EP0913266A2 - Ink jet recording material - Google Patents

Ink jet recording material Download PDF

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Publication number
EP0913266A2
EP0913266A2 EP98119667A EP98119667A EP0913266A2 EP 0913266 A2 EP0913266 A2 EP 0913266A2 EP 98119667 A EP98119667 A EP 98119667A EP 98119667 A EP98119667 A EP 98119667A EP 0913266 A2 EP0913266 A2 EP 0913266A2
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EP
European Patent Office
Prior art keywords
inkjet
alkyl
layer
material according
acyl
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.)
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Application number
EP98119667A
Other languages
German (de)
French (fr)
Other versions
EP0913266A3 (en
Inventor
Jörg Dr. Hagemann
Günter Dr. Helling
Stefan Dr. Herrmann
Jürgen Dipl.-Ing. Strobach
Beate Dr. Weber
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.)
Agfa Gevaert AG
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Agfa Gevaert AG
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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52—Macromolecular coatings
    • B41M5/5227—Macromolecular coatings characterised by organic non-macromolecular additives, e.g. UV-absorbers, plasticisers, surfactants
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52—Macromolecular coatings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52—Macromolecular coatings
    • B41M5/5245—Macromolecular coatings characterised by the use of polymers containing cationic or anionic groups, e.g. mordants
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52—Macromolecular coatings
    • B41M5/5254—Macromolecular coatings characterised by the use of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers

Definitions

  • the invention relates to an inkjet recording material with improved properties.
  • Inkjet images are created by spraying a dye solution or dye dispersion in a fine imagewise modulated beam on a recording material generated. Recording materials of better quality point on a carrier material an image-receiving layer on which contains an agent with which the inkjet dye diffusion and smudge-proof binding.
  • a carrier material an image-receiving layer on which contains an agent with which the inkjet dye diffusion and smudge-proof binding.
  • the at least one mordant contains, which is a polymer or copolymer with a cationic group.
  • the object of the invention was to provide an inkjet recording material, with which especially smudge-proof inkjet images are generated.
  • the acyl radical can be derived from an aliphatic, olefinic or aromatic carbon, Carbon, carbamine, sulfone, aminosulfone, phosphone, phosphorus or Phosphorous acid can be derived.
  • Alkyl can be straight-chain, branched or cyclic and unsubstituted or substituted be, the substituents being hydroxy, alkoxy, aryloxy, halogen, carboxy, sulfo and aryl.
  • Alkyl has in particular 1 to 18 carbon atoms.
  • the substituents R 1 , R 2 , R 3 can be the same or different. If they are different, their position within the molecule of the formula (I) can often not be determined with certainty. The following list therefore only shows the proportions in which they occur in the molecule.
  • R 1 , R 2 and R 3 independently of one another represent a hydrogen atom, an alkyl group with 1 to 4 C atoms, which can be substituted by hydroxy or C 1 -C 4 alkoxy, an alkyl or alkenylcarbonyl group with 2 to 20 C- Atoms or an alkyl or arylsulfonyl group with 1 to 18 carbon atoms.
  • R 4 is preferably C 1 -C 12 -alkyl, and R 5 is alkoxy, acyl, acylamino or acyloxy having 2 to 20 C atoms.
  • l is preferably 0 or 1.
  • the compounds of the formulas (I) and (II) are used in particular in a total amount of 50 to 5,000 mg / m 2 of recording material, preferably 200 to 2,000 mg / m 2 .
  • Suitable compounds of the formula (I) are:
  • Suitable compounds of formula (II) are:
  • the inkjet recording material has at least two layers on at least one side of the support wherein at least one compound of formula (I) or (II) in one layer closer to Carrier is included as the most distant layer.
  • In a further preferred embodiment contains at least one layer Means that binds inkjet dyes diffusion and smudge-proof.
  • Suitable means for this are e.g. cationic pickling, dye-complexing compounds, Aluminum hydroxide.
  • Cationic stains are preferred because azo dyes are usually used as inkjet dyes can be used with acidic groups.
  • Suitable cationic mordants are e.g. Compounds from the classes of polyvinylpyridines, optionally quaternized, the polyvinylimidazoles, if appropriate quaternized, the poly (-di) allylammonium compounds, the polydialkylaminoalkyl (meth) acrylates, optionally quaternized, the polydialkylammoniumalkyl (meth) acrylamides, optionally quaternized, the polyvinylbenzyldi or trialkylammonium compounds, the polyester with quaternary ammonium groups, the polyamides with quaternary ammonium groups, the polyurethane with quaternary ammonium groups, the polymers of N, N, N-trialkyl-N- (meth) acrylamidobenzylammoniumharmen.
  • Preferred stains are copolymers of at least 45% by weight Vinyl pyrrolidone and at least 20% by weight of a monomer with
  • the cationic mordants can be water-soluble or water-dispersible.
  • the cationic mordants have a weight average molecular weight of preferably at least 2000, especially at least 20,000.
  • the agents which bind the inkjet dyes in a diffusion-resistant and smudge-proof manner are preferably used in an amount of 10 to 3,000 mg / m 2 of inkjet material, preferably 50 to 1,000 mg / m 2 .
  • Suitable binders for the applied layers are e.g. Gelatin and Gelatin derivatives, polyvinylpyrrolidone, polyvinyl alcohol, cellulose and cellulose derivatives, Albumin, casein, starch and starch derivatives, sodium alginate, polyacrylamide, Polyethyleneimine, polyvinylpyridinium halide and water soluble polyurethanes and Polyester.
  • the binders are said to be curable.
  • Gelatin or mixtures of gelatin with gelatin derivatives e.g. Phthaloyl gelatin, Cellulose derivatives, e.g. Are hydroxyethyl cellulose or polyvinyl pyrrolidone prefers.
  • the inkjet recording material can be spacers, UV absorbers, Contain dye stabilizers, optical brighteners, wetting agents, emulsifiers and biocides.
  • Suitable spacers are in particular spherical and have an average diameter from 1 to 50 ⁇ m, especially from 5 to 20 ⁇ m and have a narrow grain size distribution.
  • Suitable spacers exist, for example: made of polymethyl methacrylate, polystyrene, polyvinyltoluene, Silicon dioxide and insoluble starch.
  • the carrier preferably has a thickness of 80 to 250 microns; in the case of polyester or polyolefin laminated paper, the paper in particular has a thickness of 80 to 220 microns, the polyester or the polyolefin layers in particular a thickness of 5 to 30 ⁇ m each.
  • Polyethylene is as polyolefin, polyethylene terephthalate as polyester prefers.
  • the carrier can be used to prevent the curvature of the inkjet recording material on the side opposite the receiving layer also with at least one Binder layer can be coated. It is preferably the same Binder or binder mixture as on the reception side.
  • Suitable UV absorbers are in Research Disclosure 24239 (1984), 37254 , Part 8 (1995), p. 292, 37038 , Part X (1995), p. 85 and 38957 , Part VI (1996), p. 607 and EP 306 083 and 711 804. These compounds are preferably introduced in the layer or layers most distant from the carrier.
  • Suitable optical brighteners are in Research Disclosure 37 254, Part 8 (1995), P. 292 ff and 38 957, part VI. (1996), pp. 607 ff. This means preferably in a layer below the most distant from the support Layer, particularly preferably in a layer below the receiving layer or in of the document.
  • the binders in the individual layers can also be Suitable compounds, so-called hardening agents, are crosslinked in order to Improve water resistance and scratch resistance of the layers.
  • Suitable curing agents are in Research Disclosure 37 254, Part 9 (1995), p. 294; 37 038 Part XII (1995), p. 86 and 38 957, Part II B (1996), p. 599 ff.
  • hardeners examples are:
  • the material can be made using a cascade or curtain coaster as used in the manufacture photographic silver halide materials is known, starting from the support material and one casting solution for each layer to be applied in one pass getting produced.
  • the material After pouring the casting solution or solutions onto the support, the material is dried and is then ready to use.
  • the individual layers have a dry layer thickness of 0.1 to 20 ⁇ m, preferably from 0.5 to 5 ⁇ m.
  • Samples 2 to 6 were produced like sample 1 with the difference that the compound 2 shown in Table 1 was added to layer 2 in an amount of 1.5 g / m 2 .
  • the dried samples are printed on an HP 870 CXi printer with color fields in the colors blue-green, purple, yellow, black, red, green and blue.
  • the printout is printed on a sheet of white copy paper (80 g / m 2 ) using a rubber roller.
  • the compounds according to the invention improve the Drying time clearly.
  • the compounds of formula (II) improve the Light stability of the dyes.
  • Samples 8 to 13 were produced like sample 7 with the difference that the compounds given in table 3 were added to layers 2 and 3 in an amount of 0.75 g / m 2 each.
  • the compounds according to the invention improve the drying time noticeably. Mixtures of different compounds can also be used with advantage become.

