EP0801602B1 - Wässriges tintenaufnahme-tintenstrahlempfangsmedium, welches einen wasserbeständigen tintenstrahldruck ergibt - Google Patents

Wässriges tintenaufnahme-tintenstrahlempfangsmedium, welches einen wasserbeständigen tintenstrahldruck ergibt Download PDF

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Publication number
EP0801602B1
EP0801602B1 EP95944618A EP95944618A EP0801602B1 EP 0801602 B1 EP0801602 B1 EP 0801602B1 EP 95944618 A EP95944618 A EP 95944618A EP 95944618 A EP95944618 A EP 95944618A EP 0801602 B1 EP0801602 B1 EP 0801602B1
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EP
European Patent Office
Prior art keywords
ink jet
receiving medium
random copolymer
ink
copolymer
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Expired - Lifetime
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EP95944618A
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English (en)
French (fr)
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EP0801602A1 (de
EP0801602A4 (de
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Brian L. Anderson
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Image Products Group LLC
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Rexam Graphics Inc
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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52Macromolecular coatings
    • B41M5/5254Macromolecular coatings characterised by the use of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52Macromolecular coatings
    • B41M5/5245Macromolecular coatings characterised by the use of polymers containing cationic or anionic groups, e.g. mordants

Definitions

  • the present invention relates to an ink jet receiving medium.
  • the present invention relates to an ink jet receiving medium which yields a water resistant ink jet print and a process for providing such a water resistant ink jet print.
  • Ink jet systems are typically comprised of three components: the printer, the ink and the receptor.
  • the printer controls the size, number and placement of the ink droplets and contains the transport system.
  • the ink provides the colorants which form the image, and the receptor provides the medium which accepts and holds the ink.
  • the quality and stability of the resultant ink jet print is a function of the system as a whole. However, the composition and interaction of the ink and the receptor material most affect the quality and stability of the imaged product.
  • the ink be absorbed as rapidly as possible, and that the spread of ink droplets be adequate.
  • the resultant image should be excellent in storability, durability and water resistance.
  • Ink compositions which are useful in ink jet recording systems are well known and generally contain water, organic solvents and dyes.
  • European Patent 0,294,155 discloses an ink jet composition useful in ink jet recording consisting of a water based vehicle containing about 30-99% wt. water with the balance made up of high boiling solvents such as glycol, glycol ethers, pyrrolidones and amides.
  • the inks contain preferably acid or direct dyes.
  • a polyhydric alcohol is added for the prevention of the clogging of nozzles and improvement of ejection stability.
  • ink jet systems fall broadly into two categories; those that employ high organic solvent-water based inks, and those that are essentially aqueous.
  • Aqueous inks normally contain up to 10% of a high boiling solvent such as diethylene glycol, whereas high organic solvent inks contain, in addition to water, about 50% of a high boiling organic solvent such as diethylene glycol.
  • the resultant ink jet print using either of these types of ink has poor water resistance (i.e., the dye image leaches out or the image layer containing the dye dissolves when contacted with water). Additionally, the dye image is prone to smudging.
  • Ink jet film compositions are normally sensitive to water and the print can dissolve and leach out. Also, under humid conditions, the print can bleed thereby losing definition. This deterioration is accentuated when the inks employ high boiling solvents, such as glycols. Conventional ink jet prints often lack light resistance and good file aging properties as well. A solution to all the above shortcomings is required to achieve acceptable print stability.
  • Polymeric films for use as recording media represent a special problem in ink jet recording because their surfaces are hydrophobic or quasi-hydrophobic. Even when their surfaces are treated with special coatings to accept and absorb the inks, it is difficult to obtain the requisite qualities of image density and resolution without incurring tack, smear, image bleed, water solubilization of the ink receptive matrix, or other undesirable properties.
  • U.S. Patent No. 4,503,111 assigned to Tektronics discloses a recording medium having a non-porous ink-receiving layer formed by using primarily a polyvinylpyrrolidone.
  • a recording medium has various problems. These problems include a recorded image low in light fastness, or that due to the stickiness of the surface of the inked receiving layer, blocking is liable to occur when the printed media are placed upon one another, or when paper is superposed on the recorded surface.
