EP1060085A1 - Aufzeichnungsblatt für tintenstrahldruckverfahren - Google Patents

Aufzeichnungsblatt für tintenstrahldruckverfahren

Info

Publication number
EP1060085A1
EP1060085A1 EP98921028A EP98921028A EP1060085A1 EP 1060085 A1 EP1060085 A1 EP 1060085A1 EP 98921028 A EP98921028 A EP 98921028A EP 98921028 A EP98921028 A EP 98921028A EP 1060085 A1 EP1060085 A1 EP 1060085A1
Authority
EP
European Patent Office
Prior art keywords
ink
coatable
coating
receptive
photopolymerizable composition
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.)
Ceased
Application number
EP98921028A
Other languages
English (en)
French (fr)
Inventor
Andrew C. Lottes
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.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Publication of EP1060085A1 publication Critical patent/EP1060085A1/de
Ceased legal-status Critical Current

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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M2205/00—Printing methods or features related to printing methods; Location or type of the layers
    • B41M2205/12—Preparation of material for subsequent imaging, e.g. corona treatment, simultaneous coating, pre-treatments
    • 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
    • B41M5/5227—Macromolecular coatings characterised by organic non-macromolecular additives, e.g. UV-absorbers, plasticisers, surfactants
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52—Macromolecular coatings
    • B41M5/5254—Macromolecular coatings characterised by the use of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers

Definitions

  • the present invention relates to compositions suitable for use as imageable coatings for ink-jet recording sheets, to the recording sheets coated with such compositions, and to a nonsolvent type process for making such sheets.
  • Imaging devices such as ink-jet printers and pen plotters are established methods for printing information including labels and multi-color graphics. Presentation of such information has created a demand, not only for improved papers for use therewith, but also for transparent, ink receptive, imageable sheets that are used as overlays in technical drawings and as transparencies for overhead projection. Imaging with either the ink-jet printer or the pen plotter involves depositing ink on the surface of these transparent receptors.
  • These imaging devices conventionally utilize inks that can remain exposed to air for long periods of time without completely drying. Since it is desirable that the surface of these receptors to appear dry and non- tacky to the touch soon after imaging, even after deposition of significant amounts of liquid, it is desirable that transparent materials for imaging be capable of absorbing significant amounts of liquid while maintaining some degree of durability and transparency.
  • U.S. Patent No. 4,379,804 an early patent for a film suitable for imaging in an ink-jet printer, claimed a two-layer coating where one layer retained dye and a second layer retained associated solvent. This gave a precise image with a surface that dried more quickly than the single layer coatings of the time. Another approach to the problem of drying is disclosed in U.S. Patent No.
  • SIPN semi-interpenetrating polymer network
  • These networks typically comprise a hydrophobic or hydrophilic matrix polymer that anchors a water-soluble polymer in place. These networks have good ink receptivity and durability. However, either polymer alone is not useful. Without the matrix polymer, the imaged water-soluble polymer rapidly loses durability, especially in high humidity environments. Conversely the matrix polymer alone has limited ink-receptivity and cannot be sufficiently imaged.
  • SIPNs have typically required solvents for the coating process, which are then dried off to provide the final product.
  • SIPN type ink-receptive coatings are disclosed in e.g., U.S. Patent Nos. 5,389,726; 5,472,789; 5,241,006; 5,376,727 and 5,308,092.
  • Alternative methods for preparation of SIPN compositions include the polymerization of suitable monomers around a previously prepared polymer as disclosed in U.S. Patent No. 3.928.113 and 3,041,292 by means of a crosslinking agent.
  • a liquid can be coated by any of the processes known in the art, and then rendered solid by one of several methods, i.e., the use of a reactive diluent which initiates a reaction when a catalyst is added or when the coating is heated, the use of photoinitiation to cause a reaction, and the like.
  • a reactive diluent which initiates a reaction when a catalyst is added or when the coating is heated
  • photoinitiation to cause a reaction
  • UV irradiation by means of ultraviolet (UV) irradiation is known for pressure-sensitive adhesives and the like. See, e.g., U.S. Patents 4,181.752; 5,024,880; 4,895,738; 5,085,088 and EPO Patent 352901.
  • U.S. Patent No. 4,364,972 discloses a UV polymerized pressure-sensitive adhesive which comprises an acrylic acid ester of a nontertiary alcohol and N-vinyl-2- pyrrolidone which adheres strongly to plastic and to automotive paints.
  • the adhesive has a thickness of from 25 to 250 ⁇ m and is formed by a two step prepolymerization and polymerization process.
  • the instant inventors have now discovered a process for forming an ink-jet recording sheet having an ink-receptive coating using a 100% solids coating process.
  • the process needs neither vaporizable solvents nor a drying step.
  • the process is carried out in an integrated manner, and does not require inerting of the atmosphere.
  • the formulation is formed from monomers which provide the necessary solvation of the water-soluble polymer, and which are reactive in ultraviolet light to the extent that the matrix polymer is synthesized upon irradiation with ultraviolet radiation yielding a coatable composition for use in ink-receptive sheets.
  • the present invention provides a composition suitable for use on a substrate as an ink-jet recording sheet, an ink-jet recording sheet having said composition coated onto at least one major surface, and a process for making said recording sheet.
  • Coatable, UV-photopolymerizable, compositions of the invention suitable for use as ink-receptive coatings comprise a curable matrix comprising: - a) at least one reactive monomer, and b) at least one ink-receptive polymer capable of dissolving therein, said composition also comprising from 0.1 part to 10 parts photoinitiator per 100 parts of said curable matrix, said matrix being ink-receptive when cured.
  • Preferred curable matrices of the invention comprise: a) a reactive monomer mixture, and b) at least one ink-receptive polymer capable of dissolving therein, said composition also comprising from 0.1 part to 10 parts photoinitiator per 100 parts of said curable matrix, said matrix being ink-receptive when cured.
  • Especially preferred monomer mixtures includes mixtures of at least one
  • An ink-jet recording sheet of the invention comprises a polymeric substrate having coated thereon at least one cured layer of a coatable composition of the invention.
  • Ink-jet recording sheets may be made by a process of the invention having the steps of: a) providing a substrate having two major surfaces, b) coating a UV-photopolymerizable composition comprising at least one reactive monomer, at least one ink-receptive polymer capable of dissolving therein, and at least one photoinitiator on at least one major surface thereof, c) exposing such coating to ultraviolet radiation.
  • the coating must be exposed to a sufficient amount of radiation to render the surface nontacky.
  • Preferred coatings of the invention are exposed to radiation for at least about 1 minute, however, this is dependent on such factors as the amount of photoinitiator, the wavelength and the intensity of the radiation.
