EP0978376A2 - Mélange sensible aux rayons actiniques contenant des colorants cyanines absorbant des rayons infrarouges et ayant une structure bétaine ou ayant une structure bétaine et contenant un anion, et matériau pour l'enregistrement préparé avec ce mélange - Google Patents

Mélange sensible aux rayons actiniques contenant des colorants cyanines absorbant des rayons infrarouges et ayant une structure bétaine ou ayant une structure bétaine et contenant un anion, et matériau pour l'enregistrement préparé avec ce mélange Download PDF

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Publication number
EP0978376A2
EP0978376A2 EP99114554A EP99114554A EP0978376A2 EP 0978376 A2 EP0978376 A2 EP 0978376A2 EP 99114554 A EP99114554 A EP 99114554A EP 99114554 A EP99114554 A EP 99114554A EP 0978376 A2 EP0978376 A2 EP 0978376A2
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EP
European Patent Office
Prior art keywords
oder
alkylamino
radiation
betaine
und
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
EP99114554A
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German (de)
English (en)
Other versions
EP0978376A3 (fr
EP0978376B1 (fr
Inventor
Otfried Dipl.-Ing. Gaschler
Andreas Dr. Elsässer
Jörg Dr. Jung
Hans-Joachim Dr. Schlosser
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 NV
Original Assignee
Agfa Gevaert NV
Agfa Gevaert AG
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Publication date
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Publication of EP0978376A2 publication Critical patent/EP0978376A2/fr
Publication of EP0978376A3 publication Critical patent/EP0978376A3/fr
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Publication of EP0978376B1 publication Critical patent/EP0978376B1/fr
Anticipated expiration legal-status Critical
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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C1/00Forme preparation
    • B41C1/10Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
    • B41C1/1008Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C1/00Forme preparation
    • B41C1/10Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
    • B41C1/1008Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials
    • B41C1/1016Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials characterised by structural details, e.g. protective layers, backcoat layers or several imaging layers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2201/00Location, type or constituents of the non-imaging layers in lithographic printing formes
    • B41C2201/02Cover layers; Protective layers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2201/00Location, type or constituents of the non-imaging layers in lithographic printing formes
    • B41C2201/14Location, type or constituents of the non-imaging layers in lithographic printing formes characterised by macromolecular organic compounds, e.g. binder, adhesives
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/02Positive working, i.e. the exposed (imaged) areas are removed
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/06Developable by an alkaline solution
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/20Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by inorganic additives, e.g. pigments, salts
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/22Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by organic non-macromolecular additives, e.g. dyes, UV-absorbers, plasticisers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/24Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by a macromolecular compound or binder obtained by reactions involving carbon-to-carbon unsaturated bonds, e.g. acrylics, vinyl polymers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41CPROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/26Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by a macromolecular compound or binder obtained by reactions not involving carbon-to-carbon unsaturated bonds
    • B41C2210/262Phenolic condensation polymers, e.g. novolacs, resols
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/106Binder containing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/127Spectral sensitizer containing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/145Infrared