  • U.S. Patent No. 5,206,071 to Atherton et al. relates to film mediums useful in ink jet printing which films comprise a transparent, translucent or opaque substrate, having on at least one side thereof a water-insoluble, water-absorptive and ink-receptive matrix comprised of a hydrogel complex and a polymeric high molecular weight quaternary ammonium salt.
  • U.S. Patent No. 4,877,680 to Sakaki et al. relates to a recording medium comprising a substrate and a non-porous ink receiving layer.
  • the ink receiving layer contains a water-insoluble polymer containing a cationic resin.
  • the recording medium may be employed for recording by attaching droplets of a recording liquid thereon.
  • U.S. Patent No. 4,576,867 to Miyamoto relates to an ink jet recording paper wherein by attaching a cationic resin having a structure represented by the following general formula (I) to at least the surface of an ink jet recording paper, the water-resistance and the sunlight fastness of the image formed on the ink jet recording paper can be improved: wherein R 1 , R 2 and R 3 represent alkyl group; m represents a number from 1 to 7; n represents a number from 2 to 20; and Y represents an acid residue.
  • R 1 , R 2 and R 3 represent alkyl group; m represents a number from 1 to 7; n represents a number from 2 to 20; and Y represents an acid residue.
  • European patent publication 0,500,021 A1 relates to a recording method and recording film comprising a transparent substrate, a porous alumina hydrate layer formed on the substrate and an opaque porous layer laminated on the alumina hydrate layer.
  • U.S. Patent 5,101,218 discloses a recording medium comprising a substrate and a non-porous ink receiving layer.
  • the ink receiving layer contains a water-insoluble polymer containing a cationic resin.
  • the cationic resin is selected from certain polydiallylamine derivatives or acrylamides.
  • the recording medium may be employed for recording by attaching droplets of a recording liquid thereon.
  • Ink jet prints have always been prone to UV light fade, and moisture sensitivity. Since the majority of the ink jet inks currently used in desktop and graphic arts applications are composed mainly of water, the ink jet receiver coatings need to be water receptive. The challenge is to develop a hydrophilic, aqueous ink receptive coating that yields a water resistant ink jet print.
  • an object of the present invention is to provide a novel recording medium for ink jet recording which is particularly excellent in ink receptivity, sharpness and water resistance.
  • Another object of the present invention is to provide a recording medium for ink jet recording which is excellent in water resistance, even under highly humid conditions, and also free from migration or leaching of the print ink when water droplets contact the surface of the recorded image, or when left to stand under highly humid conditions.
  • Still another object of the present invention is to provide a water resistant ink jet print and method thereof.
  • a receiving medium comprising a substrate and an aqueous ink receiving layer provided thereon, said aqueous ink receiving layer comprising a random copolymer of a vinyl amide and acrylic acid or methacrylic acid or their esters, a cationic resin and a crosslinking agent.
  • the random copolymer is a copolymer of vinylpyrrolidone and acrylic acid or acrylamide and acrylic acid.
  • a recording medium comprising a substrate and an aqueous ink receiving layer provided thereon, said aqueous ink receiving layer comprising a 75% vinyl pyrrolidone/ 25% acrylic acid random copolymer, 10% by weight of a cationic resin and 3 to 4% by weight of a crosslinking agent based on the copolymer.
  • the copolymer is an acrylamide/acrylic acid random copolymer.
  • a process for providing a water resistant ink jet print by attaching droplets of a recording liquid on a recording medium, said recording liquid containing a water-soluble dye, water and an organic solvent, said recording medium comprising an ink receiving layer provided on a substrate, with the ink receiving layer comprising a random copolymer of a vinyl amide and an acrylic or methacrylic acid or an ester thereof, a cationic resin and a crosslinking agent.
  • the present invention relates to an ink jet recording medium.
  • the ink jet recording medium of the present invention comprises a receiving layer which is water resistant and includes a vinyl amide/acrylic acid or methacrylic acid or esters thereof random copolymer, a cationic resin and a crosslinking agent.
  • the ink receiving layer is generally coated on a suitable substrate and dried to effect crosslinking of the copolymer.
  • Suitable vinyl amide/acrylic acid or methacrylic acid or esters thereof random copolymers when properly crosslinked, form the backbone of a water resistant ink jet coating.
  • This coating can be applied to, but is not limited to, the following substrates: a clear film, a polyethylene clad paper (photobase), adhesive backed vinyl, paper and canvas.