Abstract

Ink jet printing material has a base with a coating containing polyglycoside(s) (I) and/or alkylphenol(s) (II). Ink jet printing material has a base with a coating containing polyglycoside(s) of formula (I) and/or alkylphenol(s) of formula (II). R1, R2, R3 = hydrogen (H), alkyl or acyl; n = 6, 7 or 8; R4 = alkyl; R5 = acyl, acylamino, acyloxy, aryl, aryloxy or alkoxy; l = 0, 1 or 2; m = 1-5; R4 and R5 together = groups containing at least 4 carbon (C) atoms.

Description

Die Erfindung betrifft ein Inkjet-Aufzeichnungsmaterial mit verbesserten Eigenschaften.The invention relates to an inkjet recording material with improved properties.

Das Inkjet-Verfahren ist bekannt (siehe beispielsweise das Kapitel Ink Jet Printing von R.W. Kenyon in

Figure 00010001
Chemistry and Technology of Printing and Imaging Systems", Herausgeber Peter Gregory, Blackie Academic & Professional, Chapman & Hall 1996, Seiten 113 bis 138, und die darin zitierte Literatur).The inkjet process is known (see for example the chapter Ink Jet Printing by RW Kenyon in
Figure 00010001
Chemistry and Technology of Printing and Imaging Systems ", edited by Peter Gregory, Blackie Academic & Professional, Chapman & Hall 1996, pages 113 to 138, and the literature cited therein).

