JPS62165643A - Photosensitive gum composition for flexographic printing plate - Google Patents
Photosensitive gum composition for flexographic printing plateInfo
- Publication number
- JPS62165643A JPS62165643A JP654986A JP654986A JPS62165643A JP S62165643 A JPS62165643 A JP S62165643A JP 654986 A JP654986 A JP 654986A JP 654986 A JP654986 A JP 654986A JP S62165643 A JPS62165643 A JP S62165643A
- Authority
- JP
- Japan
- Prior art keywords
- meth
- acrylate
- weight
- photosensitive
- rubber
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 40
- -1 acryl group Chemical group 0.000 claims abstract description 19
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 12
- 239000003999 initiator Substances 0.000 claims abstract description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims abstract description 9
- 230000001476 alcoholic effect Effects 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 7
- 239000005062 Polybutadiene Substances 0.000 claims abstract description 3
- 229920002857 polybutadiene Polymers 0.000 claims abstract description 3
- 229920001971 elastomer Polymers 0.000 claims description 32
- 239000005060 rubber Substances 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- 229920003051 synthetic elastomer Polymers 0.000 claims description 7
- 239000005061 synthetic rubber Substances 0.000 claims description 7
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 3
- 239000002904 solvent Substances 0.000 abstract description 10
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract description 3
- 125000005442 diisocyanate group Chemical group 0.000 abstract description 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 abstract 1
- 125000005641 methacryl group Chemical group 0.000 abstract 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 27
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 13
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 10
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920006267 polyester film Polymers 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920002601 oligoester Polymers 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 229920002681 hypalon Polymers 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000036211 photosensitivity Effects 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明はフレキソ版用感光性ゴム組成物に関するもので
ある。DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a photosensitive rubber composition for flexo plates.
(従来の技術)
従来のフレキソ印刷用ゴム版は原金属版の製造のための
露光、腐食、プラスチックなどにより母型を製造し、こ
の母型板に基づき加熱加圧により製造することが知られ
ている。(Prior art) Conventional rubber plates for flexographic printing are known to be manufactured by manufacturing a matrix using exposure, corrosion, plastic, etc. for the production of a raw metal plate, and then manufacturing by heating and pressing based on this matrix. ing.
また感光性樹脂を用いて、レリーフ版を製造する方法、
例えば線状ポリマーと1個以上の光重合可能なオレフィ
ン性二重結合を有する単量体および光重合開始剤の混合
物をシート状に成型し、原図を通して光を照射、未露光
部分を溶剤等により洗浄除去し、レリーフ版を得る方法
が知られている。さらにエラストマー性ポリマー、例え
ばクロロプレンゴム(以下CRと称す)、二) IJル
ゴム(以下NBRと、称す)あるいはポリウレタンゴム
と光重合性単量体と光重合開始剤を主成分とする感光層
を用いてフレキソ印刷用レリーフの製造方法も提案され
ている。Also, a method of manufacturing a relief plate using a photosensitive resin,
For example, a mixture of a linear polymer, a monomer having one or more photopolymerizable olefinic double bonds, and a photopolymerization initiator is formed into a sheet, irradiated with light through the original image, and the unexposed areas are treated with a solvent, etc. A method of washing and removing it to obtain a relief plate is known. In addition, a photosensitive layer containing an elastomeric polymer, such as chloroprene rubber (hereinafter referred to as CR), IJ rubber (hereinafter referred to as NBR), or polyurethane rubber, a photopolymerizable monomer, and a photopolymerization initiator, is further used. A method for producing reliefs for flexographic printing has also been proposed.
(発明が解決しようとする問題点)
しかしながら、従来のフレキソグラフ印刷用ゴム版を・
製造するには多くの工程を必要とし、費用、時間の面で
著しく不利であり、得られたゴム版自体の精度が低いと
いう欠点を有している。また感光性樹脂を用いてレリー
フ版を製造する方法において製造されたレリーフは、粗
い材質の被印刷体や不均一な厚さの被印刷体に対するフ
レキソグラフ印刷には密着性が不十分であり、また気温
による硬度の変化が大きく、夏と冬により印刷条件を調
整する必要があり満足できるものとはいえない。(Problems to be solved by the invention) However, the conventional rubber plate for flexographic printing
It requires many steps to manufacture, which is extremely disadvantageous in terms of cost and time, and has the disadvantage that the obtained rubber plate itself has low precision. In addition, the relief produced by the method of producing a relief plate using a photosensitive resin has insufficient adhesion for flexographic printing on a substrate made of rough material or a substrate of uneven thickness. In addition, the hardness changes greatly depending on the temperature, and it is necessary to adjust the printing conditions depending on summer and winter, which is not satisfactory.
