WO2002016518A1 - Uv curable coating composition and optical recording medium using the same - Google Patents

Uv curable coating composition and optical recording medium using the same Download PDF

Info

Publication number
WO2002016518A1
WO2002016518A1 PCT/KR2001/001427 KR0101427W WO0216518A1 WO 2002016518 A1 WO2002016518 A1 WO 2002016518A1 KR 0101427 W KR0101427 W KR 0101427W WO 0216518 A1 WO0216518 A1 WO 0216518A1
Authority
WO
WIPO (PCT)
Prior art keywords
meth
acrylate
coating composition
curable coating
oligomer
Prior art date
Application number
PCT/KR2001/001427
Other languages
French (fr)
Inventor
Young-Woo Kang
Original Assignee
Skc Co., 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
Priority claimed from KR10-2001-0044204A external-priority patent/KR100485996B1/en
Application filed by Skc Co., Ltd. filed Critical Skc Co., Ltd.
Priority to AU2001282635A priority Critical patent/AU2001282635A1/en
Publication of WO2002016518A1 publication Critical patent/WO2002016518A1/en

Links

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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
    • G11B7/254—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers
    • G11B7/2542—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers consisting essentially of organic resins
    • 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
    • B41M5/5209—Coatings prepared by radiation-curing, e.g. using photopolymerisable compositions
    • 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
    • B41M5/5218—Macromolecular coatings characterised by inorganic additives, e.g. pigments, clays
    • 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
    • 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
    • B41M5/5263—Macromolecular coatings characterised by the use of polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • B41M5/5281—Polyurethanes or polyureas
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
    • G11B7/254—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers
    • G11B7/2542—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers consisting essentially of organic resins
    • G11B7/2545—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers consisting essentially of organic resins containing inorganic fillers, e.g. particles or fibres

