TWI782193B - Link print edition - Google Patents

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TWI782193B
TWI782193B TW108108350A TW108108350A TWI782193B TW I782193 B TWI782193 B TW I782193B TW 108108350 A TW108108350 A TW 108108350A TW 108108350 A TW108108350 A TW 108108350A TW I782193 B TWI782193 B TW I782193B
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mentioned
adhesive
meth
printing
acrylate
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TW108108350A
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TW201940352A (en
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天野正典
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日商小村科技股份有限公司
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41N—PRINTING PLATES OR FOILS; MATERIALS FOR SURFACES USED IN PRINTING MACHINES FOR PRINTING, INKING, DAMPING, OR THE LIKE; PREPARING SUCH SURFACES FOR USE AND CONSERVING THEM
    • B41N1/00—Printing plates or foils; Materials therefor
    • B41N1/12—Printing plates or foils; Materials therefor non-metallic other than stone, e.g. printing plates or foils comprising inorganic materials in an organic matrix
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/255—Polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Architecture (AREA)
  • Structural Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • General Physics & Mathematics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Printing Plates And Materials Therefor (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Pens And Brushes (AREA)
  • Information Retrieval, Db Structures And Fs Structures Therefor (AREA)

Abstract

本發明提供一種連結印刷版，係將多個印刷版予以連結而得，為了使連結部分(黏接劑硬化部)之耐斷裂性提高，藉由將多個具有可撓性的印刷版利用1片黏接於該等印刷版1之背面1a的單面黏著片2與將相鄰之印刷版1的側面1b彼此黏接的黏接劑硬化部3予以連結，該黏接劑硬化部3具有下述(A)~(C)的物性。 (A) 延伸率在260%以上。 (B) 和單面黏著片2的180°剝離強度在4N/10mm以上。 (C) 在23℃的N-甲基-2-吡咯烷酮中浸漬24小時後的膨潤率在30質量%以下。The present invention provides a connected printing plate, which is obtained by connecting a plurality of printing plates. In order to improve the fracture resistance of the connecting part (adhesive hardened part), by using a plurality of flexible printing plates using 1 The single-sided adhesive sheet 2 bonded to the back side 1a of these printing plates 1 is connected to the adhesive hardened part 3 that bonds the side faces 1b of the adjacent printing plates 1 to each other, and the adhesive hardened part 3 has Physical properties of (A)~(C) below. (A) The elongation rate is above 260%. (B) The 180° peel strength with the single-sided adhesive sheet 2 is 4N/10mm or more. (C) The swelling ratio after immersion in N-methyl-2-pyrrolidone at 23° C. for 24 hours is 30% by mass or less.

Description

連結印刷版Link to print version

本發明係關於一種將多個印刷版予以連結而得的連結印刷版。The present invention relates to a connected printing plate obtained by connecting a plurality of printing plates.

近年來，經常以柔版印刷法在液晶電視中所使用的TFT基板或彩色濾光片基板的表面上形成配向膜或絕緣膜。液晶電視逐年大型化，而必須對應地使柔版印刷法中所使用的印刷版大型化。此情況中，必須使印刷版的尺寸為例如2500 mm×3000mm左右。然而，這種尺寸的印刷版並無法以現有設備製造，因此考量將現有設備本體大型化。但是如此則會導致成本大幅提高。In recent years, an alignment film or an insulating film is often formed on the surface of a TFT substrate or a color filter substrate used in a liquid crystal television by a flexographic printing method. Liquid crystal televisions are increasing in size year by year, and accordingly, printing plates used in the flexographic printing method must be increased in size. In this case, the size of the printing plate must be, for example, about 2500 mm×3000 mm. However, since a printing plate of this size cannot be manufactured with existing equipment, it is considered to increase the size of the existing equipment. But doing so will lead to a substantial increase in costs.

於是，有人提出一種連結印刷版，其係藉由將多個尺寸可由現有設備製造的印刷版連結，而使印刷版大型化(例如，參照專利文獻1)。該連結印刷版，係將欲進行連結之印刷版的側面彼此隔著間隙對向，並將黏接劑注入該間隙後使其硬化而得。一般而言，上述印刷版的形成材料係使用光硬化性樹脂，而上述用於連結的黏接劑亦使用與上述印刷版相同的形成材料(光硬化性樹脂)。Then, there has been proposed a connected printing plate that increases the size of the printing plate by connecting printing plates of a plurality of sizes that can be manufactured by existing equipment (for example, refer to Patent Document 1). The linked printing plate is obtained by facing the side faces of the printing plates to be linked through a gap, injecting an adhesive into the gap, and hardening it. Generally, a photocurable resin is used as a forming material of the printing plate, and the same forming material (photocurable resin) as that of the printing plate is also used for the bonding agent.

此處，上述柔版印刷法中，在將印刷版裝設於圓柱狀的版圓筒之外周面的狀態下，一邊使該版圓筒旋轉，一邊對於上述印刷版供應作為上述配向膜或絕緣膜等之形成材料的印墨，以將該印墨轉印至玻璃基板等的印刷對象物。因此，上述印刷版具有能夠裝卸自如地裝設於上述版圓筒外周面之程度的可撓性。又， 為了能夠裝卸自如地裝設於上述版圓筒的外周面，上述連結印刷版中的連結部分(黏接劑硬化部)亦具有柔軟性。 [先前技術文獻] [專利文獻]Here, in the above-mentioned flexographic printing method, in the state where the printing plate is mounted on the outer peripheral surface of a cylindrical plate cylinder, the printing plate is supplied as the above-mentioned alignment film or insulation film while rotating the plate cylinder. Ink for forming materials such as films, and transfer the ink to printing objects such as glass substrates. Therefore, the printing plate has flexibility to the extent that it can be detachably attached to the outer peripheral surface of the plate cylinder. In addition, in order to be detachably attached to the outer peripheral surface of the above-mentioned plate cylinder, the connection portion (adhesive hardened portion) of the above-mentioned connected printing plates is also flexible. [Prior Art Literature] [Patent Document]

[專利文獻1]日本特開平9-274310號公報[Patent Document 1] Japanese Patent Application Laid-Open No. 9-274310

[發明所欲解決之課題][Problem to be Solved by the Invention]

然而，若上述連結印刷版的使用時間變長，則該連結印刷版中的連結部分(黏接劑硬化部)會有斷裂的情況。若上述連結部分(黏接劑硬化部)發生斷裂，則必須更換新的連結印刷版。因此，若上述斷裂發生的頻率高，則印刷作業中斷的頻率亦變高，因此作業效率變差，而且更換連結印刷版的成本亦變高。However, if the usage time of the above-mentioned linked printing plates becomes longer, the linked portion (adhesive hardened portion) in the linked printing plates may be broken. If the above-mentioned connecting portion (adhesive hardened portion) breaks, it is necessary to replace the connecting printing plate with a new one. Therefore, if the frequency of occurrence of the above-mentioned breakage is high, the frequency of interruption of the printing operation will also increase, so that the work efficiency will deteriorate, and the cost of replacing the connected printing plate will also increase.

於是，本案發明人針對上述斷裂的原因詳細調查，結果得知在上述柔版印刷法中，用於上述印墨的溶劑(N-甲基-2-吡咯烷酮)會使連結印刷版中的連結部分劣化。另外得知，上述連結印刷版因在沿著版圓筒的外周面彎曲的狀態下與印刷對象物接觸，故會由於與該印刷對象物的摩擦而對於上述連結印刷版施加拉伸載重或振動。並發現由上述拉伸載重或振動所造成的應力集中在與上述版圓筒的旋轉軸平行的連結部分，導致發生上述斷裂。Then, the inventors of the present case investigated in detail the cause of the above-mentioned breakage, and found that in the above-mentioned flexographic printing method, the solvent (N-methyl-2-pyrrolidone) used for the above-mentioned printing ink will cause the connecting part in the printing plate to be connected. deteriorating. In addition, it is known that the above-mentioned connected printing plate is in contact with the printing object in a state of being bent along the outer peripheral surface of the plate cylinder, so a tensile load or vibration is applied to the above-mentioned connected printing plate due to friction with the printing object. . It was also found that stress due to the above-mentioned tensile load or vibration concentrates on the connecting portion parallel to the rotation axis of the above-mentioned plate cylinder, causing the above-mentioned fracture to occur.

