WO2020090978A1 - Précurseur de plaque d'impression flexographique et plaque d'impression flexographique - Google Patents

Précurseur de plaque d'impression flexographique et plaque d'impression flexographique Download PDF

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Publication number
WO2020090978A1
WO2020090978A1 PCT/JP2019/042783 JP2019042783W WO2020090978A1 WO 2020090978 A1 WO2020090978 A1 WO 2020090978A1 JP 2019042783 W JP2019042783 W JP 2019042783W WO 2020090978 A1 WO2020090978 A1 WO 2020090978A1
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Prior art keywords
printing plate
flexographic printing
photosensitive layer
meth
water
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PCT/JP2019/042783
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English (en)
Japanese (ja)
Inventor
優介 難波
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Fujifilm Corp
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Fujifilm Corp
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Priority to JP2020554039A priority Critical patent/JP7366924B2/ja
Publication of WO2020090978A1 publication Critical patent/WO2020090978A1/fr
Anticipated expiration legal-status Critical
Priority to JP2023063519A priority patent/JP7839764B2/ja
Priority to JP2025005279A priority patent/JP2025061299A/ja
Ceased legal-status Critical Current

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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/095—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having more than one photosensitive layer

Definitions

  • the present invention relates to a flexographic printing plate precursor and a flexographic printing plate.
  • Flexographic printing is a printing method in which ink is applied to the convex portions of a printing plate using an anilox roll or the like and transferred to a printing medium.
  • a flexographic printing plate precursor having a photosensitive layer which is imagewise exposed and developed, is used.
  • flexographic printing plate precursors are also required to be developable with an aqueous developer.
  • claim 1 of Patent Document 1 discloses a photosensitive resin composition which can be developed with an aqueous developer when used as a flexographic printing plate precursor.
  • the present invention is excellent in water developability, and exhibits excellent printing durability, handling property and rear end inking property when made into a flexographic printing plate, a flexographic printing plate precursor, Another object is to provide a flexographic printing plate obtained by exposing and developing the above flexographic printing plate precursor.
  • the present inventor has water-dispersible particles, a polymer having reactive functional groups at both ends and having a weight average molecular weight of 5,000 or more, and three or more ethylenically unsaturated groups.
  • the inventors have found that the above problem can be solved by using a polyfunctional monomer in combination, and completed the present invention. That is, the present inventor has found that the above problems can be solved by the following configurations.
  • a flexographic printing plate obtained by exposing and developing the above flexographic printing plate precursor can be provided.
  • the present invention will be described in detail.
  • the description of the constituents described below may be made based on a typical embodiment of the present invention, but the present invention is not limited to such an embodiment.
  • the numerical range represented by “to” means a range including the numerical values before and after “to” as the lower limit value and the upper limit value.
  • each component may be used alone or in combination of two or more.
  • the content of the component means the total content unless otherwise specified.
  • (meth) acrylic is a notation representing “acrylic” or “methacrylic
  • (meth) acrylate is a notation representing “acrylate” or “methacrylate”
  • (meth) acryloyl Is a notation representing "acryloyl” or "methacryloyl”.
  • the water-developable flexographic printing plate precursor of the invention (hereinafter, also referred to as “printing plate precursor of the invention”) has water-dispersible particles and a weight average molecular weight of 5,000 or more having reactive functional groups at both ends.
  • Water-developable flexographic printing having a photosensitive layer containing a polymer (hereinafter, also referred to as "specific polymer”) and a polyfunctional monomer having three or more ethylenically unsaturated groups (hereinafter, also referred to as "specific monomer”) The original version.
  • the printing plate precursor of the present invention has such a configuration, it can be considered that the above-mentioned effects can be obtained.
  • a polymer having a reactive functional group at both ends and having a weight average molecular weight of 5,000 or more (specific polymer) and a polyfunctional monomer having three or more ethylenically unsaturated groups (specific monomer) are used. Is considered to form a three-dimensional structure excellent in toughness and rubber elasticity.