Definitions

  • the invention relates to a positive-working, radiation-sensitive mixture, which is an insoluble in water, in contrast, in an aqueous alkaline solution soluble, organic, polymeric binder and an IR-absorbing Contains dye or pigment.
  • a recording material with a carrier and a layer of this mixture and a method for the production of lithographic printing plates.
  • the layer has a high Photosensitivity in the IR range, so that the recording material for direct imaging using the computer-to-plate (CTP) process is suitable is.
  • the recording material according to WO 96/20429 comprises a layer IR-absorbing carbon black pigments, 1,2-naphthoquinone-2-diazide sulfonic acid ester or carboxylic acid ester and a phenolic resin.
  • the 1,2-naphthoquinone-2-diazide sulfonic acid or carboxylic acid can also directly with the hydroxy groups of the phenolic resin must be esterified.
  • the layer first becomes full-surface exposed with UV rays and then imagewise with IR laser rays. Through the action of IR rays, certain areas of the the layer made soluble in UV radiation is again insoluble. It is about a negative working system. The processing of the material is thus relatively expensive.
  • EP-A 0 784 233 also describes a negative working mixture, the a) novolak and / or polyvinylphenol, b) amino compounds to Curing component a), c) a cyanine and / or polymethine dye which absorbed in the near IR range, and d) photochemical acid generators contains.
  • WO 97/39894 describes layers that inhibit solutions Additives included. Such additives reduce the solubility of the unexposed areas of the layer when developing in aqueous alkaline Solutions.
  • the additives are in addition to various pigments especially cationic compounds, especially dyes and cationic IR absorbers, such as quinoline cyanine dyes, benzothiazole cyanine dyes or merocyanines.
  • these layers become 5 to 20 s long heated to 50 to 100 ° C, the additives lose their inhibitory again Effect.
  • the positive working mixture disclosed in EP-A 0 823 327 contains as IR absorber cyanine, polymethine, squarylium, croconium, pyrylium or Thiopyrylium dyes. Most of these dyes are cationic and show an inhibitory effect. In addition, many of them contain halogen. Under unfavorable conditions, environmentally harmful decomposition products can result arise. Some betainic dyes are also disclosed and an anionic dye (Compound S-9 on page 7). After However, this anionic dye causes layer drying due to its high number of sulfonate groups usually crystallize or Failure of layer components, which leads to significantly poorer properties the IR-sensitive layer and a lack of layer cosmetics evokes.
  • the disadvantage of the layer compositions known from the prior art is that the increase in solubility caused by reheating is reached, is reversible after storage at room temperature. Will one Pressure plate not immediately after heating (e.g. heating cabinet) processed, so the development properties change what Reproduction problems when processing the recording materials can lead. As already mentioned, in the case of unfavorable Preconditions thanks to halogen-containing cationic additives decomposition products harmful to the environment arise.
  • the object of the invention was to provide a radiation-sensitive mixture to provide the type described, which is neither diazonium compounds, still thermosetting or acid-curing amino compounds, but also none Contains silver halide compounds and an imagewise exposure and development no additional work step such as reheating or Post-exposure needed.
  • the chain with the conjugated double bonds is generally 3 to 15 carbon atoms long.
  • a delocalized ⁇ -electron system extends normally also between the two bicyclic ring systems.
  • Preferred are dyes with a symmetrical structure, i.e. those in which the (partially) aromatic radicals in the formula (I) are substituted in the same way are and in which n m. They are also easier to access synthetically.
  • the (C 1 -C 4 ) alkoxy group mentioned is preferably a methoxy or ethoxy group, while the (C 7 -C 16 ) aralkyl group is preferably a benzyl group.
  • the halogen atoms are generally chlorine, bromine or iodine atoms.
  • R 11 and R 12 are preferably methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec- butyl, tert- butyl, phenyl or naphthalene-1 or -2-yl groups, the two radicals are particularly preferably the same and also particularly preferably methyl groups.
  • the compounds of formula (I) are referred to as "betainic" because, in addition to the quaternary nitrogen atom of the 3 H -indolium, quinolinium or benzothiazolium ring, they contain the pyrimidine-2,4,6-trione-enolate group shown in the formula .
  • carboxylate, sulfonate and / or phosphonate groups can be present, so that the compounds as a whole can be anionic-betaine.
  • the number of these anionic groups should generally not be more than 5.
  • the counterions of these anionic groups are generally alkali or alkaline earth cations, especially sodium or potassium ions, but also ammonium ions or mono-, di-, tri- or tetraalkylammonium ions. If amino, (C 1 -C 4 ) alkylamino or di (C 1 -C 4 ) alkylamino groups are present in the cyanine dye of the formula I, then their number is less or at most as large as that of the carboxylate, sulfonate and / or phosphonate groups, so that the dye remains betaine anionic or betaine.
  • the ring formed including Q is preferably a (C 4 -C 7 ) cycloalkene, particularly preferably cyclopentene.
  • the 4- to 7-membered ring mentioned can also be substituted, in particular with halogen atoms, hydroxyl groups, alkoxy groups, nitro groups, amino groups, alkylamino groups, dialkylamino groups, carboxy groups, sulfo groups, phosphonic acid groups.
  • the heteroatoms are in particular nitrogen, oxygen and / or sulfur atoms. Multiple heteroatoms can also exist in the ring.
  • structural isomeric compounds are also suitable in which the enolate of pyrimidine-2,4,6-trione is not attached to the 4- to 7-membered iso- or heterocyclic ring, but to a carbon atom which is bonded to the carbon chain connecting the two bicyclic radicals.
  • the IR-absorbing betaine or betaine-anionic cyanine dyes F1 to F3 listed below are particularly suitable (the cationic dye F4 * was used for comparison purposes and is therefore marked with *).
