Flexographic printing original plate, method for manufacturing flexographic printing plate, flexographic printing plate, and flexographic printing method

Abstract

Provided is a flexographic printing original plate in which at least a support (a) and a photosensitive resin composition layer (b) are laminated, wherein the photosensitive resin composition layer (b) contains a naphthenic hydrocarbon compound having a naphthene content of 60-80%, and <Condition 1> below is satisfied. <Condition 1> A cured product, obtained by molding a photosensitive resin composition, which constitutes the photosensitive resin composition layer (b), to a thickness of 1.5 mm and irradiating the top and bottom surfaces of the molded product with 3000 mJ of ultraviolet rays, has a Shore A hardness of 60-75, and the cured product has a storage modulus G' (MPa) and a loss modulus G" (MPa) satisfying expressions (1) and (2) below, as obtained by dynamic viscoelasticity measurement at -30°C and 2.5 Hz.　(1): 1.04≤G'+G"≤1.79 (2): 0.15≤G"≤0.30

Description

[Technical Field]

[0001] The present invention relates to a flexographic printing plate precursor, a method for manufacturing a flexographic printing plate, a flexographic printing plate, and a flexographic printing method. [Background technology]

[0002] Flexographic printing is an example of relief printing, in which a water-based ink or a solvent-based ink containing an ester solvent is supplied to the raised surface of a textured resin plate using an ink supply roll or the like, and the resin plate is then brought into contact with the substrate to be printed, transferring the ink on the raised surface to the substrate. In recent years, there has been a demand for flexographic printing plates capable of high-speed printing, especially in the carton paper printing market. Flexographic printing plates are more susceptible to wear during high-speed printing than during low-speed printing, so flexographic printing plates with high hardness are generally used. However, if the flexographic printing plate is too hard, the surface of the flexographic printing plate cannot completely conform to the minute irregularities on the carton paper surface, which can lead to poor ink transfer and the risk of blurring in solid image areas.

[0003] To address the above-mentioned problems, methods have been studied for improving the blurring of solid image areas by controlling the characteristics of flexographic printing plates. For example, Patent Document 1 proposes a technology for improving print density unevenness in flexographic printing by focusing on dynamic viscoelasticity properties instead of Shore A hardness, which is a static plate characteristic, and controlling the loss tangent (tan δ) of the photocured material contained in the flexographic printing plate within a predetermined range, based on the belief that print density unevenness in flexographic printing is caused by vibration of the flexographic printing plate during printing. Furthermore, Patent Document 2 proposes a technology that suppresses crushing of dot areas and improves the print density of solid image areas, even in high-resolution printed materials, by adjusting the hardness of cushioning material that is attached to the side of a flexographic printing plate opposite the side on which a relief image is formed. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] International Publication No. 2007 / 058163 [Patent Document 2] Japanese Patent Application Publication No. 2019-171730 Summary of the Invention [Problem to be solved by the invention]

[0005] However, the technology disclosed in Patent Document 1 was discovered during low-speed printing at a printing speed of 80 m / min, and the technology disclosed in Patent Document 2 is also a control technology for similar low-speed printing. Therefore, there is a problem in that sufficient research has not yet been conducted from the perspective of improving the blurring that occurs in solid image areas during high-speed printing at a printing speed of, for example, 450 m / min or more.

[0006] Therefore, an object of the present invention is to provide a flexographic printing plate precursor that can provide a flexographic printing plate that has excellent abrasion resistance and can suppress the occurrence of blurring in solid image areas, even during high-speed printing, for example, at a printing speed of 450 m / min or more. [Means for solving the problem]

[0007] As a result of extensive research into solving the above-mentioned problems, the present inventors have found that, in a flexographic printing original plate having a photosensitive resin composition layer containing a naphthenic hydrocarbon compound with a predetermined naphthene ratio, the above-mentioned problems can be solved by specifying the Shore A hardness and dynamic viscoelasticity properties of a cured product of the photosensitive resin composition layer to fall within predetermined numerical ranges, thereby completing the present invention. That is, the present invention is as follows.

[0008] [1] A flexographic printing original plate comprising at least a support (a) and a photosensitive resin composition layer (b) laminated together, The photosensitive resin composition layer (b) contains a naphthenic hydrocarbon compound having a naphthene ratio of 60% or more and 80% or less, and satisfies the following <Condition 1>: Flexographic printing plate. <Condition 1> the photosensitive resin composition constituting the photosensitive resin composition layer (b) is molded into a thickness of 1.5 mm, and the upper and lower surfaces are irradiated with 3000 mJ of ultraviolet light, respectively, to form a cured product having a Shore A hardness of 60 or more and 75 or less; The cured product had a dynamic viscoelasticity of -30°C and 2.5 Hz. The storage modulus G' (MPa) and the loss modulus G'' (MPa) are The following formulas (1) and (2) are satisfied. 1.04≦G'+G''≦1.79 (1) 0.15≦G″≦0.30 (2) [2] The cured product had a dynamic viscoelasticity of -30°C and 2.5 Hz. Ratio of the loss modulus G'' (MPa) to the storage modulus G' (MPa): tanδ=G'' / G', Satisfying the following formula (3): The flexographic printing plate precursor according to [1] above. 0.17≦tanδ≦0.20 (3) [3] The naphthene ratio of the naphthenic hydrocarbon compound is 65% or more and 73% or less. The flexographic printing plate precursor according to [1] or [2] above. [4] The flexographic printing plate precursor according to any one of [1] to [3], wherein the content of the naphthenic hydrocarbon compound in the photosensitive resin composition layer (b) is 3% by mass or more and 20% by mass or less. [5] the photosensitive resin composition layer (b) further contains a liquid conjugated diene, the content of the naphthenic hydrocarbon compound relative to the total amount of the liquid conjugated diene and the naphthenic hydrocarbon compound is 91 mol% or more and 99 mol% or less; The flexographic printing plate precursor according to any one of [1] to [4] above. [6] A method for producing a flexographic printing plate using the flexographic printing plate precursor according to any one of [1] to [5] above, a first step of irradiating the support (a) with ultraviolet light; a second step of forming a negative pattern by placing a negative film on the photosensitive resin composition layer (b) or by laser ablating an infrared ablation layer (c) provided on the photosensitive resin composition layer (b); a third step of patternwise exposing the photosensitive resin composition layer (b) to ultraviolet light through the negative film or using the infrared ablation layer (c) on which the pattern has been drawn as a mask; and a fourth step of removing unexposed areas of the photosensitive resin composition layer (b); have, A method for manufacturing flexographic printing plates. [7] Shore A hardness is 61 or more and 77 or less, In dynamic viscoelasticity measurements at -30°C and 2.5Hz, the storage modulus G' (MPa) and loss modulus G'' (MPa) were A flexographic printing plate comprising a cured product of a photosensitive resin composition that satisfies the following formulas (4) and (5): 1.17≦G'+G''≦1.80 (4) 0.17≦G′′≦0.30 (5) [8] The cured product of the photosensitive resin composition has a dynamic viscoelasticity measured at −30° C. and 2.5 Hz. Ratio of the loss modulus G'' (MPa) to the storage modulus G' (MPa): tanδ=G'' / G', Further satisfying the following formula (6): The flexographic printing plate according to [7] above. 0.17≦tanδ≦0.20 (6) [9] Using the flexographic printing plate according to [7] or [8] above, an ink applying step of applying ink to the raised portions of the flexographic printing plate; A transfer step of transferring the ink to a substrate. Flexographic printing method. [Effects of the Invention]

[0009] According to the present invention, it is possible to provide a flexographic printing plate precursor which can produce a flexographic printing plate that has excellent abrasion resistance and can suppress the occurrence of blurring in solid image areas, even during high-speed printing, for example, at a printing speed of 450 m / min or more. [Brief explanation of the drawings]

[0010] [Figure 1] 1 is a schematic cross-sectional view of a flexographic printing plate precursor according to an embodiment of the present invention. [Figure 2] FIG. 1 is a schematic diagram illustrating a method for producing a flexographic printing plate using the flexographic printing plate precursor of the present embodiment. [Figure 3] 1 shows the relationship between the frequency of strain applied to the cured product of the photosensitive resin composition layer (b) in the flexographic printing original plate of Example 1 and the sum of the storage modulus and loss modulus G′+G″. DETAILED DESCRIPTION OF THE INVENTION

[0011] Hereinafter, an embodiment of the present invention (hereinafter referred to as "the present embodiment") will be described in detail. It should be noted that the following embodiments are merely examples for explaining the present invention, and are not intended to limit the present invention to the following content. The present invention can be implemented in various modifications within the scope of its gist.

[0012] [Flexographic printing plate] The flexographic printing plate precursor of this embodiment is At least a support (a) and a photosensitive resin composition layer (b) are laminated together, The photosensitive resin composition layer (b) contains a naphthenic hydrocarbon compound having a naphthene ratio of 60% to 80%, and the flexographic printing original plate satisfies the following <Condition 1>. <Condition 1> the photosensitive resin composition constituting the photosensitive resin composition layer (b) is molded into a thickness of 1.5 mm, and the upper and lower surfaces are irradiated with 3000 mJ of ultraviolet light, respectively, to form a cured product having a Shore A hardness of 60 or more and 75 or less; The cured product had a dynamic viscoelasticity of -30°C and 2.5 Hz. The storage modulus is G' (MPa) and the loss modulus is G'' (MPa). The following formulas (1) and (2) are satisfied. 1.04≦G'+G''≦1.79 (1) 0.15≦G″≦0.30 (2)

[0013] By having the above-mentioned constitution, it is possible to produce a flexographic printing plate that has excellent printing durability even during high-speed printing, for example, at a printing speed of 450 m / min or more, and that can reduce and suppress the occurrence of smearing in solid image areas.