Definitions

  • the present invention relates to a UV curable coating composition and an optical recording medium, and more particularly, to a UV curable coating composition for use in forming an ink-receiving layer that is needed for ink jet printing and an optical recording medium coated with the UV curable coating composition.
  • Water soluble ink used for ink jet printing is sprayed onto a recording medium through a nozzle of a printer head and spontaneously dried and fixed to display characters or images on the recording medium.
  • ink jet printing methods for printing characters and images on a variety of recording media using such water soluble ink have been widely used for the advantages of high economical value, easy coloration, high-speed printing, low-noise generation, and sharp output of characters and images.
  • Ink jet printing can be carried out with general printing paper, but preferably with recording media including paper specified for ink jet printing to improve printing characteristics, such as the resolution of the printed characters and images, wherein the recording media specified for ink jet printing have on their surface an ink-receiving layer capable of sufficiently absorbing water soluble ink to improve the sharpness of printed images.
  • Paper can be easily applied as a recording medium for ink jet printing because it has an inherent hydrophilic surface, and deposition of an ink-receiving layer thereon is also easy.
  • it is difficult to apply the ink jet printing method on the surface of glass, metal, and plastic media which have hydrophobic properties.
  • To enable ink jet printing of recording media having no ink-absorption surface many attempts to form an ink-receiving layer on such recording media have been tried.
  • Korea Laid-open Publication No. 99-29618 discloses a recording medium having an ink-receiving layer containing hydrophilic resin and a cationic compound.
  • a UV curable coating composition comprising 100 parts by weight (meth)acrylate monomer, 150-250 parts by weight (meth)acrylate oligomer, and 10-100 parts by weight N-vinyl-2-pyrrolidone.
  • the UV curable coating composition further comprises 30-150 parts by weight an inorganic pigment and 50-150 parts by weight an organic pigment, based on 100 parts by weight the (meth)acrylate monomer.
  • Mono- or multi-functional (meth)acrylate monomers can used in the present invention without limitations.
  • the alkyl(meth)acrylate may be methyl(meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, n-butyl(meth)acrylate, or t-butyl(meth)acrylate. More preferably, monomers having hydrophilic groups such as hydroxyl group, carboxyl group, amino group, morpholino group, and tetrahydrofurfuryl group are used.
  • the (meth)acrylate monomer is alkyl(meth) acrylate, hydroxyethyl(meth)acrylate, carboxyethyl (meth) acrylate, diethylene glycol mono(meth)acrylate, ethylene glycol mono(meth) acrylate, tetrahydrofurfuryl(meth)acrylate, or polyethylene glycol di(meth) acrylate.
  • the (meth)acrylate monomer is used as a diluent for easy handling of the coating composition.
  • Mono- or multi-functional (meth)acrylate oligomers can used in the UV curable coating composition according to the present invention without limitations.
  • Suitable (meth)acrylate oligomers include alkyl(meth)acrylate oligomer, (meth)acrylic acid oligomer, (meth) acrylonitrile oligomer, (meth)acrylamide oligomer, N-substituted (meth) acrylamide oligomer, N-methylol(meth)acrylamide oligomer, hydroxyethyl (meth)acrylate oligomer, carboxyethyl(meth)acrylate oligomer, (meth) acryloylmorpholine oligomer, ethylene glycol mono(meth)acrylate oligomer, diethylene glycol mono(meth)acrylate oligomer, polyethylene glycol mono(meth)acrylate oligomer, dimethylaminopropyl(meth) acrylamide oligomer,
  • the alkyl(meth)acrylate oligomer may be methyl(meth)acrylate oligomer, ethyl(meth)acrylate oligomer, propyl(meth)acrylate oligomer, n-butyl(meth)acrylate oligomer, or t-butyl(meth)acrylate oligomer. More preferably, oligomers having hydrophilic groups such as hydroxyl group, carboxyl group, amino group, morpholino group, and tetrahydrofurfuryl group are used.
  • the (meth)acrylate oligomer is alkyl(meth) acrylate oligomer, hydroxyethyl(meth)acrylate oligomer, carboxyethyl (meth)acrylate oligomer, diethylene glycol mono(meth) acrylate oligomer, ethylene glycol mono(meth)acrylate oligomer, tetrahydrofurfuryl(meth) acrylate oligomer, or polyethylene glycol mono(meth)acrylate oligomer.
  • the (meth)acrylate oligomer used in the present invention acts as a binder of a function material to an object.
  • the (meth)acrylate oligomer is added in an amount of 150-250 parts by weight based on 100 parts by weight the (meth)acrylate monomer. If the amount of the (meth)acrylate oligomer is less than 150 parts by weight, ink bleeding is likely to occur. If the amount of the (meth)acrylate oligomer exceeds 120 parts by weight, drying properties become poor.
  • the (meth)acrylate oligomer has an average molecular weight of 500-10,000, and more preferably 700-5,000.
  • the N-vinyl-2-pyrrolidone used in the UV curable coating composition according to the present invention makes a pigment and oligomers miscible in the coating composition and increases UV curing rate.
  • the N-vinyl-2-pyrrolidone also acts to increase the adhesion of a dye. It is preferable that the N-vinyl-2-pyrrolidone is used in an amount of 10-100 parts by weight based on 100 parts by weight the (meth)acrylate monomer.
  • the amount of the N-vinyl-2-pyrrolidone exceeds 100 parts by weight, the viscosity of the coating composition becomes too low. If the amount of the N-vinyl-2-pyrrolidone is less than 10 parts by weight, the UV curing rate becomes slow. Any inorganic pigment can be used in the UV curable coating composition without limitations.
  • Suitable inorganic pigments include alumina, silica gel, silica-alumina, talc, diatomaceous earth, calcium carbonate, calcium sulfate, zeolite, kaolin, barium sulfate, titanium dioxide, zinc oxide, zinc sulfate, zinc carbonate, saturn white, aluminum silicate, calcium silicate, magnesium silicate, synthetic amorphous silica, colloidal silica, colloidal alumina, pseudoboehmite, aluminum hydroxide, lithopone, magnesium carbonate, and magnesium hydroxide. Also, mixtures of at least two of the inorganic pigments listed above can be used.