本發明鑒於這樣的情事，提供一種連結印刷版，其係將多個印刷版予以連結而得，其連結部分(黏接劑硬化部)的耐斷裂性有所提高。 [解決課題之手段]In view of such circumstances, the present invention provides a connected printing plate obtained by connecting a plurality of printing plates, and the fracture resistance of the connected part (adhesive hardened part) is improved. [Means to solve the problem]

為了達成上述目的，本發明之連結印刷版具備：多個印刷版，其單面形成有印刷面，且具有可撓性；單面黏著片，黏接於相鄰印刷版中之與上述印刷面相反側的面，而將相鄰印刷版連結；及黏接劑硬化部，設於相鄰之印刷版中對向的側面與側面之間，而將上述側面彼此黏接，且具有柔軟性；該連結印刷版係裝卸自如地裝設於版圓筒的外周面，其中，上述黏接劑硬化部為具有下述(A)~ (C)之物性這樣的構成。 (A) 延伸率在260%以上。 (B) 與單面黏著片的180°剝離強度在4N/10mm以上。 (C) 在23℃的N-甲基-2-吡咯烷酮中浸漬24小時後的膨潤率在30質量%以下。In order to achieve the above object, the connected printing plate of the present invention has: a plurality of printing plates, the printing surface is formed on one side, and has flexibility; a single-sided adhesive sheet is bonded to the printing surface of the adjacent printing plate The surfaces on the opposite sides are used to connect adjacent printing plates; and the adhesive hardening part is provided between the facing sides of the adjacent printing plates to bond the above-mentioned sides to each other, and has flexibility; This connected printing plate is detachably attached to the outer peripheral surface of the plate cylinder, wherein the above-mentioned adhesive hardened portion has the following physical properties (A) to (C). (A) The elongation rate is above 260%. (B) The 180° peel strength with the single-sided adhesive sheet is 4N/10mm or more. (C) The swelling ratio after immersion in N-methyl-2-pyrrolidone at 23° C. for 24 hours is 30% by mass or less.

本案發明人為了提高連結印刷版之連結部分(黏接劑硬化部)的耐斷裂性，著眼於該黏接劑硬化部的物性反覆研究。在該研究過程中，想到降低上述黏接劑硬化部的硬度。結果，上述黏接劑硬化部的耐斷裂性雖提高，但視情況可能導致相鄰印刷版的位置相對偏移，印墨無法轉印至印刷對象物的適當位置。於是，本案發明人針對上述黏接劑硬化部之硬度以外的物性反覆研究。結果發現，上述黏接劑硬化部若具有上述(A)~(C)的物性，則可提高上述黏接劑硬化部的耐斷裂性，並且適當地進行印刷。 [發明之效果]In order to improve the fracture resistance of the connecting portion (adhesive hardened portion) that connects the printing plates, the inventors of the present invention have focused on the physical properties of the adhesive hardened portion. In the course of this study, it was conceived to reduce the hardness of the above-mentioned adhesive cured portion. As a result, although the fracture resistance of the above-mentioned adhesive cured portion is improved, the position of adjacent printing plates may be relatively shifted depending on the situation, and the ink may not be transferred to an appropriate position of the printing object. Therefore, the inventors of the present invention repeatedly studied the physical properties other than the hardness of the above-mentioned hardened part of the adhesive. As a result, it was found that if the above-mentioned adhesive cured portion has the physical properties of (A) to (C) above, the fracture resistance of the above-mentioned adhesive hardened portion can be improved and printing can be performed appropriately. [Effect of Invention]

本發明的連結印刷版中，將相鄰印刷版予以黏接的黏接劑硬化部具有上述(A)~(C)的物性，因此可提高上述黏接劑硬化部的耐斷裂性，並且適當地進行印刷。結果，連結印刷版的更換頻率降低，可提高印刷的作業效率。又，可防止連結印刷版的更換成本提高。In the connected printing plate of the present invention, the adhesive hardened part that bonds adjacent printing plates has the physical properties of (A) to (C) above, so the fracture resistance of the above adhesive hardened part can be improved, and it is appropriate to print. As a result, the replacement frequency of connected printing plates is reduced, and the working efficiency of printing can be improved. In addition, it is possible to prevent an increase in replacement cost of connected printing plates.

以下根據圖示詳細說明本發明的實施形態。Embodiments of the present invention will be described in detail below with reference to the drawings.

圖1(a)係示意顯示本發明之連結印刷版的一實施形態的俯視圖，圖1(b)係圖1(a)中的圓形部分Y內的連結部分之X-X剖面的放大圖。該實施形態的連結印刷版，如圖1(a)、(b)所示，係將2片具有可撓性的印刷版1連結而成。其連結，係由黏接於該等印刷版1之背面(與印刷面相反側的面)1a的1片單面黏著片2與將該等印刷版1之側面1b彼此黏接的黏接劑硬化部3所構成。又，該黏接劑硬化部3亦黏接於上述單面黏著片2的黏著面。又，該黏接劑硬化部3的寬度W通常設定在0.5~4 mm的範圍內。另外，圖1(a)中，符號11係形成於印刷版1的印刷面(表面)之中央區域的印刷用凸部。Fig. 1 (a) is a top view schematically showing an embodiment of a connected printing plate of the present invention, and Fig. 1 (b) is an enlarged view of the X-X section of the connection part in the circular part Y in Fig. 1 (a). The connected printing plate of this embodiment is formed by connecting two flexible printing plates 1 as shown in Fig. 1(a) and (b). The connection is made of a single-sided adhesive sheet 2 bonded to the back side (the side opposite to the printing surface) 1a of the printing plates 1 and an adhesive that bonds the side faces 1b of the printing plates 1 to each other. Hardened part 3 constitutes. Moreover, the hardened adhesive portion 3 is also bonded to the adhesive surface of the above-mentioned single-sided adhesive sheet 2 . In addition, the width W of the adhesive cured portion 3 is usually set within a range of 0.5 to 4 mm. In addition, in FIG. 1( a ), reference numeral 11 is a printing convex portion formed in the central region of the printing surface (surface) of the printing plate 1 .

上述連結印刷版的製作，首先準備1片面積與欲製作之連結印刷版的面積大致相等的上述單面黏著片2。然後，將欲連結的2片印刷版1之背面1a黏接於該單面黏著片2的黏著面。此時，使2片印刷版1的側面1b成為彼此隔著間隙對向的狀態。然後，將黏接劑注入該間隙後，使該黏接劑硬化。藉此，上述黏接劑成為黏接劑硬化部3，該黏接劑硬化部3與上述單面黏著片2的黏著面黏接，且將上述2片印刷版1之對向的側面1b彼此黏接。如此，藉由上述單面黏著片2與上述黏接劑硬化部3將上述2片印刷版1連結，可製作上述連結印刷版。For the production of the above-mentioned linked printing plate, first, one sheet of the above-mentioned single-sided adhesive sheet 2 having an area approximately equal to the area of the linked printing plate to be produced is prepared. Then, the back surfaces 1a of the two printing plates 1 to be connected are adhered to the adhesive surface of the single-sided adhesive sheet 2 . At this time, the side surfaces 1b of the two printing plates 1 are made to face each other with a gap therebetween. Then, after injecting the adhesive into the gap, the adhesive is hardened. Thereby, the above-mentioned adhesive becomes the adhesive hardened part 3, and the adhesive hardened part 3 is bonded to the adhesive surface of the above-mentioned single-sided adhesive sheet 2, and connects the facing side surfaces 1b of the two printing plates 1 to each other. bonding. In this way, the above-mentioned two printing plates 1 are connected by the above-mentioned one-sided adhesive sheet 2 and the above-mentioned adhesive hardened part 3, and the above-mentioned connected printing plate can be produced.

該連結印刷版的黏接劑硬化部3具有下述(A)~(C)的物性。此為本發明的特徵。藉由此特徵，可提高上述黏接劑硬化部3的耐斷裂性，並且適當地進行使用上述連結印刷版的印刷。 (A) 延伸率在260%以上。 (B) 與單面黏著片2的180°剝離強度在4N/10mm以上。 (C) 在23℃的N-甲基-2-吡咯烷酮(以下稱為「NMP」)中浸漬24小時後的膨潤率在30質量%以下。The adhesive cured portion 3 of the connected printing plate has the following physical properties (A) to (C). This is a feature of the present invention. With this feature, the fracture resistance of the above-mentioned adhesive hardened portion 3 can be improved, and printing using the above-mentioned connected printing plate can be performed appropriately. (A) The elongation rate is above 260%. (B) The 180° peel strength with the single-sided adhesive sheet 2 is 4N/10mm or more. (C) The swelling ratio after immersion in N-methyl-2-pyrrolidone (hereinafter referred to as "NMP") at 23° C. for 24 hours is 30% by mass or less.