  • the anionic-betaine IR-absorbing Additions have no solubility-inhibiting effect on the layer exercise, but usually the dissolving or swelling rate in aqueous alkaline Promote developers.
  • Betaine IR absorbing additives can have an inhibitory effect, but behave after a short time Reheating almost inert, i.e. they experience no increase in solubility in aqueous alkaline developers.
  • the proportion of the IR-absorbing dye is generally 0.2 to 30% by weight, preferably 0.5 to 20% by weight, particularly preferably 0.6 to 10 % By weight, based in each case on the total weight of the solids of the Mixture.
  • suitable IR absorbing dyes not only narrow IR ranges can be used, but the whole Wavelength range of the near IR spectrum. To cover the IR range from 700 to 1200 nm, in particular from 800 to 1100 nm, are in usually at least two IR-absorbing dyes required.
  • the organic, polymeric binder is preferably a binder having acidic groups whose pK s value of less than. 13 This ensures that the layer is soluble or at least swellable in aqueous alkaline developers.
  • the binder is generally a polymer or polycondensate, for example a polyester, polyamide, polyurethane or polyurea. Also particularly suitable are polycondensates and polymers with free phenolic hydroxyl groups, as are obtained, for example, by reacting phenol, resorcinol, a cresol, a xylenol or a trimethylphenol with aldehydes - especially formaldehyde - or ketones.
  • Condensation products of sulfamoyl- or carbamoyl-substituted aromatics and aldehydes or ketones are also suitable.
  • Polymers of bis-methylol-substituted ureas, vinyl ethers, vinyl alcohols, vinyl acetals or vinyl amides as well as polymers of phenyl acrylates and copolymers of hydroxyphenyl-maleimides are also suitable.
  • Polymers with units of vinyl aromatics, N-aryl- (meth) acrylamides or aryl- (meth) acrylates are also to be mentioned, where these units may each have one or more carboxy groups, phenolic hydroxyl groups, sulfamoyl or carbamoyl groups.
  • the polymers can additionally contain units from other monomers which have no acidic units. Such units are vinyl aromatics, methyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, methacrylamide or acrylonitrile.
  • (meth) acrylate stands for acrylate and / or methacrylate. The same applies to "(meth) acrylamide” etc.
  • the proportion of the binder is generally 40 to 99.8% by weight, preferably 70 to 99.4% by weight, particularly preferably 80 to 99% by weight, each based on the total weight of the non-volatile components of the Mixture.
  • the polycondensation product is a Novolak, preferably a cresol / formaldehyde or a cresol / xylenol / formaldehyde novolak, where the proportion of novolak is at least 50% by weight, preferably at least 80% by weight, based in each case on the Total weight of all binders.
  • the properties of the mixture according to the invention can also through finely divided, non-inhibitory, soluble or dispersible Dyes that practically do not absorb in the IR range are influenced or to be controlled.
  • the share of any additional Dyes present in the mixture are generally 0.01 to 30 % By weight, preferably 0.05 to 10% by weight, in each case based on the total weight the non-volatile components of the mixture.
  • the mixture can contain other additives do not have a layer-inhibiting effect, e.g. Carbon black pigments as additional IR absorbers, surfactants (preferably fluorine-containing surfactants or silicone surfactants), Polyalkylene oxides for controlling the acidity of the acidic units and low molecular weight compounds with acidic units to increase the Development speed.
  • the mixture contains no ingredients which when exposed to radiation in the ultraviolet or visible range of Spectrum could have an impact on daylight sensitivity.
  • Binder and IR-absorbing, betaine or betaine-anionic Cyanine dye is generally present as a mixture, but can also form separate layers. Due to the separate arrangement of binder and IR absorbing dyes can often have increased photosensitivity and better stability to aqueous alkaline developer solutions can be achieved.
  • the dye layer is generally over the binder layer. Because of the hardness of the dye layer at the same time the sensitivity of the surface of the recording material reduced.
  • the dye layer is in this embodiment preferably alone from one or more of the betaine or betainic-anionic cyanine dyes. The above, only if necessary existing, non-IR-sensitive dyes are in the one below lying binder layer.
  • the present invention furthermore relates to a recording material with a layer support and a positive-working, IR-sensitive layer, which is characterized in that the layer consists of the mixture described.
  • the mixture according to the invention can also be used for other purposes, for example as a photoresist.
  • Another object of the invention is a recording material with a support, a layer which consists predominantly or entirely of at least one of the binders mentioned and a layer which consists essentially of at least one of the IR-absorbing, betainic or betainic-anionic dyes described or a Mixture of these dyes with triarylmethane, azine, oxazine, thiazine and / or xanthene dyes consists (in the layer sequence specified).
  • the dye layer can also contain matting particles, for example SiO 2 particles or pigments. Additives to improve uniformity can also be found in minor amounts.
  • the invention is used to produce the recording material Mixture dissolved in a solvent mixture, which with the components of the Mixture does not react irreversibly.
  • the solvent is on the intended Coating process, the layer thickness, the composition of the layer, and to coordinate the drying conditions.
  • chlorinated Hydrocarbons such as trichlorethylene or 1,1,1-trichloroe
  • Solvents such as acetonitrile, dioxane, dimethylacetamide, dimethyl sulfoxide or May contain water.
  • solvents such as acetonitrile, dioxane, dimethylacetamide, dimethyl sulfoxide or May contain water.
  • To produce the double layer (binder layer + Dye layer) can be used for the two coating processes the same or different solvents are used.
  • the support in the recording material according to the invention is preferably an aluminum foil or a composite of an aluminum and a polyester film.