[0014] FIG. 1 shows a schematic cross-sectional view of a flexographic printing plate precursor 1 of this embodiment. The flexographic printing plate precursor of this embodiment has a support (a) and a photosensitive resin composition layer (b) on which the relief pattern of the flexographic printing plate is formed. Furthermore, the flexographic printing plate precursor 1 of this embodiment may have a solvent-soluble, thin, flexible protective layer (see, for example, JP-B-5-13305) that has the function of improving contact with a predetermined negative film, if necessary. The flexographic printing original plate of this embodiment shown in FIG. 1 has an infrared ablation layer (c) laminated on a photosensitive resin composition layer (b), which functions as a mask when the concave-convex pattern is formed. In the flexographic printing plate precursor of this embodiment, other layers may be provided between the layers as needed. The flexographic printing plate precursor of this embodiment will be described below.

[0015] (Support (a)) The support (a) used in the flexographic printing plate precursor of this embodiment is not limited to the following, but examples thereof include polyester film, polyamide film, polyacrylonitrile film, polyvinyl chloride film, and the like. The support (a) is preferably a polyester film. The polyester used for the support (a) is not limited to the following, but examples thereof include polyethylene terephthalate, polybutylene terephthalate, and polyethylene naphthalate. The thickness of the support (a) is not particularly limited, but is preferably 50 to 300 μm. Furthermore, for the purpose of increasing the adhesive strength between the support (a) and the photosensitive resin composition layer (b) described later, an adhesive layer may be provided on the support (a). Examples of the adhesive layer include, but are not limited to, the adhesive layers described in WO 2004 / 104701.

[0016] (Photosensitive resin composition layer (b)) As a result of extensive research, the present inventors have found that, from the viewpoint of exhibiting excellent abrasion resistance, reducing blurring in solid image areas, and suppressing the occurrence of blurring during high-speed printing, for example, at a printing speed of 450 m / min or more, it is important to focus on the storage modulus (G') and loss modulus (G'') in the low-temperature / low-frequency range in the photosensitive resin composition layer (b) constituting the flexographic printing plate, and to control in particular the sum of G' and G'' and G''. Generally, the complex modulus G correlates with the hardness of a flexographic printing plate at rest. * is |G * |={(G') 2 +(G'') 2} 1 / 2 However, when the smaller of G' and G'' increases or decreases, the absolute value of the complex modulus changes little, and no correlation with printing was observed. Therefore, when we focused on G' + G'', which reflects changes in both G' and G'' equally, we found that there was a good correlation with printing. This indicates that more precise control of G' and G'' is necessary when printing at high speeds. In other words, in order to improve printing characteristics during high-speed printing, it is effective to apply the parameter G'+G'', which can reflect changes in the value of G'' equally with changes in the value of G', because G'' is closely related to blurring during high-speed printing.

[0017] FIG. 3 shows the results of creating a master curve for the sample of Example 1 described below, with the reference temperature set to 20°C. In FIG. 3, the horizontal axis represents the frequency of the strain applied to the cured product of the photosensitive resin composition layer (b), and the vertical axis represents the sum of the observed storage modulus and loss modulus, G'+G''.

[0018] As shown in Figure 3, the higher the frequency, the better G'+G'' becomes. The raised portions of a flexographic printing plate are subjected to stress when they come into contact with the substrate. During high-speed printing, the period of the applied force becomes shorter, and the viscoelasticity of the photosensitive resin composition layer (b) also changes, adapting to a higher frequency range. For example, in anticipation of future increases in flexographic printing speed, focusing on high-speed printing at a printing speed of 600 m / min, the frequency of the force applied to the flexographic printing plate at 20°C can be estimated to be 5000 to 6000 Hz for a typical printing press. Based on the time-temperature conversion law, this corresponds to a range of -30°C and 2.5 Hz, indicating that the viscoelasticity of the photosensitive resin composition layer (b) corresponds to a low temperature and low frequency range. The range corresponding to -30°C and 2.5 Hz is close to the glass transition temperature (Tg) of the butadiene structure typically contained in flexographic printing plates and flexographic printing plates to impart flexibility. As printing speed increases, the period of the force applied to the flexographic printing plate becomes higher in frequency, and therefore, according to the time-temperature conversion law, the viscoelasticity of the photosensitive resin composition layer (b) corresponds to a measurement range at lower temperatures, which results in a low-temperature range close to the Tg of butadiene. This impairs the flexibility of the flexographic printing plate and increases its elastic modulus, making edge smearing more likely to occur at higher printing speeds.

[0019] In order to achieve excellent abrasion resistance during high-speed printing using the above-mentioned flexographic printing plate, reduce edge smearing during printing, and suppress the occurrence of edge smearing, the photosensitive resin composition constituting the photosensitive resin composition layer (b) of the flexographic printing original plate is molded to a thickness of 1.5 mm, and the cured product is irradiated with 3000 mJ of ultraviolet light from the top and bottom, respectively. In dynamic viscoelasticity measurement at -30°C and 2.5 Hz, the sum of G' and G'' above, G'+G'', needs to be 1.04 or more and 1.79 or less. Within the above numerical range, the level of blurring at the edges is significantly improved. When G'+G'' is 1.04 or more, excellent printing durability can be obtained in the flexographic printing plate during high-speed printing. Furthermore, if the ratio is 1.79 or less, a sufficient effect of suppressing blurring at the edges can be obtained. From the viewpoint of achieving both improvement in edge blurring and printing durability, the G'+G'' is preferably 1.40 or more and 1.75 or less, and more preferably 1.50 or more and 1.70 or less.

[0020] Furthermore, in the flexographic printing plate precursor of this embodiment, in order to achieve excellent abrasion resistance during high-speed printing, reduce smearing, and suppress the occurrence of smearing, it is also necessary to control the loss modulus G''. The value of G'' correlates with the speed at which edge blurring begins to occur when the printing speed is increased. The lower G" is, the less likely edge smearing occurs even in high-speed printing. This is thought to be because G" is the loss modulus of elasticity, which correlates with plastic deformation. If the G" value becomes large, it takes time for the flexographic printing plate to recover from deformation caused by printing, resulting in edge smearing. In this embodiment, G'' is set to be 0.15 or more and 0.30 or less. Within this range, the effect of improving edge blur can be achieved even during high-speed printing at 450 m / min or more. When G'' is 0.30 or less, edge fading can be effectively suppressed even during high-speed printing at 450 m / min or more. Since it is difficult to manufacture a material with G'' of less than 0.15, it is set to 0.15 or more from a practical viewpoint. In order to obtain the desired effect even during higher speed printing, G'' is preferably 0.15 or more and 0.29 or less, and more preferably 0.15 or more and 0.24 or less.

[0021] In order to reduce G' and G'' in dynamic viscoelasticity measurement at -30°C and 2.5 Hz, it is effective to add a plasticizer having a specific structure, which will be described later, to the photosensitive resin composition. The plasticizer having the specific structure can lower the Tg of the butadiene structure in the photosensitive resin composition. Moreover, G'' can be reduced by adjusting the composition of the thermoplastic elastomer (b-1) described below. That is, by adjusting the composition of the plasticizer and thermoplastic elastomer (b-1) described below, it is possible to control the values within the ranges of the above formulas (1) and (2). G' and G'' can be measured by the method described in the Examples below.

[0022] Furthermore, in the flexographic printing original plate of this embodiment, in the dynamic viscoelasticity measurement at −30° C. and 2.5 Hz as described above, the ratio of the loss modulus G″ (MPa) to the storage modulus G′ (MPa), i.e., tan δ=G″ / G′, is preferably 0.17 or more and 0.20 or less, more preferably 0.17 or more and 0.19 or less, and even more preferably 0.17 or more and 0.18 or less. Within the above range, the effect of improving edge smearing and suppressing the occurrence of edge smearing can be obtained even during higher speed printing. The tan δ can be controlled within the above-mentioned range by adjusting the composition of the plasticizer and thermoplastic elastomer, which will be described later.

[0023] Furthermore, in the flexographic printing original plate of this embodiment, the cured product of the 1.5 mm thick photosensitive resin composition layer (b) has a Shore A hardness of 60 or more and 75 or less. When the Shore A hardness of the cured product is 60 or more, the flexographic printing plate can have sufficient printing durability. When the Shore A hardness is 75 or less, the flexographic printing plate can have sufficient flexibility, and for example, the workability when winding the flexographic printing plate around a plate cylinder can be improved. From the viewpoint of achieving both printing durability and flexibility of the flexographic printing plate, the Shore A hardness is 60 or more and 75 or less, preferably 62 or more and 73 or less, and more preferably 64 or more and 70 or less. The Shore A hardness of the cured product can be measured by the method described in the Examples below, and can be controlled to be within the above-mentioned range by adjusting the structure and content of the thermoplastic elastomer (b-1) described below contained in the photosensitive resin composition.

[0024] The flexographic printing original plate of this embodiment has a photosensitive resin composition layer (b) on a support (a). The photosensitive resin composition layer (b) may be laminated directly on the support (a) or may be laminated indirectly via a predetermined adhesive layer or the like. Suitable materials for the photosensitive resin composition layer (b) include, for example, photosensitive resin compositions containing a thermoplastic elastomer (b-1), an ethylenically unsaturated compound (b-2), a photopolymerization initiator (b-3), and a naphthenic hydrocarbon compound (b-4). These can be used selectively as appropriate. The photosensitive resin composition layer (b) may further contain a liquid diene. Furthermore, the photosensitive resin composition layer (b) may further contain auxiliary additive components as necessary. Each component will be described in detail below.

[0025] <Thermoplastic elastomer (b-1)> The thermoplastic elastomer (b-1) is not limited to the following, but examples thereof include copolymers having a structural unit derived from a monovinyl-substituted aromatic hydrocarbon and a structural unit derived from a conjugated diene. The thermoplastic elastomer (b-1) may further have a structural unit derived from another monomer. Use of such a thermoplastic elastomer tends to further improve the printing durability of flexographic printing plates produced using the flexographic printing plate precursor of this embodiment.