亦即，藉由使黏接劑硬化部3具有上述(A)的物性(延伸率在260%以上)，該黏接劑硬化部3的柔軟性變高，能夠吸收並減少在柔版印刷法中使用時施加於上述連結印刷版的載重或振動。上述延伸率，係依據JIS 7311-1995測量，並以下式算出的值。 延伸率(%)={(L1 -L0 )/L0 }×100 上述式中，L0 為標線距離，L1 為切斷時的標線間距離。That is, by making the adhesive cured portion 3 have the physical properties of (A) above (the elongation rate is 260% or more), the flexibility of the adhesive cured portion 3 becomes high, and it can absorb and reduce damage caused by flexographic printing. The load or vibration applied to the above-mentioned connected printing plate during use. The above-mentioned elongation is measured in accordance with JIS 7311-1995, and is a value calculated by the following formula. Elongation (%)={(L 1 -L 0 )/L 0 }×100 In the above formula, L 0 is the distance between the marking lines, and L 1 is the distance between the marking lines when cutting.

又，藉由使黏接劑硬化部3具有上述(B)的物性(與單面黏著片2的180°剝離強度在4N/10mm以上)，該黏接劑硬化部3強力黏接於單面黏著片2的黏著面。而且和黏接劑硬化部3將相鄰的2片印刷版1予以黏接的情事相輔相成，可減少該等相鄰之2片印刷版1的相對位置偏離。In addition, by making the adhesive hardened portion 3 have the physical properties of (B) above (the 180° peel strength with the single-sided adhesive sheet 2 is 4N/10mm or more), the adhesive hardened portion 3 is strongly bonded to the single-sided adhesive sheet 2. Adhesive side of adhesive sheet 2. Moreover, it complements the fact that the adhesive hardening part 3 bonds the two adjacent printing plates 1 , and can reduce the relative positional deviation of the two adjacent printing plates 1 .

再者，藉由使黏接劑硬化部3具有上述(C)的物性(在23℃的NMP中浸漬24小時後的膨潤率在30質量%以下)，相對於所印刷之配向膜等的形成材料中所使用的溶劑(NMP)變得不易膨潤。因此，可使黏接劑硬化部3不易因為上述溶劑而劣化。上述膨潤率係以下式算出的值。 膨潤率(%)={(W2 -W1 )/W1 }×100 上述式中，W1 為浸漬前之試片的質量，W2 為浸漬後之試片的質量。Furthermore, by making the adhesive cured portion 3 have the physical properties of (C) above (the swelling rate after immersion in NMP at 23°C for 24 hours is 30% by mass or less), the formation of the printed alignment film, etc. The solvent (NMP) used in the material becomes less swellable. Therefore, it is possible to make the adhesive cured portion 3 less likely to be deteriorated by the above-mentioned solvent. The above-mentioned swelling ratio is a value calculated by the following formula. Swelling ratio (%)={(W 2 -W 1 )/W 1 }×100 In the above formula, W 1 is the mass of the test piece before immersion, and W 2 is the mass of the test piece after immersion.

若更詳細說明，上述印刷版1係用於柔版印刷法，其具有可裝卸自如地裝設於圓柱狀的版圓筒之外周面之程度的可撓性。作為這種印刷版1的形成材料，例如，可列舉光硬化性樹脂等的樹脂。More specifically, the printing plate 1 described above is used in flexographic printing, and has flexibility to the extent that it can be detachably mounted on the outer peripheral surface of a cylindrical plate cylinder. Examples of the forming material of such a printing plate 1 include resins such as photocurable resins.

上述單面黏著片2，係由片狀的基材與形成於該基材之單面的黏著層所構成。形成有該黏著層之一側的面為上述黏著面。上述基材，例如，係以PET(聚對苯二甲酸乙二酯)等的合成樹脂作為形成材料，厚度設定於0.1~0.5mm的範圍內。上述黏著層，例如，係以丙烯酸系樹脂作為形成材料，使用塗布機等塗布於上述基材的單面，厚度設定於5~50μm的範圍內。The above-mentioned single-sided adhesive sheet 2 is composed of a sheet-shaped base material and an adhesive layer formed on one side of the base material. The surface on the side where the adhesive layer is formed is the above-mentioned adhesive surface. The base material is, for example, made of synthetic resin such as PET (polyethylene terephthalate), and its thickness is set within a range of 0.1 to 0.5 mm. The above-mentioned adhesive layer is, for example, made of acrylic resin as a forming material, and is coated on one side of the above-mentioned base material by using a coater or the like, and the thickness is set within a range of 5 to 50 μm.

上述黏接劑硬化部3具有上述(A)~(C)的物性。且除了具有上述耐斷裂性以外，亦具有可裝卸自如地將上述連結印刷版裝設在用於柔版印刷法之圓柱狀的版圓筒外周面之程度的柔軟性。作為這種黏接劑硬化部3的形成材料(黏接劑)，例如，可列舉含有下述(a)~(c)的光硬化性樹脂組成物。 (a) 包含氫化聚丁二烯結構的不飽和聚胺基甲酸酯預聚物。 (b) (甲基)丙烯酸酯單體。 (c) 光聚合起始劑。The above-mentioned adhesive cured portion 3 has the physical properties of the above-mentioned (A) to (C). In addition to having the above-mentioned fracture resistance, it also has flexibility to the extent that the above-mentioned connected printing plate can be freely attached to the outer peripheral surface of a columnar plate cylinder used in flexographic printing. As a forming material (adhesive) of such an adhesive hardened part 3, the photocurable resin composition containing following (a)-(c) is mentioned, for example. (a) An unsaturated polyurethane prepolymer comprising a hydrogenated polybutadiene structure. (b) (meth)acrylate monomers. (c) Photopolymerization initiator.

本發明中，「(甲基)丙烯酸酯」意指丙烯酸酯及甲基丙烯酸酯的一者或兩者。In the present invention, "(meth)acrylate" means one or both of acrylate and methacrylate.

[(a) 包含氫化聚丁二烯結構的不飽和聚胺基甲酸酯預聚物] 上述(a)的包含氫化聚丁二烯結構的不飽和聚胺基甲酸酯預聚物，可由習知的製造方法所製造。例如，可藉由使具有羥基之氫化聚丁二烯(a1)、具有2個以上之異氰酸酯基的聚異氰酸酯(a2)、分子內同時具有包含活性氫之官能基與乙烯屬不飽和鍵的化合物(a3)反應而得。[(a) Unsaturated polyurethane prepolymer containing hydrogenated polybutadiene structure] The unsaturated polyurethane prepolymer containing the hydrogenated polybutadiene structure of (a) above can be produced by a known production method. For example, hydrogenated polybutadiene (a1) having a hydroxyl group, polyisocyanate (a2) having two or more isocyanate groups, and a compound having both a functional group containing active hydrogen and an ethylenically unsaturated bond in the molecule can be (a3) obtained by reaction.

