WO2020026809A1 - Granules précurseurs de plaques d'impression lithographiques de type à développement sous presse, précurseur de plaque d'impression lithographique de type à développement sous presse, procédé de fabrication d'une plaque d'impression lithographique, et procédé d'impression lithographique - Google Patents

Granules précurseurs de plaques d'impression lithographiques de type à développement sous presse, précurseur de plaque d'impression lithographique de type à développement sous presse, procédé de fabrication d'une plaque d'impression lithographique, et procédé d'impression lithographique Download PDF

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Publication number
WO2020026809A1
WO2020026809A1 PCT/JP2019/028068 JP2019028068W WO2020026809A1 WO 2020026809 A1 WO2020026809 A1 WO 2020026809A1 JP 2019028068 W JP2019028068 W JP 2019028068W WO 2020026809 A1 WO2020026809 A1 WO 2020026809A1
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WIPO (PCT)
Prior art keywords
group
lithographic printing
printing plate
compound
plate precursor
Prior art date
Application number
PCT/JP2019/028068
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English (en)
Japanese (ja)
Inventor
修史 平野
Original Assignee
富士フイルム株式会社
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Application filed by 富士フイルム株式会社 filed Critical 富士フイルム株式会社
Priority to JP2020533409A priority Critical patent/JPWO2020026809A1/ja
Priority to CN201980050521.9A priority patent/CN112512823B/zh
Publication of WO2020026809A1 publication Critical patent/WO2020026809A1/fr

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C1/00—Forme preparation
    • B41C1/10—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
    • B41C1/1008—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials
    • 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
    • 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
    • G03F7/11—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having cover layers or intermediate layers, e.g. subbing layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C1/00—Forme preparation
    • B41C1/10—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
    • B41C1/1008—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials
    • B41C1/1016—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by removal or destruction of lithographic material on the lithographic support, e.g. by laser or spark ablation; by the use of materials rendered soluble or insoluble by heat exposure, e.g. by heat produced from a light to heat transforming system; by on-the-press exposure or on-the-press development, e.g. by the fountain of photolithographic materials characterised by structural details, e.g. protective layers, backcoat layers or several imaging layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2201/00—Location, type or constituents of the non-imaging layers in lithographic printing formes
    • B41C2201/02—Cover layers; Protective layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2201/00—Location, type or constituents of the non-imaging layers in lithographic printing formes
    • B41C2201/14—Location, type or constituents of the non-imaging layers in lithographic printing formes characterised by macromolecular organic compounds, e.g. binder, adhesives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/04—Negative working, i.e. the non-exposed (non-imaged) areas are removed
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/08—Developable by water or the fountain solution
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C2210/00—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation
    • B41C2210/24—Preparation or type or constituents of the imaging layers, in relation to lithographic printing forme preparation characterised by a macromolecular compound or binder obtained by reactions involving carbon-to-carbon unsaturated bonds, e.g. acrylics, vinyl polymers

