EP1340621A2 - Aufzeichnungsmaterialien - Google Patents

Aufzeichnungsmaterialien Download PDF

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Publication number
EP1340621A2
EP1340621A2 EP03003513A EP03003513A EP1340621A2 EP 1340621 A2 EP1340621 A2 EP 1340621A2 EP 03003513 A EP03003513 A EP 03003513A EP 03003513 A EP03003513 A EP 03003513A EP 1340621 A2 EP1340621 A2 EP 1340621A2
Authority
EP
European Patent Office
Prior art keywords
ink
recording
recording material
compound
substrate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP03003513A
Other languages
English (en)
French (fr)
Other versions
EP1340621A3 (de
EP1340621B1 (de
Inventor
Michael Veto Cwykla
Mary Parsons
Amanda Mary Upton
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ilford Imaging Switzerland GmbH
Original Assignee
Ilford Imaging Switzerland GmbH
Ilford Imaging UK Ltd
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 Ilford Imaging Switzerland GmbH, Ilford Imaging UK Ltd filed Critical Ilford Imaging Switzerland GmbH
Publication of EP1340621A2 publication Critical patent/EP1340621A2/de
Publication of EP1340621A3 publication Critical patent/EP1340621A3/de
Application granted granted Critical
Publication of EP1340621B1 publication Critical patent/EP1340621B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M2205/00Printing methods or features related to printing methods; Location or type of the layers
    • B41M2205/38Intermediate layers; Layers between substrate and imaging layer
    • 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
    • B41M5/502Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording characterised by structural details, e.g. multilayer materials
    • B41M5/506Intermediate layers
    • 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
    • B41M5/5227Macromolecular coatings characterised by organic non-macromolecular additives, e.g. UV-absorbers, plasticisers, surfactants
    • 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
    • B41M5/5236Macromolecular coatings characterised by the use of natural gums, of proteins, e.g. gelatins, or of macromolecular carbohydrates, e.g. cellulose