Dabei werden Inkjet-Bilder durch Aufspritzen einer Farbstofflösung oder Farbstoffdispersion in einem feinen bildmäßig modulierten Strahl auf ein Aufzeichnungsmaterial erzeugt. Aufzeichnungsmaterialien besserer Qualität weisen auf einem Trägermaterial eine Bildempfangsschicht auf die ein Mittel enthält, mit der der Inkjet-Farbstoff diffusions- und wischfest gebunden werden soll. So ist aus EP 609 930 bekannt, eine Tintenempfangsschicht auf dem Träger vorzusehen, die wenigstens ein Beizenmittel enthält, das ein Polymer oder Copolymer mit einer kationischen Gruppe ist. Der weitere Stand der Technik zur Inkjet-Materialien wird in dem genannten Dokument ausführlich diskutiert. Die bisher erzielten Ergebnisse sind dennoch nicht ausreichend.Inkjet images are created by spraying a dye solution or dye dispersion in a fine imagewise modulated beam on a recording material generated. Recording materials of better quality point on a carrier material an image-receiving layer on which contains an agent with which the inkjet dye diffusion and smudge-proof binding. One is known from EP 609 930 To provide ink receiving layer on the carrier, the at least one mordant contains, which is a polymer or copolymer with a cationic group. Of the Further prior art for inkjet materials is in the document mentioned discussed in detail. However, the results achieved so far are not sufficient.

Aufgabe der Erfindung war die Bereitstellung eines Inkjet-Aufzeichnungsmaterials, mit dem insbesondere wischfeste Inkjetbilder erzeugt werden.The object of the invention was to provide an inkjet recording material, with which especially smudge-proof inkjet images are generated.

Diese Aufgabe wird mit einem Inkjet-Aufzeichnungsmaterial gelöst, das einen Träger und wenigstens eine auf dem Träger aufgetragene Schicht aufweist und das dadurch gekennzeichnet ist, daß in wenigstens einer Schicht wenigstens eine Verbindung der Formeln (I) oder (II) enthalten ist.

Figure 00020001
worin

R1, R2, R3
Wasserstoff Alkyl oder Acyl und
n
6, 7 oder 8 bedeuten;
Figure 00020002
worin
R4
Alkyl,
R5
Acyl, Acylamino, Acyloxy, Aryl, Aryloxy oder Alkoxy,
l
0, 1 oder 2 und
m
eine Zahl von 1 bis 5 bedeuten,
wobei die Reste R4 und R5 zusammen mindestens 4 C-Atome haben. This object is achieved with an inkjet recording material which has a support and at least one layer applied to the support and which is characterized in that at least one compound of the formulas (I) or (II) is present in at least one layer.
Figure 00020001
wherein
R 1 , R 2 , R 3
Hydrogen alkyl or acyl and
n
6, 7 or 8;
Figure 00020002
wherein
R 4
Alkyl,
R 5
Acyl, acylamino, acyloxy, aryl, aryloxy or alkoxy,
l
0, 1 or 2 and
m
represent a number from 1 to 5,
where the radicals R 4 and R 5 together have at least 4 carbon atoms.

Der Acylrest kann von einer aliphatischen, olefinischen oder aromatischen Carbon-, Kohlen-, Carbamin-, Sulfon-, Aminosulfon-, Phosphon-, Phosphor- oder Phosphorigsäure abgeleitet sein.The acyl radical can be derived from an aliphatic, olefinic or aromatic carbon, Carbon, carbamine, sulfone, aminosulfone, phosphone, phosphorus or Phosphorous acid can be derived.

Alkyl kann geradkettig, verzweigt oder cyclisch und unsubstituiert oder substituiert sein, wobei als Substituenten Hydroxy, Alkoxy, Aryloxy, Halogen, Carboxy, Sulfo und Aryl in Betracht kommen. Alkyl hat insbesondere 1 bis 18 C-Atome.Alkyl can be straight-chain, branched or cyclic and unsubstituted or substituted be, the substituents being hydroxy, alkoxy, aryloxy, halogen, carboxy, sulfo and aryl. Alkyl has in particular 1 to 18 carbon atoms.

Die Substituenten R1, R2, R3 können gleich oder unterschiedlich sein. Sind sie unterschiedlich, ist ihre Position innerhalb des Moleküls der Formel (I) häufig nicht sicher bestimmbar. Die nachfolgende Aufstellung gibt daher nur wider, in welchen Verhältnissen sie im Molekül vorkommen.The substituents R 1 , R 2 , R 3 can be the same or different. If they are different, their position within the molecule of the formula (I) can often not be determined with certainty. The following list therefore only shows the proportions in which they occur in the molecule.

Vorzugsweise bedeuten R1, R2 und R3 unabhängig voneinander ein Wasserstoffatom eine Alkylgruppe mit 1 bis 4 C-Atomen, die durch Hydroxy oder C1-C4-Alkoxy substituiert sein kann, eine Alkyl- oder Alkenylcarbonylgruppe mit 2 bis 20 C-Atomen oder eine Alkyl- oder Arylsulfonylgruppe mit 1 bis 18 C-Atomen.Preferably R 1 , R 2 and R 3 independently of one another represent a hydrogen atom, an alkyl group with 1 to 4 C atoms, which can be substituted by hydroxy or C 1 -C 4 alkoxy, an alkyl or alkenylcarbonyl group with 2 to 20 C- Atoms or an alkyl or arylsulfonyl group with 1 to 18 carbon atoms.

Vorzugsweise bedeuten R4 C1- bis C12-Alkyl, und R5 Alkoxy, Acyl, Acylamino oder Acyloxy mit 2 bis 20 C-Atomen.R 4 is preferably C 1 -C 12 -alkyl, and R 5 is alkoxy, acyl, acylamino or acyloxy having 2 to 20 C atoms.

l ist vorzugsweise 0 oder 1.l is preferably 0 or 1.