  • the vinyl amide monomer used in preparing the random copolymer can be derived from either an N-vinyl amide or a vinyl amide such as acrylamide.
  • the most preferred N-vinyl amide is vinyl pyrrolidone.
  • Acrylamide is another preferred monomer for use in preparing the random copolymer used in the present invention.
  • the monomer copolymerized with the vinyl amide is an acrylic acid or methacrylic acid, or an ester of acrylic acid or methacrylic acid.
  • acrylic acid be copolymerized with either vinyl pyrrolidone or acrylamide for purposes of the present invention, as these two copolymers have been found to be most easily available and most useful.
  • a preferred resin for overall imaging properties contains 75% vinyl pyrrolidone (for example, see ACP-1001 and ACP-1033 above).
  • 75% vinyl pyrrolidone As the % vinyl pyrrolidone decreases, it has been found that the ink receptivity decreases, generally resulting in poor print quality and long ink dry times. More specifically, it has been found that grades containing 75% vinyl pyrrolidone work the best for print quality and ink dry time, while grades containing 50% vinyl pyrrolidone and 50% acrylic acid are marginal, and grades containing 25% vinyl pyrrolidone and 75% acrylic acid do not receive ink at all.
  • acrylamide/acrylic acid copolymers are also commercially available. Suitable copolymers can be obtained, for example, from Cytec Industries Inc. of West Patterson, N.J. under the trademark CYANAMER.
  • aziridine class of polyfunctional crosslinkers is most preferred for the purposes of the present invention.
  • Suitable aziridine crosslinkers are commercially available, for example, such as crosslinkers CX-100 available from Zeneca Resins of Wilmington, Mass.; XAMA-7 and XAMA-2, both available from Cordova Chemical Co. of North Muskegeon, Michigan.
  • Such polyfunctional crosslinkers generally have a functionality greater than 2, and more preferably in the range of from 2.5 to 3.5.
  • the amount of crosslinking agent present is an amount sufficient to crosslink the copolymer so as to achieve a water resistance that allows the print to be immersed in water while still maintaining the integrity of the coating, and hence the print. It was determined empirically that from about 3 to about 13% of an aziridine crosslinker, based on the weight of random copolymer, is a preferable amount in terms of print quality and water resistance. More preferably is an amount of from 3 to 5 wt. %, and most preferably from 3 to about 4 wt. %. If too little crosslinker is used, the coatings can be very tacky and not water resistant at all. If too much crosslinker is used, the coating is generally not very receptive to the aqueous inks, and the resulting prints are poor, with much ink pooling and long ink dry times.
  • the crosslinking of the random copolymer is preferably accomplished during the drying step, for purposes of convenience. It may also be accomplished in a separate step, if preferred.
  • crosslinked copolymers work well as a good water resistant backbone for the coating, they are used in combination with a cationic substance.
  • a cationic substance is required to "lock" the dyes in the coating matrix.
  • Conventional cationic resins are suitable for use in the coating of the present invention. Quaternary ammonium compounds are preferable, of these, the higher molecular weight compounds are most preferable and provide the best overall print quality and water resistance properties.
  • CPS Chemical Company of Old Bridge, New Jersey manufactures several lines of cationic polymers by the trade name of Agefloc, which are suitable for use in the present invention. Of these, a high molecular weight poly (hydroxyalkene dimethyl ammonium chloride) called Agefloc A-50HV is most preferable with respect to the overall results for print quality and water resistance.
  • Other high molecular weight cationic resins include the Agefloc A-50 and A-40HV.
  • the amount of cationic material used is generally an amount sufficient to preclude bleeding of the ink when the print is immersed in water, i.e., an ink migration precluding amount. It was empirically determined that preferred print quality and water resistance results are obtained with the use of a formulation containing about 5 to about 10% of the quaternary ammonium resin, as based on the % solids (wt.) of the random copolymer resin. If too little of the quaternary resin is used, the print quality is poor, and the dye runs when immersed in water. If too much of the quaternary resin is used, the initial print quality is poor, and the coatings are tacky.
  • the receiving layer of the present invention can be coated onto a substrate using any conventional coating process.
  • the coating must generally be dried sufficiently to assure proper crosslinking.
  • the present invention also includes a process for providing a water resistant ink jet print.