さらには耐印刷用インク性の劣るものもあり、印刷用イ
ンクの種類により使用できないものも存在するという問
題点を有する。Furthermore, some of them have poor printing ink resistance, and some of them cannot be used depending on the type of printing ink.
さらに従来のフレキソグラフ印刷用レリーフ版、すなわ
ちエラストマー性ポリマー単量体及び光重合開始剤から
成る系においては、主成分であるCR,アクリルゴムの
弾性が単量体の重合及び架橋反応によって低下、さらに
低温における弾性が極めて劣化するという問題点を有し
ていた。これに関してポリ塩化ビニルの安定剤であるフ
タル酸エステル、リン酸エステル等の可塑剤の添加、あ
るいは分子量1,000〜5.000の液状プレポリマ
ーの添加等が提案されているが、かかる可塑剤、液状プ
レポリマーは光重合になんら関与していないので、耐溶
剤性の低下が著しいという問題点を有する。Furthermore, in the conventional relief plate for flexographic printing, that is, the system consisting of an elastomeric polymer monomer and a photopolymerization initiator, the elasticity of the main components CR and acrylic rubber decreases due to the polymerization and crosslinking reaction of the monomers. Furthermore, there was a problem in that the elasticity at low temperatures deteriorated significantly. Regarding this, it has been proposed to add plasticizers such as phthalate esters and phosphate esters, which are stabilizers for polyvinyl chloride, or to add liquid prepolymers with a molecular weight of 1,000 to 5,000. Since the liquid prepolymer does not participate in any way in photopolymerization, it has the problem of a significant decrease in solvent resistance.
(問題点を解決するだめの手段)
従って本発明者らは、かかる従来のフレキソ印刷用レリ
ーフ版の欠点を補い簡単な操作でしかもどのような被印
刷体に対しても鮮明な印刷を行うことができる優れたレ
リーフ版を開発するために研究を重ね全く新規なエラス
トマー性成分を含む感光性ゴム組成物を用いることによ
りかかる目的を達成し、本発明を達成するに至った。(Means for Solving the Problems) Therefore, the present inventors have devised a method to compensate for the drawbacks of the conventional relief plates for flexographic printing, and to perform clear printing on any printing material with simple operation. In order to develop an excellent relief plate that can be used, the inventors have conducted extensive research, and by using a photosensitive rubber composition containing a completely new elastomeric component, they have achieved this objective, and the present invention has been achieved.
すなわち本発明は、
a)両末端に水酸基を有する1、4−ポリブタジエンの
液状ゴムにジイソシアネート化合物を反応させて両末端
イソシアネート化合物を調製し、さらにアルコール性水
酸基を有するアクリレートあるいはメタクリレートを反
応させて得られる分子量6.000〜io、 oooの
感光性ゴム100重量部、b)未加硫の合成ゴム、例え
ばCR,スチレンブタジェンゴム(以下SBRと称す)
、クロロスルホン化ポリエチレン(以下C3Mと称す)
、NBR等から成る群より選ばれるエラストマー性ポリ
マーの1種あるいは2〜3種50〜100重量部、
C) 1個又はそれ以上のアクリル基を有するアクリレ
ートモノマーあるいは1個又はそれ以上のメタクリル基
を有するメタクレートモノマーより成る群より選ばれる
1種あるいは2種以上を5〜150重量部、
d) 1種あるいは2〜3種の光重合開始剤0.5〜3
0重量部、
から成るフレキソグラフ印刷版用感光性ゴム組成物に関
する。That is, the present invention provides: a) A liquid rubber of 1,4-polybutadiene having hydroxyl groups at both ends is reacted with a diisocyanate compound to prepare a both-end isocyanate compound, and further reacted with an acrylate or methacrylate having an alcoholic hydroxyl group. 100 parts by weight of a photosensitive rubber having a molecular weight of 6.000 to io, ooo, b) unvulcanized synthetic rubber, such as CR, styrene butadiene rubber (hereinafter referred to as SBR)
, chlorosulfonated polyethylene (hereinafter referred to as C3M)
C) 50 to 100 parts by weight of one or two to three elastomeric polymers selected from the group consisting of , NBR, etc.; C) acrylate monomer having one or more acrylic groups or one or more methacrylic groups; 5 to 150 parts by weight of one or more selected from the group consisting of methacrylate monomers, d) 0.5 to 3 of one or two or three photopolymerization initiators.