Die Verbindungen der Formeln (I) und (II) werden insbesondere insgesamt in einer Menge von 50 bis 5 000 mg/m2 Aufzeichnungsmaterial, vorzugsweise 200 bis 2 000 mg/m2 eingesetzt. The compounds of the formulas (I) and (II) are used in particular in a total amount of 50 to 5,000 mg / m 2 of recording material, preferably 200 to 2,000 mg / m 2 .

Geeignete Verbindungen der Formel (I) sind:

Figure 00040001
Suitable compounds of the formula (I) are:
Figure 00040001

Geeignete Verbindungen der Formel (II) sind:

Figure 00050001
Figure 00060001
Figure 00070001
Suitable compounds of formula (II) are:
Figure 00050001
Figure 00060001
Figure 00070001

In einer weiteren bevorzugten Ausführungsform der Erfindung hat das Inkjet-Aufzeichnungsmaterial auf wenigstens einer Seite des Trägers wenigstens zwei Schichten wobei wenigstens eine Verbindung der Formel (I) oder (II) in einer Schicht näher zum Träger als die am weitesten vom Träger entfernte Schicht enthalten ist.In a further preferred embodiment of the invention, the inkjet recording material has at least two layers on at least one side of the support wherein at least one compound of formula (I) or (II) in one layer closer to Carrier is included as the most distant layer.

In einer weiteren bevorzugten Ausführungsform enthält wenigstens eine Schicht ein Mittel, das Inkjet-Farbstoffe diffusions- und wischfest bindet.In a further preferred embodiment contains at least one layer Means that binds inkjet dyes diffusion and smudge-proof.

Geeignete Mittel hierfür sind z.B. kationische Beizen, farbstoffkomplexierende Verbindungen, Aluminiumhydroxid. Suitable means for this are e.g. cationic pickling, dye-complexing compounds, Aluminum hydroxide.

Kationische Beizen sind bevorzugt, weil als Inkjet-Farbstoffe üblicherweise Azofarbstoffe mit sauren Gruppen verwendet werden.Cationic stains are preferred because azo dyes are usually used as inkjet dyes can be used with acidic groups.

Geeignete kationische Beizen sind z.B. Verbindungen aus den Klassen der Polyvinylpyridine, gegebenenfalls quaterniert, der Polyvinylimidazole, gegebenenfalls quaterniert, der Poly(-di-)allylammoniumverbindungen, der Polydialkylaminoalkyl-(meth-)acrylate, gegebenenfalls quaterniert, der Polydialkylammoniumalkyl(meth-)acrylamide, gegebenenfalls quaterniert, der Polyvinylbenzyldi- oder trialkylammoniumverbindungen, der Polyester mit quartären Ammoniumgruppen, der Polyamide mit quartären Ammoniumgruppen, der Polyurethane mit quartären Ammoniumgruppen, der Polymere aus N,N,N-Trialkyl-N-(meth)acrylamidobenzylammoniumverbindungen. Bevorzugte Beizen sind Copolymerisate aus wenigstens 45 Gew.-% Vinylpyrrolidon und wenigstens 20 Gew.-% eines Monomeren mit quartärem Stickstoffatom.Suitable cationic mordants are e.g. Compounds from the classes of polyvinylpyridines, optionally quaternized, the polyvinylimidazoles, if appropriate quaternized, the poly (-di) allylammonium compounds, the polydialkylaminoalkyl (meth) acrylates, optionally quaternized, the polydialkylammoniumalkyl (meth) acrylamides, optionally quaternized, the polyvinylbenzyldi or trialkylammonium compounds, the polyester with quaternary ammonium groups, the polyamides with quaternary ammonium groups, the polyurethane with quaternary ammonium groups, the polymers of N, N, N-trialkyl-N- (meth) acrylamidobenzylammoniumverbindungen. Preferred stains are copolymers of at least 45% by weight Vinyl pyrrolidone and at least 20% by weight of a monomer with a quaternary nitrogen atom.

Die kationischen Beizen können wasserlöslich oder wasserdispergierbar sein. Die kationischen Beizen haben ein mittleres Molekulargewicht (Gewichtsmittel) von vorzugsweise wenigstens 2000, insbesondere wenigstens 20.000.The cationic mordants can be water-soluble or water-dispersible. The cationic mordants have a weight average molecular weight of preferably at least 2000, especially at least 20,000.

Als Beizen können auch Phosphoniumgruppen enthaltende Verbindungen (EP 609 930) eingesetzt werden, sowie gemahlene kationische Ionenaustauscherharze, die feinverteilt in die Beizschicht eingebracht werden.Compounds containing phosphonium groups (EP 609 930) are used, as well as ground cationic ion exchange resins finely divided into the pickling layer.

Nachfolgend sind einige Beispiele dargestellt.

Figure 00080001
Figure 00090001
Figure 00100001
Figure 00110001
Some examples are shown below.
Figure 00080001
Figure 00090001
Figure 00100001
Figure 00110001

Die gepunkteten Bindungen in B-5 und B-6 stehen für eine Vernetzung des Moleküls mit weiteren gleichartigen Ketten.The dotted bonds in B-5 and B-6 represent a cross-linking of the molecule with other similar chains.