Definitions

  • the present invention relates to a recording material for recording using the ink jet printing process.
  • Ink jet recording is a non-impact printing method wherein droplets of a recording fluid, the ink, are formed by forcing the fluid through a tiny nozzle (or a series of nozzles) under computer control and deposited on a recording material such as paper or transparent film.
  • a recording material such as paper or transparent film.
  • thermal drop-on-demand printers piezo drop-on-demand printers
  • continuous ink jet printers continuous ink jet printers.
  • Ink jet recording has been intensively developed in recent years, and has found broad application as output for personal computers in the office and the home because of its low noise characteristic, capability of high speed printing, and facility of multi-colour printing.
  • Ink jet printing techniques particularly those using mainly aqueous inks, have undergone rapid development both in respect of reliability and the image quality that the printing apparatus can achieve, and in respect of the cost price of the printing apparatus. Consequently, increasingly severe requirements are being set for the recording materials.
  • the recording produced by means of an ink jet processes is required to have, for example, good water and smear resistance, high resolution, high colour density, sufficient ink gradation, and good light fastness.
  • the polymeric binder may, for example, be gelatin; a cellulose derivative such as hydroxyethyl cellulose, methyl hydroxypropyl cellulose, carboxymethyl cellulose, ethyl hydroxypropyl cellulose, or carboxymethylhydroxyethyl cellulose; a vinyl polymer such as poly (vinyl alcohol) or poly (vinyl pyrrolidone); or a mixture of such binders.
  • the recording layer also comprises a cationogenic substance in order to bind the dyes from the inks, together with other functional additives such as an absorbent pigment or a surfactant.
  • a cationogenic substance for use in such recording layers are well known, and include, for example, polyvalent metallic ions, quaternary ammonium salts, polyamines and salts thereof, polymeric ammonium compounds, and basic latexes.
  • United States Patent 5,457,486 discloses a recording sheet which comprises (a) a base sheet; (b) a material selected from the group consisting of tetrazolium compounds, indolinium compounds, imidazolinium compounds, and mixtures thereof; (c) an optional pigment; and (d) an optional binder; similarly United States Patent 5,441,795 discloses ink jet recording sheets containing pyridinium or piperazinium compounds.
  • Such recording materials may provide prints and images of good quality, and are suitable for their intended purposes.
  • a need remains for improved recording sheets which exhibit good image quality when printed with aqueous inks, particularly when printing a multi-colour image in which very dark or dense tints are to be reproduced.
  • the ink Due to the greater quantity of ink laid down, the ink can be slow to absorb into the surface of the recording sheet as this absorption depends on swelling of the polymer layer. Further, this slow absorption is becoming more of a problem as printers develop and printing speeds increase, and can lead to visible print deficiencies such as coalescence caused by drops mixing on the print surface before the ink is absorbed.
  • United States Patent 5,657,064 discloses ink jet recording sheets containing pyrrole, pyrrolidine, pyridine, piperidine, homopiperidine, quinoline, isoquinoline, quinuclidine, indole, or indazole compounds; United States Patent 5,659,348 discloses recording sheets containing purine, pyrimidine, benzimidazole, imidazolidine, urazole, pyrazole, triazole, benzotriazole, tetrazole, or pyrazine compounds; United States Patent 5,729,266 discloses recording sheets containing oxazole, isoxazole, oxazolidinone, oxazoline salt, morpholine, thiazole, thiazolidine, thiadiazole, and phenothiazine compounds; however these inventions particularly relate to improving the drying performance of recording sheets, and especially to reducing the curl of sheets dried with microwave radiation and not to improving the rate of absorption of the in
  • a recording material suitable for ink jet recording comprising a sheet like substrate and arranged on at least one side of the substrate at least one ink-receptive recording layer comprising:
  • the supporting substrate for the recording materials of the invention may be any of those known for use in printing and imaging media.
  • Suitable substrates include, for example paper, high wet-strength paper, tracing paper, heavyweight paper, fine art paper, card, board, coated paper such as resin coated, polyethylene coated, and barrier layer coated paper, synthetic papers, canvas, cloth, fabric, metals such as aluminium, and polymeric substrates such as filled plastics, opaque plastics, or transparent materials, for example cellulose acetates, poly(ethylene), poly(propylene), poly (vinyl chloride), poly (ethylene terephthalate) and poly (ethylene naphthalate), polycarbonate, polysulphone, polyether sulphone, poly (arylene sulphone), poly(arylene ether ketone sulphone), cellophane, polyvinyl fluoride, polyimide, and the like.
  • the supporting substrate is polyethylene coated paper or barrier layer coated paper.
  • barrier layer coated paper is meant a paper coated with a water repellent resin barrier layer provided in the form of a latex comprising fine particles of a film-forming polymer suspended in an aqueous carrier.