  • the inorganic pigment is used in an amount of 30-150 parts by weight based upon 100 parts by weight the (meth)acrylate monomer. If the amount of the inorganic pigment is less than 30 parts by weight, the degree of water absorption decreases. If the amount of the inorganic pigment exceeds 150 parts by weight, the viscosity of the coating composition become too high.
  • a mixture of kaolin and calcium carbonate is more preferred than the other inorganic pigments listed above.
  • a cross-linking agent may be further added to the UV curable coating composition according to the present invention.
  • Suitable cross-linking agents include methylolmelamine, methylolurea, methylolhydroxypropylene urea, and isocyanate.
  • additives such as a light resistance enhancer, a dye/pigment fixing agent, a thickening agent, a flowability enhancer, an antifoaming agent, a foam inhibitor, a releasing agent, a foaming agent, a permeating agent, a coloring dye, a fluorescent brightener, an anti-staling agent, a dehydrating agent, or a film forming agent can be added selectively and mixed with the UV curable coating composition.
  • An ink-receiving layer can be formed by coating the UV curable coating composition according to the present invention on a surface of a substrate and radiating UV onto the coated UV curable coating composition.
  • the obtained ink-receiving layer allows easy and smooth printing of characters or images by ink jet printing.
  • Substrates on which the UV curable coating composition according to the present invention can be coated include general recording media, for example, paper, vinyl, glass, and plastic.
  • the UV curable coating composition according to the present invention is suitable for optical recording media whose use has been rapidly increasing in recent years.
  • Optical recording media generally include a substrate, a recording layer, a reflective layer, and a protective layer.
  • the protective layer of optical recording media is formed of a hydrophobic material such as polyester resin, polycarbonate resin, or acrylic resin. For this reason, it is difficult to obtain good print outputs by applying water soluble ink that is used for ink jet printing on the protective layer of optical recording media.
  • an ink-receiving layer acting as an intermediate layer between the ink and the protective layer of an optical recording medium is formed by coating the UV curable coating composition according to the present invention on the protective layer and radiating UV rays onto the coated composition, high quality outputs can be printed on the recording medium with water soluble ink used for ink jet printing.
  • Adhesion to hydrophobic substrates, water resistance under high-temperature and high-humidity conditions, ink absorption, safe printability, and long-term preservative quality are required for ink-receiving layers of recording media.
  • An ink-receiving layer satisfying the requirements above can be formed by using the UV curable coating composition according to the present invention.
  • the obtained coating solution was coated on the protective layer of a commercially available CD-rewritable disc (Gold/Blue CD-R, SKC,
  • Example 2 A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
  • the obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
  • a UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
  • the obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
  • Comparative Example 1 A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
  • the obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
  • Comparative Example 2 A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
  • the obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
  • Examples 1 and 2 using a color printer (Signature II, Primera). Then, the printed characters and images were rubbed using fingers to determine the surface characteristics of the optical recording media according to the following criteria. The results are shown in Table 1 .
  • Experimental Example 2 Determination of Ink Absorption Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the printed characters and images were observed using a microscope to determine the ink absorption of the optical recording media according to the following criteria. The results are shown in Table 1 .
  • ⁇ bleeding of ink on the surface within the range of 0.4-0.8 mm x : bleeding of ink on the surface for 0.8 mm or greater
  • Example 3 Determination of Drying Rate Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the printed characters and images were hand-touched to determine the point of time at which the hands were not stained with undried ink according to the following criteria. The results are shown in Table. 1 .
  • Experimental Example 4 Determination of Water Resistance Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, water was flowed for 1 hour over the surface of the respective recording media on which the characters and images had been printed. Changes in the concentration of the printed characters or images were observed to determine water resistance according to the following criteria. The results are shown in Table 1.
  • Experimental Example 5 Determination of Print Quality Stripes of a variety of colors were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the surfaces of the optical recording media on which the stripes had been printed were observed to determine print quality according to the following criteria. The results are shown in Table 1.
  • Experimental Example 6 Determination of Preservative Quality Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the recording media were left at 30 °C and 80% relative humidity (RH) for 20 days, and the surfaces of the recording media on which the characters and images had been printed were observed to determine preservative quality according to the following criteria.
  • RH relative humidity
  • Experimental Example 7 Determination of Adhesion to Substrate Adhesion of the ink-receiving layers to the surfaces of the respective recording media, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, was examined by determine whether the ink-receiving layer separated from the respective recording media according to the following criteria. The results are shown in Table 1.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)