[0026] The thermoplastic elastomer (b-1) may be a random copolymer or a block copolymer, but is preferably a block copolymer having a polymer block made of a monovinyl-substituted aromatic hydrocarbon and a polymer block made of a conjugated diene. By using such a thermoplastic elastomer, the printing durability of a flexographic printing plate produced using the flexographic printing plate precursor of this embodiment tends to be further improved.

[0027] Examples of the monovinyl-substituted aromatic hydrocarbon constituting the thermoplastic elastomer (b-1) include, but are not limited to, styrene, t-butylstyrene, 1,1-diphenylethylene, N,N-dimethyl-p-aminoethylstyrene, N,N-diethyl-p-aminoethylstyrene, vinylpyridine, p-methylstyrene, p-methoxystyrene, tertiary butylstyrene, α-methylstyrene, 1,1-diphenylethylene, etc. These may be used alone or in combination of two or more. Among these, styrene is preferred as the monovinyl-substituted aromatic hydrocarbon from the viewpoint that the photosensitive resin composition layer (b) can be smoothly molded at a relatively low temperature.

[0028] Conjugated dienes constituting the thermoplastic elastomer (b-1) include, but are not limited to, 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, 2-methyl-1,3-pentadiene, 1,3-hexadiene, 4,5-diethyl-1,3-octadiene, 3-butyl-1,3-octadiene, chloroprene, etc. These may be used alone or in combination of two or more. Among these, 1,3-butadiene is preferred as the conjugated diene from the viewpoint of printing durability of a flexographic printing plate produced using the flexographic printing plate precursor of this embodiment.

[0029] From the viewpoint of viscosity at room temperature, the number average molecular weight (Mn) of the thermoplastic elastomer (b-1) is preferably from 20,000 to 300,000, and more preferably from 50,000 to 200,000. The number average molecular weight can be measured by gel permeation chromatography (GPC) and is expressed as a polystyrene-equivalent molecular weight. When the thermoplastic elastomer (b-1) is a block copolymer having a polymer block made of a monovinyl-substituted aromatic hydrocarbon and a polymer block made of a conjugated diene, the thermoplastic elastomer (b-1) includes, for example, a linear block copolymer represented by the following general formula group (I) and / or a linear block copolymer or a radial block copolymer represented by the following general formula group (II): General formula group (I): (AB) n , A-(BA) n , A-(BA) n -B, B-(AB) n General formula group (II): [(AB) k ] m -X, [(AB) k -A] m -X, [(BA) k ] m -X, [(BA) k -B] m -X In the general formula groups (I) and (II), A represents a polymer block made of a monovinyl-substituted aromatic hydrocarbon. B represents a polymer block made of a conjugated diene. X represents a residue of a coupling agent selected from the group consisting of silicon tetrachloride, tin tetrachloride, epoxidized soybean oil, polyhalogenated hydrocarbon compounds, carboxylic acid ester compounds, polyvinyl compounds, bisphenol-type epoxy compounds, alkoxysilane compounds, halogenated silane compounds, and ester-based compounds, or a residue of a polymerization initiator such as a polyfunctional organolithium compound. In the general formula groups (I) and (II), n, k, and m each represent an integer of 1 or more, for example, 1 to 5.

[0030] The content of conjugated dienes and monovinyl-substituted aromatic hydrocarbons in the thermoplastic elastomer (b-1) was measured by a nuclear magnetic resonance spectrometer ( 1 H-NMR) can be used to measure the 1 Measurements can be performed using a JNM-LA400 (trade name, manufactured by JEOL) as the H-NMR measuring instrument, deuterated chloroform as the solvent, a sample concentration of 50 mg / mL, an observation frequency of 400 MHz, TMS (tetramethylsilane) as the chemical shift standard, a pulse delay of 2.904 seconds, 64 scans, a pulse width of 45°, and a measurement temperature of 25°C. In the thermoplastic elastomer (b-1), decreasing the ratio of the monovinyl-substituted aromatic hydrocarbon decreases the hardness of the flexographic printing plate produced using the flexographic printing plate precursor of this embodiment, thereby improving the flexibility of the flexographic printing plate. On the other hand, increasing the ratio of the monovinyl-substituted aromatic hydrocarbon increases the hardness of the flexographic printing plate, thereby improving the printing durability of the flexographic printing plate. From the viewpoint of achieving both flexibility and printing durability of the flexographic printing plate, the copolymerization ratio (mass ratio) of the monovinyl-substituted aromatic hydrocarbon to the conjugated diene is preferably in the range of monovinyl-substituted aromatic hydrocarbon / conjugated diene = 10 / 90 to 60 / 40, more preferably 15 / 85 to 50 / 50, and even more preferably 15 / 85 to 40 / 60.

[0031] In the thermoplastic elastomer (b-1), when the ratio of double bonds in side chains among the double bonds contained in the polymer block made of conjugated diene decreases, the loss modulus G'' at -30°C and 2.5 Hz of a cured product obtained by UV-curing a 1.5 mm-thick molded photosensitive resin composition constituting the photosensitive resin composition layer (b) of the flexographic printing original plate of this embodiment decreases. Therefore, from the viewpoint of controlling dynamic viscoelasticity, in the structure of the thermoplastic elastomer (b-1), the molar ratio of the double bonds in side chains among all the double bonds contained in the polymer block made of conjugated diene is preferably 3 mol % or more and 30 mol % or less, and more preferably 3 mol % or more and 25 mol % or less. The ratio of the amount of double bonds contained in the main chain of the polymer block made of conjugated diene in the thermoplastic elastomer (b-1) to the amount of double bonds contained in the side chain was measured using the above-mentioned nuclear magnetic resonance spectrometer ( 1 It can be calculated using H-NMR.

[0032] Increasing the content of the thermoplastic elastomer (b-1) in the photosensitive resin composition layer (b) tends to improve the printing durability of a flexographic printing plate produced using the flexographic printing precursor of this embodiment. On the other hand, decreasing the content of the thermoplastic elastomer (b-1) in the photosensitive resin composition (b) decreases the hardness of the flexographic printing plate, thereby improving the flexibility of the flexographic printing plate. From the viewpoint of achieving both printing durability and flexibility of the flexographic printing plate, the content of the thermoplastic elastomer (b-1) in the photosensitive resin composition layer (b) is preferably 40.0% by mass or more and 80.0% by mass or less, and more preferably 50.0% by mass or more and 75.0% by mass or less, when the total amount of the photosensitive resin composition layer (b) is taken as 100.0% by mass.

[0033] <Ethylenically unsaturated compound (b-2)> As described above, the photosensitive resin composition layer (b) preferably contains an ethylenically unsaturated compound (b-2). The ethylenically unsaturated compound (b-2) is a compound having a radically polymerizable unsaturated double bond. Examples of such ethylenically unsaturated compounds (b-2) include, but are not limited to, olefins such as ethylene, propylene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, styrene, o-divinylbenzene, m-vinylbenzene, and p-vinylbenzene; acetylenes; (meth)acrylic acid and / or derivatives thereof; haloolefins; unsaturated nitriles such as acrylonitrile; unsaturated amides and derivatives thereof such as acrylamide and methacrylamide; unsaturated dicarboxylic acids and derivatives thereof such as maleic anhydride, maleic acid, and fumaric acid; vinyl acetates; N-vinylpyrrolidone; N-vinylcarbazole; and N-substituted maleimide compounds. Among these, (meth)acrylic acid and / or its derivatives are preferred as the ethylenically unsaturated compound (b-2) from the viewpoint of ultraviolet curability and printing durability of the cured photosensitive resin composition layer (b). Examples of the derivatives include, but are not limited to, alicyclic compounds having a cycloalkyl group, a bicycloalkyl group, a cycloalkenyl group, a bicycloalkenyl group, or the like; aromatic compounds having a benzyl group, a phenyl group, a phenoxy group, or a naphthalene skeleton, an anthracene skeleton, a biphenyl skeleton, a phenanthrene skeleton, a fluorene skeleton, or the like; compounds having an alkyl group, a halogenated alkyl group, an alkoxyalkyl group, a hydroxyalkyl group, an aminoalkyl group, a glycidyl group, or the like; ester compounds with polyhydric alcohols such as alkylene glycol, polyoxyalkylene glycol, polyalkylene glycol, and trimethylolpropane; and compounds having a polysiloxane structure such as polydimethylsiloxane and polydiethylsiloxane.

[0034] The ethylenically unsaturated compound (b-2) may also be a heteroaromatic compound containing elements such as nitrogen and sulfur.

[0035] Examples of the (meth)acrylic acid and / or derivatives thereof include, but are not limited to, diacrylates and dimethacrylates of alkanediols such as hexanediol and nonanediol; diacrylates and dimethacrylates of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol, and butylene glycol; trimethylolpropane tri(meth)acrylate; dimethyloltricyclodecane di(meth)acrylate; isobornyl(meth)acrylate; phenoxypolyethylene glycol (meth)acrylate; pentaerythritol tetra(meth)acrylate, and the like. These may be used alone or in combination of two or more.

[0036] From the viewpoint of the mechanical strength of a flexographic printing plate produced using the flexographic printing plate precursor of this embodiment, it is preferable to use at least one type of (meth)acrylate as the ethylenically unsaturated compound (b-2), and it is more preferable to use at least one type of bifunctional (meth)acrylate.