上述氫化聚丁二烯(a1)、上述聚異氰酸酯(a2)與上述化合物(a3)的比例，例如， 宜設定如下。亦即，藉由使上述聚異氰酸酯(a2)之異氰酸酯基(NCO基)與上述氫化聚丁二烯(a1)之羥基(OH基)的莫耳比(NCO基/OH基)在1.0~2.0的範圍內而進行反應，合成聚合物末端具有NCO基的預聚物前驅物。較佳係使上述化合物(a3)之羥基(OH基)與上述預聚物前驅物之高分子鏈末端異氰酸酯基(NCO基)的莫耳比(NCO基/OH基)在0.8~1.0的範圍內而進行反應，更佳係使羥基(OH基)與異氰酸酯基(NCO基)成為相等的量而進行反應。上述氫化聚丁二烯(a1)、上述聚異氰酸酯(a2)與上述化合物(a3)的比例若在上述範圍內，則充分導入乙烯屬不飽和鍵，而可提高上述黏接劑硬化部3的黏接性、強度等的物性，並且抑制因為過剩的異氰酸酯基殘留而導致保存穩定性降低。The ratio of the above-mentioned hydrogenated polybutadiene (a1), the above-mentioned polyisocyanate (a2) and the above-mentioned compound (a3) is preferably set as follows, for example. That is, by setting the molar ratio (NCO group/OH group) of the isocyanate group (NCO group) of the above-mentioned polyisocyanate (a2) to the hydroxyl group (OH group) of the above-mentioned hydrogenated polybutadiene (a1) at 1.0 to 2.0 The reaction is carried out within the scope of synthetic polymer with NCO group at the end of the prepolymer precursor. Preferably, the molar ratio (NCO group/OH group) of the hydroxyl group (OH group) of the above-mentioned compound (a3) to the polymer chain terminal isocyanate group (NCO group) of the above-mentioned prepolymer precursor is in the range of 0.8 to 1.0 It is more preferable to make the hydroxyl group (OH group) and the isocyanate group (NCO group) into equal amounts and to react. If the ratio of the hydrogenated polybutadiene (a1), the polyisocyanate (a2) and the compound (a3) is within the above range, ethylenically unsaturated bonds can be sufficiently introduced, and the strength of the adhesive cured portion 3 can be improved. Physical properties such as adhesiveness and strength, and suppress reduction in storage stability due to excess isocyanate groups remaining.

作為上述氫化聚丁二烯(a1)，從提升上述黏接劑硬化部3之黏接性的觀點而言，較佳為具有80質量%以上之1,2-聚丁二烯結構的氫化聚丁二烯。The hydrogenated polybutadiene (a1) is preferably a hydrogenated polybutadiene having 80% by mass or more of a 1,2-polybutadiene structure from the viewpoint of improving the adhesiveness of the adhesive cured portion 3 . butadiene.

作為上述聚異氰酸酯(a2)，只要為二異氰酸酯、三異氰酸酯等的具有2個以上之異氰酸酯基者即可。作為上述二異氰酸酯，例如，可列舉：2,6-甲苯二異氰酸酯、2,4-甲苯二異氰酸酯、對亞二甲苯基二異氰酸酯、間亞二甲苯基二異氰酸酯、對氫化亞二甲苯基二異氰酸酯、間氫化亞二甲苯基二異氰酸酯、異佛爾酮二異氰酸酯、1,6-六亞甲基二異氰酸酯、三甲基六亞甲基二異氰酸酯、4,4’-二苯基甲烷二異氰酸酯、萘二異氰酸酯、對伸苯基二異氰酸酯等。又，作為上述三異氰酸酯，例如，可列舉：甲苯二異氰酸酯的雙縮脲體及其異氰脲酸酯體、異佛爾酮二異氰酸酯的雙縮脲體及其異氰脲酸酯體、1,6-二異氰酸六亞甲酯的雙縮脲體及其異氰脲酸酯體等。其中，從容易製造上述(a)的不飽和聚胺基甲酸酯預聚物的觀點而言，較佳為二異氰酸酯，更佳為未黃變型的異佛爾酮二異氰酸酯、1,6-二異氰酸六亞甲酯。該等可單獨使用，或併用2種以上。As said polyisocyanate (a2), what has two or more isocyanate groups, such as a diisocyanate and a triisocyanate, should just be used. Examples of the diisocyanates include: 2,6-toluene diisocyanate, 2,4-toluene diisocyanate, p-xylylene diisocyanate, m-xylylene diisocyanate, p-hydrogenated xylylene diisocyanate , m-hydrogenated xylylene diisocyanate, isophorone diisocyanate, 1,6-hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, 4,4'-diphenylmethane diisocyanate, Naphthalene diisocyanate, p-phenylene diisocyanate, etc. Moreover, as said triisocyanate, for example, the biuret form of toluene diisocyanate and its isocyanurate form, the biuret form of isophorone diisocyanate and its isocyanurate form, 1 , The biuret body of 6-hexamethylene diisocyanate and its isocyanurate body, etc. Among these, diisocyanate is preferred from the viewpoint of ease of production of the unsaturated polyurethane prepolymer of (a), and non-yellowing isophorone diisocyanate, 1,6- Hexamethylene diisocyanate. These may be used alone or in combination of two or more.

作為上述化合物(a3)，只要為在分子內具有包含活性氫之官能基與乙烯屬不飽和鍵的化合物即可，較佳為分子內具有羥基與乙烯屬不飽和鍵的化合物。作為這種化合物，例如，可列舉：(甲基)丙烯酸羥乙酯、(甲基)丙烯酸羥丙酯、(甲基)丙烯酸羥丁酯、聚乙二醇單(甲基)丙烯酸酯、聚丙二醇單(甲基)丙烯酸酯、甘油單或二(甲基)丙烯酸酯等。該等可單獨使用，或併用2種以上。The compound (a3) may be any compound having a functional group containing active hydrogen and an ethylenically unsaturated bond in the molecule, and is preferably a compound having a hydroxyl group and an ethylenically unsaturated bond in the molecule. As such compounds, for example, hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, hydroxybutyl (meth)acrylate, polyethylene glycol mono(meth)acrylate, polyethylene glycol mono(meth)acrylate, Propylene glycol mono(meth)acrylate, glycerin mono- or di(meth)acrylate, etc. These may be used alone or in combination of two or more.

使上述氫化聚丁二烯(a1)、上述聚異氰酸酯(a2)與上述化合物(a3)反應所得之上述不飽和聚胺基甲酸酯預聚物(a)，數量平均分子量較佳為10,000以上50,000以下。這是因為數量平均分子量若太小，則具有上述黏接劑硬化部3的硬度變高(缺乏柔軟性)的傾向，相反地若太大，則缺乏與單體類的相溶性，而具有難以得到均勻之黏接劑的傾向。從黏接性、柔軟性、相溶性變得更佳的觀點而言，上述不飽和聚胺基甲酸酯預聚物(a)的數量平均分子量更佳係在15,000~30,000的範圍內。此處所指的數量平均分子量係使用凝膠滲透層析法(GPC，Gel Permeation Chromatography)的聚苯乙烯換算平均分子量。The above-mentioned unsaturated polyurethane prepolymer (a) obtained by reacting the above-mentioned hydrogenated polybutadiene (a1), the above-mentioned polyisocyanate (a2) and the above-mentioned compound (a3) preferably has a number average molecular weight of 10,000 or more Below 50,000. This is because if the number average molecular weight is too small, the hardness of the above-mentioned adhesive hardened portion 3 tends to increase (lack of flexibility), and conversely, if it is too large, the compatibility with monomers will be lacking, resulting in difficulty Tendency to obtain a uniform adhesive. From the viewpoint of better adhesiveness, flexibility, and compatibility, the number average molecular weight of the unsaturated polyurethane prepolymer (a) is more preferably in the range of 15,000 to 30,000. The number average molecular weight referred to here is the average molecular weight in terms of polystyrene using gel permeation chromatography (GPC, Gel Permeation Chromatography).

