) Natural wax-containing ink jet inks
US6153667A (en) Hot melt ink
US6376611B1 (en) Method of preparing hybrid polymers for phase change ink
EP0808347B1 (en) Ink jet printer ink composition
US5345254A (en) Ink jet printing process
EP0167247B1 (en) Method for applying thermoplastic inks to a substrate and a composition for use therein
US4758276A (en) Stearic acid-containing ink jet inks
US5372852A (en) Indirect printing process for applying selective phase change ink compositions to substrates
JP5490976B2 (en) Phase change ink
EP0819739B1 (en) Hot-melt ink composition
EP0709439B1 (en) Hot melt jet ink composition
EP0705890A1 (en) White ink for marking candy substrates
CN105623384A (en) Ink carriers containing surface modified nanoparticles, phase change inks including same, and methods for making same
EP0953023B1 (en) Hot melt jet ink composition
US6007610A (en) Corrosion inhibiting phase change ink jet inks
KR101547367B1 (en) Method of making a pigmented phase change ink with dispersant and synergist
US8974047B2 (en) Phase change ink containing ethylene vinyl acetate
US6020399A (en) Hybrid polymers for phase change ink jet inks and method of printing therewith
CN112745716A (en) Thermochromic ink compositions for ink jet printing
Pekarovicova et al. Phase-change inks
EP4139410A1 (en) Opaque grey ink jet ink composition
JP6972758B2 (en) Inks and printed matter
KR20200126977A (en) Continuous inkjet ink composition

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE HU IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TR TT UA UG US UZ VN YU AM AZ BY KG KZ MD RU TJ TM

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): KE LS MW SD SZ UG AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
NENP Non-entry into the national phase

Ref country code: JP

Ref document number: 97532344

Format of ref document f/p: F

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: CA