Die Mittel, die die Inkjet-Farbstoffe diffusions- und wischfest binden, werden bevorzugt in einer Menge von 10 bis 3 000 mg/m2 Inkjet-Material, vorzugsweise 50 bis 1 000 mg/m2 eingesetzt.The agents which bind the inkjet dyes in a diffusion-resistant and smudge-proof manner are preferably used in an amount of 10 to 3,000 mg / m 2 of inkjet material, preferably 50 to 1,000 mg / m 2 .

Geeignete Bindemittel für die aufgetragenen Schichten sind z.B. Gelatine und Gelatinederivate, Polyvinylpyrrolidon, Polyvinylalkohol, Cellulose und Cellulosederivate, Albumin, Casein, Stärke und Stärkederivate, Na-Alginat, Polyacrylamid, Polyethylenimin, Polyvinylpyridiniumhalogenid und wasserlösliche Polyurethane und Polyester. Die Bindemittel sollen härtbar sein. Suitable binders for the applied layers are e.g. Gelatin and Gelatin derivatives, polyvinylpyrrolidone, polyvinyl alcohol, cellulose and cellulose derivatives, Albumin, casein, starch and starch derivatives, sodium alginate, polyacrylamide, Polyethyleneimine, polyvinylpyridinium halide and water soluble polyurethanes and Polyester. The binders are said to be curable.

Gelatine oder Abmischungen von Gelatine mit Gelatinederivaten, z.B. Phthaloylgelatine, Cellulosederivaten, z.B. Hydroxyethylcellulose oder Polyvinylpyrrolidon sind bevorzugt.Gelatin or mixtures of gelatin with gelatin derivatives, e.g. Phthaloyl gelatin, Cellulose derivatives, e.g. Are hydroxyethyl cellulose or polyvinyl pyrrolidone prefers.

Weiterhin kann das Inkjet-Aufzeichnungsmaterial Abstandshalter, UV-Absorber, Farbstoffstabilisatoren, optische Aufheller, Netzmittel, Emulgatoren und Biozide enthalten.Furthermore, the inkjet recording material can be spacers, UV absorbers, Contain dye stabilizers, optical brighteners, wetting agents, emulsifiers and biocides.

Geeignete Abstandhalter sind insbesondere kugelförmig, haben einen mittleren Durchmesser von 1 bis 50 µm, insbesondere von 5 bis 20 µm und besitzen eine enge Korngrößenverteilung.Suitable spacers are in particular spherical and have an average diameter from 1 to 50 µm, especially from 5 to 20 µm and have a narrow grain size distribution.

Geeignete Abstandhalter bestehen z:B. aus Polymethylmethacrylat, Polystyrol, Polyvinyltoluol, Siliciumdioxid und unlöslicher Stärke.Suitable spacers exist, for example: made of polymethyl methacrylate, polystyrene, polyvinyltoluene, Silicon dioxide and insoluble starch.

Der Träger hat vorzugsweise eine Stärke von 80 bis 250 µm; im Falle von polyester- oder polyolefinlaminiertem Papier hat das Papier insbesondere eine Stärke von 80 bis 220 µm, die Polyester bzw. die Polyolefinschichten insbesondere eine Stärke von jeweils 5 bis 30 µm. Polyethylen ist als Polyolefin, Polyethylenterephthalat als Polyester bevorzugt.The carrier preferably has a thickness of 80 to 250 microns; in the case of polyester or polyolefin laminated paper, the paper in particular has a thickness of 80 to 220 microns, the polyester or the polyolefin layers in particular a thickness of 5 to 30 µm each. Polyethylene is as polyolefin, polyethylene terephthalate as polyester prefers.

Zur Verhinderung der Krümmung des Inkjet-Aufzeichnungsmaterials kann der Träger auf der der Empfangsschicht gegenüberliegenden Seite ebenfalls mit wenigstens einer Bindemittelschicht beschichtet sein. Vorzugsweise handelt es sich dabei um das gleiche Bindemittel bzw. Bindemittelgemisch wie auf der Empfangsseite.The carrier can be used to prevent the curvature of the inkjet recording material on the side opposite the receiving layer also with at least one Binder layer can be coated. It is preferably the same Binder or binder mixture as on the reception side.

Geeignete UV-Absorber sind in Research Disclosure 24239 (1984), 37254, Teil 8 (1995), S. 292, 37038, Teil X (1995), S. 85 und 38957, Teil VI (1996), S.607 sowie EP 306 083 und 711 804 beschrieben. Diese Verbindungen werden vorzugsweise in der bzw. den am weitesten vom Träger entfernten Schichten eingebracht. Suitable UV absorbers are in Research Disclosure 24239 (1984), 37254 , Part 8 (1995), p. 292, 37038 , Part X (1995), p. 85 and 38957 , Part VI (1996), p. 607 and EP 306 083 and 711 804. These compounds are preferably introduced in the layer or layers most distant from the carrier.

Weitere geeignete Bildstabilisatoren sind aus Research Disclosure 37254, Teil 8 (1995), S. 292 und 38957, Teil X (1996), S.621 ff. sowie DE 43 37 862, EP 373 573, GB 2 088 777, EP 685 345 und EP 704 316 bekannt.Further suitable image stabilizers are from Research Disclosure 37254 , Part 8 (1995), pp. 292 and 38957 , Part X (1996), pp. 621 ff. And DE 43 37 862, EP 373 573, GB 2 088 777, EP 685 345 and EP 704 316 known.