  • the photosensitive layer of the printing plate precursor of the present invention (hereinafter, also referred to as “the photosensitive layer of the present invention”) is a water-dispersible particle and a polymer having a reactive functional group at both ends and having a weight average molecular weight of 5,000 or more. It has a photosensitive layer containing (specific polymer) and a polyfunctional monomer (specific monomer) having three or more ethylenically unsaturated groups.
  • each component contained in the photosensitive layer will be described.
  • the photosensitive layer of the present invention contains water-dispersible particles.
  • the water-dispersible particles are not particularly limited, but the water dispersibility is more excellent, the flexographic printing plate obtained has more printing durability, handling property and rear end part inking property, and is excellent in development reproducibility and solid quality.
  • a polymer is preferable for the reason that the pressure latitude becomes wide.
  • “more excellent water dispersibility, printing durability of the resulting flexographic printing plate, handling property and trailing edge part inking property are more excellent, development reproducibility and solid quality are excellent, and printing pressure latitude is wide” Is also referred to as "the effect of the present invention is more excellent".
  • polystyrene-based polymers eg, polybutadiene, natural rubber, styrene-butadiene copolymer, acrylonitrile-butadiene copolymer, methylmethacrylate-butadiene copolymer, polychloroprene, polyisoprene), polyurethane.
  • diene-based polymers eg, polybutadiene, natural rubber, styrene-butadiene copolymer, acrylonitrile-butadiene copolymer, methylmethacrylate-butadiene copolymer, polychloroprene, polyisoprene
  • polyurethane eg., Vinyl pyridine polymers, butyl polymers, thiochol polymers, acrylate polymers, polymers obtained by copolymerizing these polymers with other components such as acrylic acid and methacrylic acid, and the like. They may be used alone or in combination of two or more.
  • the polymer is preferably a diene polymer, more preferably polybutadiene, for the reason that the effects of the present invention are more excellent.
  • the polymer preferably does not have a reactive functional group (for example, a (meth) acryloyloxy group) at both ends.
  • the above-mentioned polymer is preferably a polymer obtained by removing water from the water-dispersed latex because the effect of the present invention is more excellent.
  • Specific examples of the above water-dispersed latex include the water-dispersed latex of the above-mentioned specific examples of the polymer.
  • the content of the water-dispersible particles in the photosensitive layer of the present invention is preferably 5 to 80% by mass based on the total solid content of the photosensitive layer of the present invention, because the effects of the present invention are more excellent.
  • the amount is more preferably 10 to 50% by mass, further preferably 20 to 40% by mass.
  • the photosensitive layer of the present invention contains a polymer (specific polymer) having a reactive functional group at both ends and having a weight average molecular weight of 5,000 or more.
  • the specific polymer is a polymer having reactive functional groups at both ends and having a weight average molecular weight of 5,000 or more. It is preferable that the specific polymer does not have water dispersibility.
  • telechelic polymer refers to a polymer having reactive functional groups at both ends
  • specific polymer is a telechelic polymer having a weight average molecular weight of 5,000 or more.
  • the polymer constituting the main chain of the specific polymer is not particularly limited, and examples thereof include thermoplastic polymers.
  • the thermoplastic polymer is not particularly limited as long as it is a polymer exhibiting thermoplasticity, and specific examples thereof include polystyrene resin, polyester resin, polyamide resin, polysulfone resin, polyether sulfone resin, polyimide resin, acrylic resin, acetal resin. , Epoxy resin, polycarbonate resin, rubber, thermoplastic elastomer and the like. Of these, rubber and thermoplastic elastomers are preferred, rubber is more preferred, and diene rubber is even more preferred, because a softer and more flexible film is likely to be formed.
  • the rubber examples include butadiene rubber (BR), nitrile rubber (NBR), acrylic rubber, epichlorohydrin rubber, urethane rubber, isoprene rubber, styrene isoprene rubber, styrene butadiene rubber, ethylene-propylene copolymer. , Chlorinated polyethylene and the like, and these may be used alone or in combination of two or more.
  • BR butadiene rubber
  • NBR nitrile rubber
  • acrylic rubber epichlorohydrin rubber
  • urethane rubber urethane rubber
  • isoprene rubber styrene isoprene rubber
  • styrene butadiene rubber ethylene-propylene copolymer.
  • Chlorinated polyethylene and the like Chlorinated polyethylene and the like, and these may be used alone or in combination of two or more.
  • thermoplastic elastomer examples include polybutadiene-based thermoplastic elastomer, polyisoprene-based thermoplastic elastomer, polyolefin-based thermoplastic elastomer, and acrylic-based thermoplastic elastomer.
  • SB polystyrene-polybutadiene
  • SBS polystyrene-polybutadiene-polystyrene
  • SIS polystyrene-polyisoprene-polystyrene