Abstract

A UV curable coating composition for an ink-receiving layer that is required for ink jet printing and an optical recording medium having the ink-receiving layer formed by the UV curable coating composition are provided. The UV curable coating composition includes a (meth)acrylate monomer, a (meth)acrylate oligomer, N-vinyl-2-pyrrolidone, and inorganic and organic pigments. An ink-receiving layer formed by the UV curable coating composition shows excellent adhesion to substrates, ink absorption and adsorption, drying efficiency, and water resistance in ink jet printing. Therefore, high quality recording media can be formed.

Description

UV CURABLE COATING COMPOSITION AND OPTICAL RECORDING MEDIUM USING THE SAME
Technical Field
The present invention relates to a UV curable coating composition and an optical recording medium, and more particularly, to a UV curable coating composition for use in forming an ink-receiving layer that is needed for ink jet printing and an optical recording medium coated with the UV curable coating composition. Background Art
Water soluble ink used for ink jet printing is sprayed onto a recording medium through a nozzle of a printer head and spontaneously dried and fixed to display characters or images on the recording medium. Recently, ink jet printing methods for printing characters and images on a variety of recording media using such water soluble ink have been widely used for the advantages of high economical value, easy coloration, high-speed printing, low-noise generation, and sharp output of characters and images. Ink jet printing can be carried out with general printing paper, but preferably with recording media including paper specified for ink jet printing to improve printing characteristics, such as the resolution of the printed characters and images, wherein the recording media specified for ink jet printing have on their surface an ink-receiving layer capable of sufficiently absorbing water soluble ink to improve the sharpness of printed images.
Paper can be easily applied as a recording medium for ink jet printing because it has an inherent hydrophilic surface, and deposition of an ink-receiving layer thereon is also easy. However, it is difficult to apply the ink jet printing method on the surface of glass, metal, and plastic media which have hydrophobic properties. To enable ink jet printing of recording media having no ink-absorption surface, many attempts to form an ink-receiving layer on such recording media have been tried. For example, Korea Laid-open Publication No. 99-29618 discloses a recording medium having an ink-receiving layer containing hydrophilic resin and a cationic compound. However, this recording medium has a weak wet-endurance, and the surface of the recording medium remains sticky such that that the output quality of data degrades. International Publication No. 99/16835 discloses a radioactive ray curable compound including single and multifunctional (meth)acrylic monomers and an ink-receiving layer including ink-absorptive inorganic or organic filler. This disclosure is limited by slow drying rate and poor resolution.
Disclosure of the Invention
It is a first object of the present invention to provide a UV curable coating composition with improved adhesion to a substrate, improved absorptive and adsorptive properties of water soluble ink used for ink jet printing, and improved drying efficiency and water resistance. It is a second object of the present invention to provide an optical recording medium using the above coating composition.
To achieve the first object of the present invention, there is provided a UV curable coating composition comprising 100 parts by weight (meth)acrylate monomer, 150-250 parts by weight (meth)acrylate oligomer, and 10-100 parts by weight N-vinyl-2-pyrrolidone.
It is preferable that the UV curable coating composition further comprises 30-150 parts by weight an inorganic pigment and 50-150 parts by weight an organic pigment, based on 100 parts by weight the (meth)acrylate monomer. Mono- or multi-functional (meth)acrylate monomers can used in the present invention without limitations. Suitable (meth)acrylate monomers include alkyl(meth)acrylate, (meth)acrylic acid, (meth)acrylonitrile, (meth)acrylamide, N-substituted (meth)acrylamide, N-methylol(meth)acrylamide, hydroxyethyl(meth)acrylate, carboxyethyl (meth)acrylate, (meth)acryloylmorpholine, ethylene glycol mono(meth) acrylate, diethylene glycol mono(meth)acrylate, polyethylene glycol mono(meth)acrylate, dimethylaminopropyl(meth)acrylamide, tetrahydrofurfuryl(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, polyethyleleglycol di(meth)acrylate, 1 ,6-hexane glycol di(meth)acrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol (meth)acrylate, trimethylolpropane tri(meth)acrylate, and t methylolpropane di(meth)acrylate. Also, mixtures of at least two of the materials listed above can be used.
The alkyl(meth)acrylate may be methyl(meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, n-butyl(meth)acrylate, or t-butyl(meth)acrylate. More preferably, monomers having hydrophilic groups such as hydroxyl group, carboxyl group, amino group, morpholino group, and tetrahydrofurfuryl group are used.
More preferably, the (meth)acrylate monomer is alkyl(meth) acrylate, hydroxyethyl(meth)acrylate, carboxyethyl (meth) acrylate, diethylene glycol mono(meth)acrylate, ethylene glycol mono(meth) acrylate, tetrahydrofurfuryl(meth)acrylate, or polyethylene glycol di(meth) acrylate.
The (meth)acrylate monomer is used as a diluent for easy handling of the coating composition.
Mono- or multi-functional (meth)acrylate oligomers can used in the UV curable coating composition according to the present invention without limitations. Suitable (meth)acrylate oligomers include alkyl(meth)acrylate oligomer, (meth)acrylic acid oligomer, (meth) acrylonitrile oligomer, (meth)acrylamide oligomer, N-substituted (meth) acrylamide oligomer, N-methylol(meth)acrylamide oligomer, hydroxyethyl (meth)acrylate oligomer, carboxyethyl(meth)acrylate oligomer, (meth) acryloylmorpholine oligomer, ethylene glycol mono(meth)acrylate oligomer, diethylene glycol mono(meth)acrylate oligomer, polyethylene glycol mono(meth)acrylate oligomer, dimethylaminopropyl(meth) acrylamide oligomer, tetrahydrofurfuryl(meth)acrylate oligomer, ethylene glycol di(meth)acrylate oligomer, diethylene glycol di(meth)acrylate oligomer, polyethylene glycol di(meth)acrylate oligomer, 1 ,6-hexane glycol di(meth)acrylate oligomer, pentaerythritol tetra(meth)acrylate oligomer, pentaerythritol (meth)acrylate oligomer, trimethylolpropane tri(meth)acrylate oligomer, and trimethylolpropane di(meth)acrylate oligomer. Also, mixtures of at least two of the materials listed above can be used.
The alkyl(meth)acrylate oligomer may be methyl(meth)acrylate oligomer, ethyl(meth)acrylate oligomer, propyl(meth)acrylate oligomer, n-butyl(meth)acrylate oligomer, or t-butyl(meth)acrylate oligomer. More preferably, oligomers having hydrophilic groups such as hydroxyl group, carboxyl group, amino group, morpholino group, and tetrahydrofurfuryl group are used. More preferably, the (meth)acrylate oligomer is alkyl(meth) acrylate oligomer, hydroxyethyl(meth)acrylate oligomer, carboxyethyl (meth)acrylate oligomer, diethylene glycol mono(meth) acrylate oligomer, ethylene glycol mono(meth)acrylate oligomer, tetrahydrofurfuryl(meth) acrylate oligomer, or polyethylene glycol mono(meth)acrylate oligomer. The (meth)acrylate oligomer used in the present invention acts as a binder of a function material to an object. In the UV curable coating composition, it is preferable that the (meth)acrylate oligomer is added in an amount of 150-250 parts by weight based on 100 parts by weight the (meth)acrylate monomer. If the amount of the (meth)acrylate oligomer is less than 150 parts by weight, ink bleeding is likely to occur. If the amount of the (meth)acrylate oligomer exceeds 120 parts by weight, drying properties become poor.