0 parts by weight of a photosensitive rubber composition for flexographic printing plates.
以下本発明について構成にもとづき説明する。The present invention will be explained below based on the configuration.
本発明の組成物の(a)成分として用いられる感光性ゴ
ムは、それ自体に感光性を有し、光重合開始剤と混合し
て紫外線照射後、柔軟で強靭かつ耐水性、耐溶剤性、耐
薬品性に優れ気温による硬度変化の小さい硬化物を形成
する。The photosensitive rubber used as component (a) of the composition of the present invention has photosensitivity itself, and after being mixed with a photopolymerization initiator and irradiated with ultraviolet rays, it is flexible, tough, water resistant, solvent resistant, Forms a cured product with excellent chemical resistance and little change in hardness due to temperature.
(5)成分として用いられる未加硫の合成ゴムは、例え
ばCR,SBR,NBR,C3M等がら成る群より選ば
れる。通常1種を用いるが、必要に応じて2〜3種を併
用することもできる。The unvulcanized synthetic rubber used as component (5) is selected from the group consisting of, for example, CR, SBR, NBR, C3M, and the like. Usually one type is used, but two or three types can also be used in combination as necessary.
かかる合成ゴムは現像液に容易に溶解するが、他の成分
と混合、紫外線照射後は現像液に不溶になり、ゴム弾性
体を形成する。該合成ゴムは(a)成分の感光性ゴム1
00重量部に対し50〜100重量部の割合で用いられ
る。Such synthetic rubber easily dissolves in a developer, but after being mixed with other components and irradiated with ultraviolet rays, it becomes insoluble in the developer and forms a rubber elastic body. The synthetic rubber is photosensitive rubber 1 of component (a).
It is used in a proportion of 50 to 100 parts by weight per 00 parts by weight.
(C)成分としては次の一般式;
%式%
で表されるアクリル基を分子内に1個あるいは2個以上
有するアクリレートモノマー、又は次の一般式;
で表されるメタクリル基を分子内に1個あるいは2個以
上有するメタクリレートモノマーがあり、例えばメチル
(メタ)アクリレート(メチルアクリレート及びメチル
メタクリレートを意味し、以下同様に略記する)、エチ
ル(メタ)アクリレート、n−および!−プロピル(メ
タ)アクリレート、n−,5ec−及びt−ブチル(メ
タ)アクリレート、2−エチルヘキシル(メタ)アクリ
レート、ラウリル(メタ)アクリレート、ステアリル(
メタ)アクリレート、テトラフルフリル(メタ)アクリ
レートなどのアルキル(メタ)アクリレート類、メトキ
シエチル(メタ)アクリレート、エトキシエチル(メタ
)アクリレート、n−1sec−及びt−ブトキシエチ
ル(メタ)アクリレートなどのアルコキシアルキル(メ
タ)アクリレート類、フェノキシエチル(メタ)アクリ
レートなどのアリロキシアルキル(メタ)アクリレート
類、ヒドロキシエチル(メタ)アクリレート、2−ヒド
ロキシプロピル(メタ)アクリレートなどのヒドロキシ
アルキル(メタ)アクリレート類、グリシジル(メタ)
アクリレートなどのグリシジル基含有のモノ(メタ)ア
クリレート類、ハロゲン置換アルキル(メタ)アクリレ
ート類、あるいはポリエチレングリコールモノ (メタ
)アクリレート、ポリプロピレングリコールモノ(メタ
)アクリレートなどのポリオキシアルキレングリコール
モノ(メタ)アクリレート、アルコキシポリオキシルア
ルキレンモノ(メタ)アクリレート類などの置換アルキ
ルモノ(メタ)アクリレート類などがある。またビスフ
ェノールへのエチレンオキサイド及びプロピレンオキサ
イド付加物などのビスフェノールA°のアルキレンオキ
サイド付加物のモノ(メタ)アクリレート類、水素化ビ
スフェノールAのエチレンオキサイド及びプロピレンオ
キサイド付加物などの水素化ビスフェノールAのアルキ
レンオキサイド付加物のモノ(メタ)アクリレート類、
さらにジイソシアネート化合物と2個以上のアルコール
性水酸基含有化合物を反応させて得られる末端イソシア
ネート基含有化合物に、さらにアルコール性水酸基含有
(メタ)アクリレートを重合させて得られる分子内に1
個の(メタ)アクロイルオキシ基を有するウレタン変性
モノ(メタ)アクリレート類、分子内に1個以上のエポ
キシ基を有する化合物にアクリル酸、メタクリル酸を反
応させて得られるエポキシモノ(メタ)アクリレート類
、カルボン酸成分としてアクリル酸、メタクリル酸及び
多価カルボン酸と、アルコール成分として2価以上の多
価アルコールとを反応させて得られるオリゴエステルモ
ノ(メタ)アクリレート類、エチレングリコールジ(メ
タ)アクリレート、プロピレングリコールジ(メタ)ア
クリレート、1,4−ブタンジオールジ(メタ)アクリ
レート、ネオペンチルグリコールジ(メタ)アクリレー
ト、■、6−ヘキサンシオールジ(メタ)アクリレート
などのアルキレングリコールジ(メタ)アクリレート類
、ジエチレングリコールジ(メタ)アクリレート、ジプ