[0037] The number average molecular weight (Mn) of the ethylenically unsaturated compound (b-2) is preferably 100 or more from the viewpoint of improving the non-volatility of the ethylenically unsaturated compound (b-2) during the production and / or storage of the flexographic printing original plate of this embodiment, and is preferably less than 1,000 from the viewpoint of compatibility with other components, and more preferably 200 or more and 800 or less. Regarding the content of the ethylenically unsaturated compound (b-2) in the photosensitive resin composition layer (b), by decreasing the content of the ethylenically unsaturated compound (b-2), the hardness of the flexographic printing plate produced using the flexographic printing plate precursor of this embodiment decreases, improving the flexibility of the flexographic printing plate. On the other hand, by increasing the content of the ethylenically unsaturated compound (b-2), the hardness of the flexographic printing plate increases, improving printing durability. From the viewpoint of achieving both flexibility and printing durability of the flexographic printing plate, the content of the ethylenically unsaturated compound (b-2) is preferably 2.0% by mass or more and 25.0% by mass or less, and more preferably 5.0% by mass or more and 20.0% by mass or less, when the total amount of the photosensitive resin composition layer (b) is taken as 100.0% by mass. Furthermore, from the viewpoint of viscoelasticity of a cured product obtained by molding the photosensitive resin composition layer (b) constituting the flexographic printing original plate of this embodiment to a thickness of 1.5 mm, by reducing the content of the ethylenically unsaturated compound (b-2), G'+G'' at -30°C and 2.5 Hz becomes smaller, and therefore the content of the ethylenically unsaturated compound (b-2) in the photosensitive resin composition layer (b) is more preferably 5.0 mass% or more and 15.0 mass% or less.

[0038] <Photopolymerization initiator (b-3)> The photosensitive resin composition layer (b) preferably contains a photopolymerization initiator (b-3). The photopolymerization initiator (b-3) is a compound that absorbs light energy and generates radicals, and examples of the photopolymerization initiator include a degradable photopolymerization initiator, a hydrogen abstraction photopolymerization initiator, and a compound having a moiety that functions as a hydrogen abstraction photopolymerization initiator and a moiety that functions as a degradable photopolymerization initiator in the same molecule.

[0039] Examples of such photopolymerization initiator (b-3) include, but are not limited to, benzophenone, 4,4-bis(diethylamino)benzophenone, 3,3',4,4'-benzophenonetetracarboxylic anhydride, 3,3',4,4'-tetramethoxybenzophenone, and other benzophenones; anthraquinones, such as t-butylanthraquinone and 2-ethylanthraquinone; thioxanthones, such as 2,4-diethylthioxanthone, isopropylthioxanthone, and 2,4-dichlorothioxanthone; Michler's ketone; diethoxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 1-hydroxycyclohexyl-phenyl ketone, 2-methyl-2-morpholino(4-thiomethylphenyl)propan-1-one, 2-methyl-1-( acetophenones such as 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone, trichloroacetophenone, etc.; benzoin ethers such as benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, etc.; acylphosphine oxides such as 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide, etc.; methylbenzoyl formate; 1,7-bisacridinylheptane; 9-phenylacridine; and azo compounds such as azobisisobutyronitrile, diazonium compounds, and tetrazene compounds. These may be used alone or in combination of two or more. Among these, from the viewpoint of the hardness of a flexographic printing plate produced using the flexographic printing precursor of this embodiment, compounds having a carbonyl group are preferred as the photopolymerization initiator (b-3), and aromatic carbonyl compounds such as benzophenones and thioxanthones are more preferred.

[0040] When the content of the photopolymerization initiator (b-3) in the photosensitive resin composition layer (b) decreases, the hardness of the flexographic printing plate produced using the flexographic printing plate precursor of this embodiment decreases, and the flexibility of the flexographic printing plate improves. On the other hand, when the content of the photopolymerization initiator (b-3) increases, the hardness of the flexographic printing plate increases, and the printing durability of the flexographic printing plate improves. From the viewpoint of achieving both flexibility and printing durability of the flexographic printing plate, when the total amount of the photosensitive resin composition layer (b) is taken as 100.0 mass%, the content of the photopolymerization initiator (b-3) in the photosensitive resin composition layer (b) is preferably 0.1 mass% to 10.0 mass%, more preferably 0.5 mass% to 5.0 mass%, and even more preferably 1.0 mass% to 5.0 mass%.

[0041] <Naphthenic hydrocarbon compounds (b-4)> In the flexographic printing original plate of this embodiment, the photosensitive resin composition layer (b) contains a naphthenic hydrocarbon compound. Naphthenic hydrocarbon compounds are hydrocarbons containing at least one saturated ring (naphthene ring) in one molecule, and are n H 2n The naphthenic hydrocarbon compounds present in crude oil and petroleum products include those in which two or three of the naphthenic rings mentioned above are linked together, those fused with aromatic rings, and those in which various paraffinic side chains are attached to the naphthenic rings or fused rings. Naphthenic hydrocarbon compounds have at least one naphthene ring per molecule and have a three-dimensionally large molecular structure, and therefore preferentially plasticize the block of butadiene polymer, which has a higher degree of freedom in molecular movement, in the thermoplastic elastomer (b-1) over the block of styrene polymer, which forms a π-π stacking structure. As the plasticizer used in the flexographic printing plate precursor of this embodiment, a naphthenic hydrocarbon compound that preferentially plasticizes the block consisting of the butadiene polymer in the thermoplastic elastomer (b-1) is used from the viewpoint of cold flow resistance in the flexographic printing plate precursor of this embodiment.

[0042] In the flexographic printing plate precursor of this embodiment, when a naphthenic hydrocarbon compound is used in the photosensitive resin composition (b), if the proportion of naphthenic rings in the naphthenic hydrocarbon compound (hereinafter referred to as naphthene ratio) becomes small, the block made of styrene polymer in the thermoplastic elastomer (b-1) is also plasticized, and the cold flow resistance deteriorates. On the other hand, if the naphthene ratio is too high, the steric barrier becomes large, which weakens the effect of plasticizing the block consisting of butadiene polymer in the thermoplastic elastomer (b-1), and tends to make it difficult to control the low-temperature viscoelasticity of the photosensitive resin composition (b). Therefore, the naphthene ratio of the naphthenic hydrocarbon compound is set to 60% or more and 80% or less, preferably 65% or more and 73% or less, and more preferably 67% or more and 71% or less. The naphthene ratio is determined by the Kurtz method, and is calculated based on the viscosity gravity constant (VGC) and r i The value (percentage of naphthene carbon number to total carbon number: naphthene ratio) derived from the refractive index (refractive index). In order to extract naphthenic hydrocarbon compounds from the flexographic printing plate precursor of this embodiment, the following method is used. [Method for extracting naphthenic hydrocarbon compounds] The photosensitive resin composition on the flexographic printing plate precursor is dissolved in tetrahydrofuran, and a fraction having a peak average molecular weight (Mp) of 500 or more and 2000 or less is separated using gel chromatography (GPC) under the following conditions and with the following apparatus, thereby extracting naphthenic hydrocarbon compounds from the flexographic printing plate precursor. Apparatus: WATERS ALLIANCE GPC Column: The following four columns are connected in series to separate naphthenic hydrocarbon compounds. Showa Denko SHODEX KF-801 x 2, KF-802, and KF-803 Column temperature: 40℃ Solvent: tetrahydrofuran Detector: Showa Denko SHODEXRI-101 Calibration curve: Standard polystyrene

[0043] In the flexographic printing original plate of this embodiment, the content of the naphthenic hydrocarbon compound in the photosensitive resin composition layer (b) is preferably 3% by mass or more and 20% by mass or less, more preferably 5% by mass or more and 15% by mass or less, and even more preferably 7% by mass or more and 13% by mass or less. When the content is 3% by mass or more, the effect of reducing the degree of blurring at the edges during high-speed printing can be obtained. When the content is 20% by mass or less, the effect of improving the printing durability of the plate during high-speed printing can be obtained.

[0044] Furthermore, in order to control the tan δ at −30° C. and 2.5 Hz of a cured product obtained by molding the photosensitive resin composition layer (b) constituting the flexographic printing original plate of this embodiment to a thickness of 1.5 mm to a numerical range of 0.17 or more and 0.20 or less, the content of naphthenic hydrocarbon compounds relative to the total amount of liquid conjugated diene and naphthenic hydrocarbon compounds contained in the photosensitive resin composition layer (b) is preferably 91 mol % or more and 99 mol % or less, more preferably 94 mol % or more and 99 mol % or less, and even more preferably 96 mol % or more and 99 mol % or less.

[0045] The photosensitive resin composition layer (b) may also contain other compounds as plasticizers. Examples of other compounds include, but are not limited to, paraffinic hydrocarbon compounds, olefinic hydrocarbon compounds, naphthenic hydrocarbon compounds, and the like. Paraffinic hydrocarbon compounds have the molecular formula C n H 2n+2 They are saturated chain compounds, and include unbranched normal paraffins and branched isoparaffins. Olefinic hydrocarbon compounds are chain hydrocarbons with a double bond, and when there is one double bond, it is C n H 2n It is represented by the general formula:

[0046] <Liquid diene> The photosensitive resin composition layer (b) preferably contains a liquid diene. Liquid dienes are compounds that contain liquid carbon-carbon double bonds. In this specification, the term "liquid" in "liquid diene" means that the diene has the property of being easily fluid and deformable and being able to solidify into the deformed shape upon cooling. Liquid dienes have elastomeric properties, which means that when an external force is applied, they instantly deform in response to the external force and quickly recover their original shape when the external force is removed. The liquid diene can be distinguished from the thermoplastic elastomer (b-1) and the ethylenically unsaturated compound (b-2) in that the liquid diene is liquid at room temperature and has elastomeric properties.

[0047] Examples of liquid dienes include, but are not limited to, liquid polybutadiene, liquid polyisoprene, modified liquid polybutadiene, modified liquid polyisoprene, liquid acrylonitrile-butadiene copolymer, and liquid styrene-butadiene copolymer. The liquid diene is a copolymer containing 50% by mass or more of a diene component. Among these, from the viewpoint of the mechanical properties of the flexographic printing plate precursor of this embodiment and the flexographic printing plate produced using the same, liquid polybutadiene is preferred as the liquid diene.