Geeignete optische Aufheller sind in Research Disclosure 37 254, Teil 8 (1995), S. 292 ff und 38 957, Teil VI. (1996), S. 607 ff beschrieben. Diese Mittel werden vorzugsweise in einer Schicht unterhalb der am weitesten vom Träger entfernten Schicht, besonders bevorzugt in einer Schicht unterhalb der Empfangsschicht oder in der Unterlage eingebracht.Suitable optical brighteners are in Research Disclosure 37 254, Part 8 (1995), P. 292 ff and 38 957, part VI. (1996), pp. 607 ff. This means preferably in a layer below the most distant from the support Layer, particularly preferably in a layer below the receiving layer or in of the document.

Die Bindemittel in den einzelnen Schichten, insbesondere Gelatine, können auch durch geeignete Verbindungen, sogenannte Härtungsmittel, vernetzt werden, um die Wasserfestigkeit und Kratzfestigkeit der Schichten zu verbessern.The binders in the individual layers, in particular gelatin, can also be Suitable compounds, so-called hardening agents, are crosslinked in order to Improve water resistance and scratch resistance of the layers.

Geeignete Härtungsmittel sind in Research Disclosure 37 254, Teil 9 (1995), S. 294; 37 038 Teil XII (1995), S. 86 und 38 957, Teil II B (1996), S. 599 ff beschrieben.Suitable curing agents are in Research Disclosure 37 254, Part 9 (1995), p. 294; 37 038 Part XII (1995), p. 86 and 38 957, Part II B (1996), p. 599 ff.

Beispiele für Härter sind:

Figure 00130001
Figure 00140001
Examples of hardeners are:
Figure 00130001
Figure 00140001

Es werden üblicherweise 0,005 bis 10 Gew.-%, bezogen auf das härtbare Bindemittel, eingesetzt, vorzugsweise 0,01 bis 1 Gew.-%.Usually 0.005 to 10% by weight, based on the curable binder, used, preferably 0.01 to 1 wt .-%.

Das Material kann mittels eines Kaskaden- oder Vorhanggießers, wie er aus der Herstellung fotografischer Silberhalogenidmaterialien bekannt ist, ausgehend vom Trägermaterial und je einer Gießlösung für jede aufzubringende Schicht in einem Durchgang hergestellt werden.The material can be made using a cascade or curtain coaster as used in the manufacture photographic silver halide materials is known, starting from the support material and one casting solution for each layer to be applied in one pass getting produced.

Nach dem Beguß des Trägers mit der oder den Gießlösungen wird das Material getrocknet und ist dann gebrauchsfertig.After pouring the casting solution or solutions onto the support, the material is dried and is then ready to use.

Die einzelnen Schichten haben eine Trockenschichtdicke von 0,1 bis 20 µm, vorzugsweise von 0,5 bis 5 µm. The individual layers have a dry layer thickness of 0.1 to 20 μm, preferably from 0.5 to 5 µm.

Beispiel 1example 1 Probe 1Sample 1

Auf einen Träger aus beidseitig polyethylenlaminiertem Papier (Dicke: 200 µm) werden in der angegebenen Reihenfolge folgende Schichten aufgebracht. (Die Mengenangaben beziehen sich auf 1 m2):The following layers are applied to a support made of polyethylene-laminated paper on both sides (thickness: 200 μm) in the order given. (The quantities refer to 1 m 2 ):

Schicht 1 (unten)Layer 1 (below)

1,0 g1.0 g
Gelatinegelatin
0,1 g0.1 g
Weißtöner WT-1White toner WT-1
0,15 g0.15 g
Polyvinylypyrrolidon (Mw ∼ 120 000)Polyvinylypyrrolidone (Mw ∼ 120,000)
0,2 g0.2 g
Emulgator E-1Emulsifier E-1
Schicht 2 (Mitte)Layer 2 (middle)

4,0 g4.0 g
Gelatinegelatin
0,2 g0.2 g
Beize B-13Stain B-13
0,4 g0.4 g
Emulgator E-1Emulsifier E-1
Schicht 3 (oben)Layer 3 (above)

0,5 g0.5 g
Gelatinegelatin
0,5 g0.5 g
PhthaloylgelatinePhthaloyl gelatin
1 mg1 mg
Härtungsmittel H-4Hardener H-4
0,2 g0.2 g
Emulgator E-1Emulsifier E-1
Proben 2 bis 6Samples 2 to 6

Die Proben 2 bis 6 wurden hergestellt wie Probe 1 mit dem Unterschied, daß der Schicht 2 die in Tabelle 1 angegebene Verbindung in einer Menge von 1,5 g/m2 zugesetzt wurde.