ロピレングリコールジ(メタ)アクリレート、ポリプロ
レングリコールジ(メタ)アクリレートなどのポリオキ
シアルキレングリコールジ(メタ)アクリレート類、ハ
ロゲン置換アルキレングリコールジ(メタ)アクリレー
ト類、水酸基置換アルキレングリコールジ(メタ)アク
リレートなどの置換アルキレングリコールジ(メタ)ア
クリレート類、ビスフェノールAのエチレンオキサイド
及びプロピレンオキサイド付加物などのビスフェノール
Aのアルキレンオキサイド付加物のジ(メタ)アクリレ
ート類、水素化ビスフェノールAのエチレンオキサイド
及びプロピレンオキサイド付加物等の水素化ビスフェノ
ールへのアルキレンオキサイド付加物のジ(メタ)アク
リレート類、ジイソシアネート化合物と2個以上のアル
コール性水酸基含有化合物とを反応させて得られる末端
イソシアネート基含有化合物にさらにアルコール性水酸
基を有する(メタ)アクリレートを反応させて得られる
分子内に2個の(メタ)アクロイル基を有するウレタン
変性ジ(メタ)アクリレート類、分子内に2個以上のエ
ポキシ基を有する化合物にアクリル酸及び/又はメタク
リル酸を反応させて得られるエポキシジくメタ)アクリ
レート類、カルボン酸成分としてアクリル酸あるいはメ
タクリル酸、およびアルコール成分として2価以上の多
価アルコールとを反応させて得られるオリゴエステルジ
(メタ)アクリレート類、またトリメチロールプロパン
トリ(メタ)アクリレート、トリメチロールプロパント
リ(メタ)アクリレート、ペンタエリスリトールトリ(
メタ)アクリレート、ペンタエリスリトールテトラ(メ
タ)アクリレートなどの3価以上の脂肪族多価アルコー
ルの多価(メタ)アクリレート類、3価以上の水酸基置
換脂肪族多価アルコールの多価(メタ)アクリレート類
、ジイソシアネート化合物と2個以上のアルコール性水
酸基を有する化合物とを反応させて得られる末端イソシ
アネート化合物と2個以上のアルコール性水酸基を有す
る(メタ)アクリレートを反応させて得られる分子内に
3個あるいはそれ以上の(メタ)アクロイルオキシ基を
有するウレタン変形多価(メタ)アクリレート類などが
ある。これらの(C)成分(メタ)アクリレートモノマ
ーは(a)成分の感光性ゴム100重量部に対して単独
あるいは2種以上の併用で5〜150重量部の割合で用
いられるが、少なくとも一部分は2価以上の(メタ)ア
クリレートであることが好ましく、少なくとも2価以上
の(メタ)アクリレートが(a)成分の感光性ゴム10
0重量部に対し5〜50重量部であることが好ましい。Component (C) is an acrylate monomer having one or more acrylic groups in the molecule represented by the following general formula; or methacrylic groups represented by the following general formula; There are methacrylate monomers having one or more monomers, such as methyl (meth)acrylate (meaning methyl acrylate and methyl methacrylate, hereinafter similarly abbreviated), ethyl (meth)acrylate, n- and! -propyl (meth)acrylate, n-, 5ec- and t-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, stearyl (
Alkyl (meth)acrylates such as meth)acrylate, tetrafurfuryl (meth)acrylate, alkoxy such as methoxyethyl (meth)acrylate, ethoxyethyl (meth)acrylate, n-1sec- and t-butoxyethyl (meth)acrylate Alkyl (meth)acrylates, allyloxyalkyl (meth)acrylates such as phenoxyethyl (meth)acrylate, hydroxyalkyl (meth)acrylates such as hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, glycidyl (meta)
Glycidyl group-containing mono(meth)acrylates such as acrylates, halogen-substituted alkyl(meth)acrylates, or polyoxyalkylene glycol mono(meth)acrylates such as polyethylene glycol mono(meth)acrylate and polypropylene glycol mono(meth)acrylate. , substituted alkyl mono(meth)acrylates such as alkoxypolyoxylalkylene mono(meth)acrylates, and the like. In addition, mono(meth)acrylates of alkylene oxide adducts of bisphenol A° such as ethylene oxide and propylene oxide adducts to bisphenol, and alkylene oxides of hydrogenated bisphenol A such as ethylene oxide and propylene oxide adducts of hydrogenated bisphenol A. Adduct mono(meth)acrylates,
Further, a terminal isocyanate group-containing compound obtained by reacting a diisocyanate compound with two or more alcoholic hydroxyl group-containing compounds is further polymerized with an alcoholic hydroxyl group-containing (meth)acrylate.