  • SEBS polystyrene-polyethylene / polybutylene-polystyrene
  • ABS acrylonitrile-butadiene-styrene
  • ACM acrylic ester rubber
  • ACS acrylonitrile chlorinated polyethylene styrene copolymer
  • acrylonitrile styrene copolymer syndiotactic 1,2-polybutadiene, polymethyl methacrylate-polybutyl acrylate-poly Examples thereof include methyl methacrylate.
  • SBS and SIS are particularly preferable from the viewpoints of better water developability, and the viewpoint of drying property and image reproducibility.
  • the specific polymer has reactive functional groups at both ends.
  • the reactive functional group is not particularly limited, but is preferably an ethylenically unsaturated group because the effects of the present invention are more excellent.
  • the ethylenically unsaturated group is a vinyl group (CH 2 ⁇ CH—), an allyl group (CH 2 ⁇ CH—CH 2 —), a (meth) acryloyl group, or, for the reason that the effects of the present invention are more excellent. It is preferably a (meth) acryloyl group, and more preferably a (meth) acryloyloxy group.
  • the specific polymer may have a reactive functional group at both ends of the polymer constituting the main chain via a divalent linking group.
  • the divalent linking group is not particularly limited, but is, for example, a linear, branched or cyclic divalent aliphatic hydrocarbon group (for example, an alkylene group such as a methylene group, an ethylene group or a propylene group), a divalent group.
  • Aromatic hydrocarbon group (eg, phenylene group), —O—, —S—, —SO 2 —, —NR L —, —CO—, —NH—, —COO—, —CONR L —, —O —CO—O—, —SO 3 —, —NHCOO—, —SO 2 NR L —, —NH—CO—NH— or a group combining two or more thereof (eg, an alkyleneoxy group, an alkyleneoxycarbonyl group, Alkylene carbonyloxy group) and the like.
  • R L represents a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon atoms).
  • the weight average molecular weight (Mw) of the specific polymer is 5,000 or more.
  • the Mw of the specific polymer is preferably 6,000 or more, more preferably 7,000 or more, and further preferably 8,000 or more, for the reason that the effects of the present invention are more excellent. It is particularly preferable that it is 1,000 or more.
  • the upper limit of Mw of the specific polymer is not particularly limited, it is preferably 500,000 or less, more preferably 100,000 or less for the reason that the effects of the present invention are more excellent.
  • the weight average molecular weight is measured by a gel permeation chromatographic method (GPC) method, and is calculated by conversion with standard polystyrene.
  • GPC gel permeation chromatographic method
  • HLC-8220GPC manufactured by Tosoh Corporation
  • TSKgeL Super HZM-H TSKgeL Super HZ4000
  • TSKgeL Super HZ2000 manufactured by Tosoh Corporation, 4.6 mm ID ⁇ 15 cm
  • THF tetrahydrofuran
  • the sample concentration is 0.35% by mass
  • the flow rate is 0.35 mL / min
  • the sample injection amount is 10 ⁇ L
  • the measurement temperature is 40 ° C.
  • an IR detector is used.
  • the calibration curve is “standard sample TSK standard, polystyrene” manufactured by Tosoh Corporation: “F-40”, “F-20”, “F-4”, “F-1”, “A-5000”, “A-5000”, It is prepared from 8 samples of "A-2500", "A-1000” and "n-propylbenzene”.
  • the HSP value of the specific polymer is not particularly limited, but is preferably 8 to 12, more preferably 8.5 to 11, and more preferably 8 to 11 for the reason that the effects of the present invention are more excellent. It is more preferably 5 to 10.5.
  • the content of the specific polymer in the photosensitive layer of the present invention is preferably 1 to 50% by mass based on the total solid content of the photosensitive layer of the present invention, for the reason that the effects of the present invention are more excellent. It is more preferably 40% by mass, further preferably 7 to 30% by mass, and particularly preferably 10 to 20% by mass.
  • the photosensitive layer of the present invention contains a polyfunctional monomer (specific monomer) having three or more ethylenically unsaturated groups.
  • the specific monomer is not particularly limited as long as it is a compound having three or more ethylenically unsaturated groups.
  • the ethylenically unsaturated group is a vinyl group (CH 2 ⁇ CH—), an allyl group (CH 2 ⁇ CH—CH 2 —), a (meth) acryloyl group, or, for the reason that the effects of the present invention are more excellent. It is preferably a (meth) acryloyl group, and more preferably a (meth) acryloyloxy group.
  • Specific monomers include, for example, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tetra (meth) acrylate, trimethylolethane tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, Tetramethylolmethane tetra (meth) acrylate, triallyl trimellitate and the like can be mentioned.
  • the content of the specific monomer in the photosensitive layer of the present invention is preferably 1 to 40% by mass, based on the total solid content of the photosensitive layer of the present invention, for the reason that the effects of the present invention are more excellent. It is more preferably 30% by mass, further preferably 5 to 30% by mass, and particularly preferably 10 to 20% by mass.