Figure 00170001
Samples 2 to 6 were produced like sample 1 with the difference that the compound 2 shown in Table 1 was added to layer 2 in an amount of 1.5 g / m 2 .
Figure 00170001

Die getrockneten Proben werden mit einem HP 870 CXi-Drucker mit Farbfeldern in den Farben blaugrün, purpur, gelb, schwarz, rot, grün und blau bedruckt. Der Ausdruck wird mit Hilfe einer Gummiwalze auf ein Blatt weißes Kopierpapier (80 g/m2) abgedrückt. Es wird die Zeit bestimmt, nach der kein Farbübertrag mehr meßbar ist. (V = Vergleich, E = erfindungsgemäß) Probe Nr. Zusatz in Schicht 2 Trocknungszeit (min) 1 (V) ohne 10 2 (E) I-1 5 3 (E) I-6 3 4 (E) II-2 3 5 (E) II-6 5 6 (E) II-10 4 The dried samples are printed on an HP 870 CXi printer with color fields in the colors blue-green, purple, yellow, black, red, green and blue. The printout is printed on a sheet of white copy paper (80 g / m 2 ) using a rubber roller. The time after which no color transfer can be measured is determined. (V = comparison, E = according to the invention) Sample No. Addition in layer 2 Drying time (min) 1 (V) without 10th 2 (E) I-1 5 3 (E) I-6 3rd 4 (E) II-2 3rd 5 (E) II-6 5 6 (E) II-10 4th

Die Proben werden mit den drei Grundfarben blaugrün, purpur und gelb bedruckt und anschließend mit einer 100 klux-Xenon-Lampe, deren Spektrum dem natürlichen Tageslicht ähnelt, mit einer Dosis von 10 · 106 lux·h bestrahlt. Gemessen wird die Dichteänderung in Prozent. (V = Vergleich, E = erfindungsgemäß) Probe Nr. ΔD (blaugrün) ΔD (purpur) ΔD (gelb) 1 (V) -36 -44 -28 2 (E) -30 -39 -25 3 (E) -29 -40 -24 4 (E) -18 -25 -13 5 (E) -19 -29 -16 6 (E) -17 -26 -12 The samples are printed with the three primary colors of blue-green, purple and yellow and then irradiated with a 100 klux-xenon lamp, the spectrum of which resembles natural daylight, at a dose of 10 · 10 6 lux · h. The change in density is measured in percent. (V = comparison, E = according to the invention) Sample No. ΔD (teal) ΔD (purple) ΔD (yellow) 1 (V) -36 -44 -28 2 (E) -30 -39 -25 3 (E) -29 -40 -24 4 (E) -18 -25 -13 5 (E) -19 -29 -16 6 (E) -17 -26 -12

Wie Tabellen 1 und 2 zeigen verbessern die erfindungsgemäßen Verbindungen die Trocknungszeit deutlich. Zudem verbessern die Verbindungen der Formel (II) die Lichtstabilität der Farbstoffe.As Tables 1 and 2 show, the compounds according to the invention improve the Drying time clearly. In addition, the compounds of formula (II) improve the Light stability of the dyes.

Beispiel 2Example 2 Probe 1Sample 1

Auf einen Träger aus beidseitig polyethylenlaminiertem Papier (Dicke: 180 µm) werden folgende Schichten aufgebracht. (Die Mengenangaben beziehen sich auf 1 m2):The following layers are applied to a carrier made of polyethylene-laminated paper (thickness: 180 µm) on both sides. (The quantities refer to 1 m 2 ):

Schicht 1 (unten)Layer 1 (below)

2,0 g2.0 g
Gelatinegelatin
0,1 g0.1 g
Weißtöner WT-1White toner WT-1
0,15 g0.15 g
Polyvinylpyrrolidon (Mw ∼ 90 000)Polyvinylpyrrolidone (Mw ∼ 90,000)
0,2 g0.2 g
Beize B-13Stain B-13
0,2 g0.2 g
Emulgator E-1Emulsifier E-1
Schicht 2 (Mitte unten)Layer 2 (middle down)

2,0 g2.0 g
Gelatinegelatin
0,06 g0.06 g
Beize B-13Stain B-13
0,2 g0.2 g
Emulgator E-1Emulsifier E-1
Schicht 3 (Mitte oben)Layer 3 (top middle)

2,0 g2.0 g
Gelatinegelatin
0,04 g0.04 g
Beize B-13Stain B-13
0,2 g0.2 g
Emulgator E-1Emulsifier E-1
Schicht 4 (oben)Layer 4 (above)

0,9 g0.9 g
HydroxyethylcelluloseHydroxyethyl cellulose
0,1 g0.1 g
Gelatinegelatin
5 mg5 mg
Härtungsmittel H-1Hardener H-1
0,2 g0.2 g
Emulgator E-1Emulsifier E-1
Proben 8 bis 13Samples 8 to 13

Die Proben 8 bis 13 wurden hergestellt wie Probe 7 mit dem Unterschied, daß den Schichten 2 und 3 die in Tabelle 3 angegebenen Verbindungen in einer Menge von jeweils 0,75 g/m2 zugesetzt wurde.Samples 8 to 13 were produced like sample 7 with the difference that the compounds given in table 3 were added to layers 2 and 3 in an amount of 0.75 g / m 2 each.

Die getrockneten Proben werden wie die Proben 1 bis 6 bedruckt. (V = Vergleich, E = erfindungsgemäß) Zusätze in Probe Nr. Schicht 2 Schicht 3 Trocknungszeit (min) 7 (V) ohne ohne 8 8 (E) ohne I-6 5 9 (E) II-2 ohne 5 10 (E) I-5 I-5 4 11 (E) II-4 II-10 4 12 (E) II-2 I-5 2 13 (E) II-10 I-6 3 The dried samples are printed like samples 1 to 6. (V = comparison, E = according to the invention) Additions in Sample No. Layer 2 Layer 3 Drying time (min) 7 (V) without without 8th 8 (E) without I-6 5 9 (E) II-2 without 5 10 (E) I-5 I-5 4th 11 (E) II-4 II-10 4th 12 (E) II-2 I-5 2nd 13 (E) II-10 I-6 3rd

Wie Tabelle 3 zeigt verbessern die erfindungsgemäßen Verbindungen die Trocknungszeit merklich. Mit Vorteil können auch Mischungen verschiedener Verbindungen eingesetzt werden.As Table 3 shows, the compounds according to the invention improve the drying time noticeably. Mixtures of different compounds can also be used with advantage become.