[(b) (甲基)丙烯酸酯單體] 作為上述(b)的(甲基)丙烯酸酯單體，例如，可列舉選自(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸正癸酯、(甲基)丙烯酸正十二烷酯、(甲基)丙烯酸正十三烷酯、(甲基)丙烯酸正十八烷酯等的直鏈或具有分支烷基的單體類、(甲基)丙烯酸環戊酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸單、二或三烷基環己酯、(甲基)丙烯酸環己基氧基乙酯、(甲基)丙烯酸環庚酯等的具有環烷基的單體類、(甲基)丙烯酸環己烯酯、(甲基)丙烯酸單、二或三烷基環己烯酯、(甲基)丙烯酸環庚烯酯、(甲基)丙烯酸環己烯基氧基乙酯、(甲基)丙烯酸環庚烯基氧基乙酯等的具有環烯基的單體類、[(1S,4S)-1,7,7-三甲基-6-雙環[2.2.1]庚烷基](甲基)丙烯酸酯等的具有雙環烷基的單體類、[(1S,4S)-1,7,7-三甲基-6-雙環[2.2.1]庚烯基](甲基)丙烯酸酯等的具有雙環烯基的單體類、(甲基)丙烯酸三環[5.2.1.0(2,6)]癸-8-基酯、(甲基)丙烯酸(乙氧基)三環[5.2.1.0(2,6)]癸-8-基酯、(甲基)丙烯酸2-甲基三環[3.3.1.1(3,7)]癸-2-基酯、(甲基)丙烯酸2-乙基三環[3.3.1.1(3,7)]癸-2-基酯等的具有三環烷基的單體類、(甲基)丙烯酸2-(3a,4,5,6,7,7a-六氫-4,7-亞甲-1H-茚-6-基)酯、(甲基)丙烯酸2-[(3a,4,5,6,7,7a-六氫-4,7-亞甲-1H-茚-6-基)氧基]乙酯等的具有三環烯基的單體類、烷基之碳數為2~4的(甲基)丙烯酸羥烷酯、伸烷基二醇的碳數為2~4、伸烷基二醇的重複單元為1~10個的聚伸烷基二醇(甲基)丙烯酸酯、烷氧基的碳數2~4、伸烷基二醇的碳數2~4、伸烷基二醇的重複單元為1~10個的烷氧基聚伸烷基二醇(甲基)丙烯酸酯的至少1種以上的化合物等。該等可單獨使用，或併用2種以上。[(b) (meth)acrylate monomer] Examples of (meth)acrylate monomers in (b) above include 2-ethylhexyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, (methyl) Linear chains of n-octyl acrylate, n-decyl (meth)acrylate, n-dodecyl (meth)acrylate, n-tridecyl (meth)acrylate, n-octadecyl (meth)acrylate, etc. or monomers with branched alkyl groups, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, mono-, di- or trialkylcyclohexyl (meth)acrylate, cyclohexyl (meth)acrylate Cycloalkyl-containing monomers such as hexyloxyethyl ester, cycloheptyl (meth)acrylate, cyclohexenyl (meth)acrylate, mono-, di-, or trialkylcyclohexene (meth)acrylate Cycloalkenyl-containing monomers such as ester, cycloheptenyl (meth)acrylate, cyclohexenyloxyethyl (meth)acrylate, cycloheptenyloxyethyl (meth)acrylate, etc., Monomers with bicycloalkyl groups such as [(1S,4S)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptyl](meth)acrylate, [(1S, 4S)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptenyl](meth)acrylate and other bicycloalkenyl monomers, (meth)acrylic tricyclo[ 5.2.1.0(2,6)]dec-8-yl ester, (ethoxy)tricyclo[5.2.1.0(2,6)]dec-8-yl (meth)acrylate, (meth)acrylate 2-Methyltricyclo[3.3.1.1(3,7)]dec-2-yl ester, 2-ethyltricyclo[3.3.1.1(3,7)]dec-2-yl (meth)acrylate Monomers with tricycloalkyl groups, (meth)acrylic acid 2-(3a,4,5,6,7,7a-hexahydro-4,7-methylene-1H-inden-6-yl) esters, 2-[(3a,4,5,6,7,7a-hexahydro-4,7-methylene-1H-inden-6-yl)oxy]ethyl (meth)acrylate, etc. Cycloalkenyl monomers, hydroxyalkyl (meth)acrylates with 2 to 4 carbon atoms in the alkyl group, 2 to 4 carbon atoms in the alkylene glycol, and 1 repeating unit in the alkylene glycol ~10 polyalkylene glycol (meth)acrylates, the carbon number of alkoxy group is 2~4, the carbon number of alkylene glycol is 2~4, and the repeating unit of alkylene glycol is 1~ At least 1 or more compounds of 10 alkoxy polyalkylene glycol (meth)acrylates, etc. These may be used alone or in combination of two or more.

上述(甲基)丙烯酸酯單體(b)的含量，相對於包含氫化聚丁二烯結構的不飽和聚胺基甲酸酯預聚物(a)的質量，通常為5~400質量%，較佳為20~300質量%，更佳為40~230質量%。The content of the (meth)acrylate monomer (b) is usually 5 to 400% by mass relative to the mass of the unsaturated polyurethane prepolymer (a) containing a hydrogenated polybutadiene structure, Preferably it is 20-300 mass %, More preferably, it is 40-230 mass %.

[(c) 光聚合起始劑] 作為上述(c)的光聚合起始劑，例如，可列舉：二乙氧基苯乙酮、2-羥基-2-甲基-1-苯基丙-1-酮等的苯乙酮類、苯偶姻、α-甲基苯偶姻、α-苯基苯偶姻等的苯偶姻類、二苯甲酮、苯甲醯基苯甲酸、苯甲醯基苯甲酸甲酯等的二苯甲酮類、2-甲基-1-[4-(甲基硫基)苯基]-2-(4-嗎咻基)-1-丙酮等的α胺基酮類、氧葱酮、噻噸酮等的氧葱酮類、蒽醌、2-甲基蒽醌等的蒽醌類、{2-羥基-2-甲基-1-[4-(1-甲基乙烯基)苯基]丙-1-酮}等的高分子光起始劑。該等可單獨使用，或併用2種以上。[(c) Photopolymerization initiator] As the photopolymerization initiator of the above (c), for example, acetophenones such as diethoxyacetophenone and 2-hydroxy-2-methyl-1-phenylpropan-1-one, Benzoins such as benzoin, α-methylbenzoin, and α-phenylbenzoin, and diphenyls such as benzophenone, benzoylbenzoic acid, and methyl benzoylbenzoate ketones, α-amino ketones such as 2-methyl-1-[4-(methylthio)phenyl]-2-(4-morpholyl)-1-propanone, oxantrone, thiazophenone Anthraquinones such as xanthone, anthraquinones such as anthraquinone and 2-methylanthraquinone, {2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl] Propan-1-one} and other polymer photoinitiators. These may be used alone or in combination of two or more.

上述光聚合起始劑(c)的含量，相對於包含氫化聚丁二烯結構的不飽和聚胺基甲酸酯預聚物(a)及(甲基)丙烯酸酯單體(b)的總質量(當後述含有乙烯屬不飽和化合物(f)的情況，為亦包含乙烯屬不飽和化合物(f)的總質量)，通常為0.2~20質量%，較佳為0.3~15質量%，更佳為0.5~10質量%。The content of the above-mentioned photopolymerization initiator (c) is relative to the total amount of the unsaturated polyurethane prepolymer (a) containing a hydrogenated polybutadiene structure and the (meth)acrylate monomer (b). Mass (when the ethylenically unsaturated compound (f) is contained in the following, it is the total mass that also includes the ethylenically unsaturated compound (f)), usually 0.2 to 20% by mass, preferably 0.3 to 15% by mass, more preferably Preferably, it is 0.5 to 10% by mass.

另外，除了上述(a)~(c)的成分以外，亦可因應需求使用其他成分。作為其成分，例如，可列舉：下述矽烷偶合劑(d)、柔軟性賦予劑(e)、上述(b)成分以外的乙烯屬不飽和化合物(f)、各種添加劑(g)。In addition, in addition to the above-mentioned components (a) to (c), other components can also be used as needed. As the component, the following silane coupling agent (d), flexibility imparting agent (e), ethylenically unsaturated compound (f) other than the said (b) component, and various additives (g) are mentioned, for example.

[(d) 矽烷偶合劑] 作為上述矽烷偶合劑(d)，例如，可列舉：乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、γ-甲基丙烯醯氧基丙基三甲氧基矽烷、γ-甲基丙烯醯氧基丙基三乙氧基矽烷、γ-胺基丙基三乙氧基矽烷、γ-環氧丙氧基丙基三甲氧基矽烷、γ-氯丙基三甲氧基矽烷、γ-巰基丙基三甲氧基矽烷、正丙基三乙氧基矽烷及正辛基三乙氧基矽烷等的烷基烷氧基矽烷、聚醚改質烷氧基矽烷等。其中，從與上述(a)~(c)的各成分之親和性的觀點而言，較佳為乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、γ-甲基丙烯醯氧基丙基三甲氧基矽烷、γ-甲基丙烯醯氧基丙基三乙氧基矽烷、γ-環氧丙氧基丙基三甲氧基矽烷、聚醚改質烷氧基矽烷等的非離子性的矽烷偶合劑。該等可單獨使用，或併用2種以上。上述矽烷偶合劑(d)的比例，相對於上述(a)~(c)的成分的總質量，較佳為5質量%以下。[(d) Silane coupling agent] Examples of the silane coupling agent (d) include: vinyltrimethoxysilane, vinyltriethoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-methacryl Oxypropyltriethoxysilane, γ-Aminopropyltriethoxysilane, γ-Glycidoxypropyltrimethoxysilane, γ-Chloropropyltrimethoxysilane, γ-Mercaptopropyl Alkyl trimethoxysilane, n-propyltriethoxysilane, n-octyltriethoxysilane and other alkyl alkoxysilanes, polyether modified alkoxysilanes, etc. Among these, vinyltrimethoxysilane, vinyltriethoxysilane, γ-methacryloxypropyl Non-ionic products such as trimethoxysilane, γ-methacryloxypropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, polyether modified alkoxysilane, etc. Silane coupling agent. These may be used alone or in combination of two or more. The ratio of the silane coupling agent (d) is preferably 5% by mass or less relative to the total mass of the components (a) to (c) above.