  • the ratio of the content of the above-mentioned specific monomer to the content of the above-mentioned specific polymer is preferably 5.0 or less in terms of mass ratio because the effect of the present invention is more excellent. , 3.0 or less is more preferable, 2.0 or less is more preferable, and 1.5 or less is particularly preferable.
  • the lower limit of the ratio is not particularly limited, but is preferably 0.2 or more, more preferably 0.4 or more, further preferably 0.6 or more, and more preferably 0.7 or more. Particularly preferred.
  • the ratio (mass ratio) of the content of the specific monomer described above to the content of the specific polymer described above is also referred to as “specific monomer / specific polymer”.
  • the photosensitive layer of the present invention may contain a component (optional component) other than the above-mentioned components.
  • the photosensitive layer of the present invention preferably contains a monofunctional monomer because the effects of the present invention are more excellent.
  • the monofunctional monomer is preferably a compound having one ethylenically unsaturated group for the reason that the effects of the present invention are more excellent. Specific examples of the ethylenically unsaturated group are as described above.
  • Examples of the compound having one ethylenically unsaturated group include: N-vinyl compounds such as N-vinylformamide; (Meth) acrylamide, N-methylol (meth) acrylamide, diacetone (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide, N-isopropyl (meth) acrylamide, (meth) (Meth) acrylamide compounds such as acryloylmorpholine and (meth) acrylamide; 2-hydroxyethyl (meth) acrylate, butoxyethyl (meth) acrylate, carbitol (meth) acrylate, cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, benzyl (meth) acrylate, tridecyl (meth) acrylate, 2 -Phenoxyethyl (me
  • the content of the monofunctional monomer in the photosensitive layer of the present invention is preferably 0.1 to 30% by mass based on the total solid content of the photosensitive layer of the present invention, because the effects of the present invention are more excellent. It is more preferably 1 to 10% by mass.
  • the ratio of the content of the monofunctional monomer described above to the content of the specific monomer described above is 1.0 or less in terms of mass ratio because the effect of the present invention is more excellent. It is preferably 0.5 or less, more preferably 0.4 or less.
  • the lower limit of the ratio is not particularly limited, but is preferably 0.1 or more, more preferably 0.2 or more.
  • the ratio (mass ratio) of the content of the above-mentioned monofunctional monomer to the content of the above-mentioned specific monomer is also referred to as "monofunctional monomer / specific monomer".
  • the photosensitive layer of the present invention preferably contains a bifunctional monomer because the effects of the present invention are more excellent.
  • the bifunctional monomer is preferably a compound having two ethylenically unsaturated groups, because the effects of the present invention are more excellent. Specific examples of the ethylenically unsaturated group are as described above.
  • Examples of the compound having two ethylenically unsaturated groups include, for example, Ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, di Propylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, tetrapropylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, ethoxylated neopentyl glycol di (meth) acrylate, propoxylated neopentyl glycol Glycol di (meth) acrylate compounds such as di (meth) acrylate; Divinyl ether compounds such as ethylene glycol divinyl ether, diethylene glycol diviny
  • the content of the bifunctional monomer in the photosensitive layer of the present invention is preferably 0.1 to 30% by mass based on the total solid content of the photosensitive layer of the present invention, because the effects of the present invention are more excellent. ..
  • the photosensitive layer of the present invention preferably contains a hydrophobic polymer because the effects of the present invention are more excellent.
  • the hydrophobic polymer preferably does not have a reactive functional group (for example, a (meth) acryloyloxy group) at both ends. Further, it is preferable that the hydrophobic polymer does not have water dispersibility.
  • the hydrophobic polymer is preferably a rubber, more preferably a diene rubber, and even more preferably a butadiene rubber, for the reason that the effects of the present invention are more excellent.
  • the weight average molecular weight (Mw) of the hydrophobic polymer is not particularly limited, but is preferably 200,000 or more, and preferably 300,000 to 2,000,000 for the reason that the effects of the present invention are more excellent. Is more preferable, 300,000 to 1,500,000 is more preferable, 300,000 to 700,000 is particularly preferable.
  • the content of the hydrophobic polymer in the photosensitive layer of the present invention is preferably 5 to 60 mass% with respect to the total solid content of the photosensitive layer of the present invention, for the reason that the effects of the present invention are more excellent. It is more preferably from about 40% by mass.
  • the photosensitive layer of the present invention preferably contains a photopolymerization initiator because the effects of the present invention are more excellent.