  • the aluminum surface is preferably roughened, anodized and hydrophilized with a compound containing at least one Contains phosphonic acid or phosphonate unit. Before roughening can degreasing and pickling with alkalis as well as mechanical and / or chemical pre-roughening take place.
  • the thickness of the IR sensitive layer is generally 1.0 to 5.0 ⁇ m, preferably 1.5 to 3.0 ⁇ m.
  • the thickness of the binder layer is generally 1.0 to 5.0 ⁇ m, preferably 1.5 to 3.0 ⁇ m, while the dye layer compared is significantly thinner and generally has a thickness of only 0.01 to 0.3 ⁇ m, preferably 0.015 to 0.10 ⁇ m.
  • a top layer can also be applied become. It generally consists of at least one water-soluble polymeric binders such as polyvinyl alcohol, polyvinyl pyrrolidone, partially saponified Polyvinyl acetates, gelatin, carbohydrates or hydroxyethyl cellulose and is prepared from an aqueous solution or dispersion, which if necessary small amounts, i.e. less than 5% by weight, based on the Total weight of the coating solvent for the top layer can contain organic solvents.
  • the thickness of the top layer is up to to 5.0 ⁇ m, preferably 0.1 to 3.0 ⁇ m, particularly preferably 0.15 to 1.0 ⁇ m.
  • the present invention also relates to a method for Production of a planographic printing form in which the recording material according to the invention irradiated imagewise with infrared radiation and then in a conventional aqueous alkaline developer at a temperature of 20 to 40 ° C is developed. When developing, the water-soluble that may be present Cover layer removed.
  • Silicate-based developers which have a ratio of SiO 2 to alkali oxide of at least 1 are preferred. This ensures that the aluminum oxide layer of the carrier is not damaged.
  • Preferred alkali oxides are Na 2 O and K 2 O, and mixtures thereof.
  • the developer can contain further components, such as buffer substances, complexing agents, defoamers, organic solvents in small amounts, corrosion inhibitors, dyes, surfactants and / or hydrotropes.
  • the recording material according to the invention can then be used with a suitable correction agent or preservative be treated.
  • a basic recipe was made from 1a 4.87 Gt meta / para cresol / formaldehyde novolak, 20.00 pbw Ethylene glycol monomethyl ether / butanone (6: 4) and 2.00 pbw distilled water, the following dyes were added: 1b * 0.04 pbw Cyanine dye (cationic) F4, 1c 0.04 pbw Cyanine dye (betaine) F1, 1d 0.04 pbw Cyanine dye (betaine) F2, 1e 0.04 pbw Cyanine dye (betaine) F3, 1f * 0.04 pbw Flexoblau 630, a cationic dye from BASF AG
  • the coating solutions thus prepared were roughened in hydrochloric acid, anodized in sulfuric acid and hydrophilized with polyvinylphosphonic acid Aluminum foils applied. After drying at 100 ° C. for 2 min Layer thickness at 1.9 +/- 0.1 ⁇ m.
  • Table 1a shows Examples 1b through 1e in some embodiments exert a solubility-inhibiting effect on the layer, in each case Comparison to a layer without IR dyes (1a *).
  • Tables 1b and 1c clearly show that only comparative example 1b *, which contains a cationic IR-absorbing dye after reheating an increase in solubility in an aqueous alkaline solution experiences.
  • Table 3 shows the image raster points of a test wedge. example Display of percentage grid points) Play the open grid depths 2a * no stay no stay 2 B* 4th 97 2c 3rd 98 2d 3rd 99 2e 2nd 98
  • Development took place in a conventional automatic processor at a throughput speed of 0.8 m / min and a temperature of 23 ° C with a potassium silicate developer, the K 2 SiO 3 (normality 0.8 mol / l in water) and 0.2% O. , O'-bis-carboxymethyl-polyethylene glycol-1000 and 0.4% pelargonic acid contained.
  • Developmental behavior after exposure to daylight example 0 min exposure 1 hour exposure 1 week exposure 3a By default By default By default 3b * By default total shift removal ----
  • the table shows that the diazo-containing layer is completely removed during development if there was 1 day (or less) of daylight on the Had acted recording material.
  • the recording material according to the invention was, however, insensitive to daylight and was easy to use can also be processed without problems if it is for a week (or more) Daylight was exposed.
  • This example shows the advantage of IR dyes with and without indicator dyes compared to soot-sensitive recording materials in Regarding mechanical surface attack.
  • the recording materials were then placed in an outer drum imagesetter exposed to infrared radiation. This was also in the previous Examples used Nd-YAG lasers with a power of 7.0 W, one Writing speed of 120 rpm and a beam width of 10 ⁇ m used.
  • the recording materials were placed in a hardness tester pre-treated.
  • a rubber wheel with a diameter of about 1 to 2 cm and a width of the tread of about 1 mm above that testing material.
  • the contact pressure was like from the Table can be seen set.
  • Table 5 shows the results after treatment of the recording materials with the hardness tester. Depending on the mechanical sensitivity of the coating surface, traces of imprints (referred to in the table as "traces") appear on the material.
  • traces traces of imprints
  • Recording materials with an additional indicator dye are less sensitive to mechanical influences.
  • the table also shows that IR-sensitive recording materials are less sensitive to imprints as soot-pigmented.
  • Example 4a On the IR-sensitive layer of the recording material according to Example 4a an aqueous solution of a polyvinyl alcohol (K value 4; Residual acetyl group content 12%) applied in accordance with EP-A 0 290 916 and dried. After drying, the thickness of the so produced was 0.2 ⁇ m top layer. When testing the material so produced (example 4e) in the manner described, no more traces of imprint were detectable.
  • Example 5 shows the influence of IR absorber mixtures on recording materials.
  • the respective coating solutions were applied to aluminum foils, which was previously roughened in hydrochloric acid, anodized in sulfuric acid and had been hydrophilized with polyvinylphosphonic acid. After drying for 2 minutes at 100 ° C the layer thickness was 2 ⁇ m.
  • the table shows that by appropriately mixing IR absorbers Sensitization in the entire range from 830 nm to 1064 nm is possible.
  • the solutions were applied to the support described in Example 5 and dried (2 min; 100 ° C). The layer thickness was then 2 ⁇ m.