urethane-modified mono(meth)acrylates having 1 (meth)acryloyloxy groups, epoxy mono(meth)acrylates obtained by reacting acrylic acid or methacrylic acid with a compound having one or more epoxy groups in the molecule , oligoester mono(meth)acrylates obtained by reacting acrylic acid, methacrylic acid, and polycarboxylic acids as carboxylic acid components with polyhydric alcohols of dihydric or higher valence as alcohol components, ethylene glycol di(meth) Alkylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, ■,6-hexanethiol di(meth)acrylate, etc. Acrylates, polyoxyalkylene glycol di(meth)acrylates such as diethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, polyprolene glycol di(meth)acrylate, halogen-substituted alkylene glycol di(meth)acrylates , substituted alkylene glycol di(meth)acrylates such as hydroxyl-substituted alkylene glycol di(meth)acrylate, di(meth)acrylates of alkylene oxide adducts of bisphenol A such as ethylene oxide and propylene oxide adducts of bisphenol A, hydrogen Terminals obtained by reacting di(meth)acrylates and diisocyanate compounds of alkylene oxide adducts to hydrogenated bisphenols, such as ethylene oxide and propylene oxide adducts of hydrogenated bisphenol A, and compounds containing two or more alcoholic hydroxyl groups. Urethane-modified di(meth)acrylates having two (meth)acryloyl groups in the molecule obtained by reacting an isocyanate group-containing compound with a (meth)acrylate having an alcoholic hydroxyl group; Epoxy di(meth)acrylates obtained by reacting a compound having an epoxy group with acrylic acid and/or methacrylic acid, reacting with acrylic acid or methacrylic acid as the carboxylic acid component, and a dihydric or higher polyhydric alcohol as the alcohol component. Oligoester di(meth)acrylates obtained by
Polyhydric (meth)acrylates of trivalent or higher aliphatic polyhydric alcohols such as meth)acrylate, pentaerythritol tetra(meth)acrylate, polyhydric (meth)acrylates of trivalent or higher hydroxyl-substituted aliphatic polyhydric alcohols , a terminal isocyanate compound obtained by reacting a diisocyanate compound with a compound having two or more alcoholic hydroxyl groups and a (meth)acrylate having two or more alcoholic hydroxyl groups. There are urethane modified polyvalent (meth)acrylates having more (meth)acryloyloxy groups. These (meth)acrylate monomers (C) are used alone or in combination of 5 to 150 parts by weight based on 100 parts by weight of the photosensitive rubber (a), and at least a portion is Photosensitive rubber 10 in which component (a) is preferably a (meth)acrylate having a valence of at least 2 or more, and at least a (meth)acrylate having a valence of 2 or more.
The amount is preferably 5 to 50 parts by weight relative to 0 parts by weight.