  • the process includes coating a suitable substrate with a vinyl amide acrylic acid or methacrylic acid or ester thereof random copolymer, a cationic resin and a crosslinking agent; curing the coating; and applying droplets of a recording liquid on the coating.
  • Syloid 620 0.06g Deionized water 1.80g 10% Acrylidone ACP-1001 87.70g 28% Ammonium hydroxide 3.75g Xama 7 0.33g 2-Pyrrolidone 1.09g 50% Agefloc A-50HV 1.75g
  • the above mix was prepared by mixing the Syloid 620 and water on a magnetic stirring plate for 1 minute.
  • the Acrylidone and ammonium hydroxide were added and the mixture was stirred on the magnetic stirrer for an additional minute.
  • the final three ingredients (2-pyrrolidone, Agefloc A-50HV, Xama 7) were added, and the mixture was stirred for a final five minutes on a magnetic stirring plate.
  • the composition was then coated onto 380 gauge Melinex 534 with a gapped number 70 Mayer rod to achieve a coating thickness of about 0.40 mils.
  • the coating was dried in a laboratory Blue M convection oven for 5 minutes at 260° F. This drying step also resulted in the crosslinking of the Acrylidone copolymer.
  • the sample was then printed on a Canon BJC600 ink jet printer using a full color block test pattern. Visual densities of cyan, magenta, yellow, black, red, green and blue were run using an XRITE 938 color densitometer. The print was allowed to air dry for 1 hour, then it was completely immersed in water for 10 minutes. The visual densities were repeated after the immersion, and calculations were performed to get the % retained density. The results are summarized in Table 2 below.
  • Syloid 620 0.06g Deionized water 1.80g 10% Acrylidone ACP-1001 78.93g 28% Ammonium hydroxide 3.75g Xama 7 0.33g 2-Pyrrolidone 1.09g 50% Agefloc A-50HV 1.75g 10% Airvol 325 8.77g
  • Example 2 The above mixture was prepared in the same manner as described in Example 1.
  • the Airvol 325 was added after the Agefloc A-50HV and then the mixture was stirred for the final five minutes.
  • the coating, printing, and water immersion were performed in the same manner as in Example 1. The results are summarized in Table 2 below.
  • Example 3 uses two mixes.
  • the first mix (Mix A) was prepared with the same composition as that in Example 1 and applied to the substrate in the same manner as in Example 1.
  • the second mix (Mix B) was prepared in the following manner:
  • Gohsenal N-300 and PVP K90 solutions were blended and mixed for 30 seconds on a magnetic stir plate.
  • the Zonyl FSJ and water were added, and stirred for 5 minutes on a magnetic stir plate.
  • Mix B was then applied as a topcoat onto the coating of that previously prepared according to Example 1 with a wire wound number 10 Mayer rod.
  • the sample was then dried at 240° F in a Blue M convection oven for 2 minutes.
  • Syloid 620 0.06g Deionized water 1.80g 10% Acrylidone ACP-1001 87.70g 28% Ammonium hydroxide 3.75g 2-Pyrrolidone 1.09g 50% Agefloc A-50HV 1.75g
  • Example 2 The above mixture was prepared in the same manner as described in Example 1.
  • the coating, printing, and water immersion were performed in the same manner as in Example 1. The results are summarized in Table 2 below.
  • Syloid 620 0.06g Deionized water 1.80g 10% Acrylidone ACP-1001 87.70g 28% Ammonium hydroxide 3.75g Xama 7 0.33g 2-Pyrrolidone 1.09g
  • Example 2 The above mixture was prepared in the same manner as described in Example 1.
  • the coating, printing, and water immersion were performed in the same manner as in Example 1. The results are summarized in Table 2 below.
  • Examples 1 and 2 both had very good print quality and excellent water resistance properties.
  • a small amount of a fully hydrolyzed polyvinyl alcohol is added, as in Example 2, the print tack is reduced significantly.
  • the print tack can be reduced even further, and the colors can be made very glossy, by adding a thin PVP/fully hydrolyzed polyvinyl alcohol topcoat as seen in Example 3.
  • additional resins such as polyvinyl alcohol or an acrylic resin, can be employed to improve print quality.
  • Syloid 620 0.06g Deionized water 62.92g Cyanamer P-21 6.99g 28% Ammonium hydroxide 2.93g CX 0.29 g 2-Pyrrolidone 0.85g 50% Agefloc A-50HV 0.75g 50% Fluorad FC-135 0.14g 20% Gafquat 755N 25.08g
  • the above mixture was prepared by mixing the Syloid 620 and water on a magnetic stirring plate for 1 minute.
  • the Cyanamer was slowly added, and stirred for 15 minutes.
  • the ammonium hydroxide was added and the mixture was stirred for a final fifteen minutes on a magnetic stirring plate.
  • the composition was then coated onto 380 gauge Melinex 534 with a gapped number 70 Mayer rod to achieve a coating thickness of about 0.40 mils.
  • the coating was dried in a laboratory Blue M convection oven for 5 minutes at 260 F.
  • the samples were then printed on a Canon BJC600e ink jet printer, and an Encad NovaJet ink jet printer using a full color block test pattern.
  • the print was allowed to air dry for 1 hour, then it was completely immersed in water for 10 minutes.
  • the print quality, evaluated as in Example 1, water immersion and wet rub resistance were all very good.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Laminated Bodies (AREA)