Preferably, the (meth)acrylate oligomer has an average molecular weight of 500-10,000, and more preferably 700-5,000. The N-vinyl-2-pyrrolidone used in the UV curable coating composition according to the present invention makes a pigment and oligomers miscible in the coating composition and increases UV curing rate. The N-vinyl-2-pyrrolidone also acts to increase the adhesion of a dye. It is preferable that the N-vinyl-2-pyrrolidone is used in an amount of 10-100 parts by weight based on 100 parts by weight the (meth)acrylate monomer. If the amount of the N-vinyl-2-pyrrolidone exceeds 100 parts by weight, the viscosity of the coating composition becomes too low. If the amount of the N-vinyl-2-pyrrolidone is less than 10 parts by weight, the UV curing rate becomes slow. Any inorganic pigment can be used in the UV curable coating composition without limitations. Suitable inorganic pigments include alumina, silica gel, silica-alumina, talc, diatomaceous earth, calcium carbonate, calcium sulfate, zeolite, kaolin, barium sulfate, titanium dioxide, zinc oxide, zinc sulfate, zinc carbonate, saturn white, aluminum silicate, calcium silicate, magnesium silicate, synthetic amorphous silica, colloidal silica, colloidal alumina, pseudoboehmite, aluminum hydroxide, lithopone, magnesium carbonate, and magnesium hydroxide. Also, mixtures of at least two of the inorganic pigments listed above can be used. Preferably, the inorganic pigment is used in an amount of 30-150 parts by weight based upon 100 parts by weight the (meth)acrylate monomer. If the amount of the inorganic pigment is less than 30 parts by weight, the degree of water absorption decreases. If the amount of the inorganic pigment exceeds 150 parts by weight, the viscosity of the coating composition become too high. A mixture of kaolin and calcium carbonate is more preferred than the other inorganic pigments listed above.
Any organic pigment can be used in the UV curable coating composition according to the present invention without limitations. Suitable organic pigments include styrene-based plastic pigment, acrylic plastic pigment, polyethylene, microcapsule, urea resin, melamine resin.
Also, mixtures of at least two of the organic pigments listed above can be used. It is preferable that the organic pigment is used in an amount of
50-150 parts by weight based on 100 parts by weight the (meth)acrylate monomer. If the amount of the organic pigment is less than 50 parts by weight, the degree of water absorption decreases. If the amount of the organic pigment exceeds 150 parts by weight, the viscosity of the coating composition becomes too high. Polymethylene urea is more preferred than the other organic pigments listed above.
It is preferable that the UV curable coating composition comprises a photopolymerization initiator because it is polymerized by UV radiation. Suitable photopolymerization initiators include photopolymerization initiators , widely used in the art without limitations, for example, α-hydroxyketone, acetophenone, benzoin, benzophenone, and thioxanthone. Also, mixtures of at least two of the materials listed above can be used as a photopolymerization initiator. It is preferable that the photopolymerization initiator is used in an amount of 5-30 parts by weight based on 100 parts by weight the (meth)acrylate monomer. If the amount of the photopolymerization initiator is less than 5 parts by weight, the UV curing rate decreases. If the amount of the photopolymerization initiator exceeds 30 parts by weight, the UV curable coating composition is excessively cured. α-Hydroxyketone is more preferable than the other photopolymerization initiators listed above.
In the preparation of the UV curable coating composition according to the present invention, a surfactant or a dispersing agent is preferably added to decrease the attraction between constituent compounds so that the pigments are smoothly dispersed in the coating composition with increased stability of the coated layer. Suitable surfactants or dispersing agents include modified polyacrylate, acidic polyester polyamide, unsaturated polyamide, carboxylate, and hydroxy functional unsaturated modified carboxylic acid. It is preferable that the surfactant or the dispersing agent is used in an amount of 5-50 parts by weight based on 100 parts by weight the (meth)acrylate monomer. If the amount of the surfactant or the dispersing agent is less than 5 parts by weight, constituent dispensability becomes poor. If the amount of the surfactant or the dispersing agent exceeds 50 parts by weight, ink functionality degrades.
To enhance hydrophilicity, a cross-linking agent may be further added to the UV curable coating composition according to the present invention. Suitable cross-linking agents include methylolmelamine, methylolurea, methylolhydroxypropylene urea, and isocyanate.
To enhance other physical properties, other additives such as a light resistance enhancer, a dye/pigment fixing agent, a thickening agent, a flowability enhancer, an antifoaming agent, a foam inhibitor, a releasing agent, a foaming agent, a permeating agent, a coloring dye, a fluorescent brightener, an anti-staling agent, a dehydrating agent, or a film forming agent can be added selectively and mixed with the UV curable coating composition.
In a preferred embodiment, coating of the UV curable coating composition according to the present invention is followed by UV radiation to polymerize and cure the coated UV curable coating composition. The UV curable coating composition according to the present invention also can be cured by electron beams or by heat followed by UV radiation. It is preferable that UV radiated onto a coated layer has an intensity of 100-500W/inch2 at a wavelength of 250-400 nm. A mercury lamp, which is widely used in the art, can be used as a UV source. The constituents of the UV curable coating composition according to the present invention are radically polymerized and cured by UV radiation.
An ink-receiving layer can be formed by coating the UV curable coating composition according to the present invention on a surface of a substrate and radiating UV onto the coated UV curable coating composition. The obtained ink-receiving layer allows easy and smooth printing of characters or images by ink jet printing.
Substrates on which the UV curable coating composition according to the present invention can be coated include general recording media, for example, paper, vinyl, glass, and plastic. In particular, the UV curable coating composition according to the present invention is suitable for optical recording media whose use has been rapidly increasing in recent years. Optical recording media generally include a substrate, a recording layer, a reflective layer, and a protective layer. The protective layer of optical recording media is formed of a hydrophobic material such as polyester resin, polycarbonate resin, or acrylic resin. For this reason, it is difficult to obtain good print outputs by applying water soluble ink that is used for ink jet printing on the protective layer of optical recording media. However, when an ink-receiving layer acting as an intermediate layer between the ink and the protective layer of an optical recording medium is formed by coating the UV curable coating composition according to the present invention on the protective layer and radiating UV rays onto the coated composition, high quality outputs can be printed on the recording medium with water soluble ink used for ink jet printing.