Definitions

  • the present disclosure relates to an on-press development type lithographic printing plate precursor particle, an on-press development type lithographic printing plate precursor, a method for preparing a lithographic printing plate, and a lithographic printing method.
  • a lithographic printing plate is composed of an oleophilic image area that receives ink during a printing process and a hydrophilic non-image area that receives fountain solution.
  • Lithographic printing utilizes the property that water and oil-based ink repel each other, so that the lipophilic image area of the lithographic printing plate is an ink receiving area and the hydrophilic non-image area is a dampening water receiving area (ink non-receiving area).
  • a difference in ink adhesion is caused on the surface of a lithographic printing plate, the ink is deposited only on an image portion, and then the ink is transferred to a printing medium such as paper for printing.
  • a lithographic printing plate precursor comprising a hydrophilic support and a lipophilic photosensitive resin layer (image recording layer) provided thereon is widely used.
  • PS plate lithographic printing plate precursor
  • image recording layer a lipophilic photosensitive resin layer
  • Plate making is performed by a method of dissolving and removing with a solvent and exposing the surface of the hydrophilic support to form a non-image portion to obtain a lithographic printing plate.
  • lithographic printing plate precursor that can be used for such on-press development is referred to as an "on-press development type lithographic printing plate precursor".
  • Conventional lithographic printing plate precursors or printing methods using lithographic printing plate precursors include, for example, those described in Patent Documents 1 to 3.
  • Patent Document 1 is characterized in that (A) a photosensitive layer containing an infrared absorber, and (a) a color-forming layer containing (a) thermally expandable fine particles and (b) a hydrophilic binder are provided in this order on a support. Lithographic printing plate precursor is described.
  • Patent Literature 2 discloses a lithographic printing plate precursor including a substrate and an image forming layer formed on the substrate, wherein the image forming layer includes at least one kind of radical polymerizable compound and at least one kind of radical polymerization. Prepared from a composition comprising an initiator and at least one polymer particle having an average particle diameter of 300 nm or more and comprising a polymer having two or more poly (alkylene oxide) moieties. The lithographic printing plate precursor has been described.
  • Patent Document 3 discloses diacetone acrylamide copolymerized modified polyvinyl alcohol containing 0.1 to 15 mol% of diacetone acrylamide units, The following general formula (I)
  • R 1 , R 2 , R 3 and R 4 are each independently an alkyl group having 1 to 5 carbon atoms, and p and q may be the same or different from 1 to 3 M and n are 0 or a positive integer which may be the same or different, and m + n is 0 to 60)
  • a composition for forming a protective layer of a lithographic printing plate precursor containing an acetylene glycol-based surfactant represented by the formula and organic resin fine particles having an average particle diameter of 0.05 to 0.50 ⁇ m is described.
  • Patent Document 1 Japanese Patent Application Laid-Open No. 2010-76202
  • Patent Document 2 Japanese Patent Application Laid-Open No. 2015-202586
  • Patent Document 3 Japanese Patent Application Laid-Open No. 2014-81528
  • a short time from the start of printing on a lithographic printing plate to the time when the ink adheres to the printing portion (image portion) is referred to as being excellent in ink deposition (also referred to simply as "deposition").
  • ink deposition also referred to simply as "deposition”
  • an on-press development type lithographic printing plate precursor excellent in ink inking property is demanded for reasons such as a reduction in time required for starting printing and suppression of blurring in printed matter.
  • the present inventors have found that an on-press development type lithographic printing plate precursor containing the on-press development type lithographic printing plate precursor particles according to the present disclosure in an image recording layer is more excellent than the lithographic printing plate precursors described in Patent Documents 1 to 3. It was found that the ink was excellent in inking property.
  • the problem to be solved by the embodiment of the present invention is that an on-press development type lithographic printing plate precursor contained in an image recording layer of an on-press development type lithographic printing plate precursor that provides a lithographic printing plate excellent in ink inking property.
  • An object of the present invention is to provide a lithographic printing method using an on-press development type lithographic printing plate precursor.
  • Means for solving the above problems include the following aspects.
  • ⁇ 3> having a support and an image recording layer in this order;
  • the image recording layer contains the on-press development type lithographic printing plate precursor particles according to the above ⁇ 1> or ⁇ 2>, On-press development type lithographic printing plate precursor.
  • ⁇ 4> The on-press development type lithographic printing plate precursor according to ⁇ 3>, further including an overcoat layer on a side of the image recording layer opposite to the support.
  • ⁇ 5> The on-press development type lithographic printing plate precursor according to ⁇ 4>, wherein the overcoat layer contains polyvinyl alcohol.
  • ⁇ 6> On-press development type lithographic printing according to any one of the above ⁇ 3> to ⁇ 5>, wherein the image recording layer further contains an electron-accepting polymerization initiator and an electron-donating polymerization initiator.
  • Original version the image recording layer further contains an electron-accepting polymerization initiator and an electron-donating polymerization initiator.
  • ⁇ 7> The on-press development type lithographic printing plate precursor as described in any one of ⁇ 3> to ⁇ 6> above, wherein the image recording layer further contains an infrared absorbent and a polymerizable compound.
  • the infrared absorber is an infrared absorber that is decomposed by infrared exposure.
  • ⁇ 9> The on-press development type lithographic printing plate precursor as described in ⁇ 7> or ⁇ 8> above, wherein the infrared absorber is an infrared absorber that is decomposed by heat, electron transfer, or both due to infrared exposure.
  • R 1 represents a group capable of cleaving the R 1 -L bond by infrared exposure
  • R 11 to R 18 each independently represent a hydrogen atom, a halogen atom, —Ra, —ORb, —SRc or —NRdRe.
  • Ra to Re each independently represent a hydrocarbon group, A 1 and A 2 and a plurality of R 11 to R 18 may be linked to form a monocyclic or polycyclic ring, and A 1 and A 2
  • n 11 and n 12 each independently represent an integer of 0 to 5, provided that the sum of n 11 and n 12 is 2 or more
  • 13 and n 14 each independently represent 0 or 1
  • L represents an oxygen atom, a sulfur atom or —NR 10 —
  • R 10 represents a hydrogen atom, an alkyl group or an aryl group
  • Za represents a charge neutralizer. Represents a counter ion.
  • the on-press development type lithographic printing plate precursor as described in ⁇ 11> is a group represented by the following formula 2.
  • R Z represents an alkyl group
  • a wavy line represents a bonding site with the group represented by L in Formula 1 above.
  • ⁇ 13> The on-press development type lithographic printing plate precursor as described in any one of ⁇ 3> to ⁇ 12> above, wherein the image recording layer further contains polymer particles different from the particles.
  • ⁇ 14> a step of imagewise exposing the on-press development type lithographic printing plate precursor according to any one of the above ⁇ 3> to ⁇ 13>, Supplying at least one selected from the group consisting of a printing ink and a fountain solution to remove an image recording layer in a non-image area on a printing press.
  • ⁇ 15> a step of imagewise exposing the on-press development type lithographic printing plate precursor according to any one of the above ⁇ 3> to ⁇ 13>;
  • a step of providing a lithographic printing plate by supplying at least one selected from the group consisting of printing ink and fountain solution and removing the image recording layer of the non-image portion on a printing press, Printing with the obtained lithographic printing plate.
  • particles for an on-press development type lithographic printing plate precursor contained in an image recording layer of an on-press development type lithographic printing plate precursor capable of obtaining a lithographic printing plate excellent in ink adhesion On-press lithographic printing plate precursor containing particles for the top-developing lithographic printing plate precursor in the image recording layer, a method for producing a lithographic printing plate using the above-described on-press developing lithographic printing plate precursor, and the on-press developing plate
  • a planographic printing method using a planographic printing plate precursor can be provided.
  • the “alkyl group” includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
  • (meth) acryl is a term used in a concept including both acryl and methacryl
  • (meth) acryloyl” is a term used as a concept including both acryloyl and methacryloyl. It is.
  • the term “step” in the present specification is not limited to an independent step, and even if it cannot be clearly distinguished from other steps, the term is used as long as the intended purpose of the step is achieved. included.
  • each component in the composition or each constituent unit in the polymer in the present disclosure may be included alone or in combination of two or more.
  • the amount of each component in the composition, or each constituent unit in the polymer, each component in the composition, or a plurality of substances or constituent units corresponding to each constituent unit in the polymer are present in this case, unless otherwise specified, it refers to the total amount of the corresponding plural substances present in the composition or the corresponding plural structural units present in the polymer.
  • a combination of two or more preferred embodiments is a more preferred embodiment.
  • TSKgel GMHxL TSKgel G4000HxL
  • TSKgel G2000HxL all trade names manufactured by Tosoh Corporation
  • Mw weight average molecular weight
  • Mn number average molecular weight
  • GPC gel permeation chromatography
  • lithographic printing plate precursor includes not only the lithographic printing plate precursor but also a discarded plate precursor.
  • lithographic printing plate includes not only a lithographic printing plate precursor but also a lithographic printing plate produced through operations such as exposure and development, if necessary, as well as a discarded plate. In the case of a discarded plate master, the operations of exposure and development are not necessarily required.
  • the discarded plate is a lithographic printing plate precursor to be attached to an unused plate cylinder, for example, when printing a part of the paper surface in monochrome or two colors in color newspaper printing.
  • “*” in a chemical structural formula represents a bonding position with another structure.
  • particles for on-press development type lithographic printing plate precursor have a structural unit formed of an aromatic vinyl compound and a structural unit formed of an acrylonitrile compound. Resin-containing particles, wherein the particles are particles formed by a surfactant.
  • a lithographic printing plate precursor capable of obtaining a lithographic printing plate excellent in inking property can be provided by including particles having the above constitution in the image recording layer.
  • the detailed mechanism for obtaining the above effects is unknown, but is presumed as follows.
  • the lithographic printing plate precursor described in Patent Literature 1 does not include resin particles having a specific structural unit in the image recording layer, and there is room for further improvement in the inking property.
  • the resin particles described in Patent Literature 2 are not particles formed by a surfactant, and the resulting lithographic printing plate precursor has poor inking property.
  • the lithographic printing plate precursor described in Patent Literature 3 does not include resin particles having a specific structural unit in the image recording layer, and is inferior in inking property. It is not an on-press development type lithographic printing plate precursor.
  • the lithographic printing plate precursor containing the specific particles according to the present disclosure in the image recording layer it is considered that a lithographic printing plate excellent in printing durability is easily obtained. This is presumed to be due to the above-described synergistic effects and the like. In a lithographic printing plate, the fact that the number of printable plates is large is referred to as "excellent in printing durability".
  • the lithographic printing plate precursor containing the specific particles according to the present disclosure in the image recording layer it is considered that a lithographic printing plate precursor excellent in on-press developability is easily obtained. This is presumed to be due to the fact that the non-image areas stick to the ink rollers during the on-press development and are easily removed (ink tack development) due to the inclusion of the specific particles, and the synergistic effects described above.
  • the lithographic printing plate precursor including the specific particles according to the present disclosure in the image recording layer is likely to be excellent in all of the printing durability, the inking property, and the on-press developability due to the synergistic effect.
  • the printing durability obtained by improving the resistance to the ink as a chemical, and the ink inking property obtained by improving the affinity for the ink or It is considered that it is difficult to achieve both on-press developability obtained by the unexposed portion having excellent affinity with the ink, and the lithographic printing plate precursor according to the present disclosure is capable of achieving both of these. Considered to be very useful.
  • the on-press development type lithographic printing plate precursor particles according to the present disclosure are particles formed by a surfactant, and as described above, a lithographic printing plate precursor excellent in ink inking property is obtained. It has the effect that the printing durability, the inking property, and the on-press developability are easily compatible.
  • the details of each component in the lithographic printing plate precursor according to the present disclosure will be described.
  • the specific particles contain a structural unit formed of an aromatic vinyl compound and a resin having a structural unit formed of an acrylonitrile compound (hereinafter, also referred to as “specific resin”).
  • the specific particles may contain one type of specific resin alone, or two or more types may be used in combination. Further, the specific particles may further contain other particles described below.
  • the content of the resin component based on the total mass of the specific particles is preferably from 80% by mass to 100% by mass, and more preferably from 90% by mass to 100% by mass. Further, the content of the specific resin with respect to the total mass of the specific particles is preferably 50% by mass to 100% by mass, and more preferably 70% by mass to 100% by mass.
  • the specific resin has a structural unit formed by an aromatic vinyl compound.
  • the aromatic vinyl compound may be any compound having a structure in which a vinyl group is bonded to an aromatic ring, and examples thereof include a styrene compound and a vinyl naphthalene compound. A styrene compound is preferable, and styrene is more preferable.
  • styrene compound examples include styrene, p-methylstyrene, p-methoxystyrene, ⁇ -methylstyrene, p-methyl- ⁇ -methylstyrene, ⁇ -methylstyrene, and p-methoxy- ⁇ -methylstyrene. Styrene is preferred.
  • vinyl naphthalene compound examples include 1-vinyl naphthalene, methyl-1-vinyl naphthalene, ⁇ -methyl-1-vinyl naphthalene, 4-methyl-1-vinyl naphthalene, and 4-methoxy-1-vinyl naphthalene. -Vinyl naphthalene is preferred.
  • a structural unit formed of an aromatic vinyl compound a structural unit represented by the following formula A1 is preferably exemplified.
  • R A1 , R A2 and R A2 ′ each independently represent a hydrogen atom or an alkyl group
  • Ar represents an aromatic ring group
  • R A3 represents a substituent
  • n represents the maximum number of substituents of Ar or less. Represents an integer.
  • R A1 , R A2 and R A2 ′ are each independently preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, more preferably a hydrogen atom or a methyl group, and all of them are hydrogen. More preferably, it is an atom.
  • Ar is preferably a benzene ring or a naphthalene ring, and more preferably a benzene ring.
  • R A3 is preferably an alkyl group or an alkoxy group, more preferably an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and a methyl group or a methoxy group. Is more preferred. In the formula A1, when the R A3 there are a plurality, plural of R A3 may be the same or may be different. In the formula A1, n is preferably an integer of 0 to 2, more preferably 0 or 1, and even more preferably 0.
  • the content of the structural unit formed by the aromatic vinyl compound in the specific resin is preferably from 30% by mass to 70% by mass, and more preferably from 40% by mass to 60% by mass, based on the total mass of the specific resin. Is more preferred.
  • the specific resin has a structural unit formed by an acrylonitrile compound.
  • the acrylonitrile compound include (meth) acrylonitrile and the like, with acrylonitrile being preferred.
  • a structural unit formed of an acrylonitrile compound a structural unit represented by the following formula B1 is preferably exemplified.
  • R B1 represents a hydrogen atom or an alkyl group.
  • R B1 is preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, more preferably a hydrogen atom or a methyl group, and further preferably a hydrogen atom.
  • the content of the structural unit formed by the acrylonitrile compound in the specific resin is preferably from 30% by mass to 70% by mass, more preferably from 40% by mass to 60% by mass, based on the total mass of the specific resin. preferable.
  • the specific resin preferably further has a structural unit formed of an N-vinyl heterocyclic compound from the viewpoint of printing durability and chemical resistance.
  • N-vinyl heterocyclic compound examples include N-vinylpyrrolidone, N-vinylcarbazole, N-vinylpyrrole, N-vinylphenothiazine, N-vinylsuccinimide, N-vinylphthalimide, N-vinylcaprolactam, and N-vinylcaprolactam.
  • Vinyl imidazole is preferred, with N-vinylpyrrolidone being preferred.
  • a structural unit formed by the N-vinyl heterocyclic compound a structural unit represented by the following formula C1 is preferably exemplified.
  • Ar N represents a heterocyclic structure containing a nitrogen atom, a nitrogen atom in Ar N is bonded to the carbon atoms indicated by *.
  • the heterocyclic structure represented by Ar N is preferably a pyrrolidone ring, a carbazole ring, a pyrrole ring, a phenothiazine ring, a succinimide ring, a phthalimide ring, a caprolactam ring, or an imidazole ring, and more preferably a pyrrolidone ring. Is more preferred.
  • the heterocyclic structure represented by Ar N may have a known substituent.
  • the content of the structural unit formed by the N-vinyl heterocyclic compound in the specific resin is preferably 10% by mass to 40% by mass, and more preferably 15% by mass, when included, based on the total mass of the specific resin. More preferably, it is 30% by mass.
  • the specific resin may contain a structural unit having an acidic group, it is preferable that the specific resin does not contain a structural unit having an acidic group from the viewpoints of on-press developability and ink adhesion.
  • the content of the structural unit having an acidic group in the specific resin is preferably 30% by mass or less, more preferably 20% by mass or less, and even more preferably 10% by mass or less. .
  • the lower limit of the content is not particularly limited, and may be 0% by mass.
  • the acid value of the specific resin is preferably 20 mgKOH / g or less, more preferably 50 mgKOH / g or less, and further preferably 100 mgKOH / g or less.