  • ultraviolet radiation refers to radiation having an average wavelength of from 250 nm to 400 nm.
  • crosslinkable means capable of forming covalent or strong ionic bonds with itself or with a separate agent added for this purpose.
  • hydrophilic is used to describe a material that is generally receptive to water, either in the sense that its surface is wettable by water or in the sense that the bulk of the material is able to absorb significant quantities of water. Materials that exhibit surface wettability by water have hydrophilic surfaces. Monomeric units will be referred to as hydrophilic units if they have a water-sorption capacity of at least one mole of water per mole of monomeric unit. 4. The term “hydrophobic” refers to materials which have surfaces not readily wettable by water. Monomeric units will be referred to as hydrophobic if they form water-insoluble polymers capable of absorbing only small amounts of water when polymerized by themselves.
  • surfactant means a compound which reduces surface tension, thereby increasing surface wetting.
  • the term "mordant” means a compound which, when present in a composition, interacts with a dye to prevent diffusion of a dye through the composition.
  • curable matrix means the total reactive ingredients, exclusive of additional ingredients such as photoinitiator and adjuvants.
  • (meth)acrylate includes both aery late and methacrylate variations of the compound.
  • mudcracking is used in the industry, and refers to an image defect that appear under a microscope as a series of cracks in a solid image. This has an appearance similar to that seen when wet mud dries. It is thought to be caused by low cohesion of imaging layers.
  • Reactive monomers useful in ink-receptive formulations of the invention are those monomers which provide not only a reactant for the photopolymerization. but also act as a solvent for dissolution of at least one water soluble polymer. When subjected to irradiation by ultraviolet light, a matrix polymer is formed from the reactants directly without need for additional solvents or diluents.
  • Classes of reactive monomers include acrylics, olefins, silicones, urethanes, esters, and amides.
  • Preferred classes include acrylics and tackified acrylics and urethanes.
  • Especially preferred reactive monomers include such aery late monomers
  • Reactive monomers comprise from 10 to 50 percent by weight of the reactive, preferably from 40 to 60 percent by weight.
  • Preferred curable matrices of the invention comprise reactive monomer mixtures; useful mixtures include at least one (meth)acrylate, e.g., methyl methacrylate, ethyl acrylate. ethyl methacrylate and the like, and a polar monomer such as acrylic acid.
  • the monomer mixture comprises from 25% to 40%) of the (meth)acrylate and 1%> to 15% of acrylic acid.
  • coatable formulations of the invention contain from 50 percent by weight to 90 percent by weight of the soluble polymer per 100 parts reactants.
  • Useful polymers include those polymers which are not only soluble in the reactive monomer at such loadings, but are water-soluble as well.
  • useful polymers include polyvinylpyrrolidone, vinylpyrrolidone copolymers, poly (2-ethyl-2-oxazoline), and the like.
  • a particularly preferred water soluble polymer is a PVP/NA water-soluble copolymer, such copolymer having a vinyl acetate content of 40%> or less.
  • PVP/VA S-630 which has a 60/40 ratio and a molecular weight of 30,000 to 50,000
  • PVP/VA S-735 with a PVP/VA ratio of 70/30, and a molecular weight of 30,000 to 50,000.
  • Photoinitiators useful in formulations of the invention include acyloin ethers and substituted acyloin ethers such as benzoin ether, anisoin ethyl ether; and alphahydroxymethyl benzoin ether; benzophenones, such as 4,4'-bis(dimethylamino)benzophenone; tertiary amines; substituted acetophenones such as benzyl 2,2-diethoxyacetophenone, benzyldimethylketal, anthroquinones, 1 -hydroxycyclohexyl phenyl ketone, available from Ciba Geigy as Irgacure®184, 2-hydoxy-2-methyl-l-phenylpropan-l-one, available from Ciba Geigy as Darocur® 1 173, and certain chromophore-substituted vinylhalomethyl-s-triazines, such as 2,4-
  • a blend of photoinitiators may be desired when bulk properties different from surface properties are desired, or other property gradients. For example, this enables the surface to be more highly cured and tough, while allowing the interior portion of the SIPN to remain less cured and more ink- receptive.
  • the composition preferably includes a crosslinking agent.
  • useful crosslinking agents include multifunctional acrylates such as 1 ,6-hexandiol diacrylate, 1,8- octanediol diacrylate, and the like; methenebisacrylate; divinylbenzene; acetaldehyde; anthroquinone and substituted anthroquinones, and various benzophenone type compounds. Multifunctional acrylates are preferred crosslinking agents.
  • the crosslinking agent preferably comprises from 1 part to 10 parts of the composition.
  • the composition may also include a surfactant in small amounts in order to minimize mudcracking and improve the density of the image.
  • a surfactant include anionic surfactants, nonionic surfactants, fluorochemical surfactants, available from Texaco as Jeffamine®, and silicone surfactants, particularly a silicone surfactant having the formulas:
  • n being an integer of from 1 to 40
  • n having a value of from 0 to 40-m
  • Z is hydrogen or an alkyl radical having from 1 to 10 carbon atoms.
  • a commercial example of such silicones is the Silwet 7600® series, available from Union Carbide.
  • the formulation may also include particulates, such as polymeric microspheres or beads, which may be hollow or solid, for the purpose of improving handling and flexibility in amounts that do not unduly interfere with UV initiation.
  • Preferred particulate materials are formed from polymeric materials such as
  • Poly(methylmethacrylate) beads are most preferred.
  • Levels of particulate are limited by the requirement that the final coating be transparent with a haze level of 15% or less, as measured according to ASTM D1003- 61 (Reapproved 1979).
  • the preferred mean particle diameter for particulate material is from 5 to 40 micrometers, with at least 25% of the particles having a diameter of 15 micrometers or more. Most preferably, at least 50% of the particulate material has a diameter of from 20 micrometers to 40 micrometers.