Adhesion to hydrophobic substrates, water resistance under high-temperature and high-humidity conditions, ink absorption, safe printability, and long-term preservative quality are required for ink-receiving layers of recording media. An ink-receiving layer satisfying the requirements above can be formed by using the UV curable coating composition according to the present invention.
Best mode for carrying out the Invention The present invention now will be described more fully with reference to the accompanying drawings, in which preferred embodiments of the invention are shown. This invention may, however, be embodied in many different forms and should not be construed as being limited to the embodiments set forth herein; rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the concept of the invention to those skilled in the art.
Example 1 A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
Ethylene glycol monoacrylate 100 parts by weight Ethylene glycol monoacrylate oligomer 200 parts by weight N-vinyl-2-pyrrolidone 50 parts by weight α-Hydroxyketone 10 parts by weight
Calcium carbonate 35 parts by weight
Kaolin 35 parts by weight
Polymethylurea 70 parts by weight Modified Polyacrylate 20 parts by weight
The obtained coating solution was coated on the protective layer of a commercially available CD-rewritable disc (Gold/Blue CD-R, SKC,
Korea) by screen printing and cured by radiating UV rays with a mercury lamp (UC LIGHT 36/150) to form an ink-receiving layer having a thickness of about 15 m on the optical recording medium. Here, the intensity of the UV ramp at the surface of the medium was 2.5 kW.
Example 2 A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
Acrylamide 100 parts by weight
Acrylamide oligomer 200 parts by weight N-vinyl-2-pyrrolidone 70 parts by weight α-Hydroxyketone 10 parts by weight
Calcium carbonate 35 parts by weight
Kaolin 35 parts by weight
Polymethylurea 70 parts by weight Modified Polyacrylate 20 parts by weight
The obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
Example 3
A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
Carboxyethyl methacrylate 100 parts by weight
Carboxyethyl methacrylate oligomer 200 parts by weight
N-vinyl-2-pyrrolidone 80 parts by weight α-Hydroxyketone 10 parts by weight
Calcium carbonate 35 parts by weight Kaolin 35 parts by weight
Polymethylurea 70 parts by weight
Modified Polyacrylate 20 parts by weight
The obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
Comparative Example 1 A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
Carboxyethyl methacrylate 100 parts by weight α-Hydroxyketone 20 parts by weight Calcium carbonate 50 parts by weight
Kaolin 50 parts by weight
Polymethylurea 30 parts by weight
Modified Polyacrylate 10 parts by weight
The obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
Comparative Example 2 A UV curable coating composition containing the following compounds was mixed in a mixer for 1 hour to obtain a coating solution.
Carboxyethyl methacrylate 100 parts by weight
Carboxyethyl methacrylate oligomer 100 parts by weight α-Hydroxyketone 20 parts by weight Calcium carbonate 50 parts by weight
Kaolin 50 parts by weight
Polymethylurea 70 parts by weight
Modified Polyacrylate 20 parts by weight
The obtained coating solution was coated and polymerized and cured in the same manner as in Example 1 to manufacture a recording medium having an ink-receiving layer.
Experimental Example 1 : Determination of Surface Characteristics
Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative
Examples 1 and 2, using a color printer (Signature II, Primera). Then, the printed characters and images were rubbed using fingers to determine the surface characteristics of the optical recording media according to the following criteria. The results are shown in Table 1 .
© : fairly smooth and not sticky o : smooth and not sticky
Δ : smooth but sticky x : rough and sticky
Experimental Example 2: Determination of Ink Absorption Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the printed characters and images were observed using a microscope to determine the ink absorption of the optical recording media according to the following criteria. The results are shown in Table 1 .
© : no bleeding of ink on the surface o : bleeding of ink on the surface within 0.4 mm or less
Δ : bleeding of ink on the surface within the range of 0.4-0.8 mm x : bleeding of ink on the surface for 0.8 mm or greater
Example 3: Determination of Drying Rate Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the printed characters and images were hand-touched to determine the point of time at which the hands were not stained with undried ink according to the following criteria. The results are shown in Table. 1 .
® : ink dried within 30 seconds o : ink dried within 30 seconds to 2 minutes Δ : ink dried within 2-10 minutes x : ink was not dried within 10 minutes
Experimental Example 4: Determination of Water Resistance Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, water was flowed for 1 hour over the surface of the respective recording media on which the characters and images had been printed. Changes in the concentration of the printed characters or images were observed to determine water resistance according to the following criteria. The results are shown in Table 1.
© : not changed
Δ : changed slightly x : changed greatly
Experimental Example 5: Determination of Print Quality Stripes of a variety of colors were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the surfaces of the optical recording media on which the stripes had been printed were observed to determine print quality according to the following criteria. The results are shown in Table 1.
© : color of the stripes was uniform Δ : color of the stripes was slightly nonuniform x : color of the stripes was greatly nonuniform
Experimental Example 6: Determination of Preservative Quality Characters and images were printed on the surface of the respective optical recording media having the ink-receiving layer, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, using a color printer (Signature II, Primera). Then, the recording media were left at 30 °C and 80% relative humidity (RH) for 20 days, and the surfaces of the recording media on which the characters and images had been printed were observed to determine preservative quality according to the following criteria.
© : print quality did not changed
Δ : print quality changed slightly x : print quality changed greatly
Experimental Example 7: Determination of Adhesion to Substrate Adhesion of the ink-receiving layers to the surfaces of the respective recording media, which had been manufactured in Examples 1 through 3 and Comparative Examples 1 and 2, was examined by determine whether the ink-receiving layer separated from the respective recording media according to the following criteria. The results are shown in Table 1.
© : not separated Δ : separated slightly x : separated greatly
Table 1
Figure imgf000016_0001
Figure imgf000017_0001
Industrial Applicability
As shown in Table 2, when an ink-receiving layer is formed on a recording medium using the UV curable coating composition according to the present invention, adhesion to a substrate, absorption and adsorption of water soluble ink used for ink printing, drying efficiency, and water resistance are improved so that the recording medium has excellent print quality..