(d)成分として用いられる光重合開始剤としては、こ
の種の感光性樹脂に慣用されている公知の光重合開始剤
を任意に使用できるが、ベンゾイン系、ベンゾフェノン
系、アントラキノン系のものが好ましく、単独あるいは
2種以上併用して用いられ、(a)成分の感光性ゴム1
00重量部に対し、0,5〜30重量部の割合で用いら
れる。As the photopolymerization initiator used as component (d), any known photopolymerization initiator commonly used in this type of photosensitive resin can be used, but benzoin-based, benzophenone-based, and anthraquinone-based ones are preferable. , may be used alone or in combination of two or more, and the photosensitive rubber 1 of component (a)
It is used in a proportion of 0.5 to 30 parts by weight per 0.00 parts by weight.
次に本発明のフレキソグラフ印刷版用感光性ゴム組成物
の組成比率について説明する。Next, the composition ratio of the photosensitive rubber composition for flexographic printing plates of the present invention will be explained.
未加硫の合成ゴムは感光性ゴム100重1部に対し、5
0〜100重量部が好ましく、50重量部以下では硬化
物のゴム弾性の不足を生じ、また100重量部以上とす
ると、硬化物の細線の再現性が劣ってくるようになる。Unvulcanized synthetic rubber is 5 parts per 100 parts by weight of photosensitive rubber.
The amount is preferably from 0 to 100 parts by weight; if it is less than 50 parts by weight, the cured product will lack rubber elasticity, and if it is more than 100 parts by weight, the reproducibility of fine lines in the cured product will be poor.
アクリレートモノマーあるいはメタクリレートモノマー
は感光性ゴム100重量部に対し、5〜150重量部が
好ましく、5重量部以下では硬化が著しく遅れ、また1
50重量部以手配合すると硬度が上がりすぎて、ゴム弾
性が失われる。The acrylate monomer or methacrylate monomer is preferably used in an amount of 5 to 150 parts by weight per 100 parts by weight of the photosensitive rubber.
If more than 50 parts by weight is added, the hardness increases too much and rubber elasticity is lost.
光重合開始剤は感光性ゴム100重量部に対し、0.5
〜30重量部が好ましく、0.5重量部以下では硬化が
著しく遅れ、また30重量部以上では、硬化後も硬化物
中に光重合開始剤が残存して、硬化物の硬度の経時変化
や引張強度の低下などの影響をを及ぼす。The photopolymerization initiator is 0.5 parts by weight per 100 parts by weight of the photosensitive rubber.
-30 parts by weight is preferred; if it is less than 0.5 parts by weight, curing will be significantly delayed, and if it is more than 30 parts by weight, the photopolymerization initiator will remain in the cured product even after curing, causing changes in the hardness of the cured product over time. This may cause effects such as a decrease in tensile strength.
本発明の組成物は従来の方法、例えば各成分を有機溶剤
に溶解、混合し、そのまま板状に成型後、溶剤を除去す
ることにより、またローノペバンバリー等のミキサーで
溶剤を加えずに混合後、熱プレスで板状に成型あるいは
押出し、射出成型機等で板状に成型することにより、フ
レキソグラフ印刷用版感光性ゴム板とすることができる
。The composition of the present invention can be produced by a conventional method, for example, by dissolving and mixing each component in an organic solvent, forming it into a plate shape as it is, and then removing the solvent, or by using a mixer such as a Ronopebanbury without adding a solvent. After mixing, a photosensitive rubber plate for flexographic printing can be obtained by molding or extruding into a plate shape using a hot press, or molding into a plate shape using an injection molding machine or the like.
このようにして得られる感光性ゴム板は、寸法安定な支
持体、例えばポリエステル膜、アルミニウム板などに圧
着し、原図を通して250〜500 mmの波長を含む
光源、例えばケミカルランプ、ブラックライトカーボン
アーク灯、高圧あるいは超高圧水銀灯、キセノンランプ
などによる紫外線照射を施し、その後現像液、例えば塩
素化炭化水素類またはその混合物を用いて未露光部分を
洗浄除去すればゴム弾性を有するフレキソグラフ印刷用
レリーフ板が得られる。The photosensitive rubber plate thus obtained is pressed onto a dimensionally stable support, such as a polyester film, an aluminum plate, etc., and exposed to a light source containing a wavelength of 250 to 500 mm throughout the original, such as a chemical lamp, a black light carbon arc lamp, etc. Relief plates for flexographic printing that have rubber elasticity can be obtained by applying ultraviolet irradiation using a high-pressure or ultra-high-pressure mercury lamp, xenon lamp, etc., and then washing off the unexposed areas using a developer such as chlorinated hydrocarbons or a mixture thereof. is obtained.