  • the lower limit of the acid value is not particularly limited, and may be 0 mgKOH / g.
  • the acid value is determined by a measuring method based on JIS K0070: 1992.
  • the specific resin may contain a structural unit containing a hydrophobic group from the viewpoint of ink adhesion.
  • the hydrophobic group include an alkyl group, an aryl group, and an aralkyl group.
  • the structural unit containing a hydrophobic group a structural unit formed of an alkyl (meth) acrylate compound, an aryl (meth) acrylate compound, or an aralkyl (meth) acrylate compound is preferable, and a structural unit formed of an alkyl (meth) acrylate compound is preferred. Is more preferable.
  • the alkyl (meth) acrylate compound preferably has 1 to 10 carbon atoms in the alkyl group.
  • the alkyl group may be linear or branched, and may have a cyclic structure.
  • Examples of the alkyl (meth) acrylate compound include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and dicyclopentanyl (meth) acrylate. Is mentioned.
  • the aryl group in the aryl (meth) acrylate compound preferably has 6 to 20 carbon atoms, and more preferably a phenyl group. Further, the aryl group may have a known substituent. Preferred examples of the aryl (meth) acrylate compound include phenyl (meth) acrylate.
  • the aralkyl (meth) acrylate compound preferably has 1 to 10 carbon atoms in the alkyl group.
  • the alkyl group may be linear or branched, and may have a cyclic structure.
  • the aryl group in the aralkyl (meth) acrylate compound preferably has 6 to 20 carbon atoms, and more preferably a phenyl group.
  • benzyl (meth) acrylate is preferably exemplified.
  • the content of the structural unit having a hydrophobic group in the specific resin is preferably from 10% by mass to 40% by mass, and more preferably from 15% by mass to 30% by mass with respect to the total mass of the specific resin. More preferably, there is.
  • the specific resin may include a structural unit having a hydrophilic group from the viewpoint of improving printing durability, chemical resistance, and on-press developability.
  • the hydrophilic group include —OH, —CN, —CONR 1 R 2 , and —NR 2 COR 1 (R 1 and R 2 each independently represent a hydrogen atom, an alkyl group, an alkenyl group, or an aryl group. R 1 and R 2 may combine to form a ring.) —NR 3 R 4 , —N + R 3 R 4 R 5 X ⁇ (R 3 to R 5 each independently have a carbon number.
  • X - represents an alkyl group of 1 ⁇ 8
  • X - represents a counter anion
  • groups represented by the following formula PO include groups represented by the following formula PO.
  • hydrophilic groups a group represented by —CONR 1 R 2 or the formula PO is preferable, and a group represented by the formula PO is more preferable.
  • L P each independently represents an alkylene group
  • R P represents a hydrogen atom or an alkyl group
  • n represents an integer of 1 to 100.
  • L P is each independently represents preferably an ethylene group, a 1-methylethylene or 2-methylethylene group, more preferably an ethylene group.
  • R P is preferably a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, a hydrogen atom or a C 1-4 Is more preferably an alkyl group, and particularly preferably a hydrogen atom or a methyl group.
  • n is preferably an integer of 1 to 10, more preferably an integer of 1 to 4.
  • the content of the structural unit having a hydrophilic group in the specific resin is preferably 3% by mass to 40% by mass, and more preferably 5% by mass to 20% by mass, when included, based on the total mass of the specific resin. More preferably, there is.
  • the specific resin may further contain other structural units.
  • structural units other than the above-described structural units can be contained without any particular limitation, and examples thereof include structural units formed of an acrylamide compound, a vinyl ether compound, and the like.
  • acrylamide compound examples include (meth) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N-butyl (meth) acrylamide, N, N′-dimethyl (Meth) acrylamide, N, N'-diethyl (meth) acrylamide, N-hydroxyethyl (meth) acrylamide, N-hydroxypropyl (meth) acrylamide, N-hydroxybutyl (meth) acrylamide and the like can be mentioned.
  • vinyl ether compound examples include methyl vinyl ether, ethyl vinyl ether, propyl vinyl ether, n-butyl vinyl ether, tert-butyl vinyl ether, 2-ethylhexyl vinyl ether, n-nonyl vinyl ether, lauryl vinyl ether, cyclohexyl vinyl ether, cyclohexylmethyl vinyl ether, and 4-methylcyclohexyl.
  • the content of the other structural units in the specific resin is preferably 10% by mass to 40% by mass, and more preferably 15% by mass to 30% by mass, when included, based on the total mass of the specific resin. More preferred.
  • the specific resin preferably has a weight average molecular weight of 3,000 to 300,000, more preferably 5,000 to 100,000.
  • the description of “60/30/6/4” in P-3 is the first structural unit from the left, the second structural unit, the third structural unit, and the fourth structural unit from the left.
  • the content ratio of each structural unit can be appropriately changed according to the preferable range of the content of each structural unit described above.
  • the weight average molecular weight of each compound shown in the above specific examples can be appropriately changed according to the preferred range of the weight average molecular weight of the specific resin described above.
  • the specific particles are particles formed by a surfactant.
  • a surfactant for example, an aromatic vinyl compound, an acrylonitrile compound, and if necessary, the formation of the above-mentioned N-vinyl heterocyclic compound and the above-mentioned structural unit having an ethylenically unsaturated group
  • a compound used for forming the structural unit having the acidic group, a compound used for forming the structural unit having the hydrophobic group, and a compound used for forming the other structural unit It is obtained by subjecting at least one selected compound to emulsion polymerization by a known method. There is no particular limitation on the details of the emulsion polymerization, and the emulsion polymerization can be performed with reference to a known method.
  • the surfactant is preferably unevenly distributed on the surface of the specific particles.
  • a surfactant having no radically polymerizable group is used as the surfactant used for forming the specific particles.
  • the surfactant is water-soluble, and anionic surfactants and cationic surfactants are used.
  • Surfactants, nonionic surfactants, or amphoteric surfactants can be used, but anionic surfactants, cationic surfactants, or amphoteric surfactants are preferred, and anionic surfactants are preferred.
  • Agents or cationic surfactants are more preferred, and anionic surfactants are even more preferred.
  • two or more of these surfactants may be used in combination. For example, a combination of a nonionic surfactant and an anionic surfactant or a combination of two or more nonionic surfactants is used. Is also good.
  • the nonionic surfactant is not particularly limited, and known nonionic surfactants can be used. Examples thereof include polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, and polyoxyethylene polystyryl phenyl ether.
  • Glycerin fatty acid partial esters sorbitan fatty acid partial esters, pentaerythritol fatty acid partial esters, propylene glycol monofatty acid ester, sucrose fatty acid partial ester, polyoxyethylene sorbitan fatty acid partial ester, polyoxyethylene sorbitol fatty acid partial ester, Polyethylene glycol fatty acid esters, polyglycerin fatty acid partial esters, polyoxyethylene glycerin fatty acid partial esters, polyoxyethylene diglycerin, fats Acid diethanolamides, N, N-bis-2-hydroxyalkylamines, polyoxyethylene alkylamine, triethanolamine fatty acid ester, trialkylamine oxide, polyoxyethylene alkylphenyl ethers, polyoxyethylene-polyoxypropylene And block copolymers.
  • Surfactants such as acetylene glycol-based and acetylene alcohol-based oxyethylene adducts and fluorine-based surfactants can also be used.
  • the anionic surfactant is not particularly limited, and known anionic surfactants can be used. Examples thereof include fatty acid salts, alkyl sulfate salts, alkyl benzene sulfonates, alkyl naphthalene sulfonates, and dialkyl sulfosuccinic acids.
  • alkyl diaryl ether disulfonate alkyl phosphate
  • polyoxyethylene alkyl ether sulfate polyoxyethylene alkyl aryl ether sulfate
  • naphthalene sulfonic acid formalin condensate polyoxyethylene alkyl phosphate ester salt
  • glycerol borate Fatty acid esters and polyoxyethylene glycerol fatty acid esters are exemplified.
  • the cationic surfactant is not particularly limited, and known cationic surfactants can be used. Examples thereof include alkylamine salts, quaternary ammonium salts, alkylimidazolinium salts, polyoxyethylene alkylamine salts, and polyethylene. And polyamine derivatives.
  • Amphoteric surfactants are not particularly limited, and known amphoteric surfactants can be used, and examples thereof include carbobetaine, aminocarboxylic acid, sulfobetaine, aminosulfate, and imitazoline.
  • HLB Hydrophile-Lipophile Balance
  • HLB Hydrophile-Lipophile Balance
  • HLB value 20 (1-S / N)
  • the amount of the surfactant bound to the specific particle surface is preferably 0.1% by mass to 30% by mass, more preferably 1% by mass to 10% by mass, based on the total mass of the specific particles. preferable.
  • the specific particles may further include another resin.
  • other resins include the same resins as the binder polymer contained in the image recording layer described later.
  • the content of the other resin with respect to the total mass of the specific particles is preferably from 0% by mass to 50% by mass, and more preferably from 0% by mass to 30% by mass.
  • the specific resin and the other resin in the specific particles may form a core-shell structure, may form a sea-island structure, and may have a particle shape. May be combined with another resin having a particle shape to form composite particles.
  • the volume average particle size of the specific particles is preferably from 50 nm to 1000 nm, more preferably from 80 nm to 600 nm.
  • the volume average particle size of the specific particles is measured by a dynamic light scattering method using a laser diffraction / scattering type particle size distribution measuring device LA-920 (manufactured by Horiba, Ltd.).
  • the method for producing particles for on-press development type lithographic printing plate precursor is a method of forming a resin having a structural unit formed of an aromatic vinyl compound and a structural unit formed of an acrylonitrile compound into particles with a surfactant. (Particle forming step).
  • the particle forming step is not particularly limited as long as it is a step of forming particles with a surfactant, but it is preferable that the particles are synthesized by an emulsion polymerization method.
  • Emulsion polymerization is a method of preparing resin particles by polymerizing an emulsion prepared by adding a monomer, a polymerization initiator, an emulsifier, and, if necessary, a chain transfer agent to an aqueous medium (for example, water). is there.
  • aqueous medium for example, water.
  • the on-press development type lithographic printing plate precursor according to the present disclosure has a support and an image recording layer in this order, and the image recording layer is an on-press development type lithographic printing plate precursor particle according to the present disclosure. including.
  • the lithographic printing plate precursor according to the present disclosure has a support.
  • a support having a hydrophilic surface also referred to as a “hydrophilic support” is preferable.
  • the hydrophilic surface preferably has a contact angle with water of less than 10 °, more preferably less than 5 °.
  • the water contact angle in the present disclosure is measured as the contact angle of a water droplet on a surface at 25 ° C. (after 0.2 seconds) by DM-501 manufactured by Kyowa Interface Chemical Co., Ltd.
  • the support of the lithographic printing plate precursor according to the present disclosure can be appropriately selected from known lithographic printing plate precursor supports and used.
  • an aluminum plate which has been subjected to surface roughening treatment and anodized by a known method is preferable.
  • the aluminum plate may be further processed, if necessary, by enlarging or sealing the micropores of the anodic oxide film described in JP-A-2001-253181 and JP-A-2001-322365, US Pat. No. 066, No. 3,181,461, No. 3,280,734 and No. 3,902,734, surface hydrophilization treatment with an alkali metal silicate, U.S.A.
  • the surface hydrophilization treatment with polyvinylphosphonic acid or the like described in each specification of Patent Nos. 3,276,868, 4,153,461 and 4,689,272 is appropriately selected. You may go.
  • the support preferably has a center line average roughness of 0.10 ⁇ m to 1.2 ⁇ m.
  • the support may have an organic polymer compound described in JP-A-5-45885 or a silicon alkoxy compound described in JP-A-6-35174, if necessary, on the surface opposite to the image recording layer. May be included.
  • the lithographic printing plate precursor according to the present disclosure has an image recording layer formed on a support.
  • the image recording layer used in the present disclosure includes the specific particles described above.
  • the image recording layer used in the present disclosure preferably further contains a polymerizable compound from the viewpoints of printing durability and photosensitivity.
  • the image recording layer used in the present disclosure preferably further contains an electron-accepting polymerization initiator from the viewpoints of printing durability and photosensitivity.
  • the image recording layer used in the present disclosure preferably further contains an electron donating polymerization initiator from the viewpoints of printing durability and photosensitivity.
  • the image recording layer used in the present disclosure preferably further contains an infrared absorber from the viewpoint of exposure sensitivity.
  • the image recording layer used in the present disclosure preferably contains an electron-accepting polymerization initiator and an electron-donating polymerization initiator.
  • the image recording layer used in the present disclosure preferably contains an infrared absorbent and a polymerizable compound.
  • the image recording layer used in the present disclosure preferably contains polymer particles different from the specific particles.
  • the image recording layer used in the present disclosure may further include an acid coloring agent in order to confirm the exposed portion before development.
  • it is preferable that the unexposed portion of the image recording layer can be removed by at least one selected from the group consisting of fountain solution and printing ink from the viewpoint of on-press developability. .
  • the image recording layer according to the present disclosure preferably contains the specific particles in an amount of 10% by mass to 60% by mass, more preferably 20% by mass to 60% by mass, based on the total mass of the image recording layer.
  • the image recording layer may include a binder polymer.
  • the specific particles and the polymer corresponding to the polymer particles described below do not correspond to the binder polymer. That is, the binder polymer is a polymer that is not in particle shape.
  • a (meth) acrylic resin, a styrene-acrylonitrile copolymer, a polyvinyl acetal resin, or a polyurethane resin is preferable.
  • binder polymer a known binder polymer used for an image recording layer of a lithographic printing plate precursor can be suitably used.
  • a binder polymer (hereinafter also referred to as a binder polymer for on-press development) used in an on-press development type lithographic printing plate precursor will be described in detail.
  • a binder polymer for on-press development a binder polymer having an alkylene oxide chain is preferable.
  • the binder polymer having an alkylene oxide chain may have a poly (alkylene oxide) site in the main chain or a side chain.
  • a graft polymer having poly (alkylene oxide) in the side chain or a block copolymer of a block composed of poly (alkylene oxide) -containing repeating units and a block composed of (alkylene oxide) -free repeating units may be used.
  • a poly (alkylene oxide) moiety is present in the main chain, a polyurethane resin is preferred.
  • Examples of the main chain polymer having a poly (alkylene oxide) moiety in a side chain include (meth) acrylic resin, polyvinyl acetal resin, polyurethane resin, polyurea resin, polyimide resin, polyamide resin, epoxy resin, polystyrene resin, and novolak type Phenol resins, polyester resins, synthetic rubbers, and natural rubbers are exemplified, and (meth) acrylic resins are particularly preferred.
  • a polyfunctional thiol having 6 or more and 10 or less functions as a nucleus, having a polymer chain bonded to this nucleus by a sulfide bond, wherein the polymer chain has a polymerizable group.
  • a molecular compound hereinafter, also referred to as a star-shaped polymer compound.
  • the star polymer compound for example, compounds described in JP-A-2012-148555 can be preferably used.
  • the star-shaped polymer compound has a polymerizable group such as an ethylenically unsaturated bond for improving the film strength of an image portion as described in JP-A-2008-195018, and has a main chain or a side chain, preferably a side chain. What is possessed in the chain is mentioned. Crosslinks are formed between polymer molecules by the polymerizable group, and curing is accelerated.
  • an ethylenically unsaturated group such as a (meth) acryl group, a vinyl group, an allyl group, and a vinylphenyl group (styryl group) and an epoxy group are preferable, and a (meth) acryl group, a vinyl group, a vinylphenyl A group (styryl group) is more preferable from the viewpoint of polymerization reactivity, and a (meth) acryl group is particularly preferable.
  • These groups can be introduced into the polymer by a polymer reaction or copolymerization.
  • a reaction between a polymer having a carboxy group in a side chain and glycidyl methacrylate, or a reaction between a polymer having an epoxy group and a carboxylic acid having an ethylenically unsaturated group such as methacrylic acid can be used. These groups may be used in combination.
  • the weight average molecular weight (Mw) is preferably 2,000 or more, more preferably 5,000 or more, and more preferably 10,000 to 300,000 in terms of polystyrene by the GPC method. It is even more preferred.
  • hydrophilic polymers such as polyacrylic acid and polyvinyl alcohol described in JP-A-2008-195018 can be used in combination. Further, a lipophilic polymer and a hydrophilic polymer can be used in combination.
  • one type of binder polymer may be used alone, or two or more types may be used in combination.
  • the binder polymer can be contained in an arbitrary amount in the image recording layer, and the content of the binder polymer is preferably 1% by mass to 90% by mass based on the total mass of the image recording layer. More preferably, the content is 5% by mass to 80% by mass.
  • the image recording layer used in the present disclosure preferably contains an electron donating polymerization initiator.
  • the electron donating polymerization initiator is considered to contribute to the improvement of chemical resistance and printing durability of the lithographic printing plate.
  • Examples of the electron donating polymerization initiator include the following five types.
  • Aminoacetic acid compound It is considered that the CX bond on carbon adjacent to nitrogen is cleaved by oxidation to generate an active radical.
  • X is preferably a hydrogen atom, a carboxy group, a trimethylsilyl group or a benzyl group.
  • Specific examples include N-phenylglycine (a phenyl group may have a substituent), N-phenyliminodiacetic acid (a phenyl group may have a substituent), and the like.
  • Specific examples include phenylthioacetic acid (a phenyl group may have a substituent).
  • Tin-containing compound A compound in which the nitrogen atom of the above-mentioned aminoacetic acid compound is replaced with a tin atom can generate an active radical by the same action.
  • Sulfinates Active radicals can be generated by oxidation. Specific examples include sodium arylsulfinate and the like.
  • the image recording layer preferably contains a borate compound.
  • a borate compound a tetraaryl borate compound or a monoalkyltriaryl borate compound is preferable, and from the viewpoint of the stability of the compound, a tetraaryl borate compound is more preferable, and a tetraphenyl borate compound is particularly preferable.