Claims

What is claimed is:
1. A UV curable coating composition comprising: 100 parts by weight a (meth)acrylate monomer; 150-250 parts by weight a (meth)acrylate oligomer; 10-100 parts by weight N-vinyl-2-pyrrolidone.
2. The UV curable coating composition of claim 1 , wherein the (meth)acrylate monomer is at least one selected from the group consisting of alkyl(meth)acrylate, (meth)acrylic acid, (meth)acrylonitrile, (meth)acrylamide, N-substituted (meth)acrylamide,
N-methylol(meth)acrylamide, hydroxyethyl(meth)acrylate, carboxyethyl(meth)acryIate, (meth)acryloylmorpholine, ethylene glycol mono(meth)acrylate, diethylene glycol mono(meth)acrylate, polyethylene glycol mono(meth)acrylate, dimethylaminopropyl(meth)acrylamide, tetrahydrofurfuryl(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, 1 ,6-hexane glycol di(meth)acrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol (meth)acrylate, trimethylolpropane tri(meth)acrylate, and trimethylolpropane di(meth)acrylate.
3. The UV curable coating composition of claim 2, wherein the (meth)acrylate monomer is at least one selected from the group consisting of alkyl(meth)acrylate, hydroxyethyl(meth)acrylate, carboxyethyl(meth)acrylate, diethylene glycol mono(meth)acrylate, ethylene glycol mono(meth)acrylate, tetrahydrofurfuryl(meth)acrylate, and polyethylene glycol di(meth)acrylate.
4. The UV curable coating composition of claim 1 , wherein the (meth)acrylate oligomer is at least one selected from the group consisting of alkyl(meth)acrylate oligomer, (meth)acrylic acid oligomer, (meth)acrylonitrile oligomer, (meth)acrylamide oligomer, N-substituted (meth)acrylamide oligomer, N-methylol(meth)acrylamide oligomer, hydroxyethyl(meth)acrylate oligomer, carboxyethyl(meth)acrylate oligomer, (meth)acryloylmorpholine oligomer, ethylene glycol mono(meth)acrylate oligomer, diethylene glycol mono(meth)acrylate oligomer, polyethylene glycol mono(meth)acrylate oligomer, dimethylaminopropyl(meth)acrylamide oligomer, tetrahydrofurfuryl(meth) acrylate oligomer, ethylene glycol di(meth)acrylate oligomer, diethylene glycol di(meth)acrylate oligomer, polyethylene glycol di(meth)acrylate oligomer, 1 ,6-hexane glycol di(meth)acrylate oligomer, pentaerythritol tetra(meth)acrylate oligomer, pentaerythritol (meth)acrylate oligomer, trimethylolpropane tri(meth)acrylate oligomer, and trimethylolpropane di(meth)acrylate oligomer.
5. The UV curable coating composition of claim 1 , wherein the (meth)acrylate oligomer is at least one selected from the group consisting of alkyl(meth)acrylate oligomer, hydroxyethyl(meth)acrylate oligomer, carboxyethyl(meth)acrylate oligomer, diethylene glycol mono(meth)acrylate oligomer, ethylene glycol mono(meth)acrylate oligomer, tetrahydrofurfuryl(meth)acrylate, and polyethylene glycol mono(meth)acrylate.
6. The UV curable coating composition of claim 1 , further comprising 30-150 parts by weight an inorganic pigment based on 100 parts by weight the (meth)acrylate monomer.
7. The UV curable coating composition of claim 6, wherein the inorganic pigment is at least one selected from the group consisting of alumina, silica gel, silica-alumina, talc, diatomaceous earth, calcium carbonate, calcium sulfate, zeolite, kaolin, barium sulfate, titanium dioxide, zinc oxide, zinc sulfate, zinc carbonate, saturn white, aluminum silicate, calcium silicate, magnesium silicate, synthetic amorphous silica, colloidal silica, colloidal alumina, pseudoboehmite, aluminum hydroxide, lithopone, magnesium carbonate, and magnesium hydroxide.
8. The UV curable coating composition of claim 7, wherein the inorganic pigment is calcium carbonate, kaolin, or a mixture of these materials.
9. The UV curable coating composition of claim 1 , further comprising 50-150 parts by weight an organic pigment based on 100 parts by weight the (meth)acrylate monomer.
10. The UV curable coating composition of claim 9, wherein the organic pigment is at least one selected from the group consisting of styrene-based plastic pigment, acrylic plastic pigment, polyethylene, microcapsule, urea resin, and melamine resin.
11. The UV curable coating composition of claim 10, wherein the organic pigment is urea resin.
12. The UV curable coating composition of claim 1 1 , wherein the organic pigment is polymethylene urea.
13. The UV curable coating composition of claim 1 , further comprising 30-150 parts by weight an inorganic pigment and 50-150 parts by weight an organic pigment, based on 100 parts by weight the (meth)acrylate monomer.
14. The UV curable coating composition of claim 13, wherein the inorganic pigment is at least one selected from the group consisting of alumina, silica gel, silica-alumina, talc, diatomaceous earth, calcium carbonate, calcium sulfate, zeolite, kaolin, barium sulfate, titanium dioxide, zinc oxide, zinc sulfate, zinc carbonate, saturn white, aluminum silicate, calcium silicate, magnesium silicate, synthetic amorphous silica, colloidal silica, colloidal alumina, pseudoboehmite, aluminum hydroxide, lithopone, magnesium carbonate, and magnesium hydroxide, and the organic pigment is at least one selected from the group consisting of styrene-based plastic pigment, acrylic plastic pigment, polyethylene, microcapsule, urea resin, and melamine resin.
15. The UV curable coating composition of claim 14, wherein the inorganic pigment is calcium carbonate, kaolin, or a mixture of these materials, and the organic pigment is urea resin.
16. The UV curable coating composition of claim 1 , further comprising 5-50 parts by weight a surfactant or a dispersing agent based on 100 parts by weight the (meth)acrylate.
17. An optical recording medium comprising an ink-receiving layer on at least one surface of a hydrophobic substrate, the ink-receiving layer formed by polymerizing and curing the UV curable coating composition of any of claims 1 through 16.
18. An optical recording medium comprising an ink-receiving layer on an opposite surface of the optical recording medium to a surface on which optical reading/writing is performed, the ink-receiving layer formed by polymerizing and curing the UV curable coating composition of any of claims 1 through 16.
PCT/KR2001/001427 2000-08-25 2001-08-23 Uv curable coating composition and optical recording medium using the same WO2002016518A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001282635A AU2001282635A1 (en) 2000-08-25 2001-08-23 Uv curable coating composition and optical recording medium using the same