Claims (10)

Inkjet-Aufzeichnungsmaterial, das einen Träger und wenigstens eine auf den Träger aufgetragene Schicht aufweist, dadurch gekennzeichnet, daß in wenigstens einer Schicht wenigstens eine Verbindung der Formeln (I) oder (II) enthalten ist:
Figure 00210001
worin
R1, R2, R3
Wasserstoff Alkyl oder Acyl und
n
6, 7 oder 8 bedeuten;
Figure 00210002
worin
R4
Alkyl,
R5
Acyl, Acylamino, Acyloxy, Aryl, Aryloxy oder Alkoxy,
l
0, 1 oder 2 und
m
ein Zahl von 1 bis 5 bedeuten,
wobei die Reste R4 und R5 zusammen mindestens 4 C-Atome haben.Inkjet recording material which has a support and at least one layer applied to the support, characterized in that at least one compound of the formulas (I) or (II) is present in at least one layer:
Figure 00210001
wherein
R 1 , R 2 , R 3
Hydrogen alkyl or acyl and
n
6, 7 or 8;
Figure 00210002
wherein
R 4
Alkyl,
R 5
Acyl, acylamino, acyloxy, aryl, aryloxy or alkoxy,
l
0, 1 or 2 and
m
represent a number from 1 to 5,
where the radicals R 4 and R 5 together have at least 4 carbon atoms. Inkjet-Material nach Anspruch 1, worin R1, R2, R3 unabhängig voneinander ein Wasserstoffatom, eine Alkylgruppe mit 1 bis 4 C-Atomen, die durch Hydroxy oder Alkoxy substituiert sein kann, eine Alkyl- oder Alkenylcarbonylgruppe mit 2 bis 20 C-Atomen oder eine Alkyl- oder Arylsulfonylgruppe mit 1 bis 18 C-Atomen bedeuten.Inkjet material according to Claim 1, in which R 1 , R 2 , R 3 independently of one another are a hydrogen atom, an alkyl group having 1 to 4 C atoms which can be substituted by hydroxy or alkoxy, an alkyl or alkenylcarbonyl group having 2 to 20 C -Atoms or an alkyl or arylsulfonyl group having 1 to 18 carbon atoms. Inkjet-Material nach Anspruch 1, worin
R4
C1-C12-Alkyl,
R5
Alkoxy, Acyl, Acylamino oder Acyloxy und
l
0 oder 1 bedeuten.
The inkjet material of claim 1, wherein
R 4
C 1 -C 12 alkyl,
R 5
Alkoxy, acyl, acylamino or acyloxy and
l
0 or 1 mean.
Inkjet-Material nach Anspruch 1, dadurch gekennzeichnet, daß die Verbindungen der Formel (I) und (II) insgesamt in einer Menge von 50 bis 5 000 mg/m2 eingesetzt werden.Inkjet material according to claim 1, characterized in that the compounds of formula (I) and (II) are used in total in an amount of 50 to 5,000 mg / m 2 . Inkjet-Material nach Anspruch 1, dadurch gekennzeichnet, daß es in wenigstens einer Schicht ein Mittel enthält, das Inkjet-Farbstoffe diffusions- und wischfest bindet.Inkjet material according to claim 1, characterized in that it is in at least one layer contains an agent that diffuses and diffuses inkjet dyes binds smudge-proof. Inkjet-Material nach Anspruch 5, dadurch gekennzeichnet, daß das Mittel, das Inkjet-Farbstoffe diffusions- und wischfest bindet, eine kationische Beize ist. Inkjet material according to claim 5, characterized in that the agent which Inkjet dyes binds diffusion and smudge-proof, is a cationic stain. Inkjet-Material nach Anspruch 5, dadurch gekennzeichnet, daß das Mittel, das Inkjet-Farbstoffe diffusions- und wischfest bindet, in einer Menge von 10 bis 3 000 mg/m2 eingesetzt wird.Inkjet material according to Claim 5, characterized in that the agent which binds inkjet dyes in a diffusion-resistant and smudge-proof manner is used in an amount of 10 to 3,000 mg / m 2 . Inkjet-Material nach Anspruch 1, dadurch gekennzeichnet, daß es in wenigstens einer Schicht oder der Unterlage einen optischen Aufheller enthält.Inkjet material according to claim 1, characterized in that it is in contains at least one layer or the base an optical brightener. Inkjet-Material nach Anspruch 1, dadurch gekennzeichnet, daß die auf den Träger aufgetragene Schicht ein Bindemittel enthält.Inkjet material according to claim 1, characterized in that the on the Carrier applied layer contains a binder. Inkjet-Material nach Anspruch 9, dadurch gekennzeichnet, daß das Bindemittel mit einem Härtungsmittel vernetzt ist.Inkjet material according to claim 9, characterized in that the Binder is crosslinked with a curing agent.
EP98119667A 1997-10-30 1998-10-17 Ink jet recording material Withdrawn EP0913266A3 (en)

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