[(e) 柔軟性賦予劑] 作為上述柔軟性賦予劑(e)，例如，可列舉：聚丁二烯、氫化聚丁二烯、萜烯樹脂、烴改質萜烯樹脂、該等的氫化物等的萜烯系樹脂、萜烯酚樹脂、該萜烯酚樹脂的氫化物等的萜烯酚系樹脂、脂肪族系石油樹脂、脂環族系石油樹脂、芳香族系石油樹脂、共聚合系石油樹脂、二環戊二烯系石油樹脂、純單體系石油樹脂、該等的氫化物等的石油系樹脂、膠松香(gum rosin)、妥爾松香(tall rosin)、木松香、歧化松香、聚合松香、該等松香的甘油酯及新戊四醇酯、該等的氫化物等的松香系樹脂、苯乙烯系樹脂、苯并呋喃-茚(coumarone-indene)系樹脂、烷基酚系樹脂、二甲苯系樹脂、丹馬(dammar)、柯巴脂(copal)、蟲膠(shellac)等。該等可單獨使用、或併用2種以上。其中，從提升與上述(a)~(c)的各成分之親和性及柔軟性的觀點而言，較佳為聚丁二烯。上述柔軟性賦予劑(e)的比例，相對於上述(a)~(c)的成分的總質量，較佳為100質量%以下。[(e) Softness Imparting Agent] Examples of the above-mentioned flexibility-imparting agent (e) include terpene-based resins such as polybutadiene, hydrogenated polybutadiene, terpene resins, hydrocarbon-modified terpene resins, hydrogenated products thereof, and terpene resins. Terpene phenol resins, terpene phenol resins such as hydrogenated terpene phenol resins, aliphatic petroleum resins, alicyclic petroleum resins, aromatic petroleum resins, copolymer petroleum resins, dicyclopentadiene Petroleum-based resins, pure single-system petroleum resins, petroleum-based resins such as hydrogenated products, gum rosin, tall rosin, wood rosin, disproportionated rosin, polymerized rosin, and such rosins Rosin-based resins, styrene-based resins, coumarone-indene-based resins, alkylphenol-based resins, xylene-based resins, etc. Dammar, copal, shellac, etc. These can be used individually or in combination of 2 or more types. Among them, polybutadiene is preferred from the viewpoint of improving the affinity with the components (a) to (c) and flexibility. The ratio of the above-mentioned flexibility-imparting agent (e) is preferably 100% by mass or less with respect to the total mass of the components of the above-mentioned (a) to (c).

[(f) 乙烯屬不飽和化合物] 作為上述乙烯屬不飽和化合物(f)，例如，可列舉：碳數1~7的直鏈或分支的(甲基)丙烯酸烷酯、(甲基)丙烯酸鹵化烷酯、(甲基)丙烯酸胺基烷酯、(甲基)丙烯酸四氫糠酯、(甲基)丙烯酸烯丙酯、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸苯氧酯、經N-取代或是N,N’-取代的(甲基)丙烯醯胺、二丙酮(甲基)丙烯醯胺、N,N’-伸烷基雙(甲基)丙烯醯胺、伸烷基二醇二(甲基)丙烯酸酯、聚伸烷基二醇二(甲基)丙烯酸酯、聚環氧烷改質雙酚A二(甲基)丙烯酸酯等的二(甲基)丙烯酸酯類、三羥甲基丙烷三(甲基)丙烯酸酯、三羥甲基丙烷烷氧基三(甲基)丙烯酸酯、甘油三(甲基)丙烯酸酯、甘油烷氧基三(甲基)丙烯酸酯、新戊四醇三(甲基)丙烯酸酯、新戊四醇四(甲基)丙烯酸酯、二新戊四醇五(甲基)丙烯酸酯、二新戊四醇六(甲基)丙烯酸酯等的多官能(甲基)丙烯酸酯類。該等可單獨使用，或併用2種以上。上述乙烯屬不飽和化合物(f)的比例，相對於上述(a)~(c)的成分的總質量，較佳為5質量%以下。[(f) Ethylenically unsaturated compounds] Examples of the above-mentioned ethylenically unsaturated compound (f) include straight-chain or branched alkyl (meth)acrylates having 1 to 7 carbon atoms, halogenated alkyl (meth)acrylates, amine (meth)acrylates, etc. Alkyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, allyl (meth)acrylate, glycidyl (meth)acrylate, benzyl (meth)acrylate, phenoxy (meth)acrylate, N-substituted or N,N'-substituted (meth)acrylamide, diacetone (meth)acrylamide, N,N'-alkylene bis(meth)acrylamide, alkylene Di(meth)acrylates such as diol di(meth)acrylate, polyalkylene glycol di(meth)acrylate, polyalkylene oxide modified bisphenol A di(meth)acrylate, etc. , Trimethylolpropane tri(meth)acrylate, Trimethylolpropane alkoxy tri(meth)acrylate, Glycerin tri(meth)acrylate, Glyceryl alkoxy tri(meth)acrylate , Neopentylthritol tri(meth)acrylate, Neopentylthritol tetra(meth)acrylate, Dineopentylthritol penta(meth)acrylate, Dineopentylthritol hexa(meth)acrylate and other multifunctional (meth)acrylates. These may be used alone or in combination of two or more. The ratio of the ethylenically unsaturated compound (f) is preferably 5% by mass or less relative to the total mass of the components (a) to (c) above.

[(g) 添加劑] 作為上述添加劑(g)，例如，可列舉：熱聚合抑制劑、抗老化劑、抗氧化劑、阻燃劑、界面活性劑、抗靜電劑、著色劑、塑化劑、表面潤滑劑、均染劑、軟化劑等。上述添加劑(g)的比例，相對於上述(a)~(c)的成分的總質量，較佳為5質量%以下。[(g) Additives] Examples of the aforementioned additives (g) include thermal polymerization inhibitors, antiaging agents, antioxidants, flame retardants, surfactants, antistatic agents, colorants, plasticizers, surface lubricants, and leveling agents. , softener, etc. The ratio of the additive (g) is preferably 5% by mass or less relative to the total mass of the components (a) to (c) above.

[黏接劑的製備] 藉由在該黏接劑中混合上述(a)~(c)的成分，而製備成光硬化性樹脂組成物。此時，因應需求混合上述(d)~(g)的成分。[Preparation of Adhesive] A photocurable resin composition is prepared by mixing the above-mentioned components (a) to (c) with the adhesive. At this time, the above-mentioned components (d) to (g) are mixed as needed.

又，上述黏接劑，在先前所述的連結印刷版的製作中，注入連結的2片印刷版1之側面1b彼此的間隙[參照圖1(a)、(b)]，藉由照射紫外線等的活性能量線可使其硬化。In addition, the above-mentioned adhesive is injected into the gap between the side faces 1b of the two connected printing plates 1 in the production of the above-mentioned connected printing plates [see FIG. And other active energy lines can make it harden.

另外，上述實施形態中係使連結之印刷版1為2片，但亦可為3片以上。又，連結之方向，可不為單一方向(橫向)而是與其垂直的方向(縱向)，亦可為該等兩個方向(縱向、橫向)。In addition, in the above-mentioned embodiment, two printing plates 1 are connected, but three or more printing plates may be used. Also, the direction of connection may be not a single direction (horizontal direction) but a direction perpendicular thereto (vertical direction), or may be two directions (longitudinal, lateral direction).

以下針對實施例，與比較例及習知例一併進行說明。然而，本發明不限於實施例。 [實施例]Examples are described below together with comparative examples and conventional examples. However, the present invention is not limited to the examples. [Example]

[印刷版的形成材料] 準備感光性樹脂組成物(旭化成公司製，K-11)以作為印刷版的形成材料。[Formation material of printing plate] A photosensitive resin composition (manufactured by Asahi Kasei Co., Ltd., K-11) was prepared as a printing plate forming material.