  • the counter cation of the borate compound is not particularly limited, but is preferably an alkali metal ion or a tetraalkylammonium ion, and more preferably a sodium ion, a potassium ion, or a tetrabutylammonium ion.
  • borate compound examples include sodium tetraphenyl borate.
  • Bu represents an n-butyl group
  • Z represents a counter cation.
  • Examples of the counter cation represented by Z include Na + , K + , and N + (Bu) 4 .
  • Bu represents an n-butyl group.
  • an onium ion in an electron-accepting polymerization initiator described below is also preferably exemplified.
  • the electron donating polymerization initiator may be used alone or in combination of two or more.
  • the content of the electron donating polymerization initiator is preferably 0.01% by mass to 30% by mass, more preferably 0.05% by mass to 25% by mass, and more preferably 0.1% by mass, based on the total mass of the image recording layer. -20% by mass is more preferred.
  • the image recording layer in the present disclosure preferably contains a polymerizable compound.
  • a compound corresponding to the above-described binder polymer and polymer particles described later does not correspond to a polymerizable compound.
  • the molecular weight of the polymerizable compound is preferably 50 or more and less than 2,500, and more preferably 50 or more and 2,000 or less.
  • the polymerizable compound used in the present disclosure may be, for example, a radical polymerizable compound or a cationic polymerizable compound, but may be an addition polymerizable compound having at least one ethylenically unsaturated bond (ethylenic compound). Unsaturated compounds).
  • the ethylenically unsaturated compound is preferably a compound having at least one terminal ethylenically unsaturated bond, and more preferably a compound having two or more terminal ethylenically unsaturated bonds.
  • the polymerizable compound has a chemical form such as, for example, a monomer, a prepolymer, ie, a dimer, trimer or oligomer, or a mixture thereof.
  • Examples of the monomer include unsaturated carboxylic acids (eg, acrylic acid, methacrylic acid, itaconic acid, crotonic acid, isocrotonic acid, maleic acid, etc.) and esters and amides thereof.
  • Esters of an acid and a polyhydric alcohol compound and amides of an unsaturated carboxylic acid and a polyamine compound are used.
  • an addition reaction product of an unsaturated carboxylic acid ester or amide having a nucleophilic substituent such as a hydroxy group, an amino group or a mercapto group with a monofunctional or polyfunctional isocyanate or an epoxy,
  • a dehydration-condensation reaction product with a functional carboxylic acid is also preferably used.
  • JP-T-2006-508380 JP-A-2002-287344, JP-A-2008-256850, JP-A-2001-342222, JP-A-9-179296, and JP-A-9-179297.
  • JP-A-9-179298 JP-A-2004-294935, JP-A-2006-243493, JP-A-2002-275129, JP-A-2003-64130, JP-A-2003-280187, It is described in Japanese Unexamined Patent Publication No. Hei 10-333321.
  • the monomer of the ester of the polyhydric alcohol compound and the unsaturated carboxylic acid include, as acrylates, ethylene glycol diacrylate, 1,3-butanediol diacrylate, tetramethylene glycol diacrylate, propylene glycol diacrylate, Examples include trimethylolpropane triacrylate, hexanediol diacrylate, tetraethylene glycol diacrylate, pentaerythritol tetraacrylate, sorbitol triacrylate, isocyanuric acid ethylene oxide (EO) -modified triacrylate, and polyester acrylate oligomer.
  • EO isocyanuric acid ethylene oxide
  • methacrylic acid esters As methacrylic acid esters, tetramethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, trimethylolpropane trimethacrylate, ethylene glycol dimethacrylate, pentaerythritol trimethacrylate, bis [p- (3-methacryloxy-2-hydroxypropoxy) phenyl] Dimethylmethane, bis [p- (methacryloxyethoxy) phenyl] dimethylmethane and the like.
  • the monomer of the amide of the polyvalent amine compound and the unsaturated carboxylic acid include methylene bisacrylamide, methylene bismethacrylamide, 1,6-hexamethylenebisacrylamide, 1,6-hexamethylenebismethacrylamide, Examples include diethylenetriaminetrisacrylamide, xylylenebisacrylamide, xylylenebismethacrylamide, and the like.
  • Urethane-based addition-polymerizable compounds produced by an addition reaction between an isocyanate and a hydroxy group are also suitable. Specific examples thereof include, for example, two molecules per molecule described in JP-B-48-41708.
  • a vinyl urethane compound containing two or more polymerizable vinyl groups in one molecule obtained by adding a hydroxyl group-containing vinyl monomer represented by the following formula (M) to a polyisocyanate compound having two or more isocyanate groups: And the like.
  • M CH 2 CC (R M4 ) COOCH 2 CH (R M5 ) OH
  • R M4 and R M5 each independently represent a hydrogen atom or a methyl group.
  • urethane acrylates described in JP-A-51-37193, JP-B-2-32293, JP-B-2-16765, JP-A-2003-344997, and JP-A-2006-65210 are disclosed.
  • the content of the polymerizable compound is preferably from 5% by mass to 75% by mass, more preferably from 10% by mass to 70% by mass, and more preferably from 15% by mass to 60% by mass, based on the total mass of the image recording layer. More preferably, it is mass%.
  • the content of the binder polymer based on the total mass of the polymerizable compound in the image recording layer is preferably more than 0% by mass and 400% by mass or less, and 25% by mass. % To 300% by mass, more preferably 50% to 200% by mass.
  • the binder polymer and the polymerizable compound preferably have a sea-island structure.
  • a structure in which the polymerizable compound is dispersed in an island shape (discontinuous layer) in the sea (continuous phase) of the binder polymer can be employed. It is considered that the sea-island structure is easily formed by setting the content of the binder polymer relative to the total mass of the polymerizable compound to a value within the above range.
  • the image recording layer preferably contains an electron-accepting polymerization initiator.
  • the electron-accepting polymerization initiator used in the present disclosure is a compound that generates a polymerization initiating species such as a radical or a cation by the energy of light, heat or both, and is a known thermal polymerization initiator, having a small bond dissociation energy. A compound having a bond, a photopolymerization initiator, and the like can be appropriately selected and used.
  • a radical polymerization initiator is preferable, and an onium compound is more preferable.
  • the electron-accepting polymerization initiator is preferably an infrared-sensitive polymerization initiator.
  • the electron accepting polymerization initiator may be used alone or in combination of two or more.
  • the radical polymerization initiator include (a) an organic halide, (b) a carbonyl compound, (c) an azo compound, (d) an organic peroxide, (e) a metallocene compound, (f) an azide compound, (g) ) Hexaarylbiimidazole compounds, (i) disulfone compounds, (j) oxime ester compounds, and (k) onium compounds.
  • organic halide (a) for example, compounds described in paragraphs 0022 to 0023 of JP-A-2008-195018 are preferable.
  • carbonyl compound (b) for example, compounds described in paragraph 0024 of JP-A-2008-195018 are preferable.
  • azo compound (c) for example, azo compounds described in JP-A-8-108621 can be used.
  • organic peroxide (d) for example, compounds described in paragraph 0025 of JP-A-2008-195018 are preferable.
  • metallocene compound (e) for example, compounds described in paragraph 0026 of JP-A-2008-195018 are preferable.
  • Examples of the (f) azide compound include compounds such as 2,6-bis (4-azidobenzylidene) -4-methylcyclohexanone.
  • Examples of the (g) hexaarylbiimidazole compound for example, compounds described in paragraph 0027 of JP-A-2008-195018 are preferable.
  • Examples of the (i) disulfone compound include compounds described in JP-A-61-166544 and JP-A-2002-328465.
  • As the oxime ester compound (j) for example, compounds described in paragraphs 0028 to 0030 of JP-A-2008-195018 are preferable.
  • oxime ester compounds and onium compounds are preferable from the viewpoint of curability.
  • iodonium salt compounds, sulfonium salt compounds or azinium salt compounds are preferable, iodonium salt compounds or sulfonium salt compounds are more preferable, and iodonium salt compounds are further preferable. Specific examples of these compounds are shown below, but the present disclosure is not limited thereto.
  • a diaryliodonium salt compound is preferable, particularly an electron donating group, for example, a diphenyliodonium salt compound substituted with an alkyl group or an alkoxyl group is more preferable, and an asymmetric diphenyliodonium salt compound is preferable.
  • diphenyliodonium hexafluorophosphate
  • 4-methoxyphenyl-4- (2-methylpropyl) phenyliodonium hexafluorophosphate
  • 4- (2-methylpropyl) phenyl-p-tolyliodonium hexa Fluorophosphate
  • 4-hexyloxyphenyl-2,4,6-trimethoxyphenyliodonium hexafluorophosphate
  • 4-hexyloxyphenyl-2,4-diethoxyphenyliodonium tetrafluoroborate
  • 4-octyloxy Phenyl-2,4,6-trimethoxyphenyliodonium 1-perfluorobutanesulfonate
  • 4-octyloxyphenyl-2,4,6-trimethoxyphenyliodonium hexafluorophosphate, bis ( -t- butylphenyl) iodon
  • a triarylsulfonium salt compound is preferable, and in particular, a triarylsulfonium salt compound in which at least a part of a group on an aromatic ring is substituted with a halogen atom is preferable. Triarylsulfonium salt compounds in which the total number of substitution of halogen atoms on the ring is 4 or more are more preferred.
  • triphenylsulfonium hexafluorophosphate
  • triphenylsulfonium benzoylformate
  • bis (4-chlorophenyl) phenylsulfonium benzoylformate
  • bis (4-chlorophenyl) -4-methylphenylsulfonium tetrafluoro Borate
  • tris (4-chlorophenyl) sulfonium 3,5-bis (methoxycarbonyl) benzenesulfonate
  • tris (4-chlorophenyl) sulfonium hexafluorophosphate
  • tris (2,4-dichlorophenyl) sulfonium hexafluorophos Fart.
  • the counter anion of the iodonium salt compound and the sulfonium salt compound is preferably a sulfonamide anion or a sulfonimide anion, and more preferably a sulfonimide anion.
  • a sulfonamide anion an arylsulfonamide anion is preferable.
  • a bisarylsulfonimide anion is preferable. Specific examples of the sulfonamide anion or the sulfonimide anion are shown below, but the present disclosure is not limited thereto. In the following specific examples, Ph represents a phenyl group, Me represents a methyl group, and Et represents an ethyl group.
  • One preferred embodiment of the present disclosure is an embodiment in which the electron-accepting polymerization initiator and the electron-donating polymerization initiator form a salt.
  • the onium compound is a salt of an onium ion and an anion (for example, a tetraphenylborate anion) in the above-described electron donating polymerization initiator.
  • an iodonium borate compound in which an iodonium cation (for example, di-p-tolyliodonium cation) in an iodonium salt compound described below and a borate anion in the above-described electron donating polymerization initiator form a salt is mentioned.
  • the image recording layer contains onium ions and the above-mentioned anion in the electron donating polymerization initiator
  • the image recording layer contains an electron accepting polymerization initiator and an electron donating polymerization initiator.
  • the content of the electron-accepting polymerization initiator is preferably from 0.1% by mass to 50% by mass, more preferably from 0.5% by mass to 30% by mass, based on the total mass of the image recording layer. It is particularly preferable that the content be 0.8% by mass to 20% by mass.
  • the image recording layer preferably contains an infrared absorbing agent.
  • Infrared absorbents include pigments and dyes.
  • the dye used as the infrared absorber commercially available dyes and known dyes described in literatures such as "Dye Handbook” (edited by The Society of Synthetic Organic Chemistry, Japan, 1970) can be used.
  • azo dyes metal complex salt azo dyes, pyrazolone azo dyes, naphthoquinone dyes, anthraquinone dyes, phthalocyanine dyes, carbonium dyes, quinone imine dyes, methine dyes, cyanine dyes, squarylium dyes, pyrylium salts, dyes such as metal thiolate complexes Is mentioned.
  • Particularly preferred among these dyes are cyanine dyes, squarylium dyes, pyrylium salts, nickel thiolate complexes, and indolenine cyanine dyes.
  • cyanine dyes and indolenine cyanine dyes are exemplified. Among them, cyanine dyes are particularly preferred.
  • cyanine dye examples include the compounds described in paragraphs 0017 to 0019 of JP-A-2001-133969, paragraphs 0016 to 0021 of JP-A-2002-023360, and paragraphs 0012 to 0037 of JP-A-2002-040638.
  • the compounds described in paragraphs 0034 to 0041 of JP-A-2002-278057, and the compounds described in paragraphs 0080 to 008 of JP-A-2008-195018, particularly preferably paragraph 0035 of JP-A-2007-90850 are preferred.
  • the compounds described in paragraphs 0105 to 0113 of JP-A-2012-206495 are preferred.
  • the infrared absorbing agent is an infrared absorbing agent that decomposes upon exposure to infrared light (hereinafter also referred to as “degradable infrared absorbing agent”).
  • the infrared absorber by using an infrared absorber that decomposes by infrared exposure, the infrared absorber or a decomposition product thereof promotes polymerization, and a highly polar film can be obtained by using specific particles. Further, it is presumed that the decomposed product of the infrared absorbent and the particles interact with each other to thereby provide excellent printing durability.
  • the decomposable infrared absorbent is preferably an infrared absorbent that has a function of absorbing infrared light, decomposing it, and developing color by infrared exposure.
  • coloring means that the visible light region (wavelength region of 400 nm or more and less than 750 nm) has almost no absorption before infrared exposure, but the visible light region absorbs by infrared exposure. It also includes the case where the absorption in the lower wavelength region becomes longer in the visible light region.
  • a colored compound formed by the decomposable infrared absorber absorbing infrared rays upon exposure to infrared light and decomposing the same is also referred to as a “color former of the decomposable infrared absorber”.
  • the decomposable infrared absorbent has a function of absorbing infrared light by infrared exposure and converting the absorbed infrared light into heat.
  • the decomposable infrared absorbent may be any as long as it absorbs and decomposes at least a part of light in an infrared wavelength range (wavelength 750 nm to 1 mm), and an infrared ray having a maximum absorption in a wavelength range of 750 nm to 1,400 nm.
  • it is an absorbent.
  • the decomposable infrared absorbent is preferably an infrared absorbent that decomposes due to heat due to infrared exposure, electron transfer or both, more preferably an infrared absorbent that decomposes due to electron transfer due to infrared exposure.
  • “decomposed by electron transfer” means that the electrons excited from the HOMO (highest occupied orbit) of the decomposable infrared absorbent to the LUMO (lowest unoccupied orbit) of the decomposable infrared absorbent by infrared exposure are converted into an electron accepting group (LUMO) in the molecule. Electron transfer to a group having a potential close to that of the molecule), and decomposition occurs accordingly.
  • the decomposable infrared absorbing agent a cyanine dye that decomposes by infrared exposure is preferable from the viewpoints of color developability and UV printing durability of the resulting lithographic printing plate.
  • the above-mentioned infrared absorber is more preferably a compound represented by the following formula 1 from the viewpoints of color developability and UV printing durability of the resulting lithographic printing plate.
  • R 1 represents a group capable of cleaving the R 1 -L bond by infrared exposure
  • R 11 to R 18 each independently represent a hydrogen atom, a halogen atom, —Ra, —ORb, —SRc or —NRdRe.
  • Ra to Re each independently represent a hydrocarbon group, A 1 and A 2 and a plurality of R 11 to R 18 may be linked to form a monocyclic or polycyclic ring, and A 1 and A 2
  • n 11 and n 12 each independently represent an integer of 0 to 5, provided that the sum of n 11 and n 12 is 2 or more
  • 13 and n 14 each independently represent 0 or 1
  • L represents an oxygen atom, a sulfur atom or —NR 10 —
  • R 10 represents a hydrogen atom, an alkyl group or an aryl group
  • Za represents a charge neutralizer. Represents a counter ion.
  • the cyanine dye represented by Formula 1 When the cyanine dye represented by Formula 1 is exposed to infrared light, the R 1 -L bond is cleaved, and L becomes OO, SS, or NRNR 10, and the color forming body of a decomposable infrared absorbent Is formed. R 1 is separated to form a radical form or an ionic form. These contribute to the polymerization of the polymerizable compound contained in the image recording layer.
  • R 11 to R 18 are each independently preferably a hydrogen atom, —Ra, —ORb, —SRc, or —NRdRe.
  • the hydrocarbon group in Ra to Re is preferably a hydrocarbon group having 1 to 30 carbon atoms, more preferably a hydrocarbon group having 1 to 15 carbon atoms, and further preferably a hydrocarbon group having 1 to 10 carbon atoms.
  • the hydrocarbon group may be linear, branched, or have a ring structure.
  • R 11 to R 14 in Formula 1 are each independently preferably a hydrogen atom or a hydrocarbon group, more preferably a hydrogen atom or an alkyl group, and further preferably a hydrogen atom.
  • R 11 and R 13 bonded to the carbon atom bonded to the carbon atom bonded to L are preferably an alkyl group, and more preferably the two are linked to form a ring.
  • the formed ring is preferably a 5-membered ring or a 6-membered ring, more preferably a 5-membered ring. It is preferable that R 12 bonded to the carbon atom bonded to A 1 + and R 14 bonded to the carbon atom bonded to A 2 be bonded to R 15 and R 17 to form a ring, respectively.
  • R 15 in Formula 1 is preferably a hydrocarbon group. Further, it is preferable that R 15 and R 12 bonded to the carbon atom bonded to A 1 + are connected to form a ring.
  • the ring formed is preferably an indolium ring, a pyrylium ring, a thiopyrylium ring, a benzoxazoline ring or a benzimidazoline ring, and more preferably an indolium ring from the viewpoint of color development.
  • R 17 in Formula 1 is preferably a hydrocarbon group. Further, it is preferable that R 17 and R 14 bonded to the carbon atom to which A 2 is bonded are connected to form a ring.
  • the ring formed is preferably an indole ring, a pyran ring, a thiopyran ring, a benzoxazole ring, or a benzimidazole ring, and more preferably an indole ring from the viewpoint of color development.
  • R 15 and R 17 in Formula 1 are preferably the same group, and when each forms a ring, it is preferable to form the same ring.
  • R 16 and R 18 in Formula 1 are preferably the same group. Further, from the viewpoint of improving the water solubility of the compound represented by Formula 1, R 16 and R 18 are each independently preferably an alkyl group having a (poly) oxyalkylene group or an alkyl group having an anionic structure, and an alkoxyalkyl An alkyl group having a group, a carboxylate group or a sulfonate group is more preferable, and an alkyl group having a terminal sulfonate group is more preferable.
  • the alkyl group is preferably an alkyl group having 1 to 10 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms.
  • the counter cation having the anion structure may be a cation or A 1 + that can be contained in R 1 -L in Formula 1, or may be an alkali metal cation or an alkaline earth metal cation.
  • the counter cation of the sulfonate group may be a cation or A 1 + that can be contained in R 1 -L in Formula 1, or may be an alkali metal cation or an alkaline earth metal cation.
  • R 16 and R 18 each independently represent an alkyl group or an aromatic ring. Preferred is an alkyl group.
  • the alkyl group is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, and still more preferably a methyl group or an ethyl group.
  • an alkyl group having an aromatic ring an alkyl group having an aromatic ring at the terminal is preferable, and a 2-phenylethyl group, 2-naphthalenylethyl group or 2- (9-anthracenyl) ethyl group is more preferable.
  • n 11 and n 12 are preferably the same integer of 0 to 5, more preferably 1 to 3, still more preferably 1 or 2, and particularly preferably 2.
  • a 1 and A 2 in Formula 1 each independently represent an oxygen atom, a sulfur atom, or a nitrogen atom, and a nitrogen atom is preferable.