  • the latex is allowed to form a film during the coating and drying process.
  • the barrier layer may comprise almost any film-forming latex polymer.
  • the polymer of the barrier layer may preferably have a glass transition point of at least 40°C., more preferably approximately 50-100° C.
  • the polymer of the barrier layer may optionally contain other additives as are known in the art, such as for example, UV absorbers, light stabilisers such as hindered amines, optical brightening agents, or tinting agents.
  • the barrier layer may additionally contain a proportion of a inorganic filler and other additives to improve the operation of the coating process, for example polymeric thickeners, lubricating agents, dispersants, and adhesion promoters.
  • the gelatin for the ink-receptive layer of the recording materials of the invention may be any gelatin known for use in imaging materials, for example skin or bone gelatin, treated gelatin such as deionised gelatin, modified gelatin such as phthalated gelatin or phenylcarbamoylated gelatin, or a cationically modified gelatin.
  • a particularly suitable gelatin is a deionised ossein gelatin of high isoelectric point.
  • triazolopyrimidine compounds are s -triazolo[1,5- a ]pyrimidine compounds commonly referred to as tetra-aza indene compounds and having the general structure I .
  • substituents W, X, Y, and Z which may be the same or different, are individually R, OR, SR, SOR, SO 2 R, NRR', NR(COR'), CO 2 R, CONRR', SO 2 NRR', NRSO 2 R', CN, NO 2 , halogen, sulphonic acid, or phosphonic acid, wherein the groups R and R' are independently hydrogen, branched or unbranched C 1 - C 20 substituted or unsubstituted, saturated or unsaturated hydrocarbon, e.g., alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, heteroaryl, alkylaryl, or arylalkyl or wherein two or more of the groups W, X, Y, R, and R', may be combined to form a ring system or systems.
  • Preferred substituents W, X, Y, and Z include in particular hydrogen, methyl,
  • Tetra-aza indene compounds are known compounds or may be prepared by known methods, and in particular by the condensation of an appropriate aminotriazole with a suitable ⁇ -dicarbonyl compound.
  • An especially preferred class of tetra-aza indene compounds according to formula I are those wherein the group Y is a hydroxy group.
  • a particularly preferred compound is 4-hydroxy-6-methyl-1,3,3a,7-tetra-aza indene having the structure: which is hereinafter referred to as compound 1
  • Another suitable compound is 4-hydroxy-2,6-dimethyl-1,3,3a,7-tetra-aza indene having the structure: which is hereinafter referred to as compound 2 .
  • Another suitable compound is 4-hydroxy-2-methylthio-6-methyl-1,3,3a,7-tetra-aza indene having the structure: which is hereinafter referred to as compound 3 .
  • Another suitable compound is 4-hydroxy-2-hydroxymethyl-6-methyl-1,3,3a,7-tetra-aza indene having the structure: which is hereinafter referred to as compound 4 .
  • Another suitable compound is 5-bromo-4-hydroxy-6-methyl-1,3,3a,7-tetra-aza indene having the structure: which is hereinafter referred to as compound 5 .
  • Another suitable compound is 4-hydroxy-2- iso propylthio-6-methyl-1,3,3a,7-tetra-aza indene having the structure: which is hereinafter referred to as compound 6 .
  • Certain tetra-aza indene compounds may form salts and that this invention also includes relevant salts of such compounds.
  • An ionisable group is one which is capable of forming an anionic group or a cationic group in the medium of use. Suitable ionisable groups include salt forming substituents such as sulphonic acid, carboxylic acid, phosphonic acid, and basic nitrogen containing groups. Further, hydroxy groups located as substituents W or Y of the formula I are frequently sufficiently acidic to enable salt formation and therefore salts of such compounds, including the hereinbefore described compounds 1 - 6 , may be used in the invention.
  • Suitable binders include poly (vinyl alcohol) and copolymers and derivatives thereof; carbohydrates such as tragacanth gum, sodium alginate, or water-soluble starch derivatives; water-accepting cellulose derivatives such as hydroxyethyl cellulose, methyl hydroxypropyl cellulose, carboxymethyl cellulose, or carboxymethylhydroxyethyl cellulose; polyalkylene oxides such as polyethylene oxide and polypropylene oxide or derivatives thereof; water-accepting acrylate, methacrylate, or maleate polymers and copolymers and derivatives thereof; poly (vinyl pyrrolidone) and copolymers and derivatives thereof; casein; and mixtures of such binders.
  • Preferred additional binders include cellulose derivatives such as hydroxyethyl cellulose, methyl hydroxypropyl cellulose, carboxymethyl cellulose, methyl hydroxyeth
  • a recording material suitable for ink jet recording comprising a sheet like substrate and arranged on at least one side of the substrate at least one ink-receptive recording layer comprising:
  • the ink-receptive recording layer of the recording materials of the present invention may comprise additional components as known in the art for use in recording materials.
  • the ink receptive layer or layers may comprise one or more absorbent filler or pigment.