[單面黏著片] 相對於(甲基)丙烯酸酯共聚物的質量，添加0.5質量%的異氰酸酯系交聯劑，攪拌10分鐘，得到黏著劑溶液。然後使用塗布機將該黏著劑溶液塗布於PET製的片狀基材(厚度250μm)的單面後，於100℃使其乾燥3分鐘，形成黏著劑層(厚度30 μm)。如此製作單面黏著片。[Single-sided adhesive sheet] 0.5% by mass of an isocyanate-based crosslinking agent was added to the mass of the (meth)acrylate copolymer, and stirred for 10 minutes to obtain an adhesive solution. Then, this adhesive solution was applied to one side of a PET sheet-like substrate (thickness 250 μm) using a coater, and dried at 100° C. for 3 minutes to form an adhesive layer (thickness 30 μm). In this way, a single-sided adhesive sheet was produced.

[黏接劑(光硬化性樹脂組成物)的該(a)~(c)的成分] 準備下述化合物作為黏接劑的該(a)~(c)的成分。 (a) 包含氫化聚丁二烯結構的不飽和聚胺基甲酸酯預聚物(數量平均分子量15,000)。 (b) 準備下述的(b1)~(b4)作為(甲基)丙烯酸酯單體。 (b1) 甲基丙烯酸三環[5.2.1.0(2,6)]癸-8-基酯。 (b2) 丙烯酸2-乙基己酯。 (b3) 丙烯酸2-甲氧基乙酯。 (b4) 甲基丙烯酸正十二烷酯。 (c) 二乙氧基苯乙酮(光聚合起始劑)。[Components (a) to (c) of the adhesive (photocurable resin composition)] Prepare the following compounds as the components (a) to (c) of the adhesive. (a) An unsaturated polyurethane prepolymer (number average molecular weight 15,000) comprising a hydrogenated polybutadiene structure. (b) Prepare the following (b1)-(b4) as a (meth)acrylate monomer. (b1) Tricyclo[5.2.1.0(2,6)]dec-8-yl methacrylate. (b2) 2-Ethylhexyl acrylate. (b3) 2-Methoxyethyl acrylate. (b4) n-dodecyl methacrylate. (c) Diethoxyacetophenone (photopolymerization initiator).

[實施例1~4及比較例1、2] 以後述表1所示的比例混合上述(a)~(c)的成分，調製實施例1~4及比較例1、2的黏接劑。[Examples 1 to 4 and Comparative Examples 1 and 2] The above-mentioned components (a) to (c) were mixed in the ratio shown in Table 1 below to prepare the adhesives of Examples 1 to 4 and Comparative Examples 1 and 2.

[習知例] 習知例的黏接劑，係與上述印刷版之形成材料相同的感光性樹脂組成物。[Practice] The conventional adhesive is the same photosensitive resin composition as the above-mentioned printing plate forming material.

【表1】

Figure 108108350-A0304-0001
【Table 1】
Figure 108108350-A0304-0001

針對對於上述實施例1~4、比較例1、2及習知例的黏接劑照射紫外線使其硬化而得者(相當於該黏接劑硬化部)，以下述方式測量延伸率、與單面黏著片的180°剝離強度、相對於NMP的膨潤率、拉伸強度及蕭氏A硬度。將其測量結果顯示於後述表2。The elongation, and the single 180°peel strength, swelling ratio relative to NMP, tensile strength and Shore A hardness of the surface-adhesive sheet. The measurement results are shown in Table 2 below.

[延伸率] 對於上述黏接劑照射紫外線使其硬化，製作厚度2mm的黏接劑硬化片(相當於該黏接劑硬化部)。然後藉由刀模壓裁(die cutting)，從此黏接劑硬化片得到JIS啞鈴狀3號(平行部的長度20mm，寬度5mm)的試片。使用延伸率測量器(拉伸試驗機)(MinebeaMitsumi公司製，TGE-5kN)測量該試片的延伸率。[Elongation] The above-mentioned adhesive was irradiated with ultraviolet rays to be cured, and an adhesive-cured sheet (corresponding to the adhesive-cured portion) having a thickness of 2 mm was produced. Then, a test piece of JIS dumbbell-shaped No. 3 (length of parallel portion: 20 mm, width: 5 mm) was obtained from the adhesive hardened sheet by die cutting. The elongation of the test piece was measured using an elongation measuring device (tensile testing machine) (manufactured by Minebea Mitsumi Co., Ltd., TGE-5kN).

[與單面黏著片的180°剝離強度] 在不銹鋼製基板的表面上塗布上述印刷版的形成材料，在長度100mm中重現使2片印刷版的側面(厚度2.56mm)彼此隔著間隙10mm而對向的狀態並進行硬化。然後將上述黏接劑注入上述間隙，使上述單面黏著片的黏著面抵接於該注入層的表面之後照射紫外線，使上述黏接劑硬化，而形成黏接劑硬化部。然後使用剝離試驗機(拉伸試驗機)(MinebeaMitsumi公司製，TGE-5kN)，以20mm/min的剝離速度，將上述單面黏著片(厚度45μm)進行180°剝離，測量其180°剝離強度。 另外，該測量中，上述黏接劑硬化部牢固地黏接於不銹鋼製基板的表面，在上述與單面黏著片的180°剝離中，係在上述黏接劑硬化部與單面黏著片的界面發生剝離。[180°peel strength with single-sided adhesive sheet] The above-mentioned printing plate forming material was coated on the surface of a stainless steel substrate, and the state in which the sides of two printing plates (thickness 2.56 mm) faced each other with a gap of 10 mm was reproduced in a length of 100 mm was cured. Then, the above-mentioned adhesive is injected into the above-mentioned gap, the adhesive surface of the above-mentioned single-sided adhesive sheet is brought into contact with the surface of the injection layer, and then ultraviolet rays are irradiated to harden the above-mentioned adhesive to form an adhesive-hardened portion. Then, using a peel tester (tensile tester) (manufactured by MinebeaMitsumi, TGE-5kN), at a peel speed of 20mm/min, the above-mentioned single-sided adhesive sheet (thickness 45μm) was peeled at 180°, and the 180° peel strength was measured. . In addition, in this measurement, the above-mentioned hardened part of the adhesive is firmly bonded to the surface of the stainless steel substrate. The interface peeled off.

[相對於NMP的膨潤率] 對於上述黏接劑照射紫外線使其硬化，製作厚度3mm的黏接劑硬化片(相當於該黏接劑硬化部)。然後藉由刀模壓裁，從該黏接劑硬化片得到長方形(40mm× 20mm)的試片。然後將該試片浸漬於23℃的NMP24小時。測量上述試片在浸漬前後的質量，並根據上式算出膨潤率。[Swelling rate relative to NMP] The above-mentioned adhesive was irradiated with ultraviolet rays to be cured, and an adhesive-cured sheet (corresponding to the adhesive-cured portion) having a thickness of 3 mm was produced. Then, a rectangular (40mm×20mm) test piece was obtained from the adhesive-cured sheet by die cutting. Then, this test piece was immersed in 23 degreeC NMP for 24 hours. Measure the mass of the above test piece before and after immersion, and calculate the swelling rate according to the above formula.

[拉伸強度] 對於上述印刷版的形成材料照射紫外線使其硬化，製作2片20mm×100mm× 2.56mm(厚度)的片材。然後將該等片材的短邊彼此隔著2mm的間隙而使其對向， 將上述黏接劑注入該間隙，照射紫外線使上述黏接劑硬化。如此，得到以黏接劑硬化部將上述2片的片材連結而得的試片。然後在溫度23℃、濕度46%的環境下，使用拉伸試驗機(MinebeaMitsumi公司製，TGE-5kN)，以10mm/min的拉伸速度沿長邊方向拉伸上述試片，並測量拉伸強度。[Tensile Strength] The above-mentioned printing plate forming material was irradiated with ultraviolet rays to be cured, and two sheets of 20 mm x 100 mm x 2.56 mm (thickness) were produced. Then, the short sides of these sheets were made to face each other with a gap of 2 mm therebetween, the above-mentioned adhesive was injected into the gap, and the above-mentioned adhesive was cured by irradiating ultraviolet rays. In this manner, a test piece obtained by connecting the above-mentioned two sheets with an adhesive hardened portion was obtained. Then, in an environment with a temperature of 23° C. and a humidity of 46%, the above-mentioned test piece was stretched in the longitudinal direction at a tensile speed of 10 mm/min using a tensile testing machine (manufactured by Minebea Mitsumi Co., Ltd., TGE-5kN), and the tensile force was measured. strength.