  • a 1 and A 2 in Formula 1 are preferably the same atom.
  • Za in Formula 1 represents a counter ion that neutralizes the charge.
  • sulfonate ion, carboxylate ion, tetrafluoroborate ion, hexafluorophosphate ion, hexafluoroantimonate ion, p-toluenesulfonate ion, perchlorate ion and the like can be mentioned, and hexafluorophosphate ion Or a hexafluoroantimonate ion is preferable.
  • R 11 to R 18 and R 1 -L may have an anion structure or a cation structure.
  • Za I is a monovalent counter anion.
  • Za can also be a counter cation. If the cyanine dye represented by Formula 1 has a charge neutral structure in the entire compound, Za does not exist.
  • Equation 1 for the radicals R 1 -L bond by infrared exposure represented by R 1 is cleaved, as described in detail later.
  • a cyanine dye represented by the following formula 1-A is more preferable from the viewpoints of color developing properties and UV printing durability of the resulting lithographic printing plate.
  • R 1 represents a group capable of cleaving an R 1 -L bond upon exposure to infrared light
  • R 2 and R 3 each independently represent a hydrogen atom or an alkyl group
  • R 2 and R 3 are linked to each other
  • Ar 1 and Ar 2 each independently represent a group forming a benzene ring or a naphthalene ring
  • Y 1 and Y 2 each independently represent an oxygen atom, a sulfur atom
  • R 0 represents a hydrogen atom, an alkyl group or an aryl group
  • R 4 and R 5 each independently represent an alkyl group, a —CO 2 M group or a —PO 3 M 2 group
  • M represents a hydrogen atom, a Na atom, a K atom or an onium group
  • R 6 to R 9 each independently represent a hydrogen atom or an alkyl group
  • L represents an oxygen atom, a sulfur atom or
  • the alkyl group for R 2 to R 9 and R 0 is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and an alkyl group having 1 to 10 carbon atoms. Is more preferred.
  • the alkyl group may be linear, branched, or have a ring structure.
  • alkyl groups a methyl group, an ethyl group, a propyl group or a butyl group is
  • the alkyl group may have a substituent.
  • substituents include an alkoxy group, an aryloxy group, an amino group, an alkylthio group, an arylthio group, a halogen atom, a carboxy group, a carboxylate group, a sulfo group, a sulfonate group, an alkyloxycarbonyl group, an aryloxycarbonyl group, and Examples thereof include groups obtained by combining these.
  • the aryl group for R 0 is preferably an aryl group having 6 to 30 carbon atoms, more preferably an aryl group having 6 to 20 carbon atoms, and still more preferably an aryl group having 6 to 12 carbon atoms.
  • the aryl group may have a substituent. Examples of the substituent include an alkyl group, an alkoxy group, an aryloxy group, an amino group, an alkylthio group, an arylthio group, a halogen atom, a carboxy group, a carboxylate group, a sulfo group, a sulfonate group, an alkyloxycarbonyl group, and an aryloxycarbonyl group. And a group obtained by combining these.
  • aryl groups a phenyl group, a p-methoxyphenyl group, a p-dimethylaminophenyl group or a naphthyl group is preferred.
  • R 2 and R 3 are preferably linked to form a ring.
  • R 2 and R 3 are linked to form a ring, a 5- or 6-membered ring is preferable, and a 5-membered ring is particularly preferable.
  • Y 1 and Y 2 each independently represent an oxygen atom, a sulfur atom, —NR 0 — or a dialkylmethylene group, preferably —NR 0 — or a dialkylmethylene group, and more preferably a dialkylmethylene group.
  • R 0 represents a hydrogen atom, an alkyl group or an aryl group, and is preferably an alkyl group.
  • the alkyl group represented by R 4 or R 5 may be a substituted alkyl.
  • Examples of the substituted alkyl group represented by R 4 or R 5 include groups represented by any of the following formulas (a1) to (a4).
  • R W0 represents an alkylene group having 2 to 6 carbon atoms
  • W represents a single bond or an oxygen atom
  • n W1 represents an integer of 1 to 45
  • R W1 represents a carbon atom.
  • Represents an alkyl group of the formulas 1 to 12 or —C ( O) —R W5
  • R W5 represents an alkyl group of 1 to 12 carbon atoms
  • R W2 to R W4 each independently represent a single bond or 1 carbon atom.
  • M represents a hydrogen atom, Na atom, K atom or onium group.
  • alkylene group represented by R WO examples include ethylene, n-propylene, isopropylene, n-butylene, isobutylene, n-pentylene, isopentylene, n- Examples include a hexyl group and an isohexyl group, preferably an ethylene group, an n-propylene group, an isopropylene group, and an n-butylene group, and particularly preferably an n-propylene group.
  • n W1 is preferably 1 to 10, more preferably 1 to 5, and particularly preferably 1 to 3.
  • alkyl group represented by RW1 examples include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, and a neopentyl group.
  • Alkyl group represented by R W5 is the same as defined for the alkyl group represented by R W1, preferred embodiments are also the same as the preferred embodiment of the alkyl group represented by R W1.
  • alkylene group represented by R W2 to R W4 include a methylene group, an ethylene group, an n-propylene group, an isopropylene group, an n-butylene group, and an isobutylene group.
  • An ethylene group and an n-propylene group are particularly preferred.
  • two Ms may be the same or different.
  • examples of the onium group represented by M include an ammonium group, an iodonium group, a phosphonium group, and a sulfonium group.
  • R 4 and R 5 are each preferably an unsubstituted alkyl group. Preferably, R 4 and R 5 are the same group.
  • R 6 to R 9 each independently represent a hydrogen atom or an alkyl group, and a hydrogen atom is preferable.
  • Ar 1 and Ar 2 each independently represent a group forming a benzene ring or a naphthalene ring. The benzene ring and naphthalene ring may have a substituent.
  • substituents examples include an alkyl group, an alkoxy group, an aryloxy group, an amino group, an alkylthio group, an arylthio group, a halogen atom, a carboxy group, a carboxylate group, a sulfo group, a sulfonate group, an alkyloxycarbonyl group, an aryloxycarbonyl group, and an acyloxy group.
  • an alkyl group is preferable.
  • Ar 1 and Ar 2 are each independently a naphthalene ring.
  • a group that forms a benzene ring having an alkyl group or an alkoxy group as a substituent is preferable, a naphthalene ring or a group that forms a benzene ring having an alkoxy group as a substituent is more preferable, and a naphthalene ring or methoxy is preferable.
  • a group forming a benzene ring having a group as a substituent is particularly preferred.
  • Ar 1 or Ar 2 is preferably a group forming a group represented by the following formula (b1).
  • R 19 represents an alkyl group having 1 to 12 carbon atoms.
  • n3 represents an integer of 1 to 4. * Represents a binding site.
  • Za represents a counter ion for neutralizing the charge.
  • Za represents an anionic species, sulfonate ion, carboxylate ion, tetrafluoroborate ion, hexafluorophosphate ion, hexafluoroantimonate ion, p-toluenesulfonate ion, perchlorate ion and the like can be mentioned.
  • a phosphate ion or hexafluoroantimonate ion is preferred.
  • Za represents a cationic species
  • examples thereof include an alkali metal ion, an alkaline earth metal ion, an ammonium ion, a pyridinium ion or a sulfonium ion, and a sodium ion, a potassium ion, an ammonium ion, a pyridinium ion or a sulfonium ion are preferable, and sodium Ions, potassium ions or ammonium ions are more preferred.
  • R 1 to R 9 , R 0 , Ar 1 , Ar 2 , Y 1 and Y 2 may have an anion structure or a cation structure, and R 1 to R 9 , R 0 , Ar 1 , Ar 2 , If all of Y 1 and Y 2 are charge-neutral groups, Za is a monovalent counter anion, but for example, R 1 to R 9 , R 0 , Ar 1 , Ar 2 , Y 1 and When Y 2 has two or more anionic structures, Za can also be a counter cation.
  • R 1 -L bond is described below based on the cleaved by infrared exposure represented by R 1.
  • R 1 is preferably a group represented by any of the following formulas (1-1) to (1-7) from the viewpoint of color development. And groups represented by any of the following formulas (1-1) to (1-3) are more preferable.
  • ⁇ represents a bonding site to an oxygen atom represented by L in the formula 1 or 1-A
  • R 20 is each independently a hydrogen atom, Represents an alkyl group, an alkenyl group, an aryl group, -OR 24 , -NR 25 R 26 or -SR 27
  • R 21 each independently represents a hydrogen atom, an alkyl group or an aryl group
  • R 22 represents an aryl group
  • R 23 is an aryl group, an alkenyl group, an alkoxy group or an onium group
  • R 24 to R 27 each independently represent a hydrogen atom, an alkyl group or an aryl group
  • R 28 represents an alkyl group, an aryl group, —OR 24 , —NR 25 R 26 or —SR 27 ;
  • R 20 , R 21 and R 24 to R 28 are an alkyl group are the same as the preferred embodiments of the alkyl group in R 2 to R 9 and R 0 .
  • the carbon number of the alkenyl group in R 20 and R 23 is preferably 1 to 30, more preferably 1 to 15, and still more preferably 1 to 10.
  • Preferred embodiments when R 20 to R 28 are an aryl group are the same as the preferred embodiments of the aryl group for R 0 .
  • R 20 in the formula (1-1) is preferably an alkyl group, an alkenyl group, an aryl group, —OR 24 , —NR 25 R 26 or —SR 27 , and an alkyl group, —OR 24 , —SR 27.
  • NR 25 R 26 or -SR 27, more preferably, more preferably an alkyl group or -OR 24, -OR 24 are particularly preferred.
  • the alkyl group may be an alkyl group having an arylthio group, an alkyloxycarbonyl group, or an arylsulfonyl group at the ⁇ -position.
  • R 20 in the formula (1-1) is —OR 24
  • R 24 is preferably an alkyl group, more preferably an alkyl group having 1 to 8 carbon atoms, further preferably an isopropyl group or a tert-butyl group. -Butyl groups are particularly preferred.
  • R 20 in the formula (1-1) is an alkenyl group
  • the alkenyl group may be an alkenyl group having an aryl group or a hydroxyaryl group.
  • R 21 in Formula (1-2) is preferably a hydrogen atom.
  • R 24 is preferably an alkyl group.
  • R 21 in the formula (1-3) is independently preferably a hydrogen atom or an alkyl group, and at least one R 21 in the formula (1-3) is more preferably an alkyl group.
  • the alkyl group for R 21 is preferably an alkyl group having 1 to 10 carbon atoms, and more preferably an alkyl group having 3 to 10 carbon atoms.
  • the alkyl group for R 21 is preferably an alkyl group having a branched or cyclic structure, and more preferably an isopropyl group, a cyclopentyl group, a cyclohexyl group, or a tert-butyl group.
  • the alkyl group for R 21 is preferably a secondary or tertiary alkyl group.
  • R 23 in the formula (1-3) is preferably an aryl group, an alkoxy group or an onium group, more preferably a p-dimethylaminophenyl group or a pyridinium group, and further preferably a pyridinium group.
  • the onium group may have a substituent.
  • substituents examples include an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an amino group, an alkylthio group, an arylthio group, a halogen atom, a carboxy group, a sulfo group, an alkyloxycarbonyl group, an aryloxycarbonyl group, and a combination thereof.
  • group examples include an alkyl group, an aryl group, and a combination thereof.
  • a pyridinium group is preferable, and an N-alkyl-3-pyridinium group, an N-benzyl-3-pyridinium group, an N- (alkoxypolyalkyleneoxyalkyl) -3-pyridinium group, an N-alkoxycarbonylmethyl-3-pyridinium group N-alkyl-4-pyridinium group, N-benzyl-4-pyridinium group, N- (alkoxypolyalkyleneoxyalkyl) -4-pyridinium group, N-alkoxycarbonylmethyl-4-pyridinium group, or N-alkyl -3,5-dimethyl-4-pyridinium group is more preferred, N-alkyl-3-pyridinium group or N-alkyl-4-pyridinium group is still more preferred, and N-methyl-3-pyridinium group, N-octyl -3-pyridinium group, N-methyl-4-pyridinium group Or, particularly preferably N
  • examples of the counter anion include a sulfonate ion, a carboxylate ion, a tetrafluoroborate ion, a hexafluorophosphate ion, a hexafluoroantimonate ion, a p-toluenesulfonate ion, and a perchlorate ion. And the like, and p-toluenesulfonate ion, hexafluorophosphate ion or hexafluoroantimonate ion is preferable.
  • R 20 in Formula (1-4) is preferably an alkyl group or an aryl group, and one of the two R 20 is more preferably an alkyl group and the other is more preferably an aryl group.
  • the two R 20 are linked to may form a ring.
  • R 20 in the formula (1-5) is preferably an alkyl group or an aryl group, more preferably an aryl group, and further preferably a p-methylphenyl group.
  • R 20 in the formula (1-6) is independently preferably an alkyl group or an aryl group, more preferably a methyl group or a phenyl group.
  • Z 1 in Formula (1-7) may be a counter ion for neutralizing the charge, and may be included in Za as a whole compound.
  • Z 1 is preferably a sulfonate ion, a carboxylate ion, a tetrafluoroborate ion, a hexafluorophosphate ion, a hexafluoroantimonate ion, a p-toluenesulfonate ion, or a perchlorate ion.
  • Fluorophosphate ions or hexafluoroantimonate ions are more preferred.
  • R 1 is more preferably a group represented by the following formula (5) from the viewpoint of color development.
  • R 15 and R 16 each independently represent a hydrogen atom, an alkyl group or an aryl group
  • E represents an onium group
  • * represents L in Formula 1 or Formula 1-A. Represents a bonding site to an oxygen atom.
  • the alkyl group represented by R 15 or R 16 is the same as the alkyl group in R 2 to R 9 and R 0 , and the preferred embodiment is also the same as the preferred embodiment of the alkyl group in R 2 to R 9 and R 0 .
  • the aryl group represented by R 15 or R 16 is the same as the aryl group for R 0 , and the preferred embodiment is also the same as the preferred embodiment for the aryl group for R 0 .
  • the onium group represented by E is the same as the onium group for R 23 , and the preferred embodiment is also the same as the preferred embodiment of the onium group for R 23 .
  • the onium group represented by E is preferably a pyridinium group represented by the following formula (6).
  • R 17 represents a halogen atom, an alkyl group, an aryl group, hydroxy group or alkoxy group, if R 17 there are a plurality, the plurality of R 17 may be the same or different, or a plurality of R 17 may combine to form a ring.
  • n2 represents an integer of 0 to 4.
  • R 18 represents an alkyl group or an aryl group.
  • Z b represents a counter ion for neutralizing a charge.
  • Alkyl group or aryl group represented by R 17 or R 18 is the same as the aryl group in the alkyl group, or R 0 in R 2 ⁇ R 9 and R 0, a preferred embodiment also the R 2 ⁇ R 9 and R 0 It is the same as the preferred embodiment of the alkyl group or the aryl group for R 0 .
  • the alkoxy group represented by R 17 is preferably an alkoxy group having 1 to 10 carbon atoms, and includes a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group and a tert-butoxy group.
  • No. n2 is preferably 0.
  • Counterions to neutralize the charge represented by Z b is the same as Z 1 in the formula (1-7), preferred embodiments are also the same as the preferred embodiment of Z 1 in formula (1-7) .
  • TsO 2 — represents a tosylate anion
  • ⁇ represents a bonding site to an oxygen atom represented by L in Formula 1 or Formula 1-A.
  • R 1 is an aryl group or a linear alkyl group
  • R 1 is preferably a group represented by the following formula (2-1).
  • ⁇ represents a bonding site to the sulfur atom represented by L in the formula 1 or 1-A
  • R 21 each independently represents a hydrogen atom, an alkyl group or an aryl group.
  • R 22 represents an aryl group, an alkenyl group, an alkoxy group or an onium group.
  • R 1 bonded to N is preferably a group represented by the following formula (3-1).
  • ⁇ represents a bonding site to the nitrogen atom contained in L in the formula 1 or 1-A
  • X 1 and X 2 each independently represent an oxygen atom or a sulfur atom
  • Y represent a group represented by the above formula (2-1).
  • the alkyl group, aryl group, alkenyl group, alkoxy group and onium group represented by R 21 and R 22 are represented by the above formulas (1-1) to (1-7).
  • the description of the alkyl group, aryl group, alkenyl group, alkoxy group and onium group described above can be used.
  • L represents a sulfur atom or —NR 10 — and R 10 represents a hydrogen atom, an alkyl group, or an aryl group from the viewpoint of improving printing durability.
  • R 1 in the above formulas 1 and 1-A is preferably a group represented by the following formula 2. Further, the group represented by the above formula 2 is preferably a group in which the R Z —O bond in the formula 2 is cleaved by infrared exposure.
  • R Z represents an alkyl group
  • the wavy line represents a bonding site with the group represented by L in Formula 1 or Formula 1-A.
  • the alkyl group represented by R Z is the same as the preferred embodiment of the alkyl group for R 2 to R 9 and R 0 described above. From the viewpoints of color developability and UV printing durability of the resulting lithographic printing plate, the alkyl group is preferably a secondary alkyl group or a tertiary alkyl group, and is preferably a tertiary alkyl group. Is preferred.
  • the alkyl group is preferably an alkyl group having 1 to 8 carbon atoms, and is preferably a branched alkyl group having 3 to 10 carbon atoms. It is more preferably an alkyl group, further preferably a branched alkyl group having 3 to 6 carbon atoms, particularly preferably an isopropyl group or a tert-butyl group, and most preferably a t-butyl group.
  • ⁇ represents a bonding site to L in Formula 1 or Formula 1-A.
  • infrared absorbing agent that is decomposed by infrared exposure
  • those described in JP-T-2008-544322 or WO 2016/027886 can be suitably used.
  • One infrared absorber may be used alone, or two or more infrared absorbers may be used in combination. Further, a pigment and a dye may be used in combination as an infrared absorber.
  • the content of the infrared absorbent in the image recording layer is preferably from 0.1% by mass to 10.0% by mass, more preferably from 0.5% by mass to 5.0% by mass, based on the total mass of the image recording layer. preferable.
  • the image recording layer further includes polymer particles different from the specific particles.
  • the polymer particles are particles different from the specific particles described above. That is, the polymer particles do not have at least one of the structural unit formed by the aromatic vinyl compound and the structural unit formed by the acrylonitrile compound, or the particles that are not formed into particles by the surfactant. It is.
  • the polymer particles may be selected from the group consisting of thermoplastic polymer particles, heat-reactive polymer particles, polymer particles having a polymerizable group, microcapsules containing a hydrophobic compound, and microgels (crosslinked polymer particles). preferable. Among them, polymer particles or microgels having a polymerizable group are preferable.
  • the polymer particles comprise at least one ethylenically unsaturated polymerizable group. Due to the presence of such polymer particles, the effect of improving the printing durability of exposed portions and the on-press developability of unexposed portions can be obtained. Further, the polymer particles are preferably thermoplastic polymer particles.
  • thermoplastic polymer particles Research Disclosure No. 1 of January 1992 can be used.
  • Thermoplastic polymer particles described in JP-A-33303, JP-A-9-123387, JP-A-9-131850, JP-A-9-171249, JP-A-9-171250 and European Patent No. 931647 are preferred.
  • Specific examples of the polymer constituting the thermoplastic polymer particles include ethylene, styrene, vinyl chloride, methyl acrylate, ethyl acrylate, methyl methacrylate, ethyl methacrylate, vinylidene chloride, acrylonitrile, vinyl carbazole, and a polyalkylene structure.
  • thermoplastic polymer particles is preferably from 0.01 ⁇ m to 3.0 ⁇ m.
  • heat-reactive polymer particles examples include polymer particles having a heat-reactive group.
  • the heat-reactive polymer particles form a hydrophobic region by cross-linking due to a heat reaction and a change in a functional group at that time.
  • the heat-reactive group in the polymer particles having a heat-reactive group may be any functional group that performs any reaction as long as a chemical bond is formed, but is preferably a polymerizable group.
  • An ethylenically unsaturated group for example, acryloyl group, methacryloyl group, vinyl group, allyl group, etc.
  • a cationically polymerizable group for example, vinyl group, vinyloxy group, epoxy group, oxetanyl group, etc.
  • an epoxy group, a vinyloxy group and a functional group having an active hydrogen atom which is a reaction partner thereof for example, an amino group, a hydroxy group, a carboxy group, etc.