Claims (20)

  1. Druckfarbenstrahl-Aufzeichnungsmedium mit einem Empfangsüberzug für wässrige Druckfarben, der ein Randomcopolymer aus einem Vinylamid und einer Acryl- oder Methacrylsäure oder einem Ester davon, ein kationisches Harz und ein Vernetzungsmittel umfasst.
  2. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 1, wobei das Randomcopolymer ein Copolymer ist, das Vinylpyrrolidon umfasst.
  3. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 2, wobei das Randomcopolymer ein Copolymer ist, das Acrylsäure umfasst.
  4. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 1, wobei das Randomcopolymer ein Copolymer ist, das Acrylamid umfasst.
  5. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 4, wobei das Randomcopolymer ein Copolymer ist, das Acrylsäure umfasst.
  6. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 1, wobei das Vinylpyrrolidon/Acrylsäure-Randomcopolymer 75% Vinylpyrrolidon und 25% Acrylsäure umfasst.
  7. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 1, wobei das Vernetzungsmittel in einer Menge von 3 bis 4 Gew.-%, bezogen auf das Randomcopolymer, vorhanden ist.
  8. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 1, welches weiter ein Substrat umfasst, das ein klarer Film, ein Polyethylen-beschichtetes Papier, ein Klebstoffunterlegtes Vinyl, Papier oder Kanevas ist.
  9. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 1, welches durch Vernetzen des Randomcopolymeren erhalten wird.
  10. Druckfarbenstrahl-Aufzeichnungsmedium, umfassend ein Substrat und einen Empfangsüberzug für wässrige Druckfarben auf dem Substrat, umfassend ein Randomcopolymer aus einem Vinylamid und einer Acryl- oder Methacrylsäure oder einem Ester davon, ein kationisches Harz und ein Vernetzungsmittel.
  11. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 10, wobei das Randomcopolymer ein Copolymer ist, das Vinylpyrrolidon umfasst.
  12. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 11, wobei das Randomcopolymer ein Copolymer ist, das Acrylsäure umfasst.
  13. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 10, wobei das Randomcopolymer ein Copolymer ist, das Acrylamid umfasst.
  14. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 13, wobei das Randomcopolymer ein Ccpolymer ist, das Acrylsäure umfasst.
  15. Wasserresisienter Druckfarbenstrahldruck, umfassend ein Substrat, einen Druckfarben-Empfangsüberzug auf dem Substrat, wobei der Überzug ein vernetztes Randomcopolymer aus Vinylamid und Acrylsäure oder Methacrylsäure oder einem Ester davon und ein kationisches Harz umfasst; und ein Bild auf dem Druckfarben-Empfangsüberzug.
  16. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 15, wobei das Randomcopolymer ein Copolymer ist, das Vinylpyrrolidon umfasst.
  17. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 16, wobei das Randomcopolymer ein Copolymer ist, das Acrylsäure umfasst.
  18. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 15, wobei das Randomcopolymer ein Copolymer ist, das Acrylamid umfasst.
  19. Druckfarbenstrahl-Aufzeichnungsmedium nach Anspruch 18, wobei das Randomcopolymer ein Copolymer ist, das Acrylsäure umfasst.
  20. Verfahren zur Herstellung eines wasserresistenten Druckfarbenstrahldrucks, umfassend:
    Anbringen von Tröpfchen aus einer wässrigen Aufzeichnungsdruckfarbe, enthaltend einen wasserlöslichen Farbstoff auf einem Empfangsmedium, umfassend eine Druckfarbenempfangsschicht, vorgesehen auf einem Substrat, wobei die Druckfarbenempfangsschicht ein Randomcopolymer aus einem Vinylamid und einer Acrylsäure oder Methacrylsäure oder einem Ester davon, ein kationisches Harz und ein Vernetzungsmittel umfasst.
EP95944618A 1994-12-14 1995-12-13 Wässriges tintenaufnahme-tintenstrahlempfangsmedium, welches einen wasserbeständigen tintenstrahldruck ergibt Expired - Lifetime EP0801602B1 (de)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US35861494A 1994-12-14 1994-12-14
US358614 1994-12-14
US47071395A 1995-06-06 1995-06-06
US470713 1995-06-06
PCT/US1995/016371 WO1996018496A1 (en) 1994-12-14 1995-12-13 Aqueous ink receptive ink jet receiving medium yielding a water resistant ink jet print