(実施例) 次に本発明を実施例及び比較例により説明する。(Example) Next, the present invention will be explained with reference to Examples and Comparative Examples.
実施例及び比較例
第1表に示すような配合割合にて組成物を溶解、混合し
た後厚さ50μmの透明なポリエステルフィルム上に板
状に流延して40〜50度で72時間暗所で静置、溶剤
を除去することにより厚さ5mmのゴム板を得た。Examples and Comparative Examples After dissolving and mixing the compositions in the proportions shown in Table 1, the compositions were cast into a plate shape onto a 50 μm thick transparent polyester film and heated at 40 to 50 degrees in a dark place for 72 hours. A rubber plate with a thickness of 5 mm was obtained by allowing the mixture to stand still and removing the solvent.
該感光性ゴム板のポリエステルフィルム側より超高圧水
銀灯で100mJ/cm”の紫外線を照射、その後もう
一方の側に原図を密着させ、原図を密着させた方向より
超高圧水銀灯で10100O/cm”の紫外線を照射す
る。The polyester film side of the photosensitive rubber plate was irradiated with ultraviolet rays of 100 mJ/cm" using an ultra-high pressure mercury lamp, and then the original drawing was brought into close contact with the other side. From the direction in which the original drawing was brought into close contact, ultraviolet rays of 10,100 O/cm" were irradiated using an ultra-high pressure mercury lamp. Irradiate with ultraviolet light.
その後原図を剥がして現像液1.L L−り四ロエタン
を用いて10分間ロールブラシで洗浄し、80℃の温風
乾燥機で乾燥させ、次いで500mJ/cm2の紫外線
を照射したところ、原図と同様な模様を持つフレキソグ
ラフ印刷用凸版が得られた。得られた印刷用凸版の硬化
物性を次の試験条件により測定した。After that, peel off the original image and apply developer solution 1. When washed with a roll brush for 10 minutes using LL-lytetraloethane, dried in a warm air dryer at 80°C, and then irradiated with 500 mJ/cm2 of ultraviolet light, a pattern for flexographic printing similar to the original image was obtained. A letterpress was obtained. The cured physical properties of the obtained printing relief plate were measured under the following test conditions.
硬度 JIS K 6301引張
強度 JIS K 6301伸度
JIS K 6301硬化物のトル
エン抽出量 JIS K 6350(発明の効果)
以上脱明した如く本発明のフレキソグラフ印刷用ゴム版
は主成分に特定の感光性ゴムを用いているので、従来の
未加硫合成ゴムを主成分として可塑剤、液状プレポリマ
ーを配合した感光性樹脂板に比べ、強靭で柔軟でありか
つ耐溶剤性、耐薬品性に優れ気温による硬化物の硬度変
化が小さく、さらに溶剤抽出量が小さく、細線再現性が
優れる効果がある。Hardness JIS K 6301 Tensile strength JIS K 6301 Elongation
JIS K 6301 Amount of toluene extracted from cured product JIS K 6350 (Effects of the invention) As explained above, the rubber plate for flexographic printing of the present invention uses a specific photosensitive rubber as the main component, so it is different from the conventional untreated rubber plate. Compared to photosensitive resin plates made of sulfur synthetic rubber as the main component, combined with plasticizers and liquid prepolymers, they are tougher and more flexible, and have excellent solvent and chemical resistance, with little change in the hardness of the cured product due to temperature. The extraction amount is small and the reproducibility of fine lines is excellent.
更に本発明は、これらの可塑剤、液状プレポリマーを使
用せず主成分自体も光重合するので耐溶剤性の向上を行
うことができるという効果がある。Furthermore, the present invention has the effect that solvent resistance can be improved because the main component itself is photopolymerized without using these plasticizers or liquid prepolymers.