  • a carboxy group for performing a condensation reaction and A hydroxy or amino group as a reaction partner, an acid anhydride for performing a ring-opening addition reaction, and an amino acid as a reaction partner.
  • an ethylenically unsaturated group for example, acryloy
  • microcapsules are obtained by encapsulating at least a part of the components of the image recording layer in microcapsules as described in JP-A-2001-277740 and JP-A-2001-277742.
  • the components of the image recording layer can be contained outside the microcapsules.
  • the image recording layer containing microcapsules has a structure in which hydrophobic constituents are encapsulated in microcapsules and hydrophilic constituents are contained outside the microcapsules.
  • the microgel (crosslinked polymer particles) can contain a part of the constituent components of the image recording layer on at least one of the surface and the inside.
  • a reactive microgel having a radical polymerizable group on its surface is preferable from the viewpoint of image formation sensitivity and printing durability.
  • a known method can be applied to microencapsulate or microgel the components of the image recording layer.
  • a polyvalent isocyanate compound which is an adduct of a polyhydric phenol compound having two or more hydroxy groups in a molecule and isophorone diisocyanate And those obtained by the reaction of a compound having active hydrogen.
  • a compound having a plurality of benzene rings having a phenolic hydroxy group is preferable.
  • the compound having the compound having active hydrogen a polyol compound or a polyamine compound is preferable, a polyol compound is more preferable, and at least one compound selected from the group consisting of propylene glycol, glycerin and trimethylolpropane is further preferable.
  • Examples of the resin particles obtained by the reaction of a polyvalent isocyanate compound which is an adduct of a polyhydric phenol compound having two or more hydroxy groups in the molecule with isophorone diisocyanate and a compound having active hydrogen are disclosed in JP-A-2012 Preferred are polymer particles described in paragraphs 0032 to 0095 of JP-A-206495.
  • the polymer particles have a hydrophobic main chain, and i) a constituent unit having a pendant cyano group directly bonded to the hydrophobic main chain, and ii) It preferably contains both structural units having pendant groups containing hydrophilic polyalkylene oxide segments.
  • the hydrophobic main chain is preferably an acrylic resin chain.
  • Preferred examples of the pendant cyano group include-[CH 2 CH (C ⁇ N)-] or-[CH 2 C (CH 3 ) (C ⁇ N)-].
  • the constituent unit having a pendant cyano group can be easily derived from an ethylenically unsaturated monomer such as acrylonitrile or methacrylonitrile, or a combination thereof.
  • alkylene oxide in the hydrophilic polyalkylene oxide segment ethylene oxide or propylene oxide is preferable, and ethylene oxide is more preferable.
  • the number of repeating alkylene oxide structures in the hydrophilic polyalkylene oxide segment is preferably from 10 to 100, more preferably from 25 to 75, and even more preferably from 40 to 50.
  • a structural unit having a hydrophobic main chain and i) having a pendant cyano group directly bonded to the hydrophobic main chain, and ii) a structural unit having a pendant group including a hydrophilic polyalkylene oxide segment Preferred examples of the resin particles containing are those described in paragraphs 0039 to 0068 of JP-T-2008-503365.
  • the average particle size of the polymer particles is preferably 0.01 ⁇ m to 3.0 ⁇ m, more preferably 0.03 ⁇ m to 2.0 ⁇ m, and still more preferably 0.10 ⁇ m to 1.0 ⁇ m. In this range, good resolution and stability over time can be obtained.
  • the average primary particle size of each of the particles in the present disclosure is measured by a light scattering method, or an electron micrograph of the particles is taken, and the total particle size of the particles is measured on the photograph to be 5,000. The value shall be calculated.
  • the particle diameter value of the spherical particles having the same particle area as the particle area on the photograph is defined as the particle diameter.
  • the average particle size in the present disclosure is a volume average particle size unless otherwise specified.
  • the content of the polymer particles is preferably 5% by mass to 90% by mass based on the total mass of the image recording layer.
  • the image recording layer used in the present disclosure preferably contains an acid coloring agent.
  • the “acid color former” used in the present disclosure means a compound having a property of developing a color when heated while receiving an electron accepting compound (for example, a proton such as an acid).
  • an electron accepting compound for example, a proton such as an acid.
  • the acid coloring agent in particular, it has a partial skeleton such as lactone, lactam, sultone, spiropyran, ester, and amide, and when contacted with an electron accepting compound, these partial skeletons are rapidly opened or cleaved. Compounds are preferred.
  • Such acid color formers include 3,3-bis (4-dimethylaminophenyl) -6-dimethylaminophthalide (referred to as “crystal violet lactone”), 3,3-bis (4- Dimethylaminophenyl) phthalide, 3- (4-dimethylaminophenyl) -3- (4-diethylamino-2-methylphenyl) -6-dimethylaminophthalide, 3- (4-dimethylaminophenyl) -3- (1 , 2-Dimethylindol-3-yl) phthalide, 3- (4-dimethylaminophenyl) -3- (2-methylindol-3-yl) phthalide, 3,3-bis (1,2-dimethylindol-3) -Yl) -5-dimethylaminophthalide, 3,3-bis (1,2-dimethylindol-3-yl) -6-dimethylaminophthalide, 3,3-bi (9-ethylcarba
  • the acid color former used in the present disclosure may be at least one compound selected from the group consisting of a spiropyran compound, a spirooxazine compound, a spirolactone compound, and a spirolactam compound, from the viewpoint of coloration.
  • a spiropyran compound a spirooxazine compound, a spirolactone compound, and a spirolactam compound, from the viewpoint of coloration.
  • the hue of the dye after coloring is preferably green, blue or black from the viewpoint of visibility.
  • ETAC, S-205, BLACK305, BLACK400, BLACK100, BLACK500, H-7001, GREEN300, NIRBLACK78, H-3035, ATP, H-1046, H-2114, GREEN-DCF, Blue-63 , GN-169, and crystal violet lactone are preferable because the visible light absorption of the formed film is good.
  • the acid colorants may be used alone or in combination of two or more.
  • the content of the acid colorant is preferably 0.5% by mass to 10% by mass, more preferably 1% by mass to 5% by mass, based on the total mass of the image recording layer.
  • the image recording layer used in the present disclosure may contain a chain transfer agent.
  • the chain transfer agent contributes to improving the printing durability of the lithographic printing plate.
  • a thiol compound is preferable, a thiol compound having 7 or more carbon atoms is more preferable from the viewpoint of a boiling point (difficulty of volatilization), and a compound having a mercapto group on an aromatic ring (aromatic thiol compound) is further preferable.
  • the thiol compound is preferably a monofunctional thiol compound.
  • chain transfer agent examples include the following compounds.
  • the content of the chain transfer agent is preferably 0.01% by mass to 50% by mass, more preferably 0.05% by mass to 40% by mass, and more preferably 0.1% by mass to 30% by mass based on the total mass of the image recording layer. % Is more preferred.
  • the image recording layer may contain a sensitizing agent such as a phosphonium compound, a nitrogen-containing low molecular weight compound, or an ammonium group-containing polymer in order to improve the inking property.
  • a sensitizing agent such as a phosphonium compound, a nitrogen-containing low molecular weight compound, or an ammonium group-containing polymer
  • these compounds function as a surface coating agent for the inorganic layered compound, and can suppress a decrease in the inking property of the inorganic layered compound during printing.
  • the sensitizer it is preferable to use a phosphonium compound, a nitrogen-containing low-molecular compound, and an ammonium group-containing polymer in combination, and it is preferable to use a phosphonium compound, a quaternary ammonium salt, and an ammonium group-containing polymer in combination. Is more preferred.
  • nitrogen-containing low molecular weight compound examples include amine salts and quaternary ammonium salts. Further, imidazolinium salts, benzimidazolinium salts, pyridinium salts, and quinolinium salts are also included. Among them, quaternary ammonium salts and pyridinium salts are preferred.
  • tetramethylammonium hexafluorophosphate
  • tetrabutylammonium hexafluorophosphate
  • dodecyltrimethylammonium p-toluenesulfonate
  • benzyltriethylammonium hexafluorophosphate
  • benzyldimethyloctylammonium hexafluorophosphate
  • the ammonium group-containing polymer may have an ammonium group in its structure, and is preferably a polymer containing (meth) acrylate having an ammonium group in a side chain as a copolymerization component in an amount of 5 mol% to 80 mol%.
  • Specific examples include the polymers described in paragraphs 0089 to 0105 of JP-A-2009-208458.
  • the ammonium salt-containing polymer preferably has a reduced specific viscosity (unit: ml / g) in the range of 5 to 120, preferably 10 to 110, determined according to the measuring method described in JP-A-2009-208458. Are more preferable, and those in the range of 15 to 100 are particularly preferable.
  • Mw weight average molecular weight
  • the content of the sensitizer is preferably 1% by mass to 40.0% by mass, more preferably 2% by mass to 25.0% by mass, and more preferably 3% by mass to 20% by mass based on the total mass of the image recording layer. % Is more preferred.
  • the image recording layer used in the present disclosure may include a development accelerator.
  • a hydrophilic high molecular compound or a hydrophilic low molecular compound is preferable.
  • a hydrophilic high molecular compound refers to a compound having a molecular weight (weight average molecular weight when having a molecular weight distribution) of 3,000 or more
  • a hydrophilic low molecular compound refers to a molecular weight (weight average when having a molecular weight distribution). Molecular weight) of less than 3,000.
  • hydrophilic polymer compound examples include a cellulose compound and polyvinyl alcohol, and a cellulose compound is preferable.
  • examples of the cellulose compound include cellulose or a compound in which at least a part of cellulose is modified (modified cellulose compound), and a modified cellulose compound is preferable.
  • modified cellulose compound a compound in which at least a part of the hydroxyl group of cellulose is substituted by at least one selected from the group consisting of an alkyl group and a hydroxyalkyl group is preferably exemplified.
  • an alkyl cellulose compound or a hydroxyalkyl cellulose compound is preferable, and a hydroxyalkyl cellulose compound is more preferable.
  • Preferred examples of the alkyl cellulose compound include methyl cellulose.
  • Preferred examples of the hydroxyalkyl cellulose compound include hydroxypropyl cellulose.
  • the molecular weight of the hydrophilic polymer compound (weight average molecular weight when it has a molecular weight distribution) is preferably from 3,000 to 300,000, more preferably from 10,000 to 150,000.
  • hydrophilic low molecular weight compound examples include a glycol compound, a polyol compound, an organic amine compound, an organic sulfonic acid compound, an organic sulfamine compound, an organic sulfate compound, an organic phosphonic acid compound, an organic carboxylic acid compound, and a betaine compound. , An organic sulfonic acid compound or a betaine compound.
  • glycol compound examples include glycols such as ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, and tripropylene glycol, and ether or ester derivatives of these compounds.
  • examples of the polyol compound include glycerin, pentaerythritol, tris (2-hydroxyethyl) isocyanurate and the like.
  • examples of the organic amine compound include triethanolamine, diethanolamine, monoethanolamine, and the like, and salts thereof.
  • Examples of the organic sulfonic acid compound include alkyl sulfonic acid, toluene sulfonic acid, benzene sulfonic acid and the like, and salts thereof, and an alkyl sulfonic acid having an alkyl group having 8 to 20 carbon atoms is preferable.
  • Examples of the organic sulfamine compound include alkylsulfamic acid and the like and salts thereof.
  • Examples of the organic sulfate compound include alkyl sulfate, alkyl ether sulfate, and the like, and salts thereof.
  • Examples of the organic phosphonic acid compound include phenylphosphonic acid and the like and salts thereof.
  • organic carboxylic acid compound examples include tartaric acid, oxalic acid, citric acid, malic acid, lactic acid, gluconic acid, and the like, and salts thereof.
  • betaine compound examples include a phosphobetaine compound, a sulfobetaine compound, a carboxybetaine compound and the like, and preferably a trimethylglycine.
  • the molecular weight of the hydrophilic low molecular weight compound (weight average molecular weight if it has a molecular weight distribution) is preferably 50 or more and less than 3,000, more preferably 100 to 1,000.
  • the content of the development accelerator based on the total mass of the image recording layer is preferably from 0.1% by mass to 20% by mass, more preferably from 0.5% by mass to 15% by mass, and more preferably from 1% by mass to 10% by mass. % By mass or less is more preferable.
  • the image recording layer may contain, as other components, a surfactant, a polymerization inhibitor, a higher fatty acid derivative, a plasticizer, inorganic particles, an inorganic layer compound, and the like. Specifically, the description in paragraphs 0114 to 0159 of JP-A-2008-284817 can be referred to.
  • the image recording layer in the lithographic printing plate precursor according to the present disclosure is coated, for example, by dispersing or dissolving the necessary components described above in a known solvent, as described in paragraphs 0142 to 0143 of JP-A-2008-195018.
  • a liquid can be formed by preparing a liquid, applying a coating liquid on a support by a known method such as coating with a bar coater, and drying.
  • the coating amount (solid content) of the image recording layer after coating and drying varies depending on the use, but is preferably from 0.3 g / m 2 to 3.0 g / m 2 . Within this range, good sensitivity and good film properties of the image recording layer can be obtained.
  • As the solvent a known solvent can be used.
  • the solvents may be used alone or in combination of two or more.
  • the solid content concentration in the coating solution is preferably from 1% by mass to 50% by mass.
  • the coating amount (solid content) of the image recording layer after coating and drying varies depending on the application, but from the viewpoint of obtaining good sensitivity and good film properties of the image recording layer, 0.3 g / m 2 to 3.0 g / m. m 2 is preferred.
  • the thickness of the image recording layer in the lithographic printing plate precursor according to the present disclosure is preferably from 0.1 ⁇ m to 5.0 ⁇ m, and more preferably from 0.3 ⁇ m to 2.0 ⁇ m.
  • the thickness of each layer in the lithographic printing plate precursor is determined by preparing a slice cut in a direction perpendicular to the surface of the lithographic printing plate precursor, and observing a cross section of the slice with a scanning microscope (SEM). Confirmed by
  • the lithographic printing plate precursor according to the present disclosure preferably further has an overcoat layer (sometimes referred to as a “protective layer”) on the side of the image recording layer opposite to the support.
  • the thickness of the overcoat layer is preferably larger than the thickness of the image recording layer.
  • the overcoat layer has a function of preventing damage to the image recording layer and a function of preventing ablation at the time of high-intensity laser exposure, in addition to a function of suppressing an image formation inhibition reaction by blocking oxygen.
  • the overcoat layer having such characteristics is described in, for example, US Pat. No. 3,458,311 and Japanese Patent Publication No. 55-49729.
  • the low oxygen permeable polymer used for the overcoat layer any of a water-soluble polymer and a water-insoluble polymer can be appropriately selected and used, and if necessary, a mixture of two or more types may be used.
  • the water-soluble polymer is a solution in which 1 g or more is dissolved in 100 g of pure water at 70 ° C., and a solution in which 1 g of the polymer is dissolved in 70 ° C.
  • the water-soluble polymer used in the overcoat layer include polyvinyl alcohol, modified polyvinyl alcohol, polyvinyl pyrrolidone, a water-soluble cellulose derivative, polyethylene glycol, poly (meth) acrylonitrile, and the like.
  • modified polyvinyl alcohol an acid-modified polyvinyl alcohol having a carboxy group or a sulfo group is preferably used. Specific examples include modified polyvinyl alcohols described in JP-A-2005-250216 and JP-A-2006-259137.
  • the above water-soluble polymers it is preferable to include polyvinyl alcohol, and it is more preferable to include polyvinyl alcohol having a saponification degree of 50% or more.
  • the saponification degree is preferably at least 60%, more preferably at least 70%, even more preferably at least 85%.
  • the upper limit of the degree of saponification is not particularly limited, and may be 100% or less.
  • the saponification degree is measured according to the method described in JIS K 6726: 1994.
  • an embodiment containing polyvinyl alcohol and polyethylene glycol is also preferably exemplified.
  • the content of the water-soluble polymer with respect to the total mass of the overcoat layer is preferably 10% by mass to 99% by mass, and more preferably 30% by mass to 95% by mass. More preferably, the content is more preferably 50% by mass to 90% by mass.
  • the overcoat layer may contain an inorganic layered compound in order to enhance oxygen barrier properties.
  • the inorganic layered compound is a particle having a thin tabular shape, for example, a group of mica such as natural mica and synthetic mica, talc, teniolite, montmorillonite, saponite, hectotype represented by the formula: 3MgO.4SiO.H 2 O Light, zirconium phosphate and the like.
  • the inorganic layer compound preferably used is a mica compound.
  • Examples of the mica compound include a compound represented by the formula: A (B, C) 2-5 D 4 O 10 (OH, F, O) 2 [where A is any of K, Na, and Ca; One of Fe (II), Fe (III), Mn, Al, Mg, and V, and D is Si or Al. ] Mica groups such as natural mica and synthetic mica.
  • natural mica includes muscovite, soda mica, phlogopite, biotite and scale mica.
  • synthetic mica include non-swelling mica such as fluorophlogopite mica 3 (AlSi 3 O 10 ) F 2 , potassium tetrasilicic mica KMg 2.5 Si 4 O 10 ) F 2 , and Na tetrasilic mica NaMg 2.
  • the lattice layer has a shortage of positive charges, and cations such as Li + , Na + , Ca 2+ , and Mg 2+ are adsorbed between the layers to compensate for the shortage.
  • the cations interposed between these layers are called exchangeable cations and can exchange with various cations.
  • the shape of the mica compound is preferably as thin as possible, and the planar size is preferably as large as not to impair the smoothness of the coated surface and the transmittance of active light. Therefore, the aspect ratio is preferably 20 or more, more preferably 100 or more, and particularly preferably 200 or more.
  • the aspect ratio is the ratio of the major axis to the thickness of the particle, and can be measured, for example, from a projection of a particle by a micrograph. The greater the aspect ratio, the greater the effect obtained.
  • the average particle diameter of the mica compound is preferably 0.3 ⁇ m to 20 ⁇ m, more preferably 0.5 ⁇ m to 10 ⁇ m, and particularly preferably 1 ⁇ m to 5 ⁇ m.
  • the average thickness of the particles is preferably 0.1 ⁇ m or less, more preferably 0.05 ⁇ m or less, particularly preferably 0.01 ⁇ m or less.
  • the preferred embodiment has a thickness of about 1 nm to 50 nm and a plane size (major axis) of about 1 ⁇ m to 20 ⁇ m.
  • the content of the inorganic layered compound is preferably from 1% by mass to 60% by mass, more preferably from 3% by mass to 50% by mass, based on the total solid content of the overcoat layer. Even when a plurality of types of inorganic layered compounds are used in combination, the total amount of the inorganic layered compounds is preferably the above-mentioned content. Within the above range, oxygen barrier properties are improved, and good sensitivity is obtained. Further, it is possible to prevent a decrease in the inking property.