[0048] Furthermore, the 1,2-vinyl bond content of the liquid diene, preferably liquid polybutadiene, is preferably 1% or more and 80% or less, more preferably 5% or more and 70% or less, and even more preferably 5% or more and 65% or less, from the viewpoint of ensuring appropriate hardness of the flexographic printing plate precursor of this embodiment and the flexographic printing plate produced using the same. Here, the "1,2-vinyl bond content" refers to the proportion of conjugated diene monomers incorporated via 1,2-bonds among those incorporated via 1,2-bonds and 1,4-bonds. The 1,2-vinyl bond content of liquid polybutadiene 1 It can be determined from the peak ratio of H-NMR (magnetic resonance spectrum). In addition, 1,2-polybutadiene, which is a liquid polybutadiene having a 1,2-vinyl bond, has a vinyl double bond in the side chain, and therefore has high reactivity in radical polymerization, and is preferable from the viewpoint of increasing the hardness of the photosensitive resin composition layer (b).

[0049] Furthermore, liquid polybutadiene is usually a mixture of 1,2-polybutadiene having 1,2-vinyl bonds and 1,4-polybutadiene having 1,4-vinyl bonds. However, in order to improve the flexibility of the flexographic printing plate precursor of this embodiment and the flexographic printing plate manufactured using the same, it is effective to include 1,4-polybutadiene in the liquid diene. 1,4-Polybutadienes include cis-type 1,4-polybutadienes and trans-type 1,4-polybutadienes. In both cis-type and trans-type 1,4-polybutadienes, a vinyl group, which is a double bond, is present internally, making them less reactive in radical polymerization and enabling the formation of flexible resins.

[0050] When a mixture of liquid polybutadienes having different 1,2-vinyl bond contents is used, the average value thereof is used as the 1,2-vinyl bond content. From the viewpoint of easily adjusting the reactivity of the photosensitive resin composition layer (b), it is preferable to adjust the total 1,2-vinyl bond content by mixing a liquid polybutadiene having a 1,2-vinyl bond content of 10% or less with a liquid polybutadiene having a 1,2-vinyl bond content of 80% or more, and more preferably to adjust the total 1,2-vinyl bond content by mixing a liquid polybutadiene having a 1,2-vinyl bond content of 5% or less with a liquid polybutadiene having a 1,2-vinyl bond content of 80% or more.

[0051] Furthermore, the number average molecular weight of the liquid diene is not particularly limited as long as it is liquid at 20°C, but from the viewpoint of printing durability and handling of a flexographic printing plate produced using the flexographic printing precursor of this embodiment, it is preferably 500 or more and 60,000 or less, more preferably 500 or more and 50,000 or less, and even more preferably 800 or more and 50,000 or less.

[0052] When the content of the liquid diene in the photosensitive resin composition layer (b) decreases, the tan δ at −30° C. and 2.5 Hz of a cured product obtained by molding the photosensitive resin composition layer (b) constituting the flexographic printing original plate of this embodiment to a thickness of 1.5 mm decreases. Therefore, when the total amount of the photosensitive resin composition layer (b) is taken as 100.0 mass%, the content of the liquid diene in the photosensitive resin composition layer (b) is preferably 5.0 mass% or more and 30.0 mass% or less, more preferably 5.0 mass% or more and 25.0 mass% or less, and even more preferably 5.0 mass% or more and 20.0 mass% or less.

[0053] <Auxiliary additive ingredients> Examples of auxiliary additives include, but are not limited to, thermal polymerization inhibitors other than stabilizers, antioxidants, ultraviolet absorbers, dyes and pigments, and the like.

[0054] As the thermal polymerization inhibitor and antioxidant, those commonly used in the field of resin materials or rubber materials can be used, specifically, phenol-based materials. Examples of such phenolic materials include, but are not limited to, vitamin E, tetrakis-(methylene-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate)methane, 2,5-di-t-butylhydroquinone, 2,6-di-t-butyl-p-cresol, and 2-t-butyl-6-(3-t-butyl-2-hydroxy-5-methylbenzyl)-4-methylphenyl acrylate. The thermal polymerization inhibitor and the antioxidant may be used alone or in combination of two or more.

[0055] Examples of the ultraviolet absorber include, but are not limited to, known benzophenone compounds, salicylate compounds, acrylonitrile compounds, metal complex salt compounds, and hindered amine compounds. Furthermore, the dyes and pigments shown below may be used as ultraviolet absorbers. Such ultraviolet absorbers are not particularly limited, but examples thereof include 2-ethoxy-2'-ethyloxalic acid bisanilide, 2,2'-dihydroxy-4-methoxybenzophenone, and the like. Dyes and pigments are effective as coloring means for improving visibility. Examples of dyes include, but are not limited to, water-soluble basic dyes, acid dyes, direct dyes, etc., and water-insoluble sulfide dyes, oil-soluble dyes, disperse dyes, etc. In particular, anthraquinone dyes, indigoid dyes, and azo dyes are preferred, and azo oil-soluble dyes, etc. are more preferred. Examples of pigments include, but are not limited to, natural pigments, synthetic inorganic pigments, synthetic organic pigments, etc. Examples of synthetic organic pigments include azo pigments, triphenylmethane pigments, quinoline pigments, anthraquinone pigments, and phthalocyanine pigments.

[0056] The total amount of the auxiliary additive components described above is preferably 0.1% by mass or more and 10.0% by mass or less, more preferably 0.1% by mass or more and 5.0% by mass or less, and even more preferably 0.1% by mass or more and 3.0% by mass or less, when the total amount of the photosensitive resin composition layer (b) is 100.0% by mass.

[0057] (protective layer) The photosensitive resin composition constituting the photosensitive resin composition layer (b) is usually adhesive, and therefore, in order to improve contact with the negative film that is placed on top of it when making a flexographic printing plate, or to enable the negative film to be reused, a solvent-soluble protective layer may be provided on the surface of the photosensitive resin composition layer (b). The protective layer preferably contains, for example, a substance that is soluble in the solvent used as the washout liquid, and is thin and flexible. Examples of the protective layer include protective layers containing crystalline 1,2-polybutadiene, soluble polyamide, partially saponified polyvinyl acetate, cellulose ester, etc., and among these, soluble polyamide is preferred. These substances may be dissolved in an appropriate solvent and the resulting solution may be directly coated on the surface of the photosensitive resin composition layer (b), or may be first coated on a film such as polyester or polypropylene, and the film coated with the substance may be laminated and transferred onto the photosensitive resin composition layer (b).

[0058] (Infrared ablation layer (c)) In the flexographic printing original plate of this embodiment, an infrared ablation layer (c) containing an infrared-sensitive material may be laminated on the photosensitive resin composition layer (b) instead of the above-mentioned protective layer. The infrared ablation layer (c) preferably comprises a binder polymer, an infrared sensitive material and a non-infrared radiation blocking material.

[0059] Examples of binder polymers include polyamides, polyesters, and copolymers of monovinyl-substituted aromatic hydrocarbons and conjugated dienes. Among these, copolymers of monovinyl-substituted aromatic hydrocarbons such as styrene, α-methylstyrene, and vinyltoluene and conjugated dienes such as 1,3-butadiene and isoprene are preferred. When the infrared ablation layer (c) is formed using the binder polymer, it has high affinity with the photosensitive resin composition and good adhesion. When a polyester is used as the binder polymer, the number average molecular weight of the polyester is preferably 300 or more and 10,000 or less. Suitable examples of polyesters include those synthesized from an alkanediol and adipic acid, those synthesized from an alkanediol and phthalic acid, polycaprolactone, and combinations of two or more of these polyesters. The polyester may contain various functional groups such as amino groups, nitro groups, sulfonic acid groups, and halogens, as long as the compatibility with other binder polymers, infrared-sensitive materials, and non-infrared radiation-shielding materials is not impaired.

[0060] As the infrared-sensitive substance, for example, a simple substance or compound that has strong absorption in the range of 750 to 2000 nm is preferably used. Specific examples of infrared-sensitive materials include inorganic pigments such as carbon black, graphite, copper chromite, and chromium oxide; and dyes such as polyphthalocyanine compounds, cyanine dyes, and metal thiolate dyes. These infrared-sensitive substances are added in an amount that provides sensitivity that allows ablation with the laser beam used, and generally, an addition of 10 to 80 mass % is effective.

[0061] Substances that reflect or absorb radiation such as ultraviolet light can be used as non-infrared radiation shielding substances. Radiation absorbers for ultraviolet light, carbon black, graphite, etc. are good examples, and the amount added is determined so that the required optical density can be achieved. Generally, it is preferable to add them so that the optical density becomes 2 or more, preferably 3 or more.

[0062] [Method for manufacturing flexographic printing plates] The method for producing a flexographic printing plate of this embodiment includes the following steps: a first step of irradiating the support (a) with ultraviolet light using the flexographic printing original plate of this embodiment; a second step of placing a negative film on the photosensitive resin composition layer (b) or laser-ablating the infrared ablation layer (c) provided on the photosensitive resin composition layer (b) by irradiating it with infrared light to form a negative pattern; a third step of irradiating the photosensitive resin composition layer (b) with ultraviolet light through the negative film or using the infrared ablation layer (c) on which the pattern has been drawn and processed as a mask to perform pattern exposure; and a fourth step of removing unexposed areas of the photosensitive resin composition layer (b). Thereafter, a post-exposure treatment step is carried out as necessary, to obtain a flexographic printing plate (relief printing plate) made of a cured product of the photosensitive resin composition layer (b). From the viewpoint of imparting releasability to ink and printed materials, the surface of the flexographic printing plate may be brought into contact with a liquid containing a silicone compound and / or a fluorine compound.

[0063] 2 is a schematic diagram showing a method for producing a flexographic printing plate using the flexographic printing plate precursor of this embodiment. Each step will be described in detail below.

[0064] (First step: S1) In the first step, the method of irradiating the photosensitive resin composition layer (b) with ultraviolet light from the support (a) side is not particularly limited, and can be carried out using a known irradiation unit. The wavelength of the ultraviolet light irradiated in this case is preferably 150 to 500 nm, more preferably 300 to 400 nm. Examples of ultraviolet light sources that can be used include, but are not limited to, low-pressure mercury lamps, high-pressure mercury lamps, ultra-high-pressure mercury lamps, metal halide lamps, xenon lamps, zirconium lamps, carbon arc lamps, and ultraviolet fluorescent lamps. The first step may be carried out before or after the second step described below.