  • Suitable absorbent fillers or pigments for the ink-receptive recording layer or layers include for example clay, kaolin, talc, silica, calcium carbonate, diatomaceous earth, barium sulphate, titanium dioxide, aluminium oxide, zinc oxide, boehmite, starch, synthetic organic pigments, a blend of calcium fluoride and silica, zinc oxide, blends of zinc sulphide with barium sulphate, satin white, and the like, as well as mixtures of two or more of the above fillers.
  • Preferred fillers include porous synthetic amorphous silica, porous boehmite, porous synthetic alumina, and precipitated calcium carbonate. Fillers may be present in any effective amount, and if present, typically are present in amounts of from about 1 to about 60 percent by weight of the coating composition.
  • the ink-receptive recording layer of the recording materials of the present invention may additionally comprise one or more cationogenic substance.
  • Suitable cationogenic substances for the ink-receptive recording layer include quaternary ammonium polymers such as poly (dimethyl diallyl ammonium chloride); quaternary phosphonium polymers; basic polymers such as polyethyleneimine, polyvinylamine and copolymers and derivatives thereof; polymers and copolymers comprising basic monomers such as vinyl pyridine, vinyl imidazole, and amine containing (meth)acrylates; salts and quaternised reaction products from such basic polymers; reaction products of a low molecular weight polyfunctional amine with a compound polyfunctional to amino groups such as epichlorohydrin; cationically modified poly (vinyl alcohols); or a polyvalent metallic cation.
  • the cationogenic substances best known for this purpose are polymeric quaternary ammonium compounds.
  • the ink-receptive layer or layers may advantageously also comprise further auxiliary agents as are known in the art, for example surfactants, plasticisers, lubricants, latexes, cross linking agents, antistatic agents, fungicides, dispersants, antifoams, toning agents, ultraviolet absorbers, and optical brighteners.
  • auxiliary agents for example surfactants, plasticisers, lubricants, latexes, cross linking agents, antistatic agents, fungicides, dispersants, antifoams, toning agents, ultraviolet absorbers, and optical brighteners.
  • the recording material of the invention may comprise two or more ink-receptive layers, any or all of which may comprise the inventive combination of gelatin and a triazolopyrimidine compound as hereinbefore described.
  • the inventive combination is provided in the upper layer or layers of an ink-receptive system comprising two or more layers according to this aspect of the invention.
  • the lower layer or layers may be any ink receiving system as is known in the art.
  • a recording material suitable for ink jet recording comprising in the following order:
  • the binder in the lower ink-receptive layer or layers of a recording material according to this aspect of the invention comprises gelatin.
  • any of the ink-receptive layers may advantageously also comprise further auxiliary agents as hereinbefore described, for example additional binders, cationogenic substances, fillers or pigments, surfactants, plasticisers, lubricants, latexes, cross linking agents, antistatic agents, fungicides, dispersants, antifoams, toning agents, ultraviolet absorbers, and optical brighteners.
  • additional binders for example additional binders, cationogenic substances, fillers or pigments, surfactants, plasticisers, lubricants, latexes, cross linking agents, antistatic agents, fungicides, dispersants, antifoams, toning agents, ultraviolet absorbers, and optical brighteners.
  • the coated amount of the ink-receptive layer or layers may be determined by the printing apparatus, the quantity of ink to be printed, the substrate, and the components used.
  • the total dry coating weight of the ink-receptive layer or layers may be up to about 50 gm -2 , preferably from about 2 gm -2 to about 10 gm -2 , most preferably from about 5 gm -2 to about 10 gm -2 .
  • One of the advantages of the recording materials of the present invention comprising a triazolopyrimidine compound as a coalescence-reducing additive is that good image quality may be achieved with a low coating weight of the ink-receptive layer or layers.
  • the ratio of the dry coating weight of the gelatin and cellulose derivative of the preferred embodiments is not particularly limited and may vary between about 1:0.1 and about 1:5.
  • the triazolopyrimidine compound may be present in any effective amount in the coated ink-receptive recording layer. Typically, the triazolopyrimidine compound is present in an amount of from about 0.001 to about 4 gm -2 of the substrate surface to which it is applied, and preferably from about 0.01 to about 0.5 gm -2 , although the amount can be outside these ranges depending on the application and compound used.
  • One of the advantages of the preferred tetra-aza indene compounds of the invention is that significant image quality improvements may be realised from the incorporation of only a small quantity of the tetra-aza indene compound as a coalescence-reducing additive.
  • the tetra-aza indene compound may be provided to the coating formulation by any convenient means, such as a solution in a suitable solvent or as a dispersion in a suitable carrier.
  • the compound is provided as an aqueous solution. Therefore preferable compounds include those possessing a water solubilising group such as an ionisable substituent.
  • the preferred compounds 1 - 6 of the invention may be dissolved in aqueous base, such as sodium or potassium carbonate, and provided to the coating formulation as a solution of the salt.