  • the overcoat layer may contain known additives such as a plasticizer for imparting flexibility, a surfactant for improving coating properties, and inorganic particles for controlling surface slipperiness. Further, the sensitizer described in the image recording layer may be contained in the overcoat layer.
  • the overcoat layer is applied by a known method.
  • the coating amount of the overcoat layer (solid content) is preferably from 0.01g / m 2 ⁇ 10g / m 2, more preferably 0.02g / m 2 ⁇ 3g / m 2, 0.02g / m 2 ⁇ 1g / m 2 is particularly preferred.
  • the thickness of the overcoat layer in the lithographic printing plate precursor according to the present disclosure is preferably 0.01 ⁇ m to 5.0 ⁇ m, and more preferably 0.1 ⁇ m to 1.0 ⁇ m.
  • the thickness of the overcoat layer in the lithographic printing plate precursor according to the present disclosure is preferably from 0.01 to 5 times, and preferably from 0.1 to 1 times, the film thickness of the image recording layer. Is more preferred.
  • the lithographic printing plate precursor according to the present disclosure preferably has an undercoat layer (sometimes called an intermediate layer) between the image recording layer and the support.
  • the undercoat layer enhances the adhesion between the support and the image recording layer in the exposed area, and easily peels off the image recording layer from the support in the unexposed area, while suppressing a decrease in printing durability. It contributes to improving developability.
  • the undercoat layer functions as a heat insulating layer, which also has the effect of preventing heat generated by exposure from diffusing to the support and lowering the sensitivity.
  • Examples of the compound used for the undercoat layer include a polymer having an adsorptive group and a hydrophilic group that can be adsorbed on the support surface. In order to improve the adhesion to the image recording layer, a polymer having an adsorptive group and a hydrophilic group and further having a crosslinkable group is preferable.
  • the compound used for the undercoat layer may be a low molecular compound or a polymer. The compounds used in the undercoat layer may be used as a mixture of two or more as necessary.
  • the compound used in the undercoat layer is a polymer
  • a copolymer of a monomer having an adsorptive group, a monomer having a hydrophilic group, and a monomer having a crosslinkable group is preferable.
  • the adsorptive group that can be adsorbed on the support surface include a phenolic hydroxy group, a carboxy group, —PO 3 H 2 , —OPO 3 H 2 , —CONHSO 2 —, —SO 2 NHSO 2 —, and —COCH 2 COCH 3. Is preferred.
  • the hydrophilic group a sulfo group or a salt thereof, and a salt of a carboxy group are preferable.
  • the polymer may have a polar substituent of the polymer, a substituent having a countercharge with the polar substituent and a crosslinkable group introduced by salt formation with a compound having an ethylenically unsaturated bond, Other monomers, preferably hydrophilic monomers, may be further copolymerized.
  • a silane coupling agent having an addition-polymerizable ethylenic double bond reactive group described in JP-A-10-282679 and an ethylenic double bond described in JP-A-2-304441 are disclosed.
  • a preferred example is a phosphorus compound having a heavy bond reactive group.
  • Low-molecular or high-molecular compounds having a functional group and a hydrophilic group that interact with the surface are also preferably used. More preferred are high-molecular polymers having an adsorptive group, a hydrophilic group and a crosslinkable group that can be adsorbed on the support surface described in JP-A-2005-125749 and JP-A-2006-188038.
  • the content of the ethylenically unsaturated bonding group in the polymer used for the undercoat layer is preferably 0.1 mmol to 10.0 mmol, more preferably 0.2 mmol to 5.5 mmol, per 1 g of the polymer.
  • the weight average molecular weight (Mw) of the polymer used for the undercoat layer is preferably 5,000 or more, more preferably 10,000 to 300,000.
  • the undercoat layer is, in addition to the undercoat layer compound described above, a chelating agent, a secondary or tertiary amine, a polymerization inhibitor, an amino group or a functional group having a polymerization inhibiting ability, and a support surface in order to prevent contamination with time.
  • a chelating agent such as 1,4-diazabicyclo [2.2.2] octane (DABCO), 2,3,5,6-tetrahydroxy-p-quinone, chloranil, sulfophthalic acid, Ethylethylenediaminetriacetic acid, dihydroxyethylethylenediaminediacetic acid, hydroxyethyliminodiacetic acid, etc.
  • the undercoat layer is applied by a known method.
  • the coating amount (solid content) of the undercoat layer is preferably from 0.1 mg / m 2 to 100 mg / m 2, more preferably from 1 mg / m 2 to 30 mg / m 2 .
  • the lithographic printing plate precursor according to the present disclosure is subjected to image exposure and development processing to produce a lithographic printing plate.
  • the method for producing a lithographic printing plate according to the present disclosure includes a step of imagewise exposing the on-press development type lithographic printing plate precursor according to the present disclosure (hereinafter, also referred to as an “exposure step”), a printing ink and a dampening unit.
  • a step of supplying at least one selected from the group consisting of water to remove an image recording layer in a non-image area on a printing press hereinafter, also referred to as an “on-press development step”.
  • the lithographic printing method according to the present disclosure includes a step of exposing the on-press development type lithographic printing plate precursor according to the present disclosure imagewise (exposure step), and at least one selected from the group consisting of a printing ink and a fountain solution. Supplying the image recording layer of the non-image portion on a printing press to produce a lithographic printing plate (on-press development process); and printing (printing process) with the obtained lithographic printing plate.
  • On-press development process to produce a lithographic printing plate (on-press development process)
  • printing printing process
  • the lithographic printing plate precursor according to the present disclosure can be developed with a developer.
  • the exposure step and the on-press development step in the method for preparing a lithographic printing plate will be described, but the exposure step in the method for preparing a lithographic printing plate according to the present disclosure is the same as the exposure step in the lithographic printing method according to the present disclosure.
  • the on-press development step in the lithographic printing plate manufacturing method according to the present disclosure is the same as the on-press development step in the lithographic printing method according to the present disclosure.
  • the method for preparing a lithographic printing plate according to the present disclosure preferably includes an exposure step of exposing the lithographic printing plate precursor according to the present disclosure imagewise to form an exposed portion and an unexposed portion.
  • the lithographic printing plate precursor according to the present disclosure is preferably exposed imagewise by laser exposure through a transparent original having a line image, a halftone dot image, or the like, or by laser beam scanning using digital data.
  • the wavelength of the light source is preferably from 750 nm to 1,400 nm.
  • a solid-state laser and a semiconductor laser that emit infrared rays are suitable.
  • the output is preferably 100 mW or more, the exposure time per pixel is preferably within 20 microseconds, and the irradiation energy amount is 10 mJ / cm 2 to 300 mJ / cm 2. preferable. Further, it is preferable to use a multi-beam laser device in order to shorten the exposure time.
  • the exposure mechanism may be any of an internal drum system, an external drum system, a flatbed system, and the like. Image exposure can be performed by a conventional method using a plate setter or the like. In the case of on-press development, after the lithographic printing plate precursor is mounted on the printing press, image exposure may be performed on the printing press.
  • the method for preparing a lithographic printing plate according to the present disclosure includes an on-press development step of supplying at least one selected from the group consisting of a printing ink and a fountain solution to remove an image recording layer of a non-image portion on a printing press. It is preferred to include.
  • the on-press development method will be described below.
  • an imagewise exposed lithographic printing plate precursor is supplied with an oil-based ink and an aqueous component on a printing press, and the image recording layer in the non-image area is removed to produce a lithographic printing plate.
  • the lithographic printing plate precursor is directly mounted on a printing machine without any development processing, or, after the lithographic printing plate precursor is mounted on a printing machine, image exposure is performed on the printing machine.
  • an uncured image recording layer is formed in a non-image portion at an early stage during printing by one or both of the supplied oil-based ink and the aqueous component. It is removed by dissolution or dispersion, and a hydrophilic surface is exposed at that portion. On the other hand, in the exposed portion, the image recording layer cured by exposure forms an oil-based ink receiving portion having a lipophilic surface.
  • An oil-based ink or an aqueous component may be supplied to the plate first, but the oil-based ink is supplied first in order to prevent the aqueous component from being contaminated by the components of the image recording layer from which the aqueous component has been removed. Is preferred.
  • the lithographic printing plate precursor is developed on-press on a printing press and used as is for printing a large number of sheets.
  • the oil-based ink and the aqueous component a normal printing ink for lithographic printing and a fountain solution are suitably used.
  • the wavelength of the light source is preferably from 300 nm to 450 nm or from 750 nm to 1,400 nm.
  • a light source having a wavelength of 300 nm to 450 nm a lithographic printing plate precursor containing a sensitizing dye having an absorption maximum in this wavelength region in an image recording layer is preferably used, and the light source having a wavelength of 750 nm to 1,400 nm is preferably as described above. Used.
  • a semiconductor laser is preferable.
  • a lithographic printing method includes a printing step of printing a recording medium by supplying printing ink to a lithographic printing plate.
  • the printing ink is not particularly limited, and various known inks can be used as desired. Further, as the printing ink, an oil-based ink or an ultraviolet-curable ink (UV ink) is preferably exemplified.
  • a dampening solution may be supplied as needed. Further, the printing step may be performed continuously to the on-press development step without stopping the printing press.
  • the recording medium is not particularly limited, and a known recording medium can be used as desired.
  • the lithographic printing In the method of preparing a lithographic printing plate from the lithographic printing plate precursor according to the present disclosure, and the lithographic printing method according to the present disclosure, if necessary, before the exposure, during the exposure, between the exposure and the development, the lithographic printing The entire surface of the plate master may be heated. By such heating, an image forming reaction in the image recording layer is promoted, and advantages such as improvement in sensitivity and printing durability, stabilization of sensitivity, and the like may be generated. Heating before development is preferably performed under mild conditions of 150 ° C. or less. According to the above aspect, problems such as hardening of the non-image portion can be prevented. It is preferable to use very strong conditions for heating after development, and it is preferable that the temperature be in the range of 100 ° C. to 500 ° C. When the content is in the above range, a sufficient image strengthening effect can be obtained, and problems such as deterioration of the support and thermal decomposition of the image portion can be suppressed.
  • the molecular weight is the weight average molecular weight (Mw), and the ratio of the constituent repeating units is a mole percentage.
  • Mw weight average molecular weight
  • the weight average molecular weight (Mw) is a value measured as a polystyrene equivalent value by gel permeation chromatography (GPC).
  • etching on the grained surface was about 3 g / m 2 .
  • the electrolytic solution was a 1% by mass aqueous solution of nitric acid (containing 0.5% by mass of aluminum ions), and the temperature of the solution was 50 ° C.
  • the AC power supply waveform is an electrochemical surface roughening process using a trapezoidal rectangular wave AC with a time TP until the current value reaches a peak from zero to a peak, a duty ratio of 1: 1, and a carbon electrode as a counter electrode.
  • Ferrite was used for the auxiliary anode.
  • the current density was 30 A / dm 2 at the peak value of the current, and 5% of the current flowing from the power supply was shunted to the auxiliary anode.
  • the amount of electricity in the nitric acid electrolysis was 175 C / dm 2 when the aluminum plate was an anode. Thereafter, water washing by spraying was performed.
  • nitric acid electrolysis was performed using a 0.5% by mass aqueous solution of hydrochloric acid (containing 0.5% by mass of aluminum ions) and an electrolytic solution at a liquid temperature of 50 ° C. under the conditions of an electric charge of 50 C / dm 2 when the aluminum plate was an anode.
  • Electrochemical surface roughening treatment was performed in the same manner as described above, and then water washing was performed by spraying.
  • a DC anodized film of 2.5 g / m 2 at a current density of 15 A / dm 2 was formed on an aluminum plate using a 15% by mass aqueous solution of sulfuric acid (containing 0.5% by mass of aluminum ions) at a liquid temperature of 54 ° C.
  • the average pore diameter (surface average pore diameter) in the surface layer of the anodized film was 10 nm.
  • the pore diameter of the surface layer of the anodic oxide film was measured using an ultra-high resolution type SEM (S-900, manufactured by Hitachi, Ltd.) using a relatively low accelerating voltage of 12 V and a deposition process for imparting conductivity. Without application, the surface was observed at a magnification of 150,000 times, and 50 pores were randomly extracted to obtain an average value. Standard error was less than ⁇ 10%.
  • a 2.5% by mass sodium silicate aqueous solution No. 3 was dipped at 50 ° C. for 7 seconds to perform a silicate treatment, followed by water washing by spraying.
  • a support was prepared.
  • the amount of Si attached was 11 mg / m 2 .
  • the coating solution for the image recording layer containing the polymer particles was prepared by mixing a photosensitive liquid in which the components shown in Tables 1 to 3 other than the polymer particles were mixed, and a polymer particle dispersion liquid as shown in Tables 1 to 3. It was adjusted by mixing and stirring just before coating so as to obtain a composition.
  • S-1 / S-2 / S-3 50/30/20 refer to 50 parts of compound S-1, 30 parts of compound S-2, and 30 parts of compound S-3. Are included in each case.
  • Examples 1 to 17 and Comparative Examples 1 to 3 ⁇ Preparation of lithographic printing plate precursor>
  • the lithographic printing plate precursors of Examples 1 to 17 and Comparative Examples 1 to 3 were respectively produced by the following methods.
  • the undercoat layer coating solution having the above composition was applied on the support so that the dry coating amount was 20 mg / m 2 to form an undercoat layer.
  • Each of the image recording layer coating solutions shown in Tables 1 to 3 was bar-coated on the undercoat layer, and oven-dried at 120 ° C. for 40 seconds to form an image recording layer having a dry coating amount of 1.0 g / m 2 . .
  • the coating solution for the image recording layer was prepared by mixing and stirring the polymer particles immediately before coating.
  • a protective layer coating solution having the above composition was coated on the image recording layer with a bar, followed by oven drying at 120 ° C. for 60 seconds to form a protective layer having a dry coating amount of 0.15 g / m 2 .
  • a protective layer coating solution having the above composition was coated on the image recording layer with a bar, followed by oven drying at 120 ° C. for 60 seconds to form a protective layer having a dry coating amount of 0.15 g / m 2 .
  • “None” when the protective layer was not formed and "Dry coating amount (g / m 2 )" when the protective layer was formed.
  • lithographic printing plate precursor prepared as described above was output by Kodak Magnus 800 Quantum equipped with an infrared semiconductor laser at an output of 27 W, an external drum rotation speed of 450 rpm, and a resolution of 2,400 dpi (dot per inch, 2.5 inches for 2.5 inches). (Irradiation energy of 110 mJ / cm 2 ).
  • the exposure image included a solid image and a chart of 3% halftone dots on an AM screen (Amplitude Modulation Screen).
  • On-press developability The exposed original plate obtained was mounted on a cylinder of a printing machine SX-74 manufactured by Heidelberg Co., Ltd. of Kikuchi size without development processing.
  • the printing press was connected to a 100 L dampening water circulation tank containing a nonwoven fabric filter and a temperature controller.
  • the dampening solution and the ink are supplied by the standard automatic printing start method, and then, at a printing speed of 10,000 sheets per hour, the paper is printed on Tokishi Art (Mitsubishi Paper Mills Co., Ltd., continuous weight: 76.5 kg) paper. 500 sheets were printed.
  • Tokishi Art Mitsubishi Paper Mills Co., Ltd., continuous weight: 76.5 kg
  • 500 sheets were printed.
  • the number of print sheets required until the ink was not transferred to the non-image area was measured as on-press developability. The measurement results are shown in Tables 1 to 3. In Tables 1 to 3, "100 or more sheets" indicates that development was not possible at the time when 100 sheets of printing paper were used.
  • Ink adhesion (Ink initial ink adhesion)
  • the lithographic printing plate was exposed under the same exposure conditions as in the above evaluation of the on-press development property (the exposed image included a solid image and a 50% halftone dot chart of a 20 ⁇ m dot FM screen). It was attached to the plate cylinder of a printing machine LITHRONE 26 manufactured by Komori Corporation.
  • (Binder polymer) B-1 Compound of the following structure
  • B-2 Compound of the following structure
  • B-3 Compound of the following structure
  • 50/50 and the like represent the content ratio (mass ratio) of each structural unit, and The subscript at the lower right of the parenthesis in the structure indicates the number of repetitions.
  • M-1 Tris (acryloyloxyethyl) isocyanurate, NK ester A-9300, manufactured by Shin-Nakamura Chemical Co., Ltd.
  • M-2 Dipentaerythritol pentaacrylate, SR-399, Sartomer M-3: Dipenta Erythritol hexaacrylate, A-DPH, Shin-Nakamura Chemical Co., Ltd.
  • M-4 dipentaerythritol pentaacrylate hexamethylene diisocyanate, urethane prepolymer, UA-510H, Kyoeisha Chemical Co., Ltd.
  • M-5 pentaerythritol tri Acrylate, M-306, manufactured by Toagosei Co., Ltd.
  • I-1 compound having the following structure
  • I-2 compound having the following structure
  • I-3 compounds of the following structure (structure, TsO - represents tosylate anion.)
  • K-1 Compound having the following structure
  • K-2 Compound having the following structure
  • K-3 Compound having the following structure (In the structure, Ph represents a phenyl group.)
  • K-4 Compound having the following structure
  • K-5 an infrared absorbent that decomposes by infrared exposure
  • K-6 an infrared absorbent that decomposes by infrared exposure
  • H-1 S-205 (manufactured by Fukui Yamada Chemical Industry Co., Ltd.)
  • H-2 GN-169 (manufactured by Yamamoto Kasei Co., Ltd.)
  • H-3 Black-XV (manufactured by Yamamoto Kasei Co., Ltd.)
  • H-4 Red-40 (manufactured by Yamamoto Kasei Co., Ltd.)
  • T-1 Tris (2-hydroxyethyl) isocyanurate
  • T-2 Hydroxypropylcellulose, Klucel M, manufactured by Hercules