[0065] (Second step: S2) In the second step, the method for irradiating the infrared ablation layer (c) with infrared rays to form a pattern is not particularly limited, and can be performed using a known irradiation unit. Note that the infrared ablation layer (c) can be irradiated with infrared rays from the infrared ablation layer (c) side. If the flexographic printing plate precursor of this embodiment has a cover film, the cover film is first peeled off before infrared irradiation. Then, infrared light is irradiated onto the infrared ablation layer (c) in a pattern to decompose the resin in the irradiated areas and draw a pattern. This allows a mask (c') of the infrared ablation layer (c) to be formed on the photosensitive resin composition layer (b). In the second step, suitable infrared lasers include, for example, ND / YAG lasers (e.g., 1064 nm) or diode lasers (e.g., 830 nm). Laser systems suitable for CTP platemaking technology are commercially available, and for example, the diode laser system CDI Spark (ESKO GRAPHICS) can be used. This laser system includes a rotating cylindrical drum that holds the flexographic printing original plate of this embodiment, an IR laser irradiation device, and a layout computer, and image information is sent directly from the layout computer to the laser device.

[0066] (Third step: S3) In the third step, the photosensitive resin composition layer (b) is irradiated with ultraviolet light using the infrared ablation layer (c) on which the pattern has been drawn as a mask, thereby forming a printed pattern (b'). During this process, the light passing through the mask promotes the curing reaction of the photosensitive resin composition layer (b), and the pattern formed on the infrared ablation layer (c) is transferred to the photosensitive resin composition layer (b) with the concaves and convexes reversed. The ultraviolet light irradiation may be performed on the entire surface of the flexographic printing plate precursor of this embodiment. The third step can be performed with the flexographic printing plate precursor of this embodiment attached to a laser cylinder, but generally, the flexographic printing plate precursor of this embodiment is removed from the laser device and irradiated using a conventional irradiation unit, which can be the same as the unit exemplified for ultraviolet irradiation in the first step.

[0067] (Fourth step: S4) The fourth step is a step of removing the infrared ablation layer (b) and the unexposed areas of the photosensitive resin composition layer (c). The removal method in the fourth step (development step) is not particularly limited, and any conventionally known method can be applied. Specifically, as described above, the photosensitive resin composition layer (b) of the flexographic printing plate precursor of this embodiment is exposed to light to form a printing pattern (b'), and then the unexposed portions are washed away with a solvent for solvent development or a cleaning solution for water development, or the unexposed portions are brought into contact with a predetermined absorbing layer that can absorb the unexposed portions heated to 40°C to 200°C, and the absorbing layer is removed to remove the unexposed portions. Thereafter, a flexographic printing plate is produced by optionally post-exposing the plate. When an intermediate layer (d) is present between the infrared ablation layer (c) and the photosensitive resin composition layer (b), it may be removed simultaneously in the development step. Developing solvents used for solvent development of the unexposed areas include, but are not limited to, esters such as heptyl acetate and 3-methoxybutyl acetate; hydrocarbons such as petroleum fractions, toluene and decalin; and mixtures of chlorinated organic solvents such as tetrachloroethylene with alcohols such as propanol, butanol and pentanol. The unexposed areas are washed out by spraying from a nozzle or by brushing with a brush. As the washing liquid for water development, water, an alkaline aqueous solution, a neutral detergent, or a surfactant can be suitably used.

[0068] Examples of surfactants include anionic surfactants, amphoteric surfactants, nonionic surfactants, etc. These may be used alone or in combination of two or more. Examples of anionic surfactants include, but are not limited to, sulfate ester salts, higher alcohol sulfate esters, higher alkyl ether sulfate ester salts, sulfated olefins, alkylbenzene sulfonates, α-olefin sulfonates, phosphate ester salts, and dithiophosphate ester salts. The amphoteric surfactant is not particularly limited, but examples thereof include amino acid type amphoteric surfactants and betaine type amphoteric surfactants. Examples of nonionic surfactants include, but are not limited to, polyethylene glycol surfactants such as higher alcohol ethylene oxide adducts, alkylphenol ethylene oxide adducts, fatty acid ethylene oxide adducts, polyhydric alcohol fatty acid ester ethylene oxide adducts, higher alkylamine ethylene oxide adducts, fatty acid amide ethylene oxide adducts, and polypropylene glycol ethylene oxide adducts; and polyhydric alcohol surfactants such as glycerol fatty acid esters, pentaerythritol fatty acid esters, sorbitol and sorbitan fatty acid esters, polyhydric alcohol alkyl esters, and alkanolamine fatty acid amides.

[0069] The alkaline aqueous solution may contain a pH adjuster. The pH adjuster may be either an organic material or an inorganic material, but is preferably one that can adjust the pH to 9 or higher. Examples of pH adjusters include, but are not limited to, sodium hydroxide, sodium carbonate, potassium carbonate, sodium silicate, sodium metasilicate, and sodium succinate. The absorbent layer for thermal development is not particularly limited, and examples thereof include nonwoven fabric materials, paper materials, woven fiber fabrics, open-cell foams, and porous materials. Among these, nonwoven fabric materials made of nylon, polyester, polypropylene, and polyethylene, and combinations of these nonwoven fabric materials are preferred, and a continuous nonwoven web of nylon or polyester is more preferred.

[0070] [Flexographic printing plate] The flexographic printing plate of this embodiment includes the cured product of the photosensitive resin composition layer prepared as described above. The flexographic printing plate of this embodiment has a Shore A hardness of 61 to 77, and is made of a resin that, in dynamic viscoelasticity measurement at -30°C and 2.5 Hz, satisfies the following formulas (4) and (5), where G' (MPa) is the storage modulus and G'' (MPa) is the loss modulus. 1.17≦G'+G''≦1.80 (4) 0.17≦G′′≦0.30 (5) The flexographic printing plate of this embodiment has the above physical properties as a whole, which enables excellent abrasion resistance during high-speed printing, and reduces edge smearing during printing, and inhibits the occurrence of smearing. From the viewpoint of achieving both improvement in edge smearing and wear resistance, the G'+G'' is preferably 1.40 or more and 1.75 or less, and more preferably 1.50 or more and 1.70 or less. Furthermore, in the flexographic printing original plate of this embodiment, from the viewpoint of realizing excellent abrasion resistance during high-speed printing and reducing smearing and suppressing the occurrence of smearing, G'' is set to 0.17 or more and 0.30 or less, preferably 0.17 or more and 0.29 or less, and more preferably 0.17 or more and 0.25 or less.

[0071] As described above, the flexographic printing plate of this embodiment includes a cured product of a photosensitive resin composition having a Shore A hardness of 61 or more and 77 or less. The hardness mentioned above is the hardness of the entire flexographic printing plate. When the Shore A hardness is 61 or more, sufficient printing durability can be obtained. When the Shore A hardness is 77 or less, sufficient flexibility can be obtained in the flexographic printing plate, and for example, workability when winding the flexographic printing plate around a plate cylinder can be improved. From the viewpoint of achieving both printing durability and flexibility of the flexographic printing plate, the Shore A hardness is 61 or more and 77 or less, preferably 62 or more and 73 or less, and more preferably 63 or more and 70 or less.

[0072] In a cured product of the photosensitive resin composition constituting the flexographic printing plate of this embodiment, in dynamic viscoelasticity measurement at −30° C. and 2.5 Hz, the ratio of the loss modulus G″ (MPa) to the storage modulus G′ (MPa), i.e., tan δ=G″ / G′, is preferably 0.17 or more and 0.20 or less, more preferably 0.17 or more and 0.19 or less, and even more preferably 0.17 or more and 0.18 or less. The physical property values are those of the entire resin constituting the flexographic printing plate. Within the above range, the effect of improving edge fading and suppressing its occurrence is observed even during higher speed printing.

[0073] [Flexographic printing method] The flexographic printing method of this embodiment includes a first step of irradiating ultraviolet light from the support (a) side using the above-mentioned flexographic printing original plate; a second step of irradiating infrared light onto the infrared ablation layer (c) to draw and process a pattern; a third step of irradiating ultraviolet light onto the photosensitive resin composition layer (b) using the infrared ablation layer (c) on which the pattern has been drawn and processed as a mask to perform pattern exposure; a fourth step of removing unexposed areas of the infrared ablation layer (c) and the photosensitive resin composition layer (b) to produce a flexographic printing plate; and a fifth step of printing using the flexographic printing plate. The first to fourth steps in the flexographic printing method are as described above. (Fifth step) The fifth step is a step of printing using the flexographic printing plate obtained by steps 1 to 4. The printing method using the flexographic printing plate is not particularly limited as long as it is a method in which ink is applied to the raised portions of the flexographic printing plate and the ink is transferred to a substrate. [Example]

[0074] Hereinafter, the present embodiment will be described in more detail with reference to specific examples and comparative examples, but the present invention is not limited to the following examples and comparative examples.

[0075] The methods for measuring physical properties of the examples and comparative examples described below are as follows.