  • the preferred compounds may be dissolved in the coating formulation at a suitable pH.
  • the tetra-aza indene compounds may also be provided as a dispersion of the solid.
  • the ink-receptive layer or layers may conveniently be produced as aqueous formulations and coated on to the substrate by any suitable coating means, such as a slide bead coater, a curtain coater, a rod coater, a gravure coater, a blade coater, an air knife coater, or a bar coater.
  • suitable coating means such as a slide bead coater, a curtain coater, a rod coater, a gravure coater, a blade coater, an air knife coater, or a bar coater.
  • the surface of the support may be treated in order to improve the adhesion of the bottom layer to the support prior to applying the coating layer to the support. Suitable treatments include buffing, corona discharge, or the application of an undercoating or subbing layer to the surface of the support. Such subbing layers are known in the art.
  • the back surface of the material may be left uncoated or may have a coating for lay-flat or for write on properties. Additionally, lubricants to promote paper transport in the printing apparatus may be added to the back layer. Alternatively, the ink-receptive layer or layers may be provided on both sides of the substrate.
  • an ink jet recording method comprising the steps of ejecting droplets of an ink composition comprising at least a colorant and a carrier liquid onto the recording medium of the present invention to deposit the ink droplets onto the recording medium in an imagewise pattern, thereby generating images on the recording sheet.
  • the ink is an aqueous ink, that is to say an ink in which the carrier liquid is predominantly water, but may also comprise one or more water soluble organic cosolvent such as a polyhydric alcohol.
  • the ink also comprises one or more surfactants.
  • the materials of the invention are suitable for use with inks comprising dyes or pigments as colorants, but are most suitable for use with dyed inks.
  • inks are well known in the art.
  • the materials of the invention are suitable for use with any type of ink jet printer, for instance a thermal drop-on-demand printer, a piezo drop-on-demand printer, or a continuous ink jet printer.
  • the printer may be a desk top ink jet printer or a wide format ink jet printer.
  • the printing apparatus is a desk top drop-on-demand ink jet printer.
  • the recording materials disclosed herein have been referred to primarily as being useful for aqueous ink jet printers, they may also be used in any other printing or imaging process, such as printing with pen plotters, handwriting with ink pens, and with conventional printing processes such as flexographic printing and the like, provided that the ink employed to form the image is compatible with the ink-receptive layer of the recording sheet.
  • a comparison recording material was prepared as follows:
  • Three further inventive recording materials were prepared as in example 1 by coating four layers as shown in table 4 except that compound 1 was added to formulation C for the two upper layers as granules of a solid dispersion diluted with 70% lactose as inert excipient. Because of this dilution, an addition of 0.25% gives a total coating weight for the tetra-aza indene compound of 0.042 gm -2 , an addition of 0.5% gives a coating weight of 0.083 gm -2 , and an addition of 1% gives a coating weight of 0.167 gm -2 .
  • the coated samples were printed as in example 1 and the coalescence results are given in table 7.
  • inventive sample containing the lowest quantity of compound 1 in the two upper layers showed a significant improvement in coalescence performance over the comparison coating of example 1 containing no additive, and that all the other inventive samples showed excellent performance in this test.
  • Surfactant A the toning agent, and the optical brightener were as in Example 1. This formulation has pH 7.5, and was coated to give a dry coating weight of 1.73 gm -2 .
  • the second layer was coated from a formulation prepared using the components given in Table 10. Component % by weight Deionised water 84.07 Deionised ossein gelatin 11.52 4% sodium hydroxide solution 2.88 Glycerol 0.16 Surfactant A 50% solution 0.6 Hardener 3.86 Total 100
  • the hardener was a 1% solution of 1-(N,N-dimethylcarbamoyl)-4-(2-sulphoethyl) pyridinium inner salt cross linking agent. This formulation has pH 7.5, and was coated to give a dry coating weight of 1.69 gm -2 .
  • the top two layers of a comparison material were each coated from a formulation according to table 11.
  • Component % by weight Deionised water 90.44 Deionised ossein gelatin 3.3 Methyl Hydroxypropyl Cellulose 2.22 4% sodium hydroxide solution 1
  • Surfactant C Surfactant B 0.17 Pigment 0.24 Glycerol 0.23 Total 100
  • Surfactants B and C were as in example 1, and the pigment was an untreated silica matting agent of particle size 3 ⁇ m. This formulation has pH 9.0; two layers were coated to give a dry coating weight of 1.98 gm -2 for each layer.
  • top two layers of an inventive material were each coated from the formulation given in table 11, except that additionally 0.5% of the granulated dispersion of compound 1 diluted with 70% lactose as used in example 2 above was added to the formulation for each layer. This gives a total coating weight for compound 1 of 0.1 gm -2 .