  • Additional additives can also be incorporated in small amounts to improve processing, including thickeners such as xanthan gum, catalysts, thickeners, adhesion promoters, glycols, defoamers, antistatic materials, and the like.
  • An additive which may be present to control curl is a plasticizing compound.
  • Useful compounds include, e.g., low molecular weight polyethylene glycols, polypropylene glycols, or polyethers; for example PEG 600, Pycal® 94, and Carbowax® 600. Fillers such as pigments etc. are useful where reflective coatings are desired, however, caution must be used to add only those types and amounts which do not unduly inhibit the photopolymerization.
  • Film substrates may be formed from any polymer capable of forming a self- supporting sheet, e.g., films of cellulose esters such as cellulose triacetate or diacetate, polystyrene, polyamides, vinyl chloride polymers and copolymers, polyolefin and polyallomer polymers and copolymers, polysulphones, polycarbonates and polyesters.
  • cellulose esters such as cellulose triacetate or diacetate, polystyrene, polyamides, vinyl chloride polymers and copolymers, polyolefin and polyallomer polymers and copolymers, polysulphones, polycarbonates and polyesters.
  • Suitable polyester films may be produced from polyesters obtained by condensing one or more dicarboxylic acids or their lower alkyl diesters in which the alkyl group contains up to 6 carbon atoms, e.g., terephthalic acid, isophthalic, phthalic, 2,5-, 2,6-, and 2,7-naphthalene dicarboxylic acid, succinic acid, sebacic acid, adipic acid, azelaic acid, with one or more glycols such as ethylene glycol, 1 ,3-propanediol, 1,4- butanediol, and the like.
  • dicarboxylic acids or their lower alkyl diesters in which the alkyl group contains up to 6 carbon atoms, e.g., terephthalic acid, isophthalic, phthalic, 2,5-, 2,6-, and 2,7-naphthalene dicarboxylic acid, succinic acid, sebacic acid, adipic
  • Preferred film substrates are cellulose triacetate or cellulose diacetate, polyesters, especially poly(ethylene terephthalate), and polystyrene films. Poly(ethylene terephthalate) is most preferred. It is preferred that film substrates have a caliper ranging from 50 micrometers to 125 micrometers. Film substrates having a caliper of less than 50 micrometers are difficult to handle using conventional methods
  • Film substrates having calipers over 125 micrometers are very stiff, and present feeding difficulties in certain commercially available ink-jet printers and pen plotters.
  • polyester or polystyrene film substrates are used, they are preferably biaxially oriented, and may also be heat set for dimensional stability during fusion of the image to the support.
  • These films may be produced by any conventional method in which the film is biaxially stretched to impart molecular orientation and is dimensionally stabilized by heat setting.
  • Ink-jet recording sheets of the invention are particularly useful in the production of images for viewing in a transmission mode, e.g., in association with an overhead projector, and are often called "transparencies".
  • the composition is coated onto the substrate, and irradiated.
  • Useful coatings i.e., those which are image receptive and radiation polymerizable have thicknesses of from 3 micrometers to 25 micrometers, preferably from 7 ⁇ m to 14 ⁇ m.
  • UV-photopolymerizable compositions of the invention are coatable although fairly high in viscosity.
  • the compositions are coated onto the substrate by conventional means such as Meyer bar coating, knife coating, reverse roll coating, rotogravure coating, extrusion coating, and the like. After coating, the composition is then exposed to ultraviolet radiation.
  • UV lamps such as low, medium or high pressure mercury vapor lamps.
  • the intensity of the irradiation should preferably be from about 300 milliwatts/cm 2 to about 700 milliwatts/cm 2 .
  • the lamps used for the irradiation should provide emissions such that at least 75% of said emissions are between from 250 nm and 500 nm, preferably at least 90% being in such range and having a maximum at either 254 or 365 nm.
  • Lamp exposure times typically range from 2 minutes to 10 minutes, preferably from 4 minutes to 7 minutes for those thicknesses of coating described; however, the time of irradiation is also dependent upon such factors as type and amount of photoinitiator and may vary.
  • the following examples are for illustrative purposes only, and are not meant to be limiting.
  • One skilled in the art will easily think of variations within the scope of the invention, which is solely that defined by the claims.
  • the transmissive image density is measured by imaging the color desired, and measuring using a Macbeth TD 903 densitometer with the gold and status A filters. Black image density is evaluated by measuring the density of a solid fill black rectangle image.
  • Example 1 Preparation of the Material A coating solution was made up by mixing:
  • Ebercryl® 4833 is an aliphatic urethane diacrylate diketal containing 10% NVP and supplied by UCB Radcure®.
  • PVP/VA S630 is supplied by ISP. Inc., and is a water soluble resin that is a copolymer of N-vinyl pyrrolidone and vinyl acetate having a monomer ratio of 60/40.
  • the solution was coated onto 100 mm poly(ethylene terephthalate) to a weight of 9 g/square meter, and exposed to ultraviolet radiation emitted by a low pressure mercury lamp, having a lamp intensity of 66 mW/cm 2 at 1 meter (at 254 nm) for two minutes. A material capable of performing as an ink jet receptor sheet resulted.
  • the coating was tackfree, and dried rapidly to the touch. When imaged, the image exhibited bright clear colors when projected. The results are shown in Table 1.
  • Example 3 Ingredient Parts (by weight)
  • Example 4 These were coated as above for 2.5 minutes. The results are shown in Table 1.
  • This sample were coated and irradiated as above, except that it were exposed to the lamp for 2.5 minutes.
  • the coating was tackfree, and dried rapidly to the touch. When imaged, the image exhibited bright clear colors when projected.
  • Example 6 The ingredients and conditions are identical to those of Example 5, except that