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  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Thermal Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials For Photolithography (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Printing Plates And Materials Therefor (AREA)
EP99114554A 1998-08-01 1999-07-24 Produit d'enregistrement sensible aux rayons actiniques contenant des colorants cyanines absorbant des rayons infrarouges et ayant une structure bétaine ou ayant une structure bétaine et contenant un anion, et matériau pour l'enregistrement préparé à partir de ce produit Expired - Lifetime EP0978376B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19834746 1998-08-01
DE19834746A DE19834746A1 (de) 1998-08-01 1998-08-01 Strahlungsempfindliches Gemisch mit IR-absorbierenden, betainischen oder betainisch-anionischen Cyaninfarbstoffen und damit hergestelltes Aufzeichnungsmaterial

Publications (3)

Publication Number Publication Date
EP0978376A2 true EP0978376A2 (fr) 2000-02-09
EP0978376A3 EP0978376A3 (fr) 2001-09-12
EP0978376B1 EP0978376B1 (fr) 2005-03-09

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US20020006575A1 (en) 2002-01-17
JP4259685B2 (ja) 2009-04-30
EP0978376A3 (fr) 2001-09-12
DE59911722D1 (de) 2005-04-14
EP0978376B1 (fr) 2005-03-09
US6492093B2 (en) 2002-12-10
DE19834746A1 (de) 2000-02-03
JP2000206687A (ja) 2000-07-28

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