  • the photopolymerization initiator is not particularly limited, and examples thereof include photopolymerization initiators such as alkylphenones, acetophenones, benzoin ethers, benzophenones, thioxanthones, anthraquinones, benzyls, and biacetyls. More specifically, for example, benzyl dimethyl ketal, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, methyl-o-benzoylbenzoate, 1-hydroxycyclohexyl phenyl ketone and the like can be mentioned.
  • the content of the photopolymerization initiator in the photosensitive layer of the present invention is preferably 0.3 to 15% by mass based on the total solid content of the photosensitive layer of the present invention, from the viewpoint of sensitivity and the like. It is more preferably from about 10% by mass.
  • the photosensitive layer of the present invention preferably contains a plasticizer for the reason that the flexibility is further improved.
  • plasticizer examples include liquid rubber, oil, polyester, and phosphoric acid compounds.
  • liquid rubber include liquid polybutadiene, liquid polyisoprene, and those obtained by modifying these with maleic acid or an epoxy group.
  • oil examples include paraffin, naphthene, and aroma.
  • polyester examples include adipic acid-based polyester.
  • phosphoric acid compound examples include phosphoric acid esters.
  • the content of the plasticizer in the photosensitive layer of the present invention is preferably 0.1 to 40% by mass based on the total solid content of the photosensitive layer of the present invention, for the reason of further improving flexibility. It is more preferably 30% by mass.
  • the photosensitive layer of the present invention preferably contains a surfactant from the viewpoint of further improving water developability.
  • the surfactant include a cationic surfactant, an anionic surfactant, and a nonionic surfactant. Among them, anionic surfactants are preferable because the effects of the present invention are more excellent.
  • Aliphatic carboxylates such as sodium laurate and sodium oleate
  • Higher alcohol sulfate salts such as sodium lauryl sulfate, sodium cetyl sulfate and sodium oleyl sulfate
  • Polyoxyethylene alkyl allyl ether sulfuric acid ester salts such as sodium polyoxyethylene octyl phenyl ether sulfuric acid ester and sodium polyoxyethylene nonyl phenyl ether sulfuric acid ester
  • Alkyl sulfonates such as alkyl diphenyl ether disulfonate, sodium dodecyl sulfonate, sodium dialkyl sulfosuccinate
  • Alkyl allyl sulfonates such as alkyl disulfonate, sodium dodecylbenzene s
  • sulfonic acid type surfactants such as alkyl sulfonates and alkyl allyl sulfonates are preferable because the water developability is further improved.
  • the content of the surfactant in the photosensitive layer of the present invention is preferably 0.1 to 20% by mass based on the total solid content of the photosensitive layer of the present invention from the viewpoint of developability and drying property after development. Preferably, it is 1 to 10% by mass, and more preferably.
  • the photosensitive layer of the present invention may contain a thermal polymerization inhibitor (stabilizer) from the viewpoints of enhancing the thermal stability during kneading, enhancing the storage stability, and the like.
  • thermal polymerization inhibitors include phenols, hydroquinones, and catechols.
  • the content of the thermal polymerization inhibitor in the photosensitive layer of the present invention is 0.001 to 5% by mass based on the total solid content of the photosensitive layer of the present invention, because the effects of the present invention are more excellent. preferable.
  • an additive such as an ultraviolet absorber, a dye, a pigment, a defoaming agent, and a fragrance can be appropriately added within the range not impairing the effects of the present invention for the purpose of improving various characteristics. ..
  • the method for producing the photosensitive layer of the present invention is not particularly limited, and examples thereof include a method of preparing a composition (photosensitive resin composition) containing each of the above-mentioned components, and coating the composition on a substrate or the like.
  • the printing plate precursor of the present invention is a so-called analog type printing plate precursor in which a negative film (on which an image has already been formed) is brought into close contact with the photosensitive layer at the time of use because the effects of the present invention are more excellent.
  • it is preferably a printing plate precursor of a LAM (Laseration mask) system included in a so-called CTP (Computer to plate) system in which an infrared ablation layer is in close contact with a photosensitive layer in advance.
  • LAM Laseration mask
  • CTP Computer to plate
  • the analog type printing plate precursor is, for the reason that the effects of the present invention are more excellent, on the substrate, an adhesive layer made of an adhesive or the like for adhering the substrate and the photosensitive layer, the photosensitive layer of the present invention, and the photosensitive layer surface. It is preferable that an anti-adhesion layer for preventing the sticking of the photosensitive layer and a protective film for preventing scratches on the photosensitive layer before use are laminated in this order.