[0076] [Content of naphthenic hydrocarbon compound relative to the total amount of liquid diene and naphthenic hydrocarbon compound contained in photosensitive resin composition] The content of naphthenic hydrocarbon compounds relative to the total amount of liquid diene and naphthenic hydrocarbon compounds contained in the photosensitive resin composition (hereinafter, this content will be represented as A) was calculated using the following formula (7). The number average molecular weights (Mn) of the liquid diene and naphthenic hydrocarbon compounds were measured using the following equipment and conditions. A (mol%) = (mass of added naphthenic hydrocarbon compound / Mn of naphthenic hydrocarbon compound) / {(mass of added naphthenic hydrocarbon compound / Mn of naphthenic hydrocarbon compound) + (mass of added liquid diene / Mn of liquid diene)} (7) Apparatus: Tosoh HLC-8220 GPC Columns: The following four columns were connected in series for separation. Tosoh TSKgel GMH XL + Tosoh TSKgel GMH XL + Tosoh TSKgel GMH XLL + Tosoh TSKgel GMH XLL Column temperature: 40℃ Solvent: tetrahydrofuran Detector: RI Calibration curve: Standard polystyrene

[0077] [Measurement of naphthene ratio in naphthenic hydrocarbon compounds contained in photosensitive resin composition] Naphthenic hydrocarbon compounds were analyzed for VGC (viscosity gravity constant) and r according to the Kurtz method and in accordance with ASTM D2140-08(2017). i The refractive index (refractive index) was measured and calculated, and the percentage of the number of naphthenic carbon atoms relative to the total number of carbon atoms derived from these values was taken as the naphthene ratio.

[0078] [Measurement of Shore A hardness] The photosensitive resin composition was sandwiched between release films (Diafoil MRV100, manufactured by Mitsubishi Chemical Corporation) and pressed in a press using a 1.5 mm spacer at 120°C under a pressure of 200 kg / cm. 2 A pressure of 1.5 mm was applied for 4 minutes to obtain a photosensitive resin composition sheet having a photosensitive resin composition layer (b) with a thickness of 1.5 mm. Thereafter, using an "AFP-1216" exposure machine (trade name, manufactured by Asahi Kasei Corporation), ultraviolet fluorescent lamps having a central wavelength of 370 nm were used to expose the photosensitive resin composition sheet to 3000 mJ / cm from each side. 2 A sample for Shore A hardness evaluation was prepared by exposing the entire surface to ultraviolet light. The release film was peeled off from the obtained sample, and the sample was left to stand in a constant temperature and humidity room at a temperature of 23°C and a relative humidity of 55% for one day, and then the compressive strength was measured using a JIS constant pressure loader GS-710 (manufactured by Teclock Corporation, durometer GS-719G ASTM: D2240A, JIS: K6253A, ISO: 7619A). The value measured after applying a load (mass 1 kg) to the solid surface for 15 seconds was taken as the Shore A hardness. In addition, when evaluating the Shore A hardness of the photosensitive resin composition layer (b) from the flexographic printing plate precursor, first, the infrared ablation layer (c) constituting the flexographic printing plate precursor is wiped off with a nonwoven fabric using a solvent such as acetone, and then the obtained laminate of the support (a) and the photosensitive resin composition layer (b) is pressed in a press at 120°C under a pressure of 50 kg / cm. 2The photosensitive resin composition layer (b) that protruded from the support (a) was recovered by applying a pressure of 200 kg / cm for 4 minutes. Next, the recovered photosensitive resin composition was sandwiched between release films and pressed in a press using a 1.5 mm spacer at 120°C under a pressure of 200 kg / cm. 2 A pressure of 3000 mJ / cm was applied for 4 minutes to obtain a photosensitive resin composition sheet having a photosensitive resin composition layer (b) with a thickness of 1.5 mm. Next, using an "AFP-1216" exposure machine, the photosensitive resin composition sheet was exposed to 3000 mJ / cm from each side. 2 A sample for Shore A hardness evaluation was prepared by exposing the entire surface to ultraviolet light of 1000 kJ / cm2, and measurement was carried out in the same manner as described above. Furthermore, when measuring the Shore A hardness of the flexographic printing plate, the flexographic printing plate was left to stand for one day in a constant temperature and humidity room at a temperature of 23°C and a relative humidity of 55%, and then the Shore A hardness of the solid image area of the flexographic printing plate was measured using the above-mentioned JIS constant pressure load tester GS-710. In each of the Examples and Comparative Examples, Shore A hardness measurements were carried out using a sample for Shore A hardness evaluation and a flexographic printing plate prepared from the photosensitive resin composition.

[0079] [Measurement of dynamic viscoelasticity] The photosensitive resin composition was sandwiched between release films and pressed in a press using a 1.5 mm spacer at 120°C under a pressure of 200 kg / cm 2 A pressure of 3000 mJ / cm was applied for 4 minutes to obtain a photosensitive resin composition sheet having a photosensitive resin composition layer (b) with a thickness of 1.5 mm. Then, using an "AFP-1216" exposure machine, the photosensitive resin composition sheet was exposed to 3000 mJ / cm from each side. 2 A sample for evaluating dynamic viscoelasticity was prepared by exposing the entire surface to ultraviolet light of 1000 kJ / cm. The release film was removed from the resulting sample, and a 1.5 mm-thick cured product was formed into an 8 mm diameter circle using a hole punch. The resulting circular sample was placed on the 8 mm diameter parallel plates of a Discovery Hybrid Rheometer 2 (TA Instruments, trademark). Dynamic viscoelasticity measurements, i.e., storage modulus (G'), loss modulus (G"), and tan δ (G" / G'), were performed at a temperature of -30°C and a frequency range of 0.1 Hz to 100.0 Hz, with an axial force (normal stress) of 5 N, sensitivity of 0.1 N, and rotational strain of 0.1. In addition, when evaluating the dynamic viscoelasticity of the photosensitive resin composition layer (b) from the flexographic printing plate precursor, first, the infrared ablation layer (c) constituting the flexographic printing plate precursor is wiped off with a nonwoven fabric using a solvent such as acetone, and then the obtained laminate of the support (a) and the photosensitive resin composition layer (b) is pressed in a press at 120°C under a pressure of 50 kg / cm. 2 The photosensitive resin composition layer (b) that protruded from the support (a) was recovered by applying a pressure of 200 kg / cm for 4 minutes. Next, the recovered photosensitive resin composition was sandwiched between release films and pressed in a press using a 1.5 mm spacer at 120°C under a pressure of 200 kg / cm. 2 A pressure of 3000 mJ / cm was applied for 4 minutes to obtain a photosensitive resin composition sheet having a photosensitive resin composition layer (b) with a thickness of 1.5 mm. Next, using an "AFP-1216" exposure machine, the photosensitive resin composition sheet was exposed to 3000 mJ / cm from each side. 2 A sample for dynamic viscoelasticity measurement was prepared by exposing the entire surface to ultraviolet light of 1000 kJ / cm 2 , and viscoelasticity measurement was carried out in the same manner as described above. Furthermore, when evaluating the dynamic viscoelasticity of the photosensitive resin composition layer (b) constituting the flexographic printing plate, a portion from the design surface to a depth of 1.5 mm was cut out using a cutter or the like in a solid image area of a flexographic printing plate having a plate thickness of 1.7 mm, and the resulting photocured product having a thickness of 1.5 mm was formed into a circle having a diameter of 8 mm using a hole punch, and then dynamic viscoelasticity measurement was carried out in the same manner as the measurement method described above. In each example and comparative example, viscoelasticity measurements were carried out on a sample for evaluating dynamic viscoelasticity prepared from the photosensitive resin composition and on the photosensitive resin composition layer (b) constituting the flexographic printing plate. It was confirmed that similar measurement results were obtained when using the sample prepared from the photosensitive resin composition and when using the sample prepared using the flexographic printing original plate.

[0080] [Manufacturing example] (Preparation of laminate for forming infrared ablation layer) An infrared ablation layer coating liquid was obtained by mixing 100 parts by mass of carbon black (CB) as an infrared absorber, 20 parts by mass of Solsperse 39000 (trade name, manufactured by Lubrizol Japan Corporation, base number 30 mgKOH / g) as a dispersant, 80 parts by mass of Tuftec H1051 (trade name, manufactured by Asahi Kasei Corporation), which is a hydrogenated styrene-butadiene-styrene copolymer elastomer as a binder polymer, and 600 parts by mass of toluene. This infrared ablation layer coating liquid was coated onto a 100 μm thick PET film that would serve as a cover film so that the film thickness after drying would be 3 μm, and the coating was dried at 90°C for 2 minutes to obtain a laminate for forming an infrared ablation layer, which is a laminate of the infrared ablation layer and the cover film.

[0081] (Production of Photosensitive Resin Composition) <Production of Photosensitive Resin Composition 1> Photosensitive resin composition 1 (referred to as resin 1 in Table 1) was prepared by kneading 70.0 parts by mass of a styrene-butadiene-styrene copolymer [D-KX405: manufactured by Kraton Chemical Industries, Ltd.], 13.0 parts by mass of liquid polybutadiene [LBR-352: manufactured by Kuraray Co., Ltd.], 10.0 parts by mass of a plasticizer [Rigalite R1010: manufactured by Eastman Chemical Co.], 7.0 parts by mass of 1,9-nonanediol diacrylate, 3.5 parts by mass of a photopolymerization initiator [2,2-dimethoxy-2-phenylacetophenone: manufactured by BASF], and 0.6 parts by mass of an antioxidant [2,6-di-t-butyl-p-cresol: manufactured by Sumitomo Chemical Co., Ltd.] in a pressure kneader.

[0082] <Production Examples of Photosensitive Resin Compositions 2 to 13> Photosensitive resin compositions 2 to 13 (referred to as resins 2 to 13 in Table 1) were obtained in the same manner as for photosensitive resin composition 1, except that the composition was changed as shown in Table 1 below. The materials in Table 1 are as follows: D-KX405: Kraton styrene-butadiene-styrene copolymer D-1102: Kraton styrene-butadiene-styrene copolymer Tufprene 315P: Styrene-butadiene-styrene copolymer manufactured by Asahi Kasei Corporation LBR-352: Kuraray liquid polybutadiene Rigalite R1010: Naphthenic hydrocarbon compound (naphthene / paraffin ratio = 70 / 30) manufactured by Eastman Chemical Company Sumoil P-350: Matsumura Oil Co., Ltd. Paraffin hydrocarbon compound (naphthene / paraffin ratio = 30 / 70)

[0083] [Table 1]

[0084] Example 1 <Preparation of samples for evaluating cold flow resistance> Photosensitive resin composition 1 was sandwiched between release films (Diafoil MRV100, manufactured by Mitsubishi Chemical Corporation) and heated in a heat press using a 3 mm spacer at 130°C for 4 minutes at 200 kg / cm. 2 After applying a pressure of 1000 kJ / cm, the mixture was cooled to obtain a photosensitive resin structure measuring 25 cm in length, 25 cm in width, and 3 mm in thickness.