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Publication Number Publication Date
EP0801602A1 EP0801602A1 (de) 1997-10-22
EP0801602A4 EP0801602A4 (de) 1998-03-04
EP0801602B1 true EP0801602B1 (de) 2000-11-08

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EP95944618A Expired - Lifetime EP0801602B1 (de) 1994-12-14 1995-12-13 Wässriges tintenaufnahme-tintenstrahlempfangsmedium, welches einen wasserbeständigen tintenstrahldruck ergibt

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EP (1) EP0801602B1 (de)
JP (1) JP2001520591A (de)
AT (1) ATE197425T1 (de)
AU (1) AU4739396A (de)
CA (1) CA2207283A1 (de)
DE (1) DE69519392T2 (de)
ES (1) ES2154356T3 (de)
WO (1) WO1996018496A1 (de)

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US5206071A (en) * 1991-11-27 1993-04-27 Arkwright Incorporated Archivable ink jet recording media
US5212008A (en) * 1992-04-01 1993-05-18 Xerox Corporation Coated recording sheets
DE69516744T2 (de) * 1994-02-24 2000-10-05 Canon K.K., Tokio/Tokyo Druckmedium, dessen Herstellungsverfahren und Tintenstrahldruckverfahren unter Verwendung desselben

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019097469A2 (en) 2017-11-17 2019-05-23 3M Innovative Properties Company Ink-receptive layers for durable labels

Also Published As

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AU4739396A (en) 1996-07-03
EP0801602A1 (de) 1997-10-22
JP2001520591A (ja) 2001-10-30
CA2207283A1 (en) 1996-06-20
ES2154356T3 (es) 2001-04-01
EP0801602A4 (de) 1998-03-04
ATE197425T1 (de) 2000-11-11
DE69519392D1 (de) 2000-12-14
WO1996018496A1 (en) 1996-06-20
DE69519392T2 (de) 2001-05-03

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