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20000049663 2000-08-25
KR2000/49663 2000-08-25
KR10-2001-0044204A KR100485996B1 (en) 2000-08-25 2001-07-23 UV curable coating composition and optical recording medium using the same
KR2001/44204 2001-07-23

Publications (1)

Publication Number Publication Date
WO2002016518A1 true WO2002016518A1 (en) 2002-02-28

Family

ID=26638335

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2001/001427 WO2002016518A1 (en) 2000-08-25 2001-08-23 Uv curable coating composition and optical recording medium using the same

Country Status (2)

Country Link
AU (1) AU2001282635A1 (en)
WO (1) WO2002016518A1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003059972A1 (en) * 2002-01-17 2003-07-24 Ucb, S.A. Polymeric compositions
EP1445118A3 (en) * 2003-02-10 2005-09-14 Konica Minolta Holdings, Inc. Ink jet recording medium and ink jet recording medium preparing method
WO2006047031A1 (en) * 2004-10-25 2006-05-04 Hewlett-Packard Development Company, L.P. Radiation curable inkjet coatings for media and systems for processing the media
CN112533763A (en) * 2018-06-06 2021-03-19 艾利丹尼森公司 Water-based coatings with improved printing performance using multiple printing techniques

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR19980076837A (en) * 1996-04-16 1998-11-16 미따라이후지오 Coating composition, recording medium and image forming method using the same
JPH11100527A (en) * 1997-09-27 1999-04-13 Tdk Corp Coating composition and optical recording medium
KR20000021807A (en) * 1998-09-30 2000-04-25 장용균 Ultraviolet curable composition and hard coat film utilizing it
KR20000021806A (en) * 1998-09-30 2000-04-25 장용균 Ultraviolet curable composition and hard coat film utilizing it

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR19980076837A (en) * 1996-04-16 1998-11-16 미따라이후지오 Coating composition, recording medium and image forming method using the same
JPH11100527A (en) * 1997-09-27 1999-04-13 Tdk Corp Coating composition and optical recording medium
KR20000021807A (en) * 1998-09-30 2000-04-25 장용균 Ultraviolet curable composition and hard coat film utilizing it
KR20000021806A (en) * 1998-09-30 2000-04-25 장용균 Ultraviolet curable composition and hard coat film utilizing it

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003059972A1 (en) * 2002-01-17 2003-07-24 Ucb, S.A. Polymeric compositions
EP1445118A3 (en) * 2003-02-10 2005-09-14 Konica Minolta Holdings, Inc. Ink jet recording medium and ink jet recording medium preparing method
WO2006047031A1 (en) * 2004-10-25 2006-05-04 Hewlett-Packard Development Company, L.P. Radiation curable inkjet coatings for media and systems for processing the media
CN112533763A (en) * 2018-06-06 2021-03-19 艾利丹尼森公司 Water-based coatings with improved printing performance using multiple printing techniques
CN112533763B (en) * 2018-06-06 2022-08-09 艾利丹尼森公司 Water-based coatings with improved printing performance using multiple printing techniques

Also Published As

Publication number Publication date
AU2001282635A1 (en) 2002-03-04

Similar Documents

Publication Publication Date Title
US8104884B2 (en) Coating agent for UV curable inkjet printing
JPH08165441A (en) Active energy ray-polymerizable composition, recording medium containing the same and method for forming image using the same medium
US5989650A (en) Recording medium, ink-jet recording method and printed product
JP2001011343A (en) Ultraviolet light-curable resin composition and recording material having coating film based on the resin composition and used for ink jet
WO2002016518A1 (en) Uv curable coating composition and optical recording medium using the same
EP1294570B1 (en) Ink-jet receptive inks for printing on to cd-r substrates
EP1316434A2 (en) Process for making weather proof and chemical-resistant outdoor signs and signs made thereby
WO1999042296A1 (en) Ink jet recording sheet
KR100485996B1 (en) UV curable coating composition and optical recording medium using the same
US20080299324A1 (en) Modified printable surfaces
KR19990077276A (en) Photosensitive Resin Compositions and Articles
JPH10114810A (en) Photosensitive resin composition and article
JP4309318B2 (en) Ink-receiving layer forming composition and substrate for printing
KR20040044282A (en) Recording medium comprising colored layer and ink receiving layer
JP2004223762A (en) Ink for forming ink jet ink receiving layer and sheet using this ink
JP2000127606A (en) Photosensitive resin composition for ink receptive layer, and article
JP2002225425A (en) Ink for forming ink jet ink accepting layer and information sheet using the same
EP1800884B1 (en) Composition for forming ink-receiver layer, method of producing the same and printing base
JP2004276322A (en) Ink for forming inkjet ink receiving layer, sheet using this ink and method for printing/imaging in inkjet ink receiving layer
JP2000043398A (en) Ink jet recording medium and production thereof
JPH0761114A (en) Recording sheet
EP0940265B1 (en) Composition for forming an ink receiving layer and product using the same
JPH10217605A (en) Photo-sensitive resin composition and article
KR20040044622A (en) Composition for colored ink receiving layer and recording medium by the same
JP2003246137A (en) Ink for forming ink jet ink acceptive layer and recording sheet using the same

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

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

Ref country code: DE

Ref legal event code: 8642

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

Ref country code: JP