[0085] <Preparation of flexographic printing plates> Photosensitive resin composition 1 was placed in an extrusion molding machine, and a support (polyethylene terephthalate film) was attached to one side of the photosensitive resin composition layer extruded from a T-shaped die. A release film (Diafoil MRV100, manufactured by Mitsubishi Chemical Corporation) was attached to the side of the photosensitive resin composition layer opposite the support laminated side, thereby obtaining a laminate (thickness: 1.8 mm) of the support and the photosensitive resin composition layer. Next, the release film was peeled off, and the laminate for forming the infrared ablation layer obtained in the above [Production Example] was laminated so that the infrared ablation layer was in contact with the photosensitive resin composition layer, thereby obtaining a flexographic printing original plate having a plate thickness of 1.8 mm. Next, the flexographic printing plate was exposed from the support side (polyethylene terephthalate film) using an "AFP-1216" exposure machine so that the pattern height (RD) after curing would be about 0.7 mm. Next, the cover film of the infrared ablation layer was peeled off, and an ESKO laser drawing machine (CDI) was used to draw on the infrared ablation layer, and then the exposure machine was used to expose the infrared ablation layer side with 6000 mJ / cm 2 . 2 An image (relief) exposure was performed. Next, using Sorbitol (trademark, manufactured by MacDermid, a mixed organic solvent of 60% by mass of hydrocarbons and 40% by mass of aliphatic alcohols, boiling point 155-205°C) as the developer, development was carried out at a liquid temperature of 30°C and a speed of 135 mm / min using an "AFP-1321P" developing machine (trademark, manufactured by Asahi Kasei Corporation), and the film was dried at 60°C for 2 hours. Then, as a post-processing exposure, a germicidal lamp with a central wavelength of 254 nm was used to expose the entire plate surface to 2000 mJ / cm 2 , followed by 1000mJ / cm using a fluorescent ultraviolet lamp. 2 The exposure was carried out to obtain a flexographic printing plate having a thickness of 1.7 mm.

[0086] [Examples 2 to 6, Comparative Examples 1 to 7] A sample for evaluating cold flow resistance and a flexographic printing plate were obtained in the same manner as in Example 1, except that the photosensitive resin composition used was changed. Table 2 shows the photosensitive resin compositions used in Examples 2 to 6 and Comparative Examples 1 to 7.

[0087] [Evaluation method] <Plate durability during high-speed printing> In a printing test at a printing speed of 600 m / min described in <High-Speed Printing Test> below, the area ratio of the 133 lpi, 10% halftone dot area of the printing plate was measured before and after printing using an image processing analyzer LuzexAP (manufactured by Nireco Corporation), and the rate of change in area ratio before and after printing was calculated. The evaluation was based on the following criteria. The evaluation results are shown in Tables 2 and 3. (Evaluation criteria) A: The change in area ratio is 0% or more and less than 5%. B: The change in area ratio is 5% or more and less than 6%. C: The change in area ratio is 6% or more and less than 7%. E: The change in area ratio is 7% or more.

[0088] <Flexibility of the plate> Using the flexographic printing plates obtained in the Examples and Comparative Examples, both ends of the flexographic printing plates were bent 100 times in the same direction with a curvature of 150 mmφ, with the support laminated side of the flexographic printing plate facing inward. The state of the plate after bending was visually observed from the support laminate side and evaluated according to the following criteria. The evaluation results are shown in Tables 2 and 3. (Evaluation criteria) A: No cracks have occurred on the plate. C: Minor cracks have occurred on the plate. E: Many cracks have occurred on the plate.

[0089] <High-speed printing test: degree of blurring and difficulty of blurring occurring> Using the flexographic printing plates obtained in the Examples and Comparative Examples, printing tests were carried out on a flexographic printing machine. DuploFLEX5.2Plus (Lohmann, trademark) was attached as a cushion tape to the support laminate side of the flexographic printing plate, and XS-716 (DIC Graphics, trademark) was used as a water-based ink. The printing substrate was carton paper and an 800 lpi anilox roll (cell capacity 3.8 cm). 3 / m 2 ) was used. After printing 10,000 m for each of the three printing speed conditions of 350 m / min, 450 m / min, and 600 m / min, the solid areas of the printed matter were visually inspected. Regarding the degree of blurring, if the blurring was minimal and good print quality was maintained, it was rated as A, and as the degree of blurring worsened, it was ranked as B, C, and E. The resistance to smearing was evaluated according to the following criteria. The evaluation results are shown in Tables 2 and 3. (Evaluation criteria for the resistance to smearing) A: Even at a printing speed of 600 m / min, no fading of the printed material can be visually confirmed. B: At a printing speed of 600 m / min, blurring of the printed material can be visually confirmed for the first time. C: From a printing speed of 450 m / min, blurring of the printed material can be visually confirmed. E: From a printing speed of 350 m / min, blurring of the printed material can be visually confirmed.

[0090] <Evaluation of cold flow resistance> The photosensitive resin structures obtained in the Examples and Comparative Examples, which were samples for evaluating cold flow resistance and had a thickness of 3 mm, were cut into 5 cm x 5 cm pieces, and a 28 g / cm 2 The thickness change was measured after leaving the sample at 40°C for 7 days under a load of 1000kJ / cm2. The evaluation was based on the following criteria. The evaluation results are shown in Tables 2 and 3. (Evaluation criteria) A: Thickness reduction rate is less than 2.0%. B: Thickness reduction rate is 2.0% or more and less than 2.5%. C: Thickness reduction rate is 2.5% or more and less than 3.0%.

[0091] [Table 2]

[0092] [Table 3]

[0093] This application is based on a Japanese patent application (Patent Application No. 2022-081622) filed with the Japan Patent Office on May 18, 2022, the contents of which are incorporated herein by reference. [Industrial Applicability]

[0094] The flexographic printing plate precursor of the present invention has industrial applicability in the field of flexographic printing plate manufacturing. [Explanation of symbols]

[0095] (a) Support (b) Photosensitive resin composition layer (b') Printing pattern (c) Infrared ablation layer (c') Infrared ablation layer mask

Claims

1. A flexographic printing original plate comprising at least a support (a) and a photosensitive resin composition layer (b) laminated together, The photosensitive resin composition layer (b) contains a naphthenic hydrocarbon compound having a naphthene ratio of 60% or more and 80% or less, and satisfies the following <Condition 1>: Flexographic printing plate. <Condition 1> the photosensitive resin composition constituting the photosensitive resin composition layer (b) is molded into a thickness of 1.5 mm, and the upper and lower surfaces are irradiated with 3000 mJ of ultraviolet light, respectively, to form a cured product having a Shore A hardness of 60 or more and 75 or less; The cured product had a dynamic viscoelasticity of −30° C. at 2.5 Hz. The storage modulus G' (MPa) and the loss modulus G'' (MPa) are The following formulas (1) and (2) are satisfied. 1.04≦G'+G''≦1.79 (1) 0.15≦G″≦0.30 (2)

2. The cured product had a dynamic viscoelasticity of −30° C. at 2.5 Hz. Ratio of the loss modulus G″ (MPa) to the storage modulus G′ (MPa): tan δ=G″ / G′, Satisfies the following formula (3): The flexographic printing plate precursor according to claim 1. 0.17≦tanδ≦0.20 (3)

3. The naphthene ratio of the naphthenic hydrocarbon compound is 65% or more and 73% or less. The flexographic printing plate precursor according to claim 1 or 2.

4. the content of the naphthenic hydrocarbon compound in the photosensitive resin composition layer (b) is 3% by mass or more and 20% by mass or less; The flexographic printing plate precursor according to claim 1 or 2.

5. the photosensitive resin composition layer (b) further contains a liquid conjugated diene, the content of the naphthenic hydrocarbon compound relative to the total amount of the liquid conjugated diene and the naphthenic hydrocarbon compound is 91 mol % or more and 99 mol % or less; The flexographic printing plate precursor according to claim 1 or 2.

6. A method for producing a flexographic printing plate using the flexographic printing plate precursor according to claim 1 or 2, comprising the steps of: a first step of irradiating the support (a) with ultraviolet light; a second step of forming a negative pattern by placing a negative film on the photosensitive resin composition layer (b) or by laser ablating an infrared ablation layer (c) provided on the photosensitive resin composition layer (b); a third step of pattern-exposing the photosensitive resin composition layer (b) by irradiating it with ultraviolet light through the negative film or using the infrared ablation layer (c) on which the pattern has been drawn as a mask; and a fourth step of removing unexposed areas of the photosensitive resin composition layer (b); have, A method for manufacturing flexographic printing plates.

7. Shore A hardness is 61 or more and 77 or less, In dynamic viscoelasticity measurement at −30° C. and 2.5 Hz, the storage modulus G′ (MPa) and the loss modulus G″ (MPa) were A flexographic printing plate comprising a cured product of a photosensitive resin composition that satisfies the following formulas (4) and (5): 1.17≦G'+G''≦1.80 (4) 0.17≦G″≦0.30 (5)

8. The cured product of the photosensitive resin composition has a dynamic viscoelasticity measured at −30° C. and 2.5 Hz. Ratio of the loss modulus G″ (MPa) to the storage modulus G′ (MPa): tan δ=G″ / G′, Further satisfying the following formula (6):

8. The flexographic printing plate according to claim 7. 0.17≦tanδ≦0.20 (6)

9. Using the flexographic printing plate according to claim 7 or 8, an ink applying step of applying ink to the raised portions of the flexographic printing plate; a transfer step of transferring the ink to a substrate; have, Flexographic printing method.

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