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  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Ink Jet (AREA)
EP03003513A 2002-02-28 2003-02-15 Aufzeichnungsmaterialien Expired - Lifetime EP1340621B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0204699A GB2385809A (en) 2002-02-28 2002-02-28 Ink-jet recording material
GB0204699 2002-02-28

Publications (3)

Publication Number Publication Date
EP1340621A2 true EP1340621A2 (de) 2003-09-03
EP1340621A3 EP1340621A3 (de) 2006-03-15
EP1340621B1 EP1340621B1 (de) 2008-02-13

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EP03003513A Expired - Lifetime EP1340621B1 (de) 2002-02-28 2003-02-15 Aufzeichnungsmaterialien

Country Status (4)

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EP (1) EP1340621B1 (de)
AT (1) ATE385904T1 (de)
DE (1) DE60319023D1 (de)
GB (1) GB2385809A (de)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006011797A1 (en) 2004-07-30 2006-02-02 Fuji Photo Film B.V. Recording media
EP1878829A1 (de) 2006-07-12 2008-01-16 Papierfabriken Cham-Tenero AG Beschichtetes Trägerpapier
CN104093570A (zh) * 2012-03-30 2014-10-08 惠普发展公司,有限责任合伙企业 记录材料

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Publication number Priority date Publication date Assignee Title
US20070155738A1 (en) 2005-05-20 2007-07-05 Alantos Pharmaceuticals, Inc. Heterobicyclic metalloprotease inhibitors

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US5441795A (en) 1993-03-19 1995-08-15 Xerox Corporation Recording sheets containing pyridinium compounds
US5457486A (en) 1993-03-19 1995-10-10 Xerox Corporation Recording sheets containing tetrazolium indolinium, and imidazolinium compounds
US5657064A (en) 1993-03-19 1997-08-12 Xerox Corporation Recording sheets containing pyrrole, pyrrolidine, pyridine, piperidine, homopiperidine, quinoline, isoquinoline, quinuclidine, indole, and indazole compounds
US5659348A (en) 1993-03-19 1997-08-19 Xerox Corporation Recording sheets containing purine, pyrimidine, benzimidazole, imidazolidine, urazole, pyrazole, triazole, benzotriazole, tetrazole, and pyrazine compounds
US5729266A (en) 1993-03-19 1998-03-17 Xerox Corporation Recording sheets containing oxazole, isooxazole, oxazolidinone, oxazoline salt, morpholine, thiazole, thiazolidine, thiadiazole and phenothiazine compounds

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US5441795A (en) 1993-03-19 1995-08-15 Xerox Corporation Recording sheets containing pyridinium compounds
US5457486A (en) 1993-03-19 1995-10-10 Xerox Corporation Recording sheets containing tetrazolium indolinium, and imidazolinium compounds
US5657064A (en) 1993-03-19 1997-08-12 Xerox Corporation Recording sheets containing pyrrole, pyrrolidine, pyridine, piperidine, homopiperidine, quinoline, isoquinoline, quinuclidine, indole, and indazole compounds
US5659348A (en) 1993-03-19 1997-08-19 Xerox Corporation Recording sheets containing purine, pyrimidine, benzimidazole, imidazolidine, urazole, pyrazole, triazole, benzotriazole, tetrazole, and pyrazine compounds
US5729266A (en) 1993-03-19 1998-03-17 Xerox Corporation Recording sheets containing oxazole, isooxazole, oxazolidinone, oxazoline salt, morpholine, thiazole, thiazolidine, thiadiazole and phenothiazine compounds

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006011797A1 (en) 2004-07-30 2006-02-02 Fuji Photo Film B.V. Recording media
EP1878829A1 (de) 2006-07-12 2008-01-16 Papierfabriken Cham-Tenero AG Beschichtetes Trägerpapier
WO2008006434A1 (de) * 2006-07-12 2008-01-17 Papierfabriken Cham-Tenero Ag Beschichtetes trägerpapier
AU2007272084B2 (en) * 2006-07-12 2011-07-28 Cham Paper Group Schweiz Ag Coated backing paper
US8193117B2 (en) 2006-07-12 2012-06-05 Papierfabriken Cham-Tenero Ag Carrier paper
CN104093570A (zh) * 2012-03-30 2014-10-08 惠普发展公司,有限责任合伙企业 记录材料
US9248684B2 (en) 2012-03-30 2016-02-02 Hewlett-Packard Development Company, L.P. Recording material

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GB0204699D0 (en) 2002-04-17
EP1340621A3 (de) 2006-03-15
EP1340621B1 (de) 2008-02-13
GB2385809A (en) 2003-09-03
ATE385904T1 (de) 2008-03-15
DE60319023D1 (de) 2008-03-27

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