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
  • Structural Engineering (AREA)
  • Optics & Photonics (AREA)
  • Thermal Sciences (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials For Photolithography (AREA)
  • Printing Plates And Materials Therefor (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)

Abstract

L'invention concerne des granules de précurseur de plaque d'impression lithographique de type à développement sous presse qui : contiennent une résine qui a une unité structurale qui est formée à partir d'un composé de vinyle aromatique et une unité structurale qui est formée à partir d'un composé d'acrylonitrile ; et ont été granulées au moyen d'un tensioactif. L'invention concerne un précurseur de plaque d'impression lithographique de type à développement sous presse qui comprend les granules précurseurs de plaque d'impression lithographique de type à développement sous presse. L'invention concerne également un procédé de production d'une plaque d'impression lithographique au moyen de ladite plaque originale d'impression lithographique. L'invention concerne également un procédé d'impression lithographique qui utilise le précurseur de plaque d'impression lithographique de type à développement sous presse.
PCT/JP2019/028068 2018-07-30 2019-07-17 Granules précurseurs de plaques d'impression lithographiques de type à développement sous presse, précurseur de plaque d'impression lithographique de type à développement sous presse, procédé de fabrication d'une plaque d'impression lithographique, et procédé d'impression lithographique WO2020026809A1 (fr)

Priority Applications (2)

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JP2020533409A JPWO2020026809A1 (ja) 2018-07-30 2019-07-17 機上現像型平版印刷版原版用粒子、機上現像型平版印刷版原版、平版印刷版の作製方法、及び、平版印刷方法
CN201980050521.9A CN112512823B (zh) 2018-07-30 2019-07-17 机上显影型平版印刷版原版用粒子、平版印刷版原版

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JP2018142863 2018-07-30
JP2018-142863 2018-07-30
JP2018205746 2018-10-31
JP2018-205746 2018-10-31

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WO2020026809A1 true WO2020026809A1 (fr) 2020-02-06

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Country Link
JP (1) JPWO2020026809A1 (fr)
CN (1) CN112512823B (fr)
WO (1) WO2020026809A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090269699A1 (en) * 2008-04-29 2009-10-29 Munnelly Heidi M On-press developable elements and methods of use
JP2011152711A (ja) * 2010-01-27 2011-08-11 Fujifilm Corp 平版印刷版原版及びその製版方法
JP2012088695A (ja) * 2010-09-24 2012-05-10 Fujifilm Corp 重合性組成物及びそれを用いた平版印刷版原版、並びに平版印刷方法
JP2012528749A (ja) * 2009-06-03 2012-11-15 イーストマン コダック カンパニー 画像化された要素の印刷機上現像
WO2018043259A1 (fr) * 2016-08-31 2018-03-08 富士フイルム株式会社 Composition colorante, précurseur de plaque d'impression lithographique, procédé de production de plaque d'impression lithographique, et composé

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5740275B2 (ja) * 2011-09-30 2015-06-24 富士フイルム株式会社 機上現像型の平版印刷版原版を用いる印刷方法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090269699A1 (en) * 2008-04-29 2009-10-29 Munnelly Heidi M On-press developable elements and methods of use
JP2012528749A (ja) * 2009-06-03 2012-11-15 イーストマン コダック カンパニー 画像化された要素の印刷機上現像
JP2011152711A (ja) * 2010-01-27 2011-08-11 Fujifilm Corp 平版印刷版原版及びその製版方法
JP2012088695A (ja) * 2010-09-24 2012-05-10 Fujifilm Corp 重合性組成物及びそれを用いた平版印刷版原版、並びに平版印刷方法
WO2018043259A1 (fr) * 2016-08-31 2018-03-08 富士フイルム株式会社 Composition colorante, précurseur de plaque d'impression lithographique, procédé de production de plaque d'impression lithographique, et composé

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CN112512823B (zh) 2023-04-04

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