Claims (1)
液状ゴムにジイソシアネート化合物を反応させた両末端
イソシアネート化合物を調製し、さらにアルコール性水
酸基を有するアクリレートあるいはメタクリレートを反
応させて得られる分子量6,000〜10,000の感
光性ゴム100重量部に、未加流の合成ゴム50〜10
0重量部、1個又はそれ以上のアクリル基を有するアク
リレートモノマーあるいは1個又はそれ以上のメタクリ
ル基を有するメタクリレートモノマー5〜150重量部
及び光重合開始剤0.5〜30重量部を配合して成るこ
とを特徴とするフレキソグラフ印刷版用感光性ゴム組成
物。1. A compound with a molecular weight of 6,000 obtained by reacting a diisocyanate compound with a liquid rubber of 1,4-polybutadiene having a hydroxyl group at both ends, and further reacting it with an acrylate or methacrylate having an alcoholic hydroxyl group. ~10,000 photosensitive rubber, 50 to 10 parts by weight of uncured synthetic rubber
0 parts by weight, 5 to 150 parts by weight of an acrylate monomer having one or more acrylic groups or a methacrylate monomer having one or more methacrylic groups, and 0.5 to 30 parts by weight of a photopolymerization initiator. 1. A photosensitive rubber composition for flexographic printing plates, characterized by comprising:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP654986A JPS62165643A (en) | 1986-01-17 | 1986-01-17 | Photosensitive gum composition for flexographic printing plate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP654986A JPS62165643A (en) | 1986-01-17 | 1986-01-17 | Photosensitive gum composition for flexographic printing plate |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62165643A true JPS62165643A (en) | 1987-07-22 |
Family
ID=11641410
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP654986A Pending JPS62165643A (en) | 1986-01-17 | 1986-01-17 | Photosensitive gum composition for flexographic printing plate |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62165643A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01219833A (en) * | 1988-02-29 | 1989-09-01 | Toyobo Co Ltd | Photosensitive resin composition |
JPH0258059A (en) * | 1988-08-24 | 1990-02-27 | Japan Synthetic Rubber Co Ltd | Photosensitive resin composition |
WO1995028665A1 (en) * | 1994-04-13 | 1995-10-26 | Toray Industries, Inc. | Photosensitive resin composition for form plates and printing block material of photosensitive resin |
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JPS5466830A (en) * | 1977-11-07 | 1979-05-29 | Toyo Boseki | Printing plate photosensitive resin composition |
JPS5694352A (en) * | 1979-12-26 | 1981-07-30 | Uniroyal Inc | Multilayerrtype print plate |
JPS5940640A (en) * | 1982-08-30 | 1984-03-06 | Nippon Paint Co Ltd | Water-developable photosensitive resin composition used for flexographic plate |
JPS5986045A (en) * | 1982-11-05 | 1984-05-18 | Nippon Soda Co Ltd | Photosetting resin composition for permanent resist |
JPS60123525A (en) * | 1983-12-08 | 1985-07-02 | Hayakawa Rubber Co Ltd | Photo-polymerizable rubber composition |
JPS62141542A (en) * | 1985-12-16 | 1987-06-25 | Konishiroku Photo Ind Co Ltd | Photographic sensitive material |
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1986
- 1986-01-17 JP JP654986A patent/JPS62165643A/en active Pending
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Publication number | Priority date | Publication date | Assignee | Title |
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JPS51106501A (en) * | 1975-03-15 | 1976-09-21 | Tokyo Ohka Kogyo Co Ltd | FUREKISOBANYOKANKOSEIJUSHISOSEIBUTSU |
JPS5466830A (en) * | 1977-11-07 | 1979-05-29 | Toyo Boseki | Printing plate photosensitive resin composition |
JPS5694352A (en) * | 1979-12-26 | 1981-07-30 | Uniroyal Inc | Multilayerrtype print plate |
JPS5940640A (en) * | 1982-08-30 | 1984-03-06 | Nippon Paint Co Ltd | Water-developable photosensitive resin composition used for flexographic plate |
JPS5986045A (en) * | 1982-11-05 | 1984-05-18 | Nippon Soda Co Ltd | Photosetting resin composition for permanent resist |
JPS60123525A (en) * | 1983-12-08 | 1985-07-02 | Hayakawa Rubber Co Ltd | Photo-polymerizable rubber composition |
JPS62141542A (en) * | 1985-12-16 | 1987-06-25 | Konishiroku Photo Ind Co Ltd | Photographic sensitive material |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01219833A (en) * | 1988-02-29 | 1989-09-01 | Toyobo Co Ltd | Photosensitive resin composition |
JPH0258059A (en) * | 1988-08-24 | 1990-02-27 | Japan Synthetic Rubber Co Ltd | Photosensitive resin composition |
WO1995028665A1 (en) * | 1994-04-13 | 1995-10-26 | Toray Industries, Inc. | Photosensitive resin composition for form plates and printing block material of photosensitive resin |
US5916732A (en) * | 1994-04-13 | 1999-06-29 | Toray Industries, Inc. | Photosensitive resin compositions for printing plates and photosensitive resin plate materials |
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