[蕭氏A硬度] 對於上述黏接劑照射紫外線使其硬化，製作厚度9mm的黏接劑硬化片。然後使用硬度計(高分子計器公司製，MD-1)，依照JIS K6253測量該黏接劑硬化片的蕭氏A硬度。[Shore A Hardness] The above-mentioned adhesive was irradiated with ultraviolet rays to be cured, and an adhesive-cured sheet having a thickness of 9 mm was produced. Then, the Shore A hardness of the adhesive cured sheet was measured in accordance with JIS K6253 using a hardness meter (manufactured by Polymer Instruments Co., Ltd., MD-1).

【表2】

Figure 108108350-A0304-0002
【Table 2】
Figure 108108350-A0304-0002

[耐久試驗] 使用上述印刷版的形成材料，準備2片1560mm×1030mm×2.56mm(側面的厚度)的片材以作為欲連結的印刷版。然後與上述實施形態相同地，使用上述單面黏著片及上述黏接劑製作連結印刷版。此時，使欲連結之印刷版的側面彼此的間隙為2mm。然後使用該連結印刷版進行藉由柔版印刷法印刷之耐久試驗。該耐久試驗中，將配向膜的形成材料(溶劑：NMP)印刷於玻璃基板，將對於1片玻璃基板所進行的印刷計為1次。[Durability Test] Using the above-mentioned printing plate forming material, two sheets of 1560 mm×1030 mm×2.56 mm (side thickness) were prepared as printing plates to be connected. Then, similarly to the above-mentioned embodiment, a linked printing plate was produced using the above-mentioned single-sided adhesive sheet and the above-mentioned adhesive. At this time, the gap between the side surfaces of the printing plates to be connected was set to 2 mm. Then, a durability test of printing by a flexographic printing method was performed using the bonded printing plate. In this endurance test, the material for forming the alignment film (solvent: NMP) was printed on a glass substrate, and printing with respect to one glass substrate was counted as one time.

結果，使用實施例1~4之連結印刷版的耐久試驗中，即使印刷2萬次，連結印刷版亦未斷裂，可適當地進行印刷。相對於此，使用比較例1之連結印刷版的耐久試驗中，連結印刷版雖未斷裂而進行了2萬次印刷，但在超過1萬次的時候起發生印刷位置偏移，無法適當地進行印刷。而且，耐久試驗後的連結印刷版中，於連結部分(黏接劑硬化部)產生白濁。又，在使用比較例2之連結印刷版的耐久試驗中，連結印刷版的連結部分在未達到2萬次即斷裂。在使用習知例之連結印刷版的耐久試驗中，連結印刷版的連結部分在未達到1萬次即斷裂。As a result, in the durability test using the bonded printing plates of Examples 1 to 4, even after 20,000 printings, the bonded printing plates were not broken and printing was performed appropriately. On the other hand, in the durability test using the connected printing plate of Comparative Example 1, although the connected printing plate was not broken and was printed 20,000 times, when it exceeded 10,000 times, the printing position shifted and it could not be properly performed. print. Furthermore, in the connected printing plate after the durability test, cloudiness occurred in the connected part (adhesive cured part). In addition, in the durability test using the connected printing plate of Comparative Example 2, the connecting portion of the connected printing plate was broken before reaching 20,000 times. In the durability test using the conventional connected printing plate, the connecting part of the connected printing plate broke before reaching 10,000 times.

從該耐久試驗的結果可得知，實施例1~4的連結印刷版，因為連結部分(黏接劑硬化部)具有特定的物性，可提高其連結部分的耐斷裂性，並且可適當地進行印刷。相對於此，可得知具有未滿足該特定物性之連結部分的比較例1、2及習知例的連結印刷版，連結部分的耐斷裂性或適當的印刷性不佳。From the results of the durability test, it can be seen that the bonded printing plates of Examples 1 to 4 have specific physical properties at the bonded portion (adhesive hardened portion), and the fracture resistance of the bonded portion can be improved, and can be properly processed. print. On the other hand, it can be seen that the connected printing plates of Comparative Examples 1 and 2 and the conventional example having a connected portion that does not satisfy the specified physical properties are not good in fracture resistance or appropriate printability of the connected portion.

上述實施例中雖顯示本發明的具體形態，但上述實施例不過是單純的例示， 並非係限定地進行解釋。對於該技術領域中有通常知識者而言為明顯的各種變化，皆意欲涵蓋在本發明的範圍內。 [產業利用性]Although the specific form of this invention was shown in the said Example, the said Example is merely an illustration, and is not interpreted limitedly. Various changes obvious to those skilled in the art are intended to be encompassed within the scope of the present invention. [Industrial Utilization]

本發明的連結印刷版，可在柔版印刷法中提高印刷版之連結部分(黏接劑硬化部)的耐斷裂性，並且可適當地進行印刷。The bonded printing plate of the present invention can improve the fracture resistance of the bonded part (adhesive hardened part) of the printing plate in the flexographic printing method, and can print appropriately.

1‧‧‧印刷版 1a‧‧‧背面 1b‧‧‧側面 2‧‧‧單面黏著片 3‧‧‧黏接劑硬化部 11‧‧‧印刷用凸部 W‧‧‧寬度1‧‧‧Print Edition 1a‧‧‧back side 1b‧‧‧side 2‧‧‧Single-sided adhesive sheet 3‧‧‧Adhesive curing part 11‧‧‧Convex part for printing W‧‧‧Width

【圖1】係示意顯示本發明之連結印刷版的一實施形態，(a)為其俯視圖，(b)為(a)中的圓形部分Y的連結部分之X-X剖面的放大圖。[Fig. 1] schematically shows an embodiment of the connected printing plate of the present invention, (a) is its top view, and (b) is an enlarged view of the X-X section of the connecting part of the circular part Y in (a).

1‧‧‧印刷版 1‧‧‧Print Edition

1a‧‧‧背面 1a‧‧‧back side

1b‧‧‧側面 1b‧‧‧side

2‧‧‧單面黏著片 2‧‧‧Single-sided adhesive sheet

3‧‧‧黏接劑硬化部 3‧‧‧Adhesive curing part

11‧‧‧印刷用凸部 11‧‧‧Convex part for printing

W‧‧‧寬度 W‧‧‧Width

Claims (1)

一種連結印刷版，具備：多個單面形成有印刷面的具有可撓性之印刷版；單面黏著片，黏接於相鄰印刷版中之與上述印刷面相反側的面而將相鄰印刷版予以連結；及具有柔軟性的黏接劑硬化部，設於相鄰印刷版的相向的側面與側面之間而將上述側面彼此予以黏接；係裝卸自如地裝設於版圓筒之外周面，其特徵為：該黏接劑硬化部具有下述(A)~(C)的物性；(A)依據JIS 7311-1995測得之延伸率在260%以上；(B)與單面黏著片的180°剝離強度在4N/10mm以上；(C)在23℃的N-甲基-2-吡咯烷酮中浸漬24小時後的膨潤率在30質量%以下。A connected printing plate, comprising: a plurality of flexible printing plates with a printing surface formed on one side; a single-sided adhesive sheet, which is bonded to the surface of the adjacent printing plate on the opposite side to the above-mentioned printing surface, and will be adjacent to the printing plate. The printing plates are connected; and the soft adhesive hardening part is arranged between the facing sides of the adjacent printing plates to bond the above-mentioned sides to each other; it is installed on the plate cylinder in a detachable manner. The outer peripheral surface is characterized in that: the hardened portion of the adhesive has the following physical properties (A)~(C); (A) the elongation measured according to JIS 7311-1995 is above 260%; (B) is the same as that of one side The 180° peel strength of the adhesive sheet is 4N/10mm or more; (C) The swelling ratio after immersion in N-methyl-2-pyrrolidone at 23°C for 24 hours is 30% by mass or less.
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CN111587185B (en) 2022-03-11
JPWO2019188271A1 (en) 2021-02-12
CN111587185A (en) 2020-08-25
KR102520776B1 (en) 2023-04-11
TW201940352A (en) 2019-10-16
KR20200135286A (en) 2020-12-02
JP7153637B2 (en) 2022-10-14

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