Landscapes

  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Polymerisation Methods In General (AREA)
  • Graft Or Block Polymers (AREA)
  • Paints Or Removers (AREA)
  • Ink Jet (AREA)
EP98921028A 1998-02-23 1998-05-07 Aufzeichnungsblatt für tintenstrahldruckverfahren Ceased EP1060085A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US2799998A 1998-02-23 1998-02-23
US27999 1998-02-23
PCT/US1998/009331 WO1999042296A1 (en) 1998-02-23 1998-05-07 Ink jet recording sheet

Publications (1)

Publication Number Publication Date
EP1060085A1 true EP1060085A1 (de) 2000-12-20

Family

ID=21841004

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98921028A Ceased EP1060085A1 (de) 1998-02-23 1998-05-07 Aufzeichnungsblatt für tintenstrahldruckverfahren

Country Status (3)

Country Link
EP (1) EP1060085A1 (de)
JP (1) JP2002503763A (de)
WO (1) WO1999042296A1 (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20010031342A1 (en) 2000-02-08 2001-10-18 Engle Lori P. Media for cold image transfer
MXPA02007617A (es) 2000-02-08 2003-01-28 3M Innovative Properties Co Metriales fijadores de tinta y metodos para fijar tinta.
JP4739604B2 (ja) * 2000-09-28 2011-08-03 ヒューレット・パッカード・カンパニー インクジェット印刷媒体の耐光性の改善方法
US6743514B1 (en) 2002-03-15 2004-06-01 Meadwestvaco Corporation Radiation-curable coating for ink jet printing
US20060088675A1 (en) * 2004-10-25 2006-04-27 Hladik Molly I Radiation curable inkjet coatings for media and systems for processing the media
JP2009545662A (ja) 2006-08-04 2009-12-24 フジフィルム マニュファクチャリング ユーロプ ビー．ブイ． 多孔性膜およびこれを含む記録媒体
JP4671247B2 (ja) * 2009-04-22 2011-04-13 独立行政法人科学技術振興機構 インクジェット記録用シートの製造方法
JP5628357B2 (ja) * 2012-02-25 2014-11-19 三菱樹脂株式会社 積層ポリエステルフィルム
US9128245B2 (en) 2013-05-17 2015-09-08 Corning Incorporated Low cost, fast curing optical fiber coatings
JP6169548B2 (ja) * 2014-09-26 2017-07-26 富士フイルム株式会社 重合性組成物、インクジェット記録用インク組成物、インクジェット記録方法、及び記録物

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PL134871B1 (en) * 1982-05-31 1985-09-30 Polska Akademia Nauk Zaklad Method of obtaining a polymer for making soft contact lenses
WO1992007722A1 (en) * 1990-10-24 1992-05-14 Minnesota Mining And Manufacturing Company Coating of hydrophilic interpenetrating networks
EP0666504B1 (de) * 1994-01-10 1998-06-03 E.I. Du Pont De Nemours And Company Lichtempfindliche wässrige Emulsion, lichtempfindlicher Film und Verfahren zur Herstellung
US5863704A (en) * 1995-04-26 1999-01-26 Nippon Zeon Company, Ltd. Photosensitive composition and photosensitive rubber plate

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Also Published As

Publication number Publication date
WO1999042296A1 (en) 1999-08-26
JP2002503763A (ja) 2002-02-05

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