  • the substrate include a plastic film or a plastic sheet such as a polyethylene terephthalate (PET) film; a metal sheet such as stainless steel or aluminum; a rubber sheet such as butadiene rubber;
  • PET polyethylene terephthalate
  • the protective film is peeled off at the time of use, and a negative film on which an image is formed in advance is adhered onto the exposed anti-adhesion layer.
  • the analog type printing plate precursor is, for example, one side of the substrate is pre-coated with an adhesive, one side of the protective film is pre-coated with an anti-adhesive agent, the photosensitive resin composition described above, a substrate pre-coated with an adhesive. It can be manufactured by sandwiching it between a protective film coated with an anti-adhesive agent in advance and pressing it so that the thickness of the photosensitive layer becomes a predetermined thickness.
  • the LAM printing plate precursor is different from the analog printing plate precursor in that it has an infrared ray ablation layer between the photosensitive layer and the protective film, and other configurations are the same as those of the analog printing plate precursor. It is the structure of. That is, the adhesive layer, the photosensitive layer, the infrared ablation layer, and the protective film are laminated in this order on the substrate. When using the LAM type printing plate precursor, the protective film is peeled off and the infrared ablation layer is exposed.
  • the infrared ablation layer is a layer capable of removing a portion irradiated with an infrared laser, and is a layer which itself has a function of blocking transmission of ultraviolet rays at a practical level and forms an image on it. As a result, it can act as a negative or a positive.
  • the infrared ablation layer is mainly composed of a binder resin or rubber, an infrared absorbing substance, an ultraviolet absorbing substance, a plasticizer, and the like.
  • the infrared ablation layer can be produced, for example, by dissolving the above material in a solvent, applying the solution to a base material, and drying the solution to remove the solvent.
  • the LAM printing plate precursor is, for example, a substrate on which one side of a substrate is coated with an adhesive in advance, one side of a protective film is coated with an infrared ablation layer in advance, and the photosensitive resin composition is coated with an adhesive in advance. It can be manufactured by sandwiching it between a protective film coated with an infrared ablation layer in advance and pressing it so that the photosensitive layer has a predetermined thickness.
  • the thickness of the photosensitive layer is preferably in the range of 0.01 to 10 mm because the effects of the present invention are more excellent. If the thickness of the photosensitive layer is 0.01 mm or more, a sufficient relief depth can be secured.
  • the flexographic printing plate of the present invention (hereinafter, also referred to as “printing plate of the present invention”) is a flexographic printing plate having an image portion and a non-image portion.
  • the image area is an image area obtained by imagewise exposing and developing the photosensitive layer (the photosensitive layer of the invention) included in the printing plate precursor of the invention.
  • the printing plate of the present invention is preferably obtained by the following method, because it is more excellent in printing durability, handling property, and rear end portion inking property.
  • UV irradiation is performed from the substrate side of the printing plate precursor (back exposure).
  • the photosensitive layer is cured by irradiating ultraviolet rays from above the negative film or infrared ablation layer (main exposure).
  • Ultraviolet rays can be usually irradiated by a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, a xenon lamp, a carbon arc lamp, a chemical lamp, or the like, which can irradiate light having a wavelength of 300 to 400 nm.
  • the photosensitive layer is cured by irradiation with ultraviolet rays.
  • the photosensitive layer covered with the negative film or the infrared ablation layer has a cured portion irradiated with ultraviolet rays and an uncured portion not irradiated with ultraviolet rays.
  • a relief image is formed by removing the uncured portion of the photosensitive layer in a developing solution.
  • a water-based developer (water-based developer) is used as the developer.
  • the water-based developer is made of water to which a surfactant, a pH adjuster, or the like is added, if necessary.
  • the uncured portion of the photosensitive layer can be removed by washing out the uncured portion using, for example, a spray type developing device or a brush type washing machine.
  • the flexographic printing plate precursors of Examples and Comparative Examples were manufactured as follows.
  • the manufactured flexographic printing plate precursor corresponds to the above-mentioned LAM printing plate precursor.
  • Acrylic resin (Negami Kogyo, Hyper M-5000) 50 parts by mass, elastomer (Nippon Zeon, Nipol DN-101) 50 parts by mass, carbon black (Mitsubishi Chemical, MA-8) 100 parts by mass and methyl. 812 parts by mass of isobutyl ketone was added and mixed by stirring with a blade. The resulting mixed liquid was dispersed with a paint shaker, and then methyl isobutyl ketone was further added so that the solid content was 15% by mass to obtain a polymer / carbon black dispersion (infrared ablation layer coating liquid). Obtained.
  • a coating liquid for infrared ablation layer was applied with a bar coater so that the thickness after drying was 1.0 ⁇ m, and then set at 140 ° C. By drying in the oven for 5 minutes, a laminate having an infrared ablation layer formed on the protective film (infrared ablation layer laminate) was produced.
  • flexographic printing plate precursor Preparation of flexographic printing plate precursor
  • An adhesive was applied to one side of a 125 ⁇ m thick PET film (substrate) to form an adhesive layer on the substrate.
  • the photosensitive resin composition prepared as described above is sandwiched between the adhesive layer and the infrared ablation layer of the infrared ablation layer laminate prepared as described above to form a layer of the photosensitive resin composition (photosensitive layer).
  • a flexographic printing plate precursor having a substrate, an adhesive layer, a photosensitive layer, an infrared ablation layer and a protective film in this order was prepared by pressing with a press machine heated to 80 ° C. so that the thickness of the layer) was 1 mm.
  • Examples other than Example 1 and Comparative Examples> A flexographic printing plate precursor was produced according to the same procedure as in Example 1 except that the kind of each component in the photosensitive resin composition and the mass ratio (% by mass) to the total solid content were changed as shown in Table 1.
  • the obtained flexographic printing plate precursor was exposed (back exposure) for 15 seconds from a distance of 15 cm from the substrate side using an exposure device in which 15 40 W chemical lamps were arranged. Then, the protective film was peeled off, and a negative pattern was formed on the infrared ablation layer using CDI Spark2120 manufactured by ESKO. Then, using the said exposure apparatus, it exposed (main exposure) from the infrared ablation layer side from the distance of 15 cm for 8 minutes. After that, development is carried out for 10 minutes using a brush-type washing machine (liquid temperature 50 ° C) containing an aqueous developer adjusted so that the concentration of detergent (made by Miyoshi soap, additive-free dishwashing soap) is 0.5%.
  • a brush-type washing machine liquid temperature 50 ° C
  • an aqueous developer adjusted so that the concentration of detergent (made by Miyoshi soap, additive-free dishwashing soap) is 0.5%.
  • the flexographic printing plate thus obtained was evaluated for its rear end inking property as follows.
  • a flexo printer manufactured by Taiyo Kikai, TLF-270
  • the flexographic printing plate thus obtained was attached to a plate cylinder (drum) via a cushion tape (manufactured by Lohmann) and set on a printing machine.
  • a kiss touch printing pressure at which the entire surface of the image starts to be inked
  • 0 reference printing pressure
  • -Nipol LX111NF manufactured by Japan ZEON water dispersion latex of polybutadiene, solid content 55% ⁇ Nippon A & L Smartex
  • Kyoeisha Chemical's light ester TMP trimethylolpropane trimethacrylate
  • Shin-Nakamura Kogyo Kagaku NK Ester A-GLY-9E structure below
  • Kyoeisha Chemical Light Ester IB-X isobornyl methacrylate
  • Asahi Kasei NF35R butadiene rubber
  • the flexographic printing plate precursor having a photosensitive layer containing water-dispersible particles, a specific polymer and a specific monomer has excellent water developability and excellent printing durability when used as a flexographic printing plate. In addition, handling property and rear end part inking property were exhibited. From the comparison between the examples, Examples 1 to 9 and 11 in which the above-mentioned “specific monomer / specific polymer” was 3.0 or less showed more excellent rear end part inking property. Among them, Examples 1 to 2, 5 to 9 and 11 in which the above-mentioned “specific monomer / specific polymer” was 2.0 or less showed further excellent rear end part inking property.
  • Examples 1 to 10 in which the above-mentioned “monofunctional monomer / specific monomer” was 0.5 or less showed more excellent printing durability and handleability.
  • Examples 1 to 5 and 7 to 10 in which the above-mentioned “monofunctional monomer / specific monomer” was 0.4 or less showed further excellent printing durability and handling property.
  • a flexographic printing plate precursor and a flexographic printing plate were manufactured according to the same procedure except that an analog type printing plate original plate was used instead of the LAM type printing plate original plate, and evaluated in the same manner. As a result, the same results as in Table 1 were obtained.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Materials For Photolithography (AREA)
  • Printing Plates And Materials Therefor (AREA)
  • Manufacture Or Reproduction Of Printing Formes (AREA)
  • Exposure And Positioning Against Photoresist Photosensitive Materials (AREA)

Abstract

Le but de la présente invention est de fournir : un précurseur de plaque d'impression flexographique qui possède une excellente aptitude au développement à l'eau et qui permet d'obtenir une plaque d'impression flexographique ayant une excellente durabilité d'impression, une excellente maniabilité et une excellente réceptivité à l'encre d'extrémité arrière ; et une plaque d'impression flexographique obtenue par l'exposition et le développement du précurseur de plaque d'impression flexographique. Le précurseur de plaque d'impression flexographique développable à l'eau conforme à la présente invention comporte une couche photosensible contenant : des particules dispersibles dans l'eau ; un polymère ayant à ses deux extrémités des groupes fonctionnels réactifs et ayant un poids moléculaire moyen d'au moins 5 000 ; et un monomère polyfonctionnel ayant trois groupes éthyléniquement insaturés ou plus.
PCT/JP2019/042783 2018-10-31 2019-10-31 Précurseur de plaque d'impression flexographique et plaque d'impression flexographique Ceased WO2020090978A1 (fr)

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JP2023063519A JP7839764B2 (ja) 2018-10-31 2023-04-10 フレキソ印刷版原版及びフレキソ印刷版
JP2025005279A JP2025061299A (ja) 2018-10-31 2025-01-15 フレキソ印刷版原版及びフレキソ印刷版

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024024612A1 (fr) * 2022-07-28 2024-02-01 富士フイルム株式会社 Plaque originale pour plaque d'impression flexographique et procédé de production de plaque d'impression flexographique

Citations (2)

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Publication number Priority date Publication date Assignee Title
JP2004295120A (ja) * 2003-03-13 2004-10-21 Toray Ind Inc 感光性樹脂積層体およびそれを用いた印刷版材
JP2006154038A (ja) * 2004-11-26 2006-06-15 Toray Ind Inc 感光性樹脂版材

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Publication number Priority date Publication date Assignee Title
JP4442187B2 (ja) 2002-10-24 2010-03-31 東レ株式会社 感光性樹脂印刷版原版、その製造方法およびこれを用いた樹脂凸版印刷版の製造方法
US9709888B2 (en) * 2012-03-30 2017-07-18 Toyobo Co., Ltd. Photosensitive resin composition for CTP flexographic printing original plate and printing original plate prepared therefrom

Patent Citations (2)

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Publication number Priority date Publication date Assignee Title
JP2004295120A (ja) * 2003-03-13 2004-10-21 Toray Ind Inc 感光性樹脂積層体およびそれを用いた印刷版材
JP2006154038A (ja) * 2004-11-26 2006-06-15 Toray Ind Inc 感光性樹脂版材

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024024612A1 (fr) * 2022-07-28 2024-02-01 富士フイルム株式会社 Plaque originale pour plaque d'impression flexographique et procédé de production de plaque d'impression flexographique

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JP2023083372A (ja) 2023-06-15
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